Location: Winter Garden , 34787
Do Not Show Listings
16936 TRADEWIND PT, WINTER GARDEN, FL 34787
$645,0009 Days on yellowkey MLS ID: O6424578
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2930 Built: 2019Monthly Fee: $215 Tax: $7,616 (2025)Community: Waterside/Johns Lake Ph 2ASingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$7,616
Elementary School: Hamlin Elementary
High School: West Orange High
Tax Year: 2025
Middle School: Hamlin Middle
Remarks: ~Seller may consider buyer concessions if made in an offer~Prepare to fall in love with this BEAUTIFULLY MAINTAINED 4-bedroom, 3.5 bath home in the highly sought-after Waterside at Johns Lake community, where timeless style, THOUGHTFUL UPGRADES, and an unbeatable location come together to create an exceptional place to call home. Offering over 2,900 SQUARE FEET, this 2019-built residence still FEELS LIKE NEW and sits proudly on a beautifully landscaped CORNER LOT within one of the area's most desirable neighborhoods featuring TOP-RATED SCHOOLS. From the moment you arrive, you'll be impressed by the home's outstanding CURB APPEAL highlighted by lush landscaping, FRESH EXTERIOR PAINT (2026), and an inviting brick paver walkway leading to the charming front porch. Step inside to discover an open floor plan where elegant CERAMIC TILE FLOORING, fresh interior paint (2021), and crown molding (2021) create a refined backdrop for everyday living. A VERSATILE first-floor Bedroom with its own EN SUITE BATH, make it an ideal guest suite, private office, or multi-generational living space. The spacious Living Room creates a stunning impression with its custom STACKED STONE ACCENT WALL with sleek electric fireplace, creating a warm yet contemporary gathering space. The GOURMET KITCHEN is designed to impress showcasing crisp white cabinetry, stone countertops, a classic subway tile backsplash, stainless steel appliances, a GAS COOKTOP, built-in ovens, a generous closet pantry, an oversized breakfast bar and butler pantry. NEW LIGHTING in both the Kitchen and Dining area adds the perfect finishing touch. Elegant ARCHED DOORWAYS in the Dining Room lead to a spacious Family Room, offering even more room to gather and relax. Sliding glass doors open to the covered, SCREENED BRICK-PAVER PATIO and fenced yard—the perfect setting for morning coffee, while the adjoining open-air patio provides an ideal space for grilling, dining under the stars, or soaking up the Florida sunshine. Upstairs, an EXPANSIVE LOFT creates the perfect flex space for a media room, game room, playroom, or home office. The luxurious Primary Suite is a peaceful retreat featuring an ELEGANT TRAY CEILING and French doors that open to a private balcony. The SPA-INSPIRED EN SUITE BATH offers dual vanities, a huge walk-in shower with built-in bench seating, a private water closet, and a generous walk-in closet. Two additional spacious bedrooms and another full bath provide comfortable accommodations for family and guests. Even better, this home is just a SHORT STROLL from the community's incredible RESORT-STYLE AMENITIES, including a spectacular pool, a clubhouse, state-of-the-art fitness center, and two playgrounds, all OVERLOOKING THE SCENIC BEAUTY of Johns Lake. Perfectly positioned in the heart of Winter Garden, you'll enjoy EASY ACCESS to the charm of Downtown Winter Garden, featuring award-winning restaurants, boutique shopping, weekly farmers markets, and year-round festivals. Outdoor enthusiasts will love the nearby WEST ORANGE TRAIL, while boating, fishing, and water recreation await on Johns Lake. You're also JUST MINUTES from Disney Springs, Walt Disney World Resort, Universal Orlando Resort, Winter Garden Village, and Hamlin Town Center. Combining LUXURY FINISHES, exceptional community amenities, and one of Central Florida's most desirable locations, this remarkable home offers the lifestyle you've been dreaming of. Don't miss your opportunity to make it yours!
Listing is courtesy of: WEMERT GROUP REALTY LLC (407-743-8356)
Listing Agent: Jenny Wemert (407-809-1193)
10750 PETRILLO WAY, WINTER GARDEN, FL 34787
$749,00015 Days on yellowkey MLS ID: O6423067
REDUCED by $1,000 (0.1%) on 07/21/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2613 Built: 2020Monthly Fee: $101 Tax: $5,059 (2026)Community: Winding Bay Phase 1BSingle Family
Taxes:$5,059
Elementary School: Water Spring Elementary
High School: Horizon High School
Tax Year: 2026
Middle School: Water Spring Middle
Remarks: Welcome to this beautifully upgraded 2020-built home in Horizon West offering 3 spacious bedrooms, 2.5 bathrooms, and a thoughtfully designed floor plan that blends style, comfort, and functionality. From the elegant formal living room to the expansive great room that seamlessly connects the kitchen, dining, and family areas, this home is perfect for both everyday living and entertaining.The heart of the home is the stunning chef's kitchen, featuring an oversized island, custom range hood, upgraded cabinetry with crown molding, and abundant workspace for cooking and gathering. Luxury tile flooring, upgraded in 2025, flows throughout the entire home, while crown molding, oversized baseboards, and decorative hallway columns add timeless architectural detail throughout the home.The spacious owner's suite offers a beautifully renovated spa-inspired bathroom, fully upgraded in 2026, creating a private retreat you'll love. A convenient Jack-and-Jill bathroom serves the secondary bedrooms, providing both functionality and privacy for family or guests.Outside, enjoy the screened lanai complete with sun shades, overlooking a fully fenced backyard with elegant iron fencing. Additional exterior features include an extended driveway, whole-home security camera system, and solar panels installed in 2022 for enhanced energy efficiency.Additional upgrades include a whole-home water softener system with reverse osmosis filtration in the kitchen, a dedicated garage outlet for an additional refrigerator or freezer, and numerous custom finishes that make this home truly move-in ready.With modern upgrades, exceptional attention to detail, and an ideal layout, this home offers the perfect combination of luxury, efficiency, and everyday comfort. Don't miss the opportunity to make this exceptional property your next home!
Listing is courtesy of: SUNSHINE LIFE REALTY LLC (321-229-0627)
Listing Agent: Michelle Fiorino-Ragni (352-223-9938)
1950 PANTHEON DR, WINTER GARDEN, FL 34787
$495,00031 Days on yellowkey MLS ID: O6418888
1 Days Off yellowkey (back on 7/22/2026)
REDUCED by $15,000 (2.9%) on 07/08/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1754 Built: 2015Monthly Fee: $211 Tax: $3,783 (2025)Community: Alexander RdgSingle Family
Taxes:$3,783
Remarks: Under contract-accepting backup offers. Virtually Staged. Welcome to 1950 Pantheon Drive, a charming 3-bedroom, 2-bath home located in the desirable Alexander Ridge community of Winter Garden. Offering 1,769 square feet of living space, this thoughtfully designed split-bedroom floor plan provides comfort, privacy, and easy everyday living. From the moment you arrive, the home makes a welcoming first impression with a bright exterior, paver driveway, covered entryway, mature landscaping, and a large front tree that adds shade and curb appeal. Inside, the open living, kitchen, and dining areas create a functional flow for relaxing, gathering, and entertaining. The living room features warm engineered wood flooring, neutral tones, and natural light from multiple windows, creating a bright and inviting main living space. The kitchen overlooks the living area and features granite countertops, warm wood cabinetry, stainless steel appliances, pendant lighting, recessed lighting, a breakfast bar, a center island, a deep kitchen sink, and a modern pull-down faucet. Just beyond the kitchen, the dining area provides a dedicated space for meals while remaining connected to the heart of the home. The private primary suite offers neutral tones and direct access to the ensuite bathroom. The primary bath features dual sinks, granite countertops, warm wood cabinetry, upgraded lighting, a walk-in shower with a glass enclosure, a separate soaking tub, and direct access to the walk-in closet. The walk-in closet also includes convenient door access to the laundry room, adding a smart everyday function. Bedrooms 2 and 3 are located on the opposite side of the home and share a spacious second bathroom. Recent updates include HVAC replaced in August 2024, PAID OFF Solar Panels in 2018, ROOF installed in 2023. The solar system is paid off, helping create an energy-efficient home with low-cost utilities. Alexander Ridge offers inviting community amenities, including a resort-style pool with paver decking, lounge areas, a covered pavilion, playground, open green space, and beautifully maintained common areas surrounded by mature landscaping and palm trees. This Winter Garden home blends comfort, function, efficiency, and community living in one inviting package.
Listing is courtesy of: EXP REALTY LLC (407-641-2808)
Listing Agent: Todd Schroth, Pa (407-641-2808)
342 WINDFORD CT, WINTER GARDEN, FL 34787
$319,90071 Days on yellowkey MLS ID: O6407632
REDUCED by $20,000 (5.9%) on 06/29/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1194 Built: 1996Monthly Fee: $40 Tax: $4,266 (2025)Community: Park Ave EstatesSingle Family
Taxes:$4,266
Elementary School: None
High School: None
Middle School: None
Remarks: *** $20k PRICE IMPROVEMENT*** Welcome to one of the best-priced opportunities in all of Winter Garden — a fully updated, move-in ready home where every major improvement has already been done for you. This is the kind of listing first-time buyers dream about: zero surprises, just keys and comfort. Step inside to find soaring vaulted ceilings and gleaming tile throughout, creating a bright, open feel the moment you walk through the door. The kitchen shines with granite countertops, stainless steel appliances, and a gas stove — a chef's delight and an entertainer's best friend. Both bathrooms have been tastefully refreshed with updated vanities and showers. And the best part? The washer and dryer stay. Out front, you'll fall for the adorable open porch — perfect for morning coffee or evening sunsets. Out back, a shed and additional exterior storage give you all the space you need for tools, hobbies, or weekend adventures. Another plus, the community pool is two doors down! Location is everything, and this home delivers. You're just minutes from the vibrant shops, restaurants, and farmers market of Downtown Winter Garden — without the premium price tag that usually comes with it.
Listing is courtesy of: RE/MAX 200 REALTY (407-629-6330)
Listing Agent: Brooke Cangro (407-758-6699)
9296 BOLERO RD, WINTER GARDEN, FL 34787
$779,00020 Days on yellowkey MLS ID: O6422122
REDUCED by $20,000 (2.5%) on 07/23/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2117 Built: 2020Monthly Fee: $193 Tax: $9,402 (2025)Community: Waterleigh Phs 3B 3C & 3DSingle Family
Taxes:$9,402
High School: Windermere High School
Middle School: Bridgewater Middle
Remarks: Welcome to this beautifully maintained 4-bedroom, 3-bath home built in 2020, ideally situated on a premium corner lot at the end of a quiet cul-de-sac in the highly desirable Waterleigh community. Offering an open-concept layout with luxury vinyl flooring, a spacious kitchen featuring a large island, modern finishes, and seamless living and dining areas, this home is perfect for everyday living and entertaining. Relax on the covered lanai while enjoying peaceful water views and breathtaking Florida sunsets. Residents enjoy resort-style amenities including multiple pools, fitness centers, tennis courts, playgrounds, walking trails, dog parks, BBQ and picnic areas, and lawn maintenance, all just minutes from top-rated schools, shopping, dining, hospitals, major highways, Flamingo Crossings, and Walt Disney World. This exceptional home offers the perfect combination of comfort, convenience, and resort-style living—schedule your private showing today!
Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)
Listing Agent: Any Alves (407-455-0618)
1610 BEULAH RD, WINTER GARDEN, FL 34787
$450,00035 Days on yellowkey MLS ID: O6418153
0 Days Off yellowkey (back on 7/23/2026)
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2210 Built: 1998Monthly Fee: $44 Tax: $2,189 (2025)Community: Orange CoveSingle Family
Taxes:$2,189
Remarks: Under contract-accepting backup offers. Welcome to 1610 Beulah Road, a custom built home in one of Winter Garden's most convenient locations. Situated directly across from West Orange High School, this exceptional property offers the perfect blend of privacy, tranquility, and accessibility. Just five minutes from Historic Downtown Winter Garden and Plant Street Market, you'll enjoy easy access to award winning dining, boutique shopping, the popular Farmers Market, Crooked Can Brewing Company, and countless community events throughout the year. Designed with comfort and quality in mind, this custom residence is nestled against protected wooded wetlands, creating a peaceful backdrop rarely found so close to town. Relax and unwind from the screened rear patio while taking in the serene views and natural beauty of the private backyard setting. With no rear neighbors and lush conservation views, this home offers a quiet retreat that feels worlds away. Commuters will appreciate the easy access to State Road 429 and the Florida Turnpike, providing convenient connections to Downtown Orlando, Lake County, and major employment centers throughout Central Florida. Whether you're searching for a home near Downtown Winter Garden, top rated schools, or a property with privacy and scenic views, 1610 Beulah Road delivers an unbeatable combination of location, craftsmanship, and lifestyle. Experience the best of Winter Garden living with the perfect balance of convenience and natural beauty.
Listing is courtesy of: COMPASS FLORIDA LLC (407-203-9441)
Listing Agent: Matthew Mckee (407-948-0658)
1698 JUNIPER HAMMOCK ST, WINTER GARDEN, FL 34787
$1,399,00097 Days on yellowkey MLS ID: V4948569
REDUCED by $51,000 (3.5%) on 06/06/2026
Bed: 7 Bath: 4.0 Gar: 4 Liv Area Sq Ft: 4700 Built: 2019Monthly Fee: $97 Tax: $9,199 (2025)Community: Mcallister LndgSingle Family
Taxes:$9,199
Remarks: Welcome to an extraordinary Winter Garden retreat where luxury, flexibility, and resort-style living come together in one remarkable residence. Situated on a premium corner lot, this expansive 7-bedroom, 4-bath home offers over-the-top living spaces designed for entertaining, multi-generational living, and creating unforgettable memories. Step inside to soaring ceilings, abundant natural light, and an open-concept floor plan that effortlessly blends elegance with everyday comfort. The chef-inspired kitchen serves as the heart of the home, featuring an oversized island, breakfast bar, abundant cabinetry, and seamless flow into the spacious family room and café dining area. The thoughtfully designed layout includes both the owner's suite and a guest bedroom on the main level, providing ideal accommodations for extended family or visitors. Upstairs, a sprawling game room, dedicated home theater, and additional bedrooms create the ultimate entertainment hub for family and guests alike. Outside, your private backyard oasis awaits. Relax by the sparkling in-ground pool, entertain under the covered lanai, or host gatherings in the fully equipped summer kitchen. The fully fenced yard provides privacy while maximizing enjoyment of Florida's year-round sunshine. Perfectly positioned just minutes from Historic Downtown Winter Garden, Orlando's world-famous attractions, premier dining, shopping, and entertainment, this exceptional home offers the lifestyle today's buyers are seeking—space to gather, room to grow, and amenities that make every day feel like a vacation.
Listing is courtesy of: WEICHERT REALTORS HALLMARK PRO (407-862-9966)
Listing Agent: Nell Adams (386-315-3967)
8150 RED STOPPER LN, WINTER GARDEN, FL 34787
$439,90016 Days on yellowkey MLS ID: O6416867
REDUCED by $10,100 (2.2%) on 07/16/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1738 Built: 2018Monthly Fee: $315 Tax: $7,091 (2025)Community: SummerlakeTownhouse
Taxes:$7,091
Elementary School: Summerlake Elementary
Remarks: Virtually Staged. OBTAINABLE LUXURY IN SUMMERLAKE! This MOVE-IN-READY, Energy Star Certified townhome offers the perfect blend of style, comfort, luxury and convenience with 3 bedrooms, 2.5 baths, a 2-car garage, and 1,738 square feet of thoughtfully designed living space. Recently refreshed with NEW interior PAINT and NEW CARPETING, this home welcomes you from the moment you step onto the covered front porch. Inside, the open-concept floor plan is enhanced by contemporary wood-look tile flooring throughout the first level, creating a warm and inviting atmosphere. The spacious living and dining areas flow seamlessly into the beautifully appointed kitchen featuring granite countertops, rich 42-inch wood cabinetry, stainless steel appliances, a large center island with sink and breakfast bar, walk-in pantry, and a convenient built-in desk workspace. Whether preparing meals or entertaining guests, the open design keeps everyone connected. Step outside to your private, partially fenced courtyard with brick pavers—an ideal setting for morning coffee, outdoor dining, or relaxing after a busy day. The courtyard leads directly to the detached 2-car garage for added convenience. Upstairs, you'll find all three bedrooms, the laundry area, and new carpeting throughout. The spacious primary suite easily accommodates a king-size bed and features a large walk-in closet and an en-suite bath with dual granite vanities, a garden tub, and separate shower. Two additional bedrooms share a full bath with granite countertops. Located in the highly desirable Summerlake community, residents enjoy outstanding resort-style amenities including a community pool, clubhouse with fitness center and recreation room, pickleball/tennis and basketball courts, playgrounds, zip line, parks, dog park, and scenic walking trails. The home is conveniently located near Summerlake Elementary School and a neighborhood park. Summerlake, Hamlin and Horizon schools were all A rated for the 2024/2025 school year!! As an added entertainment bonus, enjoy spectacular nightly Disney fireworks from designated viewing areas throughout the community. Just minutes from Hamlin Town Center, Cinépolis Luxury Cinemas, Orange County National Golf Center & Lodge, shopping, dining, and major roadways. This luxurious, beautifully updated home offers an exceptional opportunity to enjoy one of Horizon West's most sought-after communities. Experience the perfect combination of modern comfort, recent updates, and an outstanding Florida lifestyle. Lawn maintenance is included. Exterior scheduled to be painted!
Listing is courtesy of: UPSIDE REAL ESTATE INC (407-308-5750)
Listing Agent: Ann Wargo (407-616-3041)
11265 HOLLOW BAY DR, WINTER GARDEN, FL 34787
$871,83178 Days on yellowkey MLS ID: O6405351
INCREASED by $1,500 (0.2%) on 07/15/2026
Bed: 5 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3225 Built: 2025Monthly Fee: $200 Tax: $1,989 (2025)Community: WaterleighSpa: NoSingle Family
Taxes:$1,989
Remarks: Under Construction. Waterleigh presents the Torrey. This two-story all concrete block construction single-family home features 5 bedrooms and 4.5 bathrooms optimizing living space with an open concept feel. A beautiful porch welcomes you to this home, as you enter the foyer, you are greeted with a formal dining room and butler’s pantry. The well-appointed gourmet kitchen overlooks the casual dining area, family room and outdoor lanai. This home features a spacious kitchen island with built in sink and dishwasher to optimize counter space, and walk-in pantry for extra storage. All homes in this community will have stainless steel appliances, making cooking a piece of cake. Located off the family room is 5th bedroom and a full bathroom. As we head up to the second floor, we are greeted with a game room and all four bedrooms. Bedroom one is located just off the loft space and includes a spacious walk-in closet as well as ensuite bathroom with double vanity and separate toilet area. Two additional bedrooms share a second upstairs bathroom and linen closet for extra storage. While a fourth bedroom is complete with ensuite bathroom. Your laundry room is located on the second floor for convenience. Like all homes in Waterleigh, the Torrey includes a Smart home technology package which allows you to control your home with your smart device while near or away. This home is open for self-touring 7 days a week. *Photos are of similar model but not that of exact house. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Home and community information including pricing, included features, terms, availability and amenities are subject to change and prior sale at any time without notice or obligation. Please note that no representations or warranties are made regarding school districts or school assignments; you should conduct your own investigation regarding current and future schools and school boundaries.*
Listing is courtesy of: DR HORTON REALTY OF CENTRAL FLORIDA LLC (407-250-7299)
Listing Agent: Stephen Cline (407-250-7299)
11277 HOLLOW BAY DR, WINTER GARDEN, FL 34787
$899,99028 Days on yellowkey MLS ID: O6419923
1 Days Off yellowkey (back on 7/23/2026)
REDUCED by $15,000 (1.6%) on 07/02/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3327 Built: 2025Monthly Fee: $208 Tax: $1,989 (2025)Community: WaterleighSpa: NoSingle Family
Remarks: Waterleigh presents the Seacliff. This two-story all concrete block construction single-family home features 4 bedrooms and 3.5 bathrooms optimizing living space with an open concept feel. A beautiful porch welcomes you to this home, as you enter the foyer, you are greeted with a formal dining room. Customize this area to meet your needs with an optional den. Go down the hallway and you’ll find a powder room and laundry room tucked behind the stairwell leading up to the second floor. The well-appointed gourmet kitchen overlooks the casual dining area, family room and outdoor lanai. This home features a spacious kitchen island with built in sink and dishwasher to optimize counter space, and a walk-in pantry for extra storage. All homes in this community will have stainless steel appliances, making cooking a piece of cake. Bedroom one is located off the living space in the back of the home for privacy. The bedroom one bathroom impresses with separate vanities, shower/tub space, toilet room with privacy door as well as a spacious walk in closet. As we head upstairs, you are greeted with a loft area and all three bedrooms. Two bedrooms share a upstairs bathroom with double bowl vanity while the additional bedroom is complete with ensuite bathroom. Like all homes in Waterleigh, the Seacliff includes a Smart home technology package which allows you to control your home with your smart device while near or away. *Photos are of similar model but not that of exact house. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Home and community information including pricing, included features, terms, availability and amenities are subject to change and prior sale at any time without notice or obligation. Please note that no representations or warranties are made regarding school districts or school assignments; you should conduct your own investigation regarding current and future schools and school boundaries.*
11275 SILVER TRUMPET LOOP, WINTER GARDEN, FL 34787
$420,0001 Day on yellowkey MLS ID: O6427248
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1515 Built: 2026Monthly Fee: $429Community: Esplanade At Mckinnon GrovesVilla
Taxes:$0
Elementary School: Lost Lake Elem
High School: East Ridge High
Middle School: Windy Hill Middle
Remarks: Under Construction. What's Special: Corner Lot | Close to Park | Dedicated Study | Spacious Kitchen. New Construction – September Completion! Built by America's Most Trusted Home Builder. Welcome to the Caicos at 11275 Silver Trumpet Loop in Esplanade at McKinnon Groves! This welcoming new home showcases an airy open-concept design where the great room, kitchen, and dining area come together to create a seamless space for gathering and everyday living. Just beyond the great room, the covered lanai extends your living area outdoors. The private primary suite is tucked away at the rear of the home and includes a well-appointed bathroom and generous walk-in closet. A secondary bedroom, full bathroom, and versatile study provide comfortable space for guests, hobbies, or a home office, while the convenient laundry room and two-car garage add everyday functionality. Additional Highlights Include: Double pocket doors at study, extended lanai, garden fence, and extended tile. Photos are for representative purposes only. MLS#O6427248 Esplanade at McKinnon Groves brings resort-style living to Winter Garden with beautifully designed open-concept homes set among natural views. This vibrant gated community offers a lifestyle centered on wellness, unique experiences, and signature amenities that make every day feel like a getaway. The Venue will feature a fitness center, movement studio, treatment room, lifestyle spaces, outdoor terrace seating, Bahama bar, and a resort pool with a spa and cabanas. You’ll also enjoy fireside seating, yoga and flex lawns, pickleball, tennis and bocce courts, a bark park, rose garden, and a trailhead connecting miles of equestrian and walking trails. Concierge services and year-round events elevate the experience even more. With zoning for Lake County public schools, this community blends everyday convenience with resort-style comfort!
Listing is courtesy of: TAYLOR MORRISON REALTY OF FLORIDA INC (407-756-5025)
Listing Agent: Michelle Campbell (407-756-5025)
20 E DIVISION ST, WINTER GARDEN, FL 34787
$1,080,00048 Days on yellowkey MLS ID: O6413659
REDUCED by $40,000 (3.6%) on 07/23/2026
Bed: 4 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 2729 Built: 1959 Tax: $7,197 (2025)Community: Winter Garden Shores First AddSpa: NoSingle Family
Taxes:$7,197
Remarks: Appraisal in hand! Welcome to one of Winter Garden's most remarkable custom transformations. This wasn't a flip—it was the owner's forever dream home. Originally built in 1959 and completely reimagined in 2023 and 2026. This extraordinary residence has undergone an extensive renovation and expansion, creating a truly one-of-a-kind property just minutes from Historic Downtown Winter Garden and Plant Street. Offering 2,729 square feet of beautifully designed living space, this 4-bedroom, 3-bathroom home showcases exceptional craftsmanship, thoughtful design, and luxury finishes throughout. In 2026, the owners completed a stunning expansion that includes an ultra-luxury primary suite designed as a private retreat. The spa-inspired custom bathroom features premium finishes, a private sauna, and a level of comfort rarely found at this price point. The heart of the home features open-concept living spaces filled with natural light, designer finishes, and seamless flow for everyday living and entertaining. Step outside to your private backyard oasis featuring a brand-new custom pool completed in 2026, creating the perfect setting for relaxing weekends and unforgettable gatherings. Major improvements include a 2026 HVAC system, 2026 luxury primary suite addition, 2026 custom pool, 2022 plumbing, 2022 electrical, 2018 roof, and all new windows installed in 2018, providing peace of mind for years to come. Every inch of this home tells the story of a family who spared no expense creating their dream home. Now, that dream can become yours. Schedule your private showing today!!!
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: Liz Boyce (407-784-4919)
16827 EVERMORE ALLEY, WINTER GARDEN, FL 34787
$525,090Listed 07/22/2026 11:18PM MLS ID: O6427521
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1628 Built: 2026Monthly Fee: $152Community: Silverleaf OaksSpa: NoSingle Family
Elementary School: Vista Lakes Elem
High School: Colonial High
Middle School: Odyssey Middle
Remarks: Under Construction. Discover Silverleaf Oaks in Winter Garden! This new home community will feature a collection of single-family and townhomes in desirable Horizon West. Located in the heart of Orlando’s attractions, residents will enjoy an array of amenities, including a resort-style pool, cabana, and playground – without a CDD. Plus, minutes to shopping, dining, and entertaining! Introducing the Benton bungalow, a brand-new home that includes 3 spacious bedrooms, 2 full bathrooms, a powder room, and a 2-car rear-load attached garage. The heart of the home is the open-concept kitchen, café, and gathering room, all bathed in natural light. This inviting space is perfect for both everyday living and entertaining. The kitchen boasts a large center island, a convenient storage pantry, and top-of-the-line Whirlpool stainless steel appliances—including a refrigerator. White cabinetry, decorative tile backsplash, and quartz countertops complete the sophisticated look. For added convenience, the first floor includes a powder room and coat closet. Upstairs, you’ll find the private owner’s suite, two additional bedrooms, a second full bathroom, and the laundry room. The owner’s suite is a true retreat, featuring a walk-in closet and a luxurious en suite bathroom with a frameless glass-enclosed shower, quartz-topped dual vanity, and linen closet. Throughout the first floor, enjoy the beauty of Wood-Look Luxury Vinyl Plank flooring, while tile enhances the laundry room and bathrooms. Plush, stain-resistant Shaw carpet covers the stairs and bedrooms, adding comfort and style. This new construction home perfectly blends luxury, convenience, and modern design, making it the ideal place to live and unwind.
Listing is courtesy of: PULTE REALTY OF NORTH FLORIDA LLC (407-250-9131)
Listing Agent: Adrienne Escott (407-250-9131)
6355 ARGENT WOOD DRIVE, WINTER GARDEN, FL 34787
$499,690Listed 07/22/2026 10:42PM MLS ID: O6427512
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1652 Built: 2026Monthly Fee: $286Community: Silverleaf OaksSpa: NoTownhouse
Remarks: Under Construction. Discover Silverleaf Oaks in Winter Garden! This new home community will feature a collection of single-family and townhomes in desirable Horizon West. Located in the heart of Orlando’s attractions, residents will enjoy an array of amenities, including a resort-style pool, cabana, and playground – without a CDD. Plus, minutes to shopping, dining, and entertaining! The new construction Foxtail Exterior Unit townhome features 3 bedrooms, 2 full bathrooms, a powder room, an open concept kitchen, café and gathering room, a private courtyard, and a 2-car rear-facing garage. The first floor is ideal for entertaining, featuring a spacious gathering room, café and kitchen, with a large center island, storage pantry, white cabinetry, a decorative tile backsplash, quartz countertops and Whirlpool stainless-steel kitchen appliances – including a refrigerator. A powder room and laundry on the first floor add to the thoughtful convenience. Enjoy entertaining loved ones from your private, fenced rear courtyard. After a long day, retreat upstairs to your private oasis. The Owner's Suite features a spacious walk-in closet and en suite bathroom with a double sink quartz-topped vanity, private water closet and a walk-in shower. Two additional bedrooms, the secondary bathroom and extra storage offered by a linen closet are on the opposite side of the second floor, offering privacy and space for everyone. Professionally curated design finishes for this popular Foxtail townhome include 2” faux wood window blinds, Whirlpool washer and dryer, wood-look luxury vinyl plank flooring throughout the first floor, tile flooring in the laundry room and bathrooms, and soft, stain-resistant, Shaw brand carpet in the bedrooms, and so much more. This new construction townhome perfectly blends luxury, convenience, and modern design, making it the ideal place to live and unwind. Schedule your tour today!
16803 EVERMORE ALLEY, WINTER GARDEN, FL 34787
$537,2901 Day on yellowkey MLS ID: O6427359
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1896 Built: 2026Monthly Fee: $152 Tax: $1,372 (2025)Community: Silverleaf OaksSpa: NoSingle Family
Taxes:$1,372
Remarks: Discover Silverleaf Oaks in Winter Garden! This new home community will feature a collection of single-family and townhomes in desirable Horizon West. Located in the heart of Orlando’s attractions, residents will enjoy an array of amenities, including a resort-style pool, cabana, and playground – without a CDD. Plus, minutes to shopping, dining, and entertaining! Introducing the Haddock bungalow, a brand-new home that combines modern design and ultimate comfort, featuring 3 spacious bedrooms, 2 full bathrooms, a powder room, and a 2-car rear-load attached garage. The heart of the home is the open-concept kitchen, café, and gathering room, all bathed in natural light. This inviting space is perfect for both everyday living and entertaining. The kitchen boasts a large center island, a convenient storage pantry, and top-of-the-line Whirlpool stainless steel appliances—including a refrigerator and vented microwave. Tilden white cabinetry, decorative tile backsplash, and quartz countertops complete the sophisticated look. For added convenience, the first floor includes a powder room and coat closet. Upstairs, you’ll find the private owner’s suite, two additional bedrooms, a second full bathroom, a loft, and a laundry closet. The owner’s suite is a true retreat, featuring a walk-in closet and a luxurious en suite bathroom with a frameless glass-enclosed shower, quartz-topped dual vanity, private water closet, and linen closet. Throughout the entire first floor enjoy wood-look luxury vinyl plank flooring, while tile flooring spans the laundry room and bathrooms. Plush, stain-resistant Shaw carpet covers the stairs, loft, and bedrooms, adding comfort and style. Smart home features include a smart thermostat, a smart doorbell, and additional LED downlights—ensuring your home is as connected as it is stunning. This new construction home perfectly blends luxury, convenience, and modern design, making it the ideal place to live and unwind.
6373 ARGENT WOOD DRIVE, WINTER GARDEN, FL 34787
$488,1901 Day on yellowkey MLS ID: O6427405
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1847 Built: 2026Monthly Fee: $286 Tax: $1,758 (2025)Community: Silverleaf OaksSpa: NoTownhouse
Taxes:$1,758
Remarks: Under Construction. Discover Silverleaf Oaks in Winter Garden! This new home community will feature a collection of single-family and townhomes in desirable Horizon West. Located in the heart of Orlando’s attractions, residents will enjoy an array of amenities, including a resort-style pool, cabana, and playground – without a CDD. Plus, minutes to shopping, dining, and entertaining! The spacious Trailwood townhome is a perfect blend of luxury and practicality, featuring 4 bedrooms, 3 bathrooms, a 2-car rear-load garage, and a private courtyard—ideal for both relaxation and entertaining. The open-concept first floor is a true highlight, with an expansive gathering room seamlessly flowing into the beautifully appointed kitchen. This chef-inspired space features white cabinetry, stunning quartz countertops, and a decorative tile backsplash. Stainless-steel Whirlpool appliances, a stainless steel single-bowl sink, and an upgraded faucet enhance both the functionality and style of the kitchen. Step outside through the gathering room to your private courtyard, an inviting outdoor space perfect for enjoying the fresh air in a tranquil setting. Also located on the first floor is a convenient bedroom and full bathroom, ensuring comfort and privacy for guests. For ultimate relaxation, the owner's suite is located on the second floor, offering ample natural light, a spacious walk-in closet, and a spa-inspired en suite bathroom. The owner’s bathroom is a serene escape, featuring quartz-topped dual vanity sinks, a glass door shower, a linen closet, and a private enclosed toilet. The second floor also includes two additional bedrooms, a full bathroom, and a laundry room, offering thoughtful separation for privacy and convenience. Wood-Look Luxury Vinyl Plank flooring spans the first floor living areas, providing both style and durability, and tile in the laundry room and bathrooms adds a sleek, modern touch. Plush, stain-resistant Shaw brand carpet completes the bedrooms, and staircase for added comfort. Experience the luxury and convenience of the popular Trailwood interior-unit townhome. Don’t miss your chance to make this stunning home yours!
11341 BOURBON ROSE CIR, WINTER GARDEN, FL 34787
$936,0631 Day on yellowkey MLS ID: O6427362
Bed: 4 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 2974 Built: 2026Monthly Fee: $426Community: Esplanade At Mckinnon GrovesSingle Family
Remarks: Under Construction. What's Special: Gourmet Kitchen | 3-Car Garage | Dedicated Home Office. New Construction - December Completion! Built by America's Most Trusted Home Builder. Welcome to the Bradley at 11341 Bourbon Rose Circle in Esplanade at McKinnon Groves! This thoughtfully designed home features a spacious open-concept layout with a bright great room, dining area, and gourmet kitchen at the heart of the home, creating the perfect space for entertaining and everyday living. The private primary suite offers a relaxing retreat with an elegant bathroom and generous walk-in closet, while three secondary bedroom suites provide comfort and privacy for guests. A versatile flex room adds extra space for a home office, hobby room, or lounge, and the covered lanai extends living outdoors for seamless indoor-outdoor enjoyment. A three-car garage and laundry room complete the home. Additional Highlights include: Tray ceiling package, shower in place of tub in bath three and four, pool pre-wire, and outdoor kitchen rough-in. Photos are for representative purposes only. MLS#O6427362 Esplanade at McKinnon Groves brings resort-style living to Winter Garden with beautifully designed open-concept homes set among natural views. This vibrant gated community offers a lifestyle centered on wellness, unique experiences, and signature amenities that make every day feel like a getaway. The Venue will feature a fitness center, movement studio, treatment room, lifestyle spaces, outdoor terrace seating, Bahama bar, and a resort pool with a spa and cabanas. You’ll also enjoy fireside seating, yoga and flex lawns, pickleball, tennis and bocce courts, a bark park, rose garden, and a trailhead connecting miles of equestrian and walking trails. Concierge services and year-round events elevate the experience even more. With zoning for Lake County public schools, this community blends everyday convenience with resort-style comfort!
16968 HAMLIN OASIS LOOP, WINTER GARDEN, FL 34787
$570,0001 Day on yellowkey MLS ID: O6427350
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2088 Built: 2025Monthly Fee: $210 Tax: $2,525 (2025)Community: Hamlin PointeSingle Family
Taxes:$2,525
Remarks: Welcome to this beautiful like-new residence in the highly desirable Hamlin Pointe community, located in the heart of Hamlin/Horizon West, one of the fastest-growing and most sought-after areas in Central Florida. Thoughtfully designed for modern living, this home offers 4 bedrooms, 3 full bathrooms, and a spacious loft, providing flexibility for families of all sizes. The first-floor bedroom is ideal for guests, multigenerational living, or a private home office. Upstairs, you'll find the remaining bedrooms, including the spacious primary suite featuring abundant natural light, a large walk-in closet, and a private en-suite bathroom. A charming covered front porch welcomes you into a bright, open-concept floor plan with generous living and dining areas, perfect for both everyday living and entertaining. The contemporary kitchen is beautifully appointed with wood cabinetry, a large center island, breakfast bar, and a complete stainless steel appliance package, combining style, elegance, and functionality. The location is simply exceptional. Just minutes from Hamlin Town Center, you'll enjoy an outstanding selection of restaurants, cafés, shopping, grocery stores, fitness centers, and entertainment, including Cinépolis Luxury Cinemas. The home is also conveniently located near Orlando Health Horizon West Hospital, the new OCOM campus, top-rated schools, SR-429, Walt Disney World, Orange County National Golf Center, and the future Surf Park, making daily commuting and recreation effortless. This move-in-ready home combines modern design, an unbeatable location, and exceptional value in one of Winter Garden's most desirable communities. Don't miss this incredible opportunity to make this exceptional property your new home!
Listing Agent: Jardel Pizzolato Bittencourt (407-234-4953)
215 S HIGHLAND AVE, WINTER GARDEN, FL 34787
$1,099,0001 Day on yellowkey MLS ID: S5154193
INCREASED by $1,097,901 (99900.0%) on 07/23/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2652 Built: 2020 Tax: $12,866 (2026)Community: Downtown Winter GardenSpa: NoSingle Family
Taxes:$12,866
Elementary School: Dillard Street Elem
Middle School: Lakeview Middle
Remarks: Welcome to your own piece of Downtown Winter Garden paradise! This beautifully maintained 3-bedroom, 2.5-bathroom residence, built in 2019, offers the perfect blend of modern comfort, thoughtful design, and an unbeatable location just moments from one of Central Florida's most sought-after historic downtowns. Ideally situated just a short stroll from the award-winning Winter Garden Farmers Market, this exceptional home places you in the heart of one of Florida's most vibrant communities. Walk to the renowned Crooked Can Brewing Company, Garden Theatre, boutique shopping, charming cafés, and an outstanding selection of local restaurants, wine bars, and entertainment venues. Whether enjoying a weekend brunch, an evening out, or one of the many community events held throughout the year, everything Downtown Winter Garden has to give is just minutes from your front door. Inside, you'll immediately appreciate the bright, open-concept layout designed for comfortable everyday living and effortless entertaining. The spacious kitchen overlooks the living and dining areas, creating a warm, inviting atmosphere where family and guests naturally gather. Featuring modern finishes, generous cabinetry, quality appliances, and ample counter space, the kitchen is ideal for casual meals or hosting dinner parties. The highly desirable first-floor primary suite provides privacy and convenience with an en-suite bathroom and generous closet space. Also on the first floor are the laundry room, convenient half bath, and direct access to the attached two-car garage. Upstairs are two additional well-proportioned bedrooms and a full bathroom, creating the ideal setup for family, guests, or a dedicated home office. A standout feature is the dedicated surround-sound movie theatre, creating the ultimate in-home entertainment experience for movies, sporting events, and family movie nights. Step outside to your own peaceful retreat. The recently created butterfly garden provides a colorful outdoor sanctuary, thoughtfully landscaped to attract butterflies and pollinators while creating the perfect place to relax with your morning coffee or unwind after a busy day. Built in 2019, this home offers the advantages of modern construction, energy-efficient features, and low-maintenance living while combining timeless curb appeal with an exceptional floor plan. Opportunities to own a newer home within minutes of Historic Downtown Winter Garden are rare. Whether you're looking for a primary residence, a lock-and-leave lifestyle, or simply want to enjoy one of Central Florida's most desirable communities, this property delivers an exceptional combination of location, comfort, and lifestyle. Experience everything that makes Winter Garden one of Florida's most celebrated places to live—from its tree-lined streets and award-winning Farmers Market to the renowned West Orange Trail, live entertainment, breweries, dining, shopping, and year-round community events—all just a short walk from your front door. Agent is the Owner.
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Lloyd Hart (855-450-0442)
11259 SILVER TRUMPET LOOP, WINTER GARDEN, FL 34787
$432,6191 Day on yellowkey MLS ID: O6427237
Remarks: Under Construction. What's Special: Dedicated Study | Covered Lanai | Close to Park. New Construction - September Completion! Built by America's Most Trusted Home Builder. Welcome to the Caicos at 11259 Silver Trumpet Loop in Esplanade at McKinnon Groves! This charming new home features a kitchen that overlooks the dining area and great room, creating an open and connected space for everyday living and entertaining. Step outside to the covered lanai, perfect for enjoying morning coffee or relaxing in the Florida sunshine. The private primary suite is situated at the rear of the home and features a well-appointed bathroom and generous walk-in closet. A secondary bedroom, full bathroom, versatile study, convenient laundry room, and two-car garage complete this well-balanced home designed for today's lifestyle. Additional Highlights Include: Double pocket doors at study, single pocket door at secondary bedroom to bath, extended lanai, garden fence, and extended tile flooring. Photos are for representative purposes only. MLS#O6427237 Esplanade at McKinnon Groves brings resort-style living to Winter Garden with beautifully designed open-concept homes set among natural views. This vibrant gated community offers a lifestyle centered on wellness, unique experiences, and signature amenities that make every day feel like a getaway. The Venue will feature a fitness center, movement studio, treatment room, lifestyle spaces, outdoor terrace seating, Bahama bar, and a resort pool with a spa and cabanas. You’ll also enjoy fireside seating, yoga and flex lawns, pickleball, tennis and bocce courts, a bark park, rose garden, and a trailhead connecting miles of equestrian and walking trails. Concierge services and year-round events elevate the experience even more. With zoning for Lake County public schools, this community blends everyday convenience with resort-style comfort!
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