Location: Winter Garden
Do Not Show Listings
13023 INKWELL ALY, WINTER GARDEN, FL 34787
$515,0001 Day on yellowkey MLS ID: O6409443
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2042 Built: 2020Monthly Fee: $268 Tax: $5,162 (2025)Community: Storey GroveSpa: NoSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$5,162
Elementary School: Water Spring Elementary
High School: Horizon High School
Tax Year: 2025
Middle School: Water Spring Middle
Remarks: Imagine stepping onto your covered front porch on a crisp morning, surveying the tree-lined street beyond, then entering this charming bungalow where an open floor plan and abundant natural light immediately welcome you home. Updated flooring throughout main floor, neutral paint tones, and move-in ready condition invite you to settle in without delay. The open kitchen anchors the heart of daily life, featuring stone countertops, pendant lighting, a large center island, built-in pantry, custom tile backsplash, and stainless steel appliances that make cooking effortless. High ceilings and oversized closets enhance the sense of space and practicality at every turn. Tile flooring flows smoothly through the kitchen, dining area, great room, entry foyer, and bathrooms, while carpet softens the primary bedroom and bedrooms. Built-in shelving and a customer built-in drop zone provides smart storage solutions throughout. The upgraded stair railing guides you upstairs, where the convenience of upstairs laundry with washer/dryer in-unit eliminates trips between floors. Energy efficient windows frame views of the dry pond, open green space, and tree-lined surroundings—and on clear nights, Disney fireworks paint the sky in the distance. Outside, a screened lanai extends your living space into a protected retreat, while a fenced backyard with vinyl fencing offers privacy and security. The detached garage features rear-facing placement and alley access for convenience, plus remote-controlled entry and a Ring video doorbell for modern security. Central air conditioning, forced air heating, water heater, and ceiling fans ensure year-round comfort. Asphalt shingles cap the roof, completing a well-maintained exterior. This Winter Garden home sits close to Waterspring Elementary and Horizon High School, near Summerlake Park, and within reach of Walt Disney World Resort. Community pool access within a short distance rounds out the lifestyle. Schedule your showing today and discover where your next chapter begins.
Listing is courtesy of: BERKSHIRE HATHAWAY HOMESERVICES RESULTS REALTY (407-203-0007)
Listing Agent: Amber Welch (352-761-7355)
15625 BOGGY OAK CIR #108B, WINTER GARDEN, FL 34787
$344,9003 Days on yellowkey MLS ID: G5112579
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1419 Built: 2010 Tax: $3,605 (2025)Community: Tucker Oaks Ph 8Condo
Taxes:$3,605
Elementary School: None
High School: None
Middle School: None
Remarks: Beautifully maintained 3-bedroom, 2.5-bath townhome located in the gated Tucker Oaks community in Winter Garden. This home features an open-concept floor plan with abundant natural light, a functional layout, and an attached garage for added convenience. The kitchen offers ample cabinet and counter space and overlooks the living and dining areas. Upstairs, the primary suite includes a private bath and walk-in closet, while the additional bedrooms provide flexibility for guests, work-from-home space, or other uses. Recent updates include a new roof, dishwasher, and garbage disposal installed in August 2024, along with an HVAC system replaced in 2022. Community amenities include a pool, playground, basketball courts, scenic areas, and dog parks — including one conveniently located on the same cul-de-sac as the condo. Conveniently located near Downtown Winter Garden, Winter Garden Village, SR-429, Florida’s Turnpike, shopping, dining, hospitals, and area attractions. This property offers low-maintenance living with convenient access to major commuter routes and Central Florida destinations.
Listing is courtesy of: SCATES REALTY & INVESTMENT PRO (352-404-8960)
Listing Agent: Carla Connelly (352-805-8650)
13014 AUBREY LN, WINTER GARDEN, FL 34787
$750,0001 Day on yellowkey MLS ID: O6409159
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3542 Built: 2006Monthly Fee: $133 Tax: $11,483 (2025)Community: FoxcrestSingle Family
Taxes:$11,483
Remarks: his stunning 5-bedroom, 4-bathroom home with a 3-car garage is located in a quiet water front position in Winter Garden’s highly desirable Foxcrest community. From the moment you walk in, you’ll appreciate the expansive open layout, designed for both relaxed living and effortless entertaining. Beautiful tile floors flow throughout the main living areas, complemented by a spacious formal dining room and a dedicated office, providing just the right amount of privacy for remote work or study. The kitchen is the perfect gathering space, featuring a rare double island configuration that offers one side for meal prep and the other for gathering with family or guests. It includes an electric cooktop, microwave, dishwasher, refrigerator, and 42-inch cabinetry. French doors lead to an enclosed screened patio with views over the pond beyond, the perfect place to unwind. The primary suite is located on the first floor and features an en-suite bathroom with dual vanities, a soaking tub, and a separate walk-in shower. Three additional bedrooms and two full bathrooms are also on the main level, offering comfort and functionality for family or guests. Upstairs, a spacious bonus living area, ideal for a games or movie room, a large bedroom, and a full bathroom create the perfect setup for a guest suite, or multi-generational living. A brand new roof is an added bonus. Foxcrest offers a community pool, tennis courts, and a playground too. The location is ideal, just minutes from Winter Garden Village, a short drive to downtown Winter Garden, and with quick access to the 429 for easy commuting.
Listing is courtesy of: THE AGENCY FL (407-335-4119)
Listing Agent: Andy Neal (407-619-3517)
15568 BLACKBEAD ST, WINTER GARDEN, FL 34787
$448,0001 Day on yellowkey MLS ID: O6408861
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1861 Built: 2015Monthly Fee: $315 Tax: $3,461 (2025)Community: Summerlake Pd Ph 2C-2ESpa: NoTownhouse
Taxes:$3,461
Elementary School: Summerlake Elementary
Middle School: Hamlin Middle
Remarks: One or more photo(s) has been virtually staged. Located in the highly desirable Summerlake community of Horizon West, this beautifully maintained 4-bedroom, 3-bath townhome offers the perfect blend of comfort, convenience, and flexibility. Featuring a rare 1st-floor primary suite ideal for multigenerational living, guests, or a private office setup, the home also showcases an open-concept floorplan, spacious kitchen with granite countertops and oversized island, and bright living areas perfect for entertaining. Upstairs includes generously sized secondary bedrooms and additional living space. Enjoy a private courtyard, rear-entry garage, and resort-style community amenities including pool, clubhouse, playground, dog park, and walking trails. Just a 5-minute walk to Summerlake Elementary and minutes from Disney, Hamlin shopping, restaurants, fitness studios, movie theater, and the new TJ Maxx.
Listing is courtesy of: MARK SPAIN REAL ESTATE (855-299-7653)
Listing Agent: David Decristo (407-974-3362)
12469 WESTFIELD LAKES CIR, WINTER GARDEN, FL 34787
$1,039,0001 Day on yellowkey MLS ID: O6409038
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3451 Built: 2004Monthly Fee: $85 Tax: $7,873 (2025)Community: Westfield LakesSpa: YesSingle Family
Taxes:$7,873
Elementary School: Lake Whitney Elem
High School: West Orange High
Middle School: SunRidge Middle
Remarks: A rare and distinguished opportunity to own an exquisite lakefront estate in the coveted Westfield Lakes community on serene Lake Beulah. This impeccably maintained 5-bedroom, 4-bath home — plus an upstairs bonus room — offers 3,451 square feet of gracious, light-filled living with sweeping water views from nearly every room. Property features • Signature infinity saltwater pool with electric heater (installed 2015) and travertine pool decking; two covered lanais and dual sliding glass doors create seamless indoor–outdoor entertaining spaces • Expansive master suite with tray ceiling, intimate seating area overlooking the lake, and a newly reimagined master bath (2025) with freestanding soaking tub, luxurious shower and dual vanities • Elegant, balanced floor plan: private master wing opposite the secondary bedrooms; bedrooms 2 and 3 share a Jack-and-Jill bath; bedroom 4 adjoins a pool-access bath; upstairs bonus room includes a full bath; bedroom 5 at the front currently configured as a refined home office • Formal living and dining rooms framed by picturesque lake vistas; bright, open family room flows to the well-appointed kitchen; welcoming stained-glass double entry doors • Beautifully landscaped grounds, brick paver driveway and three-car garage Recent updates and mechanicals • Roof replaced 2017; new A/C units 2021; hot water heater 2023; exterior painting 2023 • Appliances and conveniences updated: stove 2023, refrigerator 2024, garbage disposal 2025 Community & location • Lake Beulah: an 18-acre spring-fed sanctuary where motorized boats are not permitted — prized for exceptional fishing and abundant wildlife • Westfield Lakes amenities include two community docks, tennis court and multiple playgrounds • Premier setting: directly across from West Orange High School and minutes from Winter Garden Village, historic downtown Winter Garden, major attractions and highways Offered optionally furnished for a modest additional investment. This is an elegant, turn-key lakeside residence — a private showing is highly recommended
Listing is courtesy of: CLOCK TOWER REALTY (407-832-7332)
Listing Agent: Mark Hide (407-832-7332)
16746 TURTLE HATCH DR, WINTER GARDEN, FL 34787
$1,265,0002 Days on yellowkey MLS ID: O6406556
Bed: 6 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 4451 Built: 2018Monthly Fee: $215 Tax: $9,540 (2025)Community: Waterside/Johns Lk-Ph 1Single Family
Taxes:$9,540
Elementary School: Hamlin Elementary
Remarks: Behind the gates of the Waterside community in Winter Garden, this exceptional residence offers a rare blend of luxury, thoughtful design, and modern functionality. Built in 2018, this beautifully upgraded 6 bedroom, 4.5 bathroom home spans 4,451 square feet and includes a spacious 3 car garage, all positioned within one of Winter Garden’s most desirable gated communities. From the moment you enter through the charming front courtyard entrance, the home showcases refined finishes, expansive living spaces, and an open concept layout designed for both everyday comfort and upscale entertaining. A dramatic two story entry and soaring two story great room create an impressive first impression, while abundant natural light pours throughout the home enhancing the warm yet elegant atmosphere. Additional architectural details including crown molding, tray ceilings, and elegant rod iron stair railings further elevate the design. The gourmet kitchen serves as the centerpiece of the home featuring quartz countertops, a designer tile backsplash, vent hood, gas range, double convection ovens, oversized island, abundant cabinetry, built-in desk area, and an expansive eat in kitchen area ideal for both casual dining and entertaining family and guests. The thoughtfully designed first floor features a spacious primary suite highlighted by tray ceilings, ceiling fan, dual walk in closets, and a spa inspired ensuite bathroom complete with dual sinks, granite countertops, garden tub, and a luxurious walk-through shower with dual shower heads. A private guest suite with its own ensuite bath and tile glass enclosed walk in shower offers the perfect setup for visitors or multi generational living. A dedicated office with double door entry, elegant formal dining room with tray ceiling, expansive great room, convenient half bath, and exceptional storage throughout further enhance both the functionality and sophistication of the home. Upstairs, the second floor features four additional bedrooms, two additional bathrooms, and a spacious bonus room with double door entry complete with a private balcony overlooking the backyard, creating the perfect retreat for entertaining, relaxing, or family gatherings. Outdoor living is equally impressive with a covered rear patio featuring pavers and ceiling fan, offering the perfect place to relax or entertain while enjoying the privacy of having no rear neighbors. The property also offers ample space to create your dream pool and outdoor entertaining area. Additional highlights include a tankless water heater, window blinds throughout, crown molding, and the home is prewired for a future outdoor kitchen. Neighborhood amenities include a community pool, recreational facilities, and playground. Located within gated Waterside, residents enjoy a private and exclusive atmosphere while remaining just minutes from top rated schools, shopping, dining, Disney, downtown Winter Garden, and major roadways including the 429, Turnpike, and 408. This is more than a home, it is a lifestyle defined by space, craftsmanship, privacy, and location in one of Central Florida’s premier communities
Listing Agent: Jennifer Mitchell (803-414-1133)
15031 PURPLE MARTIN ST, WINTER GARDEN, FL 34787
$799,0002 Days on yellowkey MLS ID: O6404626
Bed: 5 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3318 Built: 2016Monthly Fee: $251 Tax: $6,475 (2025)Community: Summerlake Pd Ph 3BSingle Family
Taxes:$6,475
Remarks: Horizon West is one of Central Florida's most exciting places to call home, located just 8 miles from Walt Disney World and close to everything Orlando has to offer! This spacious 5-bedroom, 3-bath, 3-car tandem garage residence, is ideally situated on an oversized corner lot, offering the perfect blend of space and functionality. Plenty of room for your dream pool and outdoor kitchen. Inside, this 3318 SqFt floorplan offers an abundance of room for living and entertaining. BONUS...there is also a designated office, guest room and full bath downstairs, and a spacious upstairs loft. Recent improvements include brand new kitchen cabinets, new office cabinetry, a new dishwasher, and a new oven installed 2025. The spacious layout, combined with the oversized lot, provides endless potential both inside and out. Residents enjoy access to a variety of community amenities, including a community pool, scenic dock, beautiful lakes throughout the neighborhood, basketball courts, tennis courts, and a large community park/playground. Located within a top-rated school district and just a couple blocks from Summerlake Elementary School, this home is also minutes from some of Horizon West's most popular attractions including PopStroke, Urban Air Adventure Park, Cinepolis Cinemas, along with shopping, dining, entertainment, fitness centers, and everyday conveniences. With its unbeatable location near Walt Disney, and spacious layout, this home is a fantastic opportunity in Horizon West!
Listing is courtesy of: REALTY HUB (407-900-1001)
Listing Agent: Valerie Winch (518-339-2940)
17453 SUNSET PRAIRIE DR, WINTER GARDEN, FL 34787
$757,99033 Days on yellowkey MLS ID: G5111222
0 Days Off yellowkey (back on 4/19/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2740 Built: 2026Monthly Fee: $150Community: Hamlin Meadows At HamlinSingle Family
Taxes:$0
Remarks: One or more photo(s) has been virtually staged. Pre-Construction. To be built. SAMPLE IMAGES Welcome to the Arlington! This single-story floor plan features 4 bedrooms, 3 bathrooms, and a 2-car garage, offering 2,726 square feet of spacious living. Enjoy an open-concept design that seamlessly connects the dining, kitchen, and living areas. The garage also includes an extra hobby/work space. Relax on the large covered patio or create culinary masterpieces in the chef's kitchen. The Arlington is perfect for families of all sizes!
Listing is courtesy of: OLYMPUS EXECUTIVE REALTY INC (407-469-0090)
Listing Agent: Nancy Pruitt, Pa (352-552-7574)
16353 LAKELET ALY, WINTER GARDEN, FL 34787
$444,990350 Days on yellowkey MLS ID: O6316011
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1567 Built: 2025Monthly Fee: $205 Tax: $2,130 (2024)Community: WaterleighSpa: NoTownhouse
Taxes:$2,130
Tax Year: 2024
Remarks: "Welcome to your charming townhome located at Waterleigh. The Ibis townhome is where comfort, style, and modern convenience come together to create the perfect haven for you and your family. This delightful residence features 1,567 square feet, three spacious bedrooms, 2 1/2 baths, a convenient one-car garage, ample loft space, and cutting-edge smart home technology. Step inside to discover a bright and inviting living area, where natural light floods in through large windows, illuminating the open-concept layout. The living room is the ideal spot for gathering with loved ones, while the adjacent dining area offers plenty of space for entertaining guests or enjoying family meals. An accessible powder room, drop zone, and covered rear porch on the first floor make every day living a convenience. The gourmet kitchen is sure to delight the aspiring chef, with its sleek stainless-steel appliances, quartz countertops, an island for seating and ample cabinet space for all your culinary essentials. From casual breakfasts to gourmet dinners, this kitchen is equipped to handle all your culinary adventures with ease. Upstairs, you'll find three generously sized bedrooms, providing plenty of space for rest and relaxation. The primary bedroom is a peaceful retreat, complete with walk-in closet, and a luxurious ensuite bath featuring dual sinks, a walk-in shower, making getting ready in the morning a breeze. Experience the ultimate in modern living with smart home technology integrated throughout, allowing you to control lighting, temperature, security, and more with the touch of a button. With features designed to enhance your comfort and convenience, you'll love coming home to this charming townhome each and every day. Located in a desirable community, this townhome offers the perfect combination of tranquility and convenience. Don't miss your chance to make this delightful residence your own – schedule a tour today *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)
16230 CARRAWAY BAY ALY, WINTER GARDEN, FL 34787
$529,999116 Days on yellowkey MLS ID: NS1087076
1 Days Off yellowkey (back on 5/21/2026)
REDUCED by $38,001 (6.7%) on 05/02/2026
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 one of Winter Garden’s most desirable communities. This move-in ready residence features a functional open-concept layout with spacious living areas, abundant natural light, and modern finishes throughout. The kitchen overlooks the main living and dining areas, creating an ideal space for both everyday living and entertaining. The primary suite offers a private retreat with ample closet space and an en-suite bathroom. Enjoy outdoor living without the maintenance—HOA dues include full lawn care, providing a true low-maintenance lifestyle. Community amenities include resort-style pools, fitness centers, and scenic walking trails, enhancing the overall living experience. Conveniently located just minutes from Downtown Winter Garden, with easy access to State Road 429 and Florida Turnpike, as well as nearby shopping, dining, and top-rated schools.
Listing is courtesy of: WATSON REALTY CORP (386-428-7355)
Listing Agent: Matthew Eads (804-651-6911)
648 ORANGE BELT LOOP, WINTER GARDEN, FL 34787
$499,99085 Days on yellowkey MLS ID: S5144591
REDUCED by $25,010 (4.8%) on 04/06/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1688 Built: 2018Monthly Fee: $338 Tax: $4,171 (2024)Community: Heritage/Plant StreetTownhouse
Taxes:$4,171
Elementary School: Dillard Street Elem
Middle School: Lakeview Middle
Remarks: Welcome to your opportunity to own in one of the most desirable locations near downtown Winter Garden—just off iconic Heritage at Plant Street in the GOLF CART DISTRICT. This beautiful 3-bedroom, 2.5-bath home offers nearly 1,700 square feet of thoughtfully designed living space in an unbeatable setting. Step inside to an expansive great room featuring stylish wood-look tile and an open-concept layout that seamlessly connects the living, dining, and kitchen areas—perfect for entertaining. The kitchen is designed for both function and style, offering abundant stylish cabinetry, gorgeous backsplash, elegant gold hardware, granite countertops, NEW Refrigerator, NEW microwave, NEW dishwasher, GAS stove and generous prep space. A screened courtyard with pavers creates a more private/secure outdoor retreat between the home and the detached 2-car garage. Whether you envision an outdoor lounge, garden oasis, or entertainment space, the possibilities are endless. Upstairs you will find upgraded- low maintenance flooring through out and your own private owner’s retreat. The spacious primary suite features a walk-in closet and an impressive ensuite bath designed to impress. Two additional bedrooms share a full bathroom, offering flexibility for guests, family, or a home office setup. A convenient half bath is located downstairs for visitors. Enjoy your summer months cooling off in the COMMUNITY POOL which is located just a couple of minutes from your front door. This community is ideally positioned between the West Orange Trail Park and the Winter Garden Branch Library, and just minutes from the 429 for easy commuting. If you like to run or bike this home is the perfect place for you since it is located along the West Orange Trail. Walk—or hop on your golf cart—to downtown Winter Garden where you’ll enjoy the vibrant atmosphere of Plant Street Market, known for its local food vendors, craft brews, artisan goods, and year-round community events. Located close to the community pool and surrounded by everything that makes Winter Garden special, this home truly offers the lifestyle buyers are searching for. Lower utility bills since it's an inside unit, double pane windows and a Instant Hot Gas Water Heater. Schedule your private showing today and experience why this location is so highly sought after.
Listing is courtesy of: CORCORAN CONNECT LLC (407-953-9118)
Listing Agent: Milinda Knollinger (321-624-7384)
14001 COUNTRY ESTATE DR, WINTER GARDEN, FL 34787
$1,175,00023 Days on yellowkey MLS ID: O6403044
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3698 Built: 1988Monthly Fee: $71 Tax: $6,208 (2025)Community: Country LakesSingle Family
Taxes:$6,208
Elementary School: SunRidge Elementary
Remarks: One or more photo(s) has been virtually staged. RARE Opportunity in Country Lakes Estates! Homes in this sought-after enclave rarely come to market—don’t miss your chance to own this exceptional property situated on a stunning 1-acre lot with access to a private community boat ramp to Lake Tilden and Black Lake. Enjoy a peaceful, country setting while being just minutes from everything, including a short walk to Winter Garden Village for shopping, dining, and AdventHealth. Only 7 minutes to Downtown Winter Garden. This beautiful brick estate home features 4 bedrooms, 4 bathrooms, OVERSIZED 2-car garage, plus a separate workshop, all surrounded by majestic 100-year-old oak trees and a producing avocado tree. A full brick wall along the entire East side of property enhances both privacy and charm, creating a truly serene setting. A true outdoor retreat, the property boasts a massive screened 43,000-gallon pool and a 16' x 14' lanai with a vaulted tongue-and-groove ceiling. A convenient double screen door allows easy access for large outdoor furnishings and entertaining. Inside, the floor plan is designed for both comfort and functionality. The expansive kitchen offers abundant cabinetry and flows seamlessly into the breakfast area and oversized family room, highlighted by a soaring cathedral ceiling and a stunning fireplace. A formal living room with French doors, bay window, and window seat provides the perfect option for a home office. The split-bedroom layout ensures privacy. The oversized primary suite is tucked away and features a spacious bath with two walk-in closets, a sun tunnel for natural light, oversized shower and whirlpool soaking tub. Three additional bedrooms are located on the opposite side of the home with a pocket door creating a private wing—ideal for family or guests. One bedroom includes an en-suite bath, while the others share a hall bath. A full pool bath adds convenience for outdoor living. Custom-built with quality in mind, this home showcases brick brought in from Pennsylvania, solid wood interior doors, and double-pane Pella windows for efficiency. For hobbyists or entrepreneurs, the 24' x 16' workshop with concrete flooring, electricity (220 power as well), air compressor piping, and water access is a standout feature. Additional storage rooms and a chicken coop (ready for restoration) offer even more versatility—imagine enjoying fresh eggs right from your backyard. Updates Include: NEW Roof, gutters & downspouts (Jan 2026) Pool/lanai rescreened (Feb 2026) New variable-speed pool pump, filter & valves (Feb 2026) Well system check (Aug 2025) Septic serviced (Nov 2024) Water heater (July 2023) HVAC systems (2021 & 2018) Well pump & components (2018) Whole-house water filtration system (2015) and serviced annually in Dec. Benefit from well and septic systems, keeping utility costs low. Corner lot offering loads of privacy with one side brick wall. This home is more than a place to live—it’s a lifestyle. Spend your mornings under the oak canopy, stroll to brunch, enjoy community amenities like tennis and gazebo or launch your boat for a day on the water—all from your own neighborhood.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Sherri Palmer (407-718-0412)
14099 LOCHEND WAY, WINTER GARDEN, FL 34787
$479,90021 Days on yellowkey MLS ID: O6404015
REDUCED by $10,000 (2.0%) on 05/11/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1720 Built: 2024Monthly Fee: $150 Tax: $6,752 (2025)Community: Westhaven/OvationTownhouse
Taxes:$6,752
Remarks: Welcome to luxury living at its finest! Nestled in the prestigious West Haven at Ovation community in Winter Garden, this almost brand new 3-bedroom, 2.5-bathroom townhome is the epitome of modern elegance. As you step inside, you're greeted by an inviting open floor plan boasting an abundance of natural light and high-end finishes throughout. The spacious living area is perfect for entertaining guests or simply relaxing with your loved ones. Prepare to be dazzled by the gourmet kitchen, complete with sleek stainless steel appliances, granite countertops, stylish cabinetry, a convenient center island, refrigerator, washer and dryer. Upstairs, you'll find three generously sized bedrooms, including a luxurious master suite with a walk-in closet and a spa-like ensuite bathroom featuring dual vanities, a soaking tub, and a separate shower. Additional highlights of this stunning townhome include a private outdoor patio, perfect for enjoying your morning coffee or hosting al fresco dinners, as well as a two-car garage for your convenience. Conveniently located near top-rated schools, shopping, dining, and entertainment options, this is truly an opportunity not to be missed. Schedule your showing today and experience the pinnacle of luxury living in Winter Garden!
Listing is courtesy of: INTERNATIONAL REAL ESTATE LLC (407-760-5150)
Listing Agent: Anahi Rosario (407-721-9777)
837 GRANDE REGAL PT, WINTER GARDEN, FL 34787
$450,00029 Days on yellowkey MLS ID: O6400571
REDUCED by $19,000 (4.1%) on 05/20/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1874 Built: 2002Monthly Fee: $60 Tax: $1,662 (2025)Community: Regal Pointe Ph 02 47/133Single Family
Taxes:$1,662
Remarks: Nestled in the highly sought after area of Winter Garden, this hidden gem presents the perfect blend of comfort, convenience, and charm. This well maintained home features three spacious bedrooms and two bathrooms, along with both a welcoming living room and a separate family room, ideal for entertaining or relaxing with loved ones. Centrally located, the property is just minutes from the hospital, shopping, dining, and all that Winter Garden has to showcase. Practically turnkey, the home boasts major updates including a 2019 roof, 2022 HVAC system, and a 2022 water heater, providing peace of mind for years to come. Step outside to your own private oasis, where a beautifully maintained yard is filled with a variety of fruit trees and plants, including avocado, banana, pigeon peas, lemon, pineapple, ginger, soursop, and much more, perfect for enjoying fresh homegrown produce. Do not miss the opportunity to own this unique and inviting home in a prime location!
Listing Agent: Herna Quero (321-305-0916)
12438 CLEAR SAPPHIRE DR #223, WINTER GARDEN, FL 34787
$684,99057 Days on yellowkey MLS ID: O6393877
REDUCED by $5,000 (0.7%) on 04/16/2026
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3460 Built: 2026Monthly Fee: $96Community: Osprey RanchSingle Family
Tax Year: 2026
Remarks: Under Construction. .
Listing is courtesy of: K HOVNANIAN FLORIDA REALTY (321-263-2601)
Listing Agent: Richard Selikoff (201-741-7242)
6166 HAMLIN RESERVE BLVD, WINTER GARDEN, FL 34787
$664,90038 Days on yellowkey MLS ID: O6399123
REDUCED by $10,100 (1.5%) on 04/20/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2818 Built: 2018Monthly Fee: $142 Tax: $6,366 (2025)Community: Hamlin ReserveSingle Family
Taxes:$6,366
Elementary School: Independence Elementary
Middle School: Bridgewater Middle
Remarks: Located in Hamlin Reserve, this two-story Winter Garden home includes recent updates, energy-efficient features, and convenient access to nearby shopping, dining, and major roadways. Updates include BRAND-NEW VINYL PLANK FLOORING UPSTAIRS, a BRAND-NEW SEER 18 VARIABLE-SPEED HVAC SYSTEM installed in February 2026, and OWNED, FULLY PAID-OFF SOLAR with an average electric bill of approximately $47 each month. The exterior features a board-and-batten two-story elevation, covered front entry, and landscaped yard. Inside, engineered hardwood flooring extends through the main level. The front dining area offers natural light, while electric blinds in the dining and family rooms add convenience. The kitchen includes shaker cabinetry, granite countertops, a large center island with undermount sink, gas cooktop with range hood, stainless steel appliances, pendant lighting, a granite-integrated disposal pressure switch, and lanai speaker cables pre-run to the family room TV location. The kitchen opens to the main living area, with a half bath also located on the first floor. Upstairs, the original loft has been permanently enclosed with walls and a door, creating a closed media room / bonus room that can be used as a second living area, office, playroom, gaming room, or flex space. The primary suite includes an upgraded en suite bath with enhanced shower and quartz countertops. Three additional bedrooms provide space for additional occupants, guests, or work-from-home needs. Additional updates include the February 2026 variable-speed, dual-zone SEER 18 HVAC system with a 10-year warranty and fully paid-off solar with no lease or assumption required. Hamlin Reserve includes nearby community boat and RV storage. The home is located near Hamlin Town Center, Publix, Cinépolis, PopStroke, restaurants, fitness studios, SR-429, Disney, and Downtown Orlando.
Listing is courtesy of: KELLER WILLIAMS CLASSIC (407-292-5400)
Listing Agent: Simi Lakhani (407-408-7393)
5545 BOWMAN DR, WINTER GARDEN, FL 34787
$485,0009 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
Listing is courtesy of: OPENDOOR BROKERAGE LLC (480-462-5392)
Listing Agent: Karen Albright (480-462-5392)
1015 WESTSIDE DR, WINTER GARDEN, FL 34787
$224,00010 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
1021 TEMPLE GROVE PL, WINTER GARDEN, FL 34787
$1,825,00079 Days on yellowkey MLS ID: O6387876
REDUCED by $70,000 (3.7%) on 05/20/2026
Bed: 4 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3185 Built: 2020 Tax: $17,100 (2025)Community: Emerald AcresSingle Family
Taxes:$17,100
Remarks: LUXURY LAKEFRONT ESTATE – Minutes from Historic Downtown Winter Garden! Experience elevated waterfront living in this beautiful 4-bedroom, 4.5-bath lakefront pool residence on just under 1 acre, ideally located just minutes from the heart of Winter Garden and the charm of Plant Street. Built in 2020 and situated within the coveted GOLF CART DISTRICT near Historic Downtown, this property offers the rare combination of private lakefront serenity and walkable convenience. RECENT CUSTOM UPGRADES with designer millworker throughout, new wide plank oak wood floors, entire property custom fenced and designer hardscape and landscape with lakefront hot tub and lakefront sauna house! Inside, gorgeous hardwood floors flow throughout the thoughtfully designed single-story layout. The open-concept living spaces are warm yet modern, highlighted by a cozy electric fireplace and seamless indoor-outdoor connection. A distinctive wine and bourbon room adds a refined touch—perfect for entertaining or curating your private collection. The primary suite is positioned to capture sweeping lake views and features a spa-inspired bath and generous walk-in closet. Each additional bedroom includes ensuite bath access, while a private guest cottage provides flexible space for visitors, extended family, or a studio retreat. Step outdoors to your personal resort-style setting. Enjoy the screened salt water heated pool and spa, summer kitchen, and private dock for boating and sunset cruises. A detached private sauna house offers a true at-home wellness experience, while the outdoor fire pit overlooking the lake creates an unforgettable gathering space framed by panoramic water views. OWNED and FULLY PAID SOLAR PANELS with extremely low utilities cost. With upscale finishes, distinctive amenities, and an unbeatable lakefront location just moments from dining, shopping, and the vibrant downtown district, this exceptional property delivers the ultimate Florida lifestyle—where luxury meets laid-back lakeside living. Schedule your private showing and discover one of Winter Garden’s most compelling lakefront opportunities.
Listing is courtesy of: MAINFRAME REAL ESTATE (407-513-4257)
Listing Agent: Nicole Rader (407-484-4743)
897 LANDRUM DR, WINTER GARDEN, FL 34787
$899,90015 Days on yellowkey MLS ID: O6404632
1 Days Off yellowkey (back on 5/20/2026)
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3012 Built: 2013Monthly Fee: $208 Tax: $6,263 (2025)Community: Oakland ParkSingle Family
Taxes:$6,263
Elementary School: Tildenville Elem
Remarks: Under contract-accepting backup offers. Welcome to one of Winter Garden's most coveted addresses — nestled in the heart of the Golf Cart District, this beautifully appointed Oakland Park home delivers the Florida lifestyle you've been waiting for. With 4 bedrooms, 3.5 bathrooms, and 3,012 square feet of thoughtfully designed living space, this 2013-built corner lot residence blends everyday comfort with elevated finishes at every turn. Step inside to soaring vaulted ceilings in the family room that create an immediate sense of volume and light. Rich wood flooring flows through the downstairs living areas, complemented by clean ceramic tile and plush carpet in the bedrooms — a seamless combination of warmth and function. The open layout is designed for real living, whether it's a quiet evening in or hosting the people you love most. Outside, brick pavers set the tone for an outdoor living experience that's genuinely special. A large covered back patio creates the perfect setting for morning coffee or evening entertaining, while a classic breezeway connects the home to the garage with both style and practicality. But it's the location that truly sets this home apart. Oakland Park is one of Central Florida's most sought-after communities — complete with two resort-style pools, a beautifully appointed clubhouse, and a dedicated dog park. Step outside your door and hop on your golf cart to access the iconic West Orange Trail, or cruise just minutes into the heart of Downtown Winter Garden, where Plant Street Market, award-winning restaurants, rooftop bars, and a thriving local food scene await. This is the rare home where community, convenience, and character all converge.
Listing is courtesy of: COMPASS FLORIDA LLC (407-203-9441)
Listing Agent: Matthew Mckee (407-948-0658)
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