Location: Winter Garden , 34787
Do Not Show Listings
16271 HONEY HARVEST ST, WINTER GARDEN, FL 34787
$719,90049 Days on yellowkey MLS ID: O6386199
REDUCED by $10,000 (1.4%) on 04/16/2026
Bed: 5 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 2812 Built: 2024Monthly Fee: $184 Tax: $8,425 (2025)Community: Harvest At OvationSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$8,425
Elementary School: Whispering Oak Elem
High School: Horizon High School
Tax Year: 2025
Middle School: Horizon West Middle School
Remarks: Amazing corner lot home with a detached private in-law suite, gourmet kitchen, and no rear neighbors, located in Horizon West Harvest at Ovation, just minutes from Walt Disney World and Flamingo Crossings, and Hamlin Town Center. Situated on one of the best corner homesites in the bungalow section of Harvest at Ovation, this 2024 Elevation B home offers privacy, wooded views, and natural light that interior lots simply do not have. With no rear neighbors and windows on multiple sides, the home feels open and well positioned from the moment you arrive. There is approximately 2,860 square feet under roof, including 2,393 square feet of main living space plus a fully permitted 530-square-foot in-law suite above the garage. The suite includes its own living area, kitchenette with wet bar, and full bath, making it ideal for extended family, long-term guests, or a private home office setup. The kitchen was built with the full gourmet option and is the only bungalow in the neighborhood configured this way. It includes three ovens, quartz countertops throughout, 42-inch cabinetry, soft-close drawers, stainless steel appliances, and a large walk-in pantry — designed for someone who actually cooks and entertains. Additional features include luxury vinyl plank flooring, a tray ceiling in the primary bedroom, wood stair treads, tile showers, quartz bath counters, recessed lighting, audio pre-wire, built-in garage storage, laundry room built-ins, zoned HVAC, and tankless water heaters. The first-floor block walls were upgraded with core-fill foam insulation, providing improved energy efficiency and a noticeably quieter interior. The fully paved lanai and corner placement create a more open and private outdoor setting than most homes in the community. Harvest at Ovation offers a pool, park, and playground, and the location places you minutes from Hamlin Town Center, top-rated schools, SR-429, Walt Disney World, and Flamingo Crossings. A rare opportunity to own one of the best-positioned and most thoughtfully upgraded bungalows in Harvest at Ovation.
Listing is courtesy of: SALVAMERICA, LLC (407-901-2616)
Listing Agent: Rafael Heredia (407-901-2616)
13705 GOLDEN RUSSET DR, WINTER GARDEN, FL 34787
$359,90035 Days on yellowkey MLS ID: O6390740
REDUCED by $10,000 (2.7%) on 04/16/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1590 Built: 2007Monthly Fee: $333 Tax: $4,756 (2025)Community: Orchard A1-A26 B1 B2 C D1-D4Townhouse
Taxes:$4,756
Elementary School: SunRidge Elementary
High School: West Orange High
Middle School: SunRidge Middle
Remarks: Welcome to The Orchard, a tidy gated community of townhomes in sought-after Winter Garden. This residence blends modern comfort with low-maintenance living, offering a bright, open layout that feels inviting from the moment you step inside. Thoughtful upgrades elevate every space—stylish flooring, fresh finishes, and a contemporary color palette create a clean, move-in-ready atmosphere. The kitchen serves as the heart of the home, featuring new appliances, fine cabinetry, sleek countertops, and a functional layout ideal for everyday living. The open-concept living and dining areas flow seamlessly to a private outdoor space, perfect for morning coffee or unwinding at the end of the day. Upstairs, spacious bedrooms provide comfort and flexibility, while the primary suite offers a peaceful retreat with generous closet space and an updated en-suite bath. A dedicated laundry area and attached garage add convenience to the home’s thoughtful design. Residents of The Orchard enjoy gated security, a tranquil pool area and playground, and a prime Winter Garden location just minutes from shopping, dining, top-rated schools, and the charm of downtown Winter Garden. Tastefully updated, well-maintained, and ideally located—this townhome is the perfect blend of style and convenience.
Listing is courtesy of: LAKEFIELD REALTY GROUP LLC (407-383-6497)
Listing Agent: Drew Ross (407-383-6497)
13536 SUNSET LAKES CIR, WINTER GARDEN, FL 34787
$1,200,0003 Days on yellowkey MLS ID: O6399227
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3389 Built: 1998Monthly Fee: $69 Tax: $10,940 (2025)Community: Sunset LakesSpa: YesSingle Family
Taxes:$10,940
Elementary School: Lake Whitney Elem
Remarks: Experience luxury living in this gorgeous home in the highly sought after Sunset Lakes community in Winter Garden. This FULLY-REMODELED, 5-bedroom, 4-bath POOL/SPA home sits on a SERENE POND and offers 3,389 sq. ft. of beautifully designed living space on OVER HALF AN ACRE, complete with a three-car side entry garage. Four of the 5 bedrooms are conveniently located on the first floor (including the Primary Bedroom), with the 5th Bedroom, a full bath and a bonus loft located on the second level. Inside, the home features designer ENGINEERED HARDWOOD FLOORING throughout the main living areas and the downstairs primary suite. The CHEF'S KITCHEN is a showpiece, boasting THREE SLABS OF PERMIUM CALCUTTA QUARTZ, an ITALIAN MARBLE BACKSPLASH, 60-inch DOUBLE-STACKED ALL WOOD SHAKER CABINTRY, a handy FOOD PREP ISLAND, a BREAKFAST BAR and TOP-OF-THE-LINE SAMSUNG APPLIANCES! The family room features AUTOMATIC ROLLER SHADES and is open to the kitchen and features Cathedral ceilings, a huge picture window and French Doors to the inviting lanai and sparkling pool. The primary suite is a retreat of its own, offering a FULLY-RENOVATED, SPA-INSPIRED bathroom with floor to ceiling CALCUTTA TILE, a frameless glass shower, a freestanding soaking tub, tall custom cabinetry with WHITE EXOTIC CARERRA QUARTZ COUNTERS and a massive walk-in closet! Architectural details elevate every room, including Plantation Shutters, multiple sets of French Doors, tray ceilings, volume and cathedral ceilings, extensive crown molding, transom windows, recessed lighting, bead boarding and elegant custom millwork. Step outside to a stunning outdoor oasis. The completely remodeled pool and spa area is surrounded by 2100 sq. ft. of travertine decking that extends across the covered lanai and additional outside patio space—perfect for entertaining! The lanai ceiling is finished with tongue and groove wood planks, adding warmth and sophistication. Other major upgrades include NEW DOUBLE-PANE, THERMAL WINDOWS (2023), a 2019 ROOF a 2019 AC SYSTEM and rain gutters. The extended brick paver driveway and matching walkway enhance curb appeal, while the well-fed irrigation system coupled with the well water (filtered by the whole house WATER SOFTENER) help keep utility costs low. All of this is just 5 minutes from the 429, offering quick access to Orlando and surrounding areas. Downtown Winter Garden & Winter Garden Village are also nearby as well as numerous championship golf courses for all your shopping, dining and recreational needs! Nearby top-rated schools are just another plus! Call for your showing today if you want to be the lucky one to snag this one-of-a-kind home before someone else does!
Listing is courtesy of: KELLER WILLIAMS ADVANTAGE REALTY (407-977-7600)
Listing Agent: Diane Sterling (407-761-0512)
15350 OAK APPLE CT #17B, WINTER GARDEN, FL 34787
$329,9009 Days on yellowkey MLS ID: O6396724
0 Days Off yellowkey (back on 4/16/2026)
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1544 Built: 2008Monthly Fee: $282 Tax: $2,474 (2025)Community: Tucker OaksCondo
Taxes:$2,474
Middle School: Lakeview Middle
Remarks: Under contract-accepting backup offers. This beautiful 3 bedroom, 2.5 baths and 2 car garage is taken care of with Pride and Joy. Home is in Immaculate condition. Home flows from room to room with the primary en suite on the second floor. Also has lots of built in storage and overhead storage in the garage. Offers a screened in porch with no rear neighbors for relaxing and family time. Conveniently located near shopping, dining, major highways and historic downtown Winter Garden, Oakland & The West Orange Trail.
Listing is courtesy of: PREFERRED REAL ESTATE BROKERS (407-440-4900)
Listing Agent: Tracy Hampstead (407-803-3137)
12438 CLEAR SAPPHIRE DR #223, WINTER GARDEN, FL 34787
$684,99024 Days on yellowkey MLS ID: O6393877
REDUCED by $5,000 (0.7%) on 04/16/2026
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3460 Built: 2026Monthly Fee: $96Community: Osprey RanchSingle Family
Taxes:$0
Elementary School: None
High School: None
Tax Year: 2026
Middle School: None
Remarks: Under Construction. .
Listing is courtesy of: K HOVNANIAN FLORIDA REALTY (321-263-2601)
Listing Agent: Richard Selikoff (201-741-7242)
16331 TALIESIN ST, WINTER GARDEN, FL 34787
$815,00049 Days on yellowkey MLS ID: O6385168
REDUCED by $14,000 (1.7%) on 04/16/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3104 Built: 2020Monthly Fee: $115 Tax: $7,882 (2025)Community: Hawksmoor Ph 4Spa: YesSingle Family
Taxes:$7,882
Middle School: Water Spring Middle
Remarks: PRICE REDUCED - This stunning home is beautifully situated in the heart of Horizon West and Winter Garden, Florida, just minutes from Walt Disney World Resort. The charming and picturesque community offers a welcoming neighborhood feel with wonderful amenities, including abundant green space, a large playground, fitness center, clubhouse, and community pool. With scenic streets perfect for walking, biking, and evening strolls, this is truly a place where you can relax, connect, and enjoy the best of Florida living. From the moment you arrive, you’ll feel right at home. The inviting foyer features warm and cozy shiplap details that set the tone for the thoughtful design throughout. Just off the entry is a private first-floor office with French doors, along with a secondary connecting door to the main living area, making it ideal for working from home, quiet study, or a peaceful retreat. Beautiful porcelain tile with a wood-look finish flows seamlessly through the main living spaces, creating an elegant yet comfortable atmosphere. The gourmet kitchen is the true heart of the home, offering light gray cabinetry, quartz countertops, brushed nickel hardware, and a perfectly coordinated backsplash. Built-in ovens, a cooktop, and a spacious island with pendant lighting make this space as functional as it is welcoming, while the large pantry and above- and below-cabinet lighting add both convenience and warmth. The main living area is designed for gathering and making memories, highlighted by a stunning stone feature wall with an electric fireplace, floating mantle, and mount for a television—creating the perfect focal point. The first floor also features a spacious laundry room, a convenient drop zone with shelves and hooks just inside from the garage, and a stylish powder bath. The primary suite, located on the main level, provides a relaxing escape with a tray ceiling, luxury vinyl plank flooring, and a generous walk-in closet. The spa-like primary bath continues the home’s elegant design with light gray cabinetry, granite countertops, and highly desirable separate vanities and mirrors. Upstairs, a large flex space provides endless possibilities for entertaining, movie nights, or game days with family and friends. Two bedrooms share a Jack and Jill bath with dual sinks and a tub-shower combination, while an additional bedroom and full hallway bath give comfort and privacy for guests or loved ones. Step outside and experience the true showstopper of the home — your private backyard oasis. The beautiful pool and spa feature stunning lighting for evening ambiance, a covered lanai perfect for outdoor dining or relaxing in the shade, and an expansive screened-in deck that provides a generous space for entertaining and lounging. The pool is gas heated for year-round enjoyment, and the privacy fence keeps neighboring homes out of view, creating a peaceful and secluded retreat. Solar panels make the home incredibly energy efficient, and additional upgrades include a water softener system. With all appliances included, this move-in-ready home is a wonderful opportunity to enjoy comfort, style, and convenience in one of Central Florida’s most desirable locations.
Listing Agent: Amy Kidwell Pa (407-848-8042)
16242 OUTLOOK SHORE ALY, WINTER GARDEN, FL 34787
$515,00045 Days on yellowkey MLS ID: O6388026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2014 Built: 2018Monthly Fee: $257 Tax: $7,296 (2024)Community: Waterleigh Ph 2ASingle Family
Taxes:$7,296
Tax Year: 2024
Remarks: One or more photo(s) has been virtually staged. Turnkey Corner Home in Highly Desirable Waterleigh Community! This stunning 3-bedroom, 2.5-bathroom two-story single-family home with arear-load 2-car garage presents an exceptional opportunity in one of the most sought-after communities in the area. Located in Waterleigh, apremier master-planned neighborhood known for its top-tier amenities and prime location. Designed with an open-concept layout, the homefeatures durable tile flooring throughout the main level for easy maintenance. The gourmet kitchen boasts granite countertops, white cabinetry, stainless steel appliances, and a spacious island, making it an attractive focal point for tenants or homeowners. Downstairs, you will find thelaundry room, a drop zone and the spacious master suite is bathed in natural light and includes a walk-in closet, dual-sink granite vanity, and alarge walk-in shower. The exterior and interior have been recently painted. Waterleigh has been the jewel of Horizons West for over a decade. It has resort style amenities centers, resort style pools,splash pad, indoor & outdoor fitness, scenic lakes and ponds, walking and nature trails, beach volleyball, playgrounds, sports fields, a Publixgrocery store at the community entrance, all with lawn maintenance included! Schedule your showing today.
Listing Agent: Tara Garkowski (407-405-8829)
13412 FOX GLOVE ST, WINTER GARDEN, FL 34787
$849,90020 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. Thoughtfully updated, 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)
3518 TURNINGWIND LN, WINTER GARDEN, FL 34787
$825,0004 Days on yellowkey MLS ID: S5147067
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2744 Built: 2003Monthly Fee: $115 Tax: $10,313 (2025)Community: Windward Cay 48 125Single Family
Taxes:$10,313
Elementary School: Keene Crossing Elementary
High School: Windermere High School
Middle School: Bridgewater Middle
Remarks: Welcome to 3518 Turningwind Lane, located in a gated upscale community in one of Winter Garden’s most desirable areas! This beautifully maintained 4-bedroom, 3-bathroom home offers the perfect blend of luxury, comfort, and convenience. A classic brick paver driveway and french door entry welcomes you inside, leading to a grand entryway that immediately sets the tone for this light, bright and inviting home. Just to the right of the entry is a spacious bonus room perfect for a home office, den or flex space. Straight ahead, you'll find a large living room with glass french doors that fill the room with natural light from the sparkling pool. To the left is a full sized formal dining area complete with elegant chandelier ideal for hosting family dinners and special occasions. The stunning renovated gourmet kitchen features solid wood cabinetry, beautiful granite countertops, and designer backsplash tile, creating an elegant and functional centerpiece of the home. To the right of the kitchen is an additional dining area featuring a matching bar and wine fridge creating a seamless extension of this beautifully renovated space. The family room offers even more space to gather and entertain also highlighted by french glass doors that lead directly to the pool and outdoor entertaining area, filling the home with abundant natural light throughout. The expansive primary suite is a true retreat, boasting a bay window separate seating area with french door access to the pool, two separate walk in closets and a luxurious en-suite bathroom complete with separate his-and-her vanities, matching windows, and an oversized walk-in shower overlooking a separate relaxing soaker tub. Your private outdoor oasis featuring a covered patio, sparkling screened pool, and large deck is perfect for entertaining. Enjoy peaceful views of the lush conservation area behind the home with no rear neighbors, providing privacy and a serene backdrop for relaxation. A convenient door from the patio leads directly to the pool bath and into the thoughtfully designed guest wing offering three additional bedrooms and a third full bathroom. Buyers will appreciate the added peace of mind with major updates already completed, including a brand new water heater, 2021 roof and HVAC replaced in 2019. Additional highlights include a 3-car garage, a laundry room with sink and cabinetry (washer & dryer included), gorgeous ceramic tile and real wood floors throughout and zoned for excellent schools. Conveniently located just minutes from highways, shopping/dining (Winter Garden Village) parks/recreation (West Orange Trail and West Orange Country Club) and entertainment (Orlando’s world-famous theme parks and tourist attractions) - it's truly a gem! This exceptional property offers Florida living at its finest in an exclusive highly sought after community. A home like this is a rare opportunity, so schedule your private showing today!
Listing is courtesy of: COLDWELL BANKER REALTY (407-352-1040)
Listing Agent: Melanie Shenosky (603-674-9405)
16330 BRISK BREEZE ALY, WINTER GARDEN, FL 34787
$550,000108 Days on yellowkey MLS ID: G5106012
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2170 Built: 2018Monthly Fee: $245 Tax: $7,556 (2024)Community: Waterleigh Ph 2ASingle Family
Taxes:$7,556
Remarks: Welcome home to this beautifully maintained 3-bedroom, 2.5-bath residence with a bonus room/office, built in 2018 and thoughtfully designed for both comfort and functionality. From the moment you step inside, you’ll appreciate the open-concept layout and high ceilings that create a light, airy feel—perfect for hosting gatherings or enjoying quiet evenings at home. This move-in-ready home features brand-new carpet throughout the upstairs and all bedrooms, along with fresh interior paint (December 2025) and new exterior paint (May 2025), giving it a clean, modern feel throughout. Upstairs, all three bedrooms and two full bathrooms give you a private retreat, highlighted by a spacious primary suite with a walk-in closet featuring custom built-ins designed to keep everything organized and within reach. Enjoy Florida living year-round on the covered outdoor patio, ideal for morning coffee or winding down at the end of the day. A separate laundry room adds everyday convenience, while HOA-maintained landscaping allows you to spend more time enjoying your home and less time on upkeep. Located in a vibrant community offering parks, a resort-style pool, and clubhouse, this home combines lifestyle, comfort, and convenience in one exceptional package. Don’t miss your chance to make this inviting Winter Garden home your own.
Listing is courtesy of: NARROW ROAD REALTY (352-589-8100)
Listing Agent: Nicholas Barber (407-574-1651)
8031 NAVEL ORANGE LN, WINTER GARDEN, FL 34787
$675,0004 Days on yellowkey MLS ID: O6399594
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2298 Built: 2015Monthly Fee: $82 Tax: $8,090 (2025)Community: Summerlake GrvsSingle Family
Taxes:$8,090
Elementary School: Summerlake Elementary
Middle School: Hamlin Middle
Remarks: Welcome to this exquisitely appointed residence, gracefully positioned on a private corner lot with no neighboring home on one side, offering a rare sense of seclusion and tranquility. The outdoor living space is thoughtfully designed, featuring an inviting patio ideal for refined entertaining or quiet relaxation. A freshly painted exterior (2024) enhances the home’s sophisticated curb appeal. Inside, the bespoke kitchen is a true centerpiece, showcasing custom finishes, under-cabinet lighting, a sleek glass tile backsplash, and a suite of recently upgraded appliances including a new dryer, dishwasher, disposal, and range. The formal living room is bathed in natural light from expansive windows and offers exceptional versatility, perfect as an elegant home office or curated hobby space. This residence effortlessly blends timeless style with modern convenience. Residents of Summerlake enjoy access to an array of resort-caliber amenities, including a clubhouse, pool, tennis courts, playground, parks, and scenic walking trails. Ideally situated near top-rated schools, upscale shopping, fine dining, major thoroughfares, and Orlando’s premier attractions, this exceptional home presents a rare opportunity to experience elevated living at its finest.
Listing is courtesy of: BUYER REBATES REALTY (407-629-2300)
Listing Agent: Sean Popat (407-399-1669)
3633 TURNINGWIND LN, WINTER GARDEN, FL 34787
$750,0004 Days on yellowkey MLS ID: S5147897
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3412 Built: 2003Monthly Fee: $115 Tax: $5,047 (2025)Community: Windward Cay 48 125Single Family
Taxes:$5,047
Remarks: One or more photos have virtual staging. Located in the sought-after WINDWARD CAY community, where homes rarely come onto the market – this Spacious Pool Home is now Winter Garden’s best buy! Homesite location is at the end of Turningwind Ln., on a Cul-de-Sac, POND-FRONT w/Wooded Area adjacent – a premium location within the community ** This home has been meticulously prepared for the market and is in complete “turn-key condition” throughout. EXTERIOR & INTERIOR FRESHLY PAINTED this April, along with BRAND NEW LAMINATE WOOD installed in Formal Living, Dining & Family Rooms, BRAND-NEW CARPETING installed throughout the rest of the interior, with original Ceramic Tile (mint condition) in high-traffic spaces and wet areas ** New Light Fixtures installed in Dining Room & Kitchen Casual Dining space. NEW POOL SCREENING installed on 4/13/26 ** Primary floor features Formal Living & Dining Rooms at Entry, with Crown Molding accenting the spaces. The Formal Living Room can function as a Home Office as an alternative use for the space. The OPEN FLOOR PLAN flows from the formal spaces to the Spacious Family Room & HUGE Kitchen w/Large Casual Dining Area. There is an abundance of Cabinetry (medium-tone wood), Corion Countertops, and all Appliances Convey – including Washer/Dryer in the adjacent laundry room, which includes a wash tub ** Bedroom #5 is an ideal “guest bedroom” with “pool bath” adjacent, featuring a beautifully REMODELED SHOWER ** Second floor features a HUGE PRIMARY SUITE w/Tray Ceiling & Crown Molding, (2) WI Closets, Linen Closet, En-Suite Bathroom w/Dual Sinks, Jetted Garden Tub, Shower & Water Closet. Bedrooms #2, #3 are both Large with WI Closets, Bedroom #4 has built-in closet ** The HUGE BONUS ROOM is at end of the corridor, with adjacent FULL BATHROOM w/Shower. The Bonus Room offers a multitude of uses including game room, teen hide-away, craft room, etc. A hallway bathroom serves the spare bedrooms upstairs, along with the bonus room full bathroom ** Finally, the Family Room has (2) sets of sliders – opening up onto the Large Covered Lanai and Screened Pool with Pond Frontage, and adjacent Wooded Area. The child-safety-gate is located in the garage, with spare paint and extra paint/flooring materials. The Cul-de-Sac location means slow traffic and better safety for pets & play ** Important improvements include: Roof replaced Jan 2018; Pool Resurfaced/Retiled in 2018, and HVACs are dated 2017 (lower), 2012 (upper); both serviced this April ** Room sizes are approximate and may be verified by buyers ** This home has been meticulously prepared for the market and is priced to sell quickly! Check the comps in Windward Cay and you will find that fully renovated homes here sell for MUCH HIGHER PRICES ** Windward Cay is located a short drive from the Winter Garden Village Shopping Center, featuring Target, Lowes, Best Buy and many other shops and restaurants. The wildly popular “Downtown Plant Street area” is roughly a 10-min drive away, featuring quaint shops, restaurants, Crooked Can Brewery and various activities and events year-round. SR 429 is by Winter Garden Village, with access to I-4, the Florida Turnpike, and all destinations throughout Central Florida including Disney, Universal Orlando Theme Parks, Florida Beaches and so much more ** Be sure to view all photos and 3-D walk-through tour! Virtually staged photos are not guaranteed to match actual photos, including room size, color, dimension, etc.
Listing is courtesy of: WATSON REALTY CORP (407-298-8800)
Listing Agent: Frank Plesko (407-421-6412)
1490 STONE ARROW CT, WINTER GARDEN, FL 34787
$574,00099 Days on yellowkey MLS ID: S5141442
REDUCED by $5,000 (0.9%) on 04/16/2026
Bed: 5 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3248 Built: 2019Monthly Fee: $105 Tax: $9,401 (2024)Community: Oakland Trls Ph 2Single Family
Taxes:$9,401
Remarks: This stunning 5 BEDROOM + LOFT + DEN, 3.5 BATH home is situated on a spacious CONSERVATION LOT in the all-new Oakland Trail community. Once you step inside you will immediately appreciate the modern open first floor feat NEW VINYL PLANK flooring int the living room/ dining room. The spacious kitchen feat stainless steel appliance package, lots of cabinet storage under beautiful granite counters, and center island with breakfast bar. The family room and the rear lanai feat peaceful views of the rear lawn and conservation area. The first floor master suite feat a large walk in closet and the master bath complete with dual sinks, walk in shower, and garden tub. Upstairs you will find 4 additional bedrooms all with large closets, and served by 2 additional full baths. The flexibility of this home is endless as the upstairs features an additional LOFT SPACE as well as a 2nd Floor DEN. You get a large house without large energy bills as Meritage Homes is relentless with energy efficiency in their products. The Oakland Trails community centers around a generous park area and includes community pool, playground, and dog park! The community is located near the West Orange Trail, historic downtown Plant Street, and a short drive from Winter Garden Village. The location of this home can't be beat for ease of access to the Turnpike, shopping, and dining. Call today to see this home!
Listing is courtesy of: NUMBER 1 BROKER, LLC (407-566-3400)
Listing Agent: Eric Jia (407-401-1431)
16105 WATER SPRING BLVD, WINTER GARDEN, FL 34787
$499,000195 Days on yellowkey MLS ID: O6348822
REDUCED by $20,000 (3.9%) on 04/16/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2042 Built: 2020Monthly Fee: $103 Tax: $4,770 (2024)Community: Storey GroveSingle Family
Taxes:$4,770
Elementary School: Water Spring Elementary
Remarks: Perfect for buyers seeking convenience, accessibility, and a family-friendly setting—just steps from the elementary school!! Discover this well-maintained 4-bedroom, 3-bath home located in the highly desirable Storey Grove community in Winter Garden. This property offers 2,042 sq ft of bright and functional living space/ Total area :4,704 SqFt , featuring an open-concept layout that seamlessly connects the kitchen and main living areas—ideal for everyday living and entertaining. The spacious primary suite includes a private bathroom and ample storage, while the additional bedrooms provide flexibility for guests, a home office, or growing families. Conveniently situated just steps from the elementary school, this home is perfect for those seeking accessibility and ease in their daily routine. Its location also provides quick access to main roads, shopping, dining, and Disney World, making commuting and errands simple and efficient. Enjoy outdoor living with a private patio, plus access to resort-style community amenities including a pool, fitness center, clubhouse, playgrounds, and dog parks. Community parking regulations help maintain a clean and organized neighborhood environment, with guest parking available nearby. Seller is motivated and open to concessions. Schedule your private showing today.
Listing is courtesy of: URBAN-O REAL ESTATE SOLUTION (407-822-1063)
Listing Agent: Yesenia Barrios (321-276-1977)
12390 CLEAR SAPPHIRE #260, WINTER GARDEN, FL 34787
$849,99020 Days on yellowkey MLS ID: O6394850
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2552 Built: 2026Monthly Fee: $96Community: Osprey RanchSingle Family
9409 EMERALD BERRY DR, WINTER GARDEN, FL 34787
$875,00047 Days on yellowkey MLS ID: S5144953
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2923 Built: 2024Monthly Fee: $85Community: Summerlake ReserveSpa: NoSingle Family
Elementary School: Panther Lake Elementary
Remarks: 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)
16126 PARKWYN ST, WINTER GARDEN, FL 34787
$629,00038 Days on yellowkey MLS ID: O6389811
REDUCED by $16,000 (2.5%) on 04/13/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2372 Built: 2021Monthly Fee: $127 Tax: $7,291 (2025)Community: Hawksmoor Ph 2Single Family
Taxes:$7,291
Remarks: Beautiful Two-Story Home with Designer Features in Winter Garden Welcome to this stunning two-story residence located in the highly desirable area of Winter Garden, Florida. This beautifully maintained home offers 4 bedrooms and 3 full bathrooms, combining modern design, comfort, and thoughtful upgrades throughout. From the moment you arrive, you are welcomed by a charming front porch and landscaped entrance, creating a warm and inviting first impression. Large windows throughout the home allow abundant natural light, enhancing the bright and airy feel of the interior. The first floor features high-quality luxury vinyl flooring and a spacious open-concept layout that seamlessly connects the living room, dining area, and gourmet kitchen — perfect for everyday living and entertaining. The kitchen is a true highlight, featuring stainless steel appliances, elegant wood cabinetry, and generous counter space, ideal for cooking and gathering with family and friends. The living area showcases a stunning custom wood accent wall with built-in shelving and ambient lighting, creating a sophisticated focal point around the entertainment space and modern electric fireplace. An elegant additional seating area completes the room, offering the perfect place for conversation or relaxation. Also on the first floor, you will find one bedroom and a full bathroom, ideal for guests, multi-generational living, or a private home office. Upstairs, the remaining bedrooms offer comfortable carpet flooring and spacious closets, while the expansive primary suite provides a peaceful retreat with a large walk-in closet and a private bathroom featuring dual sinks. This home also includes several valuable upgrades, such as: Whole-house water filtration system Custom-made window treatments Attached two-car garage Step outside to enjoy the beautifully upgraded backyard, where a custom landscaping project created a stylish and low-maintenance outdoor space. The backyard features high-quality artificial turf and elegant in-ground lighting, perfect for relaxing evenings or entertaining guests. Residents of the community enjoy fantastic amenities, including: Clubhouse Resort-style pool Park and playground Sidewalks throughout the neighborhood The location is another standout feature. The property is just minutes from Hamlin Town Center, offering a wide variety of shopping, restaurants, and entertainment options. It also provides convenient access to Walt Disney World Resort, as well as major highways leading to **Orlando and surrounding areas. This exceptional home offers the perfect combination of modern upgrades, elegant design, and prime location. Schedule your private showing today and discover everything this beautiful home has to offer.
Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)
Listing Agent: Viviane Rocha (407-558-1180)
1836 WINGED ELM PL, WINTER GARDEN, FL 34787
$439,00035 Days on yellowkey MLS ID: O6390771
REDUCED by $23,000 (5.0%) on 04/16/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1712 Built: 2005Monthly Fee: $55 Tax: $6,075 (2025)Community: Winter Garden Trls 01-3Single Family
Taxes:$6,075
Remarks: One or more photo(s) has been virtually staged. One or more photo(s) have been virtually staged to showcase the incredible potential of this beautiful home. A 100-Day Home Warranty is also available at closing, offering added peace of mind for the new owner. Welcome to your dream home in the highly desirable city of Winter Garden, where comfort, space, and location come together perfectly! This beautiful 4-bedroom, 2-bath residence offers a spacious and functional layout designed for both everyday living and effortless entertaining. Step inside to discover a private and relaxing primary suite featuring a walk-in closet, a luxurious soaking tub, and a separate walk-in shower—creating the perfect retreat at the end of the day. The modern kitchen is equipped with stainless steel appliances and a convenient breakfast bar, ideal for casual dining, morning coffee, or gathering with family and friends. Enjoy Florida living at its best with a screened-in patio, perfect for relaxing evenings or weekend get-togethers while enjoying the outdoor breeze. Additional highlights include a two- car garage, ample living space, and a layout designed with comfort in mind. Location is everything, and this home delivers! With quick and easy access to 429, commuting is a breeze. You'll also be just minutes from Downtown Winter Garden. With its prime location, desirable features, and move-in ready appeal, this home is an incredible opportunity you won’t want to miss. Schedule your private showing today before this Winter Garden gem is gone!
Listing is courtesy of: MARK SPAIN REAL ESTATE (855-299-7653)
Listing Agent: Jeff Jones (205-902-3584)
1110 VINSETTA CIR, WINTER GARDEN, FL 34787
$619,00075 Days on yellowkey MLS ID: O6375070
1 Days Off yellowkey (back on 4/16/2026)
Bed: 4 Bath: 2.5 Gar: 3 Liv Area Sq Ft: 2276 Built: 2013Monthly Fee: $112 Tax: $3,427 (2024)Community: Avalon ReserveSingle Family
Taxes:$3,427
Remarks: Under contract-accepting backup offers. Welcome home to this immaculate and model-worthy SINGLE-STORY 4-bedroom, 3-bath home in the heart of Winter Garden. Situated on a FULLY FENCED private corner lot, this home offers a RARE 3-car garage and a true split floor plan with the primary suite privately separated from the secondary bedrooms—ideal for families, guests, or multi-generational living. The open-concept kitchen features a NATURAL GAS range, white cabinetry, granite countertops, glass display cabinets, built-in wine rack, and a large island with pendant lighting and seating. Wood-look tile flooring throughout (NO CARPET ANYWHERE!) adds style and durability to the homes seamless floor plan. The spacious primary suite includes a large walk-in closet and an ensuite bath with dual sinks, soaking tub, and separate walk-in shower. Three additional bedrooms are located on the opposite side of the home for added privacy. Enjoy outdoor living on the covered and EXTENDED LANAI, perfect for relaxing and entertaining. The privacy of the lot is the perfect spot for enjoying your morning coffee or a weekend afternoon with friends. Located in a desirable boutique community, of just 66 homes, the location offers easy access to all that Central Florida has to offer. You are just 10 minutes from Winter Garden Village and historic Downtown Winter Garden, home of arguably the largest and best farmers market in the country and every store, restaurant and coffee shop you can imagine. Orlando International Airport, Disney, Universal, Epic Universe, Sea World, and world class golf are all within 30 minutes. Call today for a private tour!
Listing Agent: Terri Schon (407-625-2670)
156 STANTON ESTATES CIR, WINTER GARDEN, FL 34787
$1,200,00045 Days on yellowkey MLS ID: O6384801
Bed: 4 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3170 Built: 2018Monthly Fee: $188 Tax: $7,979 (2024)Community: Stanton EstatesSingle Family
Taxes:$7,979
Elementary School: Dillard Street Elem
Remarks: Welcome to Golf Cart Life in Historic Downtown Winter Garden! Nestled within Stanton Estates — an exclusive enclave of just 45 luxury homes — this stunning contemporary masterpiece is perfectly positioned in Winter Garden's coveted Golf Cart District. Built in 2018, this one-story multigenerational estate delivers 3,170 square feet of refined living on a nearly 1/3-acre lot, just a short golf cart ride from Plant Street, the Crooked Can Brewery, the weekly farmer's market, and the West Orange Trail. Inside, soaring 12-foot ceilings and abundant natural light flow through an open, flexible floor plan with four bedrooms, four full bathrooms, and a large private office. The gourmet kitchen is the heart of the home — featuring solid wood cabinetry, quartz countertops, an oversized center island, walk-in pantry, and a full suite of KitchenAid Professional appliances with a natural gas cooktop. The primary suite impresses with a recessed ceiling, expansive custom walk-in closet, and a spa-inspired oversized bath. Step outside through fully retractable sliding glass doors to a covered lanai wrapped in mature, professionally designed landscaping and privacy fencing — your own Florida retreat. Premium finishes throughout include smart home technology, motorized shades, whole-home water filtration, 8-foot solid core interior doors, colonial-style trim, custom cabinetry, a three-car tandem garage with brick paver driveway, and a brand-new tankless gas water heater (2025). Minutes from Disney, Universal, and SeaWorld, with seamless access to SR-429, the Turnpike, and 408 — this is one of Central Florida's most desirable addresses. Opportunities like this in Stanton Estates are rare. Welcome home.
Listing is courtesy of: FATHOM REALTY FL LLC (888-455-6040)
Listing Agent: Joe Thomas, Jr (813-724-1922)
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