Location: Winter Garden , 34787
Do Not Show Listings
WINTER GARDEN, FL 34787
$723,20033 Days on yellowkey MLS ID: G5114108
0 Days Off yellowkey (back on 6/21/2026)
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2688 Built: 2026Monthly Fee: $150Community: Hamlin Meadows At HamlinSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$0
Elementary School: Hamlin Elementary
High School: Horizon High School
Tax Year: 2025
Middle School: Hamlin Middle
Remarks: Virtually Staged. Pre-Construction. To be built. The Anna Maria with Bonus floorplan is a thoughtfully designed one-story home featuring four bedrooms and two and a half bathrooms, with a bonus room perfect for comfortable family living. The open-concept layout highlights a spacious great room that flows seamlessly into the kitchen and dining area, making it ideal for gatherings and relaxation. The primary bedroom offers privacy with a well-appointed ensuite and a large walk-in closet. Additionally, the home includes a covered patio for outdoor enjoyment and a convenient two-car garage,
Listing is courtesy of: OLYMPUS EXECUTIVE REALTY INC (407-469-0090)
Listing Agent: Nancy Pruitt, Pa (352-552-7574)
15401 PORTER RD, WINTER GARDEN, FL 34787
$530,000206 Days on yellowkey MLS ID: S5140743
REDUCED by $19,900 (3.6%) on 06/21/2026
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2455 Built: 2015Monthly Fee: $242 Tax: $8,271 (2024)Community: SummerlakeSpa: NoSingle Family
Taxes:$8,271
Elementary School: Summerlake Elementary
Tax Year: 2024
Remarks: (3D tour link attached!) Motivated seller, just reduced $20K. Welcome to this well-appointed single-family home offering 2,455 sq. ft. of living space in the desirable Winter Garden area. Featuring 5 bedrooms and 3 full bathrooms, this residence provides generous space and flexibility for comfortable everyday living, guests, or work-from-home needs. All the bedrooms upstairs and the stairs are laminate flooring. Only the bedroom downstairs is carpet. The thoughtfully designed floor plan includes multiple living areas and a layout well suited for both relaxation and entertaining. With five bedrooms, the home offers versatility for growing households or those seeking additional space. Situated within a welcoming residential community, residents enjoy sidewalk-lined streets, green spaces, and a neighborhood-friendly atmosphere ideal for outdoor enjoyment and daily walks. When using our preferred lender, the buyer will receive a 1 percnt lender credit of the loan amount, which can be applied toward closing costs or an interest rate buydown. Conveniently located near major roadways, this home offers easy access to shopping, dining, parks, and schools, and is just a short drive from Walt Disney World, making it an excellent option for a primary residence, vacation home, or investment opportunity. This property presents a wonderful opportunity to enjoy space, location, and community living in one of Central Florida’s most sought-after areas.
Listing is courtesy of: MULTI CHOICE REALTY LLC (352-404-6542)
Listing Agent: James Song (407-405-3140)
8878 BISMARCK PALM DR, WINTER GARDEN, FL 34787
$656,50034 Days on yellowkey MLS ID: O6418128
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2581 Built: 2018Monthly Fee: $600 Tax: $8,813 (2025)Community: Lakeshore Preserve Ph 1Townhouse
Taxes:$8,813
Elementary School: Panther Lake Elementary
Middle School: Water Spring Middle
Remarks: Welcome to a beautifully upgraded residence in Lakeshore Preserve, one of Horizon West premier Toll Brothers communities. Perfectly positioned in the heart of Winter Garden’s most desirable growth corridor, this home offers the rare combination of refined design, intelligent functionality, and private outdoor living. With over 2,500 square feet of thoughtfully designed space, this home stands apart from the ordinary. From the moment you enter, the quality is evident. Designer lighting, premium flooring, upgraded interior doors, extensive trimwork, crown molding, wainscoting, and a custom accent wall create a polished, elevated feel throughout. Every detail has been carefully selected to add warmth, character, and sophistication. The heart of the home flows beautifully for everyday living and entertaining, while the private courtyard creates a true outdoor retreat. Enhanced by a full breezeway and additional separation from the adjoining residence, this space offers a level of privacy rarely found in this style of home. Whether enjoying morning coffee, evening wine, or quiet time outdoors, the courtyard feels like your own secluded escape. One of the home’s most valuable and unique features is the detached garage with an impressive private suite above, offering nearly 500 square feet of flexible living space. Complete with a spacious bedroom area, family room, ensuite bath, walk-in closet, and wet bar with both upper and lower cabinetry, this suite is ideal for guests, extended family, a private office, studio or media room. This is not just another home in Lakeshore Preserve. It is a thoughtfully upgraded property with exceptional use of space, privacy, and versatility. For buyers seeking luxury, comfort, and function in one of Winter Garden’s most desirable communities, this residence is a must-see. Experience the lifestyle, the quality, and the rare flexibility this home offers
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Jaime Leizan (407-353-6651)
9751 QUIET LN, WINTER GARDEN, FL 34787
$2,650,00038 Days on yellowkey MLS ID: N6144722
Bed: 3 Bath: 3.5 Gar: 8 Liv Area Sq Ft: 3041 Built: 1999Monthly Fee: $17 Tax: $5,519 (2025)Community: Acreage & UnrecSingle Family
Taxes:$5,519
Elementary School: Lost Lake Elem
High School: East Ridge High
Middle School: Windy Hill Middle
Remarks: Situated on 5 pristine acres, this exceptional lakefront property offers a rare blend of privacy, space, and natural beauty. The fully fenced grounds feature classic black wood fencing, a picturesque oak-lined driveway with elegant lighting, manicured landscaping, mature trees, and expansive green space—all framed by peaceful water views. The thoughtfully designed residence showcases timeless materials and warm architectural details throughout. Inside, you’ll find three spacious bedrooms with rich wood flooring, two full bathrooms, and a half bath. The open-concept great room seamlessly connects the kitchen, dining, and living areas, highlighted by custom wood cabinetry, tile flooring, wood ceilings, and built-in entertainment features. A flexible office or gym with Chicago brick and wood flooring adds versatility, while a second-floor bonus room offers additional space for a media room, playroom, or private retreat. The exterior is equally impressive with black-painted James Hardie siding and Chicago brick front and rear patios with wood ceilings, creating inviting outdoor living spaces. The property functions as a true private compound with exceptional outbuildings. A detached lakefront entertainment retreat captures stunning sunset views and includes a kitchen, full bath, dining area with convertible poker table, and ample storage—perfect for hosting or relaxing. Car enthusiasts will appreciate the custom climate controlled garage and workshop featuring 10’ entry doors, multiple vehicle lifts, epoxy flooring, storage systems, and elevator access to a second-level loft lounge. An architecturally designed carport accommodates up to six vehicles and doubles as a covered pavilion for gatherings, complemented by an aluminum pergola and a Colorado stone propane fire boulder for outdoor entertaining. A separate outbuilding offers flexible use as a playhouse, pet space, hobby room, or studio. The property is equipped with a comprehensive security system including surveillance cameras, driveway alerts, and emergency strobe notifications. A Cummins 30kW generator powers the home and all outbuildings, ensuring reliable backup for the entire estate. Located just minutes from Hamlin Town Center, enjoy convenient access to top dining, shopping, entertainment, and everyday essentials, along with quick connectivity to SR-429, Walt Disney World, Downtown Winter Garden, and the greater Orlando area—offering the perfect balance of accessibility and serene living.
Listing is courtesy of: COLDWELL BANKER REALTY (941-493-1000)
Listing Agent: Anthony Laporta (941-615-8474)
16186 HONEY HARVEST ST, WINTER GARDEN, FL 34787
$610,00057 Days on yellowkey MLS ID: O6411495
REDUCED by $20,000 (3.2%) on 06/12/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2445 Built: 2025Monthly Fee: $229 Tax: $1,614 (2025)Community: Harvest/Ovation Ph 2Single Family
Taxes:$1,614
Elementary School: None
High School: None
Middle School: None
Remarks: Move right into one of the most sought-after floor plans in Harvest at Ovation. This just-completed Taylor Morrison Baldwin model offers the rare opportunity to skip the build timeline and step into a never fully lived-in home loaded with designer upgrades and timeless style. Originally purchased as a long-term move, the sellers had a change of plans, creating an incredible opportunity for the next owner. With soaring 20-foot ceilings in the main living area, this home makes an immediate impression the moment you walk through the door. Natural light pours into the open-concept layout, highlighting the upgraded flooring, custom window treatments, and carefully curated finishes throughout. The kitchen was designed to be the centerpiece of the home, featuring white and chrome GE Café appliances, a gas cooktop, oversized island, designer lighting, and striking blue cabinetry that brings warmth and character to the space. It flows seamlessly into the dining and living areas, making it ideal for entertaining or everyday living. The first-floor ensuite bedroom with a walk-in closet offers flexibility for guests, multigenerational living, or a private office setup. Upstairs, the spacious primary suite feels like a retreat with a spa-inspired bath and elevated design selections, while the additional bedrooms and bathrooms continue the same high-end aesthetic throughout the home. Additional upgrades include an epoxy-coated garage floor, elevated bathroom finishes throughout, covered lanai, and premium design selections that would be costly and time-consuming to recreate in a new build today. Located in the highly desirable Harvest at Ovation community, residents enjoy resort-style amenities including a pool, playground, walking trails, and green spaces, all just minutes from Flamingo Crossings, Walt Disney World, Horizon West dining, shopping, and major roadways. Why wait months for construction when this designer-finished Baldwin is available now?
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Ken Pozek (407-813-2773)
17738 SEDONA ST, WINTER GARDEN, FL 34787
$905,93971 Days on yellowkey MLS ID: O6407986
1 Days Off yellowkey (back on 6/20/2026)
INCREASED by $3,275 (0.4%) on 06/06/2026
Bed: 3 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 2573 Built: 2026Monthly Fee: $142Community: Esplanade At Mckinnon GrovesSingle Family
Remarks: Under Construction. What's Special: Oversized Lot | Covered Extended Lanai | Close to Amenities. New Construction – October Completion! Built by America's Most Trusted Home Builder. Welcome to the Cascata at 17738 Sedona Street in Esplanade at McKinnon Groves! This new home welcomes you through a charming courtyard and porch into a sweeping foyer that opens to a gourmet kitchen overlooking the dining area and bright great room. The open layout continues to an extended lanai, creating a smooth transition for everyday living and easy entertaining. Two secondary bedroom suites each include a private bathroom, with a conveniently placed study between them that adds flexible space for work or relaxation. Tucked away for privacy, the primary suite offers a spacious walk-in closet and a spa-inspired bath designed for a peaceful retreat. A powder room, laundry room, and three-car garage complete the home. Additional Highlights Include: Tray ceilings, additional door at laundry, outdoor kitchen rough-in, pool pre-wire, and water softener loop. Photos are for representative purposes only. MLS#O6407986 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)
12042 GRANDROSE ALY, WINTER GARDEN, FL 34787
$420,00036 Days on yellowkey MLS ID: S5152170
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1732 Built: 2022Monthly Fee: $320 Tax: $4,111 (2025)Community: Winding Bay Ph 2Townhouse
Taxes:$4,111
Remarks: Welcome to this beautiful 2022 townhome located in the highly desirable Horizon West area of Winter Garden. This spacious residence features 3 bedrooms, 2.5 bathrooms, and approximately 1,732 square feet of thoughtfully designed living space. The open-concept floor plan offers a modern kitchen with ample cabinetry, a large island, and seamless flow into the dining and living areas, perfect for everyday living and entertaining. Upstairs, the primary suite includes a private bath and generous closet space, while two additional bedrooms provide flexibility for family, guests, or a home office. Enjoy the convenience of a two-car garage, low-maintenance living, and access to excellent community amenities. Ideally located near top-rated schools, shopping, dining, major highways, and world-famous attractions, this home offers the perfect combination of comfort, convenience, and lifestyle in one of Central Florida’s fastest-growing communities.
Listing is courtesy of: MY REALTY GROUP, LLC. (786-847-7421)
Listing Agent: Aura Perez (407-429-1720)
13552 AUTUMN HARVEST AVE, WINTER GARDEN, FL 34787
$515,00076 Days on yellowkey MLS ID: O6404264
REDUCED by $15,000 (2.8%) on 06/19/2026
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1955 Built: 2025Monthly Fee: $343 Tax: $2,022 (2025)Community: Harvest/OvationTownhouse
Taxes:$2,022
Elementary School: Water Spring Elementary
Remarks: Beautifully maintained home located in the highly desirable area of Winter Garden! This spacious property offers the perfect blend of comfort, style, and convenience, featuring an open-concept floor plan, generously sized bedrooms, and abundant natural light throughout. The modern kitchen is ideal for entertaining, complete with ample cabinet space and a functional layout that flows seamlessly into the living and dining areas. Enjoy relaxing evenings in the private backyard with space for outdoor gatherings and family fun. Conveniently located near top-rated schools, shopping, dining, major highways, and world-famous attractions. A wonderful opportunity to own a beautiful home in one of Central Florida’s most sought-after communities—schedule your private showing today!
Listing is courtesy of: REALTY ONE GROUP EVOLUTION (786-477-4715)
Listing Agent: Milena Nunez (407-247-1814)
9362 WOODCRANE DR, WINTER GARDEN, FL 34787
$459,30038 Days on yellowkey MLS ID: O6417277
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2058 Built: 2015Monthly Fee: $151 Tax: $7,210 (2025)Community: Watermark Ph 1BSingle Family
Taxes:$7,210
Remarks: Short Sale. Welcome to this beautiful two-story home offering 3 bedrooms, 2.5 bathrooms. The first-floor features spacious living and dining areas that flow seamlessly into the well-appointed kitchen, complete with granite countertops, 42-inch cabinetry, and a large walk-in pantry providing ample storage. Upstairs, you'll find a huge loft space that can serve as a second living area, home office, playroom, or media room. The convenient upstairs laundry room makes everyday chores a breeze. The spacious primary suite features dual sinks, a walk-in shower, and plenty of room to unwind. Enjoy resort-style living with outstanding community amenities, including a resort-style pool, splash pad, clubhouse, fitness center, tennis courts and playground. Ideally located just minutes from Walt Disney World, shopping, dining, and entertainment at Hamlin Town Center, this home offers the perfect combination of comfort, convenience, and lifestyle. This is a bankruptcy sale and there is a 15,000 dollar buyers premium due at closing.
Listing is courtesy of: CENTURY 21 CARIOTI (407-770-0322)
Listing Agent: Kavita Uttamchandani (239-691-2289)
13037 SERENE GLADE RD, WINTER GARDEN, FL 34787
$559,99038 Days on yellowkey MLS ID: G5113926
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1836 Built: 2026Monthly Fee: $160Community: Serenade At OvationSingle Family
Remarks: Virtually Staged. Under Construction. Discover the charm of the Brantley Floor Plan, a bungalow perfect for families and entertaining. This plan features 3 bedrooms, 2.5 bathrooms, a loft, and a 2-car garage. The gourmet kitchen boasts top-end designer finishes and flows seamlessly into the living areas, ideal for gatherings. An extra-large corner pantry provides ample storage for bulk purchases, enhancing functionality. Check out the Brantley today and imagine your life in the beautifully designed home!
1979 STANDING ROCK CIR, WINTER GARDEN, FL 34787
$520,00058 Days on yellowkey MLS ID: S5150723
0 Days Off yellowkey (back on 6/18/2026)
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2082 Built: 2019Monthly Fee: $105 Tax: $8,301 (2025)Community: Oakland Trails Ph 2Single Family
Taxes:$8,301
Elementary School: Tildenville Elem
High School: West Orange High
Middle School: Lakeview Middle
Remarks: BUY THIS HOME WITH 100% FINANCING! LOCATION, LOCATION, LOCATION! Welcome to Your Trailside Oasis in Historic Oakland/Winter Garden! Nestled directly along the scenic West Orange Trail, this meticulously maintained, lightly lived-in bungalow offers the ultimate Florida lifestyle. Cycle straight into vibrant, historic downtown Winter Garden, or retreat to your own peaceful haven under the towering Live Oaks of Oakland Trails. Sophisticated Design Meets Modern Comfort...From the moment you arrive, the extended paver driveway and charming, shaded front porch welcome you home. Step inside to an airy, open-concept living area adorned with gleaming ceramic tile floors, quartz countertops, and upgraded builder finishes. Thoughtful, highly functional details elevate the main floor, including a stylish drop zone by the two-car garage, an under-stair coat closet, and a convenient powder room. High-end custom shades, luxury ceiling fans, and designer light fixtures make this residence completely turn-key and move-in ready. The second level opens into a versatile loft perfect for a media room, home office, or play space. The primary suite serves as a true sanctuary, boasting a grand double-door entrance, two spacious walk-in closets, and an ensuite bath with elegant quarts countertops. Two additional bright bedrooms and a dedicated upstairs laundry room complete this flawlessly designed upper level. Equipped with modern exterior lighting and a security camera system, this home offers total peace of mind. Outside your door, the vibrant Oakland Trails community features a resort-style pool, playground, dog park, and endless walking trails. Abundant dedicated street parking makes hosting family and friends effortless. Positioned perfectly between Clermont and Orlando, you will enjoy rapid access to the Florida Turnpike, 429, 408, and Highway 50. With Killarney Station right outside the neighborhood and the breathtaking Oakland Nature Preserve on the shores of Lake Apopka less than five minutes away, this is a dream destination for outdoor enthusiasts. Don't miss the chance to own this pristine, upgraded gem in one of Central Florida's most desirable trailside communities! Offering a lender credit towards costs or interest rate buy-down, when the client uses the preferred lender ACE Lending Group, ASK HOW.
Listing Agent: Ariel Vargas (407-558-5161)
651 J W JONES RD, WINTER GARDEN, FL 34787
$252,000287 Days on yellowkey MLS ID: G5103151
REDUCED by $8,000 (3.1%) on 04/28/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1747 Built: 1994 Tax: $3,483 (2024)Community: Troynelle By Lake ApopkaManufactured Home
Taxes:$3,483
Remarks: Welcome Home! Bicyclists and nature lovers will appreciate being just minutes from West Orange Trail. Let the stresses of the day melt away as you step into this beautiful residence in the highly sought-after Winter Garden. Relax on the screened front porch as you soak in the peaceful atmosphere. Inside, the open-concept design makes entertaining effortless, with a spacious living area, a kitchen bar perfect for gatherings. This 3-bedroom, 2-bathroom split floor plan home offers 1,747 sq. ft. of comfort under A/C. Unwind on the screened back porch, where you can enjoy the refreshing breezes. Conveniently located near major highways, including SR-50 and Florida’s Turnpike, you’re just a short drive from Orlando’s world-famous attractions. Enjoy cycling or roller blading about 21 miles through Winter Garden to Apopka. Or check out the rolling hills of Clermont on the South Lake, Lake Minneola Trail. Immerse yourself in the vibrant local scene, the charm of Downtown Winter Garden, where a myriad of events-from the farmer’s market to Light up Winter Garden-await your discovery. Don't miss this chance to call Historic Winter Garden home!
Listing is courtesy of: EXIT REALTY TRI-COUNTY (352-385-3948)
Listing Agent: David Seeley (352-516-4853)
13722 FOX GLOVE ST, WINTER GARDEN, FL 34787
$755,000199 Days on yellowkey MLS ID: O6371378
REDUCED by $4,990 (0.7%) on 06/01/2026
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3082 Built: 2004Monthly Fee: $247 Tax: $10,614 (2024)Community: Stoneybrook West Ut 04 48 48Spa: YesSingle Family
Taxes:$10,614
Elementary School: Whispering Oak Elem
Middle School: SunRidge Middle
Remarks: Under contract-accepting backup offers. BACK ON MARKET!!!! WOW!!! RECENT PRICE DROP BY $10,000 AND $3500 LENDER CREDIT OFFERED WITH JASON BAKER AT PRIMIS MORTGAGE!!! Welcome to this stunning 5 Bed, 3 Bath *POOL* home located on the 14TH HOLE in the esteemed community of Stoneybrook West in Winter Garden! Offering more than 3,000 square feet of living space, this residence combines elegance with functionality. You’ll be greeted by beautiful landscaping with stone accent columns as you walk up the pavered driveway to the front door. Step inside to the open floor plan with formal living room and dining room to each side of the foyer, and high ceilings and modern light fixtures throughout the home. Double doors open up to a bonus room, that can be used as a bedroom, game room, office, or other flexible space. The spacious kitchen boasts modern appliances, cabinetry with crown moulding, tile backsplash and a massive wrap-around breakfast bar overlooking the family room. A dinette is conveniently located just off the kitchen. The huge primary bedroom suite features extra sitting space with accented half walls and a bay window overlooking the backyard and French doors leading out to the lanai. The large en-suite primary bathroom includes his & hers sinks, a separate commode, beautifully tiled garden tub and standing shower with glass door, plus a walk-in closet with built-in organization. Four additional spacious bedrooms share two additional full baths, and there’s a full laundry room with a sink off of the two-car attached garage with additional storage space. Step outside the French doors from the living room to the beautiful screened-in lanai, featuring a built-in summer kitchen with bar perfect for entertaining friends and family! The sparkling blue HEATED POOL and HOT TUB are encompassed by the pavered pool deck and overlooks the beautiful backyard. The community offers a boat ramp, fishing areas, and lake access for water enthusiasts, a clubhouse, fitness center, and a large resort-style community pool. Residents can enjoy tennis courts, a golf course, basketball court, a playground, and feel at ease with a 24-hour guard-gated entrance ensuring a secure and peaceful living environment. This home offers a harmonious blend of comfort, style, and community amenities, making it an excellent choice for those seeking a vibrant and secure neighborhood in Winter Garden.
Listing is courtesy of: DENIZ REALTY PARTNERS LLC (407-704-0780)
Listing Agent: Nastassja Toombs (910-703-6453)
11 WINDTREE LN #B, WINTER GARDEN, FL 34787
$195,00066 Days on yellowkey MLS ID: O6409169
1 Days Off yellowkey (back on 6/18/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 918 Built: 1983Monthly Fee: $300 Tax: $2,664 (2025)Community: Windtree Gardens Condo Ph 01Condo
Taxes:$2,664
Remarks: Welcome to 11 Windtree Ln #B in Winter Garden — a location that quietly checks all the right boxes for comfort, convenience, and everyday livability in one of Central Florida’s most desirable areas. Set within an established community, this FULLY RENOVATED residence brings together a practical layout and an easy-flow design that supports real life, from slow mornings with coffee to evenings that wind down in total comfort. The interior spaces are designed to feel welcoming and functional, with a natural rhythm that makes daily living feel effortless. Rooms connect in a way that maximizes usability while still maintaining a sense of openness and privacy where it matters most. Step outside and enjoy your own private screened-in patio, that's perfect for morning coffee, evening wine, or a cozy outdoor seating area. Location is where this property truly stands out. Winter Garden continues to shine as one of the most sought-after areas in Central Florida, known for its historic downtown charm, weekend farmers markets, and an ever-growing selection of dining and shopping options. Just minutes away, Hamlin’s modern town center adds even more convenience, while major highways keep Orlando’s world-class entertainment, employment hubs, and attractions within easy reach. Whether you are looking for your first home, a peaceful retreat, or the perfect place to downsize, this one checks all the boxes. Your next chapter starts here-don't wait to make this beautiful home your own!
Listing Agent: Michele Rueff (321-948-4332)
214 S WOODLAND ST, WINTER GARDEN, FL 34787
$800,00051 Days on yellowkey MLS ID: O6413395
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 2868 Built: 1925 Tax: $2,450 (2025)Community: Fries Winter GardenSingle Family
Taxes:$2,450
Elementary School: Dillard Street Elem
Remarks: Coming Soon! Awesome Opportunity to own in Historic Winter Garden. LOT parcels in the front are being sold seperate.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Nicole Prince (407-712-5688)
9849 LOST CREEK DR, WINTER GARDEN, FL 34787
$990,000610 Days on yellowkey MLS ID: O6258009
Bed: 5 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3910 Built: 2021Monthly Fee: $250 Tax: $10,950 (2023)Community: WaterleighSpa: NoSingle Family
Taxes:$10,950
Tax Year: 2023
Remarks: Under contract-accepting backup offers. Virtually Staged. ACCEPTING BACK UP OFFERS. Nestled in the heart of Winter Garden’s prestigious Waterleigh community, this 5-bedroom, 4-bathroom masterpiece redefines modern luxury and family living. Boasting 3,910 sq. ft. of beautifully designed space, this 2021-built home is a perfect blend of timeless charm and contemporary convenience. From the moment you arrive, the immaculate landscaping and spacious 3-car garage set the stage for what lies within. Step onto the inviting front porch, and you’ll immediately feel at home. Inside, the gourmet kitchen takes center stage, showcasing gleaming white quartz countertops, custom 42-inch cabinets, and top-of-the-line stainless steel appliances. The oversized island is ready for anything—from morning coffee to lively dinner parties. Natural light floods the open living and dining spaces, where panoramic lake views create a serene backdrop for daily life. Retreat to the main-floor primary suite, a private haven with tranquil lake vistas, a spa-like ensuite, and a walk-in closet. Upstairs, a sprawling loft provides a perfect gathering space, while generously sized bedrooms ensure comfort for everyone. But the magic doesn’t stop indoors. Imagine unwinding on your covered patio as the sun sets, Disney’s iconic fireworks lighting up the sky above the lake. Beyond your doorstep, Waterleigh’s resort-style amenities await—scenic walking trails, sparkling pools, state-of-the-art fitness centers, and even a community garden. With its unbeatable combination of elegance, comfort, and convenience, this home offers more than just a place to live—it’s a lifestyle. Schedule your private tour today and start your next chapter in this extraordinary home!
Listing is courtesy of: REAL BROKER, LLC (407-279-0038)
Listing Agent: Jennifer Ibarra (213-500-7525)
811 CIVITAS WAY, WINTER GARDEN, FL 34787
$2,199,00070 Days on yellowkey MLS ID: O6403760
REDUCED by $51,000 (2.3%) on 06/18/2026
Bed: 4 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 5138 Built: 2017Monthly Fee: $208 Tax: $24,126 (2025)Community: Oakland Park Un # 2ASingle Family
Taxes:$24,126
Remarks: Experience elevated living in this exceptional custom home by J&J Building, perfectly positioned in one of Winter Garden’s most desirable locations directly across from the iconic West Orange Trail. Offering over 5,000 square feet of thoughtfully designed luxury, 811 Civitas Way blends sophisticated style, flexible living spaces, and impressive functionality rarely found in today’s market. Designed for both everyday comfort and unforgettable entertaining, the home features a truly jaw-dropping media room that delivers the ultimate cinematic experience. Multiple office and flex space options provide incredible versatility for remote work, creative pursuits, fitness, or multigenerational living. With bedrooms thoughtfully positioned on both the first and second floors, the layout offers ideal privacy and convenience for guests and family alike. Luxury details and custom upgrades are showcased throughout, including a whole-home generator, a one-year-old Sub-Zero refrigerator, two stunning crystal chandeliers installed last year, and elegant solid brass door hardware throughout the home. You'll fall in love with the large island in the garage that even includes a built-in gift wrapping station! Every space reflects exceptional craftsmanship and thoughtful design, with countless additional custom touches that elevate the home’s overall sophistication and character. One of the property’s standout features is its exceptionally rare amount of parking for 7 cars plus a golf cart— a coveted luxury that sets this home apart. Combined with its prime location near Downtown Winter Garden, scenic trail access, dining, shopping, and commuter routes, this residence offers a lifestyle that is as refined as it is practical. **There is room to add a pool and ADU on this lot, as well! Artist renderings with the pool included in the photos.
Listing is courtesy of: OAK AVENUE REAL ESTATE LLC (407-720-5000)
Listing Agent: Tracey Mcfadden (321-217-7808)
12026 SHINE VIEW LN, WINTER GARDEN, FL 34787
$597,79580 Days on yellowkey MLS ID: O6405058
INCREASED by $1,605 (0.3%) on 06/18/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2216 Built: 2025Monthly Fee: $190 Tax: $1,989 (2025)Community: WaterleighSpa: NoSingle Family
Taxes:$1,989
Remarks: Under Construction. Waterleigh presents the Bellake. This amazing all concrete block construction single-family home features 3 bedrooms and 2.5 bathrooms optimizing living space with an open concept feel. The kitchen overlooks the dining and great room, while having view to the covered lanai outside. Ample windows and a set of sliding glass doors allow lighting into the living area. The well-appointed kitchen features an island with bar seating, plentiful cabinet and counter space and stainless steel appliances, making entertaining a breeze. The first floor also features a flex room that provides an area for work or play and half bathroom. As we head up to the second floor, we are greeted with Bedroom one which includes a spacious walk-in closet as well as ensuite bathroom with double vanity. Two additional bedrooms share a second upstairs bathroom and linen closet for extra storage. Your laundry room is located on the second floor as well. This home features a two car garage located at the rear of the home complete with drop zone as you enter the home. Like all homes in Waterleigh, the Bellake includes a Home is Connected 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)
15174 FIELD DAISY DR, WINTER GARDEN, FL 34787
$689,00037 Days on yellowkey MLS ID: O6415990
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2686 Built: 2025Monthly Fee: $96 Tax: $2,290 (2025)Community: Osprey Ranch Ph 1Single Family
Taxes:$2,290
Remarks: Welcome to this beautiful bungalow-style home in the highly desirable Osprey Ranch community in Winter Garden! Featuring 4 bedrooms, 3 full bathrooms, and 1 half bath, this thoughtfully designed residence offers comfort, style, and functionality for the whole family. Located just minutes from Disney, shopping, dining, and major highways, this home combines convenience with a peaceful neighborhood feel. Enjoy spacious living areas, modern finishes, and a layout perfect for entertaining or everyday living. Situated in a prime location with access to highly rated schools, this property is ideal for families looking for both lifestyle and location. Don’t miss the opportunity to live in one of Winter Garden’s most sought-after communities!
Listing is courtesy of: REALTY ONE GROUP INSPIRATION (321-233-2300)
Listing Agent: Guilherme Garcia Cavalcante (407-728-5310)
13706 WERRINGTON DR, WINTER GARDEN, FL 34787
$715,000260 Days on yellowkey MLS ID: S5138020
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2807 Built: 2022Monthly Fee: $192 Tax: $8,345 (2023)Community: Encore At Ovation-Ph 3Single Family
Taxes:$8,345
Remarks: ***Lease agreement in place until March 2027*** This beautifully furnished single-family home offers a luxurious living experience with 4 bedrooms and 3.5 bathrooms, meticulously built in 2022. The property boasts a 2-car garage and a spacious loft, ideal for versatile uses. The kitchen is adorned with top-of-the-line stainless steel appliances, while the windows are elegantly adorned with stylish treatments. The master bedroom is a sanctuary with dual walk-in closets providing ample storage space. The laundry room is both practical and stylish, featuring a sink and modern washer and dryer for added convenience. Nestled in a vibrant new community, residents can indulge in a range of amenities including a clubhouse, pool, and a dog park. The property's prime location offers easy access to Disney World and major highways, ensuring seamless travel experiences. Whether as a lucrative long-term investment or a cherished primary residence, this listing promises a contemporary and comfortable living environment with sought-after features and an enviable location.
Listing is courtesy of: USA DREAMS REALTY CORP. (407-780-6422)
Listing Agent: Renata Lazo (407-780-6422)
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