32792 Zip Code FL 1/4 Acre Real Estate, Homes for Sale

4 Beds ⋅ 3 Baths ⋅ Bear Gully Bay SubDv. ⋅ 32792 Zip Code

EXPECT TO BE IMPRESSED! Tucked away in a quaint and quiet Winter Park neighborhood, this beautifully maintained two-story 4-bedroom, 2.5-bath pool home sits on a lushly landscaped conservation lot with a charming paver walkway and inviting curb appeal. From the moment you step inside, you’ll appreciate the thoughtful updates and timeless character that make this home truly special.The newly renovated kitchen is a showstopper—featuring granite countertops, modern cabinetry, stylish backsplash, and recessed lighting—perfectly positioned to overlook the serene screened-in patio and saltwater pool, complete with a solar heating system for year-round enjoyment. The formal living and dining rooms offer volume ceilings, while the stunning two-story family room is anchored by a cozy wood-burning fireplace and custom built-ins, creating an ideal space for both entertaining and everyday living. The first-floor primary suite offers a peaceful retreat with an updated en-suite bathroom featuring granite counters, a clawfoot soaking tub, separate shower, and a spacious walk-in closet with California closet systems. Upstairs, you’ll find three generously sized bedrooms, an updated full bath, and a loft area—ideal for a home office, playroom, or second living space. Additional highlights include newer asphalt shingle roof (2020), a new HVAC system installed in 2023, and a vinyl privacy fence (2015) enclosing the St. Augustine-grassed backyard. The garage is fully functional with two remotes, and the home features a 13 x 5 inside laundry room, security system, and attic space above the garage. Flooring includes ceramic tile in most downstairs spaces, wood laminate in the living room, hardwood in the upstairs office, and carpet in two upper bedrooms (potentially over hardwood). The saltwater pool is owner-maintained, the setting—backing to conservation—makes it a private oasis. The home is connected to municipal sewer, has a termite protection plan, and is free of known structural or inspection concerns. The HOA fee is only $450 per year, covering common area maintenance, street lighting, and a festive neighborhood holiday celebration. Between the exceptional layout, upgrades, peaceful setting, and unbeatable location, 3759 Kinsley Place offers the perfect blend of style, space, and tranquility. Zoned for “A” rated schools and minutes from Trinity Prep, 417, UCF, shopping, and restaurants. WELCOME HOME!

3759 Kinsley Place, Winter Park

$331,985

2 Beds ⋅ 2 Baths ⋅ Winter Park Pines Patio Homes SubDv. ⋅ 32792 Zip Code

One or more photo(s) has been virtually staged. BACK ON THE MARKET AFTER EXTENSIVE RENOVATIONS!!! BRAND NEW KITCHEN, BATHS, BRAND NEW GORGEOUS LUXURY VINYL PLANK FLOORING THROUGHOUT! BRAND NEW ROOF AS WELL! Some Photos are Virtually Staged for decorating options. Welcome to this beautiful 2-Bedroom, 2-Bathroom patio home located in desirable Winter Park. This duplex offers a range of amenities that will surely enhance your living experience. This beauty has BRAND NEW Luxury Vinyl flooring that looks like hardwood that is seamless throughout the ENTIRE home. The Kitchen is all BRAND NEW with Shaker Cabinets, tile backsplash and Quartz Counters, as well as one year old stainless steel appliances. There is an eat-in area space with wonderful natural light from the window looking to the backyard, perfect for enjoying your morning coffee. There is also a pantry as well as a separate closet with washer/dryer hookups. With a split floor plan, you'll have added privacy, and the vaulted ceilings add an airy and spacious ambiance. There is a huge Great Room to ensure no wasted space. Sliding Glass doors open to an open patio and fenced backyard, providing a private space for outdoor activities or simply relaxing in the fresh air. With the sliding glass door open, this is true indoor/outdoor FL living! The Primary Bedroom has a large walk-in closet, and the ensuite Bathroom is completely BRAND NEW with a double Vanity, and a separate area with a Walk in Shower and toilet that can be closed off. On the other side of the home is Bedroom 2 and the BRAND NEW Full Hall Bathroom with a tub/shower combination, and is accessed from the common hallway. The interior is painted a beautiful neutral decorator paint color throughout, creating a blank canvas for you to personalize and make it your own. Some other features are ceiling fans in Great Room and the Primary Bedroom, updated fixtures, brand new baseboards, and all handles and door knobs are updated as well. The one-car garage offers convenience and additional storage space. ROOF is BRAND NEW MAY 2025. Situated in the Winter Park School District, this home is perfect for those seeking quality education. Additionally, you'll enjoy the convenience of being close to shopping and dining options, making errands and nights out a breeze. Conveniently situated just minutes from Advent Health Winter Park, Rollins College, Full Sail University, and UCF. This location is also right around the corner from multiple parks, Cady Way Pool and the Winter Park Pines Golf Course. Don't miss the opportunity to make this recently renovated duplex yours and experience the comfort and convenience this gorgeous Winter Park gem has! This newly renovated, move in ready home will not last long!

638 Warrenton Road, Winter Park

$585,000

4 Beds ⋅ 3 Baths ⋅ Lost Creek SubDv. ⋅ 32792 Zip Code

One or more photo(s) has been virtually staged. Huge price reduction! This stunning 4-bedroom, 3-bathroom residence is situated on a desirable corner lot, offering ample space and privacy. This home was recently updated with a brand new HVAC system installed (May 2025), and a roof that’s only 4 years old (2021), complete plumbing repipe done in (2020). This home boasts both efficiency and peace of mind. Step inside to discover a modern open floor plan that promotes seamless living and entertaining. Enjoy the elegant ambiance created by high vaulted ceilings and tasteful finishes throughout. The (3) beautifully remodeled bathrooms, completed in 2024, provide a spa-like retreat, while the kitchen shines with granite countertops and stainless steel appliances, perfect for culinary enthusiasts. For added safety and convenience, the home is equipped with hurricane storm shutters and comes with a generator. Don’t miss this fantastic opportunity to own a beautifully updated home in a charming neighborhood, close to local amenities, world class restaurants and fine boutique shopping on Park Ave and one of the best school districts in Florida! Schedule your showing today!

3115 Heartleaf Place, Winter Park

$430,000

4 Beds ⋅ 2 Baths ⋅ Howell Estates Rep SubDv. ⋅ 32792 Zip Code

Winter Park delight. Discover the potential of this wonderful, spacious Seminole County residence nestled in a well-established neighborhood. Amazing split floor plan with tons of potential. Picture creating your ideal kitchen, updating the bathrooms to your taste and opening up the living spaces to create a more contemporary flow. Gorgeous backyard oasis pool with pavers and waterfall. Fresh exterior paint and tons of new flooring. This house is sparkling clean and is move-in ready for a growing family. Enjoy ample room for entertaining and everyday living. Sliding doors across the Florida room bring in the sunsets over the pool. Well-maintained pavers in front and back, new water heater and garage door. Updated, mature landscaping. Easy access to the 417 and Semoran Boulevard. Don’t miss out on this great value.

1006 Bradford Drive, Winter Park

$505,000

3 Beds ⋅ 2 Baths ⋅ Brookshire Heights 1st Add SubDv. ⋅ 32792 Zip Code

Come create your dream home on this 70 X 125 lot or add your personal touch to this charming gem, located in the desirable Brookshire Heights neighborhood of Winter Park. The kitchen is equipped with sleek granite countertops and wood cabinetry, making it perfect for both style and functionality. The home was replumbed in 2001, and roof 2005. It also features an inside utility area and plenty of storage space throughout. Enjoy the outdoors with a spacious yard, complete with well water irrigation. Just a short walk to top-rated Winter Park schools and with easy access to the Cady Way Trail, this home is a must-see!

2565 Brookshire Avenue, Winter Park

$490,000

4 Beds ⋅ 2 Baths ⋅ Winter Park Pines SubDv. ⋅ 32792 Zip Code

Welcome to this stunning mid-century modern beauty where timeless design meets thoughtful, contemporary updates. Nestled in the highly sought-after neighborhood of Winter Park Pines, this 4-bedroom, 2-bathroom home offers over 1,500 sq ft of stylish, functional living space—and yes, your mail is still delivered to the front door! Step through a tastefully renovated entryway into an open, airy floor plan featuring a combined living and cozy sitting area with a wood-burning fireplace. The updated kitchen is a true showstopper, equipped with white and gray wood-grain shaker-style cabinets, quartz countertops, stainless steel appliances, a water filtration system, pantry space, and a breakfast bar with seating for three. A separate dining area offers plenty of space to entertain family and friends. Retreat to the spacious primary suite, large enough for a king-sized bed, with two closets and a renovated en-suite bathroom featuring marble flooring and accents, glass sliding shower doors, a sleek, contemporary vanity, and a smart recessed light with Bluetooth speaker. Three additional and well appointed bedrooms offer refurbished terrazzo flooring, ceiling fans and new closet doors. The spa-like hall bathroom boasts marble flooring and accents, subway-tiled tub/shower and wall, and an updated contemporary single vanity with added cabinetry. Enter the backyard oasis through a large set of glass sliding doors that open to a spacious 22' x 11' screened lanai, featuring charming Mexican tile flooring(complete with a refrigerator!)—perfect for relaxing or entertaining year-round. Beyond the lanai, enjoy a cobblestone-paved patio and a fully fenced backyard, offering both privacy and room to play or garden. With light gray LVP flooring throughout, ceiling fans, fresh interior and exterior paint, new front door, gutters, and spray insulation in the attic, no detail has gone unnoticed in this superbly updated home. Just minutes from Cady Way Pool, tennis and pickleball courts, playgrounds, Ward Park, and top-rated schools and colleges (Full Sail, Valencia, Rollins, UCF), this home offers unmatched access to both leisure and lifestyle. With nearby grocery stores, dining, shopping, and the Center for Health and Wellbeing, Crosby Fitness, Winter Park Advent Health, everything you need is right at your doorstep. Don’t miss this rare opportunity to own a home that offers the perfect blend of indoor elegance and outdoor living. Schedule your private showing today—this gem won’t last long! Roof - 2016 HVAC - 2016 Electrical - 2015(updated panel)

2844 Scarlet Road, Winter Park

$240,000

2 Beds ⋅ 2 Baths ⋅ Cedarwood Village 1 SubDv. ⋅ 32792 Zip Code

Seminole County and Winter Park! Centrally located on the border of Orange County, this well-established community of Cedarwood Village is conveniently located to beautiful Park Ave and all of the greater Orlando suburbs, locations and attractions. This well maintained single story cinderblock stucco has amble skylight natural light, open kitchen to family room, soaring vaulted ceilings and uniform beautiful wide panel water resistant vinyl flooring running throughout the entire residence. No carpet anywhere!! Nice dining area space to fit a large table, but also room in the kitchen for a small breakfast table by the window for morning coffee. The Primary bedroom suite has dual his and her closets and direct access to the screened private patio. The second bedroom has access to the front open and private patio. Other recent improvements are 5.25" high baseboards, range, water heater, door hardware and lighting. Roof was replaced in 2020. Additional locked storage in large closet on the patio. Community roads were recently repaved. This pet-friendly community is well maintained and offers a community pool, clubhouse and tennis courts. Winter Park Condo living at it's best with shopping, restaurants, UCF, Rollins College and Full Sail all minutes away.

2480 Tahoe Circle Unit 2480, Winter Park

$485,000

4 Beds ⋅ 2 Baths ⋅ Winter Woods Unit 04 SubDv. ⋅ 32792 Zip Code

Welcome to 1921 Japonica Rd – Your Winter Park Retreat Awaits Tucked away on a quiet street just minutes from the heart of Winter Park, this beautifully maintained 4-bedroom, 2-bath home offers the perfect blend of comfort, character, and potential. From the moment you arrive, you'll notice how lovingly this home has been cared for, offering peace of mind with newer roof (2021) and a complete HVAC system and ductwork replacement in 2023. Step inside to a thoughtfully designed split floor plan, ideal for privacy and flexibility. The main living areas boast updated flooring, while plush carpet adds comfort to the bedrooms. The kitchen is full of charm, and includes the stove, microwave, and refrigerator, making it immediately enjoyable with plenty of room for personal touches down the road. The home flows seamlessly into a spacious backyard oasis that is fully fenced, beautifully landscaped, and ready for your summer cookouts or weekend gatherings. Dreaming of a pool? The yard was thoughtfully prepared with future plans in mind, perfectly sized and situated for a custom pool addition. Additional features include a leaf filter gutter protection, mature trees, and a garden space just waiting to bloom. Perhaps what truly sets this home apart is its incredible location. Nestled in the sought-after Winter Woods neighborhood in the Seminole County side of Winter Park, you’re just 3.5 miles from the boutiques and bistros of iconic Park Avenue, close to Rollins College, and moments from Winter Park Village, where shopping, dining, and entertainment abound. Whether you're settling into your forever home or making a savvy move into one of Central Florida’s most desirable areas, 1921 Japonica Rd offers the charm, space, and location you've been searching for. Schedule your private showing today and experience the warmth, opportunity, and unbeatable lifestyle this home has to offer. All information provided in this listing, including but not limited to square footage, room dimensions, and property features, is deemed reliable but is not guaranteed. Buyers are advised to conduct their own investigations and due diligence to satisfy themselves regarding the accuracy of all information provided.

1921 Japonica Road, Winter Park

$279,000

2 Beds ⋅ 2 Baths ⋅ Villas Of Casselberry Phase 2 SubDv. ⋅ 32792 Zip Code

Move-In Ready and AFFORDABLE one-story townhouse with FENCED YARD, 1-Car Garage and LOW HOA!!!!Situated on a corner lot with a screened patio and no rear neighbors, it offers just the right mix of privacy and convenience. Inside, you’ll find ceramic tile and luxury vinyl flooring throughout...so no carpet in sight! A spacious kitchen, living and dining spaces, large bedrooms and 2 tastefully UPDATED Full Bathrooms... all topped off with a BRAND NEW ROOF! The layout is functional, the maintenance is easy, and it's move-in ready. All appliances stay- even the Washer & Dryer! Excellent investment for rental, perfect starter home and ideal for anyone looking for a turn-key, low maintenance property located in an established Seminole County neighborhood of Winter Park with community pool and low HOA!! Don't sleep on this one... it's a great deal!

3153 Greenwood St Unit Winter Spr, Winter Park

$195,000

2 Beds ⋅ 2 Baths ⋅ Coronation Add SubDv. ⋅ 32792 Zip Code

Incredible Investment Opportunity in a Desirable Location! This 2-bedroom, 1.5-bath home is full of potential and ready for a transformation. It's a fantastic opportunity for investors, flippers, or anyone seeking a high-potential investment. With just a little TLC, this property can be turned into a beautiful primary residence or a strong income-producing rental. Whether you're looking to renovate and resell or hold as a long-term asset, this home offers exceptional value in a growing market. Schedule your private showing today—opportunities like this don’t last long!

3220 Netherwood Drive, Winter Park

$719,000

5 Beds ⋅ 4 Baths ⋅ Enclave At Aloma SubDv. ⋅ 32792 Zip Code

NEW PRICE! Seller Motivated – All Offers Welcome Discover your dream home in the prestigious gated community of Enclave at Aloma in Winter Park. This beautifully maintained 5-bedroom, 3.5-bath residence offers the perfect blend of elegance, comfort, and privacy—set on a tranquil lot with no rear neighbors. The moment you enter, you’ll be captivated by the rich engineered hardwood floors flowing throughout the first floor. The home features both a formal living and dining room, ideal for gatherings and special occasions. The gourmet kitchen is a true centerpiece, showcasing granite countertops, stainless steel appliances, and abundant cabinetry to inspire any home chef. A first-floor bedroom and half bath provide convenience and flexibility for guests or multi-generational living. Upstairs, enjoy a spacious game room designed for movie nights, play, or entertaining. The expansive primary suite offers a private retreat with a spa-like en-suite bathroom and double walk-in closets. Three additional bedrooms and two full bathrooms upstairs ensure plenty of space for everyone. Additional Highlights: Recently serviced A/C unit (2025). Seller providing 1 Year Whole Home Warranty for piece of mind. No rear neighbors. Water view. Impeccably maintained inside and out. Located minutes from Trinity Prep, top-rated Winter Park schools, shopping, and dining. Enjoy the exclusivity of a gated community while staying close to everything Winter Park has to offer. This home is more than a place to live—it’s a lifestyle. Schedule your private tour today before this exceptional property is gone.

7895 Pleasant Pine Circle, Winter Park

$656,402

3 Beds ⋅ 2 Baths ⋅ Winter Park Pines SubDv. ⋅ 32792 Zip Code

ACCEPTING BEST AND FINAL OFFERS BY 9AM ON MONDAY, 6/30! Welcome to this beautifully upgraded 3-bedroom, 2-bathroom pool home offering 1,779 square feet of thoughtfully and expertly designed living space, where no detail has been overlooked! Nestled in the highly desirable neighborhood of Winter Park Pines - where the mailman still delivers to your front door - this move-in-ready gem combines comfort, style, and convenience. Step inside to an airy open living and dining area highlighted by custom, designer features everywhere you turn. The living area flows seamlessly into a fully remodeled kitchen featuring striking gray and aqua blue cabinetry, a coordinating tile backsplash, quartz countertops, stainless steel appliances, and an oversized island with seating for four—perfect for entertaining. The spacious primary suite offers dual closets, ceiling fans, and direct access to the pool. The en-suite bathroom has been beautifully remodeled with a custom-tiled shower and sleek sliding glass enclosure. The hall bath also features a modern upgrade with a custom tile wall and designer finishes. Storage and efficiency has also been carefully considered as you step into a laundry/mud room with floor to ceiling cabinetry. Relax or entertain outdoors with your own private in-ground pool, surrounded by lush new landscaping and exterior lighting, and a fully fenced backyard. A covered lanai with a beautiful tiled floor will make you want to sink into a comfy chair for a cup of coffee or a glass of wine. Enjoy nearby access to the Cady Way Trail, Winter Park Pines Golf Course, Cady Way Pool, playground, tennis and pickleball courts, and top-tier medical facilities including AdventHealth Winter Park and the Crosby Wellness Center. Additionally, you are just minutes from UCF, Rollins College, Full Sail University, and A-rated Winter Park schools - Brookshire Elementary, Glenridge Middle School and Winter Park High School. This home is a wondrous and rare find in one of Winter Park’s most sought-after areas—schedule your private showing today! Metal Roof - 2017, HVAC - 2022, Plumbing - 2017, Electrical - 2018(new panel).

402 Saint Dunstan Way, Winter Park

$160,000

1 Beds ⋅ 1 Baths ⋅ Stratford A Winter Park Condo SubDv. ⋅ 32792 Zip Code

Renovated and the only first floor one-bedroom, one-bath beautiful condominium available and in a great interior location in the complex! Conveniently near various amenities, including a short walk across the street to Publix, TJ Maxx, shops and restaurants. Welcome home to this delightful open floor plan that optimizes the space, featuring a newer kitchen with a pass-through flowing into the spacious open living and dining area, overlooking the covered patio with a large storage closet and green space. Newer luxury vinyl flooring, a breeze to clean, adds to the appeal, no carpet and a stack washer and dryer, a rarity in this community! This is a well-established community that has recently undergone renovations. Amenities abound, including a pool, a clubhouse with a gym and tennis courts, all in a fantastic location in Winter Park, Seminole County. HOA fees include water, sewer, trash, pest control, basic internet and Wi-Fi. Roof new in 2018. You will love the ease of living near everything you need. Text or call to schedule a showing, easy to see!

141 Lewfield Circle Unit 141, Winter Park

$260,000

3 Beds ⋅ 2 Baths ⋅ Villas Of Casselberry Ph 1 SubDv. ⋅ 32792 Zip Code

Welcome to this beautifully maintained 3-bedroom, 2-bath villa nestled in the highly sought-after community of Winter Park! This spacious home boasts an open floor plan, a convenient inside laundry room, and easy-to-maintain flooring—no carpet anywhere, and Solar panels! Step outside to a generously sized screened-in patio, perfect for relaxing or entertaining. Enjoy warm Florida days at the sparkling community pool just steps away. With a low HOA and a prime location close to top-rated shopping, dining, and entertainment, this home offers both comfort and convenience. Don’t miss your chance to own a piece of Winter Park!

3015 Casselwood Street, Winter Park

$450,000

3 Beds ⋅ 2 Baths ⋅ Eastbrook Sub Unit 15 SubDv. ⋅ 32792 Zip Code

This POOL home is amazing in every way and is truly a must see! Original Owner with pride of ownership. Nestled in the highly coveted community of Eastbrook in Winter Park. A perfect location just minutes to everything. This residence boasts an array of desirable features. Three bedrooms and two full baths with oversized primary bedroom. As you enter through the new, striking front door and stunning foyer with coat closet, you are mesmerized by the beauty and flow of home. Separate formal dining room and expansive formal living area creating a stylish, classic feel. Split Floorplan, each with full bathroom, offering privacy and convenience. Stunning, oversized primary bedroom overlooking the sparkling pool. Substantial walk-in closet offering more than ample storage. Large kitchen-family combo. Kitchen centered between airy family room and spacious formal dining room. Striking stainless steel appliances. Pocket door in kitchen for chef's privacy. Gorgeous wood flooring throughout combining durability and elegance. Beautiful French Doors leading out to lanai and open swimming pool. Close to a quarter acre of land completely fenced for your fury family. Very large, screened in lanai with fabulous swimming pool. Oversized 2 car garage with an abundant of storage options both inside and out. Comes with washer and dryer. This is the ideal entertainment home. What more could you ask for…I-4 and 417 minutes away for Disney or a day at the Beach. Offering supermarket, restaurants, shopping and so much more. Close to Historical Downtown Winter Park and desired Park Avenue with weekly Farmer’s Market. Then you have the convenient SunRail taking you around Central Florida. Excellent A-Rated Seminole County Schools. Location, Location, Location. Welcome Home!!!

2151 Conifer Avenue, Winter Park

$530,000

3 Beds ⋅ 2 Baths ⋅ Winter Park Pines SubDv. ⋅ 32792 Zip Code

Wonderfully maintained and updated 3 bed/ 2 bath, pool home.

220 N Ranger Boulevard, Winter Park

$389,000

3 Beds ⋅ 2 Baths ⋅ Woodcrest Unit 02 SubDv. ⋅ 32792 Zip Code

One or more photo(s) has been virtually staged. Incredible Value! Priced to sell below market value—this is your chance to secure a fully upgraded home at a price that won’t last long. Act fast before it's gone! Welcome to this beautifully updated 3-bedroom, 2-bathroom home located in the highly desirable Winter Park community with no HOA! This luxury home sits on a large, fully fenced lot and offers major system upgrades, including a 2018 roof and 2019 A/C unit, giving buyers peace of mind for years to come. Step inside to discover brand-new luxury vinyl plank flooring throughout and a completely remodeled kitchen featuring quartz countertops, soft-close custom cabinets with modern hardware, and high-end stainless steel appliances. The open layout is enhanced by stylish pendant lighting over the breakfast bar and flows seamlessly into the living and dining areas. Both bathrooms have been fully renovated with new vanities, upgraded tile, sleek fixtures, and touch-screen, color-changing mirrors. The primary en-suite offers a spa-like retreat with a rainfall shower head and a custom, heavy-duty sliding glass door. Enjoy the spacious backyard, enclosed fence for privacy and perfect for entertaining under the large, covered patio. Location highlights: Just minutes from Rollins College, Park Avenue, UCF, and Downtown Orlando! Convenient access to major roadways including SR-436, 426, 521, and 417, plus proximity to Full Sail University, golf courses, shopping, and top local dining. Don’t miss this move-in-ready gem with modern upgrades and an unbeatable location—schedule your showing today!

7331 Blue Jacket Place W, Winter Park

$600,000

3 Beds ⋅ 2 Baths ⋅ Brookshire Heights SubDv. ⋅ 32792 Zip Code

Welcome to this delightful 3-bedroom, 2-bathroom single-family home located in the highly sought-after Brookshire Heights neighborhood of Winter Park. Step inside to discover an open-concept living area, perfect for entertaining or relaxing with family. The layout flows seamlessly from the living room to the dining area and kitchen, creating a bright and airy space filled with natural light. A screened-in side porch offers additional space for relaxing outdoors while enjoying the privacy of your yard. Nestled just minutes from downtown Winter Park and the historic Park Avenue District, you'll enjoy easy access to boutique shopping, fine dining, and cultural attractions. Outdoor enthusiasts will love the proximity to community playgrounds, scenic walking trails, and a neighborhood pool. Notable updates include luxury vinyl flooring (2022), new roof (2022), updated plumbing and electrical (2022), new ductwork with UV lights (2022), new kitchen appliances (2022) and a new water heater (2022). In 2023, the A/C system was replaced and enhanced with UV lights to reduce allergens. More recent improvements include overhead garage storage (2024), new exterior doors leading to the backyard and garage (2024), and brand-new ceiling fans in all bedrooms (2025).

2244 Brookshire Avenue, Winter Park

$65,000

1 Beds ⋅ 1 Baths ⋅ Winter Park Woods Condo SubDv. ⋅ 32792 Zip Code

Discover affordable living in the heart of Winter Park at 167 Scottsdale Square, a spacious 1-bedroom, 1-bathroom condo just minutes from Full Sail University, UCF, and Downtown Orlando. This unit features an open floor plan, and access to community amenities. Whether you're a first-time buyer or investor, this location offers unbeatable convenience. Enjoy top-rated schools, nearby shopping, and easy access to major highways. Schedule your private tour today—this Winter Park gem won’t last long!

167 Scottsdale Square Unit 167, Winter Park

$415,000

3 Beds ⋅ 2 Baths ⋅ Wrenwood Heights Unit 2 SubDv. ⋅ 32792 Zip Code

One or more photo(s) has been virtually staged. One or more photo(s) has been virtually staged. Welcome to 5210 Poinsetta Ave, your dream retreat in charming Winter Park, FL! This beautifully remodeled ranch-style home is a blend of modern elegance and comfort. As you enter, the foyer warmly invites you into a spacious living area, perfect for relaxing or entertaining friends. The sleek, modern kitchen is a chef's delight, featuring a state-of-the-art cooktop island, stainless steel appliances, and subtle geometric tile backsplash, all brilliantly illuminated by chic hanging lights. The home offers three inviting bedrooms and two elegantly designed bathrooms. The primary bathroom impresses with a luxurious walk-in shower, boasting elegant gray and white marble tiles and contemporary black fixtures. The second bathroom showcases a modern tub and black accents against stunning marble-patterned tiles. Step outside to your private oasis, where a lush green yard beckons for outdoor fun. Plenty of room to add that swimming pool. Additionally, peace of mind comes with a newly installed roof in 2022 and recent plumbing re-pipe. Centrally located to Orlando and Historic Downtown Winter Park and just minutes from top-rated schools, parks, shopping, and dining. Discover your perfect Florida haven today!

5210 Poinsetta Avenue, Winter Park

$368,000

4 Beds ⋅ 3 Baths ⋅ Eastbrook Sub SubDv. ⋅ 32792 Zip Code

Charming Winter Park Pool Home with Mother-In-Law Suite. Welcome to your own slice of paradise in the heart of Winter Park! This beautifully maintained 4-bedroom, 3-bathroom home offers the perfect blend of comfort, functionality, and Florida living. The main home features 3 spacious bedrooms and 2 full bathrooms, with a bright and open layout that’s ideal for both everyday living and entertaining, Roof from 2019 and AC 2018, newer windows. Step outside to your private backyard oasis—complete with a sparkling pool, lush landscaping, and plenty of space for relaxing or hosting friends and family. What truly sets this property apart is the detached mother-in-law suite, featuring its own private entrance, 1 bedroom, 1 bathroom, and a fully equipped kitchenette, perfect for guests, extended family, or potential rental income. Located in one of Central Florida’s most desirable neighborhoods, you’ll enjoy top-rated schools, close proximity to Park Avenue, dining, shopping, and everything Winter Park has for you. Whether you’re looking for a multigenerational setup or a smart investment opportunity, this home has it all. Schedule your private showing today!

3430 Arbutus Lane, Winter Park

$806,000

4 Beds ⋅ 2 Baths ⋅ Greenview At Winter Pines SubDv. ⋅ 32792 Zip Code

Impeccably Redesigned Pool Home in Coveted Winter Park Neighborhood Welcome to 1261 Burning Tree Lane, a beautifully updated 4-bedroom, 2-bathroom pool home located in the highly sought-after Greenview at Winter Pines subdivision. Tucked beneath a canopy of mature oak trees and surrounded by manicured landscaping, this architect-owned residence combines timeless design with thoughtful upgrades in one of Central Florida’s most desirable communities. Inside, you'll find a smart split floor plan with the primary suite privately situated on one side and three spacious bedrooms plus a second living area on the other. The heart of the home—its kitchen—was masterfully redesigned in 2019 to feature granite countertops, double ovens, stainless steel appliances, luxury vinyl plank and travertine tile flooring, and elegant lighting throughout. Every detail has been meticulously maintained: a new roof, gutter system with guards, fresh interior and exterior paint, new ceiling fans, and recessed lighting bring peace of mind and modern appeal. Step outside to your private oasis complete with a sparkling pool, privacy fencing, and a fully equipped outdoor bar with grill, fridge, and mounted TV—perfect for entertaining or relaxing under the stars. This home is zoned for top-rated Winter Park schools and just minutes from Winter Pines Golf Course, local marinas, and charming downtown Winter Park. With no HOA, families enjoy the freedom to live, play, and grow. Move-in ready and priced under $1 million, this home offers incredible value in an unbeatable location. Don’t miss your chance to own a piece of Winter Park paradise. Schedule your private tour today!

1261 Burning Tree Lane, Winter Park

$285,123

2 Beds ⋅ 2 Baths ⋅ Garden Grove SubDv. ⋅ 32792 Zip Code

Location, Location, Location! This 3-bedroom, 2-bathroom gem is perfect for families and offers everything you need to feel right at home. This one boasts a Great Room Plan that’s perfect for entertaining! The gally kitchen has a Breakfast Bar and overlooks the dining area and great room. The home offers a 3-way split The Master Suite has with Stall Shower and laminate flooring. You’ll also find easy to maintain laminate floors in the kitchen and in other areas. Cute plant shelving in the main living area. Beautiful french doors lead out to the screened Patio and spacious backyard that’s ideal for playtime, gardening, or weekend barbecues. The 2-Car Garage offers ample storage for your vehicles and more. You won’t find this unbeatable price in in Winter Park. The 3rd bedroom does not have a closet. This one is priced appropriately, so be ready to use hands, personal touches, and imagination. This home is situated in a highly desirable area with access to top-rated schools, medical facilities, shopping, dining, and convenient transportation options.

5588 Garden Grove Circle, Winter Park

$420,000

4 Beds ⋅ 2 Baths ⋅ Wrenwood Heights Unit 2 SubDv. ⋅ 32792 Zip Code

Meticulously maintained 4-bedroom, 2-bath concrete block home in desirable Winter Park, lovingly cared for by the same owners for 37 years. Upgrades include a remodeled kitchen, updated master and guest baths, double-pane windows, and re-piping (2014). HVAC and electrical panels replaced in 2016. Roof, screen porch, and patio updated in 2022. Enjoy the beautifully landscaped backyard with St. Augustine grass, white vinyl fencing, and a spacious screened porch. Side-entry garage offers ample space for RV or boat parking. Don’t miss this opportunity—schedule your private tour today!

5334 Cypress Drive, Winter Park

$779,000

4 Beds ⋅ 3 Baths ⋅ Preserve At Hawks Crest SubDv. ⋅ 32792 Zip Code

This stunning and stylish one-story home built by Meritage in the gated community of Hawk's Crest in Winter Park includes many new upgrades. This is the Pomelo model built with the upgraded kitchen package featuring built-in double ovens and stainless steel range hood. Beautiful quartz countertops on an oversized kitchen island with room for four seats. Other features include a walk-in pantry, under cabinet lighting, and stone backsplash. The luxurious kitchen opens into your dining and living areas. In the large living room is a new custom built-in electric fireplace with decorative trim moulding. The dining room is enhanced by custom board and batten and a view of the back covered lanai with motorized screens. The backyard features a new large extended patio for entertaining. The yard is fenced in with a view of conservation trees. A total of four bedrooms and three bathrooms. The front bedroom includes custom built-in shelves and storage, which is used as an office, but can also still be used as a bedroom. The primary bedroom has a private bathroom with a double vanity, linen closet and a large walk-in closet that could be customized for a future homeowner. The home also comes with new gutters. Other amenities in the Hawk's Crest community include a resort-style pool with clubhouse, splash pad, fitness center, BBQ grills, playgrounds, dog park, and a community fishing dock overlooking beautiful Lake Howell. At the front of the neighborhood shops and dining includes Kelly's Ice Cream, Foxtail Coffee, Sobol, Winter Park Pediatric Dentistry and Park Maitland's Preschool Campus.

2247 Marsh Sedge Lane, Winter Park

$465,000

3 Beds ⋅ 2 Baths ⋅ Lost Creek SubDv. ⋅ 32792 Zip Code

Welcome to this beautifully maintained 3-bedroom, 2-bath home offering 1,906 square feet of comfortable living space in the heart of Winter Park. Built in 1995, this home features a desirable split-bedroom floor plan, high ceilings, and tile flooring throughout the main living areas—perfect for everyday living and entertaining. The spacious layout includes both a formal living room and a separate family room, as well as an open-concept living and dining area that flows seamlessly into an eat-in kitchen with abundant natural light. The kitchen is equipped with stone or Corian countertops, a separate closet pantry, and French doors that lead directly to the screened-in patio. The primary suite is a peaceful retreat, complete with a walk-in closet, private access to the patio, and an ensuite bathroom featuring dual sinks, a walk-in shower, a soaking tub, and a private water closet. Two additional bedrooms offer generous closet space and share a well-appointed guest bathroom with a tub/shower combo. Enjoy outdoor living in the fully fenced backyard, accessible through sliding glass doors from the formal living room or the French doors off the kitchen and living room. A Dual Well System provides excellent utility savings—while the original well was installed approximately 10 years ago, a second well was added in 2021 to boost water output during dry seasons. Both wells operate on the same pump and contribute to reduced water bills. The home also includes an indoor laundry room, an attached 2-car garage, no popcorn ceilings, blinds throughout, and plenty of windows that allow for an abundance of natural light. Additional updates and features include a paver driveway and walkway, a covered front porch with charming curb appeal, a roof from 2017, A/C replaced in 2009, and a water heater replaced in 2015. All of this comes with a low HOA. Located in the highly desirable Lost Creek neighborhood within the top-rated Seminole County school district, this home offers both comfort and convenience in a fantastic Winter Park location near shopping, dining, and major roadways. Don’t miss the opportunity to make this your next home!

1173 Valley Creek Run, Winter Park

$540,000

4 Beds ⋅ 3 Baths ⋅ Arrowhead Cove SubDv. ⋅ 32792 Zip Code

Set in a quiet Winter Park cul-de-sac community, this renovated four-bedroom pool home offers an opportunity to live the Florida lifestyle you’ve been craving. Stepping inside, you’ll be struck by the versatility of its inviting, open floor plan. Flanking the foyer on either side are the living room, dining room, and a flex space, all connected by stylish luxury vinyl plank flooring. Just beyond, a large seamless quartz counter island, complete with additional under counter storage, draws your attention into the beautiful, bright kitchen that will surely become a favorite gathering place for all who walk through your door. The home’s split floor plan allows for a private primary bedroom location. You’ll appreciate the room’s ample size, en suite bathroom, and walk-in closet with dressing area. An additional bedroom can be found down the hall, around the corner and is perfect for use as either a bedroom or an office. Another tastefully updated hall bathroom serves two bedrooms on the opposite side of the house. A lifestyle house should have a lanai, and this one does not disappoint. Its massive area adds valuable room for extending your living space and serves as the perfect transition area to the home’s screened-in pool. Surrounding the pool is a deck that’s large enough for multiple seating areas; outside the screen, you’ll have plenty of fully-fenced yard space to enjoy gardening beds, outdoor grilling, and more. A paver walkway running the length of the house blends charm and practicality, allowing easy movement from the front yard to the back. Finally, an oversized garage that’s been beautifully enhanced with epoxy floor coating completes this amazing property and makes everyday life so easy. Located between Lake Nan and Lake Waunatta, the Arrowhead Cove community is zoned for highly-rated Winter Park High School, and is mere minutes from Trinity Prep, Full Sail, Rollins, and UCF. And whether you prefer outdoor recreational activities or the pleasures of shopping and dining, you’ll appreciate living near the Cady Way Trail, Winter Pines Golf Club, and all the shops, restaurants, and museums of Winter Park’s trendy Park Avenue mecca. Don’t miss your chance to own this irresistible gem, set in the serene neighborhood you’ve been looking for. Schedule your private showing today!

7852 Broken Arrow Trail, Winter Park

$472,500

4 Beds ⋅ 4 Baths ⋅ Cedar Ridge Unit 1 SubDv. ⋅ 32792 Zip Code

Fully Renovated 4-Bedroom Home in Prime Winter Park Location – No HOA! Welcome to this beautifully updated block home in one of Winter Park's most desirable neighborhoods—offering modern upgrades, a spacious layout, and no HOA restrictions! Recently appraised at $518,000—appraisal is attached in the MLS for buyer confidence. This move-in-ready home features 4 full bedrooms and 3.5 bathrooms, including two ensuite bedrooms, ideal for guests or multi-generational living. Inside, you’ll find fresh paint throughout, new luxury vinyl plank flooring, 6-inch baseboards, and new recessed lighting that highlight the home's open and modern feel. The stunning all-new kitchen showcases 42” upper cabinets, dramatic marble countertops and backsplash, and stainless steel appliances—including a slide-in stove and counter-depth refrigerator for a sleek, refined look. All bathrooms have been fully updated with new vanities, mirrors, lighting, fixtures, and toilets. The custom 24x48 tile work in the showers and tub surrounds coordinates beautifully with the kitchen finishes, creating a seamless design throughout. Enjoy the outdoors in your large, private backyard, complete with mature landscaping and a vinyl privacy fence—perfect for relaxing or entertaining. A brand-new roof (June 2025) provides long-term value and peace of mind. Located near top-rated schools, shopping, dining, and parks—this is Winter Park living at its best. Don’t miss your chance to own this exceptional home!

1921 Heathwood Drive, Winter Park

$450,000

3 Beds ⋅ 2 Baths ⋅ Winter Park Estates SubDv. ⋅ 32792 Zip Code

Under contract but will accept back-up offers. Beautiful Pool Home in Desirable Winter Park Estates. Seller is Motivated. Welcome to this charming and thoughtfully updated pool home in the highly sought-after Winter Park Estates subdivision—zoned for top-rated schools, including Winter Park High School. This mid-century gem blends modern comfort with timeless style, located in one of Central Florida’s most beloved neighborhoods. Property Highlights: Sparkling saltwater in-ground pool with newer pavers and decorative lighting Three new awnings provide shade and style for relaxing poolside Covered rear porch with mid-century style masonry garden and succulent plants Summer kitchen—perfect for outdoor entertaining Newer vinyl fencing surrounds a private, spacious backyard Backyard shed for tool storage or a workshop space Modern kitchen with built-in lighting, hidden compartments, and custom cabinetry Updated bathrooms with stylish, contemporary finishes Wood-burning masonry fireplace for cozy ambiance Blinds-in-glass French doors provide elegant access to outdoor living spaces Interior laundry room for added convenience This home offers the best of both worlds: classic mid-century character with today's sought-after updates. Whether you’re hosting guests by the pool or enjoying a peaceful evening at home, this residence is built for comfort and enjoyment. All measurements are approximate and should be verified by the buyer and their agent.

2648 Amsden Road, Winter Park

$550,000

3 Beds ⋅ 2 Baths ⋅ Greenview At Winter Pines SubDv. ⋅ 32792 Zip Code

Tucked away on a peaceful cul-de-sac, 1387 Sawgrass Court welcomes you home. This pristine, 1867 sq ft, single-story residence stands out with its distinctive and mature landscaping, perfectly nestled within a tree-lined, golf-front community. Located on a serene pond along the 15th hole of Winter Park Pines Golf Course (WP18), it offers a retreat with no rear neighbors- ideal for quiet enjoyment and privacy. Step inside to a spacious foyer that opens to formal living room leading to formal dining room. The updated kitchen features a cozy breakfast nook with views of the lush backyard. A dedicated indoor laundry room with storage closet provides convenient access to the oversized side-entry two-car garage. The welcoming family room boasts vaulted ceilings with skylight creating an inviting space for gatherings and relaxation. The primary suite includes a beautifully updated shower and his-and-her closets. Zoned for Brookshire Elementary, Glenridge Middle and Winter Park High School. Recent updates include: New windows 2023-24, New AC 2022, New driveway 2022, New fence 2022, roof 2015, New electrical panel 2022, updated porcelain tile. WELCOME HOME!

1387 Sawgrass Court, Winter Park

$910,000

4 Beds ⋅ 4 Baths ⋅ Eden Point SubDv. ⋅ 32792 Zip Code

FULLY FURNISHED HOME THAT IS MOVE-IN READY! ALL FURNITURE INCLUDED IN THE SALES PRICE! Amazing home located in a quiet gated subdivision in Winter Park near Trinity Prep. The home provides a wonderful layout with high ceilings and an open concept – perfect for entertaining. Updated kitchen with clean white cabinets, spacious chef’s island, and GE stainless steel appliances to cook a delicious meal that can be served in your extended dining room area! Beautiful light fixtures throughout the house and plush carpet on the 2nd floor as well. The owner’s suite on the first floor has it all – extra sitting room, dual vanities, walk-in shower with extra large rain head attachment, jacuzzi tub, and walk-in closet with built-in shelving. The second floor includes TWO loft spaces – perfect for a media room AND a separate play area/sitting room. Kids bedrooms include separate walk-in closets and jack & jill bathroom. The fenced in backyard area provides a calming pond view and large patio area to relax and enjoy the outdoors. Also included are solar panels which drastically reduce electricity costs. This home has it all!

1319 Heavenly Cove, Winter Park

$480,000

4 Beds ⋅ 4 Baths ⋅ Slovak Village SubDv. ⋅ 32792 Zip Code

BRAND NEW ROOF SEPTEMBER 2025! Here’s your opportunity to own a beautifully updated duplex that combines comfort, convenience, and investment potential all in one. Each side offers 2 bedrooms, 1.5 bathrooms, a private driveway, and its own attached garage—ideal for owner-occupants, investors, or those seeking a multi-generational living setup. From the moment you arrive, the lush landscaping and well-kept exterior create a warm, inviting atmosphere. Step into the renovated vacant unit and you’ll immediately notice the fresh paint and luxury vinyl plank flooring that runs throughout the main level. The airy living and dining areas are filled with natural light and offers generous space to relax or entertain. The kitchen has been completely refreshed with sleek granite countertops, stainless steel appliances, modern lighting, silver-toned fixtures, and ample cabinetry, making it as functional as it is stylish. Upstairs, both bedrooms are generously sized and share a fully updated bathroom with granite countertops, a modern vanity, and a tiled walk-in shower. In contrast, the tenant-occupied unit features a shower/tub combo, offering added flexibility. A half bathroom on the main floor adds convenience for guests, while both garages come equipped with washer and dryer hookups—ready for move-in. Step outside to discover a pair of patios tucked beneath shady trees, each fully fenced in for added privacy and space for pets to roam freely, with plenty of room to garden, hang a hammock, or host summer grill-outs. Both sides share the same thoughtful layout, and the home is tucked into a quiet, no-HOA neighborhood—so you can enjoy your space without added fees or restrictions. Conveniently located close to schools, shopping, dining, and everything you need for day-to-day living. Live in one side while earning rental income from the other—the current tenant is in place through 9/30/25, providing steady revenue from day one. With updates already complete and a prime location, this is a rare find you won’t want to miss. Schedule your showing today before it's gone!

2608 Dora Court, Winter Park

$485,000

4 Beds ⋅ 4 Baths ⋅ Slovak Village SubDv. ⋅ 32792 Zip Code

BRAND NEW ROOF SEPTEMBER 2025! Welcome to this fantastic income-producing duplex, offering the perfect blend of comfort, convenience, and opportunity. Each side features 2 bedrooms and 1.5 bathrooms, with its own attached garage and private driveway. From the moment you arrive, you’ll appreciate the meticulously maintained landscaping that enhances the curb appeal and sets a welcoming tone. Step inside the vacant unit to discover fresh renovations, including new paint and luxury vinyl plank flooring that flows seamlessly through the main living areas. The living and dining rooms are spacious and airy, making them ideal for both relaxation and entertaining. The beautifully updated kitchen features brand-new granite countertops, sleek silver fixtures, stainless steel appliances, upgraded lighting, and plenty of cabinetry for all your storage needs. Upstairs, you’ll find two generously sized bedrooms and a shared bathroom that has been thoughtfully renovated with a modern vanity, granite countertops, and a stylish tiled walk-in shower, while the occupied unit features a shower/tub combo for added versatility. A convenient half bath is located downstairs for guests, and each garage includes washer/dryer hookups, adding to the home’s functionality and move-in readiness. Out back, you’ll find two private patios surrounded by shady trees—the prime spot to unwind with a glass of wine and take in beautiful evening sunsets. Both units share an identical floor plan, and the property is nestled in a friendly, no-HOA neighborhood, giving you the freedom to live without added fees or restrictions. Centrally located, you'll be just minutes from top-rated schools, shopping, dining, and everyday essentials. Whether you’re seeking a smart investment, a multi-generational living solution, or the option to live on one side while generating rental income from the other, this duplex offers endless possibilities. The second unit is currently tenant-occupied through 2/28/26, providing immediate income for the new owner. Don’t miss your chance to own this amazing duplex with so much to see. Call today before this rare property is gone!

131 Stefanik Road, Winter Park

$450,000

3 Beds ⋅ 3 Baths ⋅ Enclave At Hawks Crest SubDv. ⋅ 32792 Zip Code

Welcome to Hawks Crest – where modern living meets convenience and comfort. Built in 2019, this beautifully upgraded 3-bedroom, 2.5-bath townhome offers the perfect blend of style, function, and low-maintenance living—ready for you to move right in. From the moment you arrive, you’ll be charmed by the paver driveway and walkway framed by lush landscaping, leading to a bold, eye-catching front door. Step inside to find a versatile flex space ideal for a home office, gym, or playroom. The main level features soaring 9+ foot ceilings and tile wood flooring throughout. The open-concept layout effortlessly connects the living room, dining area, and chef-inspired kitchen—perfect for entertaining and everyday life. The kitchen showcases stunning quartz countertops, a stainless steel farmhouse sink, shaker-style cabinetry, and a large island with bar seating. Slide open the rear doors to your fully screened-in patio, a peaceful retreat to enjoy your morning coffee or unwind with evening drinks. Upstairs, a generous loft provides additional space for a second living area, playroom, or workspace. The expansive 23' x 14' primary suite is a true sanctuary, complete with tray ceilings, a luxurious en-suite bath featuring dual vanities, quartz countertops, a walk-in shower, private water closet, and a spacious walk-in closet. Two additional bedrooms—each with ceiling fans and walk-in closets—share a well-appointed full bathroom with quartz counters and a tub/shower combo. The laundry room is conveniently located upstairs and includes a washer and dryer. Hawks Crest is a gated community offering resort-style amenities including a sparkling pool, playground, parks, picnic areas, and more—all with low HOA fees that cover cable, internet landscaping, pool, entrance gate, playground, common areas, and exterior building and roof insurance . Ideally located just a 2-minute walk from the new Park Maitland Preschool and a 5-minute drive to Trinity Prep, one of Central Florida’s top private schools. You’ll also love the convenience of nearby favorites like Foxtail Coffee, Kelly’s Homemade Ice Cream, and The Ravenous Pig. Downtown Winter Park is only 10 minutes away, with easy access to major highways for commuting. Key Updates (2019): Roof | HVAC | Plumbing | Electrical. Don’t miss this opportunity to own a thoughtfully designed, move-in-ready home in one of Winter Park’s most sought-after communities—schedule your private tour today!

1624 Little Wren Lane, Winter Park

$290,000

2 Beds ⋅ 2 Baths ⋅ Windward Square Sec 2 SubDv. ⋅ 32792 Zip Code

Discover One of Winter Park’s Best-Kept Secrets — Windward Square! Welcome to your beautifully renovated 2-bedroom, 2-bath townhome in the highly sought-after Windward Square community. This move-in ready home boasts a bright, open floor plan, with a modern kitchen that flows effortlessly into the spacious living area. The fully updated kitchen features brand-new stainless steel appliances, including a refrigerator with ice maker, plus 42" upper cabinets — ideal for everyday living and entertaining. The primary suite offers a generous walk-in closet, and both bedrooms are filled with natural light. Step outside to your private, screened-in patio and fenced backyard — perfect for morning coffee or evening relaxation. Additional highlights: Three dedicated parking spaces Beautiful green space throughout the community Resort-style amenities at Windward Square include: Three swimming pools, including a dedicated kids' pool Tennis courts Playground Putting Green Welcoming clubhouse Located just minutes from Full Sail University, UCF, shopping, dining, and all that Winter Park has to offer. Zoned for top-rated schools, this townhome provides the perfect blend of comfort, convenience, and community living. Don’t miss your opportunity to own a home in one of Winter Park’s most charming and well-maintained neighborhoods!

2541 Leeward Way, Winter Park

$430,000

3 Beds ⋅ 2 Baths ⋅ Cedar Ridge Unit 2 SubDv. ⋅ 32792 Zip Code

Welcome to this well maintained three bedroom, two bathroom pool home, with a one year old roof in Winter Park! Perfectly designed for comfortable living, this home features a versatile office space, ideal for working from home. Inside, you’ll find an open floor plan with vaulted ceilings, spacious living areas with a cozy fireplace surrounded by built in shelves. This home features a well-equipped kitchen with plenty of cabinet space. The bedrooms are generously sized, including a primary suite with a private bathroom and a walk in closet. Step outside to your own private retreat, complete with a sparkling pool and lush landscaping, perfect for relaxing or entertaining in true Florida style. Situated in a desirable neighborhood, you’re just minutes away from excellent schools, nearby charming Park Avenue, delicious dining, parks and nearby access to The 417. This home offers both comfort and convenience in one wonderful package and is ready for someone to personalize and make it truly their own.

2003 Bentwood Drive, Winter Park

$610,000

4 Beds ⋅ 2 Baths ⋅ Greenview At Winter Pines SubDv. ⋅ 32792 Zip Code

OUTSTANDING LOCATION, LOCATION, LOCATION! Peace, quiet, and golf course living! This truly rare opportunity places you alongside the 13th tee and offers tranquil backyard views of the 16th fairway of Winter Park’s beautiful WP18 golf course—a picturesque links-style setting in Winter Park. Tree-lined street welcomes you to this serene setting with NO neighbors front, back or side yard! This single story, 4-bedroom, 2-bath home features over 2,000 sq ft of living space, including formal living and dining rooms, an eat-in kitchen, and a spacious family room with vaulted, beamed ceilings and a cozy wood-burning fireplace. Step outside to a 30x11 covered patio and screen-enclosed pool, ideal for relaxing or entertaining with a view! Additional features include: NEW ROOF (NOVEMBER 2024)* Large indoor laundry room* NO HOA!* Zoned for Brookshire Elementary, Glenridge Middle, and Winter Park High* Seller has lovingly owned this home for 33+ years. Bring your vision and renovation ideas to transform this gem into your own private retreat! WELCOME HOME!

1507 Golfside Drive, Winter Park

$450,000

3 Beds ⋅ 2 Baths ⋅ Winter Park Pines Rep SubDv. ⋅ 32792 Zip Code

One of a kind home in the Winter Park Pines. 3 beds/ 2 bathrooms, with a screened back porch. Maintained interior, just dated. Roof- 2004, HVAC 1983, Plumbing - repiped.

2731 Lion Heart Road, Winter Park

$425,000

3 Beds ⋅ 2 Baths ⋅ Brookshire Heights SubDv. ⋅ 32792 Zip Code

Sold for land value only

2305 Coldstream Drive, Winter Park

$357,000

3 Beds ⋅ 3 Baths ⋅ Vistas At Lake Howell SubDv. ⋅ 32792 Zip Code

Charming Townhome with Modern Comforts! Step into comfort and convenience in this beautifully designed 3 bedroom 2 and 1/2 bath townhome. Perfectly suited for families, professionals or anyone seeking a stylish and low maintenance lifestyle. This END UNIT brings in a ton of natural light along with a thoughtful and spacious open floor plan. The main level features an open-concept living and dining area, Ideal for entertaining. The kitchen boasts modern stainless steal appliances, ample cabinetry, sleek granite countertops making meal prep a breeze. Each bedroom offers generous space and storage. The luxurious Primary Suite offers a walk-in closet and a spacious private bath with separate toilet room. Additional highlights include a one car attached garage, second level in-unit laundry, and a private outdoor space - perfect for morning coffee or evening unwinding. The porch is fully enclosed with sliding windows. Beautiful Crown Molding and Plantation Shutters throughout. 2018 Roof and AC. Located in the desirable gated community of The Vistas of Lake Howell. Close to shopping, dining, schools and transit. This townhome combines everyday functionality with stylish living. Don't miss this opportunity to make this home YOURS!

2548 Galliano Circle, Winter Park

$421,000

3 Beds ⋅ 2 Baths ⋅ Winter Park Pines SubDv. ⋅ 32792 Zip Code

Spectacular pool home in the Winter Park Pines on a corner lot with a side entry 2 car garage. Roof replaced in 2018. This 3 bedroom 2 bath home is a blank canvas just waiting to be customized to your particular taste. Pool has gunite with diamond brite finish. The particular location of this home could be perfect for raising a family and pets. Breakfast bar in kitchen. Sliding glass doors in the family room leads to the screened patio and the pool area as well as another set of sliding glass doors in the primary bedroom that opens to the pool area. Pocket doors between living room and family room. Front door also has a glass storm door. Sprinker system on well. Room measurements are approximate. Buyer to verify all schools and room measurements. Pool light and pool heater not working. Pool equipment at the home, washer and dryer and 2nd refrigerator in garage is included.

2817 Fitzooth Drive, Winter Park

$415,000

4 Beds ⋅ 2 Baths ⋅ Wrenwood Heights Unit 2 SubDv. ⋅ 32792 Zip Code

Beautiful 4-Bedroom, 2-Bath Home in Winter Park (32792) — No HOA! Enter through your double front doors into a thoughtfully updated, move-in ready home. You're welcomed by a charming entry nook with a bench and hooks—perfect for organizing shoes, backpacks, and daily essentials. The formal living and dining rooms offer flexible space for entertaining or can easily be converted into a home office or den. At the heart of the home is a completely remodeled kitchen (2022), featuring quartz countertops, new cabinetry, a pantry, modern light fixture, and a large island with seating for four—perfect for gatherings and everyday living. The kitchen opens to a spacious family room with sliding glass doors leading to a screened-in porch with dual ceiling fans. Step outside onto the large concrete patio and enjoy the fully fenced backyard, enclosed with a mix of vinyl and wood fencing for added privacy. The split floor plan provides separation and function. The primary suite is tucked off the dining area and features space for a king-sized bed, multiple windows, a ceiling fan, and a fully remodeled ensuite bath with dual sinks, updated mirrors and lighting, and a walk-in shower (no tub). On the opposite side of the home are three very spacious guest bedrooms and a remodeled guest bathroom with charming finishes. The home features wood-look tile flooring throughout (2022), fresh interior paint, and curtains that stay. Front windows and one bedroom window were replaced in 2020. All bedrooms are generously sized—even the guest rooms comfortably fit queen beds with space to spare. Key upgrades and features include: Roof replaced in 2022 Kitchen remodel (2022) Wood-look tile flooring (2022) Front windows + one bedroom window replaced (2020) AC 2017 Water heater (2016) Microwave, refrigerator, and dishwasher (1 year old) Stove (4 years old) new electrical panel June 2025 Irrigation system (non-operational; sellers have never used it) 2-car garage with garage door opener, utility sink, and extra refrigerator and freezer Washer and dryer do not convey Public water & sewer Located outside of a flood zone NO HOA! Ideally located directly across from Eastbrook Elementary, and zoned for Tuskawilla Middle and Lake Howell High, with quick access to Full Sail University, downtown Winter Park, shopping, and dining. Meticulously maintained, tastefully updated, and move-in ready — schedule your private showing today!

5436 Tangerine Avenue, Winter Park

$270,000

2 Beds ⋅ 2 Baths ⋅ Windward Square Sec 1 SubDv. ⋅ 32792 Zip Code

Nestled in the heart of the highly desirable Windward Square community, this beautifully maintained home offers the perfect blend of comfort, style, and convenience. Step inside from the tranquil front patio and be welcomed by a surprisingly spacious open floor plan that instantly feels like home.The kitchen shines with newer appliances, granite countertops and beautiful upgraded cabinetry. Beautiful tile flooring, freshly painted interior, large closets with stylish closet doors. The thoughtfully designed layout includes 2 bedrooms, 2 full bathrooms, and a versatile BONUS room—ideal as a home office, guest space, or cozy den.Enjoy your morning coffee or unwind in the evening on the large screened-in patio overlooking the newly fenced backyard. Many Recent upgrades offer peace of mind: Replumbed in 2022, Water heater replaced in 2021, TRANE A/C system (installed 8 years ago) with advanced humidity control panel for year-round comfort. In addition, the Windward Square offers a resort-style lifestyle with two sparkling pools, a kiddie pool, tennis courts, shuffleboard, and a playground—all for a remarkably low HOA fee of just $95 per month. You’ll also appreciate the convenience of three private parking spaces directly in front, plus ample guest parking throughout the community. Ideally located just off SR 436 and Howell Branch Road, this home is minutes from shopping, dining, major highways, and top-rated schools. Whether you’re a first-time homebuyer, downsizing, or seeking a prime investment opportunity, this move-in ready gem is not to be missed. Schedule your private showing today and discover why this home stands out!

2426 Windward Way, Winter Park

$400,000

3 Beds ⋅ 2 Baths ⋅ Eastbrook Sub Unit 11 SubDv. ⋅ 32792 Zip Code

Welcome home to 3443 Arnel Drive, perfectly positioned in the heart of Eastbrook, one of Winter Park’s most desired and established neighborhoods. This home effortlessly balances classic character with thoughtful updates, offering a layout that just makes sense! Whether you're raising a family, hosting friends, or simply enjoying your own space. This home is a must see! Step inside and you’re greeted by warmth and functionality. The smart split floor plan gives the primary suite privacy on one side of the home, with the secondary bedrooms nestled on the opposite wing, ideal for guests, kids, or a dedicated home office. In between, you’ll find a spacious main living area, a large, dedicated dining room, a stylishly updated kitchen, and a cozy breakfast nook that opens directly onto a large screened-in patio. Outside, the backyard is truly an entertainer’s dream: complete with a built-in smoker, fire pit, and an outdoor bar setup featuring a grill, bar top, serving station, and a functional sink with hose hookup. All fenced and framed by NEW landscaping and gorgeous Japanese Blueberry bushes, the backyard offers a private oasis, perfect for relaxing, entertaining, or simply enjoying everyday life. The kitchen is both modern and practical, offering granite countertops, newer stainless-steel appliances, an upgraded sink and faucet, and pantry storage. The primary bedroom is bright and generously sized, with a walk-in closet, and ample natural light. Both guest rooms are open and airy, filled with natural light, and offer the flexibility to serve as comfortable bedrooms, a home office, or even a creative space. ALL bedrooms have UPDATED ceiling fans with lights. BOTH bathrooms have been tastefully remodeled with clean finishes, updated vanities, and sleek lighting. NOTEWORTHY UPDATES INCLUDE: updated electrical, plumbing (2023), A/C (2023), roof (2019), main drain line (2018), NEW interior and exterior paint (2024), NEW garage door opener (2024), and a NEWLY installed wood privacy fence. A detached shed located behind the garage stays with the home and offers lots of additional outdoor storage. The garage also features overhead storage racks which will convey with the sale. All windows in the home have custom blinds and the whole home is updated with wood-like laminate flooring (this home has NO CARPET). Every detail has been considered to deliver peace of mind and move-in-ready comfort. Eastbrook offers the best of Winter Park living, a true neighborhood feel, and unbeatable convenience. Conveniently located to Park Avenue, Downtown Orlando, UCF, Orlando International Airport, top hospitals like AdventHealth and Orlando Health, and key commuter routes like Semoran Blvd and the 417. Whether you're commuting or exploring the local food, shopping, and culture, everything you need is close by. This is a home with personality, functionality, and a location that checks every box. Don’t miss the opportunity to make 3443 Arnel Drive your own. Schedule your showing today and don't forget to ask for the full updates list!

3443 Arnel Drive, Winter Park

$749,000

4 Beds ⋅ 2 Baths ⋅ Brookshire Heights 4th Add SubDv. ⋅ 32792 Zip Code

Nestled in the heart of sought-after Winter Park, this beautifully updated 4-bedroom, 2-bathroom home offers 2,509 square feet of versatile living space designed for comfort, functionality, and style. Perfect for families or anyone needing room to grow, the home features multiple living areas including a formal living room with a bay window and elegant shutters, a cozy family room, a bright sunroom, and an office space—ideal for remote work or study. The heart of the home is the spacious kitchen, featuring light cabinetry, stainless steel appliances, double ovens, ample storage, and a convenient breakfast bar overlooking the sunroom, which also offers space for casual dining. Enjoy a private retreat in the split floorplan primary suite, complete with generous walk-in closets, dual sinks, and a walk-in shower. Beautiful white oak flooring runs throughout much of the home, adding warmth and sophistication. Step outside to a lushly landscaped backyard with plenty of space to add a pool—your personal outdoor oasis awaits. Huge storage space above the garage. Key updates include a new roof (2018), new electrical panels, AC (2018), Nest thermostat, new irrigation well, paver driveway, and fresh interior/exterior paint (2022)—all ensuring peace of mind and energy efficiency. Zoned for Brookshire Elementary, Glenridge Middle, and Winter Park High schools. With easy access to Winter Park’s iconic Park Avenue and nearby Baldwin Park, you’ll enjoy premier shopping, dining, and entertainment just minutes from your doorstep. Don’t miss the opportunity to own this move-in-ready gem in one of Winter Park’s most desirable neighborhoods!

627 Darcey Drive, Winter Park

$415,000

3 Beds ⋅ 2 Baths ⋅ Garden Grove SubDv. ⋅ 32792 Zip Code

Charming 3-Bedroom, 2-Bathroom Home with Pool in the Heart of Winter Park Nestled in the desirable Park Avenue area of Winter Park, this beautiful single-family home offers the perfect blend of comfort and convenience. Enjoy easy access to the vibrant downtown Winter Park, known for its charming boutiques, cafes, and cultural attractions. This home features 3 spacious bedrooms and 2 bathrooms, with a screened-in in-ground pool—ideal for enjoying Florida's sunny weather. Relax by the cozy fireplace or take advantage of recent upgrades, including a new roof (2021) and electric water heater (2023). Other highlights include a 2-car garage and plenty of space for family living. The property is also easily accessible, with quick access to major highways, including I-4. Distance to key locations: Downtown Orlando: 10 miles Orlando International Airport (MCO): 14 miles Walt Disney World Resort: 15 miles Universal Studios Orlando: 11 miles Daytona Beach: 56 miles Cocoa Beach: 60 miles University of Central Florida (UCF): 11 miles Seminole State College (Sanford/Lake Mary Campus): 15 miles Living in Winter Park means enjoying easy access to local parks, lakes, and outdoor activities, all while being close to key transportation routes. Don’t miss the opportunity to make this charming home your own—schedule your private showing today!

5575 Garden Grove Circle, Winter Park

$400,000

4 Beds ⋅ 2 Baths ⋅ Howell Estates Rep SubDv. ⋅ 32792 Zip Code

Under contract-accepting backup offers. Seller will assist with closing costs! Welcome to your dream home in the highly sought-after Howell Estates community of Winter Park, Florida! This immaculate four-bedroom, two-bathroom residence is perfectly situated on just under a quarter acre, surrounded by lush, mature landscaping that enhances its curb appeal. Step inside this well-maintained gem, with only two previous owners, and you'll find a spacious layout designed for comfort and convenience. The inviting eat-in dinette flows seamlessly into the living room, dining room, and family room, providing ample space for gatherings and entertaining. The expansive covered and screened lanai is perfect for enjoying those warm Florida evenings, while the backyard boasts mango trees and vibrant vines, creating your own private oasis. The kitchen comes fully equipped with essential appliances, including a microwave, stove, dishwasher, and refrigerator, making it a delight for any home chef. With plenty of indoor and outdoor space, there's room for everyone to relax and enjoy. Additional features include an oversized garage and a long driveway that accommodates multiple vehicles, ensuring you and your guests always have parking available. Recent updates include a roof installed in 2014 and an AC replacement in 2019, giving you peace of mind for years to come. Located just minutes from Winter Park's best shopping, dining, and downtown attractions, this home is also conveniently near major highways and top-rated schools, making it an ideal choice for families and professionals alike. Don’t miss out on this incredible opportunity to own a piece of Winter Park paradise! Schedule your showing today!

1017 Manchester Circle, Winter Park

$200,000

2 Beds ⋅ 2 Baths ⋅ Wrenwood Condo SubDv. ⋅ 32792 Zip Code

Beautifully Updated 2BR/2BA Winter Park Townhome that is move-In Ready for a homeowners or investors. Rare opportunity to own a well-maintained 2-story townhome in a desirable Winter Park community. This spacious unit features 2 large bedrooms and 2 full bathrooms, an open floor plan, and numerous recent updates. Downstairs boasts ceramic tile and premium luxury vinyl flooring. The kitchen and bathrooms have been thoughtfully renovated with modern finishes. Enjoy outdoor living on the private screened patio, with the community pool located just steps away. The home features: Indoor laundry, Roof replaced in 2022, HVAC replaced in 2017, Concrete block construction, Abundant storage space and a Pet-friendly community. Low monthly HOA covers exterior maintenance, roof, building insurance, water, trash, pool, and grounds care. Conveniently located near Full Sail University, Valencia College, and UCF, with quick access to 417, 429, and I-4.

4952 Tangerine Ave Unit 4952, Winter Park

$250,000

3 Beds ⋅ 2 Baths ⋅ Villas Of Casselberry Ph 3 SubDv. ⋅ 32792 Zip Code

Welcome to this charming 3-bedroom, 2-bath home nestled in the desirable Villas of Casselberry community. This zero-lot-line property offers low-maintenance living with the privacy of a single-family home. Featuring a functional layout and a 1-car garage, rear patio and outside storage. This starter home is perfect for first-time buyers, or as an investment. Enjoy easy access to top Seminole County schools and local Orlando area attractions — just minutes from UCF, Full Sail University, OIA, and the vibrant shopping and dining scene along Winter Park’s iconic Park Avenue. Whether you're commuting for work or exploring the best of Central Florida, this home puts you right in the heart of it all.

1827 Blaine Terrace, Winter Park

$286,000

3 Beds ⋅ 2 Baths ⋅ Eastbrook Sub Unit 06 Rep Of Pt Of Blk 14 SubDv. ⋅ 32792 Zip Code

Location, Location, Location! Don’t miss this fantastic opportunity in highly desirable Winter Park—a beautiful 3-bedroom, 2-bath home with a heated pool! Recent Upgrades Include: Pool resurfaced (2023), Electrical panel replaced (2023), New roof and AC (2021), New water heater, Fully fenced backyard for privacy and convenience. While the home boasts major mechanical updates, the price reflects cosmetic updates needed, including fresh paint, new flooring, and bathroom remodels—perfect for adding your personal touch or boosting resale value. No HOA! This property offers huge potential whether you're looking to invest, flip, or make it your dream home. Schedule your showing today!

1670 Clematis Lane, Winter Park

$469,500

4 Beds ⋅ 3 Baths ⋅ Arrowhead Cove SubDv. ⋅ 32792 Zip Code

Back on the market with fresh updating! Spacious 4 bedroom 2.5 bath 2600+ Sq. Ft. Winter Park home within the desirable Arrowhead Cove subdivision. As you enter the home, you are greeted by a large living room / dining room area, with engineered hardwood floors, and a beautiful stacked stone electric fireplace at the center. The fully updated kitchen is complete with granite counters, wood cabinets, newer stainless steel appliances, and a massive pantry area, all overlooking the inviting family room. From the family room, sliding glass doors open into a nearly 500 Sq. Ft. air conditioned, enclosed patio / Florida room with tile floors, that is perfect for a game room! The Florida room has tons of storage and also a secondary access into the guest bathroom. The large Owners Suite is at the end of the hallway, with a nicely updated bathroom. Recent updates include brand new LVP flooring in the family room, new carpet in the bedrooms, new sliding barn door in Master bath, and fresh paint throughout! This house has many great features and updates including a 2022 roof, renovated bathrooms, travertine tile, inside laundry room, oversized 2 car garage, irrigation system with well, and situated on a generously sized ¼ acre lot. This hidden gem is close to everything, zoned for Winter Park Schools, and even has community lake access to Lake Nan! Call today for a private showing.

7679 Bent Bow Trail, Winter Park

$330,000

2 Beds ⋅ 2 Baths ⋅ Winter Park Pines Villas SubDv. ⋅ 32792 Zip Code

*Buyer's financing fell through* Welcome to this beautifully renovated 2-bedroom, 2-bath home located in Winter Park! This move-in ready property features modern finishes throughout, a private courtyard, and a spacious backyard—perfect for relaxing or entertaining. The HVAC was replaced in 2018, offering peace of mind and energy efficiency. Conveniently situated just minutes from AdventHealth Winter Park, Rollins College, Full Sail University, and UCF. Enjoy nearby dining and shopping at East End Market, local favorites along Park Ave, and recreational options like Winter Pines Golf Course. Zoned for the highly sought-after Winter Park High School.

631 Warrenton Road, Winter Park

$455,000

3 Beds ⋅ 2 Baths ⋅ Bennington SubDv. ⋅ 32792 Zip Code

One or more photo(s) has been virtually staged. Welcome Home! This immaculate 3-bedroom, 2-bathroom single family home is perfectly designed for comfortable family living. Featuring a desirable split floor plan, this move in ready gem offers space, style, and convenience in every corner. The heart of the home is the modern kitchen, complete with stainless steel appliances and brand new, gorgeous quartz countertops, perfect for preparing family meals or entertaining guests. Fresh interior paint throughout gives the home a bright, clean, and inviting feel, truly turn key condition! Step outside and enjoy the peaceful charm of a quiet street ending in a cul-de-sac, offering privacy and a wonderful area for families to play. Plus, you’re just minutes from local restaurants, parks, grocery stores, and major highways; everything a busy family needs is right at your fingertips. All that’s missing is you! Priced to sell and waiting for YOU to make it home. Schedule your showing today and see it for yourself. Don't miss it!

3304 Bennington Ct, Winter Park

$379,900

3 Beds ⋅ 2 Baths ⋅ Georgetown Estates SubDv. ⋅ 32792 Zip Code

Excellent value on this 3BR corner lot home in the well-established Georgetown Estates community of Winter Park. Recent quality updates include: (1) Roof new in 2023, (2) Replumbed in 2024, (3) New garage door in 2025, (4) Fresh exterior paint in 2025, (5) Fresh interior paint (bedrooms, baths, kitchen) in 2025, and (6) Bedroom carpeting new in 2025. Layout features spacious living room upon entry and dining area in back, adjacent to your prep kitchen. Kitchen is open to the family room, making for a great gathering space. All bedrooms tucked off the home’s hallway, with the primary suite in the front. Primary suite includes an ensuite bath with shower. Out back, you’ll enjoy having a generous sized screened lanai for relaxing or entertaining. The backyard is fenced and full of lush foliage which helps provide privacy as you enjoy fun in the sun. Plenty of storage space – the garage is extra deep and there’s a storage shed in the backyard. Excellent location – you’ll love the proximity to major roadways. The neighborhood has direct access to both SR 426 and SR 436, and you’re only about 10 minutes from SR 408. You’re 5 minutes from your Publix and about 10 minutes from the fabulous downtown Winter Park. This home was lovingly cared for by the same family for decades. Now it’s your turn to come in and make some new memories. Great deal!

3121 Thistlehill Drive, Winter Park

$365,000

3 Beds ⋅ 2 Baths ⋅ Autumn Glen Ph 1 SubDv. ⋅ 32792 Zip Code

Tucked away in a quiet Winter Park cul-de-sac, this 3-bedroom, 2-bathroom home sits in one of the area’s most convenient spots with low taxes, low HOA, and access to top-rated schools. The layout flows well, with updated bathrooms, an enclosed porch for extra living space, and a backyard that’s great for entertaining. There’s even a partial pond view that adds a little extra charm. Whether you’re a first-time buyer or looking for something you can put your own stamp on, this home offers tons of potential without the high price tag you’ll find elsewhere in Winter Park. The enclosed porch gives you flexible space to hang out, work from home, or host friends—and the yard has plenty of room to make it your own. With great bones, a prime location, and a price that leaves room for updates, this one is a smart buy in a neighborhood that rarely has homes available.

1748 Harvest Cv, Winter Park

$177,000

2 Beds ⋅ 2 Baths ⋅ Whisperwood Condo SubDv. ⋅ 32792 Zip Code

MOTIVATED SELLER. Welcome to this cozy and well-maintained condo with a townhome feel nestled in the desirable community of Winter Park. Offering 1,393 square feet of comfortable living space, this 2-bedroom, 1.5-bathroom home features an open-concept layout that creates a warm and inviting atmosphere. The spacious living and dining areas flow seamlessly together, enhanced by Vinyl wood flooring throughout the first floor and windows that bring in plenty of natural light. The thoughtfully designed kitchen includes ample cabinet space and opens to the main living area, making it ideal for both entertaining and everyday living. Upstairs, you'll find two generously sized bedrooms and a full bathroom, while a convenient half-bath is located on the main floor. This home also features an inside laundry area and plenty of storage throughout, offering practical convenience and functionality. Step outside to enjoy a screened-in patio overlooking a private, fenced-in backyard—perfect for morning coffee, relaxing evenings, or hosting friends. A covered carport adds protection and ease, while the location puts you just minutes from shopping, dining, and all the charm of Winter Park. Whether you're a first-time buyer or looking to downsize, this condo blends comfort, style, and convenience in a truly inviting setting.

7466 Canford Court Unit 25, Winter Park

$412,500

3 Beds ⋅ 2 Baths ⋅ Eastgate Sub SubDv. ⋅ 32792 Zip Code

Location, lifestyle, and livability! Nestled in a prime City of Winter Park location, this beautifully landscaped, charming, freshly painted, 3-bedroom, 2-bath home offers the perfect blend of comfort and convenience—walkable to grocery stores, shopping, dining, Advent Health Winter Park Hospital, movie theater, banks and more! Inside, you’ll find a thoughtfully designed split-bedroom floor plan, a renovated kitchen, and stunning hardwood floors throughout. Step outside to your oversized backyard oasis, perfect for relaxing or entertaining, with plenty of room to play and a drive gate for your boat, trailer, or RV. With an acceptable offer, the seller will install a new roof with your choice of color, and the HVAC is only 2 years old. This move-in-ready gem in a highly sought-after neighborhood won’t last—schedule your showing today!

619 Byron Road, Winter Park

$386,000

3 Beds ⋅ 2 Baths ⋅ Cedar Ridge Unit 3 SubDv. ⋅ 32792 Zip Code

Large Pool Home in Winter Park. The home offers a large foyer and living room upon entering the home. You then enter into the dining room, dinette, and kitchen, and a nice sliding door that leads you into a very large screened-in pool, great for families and entertaining. The bedrooms are a split plan. The garage is a two-car garage that offers a space for the washer and dryer. The Roof was Installed in 2022. This home has great bones and needs some TLC.

2009 Nottingdale Lane, Winter Park

$379,000

3 Beds ⋅ 2 Baths ⋅ Country Lane SubDv. ⋅ 32792 Zip Code

A PERFECT slice of PARADISE!! So many amenities at your doorstep!! LAKE VIEW, tennis courts, 3 bedrooms, 2 bath home in desirable Winter Park community of Country Lane! No carpet! Tile thru out! 2021 NEW ROOF 2019 NEW WINDOWS!! 2018 NEW KITCHEN CABINETS and LIGHTING 2018 Updated primary bath with MODERN vanity, DUAL sinks and WALK-in shower. Lots of NATURAL light! FRESH interior paint, ceiling fans, and a wood-burning fireplace. Firewall has been replaced and has a 2-year warranty. The patio has BIG of potential for a serene oasis and lake view!! SCREENED-IN porch off dining area to a fenced backyard. Tennis courts, playground, lakeside park all directly across the street. Seminole County schools, shopping and restaurants within minutes. Easy access to 417, 436, and University.

2828 Whispering Way, Winter Park

$425,000

4 Beds ⋅ 2 Baths ⋅ Wrenwood Heights Unit 2 SubDv. ⋅ 32792 Zip Code

One or more photo(s) has been virtually staged. Major Price Reduction! Don’t miss this rare opportunity in sought after Winter Park location —now offered at a significantly lower price. Your Dream Home Just Got Closer! Completely Renovated 4-Bedroom Pool Home in the Heart of Winter Park! 2,195 Sq Ft of Modern Living! Welcome to 5338 Tangerine Ave, a beautifully updated 4-bedroom, 2-bathroom home offering 2,195 square feet of thoughtfully redesigned living space. Nestled on a spacious lot, this move-in-ready gem features a large screened-in pool and a flexible bonus room with a kitchenette in the converted garage, ideal for a guest suite, home office, or media room. The updated kitchen flows seamlessly into the open concept living and dining areas, perfect for both everyday comfort and entertaining. Every major system and aesthetic detail has been updated, including: New Roof (2022), New Tankless Water Heater, New Plumbing Throughout the Home, New Electrical Panels (Inside & Out), New Ceiling Texture with Modern Knockdown Finish, New Flooring and Baseboards Throughout, New Ceiling Fans in Every Room, All Receptacles and Switches Replaced (USB-C Outlets in Bedrooms & Common Areas), Updated Guest Bathroom with Modern Vanity & Lighted, Defogging Mirror, Primary Bathroom with New Lighted, Defogging Mirror, Smart Home Features: Keyless Entry System & Ring Doorbell with Camera, UV Light Installed in A/C Handler for Cleaner Air, and New Shed for Additional Storage. Step outside to your private backyard oasis, featuring a large screened-in pool and patio area perfect for Florida living. This home offers not only luxury and functionality but peace of mind with all the major updates already completed. Located in the desirable Winter Park area, you're close to top-rated schools, shopping, dining, and major highways. Don't miss your chance to own this turnkey home. SELLER IS OFFERING $1,000 CREDIT AT CLOSING FOR BUYER TO ADD MASTER BATHROOM ENTRY DOOR OF THEIR CHOICE. Schedule your private showing today!"

5338 Tangerine Avenue, Winter Park

$750,000

4 Beds ⋅ 3 Baths ⋅ Meadows At Hawks Crest SubDv. ⋅ 32792 Zip Code

Beautifully appointed on a premier homesite within the gated enclave of Hawk’s Crest, this contemporary masterpiece combines grandeur and elegance for your enjoyment of living. From the moment you step through the front door, soaring ceilings and a gracious foyer welcome you into a world of refined living. The luxurious, all-white kitchen is outfitted with top-of-the-line Café appliances and quartz countertops, ideal for casual family meals and gourmet entertaining. Sunlight pours through oversized windows, illuminating the open-concept floor plan and highlighting the custom stone fireplace in the living room. Just off the living area, the formal dining room showcases a bespoke 63-bottle wine rack set against a striking stone wall, creating a beautiful backdrop for hosting gatherings and entertaining guests. Upstairs, generously proportioned bedrooms offer versatility, while the primary suite presents serene waterfront views, ideal for your morning coffee or evening relaxation. Outside, the community-maintained, landscaped backyard offers beautiful pond views, creating a setting to curate unforgettable memories. Residents of Hawk’s Crest enjoy exclusive resort-style living within a leisurely visit from your front door. Amenities include a resort-style pool, virtual guard gate, clubhouse, fitness center, splash pad, two playgrounds, a dog park and direct access to Lake Howell. Convenience is just a short distance away, with Park Maitland Preschool, Kelly’s Ice Cream and Foxtail Coffee right at the entrance of the neighborhood.

1151 Wildmeadow Run, Winter Park

$410,000

3 Beds ⋅ 3 Baths ⋅ Grayson Square SubDv. ⋅ 32792 Zip Code

Welcome to this stunning former model townhome built in 2023, ideally located in the highly sought-after gated community of Grayson Square in Winter Park, Florida. This beautifully designed residence offers a blend of modern finishes and functional layout, with the first floor featuring a completely open floor plan bathed in natural light. The spacious kitchen boasts quartz countertops, upgraded stainless steel appliances, and a generous island perfect for entertaining. Luxury vinyl plank flooring flows seamlessly throughout the main living areas, connecting the kitchen to the dining space and into the inviting family room. Step outside to enjoy a covered patio and private backyard area—perfect for relaxing or entertaining guests. A convenient half bath completes the main level. Upstairs, you’ll find three well-appointed bedrooms and two full bathrooms, including a spacious primary suite with elegant tray ceilings. The en-suite primary bathroom offers a spa-like experience with a large walk-in shower, dual vanities, and ample storage space, creating a perfect retreat at the end of the day. Additional highlights include a one-car garage with extra storage, energy-efficient features, and designer finishes throughout. Grayson Square offers residents the comfort of a gated community in a prime location near top-rated schools, shopping, dining, and all the charm of downtown Winter Park.

2949 Clever Lane, Winter Park

$470,000

4 Beds ⋅ 3 Baths ⋅ Winter Park Estates SubDv. ⋅ 32792 Zip Code

Welcome to 417 Carvell Drive—where timeless mid-century modern design meets contemporary comfort. This beautifully updated 4-bedroom, 3-bathroom home sits on a spacious quarter-acre fenced lot in the heart of Winter Park. Thoughtfully designed with a split floor plan, the home features two primary bedrooms, ideal for multi-generational living or guest privacy. One of the suites includes a newly renovated bathroom with elegant modern finishes. The open layout, paired with large windows, fills the home with natural light, creating a warm, inviting atmosphere. The updated kitchen boasts granite countertops, wood cabinetry, and stainless steel appliances, offering both style and functionality. Manicured lawn, and inviting front porch add to the curb appeal. Solar panels add energy efficiency. The expansive backyard provides the perfect setting for relaxation, play, or entertaining. Located just steps from walking and bike paths, Cady Way pool, and Ward Park, this home offers easy access to outdoor recreation. It’s also walkable to shopping and dining, and just minutes from top-rated schools—delivering an ideal blend of comfort, convenience, and community. Bonus: Buyers may receive a closing cost credit of up to $4,850 when using the seller’s preferred lender—ask for details! Don’t miss your chance to own this move-in-ready, eco-conscious home in the heart of Winter Park. Schedule your private showing today!

417 Carvell Drive, Winter Park

$468,470

4 Beds ⋅ 2 Baths ⋅ Howell Estates Rep SubDv. ⋅ 32792 Zip Code

Welcome to your private oasis—where thoughtfully designed living spaces and beautiful upgrades come together in one incredible home. Whether it’s poolside afternoons, entertaining under the lanai, or cozy nights inside, this property delivers the Florida lifestyle you’ve been searching for. Step inside this well-maintained split floor plan home and enjoy a spacious family room that flows effortlessly into a covered rear oversized porch and screened-in pool—perfect for relaxing or hosting friends. The remodeled kitchen features upgraded wood cabinetry, granite countertops, stainless steel appliances, and a lovely backsplash. The primary suite offers its own retreat, complete with a separate vanity area, walk-in closet, and updated shower. Throughout the home, you’ll find wood plank vinyl flooring—no carpet—and beautifully upgraded bathrooms with granite countertops and custom tile finishes. The property layout is perfect for anyone needing space for a home office, guest room, or kids' area. The exterior boasts charming arched openings and a private front courtyard, ideal for morning coffee or quiet evenings surrounded by your own landscaping. Step into the backyard and discover the perfect Florida escape: a large covered lanai, sparkling pool, and a privacy fence for ultimate seclusion. It's the ideal spot for grilling, lounging, or soaking up the sunshine. Located just minutes from Park Avenue where you’ll find incredible dining, shopping, and events, plus quick access to 417 for easy travel to the Orlando theme parks or Florida’s stunning beaches. Zoned for top-rated Seminole County schools, this home offers both comfort and convenience in one of Central Florida’s most desirable areas. Don't miss this opportunity to own a beautifully upgraded home in a prime location—schedule your tour today!

1026 Manchester Circle, Winter Park

$425,000

4 Beds ⋅ 2 Baths ⋅ Oakcrest-516 SubDv. ⋅ 32792 Zip Code

Charming Winter Park Home with Pool on Oversized Lot – No HOA! Welcome to 7249 Abbey Lane, a lovely home offering the perfect blend of comfort, character, and convenience in Winter Park—within desirable Seminole County and zoned for top-rated schools. This spacious home features an open layout with laminate flooring, crown molding, and updated bathrooms that bring a modern touch to a classic design. The oversized inside utility room provides exceptional storage and functionality, ideal for busy households. Step outside to a beautifully landscaped yard with mature trees, a welcoming front porch, and a covered & screened patio featuring a striking tongue and groove wood ceiling—a stylish spot to relax by the open-air pool. Whether you're hosting friends or enjoying a quiet afternoon, this backyard oasis is ready to impress. With no HOA, an oversized lot, and a Winter Park address, this property is a rare find offering both freedom and value. Come invest in your future and make this charming house your dream home.

7249 Abbey Lane, Winter Park

$750,000

3 Beds ⋅ 2 Baths ⋅ Golfside Golf Course Sec 01 #3055 SubDv. ⋅ 32792 Zip Code

One or more photo(s) has been virtually staged. Outstanding opportunity to be in one of the best neighborhoods, as well as golf holes, of the Winter Park Pines Golf Course and community of Golfside! Discover the perfect blend of comfort, style, and location in this beautifully updated Mid-Century Modern 3-bedroom, 2-bath home nestled on the lush fairway of the 9th hole (formerly the 18th hole.) With 1,740 square feet of living space, this residence offers an open and inviting layout ideal for both relaxation and entertaining. Step outside to your private backyard oasis featuring lush landscaping, a sparkling pool, soothing spa, and cozy firepit — all with serene golf course views. Patio furniture is included! Whether you're enjoying quiet mornings or hosting evening gatherings, this home offers the ultimate Florida lifestyle. It’s zoned for all top-rated schools, close to both downtown Winter Park & Baldwin Park’s shopping and dining areas. Cady Way bike trail access is located just down the street. Additional community places: Advent Health Winter Park Hospital and Medical Complex, Ward Park Athletic Complex, Center for Health & Wellbeing/Crosby Fitness Center, and Cady Way Park, are ALL within the neighborhood! Don’t miss the opportunity to live in one of Winter Park’s most desirable neighborhoods! Please see the attachments for even more details. Reach out to schedule a showing! All offers to be reviewed on Sunday evening, May 11th, 5PM.

2756 Summerfield Road, Winter Park

$391,250

4 Beds ⋅ 2 Baths ⋅ Winter Woods Unit 04 SubDv. ⋅ 32792 Zip Code

JUST REDUCED!!! Move-In Ready Evergreen Park Home with 4 Bedrooms 2 Bathrooms and a 2 Car Garage with a Pool on an Oversized Lot in this much Sought-After Quiet Neighborhood. Home has a NEW ROOF and a NEW AC (2023). Home has a wonderful layout with a split floorplan, separate family and living rooms, dual fireplace with engineered wood and ceramic tile throughout. Kitchen has plenty of countertop and cabinet space with a full set of appliances including a refrigerator, stovetop, convention oven and dishwasher. Master bedroom suite is large with a walk-in closet and private bathroom with a pool door and separate shower. Exterior patio area has a pool with a screened enclosure, plenty of space to entertain the whole family and a fenced backyard which is great for the pets to play as well. If location is everything then this one is PERFECT just minutes from shopping, entertainment, schools, restaurants, hospital and major streets. Please call to schedule today!

1985 Japonica Road, Winter Park

$760,000

4 Beds ⋅ 3 Baths ⋅ Preserve At Hawks Crest SubDv. ⋅ 32792 Zip Code

JUST LISTED - FANTASTIC WINTER PARK CONSERVATION LOT HOME LOCATED IN THE HEART OF THE PRESERVE AT HAWKS CREST!– 2159 Marsh Sedge Lane, Winter Park – Stunning Hawk’s Crest Residence – Offered at $789,000! Highly desirable, single-story residence in Winter Park’s newest gated community. This is the Pomelo model built by Meritage Homes. An absolutely stunning, immaculate, "better than new construction" single story home with loads of upgrades! This beautiful home features a 3-way split floorplan with high ceilings and open concept living spaces. The gorgeous all white kitchen opens up to the home’s great room and offers soft close cabinetry, Quartz countertops, stainless steel appliances, a built-in double oven, and a large island with seating. Oversized dinette space provides room for a full-size dining table and overlooks the beautiful backyard and outdoor living space. The primary bedroom sits at the back of the home and offers an oversized, custom walk-in closet with an abundance of storage, and an en suite bath complete with double sink vanity and walk-in shower. Each of the guest bedrooms are comfortably sized with ample closet space. Bedroom #4 offers a private full bath! The home features a screened in lanai and backs up to a quiet green space. Termite bond is included. Located in Winter Park’s gated Hawks Crest community residents enjoy exclusive access to a community pool, fitness center, fishing pier, and non-motorized access to Lake Howell. Nearby shops and dining like Kelly’s Ice Cream, Foxtail Coffee, and Donut King, along with Park Maitland’s Preschool Campus are literally right outside the neighborhood gates. This spectacular home – schedule your showing today!

2159 Marsh Sedge Lane, Winter Park

$465,000

4 Beds ⋅ 2 Baths ⋅ Lakemont Heights SubDv. ⋅ 32792 Zip Code

One or more photo(s) has been virtually staged. Welcome to 1809 Pineview Circle, a charming and move-in-ready 4-bedroom, 2-bathroom home located in the heart of Winter Park. This single-story residence offers 1,631 square feet of well-designed living space on a spacious 8,576 square foot lot. From the moment you arrive, you’ll notice the home’s inviting curb appeal and quiet, tree-lined street that defines this established community. Inside, the home features a bright and open layout with ceramic tile flooring throughout, creating a clean and cohesive look. The generous living area flows seamlessly into a well-appointed kitchen equipped with essential appliances, ample cabinetry, and space for casual dining or entertaining. Each of the four bedrooms offers comfortable proportions and natural light, while the two updated bathrooms are thoughtfully designed with modern fixtures to complement the home’s overall aesthetic. Step outside to a large backyard, perfect for hosting gatherings, gardening, or simply enjoying Florida’s year-round sunshine. Additional highlights include central air conditioning (2019), recently replaced roof (2021), washer and dryer, and a solid concrete slab foundation with block walls. Located just minutes from top-rated schools, including walkable Lakemont Elementary, as well as local favorites like Phelps Park, the Winter Park YMCA, Park Avenue, Rollins College and an array of shopping and dining options, this home combines comfort and convenience in one of Central Florida’s most desirable areas. Whether you're a first-time buyer, growing family, or investor looking for a solid rental opportunity, 1809 Pineview Circle is in a prime location and won’t last long! Don’t miss the chance to make this well-maintained home your own.

1809 Pineview Circle, Winter Park

$500,000

3 Beds ⋅ 2 Baths ⋅ Kenilworth Shores Sec 05 SubDv. ⋅ 32792 Zip Code

One or more photo(s) has been virtually staged. Welcome to this well-maintained home in the desirable Kenilworth Shores Neighborhood of Winter Park. The three-bedroom, two-bath home has just over 1,750 square feet and has lots of extra storage. Wonderful floorplan with large living room, dining room, and separate family room with wood-burning fireplace. Updates include BRAND-NEW Roof (4/2025), AC compressor (2024), replumbed (2003), refrigerator (2023), and electric panel. The new roof has a transferrable 5-year workmanship warranty and a manufacturer's limited lifetime product warranty. Zoned for Winter Park High, Glenridge Middle, and Brookshire Elementary. Just minutes to Cady Way Trail, Cady Way Pool and Courts, Winter Pines Golf Club, Showalter & Ward Park Fields, Baldwin Park, Park Avenue, Advent Health, YMCA, Rollins College, and Full Sail University. This is ready for your personal touches and new memories. Contact me to schedule your private showing today.

2138 Whitehall Drive, Winter Park

$450,000

3 Beds ⋅ 2 Baths ⋅ Eastbrook Sub Unit 16 SubDv. ⋅ 32792 Zip Code

Welcome to your dream home in the heart of Central Florida! This immaculate, move-in ready 3-bedroom, 2-bath pool home is a true gem, nestled in an established neighborhood known for its top-rated schools, friendly community, and unbeatable location. Step inside to find tastefully updated living spaces that blend comfort with modern style. As you enter the foyer, you will find the formal living room to your immediate left. Continue on to find a family/bonus room with built-in cabinetry. The kitchen boasts updated finishes, stainless steel appliances (fridge and dishwasher 2023), and plenty of counter space. The dining room is through the kitchen, and is currently being used as an office, with a great view of the outdoor space. The bedrooms are split, offering a separate owner's suite. The home also features a bright and airy Florida room, perfect for morning coffee or quiet evenings. Step outside to your private backyard oasis with a sparkling pool, perfect for cooling off on warm Florida days or hosting weekend BBQs. Mature landscaping adds both privacy and curb appeal, and there's plenty of space for pets or gardening. Just minutes from downtown Winter Park, with easy access to shopping, dining, and major highways, this home truly has it all. Roof is 4 years old. Brand new Carpet in bedrooms. Schedule your showing today.

3317 Dormer Court, Winter Park

$142,000

1 Beds ⋅ 1 Baths ⋅ Stratford A Winter Park Condo SubDv. ⋅ 32792 Zip Code

One or more photo(s) has been virtually staged. Welcome Home! Step into effortless style and convenience with this beautifully updated second floor condo located in the sought after Stratford community of Winter Park. With thoughtful upgrades throughout including a modern kitchen with new appliances, and luxury vinyl and tile flooring, this home is move-in ready and full of charm. Enjoy the spacious feel of an open-concept living and dining area that leads out to a private screened-in patio with a large storage closet. Perfect for all your extra items and a great area for relaxing or entertaining. The large bedroom features dual closets, and a rare in-unit utility closet with a stackable washer/dryer. Not all units have this, so it's an uncommon perk in this community. The updated bathroom adds a sleek, contemporary touch to your daily routine. The NEW ROOF (2024),NEW APPLIANCES ALL (2024), WASHER DRYER (2023), AND HOT WATER HEATER (2024) are also an added comfort. Residents of the community enjoy a resort-style lifestyle with access to two sparkling pools, a well-equipped fitness center, tennis courts, a clubhouse, and lush green landscaping. Ideally situated just minutes from Full Sail University, Rollins College, Park Avenue, and top-rated dining and shopping, plus easy access to 417 and I-4, this location offers the best of Central Florida living with a low-maintenance lifestyle at an affordable price. Schedule your private showing today and start living the easy, vibrant lifestyle you deserve!

130 Lewfield Circle Unit 130, Winter Park

$505,000

4 Beds ⋅ 2 Baths ⋅ Winter Park Pines SubDv. ⋅ 32792 Zip Code

Price Improvement! Enjoy Winter Park living on this quiet street, with no thru traffic. This home is the perfect opportunity to live in the coveted neighborhood of WINTER PARK PINES. This 4 bedroom, 2 bath POOL home is a well-built traditional home waiting for its next owner. The ROOF was replaced in 2024 and the remaining home is waiting for your personal touch. The oversize Florida room has nearly 400 sq ft to transform into additional living area or expand the kitchen, the options are limitless. This quaint home is less than 1 mile from WINTER PARK HIGH SCHOOL, less than 4 miles to PARK AVE AND ROLLINS COLLEGE, as well as under 10 miles from the Orlando Airport. Come take a look today. No offers will be accepted without viewing home, this includes investors.

715 Roughbeard Road, Winter Park

$382,000

3 Beds ⋅ 2 Baths ⋅ Eastgate Sub SubDv. ⋅ 32792 Zip Code

Great location of this 1950's ranch home in need of love. The home sits on a nice sized corner lot in the Winter Park schools district. The vaulted ceilings with a almost floor to ceiling windows makes the home feel nice and open with tons of natural light. This charming home has 3 bedrooms, 2 bathrooms, laundry room and open floor plan living spaces.

1909 Edwin Boulevard, Winter Park

$480,000

4 Beds ⋅ 3 Baths ⋅ Hyde Park SubDv. ⋅ 32792 Zip Code

Back on market due to buyer financing....Welcome to your dream home in the heart of Winter Parks sought after Hyde Park community. Situated at the end of a quiet cul de sac, this charming home offers 4 Bedrooms, 2.5 Baths with 1906 sf of comfort and character.. Step inside to find some fresh interior paint, vaulted ceilings, and a cozy, brick-accented fireplace that creates a warm and inviting atmosphere. Upon entry, you are greeted with cathedral ceilings, an abundance of natural light, and a conveniently located guest bathroom. The open living area is perfect for entertaining or gathering of family and friends. The primary bedroom is located on the first floor for added privacy and features an en-suite bathroom with dual sinks, a garden tub, and a separate shower., and lets not overlook the doors that lead to your outdoor oasis. Upstairs, you'll find a versatile loft space—ideal as a home office, playroom, or additional lounge area—along with three spacious bedrooms and a full bathroom with newly installed flooring. The kitchen and dining area offers ample space, where you'll find lots of cabinets for storage, stainless steel appliances, gas oven, and 2 separate sets of doors that lead to the backyard as well. Step outside to enjoy a large screened-in patio complete with a spacious pool—an essential for those warm Florida days and pesky mosquitos. This space is perfect for entertaining, or relaxing with a glass of wine. The surrounding grassy area, is perfect for your pets and/or gardening. Hyde Park offers fantastic amenities including a tennis court, basketball court, playground, and a community dock with access to Lake Florence. Conveniently located near shops, restaurants, downtown Winter Park, with easy access to the 417 Additional upgrades --- new double-pane windows throughout, new siding on the entire house (2022), and a new roof (2022).

3001 Little Cypress Cove, Winter Park

$475,000

3 Beds ⋅ 1 Baths ⋅ Kenilworth Shores Sec 01 SubDv. ⋅ 32792 Zip Code

This adorable 3 bedroom, 1 bath mid-century modern bungalow is tucked into a highly coveted part of Winter Park. Thoughtfully updated with a newer kitchen and bathroom, plus recent upgrades including new windows, a newer A/C system, and a brand-new deck—this home is move-in ready and full of charm. Set on a spacious lot, the property offers exciting potential: expand the existing home, renovate further, or build your dream house from the ground up. Live comfortably now while you plan your future vision. Whether you’re a first-time homebuyer, investor, or someone ready to create a custom residence, this property is a rare find in a prime location. If you’ve been dreaming of a Winter Park address—this is your chance!

407 S Lakemont Avenue, Winter Park

$689,500

3 Beds ⋅ 2 Baths ⋅ Greenview At Winter Pines SubDv. ⋅ 32792 Zip Code

Nestled on an idyllic tree-lined street, this charming 3-bedroom, 2-bathroom POOL HOME offers the Winter Park Lifestyle you've been dreaming of! Step inside to discover a beautifully appointed kitchen featuring granite countertops and NEW STAINLESS STEEL APPLIANCES. The light and bright formal dining room flows seamlessly into the spacious family room, complete with vaulted ceilings and a cozy wood-burning fireplace. Elegant plantation shutters throughout, adding a touch of sophistication and privacy. Escape to your private primary suite through elegant double doors, boasting a relaxing shower and bathtub, plus a convenient walk-in closet. Enjoy your privacy with the split floor plan. Both guest bedrooms share a bathroom and enjoy their own corner of the house. Outside, your own sparkling pool awaits for endless days of sun-soaked enjoyment, or lounging under the covered brick paver patio. This quarter acre lot allows for plenty of additional yard space around the pool. Upgrades Include: New AC and DUCTWORK (2023), NEW FENCE (2023), NEW PAINT (2023), NEW LANDSCAPING, IRRIGATION, and SOD (2023), NEW APPLIANCES (Dishwasher, Microwave, Refrigerator, Oven, Washer & Dryer) (2022), NEW DISPOSAL (2021), NEW POOL FENCE (2025), & NEW ELECTRICAL PANEL (2019). ZONED for High Rated Winter Park Schools: Brookshire, Elementary, Glenridge Middle School, and Winter Park High School. With quick access to the Cady Way Trail, and a short walk for Golfers to enjoy the Winter Pines Golf Club, this home has everything you’re looking for. ZONED for High Rated Winter Park Schools: Brookshire, Elementary, Glenridge Middle School, and Winter Park High School.

1129 Golfside Drive, Winter Park

$420,000

3 Beds ⋅ 2 Baths ⋅ Winter Woods Unit 03 SubDv. ⋅ 32792 Zip Code

Seize this exceptional opportunity to acquire a remarkable property in the esteemed town of Winter Park. The roof is only 4yrs old, with rain gutters around the entire house! The kitchen is updated, featuring a stone countertop, breakfast bar, and ample natural lighting. The GE refrigerator, dishwasher, and stove top are 2yrs old. The professionally maintained oversized swimming pool adds to the property’s allure. This home has been lovingly cared for and cherished by the same owner since 1972! Additional features include a new vinyl fence, new garage door, updated outdoor electrical box, lawn irrigation, and a wheelchair ramp in the garage. The asking price is a fair reflection of the property’s current condition. Come and get your great deal, then make it your own inside and out.

1604 Nottingham Drive, Winter Park

$300,000

4 Beds ⋅ 4 Baths ⋅ Cedar Ridge Unit 1 SubDv. ⋅ 32792 Zip Code

This 4-bedroom, 3.5-bathroom pool home with a 2-car garage is brimming with potential and ready for a complete transformation. Bring your vision and creativity—this property is a true diamond in the rough awaiting its next chapter. The spacious layout offers great bones, a generous floor plan, and endless possibilities for customization. Whether you're an investor, flipper, or handy homeowner, this is your chance to renovate a blank canvas into the home of your dreams. Roof replacement needed. Priced accordingly for a full renovation. Pool and layout offer a solid foundation for something truly special!

1921 Heathwood Drive, Winter Park

$587,000

3 Beds ⋅ 2 Baths ⋅ Winter Park Pines SubDv. ⋅ 32792 Zip Code

- NO HOA - Welcome to this exquisitely designed and fully remodeled block home! As you enter you step into a stunning open layout featuring a FULLY remodeled kitchen with quartz countertops, real oak soft-close cabinetry, and top-tier appliances—including a wine fridge and an induction cooktop with built-in air fryer/oven combo. On the east wing of the home you will have 3 spacious bedrooms and 2 FULLY UPGRADED bathrooms, and the primary ensuite will feature a sleek standalone glass rain shower and a spacious walk in closet with a get-ready station. Out back you will have a 24ft long screened in lanai with a spacious tree lined backyard perfect for family and friends activities. This growing community will also feature an 18-hole amateur golf course, a 2.6mi nature trail and fields for soccer, baseball, football and tennis just a short walk from the home. More importantly, for your peace of mind, all major structural and mechanical systems were replaced in 2025, we paired up these upgrades with a HOME WARRANTY that will be provided to you at closing.

236 N Ranger Boulevard, Winter Park

$586,000

3 Beds ⋅ 2 Baths ⋅ Brookshire Heights 1st Add SubDv. ⋅ 32792 Zip Code

Welcome to this beautifully renovated 3-bedroom, 2-bathroom home in the highly desirable Brookshire Heights neighborhood! Nestled on the charming, tree-lined Banchory Road with sidewalks on both sides, this home is just a short stroll from Brookshire Elementary, the Cady Way Pool, Pickleball Courts, and Trail. In 2018, this home underwent extensive renovations, including a new roof, HVAC system, water heater, and fully updated kitchen and bathrooms. As you arrive, the inviting front porch greets you—a perfect spot to enjoy your morning coffee or unwind with a glass of wine in the evening while watching the kids play. Inside, you'll find an open-concept floor plan designed for effortless entertaining. The kitchen is a chef's dream, featuring soft-close cabinetry, quartz countertops, a spacious breakfast bar, and stainless steel appliances. It seamlessly flows into the living and dining areas, ensuring a bright and welcoming atmosphere. Adjacent to these spaces, a spacious Florida room offers endless possibilities as a playroom, sunroom, or relaxation area. The primary bedroom is a true retreat with two closets, including a walk-in, and extra space ideal for an office or nursery. The en-suite bathroom boasts a large shower, soft-close cabinetry, and quartz countertops. The secondary bathroom is equally well-appointed with a tub/shower combination and matching finishes. Step outside to a generously sized, fully fenced backyard with ample space for kids and pets to play. The home also features an attached 2-car garage and an additional laundry room for added convenience. Other updates include newer windows, re-plumbing, and updated electrical systems. This home offers the perfect blend of modern updates and a prime location, close to top-rated schools, fantastic restaurants, shopping, Ward Park, and the vibrant Park Avenue. Don’t miss this incredible opportunity to make this house your home!

2441 Banchory Road, Winter Park

$390,000

3 Beds ⋅ 3 Baths ⋅ Merrie Oaks Village Ph 01 SubDv. ⋅ 32792 Zip Code

Welcome to 264 Balfour Drive — an exclusive residence within a private enclave of just 13 elegant townhomes in the heart of Winter Park designed by architect Nils Schweizer. a student of Frank Lloyd Wright. Offering an attached two-car garage and a premier location, this home blends sophistication with comfort in every detail. Step into a grand living room where soaring ceilings and expansive windows bathe the space in natural light. The formal dining room transitions effortlessly into a thoughtfully designed galley kitchen, showcasing a newly renovated island, high-end Bosch dishwasher, and a French door leading to a truly remarkable outdoor retreat. The covered courtyard, adorned with a trellised garden and overlooking manicured community green space, offers the perfect setting for elevated entertaining and tranquil evenings under the stars. Upstairs, discover a versatile loft ideal for a refined home office, along with a luxurious primary suite featuring a glass-enclosed porch — a serene escape for morning coffee or evening unwinding. Two additional guest bedrooms and a well-appointed guest bath complete the upper level. This discreet and desirable community offers unmatched access to shopping, dining, Advent Health Medical Campus, Full Sail University, Cady Way Park with bike trails & pickleball courts and a short drive to the renowned charm of Park Avenue. Roof 2012, HVAC 2016. Zoned for top-rated schools: Brookshire Elementary, Glenridge Middle, and Winter Park High. WELCOME HOME!

264 Balfour Drive, Winter Park

$380,000

3 Beds ⋅ 3 Baths ⋅ Autumn Glen Ph 3 SubDv. ⋅ 32792 Zip Code

N/A

3877 Waterview Loop, Winter Park

$1,165,000

5 Beds ⋅ 5 Baths ⋅ Cypress Reserve SubDv. ⋅ 32792 Zip Code

Welcome to 2832 Bear Island Pointe in Winter Park's premier gated community, Cypress Reserve! This meticulously maintained estate-like home is move-in-ready with 5 bedrooms plus a large office room with its own bathroom and separate exterior entry. Nestled near the serene Bear Gully Lake, this stunning residence offers the perfect blend of elegance, convenience, and resort-style living. The thoughtfully designed floor plan features a spacious first-floor primary suite with a spa-like ensuite, including double vanities, a soaking tub, a walk-in shower, and a generous walk-in closet (11x13 ft). A gourmet kitchen with granite counter tops and stainless steel appliances makes meal preparation effortless, while the formal living and dining rooms provide an ideal setting for entertaining. With five versatile bedrooms, there is plenty of space for guest rooms, home offices, a gym, or a library. High ceilings (11 feet) throughout the home enhance the open and airy feel. The laundry room is equipped with a stackable washer and dryer, built-in cabinets, and a sink for added convenience. The outdoor space is an entertainer’s dream, featuring a large screened-in pavered patio, an indoor pool and spa, and a built-in barbecue area perfect for hosting gatherings. A spiral staircase leads to a private balcony off the primary suite, offering a peaceful retreat with beautiful views. This home is also equipped with solar panels (owner owned), providing an energy-efficient solution that helps reduce utility costs while promoting sustainable living. Perfectly positioned between world-famous beaches and major attractions, this home is just minutes from top-rated schools, including UCF, Rollins College, Trinity Prep, and The Master's Academy. It also offers easy access to Orlando International Airport, premier healthcare facilities, and the scenic Seminole Trail. Experience the best of Winter Park living in this exceptional home. Schedule your private showing today.

2832 Bear Island Pointe, Winter Park

$265,000

2 Beds ⋅ 2 Baths ⋅ Coronation Add SubDv. ⋅ 32792 Zip Code

Welcome to 3310 Royal Street – a beautifully maintained mid-century gem nestled in one of Winter Park’s most desirable neighborhoods. This 2-bedroom, 1 and a half bath home offers the perfect blend of timeless charm and modern updates, ideal for families, professionals, or anyone looking to enjoy the Winter Park lifestyle. Step inside to discover an open-concept layout filled with natural light, gleaming hardwood floors, and a spacious living area perfect for entertaining. Retreat to the primary suite with an en-suite bath and generous closet space. The additional bedroom is perfect for guests or a home office. Outside, enjoy Florida living at its finest in your large fenced backyard with lush landscaping, mature trees, and a private patio – ideal for weekend barbecues or quiet mornings with coffee. New Roof and AC, a dedicated laundry room. The home is located just minutes from Park Avenue, Full Sail University, top-rated schools, and beautiful local parks – this home has it all. Don’t miss your opportunity to own a piece of Winter Park charm. Schedule your private showing today!

3310 Royal Street, Winter Park

$423,000

3 Beds ⋅ 3 Baths ⋅ Grayson Square SubDv. ⋅ 32792 Zip Code

Built in 2024, this move-in ready 3-bedroom, 2.5-bathroom townhome is located in the gated community of Grayson Square, just a little over 15 minutes from Park Avenue in downtown Winter Park. Designed with a sleek, neutral gray color scheme and modern finishes throughout, the home features an open-concept layout filled with natural light that enhances its bright and airy feel. The main level includes tile flooring throughout, a convenient half bath for guests, and a spacious living and dining area that flows seamlessly into the upgraded kitchen. You'll love the 42" cabinets, quartz countertops, stainless steel appliances, large breakfast bar, and closet-style pantry — perfect for both everyday living and entertaining. Upstairs, the primary suite offers a peaceful retreat with a walk-in closet, dual quartz vanity, and walk-in shower. The hallway loft then leads to two generously sized secondary bedrooms that provide excellent closet space and share a full bathroom just down the hall. A laundry closet with washer and dryer is also conveniently located upstairs. Additional highlights include a 1-car garage, a private covered back patio overlooking a quiet yard area, and plenty of guest parking throughout the community. HOA includes lawn care and internet, and residents enjoy amenities such as a resort-style swimming pool, community mailboxes, and a secure gated entrance. Ideally located with quick access to shopping, dining, and major attractions — approximately 30 minutes to Orlando International Airport, 35 minutes to Universal Orlando, and 40 minutes to Walt Disney World. Don’t miss your chance to own a bright, modern, low-maintenance home in one of Central Florida’s most convenient locations — schedule your showing today!

2812 Bright Bird Lane, Winter Park

$207,518

2 Beds ⋅ 2 Baths ⋅ Cedarwood Village 1 SubDv. ⋅ 32792 Zip Code

One or more photo(s) has been virtually staged. Dreams Do Come True! Spectacular Opportunity in Sought-After Cedarwood Village – Winter Park! Welcome to this charming 2-bedroom, 2-bathroom single-story condo tucked away in the peaceful rear section of the community—offering beautiful, tranquil views and a sense of privacy that’s hard to find. With a new roof already in place, the foundation is set for you to bring your personal style and Pinterest dreams to life! Step inside to discover tile flooring throughout, soaring vaulted ceilings in the living room, and a bonus flex space with a storage closet—perfect for a home office, reading nook, or creative studio. This unit is filled with potential and just waiting for your vision. A little updating will go a long way in turning this into your ideal sanctuary. Enjoy 2 private parking spaces right at your doorstep, and take advantage of all that Cedarwood Village has to offer—a sparkling community pool, clubhouse, and beautifully maintained common areas. The HOA includes exterior maintenance and landscaping, giving you more time to focus on what matters most. Located in the heart of Winter Park, you’ll be minutes from top-rated schools, dining, shopping, and everything this vibrant community has to offer. Whether you’re a first-time buyer, investor, or someone looking for a great space to customize, this is an incredible opportunity you don’t want to miss. Schedule your private tour today and imagine the possibilities!

2348 Sun Valley Circle, Winter Park

$618,900

3 Beds ⋅ 2 Baths ⋅ Kenilworth Shores Sec 05 SubDv. ⋅ 32792 Zip Code

Welcome to this beautifully updated 3-bedroom, 2-bath home with a 2-car garage, nestled in the sought-after Kenilworth Shores neighborhood of Winter Park. Featuring an open-concept layout, the home is anchored by a modern kitchen with an island, stainless steel appliances, granite countertops, and stylishly renovated bathrooms. Enjoy cozy evenings by the fireplace or relax in the spacious, screened porch overlooking the low-maintenance backyard. Bedrooms are ample, with plenty of closet space. Thoughtful upgrades shine throughout the home. Including new ductwork, A/C system, updated wiring, a new water heater (2024), and replumb. The home also offers gas cooking, easy-to-maintain terrazzo floors, and mature landscaping and irrigation system. Additional updates include impact resistant windows, slider and a new front door w/ sidelights. All with no HOA. Perfectly located just minutes from Winter Park Hospital, Cady Way Trail, the Center for Health & Wellbeing, and top-rated Winter Park schools. You're also close to parks, dining, shopping, and a short drive to downtown Winter Park, Baldwin Park, and Orlando. The fully fenced backyard is generously sized—ideal for adding a pool or creating your dream outdoor oasis. Don't miss your opportunity to live in this amazing neighborhood, schedule your private showing now!

624 Dunraven Drive, Winter Park

$705,000

4 Beds ⋅ 2 Baths ⋅ Golfside Sec 03 SubDv. ⋅ 32792 Zip Code

NEW LOWER PRICE 6/3/25, OWNER WANTS OFFERS. NO HOA. Fabulous RENOVATED home in the heart of Winter Park, where timeless charm meets tranquil Winter Park Pines golf course living. Nestled on a lush, manicured lot right on the 9th fairway, this expansive REMODELLED OPEN AND AIRY SPLIT-plan residence offers a SPLIT PLAN WITH 4 generously sized bedrooms, 2 full baths, and FABULOUS FLEX SPACE that can be a formal living room, office, playroom, bonus room, etc. This floor plan is effortlessly flowing... perfect for both entertaining and everyday living. Step inside and be greeted by warm natural light, rich wood-tile flooring, and the inviting ambiance of a classic wood-burning fireplace. Don’t let the lovely antique furniture fool you—this home is modern in all the right ways, with updated primary bath, renovated 2nd bath and new 2024 kitchen, an open-concept layout, and thoughtful design throughout. The open kitchen, fully renovated in 2024, is a chef’s delight. It blends seamlessly into the living and dining areas for a truly connected feel, perfect for hosting weekend brunches or casual weeknight dinners. French doors open gracefully to the cozy family room and the private primary suite from the lanai, creating an elegant connection between indoor comfort and outdoor serenity. The primary bathroom has been beautifully updated, and the second bathroom was fully renovated in 2016. Enjoy peace of mind with major system upgrades already completed, including a brand-new roof in 2025, a AC 2021, new water heater 2023, and newer windows throughout the home. Step outside to the screened-in patio and take in the sweeping golf course views, ideal for entertaining, morning coffee, grilling out, or simply enjoying the Florida breeze. Set on a generous 0.25-acre lot with plenty of space to add your dream pool! Families will appreciate the top-tier Winter Park school district, zoned for Brookshire Elementary, Glenridge Middle, and Winter Park High, some of the most sought-after schools in the area. With generous living space, elegant touches, and a truly unbeatable location, this Winter Park Pines gem is more than a house. It’s a lifestyle. Come experience it for yourself!

1139 Fairway Drive, Winter Park

$266,000

2 Beds ⋅ 2 Baths ⋅ Fernbrook Trails Ph 3 SubDv. ⋅ 32792 Zip Code

This charming 2-bedroom, 2-bath townhome in the quiet and friendly Fernbrook Trails community in Winter Park is ready for it's new owner. This one-story home has a warm, open feel with wood-look tile flooring throughout. The kitchen has everything you need—stainless steel appliances, a closet pantry, and tons of cabinet and counter space—and it opens right up to the dining area, making it great for hosting or just everyday living. The primary bedroom is a cozy retreat with a walk-in closet, ensuite bathroom, and access to a covered lanai where you can relax and unwind. Out back, you’ll find a screened-in porch and a private fenced yard that backs up to a peaceful pond—no rear neighbors! It’s tucked away on a quiet street, and the small HOA even covers your lawn care. You’re just minutes from UCF, the 417, and nearby running trails. It’s the perfect spot if you’re looking for low-maintenance living in a great location!

5518 Cretan Way, Winter Park

$665,000

4 Beds ⋅ 4 Baths ⋅ Winter Park Pines Rep SubDv. ⋅ 32792 Zip Code

NEW ROOF 2019! GREAT PRICE! SPECTACULAR WINTER PARK HOME COMPLETELY RENOVATED AND UPGRADED INCLUDING A STUNNING KITCHEN! This four bedroom three and a half bath home has been meticulously updated and cared for! It has PORCELAIN WOOD LOOK TILE and WOOD flooring THROUGHOUT and NO CARPET. When you walk in the front door you are greeted by a grand and open design. This one-story home even has an IN LAW SUITE with its own private bathroom. When you walk up to the home you are greeted by the inviting front porch. Once entering the home you will find custom details such as crown molding, stunning countertops that look like artwork and much more! From the kitchen, family room, living room and dining room you can see the backyard and access the huge back lanai which comes with the mounted TV. The master bedroom is large and has a beautiful master bathroom! The secondary rooms are large as well with one being EXCEPTIONALLY LARGE and is an in-law suite. This home is located in the quiet community of Winter Park Pines offering beautiful canopying tree-lined streets and the feeling of a simple life with mail still delivered right to the mailbox at your front door. This home is perfectly located with easy access to anywhere you desire to go. You will be just 3 ½ miles to Park Avenue! In just a few moments drive you can be to the 408 Expressway or I4! This home is located just moments away from the Cady Way Pool where they also have tennis and pickleball courts, playgrounds and so much more. You are just moments from top-rated schools and even close to colleges such as Full Sail, Rollins, UCF and Valencia. Moments from Restaurants, Shopping, Advent Health Wellness Center and so much more! COME LIVE IN THE HEART OF IT ALL YET TUCKED AWAY IN A PEACEFUL QUIET ENCLAVE. Come visit this amazing, warm and friendly Winter Park neighborhood because you are sure to want to stay forever!

2817 Prince John Road, Winter Park

$550,000

3 Beds ⋅ 2 Baths ⋅ Brookshire Heights 1st Add SubDv. ⋅ 32792 Zip Code

Charming one-story ranch home walking distance to Brookshire Elementary. Located on a .20-acre lot, this 3-bedroom 1.5 bath, home has 1,352 sq ft., including a screen porch conversion adding sq ft. Kitchen has been completely remodeled with stainless appliances, poured concrete counters, tile backsplash and double ovens. All new vinyl plank flooring throughout. New roof in 2022. New exterior paint. Fantastic location close to shopping, dining, parks, Advent Health, The Wellness Center, and Cady Way pool and trail. Additionally, a short drive to Rollins College, Full Sail University, Winter Park Pines golf course and Baldwin Park. Top-rated Winter Park schools. Great opportunity to add or build new. Welcome home!

2492 Brookshire Avenue, Winter Park

$415,000

3 Beds ⋅ 2 Baths ⋅ Hyde Park SubDv. ⋅ 32792 Zip Code

Location, Location, Location! Welcome to Hyde Park! This lovely home in Winter Park offers a blend of amenities and classic charm. The home boasts an open layout, creating spacious living which is great for entertaining and everyday living. A cozy wood-burning fireplace adds warmth and charm to the living space. New roof installed in 2018, new HVAC system in 2022, freshly painted exterior and interior. The kitchen is equipped with a gas stove for simple to gourmet meals and a large dining area with abundant sunlight. The Hyde Park neighborhood offers additional amenities such as a community dock on Lake Florence for fishing, boating, or skiing, a playground, tennis courts and basketball courts. This property has public water and sewer, as well as natural gas. This convenient location puts you in close proximity to shopping, major highways, and desirable schools, adding to its appeal. The combination of modern updates, functional spaces, and neighborhood amenities, makes this home an attractive option for anyone seeking a comfortable and convenient lifestyle.

3063 Ash Park Loop, Winter Park

$420,000

3 Beds ⋅ 2 Baths ⋅ Winter Woods Unit 01 SubDv. ⋅ 32792 Zip Code

Don’t miss this beautifully maintained, move-in ready 3-bedroom, 2-bath gem in the highly desirable Winter Park area — and best of all, there’s no HOA! Step into the updated kitchen, complete with solid wood cabinetry, granite countertops, stainless steel appliances, and a wine fridge — perfect for cooking and entertaining. The kitchen seamlessly flows into a spacious great room, where sliding glass doors open to a large covered lanai overlooking a fully fenced backyard — ideal for relaxing evenings or lively gatherings. The primary suite features double closets and a spacious en-suite bathroom with a walk-in shower and dual vanities—ceramic tile flooring and elegant woodwork throughout the home, combining style and durability in every room. Centrally located with quick access to major highways, top shopping and dining spots, and community events. Zoned for highly rated English Estates Elementary, Tuskawilla Middle, and Lake Howell High. This is a rare opportunity to own a move-in-ready home in one of Central Florida’s most sought-after neighborhoods. Schedule your showing today!

2259 King Johns Court, Winter Park

$82,000

2 Beds ⋅ 2 Baths ⋅ Winter Park Woods Condo SubDv. ⋅ 32792 Zip Code

Beautiful and well maintained 2 bedroom 2 bath condo. Located close to Full sail University. Stainless Steel appliances. New A/C February 2024. Condo was recently remodeled in October 2023 (all new kitchen - cabinets and appliances, new floors, new vanities in the bathrooms, new light fixtures. Easy access to major roads and highways. Beautiful outdoor area, playground, and pool.

186 Scottsdale Square Unit 186, Winter Park

$1,000,000

5 Beds ⋅ 5 Baths ⋅ Waters Edge At Hawks Crest SubDv. ⋅ 32792 Zip Code

This stunning 4,300+ square foot home is situated in sought after Waters Edge at Hawks Crest in Winter Park - a community known for its upscale charm and exceptional amenities. With 5 bedrooms, 4.5 bathrooms, 3 car garage, and a layout designed for both comfort and style, this home is perfect for modern living and effortless entertaining. Step inside to find a thoughtfully designed floor plan, complete with semi-private guest suite and half bath on the main floor. The heart of this home is the chef's kitchen, featuring stainless steel appliances, quartz countertops, a pantry, large island, and breakfast nook for casual meals. The great room offers soaring ceilings and an automatic window shade, creating a bright, airy space with just the right touch of sophistication. Upstairs, enjoy an expansive loft with wet bar. Just beyond the loft is a den/media room that offers the perfect flex space - it could be a movie theater, workout room, lounge, or even used as a 6th bedroom. The primary suite is a true retreat, featuring a walk-in dressing closet and a spa-inspired bathroom. Practical upgrades include an EV charger and generous storage throughout. Beyond your front door, Waters Edge at Hawks Crest offers resort-style amenities including a clubhouse, sparkling community pool, grilling station, playground, dog park, and dock on Lake Howell - perfect for sunsets, kayaking, or simply enjoying the natural beauty of the community. The community has everything you could want without worrying about any upkeep. Don't miss your opportunity to live in one of the newest and most desirable communities in Winter Park. Schedule your showing today!

2011 Soaring Oak Way, Winter Park

$620,000

3 Beds ⋅ 2 Baths ⋅ Winter Park Pines Rep SubDv. ⋅ 32792 Zip Code

Welcome to 2855 Lion Heart Dr, Winter Park — a beautifully remodeled home that seamlessly combines modern comfort with an unbeatable location. This move-in ready residence features a brand-new kitchen with smart stainless steel appliances, completely updated bathrooms, new luxury flooring throughout, and an open-concept layout perfect for entertaining. Major upgrades include a new roof (2025) and new water heater. Situated just minutes from Winter Park Pines Golf Course, Cady Way Trail, tennis and pickleball courts, community pool, parks, shopping, and Winter Park Hospital, it’s also conveniently close to Rollins College and Full Sail University. Located on a quiet, tree-lined street with sidewalks for walking or biking, zoned for highly rated Winter Park schools, and with an optional HOA, this property is a perfect choice for families, professionals, or investors alike.

2855 Lion Heart Road, Winter Park

$460,000

3 Beds ⋅ 3 Baths ⋅ Enclave At Hawks Crest SubDv. ⋅ 32792 Zip Code

Improved Price! Welcome to your private "nest" on Little Wren. Nestled among the trees, this modern masterpiece is located directly next to a wide open green space and also backs to a private wooded area giving you beautiful, natural, unobstructed views. The home's modern architecture style is evident from the moment you approach with its striking front door acting as a key focal point. Featuring 3 bedrooms, 2.5 bathrooms, with an abundance of double pane, low E windows, the open concept floorplan allows you to maximize livable space and entertaining options that fit your lifestyle. The flooring featured on the main floor is luxury vinyl providing ease of use and care. The covered patio, extending the length of the rear property, provides maximium private views of the foliage and is a sanctuary for you to enjoy nature. The kitchen features a designer glass backsplash, 42" cabinetry, with an abundance of storage including large pantry closet, stainless appliances, and granite counters. Upstairs you are greeted by a 'bonus area' that can be your office area with a 'birds nest' view of the greenspace, or quiet area to enjoy a good book! The 3 bedrooms are split - giving ample privacy to all. The laundry area is located upstairs and comes with washer and dryer, plus custom cabinetry that maximize your storage needs. Both upstairs bathrooms feature upgraded granite counters - leaving no detail left out! Finally, the owner's suite is beautiful with its expansive ceilings, large windows, and custom-designed walk-in closet. The Enclave at Hawks Crest is centrally located in Winter Park. The community features a resort style pool, clubhouse, picnic area, parks, and playground. You will love returning home in the evening to your sanctuary among the city! Roof-2019!, HVAC-2019!, Electrical-2019!, Plumbing-2019! Welcome Home.

1628 Little Wren Lane, Winter Park

$396,477

3 Beds ⋅ 2 Baths ⋅ Woodcrest Unit 5 SubDv. ⋅ 32792 Zip Code

PRICED TO SELL! NEW ROOF, NEW INSULATION, NEW SPRINKLER PUMP, NEW AC WIRING, NEW SOD IN THE REAR, NEW BREAKER PANEL INSTALLED, backyard cleared, porch set up to for get togethers/Super Bowl parties etc. Here we have a 3 bedroom 2 bath single family home located in a (B) rated school district. This turnkey home is ready for its next owners. Perfect first home or upgrade to a new area with good schools. Centrally located with access to major highways. This home has been tastefully decorated and cared for. Entering the home you see the living room followed by the kitchen and a second living area. Home has a state of the art nest thermostat allowing you to control the temperature from your phone. You then encounter 2 guest bedrooms big enough for full size beds. Entering the dining room you can look through the plantation shutters for a nice view of the back yard porch area of the home. The master bedroom fits a king size bed and features a spacious walk-in closet. The master bathroom is updated with sink and glass shower enclosure. Out back you have a screened in porch all wired for tv and entertaining. Past the porch you have a sizable back yard for gardening and or entertaining. Bring your offers!!

7543 Dockside Street, Winter Park

$70,000

1 Beds ⋅ 1 Baths ⋅ Winter Park Woods Condo SubDv. ⋅ 32792 Zip Code

Just Reduced!! Great opportunity. This well-maintained unit offers a combination of functionality, comfort, and an excellent location. The unit features tile throughout, plenty of natural light, ample storage, bright kitchen, and a patio that opens to a green, open space. A private laundry closet with washer and dryer is conveniently located on the back porch. The property’s location in a highly rated school district adds further value. Just minutes from Full Sail University, UCF, Rollins College, and Valencia College, the unit is also close to airport. Nearby amenities include local dining, golf courses, entertainment venues, boutique shops, parks, and walking trails. Popular destinations like Park Avenue, East End Market, and Leu Gardens are all easily accessible. Winter Park Woods residents have access to different recreational facilities.

337 Scottsdale Square Unit 337, Winter Park

32792 Zip Code 1/4 Acre Real Estate & Homes

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