Location: Winter Garden
Do Not Show Listings
15663 KINNOW MANDARIN LN, WINTER GARDEN, FL 34787
$405,000148 Days on yellowkey MLS ID: O6363767
REDUCED by $11,000 (2.6%) on 04/02/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1868 Built: 2017Monthly Fee: $420 Tax: $6,304 (2025)Community: Highlands/Summerlake Grvs #1Townhouse
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$6,304
Elementary School: Summerlake Elementary
High School: Horizon High School
Tax Year: 2025
Middle School: Hamlin Middle
Remarks: MASSIVE PRICE REDUCTION !! THIS PROPERTY IS LISTED OVER $10,000 BELOW CURRENT MARKET VALUE - SELLERS ARE HIGHLY MOTIVATED!! Look no further, this meticulously maintained townhouse checks all the boxes. Brand NEW ROOF (2025) and NEW CARPET with a 10-year WARRANTY makes this home feel brand new. Stainless steel kitchen appliances complete with a BOSCH DISHWASHER. the OPEN CONCEPT is inviting and there is a BONUS ROOM downstairs that could be used as an office, playroom, formal dining room, or sitting room. Enjoy the outdoors with an enclosed private courtyard. Rated one of the best neighborhoods in the country, Summerlake Groves, where small-town charm meets modern conveniences, TOP-RATED SCHOOLS and TOP-NOTCH RESORT-STYLE AMENITIES with the endless dining options, 1Gbps internet, 150+ channels via cable, up to 2 cable boxes, and roughly $78/mth worth of various streaming services, shopping and entertainment options of DISNEY & the booming HAMLIN TOWN CENTER less than 5 miles away! Location matters - this unit backs up to a quiet street not on a main road just a short walk to the community pool. At home you’ll enjoy LOW MAINTENANCE high-style living from your welcoming front porch to your private courtyard.
Listing is courtesy of: REAL LIVING R E SOLUTIONS (407-253-1377)
Listing Agent: Steven Tsukamoto (407-625-1027)
1021 TEMPLE GROVE PL, WINTER GARDEN, FL 34787
$1,895,00053 Days on yellowkey MLS ID: O6387876
REDUCED by $100,000 (5.0%) on 04/25/2026
Bed: 4 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3185 Built: 2020 Tax: $17,100 (2025)Community: Emerald AcresSingle Family
Taxes:$17,100
Elementary School: Dillard Street Elem
High School: West Orange High
Middle School: Lakeview Middle
Remarks: LUXURY Lakefront Estate – Minutes from Historic Downtown Winter Garden! Experience elevated waterfront living in this beautiful 4-bedroom, 4.5-bath lakefront pool residence, ideally located just minutes from the heart of Winter Garden and the charm of Plant Street. Situated within the coveted golf cart zone near Historic Downtown, this property offers the rare combination of private lakefront serenity and walkable convenience. Inside, hardwood floors flow throughout the thoughtfully designed single-story layout. The open-concept living spaces are warm yet modern, highlighted by a cozy electric fireplace and seamless indoor-outdoor connection. A distinctive wine and bourbon room adds a refined touch—perfect for entertaining or curating your private collection. The primary suite is positioned to capture sweeping lake views and features a spa-inspired bath and generous walk-in closet. Each additional bedroom includes ensuite bath access, while a private guest cottage provides flexible space for visitors, extended family, or a studio retreat. Step outdoors to your personal resort-style setting. Enjoy the screened salt water heated pool and spa, summer kitchen, and private dock for boating and sunset cruises. A detached private sauna house offers a true at-home wellness experience, while the outdoor fire pit overlooking the lake creates an unforgettable gathering space framed by panoramic water views. With upscale finishes, distinctive amenities, and an unbeatable lakefront location just moments from dining, shopping, and the vibrant downtown district, this exceptional property delivers the ultimate Florida lifestyle—where luxury meets laid-back lakeside living. Schedule your private showing and discover one of Winter Garden’s most compelling lakefront opportunities.
Listing is courtesy of: MAINFRAME REAL ESTATE (407-513-4257)
Listing Agent: Nicole Rader (407-484-4743)
9433 EMERALD BERRY DR, WINTER GARDEN, FL 34787
$729,8003 Days on yellowkey MLS ID: O6401775
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2063 Built: 2024Monthly Fee: $99 Tax: $8,457 (2025)Community: Summerlake ReserveSingle Family
Taxes:$8,457
Elementary School: Panther Lake Elementary
Remarks: Beautiful home located in highly desirable Summerlake Reserve, just minutes from Disney World, Hamlin Town Center, Publix, top-rated schools, restaurants, shopping, parks, and major highways. This spacious residence offers 4 bedrooms, 2 full bathrooms, and 1 half bath, featuring a charming covered front porch and beautifully landscaped entrance. Inside, a welcoming foyer opens to a bright and airy floor plan filled with natural light. The open-concept kitchen overlooks the main living area and features stainless steel appliances, modern wood cabinetry, breakfast bar, and generous counter space, perfect for everyday living and entertaining. Sliding glass doors lead to an impressive outdoor retreat featuring a covered lanai, upgraded modern pergola, spacious paved patio, outdoor summer kitchen with grilling area, dining and lounge spaces, and a fully fenced backyard with premium low-maintenance artificial turf—ideal for gatherings, relaxing evenings, and enjoying Florida outdoor living year-round. The private primary suite includes a spacious walk-in closet and an elegant bathroom with dual vanities. Additional highlights include a spotless 2-car garage with premium epoxy flooring, automatic garage door opener, air conditioning system, bright lighting, and ample space for storage, fitness, or workshop use. The home also features added insulation in the garage, garage door, and attic, enhancing comfort and energy efficiency. Located in an exclusive and very private HOA community with only 41 homes, this property offers added tranquility and privacy, including no rear neighbors. Perfectly positioned in one of Winter Garden’s most sought-after communities, this home offers comfort, style, and convenience in an exceptional location. Don’t miss this incredible opportunity. ""Home includes a whole-house water filtration system currently installed; however, this system is not included in the sale.""
Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)
Listing Agent: Victor Kubrusly (754-304-4750)
8170 BLUEJACK OAK DR, WINTER GARDEN, FL 34787
$465,00010 Days on yellowkey MLS ID: O6399484
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1853 Built: 2016Monthly Fee: $315 Tax: $4,738 (2025)Community: Summerlake Pd Ph 2C 2D 2ETownhouse
Taxes:$4,738
Remarks: Welcome to 8170 Bluejack Oak Drive, a beautifully situated corner unit in the heart of the Summerlake Community. Offering a spacious yard and stunning water views, this 3 bedroom 2.5 bath townhome is just what you've been looking for! Enjoy sitting on your front porch with the peaceful water views, and at the end of every day you can catch Disney’s nightly fireworks while strolling around the pond. Inside, the home features a functional and inviting layout, with a versatile bonus room and a convenient half bath just off the entry. The kitchen is well-appointed with granite countertops, oversized island, 42” cabinetry, and a generous pantry. The kitchen flows seamlessly into the dining area and spacious family room. Step outside to the extended brick patio and grassy yard, ideal for hosting, relaxing, or enjoying time with pets. Your rear-entry two-car garage adds both convenience and extra parking with a good size driveway. Upstairs, the oversized primary suite offers a peaceful retreat with beautiful sunset views. The ensuite bath featuring dual sinks, a soaking tub, separate shower, and walk-in closet. Down the hall, you'll find two additional bedrooms, both with pond views, a full bathroom, and upstairs laundry. You'll enjoy access to resort-style amenities, including a community pool, fitness center, clubhouse, tennis courts, and basketball half-The HOA handles all landscaping, pest control, exterior maintenance and irrigation.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Stephanie Baldner (407-419-0629)
16029 TOLLINGTON ALY, WINTER GARDEN, FL 34787
$619,5009 Days on yellowkey MLS ID: P4938378
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2341 Built: 2020Monthly Fee: $225 Tax: $8,643 (2025)Community: Encore/Ovation Ph 1Single Family
Taxes:$8,643
Elementary School: Water Spring Elementary
Middle School: Water Spring Middle
Remarks: Set within Encore at Ovation in Horizon West, this former Sebring model home blends lock-and-leave convenience with a polished, move-in-ready feel. The first floor is all about everyday living and entertaining, with an open family room flowing into a thoughtfully designed kitchen featuring 42” shaker-style linen cabinets with crown and light rail, glass-front display doors, soft-close drawer stack, and a double pull-out trash drawer on the island. Grey Silestone Quartz counters, a single-bowl undermount sink, chevron-patterned tile backsplash, and a GE stainless gas range, refrigerator, dishwasher, microwave, and under-counter beverage fridge create a cohesive, upgraded look, while LED under-cabinet lighting and added recessed cans keep the space bright and inviting. Tucked just beyond the main prep area, the walk-in pantry offers discreet, easily accessible storage for dry goods, bulky countertop appliances, and entertaining essentials, allowing the kitchen’s clean lines and upgraded finishes to take center stage. Upgraded tile carries through the foyer, powder bath, kitchen, and family room, complemented by designer paint, extensive trim work, upgraded interior hardware, and a stained handrail with painted spindles and wood treads on the staircase, giving the home a quietly upscale feel that is still practical to maintain. Upstairs, wood floors continue into the loft and hallway, where a built-in desk with storage offers a ready-made workspace or homework station. The primary suite sits privately at the rear of the home and includes a tray ceiling, wood flooring, sizable walk-in closet, and an en-suite bath with two raised-height vanities, Silestone counters, rectangular undermount sinks, chrome fixtures, and an oversized walk-in shower finished with vertically stacked 4x16 tile to the ceiling, glass listello detail, recessed niche, and semi-frameless enclosure. Two additional bedrooms share a well-appointed bath with tiled tub/shower surround to the 9-foot ceiling and upgraded vanity top, while the nearby laundry room—with cabinets and a utility sink—keeps everything organized and out of sight. A tankless gas water heater, enhanced low-voltage wiring to support today’s smart-home and streaming needs, and abundant recessed lighting throughout add everyday comfort. Outside, an alley-loaded 2-car garage preserves the home’s charming streetscape, and the community’s resort-style pool, fitness center, and playground make it easy to enjoy the Florida lifestyle. With quick access to 429, Horizon West town centers, Flamingo Crossings Village, and the major employment and entertainment hubs around Winter Garden and the attractions area, this home offers the finish level of a model with the practicality of a well-planned primary residence, second home, or long-term hold.
Listing is courtesy of: IAD FLORIDA LLC (407-720-0020)
Listing Agent: Mathias Jenniges, Jr (763-360-2082)
16396 PRAIRIE SCHOOL DR, WINTER GARDEN, FL 34787
$484,99016 Days on yellowkey MLS ID: O6396532
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2070 Built: 2021Monthly Fee: $286 Tax: $7,102 (2025)Community: Hawksmoor Ph 3Townhouse
Taxes:$7,102
Elementary School: None
Remarks: Step into this exceptionally maintained corner townhome, built in 2021, filled with natural light and thoughtful upgrades throughout. With 3 bedrooms, 2.5 bathrooms, a flexible first-floor space perfect for a home office, and a cozy second-floor loft, this home adapts seamlessly to your lifestyle. The chef-ready kitchen features a butler’s pantry with an extra sink, ideal for entertaining or added prep space, and all appliances are included, plus a brand-new, never-used washer and dryer. Enjoy your private patio with a state-of-the-art automated screen, bringing the ease of indoor-outdoor living to your backyard at the touch of a button. As an end unit, this home offers extra privacy, abundant sunlight, and a feeling of spaciousness rarely found in townhome living. Meticulously cared for over only four years, it combines move-in-ready convenience with stylish modern finishes. Residents also enjoy resort-style amenities, including a pool and fitness center, with HOA covering exterior maintenance for a truly low-maintenance lifestyle. Ideally located near Hamlin Town Center for shopping, dining, and entertainment, with easy access to SR-429 and just a short drive to Walt Disney World and other attractions.
Listing is courtesy of: DENIZ REALTY PARTNERS LLC (407-704-0780)
Listing Agent: Carly Ruecker (727-776-7962)
16149 WIND VIEW LN, WINTER GARDEN, FL 34787
$498,00044 Days on yellowkey MLS ID: O6389892
REDUCED by $7,000 (1.4%) on 04/15/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2036 Built: 2016Monthly Fee: $332 Tax: $4,472 (2025)Community: Waterleigh Ph 1BSingle Family
Taxes:$4,472
Remarks: Welcome home to one of the most popular DR Horton floor plans- the Cordale! With a first floor primary suite, spacious open floor plan downstairs, and additional living space upstairs, it is easy to see how the functionality of this home will make it a great fit for you. This home has had 1 owner who has meticulously cared for the home as will be evident immediately upon entering. The open concept living space greets you with the kitchen, dining space, and living room. Lined with windows and recessed lighting, this space feels bright and welcoming. Stainless steel appliances, granite countertops, and ample counterspace equip the kitchen. The downstairs laundry room is tucked away in the front of the home to keep tending to that chore quiet. The primary suite is nestled in the back of the home for privacy and features and en suite bathroom. A walk-in shower, dual vanity, and walk-in closet make this room fit for luxury and comfort. An elongated drop zone leads you to the 2-car garage and has granite countertops and cabinetry in the same colors as in the kitchen for continuity of the downstairs space. The remaining 2 bedrooms are located upstairs where a loft also provides these rooms with another living space. They also share a bathroom with a shower/bathtub combination. The fun continues out back where you'll find a covered brick-paved patio. Relish in the view of not having any rear neighbors, admire the rarity of having a corner lot, and indulge in the unique green space view out of the front of the home. The Waterleigh community is known for its vast array of resort-style amenities include community pools, playgrounds, fitness centers, sports courts, walking trails, dog parks, and more! Primely located in Horizon West, this home is ready for its new owners to make memories here for years to come. Inquire today to make this gem your own! ***NEW HVAC INDOOR BLOWER UNIT, NEW HVAC OUTDOOR CAPACITOR UNIT***
Listing is courtesy of: KELLER WILLIAMS REALTY AT THE LAKES (407-566-1800)
Listing Agent: Jacquelyn Voigt (941-356-3956)
12731 GROVEHURST AVE, WINTER GARDEN, FL 34787
$620,00081 Days on yellowkey MLS ID: O6379203
REDUCED by $24,900 (3.9%) on 04/20/2026
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3474 Built: 2006Monthly Fee: $111 Tax: $8,378 (2025)Community: Grovehurst A-DSingle Family
Taxes:$8,378
Elementary School: SunRidge Elementary
Middle School: SunRidge Middle
Remarks: One or more photo(s) has been virtually staged. Ideally located in the heart of Winter Garden, this home offers 3,474 sq. ft. of living space and exceptional walkability just steps from Winter Garden Village’s shopping, dining, and everyday conveniences. Recent updates include new carpet and fresh interior and exterior paint. The flexible floor plan features five bedrooms, three full bathrooms, and a kitchen with 42-inch upper cabinets, granite countertops, and an open layout to the family room with a large eat-in area. Stone Crest community amenities include a clubhouse, pool, tennis/pickleball courts, playground, and a scenic walking trail around a tranquil pond. With close proximity to AdventHealth, major highways, historic downtown Winter Garden, the West Orange Trail, and top-rated schools, this property provides excellent convenience and connectivity.
Listing is courtesy of: BERKSHIRE HATHAWAY HOMESERVICES RESULTS REALTY (407-203-0007)
Listing Agent: Joseph Doher (407-203-0007)
8124 RED CROSSBILL ST, WINTER GARDEN, FL 34787
$840,000220 Days on yellowkey MLS ID: O6345400
REDUCED by $10,000 (1.2%) on 04/21/2026
Bed: 6 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3708 Built: 2013Monthly Fee: $246 Tax: $7,515 (2024)Community: Summerlake Pd Ph 1ASingle Family
Taxes:$7,515
High School: None
Tax Year: 2024
Middle School: None
Remarks: One or more photo(s) has been virtually staged. Buyers Financing Failed... Now available, this Premium 6-bedroom, 4-bath executive home sits on one of the largest lots in the community at .29 acres and features a heated saltwater pool with screened enclosure, cascading waterfall feature, travertine deck, and outdoor speakers for the ultimate Florida lifestyle. From the curb, you’ll be impressed by the oversized paver driveway, side-loading garage, and charming front rocker porch. Inside, the home welcomes you with formal living and dining areas, leading into the spacious family room, dinette, and a chef-inspired kitchen with natural gas cooking, stainless steel appliances, abundant counter space, and plentiful storage. The downstairs also includes a guest bedroom, private laundry room, and a flexible nook ideal for a reading area or office. Upstairs, you’ll find the remaining bedrooms, a versatile loft space, and an expansive primary suite featuring a spa-like bath with a soaking tub, walk-in shower, dual vanities, and a makeup prep station. Recent updates include a freshly painted exterior, updated water heater, and a 2025 HVAC system. The shining star of this home is the private backyard retreat with its heated saltwater pool and expansive lot, perfect for entertaining or relaxing in style. The Summerlake community adds to the appeal, offering residents a fitness center, playground, dog park, tennis courts, and community pool, all with the convenience of Harmony just minutes down the road. Truly a must-see to appreciate!
Listing is courtesy of: REDFIN CORPORATION (407-708-9747)
Listing Agent: Juan Castro (407-808-5353)
5416 GOLDEN APPLE DR, WINTER GARDEN, FL 34787
$949,99963 Days on yellowkey MLS ID: O6384645
REDUCED by $25,001 (2.6%) on 04/20/2026
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3104 Built: 2021Monthly Fee: $115 Tax: $8,275 (2024)Community: Wincey Grvs Ph 2Single Family
Taxes:$8,275
Elementary School: Hamlin Elementary
Remarks: Welcome to Wincey Groves — a beautiful 5-bedroom, 3.5-bathroom residence that showcases true model-home elegance and elevated Florida living. Built in 2021 and impeccably maintained, this stunning home features premium finishes, thoughtful design, and high-end upgrades throughout. At the heart of the home, the designer gourmet kitchen impresses with stainless steel appliances, an oversized quartz island, granite countertops, and soaring 10-foot ceilings that create an open, light-filled atmosphere. Custom built-in cabinetry and upgraded custom millwork add both functionality and refined style, elevating the home’s overall luxury appeal. The serene primary suite offers a beautiful bay window overlooking the pool, while spacious custom walk-in closets and a versatile fifth bedroom provide flexibility for a private in-law suite or guest retreat. Upstairs, a grand bonus room with wet bar delivers endless possibilities — from an elegant entertainment lounge to a private office or media space. Step outside into your resort-style oasis featuring a heated saltwater pool powered by solar panels, surrounded by lush tropical landscaping on a privately fenced corner lot where you can enjoy nightly Disney fireworks. Designed for modern convenience, this fully integrated smart home includes advanced automation throughout, over $10,000 in motorized electric window treatments, custom window coverings, and a newly upgraded garage with modern finishes. Perfectly located just one mile from Hamlin Town Center — offering upscale shopping, dining, cinema, and entertainment — with top-rated schools nearby and quick access to major highways and all Disney attractions. This exceptional residence blends luxury, technology, and lifestyle — a truly turnkey opportunity you’ll know instantly is THE ONE.
Listing is courtesy of: GOLDEN KEY REAL ESTATE SOLUTIONS LLC (407-801-8283)
Listing Agent: Marcia Vieira (781-706-8190)
9409 EMERALD BERRY DR, WINTER GARDEN, FL 34787
$875,00054 Days on yellowkey MLS ID: S5144953
0 Days Off yellowkey (back on 4/25/2026)
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2923 Built: 2024Monthly Fee: $85Community: Summerlake ReserveSpa: NoSingle Family
Taxes:$0
Remarks: Under contract-accepting backup offers. Nestled on a premium homesite with no rear neighbors in the exclusive Summerlake Reserve enclave, this beautifully designed home blends comfort, functionality, and thoughtful upgrades throughout. The home offers 4 bedrooms, 3.5 bathrooms, a private office with barn doors, a spacious loft, and an extended covered lanai ideal for indoor-outdoor living. The gourmet kitchen is both elegant and functional, featuring quartz countertops, 42” upper cabinets, soft-close cabinetry, built-in oven and microwave, a smooth cooktop with vent hood, a contrasting island with pendant lighting, and a generous butler’s pantry. Interior highlights include an open baluster staircase, tray ceiling in the owner’s suite, and a freestanding soaking tub in the primary bath. Additional enhancements such as crown molding and decorative millwork, custom window treatments and blinds, travertine tile on the front porch and extended rear lanai, a luxury electric bidet toilet in the primary bath, a whole-home water filtration system, and an attic access ladder for convenient storage. Located in the intimate Summerlake Reserve community of just 41 homesites, this property is minutes from Horizon West’s top-rated schools, shopping, dining, and entertainment.
Listing is courtesy of: LA ROSA REALTY LLC (321-939-3748)
Listing Agent: Manuella Espinosa (407-433-5352)
17549 SEIDNER RD, WINTER GARDEN, FL 34787
$950,00029 Days on yellowkey MLS ID: O6392430
1 Days Off yellowkey (back on 4/18/2026)
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2130 Built: 1985Monthly Fee: $3 Tax: $3,947 (2025)Community: Lake Avalon HeightsSingle Family
Taxes:$3,947
Remarks: Under contract-accepting backup offers. Welcome to 17549 Seidner, a remarkable lakefront property that invites you to experience the enchanting lifestyle of Winter Garden, Florida. Set against a backdrop of majestic oak trees, this sprawling 3-acre haven rests on the stunning south shore of the pristine Lake Avalon. Here, the beauty of nature thrives, offering a tranquil escape where the gentle sounds of water lapping against the shore harmonize with the vibrant chorus of local wildlife. Lake Avalon, a private 184-acre freshwater lake, is celebrated as one of Central Florida's top ten lakes, perfect for fishing, water sports, and leisurely summers spent soaking in the sun. Nestled within the esteemed Avalon Rural Settlement, this property ensures that its serene, rural character remains preserved for generations to come. The existing 2,130-square-foot home provides a cozy yet spacious retreat, featuring three bedrooms and two and a half bathrooms. The thoughtfully designed split floor plan places the primary ensuite on one side of the home, complete with an inviting sitting area that grants stunning views of the lake. The kitchen, with its charming eat-in area, offers a picturesque glimpse of the expansive oaks that surround you. Step outside onto the oversized back porch to witness the breathtaking sunsets and beautiful lakefront view. On chilly nights, retreat into the lake-facing living room, where a cozy fire awaits to warm your soul. The property also boasts a large workshop equipped with electricity and water, perfect for a boat house, workshop, or extra garage space. You have the option to renovate this lake life retreat or build your dream lake front home. Immerse yourself in the exquisite flora and fauna that adorn this outdoor oasis, where sandhill cranes, wild rabbits, and a plethora of birds call home. With lovingly cultivated native plants and a cherished pond in the backyard, every day feels like a retreat into nature's embrace. This is not just a home; it’s an opportunity to live the lake life you’ve always dreamed of.
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: Brenda Feliciani (407-405-0931)
317 SOUTHERN PECAN CIR #102, WINTER GARDEN, FL 34787
$228,00061 Days on yellowkey MLS ID: O6384866
REDUCED by $4,000 (1.7%) on 04/23/2026
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)
17737 DEER ISLE CIR, WINTER GARDEN, FL 34787
$2,950,00069 Days on yellowkey MLS ID: O6381953
3 Days Off yellowkey (back on 4/1/2026)
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 4886 Built: 2015Monthly Fee: $207 Tax: $24,540 (2024)Community: Deer IslandSpa: YesSingle Family
Taxes:$24,540
Elementary School: Tildenville Elem
Remarks: Under contract-accepting backup offers. Experience over an acre of elevated direct sunset lakefront luxury living on the naturally spring-fed waters of John’s Lake. Offered publicly for the first time, this fully custom estate represents a rare convergence of beauty, privacy and enduring design. Nearly 5,000 square feet of interior living space unfold effortlessly into an additional 1,000 square feet of exceptionally well-appointed enclosed outdoor living, creating seamless indoor to outdoor living. Positioned within the private gated enclave of Deer Island and presented in impeccable condition since its 2015 construction, the home reflects meticulous care and pride of ownership. Thoughtfully designed for a life well lived by owners and guests alike, every detail was executed with intention. Arrival is elegant and memorable, welcomed by a central fountain and expansive motor court leading to an oversized three-car garage, while two bedrooms on the main level, including the primary and guest suite, provide comfort, privacy and effortless livability for generations. Designed for entertaining, walls of fully retractable sliding glass doors dissolve the boundary between indoors and out, allowing the living and great rooms to open to the terrace beyond. The covered outdoor lounge, finished with a wood-paneled ceiling, gas fireplace and fully equipped outdoor kitchen, extends daily living outdoors. The infinity pool and spa, framed by gas fire bowls, merge seamlessly with the lake view itself, while a dedicated pool access bath enhances convenience. Privately positioned to capture sweeping lake views, the primary suite opens directly to the lanai and features dual walk-in closets. Its bath is anchored by a freestanding copper soaking tub, hammered copper sinks set within custom vanities, and a full stone walk-in shower with multiple showerheads and built-in bench. The kitchen features custom wood cabinetry, oversized island, induction cooktop, separate built-in refrigerator and freezer, professional-grade appliances, and walk in pantry. Architectural details include travertine flooring, coffered and tray ceilings, refined millwork and wrought iron staircase. All closets feature custom built-ins. The second-floor media room may also serve as a spacious fifth bedroom with private balcony overlooking the lake. Beyond the terrace, tiered gardens descend toward the shoreline, where Four Seasons marble statuary is thoughtfully placed throughout the grounds, like a work of art set within the landscape. A private putting green, fire pit and manicured lawn enhance the setting. The composite dock includes dual lifts for boat and jet ski, water and electric service, and upper level sun deck positioned for sunset views. John’s Lake spans over 2,500 acres and is known for exceptional clarity, ideal for skiing, boating, water sports and fishing. Deer Island offers gated entry with waterside tennis, pickleball and basketball courts. The home is serviced by a private well. Less than one mile from the Florida Turnpike and 25 minutes to downtown Orlando. Contact for your private viewing.
Listing is courtesy of: PREMIER SOTHEBY'S INTL. REALTY (407-644-3295)
Listing Agent: Candace Cassidy (407-529-8630)
6321 WILD PERSIMMON WAY, WINTER GARDEN, FL 34787
$654,990149 Days on yellowkey MLS ID: G5105005
0 Days Off yellowkey (back on 11/28/2025)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1772 Built: 2026Monthly Fee: $150Community: Avalon WoodsSingle Family
Remarks: One or more photo(s) has been virtually staged. Pre-Construction. To be built. Opportunity in Avalon Woods! Discover the newest community by Dream Finders Homes in highly sought-after Hamlin, Winter Garden. Welcome to the Amelia, a charming single-story bungalow by Dream Finders Homes, located in the highly sought-after new community of Avalon Woods in Hamlin, Winter Garden. This thoughtfully designed home features a welcoming front porch, a covered breezeway, and a private courtyard, perfect for both relaxing and entertaining. Inside, additional windows have been added throughout, filling the home with abundant natural light and creating a bright, open feel. With its functional single-level layout, the Amelia offers effortless living while combining modern comfort with timeless bungalow charm. Avalon Woods offers a prime location just minutes from Disney, A-rated Hamlin schools, the 429, and Hamlin Town Center. Residents will enjoy a boutique-style neighborhood with only 182 homesites and three distinct product lines.
Listing is courtesy of: OLYMPUS EXECUTIVE REALTY INC (407-469-0090)
Listing Agent: Nancy Pruitt, Pa (352-552-7574)
150 WINDTREE LN #150, WINTER GARDEN, FL 34787
$195,000141 Days on yellowkey MLS ID: O6365343
REDUCED by $4,900 (2.5%) on 04/20/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 918 Built: 1984Monthly Fee: $300 Tax: $2,565 (2025)Community: Windree Gardens Ph 5Condo
Taxes:$2,565
Elementary School: Maxey Elem
Remarks: One or more photo(s) has been virtually staged. Experience comfort, style, and convenience in this lovely 2 bed + 2 bath condo located just 5 minutes from popular Plant Street in Winter Garden. This bright, well-maintained unit features a wonderful split floor plan with two spacious bedrooms separated by an open-concept kitchen and living room. The kitchen has quality appliances, including a new dishwasher, an inviting eat-in bar, and neutral finishes that complement any decor. The large great room fills with natural light and opens to a private patio - perfect for morning coffee, a good book, or unwinding at the end of the day. Additional conveniences include two reserved parking spaces, a huge secured storage area, and an in-unit Bosch washer and dryer. The quiet, well-kept community offers fantastic amenities such as a private pool, basketball courts, plenty of green space, and nearby walking trails. Schedule your viewing today!
Listing is courtesy of: ROMAN REALTY GROUP, LLC (407-876-1990)
Listing Agent: Brian Lemay (321-314-5412)
17434 SUNSET PRAIRIE DR, WINTER GARDEN, FL 34787
$749,3601 Day on yellowkey MLS ID: G5111523
0 Days Off yellowkey (back on 4/24/2026)
Bed: 6 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3412 Built: 2026Monthly Fee: $140Community: Hamlin Meadows At HamlinSingle Family
Remarks: One or more photo(s) has been virtually staged. Pre-Construction. To be built. The Anna Maria with Bonus with 6 Bedrooms floorplan is a thoughtfully designed home featuring four bedrooms and two and a half bathrooms on the 1st floor and 2 additional bedrooms and 2 baths on the 2nd floor, along with the bonus room, with a bonus room perfect for comfortable family living. The open-concept layout highlights a spacious great room that flows seamlessly into the kitchen and dining area, making it ideal for gatherings and relaxation. The primary bedroom offers privacy with a well-appointed ensuite and a large walk-in closet. Additionally, the home includes a covered patio for outdoor enjoyment and a convenient two-car garage
7580 SPRING VALLEY ST, WINTER GARDEN, FL 34787
$693,2301 Day on yellowkey MLS ID: G5111519
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2515 Built: 2026Monthly Fee: $122Community: Hamlin Meadows At HamlinSingle Family
Remarks: One or more photo(s) has been virtually staged. Pre-Construction. To be built. SAMPLE IMAGE PRE DESIGN CENTER PRICING The Carter at Hamlin Meadows: Luxury Living with Unmatched Privacy. Discover the perfect blend of elegance and functionality in the Carter model by Dream Finders Homes. This impressive 2,515 sq. ft. residence features 4 bedrooms, 3.5 bathrooms, and a rear-load 2-car garage, thoughtfully designed for modern lifestyles. The heart of the home is an expansive open-concept main level, where a 15' x 17' great room flows seamlessly into the gourmet kitchen and dining area. The kitchen is a chef's dream, anchored by a massive center island and a walk-in pantry. A rare and highly desirable feature is the first-floor bedroom with a walk-in closet—perfect for visitors or a quiet home office. The primary Owner’s Suite offers a spa-like experience with a generous walk-in closet and luxurious bath. Hamlin Meadows is the newest jewel of Horizon West, offering a diverse mix of rear-load homes in a highly sought-after Winter Garden location. Enjoy being minutes away from the vibrant Hamlin Town Center and major expressways.
15518 SUNQUAT DR, WINTER GARDEN, FL 34787
$620,0002 Days on yellowkey MLS ID: O6402110
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2502 Built: 2019Monthly Fee: $134 Tax: $770 (2025)Community: Hamlin ReserveSingle Family
Taxes:$770
Elementary School: Independence Elementary
Middle School: Bridgewater Middle
Remarks: Beautiful 4BR, 3.5 BA two story home in the heart of Hamlin in Horizon West. The open floor plan features laminate flooring on the entire first floor, high ceiling and lots of natural light. The kitchen offers 42" cabinets, stainless steel appliances, quartz countertops, gas range, and a huge island. The 4 bedrooms are upstairs with the primary featuring and en suite bathroom and large walk-in closet. Two additional bathrooms, the laundry room and a bonus area complete the upstairs. Fenced backyard and screened in covered patio. Walk to great new shops and dining, close to the Orlando Health Horizon West Hospital. Top rated schools. Easy access to 429, which can take you anywhere quickly in Central Florida.
Listing is courtesy of: COLDWELL BANKER REALTY (407-647-1211)
Listing Agent: Lee Goldberg (407-223-6965)
925 BAINBRIDGE LOOP, WINTER GARDEN, FL 34787
$815,0002 Days on yellowkey MLS ID: O6402075
Bed: 4 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3580 Built: 2008Monthly Fee: $72 Tax: $4,880 (2025)Community: Covington ParkSpa: NoSingle Family
Taxes:$4,880
High School: Ocoee High
Remarks: One or more photo(s) has been virtually staged. Welcome to Covington Chase, one of the most sought-after communities in Winter Garden, just minutes from the charm and energy of historic downtown. Situated on an oversized 0.38-acre lot, this 4-bedroom, 4 full bathroom home offers a rare combination of space, functionality, and flexibility. The fully fenced backyard provides plenty of room to relax, entertain, or create your own outdoor retreat, while the long driveway and 3-car garage give you ample parking and storage, including space for a golf cart so you can fully enjoy this golf cart district lifestyle. The floor plan is thoughtfully designed for both everyday living and long-term versatility. The primary suite is located downstairs, creating a private retreat with two walk-in closets and a large bathroom that offers both space and comfort. Also on the first floor is a dedicated office, perfect for working from home or creating a quiet, separate space for productivity. In addition, the first floor features a Jack and Jill bedroom and bathroom setup, ideal for guests, kids, or multigenerational living. This layout allows for privacy while still maintaining a connected and functional flow throughout the home. Upstairs, you will find a spacious loft that can be used as a second living area, media room, or play space, along with a full bedroom and full bathroom. This upstairs setup is perfect for guests, older children, or anyone who would benefit from having their own private area within the home. The overall layout gives you multiple living zones and flexibility, making it easy to adapt the home to your lifestyle, whether that means working from home, hosting guests, or simply enjoying extra space. The roof was replaced just a few years ago, offering added peace of mind and reducing one of the major future expenses for a new owner. Beyond the home itself, the lifestyle here is what truly stands out. You are just minutes from the Downtown Winter Garden Historic District, known for its brick-lined streets, locally owned restaurants, coffee shops, boutiques, and the popular weekly farmers market. Living in the golf cart district means you can easily head downtown for dinner, events, or a casual night out without needing to get in your car. You are also close to the West Orange Trail, a 22-mile scenic trail perfect for biking, walking, and enjoying the outdoors. Homes with this kind of lot size, a flexible floor plan with a downstairs primary suite, office, additional bedroom, plus an upstairs loft and private guest space, and a 3-car garage are hard to find this close to downtown. This is a unique opportunity to own a home that offers both the space you need and the lifestyle you want.
Listing is courtesy of: HOMEVEST REALTY (407-897-5400)
Listing Agent: Erica Diaz (407-897-5400)
Please select an email frequency other than None since you have chosen for us to email you with changes that match your search.