Location: Winter Garden
Do Not Show Listings
11117 BOSTWICK ALY, WINTER GARDEN, FL 34787
$520,0001 Day on yellowkey MLS ID: O6407552
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1685 Built: 2022Monthly Fee: $291 Tax: $6,722 (2025)Community: Waterleigh Ph 4ASingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$6,722
Elementary School: None
High School: Horizon High School
Tax Year: 2025
Middle School: Water Spring Middle
Remarks: This open-concept home offers a functional layout with modern kitchen, stainless steel appliances, and a large island overlooking the main living area. Prime location directly across from Atwater Bay Elementary and community green space, offering added privacy and convenient access for families. Enjoy resort-style amenities including pools, fitness centers, clubhouse, playgrounds, and walking trails. Conveniently located near Disney, Hamlin Town Center, shopping, dining, and major highways.
Listing is courtesy of: LA ROSA REALTY LLC (321-939-3748)
Listing Agent: Fernanda Bover (407-520-0127)
7302 TWILIGHT BAY DR, WINTER GARDEN, FL 34787
$749,0001 Day on yellowkey MLS ID: O6407453
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2810 Built: 2018Monthly Fee: $260 Tax: $5,903 (2025)Community: Lakeview Pointe/Horizon West PSingle Family
Taxes:$5,903
Elementary School: Summerlake Elementary
Middle School: Hamlin Middle
Remarks: Welcome to this beautifully upgraded 4-bedroom, 2-story home located in the highly sought-after community of Lakeview Pointe at Horizon West. Offering 2,810 square feet of thoughtfully designed living space, this move-in ready residence sits on one of the largest lots in the community—approximately 2.5 times the community average, a rare find in this area. Featuring over $130,000 in upgrades, this home showcases high-end finishes throughout including tile throughout the main living areas and wet spaces, luxury vinyl plank flooring on the stairs, loft, and all bedrooms, and absolutely no carpet. Fresh interior and exterior paint, designer light fixtures, blinds, Nest thermostat, whole-home water filtration system, and an electrolyte reverse osmosis drinking water system. The open-concept floorplan is designed for modern living and entertaining. The gourmet kitchen features quartz countertops, upgraded cabinetry with crown molding, cabinet hardware, pull-out cabinet drawers, tile backsplash, stainless steel appliances, built-in double ovens, cooktop with hood, dishwasher, disposal, pendant lighting, recessed lighting, center island, modern upgraded faucet and an inviting café dining space. The spacious family room offers an accent wall, recessed lighting, upgraded ceiling fan, tile flooring, and a stunning open staircase with wrought iron balusters, stained wood handrail, and elegant single landing. Additional flexible living spaces include a loft, built-in workspace/office nook, mudroom with built-in storage, and dedicated laundry room. A downstairs bedroom provides the perfect setup for guests or multi-generational living. The oversized primary suite features tray ceilings, recessed lighting, upgraded ceiling fan, walk-in closet, and a custom built-in closet system. The luxurious primary bathroom includes dual sinks, stone countertops, large walk-in shower, linen closet, and private water closet. Every room in the home includes custom built-in closet systems and upgraded ceiling fans. Step outside to enjoy exceptional outdoor living with beautiful curb appeal, professional landscaping, paved driveway, Rainbird irrigation system, gutters, exterior lighting, garage coach lights, and fenced backyard. The outdoor entertaining space includes an extended screened and covered patio plus a professionally designed paved patio with pergola. The 2-car garage is equally impressive with polyaspartic floor coating and overhead storage racks. Residents of Lakeview Pointe at Horizon West enjoy exclusive resort-style amenities including a community pool, splash pad, sun deck, fitness center, playground, walking trails, and lake access to Huckleberry Lake. HOA includes lawn maintenance and common area upkeep. Ideally located near Hamlin Town Center with premier shopping, dining, entertainment, Publix, Cinepolis Luxury Cinemas, and PopStroke. Convenient access to SR-429 provides easy commuting to Orlando, the I-4 corridor, and area attractions. Enjoy peaceful suburban living while still being close enough to view Walt Disney World fireworks. Located within a top-rated school district.
Listing is courtesy of: CENTURY 21 CARIOTI (407-354-0074)
Listing Agent: Jamie Stolinas Crame, Llc (407-227-3271)
3351 HANGING TIDE ST, WINTER GARDEN, FL 34787
$635,0001 Day on yellowkey MLS ID: O6407746
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 2741 Built: 2021Monthly Fee: $152 Tax: $7,521 (2025)Community: Lakeview Preserve Ph 2Single Family
Taxes:$7,521
Elementary School: Lost Lake Elem
High School: East Ridge High
Middle School: Windy Hill Middle
Remarks: One or more photo(s) has been virtually staged. Welcome to this move in ready home newly built in 2021 in the gated Lakeview Preserve community. This single story home is offering 4 bedrooms, 3.5 bathrooms, with split bedroom layout and a spacious open floor plan. Step inside to find a bright and airy living space that seamlessly connects the kitchen, dining, and living areas. The gourmet kitchen is the centerpiece of the home, featuring sleek quartz countertops, a large center island ideal for gatherings, and ample cabinetry for storage. Whether you're hosting guests or enjoying a quiet night in, this layout delivers both comfort and functionality. The split bedroom design provides added privacy, with a generously sized primary suite offering a peaceful retreat. Additional bedrooms are well appointed and versatile, perfect for guests, a home office, or growing families. This gated community features resort style amenities including a clubhouse, zero entry pool, splash pad, playground, fitness center, and a private dock with kayak launch on John’s Lake, offering the ideal setting to experience the best of Florida living. Located just minutes from the charm of Downtown Winter Garden, you’ll enjoy access to boutique shopping, local dining, farmers markets, and the popular West Orange Trail for biking and outdoor recreation. Food lovers will appreciate nearby favorites like The Hangry Bison, Chef's Table at the Edgewater, and Crooked Can Brewing offering everything from casual bites to upscale dining. Convenient access to Florida State Road 429 and Florida State Road 408 makes commuting to Orlando and nearby attractions a breeze. Don't miss out on this opportunity and schedule your private showing today!
Listing is courtesy of: KELLER WILLIAMS ADVANTAGE III (407-207-0825)
Listing Agent: Devon Sobers (407-341-4720)
13542 SUNSET LAKES CIR, WINTER GARDEN, FL 34787
$3,799,0001 Day on yellowkey MLS ID: O6402896
Bed: 5 Bath: 5.5 Gar: 3 Liv Area Sq Ft: 5450 Built: 1997Monthly Fee: $69 Tax: $25,701 (2025)Community: Sunset LakesSpa: YesSingle Family
Taxes:$25,701
Elementary School: Lake Whitney Elem
High School: West Orange High
Middle School: SunRidge Middle
Remarks: A New Standard of Luxury...Welcome to 13542 Sunset Lakes Circle, the 5,450 square foot crown jewel of Sunset Lakes in highly sought after Winter Garden, set on 1.19 acres of pristine spring-fed Lake Roper lake frontage. Boasting the largest homesite in the community, this 2023 Sorenson Construction reimagined modern farmhouse features a no-expense-spared custom whole home renovation, including a new standing-seam metal roof, all-new windows, new enlarged pool, and high-end designer light fixtures throughout. From the moment you arrive, you’re surrounded by sweeping landscapes: a meandering hand-laid paver driveway and motor court, framed by mature canopy oaks and lush tropical gardens. Inside, you’re greeted by an open concept layout that centers around piercing lake views and a main level that unfolds effortlessly. Meticulous attention was given to the world-class chef's kitchen, which includes an oversized island with seating for six, integrated Miele appliances, a coveted pot filler, an artisan tile backsplash, and custom floor-to-ceiling cabinetry adorned with brushed-gold hardware. An open-concept dining and great room, complete with oak flooring, a stone fireplace, built-in cabinetry, and a tongue-and-groove ceiling highlighted by warm wood beams, creates a charming sense of belonging. The first-floor primary suite is its own sanctuary with a dramatic floating bed wall, a tray ceiling with decorative crossbeams, and direct access to the pool and lakeside terrace. The marble-esque spa bath offers a frameless walk-in shower, freestanding soaking tub, dual vanities, and a custom, handcrafted 11x26 walk-in closet. A dedicated and fully equipped exercise room lies behind French doors, with access to a courtyard perfect for outdoor yoga or morning coffee, an elegant powder room, a separate mudroom, and a full laundry. The upper level is built with multi-generational living in mind: three generous en-suite bedrooms, each private and impeccably finished with designer wallpaper touches; a flex room and a dedicated study; an open loft for gathering; and a fifth bedroom/game room, complete with custom-built-in bunk beds. The exterior of the home is unrivaled in the market with expansive zero-edge sliding glass doors dissolving the boundary between interior and exterior, opening to a full, expansive covered summer kitchen complete with built-in grill, dishwasher, beverage cooler, bar seating, and full pool bath. Beyond the motorized retractable screens awaits your elevated resort-caliber pool and spa framing the lake, and a private boat dock complete with electric boat cover and lift providing immediate access to Lake Roper, a world-renowned ski lake. A three-car garage accommodates everything from extended family needs to dedicated collecting. Additional notable features include, built in surround sound, three TV's, remote programmable lighting and European toilets. Ideally situated with effortless access to SR-429, historic Winter Garden, Windermere, Orlando, and the world's most celebrated theme parks, this is truly an address without equal. Schedule your private tour today.
Listing is courtesy of: STOCKWORTH REALTY GROUP (407-909-5900)
Listing Agent: Julie Bettosini, Pa (321-689-9594)
11193 HOLLOW BAY DR, WINTER GARDEN, FL 34787
$819,99065 Days on yellowkey MLS ID: O6389839
REDUCED by $15,000 (1.8%) on 05/15/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3327 Built: 2025Monthly Fee: $250 Tax: $1,989 (2025)Community: WaterleighSpa: NoSingle Family
Taxes:$1,989
High School: None
Middle School: None
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 a upstairs bathroom with double bowl vanity while the additional bedroom is complete with ensuite bathroom. Like all homes in Waterleigh, the Seacliff includes a Smart home technology package which allows you to control your home with your smart device while near or away. *Photos are of similar model but not that of exact house. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Home and community information including pricing, included features, terms, availability and amenities are subject to change and prior sale at any time without notice or obligation. Please note that no representations or warranties are made regarding school districts or school assignments; you should conduct your own investigation regarding current and future schools and school boundaries.*
Listing is courtesy of: DR HORTON REALTY OF CENTRAL FLORIDA LLC (407-250-7299)
Listing Agent: Stephen Cline (407-250-7299)
1015 WESTSIDE DR, WINTER GARDEN, FL 34787
$224,0003 Days on yellowkey MLS ID: O6407229
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 938 Built: 1986Monthly Fee: $61 Tax: $360 (2025)Community: Westside TwnhmsSpa: NoTownhouse
Taxes:$360
Remarks: Check out 1015 Westside Dr, a residence recently improved with a new roof and fresh interior paint, enhancing its overall appeal. The kitchen is fully equipped with all stainless steel appliances, providing a modern and functional cooking space. Further updates include partial flooring replacement, contributing to a cohesive and refreshed interior. This thoughtfully updated residence is a must-see for a fresh start. Included 100-Day Home Warranty with buyer activation
Listing is courtesy of: OPENDOOR BROKERAGE LLC (480-462-5392)
Listing Agent: Karen Albright (480-462-5392)
5545 BOWMAN DR, WINTER GARDEN, FL 34787
$485,0002 Days on yellowkey MLS ID: O6407484
Bed: 2 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1998 Built: 2016Monthly Fee: $339 Tax: $7,894 (2025)Community: Overlook 2/Hamlin Ph 1 & 6Spa: NoSingle Family
Taxes:$7,894
Remarks: Come see 5545 Bowman Dr, recently updated with fresh interior paint and partial flooring replacement throughout. The kitchen features a backsplash and a convenient island providing additional workspace. The primary bedroom includes a spacious walk in closet, and the primary bathroom is equipped with double sinks for enhanced utility. Outside, a covered patio extends to a fully fenced in backyard, completing the exterior amenities. Enjoy updated comfort and practical features in this exceptional residence. Included 100-Day Home Warranty with buyer activation
107 TRADITIONS DR, WINTER GARDEN, FL 34787
$474,97559 Days on yellowkey MLS ID: S5145650
REDUCED by $25,020 (5.0%) on 04/20/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1582 Built: 1999Monthly Fee: $45 Tax: $1,458 (2024)Community: Traditions SubSingle Family
Taxes:$1,458
Elementary School: Dillard Street Elem
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)
15419 UGLIS ALY, WINTER GARDEN, FL 34787
$595,00015 Days on yellowkey MLS ID: O6403047
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2270 Built: 2018Monthly Fee: $60 Tax: $8,121 (2025)Community: Highlands/Summerlake Grvs Ph 2Single Family
Taxes:$8,121
Remarks: Welcome to 15419 Uglis Aly, a well-designed open-concept home in the heart of Horizon West, built by K. Hovnanian Homes, that blends everyday comfort with thoughtful upgrades throughout. From the moment you walk in, the layout feels open and functional, with a spacious living area ideal for both relaxing and entertaining, complete with built-in surround sound that creates a true home theater experience. The home is fully wired with ethernet to the living room, all bedrooms, loft, and even exterior points, making it perfect for working from home, streaming, gaming, or a full security setup, and exterior soffit outlets are already in place for easy holiday lighting. The kitchen is set up for both daily living and hosting, featuring a double oven, stainless steel appliances, a large pantry closet, ample counter space, and under-cabinet lighting, flowing seamlessly into the dining area and a bright sunroom that brings in great natural light and works well as a sitting area or flex space. A convenient half bath completes the first floor. Upstairs, you’ll find three spacious bedrooms, a central loft, two full bathrooms, and a dedicated laundry room, while the primary suite offers a comfortable retreat with an en-suite bathroom and two walk-in closets. The loft provides flexibility for a home office, second living area, or playroom. Out back, the yard has been upgraded with turf for a clean, low-maintenance outdoor space, along with a covered lanai and extended pavers that are perfect for entertaining. The driveway is one of the longest in the neighborhood, offering plenty of parking, and the oversized 20’ x 24’ garage adds additional storage or workspace. The location within the community is a standout, with a green space, playground, and mailboxes just steps from the front porch without needing to cross a street, and a short rear alley that keeps traffic minimal. Residents also enjoy access to community amenities including a pool, additional playground, green spaces, tennis and pickleball courts, dog park, grills, and picnic areas, along with nightly views of Disney fireworks. Located in the center of Horizon West, the home also offers golf cart accessibility to nearby shops, restaurants, entertainment, and top-rated schools, making it a well-rounded option for both convenience and lifestyle.
Listing Agent: Evan Caulfield (407-432-9767)
12249 ENCORE AT OVATION WAY, WINTER GARDEN, FL 34787
$725,000241 Days on yellowkey MLS ID: O6344139
3 Days Off yellowkey (back on 5/14/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2346 Built: 2021Monthly Fee: $225 Tax: $492 (2024)Community: Encore/Ovation-Ph 2Single Family
Taxes:$492
Remarks: ****Price Reduction*** Welcome to this well maintained single-family home that blends comfort, efficiency, and natural beauty in every detail. With sweeping views from nearby Lake Mac, a conservation area right in your backyard, and a seamless design, this home invites you to enjoy each day to its fullest in the much desirable Encore At Ovation Community. Built on a premium upgraded lot in 2021 by M/I Homes, this property boasts almost 3,000 sqft of living space with an open-floor plan, featuring 4 bedrooms and 3 bathrooms. Step inside to discover a light-filled living area with endless possibilities. The heart of the home is the gourmet-style Kitchen which opens up to the Living Room, overlooking the conservation and lake areas. Fully equipped with energy efficient stainless steel appliances, it offers a gas stove top, microwave/oven wall unit, granite countertops, and a glass-door walk-in pantry that provides ample storage space. Step outside to the Screened Lanai with your favorite beverage for some peaceful outdoor cooking, or simply to enjoy the stillness of nature, just yards away from the lake. Retreat to the Primary Bedroom, complete with its 2 walk-in closets, large and spacious bathroom area, with separate sinks on opposite sides, also overlooking the conservation area. The remaining Bedrooms are located on opposite sides of the Primary for added privacy. One of them features its own private bathroom, which can be used as a separate Primary Bedroom or the perfect Guest Room. The others can be used as additional Bedrooms or Offices. Enjoy the Laundry Room, which also features energy efficient appliances, complete with high end washer and dryer, a utility sink, storage cabinets, and even a folding countertop for your convenience. Take advantage of the Florida sun and allow your solar panels to produce energy for your home and become the envy of your friends and neighbors with your low monthly electric bill (Solar Panels to be fully paid off at closing). The home also offers a water filtration system, portable generator, and an electric car charging station in the garage (240 Amp). The builder left no stone unturned with this amazing house conveniently located with easy access to major attractions, restaurants, shops, and the best that Central Florida can provide you. Make it your personal sanctuary today! Welcome Home!
Listing is courtesy of: COLDWELL BANKER REALTY (407-333-8088)
Listing Agent: Anne Jocelyn (407-459-9144)
632 DHARMA CIR, WINTER GARDEN, FL 34787
$380,00042 Days on yellowkey MLS ID: O6396151
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1315 Built: 2000Monthly Fee: $78 Tax: $5,780 (2025)Community: Daniels Crossing Ph 03Single Family
Taxes:$5,780
Remarks: Located in Winter Garden, this 3-bedroom, 2-bath home features a private in-ground pool and a solar energy system. The home includes a new A/C unit, stainless steel appliances, and an extended driveway for guests. The pool (28’ x 15’) offers a screened enclosure, lighting, auto cleaner, child safety fence, and is both saltwater and solar-heated—perfect for year-round enjoyment. The home has a Screened in Patio. There is an underground drainage next to the pool for the overflow. Conveniently located near Highway 429 and the Florida Turnpike, with easy access to Winter Garden Village, Disney, the West Orange Trail, and Publix. Please schedule showings in advance.
Listing is courtesy of: LA ROSA RTY WINTER GARDEN LLC (407-614-5158)
Listing Agent: Edul Mohamed, Pa (407-760-0090)
13780 FRESH IVY ST, WINTER GARDEN, FL 34787
$939,9009 Days on yellowkey MLS ID: O6403387
REDUCED by $10,000 (1.1%) on 05/14/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2862 Built: 2025Monthly Fee: $642 Tax: $2,578 (2025)Community: Del Webb Oasis Ph 3Single Family
Taxes:$2,578
Elementary School: Water Spring Elementary
Remarks: Welcome to this elegant and NEARLY NEW 4-bedroom, 3-bath home in the highly sought-after Del Webb Oasis of Winter Garden, a GUARD-GATED 55+ community where luxury, comfort, and lifestyle come together beautifully. Built in 2025 and offering over 2,800 SQUARE FEET, this residence features the LARGEST FLOOR PLAN in the community and is perfectly situated on one of the MOST EXPANSIVE LOTS providing both space and privacy. From the moment you arrive, the home impresses with its REFINED CURB APPEAL and spacious 2-car garage with an additional TANDEM BAY—ideal for a golf cart or extra storage. Inside, you’ll find a bright, open-concept design enhanced by LUXURY VINYL PLANK FLOORING that flows seamlessly through the Living Room, Dining area, and Kitchen. NATURAL LIGHT pours into the main living spaces through large windows with ELECTRIC BLINDS and dramatic corner sliding glass doors, creating a seamless transition to the outdoor living area. The Kitchen is a TRUE SHOWPIECE, thoughtfully designed with white cabinetry, stone countertops, a stylish tile backsplash, stainless steel appliances, BUILT-IN OVENS, a gas cooktop, a closet pantry, and an oversized breakfast bar that anchors the space beautifully. The Primary Suite, located on the main floor, offers a private retreat with ABUNDANT NATURAL LIGHT and serene backyard views. It features a CUSTOM-DESIGNED WALK-IN CLOSET (2026) and a SPA-INSPIRED EN SUITE BATH with dual sinks, a dedicated makeup area, a walk-in shower with built-in seating, and a private water closet. Also on the main level, you’ll find a secondary bedroom and full bath, along with a FLEXIBLE OFFICE SPACE behind glass French doors that can easily serve as a fourth bedroom. A Mudroom and well-appointed Laundry Room—complete with washer, dryer, cabinetry, and COUNTER SPACE—add everyday convenience. Upstairs, a GENEROUS LOFT AREA offers incredible versatility, currently enhanced with a CUSTOM COFFEE BAR (2025) and large enough to accommodate additional living, entertaining, or even a future bedroom while still maintaining open loft space. An ADDITIONAL BEDROOM AND FULL BATH upstairs provide the perfect setup for guests. Step outside to your EXTENDED COVERED PAVER PATIO, complete with a SUMMER KITCHEN (2025) and set beneath an oversized screened lanai, all enhanced by CUSTOM OUTDOOR LIGHTING (2025). This home has been further enhanced with thoughtful upgrades, including a WATER FILTRATION AND SOFTENER SYSTEM (2026), FENCED BACKYARD (2025), and expanded outdoor living features that elevate both comfort and functionality. Residents of Del Webb Oasis enjoy RESORT-STYLE AMENITIES, including a clubhouse, sparkling pool, fitness center, tennis courts, and social activities, along with included cable and internet, fostering an active and connected lifestyle. IDEALLY LOCATED in Winter Garden, you’re just minutes from the charm of HISTORIC DOWNTOWN WINTER GARDEN, known for its boutique shopping, dining, and weekly farmers market. Enjoy OUTDOOR RECREATION along the West Orange Trail, or take a short drive to WORLD-CLASS ATTRACTIONS like Walt Disney World Resort. Convenient access to major roadways makes exploring all that Central Florida has to offer effortless. This exceptional home offers a RARE OPPORTUNITY to enjoy elevated, low-maintenance living in one of Winter Garden’s premier active adult communities—where every detail has been THOUGHTFULLY DESIGNED for both luxury and ease. Now is the time—don't miss your chance to call this home!
Listing is courtesy of: WEMERT GROUP REALTY LLC (407-743-8356)
Listing Agent: Jenny Wemert (407-809-1193)
17425 LAKE INGRAM RD, WINTER GARDEN, FL 34787
$1,199,99935 Days on yellowkey MLS ID: O6397109
Bed: 4 Bath: 1.5 Gar: 2 Liv Area Sq Ft: 2246 Built: 1977 Tax: $9,794 (2025)Community: Mt Park Orange GroveSingle Family
Taxes:$9,794
Elementary School: Hamlin Elementary
Remarks: Rare opportunity to own 6.8 acres in the heart of Horizon West! Zoned A1 with NO HOA. Zoned for top rated schools. Bring your horses, goats, chickens and build your dream home. The property is located at the end of a dead end street. Very private and isolated. One side of the property is flanked by retention ponds, the other side is the future home of a community park, and far in the backyard is Hamlin Elementary and Middle Schools. The home has been gutted and ready to customize your ideal floor plan. Plenty of room on the land to add a barn, ADU, or workshop. The lot contains wetland so a pond ebbs and flows on the property bringing all sorts of life to the land. Enjoy the tranquil ranch life with beautiful sunsets while remaining within minutes of shopping, restaurants, Disney, and access to the 429. Refer to Orange County Land Use Table for property use. Check with county to verify all current and future use.
Listing is courtesy of: THE PROPERTY PROS REAL ESTATE, INC (407-879-7591)
Listing Agent: Tamar Hill (818-445-8263)
16776 BROADWATER AVE, WINTER GARDEN, FL 34787
$1,324,0002 Days on yellowkey MLS ID: O6407043
Bed: 5 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 3713 Built: 2018Monthly Fee: $383 Tax: $9,438 (2025)Community: Waterside/Johns Lk-Ph 1Spa: YesSingle Family
Taxes:$9,438
Remarks: Positioned on a premium homesite with an expansive manicured common area along one side, this property offers added privacy and open space, along with sweeping views of John’s Lake from the front of the home. Inside, the home opens to a formal dining area accented by wood beam ceilings, while custom wall details in the foyer and along the staircase add a refined, designer touch. The main living area features soaring ceilings, abundant natural light, wood beam ceiling accents, and a striking floor-to-ceiling accent wall, creating a dramatic yet inviting focal point that flows seamlessly into the dinette and open kitchen. Designed for both everyday living and entertaining, the kitchen includes a large island with seating, sleek cabinetry, stainless steel appliances, a gas cooktop, built-in oven, and generous pantry space. Just off the pantry, a connecting space between the kitchen and dining room offers the perfect opportunity for a coffee station or butler’s pantry. The main level also offers a spacious primary suite with a well-appointed bath and a custom walk-in closet featuring built-in drawers, cabinetry, and shelving, along with a secondary bedroom and full bath, ideal for guests or multigenerational living. Upstairs, you will find three additional bedrooms, including one with a private bath, while the remaining two share a full bath, plus a generous loft overlooking the living area that provides flexible space for a secondary living area, home office, or play space. The outdoor living space is designed for true Florida living, featuring a saltwater pool and spa added in 2021 with full automation, expansive Travertine tile decking, and a lanai with a motorized screen that extends your living space year-round. The patio is also pre-plumbed for a future outdoor kitchen, offering even more potential for entertaining. Additional highlights include a split three car garage configuration with a separate side entry one car bay and a 2 car garage equipped with an EV charging outlet. Waterside on John’s Landing offers a clubhouse, fitness center, resort-style pool, playground, covered dock, and pavilion on John’s Lake, all conveniently located near Horizon West, Hamlin, shopping, dining, and major roadways.
Listing is courtesy of: COLDWELL BANKER REALTY (407-352-1040)
Listing Agent: Alex Vastardis (407-947-6264)
16277 HONEY HARVEST ST, WINTER GARDEN, FL 34787
$670,00025 Days on yellowkey MLS ID: O6400235
Bed: 4 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 2930 Built: 2024Monthly Fee: $229 Tax: $9,784 (2025)Community: Harvest/OvationSingle Family
Taxes:$9,784
Remarks: One or more photo(s) has been virtually staged. This 2024-built Baldwin in Harvest at Ovation offers nearly 2,900 total square feet with 5 bedrooms and 4.5 bathrooms, *set on a premium CONSERVATION LOT with no rear neighbors.* The main home features an open-concept layout with a first-floor bedroom and en suite full bath, spacious living and dining areas, and a gourmet kitchen with quartz countertops, upgraded cabinetry, and a walk-in pantry. Above the garage, a fully detached private suite adds approximately 530 square feet, complete with its own entrance, living area, kitchenette, bedroom, and full bath - ideal for guests, multigenerational living, or a private workspace. Located minutes from Walt Disney World, Hamlin Town Center, and Flamingo Crossings in one of Horizon West’s most desirable communities.
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Ken Pozek (407-813-2773)
636 S PARK AVE, WINTER GARDEN, FL 34787
$259,90027 Days on yellowkey MLS ID: O6400433
REDUCED by $39,000 (13.0%) on 05/14/2026
Bed: 4 Bath: 1.5 Gar: 2 Liv Area Sq Ft: 1272 Built: 1953 Tax: $3,751 (2025)Community: BurchshireSingle Family
Taxes:$3,751
Remarks: Location! Location! This 4 bedroom 1 1/2 bath Winter Garden home is a block away from Veterans Memorial Park, and close to Downtown Historic Winter Garden. Home appears larger than records indicate, and has 4 full bedrooms and 1 1/2 baths. Almost 1/4 Acre Lot (.22). NEWER ROOF (2021), NEWER A/C, NEWER KITCHEN with Wood Cabinets, Granite, and SS Appliances. Tile floors in Great Room, and wood laminate floors in bedrooms. Large 544 Sq Ft 2 Car Garage with Work Shop Area. Large partially fenced lot. REDUCED FOR QUICK SALE. BUYER MAY OBTAIN FINANCING, BUT OFFERS SHOULD NOT BE CONTINGENT UPON FINANCING. PLEASE DO INSPECTIONS PRIOR TO PRESENTING CONTRACT, OR LIMIT INSPECTION PERIOD TO 2 CALENDAR DAYS.
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: David Kravitz (407-656-7653)
14416 TRAVOIS WAY, WINTER GARDEN, FL 34787
$786,86877 Days on yellowkey MLS ID: O6382140
REDUCED by $7,132 (0.9%) on 04/21/2026
Bed: 5 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 3324 Built: 2022Monthly Fee: $70 Tax: $7,567 (2025)Community: Lake Apopka SoundSpa: NoSingle Family
Taxes:$7,567
Remarks: PRICE IMPROVEMENT! Experience luxury living in one of Winter Garden’s most desirable communities near Hwy 50 & Florida’s Turnpike—just 25 minutes to Downtown Orlando and 20 minutes to Disney. This upgraded Summerlin floor plan offers 5 bedrooms, 4.5 baths, and designer finishes throughout. The fully remodeled kitchen is the true centerpiece—featuring a stunning waterfall-edge island, new cabinetry, upgraded countertops, pantry door, designer lighting, and premium Samsung built-in oven/microwave combo, hood, and pot filler. The oversized island creates the perfect space to gather, entertain, and enjoy everyday living, all open to the main living areas for a seamless flow. This home is loaded with smart and functional improvements, including a Tesla charger, whole-home security system with six cameras and entry sensors, smart front door lock, water softener with reverse osmosis system, new shower heads, additional electrical outlets, and upgraded smoke detection. Step outside to a large, private backyard with a perimeter privacy fence and ample space to design the pool of your dreams The spacious primary suite includes a custom-designed closet and updated bath cabinetry, while a guest bedroom with full bath provides flexibility for visitors or multigenerational living. Step outside to a large fenced backyard with room for a pool. Enjoy an added bonus in the garage of epoxy-coated garage floors and cabinets for additional storage. Conveniently located near Lake Apopka, Hamlin, Horizon West, Winter Garden Village, Downtown Winter Garden, the West Orange Trail, and Walt Disney World—offering the best of Central Florida living with easy access to shopping, dining, and major roadways. Only 11 minutes away from Montverde Academy, one of Florida's most prestigious private schools, and top-rated Oakland Charter School, one of the highest-rated elementary schools in the area.
Listing is courtesy of: WATSON REALTY CORP (407-323-3200)
Listing Agent: Carla Robles (407-462-2347)
833 BENDING OAK TRL, WINTER GARDEN, FL 34787
$425,0007 Days on yellowkey MLS ID: O6403683
REDUCED by $10,000 (2.3%) on 05/13/2026
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1789 Built: 2009Monthly Fee: $447 Tax: $4,032 (2025)Community: Oaks/Brandy Lake OTownhouse
Taxes:$4,032
Elementary School: Tildenville Elem
Remarks: Beautifully maintained and truly turn-key, this 3-bedroom, 2.5-bath townhome is the kind of home where you can simply move in and start enjoying everything Winter Garden has to offer from day one, all while being located in the highly sought-after Golf Cart District just moments from the heart of charming Downtown Winter Garden! From the moment you walk in, you’re welcomed by bright, open living spaces, thoughtful design, and timeless finishes that make the home feel warm, elevated, and instantly inviting. Plantation shutters throughout add that polished custom touch, while the open-concept layout creates the perfect flow for both everyday living and entertaining. Upstairs, the spacious primary suite feels like its own private retreat, thoughtfully positioned away from the guest rooms so you can truly enjoy your own space. Wake up to beautiful open skies and unwind each evening with stunning sunset views right from your bedroom. This is townhome living exactly how it should be. Where else in Winter Garden can you enjoy a home like this, have pool access just a short walk away, and spend your weekends enjoying life instead of worrying about exterior upkeep? Lock it, leave it, travel when you want, and come home to a space that always feels effortlessly cared for. And the location? It’s hard to beat! Bending Oak Trail offers that true neighborhood feel with peaceful evening walks, friendly neighbors, and a sense of community that makes you feel right at home, all while being just moments from the heart of Downtown Winter Garden—one of Central Florida’s most beloved downtowns, known for its brick-lined streets, incredible local restaurants, charming boutiques, cozy coffee shops, weekend Farmer’s Market, and year-round community events that make this area so special. Hop on your golf cart and head down Plant Street for your morning coffee, dinner with friends, shopping, or an evening stroll. Even better, you’re right next to the West Orange Trail, making morning bike rides, walks, and outdoor living part of your everyday lifestyle. With quick access to 429, the Turnpike, SR-50, Disney, Downtown Orlando, and Orlando International Airport, convenience is seamlessly built into daily life. Winter Garden continues to be one of Central Florida’s most sought-after communities, and opportunities to own something this move-in ready, this well-located, and at this price point are incredibly hard to find.
Listing is courtesy of: GLOBAL FLORIDA REALTY (407-380-3030)
Listing Agent: Lauren Bouchard (352-978-6837)
2621 SHIREHALL LN, WINTER GARDEN, FL 34787
$475,00070 Days on yellowkey MLS ID: O6386585
0 Days Off yellowkey (back on 5/14/2026)
REDUCED by $25,000 (5.0%) on 04/17/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1960 Built: 2003Monthly Fee: $243 Tax: $3,181 (2024)Community: Stoneybrook West Ut 04 48 48Spa: NoSingle Family
Taxes:$3,181
Remarks: Under contract-accepting backup offers. PRICE IMPROVEMENT. Welcome to this beautifully maintained 3-bedroom, 2-bath home nestled in a 24 hour guard-gated golf community offering resort-style living. Enjoy tranquil mornings from the screened lanai overlooking a serene pond, creating the perfect setting for relaxation or entertaining. The thoughtfully designed floor plan features spacious living areas, abundant natural light, and comfortable bedrooms ideal for both everyday living and guests. The spacious primary suite has a beautiful water view with ensuite having dual sinks, garden tub and walk in shower. This spilt bedroom plan adds to the convenience of privacy, noise reduction and efficient space management. The open Kitchen overlooks the family room and has a breakfast area with center island and granite countertops. The interior has just been painted first of March, New water heater 4/2026. Residents enjoy access to an impressive array of amenities, including a championship golf course, clubhouse, resort-style pool, fitness center, tennis and pickleball courts, walking and biking trails, and an active social calendar. Conveniently located near shopping, dining, and entertainment, this home offers the perfect blend of comfort, security, and lifestyle. Please call for your showing today.
Listing is courtesy of: KELLER WILLIAMS CLASSIC (407-292-5400)
Listing Agent: Barbara Waltman (407-616-2790)
11072 SILVER SURFER ALY, WINTER GARDEN, FL 34787
$460,0005 Days on yellowkey MLS ID: O6406656
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1770 Built: 2018Monthly Fee: $108 Tax: $3,977 (2025)Community: Storey Grove Ph 1B-2Spa: NoSingle Family
Taxes:$3,977
Remarks: Come see 11072 Silver Surfer Aly, recently updated with fresh interior paint and partial flooring replacement. The kitchen features all stainless steel appliances, an accent backsplash, a practical island, and a convenient walk-in pantry. The primary bedroom includes a walk-in closet for ample storage, and the primary bathroom contains double sinks. An exterior covered patio extends the living space. This home is a perfect blend of style and utility. Included 100-Day Home Warranty with buyer activation
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