Location: Winter Garden , 34787
Do Not Show Listings
9508 QUIET LN, WINTER GARDEN, FL 34787
$1,350,00065 Days on yellowkey MLS ID: O6408432
REDUCED by $50,000 (3.6%) on 07/15/2026
Bed: 5 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3728 Built: 2001Monthly Fee: $17 Tax: $9,906 (2026)Community: Valley ViewSpa: YesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$9,906
Elementary School: Lost Lake Elem
High School: East Ridge High
Tax Year: 2026
Middle School: Windy Hill Middle
Remarks: Virtually Staged. Rare opportunity in Winter Garden's coveted Lake Avalon: a fully fenced and gated 5-acre mini-ranch in the Valley View enclave, where genuine Lake Avalon water and conservation views meet true rural freedom — bring your horses, livestock, or recreational vehicles — just minutes from Hamlin Town Center, Walt Disney World, and SR-429. Spanning nearly 3,800 SF, this thoughtfully expanded 5BR/4BA estate includes a substantial permitted addition that created an ideal wing for multi-generational living or large-scale entertaining. At its center is a redesigned custom kitchen with imported Italian cabinetry, waterfall-edge countertops, premium Thermador appliances, and a built-in Dacor smart refrigerator. A separate enclosed prep kitchen with additional appliances and laundry hookups adds rare day-to-day functionality. The layout offers dual primary suites, formal and casual living spaces, oversized tile flooring, modern LED lighting, and remodeled baths — openness and privacy as you need them. Major systems deliver long-term peace of mind: a NEW ROOF (2022) NEW HVAC (2022), an 80-gallon commercial water heater (2022), a whole-home water softener, and a 24KW whole-house standby generator with transfer switch for full backup power. Zoning flexibility, sunset and lake views, and no cookie-cutter HOA rules — one of the last true large-lot enclaves this close to Winter Garden's growth corridor. Schedule your private tour today.
Listing is courtesy of: EXP REALTY LLC (407-706-5000)
Listing Agent: Jared Jones, Pa (407-906-5000)
7467 JOHN HANCOCK DR, WINTER GARDEN, FL 34787
$1,350,00022 Days on yellowkey MLS ID: O6421848
1 Days Off yellowkey (back on 7/15/2026)
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3964 Built: 2019Monthly Fee: $215 Tax: $16,560 (2025)Community: West Lake Hancock EstatesSpa: YesSingle Family
Taxes:$16,560
Elementary School: Independence Elementary
High School: Horizon High School
Tax Year: 2025
Middle School: Hamlin Middle
Remarks: Luxury, comfort, and an unbeatable location come together in this exceptional home in the highly sought-after Horizon West community. Perfectly positioned just minutes from Disney, shopping, dining, major highways, and top-rated schools, this move-in-ready residence offers the ideal combination of elegance, functionality, and the Florida lifestyle you’ve been looking for. Designed for both everyday living and entertaining, the home features 4 spacious bedrooms, 3 full bathrooms, a half bath, a dedicated office, a versatile bonus room, and a 3-car garage. The open-concept kitchen showcases a large center island, stainless steel appliances, and seamlessly connects to the spacious living areas. What truly sets this home apart is its stunning outdoor oasis. Since its original purchase, the owners have transformed the backyard into a private resort featuring a beautiful custom pool, an expansive covered lanai, and a fully equipped summer kitchen, creating the perfect setting for weekend barbecues, family gatherings, or simply relaxing while enjoying the peaceful pond views. Thoughtfully upgraded and impeccably maintained, this home is truly turnkey, allowing its next owners to move in and immediately enjoy one of Central Florida’s most desirable lifestyles. Whether you’re looking for your primary residence or a place where family and friends can create unforgettable memories, this property delivers the perfect blend of luxury, comfort, convenience, and quality of life.
Listing is courtesy of: EMPIRE NETWORK REALTY (407-440-3798)
Listing Agent: Diogo Mac Knight (407-364-7522)
11291 SILVER TRUMPET LOOP, WINTER GARDEN, FL 34787
$400,00052 Days on yellowkey MLS ID: O6412965
REDUCED by $25,000 (5.9%) on 07/10/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1515 Built: 2026Monthly Fee: $429Community: Esplanade At Mckinnon GrovesVilla
Taxes:$0
Remarks: Under Construction. What's Special: Dedicated Study | Close to Park. New Construction - August Completion! Built by America's Most Trusted Home Builder. Welcome to the Caicos at 11291 Silver Trumpet Loop in Esplanade at McKinnon Groves! Step into a thoughtfully designed layout where the foyer opens into a bright great room, creating a comfortable and welcoming central living space. The great room flows seamlessly to the extended covered lanai, offering a beautiful indoor-outdoor connection that is perfect for relaxing or entertaining. The adjacent kitchen features a functional layout with easy access to the dining area, making everyday living feel effortless. Privately positioned at the rear, the primary suite offers a peaceful retreat with a well-appointed bath and generous closet space for added comfort. Near the front of the home, a versatile study is enhanced with pocket doors, providing flexibility for a quiet workspace or cozy retreat. A secondary bedroom and shared full bath are thoughtfully placed nearby, offering privacy and convenience. A dedicated laundry room and attached two-car garage add everyday functionality, while the covered front porch creates a warm and inviting entry. The overall design blends comfort, flow, and smart use of space for easy living. Additional Highlights Include: extended vinyl flooring, 8' doors, tray ceilings, and garden fence. Photos are for representative purposes only. MLS#O6412965 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)
9503 BEAUTIFUL WAY, WINTER GARDEN, FL 34787
$745,99040 Days on yellowkey MLS ID: O6416825
0 Days Off yellowkey (back on 7/15/2026)
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2650 Built: 2021Monthly Fee: $245 Tax: $9,209 (2025)Community: Storey Grove Ph 2Spa: NoSingle Family
Taxes:$9,209
Elementary School: Water Spring Elementary
Middle School: Water Spring Middle
Remarks: Under contract-accepting backup offers. Virtually Staged. Perfectly positioned on an expansive corner homesite within the highly sought-after Storey Grove community of Winter Garden, this exceptional lakefront residence offers a rare combination of luxury, privacy, and breathtaking natural surroundings. Showcasing dual water views with direct lake frontage, picturesque pond vistas, and a private conservation backdrop, this meticulously maintained home provides a serene setting unlike any other. Featuring 4 bedrooms, 3 bathrooms, a 3-car garage, and over 3,000 square feet of thoughtfully designed living space, including a convenient Jack-and-Jill bathroom connecting bedrooms 3 and 4, this residence seamlessly blends elegance and functionality. Inside, soaring ceilings, elegant tray ceilings throughout the main living areas and primary suite, abundant natural light, and upgraded ceramic tile flooring create a warm yet sophisticated atmosphere. The open-concept floor plan is anchored by a stunning gourmet kitchen featuring premium granite countertops, an oversized center island, stainless steel appliances, a wine refrigerator, upgraded custom built-in cabinetry and shelving, a spacious walk-in pantry, and a built-in wet bar, creating the perfect space for both everyday living and entertaining. Expansive sliding glass doors connect the interior living areas to the covered lanai and screened patio, offering seamless indoor-outdoor Florida living. The luxurious primary suite serves as a private retreat with tranquil water views and a spa-inspired en-suite bath featuring dual vanities, a soaking tub, a separate walk-in shower, and an expansive walk-in closet with direct access to the laundry room for added convenience. Outdoor living is equally impressive with a covered lanai, screened patio, and dedicated putting green overlooking the sparkling lake and beautifully manicured grounds. With no rear neighbors and protected conservation views beyond, the backyard provides the ultimate setting for relaxing evenings, morning coffee, or entertaining guests while embracing Florida’s year-round outdoor lifestyle. Additional features include an irrigation system, HOA-maintained lawn care, and exceptional curb appeal. Residents of Storey Grove enjoy an outstanding collection of resort-style amenities, including a clubhouse, fitness center, resort-style swimming pool, playgrounds, dog parks, and scenic walking trails. Ideally located near top-rated Horizon West schools, Publix, SR 429, US-192, and just minutes from Walt Disney World, this remarkable property offers the perfect blend of luxury, convenience, and lifestyle. An exceptional opportunity to own one of Winter Garden’s most desirable waterfront residences.
Listing is courtesy of: WYNNMORE REALTY LLC (407-535-0335)
Listing Agent: Cora Johnson (407-535-0335)
14383 BRAEMAR ST, WINTER GARDEN, FL 34787
$456,00034 Days on yellowkey MLS ID: O6418248
3 Days Off yellowkey (back on 7/15/2026)
REDUCED by $9,000 (1.9%) on 07/06/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1678 Built: 2024Monthly Fee: $110 Tax: $7,218 (2025)Community: Highland Rdg Ph 2Single Family
Taxes:$7,218
Remarks: Under contract-accepting backup offers. This well-maintained home comes with a quality tenant already in place, allowing the new owner to begin collecting rental income immediately after closing. Enjoy stable cash flow and a turnkey investment in one of Winter Garden’s most sought-after locations. Featuring 3 bedrooms, 2.5 bathrooms, and a 2-car garage, this home provides a functional and inviting floor plan. The spacious primary suite is located on the second floor, providing added privacy, while the additional bedrooms provide flexibility for family, guests, or a home office. Located within a community featuring a resort-style swimming pool, this property is also zoned for highly rated schools and offers exceptional convenience. Just minutes from Flamingo Crossings Town Center, residents enjoy easy access to shopping, restaurants, grocery stores, and daily conveniences. The home is also close to Walt Disney World Resort, major attractions, and provides quick access to SR 429, making commuting throughout Central Florida simple and efficient. Whether you're looking to expand your investment portfolio or secure a future primary residence with income in place, this property offers an outstanding combination of location, lifestyle, and immediate rental returns.
Listing is courtesy of: BAY STREET GROUP FLORIDA LLC (407-476-7752)
Listing Agent: Yao Zheng (689-500-6995)
12513 SCARLETT SAGE CT, WINTER GARDEN, FL 34787
$839,00093 Days on yellowkey MLS ID: O6393138
REDUCED by $36,000 (4.1%) on 07/15/2026
Bed: 5 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3570 Built: 2001Monthly Fee: $104 Tax: $9,264 (2025)Community: Cambridge Crossing Ph 01A 45/21Single Family
Taxes:$9,264
Elementary School: Lake Whitney Elem
High School: West Orange High
Middle School: SunRidge Middle
Remarks: Beautifully updated home featuring an open-concept layout with soaring high ceilings and tile flooring throughout the main living areas. The bedrooms are upgraded with luxury vinyl flooring, while the spacious loft showcases elegant bamboo flooring. The gourmet kitchen is a true showpiece, equipped with premium Thermador appliances, including a built-in refrigerator, cooktop, hood, oven, and microwave. A massive cook’s island with abundant storage underneath makes this space perfect for cooking and entertaining. This home offers 5 bedrooms and 3 full bathrooms, including a stunning primary suite with a double shower head and a separate soaking tub, separate vanities. Step outside to a private outdoor patio ideal for relaxing, grilling, or enjoying Florida evenings with family and friends. Located in the highly desirable Cambridge Crossing community, this home is zoned for excellent schools, including Lake Whitney Elementary, SunRidge Middle School, and West Orange High School. The neighborhood offers a prime Winter Garden location just minutes from Winter Garden Village, downtown Winter Garden, major highways, and an abundance of shopping, dining, and entertainment options. A rare gem to find. **This property is staged.
Listing is courtesy of: KARDOSH REALTY (407-499-4466)
Listing Agent: Noah Araujo (407-728-4224)
2045 SANDY GARDEN LN, WINTER GARDEN, FL 34787
$719,00015 Days on yellowkey MLS ID: O6422461
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 2742 Built: 2013Monthly Fee: $113 Tax: $5,645 (2025)Community: Reserve/Carriage Point Ph 1Single Family
Taxes:$5,645
Elementary School: Hamlin Elementary
Remarks: Welcome to this beautifully maintained 4-bedroom, 3-bathroom home in the highly desirable Reserve at Carriage Pointe community! This spacious two-story home features an open-concept floor plan, a well-appointed kitchen overlooking the main living area, and a three-car garage. Step outside to your private screened lanai, where you'll find a gas-heated pool, spa, and fully equipped outdoor kitchen—perfect for year-round entertaining and relaxing. The home is also equipped with solar panels, providing energy efficiency and the potential for lower utility costs, as well as a Tesla charging station in the 3-car garage for added convenience. Ideally located near shopping, dining, major highways, and top-rated schools, this exceptional home offers the perfect blend of comfort, style, and modern amenities.
Listing is courtesy of: CREEGAN GROUP (407-622-1111)
Listing Agent: Chris Creegan (407-622-1111)
9493 EMERALD BERRY DR, WINTER GARDEN, FL 34787
$989,000378 Days on yellowkey MLS ID: O6325653
REDUCED by $10,000 (1.0%) on 07/15/2026
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3211 Built: 2025Monthly Fee: $86 Tax: $1,857 (2024)Community: Summerlake ReserveSingle Family
Taxes:$1,857
Elementary School: Panther Lake Elementary
Tax Year: 2024
Remarks: We present an impeccable, newly built home in brand-new condition, ready to welcome you and your family with comfort, modernity, and style. Located in the sought-after Summerlake Reserve community in Horizon West, this home surprises with every detail. Upon arrival, the charming porch with its well-kept garden gives you a taste of what lies ahead. Upon entering, the integrated living, dining, and kitchen areas create a feeling of spaciousness and warmth, perfect for those who value open, well-lit spaces. Large sliding doors allow for abundant natural light and connect the interior with the exterior. With high ceilings of almost 3 meters, the home exudes elegance and sophistication. The kitchen is a true highlight: equipped with modern appliances, high-end wood cabinetry, a large central island, and a spacious pantry—ideal for those who love cooking and entertaining. The four bedrooms are spacious, well-appointed, and designed to offer maximum comfort. There are three and a half bathrooms, all with quality finishes and tasteful furnishings. The laundry room offers a functional space and is already equipped to make daily life easier. The garage accommodates three cars and has an automatic gate, ensuring convenience and security. All this in a prime location, close to schools, shops, restaurants, and all the amenities that make Horizon West one of the most valued areas in Florida. If you're looking for a new, modern home in a complete community, this is the perfect opportunity. Schedule your visit and come see for yourself!
Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)
Listing Agent: Thiago De Ataide (407-745-9283)
11869 SHINE VIEW LN, WINTER GARDEN, FL 34787
$887,06610 Days on yellowkey MLS ID: O6425097
INCREASED by $3,060 (0.3%) on 07/15/2026
Bed: 5 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3225 Built: 2025Monthly Fee: $208 Tax: $1,989 (2025)Community: WaterleighSpa: NoSingle Family
Taxes:$1,989
Elementary School: None
High School: None
Middle School: None
Remarks: Under Construction. Waterleigh presents the Torrey. 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 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 a den with French doors perfect for work or play and a powder room. Customize this area to meet your needs with an optional bedroom and full bathroom. As we head up to the second floor, we are greeted with a loft area 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 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.*
Listing is courtesy of: DR HORTON REALTY OF CENTRAL FLORIDA LLC (407-250-7299)
Listing Agent: Stephen Cline (407-250-7299)
776 RAINFALL DR, WINTER GARDEN, FL 34787
$519,00092 Days on yellowkey MLS ID: O6400904
2 Days Off yellowkey (back on 7/15/2026)
REDUCED by $31,000 (5.6%) on 07/07/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2238 Built: 2007Monthly Fee: $92 Tax: $7,884 (2025)Community: Black Lake Park Ph 02Single Family
Taxes:$7,884
Remarks: Under contract-accepting backup offers. GREAT LOCATION & LAKE VIEWS! Welcome to this immaculately maintained corner-lot gem, featuring 3 bedrooms plus a versatile Office/Den and 2 full bathrooms. The open-concept floor plan is designed for both elegant entertaining and comfortable daily living, flowing seamlessly from the formal living/dining area into a spacious family room. The gourmet kitchen is a chef’s dream, boasting granite countertops, a cooktop, built-in oven, and beautiful 42” cabinetry. Retreat to the private Master Suite—a true oasis featuring a generous walk-in closet, dual sinks, a garden tub, and a separate shower. Step outside to your covered rear patio to unwind and enjoy breathtaking lake views and sunsets. Located just minutes from Winter Garden Village and Historic Downtown, this upscale community offers unparalleled amenities: a private boat ramp on a skiable lake, fishing dock, community pool, tennis, basketball, soccer fields, and a playground. With easy access to the 429, 408, and Turnpike, your commute is a breeze. Don’t miss this opportunity—start living your best life today!
Listing is courtesy of: ONLI REALTY GROUP LLC (352-278-8544)
Listing Agent: Vinny Machado Da Silva (352-278-8544)
12032 SHINE VIEW LN, WINTER GARDEN, FL 34787
$703,94515 Days on yellowkey MLS ID: O6423717
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2489 Built: 2025Monthly Fee: $250 Tax: $1,989 (2025)Community: WaterleighSpa: NoSingle Family
Remarks: Waterleigh presents the Clearden. This amazing 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’ll find the first bedroom complete with ensuite bathroom and a powder room across the hall. The well-appointed kitchen overlooking the great room, dining room, and oversized outdoor lanai. The kitchen features quartz countertops, stainless steel appliances, spacious walk-in pantry and an island with bar seating. As we head up to the second floor, we are greeted with a loft area and additional three 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 sinks and separate toilet area. Two additional bedrooms share a second upstairs bathroom and linen closet for extra storage. Your laundry room is located on the second floor for convenience. This home features a two car garage located at the rear of the home with drop zone as you enter the first floor. Like all homes in Waterleigh, the Clearden includes 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.*
16004 OLLIVETT ST, WINTER GARDEN, FL 34787
$834,99927 Days on yellowkey MLS ID: S5152585
INCREASED by $5,000 (0.6%) on 06/29/2026
Bed: 7 Bath: 4.0 Gar: 4 Liv Area Sq Ft: 4704 Built: 2014Monthly Fee: $110 Tax: $9,493 (2024)Community: Verde Park Ph 1Single Family
Taxes:$9,493
Elementary School: Grassy Lake Elementary
High School: Lake Minneola High
Middle School: East Ridge Middle
Remarks: Welcome to 16004 Ollivet, an exceptional residence where thoughtful design, high-end upgrades, and everyday functionality come together in one of Winter Garden's most desirable communities. Meticulously maintained and beautifully appointed, this move-in-ready home offers the perfect balance of elegant living, modern convenience, and timeless style. From the moment you enter, you'll appreciate the bright, open floor plan, soaring ceilings, and abundance of natural light that create an inviting and spacious atmosphere. Designed for both entertaining and everyday living, the expansive main living area flows seamlessly into the dining space and gourmet kitchen, making it easy to host family gatherings or enjoy quiet evenings at home. The chef-inspired kitchen is the heart of the home, featuring abundant cabinetry, generous countertop space, a large center island, quality appliances, and ample storage. Whether you're preparing a weeknight dinner or entertaining guests, this space offers both beauty and functionality. The spacious primary suite serves as a private retreat, offering a relaxing escape at the end of the day. One of its standout features is the professionally designed custom walk-in closet, providing exceptional organization, premium built-ins, and a luxurious boutique-style feel. The en-suite bathroom complements the space with modern finishes. A versatile flex room adds even more value to the home and has been enhanced with custom built-in cabinetry, making it an ideal home office, executive workspace, library, study, craft room, or media room. The custom storage solutions maximize functionality while adding a design element that sets this home apart. The additional bedrooms are generously sized and thoughtfully positioned to provide comfort and privacy for family members or guests. Every room reflects the pride of ownership found throughout the home. One of the rare features you'll appreciate is the three-car garage, offering plenty of room for multiple vehicles, golf carts, recreational equipment, a workshop, fitness area, or additional storage. Step outside to the covered lanai, where you can enjoy your morning coffee, unwind after a long day, or entertain family and friends while overlooking the backyard. The outdoor living space provides the perfect extension of the home's interior. Conveniently located near Historic Downtown Winter Garden, Horizon West, shopping, dining, entertainment, parks, walking trails, major highways, and Central Florida's world-famous attractions, this home offers both convenience and an exceptional lifestyle. With its designer upgrades, custom built-in features, spacious open floor plan, rare three-car garage, and outstanding location, this home truly stands out. Every detail has been thoughtfully curated to create a residence that is as functional as it is beautiful. Schedule your private showing today and experience everything this remarkable property has.
Listing is courtesy of: KELLER WILLIAMS LEGACY REALTY (407-855-2222)
Listing Agent: Rafael Ortiz Pena (407-371-8773)
200 SOUTHERN PECAN CIR #104, WINTER GARDEN, FL 34787
$295,00010 Days on yellowkey MLS ID: O6424749
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1340 Built: 2005 Tax: $3,820 (2025)Community: Southern PinesCondo
Taxes:$3,820
Elementary School: SunRidge Elementary
Remarks: **Click the Virtual Tour Link for 3-D walk-through tour** Welcome home to this well maintained FIRST FLOOR 3-bedroom, 2-bath condominium in Winter Garden, ideally located near shopping, dining, and with easy access to major roadways for trips to the airport and theme parks. This corner unit condo offers convenience to parking and features an open floor plan with spacious living room plus a den - perfect for a home office or flex space. The kitchen includes a breakfast bar, pantry, and convenient laundry room just through the kitchen. The split floor plan provides privacy to the primary suite with walk-in closet, linen closet, and en-suite bathroom. Additional bedrooms also feature walk-in closets and the hallway bathroom has an extended vanity for extra space and storage. Residents of Southern Pines Condos enjoy an exceptional array of amenities such as a pool and spa, outdoor kitchen, clubhouse with theater, office space and billiards, indoor basketball and racquetball courts, fitness center, playroom, covered outdoor playground, tennis and beach volleyball courts, and a car wash station. The gated community's HOA fee includes cable, internet, water, sewer, trash, and exterior maintenance, making for a truly low-maintenance lifestyle. Call for a showing today!
Listing is courtesy of: CENTURY 21 CARIOTI (407-573-2121)
Listing Agent: Jessica Stone (407-484-2879)
16304 WIND VIEW LN, WINTER GARDEN, FL 34787
$935,00015 Days on yellowkey MLS ID: O6418695
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 2956 Built: 2016Monthly Fee: $365 Tax: $10,265 (2025)Community: Waterleigh Ph 1BSpa: NoSingle Family
Taxes:$10,265
Remarks: Welcome to this beautifully maintained 4-bedroom, 3.5-bath home situated on one of the largest corner lots in the highly sought-after Waterleigh community in Winter Garden. Offering nearly 3,000 square feet of thoughtfully designed living space, this home blends timeless style, comfort, and functionality. Step inside to an inviting open-concept floor plan filled with natural light, where the living room, dining area, and kitchen flow seamlessly together—perfect for both everyday living and entertaining. Plantation shutters throughout add elegance and charm. The gourmet kitchen is the heart of the home, featuring 42-inch espresso cabinetry, granite countertops, stainless steel appliances, a spacious island, and abundant storage, all overlooking the family and dining areas. The first floor offers flexibility with a private bedroom and full bath, ideal for guests or multigenerational living, along with a dedicated home office bathed in natural light. Upstairs, you’ll find a spacious loft that can easily serve as a media room, playroom, second living area, or additional office. The luxurious primary suite provides a peaceful retreat with room for a king-sized bedroom set, a large walk-in closet, and a spa-inspired ensuite featuring dual vanities, a walk-in shower, and a soaking tub. Two additional bedrooms share a full bathroom with dual sinks, while the conveniently located second-floor laundry room adds everyday convenience. Outside, enjoy your covered lanai overlooking the oversized backyard—one of the largest lots in the neighborhood—with plenty of room to build your dream pool while still maintaining green space. The three-car tandem garage provides ample parking and storage. Living in Waterleigh means enjoying resort-style amenities, including: three clubhouses, three resort-style pools, two fitness centers, tennis, pickleball, volleyball, and mini golf, walking and biking trails, dog park, fishing pier, playgrounds, and scenic lakes. Lawn maintenance included through the HOA Conveniently located just minutes from Historic Downtown Winter Garden, Winter Garden Village, SR-429, shopping, dining, and top-rated schools, this home truly offers the best of Central Florida living. Don’t miss your opportunity to own this exceptional home—schedule your private showing today!
Listing is courtesy of: NOVAK REALTY CORP (407-347-0114)
Listing Agent: Marjorie Novak (407-832-6896)
14816 PORTER RD, WINTER GARDEN, FL 34787
$545,00017 Days on yellowkey MLS ID: O6423001
REDUCED by $25,000 (4.4%) on 07/14/2026
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2790 Built: 2014Monthly Fee: $188 Tax: $8,946 (2025)Community: SummerlakeSingle Family
Taxes:$8,946
Remarks: Priced to sell!!! Discover the perfect combination of comfort, style, and functionality in this beautiful two-story home located in one of Winter Garden's most desirable communities. Offering 5 spacious bedrooms and an expansive, thoughtfully designed floor plan, this home provides the ideal setting for everyday living, entertaining, and creating lasting memories. The open-concept layout is filled with natural light and offers generous living spaces that seamlessly connect the kitchen, dining, and family room, creating a warm and inviting atmosphere. Upstairs, the spacious bedrooms provide comfort and privacy for everyone, while the versatile floor plan easily accommodates growing families, guests, or a home office. Located in a highly sought-after community, residents enjoy a welcoming neighborhood atmosphere with convenient access to shopping, dining, major highways, top-rated schools, and Central Florida's world-famous attractions. Whether you're searching for your forever home or a smart investment opportunity, this property offers exceptional value, abundant living space, and an outstanding location. Don't miss this incredible opportunity to own a spacious 5-bedroom home in one of Winter Garden's premier communities. Schedule your private showing today!
Listing is courtesy of: FLORIDA SCANDI REALTY LLC (407-982-7224)
Listing Agent: Flavia Cabral (407-470-4992)
14549 GOLDEN HARBOR LN, WINTER GARDEN, FL 34787
$515,00014 Days on yellowkey MLS ID: O6424107
0 Days Off yellowkey (back on 7/14/2026)
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2082 Built: 2017Monthly Fee: $159 Tax: $4,818 (2025)Community: Watermark Ph 2CSingle Family
Taxes:$4,818
High School: Windermere High School
Middle School: Bridgewater Middle
Remarks: Under contract-accepting backup offers. Fully paid-off solar panels, providing exceptional energy efficiency and significant monthly savings, along with a Tesla EV charger conveniently installed in the garage. The current owner's electric costs average approximately $20–$50 in electricity usage, making this home an economical choice for energy conscious buyers. Welcome to this beautifully maintained home in the highly sought after Watermark at Horizon West community! This spacious two story residence offers 3 bedrooms, 2.5 bathrooms, and over 2,000 square feet of thoughtfully designed living space. The open concept floor plan is perfect for both everyday living and entertaining, featuring luxury vinyl flooring throughout the main level, abundant natural light, and a modern kitchen complete with built in appliances, ample cabinetry, generous counter space, and a large island overlooking the living and dining areas. Upstairs, you'll find a versatile loft that makes an ideal home office, media room, or play area, along with a spacious primary suite featuring a walk in closet and an en-suite bath. Two additional bedrooms, a full bath, and an upstairs laundry room complete the second floor. Enjoy Florida living from the welcoming front porch while taking advantage of the home's rear entry two car garage and low maintenance yard. Residents of Watermark enjoy resort style amenities including a community pool, fitness center, tennis courts, playground, parks, walking trails, and beautifully maintained common areas. You’re also within close distance to restaurants and just a short drive to Disney, shopping, and everything Winter Garden and Horizon West have to offer. If you’re looking for a clean, move in ready home in a great location with a strong lifestyle, this one checks all the boxes!
Listing is courtesy of: PREFERRED REAL ESTATE BROKERS (407-440-4900)
Listing Agent: Chris Courtney (407-406-0506)
5963 GLORY BOWER DR, WINTER GARDEN, FL 34787
$522,500400 Days on yellowkey MLS ID: O6318887
REDUCED by $500 (0.1%) on 07/14/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2128 Built: 2020Monthly Fee: $91 Tax: $5,092 (2024)Community: Hamilton Gardens Ph 2A & 2BSingle Family
Taxes:$5,092
Remarks: Welcome to 5963 Glory Bower Drive, Winter Garden, FLorida a beautifully Home 3 bedroom, 2.5 bathrooms, plus office space, offering over 2,120 square feet of thoughtfully designed living space. This modern residence features an open-concept layout perfect for both everyday living and entertaining. The gourmet kitchen is equipped with granite countertops, stainless steel appliances, ample cabinetry, and a gas range. The home also features a gas water heater, providing efficiency and convenience. One of the standout features of this home is the solar panel system, providing incredible energy efficiency and keeping the average monthly electric bill at just $33. Enjoy the Florida lifestyle just minutes from Disney.
Listing is courtesy of: IRM INVEST., REAL EST.& MGMT. (407-903-0134)
Listing Agent: Maria Poleo (407-622-9247)
9942 SUMMERLAKE GROVES ST, WINTER GARDEN, FL 34787
$879,00085 Days on yellowkey MLS ID: O6402319
REDUCED by $20,000 (2.2%) on 07/14/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2935 Built: 2019Monthly Fee: $164 Tax: $11,696 (2025)Community: WatermarkSpa: NoSingle Family
Taxes:$11,696
Remarks: Former model home now available for sale in the highly desirable Watermark community of Horizon West! This nearly new residence has been lightly used as a second home and remains in pristine condition, offering the perfect blend of luxury, comfort, and convenience—without the wait for new construction. This beautifully upgraded home showcases custom designer finishes throughout, including extensive wood wall paneling, modern vinyl flooring with no carpet, and fully renovated bathrooms that elevate the overall design. The thoughtfully designed layout features a spacious gourmet kitchen with quartz countertops, elegant cabinetry, and a large center island—ideal for entertaining and everyday living. The main level offers a private guest suite, a half bath with direct access to the pool area, and a versatile flex space currently used as a gym, easily adaptable as a formal dining room or home office. An additional open area near the living room provides the perfect setting for a workspace or playroom. Upstairs, the owner’s suite serves as a relaxing retreat, complemented by two additional bedrooms, a shared bathroom, and ample storage space. Step outside to your private outdoor oasis featuring a north-facing pool that allows for natural sunlight throughout the day while maintaining a shaded and comfortable lanai area. The fully fenced backyard provides added privacy—perfect for enjoying Florida living year-round. Located in the heart of Winter Garden, within the sought-after Horizon West area, residents of Watermark enjoy resort-style amenities including a pool, splash pad, playground, tennis courts, recreational center, and outdoor amphitheater. Conveniently situated just minutes from Disney and with easy access to SR-429, offering seamless connectivity throughout Central Florida.
Listing is courtesy of: FLORIDA CONNEXION PROPERTIES (407-574-2636)
Listing Agent: Mulcy Tenorio (407-403-8229)
1645 E SPRING RIDGE CIR, WINTER GARDEN, FL 34787
$439,00040 Days on yellowkey MLS ID: O6416732
REDUCED by $11,000 (2.4%) on 07/03/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1219 Built: 1997Monthly Fee: $25 Tax: $3,719 (2025)Community: Crown Point SpgsSingle Family
Taxes:$3,719
Remarks: Under contract-accepting backup offers. Virtually Staged. Welcome home to this beautifully renovated 3-bedroom, 2-bathroom residence in the heart of Winter Garden! Ideally located just 6 minutes from the charm and excitement of Plant Street and Downtown Winter Garden, you'll enjoy easy access to award-winning restaurants, local boutiques, the weekly farmers market, and community events while still having a peaceful place to call home. Inside, this move-in ready home has been completely transformed from top to bottom. Updates include new flooring throughout, fresh interior paint, updated baseboards, stylish new ceiling fans, and new blinds. The stunning kitchen features new appliances, upgraded countertops, and a designer backsplash, creating a space that's both functional and beautiful. Both bathrooms have been fully renovated with modern finishes, offering a fresh and luxurious feel. The improvements continue outside with fresh exterior paint, professional landscaping, a welcoming new front door, and a LeafFilter gutter protection system for added convenience and peace of mind. Step into the oversized backyard, where mature trees provide shade and character, and you'll find plenty of space to design the pool of your dreams, create an outdoor entertaining area, or simply enjoy the privacy and tranquility of your own backyard retreat. With extensive updates, an unbeatable location, and a spacious lot, this Winter Garden gem offers the perfect blend of comfort, style, and convenience. Roof 2018, Hot Water Heater 2026. Don't miss your opportunity to make it yours!
Listing is courtesy of: PREFERRED RE BROKERS III (407-440-4900)
Listing Agent: Lana Larrivee (407-341-8814)
16614 HARBOR SAIL WAY, WINTER GARDEN, FL 34787
$1,495,00046 Days on yellowkey MLS ID: O6414639
0 Days Off yellowkey (back on 6/29/2026)
Bed: 6 Bath: 5.5 Gar: 3 Liv Area Sq Ft: 4882 Built: 2016Monthly Fee: $168 Tax: $11,216 (2025)Community: Waterside/Johns Lake Ph 1Spa: YesSingle Family
Taxes:$11,216
Remarks: An Irreplaceable Gated Estate: Unmatched Scale, Double-Lot Privacy, & Private Oasis Behind the gates of the highly coveted Waterside community, 16614 Harbor Sail Way breaks the mold of standard luxury builds. This is not a high-density, cookie-cutter residence; it is an established, substantial family estate defined by an extraordinary sense of space, meticulous craftsmanship, and structural authority. Positioned beautifully on an expansive, premium lot that nearly doubles the community average, this rare property offers a refined lifestyle designed for those who value space to breathe, long-term permanence, and effortless entertaining. While typical Mansfield floor plans in the neighborhood occupy a standard lot, this home’s visionary owners secured the adjacent parcel, resulting in a commanding 14,973-square-foot footprint. This unique layout introduces a majestic private turning circle with dedicated parking for an additional six vehicles (bringing total driveway capacity to ten)—ideal for hosting executive gatherings or multi-generational families. Beyond the striking courtyard entry, the residence spans an impressive 4,882 square feet of meticulously maintained living space, delivering structural scale that effortlessly handles the demands of modern family life. The heart of the home centers on a dramatic great room bathed in natural light, seamlessly connecting to a gourmet kitchen equipped with premium finishes and gas cooking. Every corner of the main level emphasizes functional luxury, including a private home office, formal dining room, a secluded guest suite, and a magnificent primary sanctuary. Ascending to the second level reveals a sprawling, open flex room suspended over the main living area that opens to a fully enclosed, private balcony, creating an incredible architectural anchor. This level features four additional large bedrooms and media room, offering families the chance to spend time together, or unwind in complete peace. For ultimate daily convenience, a built-in central vacuum system services the ground floor of the home. While neighboring homes may provide "room for a future pool," this estate delivers the ultimate outdoor lifestyle immediately. The west-facing backyard is a private, sun-drenched sanctuary featuring a spectacular custom salt-water pool and integrated spa. Surrounded by extended paver decking and lush, manicured grassed areas made possible by the expanded double-lot footprint, this outdoor space offers complete privacy with no direct rear neighbors—perfect for enjoying vibrant Central Florida sunsets. Living in Waterside means enjoying a resort-style lifestyle with access to a premier clubhouse, fitness center and community pool. You are uniquely positioned just minutes from Horizon West’s top-rated schools (Hamlin Elementary/Middle), West Orange (High), the charm of downtown Winter Garden, major executive corridors (SR-429, Turnpike), and premier dining and shopping. This is more than a home; it is a strategic asset of scarcity, privacy, and generational quality. Schedule your private tour to experience it firsthand.
Listing is courtesy of: GLOBAL FLORIDA REALTY (407-380-3030)
Listing Agent: Garry Walmsley (407-923-2134)
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