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$445,000
3 Beds ⋅ 2 Baths ⋅ Winter Park Pines Merrie Oaks SubDv. ⋅ 32792 Zip Code
Welcome home to this 3-bedroom, 2-bath residence featuring a spacious 2-car garage and a long list of valuable updates. Enjoy peace of mind with a re-roof (2017), whole-home re-plumb with Pex and PVC (2024), new A/C system (2024), and new modern ceramic tile flooring in the kitchen, family room, foyer and hallway (2024). The hot water heater was replaced in 2022, and the home is enhanced with energy-efficient double-pane argon gas windows and a sliding glass door (2014). Inside, you’ll find a bright, open layout perfect for everyday living and entertaining. The upgraded windows fill the home with natural light while improving comfort and efficiency. The spacious kitchen, inviting living areas, and well-appointed bedrooms offer flexibility for any lifestyle. Outside, the property features a private fenced yard ideal for relaxation or outdoor gatherings. Located in desirable Winter Park, you’re just minutes from top-rated schools, shopping, dining, and parks. This move-in-ready home combines modern upgrades with a prime location—an exceptional opportunity you won’t want to miss!

2743 Merrie Oaks Road, Winter Park
$325,000
4 Beds ⋅ 2 Baths ⋅ Woodcrest Unit 01 SubDv. ⋅ 32792 Zip Code
Lovingly Maintained by original owner. This is a true 4-bedroom home with 2 bathrooms and a single car garage. Located in desirable Winter Park with easy access to major roads, convenient to shopping, the post office, restaurants, higher education, and airports. This solid built home features a split plan, large living room with a wall of closet space, easy access walk - through kitchen, screened porch overlooking the fenced back yard and beautiful oak tree for shade. Updates include NEW FLOORING, NEW ROOF, fresh interior paint, NEW ELECTRICAL PANEL, newer windows, and sewer line replaced in 2023. This home awaits your creative vision. Make it your own!

5047 Ferncrest Drive, Winter Park
$1,375,000
4 Beds ⋅ 5 Baths ⋅ Park Manor SubDv. ⋅ 32792 Zip Code
Nestled on a quiet street in the heart of Winter Park, this stunning new construction home by David Weekley Homes blends timeless design with modern comfort. Featuring 4 spacious bedrooms and 4.5 beautifully appointed baths, the home offers an ideal layout for both everyday living and entertaining. A private study provides a perfect work-from-home retreat, while the dedicated media room invites movie nights and game-day gatherings. Upstairs, a versatile loft adds flexible living space for a playroom, lounge, or fitness area. Thoughtfully designed with high-quality finishes and abundant natural light, this home delivers exceptional craftsmanship in one of Central Florida’s most desirable neighborhoods—just minutes from top schools, parks, dining, and shopping.

1807 Yorkshire Drive, Winter Park
$425,000
3 Beds ⋅ 2 Baths ⋅ Eastgate Sub SubDv. ⋅ 32792 Zip Code
The house is located in great location and features 3 bedrooms, 2 bathrooms. It sits on a corner lot and offers high ceilings throughout.

1909 Edwin Boulevard, Winter Park
$160,000
2 Beds ⋅ 2 Baths ⋅ Lancelot/Winter Park SubDv. ⋅ 32792 Zip Code
PRICE IMPROVEMENT!! Welcome to this beautifully maintained 2-bedroom, 2-bathroom first-floor condo, offering comfort, convenience, and peace of mind with major updates completed in 2023. This move-in-ready home features a brand-new TRANE A/C unit (2023), a new roof (2023), and new exterior paint (2023)—ensuring long-term efficiency and a fresh, modern look from the moment you arrive. Step inside to bright, inviting living spaces filled with abundant natural light. The main living areas feature durable tile flooring, while both bedrooms offer soft carpeting for a cozy retreat. The modern bathrooms add a stylish touch with updated finishes, clean lines, and a spa-like feel. The open layout makes entertaining easy, with seamless flow from the living room to the dining area and kitchen. Large windows throughout the home provide a warm, airy atmosphere that feels welcoming at any time of day. Enjoy the perks of a low HOA, which conveniently includes water and trash services, adding extra value and simplicity to your monthly expenses. The community offers a beautiful pool, perfect for relaxing on sunny Florida days. Located on the first floor, this unit offers easy access with no stairs—ideal for all ages and lifestyles. Whether you're looking for a primary residence, a seasonal home, or an investment opportunity, this condo checks every box. With major updates already done and a bright, modern interior, all that’s left is to move in and make it yours!

3651 N Goldenrod Road Unit E102, Winter Park
$460,000
3 Beds ⋅ 3 Baths ⋅ Winter Park Estates SubDv. ⋅ 32792 Zip Code
Welcome home to this charming 3-bedroom, 3-bathroom single-family residence nestled in the quiet, established neighborhood of Winter Park Estates. Boasting the highly desirable Winter Park school district, this location offers both prestige and tranquility, yet is conveniently located near major roads which make getting around town a snap! Nearby restaurants and entertainment include Aloma Bowl, Aloma Cinema Draft House, and Park Ave. Inside, the spacious, open layout features a dedicated formal dining room, perfect for hosting, and a versatile bonus room that makes an ideal, secluded home office or flexible living space. The laundry room includes a fully plumbed 3rd bathroom. Enjoy the peace of mind provided by a newer HVAC system, water heater, and the modern convenience of recently updated bathrooms. Residents will enjoy the two-car carport equipped with a Tesla charger and nice sized shed in back for additional storage. Entertain guests or enjoy quiet evenings on the covered back patio, in the sprawling, fully fenced backyard. This home offers the quintessential Florida lifestyle—comfort, style, and an incredible setting. Don't miss this opportunity!

714 Denton Road, Winter Park
$750,000
4 Beds ⋅ 2 Baths ⋅ Greenview At Winter Pines SubDv. ⋅ 32792 Zip Code
The home you’ve been waiting for—an exceptional Winter Park residence offering a private pool and golf views. Situated at 1712 Golfside, this property welcomes you with a picturesque oak-lined street, a paver driveway, and timeless architectural character. Every element has been designed to deliver a sophisticated blend of comfort, style, and effortless living. This beautifully reimagined four-bedroom, two-bath home offers a modern open-concept layout featuring a wood burning fireplace and a stunning NEW kitchen. Custom cabinetry, stainless steel appliances, and an oversized quartz island with extra storage create a seamless space for gatherings and everyday enjoyment. Laminate flooring flows throughout the home, enhancing its clean aesthetic, while French doors extend the living space outdoors for a natural connection between indoor relaxation and poolside entertaining. The primary suite is a private retreat featuring a flexible office, nursery, or sitting area; a spacious walk-in closet with custom built-ins; and an elegantly modern en-suite bath with warm tones, a walk-in shower, and refined fixtures. Additional bedrooms offer generous space, plantation shutters, and well-appointed closets, contributing to the home’s balanced and thoughtful layout. Outdoors, the residence continues to impress with a NEWLY RESURFACED, HEATED POOL and spa, accessible from multiple rooms for effortless flow. A covered patio, mature landscaping, fenced yard and expansive pool deck create an ideal setting for morning coffee, quiet moments overlooking the chipping green, or hosting guests in a serene, resort-like environment. This premier location provides rare proximity near Winter Park Pines Golf Club, Cady Way Trail, pool, playground, tennis and pickleball courts, Ward Park, and A-rated schools (Brookshire Elementary, Glenridge Middle, Winter Park High), this home is equally close to Rollins, Baldwin Park, Park Avenue, UCF, and Full Sail. Also conveniently nearby are AdventHealth Winter Park, Crosby Wellness, and everyday shopping, where convenience meets connection. Recent upgrades include a 2022 ROOF, plumbing and electrical improvements, and extensive interior updates completed in 2024, including new flooring and a full kitchen renovation. A transferable home warranty adds an additional layer of assurance. 1712 Golfside delivers a refined living experience in one of Winter Park’s most desirable settings, offering the perfect balance of luxury, comfort, and everyday ease.

1712 Golfside Drive, Winter Park
$470,000
3 Beds ⋅ 2 Baths ⋅ Kenilworth Shores Sec 03 SubDv. ⋅ 32792 Zip Code
Located in an established Winter Park neighborhood, 502 Dunblane Drive offers an opportunity for those looking to build new or invest in a property with plenty of potential. This 3-bedroom, 2-bath home sits on a well-sized lot in the 32792 area of Winter Park and features a private backyard, perfect for relaxation, gardening, or entertaining. The property is ready for a full renovation or reconstruction, making it an ideal canvas for builders, investors, or anyone looking to create a custom residence from the ground up. The existing structure provides a basic footprint, but the true value lies in the land and the flexibility it offers. Whether you envision designing a modern new build, developing an income-producing property, or taking on a remodel, this lot serves as a canvas for your ideas. Located just minutes from everyday conveniences, the property offers quick access to shopping, dining, parks, and reputable Winter Park schools. Nearby roadways make commuting simple, while the surrounding community provides a peaceful residential setting with strong long-term appeal. With its favorable location, private backyard, and extensive potential for redevelopment, 502 Dunblane Drive offers a unique opportunity to design your ideal home in a well-established Winter Park community.

502 Dunblane Drive, Winter Park
$635,000
3 Beds ⋅ 2 Baths ⋅ Lake Florence Preserve SubDv. ⋅ 32792 Zip Code
Welcome to this beautifully maintained, Stunning Better-Than-New 6-Year-Old Custom Home in Gated Lake Florence Preserve, one-owner custom home that truly has it all. From the moment you enter, you’ll appreciate the exceptional quality and craftsmanship, including upgraded 8' interior doors, 10-foot ceilings, crown molding, and elegant tray ceilings throughout—even in the primary suite. One of the home’s most impressive features is the expansive 16-foot pocket sliding glass door that creates a seamless indoor–outdoor connection, making your private backyard oasis feel like a natural extension of your living space. Step into the custom heated pool with built-in spa, finished in luxurious PebbleTec, and enjoy the tranquil waterfall cascading from the spa into the pool. The entire screened-in lanai is surrounded by lush landscaping and enhanced by a striking outdoor LED lighting system. The fully fenced backyard overlooks a generous greenspace that enhances privacy and creates an ideal setting for pets, entertaining, or unwinding. TV wall mounts are already installed inside and on the lanai, ideal for watching the game or unwinding by the pool. The upgraded kitchen is a chef’s dream, featuring premium finishes and a gas stove, while the open-concept living area offers an inviting space for everyday living and entertaining. All bedrooms feature recently upgraded flooring, and the primary suite includes a large walk-in closet and a spa-like bathroom with a luxurious rain shower head. The home is outfitted with numerous upgrades for comfort and convenience, including motorized blinds on the sliding glass doors, ceiling fans throughout, dimmer light switches, and a full security system. Fresh interior paint including all doors adds a crisp, updated feel to every room. Practical features include an interior storage room, a tankless water heater, and a full sprinkler system covering both the front and backyard. The home also comes prewired with plumbing, gas, and electric for a future outdoor kitchen, offering excellent potential for expanded outdoor living. The garage is exceptionally functional, featuring a 240V EV outlet, a dedicated golf cart parking space, added shelving, and attic storage for additional organization and convenience.

1427 Lake Florence Way, Winter Park
$370,000
3 Beds ⋅ 2 Baths ⋅ Kenilworth Shores Sec 03 SubDv. ⋅ 32792 Zip Code
For sold data purposes only, value is in the land.

513 Dunraven Drive, Winter Park
$190,000
2 Beds ⋅ 2 Baths ⋅ Winter Park Villas Condo SubDv. ⋅ 32792 Zip Code
Beautiful Winter Park Townhome with 2 bedrooms, one upstairs with full bath and one downstairs with full bath making this the perfect floorplan for family or roommates. This unit has tile and vinyl flooring throughout, all appliances included, kitchen with pass through to dining area, large living room, inside laundry area and patio with fenced yard. Amenities with the HOA include pool, tennis/pickleball courts and lawn and exterior maintenance. Conveniently located to UCF, shopping, downtown Orlando, medical facilities, restaurants and the Orlando airport.

626 Saint Johns Court Unit S, Winter Park
$418,000
3 Beds ⋅ 2 Baths ⋅ Lakemont Heights SubDv. ⋅ 32792 Zip Code
Visit this charming one-story Winter Park home across from the Winter Park YMCA. Enter this adorable single-story home with a comfortable primary suite and two oversized bedrooms. The home boasts a wonderful backyard for outdoor living and a welcoming front porch that welcomes you in. The home has new Hybrid vinyl laminate throughout the home and terrazzo flooring in the baths. When you enter the front door, you will find large front windows and plenty of natural light. Enter through the French doors into the oversized backyard, offering ample space for gathering and play. Top-rated schools, no HOA, across from Winter Park YMCA and Phelps Park. This house is minutes away from Interstate 4 and major roadways.

1030 N Lakemont Ave., Winter Park
$385,000
3 Beds ⋅ 2 Baths ⋅ Garden Grove SubDv. ⋅ 32792 Zip Code
Lovely pool home in the desirable community of Winter Park, conveniently located near shopping, medical offices, and UCF. Freshly painted inside and out, this home features a kitchen with tile and granite, and all appliances included. The kitchen opens to the great room, which offers easy-care tile flooring throughout the main living areas. Enjoy the enclosed porch (not included in the square footage) and a spacious backyard with a large swimming pool and vinyl privacy fencing. No HOA. Close to Winter Park shopping and major conveniences.

5563 Garden Grove Circle, Winter Park
$450,000
4 Beds ⋅ 3 Baths ⋅ Winter Park Pines SubDv. ⋅ 32792 Zip Code
Priced to sell! Welcome to this 4-bedroom, 3-bathroom home offering 1,829 sq. ft. of inviting living space in one of Winter Park’s most desirable neighborhoods. Inside, you’ll find a spacious family room with plenty of natural light from large windows, and elegant French doors leading to the porch. The split floor plan of this home provides privacy and comfort for the primary suite that features its own set of French doors that open to the screened porch, along with an updated en-suite bathroom. Additional highlights include ceiling fans in all bedrooms, stylish window shutters throughout, and an updated guest bathroom. Outside, enjoy relaxing on the screened porch overlooking the peaceful yard, perfect for morning coffee or evening gatherings. The home also offers a two-car garage and sits on a quiet street surrounded by well-kept homes. Located just 1 mile from Winter Park High School, under 4 miles to Park Avenue and Rollins College, and just 10 miles from Orlando International Airport, this home offers both comfort and convenience. Golf enthusiasts will appreciate being just minutes from Winter Park Pines Golf Course. You’ll also love being close to top-rated schools, shopping, and dining. This home blends charm, functionality, and an unbeatable location—schedule your showing today!

639 Friar Road, Winter Park
$250,000
3 Beds ⋅ 2 Baths ⋅ Eastbrook Sub Unit 06 2nd Rep SubDv. ⋅ 32792 Zip Code
Price to sell! Motivated Seller! Accepting FHA, Conventional, Cash! Charming Winter Park block home featuring 3 bedrooms, 2 bathrooms, and a versatile enclosed Florida room—perfect for a home office, playroom, or additional living space. Recently updated with a brand-new roof (June 2025), fresh paint, and remodeled interior, this home is move-in ready. Ideally located on the border of Winter Park and Orlando, just minutes from Park Avenue, boutiques, dining, and all the charm Winter Park is known for.

1605 Puritan Avenue, Winter Park
$375,000
3 Beds ⋅ 2 Baths ⋅ Laurel Spgs SubDv. ⋅ 32792 Zip Code
2024 ROOF! NO HOA!! This 3 bedroom, 2 bathroom property offers a split plan bedroom arrangement with walk-in closets in every room. There are ceiling fans in every bedroom & common area, and the floors throughout have tile or luxury vinyl plank (LVP) - no carpets! The primary suite and dining room both exit out onto a covered, screen-enclosed back porch with custom-built elevated hot tub deck. This sanctuary of relaxation is kept private inside a fenced backyard with mature trees, custom landscaping, and 2 sheds with electricity & lighting. The 2-car garage offers a wifi-enabled garage door opener to grant remote access for guests, deliveries, etc. Additionally, this home has a propane tankless water heater for energy efficiency. Updates include: 2024 Roof & garage door opener; 2023 & 2022: new kitchen appliances & LVP floors; 2021: both bathrooms remodeled. This property is tucked away in an established neighborhood less than 1 mile to University Blvd and less than 2 miles to E Colonial Drive for your choice of retail, restaurants, coffee shops, freeway access & more! Full Sail University is 1.5 miles, Rollins College & Valencia College East are both 5 miles, and UCF is 9 miles. This home sweet home is your calm in a vibrant area full of conveniences.

3083 Crane Strand Drive, Winter Park
$1,088,000
4 Beds ⋅ 3 Baths ⋅ Waters Edge At Hawks Crest SubDv. ⋅ 32792 Zip Code
66,500 PRICE IMPROVEMENT! Experience resort-style living every day in this stunning Meritage Homes masterpiece, perfectly situated on a premium waterfront lot with over 200k in upgrades, in the highly sought-after Water’s Edge section of Hawk’s Crest. This elegant home offers breathtaking pond and fountain views, especially enchanting at sunset, and an unparalleled combination of luxury, comfort, and energy efficiency. Step into your private outdoor oasis featuring a custom screened, saltwater, self-cleaning pool and spa with electric heat, LED color-changing lights, and an illuminated screen enclosure that creates an unforgettable nighttime ambiance. The expanded patio includes a custom outdoor kitchen complete with Quartz counters, stainless grill with hood, Green Egg, refrigerator, sink, backsplash, and ample cabinetry—perfect for entertaining family and friends. Enjoy beautifully manicured landscaping, French drains to the pond, and gutters for worry-free maintenance. Inside, sophistication meets comfort. The home features 10-foot ceilings, 8-foot doors, wood plank tile flooring throughout (no carpet), and plantation shutters in all main living areas, besides the Living room. Elegant crown molding, neutral Sherwin Williams paint, and upgraded lighting and fans add to the refined atmosphere. The chef’s kitchen is a showstopper with solid wood, soft-close shaker cabinets, Quartz countertops, a large island with breakfast bar, pendant and recessed lighting, stainless steel LG and KitchenAid appliances including a double oven, tile backsplash, a walk-in pantry, and a separate Butler’s pantry for additional storage and prep space. This desirable 3-way split floor plan offers privacy for everyone. One secondary bedroom enjoys its own private bath, while two others share a beautifully appointed pool bath featuring Granite counters, shaker cabinetry, and a tiled shower. The dedicated office with double French doors is ideal for working from home. The spacious primary suite is truly a retreat with its own views to the pool area, a luxurious en suite bath featuring double vanities, Granite counters, a garden tub, walk-in shower with glass panels, private water closet, and a custom walk-in closet system that will impress. Additional highlights include: • Laundry room with cabinetry and plumbing for a utility sink • 3-car garage with epoxy flooring and mounted television • All televisions convey, including the outdoor-rated SunbriteTV • Carrier HVAC systems for comfort and efficiency • Recently painted garage doors • Recently cleaned and sealed pavers front and back • Pet screen at bottom and a few side panels of pool Residents of Hawk’s Crest enjoy resort-style community amenities, including a community center with gym, resort pool with a splash pad, elegant clubhouse, multiple playgrounds, dog park (just three doors down!), cornhole area, hammocks, and grilling/picnic areas. Take a relaxing stroll on the private boardwalk to Lake Howell, where you can fish, kayak, paddleboard, or watch the sunset from the gazebo. This gated community with a virtual guard offers both privacy and peace of mind. Don’t miss your chance to own this one-of-a-kind home that perfectly blends elegance, functionality, and the best of Florida living. All you need to do is hire the movers!

1092 Wading Waters Circle, Winter Park
$755,000
4 Beds ⋅ 3 Baths ⋅ Preserve At Hawks Crest SubDv. ⋅ 32792 Zip Code
Discover your next home in the heart of Winter Park! Welcome to 2074 Laurelwood Way, a stunning one-story Pomelo model by Meritage Homes, perfectly situated towards the end of a cul de sac in the gated community called Hawks Crest, near Lake Howell. This well maintained 2019 built home has 4-bedrooms and 3-bathrooms and is move-in ready, the residence combines elegant design, thoughtful upgrades, and a resort-style living atmosphere. Step inside to an inviting open floor plan highlighted by tray ceilings, upgraded appliances, and energy-efficient smart home features. The walk-in custom pantry, custom upgraded primary closet with an island, and other custom closet and storage areas, along with the custom modern laundry room are meaningfully placed throughout the home. In the kitchen, there is a double oven, a large pantry, and numerous pull-out drawers in the lower cabinets which make organization clean and effortless. Relax in the screened in patio as you enjoy the view of greenery and trees which is deemed as conservation. At night, turn on the market lighting and utilize the custom roller shade for the sliding glass door. The large backyard is fenced in with sturdy iron rod fencing. The backyard area is large enough for a possible pool, playground, and a large open area for hosting and pets. Additional features include electrical vehicle (EV) charging pre-wiring in the garage, overhead custom garage storage, installed gutters, and a Ring camera system for added peace of mind. Residents of Hawks Crest enjoy exclusive amenities such as access to a clubhouse for hosting personal events and celebrations, a resort style community pool, splash pad, a community bbq area, community dock and pier, two playgrounds, and a 24-hour fitness center. Living here gives you convenient access to Park Avenue, Winter Park Village, hundreds of restaurants, many shopping areas, and top-rated schools. Built in 2019, this timeless home offers the perfect blend of comfort, sophistication, and location. Schedule your private showing today—your Winter Park lifestyle awaits! The listing agent is owner.

2074 Laurelwood Way, Winter Park
$425,000
3 Beds ⋅ 2 Baths ⋅ Winter Woods Unit 03 SubDv. ⋅ 32792 Zip Code
One or more photo(s) has been virtually staged. Welcome home to 2218 King Richards Court — a beautifully updated pool home tucked away on a quiet cul-de-sac in the highly desirable Winter Woods community of Winter Park. This charming 3-bedroom, 2-bathroom residence offers the perfect blend of modern updates, comfort, and location. Step inside and immediately notice the brand-new flooring that flows throughout the spacious living areas, complementing the home’s open and inviting layout. The fully remodeled kitchen (2025) features all-new stainless steel appliances, sleek cabinetry, quartz countertops, and stylish finishes — a true showpiece for anyone who loves to cook or entertain. Enjoy peace of mind knowing the roof, HVAC, and water heater have all been updated within the last 4 years, ensuring years of worry-free living. The primary suite offers a private retreat with an en-suite bathroom, while two additional bedrooms provide flexibility for guests, a home office, or family. Outside, step through sliding glass doors to your screened-in patio and sparkling pool, surrounded by lush landscaping and a fully fenced backyard — ideal for relaxing or hosting gatherings year-round. Additional highlights include a two-car garage, block construction, no HOA, and a prime location close to downtown Winter Park, Park Avenue shopping and dining, UCF, Rollins College, and major roadways for easy commuting. Whether you’re a first-time homebuyer, downsizing, or looking for a move-in-ready property in a sought-after neighborhood, this Winter Park gem truly has it all.

2218 King Richards Court, Winter Park
$180,000
2 Beds ⋅ 2 Baths ⋅ Parkview Village SubDv. ⋅ 32792 Zip Code
Welcome to Parkview Village — one of Winter Park’s most convenient and sought-after condo communities! This move-in ready 2-bedroom, 2-bathroom first-floor end unit offers a perfect blend of comfort and location. Step inside to find a bright, open-concept living and dining area with tile flooring throughout the main spaces and new luxury vinyl plank in both bedrooms for easy maintenance. The kitchen features granite countertops, solid wood cabinetry, and a full appliance package including refrigerator, dishwasher, and microwave. The spacious primary suite includes a walk-in closet and a private bath with tiled shower, while the secondary bedroom offers flexibility for guests or a home office. Enjoy your morning coffee or unwind in the evening on your screened-in porch overlooking the community’s peaceful green space. Residents enjoy resort-style amenities including a sparkling pool, clubhouse, fitness center, and lush landscaped grounds with walking paths. HOA dues include water, trash, and exterior maintenance, allowing for truly low-maintenance living. Centrally located near Full Sail University, Valencia College, Rollins College, Park Avenue, Baldwin Park, and UCF, this property offers easy access to shopping, dining, and top-rated Winter Park schools. Whether you’re a first-time buyer, downsizer, or investor, this condo checks all the boxes for value and location.

2941 Antique Oaks Circle Unit 79, Winter Park
$350,000
3 Beds ⋅ 2 Baths ⋅ Woodcrest Unit 01 SubDv. ⋅ 32792 Zip Code
Discover the perfect blend of comfort and convenience in this beautifully remodeled 3-bedroom, 2-bath home located in Winter Park’s desirable Woodcrest neighborhood. Featuring quartz countertops, stainless steel appliances, and thoughtful modern updates throughout! Newer roof (2018), plumbing (2021), and windows (2019)! This home is truly move-in ready. Enjoy relaxing on the covered back patio, hosting with ease in the open living spaces, and being just minutes from top-rated schools, parks, dining, and everything Winter Park has!

5110 N Woodcrest Drive, Winter Park
$85,000
2 Beds ⋅ 2 Baths ⋅ Winter Park Woods Condo SubDv. ⋅ 32792 Zip Code
2 Bedrooms and 1.5 upgraded condo unit in Winter Park Woods

110 Scottsdale Square Unit 110, Winter Park
$1,075,000
4 Beds ⋅ 3 Baths ⋅ Waters Edge At Hawks Crest SubDv. ⋅ 32792 Zip Code
In the private gates of Hawks Crest, this exquisite Palermo II residence by Meritage Homes showcases over $300,000 in luxurious upgrades and an impeccable blend of elegance and modern comfort. Designed for effortless living and grand entertaining, the single-story floor plan offers an inviting open concept layout. A spacious living area centers around an electric fireplace and expansive glass sliders that open to a tranquil resort-style retreat. At the heart of the home, the chef’s kitchen features quartz countertops, elegantly crafted cabinetry and designer lighting, complemented by adjacent dining and gathering areas ideal for hosting. The residence offers four spacious bedrooms, three beautifully appointed baths, and a three-car garage equipped with built-in cabinets and storage racks for added convenience. Additional highlights include a custom primary suite closet and a beautifully designed laundry room, both thoughtfully tailored for organization and functionality. A premium surround sound system enhances the interior and extends outdoors to the pool and patio area, creating a seamless atmosphere for everyday living and entertainment. Outdoors, a private saltwater pool and spa await, heated by gas and equipped with an automatic fill and drain system for effortless enjoyment. The fully fenced backyard, with no rear neighbors, is framed by lush tropical landscaping, complete with three gated entries and a serene fire pit retreat, providing privacy and tranquility. Residents of Hawks Crest enjoy a thoughtfully designed community featuring a resort-style swimming pool, virtual guard gate, clubhouse, fitness center, splash pad, playgrounds and a dog park, along with exclusive access to Lake Howell. For added convenience, Park Maitland Preschool, Kelly’s Ice Cream and Foxtail Coffee Co. are right at the front of the neighborhood. This remarkable home captures the essence of luxury, comfort and contemporary Florida living.

1245 Wading Waters Circle, Winter Park
$389,000
3 Beds ⋅ 2 Baths ⋅ Villas Of Casselberry Ph 3 SubDv. ⋅ 32792 Zip Code
Welcome to this beautifully renovated 3-bedroom, 2-bath home tucked inside a quiet Winter Park neighborhood—just minutes from Park Avenue’s shops, dining, and charm. Located on a spacious CORNER lot, this property stands out with the only PRIVATE POOL in the community—a rare find in this area! Inside, you’ll find a FULLY UPDATED kitchen with new appliances, stylish tilework, and modern finishes. Both bathrooms have been completely remodeled with new vanities, counters, and tile for a clean, contemporary feel. The primary suite features sleek marble flooring, while the two back bedrooms offer warm wood floors for a cozy contrast. Enjoy brand-new sliding glass doors off both the primary and back bedroom—flooding the space with natural light and offering easy access to the backyard and pool area. The FULLY FENCED yard is perfect for entertaining or just relaxing in your own private retreat. You’ll also love being just steps away from the community pool, scenic pond, gazebo, and walking path—giving you multiple ways to unwind. This home is truly move-in ready and delivers the best of Winter Park living—location, style, and your own private pool. Come take a look before it’s gone!

3383 Hamlet Loop, Winter Park
$495,000
4 Beds ⋅ 2 Baths ⋅ Winter Park Pines SubDv. ⋅ 32792 Zip Code
One or more photo(s) has been virtually staged. ?? Mid-Century Modern Gem in Sought-After Winter Park Pines Lovingly maintained and move-in ready, this Mid-Century Modern 4-bedroom, 2-bath home (just under 1,700 sq. ft.) offers light-filled living and timeless style in the heart of Winter Park Pines. Set beneath graceful mature oaks, the landscaped front yard provides a welcoming canopy. Step through the front door into a travertine-floored foyer overlooking the open living and dining areas — ideal for entertaining or relaxing in natural light. The modern kitchen features: Painted wood cabinetry, Granite countertops and stainless steel appliances (range, refrigerator, microwave, dishwasher, and wine fridge), Peninsula bar with prep sink for easy meal prep, French doors opening to the backyard. All four bedrooms feature ceiling fans and brand new textured carpet. The primary suite includes two closets and an updated marble-tiled bath. Enjoy the fully fenced backyard with garden space and irrigation system—perfect for pets, play, or quiet evenings under the trees. There’s also extra storage off the courtyard-entry carport, plus a pantry and coat closet for everyday convenience. Insulated, upgraded windows, Upgraded electrical service, Fresh paint throughout, New carpet and fixtures. The prime location is located just steps from Winter Park Pines Golf Course and minutes from Park Avenue, Winter Park Village, and Baldwin Park Town Center. Convenient to shopping, dining, and top-rated schools.

422 S Ranger Boulevard, Winter Park
$340,000
3 Beds ⋅ 2 Baths ⋅ Glenmoor SubDv. ⋅ 32792 Zip Code
This is the Opportunity of Winter Park 2025 !! Possibilty for 4th bedroom or Office! Nov 26 Price improvement! make the deal ! All the Big items are Fresh and Ready New Shingles on the Roof in 2018, HVAC System is from 2017, Hot Water Heater is 2019, Interior Walls Ceilings and Trim were just Completely repainted,Stainless Steel Appliance package. Bathrooms have been updated as well. All New Hinges and Door Knobs with Nichol Finish, New LED Lights for max efficiency and modern brighness. Ceiling Fans in most rooms. Side Entry Garage on 1/3 Acre Lot with extra Parking pad/driveway. Boat/Trailer storage behind fence at end of 2nd Driveway. Great Floor Plan with tile floors through out. Located in the most desired schools and access to all the best Orange County has to offer.Plenty of opportunity for some sweat equity as well.Chance to Move in before the Holidays and just intime to file for Homestead in 2026 See it today!! Now is the Time to make your Best deal

7728 Glenmoor Lane, Winter Park
$912,500
4 Beds ⋅ 3 Baths ⋅ Sanctuary At Lake Ann SubDv. ⋅ 32792 Zip Code
Welcome to 210 Laurel Park Court—a thoughtfully designed, single-story residence offering 4 bedrooms, 3 bathrooms, and a dedicated home office. Nestled on a ?-acre lot with a beautiful lake view of Lake Ann, this exquisite home is part of a private, gated enclave of just eight custom-built homes, perfectly situated close to everything you love about Winter Park living. Built by Arthur Rutenberg Homes and meticulously maintained, this residence showcases an array of upscale features designed for both comfort and luxury. Step inside to discover soaring ceilings, crown molding, and 18" neutral porcelain tile flooring, which together enhance the home’s open-concept design and timeless aesthetic. The formal living and dining rooms set the stage for elegant entertaining, while the spacious family room flows effortlessly into the kitchen and breakfast nook. The gourmet kitchen features a sleek gas cooktop, 42" solid wood cabinetry, and granite countertops—perfect for crafting culinary masterpieces. Natural light fills the open living areas, complemented by wood Bermuda shutters and integrated surround sound—ideal for both entertaining and everyday enjoyment. The primary suite is a serene retreat, offering direct lanai and pool access, his-and-hers walk-in closets, and a spa-inspired bathroom with a freestanding jetted Jacuzzi tub, glass shower enclosure, and dual vanities. This home has been thoughtfully updated for efficiency and peace of mind, featuring: Solar panels (2020) for reduced energy costs New A/C systems – condenser (2023) and air handler (2025) New hot water heater (2023) New washer & dryer (2022) Relax in the inviting living area centered around a stylish gas fireplace, or step outside to enjoy the beautiful pool and spa area—a private haven perfect for alfresco dining and leisurely afternoons. Each spacious bedroom has been designed to provide a peaceful sanctuary, while the landscaped yard adds to the home’s curb appeal and outdoor enjoyment. Ideally located just minutes from Winter Park’s boutiques, fine dining, cultural attractions, and top-rated schools, 210 Laurel Park Court offers an unparalleled blend of luxury, convenience, and modern efficiency. Experience the lifestyle you’ve always dreamed of in this exquisite home. (A one-time HOA capital contribution of $1,000 is required at closing.)

210 Laurel Park Court, Winter Park
$317,000
3 Beds ⋅ 2 Baths ⋅ Windward Square Sec 1 SubDv. ⋅ 32792 Zip Code
Fantastic end unit with enclosed Florida Room in the sought after Windward Square! This 3/2 features several updates including a, updated kitchen with 42" wood cabinets, granite counters and a center island! Most rooms have upgraded ceiling fans from Dan”s Fans with a lifetime guarantee. The home has newer A/C, high impact windows and the home has been re-piped for your peace of mind. This is a wonderful space and great to prep for a dinner party! Open floor concept with dining room and family room. Enclosed Florida room with high impact windows is great extra living space marking this home just over 1700sf. Master bedroom is a good size with walk in closet. Secondary rooms are spacious and full 2nd bath. You have a wonderful front fenced courtyard and a nice sized fenced back yard. End unit and 2 assigned car parking spaces. Community features low HOA and community pool, gated back entrance for easy access to Semoran, tennis courts and club house. Zoned for great Seminole County schools and minutes to shopping/dining, Altamonte Springs Mall, Downtown Winter Park, Full Sail University and to UCF. This is a great one level townhome with very reasonable HOA.

2401 Antilles Drive, Winter Park
$505,000
4 Beds ⋅ 2 Baths ⋅ Tamarak SubDv. ⋅ 32792 Zip Code
Welcome to this charming 4 bedroom, 2 bath home located in the desirable Charter Oaks subdivision of Winter Park. The centrally located kitchen features stainless steel appliances, granite countertops, and a breakfast bar that seamlessly connects to the family room. Enjoy cozy evenings by the wood burning fireplace or host gatherings in the separate dining room and spacious living room. Step outside to your own private retreat with a fully fenced yard and a covered screened patio with pool, perfect for year round entertaining and relaxation. This home also includes fully owned solar panels offering energy efficiency and reduced utility costs. Nestled in a quiet tree lined neighborhood with no HOA, this home provides the perfect balance of peace and convenience. You will be just minutes from Park Avenue, boutique shopping, world class dining, and the scenic Winter Park Chain of Lakes. Families will appreciate access to top rated schools, nearby parks, and recreational opportunities. With easy access to major highways and a short drive to downtown Orlando, this location simply cannot be beat.

1691 Bomi Circle, Winter Park
$268,000
2 Beds ⋅ 2 Baths ⋅ Gallery At Winter Park Sec 01 SubDv. ⋅ 32792 Zip Code
PRICE REDUCED!!!!!!!!!IMMACULATE !!!!! Close to everything from this quiet 2nd floor 2/2 condo at THE GALLERY in Winter Park! Safe 3-minute walk to Publix, restaurants, movies and Crealde Art Center via gated back entrance to complex, Starbucks just outside the other way. Stainless steel and granite, dishwasher, built-in microwave. High ceilings in LR/DR and master. Walk-in closet in master. Screened balcony overlooks community pool and a beautiful pink crape myrtle, blooming soon. A/C replaced in 2019. Hall laundry closet includes W/D. Neutral colors are ready for you to make it your own. Short drive from Rollins, Park Avenue, Trader Joe's, Winter Park Hospital, YMCA and more.

609 Gallery Drive Unit B204, Winter Park