Location: Winter Garden , 34787
Do Not Show Listings
199 E CREST AVE, WINTER GARDEN, FL 34787
$525,00020 Days on yellowkey MLS ID: O6401923
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1659 Built: 1984 Tax: $6,857 (2025)Community: Garden Heights SubSpa: NoSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$6,857
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Welcome to 199 E Crest Ave, a recently updated residence featuring fresh interior paint and partial flooring replacement throughout. The kitchen includes all stainless steel appliances and an accent backsplash for a polished finish. This home also contains a cozy fireplace and a covered patio, providing space for relaxation. Experience modern updates and practical comfort in this prepared home. 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)
16848 HAMLIN VISTA ALY, WINTER GARDEN, FL 34787
$540,00069 Days on yellowkey MLS ID: O6387459
REDUCED by $10,000 (1.8%) on 04/24/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2088 Built: 2024Monthly Fee: $200 Tax: $8,210 (2025)Community: Hamlin PointeSingle Family
Taxes:$8,210
Elementary School: Hamlin Elementary
High School: Horizon High School
Middle School: Hamlin Middle
Remarks: One or more photo(s) has been virtually staged. **This house comes with a REDUCED RATE through the seller's preferred lender. This is a lender-paid rate buydown that reduces the buyer's interest rate and monthly payment.** Discover the timeless appeal of the Newbury floor plan in the exclusive Hamlin Pointe community! This 2024-built two-story home offers 4 bedrooms, 3 full bathrooms, and 2,088 sq ft of thoughtfully designed living space. A versatile first-floor bedroom serves perfectly as a guest suite, home office, or multi-generational retreat. The open-concept great room and dining area are anchored by a gourmet kitchen featuring quartz countertops, upgraded cabinetry, stylish backsplash, and a built-in cooktop, oven, and microwave — ideal for both casual family meals and effortless entertaining. Upstairs, three additional bedrooms surround a spacious owner’s suite with a generous walk-in closet, plus a conveniently located laundry room. Outside, enjoy a covered patio for relaxing or dining al fresco, and the privacy of a detached two-car garage on a low-maintenance lot. Nestled in the heart of Hamlin within Horizon West — one of Orlando’s fastest-growing areas — Hamlin Pointe delivers walkable resort-style living at its best. Stroll or bike to the vibrant Hamlin Town Center along scenic Lake Hancock for dining, shopping, entertainment, and year-round events. Families love the top-rated schools, abundant parks, trails, and new medical facilities. Just minutes to Walt Disney World, downtown Winter Garden, Winter Garden Village, SR 429, and Florida’s Turnpike, this boutique community of only 53 homes offers the perfect blend of modern convenience, low-maintenance luxury, and long-term investment value in a location where others vacation every day.
Listing is courtesy of: KELLER WILLIAMS REALTY AT THE PARKS (407-629-4420)
Listing Agent: Tyler Somers (561-713-8728)
17406 HONEYBELL TANGELO CT, WINTER GARDEN, FL 34787
$845,00018 Days on yellowkey MLS ID: O6402286
REDUCED by $2,000 (0.2%) on 05/09/2026
Bed: 5 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3427 Built: 2026Monthly Fee: $83Community: Northlake At OvationSingle Family
Taxes:$0
Elementary School: Water Spring Elementary
Middle School: Water Spring Middle
Remarks: Under Construction. Discover the elegance and comfort of the Frost plan, a luxurious new home designed to meet all your needs. This stunning home features 5 bedrooms, 4.5 bathrooms, and a spacious layout that includes both a primary suite and a guest bedroom on the first floor, making it ideal for multi-generational living or hosting visitors. The Frost plan also boasts an oversized covered front patio, 8-foot front and first-floor interior doors, parcel entry and a covered backyard lanai for seamless indoor-outdoor living. The chef-inspired kitchen features a large eat-in island, stainless steel appliances including a cooktop, oven, microwave, vent hood and dishwasher, and an undermount sink with a Delta faucet. The kitchen is further enhanced with a ceramic tile backsplash to ceiling, upgraded 42-inch cabinets, abundant countertop space, and a huge walk-in pantry, offering both style and practicality for meal preparation and storage. The upgraded flooring and lighting package throughout the home complete the modern, elegant aesthetic. The luxurious primary suite is located on the first floor for ultimate convenience and privacy. The home is designed with energy-efficient construction and dual-pane energy-efficient windows, keeping your energy costs down while ensuring comfort throughout the year. Additional features of this new home include a full landscaping package, a full sprinkler system, a garage door opener, full gutters, covered back yard lanai, upgraded flooring throughout, and a new home warranty for added peace of mind. Call today to view!
Listing is courtesy of: OLYMPUS EXECUTIVE REALTY INC (407-469-0090)
Listing Agent: Jasmine Martz (407-756-8344)
849 SHADOWMOSS DR, WINTER GARDEN, FL 34787
$750,00016 Days on yellowkey MLS ID: O6402463
Bed: 5 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2620 Built: 2003Monthly Fee: $64 Tax: $5,153 (2025)Community: Westfield 03 Ph-B A-MSingle Family
Taxes:$5,153
Elementary School: Lake Whitney Elem
High School: West Orange High
Middle School: SunRidge Middle
Remarks: Prime Winter Garden Location | Westfield Lakes Welcome to this lovely 5-bedroom, 3-bathroom single-family home in the highly sought-after Westfield Lakes community. With strong curb appeal and a well-maintained interior/exterior, this residence stands out the moment you arrive. Recent updates make ownership effortless: roof and gutters (2021), full exterior paint (2021), interior paint (2025), HVAC system (2021), and water heater (2020). Inside, you’ll love the generous open-concept living areas featuring a spacious family room flowing into the kitchen, plus a separate living and dining room perfect for entertaining. The kitchen shines with stainless steel appliances, generous 42” wood cabinetry, a large walk-in pantry, and a sunny breakfast nook. The oversized primary suite is a true retreat, complete with space for a sitting area and direct access to the screened lanai. Its ensuite bath offers a split vanity, jetted tub, and separate shower. A second bedroom includes its own private bath, while bedrooms three and four sit conveniently near the kitchen and share a full bath. The fifth bedroom currently serves as a home office with built-in cabinetry. This room can easily transition into a bedroom and has a built-in closet. The screened lanai provides a private space to relax as there are no rear neighbors! Additional highlights include a 3-car garage and ample room for parking and storage. Westfield Lakes residents enjoy fantastic amenities: two playgrounds, tennis and pickleball courts, and two community fishing docks on Lake Beulah. Families appreciate that students can walk to West Orange High School. Conveniently located minutes from Highway 50, SR 408, SR 429, the Florida Turnpike, Historic Winter Garden, Winter Garden Village, the Aquatic Center, YMCA, and all major Orlando attractions.
Listing is courtesy of: XCELLENCE (866-595-6025)
Listing Agent: Layali Salem (407-274-7964)
708 ORANGE BELT LOOP, WINTER GARDEN, FL 34787
$745,0002 Days on yellowkey MLS ID: G5112211
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1916 Built: 2019Monthly Fee: $280 Tax: $8,412 (2025)Community: Heritage/Plant StreetSingle Family
Taxes:$8,412
Remarks: Beautifully maintained and move-in ready, this immaculate 3-bedroom, 2-bath home offers comfort, style, and convenience in one exceptional package. Featuring all tile flooring throughout with no carpet, stunning plantation shutters, the open and spacious floor plan seamlessly connects the kitchen, dining, and family room areas-perfect for both everyday living and entertaining. The oversized primary suite includes a cozy sitting area, while the en-suite bath features dual sinks, a relaxing garden tub, and a walk-in shower. A desirable split-bedroom layout provides privacy, with two additional bedrooms and a full bath located on the opposite side of the home. The chef's kitchen is fully equipped with stainless steel appliances, 42-inch cabinetry, a built-in DOUBLE oven and microwave, gas cooktop, and an extra-large pantry. The inside laundry room offers added convenience with shelving, storage cabinets, and utility sink. The garage also includes overhead storage for additional organization. Step outside to extended screened porch, offering plenty of room to relax and enjoy the peaceful retention pond view with no immediate rear neighbors. A dog park located next door adds even more convenience for pet lovers. Located just blocks from downtown Winter Garden, you'll enjoy easy access to holiday events, local restaurants, charming shops, the award-winning farmers market, and the popular golf cart district. This is a home you do NOT want to miss!!! Schedule your private tour today.
Listing Agent: Kristi Lowery (407-235-4920)
17090 HARBOR OAK PKWY, WINTER GARDEN, FL 34787
$539,90014 Days on yellowkey MLS ID: G5111718
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2148 Built: 2019Monthly Fee: $215 Tax: $7,499 (2025)Community: Waterside/Johns Lk-Ph 2ASingle Family
Taxes:$7,499
Remarks: Searching for an upgraded home in Winter Garden, FL with the space and features buyers actually want? This 3-bedroom, 3-bath home with a loft in The Cove at Waterside delivers standout details including luxury vinyl plank flooring, fresh interior paint, granite countertops, solid maple 42-inch cabinetry, a double wall oven, and a custom dry bar with wine refrigerator and mini refrigerator. The spacious loft adds flexible living space for a home office, media room, playroom, or guest retreat, while the screened lanai extends everyday living outdoors. Practical features & upgrades like new carpet, tankless gas water heater, Low-E dual-pane windows, 15 SEER HVAC, utility room cabinets with sink, and new attic insulation add comfort and efficiency. Located in Winter Garden near Winter Garden Village, downtown Winter Garden, shopping, dining, and Central Florida attractions, this home also offers access to a resort-style community pool, recently upgraded fitness center, and lakefront park near Johns Lake. If you have been looking for a Winter Garden home with loft, screened lanai, and upgraded kitchen, this one deserves a closer look.
Listing is courtesy of: TOWERSIDE REALTY INC (407-454-9800)
Listing Agent: Jennifer Roberts (407-456-2124)
12308 BRACCO ST, WINTER GARDEN, FL 34787
$525,0002 Days on yellowkey MLS ID: O6406923
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2094 Built: 2023Monthly Fee: $105 Tax: $8,152 (2025)Community: Highland Rdg Ph 2Single Family
Taxes:$8,152
Remarks: Beautiful and nearly new home in the quiet and friendly Highland Ridge community. This home was built only two years ago and is in perfect condition, offering over 2,114 sq. ft. of air-conditioned space. The layout is open and bright, with a modern kitchen that overlooks the large living and dining areas, perfect for family time and hosting friends. A big plus for this property is the oversized lot with no neighbors behind, giving you more space and total privacy. The house is energy-efficient. Highland Ridge is a great neighborhood with a community pool, parks and more. You are also in an amazing location, just 3 miles from Walt Disney World and very close to top schools, shopping, and restaurants. If you are looking for a newer home with more land and privacy in Winter Garden, It is also in a prime location within the community, situated on a quiet cul-de-sac with very little traffic, thisis the one!
Listing is courtesy of: ELITE INTERNATIONAL REALTY INC (305-940-6611)
Listing Agent: Carlos Lopes, Pa (786-651-1416)
9231 GRAND ISLAND WAY, WINTER GARDEN, FL 34787
$495,0006 Days on yellowkey MLS ID: O6405710
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2060 Built: 2017Monthly Fee: $154 Tax: $6,732 (2025)Community: LakesideSingle Family
Taxes:$6,732
Elementary School: Panther Lake Elementary
Remarks: Beautiful corner-lot home located in the highly desirable Watermark community in Horizon West, Winter Garden. This impressive property offers the perfect combination of modern design, comfort, and an unbeatable location. This well-appointed two-story residence features 4 bedrooms, 2 full bathrooms, and a convenient half bath. All bedrooms are located on the second floor, including a spacious primary suite designed for privacy and relaxation. A versatile loft area upstairs provides additional flexibility, ideal for a home office, media room, or extra living space. The open-concept layout creates a seamless flow between the living, dining, and kitchen areas, making it perfect for both everyday living and entertaining. The kitchen is equipped with contemporary cabinetry, quality countertops, and modern appliances, offering both style and functionality. The home features ceramic tiles flooring in the main living areas for a sleek and modern look, while the carpeted bedrooms provide added comfort. Energy Star certification and enhanced insulation contribute to greater energy efficiency, helping reduce utility costs. Step outside to enjoy a charming front porch, perfect for relaxing and taking in the neighborhood ambiance. Residents of Watermark enjoy access to exceptional resort-style amenities, including a community pool with splash pad, clubhouse, fitness center, tennis courts, playgrounds, and scenic walking trails. Conveniently located near top-rated schools, shopping, and dining, this home is just a short 15-minute drive from Walt Disney World, making it an ideal location for both homeowners and investors. Don’t miss the opportunity to own a beautiful home in one of Horizon West’s most sought-after communities.
Listing Agent: Diller Coman De Abreu Junior (786-818-0909)
12362 BRACCO ST, WINTER GARDEN, FL 34787
$515,00012 Days on yellowkey MLS ID: O6404125
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2094 Built: 2023Monthly Fee: $105 Tax: $8,231 (2025)Community: Highland Rdg Ph 2Single Family
Taxes:$8,231
Remarks: Welcome to this exceptional home located in the highly sought-after Highland Ridge community. This beautifully maintained 4-bedroom, 2 full bathroom and 1 half bathroom residence offers generous living space and a unique blend of classic curb appeal with modern interior upgrades. The home features an open-concept layout designed for both everyday living and entertaining. The kitchen is designed for both function and style, showcasing a large island, stainless steel appliances, ample counter space, and a convenient corner pantry. It seamlessly connects to the dining and family areas, creating a welcoming and cohesive living space. Wood-look luxury vinyl plank flooring throughout main living areas on the first floor. Upstairs, you’ll find a spacious loft that can be used as a media room or flexible living area, along with a conveniently located laundry room and four bedrooms. The primary suite offers a well-designed en-suite bathroom and a walk-in closet, while the remaining bedrooms share a full bath. Ideally situated in the vibrant Winter Garden area, Highland Ridge residents enjoy access to a pool, playground, and half basketball court. The community is just minutes from the Hamlin shopping and dining district, with convenient access to major highways. Located less than 15 minutes from Walt Disney World, under 30 minutes from Universal Orlando and Downtown Orlando, and approximately 35 minutes from Orlando International Airport. Several renowned golf courses are also nearby. The property is located at the end of a quiet street with minimal traffic, this home offers exceptional privacy and tranquility, backing onto a natural preserve with no rear neighbors. Currently tenant occupied; tenants agree to vacate the property with a 30-day notice if requested by the buyer.
12566 WESTHAVEN OAK DR, WINTER GARDEN, FL 34787
$609,90062 Days on yellowkey MLS ID: O6389532
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2420 Built: 2024Monthly Fee: $96 Tax: $2,162 (2024)Community: Osprey Ranch-Ph 1Single Family
Taxes:$2,162
Tax Year: 2024
Remarks: SELLER WILLING TO CONTRIBUTE UP TO $18,000 TOWARDS CLOSING COSTS OR BUYER RATE BUY-DOWN! Welcome to 12566 Westhaven Oak Drive in the desireable Osprey Ranch community of Winter Garden. This beautifully designed 4-bedroom, 3-bath home offers the perfect blend of modern comfort and luxury finishes, featuring an open-concept layout ideal for everyday living and entertaining. The gourmet kitchen shines with quartz countertops, a spacious island and stylish cabinetry, flowing seamlessly into the main living and dining areas. The downstairs guest suite offers flexability for visitors or a home office, while the upstairs primary retreat provides a relaxing escape with a spa-like bathroom and generous walk-in closets. This home reflects over $10,000 in uprgrades including an extended fenced in lanai, frameless shower doors and more! Residents of Osprey Ranch enjoy a welcoming community athomsphere with a scenic walking paths, beautiful community pool and convenient access to Horizon West's shopping, dining, top-rated schools and world class attractions. Experience luxury, comfort and the best of the Winter Garden lifestyle in this exceptional home. Call to schedule a private tour today!
Listing is courtesy of: UNITED REAL ESTATE PREFERRED (407-243-8840)
Listing Agent: Kendra Wallace (407-457-7069)
7104 TICKLEGRASS ST, WINTER GARDEN, FL 34787
$1,100,000294 Days on yellowkey MLS ID: O6329696
REDUCED by $146,000 (11.7%) on 05/12/2026
Bed: 5 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3347 Built: 2014Monthly Fee: $195 Tax: $552 (2024)Community: Signature Lakes Parcel 1DSpa: YesSingle Family
Taxes:$552
Elementary School: Independence Elementary
Middle School: Bridgewater Middle
Remarks: SELLER MOTIVATED! Seller is offering a concession of up to $10,000 toward Buyer Pre-paids and Closing costs. Welcome to your dream oasis! This stunning 5-bedroom, 3.5-bath single-family home on Lake Hancock is a true masterpiece, offering the ultimate in luxury and comfort. With a contemporary design and exceptional features, this residence is a rare gem in the world of real estate. Upon entering this exquisite residence, you'll find a spacious living room and an elegant dining room, both thoughtfully designed for special occasions and entertaining. Continuing through the home, you'll be greeted by an exquisite open floor plan that seamlessly connects the kitchen, complete with top-of-the-line appliances, to the inviting family room. This perfect layout ensures that you're never far from the action, whether you're preparing a gourmet meal or enjoying quality time with family and friends. Natural light pours in through retractable sliding doors, creating an indoor-outdoor experience like no other. These doors lead to a captivating saltwater infinity pool and spa, perfect for relaxing on warm days or entertaining under the stars. With five generously sized bedrooms, there's plenty of space for your family and guests. The master suite is a sanctuary, featuring a spacious walk-in closet and an ensuite bath with all the luxurious amenities you deserve. Situated on a large corner lot, the property offers privacy and ample outdoor space for gardening, play, or simply basking in the sun. Your options are endless when it comes to creating your own outdoor paradise. This residence is not just a home; it's a lifestyle. Experience the epitome of elegance and modern living in every corner of this property. This home is just minutes from top-rated schools, shopping, dining, and moments away from the enchantment of Disney and Orlando's premier attractions.
Listing is courtesy of: CENTURY 21 CARIOTI (407-573-2121)
Listing Agent: Michele Acosta Gladding (407-963-6431)
1968 PANTHEON DR, WINTER GARDEN, FL 34787
$529,9006 Days on yellowkey MLS ID: O6404386
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1971 Built: 2015Monthly Fee: $211 Tax: $3,832 (2025)Community: Alexander RdgSingle Family
Taxes:$3,832
Remarks: Beautifully maintained home in the Heart of Winter Garden! Located in the highly sought-after neighborhood of Alexander Ridge, this single story Craftsman-style home embodies the feeling of a peaceful family community, with its stone-covered columns and a welcoming front porch. Continuing through the wide foyer you'll find a den/flex room, well-suited for a home office or playroom. The upgraded kitchen with thick quartz countertops, 42” solid wood cabinets, and a large island, is open to the dining and family rooms, making it ideal for entertaining. At the end of the day, the expansive owners' suite is a true retreat, featuring a massive walk-in closet, dual vanities, a soaking tub, and a large upgraded walk-in shower. Set apart from the Owners' suite, you'll find the two additional bedrooms, a tasteful guest bath, and the spacious laundry room. Step outside to the relaxing covered and screened lanai, perfect for enjoying the evening breezes in privacy. Situated in a fantastic community with a neighborhood park, gazebo, miles of trails, and a refreshing pool, you'll be just minutes from the best of Hamlin and Winter Garden—shopping, dining, and top-rated schools. Although the serenity feels like its own little world, you're only a short drive to Disney World®, Universal Studios® and all the attractions Central Florida has to offer. Don’t miss this incredible opportunity—schedule your showing today!
Listing is courtesy of: KUNKLE REALTY GROUP (844-978-7750)
Listing Agent: Greer Kunkle (321-250-0106)
6226 MANUSCRIPT ST, WINTER GARDEN, FL 34787
$627,900186 Days on yellowkey MLS ID: O6359078
1 Days Off yellowkey (back on 4/15/2026)
REDUCED by $8,000 (1.3%) on 04/02/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2849 Built: 2012Monthly Fee: $168 Tax: $7,134 (2024)Community: Signature Lakes Ph 02 A B H I JSingle Family
Taxes:$7,134
Remarks: Family-Friendly Home for Sale in Beautiful Winter Garden! Welcome to your next home in one of the most desirable and family-oriented communities in Central Florida! This charming property is ideally located within walking distance of A-rated schools, shopping, dining, and fun for the whole family. Home Highlights: • Gutters and classic brickwork • Cozy screened-in porch — perfect for morning coffee or playtime • Upgraded appliances • New water heater • New garage door Everyday Convenience: Just 1 mile from Walmart and Publix — making errands quick and easy! Family-Favorite Restaurants Nearby: Outback • Bosphorus • Miller’s Ale House • Ford’s Garage • Agave Bandido • McDonald’s • Chick-fil-A • Tijuana Flats • Wendy’s Fun & Entertainment for All Ages: PopStroke Mini Golf • Cinepolis Luxury Cinemas • Urban Air Adventure Park Excellent Schools: • Independence Elementary – 1 mile • Bridgewater Middle – 1 mile • Horizon High – 6 miles This home truly offers everything your family needs — comfort, convenience, and community — all in one perfect location!
Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)
Listing Agent: Fabiana Ferreira (321-401-0191)
15480 SANDFIELD LOOP, WINTER GARDEN, FL 34787
$749,90014 Days on yellowkey MLS ID: O6399241
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2574 Built: 2013Monthly Fee: $114 Tax: $7,534 (2025)Community: Reserve/Carriage Point Ph 1Spa: YesSingle Family
Taxes:$7,534
Remarks: One or more photo(s) have been virtually staged. Set within one of Winter Garden’s most sought-after communities, 15480 Sandfield Loop presents a thoughtfully updated residence defined by clean, modern finishes, soaring interior volume, and a seamless connection to outdoor living. A welcoming front elevation and expansive paver driveway introduce the home with presence, leading to a light-filled interior where elevated ceiling heights and continuous wood-look tile flooring create an immediate sense of openness and cohesion. The main living area is anchored by volume and natural light, with large sliding glass doors framing views of the covered lanai and screened pool beyond. The kitchen has been completely redesigned with all-new cabinetry and features granite countertops and a functional island layout that offers both everyday practicality and an ideal setting for gathering. Pendant lighting and stainless steel appliances complete the space, maintaining a clean, timeless aesthetic. All secondary bathrooms have been fully updated with modern finishes, including sleek vanities, updated fixtures, and sliding glass door showers, delivering a polished, move-in ready experience throughout. The primary suite offers a spacious layout with the opportunity to further personalize, creating a private retreat tailored to your vision. Outdoor living is where this home truly shines. The covered lanai extends seamlessly from the interior, overlooking a screened-in pool and spa designed for year-round enjoyment. Beyond, the fully fenced backyard opens to a rare sense of privacy, backing to a rural settlement with no direct rear neighbors, creating a setting that feels both open and secluded. Positioned on a corner homesite along a gently curved street, the property benefits from added spacing, enhanced curb presence, and a more open feel than typical interior lots. Situated just minutes from shopping, dining, and major roadways, this home combines thoughtful interior updates, strong architectural volume, and a highly livable indoor-outdoor layout, an increasingly rare offering at this price point.
Listing is courtesy of: ORLANDO PROPERTY ADVISORS (407-808-3695)
Listing Agent: Kayla Devoogel (407-493-5452)
15140 SUNRISE GROVE CT, WINTER GARDEN, FL 34787
$390,98768 Days on yellowkey MLS ID: O6388259
1 Days Off yellowkey (back on 4/7/2026)
REDUCED by $9,000 (2.3%) on 03/31/2026
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 2012 Built: 2017Monthly Fee: $365 Tax: $6,245 (2025)Community: Hickory HammockSpa: NoTownhouse
Taxes:$6,245
Remarks: Under contract-accepting backup offers. Imagine a life where lakeside serenity meets modern sophistication. Tucked behind the private gates of Hickory Hammock, this John’s Lake retreat welcomes you with an airy, open-concept design where the gourmet kitchen—dripping in "Crema Pearl" granite and rich, dark cabinetry—serves as the heart of the home. Whether you're hosting in the expansive great room or retreating to the massive second-floor loft, the layout is masterfully crafted for both connection and quiet. And if tranquility is what you seek you'll love not having any rear neighbors. The "split" design ensures ultimate privacy, placing the sanctuary of the master suite at the rear of the home, while guests and family enjoy two bright bedrooms at the front. Beyond its beauty, the home is a feat of modern engineering. Built as an M/I "Whole Home" with Energy Star 3.1 certification, it features an industrial-strength foundation and high-performance insulation that keep the interior cool and quiet. It is a high-performance haven that is as affordable to run as it is breathtaking to behold. It’s not just a place to live; it’s a high-performance sanctuary on the water’s edge. While by the lake enjoy Hickory Hammock’s resort style pool, clubhouse, playground and tennis courts. If location is a priority you are minutes from SR-429 and a short drive to Historic Downtown Winter Garden, where the streets are lined with old brick and the air feels a little more relaxed. On Saturdays, the Farmers Market comes alive with fresh produce, local vendors, and neighbors greeting one another like old friends. Throughout the year, festivals fill the streets with music and boutique shops, cozy cafés, and countless dining spots make it easy to turn a simple afternoon into a full day out. Families find comfort here, too, with access to one of the area’s most sought-after K–12 schools nearby plus with convenient access to grocery stores, pharmacies, and coffee shops. Florida living at it’s finest awaits at Hickory Hammock so schedule your private showing today.
Listing is courtesy of: COLDWELL BANKER REALTY (407-696-8000)
Listing Agent: Alex Gallinal (407-491-7333)
441 COURTLEA OAKS BLVD, WINTER GARDEN, FL 34787
$1,199,90069 Days on yellowkey MLS ID: O6385964
1 Days Off yellowkey (back on 5/9/2026)
INCREASED by $80,900 (7.2%) on 04/02/2026
Bed: 5 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 4001 Built: 2000Monthly Fee: $83 Tax: $5,551 (2024)Community: Courtlea OaksSpa: YesSingle Family
Taxes:$5,551
Elementary School: Tildenville Elem
Middle School: Lakeview Middle
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. One of the largest homes in the highly desirable Courtlea Oaks community, this spacious 5-bedroom, 4.5-bath pool home offers over 4,000 square feet of living space and an exceptional opportunity in the heart of Winter Garden’s golf cart district. The flexible floor plan includes a rare apartment above the garage connected to the main home, providing ideal space for guests, extended family, a private office, or additional living quarters. Important updates have already been completed by these original to the home owners, including a new roof and A/C systems installed just two years ago, offering peace of mind for the next owner. Step outside to enjoy a beautiful pool and a private setting backing to the West Orange Trail, perfect for biking, walking, and outdoor recreation right from your backyard. Located just minutes from historic downtown Winter Garden, residents enjoy boutique shopping, dining, breweries, and the award-winning Saturday Farmers Market, along with numerous festivals and community events throughout the year. With its generous square footage, versatile layout, and unbeatable location, homes like this rarely come available in Courtlea Oaks.
Listing is courtesy of: LAKESIDE REALTY WINDERMERE INC (407-876-5575)
Listing Agent: Jennifer Coon (321-948-8056)
5139 LAKE HAMLIN TRL, WINTER GARDEN, FL 34787
$689,0006 Days on yellowkey MLS ID: O6404614
REDUCED by $10,000 (1.4%) on 05/12/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2742 Built: 2023Monthly Fee: $271 Tax: $8,755 (2025)Community: Lakeside At HamlinSpa: NoSingle Family
Taxes:$8,755
Remarks: The property boasts a prime location with convenient access to SR 429 and Avalon Road, providing easy connectivity to Horizon West and downtown Winter Garden. The surrounding area continues to experience rapid growth, bringing an exciting mix of new restaurants, entertainment options, and highly rated public and private schools. Whether you are looking for a home that perfectly blends comfort, lifestyle, and location, or seeking an investment opportunity in one of Central Florida’s most sought-after and fast-growing areas, this property is an exceptional choice. Water view home, Davis model, Awesome location in the heart of Horizon West right off the 429 at Independence and Avalon. This 4-2.5 with 2802sf sits right across the street from large pond so you can enjoy sitting on your front porch and take in the scenery. Inside, open floor plan, great room and dining look into the gourmet kitchen, with built in oven, built in cooktop and stove hood. Sink island with breakfast bar. Beautiful tiled back splash, crown molding with white granite counters on white cabinets. First floor master bedroom, large walk-in closet, dual sinks, separate toilet, separate shower and stand alone tub. Second floor has bedrooms 2, 3, and 4 each have walk in closets. Laundry room upstairs with washer and dryer and hall bath. Front large loft through door is 14x20. Off the kitchen is back door to back covered porch and covered walk to garage. This home has 2 ac units for more efficiency, and fiber optic cable and lawn care is included. This community is right near the 429 exit at Independence, near the hospital and tons of new shops and restaurants.
Listing is courtesy of: SPRING REALTY ONE LLC (407-340-1754)
Listing Agent: Chun Cai (951-699-4983)
16754 OAKBORO ST, WINTER GARDEN, FL 34787
$548,0006 Days on yellowkey MLS ID: O6404652
REDUCED by $10,000 (1.8%) on 05/12/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2477 Built: 2020Monthly Fee: $254 Tax: $8,808 (2025)Community: Waterleigh Ph 3B 3C 3DSingle Family
Taxes:$8,808
Remarks: Welcome to the highly sought-in the desirable Waterleigh community of Horizon West — where resort-style living meets everyday convenience! From the moment you enter, you’re greeted by a grand, palm tree-lined entrance that sets the tone for a private tropical retreat. Waterleigh is thoughtfully designed around picturesque ponds and lakes, with beautifully maintained landscaping throughout the community — all included in the HOA — making it one of the most visually stunning neighborhoods in the area. Residents enjoy an impressive array of resort-style amenities, including multiple swimming pools, splash pads, a fully equipped fitness center, tennis courts, sand volleyball courts, fishing piers, scenic walking trails, dog parks, and a grand clubhouse with a full-service event hall. This community perfectly balances the feel of a private resort with a warm, welcoming neighborhood atmosphere. This move-in ready home features 4 spacious bedrooms, 3 full and one a half bathrooms,, and approximately 2,477 square feet of living space, offering the perfect blend of comfort, style, and modern design to suit today’s lifestyle. Located in a golf cart-friendly community, the home is just minutes from Publix, top-rated schools, and the best shopping, dining, and entertainment that Horizon West has to offer. Enjoy unbeatable convenience with Walt Disney World only 15 minutes away, Orlando International Airport just 30 minutes away, and quick access to Highway 429 for easy travel throughout Central Florida. Waterleigh also hosts weekly and monthly community events, fostering a strong sense of connection and pride among residents. Don’t miss this rare opportunity to own one of Winter Garden’s most desirable homes — where luxury, convenience, and resort-style living come together. Schedule your private showing today and experience the very best of Waterleigh living!
16736 OAKBORO ST, WINTER GARDEN, FL 34787
$563,90055 Days on yellowkey MLS ID: O6388784
REDUCED by $11,100 (1.9%) on 05/12/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2477 Built: 2020Monthly Fee: $257 Tax: $6,967 (2024)Community: WaterleighSpa: NoSingle Family
Taxes:$6,967
Remarks: ****Price Improvement Alert****OVER $43,000 IN UPGRADES INCLUDING A WHOLE HOUSE SOLAR PANEL SYSTEM INCLDED IN PURCHASE! Be delighted with the reduced energy expenses from the day you move in. Don't wait to build and take advantage of the massive upgrades! Great opportunity to make homeownership a reality in the beautiful community of Waterleigh in Horizon West. HOA covers lawncare allowing you to enjoy all that Waterleigh has to offer: resort style amenities catering to any lifestyle, including a large club house with community room and fitness center that opens to a freeform pool, grilling stations and plenty of deck space to relax in the Florida sun. The sports enthusiast will fall in love with the multiple ball fields, tennis courts, beach volleyball court, pickle ball and outdoor fitness circuit. Playgrounds, gazebos and parks are scattered throughout the community for your pleasure. Phase three has a separate pool that is a great alternative to the main pool complex. This Clearden model offers many options and versatility. Natural light is amazing in every room! The first floor features an open plan with a bright white kitchen featuring a center island, stainless steel appliances, walk-in pantry as well as a coffee or dry bar area and overlooks the spacious family room that leads to the covered lanai. Main floor full bedroom with a private bath is ideal for guests, an office or an in-law suite. Upstairs there is an open loft, three additional bedrooms and a large laundry room. The expansive primary suite has an ensuite bathroom equipped with a double vanity, walk-in shower and plenty of closet space. The entertaining expands to the outside with covered front and rear lanais perfect for morning coffee or an evening BBQ. The fully fenced yard, whole home water softener, security system and solar panels add to the many upgrades in this beautiful home. Attached rear entry oversized two car garage provides plenty of room to park two vehicles and the brick paver driveway can accommodate up to four additional vehicles. Take advantage of the many community activities that are sponsored by the HOA for your pleasure year-round. Zoned for top rated schools including the elementary and middle schools within walking distance. Shopping, restaurants and lifestyle shops are all within the planned community. Minutes to the Walt Disney World complex, major roadways and an easy commute to the Orlando International Airport or Downtown Orlando. Special note, this home is equipped with Solaredge Solar panels that come with a transferrable warranty to the new Owner. This feature significantly reduces the monthly power bill! Call today for a private showing.
Listing is courtesy of: COLDWELL BANKER REALTY (407-647-1211)
Listing Agent: Michael Morris (407-383-5434)
617 CANOPY ESTATES DR, WINTER GARDEN, FL 34787
$1,150,00062 Days on yellowkey MLS ID: O6389100
REDUCED by $40,000 (3.4%) on 05/05/2026
Bed: 4 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 3624 Built: 2019Monthly Fee: $255 Tax: $16,181 (2025)Community: Canopy Oaks Ph 1Spa: NoSingle Family
Taxes:$16,181
Remarks: One or more photo(s) has been virtually staged. One or more photos are virtually staged. Location. Luxury. Architectural character. Welcome to The Sanibel, affectionately known as “The Castle,” an award-winning home just minutes from the charm and energy of Historic Downtown Winter Garden. This stunning residence blends timeless Italian-inspired architecture with modern comforts, creating a home that feels both elegant and inviting. From the moment you arrive, the home makes a memorable first impression with its arched wood double doors, custom soffit lighting, and classic concrete tile roof. Step inside and you’re greeted by soaring ceilings, detailed beams, and crown molding that add warmth and sophistication to the open-concept living spaces—perfect for both everyday living and entertaining. The gourmet kitchen is designed to impress, featuring premium KitchenAid appliances, a natural gas cooktop, built-in refrigerator, 42” custom cabinetry, a hidden walk-in pantry, and a reverse osmosis water system. Whether hosting guests or enjoying a quiet night at home, this kitchen is the heart of it all. The first floor offers exceptional flexibility with a private office and a Junior Owner’s Suite—ideal for guests or multi-generational living. Upstairs, the primary suite becomes your personal retreat with a unique round spa-inspired bathroom, oversized walk-in closet, wet bar, and access to a private balcony. Two additional en-suite bedrooms, a loft, and an upstairs laundry room complete the second level. Step outside and enjoy multiple spaces designed for relaxing and entertaining, including Trex-decked balconies, a summer kitchen, and a peaceful fountain feature. Additional highlights include surround sound wiring, a whole-home generator, and thoughtful upgrades throughout the home. Beyond the property itself, the location truly sets this home apart. You’re just minutes from Downtown Winter Garden’s award-winning farmers market, vibrant restaurants, charming boutiques, scenic parks, and top-rated schools—with easy access to major highways for commuting throughout Central Florida. Recognized as Florida’s Best Model Home by the SEBC Excel Awards, The Sanibel offers a rare opportunity to own a home that combines architectural distinction, luxury features, and an unbeatable Winter Garden lifestyle. Note: One image includes a virtually added pool to illustrate potential backyard possibilities.
Listing is courtesy of: HOMEVEST REALTY (407-897-5400)
Listing Agent: Erica Diaz (407-897-5400)
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