Location: Winter Garden
Do Not Show Listings
107 TRADITIONS DR, WINTER GARDEN, FL 34787
$499,99519 Days on yellowkey MLS ID: S5145650
REDUCED by $24,980 (4.8%) on 04/01/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1582 Built: 1999Monthly Fee: $45 Tax: $1,458 (2024)Community: Traditions SubSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$1,458
Elementary School: Dillard Street Elem
High School: West Orange High
Tax Year: 2024
Middle School: Lakeview Middle
Remarks: You found it with this Location! The family will love this beautiful, Former Model home in Traditions! Blocks away from Downtown Winter Garden! Golf carts welcome! This 3/2 split plan has wood laminate flooring in living room & the master bedroom. Kitchen is open, Ceramic tile & eat-in space overlooking backyard. Master Bedroom is spacious with Walk-in shower and separate tub. Big backyard fully fenced. Enjoy the restaurants, famer's market & shops all in walking distance or use a golf cart! Separate Workshop room in garage- perfect for the handyman. AC 2019. Easy access to the turnpike, 429, 408 to downtown Orlando or OIA! Great Schools! Solar panels will be paid off at closing!
Listing is courtesy of: WATSON REALTY CORP (407-298-8800)
Listing Agent: Rick Evans, Ii (407-538-9295)
1710 E BAY ST, WINTER GARDEN, FL 34787
$254,99533 Days on yellowkey MLS ID: O6376343
REDUCED by $19,400 (7.1%) on 04/05/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 972 Built: 1957 Tax: $958 (2025)Community: Joe Louis Park First AddSingle Family
Taxes:$958
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: WALK INTO $40,000+ OF INSTANT EQUITY! Appraised at $295,000 but priced for a lightning-fast sale at only $254,995, this fully renovated 3-bedroom, 2-bathroom Winter Garden home is the deal of the year. The seller must close before April 29, 2026, offering you a rare opportunity to secure a move-in-ready luxury property significantly below market value. This home provides total peace of mind with a BRAND NEW ROOF, new HVAC, and complete re-piping, all accented by a designer interior featuring large-format flooring, a gourmet kitchen, and spa-like bathrooms. Outside, the property shines with fresh stucco, a massive driveway, and a private fenced backyard, just minutes from the charm of Historic Plant Street. Best of all, this deal offers total financing flexibility: while the base price is set for a clean sale, the seller is happy to include any amount of closing cost credits or a furniture package by simply adjusting the price above $260,000. Act now to claim this built-in wealth before the deadline passes!
Listing is courtesy of: AGENT TRUST REALTY CORPORATION (407-251-0669)
Listing Agent: Jose Villafana (407-705-8014)
2439 BALFORN TOWER WAY, WINTER GARDEN, FL 34787
$570,00037 Days on yellowkey MLS ID: O6386373
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2508 Built: 2008Monthly Fee: $243 Tax: $3,490 (2025)Community: Stoneybrook West DSingle Family
Taxes:$3,490
Elementary School: Whispering Oak Elem
Middle School: SunRidge Middle
Remarks: *Video Tour Available!* Experience the best of Florida living in the heart of Stoneybrook West, where resort-style amenities and a true sense of community come together. Behind 24-HOUR GUARD GATED ENTRANCE, you’ll find everything you need to live like you’re on vacation year-round—an Olympic-sized swimming POOL, splash zone, FITNESS CENTER, playground, tennis, basketball and pickleball courts, a fishing pier, plus a PRIVATE BOAT RAMP on Black Lake. Even better, the quarterly HOA INCLUDES SPECTRUM INTERNET AND CABLE, making life here as convenient as it is enjoyable. Tucked away on a quiet CUL-DE-SAC STREET with no through traffic, this home offers both privacy and charm from the moment you arrive. Warm curb appeal welcomes you inside to rich WOOD FLOORS and soaring ceilings that create a light, airy Florida feel. At the front of the home, the FORMAL LIVING AND DINING ROOMS provide flexible space for entertaining or working from home, highlighted by a welcoming staircase. Designed for gathering, the OPEN FLOOR PLAN seamlessly connects the family room and eat-in kitchen. The kitchen features abundant QUARTZ COUNTERTOPS, upgraded cabinetry, and a pantry to keep everything organized. Double sliding doors from both the kitchen and family room open to a SCREENED PATIO OVERLOOKING A PEACEFUL POND—no rear neighbors, just tranquil views and evening sunsets. Upstairs, you’ll find the bedrooms along with a convenient laundry room. The primary suite is spacious with wood floors, double sinks, quartz countertops, a water closet, and WALK-IN CLOSET. The RENOVATED SECOND BATHROOM offers a beautifully tiled shower and tub with a built-in shampoo niche. Generously sized secondary bedrooms feature deep closets for all your storage needs. Additional upgrades include ceiling fans throughout the home and patio, a convenient half bath downstairs, new irrigation panel, updated faucets and shower head in the primary bath, newer microwave and refrigerator, window blinds and exceptional storage throughout. This is more than a home—it’s your opportunity to embrace the Florida lifestyle, where sunny days, waterfront adventures, and a vibrant community are all right outside your door.
Listing is courtesy of: KELLER WILLIAMS ELITE PARTNERS III REALTY (321-527-5111)
Listing Agent: Tennille Biggers (850-628-4455)
10768 RHETT BUTLER ALY, WINTER GARDEN, FL 34787
$424,000Listed 04/04/2026 8:12PM MLS ID: O6396023
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1636 Built: 2023Monthly Fee: $268 Tax: $5,866 (2025)Community: Storey GroveTownhouse
Taxes:$5,866
Elementary School: Water Spring Elementary
High School: Horizon High School
Middle School: Water Spring Middle
Remarks: Designed for modern living, this beautifully maintained 3-bedroom, 2.5-bath townhome is located in the highly desirable Storey Grove community. Built in 2023, this home offers contemporary style, comfort, and convenience in one of the most sought-after areas near Orlando. The first floor features a bright open-concept layout with tile flooring throughout, creating a clean, modern, and low-maintenance living space. The kitchen serves as the heart of the home, featuring solid-surface countertops, stainless steel appliances, a spacious island with seating, and ample cabinet storage, perfect for both everyday living and entertaining. The dining and living areas flow seamlessly, creating an inviting environment for family gatherings or hosting guests. Step outside to your private fenced backyard with an oversized brick-paver patio, ideal for relaxing, outdoor dining, or entertaining. Upstairs, you will find three spacious bedrooms and two full bathrooms, offering both comfort and privacy. The primary suite features a walk-in closet and an en-suite bathroom with dual vanities. Additional highlights include a detached 2-car garage with an extended driveway for extra parking, and a professionally installed Level 2 EV charging outlet, fully permitted and certified by Orange County, an excellent upgrade for electric vehicle owners. Ideally located just minutes from Walt Disney World, Disney Springs, Flamingo Crossings, major highways, shopping, dining, top-rated schools, and medical facilities, this home offers the perfect blend of lifestyle and convenience. Whether you’re looking for a primary residence or a strong investment opportunity, this property is a must-see.
Listing is courtesy of: KARDOSH REALTY (407-499-4466)
Listing Agent: Emilia Faria (407-907-0733)
10540 TRIBUTE DR, WINTER GARDEN, FL 34787
$415,000197 Days on yellowkey MLS ID: O6346155
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1636 Built: 2023Monthly Fee: $225 Tax: $6,096 (2024)Community: Storey Grove Ph 4Townhouse
Taxes:$6,096
Remarks: This stunning and spacious townhome will exceed all expectations! Built in 2023 and designed with modern living in mind, this 3-bedroom, 2.5-bath home feels like a model property and offers the perfect blend of style, comfort, and investment potential. The first floor showcases an open-concept design with upgraded tile flooring, a beautifully appointed kitchen featuring solid-surface countertops, a massive island, stainless steel appliances, and seamless flow into the dining and living areas—ideal for entertaining or relaxing after a day at Orlando’s world-famous attractions. Step outside to your private retreat with an oversized brick-paver patio, fenced and enhanced with synthetic grass, creating a cozy and inviting outdoor space for family gatherings and guests to enjoy. The detached 2-car garage and extended driveway provide convenience and additional parking for owners and visitors alike. Upstairs, three generously sized bedrooms and two full bathrooms offer plenty of comfort and privacy, while the primary suite boasts an elegant en-suite bath with dual sinks and a spacious walk-in closet. Located in the highly desirable community of Storey Grove.
Listing is courtesy of: LEGACY PLUS REALTY (407-992-2268)
Listing Agent: Solon Potenciano Silva (407-760-5141)
10534 TRIBUTE DR, WINTER GARDEN, FL 34787
$425,000197 Days on yellowkey MLS ID: O6345956
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1636 Built: 2023Monthly Fee: $225 Tax: $6,094 (2024)Community: Storey Grove Ph 4Townhouse
Taxes:$6,094
5931 FLOWERING CHERRY BND, WINTER GARDEN, FL 34787
$829,965199 Days on yellowkey MLS ID: G5102265
0 Days Off yellowkey (back on 9/18/2025)
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2688 Built: 2026Monthly Fee: $150Community: Avalon WoodsSingle Family
Taxes:$0
Elementary School: Hamlin Elementary
Middle School: Hamlin Middle
Remarks: One or more photo(s) has been virtually staged. Pre-Construction. To be built. The Anna Maria with Bonus floorplan is an expansive two-story home designed to accommodate a growing family, offering five bedrooms and three and a half bathrooms. On the main floor, you'll find a spacious great room adjacent to a well-appointed dining room and kitchen, creating an ideal space for gatherings. The primary suite, featuring a large walk-in closet and private bath, is thoughtfully positioned for privacy. An additional bedroom and a flexible bonus room on the second floor provide ample space for family members or guests.
Listing is courtesy of: OLYMPUS EXECUTIVE REALTY INC (407-469-0090)
Listing Agent: Nancy Pruitt, Pa (352-552-7574)
14255 HAMPSHIRE BAY CIR, WINTER GARDEN, FL 34787
$1,300,0001 Day on yellowkey MLS ID: O6395612
Bed: 5 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 4625 Built: 2003Monthly Fee: $141 Tax: $12,364 (2025)Community: Bay Isle 48 17Single Family
Taxes:$12,364
Elementary School: SunRidge Elementary
Remarks: One or more photo(s) has been virtually staged. NEW ROOF (2025) ~ TWO NEW A/C UNITS (2024) ~ and a NEW WATER HEATER (2024) headline this exceptional LAKEFRONT ESTATE on Black Lake, where recent RENOVATIONS and thoughtful design have transformed the home into a must see retreat designed to impress! Ideally situated behind the gates of Bay Isle in Winter Garden, this remarkable home is the cherry on top of 6.44 ACRES surrounded by lush mature trees and sweeping LAKE VIEWS, creating a peaceful personal oasis just minutes from everything. A paver driveway and COURTYARD ENTRANCE invite you into the residence, complemented by a split 3-car garage and beautiful architectural details that set the tone for what awaits inside. Spanning OVER 4,000 SQ FT of curated living space, the home blends timeless craftsmanship with a fresh, modern edge. Sleek PORCELAIN TILE and rich WOOD FLOORS flow throughout, while intricate DESIGN WORK and CUSTOM BUILT-INS add character and sophistication from floor to ceiling. Designed with both everyday living and entertaining in mind, the layout offers MULTIPLE LIVING AREAS & FLEX SPACES, and formal living and dining rooms, all positioned to maximize NATURAL LIGHT and capture the home’s breathtaking water views. Walls of windows pull the outdoors in, creating a light-filled atmosphere that highlights the beauty of the surrounding landscape! At the heart of the home, the GOURMET KITCHEN delivers everything a home chef could want and more. Outfitted with a gas range, gas oven, waterfall island, dual pantries for abundant storage, and a rare Doyon Etuve Proofer, the space is as functional as it is impressive, easily supporting everything from quiet dinners to large gatherings. Your MAIN FLOOR OWNER’S SUITE is a true retreat with tranquil views of Black Lake, a sitting area, a dedicated dressing space, and a beautifully designed modern en-suite bath that feels straight out of a home magazine. Throughout the rest of the home, additional bedrooms and flexible spaces offer endless possibilities for guests, offices, hobbies, or creative pursuits. Step outside and the lake lifestyle truly comes to life. MULTIPLE OUTDOOR LIVING SPACES invite you to relax, entertain, or simply take in the scenery, while the PRIVATE DOCK on Black Lake makes it easy to bring your boat and enjoy everything lakefront living has to offer. Despite the sense of seclusion, this home remains incredibly convenient to daily life. Shopping, dining, and major roadways including SR-429 are just minutes away, placing you close to Winter Garden’s vibrant charm, area attractions, and world-famous theme parks. Elegance personified, this extraordinary home delivers the privacy, style, and space you have been searching for. Bring your boat, embrace the lake life, and discover the lifestyle waiting for you in Bay Isle!
Listing is courtesy of: WEMERT GROUP REALTY LLC (407-743-8356)
Listing Agent: Jenny Wemert (407-809-1193)
730 RIVER GRASS LN, WINTER GARDEN, FL 34787
$649,90070 Days on yellowkey MLS ID: G5107248
0 Days Off yellowkey (back on 4/4/2026)
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2647 Built: 2014Monthly Fee: $72 Tax: $3,572 (2024)Community: Covington Chase Ph 2CSingle Family
Taxes:$3,572
Remarks: Welcome to life in the Winter Garden Golf Cart District, where you can cruise to Downtown Winter Garden’s shops, restaurants, and famous farmers market in minutes, then come home to a cul-de-sac beauty on a premium conservation lot with no rear neighbors. This stunning 5-bedroom, 3-bath home delivers the space, layout, and upgrades buyers dream about. Downstairs, you’ll find a full bedroom currently used as an office, perfect for guests, multigenerational living, or a private work-from-home suite, plus an additional flex space with double French doors for an ideal second workspace, playroom, or formal sitting room. Entertain in style in the formal dining room with tray ceiling, then gather in the heart of the home: a spacious kitchen featuring 42” wood cabinets, granite countertops, stainless steel appliances, and a massive island with breakfast bar, and yes, the stools stay! A sunny dinette/nook adds even more room for casual meals and morning coffee. The open-concept great room flows seamlessly from the kitchen, made for family game nights, movie marathons, and hosting the big game. Coming in from the garage, you’ll love the charming mudroom with cabinetry, ready for backpacks, purses, and the ultimate phone-charging station. And don’t miss the whimsical bonus: a “Harry Potter” closet under the stairs with shelving and tons of storage, perfect as a book nook, playhouse, or creative hideaway. Upstairs, retreat to a truly oversized primary suite with an en suite bath featuring double granite vanities, a soaking tub, and a separate double shower with two independent shower heads, plus his-and-hers closets. You’ll also find three additional bedrooms, another full bath, and an upstairs laundry room for everyday convenience. Step outside to your covered, screened patio, your new favorite place to unwind with a beverage at sunset or sip coffee while watching wildlife in the peaceful preserve behind you. The large lot offers plenty of space for a future pool, with the privacy of no rear neighbors. Major updates include: NEW roof (2025), NEW washer & dryer (2025), NEW oven & dishwasher (2023), a reverse osmosis drinking system, and a complete stainless-steel appliance package, including the refrigerator. All of this in a community with a pool and playground, and the West Orange Trail running through the neighborhood, perfect for biking, walking, and living the Winter Garden lifestyle. Conveniently located 5 minutes to 429 and the Turnpike, and approximately 25 minutes to Walt Disney World. Homes with this layout, this lot, and this location don’t last, so come see why this one feels like “the one.”
Listing is courtesy of: ASSIST2SELL BUYERS & SELLERS (352-289-6100)
Listing Agent: Karen Tefft (352-729-1227)
16230 CARRAWAY BAY ALY, WINTER GARDEN, FL 34787
$573,00069 Days on yellowkey MLS ID: NS1087076
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2474 Built: 2024Monthly Fee: $291 Tax: $2,273 (2024)Community: Waterleigh Ph 4B & 4CSingle Family
Taxes:$2,273
Remarks: Welcome to 16230 Carraway Bay Alley, a beautifully maintained home located in the heart of Winter Garden. Situated in a desirable community with convenient access to shopping, dining, and major highways, this property offers a perfect blend of comfort, style, and location. The home features a thoughtfully designed layout with spacious living areas, abundant natural light, and modern finishes throughout. The kitchen opens to the main living space, making it ideal for both everyday living and entertaining. The primary suite provides a private retreat with ample closet space and an en-suite bathroom. Enjoy low-maintenance living with outdoor space perfect for relaxing or hosting guests. Community amenities and nearby attractions enhance the lifestyle appeal, with close proximity to downtown Winter Garden, top-rated schools, and scenic trails. Convenient access to SR-429 and the Florida Turnpike makes commuting easy.
Listing is courtesy of: WATSON REALTY CORP (386-428-7355)
Listing Agent: Matthew Eads (804-651-6911)
628 ORANGE BELT LOOP, WINTER GARDEN, FL 34787
$525,00025 Days on yellowkey MLS ID: O6389653
REDUCED by $4,900 (0.9%) on 04/04/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1850 Built: 2018Monthly Fee: $336 Tax: $3,620 (2025)Community: Heritage At Plant Street Community AssocTownhouse
Taxes:$3,620
Remarks: Live the downtown Winter Garden lifestyle in this beautifully upgraded CORNER UNIT townhome in the sought-after community of Heritage at Plant Street—perfectly located in the GOLF CART DISTRICT with direct access to the renowned WEST ORANGE TRAIL. Built in 2018 by M/I Homes and meticulously maintained by its original owners, this 2-story, 3 bedroom, 2.5 bath townhome with a 2-car garage offers the ideal combination of low-maintenance living, thoughtful upgrades, and a prime corner location. With HOA-covered exterior maintenance—including the roof and grounds—you’ll spend less time on upkeep and more time enjoying everything downtown living has to offer. The coveted corner placement provides extra privacy, abundant natural light, and a common area GRASSY SIDE YARD perfect for pets or play, while a large guest parking lot sits conveniently just steps from the front door. Inside, the Windham II floor plan features soaring ceilings and a bright, open layout. A light-filled den off the foyer with three large windows offers flexibility as a home office, playroom, or second living space. The heart of the home is the DESIGNER KITCHEN, showcasing slate GE Profile appliances, a NATURAL GAS COOKTOP AND CUSTOM RANGE HOOD, stacked convection wall oven and microwave, and 42" dark shaker cabinetry with hardware. SILESTONE countertops, tiled backsplash, under-cabinet LED lighting, and stylish pendant lights complete the space. The large island with breakfast bar and included barstools opens seamlessly to the dining area and great room, creating the perfect setup for entertaining. Corner-unit placement provides windows on two sides of the great room and dining area, creating a bright, naturally lit living space. The entire first floor features durable large format ceramic tile flooring, while the staircase has been upgraded with dark engineered wood for a polished, low-maintenance look. A spacious laundry room with full-size washer and gas dryer, upper cabinets, and an oversized under-stair storage nook adds everyday convenience. Upstairs, the private primary suite offers a large walk-in closet and an elegant en-suite bath with raised-height dark shaker cabinetry, Silestone double vanity, and a tiled walk-in shower with seamless glass enclosure. Two additional bedrooms share a well-appointed bathroom with matching finishes and a tiled tub/shower combination. Step outside through the French door with built-in blinds to your private, screened brick-paver courtyard, offering both covered and open seating areas—perfect for relaxing or entertaining while overlooking the grassy side yard. The adjoining two car garage with alley access includes screened sliders for a cross breeze into the patio area. Energy-efficient features include ENERGY STAR double-pane Low-E windows, HVAC, insulation, and appliances. The ROOF, HVAC, and INSTANT HOT GAS WATER HEATER were installed in 2018 and have been regularly serviced. The home also features modern high end, noise free ceiling fans with remotes in all bedrooms and living areas, faux wood blinds throughout, and a NEUTRAL INTERIOR PALETTE ready for your personal style. Residents enjoy neighborhood amenities including a POOL and DOG PARK, all just minutes from the shops, dining, and vibrant atmosphere of historic downtown Winter Garden. Spring into the season of easy living—this rare corner-unit opportunity is your key to enjoy everything downtown Winter Garden is famous for.
Listing is courtesy of: HOMEVEST REALTY (407-897-5400)
Listing Agent: Kim Blaylock (407-497-9321)
16006 GILDEN WAY, WINTER GARDEN, FL 34787
$1,150,0009 Days on yellowkey MLS ID: O6392997
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3617 Built: 2023Monthly Fee: $225 Tax: $12,929 (2025)Community: Encore At OvationSingle Family
Taxes:$12,929
Remarks: Exquisite! Enjoy the experience of living in the finest of modern luxury in this "architecturally" designed estate. Situated in one of the Top Rated communities in Winter Garden, at Encore Ovation, on a 0.38-acre premium lot. Boasting over $200,000 in QUALITY UPGRADES, this residence features, five bedrooms and four bathrooms. Step onto the elegant 48 X 48 ceramic tiling that flows throughout the main level, transitioning to rich engineered hardwood on the second floor. A striking custom wood and TEMPERED glass staircase serves as a focal point, leading to a spectacular second floor entertainment gallery enclosed in TEMPERED glass with private balcony. A GOURMET DREAM KITCHEN , featuring custom wood cabinetry, Exotic Quartzite countertops, and a custom-fitted pantry. Equipped for the foodie enthusiast, with a SUB -ZERO refrigerator for peak freshness, a Wolf precision oven, a Thermador hub, and a dual-zone wine chiller, for years of gatherings and conversations. Retreat to the oversized travertine-floored lanai, overlooking a sprawling backyard already prepped with plumbing for a summer kitchen-the perfect. The perfect canvas for a custom infinity pool. Other features include;motorized designer blinds, custom lighting installations, and high-efficiency ceiling fans. A spacious garage with built-in overhead storage racks. HOA INCLUDES LAWN CARE AND BASIC LANDSCAPING, for true low-maintenance living.Enjoy resort-style community amenities just steps from your home.These include a clubhouse, fitness center, community pool and steps from a dog park and walking trails. End your day on your private Master Suite balcony, embracing breathtaking sunsets over Lake Mac. Welcome to paradise!
Listing is courtesy of: COLDWELL BANKER REALTY (407-647-1211)
Listing Agent: Renee Rodriguez (407-927-2055)
11145 HOLLOW BAY DR, WINTER GARDEN, FL 34787
$899,990111 Days on yellowkey MLS ID: O6367437
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3327 Built: 2025Monthly Fee: $200 Tax: $1,989 (2024)Community: WaterleighSingle Family
Taxes:$1,989
Remarks: Under Construction. 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 an upstairs bathroom with double bowl vanity while the additional bedroom is complete with ensuite bathroom. Like all homes in Waterleigh the Seacliff includes a Home is Connected 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)
11858 SHINE VIEW LN, WINTER GARDEN, FL 34787
$539,990184 Days on yellowkey MLS ID: O6349514
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2027 Built: 2025Monthly Fee: $190 Tax: $1,989 (2024)Community: WaterleighSingle Family
Remarks: Under Construction. Waterleigh presents the Cordale. This amazing all concrete block construction single-family home features 3 bedrooms and 2.5 bathrooms optimizing living space with an open concept feel. A beautiful porch welcomes you to this home, as you enter the home you’ll find a downstairs powder room and laundry room complete with doors for privacy. The well-appointed kitchen overlooks the family 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. Bedroom one is located off the living space in the back of the home for privacy. The bedroom one-bathroom impresses with double bowl vanities, toilet room with privacy door, shower/tub space, and spacious walk in closet. As we head up to the second floor, we are greeted with a loft area and two additional bedrooms. The upstairs bedrooms share a bathroom and linen closet for extra storage. 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 Cordale 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.*
13846 FRESH IVY ST, WINTER GARDEN, FL 34787
$649,900187 Days on yellowkey MLS ID: O6346706
Bed: 2 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2108 Built: 2024Monthly Fee: $534 Tax: $2,180 (2024)Community: Del Webb Oasis Ph 3Single Family
Taxes:$2,180
Remarks: Welcome to 13846 Fresh Ivy Street, nestled in the highly desirable Winter Garden area, just minutes away from world-famous Orlando attractions. This home is easy on the eyes and offers the perfect blend of comfort, convenience, and luxury living. This beautifully designed two-bedroom, two-and-a-half-bath home features over 2,100 square feet of living space. With spacious interiors, thoughtful finishes, and modern upgrades, this home provides both style and functionality. Inside you will discover bright, open living areas, a gourmet kitchen, and bedrooms designed as your own personal sanctuary. Whether you’re hosting guests or enjoying a quiet evening at home, every detail has been styled with comfort in mind. Imagine mornings spent in the fitness center, afternoons sunbathing on a zero entry sun shelf by a cabana, and nights gathering with friends by the fire pits underneath the stars. This home and community is about freedom, fun, and comfort all in one place. This isn’t just a home, it’s the lifestyle you’ve earned.
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Ken Pozek (407-813-2773)
4918 WILDWOOD POINTE RD, WINTER GARDEN, FL 34787
$680,000295 Days on yellowkey MLS ID: S5129072
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2868 Built: 2015Monthly Fee: $172 Tax: $10,554 (2024)Community: Orchard Hills Ph 2Single Family
Taxes:$10,554
Elementary School: Keene Crossing Elementary
High School: Windermere High School
Middle School: Bridgewater Middle
Remarks: Located in the highly sought-after community of Orchard Hills, this stunning home offers the epitome of Central Florida living. Orchard Hills is a community that attracts buyers from all walks of life, making it an ideal investment. This spacious, single-story residence boasts 5 bedrooms, 3 full bathrooms, and one half-bath, ready for you to move in. From the moment you step inside, you'll be captivated by the expansive open spaces that flow seamlessly, creating a welcoming and bright ambiance. The well-thought-out design ensures that every corner of the home feels expansive and filled with natural light. The heart of this home is, without a doubt, its gourmet kitchen. Equipped with modern stainless steel appliances, gleaming granite countertops, and a generous center island, this kitchen is a chef's dream. Whether you're preparing a quick meal or hosting a large gathering, you'll have all the space and amenities you need. Adjacent to the kitchen, the ample living area provides the ideal space to relax and enjoy moments with your loved ones. Washer & Dryer do NOT convey. Click Virtual Tour 1 to visit the Property. Carpets removed, New Laminated Floors refresh up the living space.
Listing Agent: Carlos Hernandez Franquet (786-816-7138)
122 WINDTREE LN #O-204, WINTER GARDEN, FL 34787
$229,99524 Days on yellowkey MLS ID: S5145241
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 918 Built: 1984Monthly Fee: $300 Tax: $2,004 (2024)Community: Windtree Gardens Condo Ph 04Condo
Taxes:$2,004
Remarks: One Photo has been virtually staged with furniture. You found it!! Beauty in Winter Garden! Sought after location near downtown Winter Garden! This Windtree 2/2 condo on the 2nd floor has been totally & BEAUTIFULLY REMODELED in 2026 as follows! BRAND New Wood laminate flooring in living room & bedrooms. Kitchen has BRAND NEW farmhouse porcelain sink with floating butcher block shelves, shaker moss cabinets with brushed gold handles and faucet & exquisite quartz counter tops with marble herringbone backsplash. BRAND NEW Frigidaire stainless steel appliances. 3k in upgrades for recessed lighting. BRAND NEW Frigidaire Stackable washer & dryer with convenient according door being installed as well! Unit has own private storage under stairs (approx. 4X9 perfect for bicycles etc.) Community Pool & basketball court. Easy access to 408,429, FL. Turnpike, Disney, Universal and downtown Orlando.
9354 LAKE HICKORY NUT DR, WINTER GARDEN, FL 34787
$1,099,00037 Days on yellowkey MLS ID: O6385808
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2278 Built: 1983 Tax: $3,375 (2025)Community: Hickory Lake EstatesSingle Family
Taxes:$3,375
Elementary School: Panther Lake Elementary
Remarks: Rare find on a tucked away street in the heart of it all. This lakefront home on Lake Hickory Nut, a 403-acre skiable and bass fishing lake in Winter Garden, offers approximately 100 feet of direct waterfront with no HOA and Disney Firework Views. Situated on an oversized lot with the ability to park boats or RVs, the property is set within a peaceful community surrounded by mature landscaping and spacious homesites. Enjoy breathtaking sunrise views over Lake Hickory Nut, with expansive water views visible throughout the house and on your private balcony. The lake is routinely tested by Orange County and is recognized as a high-quality lake in the area, offering exceptional water clarity and cleanliness providing year-round recreational enjoyment. The home is completely upgraded and renovated. Featuring new lighting, flooring, windows, doors, AC, well, plumbing, interior/exterior paint, epoxy garage flooring, kitchen, bathrooms, appliances, garage door, soffits, gutters, and a paver driveway, walkway, and patio. The living areas of this home bask in natural light, making it feel airy and bright. A wood-burning fireplace in the living room and oversized windows overlooking the lake create a warm and inviting space. The kitchen features an eat-in area that flows into a formal dining room and formal living room, providing flexibility for both entertaining and everyday living. A Florida room is lined with oversized windows and trim detail that maximize natural light and panoramic water views, with French doors leading to a paver patio along the shoreline. The private dock, built in 2018, includes covered and open seating areas ideal for relaxing, boating, or fishing. The first floor includes a bedroom with en-suite bath. Upstairs, double doors lead to an oversized primary suite with a private balcony overlooking the lake. The primary bath offers dual separate sinks and a spacious closet. A secondary upstairs bedroom features a window seat, and an additional full bathroom serves the second level. The upstairs is also prepped for a stackable laundry unit (in addition to the garage hookup) for added convenience. Ideally located near Horizon West, Hamlin Town Center, Downtown Winter Garden, and Orange County National Golf Center, this property offers a rare opportunity to own fully updated, skiable lakefront frontage in one of Central Florida’s most desirable locations.
Listing is courtesy of: THE REAL ESTATE COLLECTION LLC (407-656-7814)
Listing Agent: Matt Kester (772-494-8550)
14834 BAHAMA SWALLOW BLVD, WINTER GARDEN, FL 34787
$545,0004 Days on yellowkey MLS ID: O6395079
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2049 Built: 2014Monthly Fee: $252 Tax: $3,824 (2025)Community: Summerlake Pd Ph 1B-A RepSingle Family
Taxes:$3,824
Elementary School: Summerlake Elementary
Remarks: Welcome to this well maintained home in the highly sought after community of Summerlake in Horizon West, known for its convenient access to shopping, dining, parks, and major roadways. This property offers a thoughtful layout with an open concept design connecting the kitchen, living, and dining areas, creating a comfortable space for everyday living and entertaining. The interior has been freshly painted and features 18 inch tile flooring throughout, providing a clean and cohesive look with easy maintenance. The kitchen is equipped with granite countertops, tall cabinetry, and ample storage, while both bathrooms also feature Corian surfaces and double vanities for added convenience. The primary suite includes a tray ceiling, a spacious bathroom with both a garden tub and separate shower, and a private water closet. Additional interior features include custom blinds throughout, cabinetry in the laundry area, and an upgraded front door with a stained glass insert that adds character and curb appeal. Outdoor living is enhanced by a full side patio with both covered and open areas, offering flexibility for relaxing or entertaining. The side patio has a natural gas line for your future grill outs. The side yard is partially fenced with a railing design that complements the front porch, and the property includes a two car carriage style garage along with a third parking pad accessed from the rear alleyway. The home is fully guttered and features newly installed landscaping, adding to its overall appeal.
Listing is courtesy of: SERHANT (786-296-8626)
Listing Agent: Vanessa Scotland, Pa (407-217-4580)
15501 HAMLIN PARK DR, WINTER GARDEN, FL 34787
$609,9905 Days on yellowkey MLS ID: TB8492519
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2072 Built: 2025Monthly Fee: $248 Tax: $1,375 (2025)Community: Parkview/HamlinTownhouse
Taxes:$1,375
Remarks: MODEL HOME! Welcome to this stunning 3-story townhome by Ashton Woods in Parkview at Hamlin. Thoughtfully designed with 3 private suites, this home offers flexibility and privacy for family and guests alike. The first-floor suite is perfect for visitors or a home office, while the third-floor primary suite features a spacious layout with a walk-in closet and spa-inspired bath. The heart of the home is on the second floor, where the open-concept living room, dining area, and kitchen flow seamlessly together. The chef’s kitchen boasts 42" cabinetry, stainless steel GE appliances, white quartz countertops, a large island, and vinyl plank flooring, all opening to a covered lanai for indoor-outdoor living. Additional bedrooms provide plenty of space for comfort and versatility. Located in the vibrant Parkview at Hamlin community, residents enjoy resort-style amenities, access to top-rated schools, and close proximity to shopping, dining, and all that Winter Garden has to offer.
Listing is courtesy of: ASHTON WOODS FLORIDA REALTY LLC (813-918-4491)
Listing Agent: Reed Williams (813-918-4491)
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