Location: Winter Garden
Keyword(s): West Orange High
Keyword(s) High School: West Orange High
Do Not Show Listings
15684 ORANGE HARVEST LOOP, WINTER GARDEN, FL 34787
$459,90048 Days on yellowkey MLS ID: W7885221
REDUCED by $10,000 (2.1%) on 05/23/2026
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 2012 Built: 2016Monthly Fee: $366 Tax: $5,348 (2025)Community: Hickory HammockSpa: NoTownhouse
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$5,348
Elementary School: Whispering Oak Elem
High School: West Orange High
Tax Year: 2025
Middle School: Hamlin Middle
Remarks: Welcome to 15684 Orange Harvest Loop, a 3-bedroom, 2.5-bath townhouse with a loft, located in the highly desirable Hickory Hammock neighborhood of Winter Garden, Florida. Known for its charming architecture and resort-style amenities, Hickory Hammock offers an exceptional lifestyle in one of Winter Garden's most sought-after communities. This inviting townhouse features a bright, open floor plan designed for both everyday living and entertaining. The main living areas create a warm and welcoming atmosphere that flows seamlessly into the kitchen, which offers ample cabinet and counter space for cooking, hosting, and gathering with family and friends. Upstairs, the spacious loft provides flexible living space ideal for a home office, media room, play area, or additional lounge. All three bedrooms are well sized, offering comfort and privacy. The primary suite serves as a relaxing retreat with an en-suite bathroom with dual vanities, while the additional bedrooms share a conveniently located full bath with a double sink vanity. A half bath on the main level adds extra convenience for guests. Residents of Hickory Hammock enjoy a wide array of resort-style amenities including a community pool, clubhouse, fitness center, playgrounds, walking trails, tennis courts, a dog park, scenic parks, and a fishing pier. Ideally located near Disney World, downtown Winter Garden, top-rated schools, shopping, dining, and major roadways such as SR 429, this home offers both convenience and an active, community-focused lifestyle. Schedule your private showing today and experience everything this wonderful townhouse has to offer.
Listing is courtesy of: CHARLES RUTENBERG REALTY INC (727-538-9200)
Listing Agent: Mary Sue Piesik (352-232-6873)
15480 SANDFIELD LOOP, WINTER GARDEN, FL 34787
$749,90045 Days on yellowkey MLS ID: O6399241
1 Days Off yellowkey (back on 5/22/2026)
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2574 Built: 2013Monthly Fee: $114 Tax: $7,534 (2025)Community: Reserve/Carriage Point Ph 1Spa: YesSingle Family
Taxes:$7,534
Elementary School: Hamlin Elementary
Remarks: Under contract-accepting backup offers. One or more photo(s) have been virtually staged. Set within one of Winter Garden’s most sought-after communities, 15480 Sandfield Loop presents a thoughtfully updated residence defined by clean, modern finishes, soaring interior volume, and a seamless connection to outdoor living. A welcoming front elevation and expansive paver driveway introduce the home with presence, leading to a light-filled interior where elevated ceiling heights and continuous wood-look tile flooring create an immediate sense of openness and cohesion. The main living area is anchored by volume and natural light, with large sliding glass doors framing views of the covered lanai and screened pool beyond. The kitchen has been completely redesigned with all-new cabinetry and features granite countertops and a functional island layout that offers both everyday practicality and an ideal setting for gathering. Pendant lighting and stainless steel appliances complete the space, maintaining a clean, timeless aesthetic. All secondary bathrooms have been fully updated with modern finishes, including sleek vanities, updated fixtures, and sliding glass door showers, delivering a polished, move-in ready experience throughout. The primary suite offers a spacious layout with the opportunity to further personalize, creating a private retreat tailored to your vision. Outdoor living is where this home truly shines. The covered lanai extends seamlessly from the interior, overlooking a screened-in pool and spa designed for year-round enjoyment. Beyond, the fully fenced backyard opens to a rare sense of privacy, backing to a rural settlement with no direct rear neighbors, creating a setting that feels both open and secluded. Positioned on a corner homesite along a gently curved street, the property benefits from added spacing, enhanced curb presence, and a more open feel than typical interior lots. Situated just minutes from shopping, dining, and major roadways, this home combines thoughtful interior updates, strong architectural volume, and a highly livable indoor-outdoor layout, an increasingly rare offering at this price point.
Listing is courtesy of: ORLANDO PROPERTY ADVISORS (407-808-3695)
Listing Agent: Kayla Devoogel (407-493-5452)
325 CRYSTAL WOOD DR, WINTER GARDEN, FL 34787
$1,600,00023 Days on yellowkey MLS ID: O6408089
Bed: 5 Bath: 5.0 Gar: 3 Liv Area Sq Ft: 4442 Built: 2025Monthly Fee: $240 Tax: $1,955 (2025)Community: Winter GrvSingle Family
Taxes:$1,955
Elementary School: None
Middle School: None
Remarks: Welcome to Winter Grove in the charming city of Winter Garden. Ideally located just 1.2 miles from Winter Garden Village and approximately 2.8 miles from Historic Downtown Winter Garden, this intimate gated community offers the perfect blend of luxury, convenience, and privacy. Featuring spacious homesites and no CDD, residents enjoy easy access to premier shopping, dining, entertainment, and everything that makes this one of Central Florida’s most sought-after locations. Introducing the stunning Roseland model, a beautifully designed 5-bedroom, 5-bathroom residence with a 3-car garage, offering an exceptional balance of elegance, functionality, and thoughtfully curated finishes throughout. As you step through the impressive double glass entry doors, you are welcomed by a dramatic two-story foyer that immediately creates a grand first impression. Just off the entrance, an enclosed flex room provides endless possibilities—ideal as a home office, fitness room or additional living space—while the formal dining room creates the perfect setting for entertaining. Continuing through the home, a striking staircase featuring engineered hardwood plank treads and wrought iron balusters enhances the sophisticated design. Tucked beneath the staircase is a wine lover’s dream: a stylish wine cave complete with built-in cabinetry, quartz countertops, and designer tile backsplash. At the heart of the home, the open-concept kitchen is designed to impress, featuring built-in KitchenAid stainless steel appliances, including a gas-cooktop, oven, and beverage cooler. Beautiful two-tone soft-close cabinetry is paired with elegant quartz countertops, creating a timeless and refined aesthetic, while a spacious walk-in pantry provides abundant storage. The seamless flow between the kitchen, café, and gathering room creates an inviting and light-filled space, ideal for both everyday living and entertaining. Sliding doors lead to the covered lanai, which has already been pre-plumbed and pre-wired for a future outdoor kitchen, including electric, water, sewer, and natural gas connections—allowing the future owner to easily create their dream outdoor living space. Also located on the first floor is a spacious Multi-Gen Suite, perfect for guests or multigenerational living, complete with a walk-in closet and private bathroom. Upstairs, the luxurious owner’s suite occupies its own private wing, creating a peaceful retreat. An additional sitting area provides the perfect place to unwind or enjoy quiet moments. The spa-inspired owner’s bath showcases a freestanding soaking tub, oversized frameless glass shower and generous dual walk-in closets. The second floor also features additional well-appointed bedrooms, including two connected by a Jack-and-Jill bathroom and another with its own private en-suite bath, offering both comfort and privacy for family and guests. The upstairs laundry room, complete with cabinetry and a utility sink with quartz finishes, adds everyday convenience. Residents of Winter Grove also enjoy access to community amenities including a beautiful pond with walking trails. With an intelligently designed floor plan, carefully selected finishes, and a highly desirable location, this exceptional home offers the perfect blend of luxury, comfort, and lifestyle. Schedule your private tour today and experience this extraordinary home has to offer.
Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)
Listing Agent: Daniel Pavel (407-747-3408)
303 SOUTHERN PECAN CIR #107, WINTER GARDEN, FL 34787
$223,500125 Days on yellowkey MLS ID: S5143459
REDUCED by $4,000 (1.8%) on 05/21/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 838 Built: 2005Monthly Fee: $343 Tax: $2,540 (2024)Community: Southern PinesSpa: YesCondo
Taxes:$2,540
Elementary School: SunRidge Elementary
Tax Year: 2024
Middle School: SunRidge Middle
Remarks: Freshly painted 1-bedroom, 1 bath. Ready to move-in. Laminate floors in the dining area, living room, and bedroom. Kitchen and Bath have ceramic tiles. Southern Pines has many amenities, like in door basketball court, a Racketball court, tennis, Volleyball, a car wash, a dog park, playground. Fully equipped Gym and theatre, Pool table in the clubhouse, BBQ Grills and a kitchen area with only a small refrigerator and sink, Great counter space with tables and chairs for small partiescual. Owner financing available, call for details. NEW PRICE!!!!
Listing is courtesy of: HOMESMART (407-476-0451)
Listing Agent: Maria Lloret (407-929-1994)
897 LANDRUM DR, WINTER GARDEN, FL 34787
$899,90037 Days on yellowkey MLS ID: O6404632
1 Days Off yellowkey (back on 5/20/2026)
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3012 Built: 2013Monthly Fee: $208 Tax: $6,263 (2025)Community: Oakland ParkSingle Family
Taxes:$6,263
Elementary School: Tildenville Elem
Middle School: Lakeview Middle
Remarks: Under contract-accepting backup offers. Welcome to one of Winter Garden's most coveted addresses — nestled in the heart of the Golf Cart District, this beautifully appointed Oakland Park home delivers the Florida lifestyle you've been waiting for. With 4 bedrooms, 3.5 bathrooms, and 3,012 square feet of thoughtfully designed living space, this 2013-built corner lot residence blends everyday comfort with elevated finishes at every turn. Step inside to soaring vaulted ceilings in the family room that create an immediate sense of volume and light. Rich wood flooring flows through the downstairs living areas, complemented by clean ceramic tile and plush carpet in the bedrooms — a seamless combination of warmth and function. The open layout is designed for real living, whether it's a quiet evening in or hosting the people you love most. Outside, brick pavers set the tone for an outdoor living experience that's genuinely special. A large covered back patio creates the perfect setting for morning coffee or evening entertaining, while a classic breezeway connects the home to the garage with both style and practicality. But it's the location that truly sets this home apart. Oakland Park is one of Central Florida's most sought-after communities — complete with two resort-style pools, a beautifully appointed clubhouse, and a dedicated dog park. Step outside your door and hop on your golf cart to access the iconic West Orange Trail, or cruise just minutes into the heart of Downtown Winter Garden, where Plant Street Market, award-winning restaurants, rooftop bars, and a thriving local food scene await. This is the rare home where community, convenience, and character all converge.
Listing is courtesy of: COMPASS FLORIDA LLC (407-203-9441)
Listing Agent: Matthew Mckee (407-948-0658)
87 WINDTREE LN #K, WINTER GARDEN, FL 34787
$200,000106 Days on yellowkey MLS ID: G5108773
REDUCED by $5,000 (2.4%) on 05/20/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 918 Built: 1984Monthly Fee: $300 Tax: $587 (2024)Community: Windtree Gardens Condo Ph 03Condo
Taxes:$587
Elementary School: Maxey Elem
Remarks: Large Price Improvement. Downstair location, peace and ease with this updated 2/2 FIRST FLOOR condo in Winter Garden. You will love this condo placement in the rear of the community near the pond with fountain, community pool, rentable clubhouse, basketball courts and NO STAIRS. Enjoy the private setting while sitting on your screened porch with your favorite book or beverage and the frequent visits from the neighborhood ducks. The condo has been updated to include the cabinets, counters, updated bathrooms and tile floors throughout. Move in ready so just grab your things and come on. What's Nearby? ANYTHING you could need or want. Only 1.5 miles from downtown Winter Garden, 2.5 miles to Winter Garden Village, 15 miles to Walt Disney World® and other theme parks, 24 miles to MCO Orlando's International Airport/Brightline highspeed passenger train and just over an hour to dip your toes in salty water and sand on Florida's World Famous Beach in Daytona. Downstair units with perfect location do not come around often so book your private tour today and ask your REALTOR for the video walk through link.
Listing is courtesy of: BONJORN REAL ESTATE (352-394-2112)
Listing Agent: Mendy Bacon (407-383-7213)
16768 SANCTUARY DR, WINTER GARDEN, FL 34787
$1,575,000145 Days on yellowkey MLS ID: O6374904
1 Days Off yellowkey (back on 5/7/2026)
REDUCED by $15,000 (0.9%) on 04/14/2026
Bed: 5 Bath: 4.5 Gar: 4 Liv Area Sq Ft: 4258 Built: 2021Monthly Fee: $165 Tax: $13,171 (2024)Community: Sanctuary/Twin WatersSpa: YesSingle Family
Taxes:$13,171
Remarks: Under contract-accepting backup offers. GORGEOUS LAKEFRONT POOL HOME BEING OFFERED IN THE TRANQUIL LAKE COMMUNITY, SANCTUARY AT TWIN WATERS! The home sits on a HALF-ACRE LOT on LAKE AVALON! This 5-bedroom, 4 and 1/2 bath, 4 car garage home has 4,258 heated square feet and 5,916 total square feet. The plan is perfect for MULTIGENERATIONAL LIVING with a guest (in-law) bedroom and ensuite bathroom downstairs; and upstairs the back bedroom has its own ensuite full bathroom. The GOURMET KITCHEN will delight the most avid chef with generous upgraded light gray shaker cabinets including modern hardware and stacked pot drawers for all those cooking gadgets! Sparkling white quartz countertops, meet high-end stainless-steel appliances including a 5-burner gas cooktop, double oven, microwave, refrigerator, and dishwasher. Need lots of organized space in your pantry? No problem-this pantry comes with a professional organizer system including pullouts. You will love gathering around the large coordinating island complete with contrasting navy shaker cabinets, white quartz countertops, stainless farmhouse sink, and counter bar area! The rest of the downstairs living areas (great room, breakfast room, and formal dining room) flow open from the kitchen offering spectacular views of the lake. A pool half bath rests behind the kitchen for easy guest access. You will absolutely love the dedicated and professionally organized laundry room with sink, cabinets, and plenty of folding/hanging areas. Did I mention that the WHOLE HOUSE HAS PLANTATION SHUTTERS and EVERY CLOSET HAS “CALIFORNIA” PROFESSIONAL ORGANIZERS!!! The downstairs living area is covered with light gray, easy to maintain wood looking tile, and soft carpet around the great room TV area. The expansive downstairs primary suite features an extended flex room perfect for an office area, sitting room, or workout area. BOTH primary suite ROOMS LOOK OUT OVER THE salt chlorinated and screened POOL with SPA. Step right out your French doors into the heated spa as you watch the sun set over the lake! You will absolutely love the light, airy primary bathroom complete with free standing soaker tub, huge shower with frameless glass enclosure, and gorgeous white marble-looking porcelain tile covering the floor and shower walls. Light gray cabinets meet medium gray quartz countertops creating a true work of art! Look at the huge, organized closet perfect for all your clothes and accessories! All the bedrooms have a plush carpet for comfort. The upstairs features the bedroom with ensuite bathroom, two other bedrooms that share a bathroom, and a huge bonus room just perfect for game night, movie night, or just chilling as you look out at the lake! The new owner can build a dock on Lake Avalon. Enjoy the pool amenity and Lake Park area just inside the main entrance to the community. Sanctuary at Twin Waters is a convenient location just out from the hustle and bustle, but convenient to all that Winter Garden has to offer including Disney, the charming Downtown Winter Garden with the 20 mile West Orange trail network, Winter Garden Village with its shops and restaurants, and so many other fantastic activities which make this one of the top Central Florida areas to live in. Great local public schools as well as private schools surround the area adding to a great quality of life.
Listing is courtesy of: GALLOWAY REAL ESTATE (407-421-9990)
Listing Agent: Sidney Galloway (407-421-9990)
15327 HERON HIDEAWAY CIR, WINTER GARDEN, FL 34787
$915,000126 Days on yellowkey MLS ID: G5107891
Bed: 7 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 4267 Built: 2012Monthly Fee: $128 Tax: $11,470 (2025)Community: Johns Lake Pointe A & SSingle Family
Taxes:$11,470
Remarks: Welcome to this stunning and spacious 7-bedroom home, located in one of Winter Garden’s most desirable areas, just minutes from Historic Downtown Winter Garden. Recently painted and thoughtfully updated, this property offers the perfect blend of comfort, style, and convenience. The expansive layout features generous living spaces, ideal for both everyday living and entertaining. Step outside to your private backyard oasis, complete with a beautiful pool—perfect for relaxing, hosting gatherings, or enjoying sunny days year-round. Recent updates enhance the home’s bright, fresh feel while preserving its timeless appeal. Ideally situated close to Winter Garden Village, as well as shopping, popular restaurants, top-rated schools, hospitals, and everyday essentials, this home delivers exceptional lifestyle convenience without sacrificing privacy or space. A rare opportunity to own a move-in-ready home in a prime location—this one truly has it all.
Listing is courtesy of: OLYMPUS EXECUTIVE REALTY INC (407-469-0090)
Listing Agent: Marcus Correa, Pa (407-952-4470)
503 FIRST CAPE CORAL DR, WINTER GARDEN, FL 34787
$556,00088 Days on yellowkey MLS ID: O6381166
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2365 Built: 2006Monthly Fee: $123 Tax: $3,974 (2024)Community: Black Lake Park Ph 01Single Family
Taxes:$3,974
Remarks: PRICE IMPROVEMENT!! Set within a gated community, Black Lake Park, just moments from Winter Garden Village - This beautifully maintained corner-lot residence offers a rare blend of everyday convenience and true lake-life access. A standout feature of the community is the PRIVATE BOAT RAMP and dedicated boat parking, providing direct entry to Black Lake — an exceptional amenity seldom found so close to town. The home itself has been thoughtfully cared for and updated, featuring a 2022 roof, fully fenced backyard, and an open, airy floor plan designed for both comfort and entertaining. High ceilings enhance the sense of space, while the primary suite serves as a private retreat with two walk-in closets and generous proportions throughout. Ideally located near top local restaurants, shopping, and entertainment, this home is just a five-minute drive to historic Plant Street in downtown Winter Garden and offers easy access to major highways for a seamless commute. Whether enjoying waterfront weekends, dining out nearby, or relaxing at home, this property delivers a lifestyle that is as convenient as it is distinctive.
Listing is courtesy of: REGENCY REAL ESTATE LLC (407-469-5021)
Listing Agent: Heather Spirazza (407-757-6022)
419 WINTER GROVE BOULEVARD, WINTER GARDEN, FL 34787
$874,99072 Days on yellowkey MLS ID: O6395693
3 Days Off yellowkey (back on 5/19/2026)
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2650 Built: 2026Monthly Fee: $240 Tax: $1,955 (2025)Community: Winter GroveSpa: NoSingle Family
Remarks: Under Construction. Welcome to Winter Grove in the charming city of Winter Garden. Located 1 mile from Winter Garden Village and 3 miles from historic downtown Winter Garden. This intimate gated new community features single-family homes on large homesites without a CDD. Residents enjoy all the proximity to shopping, dining, and entertainment this area is known for. Step into the Imperial by Pulte Homes, where luxury and convenience seamlessly combine to create a truly elevated living experience. This remarkable 5-bedroom, 3.5-bathroom home with a 2-car garage offers unparalleled craftsmanship and thoughtful design throughout. The open-concept layout flows effortlessly, creating an expansive, airy feel that exudes both sophistication and comfort. On the first floor, discover a private en suite bedroom with a walk-in closet and elegant quartz countertops—a perfect retreat for guests. At the heart of the home, the chef-inspired kitchen is a true masterpiece, featuring 42” soft-close cabinetry, striking quartz countertops and decorative tile backsplash. Whirlpool stainless steel appliances, including a built-in natural gas cooktop and a refrigerator, make cooking a pleasure. The kitchen seamlessly connects to the café and gathering room, where a sliding glass door opens to the covered lanai, enhancing the flow of indoor-outdoor living. The first floor also offers a convenient powder room, perfect for guests. Upstairs, the luxurious owner’s suite is a private sanctuary, featuring a spacious walk-in closet and a spa-like en suite bathroom with quartz-topped dual vanity sinks and a frameless glass enclosed shower. The loft area provides the perfect space to unwind, while three additional bedrooms and a bathroom complete the upper level. For added convenience, a thoughtfully located upstairs laundry room with utility sink simplifies everyday tasks. Beautiful wood-look luxury vinyl plank flooring is found throughout the main living areas of the first-floor, at the stair case, and first floor bedroom, while plush, stain-resistant Shaw carpet can be found throughout the upstairs bedrooms and loft, and tile complements the bathrooms and laundry room. Designer-curated finishes elevate every corner of this home, including pendant light pre-wire and under cabinet lighting in the kitchen, brushed nickel plumbing fixtures and hardware, 2” faux wood blinds, and Whirlpool washer and dryer enhance the home's style and comfort. This home is equipped with a smart thermostat, smart doorbell, and LED downlights, ensuring your home is as connected as it is beautiful. This home offers the perfect combination of luxury, convenience, and modern design—an ideal place to live and relax. Schedule a tour today!
Listing is courtesy of: PULTE REALTY OF NORTH FLORIDA LLC (407-250-9131)
Listing Agent: Adrienne Escott (407-250-9131)
1335 DANIELS COVE DR, WINTER GARDEN, FL 34787
$325,00029 Days on yellowkey MLS ID: O6402285
0 Days Off yellowkey (back on 5/18/2026)
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1371 Built: 1998Monthly Fee: $54 Tax: $1,024 (2025)Community: Daniels Crossing RepSingle Family
Taxes:$1,024
Remarks: Welcome to 1335 Daniels Cove Drive, a move-in ready gem in the heart of Winter Garden. Ideally located just minutes from Winter Garden Village, you’ll enjoy easy access to shopping, dining, entertainment, and major roadways, putting convenience right at your doorstep. Inside, fresh interior paint and tile flooring throughout create a clean, bright, and low-maintenance living space with a modern feel. The beautifully updated primary bathroom adds a stylish touch, while double-pane windows enhance energy efficiency and everyday comfort. Major improvements include a 2017 roof, offering peace of mind and added value for the next owner. Step outside to a fully fenced backyard with plenty of room for pets, play, entertaining, or simply unwinding in your own private outdoor retreat. With bright living spaces, a functional layout, thoughtful updates, and an unbeatable location, this home delivers the perfect blend of comfort, convenience, and lifestyle.
Listing is courtesy of: KGV REALTY GROUP (407-474-0844)
Listing Agent: Jaclyn Crawford (386-837-4530)
13412 FOX GLOVE ST, WINTER GARDEN, FL 34787
$849,90075 Days on yellowkey MLS ID: G5110319
REDUCED by $43,000 (4.8%) on 04/16/2026
Bed: 5 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 3954 Built: 2005Monthly Fee: $243 Tax: $5,889 (2025)Community: Stoneybrook West Un 06Spa: YesSingle Family
Taxes:$5,889
Remarks: WOW!!! OVER $40,000 RECENT PRICE REDUCTION!! Experience refined Florida living in this beautifully enhanced home located within a highly desirable golf course community. The property offers both style and peace of mind with a roof replaced just five years ago and a recently sealed and painted exterior. Inside, the home is designed for both comfort and entertainment, featuring an immersive surround sound system throughout the main level and an impressive dedicated theater/bonus space. Every detail has been curated to elevate everyday living. Step outside to your own private retreat—an exceptional backyard showcasing a custom pool and spa with a striking grotto feature, creating the perfect setting for relaxing or entertaining guests year-round. Residents enjoy access to an array of resort-style amenities, including a clubhouse with dining, fitness center, tennis and basketball courts, beach volleyball, playgrounds, and an expansive community pool. Ideally situated just minutes from world-renowned attractions like Walt Disney World, with convenient access to major expressways and premier shopping and dining destinations nearby, this home offers the perfect balance of luxury, location, and lifestyle. One or more photo(s) have been virtually staged. PLEASE REMOVE SHOES BEFORE ENTERING THE HOME!
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: Juli Onorata (407-864-7701)
2230 ROMANUM DR, WINTER GARDEN, FL 34787
$565,00093 Days on yellowkey MLS ID: O6389947
1 Days Off yellowkey (back on 5/17/2026)
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2562 Built: 2014Monthly Fee: $207 Tax: $8,425 (2025)Community: Alexander RdgSingle Family
Taxes:$8,425
Remarks: Motivated seller – bring your offers! Location, Location, Location! Don't miss the opportunity to own this beautiful and cozy 4-bedroom, 4-bath home featuring thoughtfully designed living spaces that combine comfort, functionality, and inviting charm. The main floor features all four bedrooms, offering convenience and privacy for everyday living. Upstairs, you’ll find a spacious bonus room with a full bathroom, perfect for a media room, game room, home office, or additional living space. This is the only area of the home with carpet, creating a comfortable and cozy environment for relaxation or entertainment. Throughout the main living areas, the home features luxury vinyl flooring, providing durability and a modern look while enhancing the overall warmth of the home. The kitchen opens beautifully to the main living area, creating a welcoming space for gathering with family and friends. The kitchen cabinets were recently refinished and painted, giving the kitchen a refreshed and updated appearance. Step outside and enjoy the screen-enclosed patio, offering a comfortable outdoor space where you can relax and enjoy Florida living with added protection from insects. The home also features attractive landscaping and brick pavers on the driveway and entrance, creating great curb appeal and a welcoming first impression. Additionally, the property includes solar panels, contributing to improved energy efficiency. This home offers a warm and inviting atmosphere with well-distributed spaces that make it perfect for both everyday living and entertaining. Schedule your private showing today and come experience the comfort and charm this home has to offer in a perfect location!
Listing is courtesy of: SELECTA REALTY LLC (407-777-7131)
Listing Agent: Marcelle Da Silva Sampaio (407-369-3621)
317 SOUTHERN PECAN CIR #102, WINTER GARDEN, FL 34787
$225,000109 Days on yellowkey MLS ID: O6384866
REDUCED by $3,000 (1.3%) on 05/14/2026
Bed: 1 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 738 Built: 2005Monthly Fee: $309 Tax: $245 (2025)Community: Southern Pines CondominiumCondo
Taxes:$245
Remarks: Welcome to Southern Pines in the heart of Winter Garden! This clean and well-maintained 1-bedroom, 1-bath upstairs condo offers bright, open living with a rare combination of features you won’t often find in the community. Positioned on the upper level, the home enjoys enhanced privacy and abundant natural light with windows on both sides of the building, creating an airy and inviting atmosphere throughout the open-concept living and dining area. The kitchen flows seamlessly into the main living space and features granite countertops, ample storage, and all appliances convey with the sale — making this home truly move-in ready. Enjoy peaceful views overlooking the community tennis courts and resort-style pool. Downstairs, the attached 1-car garage and generous under-stair storage closet provide exceptional storage space — a true rarity within the neighborhood. Enjoy maintenance-free living, with HOA fees covering lawn care, cable, internet and water. Spend your weekends exploring Winter Garden Village, just 1.5 miles away, or immerse yourself in the charm of historic Downtown Winter Garden, filled with cozy cafés, boutique shops, farmers markets, and more. Outdoor enthusiasts will appreciate easy access to the West Orange Trail, perfect for biking, jogging, or leisurely strolls. Commuting is effortless with quick connections to the Florida Turnpike, SR 408, and SR 429. The gated Southern Pines community offers impressive amenities, with the pool, hot tub, and clubhouse located across the street. Additional features include a covered playground, movie theater, game room, office space, outdoor kitchen with grills, tennis court, indoor basketball and racquetball courts, sand volleyball, and even a car wash station. Don’t miss your opportunity to own in one of Winter Garden’s most convenient and amenity-rich communities. Schedule your showing today.
Listing is courtesy of: THE REAL ESTATE COLLECTION LLC (407-656-7814)
Listing Agent: Anna Gay Hunter (407-446-9878)
13527 DANIELS LANDING CIR, WINTER GARDEN, FL 34787
$335,00029 Days on yellowkey MLS ID: O6408480
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1365 Built: 2004Monthly Fee: $320 Tax: $3,745 (2025)Community: Daniels Lndg A-JTownhouse
Taxes:$3,745
Remarks: Beautiful maintained 3 bedroom 2.5 bath townhome located in the highly desirable DANIELS LANDING community in WINTER GARDEN. This property features recent mayor updates including brand new carpet. Rooms on second floor. It has a screened porch to enjoy the afternoons with family and friends. Spacious layout, ideal location and low maintenance living make this property a standout. Top rated schools. Community amenities included gated access, pool, a clubhouse, fitness center and a playground. Conveniently located near Winter Garden Villages that offers shopping and gathering opportunities for everyone needs! Close to Mayor highways Turnpike, 429 and I-4. Minutes from Disney World and many other attractions! Great as a primary home or investment opportunity. A must see today!
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Julieta Kraponick (407-432-5102)
2154 OAKINGTON ST, WINTER GARDEN, FL 34787
$469,90044 Days on yellowkey MLS ID: O6402495
0 Days Off yellowkey (back on 5/15/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1585 Built: 2002Monthly Fee: $243 Tax: $5,166 (2025)Community: Stoneybrook WestSingle Family
Taxes:$5,166
Remarks: Welcome to this beautifully maintained, single-story home that perfectly blends comfort, style, and functionality. From the moment you arrive, the manicured front yard and inviting entry to set the tone for what’s inside. Step into a bright, open living space filled with natural light from large windows. The formal living and dining area offers the perfect setting for entertaining guests or enjoying quiet evenings at home. The kitchen is updated and designed with both style and convenience in mind, featuring modern appliances, generous storage, and a breakfast bar ideal for casual meals. Just beyond, the spacious family room provides plenty of seating for gatherings, movie nights, or simply relaxing with friends and family. This home offers a desirable split floor plan with a primary suite, complete with an ensuite bathroom and a full-size soaking tub—perfect for unwinding at the end of the day. Two additional bedrooms share a well-appointed full bathroom, making it ideal for families or guests. Step outside to your own private back yard fully fenced yard features a covered, screened-in patio—perfect for enjoying Florida year-round. The home has a New Roof and A/C in 2023.
Listing is courtesy of: REAL LIVING R E SOLUTIONS (407-253-1377)
Listing Agent: Tony Marino (407-468-2004)
131 SOUTHERN PECAN CIR #201, WINTER GARDEN, FL 34787
$235,00079 Days on yellowkey MLS ID: O6393946
REDUCED by $15,000 (6.0%) on 04/14/2026
Bed: 1 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 738 Built: 2005Monthly Fee: $309 Tax: $2,176 (2025)Community: Southern Pines CondoCondo
Taxes:$2,176
Remarks: Welcome to Southern Pines in the heart of Winter Garden. This well-maintained 1-bedroom, 1-bath upper-level condo offers a bright and functional layout with abundant natural light. The kitchen features granite countertops, ample cabinetry, and a practical layout that connects to the living and dining areas, creating a comfortable flow for everyday living. The open layout and high ceilings help maximize the space and give the unit an airy feel. The bedroom is comfortable and well-sized, offering a quiet and private retreat. This unit also includes an attached 1-car garage and additional storage, a valuable feature within the community. Southern Pines is a gated community with resort-style amenities including a pool, fitness center, tennis courts, basketball, racquetball, sand volleyball, playground, and clubhouse. The HOA covers lawn care, water, cable, and internet for added convenience. Ideally located near Winter Garden Village, Historic Downtown Winter Garden, and the West Orange Trail, with easy access to SR-429, Florida Turnpike, SR-408, and SR-50. Daily conveniences are just minutes away, including Publix (approx. 3 minutes) and Costco (approx. 8 minutes). Make this property your home today.
Listing is courtesy of: EC REAL ESTATE INVEST.& RENTAL (954-217-8649)
Listing Agent: Eloisa Armas Camacho (954-217-8649)
16077 BARKLY RIDGE CT, WINTER GARDEN, FL 34787
$2,000,00085 Days on yellowkey MLS ID: O6391901
REDUCED by $200,000 (9.1%) on 05/06/2026
Bed: 6 Bath: 6.0 Gar: 2 Liv Area Sq Ft: 5524 Built: 2024Monthly Fee: $225 Tax: $8,585 (2025)Community: Avalon RdgSingle Family
Taxes:$8,585
Remarks: THE BEST OF AVALON RIDGE. FULLY UPGRADED. DESIGNER-CURATED. UNMATCHED. Welcome to one of the most exceptional residences in Avalon Ridge, a 2024-built estate that sets the standard for luxury living. Offered at $2,000,000, this is not just another home in the neighborhood, it is the benchmark: the most upgraded, most refined, and most thoughtfully designed. Spanning a grand two-story layout, this residence offers 6 bedrooms, 5 full baths, and 2 half baths, seamlessly blending modern sophistication with elevated functionality. From the moment you enter, you’re met with striking architectural presence, enhanced by custom high-end carpentry, bespoke built-ins, designer vanities, and fully customized walk-in closets; every inch curated with intention. The home is grounded by premium upgraded flooring throughout and anchored by a true gourmet kitchen, a showpiece space designed for both everyday living and elevated entertaining. Flowing effortlessly into expansive open-concept living areas, this home was built to impress and perform. The main-level primary suite is a private sanctuary, featuring a spa-inspired bath, dual vanities, and an oversized custom closet. Floor-to-ceiling sliding glass doors flood the home with natural light and open to a generous backyard, complete with approved plans for a future resort-style pool, offering the opportunity to create a true private oasis. Upstairs, the lifestyle continues with a spacious loft featuring a built-in wet bar, perfect for entertaining or unwinding. Four additional bedrooms include a well-designed Jack-and-Jill layout, while a dedicated bonus/media room provides flexibility for a theater, game room, or lounge. ADDITIONAL HIGHLIGHTS INCLUDE: Dual laundry rooms (both levels for ultimate convenience) * Two EV charging stations * Designer lighting and custom window treatments throughout * Extensive built-ins and upgraded finishes that convey. For those seeking a fully turnkey experience, select designer furnishings may be available, making this one of the most compelling move-in-ready opportunities in Winter Garden. This is more than a home, it’s the crown jewel of Avalon Ridge. A rare opportunity to own the best-renovated, best-designed, and best-presented property in the community.
Listing is courtesy of: DOUGLAS ELLIMAN (561-655-8600)
Listing Agent: Dianna Desboyaux (407-920-4601)
15196 LAKE CLAIRE OVERLOOK DR, WINTER GARDEN, FL 34787
$1,155,00046 Days on yellowkey MLS ID: O6397637
0 Days Off yellowkey (back on 5/14/2026)
Bed: 5 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3505 Built: 2017Monthly Fee: $235 Tax: $7,580 (2025)Community: Hickory HammockSpa: YesSingle Family
Taxes:$7,580
Remarks: Under contract-accepting backup offers. One lucky buyer will soon call this exceptional home their own. Proudly offered for the first time by the original owners, who have cherished and meticulously cared for it since day one, this residence sits on a quiet cul-de-sac in the gated community of Hickory Hammock. With generous 90 feet of frontage along Lake Burnett and bordered by a retention pond on the side, it delivers rare privacy and space that is seldom found at this price point in the area. Curb appeal greets you immediately on this peaceful Cul de sac surrounded by stocked ponds, setting the stage for one “wow” moment after another inside. Formal living and dining areas welcome you, with the flexible living space easily convertible to a home office with minimal effort. The heart of the home is the expansive open kitchen, complete with abundant counter space, a large prep island, and a walk-in pantry. Even routine tasks become a pleasure here, thanks to the sweeping views of the backyard oasis from the sink. Adjacent, the oversized family room features a dramatic wall of glass that frames the breathtaking scenery beyond. Upstairs, a spacious bonus room offers versatility, pre-wired for a home theater. The owner’s suite is huge with dual vanities, a walk-in shower, a soothing garden tub and 2 walk in closets. Yet it is the backyard that truly captures the essence of the Florida lifestyle. A large screened and heated saltwater pool anchors the space, surrounded by a beautifully finished deck perfect for effortless entertaining or quiet relaxation after a long day. From here, postcard-perfect sunsets paint the sky while you soak in panoramic views of Lake Burnett, Johns Lake, and the serene nature preserve—views that feel exclusively yours thanks to the thoughtful layout and surrounding privacy. The hot tub will stay too ! New pool pump too. The FULLY PAID -OFF whole-home solar panel system ensures your electric bills remain remarkably low, while an EV charger, upgraded shutters on all windows and overhead garage storage racks convey with the home. Whole home water filtration will also stay. Both AC units replaced 2 years ago and come with 10 year warranties, for worry free ownership. Residents of Hickory Hammock enjoy a true resort lifestyle behind the gated entrance. Gather at the clubhouse, unwind by the beach-entry community pool, or stay active at the state-of-the-art fitness center, tennis courts, playground, beach volleyball area, BBQ and picnic spots, lakeside park, and fishing pier along Johns Lake. Highly rated K-12 school district , and convenient access to Montverde Academy, Foundation Academy and Windermere Preparatory campuses, make this an ideal location for those that are focused on education. Everyday conveniences abound with shopping and dining options in every direction, including a short drive to Winter Garden Village and the vibrant historic downtown with its famous farmers market and year round festivals. Disney is less than 20 minutes from the gate, downtown Orlando is easily reachable, and the 429 expressway provides smooth commutes throughout Central Florida. This is a rare opportunity to own a lovingly maintained home with unmatched privacy, sweeping lake and preserve views, and an enviable lifestyle—all priced for a smooth, no-drama transaction. Don’t miss your chance to experience it in person.
Listing is courtesy of: RE/MAX PRIME PROPERTIES (407-347-4512)
Listing Agent: Ronald Ziolkowski (407-592-7653)
12513 SCARLETT SAGE CT, WINTER GARDEN, FL 34787
$875,00052 Days on yellowkey MLS ID: O6393138
Bed: 5 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3570 Built: 2001Monthly Fee: $104 Tax: $9,264 (2025)Community: Cambridge Crossing Ph 01A 45/21Single Family
Taxes:$9,264
Elementary School: Lake Whitney Elem
Remarks: Beautifully updated home featuring an open-concept layout with soaring high ceilings and tile flooring throughout the main living areas. The bedrooms are upgraded with luxury vinyl flooring, while the spacious loft showcases elegant bamboo flooring. The gourmet kitchen is a true showpiece, equipped with premium Thermador appliances, including a built-in refrigerator, cooktop, hood, oven, and microwave. A massive cook’s island with abundant storage underneath makes this space perfect for cooking and entertaining. This home offers 5 bedrooms and 3 full bathrooms, including a stunning primary suite with a double shower head and a separate soaking tub, separate vanities. Step outside to a private outdoor patio ideal for relaxing, grilling, or enjoying Florida evenings with family and friends. Located in the highly desirable Cambridge Crossing community, this home is zoned for excellent schools, including Lake Whitney Elementary, SunRidge Middle School, and West Orange High School. The neighborhood offers a prime Winter Garden location just minutes from Winter Garden Village, downtown Winter Garden, major highways, and an abundance of shopping, dining, and entertainment options. A rare gem to find. **This property is staged.
Listing is courtesy of: KARDOSH REALTY (407-499-4466)
Listing Agent: Noah Araujo (407-728-4224)
Please select an email frequency other than None since you have chosen for us to email you with changes that match your search.