Location: Winter Garden
Do Not Show Listings
393 LAKE AMBERLEIGH DR, WINTER GARDEN, FL 34787
$615,000155 Days on yellowkey MLS ID: O6374079
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2684 Built: 2002Monthly Fee: $117 Tax: $2,690 (2025)Community: AmberleighSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$2,690
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Located in a quiet, gated community within a highly rated school zone, this well-maintained home offers comfort, privacy, and thoughtful upgrades. The home features two AC systems, including a main unit with an electronic air cleaner, a high-efficiency water heater, and a whole-house reverse osmosis and water softening system, along with updated double-pane windows on the back of the home. A NEW ROOF (2024) adds long-term peace of mind. Inside, you'll find 18.5-foot ceilings in the family room, plantation shutters, custom drapes, and ceiling fans, with wood flooring and travertine tile that complement each other throughout. The kitchen is finished with granite countertops, tile backsplash, a cherry wood bar top, and quality appliances. With a private backyard that is great for cookouts you can enjoy the gated living in a home ideally located near major highways, Central Florida attractions, and Downtown Winter Garden. - Schedule your tour today!
Listing is courtesy of: RE/MAX TOWN & COUNTRY REALTY (407-695-2066)
Listing Agent: Dominick Florio (321-377-4045)
1061 PORTMOOR WAY, WINTER GARDEN, FL 34787
$535,00015 Days on yellowkey MLS ID: G5113349
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1804 Built: 2001Monthly Fee: $243 Tax: $6,801 (2025)Community: Stoneybrook West 44/134Single Family
Taxes:$6,801
Elementary School: Whispering Oak Elem
High School: West Orange High
Middle School: SunRidge Middle
Remarks: Welcome to 1061 Portmoor Way, a single-story 4-bedroom, 2-bathroom home located in the highly desirable Stoneybrook West community—a 24-hour manned, guard-gated golf community known for its resort-style living. This home features inviting modern living spaces that flow seamlessly to a fully fenced backyard with a patio, creating the perfect setting for outdoor relaxation and entertaining. New Roof installed in 2020, water heater installed in 2022, stainless steel appliances, modernized kitchen, tiled floor in kitchen, bathrooms and laundry room. Residents of Stoneybrook West benefit from an outstanding amenity lifestyle, including 24-hour security, a clubhouse, fitness center, resort-style pool, tennis, basketball and volleyball courts, playground, fishing dock, and a boat ramp with access to Black Lake. The community is also home to Stoneybrook West Golf Club and SB Prime restaurant and bar. HOA dues include internet and Spectrum TV, offering added convenience and value. Ideally located minutes from Winter Garden Village, downtown Winter Garden, and SR-429, this home provides easy access to shopping, dining, entertainment, and everyday essentials while still offering a peaceful, gated community setting.
Listing is courtesy of: ENGEL & VOLKERS CLERMONT (407-905-6700)
Listing Agent: Lisa Reed (407-509-7995)
5040 BREEZY ACRES ST, WINTER GARDEN, FL 34787
$680,00030 Days on yellowkey MLS ID: O6409467
REDUCED by $10,000 (1.4%) on 06/11/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2724 Built: 2020Monthly Fee: $115 Tax: $6,524 (2025)Community: Wincey Grvs Ph 1Spa: NoSingle Family
Taxes:$6,524
High School: Horizon High School
Remarks: Virtually Staged. BETTER THAN NEW WITH FULLY PAID-OFF SOLAR PANELS AND WHOLE-HOME WATER FILTRATION SYSTEM AT CLOSING! Beautifully designed 4-bedroom, 3.5-bath home with a bonus room upstairs featuring a walk-in closet and full bathroom, ideally located in the highly desirable Hamlin area of Winter Garden. Situated on a premium lot with no rear neighbors, this home offers both privacy and convenience in one exceptional package. The welcoming bungalow-style exterior opens to a spacious, modern interior filled with upgrades throughout, including soaring ceilings, tall doors, premium windows, designer lighting, custom Bali window shades, huge closets, and a downstairs laundry room. The thoughtfully designed split-bedroom floor plan offers privacy and functionality, with the main living areas and bedrooms located on the first floor, while the upstairs bonus room provides incredible flexibility as a guest suite, media room, office, or additional living space. The gourmet kitchen features a massive island, quartz countertops, stylish backsplash, range hood, and walk-in pantry, all overlooking the open living and dining spaces, making it ideal for entertaining and everyday living. Step outside to the covered rear porch and enjoy the fenced backyard with no rear neighbors and room for a future pool. Additional highlights include fully paid-off solar panels and a whole-home water filtration system, both to be paid off by the seller at closing. Conveniently located near Hamlin Town Center, SR-429, Walt Disney World, Orlando International Airport, shopping, dining, and major attractions, this home is zoned for Hamlin Elementary, Hamlin Middle, and Horizon West High School. This is Florida living at its finest.
Listing is courtesy of: HOMEVEST REALTY (407-897-5400)
Listing Agent: Erica Diaz (407-897-5400)
461 GERANIUM PARK WAY, WINTER GARDEN, FL 34787
$900,00049 Days on yellowkey MLS ID: O6403758
REDUCED by $50,000 (5.3%) on 05/11/2026
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2432 Built: 2019Monthly Fee: $490 Tax: $9,812 (2025)Community: Park Place At Winter GardenTownhouse
Taxes:$9,812
Elementary School: Dillard Street Elem
Middle School: Lakeview Middle
Remarks: UPDATED TOWNHOME NEXT DOOR TO CROOKED CAN & PLANT STREET MARKET! Located in the heart of Downtown Winter Garden, 461 Geranium Park Way offers one of the most connected lifestyles available — coffee, dining, craft beer, the West Orange Trail, live music, community events, and the Saturday Farmers Market are all right outside your door. Inside, the home feels practically new, with fresh paint throughout and a beautifully maintained interior that shows no obvious wear and tear. The home is bright, polished, and truly move-in ready with wood-look tile flooring, crisp white trim, crown molding, recessed lighting, modern door hardware, decorative wall trim, and a clean neutral design throughout. The open main living level is ideal for everyday living and entertaining, with the kitchen, dining, and living areas flowing together in one spacious, connected layout. The kitchen features light cabinetry, stone countertops, subway tile backsplash, stainless steel appliances, a NATURAL GAS RANGE, vent hood, pendant lighting, and an oversized island with seating. The dining and living areas offer generous space, abundant natural light, balcony access, and a comfortable layout that feels open, stylish, and easy to live in. The flexible three-level design provides space for guests, work-from-home needs, hobbies, or multi-generational living, while the ELEVATOR-READY layout offers a valuable option for future convenience. Additional highlights include NATURAL GAS SERVICE, tankless water heater, updated fixtures, excellent storage, and a cohesive modern feel throughout. The primary bath features new flooring and a BRAND NEW STEAM SHOWER with floor-to-ceiling tile, built-in bench, recessed niche, decorative tile accent, and a spa-inspired look. With its fresh interior, updated finishes, open main living level, natural gas features, flexible layout, and unmatched Downtown Winter Garden location, this home offers a rare blend of comfort, convenience, and everyday enjoyment. Spend Saturday mornings at the farmers market, meet friends on Plant Street, hop on the West Orange Trail, and come home to a beautifully updated space just steps from it all. Schedule your private showing today.
Listing is courtesy of: THE ROSENBLOOM TEAM (407-376-4454)
Listing Agent: Cindy Rosenbloom (407-876-9175)
5460 BOWMAN DR, WINTER GARDEN, FL 34787
$585,00042 Days on yellowkey MLS ID: O6402308
REDUCED by $30,000 (4.9%) on 06/10/2026
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2474 Built: 2016Monthly Fee: $328 Tax: $8,917 (2025)Community: Overlook At HamlinSpa: NoSingle Family
Taxes:$8,917
Elementary School: Independence Elementary
Middle School: Bridgewater Middle
Remarks: **Video Tour Available** Welcome to Overlook at Hamlin, where an active, vibrant lifestyle is built right into your everyday routine. Just minutes from restaurants and entertainment including PopStroke, Ford’s Garage, Agave Bandido, Cinepolis and world-famous theme parks, this home places you at the center of it all while offering peaceful views of Lake Hancock from its inviting front porch—perfect for morning coffee or winding down after a full day. Inside, the layout is designed to keep up with your pace. A bright, private office with French doors makes working from home or managing your schedule effortless. The open-concept family room flows seamlessly into the eat-in kitchen, creating a natural hub for gathering and staying connected. With granite countertops, stainless steel appliances, a gas range, a walk-in pantry and a spacious island, this kitchen is ready for everything from quick breakfasts to hosting friends. Outside you’ll find a generous screened patio—ideal for relaxing, stretching, or enjoying Florida’s year-round sunshine. There’s even a removable fence to create a separate play space! The detached garage has a covered walkway to the main house, so there are no worries about carrying groceries in during one of our famous Florida rain showers. The garage apartment adds incredible flexibility, featuring a kitchenette, full bath, and large closet—perfect for guests, a home studio, or a private fitness or wellness space. In the main house, you’ll find a versatile loft that can easily transform into a home gym, yoga studio, or creative retreat. The primary suite offers a calming escape with a tray ceiling, spa-like bathroom with a frameless tiled shower, and a walk-in closet. A 2nd upstairs bedroom and full bath provide comfortable accommodations for family or guests. Thoughtful upgrades like plantation shutters, ceiling fans, fire sprinklers in the home to help keep insurance rates low and durable large plank tile flooring enhance both style and functionality, while the upstairs laundry room and downstairs half bath add everyday convenience. Best of all, the HOA takes care of lawn maintenance—freeing up your time to enjoy the community’s exceptional amenities, including a beautiful pool, fitness center, and fishing pier. Cap off your evenings with breathtaking rocket launches and nightly theme park fireworks lighting up the sky. This is more than a home—it’s a lifestyle designed to keep you moving, connected, and inspired.
Listing is courtesy of: KELLER WILLIAMS ELITE PARTNERS III REALTY (321-527-5111)
Listing Agent: Tennille Biggers (850-628-4455)
12253 S BRACCO ST, WINTER GARDEN, FL 34787
$499,00018 Days on yellowkey MLS ID: S5150840
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1788 Built: 2024Monthly Fee: $110 Tax: $6,803 (2025)Community: Highland Rdg Ph 2Single Family
Taxes:$6,803
Elementary School: Water Spring Elementary
Middle School: Water Spring Middle
Remarks: BRAND NEW CONSTRUCTION – NEVER LIVED IN – MOVE-IN READY! This is a rare opportunity to own a truly brand-new home that has never been occupied since the day it closed. No previous residents, no wear and tear, no surprises. Just a fresh start in a home that feels exactly as the builder intended. Be the very first person to live here, create memories here, and even peel the protective plastic off the brand-new appliances! Located in the highly sought-after Highland Ridge community, this stunning energy-efficient home offers a spacious open-concept design perfect for today's lifestyle. The beautifully appointed kitchen features a large center island that flows seamlessly into the dining and living areas, creating the ideal space for entertaining and everyday living. Upstairs, a versatile loft provides endless possibilities: home office, media room, game room, fitness area, or additional family space. Built by Meritage Homes in 2024, this home showcases advanced energy-efficient construction designed to provide year-round comfort, healthier indoor air quality, and lower utility costs. Ideally located in the heart of Winter Garden, you'll enjoy convenient access to top-rated schools, shopping, dining, major employment centers, and world-famous Disney attractions just minutes away. Why wait months for new construction when you can move into a never-lived-in home today? Schedule your private tour and experience what "brand new" truly means!
Listing is courtesy of: LIFESTYLE INTERNATIONAL REALTY (305-809-8085)
Listing Agent: Gil Semedo (617-860-9165)
12554 WESTHAVEN OAK DR, WINTER GARDEN, FL 34787
$599,000268 Days on yellowkey MLS ID: O6346537
1 Days Off yellowkey (back on 6/13/2026)
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2743 Built: 2025Monthly Fee: $96 Tax: $1,862 (2024)Community: Osprey Ranch-Ph 1Single Family
Taxes:$1,862
Tax Year: 2024
Remarks: This tenant-occupied home, rented for $3,400/month until June 30, 2026, presents an excellent investment opportunity with immediate income. Located in the desirable Osprey Ranch community of Winter Garden, the property features 4 bedrooms, 3.5 bathrooms, and 2,743 heated square feet of living space. The functional floor plan includes a modern kitchen with all appliances and a laundry room with washer and dryer. Osprey Ranch, in the highly sought-after Horizon West area, offers a lifestyle of comfort and recreation. Community amenities include a resort-inspired pool and cabana currently under construction, plus a splash pad, playground, and dog park. Showings must be scheduled in advance with the listing agent.
Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)
Listing Agent: Adriana Pl Franzoi (407-924-0872)
2202 ROMANUM DR, WINTER GARDEN, FL 34787
$565,00064 Days on yellowkey MLS ID: O6398743
REDUCED by $14,900 (2.6%) on 06/07/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1889 Built: 2015Monthly Fee: $211 Tax: $3,839 (2025)Community: Alexander RidgeSingle Family
Taxes:$3,839
Remarks: Welcome to your next home in the heart of Winter Garden—where location, lifestyle, and upgrades come together seamlessly. This beautifully updated 3-bedroom, 2-bathroom home with an additional 135-square-foot flex space is perfectly positioned just 20 minutes from Disney, 15 minutes from Downtown Winter Garden, and only 10 minutes to Winter Garden Village, giving you easy access to everything Central Florida has to offer. Step inside to find brand-new luxury vinyl flooring, fresh exterior paint (2024), and a bright, open feel that makes the home both inviting and functional. The additional 135-square-foot living space under air conditioning, complete with elegant French doors, offers endless possibilities as a home office, playroom, fitness room, or second living area. Out back, enjoy your own private putting green—ideal for unwinding or entertaining guests. And with HOA-maintained landscaping, you can say goodbye to yard work and hello to low-maintenance living. Major updates bring peace of mind, including a new roof (2024), new AC unit (2025), and new gutters (2024). Additional features include a garage with epoxy flooring, a hybrid hot water heater, and a sleek GE Slate appliance package that adds a modern touch to the kitchen. This home checks all the boxes—location, upgrades, and lifestyle. Schedule your private showing today and experience it for yourself.
Listing Agent: Trevor Zwick (863-303-6114)
16330 BRISK BREEZE ALY, WINTER GARDEN, FL 34787
$540,000169 Days on yellowkey MLS ID: G5106012
REDUCED by $10,000 (1.8%) on 06/13/2026
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)
2241 WHITE FEATHER LOOP, WINTER GARDEN, FL 34787
$525,00019 Days on yellowkey MLS ID: O6411576
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2152 Built: 2018Monthly Fee: $105 Tax: $4,991 (2025)Community: Oakland Trls Ph 1Single Family
Taxes:$4,991
Elementary School: Tildenville Elem
Remarks: Welcome to Oakland Trails, one of Oakland’s most desirable communities! This beautifully maintained 3-bedroom, 2-bath home offers the perfect blend of comfort, style, and location. Built in 2018, the home features a bright, open-concept floor plan with spacious living areas, a modern kitchen, and plenty of room for both everyday living and entertaining. Step outside and enjoy all the amenities that make Oakland Trails so special, including a resort-style community pool and playground. Outdoor enthusiasts will love being just minutes from the renowned West Orange Trail, offering miles of scenic paths for walking, running, and biking through some of Central Florida’s most beautiful landscapes. Conveniently located near historic downtown Winter Garden, shopping, dining, and major roadways, this home combines small-town charm with everyday convenience. Whether you're relaxing at the pool, exploring the nearby trail system, or enjoying all that the area has to offer, this property delivers the Florida lifestyle you've been looking for.
Listing is courtesy of: CORCORAN PREMIER REALTY (407-965-1155)
Listing Agent: Brynn Allen (407-617-8963)
5754 SURPRISE LILY DR, WINTER GARDEN, FL 34787
$515,0007 Days on yellowkey MLS ID: S5151845
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2128 Built: 2021Monthly Fee: $91 Tax: $8,266 (2025)Community: Hamilton Gardens Ph 2A 2BSingle Family
Taxes:$8,266
Elementary School: Hamlin Elementary
Middle School: Hamlin Middle
Remarks: Location, Location, Location! Welcome to this beautiful 4-bedroom home located in the highly desirable Hamilton Gardens community in Winter Garden. Just minutes from Hamlin Town Center, you’ll enjoy convenient access to shopping, restaurants, coffee shops, movie theaters, fitness centers, Publix, and everyday essentials. This spacious home features 4 bedrooms, with all bedrooms conveniently located upstairs, creating a functional layout that offers privacy and separation from the main living areas. Downstairs, you’ll find a versatile flex space that can be used as a home office, study area, playroom, or additional sitting room. The open-concept kitchen features a gas stove, perfect for those who enjoy cooking and entertaining. The kitchen flows seamlessly into the living and dining areas, creating an inviting space for family gatherings and everyday living. Residents of Hamilton Gardens enjoy access to the community swimming pool and beautifully maintained neighborhood amenities. The home is also conveniently located near SR-429, providing quick access to Disney, Downtown Winter Garden, Downtown Orlando, and other major destinations throughout Central Florida. Families will appreciate the excellent school district, including highly rated elementary and middle schools, making this one of the most desirable areas in Winter Garden.
Listing is courtesy of: NUMBER 1 BROKER, LLC (407-566-3400)
Listing Agent: Eric Jia (407-401-1431)
6475 BREEZE FILLED LN, WINTER GARDEN, FL 34787
$585,0007 Days on yellowkey MLS ID: O6416512
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2231 Built: 2025Monthly Fee: $147 Tax: $2,107 (2025)Community: Silverleaf Oaks At Hamlin Phase 3ASingle Family
Taxes:$2,107
Remarks: Exceptional Deal Priced Below Builder’s Current Offerings! Like-New & Move-In Ready! Seller is Motivated! This stunning 5-bedroom, 3-bath Caden model by Pulte Homes has been lightly lived in and shows like new! Occupied for only a few months by its original owners, the home offers a bright, open layout with a spacious gathering room and a modern kitchen featuring quartz countertops and premium finishes. Upstairs, you’ll find the primary suite with a walk-in closet, along with three additional bedrooms and a versatile loft, perfect for a home office or entertainment space. Additional upgrades include: luxury vinyl flooring throughout, epoxy-coated garage floor, quartz countertops in the kitchen and all bathrooms. Located in the sought-after Silverleaf Reserve community, residents enjoy resort-style amenities such as a pool, pickleball court, and playground, plus easy access to A+ rated schools, shopping, dining, and major highways. Energy-efficient, fully furnished, and ready to move in, this home truly has it all!
Listing is courtesy of: ONLI REALTY GROUP LLC (352-278-8544)
Listing Agent: Vinny Machado Da Silva (352-278-8544)
1155 PRADO LN, WINTER GARDEN, FL 34787
$2,575,0007 Days on yellowkey MLS ID: O6415007
Bed: 5 Bath: 6.0 Gar: 3 Liv Area Sq Ft: 4210 Built: 2027Monthly Fee: $150 Tax: $399 (2025)Community: Grove/OaklandSpa: YesSingle Family
Taxes:$399
Remarks: Pre-Construction. To be built. Welcome home to The Wildflower, an exquisitely crafted new construction estate nestled within the exclusive community of The Grove in charming Oakland, Florida. Masterfully built by the renowned Justice & Wood Builders — whose principals each bring over 25 years of custom homebuilding experience — this stunning residence delivers the perfect blend of timeless craftsmanship, thoughtful design, and elevated luxury living. Spanning 4,210 square feet of livable space (5,914 total sq ft) across a thoughtfully designed floor plan, The Wildflower offers 5 bedrooms, 5 full baths, and 2 half baths, providing ample room for families who prioritize space and style. From the moment you arrive, every detail speaks to the quality and care poured into this home. Inside, a versatile loft and flex room provides endless possibilities — a home office, media room, playroom, or private retreat. The open, flowing layout is designed for both everyday living and effortless entertaining. Step outside to your own private resort. A custom pool and spa take center stage in the backyard oasis, a covered rear lanai with roll down screens, a fireplace complemented by a summer kitchen and cabana — perfect for hosting under the Florida sun. Enjoy evenings at home with a built in fire pit and beautiful landscape lighting. A 3-car garage rounds out the thoughtful features that make this home as functional as it is beautiful. Located just minutes from downtown Winter Garden's vibrant dining and shopping scene, top-rated schools, and easy access to the Florida Turnpike, The Grove offers the rare combination of peaceful small-town living with big-city convenience. Estimated completion Spring 2027. Secure your lot today and experience the Justice & Wood difference — where every home is built with excellence, without cutting corners.
Listing is courtesy of: REGENCY REAL ESTATE LLC (407-469-5021)
Listing Agent: Alexis Anderson (561-670-5901)
15280 MARITIME PINE DR, WINTER GARDEN, FL 34787
$988,539274 Days on yellowkey MLS ID: G5102291
Bed: 5 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3550 Built: 2026Monthly Fee: $150Community: Avalon WoodsSingle Family
Taxes:$0
Remarks: Virtually Staged. Pre-Construction. To be built. The Ellington is a spacious two-story home offers 3,550 square feet of elegant living, featuring 5 bedrooms and 3.5 bathrooms, along with a generous 3-car garage. The primary suite is conveniently located on the first floor, alongside the laundry for easy access. Upstairs, you’ll find four additional bedrooms and a massive game room—perfect for family fun! Relax and unwind outside under the covered lanai. Enjoy ample space with an additional flex room, café, and walk-in closets throughout the home.
Listing is courtesy of: OLYMPUS EXECUTIVE REALTY INC (407-469-0090)
Listing Agent: Nancy Pruitt, Pa (352-552-7574)
3351 HANGING TIDE ST, WINTER GARDEN, FL 34787
$635,00036 Days on yellowkey MLS ID: O6407746
0 Days Off yellowkey (back on 6/12/2026)
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 2741 Built: 2021Monthly Fee: $152 Tax: $7,521 (2025)Community: Lakeview Preserve Ph 2Single Family
Taxes:$7,521
Elementary School: Lost Lake Elem
High School: East Ridge High
Middle School: Windy Hill Middle
Remarks: Under contract-accepting backup offers. Virtually Staged. Welcome to this move in ready home newly built in 2021 in the gated Lakeview Preserve community. This single story home is offering 4 bedrooms, 3.5 bathrooms, with split bedroom layout and a spacious open floor plan. Step inside to find a bright and airy living space that seamlessly connects the kitchen, dining, and living areas. The gourmet kitchen is the centerpiece of the home, featuring sleek quartz countertops, a large center island ideal for gatherings, and ample cabinetry for storage. Whether you're hosting guests or enjoying a quiet night in, this layout delivers both comfort and functionality. The split bedroom design provides added privacy, with a generously sized primary suite offering a peaceful retreat. Additional bedrooms are well appointed and versatile, perfect for guests, a home office, or growing families. This gated community features resort style amenities including a clubhouse, zero entry pool, splash pad, playground, fitness center, and a private dock with kayak launch on John’s Lake, offering the ideal setting to experience the best of Florida living. Located just minutes from the charm of Downtown Winter Garden, you’ll enjoy access to boutique shopping, local dining, farmers markets, and the popular West Orange Trail for biking and outdoor recreation. Food lovers will appreciate nearby favorites like The Hangry Bison, Chef's Table at the Edgewater, and Crooked Can Brewing offering everything from casual bites to upscale dining. Convenient access to Florida State Road 429 and Florida State Road 408 makes commuting to Orlando and nearby attractions a breeze. Don't miss out on this opportunity and schedule your private showing today!
Listing is courtesy of: KELLER WILLIAMS ADVANTAGE III (407-207-0825)
Listing Agent: Devon Sobers (407-341-4720)
7808 WINTER WREN ST, WINTER GARDEN, FL 34787
$579,00057 Days on yellowkey MLS ID: O6400269
REDUCED by $9,000 (1.5%) on 06/04/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2274 Built: 2015Monthly Fee: $252 Tax: $8,119 (2025)Community: SummerlakeSpa: NoSingle Family
Taxes:$8,119
Elementary School: Summerlake Elementary
Remarks: Under contract-accepting backup offers. Welcome to resort-style living in the highly sought-after Summerlake Community of Winter Garden! Enjoy Disney fireworks and Space Coast Rocket launches from the front porch or across the pond in front of the house. This beautifully situated home on a corner lot is MOVE IN READY and features: 4-bedrooms, 2.5-baths with an upstairs office loft, offers space, style, and flexibility in one of Horizon West’s premier neighborhoods. The inviting covered front porch sets the tone as you step into this light-filled home featuring granite countertops throughout, freshly painted both inside and out, and tile flooring across the main living areas. The open-concept design is perfect for both entertaining and everyday living. The kitchen flows seamlessly into the living and dining areas, and opens to a covered and screened in rear patio lanai, creating an ideal indoor-outdoor living experience. The main floor also includes a convenient half bath, perfect for guests. The primary suite is a relaxing retreat, featuring dual sinks, granite countertops, a soaking tub, a separate walk-in shower, and ample closet space. Three additional bedrooms are well-sized and thoughtfully arranged with easy access to the remaining full bath. This is truly a rare opportunity to experience both tranquility and park like setting right outside your front door! Residents of Summerlake enjoy exceptional amenities including a lakeside clubhouse with fitness center, party room, resort-style pool, fishing pier, walking trails, parks, playgrounds, and tennis courts makes this the perfect area for the active lifestyle — all just minutes from SR-429, top-rated schools, Winter Garden Village, downtown Winter Garden, golf courses, and major theme parks. Lawn care, sprinkler maintenance, and irrigation water are all included in the low HOA fee, making maintenance a breeze. Schedule your private tour today and make this exceptional property yours!
Listing is courtesy of: BROOKSHIRE HOMES REALTY (303-838-0434)
Listing Agent: Robert Larosa (303-489-2019)
642 MEDORA WAY, WINTER GARDEN, FL 34787
$1,137,15010 Days on yellowkey MLS ID: O6413483
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2995 Built: 2026Monthly Fee: $155 Tax: $993 (2025)Community: Lakeview Village EstatesSingle Family
Taxes:$993
Remarks: Under Construction. Under Construction. Under Construction. Welcome to Lakeview Village, an exclusive new community by award-winning Davila Homes, featuring just 40 luxury residences crafted with exceptional attention to detail. Each home is thoughtfully designed to blend comfort, durability, and timeless architectural elegance. Introducing The Palmetto floor plan, offering 4 bedrooms, 3 bathrooms, and a beautifully designed open-concept layout ideal for both everyday living and elevated entertaining. Premium upgrades are showcased throughout, including engineered hardwood flooring, quartz countertops, and a chef-inspired kitchen that pairs refined style with effortless functionality. Perfectly positioned in the heart of Winter Garden’s coveted Golf Cart District, residents enjoy a short walk to vibrant Plant Street — home to the Farmers Market, Crooked Can Brewery, boutique shopping, and some of the area’s most celebrated dining. Surrounded by charming parks, community events, and cultural destinations, Lakeview Village Estates offers a lifestyle where convenience, connection, and quality of life come together beautifully. All renderings, floor plans, and marketing materials are conceptual and for illustrative purposes only. Actual home design, materials, finishes, dimensions, and specifications may vary and are subject to change without notice.
Listing is courtesy of: FLORIDA CONNEXION PROPERTIES (407-574-2636)
Listing Agent: Tatiana Souza (407-467-9914)
650 MEDORA WAY, WINTER GARDEN, FL 34787
$1,157,19010 Days on yellowkey MLS ID: O6413464
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2902 Built: 2026Monthly Fee: $155 Tax: $993 (2025)Community: Lakeview Village EstatesSingle Family
Remarks: Under Construction. Under Construction. Welcome to Lakeview Village Estates, an exclusive new community by award-winning Davila Homes, featuring just 40 luxury residences crafted with exceptional attention to detail. Each home is thoughtfully designed to blend comfort, durability, and timeless architectural elegance. Introducing The Cypress floor plan, offering 4 bedrooms, 3 bathrooms, and a beautifully designed open- concept layout ideal for both everyday living and elevated entertaining. Premium upgrades are showcased throughout, including engineered hardwood flooring, striking Calacatta countertops, and a chef-inspired kitchen that pairs refined style with effortless functionality. Perfectly positioned in the heart of Winter Garden’s coveted Golf Cart District, residents enjoy a short walk to vibrant Plant Street — home to the Farmers Market, Crooked Can Brewery, boutique shopping, and some of the area’s most celebrated dining. Surrounded by charming parks, community events, and cultural destinations, Lakeview Village Estates offers a lifestyle where convenience, connection, and quality of life come together beautifully. All renderings, floor plans, and marketing materials are conceptual and for illustrative purposes only. Actual home design, materials, finishes, dimensions, and specifications may vary and are subject to change without notice.
17090 HARBOR OAK PKWY, WINTER GARDEN, FL 34787
$534,90051 Days on yellowkey MLS ID: G5111718
1 Days Off yellowkey (back on 6/12/2026)
REDUCED by $5,000 (0.9%) on 06/02/2026
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2148 Built: 2019Monthly Fee: $215 Tax: $7,499 (2025)Community: Waterside/Johns Lk-Ph 2ASingle Family
Taxes:$7,499
Remarks: Under contract-accepting backup offers. Looking for a move-in-ready home in Winter Garden with the upgrades already done? NO CDD!! This 3-bedroom, 3-bath home with a loft in The Cove at Waterside offers stylish finishes, flexible living space, and a location close to shopping, dining, and downtown Winter Garden. Inside, you’ll find luxury vinyl plank flooring, fresh interior paint, granite countertops, solid maple 42-inch cabinetry, a double wall oven, and a custom dry bar with wine refrigerator and mini refrigerator. The loft adds extra space for a home office, media room, playroom, or guest retreat. Other highlights include new carpet, a tankless gas water heater, Low-E dual-pane windows, 15 SEER HVAC, utility room cabinets with sink, new attic insulation, and a screened lanai for outdoor living. Community amenities include a resort-style pool, upgraded fitness center, and private community lakefront park near Johns Lake. Ask for full list of upgrades and features
Listing is courtesy of: TOWERSIDE REALTY INC (407-454-9800)
Listing Agent: Jennifer Roberts (407-456-2124)
14989 APOLLO BOND DR, WINTER GARDEN, FL 34787
$405,000125 Days on yellowkey MLS ID: O6378685
REDUCED by $10,000 (2.4%) on 06/12/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1789 Built: 2019Monthly Fee: $241 Tax: $3,914 (2024)Community: Watermark Ph 3Townhouse
Taxes:$3,914
Elementary School: Panther Lake Elementary
Remarks: Welcome to this beautifully maintained townhome offering stylish finishes, functional space, and a prime location with serene views. Step inside to an open-concept layout featuring a spacious kitchen with light cabinetry, granite countertops, stainless steel appliances, a large center island with bar seating, and a walk-in pantry. The kitchen flows seamlessly into the dining and living areas, creating the perfect space for entertaining or everyday living. Natural light fills the home, highlighting the neutral tones and tile flooring throughout the main living areas. Upstairs, the generous primary suite features a designer accent wall, large windows, and a spacious walk-in closet with built-in organization. The en-suite bath offers dual vanities with granite counters and a walk-in glass-enclosed shower. Secondary bedrooms are well-sized and share a full bath with granite countertops. A convenient upstairs laundry room adds to the home’s thoughtful layout. Additional highlights include a private office/flex space, a powder bath downstairs, ample storage throughout, and a charming covered front porch overlooking peaceful green space. Enjoy outdoor living on the private paver patio. Enjoy low-maintenance living with community-maintained exteriors and close proximity to Hamlin’s shops, restaurants, lakefront trails, events, and community recreational amenities, including a nearby basketball court — all just minutes from your front door. Convenient access to FL-429, top-rated schools, and downtown Winter Garden adds to the appeal. This is a fantastic opportunity to own in a vibrant, walkable area that blends convenience, lifestyle, and charm. Schedule your showing today!
Listing is courtesy of: THE C SMITH REAL ESTATE GROUP LLC (407-705-7797)
Listing Agent: Jasmine Reierson (407-630-3336)
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