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$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
$415,000
3 Beds ⋅ 2 Baths ⋅ Wrenwood Unit 3 3rd Add SubDv. ⋅ 32792 Zip Code
**WATCH THE VIDEO TOUR!!** You’ll love the HUGE BACKYARD (0.3 ACRE LOT) & 4TH BONUS ROOM! Nestled in one of Winter Park's established neighborhoods with NO HOA! The backyard features mature landscaping and peaceful sunset views every night! Enjoy 3 bedrooms plus a 4th ROOM HOME OFFICE with a french door, offering flexibility as a dedicated workspace or turn into a bedroom! Major updates include NEW ROOF AND SOFFITS (2023), Newer HVAC SYSTEM (2021), UPDATED PLUMBING & ELECTRICAL, and UPDATED FLOORING. Featuring a SPLIT FLOOR PLAN with lots of NATURAL LIGHT throughout. The cozy front dining/living room welcomes you in with large windows. The primary bedroom has two closets and an ensuite bathroom that’s been updated over the years. The kitchen is spacious with ample counter space, with an open flow to the rear family room, giving great sightlines and connectivity. A NEW MAYTAG DISHWASHER with a bonus 3rd rack was installed in 2024. The family room leads to a COVERED AND SCREENED-IN BACK PATIO. The two bedrooms on the other side of the house features NEW LUXURY VINYL PLANK FLOORING (2024), and the HALLWAY BATHROOM has been updated with a NEW TILE SHOWER and REFINISHED TUB (2025), light fixture, and mirror. A door separates this wing for added privacy! As for the community, enjoy the convenience of sidewalks throughout the neighborhood. Amazing access to nearby grocery stores, local coffee & donut shops, convenience stores, and pharmacies. Just minutes from Costco Wholesale and nearby schools like Geneva, Trinity Prep, Master's Academy, the University of Central Florida. Easy access to Highway 417 and surrounded by top PARKS, PLAYGROUNDS and recreation such as Red Bug Lake Park, Kraft Azalea Garden, Baldwin Park, and Winter Park Village for shopping and dining. Don’t miss this warm Winter Park gem! **Make sure to WATCH THE VIDEO TOUR to see more of the home!**

7040 Betty St, 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
$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
$320,000
3 Beds ⋅ 2 Baths ⋅ Eastbrook Sub Unit 8 SubDv. ⋅ 32792 Zip Code
Fantastic Investment or Renovation Opportunity in Winter Park! Located in the desirable Eastbrook community, this 3-bedroom, 2-bathroom POOL home with ONLY ONE OWNER sits on an oversized .30 ACRE CORNER LOT on a quiet CUL-DE-SAC with no HOA. Offering 1715 square feet of living space, a 1-car garage, and a spacious fenced backyard, this property is a true blank canvas ready for your vision. Whether you're an investor, builder, or homeowner looking to customize your dream space, the possibilities here are endless. Restore and rejuvenate this property to suit your style while enjoying the benefits of being zoned for top-rated Seminole County schools. Some items to note are ROOF 2016, A/C 2006, WATER HEATER 2021. Ideally situated near the heart of Winter Park, you’re just minutes from boutique shopping and dining along Park Avenue, Rollins College, local museums, and Winter Park Hospital. Don’t miss the chance to unlock this home’s full potential and create something special in one of Central Florida’s most sought-after areas. Schedule your private showing today!

2020 Cocos Court, 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
$893,000
4 Beds ⋅ 5 Baths ⋅ Bear Gully Pointe SubDv. ⋅ 32792 Zip Code
Discover the exceptional Winter Park neighborhood of Bear Gully Pointe, a gated community rich with amenities and anchored by a 137-acre spring-fed lake. This meticulously crafted home sits in a private cul-de-sac and stretches over almost ½ acre with mature landscaping and includes a secluded, fenced back yard. Function is paramount with a three-way split floorplan with four bedrooms and 4.5 baths and over 3,400 square feet of mostly first-floor living. The upstairs enjoys a flexible bonus room and bath that can suit any buyer’s needs. Rich hardwood flooring throughout the main living areas and primary bedroom add warmth and beauty to this home. An open kitchen with 42-inch custom wood detailed cabinets, bar seating and center island adorned with granite countertops and natural gas cooking that would fulfill any chef's dream. The kitchen opens to the family room which has a built-in entertainment center and gas fireplace. The family and living rooms feature seamless glass doors to pool. The pool is shaded by an expansive screened enclosure and covered porch is generous to entertain guests or just relax and take in Florida sunshine. Lots of surrounding green space to roam or expand the home. Other features of the home include a three-car side entry garage with additional parking area, newer roof and skylights 2022, air-conditioning unit and blower by Frank Gay 2023, replumbed, freshly painted inside and out, updated floors in bedrooms and some appliances updated. An established community includes sidewalks, tennis courts, playground and lake to make outdoor activities a breeze. Easy access to SR 417, Winter Park, UCF, downtown Orlando, Orlando International and Sanford airports, Rollins and Trinity Prep. An incredible opportunity in Winter Park.

2890 Wild Ginger Court, Winter Park
$875,000
3 Beds ⋅ 2 Baths ⋅ Georgeann Homes SubDv. ⋅ 32792 Zip Code
MAJOR PRICE IMPROVEMENT! Live the Winter Park LAKEFRONT dream with this stunning 3-bedroom, 2-bath home on skiable LAKE WAUNATTA, offering breathtaking water views and endless amenities and NO HOA! The entire second floor is dedicated to the luxurious primary suite, complete with a spacious office, oversized closets, enjoy your morning coffee or evening glass of wine on your private balcony overlooking the lake and pool, a soaking tub, and a newly remodeled shower in the primary bathroom. Downstairs features an Open Floorplan with living, family, and den areas—perfect for entertaining. Step outside to your 2021 paver pool deck, above-ground SPA under a covered gazebo, and a 30’ x 10’ covered Mahogany patio with elegant Teak ceilings and hard wired outdoor stereo system with gorgeous outdoor lighting. Enjoy the water with a custom Mahogany dock, and store your RV or boat with ease thanks to generous side parking.2019 ROOF. This home truly blends comfort, style, and waterfront living. The lake fed irrigation system helps to lower your water bill. HVAC is well-maintained with service every 6 months. This home is zoned for all the top Winter Park schools! A little piece of paradise that is conveniently located to shopping, restaurants and SR 417! Sellers are Motivated!

7801 Georgeann St, 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
$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
$399,000
3 Beds ⋅ 2 Baths ⋅ Wrenwood Unit 3 2nd Add SubDv. ⋅ 32792 Zip Code
Tucked away at the end of a quiet cul-de-sac with no HOA, this home sits on an oversized lot that offers exceptional space, privacy, and flexibility. The layout features a desirable split floor plan, providing separation between the primary suite and guest bedrooms, perfect for families, guests, or a home office setup. This property was recently updated with new flooring throughout, a fully redesigned kitchen, modernized bathrooms, and a newer AC system for improved efficiency and comfort. Outside, the expansive backyard is a standout, featuring a recently resurfaced pool and plenty of room for entertaining, gardening, or future additions. With its large lot, peaceful location, and tasteful improvements, this property is a rare find in Winter Park.

4959 Ardmore 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
$290,000
3 Beds ⋅ 1 Baths ⋅ N/A SubDv. ⋅ 32792 Zip Code
Welcome to a Rare Gem in Winter Park! Step into a vibrant slice of Winter Park history at 7102 Easter Street—a charming 1956-built home bursting with vintage character and endless possibilities! From the moment you arrive, you'll feel the warmth and nostalgia of this beautifully maintained residence, where classic mid-century style meets modern-day potential. Inside, you’ll find 3 generously sized bedrooms that create a cozy, welcoming atmosphere perfect for relaxing or entertaining. Original touches add a timeless charm, while the layout invites your personal touch to transform this into your dream home. But the real magic lies outside. Set on an oversized lot rarely found in Winter Park, the backyard is your canvas for unforgettable gatherings, tranquil mornings, or weekend fun with loved ones. Picture outdoor dinners under the stars, garden parties, or even building your own peaceful retreat surrounded by nature. With room for a garden, play area, or backyard sanctuary, the possibilities are truly endless. Location? Unbeatable. Just minutes from Full Sail University, and only 3 miles to the iconic Park Avenue, where you’ll find boutique shopping, award-winning dining, and cultural gems. And if you’re commuting to UCF, you’re just a quick 5-mile drive away. Everything you need—schools, parks, cafes, and convenience—is right at your doorstep. Whether you're a lover of vintage charm, a savvy renovator, or someone searching for a peaceful place to call home in one of Central Florida’s most sought-after neighborhoods, this is your chance. 7102 Easter Street isn’t just a house—it’s a lifestyle. A rare opportunity to own a piece of the past while creating the future you’ve always dreamed of. Don’t miss it—come experience the charm, space, and unbeatable location for yourself!

7102 Easter Street, Winter Park
$1,206,400
4 Beds ⋅ 4 Baths ⋅ Bear Gully Pointe SubDv. ⋅ 32792 Zip Code
Welcome to 4048 Gilder Rose Pl, an impressive four-bedroom, three and a half bathroom residence spanning over 3,300 square feet, located in Winter Park at Bear Gully Pointe, a gated community featuring a spring fed 137 acre lake. This beautifully updated home perfectly balances modern style with practical living, offering an inviting retreat for those seeking both comfort, sophistication and completely turn key. After entering the gated community and arriving at this show stopping residence, your guest will either be able to park in your circular drive way up front or your extra long side entrance that leads to your 3 car garage with epoxy floors and built in storage. The garage also includes a Tesla EV charger and tankless hot water heater. Once parking up front you'll step through the double front doors into a spacious, open-concept layout filled with natural light and accented by luxury vinyl plank flooring. Upon entering your grand foyer you will walk past the office with custom built ins on your left and your formal dining room on your right. Once you reach the hallway on your left your guests will be able to use the half bathroom, the hallway separates the half bathroom from the beautiful kitchen. The kitchen features custom cabinetry, quartz countertops, built-in stainless steel appliances, a gas cook top for the chef of the house and a central island that includes a wine fridge, ideal for both daily meals and entertaining guests. You will be able to enjoy meals at your eat in kitchen or the breakfast nook that flows into the living room. The primary suite is a true sanctuary, with a seating area to enjoy your morning coffee in front of the gas fireplace or outside on your private patio the Primary suite is complete with two generous walk-in closets and a luxurious en-suite bath, featuring dual vanities, a frameless glass shower, a soaking tub and plenty of natural light. Each additional bedroom is thoughtfully designed, providing comfort and privacy for family members or guests. There is enough space for families big and small, 4 bedrooms plus an office/bonus room. Walk through your brand new Pella Doors (not pictured, that's how new they are) to your own personal oasis, boasting a sparkling pool with a custom flagstone patio provides the perfect space for outdoor gatherings, all framed by lush, mature landscaping and a conservation view. Whether you're soaking up the Florida sun or hosting weekend barbecues with your summer kitchen that features built in speakers, a gas grill, a sink and plenty of chilled space for your beverages of choice, this space is designed for making memories. In the evening you'll want to gather around your built in wood burning fireplace. Situated in Winter Park, this home offers easy access to top-rated schools, boutique shopping, and award-winning dining, making it the perfect choice for those seeking the best of Central Florida living. This neighborhood is highly desirable for families looking to be near Tuskawilla and easy access to Trinity Prep. Don’t miss this opportunity to make this exceptional Winter Park residence your own – <iframe src="https://my.matterport.com/show/?m=JgcRhZG1izN" frameborder="0" width="853" height="480" allowfullscreen allow="xr-spatial-tracking"></iframe>

4048 Gilder Rose Place, Winter Park
$2,500,000
5 Beds ⋅ 4 Baths ⋅ Acreage & Unrec SubDv. ⋅ 32792 Zip Code
This approximately 4200 square foot home is situated on a 1.68-acre gorgeous lakefront lot in the desirable Winter Park area. The property features a completely updated main house and a detached the three-car air-conditioned garage is a car collector's dream. The primary bedroom suite offers a tranquil retreat, with modern features, ample square footage and completely remodeled en suite bathroom. The remaining two bedrooms with remodeled hall bath provide comfortable accommodations for family and guests. The updated and remodeled interiors showcase a warm, modern, inviting ambiance, with thoughtful design elements throughout. The open floor plan allows for seamless indoor-outdoor living, with access to the lakefront and private boat dock. The lakefront location offers unparalleled privacy and access to the serene waters, creating a serene and peaceful living environment. The property's unique features, including the updated interiors, separate living spaces, and prime lakefront setting, make it an ideal choice for those seeking a distinctive and well-appointed home. Some of the upgrades include new roof in 2022, New HVAC systems in 2022, new water heater in 2022, new kitchen in 2024, new bathrooms in 2024, new designer light fixtures throughout the house in 2024, upgraded flooring in 2022, new expanded back porch deck in 2022 with stunning views of lake and natural setting, new interior paint in 2024, new exterior paint in 2022, upgraded mother-in-law, guest house, office space, separated rental or teenager's retreat, new boat lift in 2022, new paver driveway in 2022, new water softener in 2022. No HOA restrictions.

2652 Lake Howell Lane, Winter Park