Location: Winter Garden
Do Not Show Listings
9723 LOST CREEK DR, WINTER GARDEN, FL 34787
$669,000222 Days on yellowkey MLS ID: O6359309
0 Days Off yellowkey (back on 5/4/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2117 Built: 2021Monthly Fee: $261 Tax: $10,499 (2025)Community: WaterleighSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$10,499
Elementary School: Water Spring Elementary
High School: Horizon High School
Tax Year: 2025
Middle School: Water Spring Middle
Remarks: Beautiful 4-bedroom, 3 bath water view home in Waterleigh, Horizon West’s Premier Community! Welcome to your next chapter in Waterleigh, where resort-style amenities and thoughtful design come together in one of Horizon West’s most desirable neighborhoods. This impeccably maintained 4-bedroom, 3-bath home offers 2,117 sq. ft. of single-story comfort, ideal for families, first-time buyers, or those seeking a low-maintenance lifestyle. Interior features include a bright open floor plan with elegant archways, a spacious kitchen with stainless steel appliances, stone countertops, ample cabinet and counter space, and a roomy breakfast bar, a large family room with view of the pond and a split floorplan for privacy and versatility. The master suite boasts a beautiful tray ceiling and a master bath with a garden tub, separate shower, dual sinks and a large walk-in closet. The rear lanai has brick pavers and a one of a kind east facing view of the pond where you can enjoy your morning coffee and watch the sunrise. Out front there's a lovely front porch that adds to the neighborhood charm. Enjoy access to multiple clubhouses, resort-style pools, fitness centers, playgrounds, dog parks, walking trails, and year-round community events. HOA dues include landscaping, giving you more time to enjoy the lifestyle. Don't miss this fantastic opportunity.
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: Ping Ma (863-332-0298)
15130 OVATION DR, WINTER GARDEN, FL 34787
$840,00017 Days on yellowkey MLS ID: O6413647
0 Days Off yellowkey (back on 6/16/2026)
Bed: 7 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 4688 Built: 2009Monthly Fee: $167 Tax: $6,472 (2025)Community: Belle Meade Ph 02 HSpa: YesSingle Family
Taxes:$6,472
Elementary School: None
High School: None
Middle School: None
Remarks: Virtually Staged. Discover 15130 Ovation Dr, recently enhanced with a new roof and partial flooring replacement, setting a fresh tone for the residence. The kitchen is equipped with all stainless steel appliances. The primary bedroom contains a walk in closet, while its bathroom includes double sinks and a separate tub and shower. Exterior amenities feature a covered patio and an in ground pool. A must-see combining modern updates with comfort and recreation.. 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)
5139 LAKE HAMLIN TRL, WINTER GARDEN, FL 34787
$635,00044 Days on yellowkey MLS ID: O6404614
REDUCED by $10,000 (1.6%) on 06/16/2026
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
Elementary School: Hamlin Elementary
Middle School: Hamlin Middle
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)
17379 CHANNEL WAY, WINTER GARDEN, FL 34787
$678,00017 Days on yellowkey MLS ID: O6412749
REDUCED by $11,000 (1.6%) on 06/16/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2782 Built: 2019Monthly Fee: $215 Tax: $9,049 (2025)Community: Waterside At Johns LakeSingle Family
Taxes:$9,049
High School: West Orange High
Remarks: Large 4-bedroom home + 2 large Bonus rooms. This 2782sf 7-year-old home is in the awesome community of Lakeside just west of the Winter Garden Village about 4 miles. The home has tons of space, humungous kitchen and Master bedroom downstairs along with bedroom #2 and 3, and with a full bath. The first floor is gorgeous tile from the front door throughout up to the bedrooms. Coffered details in high ceilings, arched openings and a back yard looking over a green retention area. This Hampshire plan has a split plan with 2 bedrooms and full bath near the front of the house first floor. Walking past the flex room that can be used for formal dining, office, etc to the main open living area with living, dining, and kitchen. The kitchen is large with TONS of tall 42 inch raised panel cabinetry and walk-in pantry. The beautiful light brown speckled granite is accented by medium Brown cabinets and all stainless-steel appliances with the stove fueled with gas. A walk-in pantry and Island sink with breakfast bar look out to the open living room and dinette. Dinette has large windows on 3 sides to embrace the outside nature. The main living area has a 3-panel slider door to open wide to the paved, covered Lania that overlooks a good-sized back yard with a large field retention area beyond. Past the living room through the arched entry into the large primary bedroom. Ceiling fan and high coffered detailed ceilings and a huge bath with a seated walk-in shower separating two individual vanities on large cabinets for lots of storage. Large walk-in closet, separate toilet room, and linen closet. Washer and dryer have their own room near the garage. Take a quick step upstairs to a HUGE open loft, 4th bedroom and 3rd full bath. full bath. This home has a 2 car garage and gas heated Tankless water heater. This home is located in the awesome community of Waterside at Johns lake, with an incredible huge pool lakeside, playground, dock, clubhouse, state-of-the-art fitness center
8031 NAVEL ORANGE LN, WINTER GARDEN, FL 34787
$625,00066 Days on yellowkey MLS ID: O6399594
REDUCED by $29,000 (4.4%) on 06/16/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2298 Built: 2015Monthly Fee: $82 Tax: $8,090 (2025)Community: Summerlake GrvsSingle Family
Taxes:$8,090
Elementary School: Summerlake Elementary
Remarks: Welcome to this exquisitely appointed residence, gracefully positioned on a private corner lot with no neighboring home on one side, offering a rare sense of seclusion and tranquility. The outdoor living space is thoughtfully designed, featuring an inviting patio ideal for refined entertaining or quiet relaxation. A freshly painted exterior (2024) enhances the home’s sophisticated curb appeal. Inside, the bespoke kitchen is a true centerpiece, showcasing custom finishes, under-cabinet lighting, a sleek glass tile backsplash, and a suite of recently upgraded appliances including a new dryer, dishwasher, disposal, and range. The formal living room is bathed in natural light from expansive windows and offers exceptional versatility, perfect as an elegant home office or curated hobby space. This residence effortlessly blends timeless style with modern convenience. Residents of Summerlake enjoy access to an array of resort-caliber amenities, including a clubhouse, pool, tennis courts, playground, parks, and scenic walking trails. Ideally situated near top-rated schools, upscale shopping, fine dining, major thoroughfares, and Orlando’s premier attractions, this exceptional home presents a rare opportunity to experience elevated living at its finest.
Listing is courtesy of: BUYER REBATES REALTY (407-629-2300)
Listing Agent: Sean Popat (407-399-1669)
14501 GROVE RESORT AVE #2528, WINTER GARDEN, FL 34787
$229,000185 Days on yellowkey MLS ID: O6361791
INCREASED by $30,000 (15.1%) on 05/29/2026
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 1544 Built: 2009 Tax: $8,631 (2025)Community: Grove Resort And Spa Hotel Condo 1Condo
Taxes:$8,631
Remarks: Located 15 minutes from Disney, this 3-bedroom, 3-bathroom condominium is nestled within the acclaimed, guard-gated, resort-style community of The Grove Resort & Water Park. Step into a spacious 1,554 square foot corner unit, boasting an open living space, a cozy, screened balcony, and not one, but two primary suites for maximum comfort. Resort amenities include on-site restaurants, two resort-style pools, a fitness center, arcade, dock, jogging path, and a water park that features a lazy river, multiple pools, water slides, and a surf simulator. Situated at the heart of Orlando's vibrant attractions, The Grove Resort offers daily transportation to and from the area's top destinations, providing endless activities at your fingertips. Dive into aquatic adventures at Discovery Cove or tee off at some of Orlando's finest golf courses near Disney World. Explore the enchanting Walt Disney World Resort with its four captivating theme parks or seek thrills at Universal Studios three exciting parks, including the brand new addition, Epic Universe. With an onsite management team ready to handle the heavy lifting, don’t miss your chance to own and benefit from this prime opportunity.
Listing is courtesy of: BERKSHIRE HATHAWAY HOMESERVICES RESULTS REALTY (407-203-0007)
Listing Agent: Joseph Doher (407-203-0007)
15353 OAK APPLE CT, WINTER GARDEN, FL 34787
$347,50087 Days on yellowkey MLS ID: O6393663
REDUCED by $2,500 (0.7%) on 05/27/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1699 Built: 2008Monthly Fee: $283 Tax: $1,863 (2025)Community: Tucker Oaks Bldg 5Townhouse
Taxes:$1,863
Remarks: Welcome to this spacious 3 bedroom 2.5 bath home situated on a quiet cul-de-sac with no rear neighbors and low HOA in the highly desirable Winter Garden area! This well maintained property features an open and functional floor plan with generous living spaces and abundant natural light, ideal for both everyday living and entertaining. The kitchen offers ample cabinet and counter space, flowing seamlessly into the main living areas. The primary suite provides a comfortable retreat with a private bath, while two additional bedrooms offer flexibility for family, guests, or a home office. Enjoy a private screened patio perfect for relaxing or hosting gatherings. Prime location, just minutes from everything Winter Garden has to offer! Conveniently located near shopping, dining, and entertainment with easy access to Highway 50 and the Florida Turnpike. Don’t miss this opportunity, schedule your private showing today!
Listing is courtesy of: EPIC REAL ESTATE ADVISORS LLC (407-495-3672)
Listing Agent: Julian Torres, Jr (407-361-7546)
7725 PURPLE FINCH ST, WINTER GARDEN, FL 34787
$530,00023 Days on yellowkey MLS ID: O6410286
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2195 Built: 2016Monthly Fee: $252 Tax: $6,665 (2025)Community: Summerlake Pd Ph 3BSingle Family
Taxes:$6,665
High School: Windermere High School
Middle School: Bridgewater Middle
Remarks: **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.** Welcome to 7725 Purple Finch Street in Winter Garden, a 2-story home offering 3 bedrooms, 2.5 bathrooms, an open floorplan, and a comfortable layout designed for everyday living with a VA assumable mortgage available. With the main living areas on the first floor and all bedrooms positioned upstairs, the home provides a practical separation between shared spaces and private retreats. Inside, the open layout connects the living, dining, and kitchen areas, creating an easy flow for daily routines, hosting, and relaxing. The kitchen overlooks the main living space, keeping the home bright, connected, and functional. Upstairs, the 3-bedroom layout offers flexibility for residents, guests, a home office, or additional storage, while the 2.5 bathrooms add convenience for both everyday use and visitors. The home also includes several recent updates that add value and peace of mind. The exterior was painted in 2026, giving the home a refreshed look. The AC system was replaced in 2024 with a Goodman unit installed by Global Cooling and includes a UV light. Upstairs flooring was replaced in 2025 with hybrid waterproof and scratch-resistant flooring. Additional updates include a Springwell salt-free whole-house water filtration system installed in 2023 and a washer and dryer replaced in 2026. Outdoor living is easy to enjoy with a covered front porch that creates a welcoming entry and a space for seating. The open patio provides additional room for outdoor dining, grilling, plants, or a small lounge setup. The community offers a strong amenity package, including a pool, clubhouse, fitness center, dog park, park, and playground, giving residents convenient options for recreation and everyday enjoyment close to home. Located in Winter Garden, the home is near shopping, dining, schools, parks, trails, and major roadways, with access to the area’s popular local destinations and the broader Central Florida region.
Listing is courtesy of: KELLER WILLIAMS REALTY AT THE PARKS (407-629-4420)
Listing Agent: Thomas Nickley, Jr (407-629-4420)
304 ERON WAY #2, WINTER GARDEN, FL 34787
$199,900190 Days on yellowkey MLS ID: O6366946
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 840 Built: 1984 Tax: $2,151 (2025)Community: Townhomes Of Winter Garden CondoCondo
Taxes:$2,151
Elementary School: Tildenville Elem
Middle School: Lakeview Middle
Remarks: NEW PRICE. CONVENIENT 1 STORY CORNER 2/2 TOWNHOME, WITH 2 ASSIGNED PARKING SPACES, NEARBY THE HIGHWAY 50 AND THE WINTER GARDEN VILLAGE MALL WITH SUPERMARKET, LOWES, RESTAURANTS, BANKS, SHOPPING, ETC.
Listing is courtesy of: WINDERMERE REALTY GROUP (407-383-3147)
Listing Agent: Ramon Rosquete (352-207-4238)
131 OAK LAUREL DR, WINTER GARDEN, FL 34787
$834,000155 Days on yellowkey MLS ID: O6374501
REDUCED by $35,000 (4.0%) on 05/01/2026
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 1906 Built: 2019Monthly Fee: $475 Tax: $10,586 (2025)Community: Park Place/Winter GardenTownhouse
Taxes:$10,586
Elementary School: Dillard Street Elem
Remarks: 131 Oak Laurel Drive is a stunning, modern townhome built in 2019 in the highly desirable Park Place community in the heart of historic Winter Garden, Florida. This beautifully designed three-story home offers 3 bedrooms, 3.5 bathrooms, and 1,906 square feet of heated living space. Each bedroom features its own en-suite bathroom, providing privacy and comfort for all. This home includes an elevator that conveniently connects the first and second floors along with an oversized rear-entry two-car garage, a small balcony, and a convenient in-unit laundry closet. Inside, the open-concept main level boasts a gourmet kitchen with stainless steel appliances, a large island, and ample cabinetry. Premium finishes throughout include wood-look tile flooring, crown molding, and plantation shutters. The primary suite offers generous closet space and a spa-inspired bath with dual vanities, a soaker tub, and a walk-in shower. Thoughtful design and quality craftsmanship combine with a prime location just steps from downtown Winter Garden’s restaurants, shops, and the Plant Street Market, making this property an exceptional opportunity to enjoy upscale living in one of the area’s most sought-after neighborhoods.
14005 ALDFORD DR, WINTER GARDEN, FL 34787
$650,00058 Days on yellowkey MLS ID: O6401397
REDUCED by $19,000 (2.8%) on 05/14/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2334 Built: 2017Monthly Fee: $115 Tax: $9,241 (2025)Community: Latham Park NorthSpa: NoSingle Family
Taxes:$9,241
Elementary School: Panther Lake Elementary
Remarks: Welcome to 14005 Aldford Drive in Winter Garden, a beautifully designed two-story home built by Ashton Woods, known for its modern architecture, creative floor plans, and thoughtful design. This inviting residence offers 3 bedrooms, 2 full baths, and 1 half bath, with a layout that blends everyday comfort with welcoming indoor and outdoor living spaces. Inside, the home features a bright and functional flow with living areas designed for both daily routines and effortless entertaining. The two-story layout creates a comfortable separation between gathering spaces and private retreats, while the bedroom arrangement provides flexibility for a variety of lifestyles. The primary suite offers a relaxing place to unwind, and the additional bedrooms are well suited for family, guests, or a home office setup. Step outside and enjoy a screened and covered patio that extends the living space and creates the perfect setting for outdoor dining, morning coffee, or unwinding at the end of the day. The fully fenced backyard provides privacy and plenty of room to relax, play, garden, or create your own outdoor oasis. Adding to the home's unique appeal, this desirable lot is situated next to a community green space, offering additional open views and only one direct neighboring home. On select evenings, you can even enjoy views of Disney fireworks in the distance from your own backyard retreat. Adding to the home's functionality is a detached 2-car garage equipped with an electric vehicle charger, providing convenient parking, extra storage, and modern-day convenience. The garage's detached design also enhances curb appeal and maximizes backyard usability. Even more valuable, the home is equipped with solar panels that will be paid off at closing, allowing the new owner to enjoy the benefits of renewable energy, increased efficiency, and potential savings on monthly utility costs without assuming a solar loan. Located in Winter Garden, this home is set in an area known for its blend of neighborhood charm and everyday convenience. Residents enjoy access to shopping, dining, parks, and major roadways, while the surrounding area adds to the home's appeal with a welcoming residential feel and the lifestyle benefits that make Winter Garden such a desirable place to call home. **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.**
13822 JOMATT LOOP, WINTER GARDEN, FL 34787
$1,000,00022 Days on yellowkey MLS ID: O6411926
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3828 Built: 2016Monthly Fee: $75 Tax: $12,039 (2025)Community: Cypress Reserve Ph 1Spa: YesSingle Family
Taxes:$12,039
Elementary School: SunRidge Elementary
Middle School: SunRidge Middle
Remarks: Welcome to 13822 Jomatt Loop! This stunning home offers 4 spacious bedrooms, 3 full bathrooms, a bonus loft space, private office and a 3 car garage off of an expansive driveway, all perfectly situated on an OVERSIZED FULLY FENCED LOT. Designed for both comfort and entertaining, the open-concept floor plan features generous living and dining spaces filled with natural light, and was just freshly painted throughout. The primary bedroom is located on the first floor and features his and hers walk in closets with CUSTOM BUILT INS, dual vanity spaces, a free-standing soaker tub, and spa like shower. Located on the second level is a large bonus room that's perfect for kids to play, a movie room, game room, and so much more. Step back outside to your personal backyard oasis where you can enjoy year-round Florida living with a heated sparkling pool and spa that's peacefully nestled between lush landscaping and a fully fenced yard. The expansive covered lanai is enhanced by a stunning outdoor kitchen by Paradise Grills, ideal for hosting gatherings, weekend barbecues, or simply unwinding at sunset. Additional upgrades include GAS APPLIANCES, custom living room built in entertainment center, automated pool pump, and various other thoughtful finishes throughout that elevate both style and function. This home is zoned for A-rated schools including Sunridge Elementary School and Sunridge Middle School, making it an exceptional choice for families seeking top-tier education options. Schedule your showing today! With its rare oversized conservation lot, luxury outdoor living, and prime location, this home truly checks every box. Schedule your private showing today and experience the lifestyle you’ve been waiting for.
Listing is courtesy of: COLDWELL BANKER REALTY (407-352-1040)
Listing Agent: Jenna Palmero (407-697-8727)
330 SOUTHERN PECAN CIR #205, WINTER GARDEN, FL 34787
$300,00033 Days on yellowkey MLS ID: S5150108
REDUCED by $12,000 (3.8%) on 06/01/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1453 Built: 2005 Tax: $3,719 (2025)Community: Southern Pines CondoCondo
Taxes:$3,719
Remarks: One or more photo(s) has been virtually staged. MUST SEE LUXURY CONDO IN PRIME LOCATION - CONSERVATION AREA CORNER LOT & BRAND NEW STAINLESS STEEL APPLIANCE PACKAGE! This might be the Best value in gated Southern Pines and all of Southwest Orange County, this rare elevated second-story corner unit offers unmatched privacy with no neighbors above, behind, or directly beside the home, plus peaceful conservation views from every bedroom and the solarium, which opens directly to the main living space. A true retreat-style setting in the heart of Winter Garden. Thoughtfully designed with 3 bedrooms and 2 bathrooms, the open-concept layout features a brand-new Frigidaire stainless steel appliance package, fresh interior paint throughout, custom built-ins, and true move-in-ready condition. The versatile solarium expands your living experience as a home office, lounge, fitness area, or creative retreat overlooking serene conservation views. Residents enjoy resort-style amenities within a secure, gated, guard-attended community, including a pool and spa, fitness center, private movie theater, indoor air-conditioned basketball and racquetball courts, tennis, playground, car wash station, and a full clubhouse with business center, billiards, and outdoor kitchen. The HOA provides exceptional value by covering water, sewer, trash, Spectrum high-speed Wi-Fi, and basic cable, along with exterior maintenance, landscaping, and full amenity upkeep—significantly reducing monthly utility expenses and eliminating multiple separate bills, while also contributing to lower overall insurance costs through the community master policy. Ideally located in the heart of Southwest Orange County, the home is just minutes from Winter Garden Village at Fowler Groves and the combined historic lifestyle corridor of Downtown Winter Garden and surrounding areas, featuring brick-lined streets, waterfront charm, coffee shops, breweries, boutique shopping, dining, farmers markets, and preserved local landmarks. Outdoor living is a major highlight, with immediate access to the West Orange Trail—an approximately 22-mile paved rail-trail and one of Central Florida’s premier outdoor recreation corridors. The trail runs directly through Winter Garden and connects nearby communities including Oakland and Apopka, serving as a central hub for biking, jogging, walking, skating, and daily health and wellness living, with direct access into the Downtown Winter Garden district. Quick access to SR 429, SR 408, Florida’s Turnpike, and I-4 provides seamless connectivity to International Drive, Disney, Universal, and the entire Orlando corridor. When you combine the premium condition of the home, brand-new stainless steel appliances, elevated corner conservation lot, low-maintenance ownership, and the unmatched lifestyle and location advantages, this stands as one of the strongest value opportunities in all of Southwest Orange County at its price point. Reach out for questions and schedule your private showing today.
Listing is courtesy of: US REALTY HUB LLC (407-900-1001)
Listing Agent: German Guardiola (407-921-0438)
5973 CYPRESS HILL RD, WINTER GARDEN, FL 34787
$700,00020 Days on yellowkey MLS ID: O6412179
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3532 Built: 2017Monthly Fee: $195 Tax: $9,630 (2025)Community: IndependneceSingle Family
Taxes:$9,630
Elementary School: Independence Elementary
Remarks: Welcome to 5973 Cypress Hill Road, an exceptional 5-bedroom, 3.5-bathroom home offering nearly 3,500 square feet of thoughtfully designed living space in the highly sought-after Independence community of Winter Garden. Located in the heart of Horizon West, one of Central Florida's fastest-growing and most desirable areas, this move-in-ready home combines spacious living, resort-style amenities, top-rated schools, and unbeatable convenience. Step inside and discover a versatile floor plan designed for today's lif estyle. Multiple living spaces, including a formal living room, family room, and great room, provide the flexibility needed for entertaining, working from home, multigenerational living, or simply enjoying time with family. The spacious first-floor primary suite offers a private retreat away from the secondary bedrooms, while each of the five bedrooms features its own walk-in closet, abundant natural light, and comfortable carpeting. With room for everyone and everything, this home delivers the space buyers are searching for. At the heart of the home, the kitchen features stainless steel appliances, ample cabinetry, tile flooring, and generous workspace for meal preparation and entertaining. The washer, dryer, and all kitchen appliances convey with the sale, making your transition seamless. Step outside to the screened lanai and enjoy Florida living year-round. Whether you're enjoying your morning coffee, hosting weekend barbecues, or unwinding after a long day, this outdoor living space provides the perfect setting. Additional highlights include a newer HVAC system, a two-car garage, ceramic tile flooring in the main living areas, and abundant storage throughout the home. Residents of Independence enjoy access to an impressive collection of community amenities, including resort-style swimming pools, a fitness center, parks, playgrounds, walking trails, sports courts, and year-round community events. The location places you just minutes from Hamlin Town Center, downtown Winter Garden, shopping, dining, entertainment, major highways, and world-renowned attractions including Walt Disney World. Families will appreciate the home's location within the highly regarded school zones for Independence Elementary, Bridgewater Middle School, and Windermere High School. If you've been searching for a spacious Winter Garden home for sale with a downstairs primary suite, walk-in closets in every bedroom, resort-style community amenities, and convenient access to everything Central Florida has to offer, 5973 Cypress Hill Road deserves a spot at the top of your list. Schedule your private showing today and experience the Independence lifestyle for yourself. All information provided is deemed reliable but not guaranteed. All buyers should verify all information provided
Listing is courtesy of: NEARBY REALTY (407-349-7533)
Listing Agent: Michael Ellingson (970-978-8101)
8289 TOPSAIL PL, WINTER GARDEN, FL 34787
$890,00017 Days on yellowkey MLS ID: S5151179
REDUCED by $30,000 (3.3%) on 06/16/2026
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2755 Built: 2020Monthly Fee: $350 Tax: $11,564 (2024)Community: Lakeshore Preserve Ph 5Spa: NoSingle Family
Taxes:$11,564
Tax Year: 2024
Remarks: Stunning home 4 bedrooms all suites, located in the Lakeshore community. This beautiful residence offers a perfect blend of modern elegance and comfort. House just has been used from Original owner twice a year since built as a second home, looks brand new! Fully upgraded Kitchen with High end Jen Air appliances, Quartz Waterfall Island countertop, upgraded cabinets and quartz countertops thru out the house.. Extensive custom Carpentry work thru out the house. Deep Lot with plenty of space for a large pool with pre wired and pre plumbing for a future summer kitchen. Residents enjoy resort-style amenities, including clubhouse, fitness center, resort-style pool and proximity to top-rated schools, shopping, and major highways.
Listing is courtesy of: MIAMI BRAZIL INVESTMENTS, LLC (561-479-9047)
Listing Agent: Ricardo Oliveira (561-479-9047)
15149 CANOE PL, WINTER GARDEN, FL 34787
$798,89218 Days on yellowkey MLS ID: O6412776
REDUCED by $108 (0.0%) on 06/16/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3081 Built: 2019Monthly Fee: $385 Tax: $9,388 (2025)Community: Lakeshore Preserve Ph 2Single Family
Taxes:$9,388
Remarks: Imagine coming home to space, style, and ease—where every detail is already done. This move-in-ready Toll Brothers home offers 4 bedrooms, 3.5 baths, and 3,304 sq. ft. in one of Horizon West’s most desirable communities. From the Tuscan-inspired curb appeal and welcoming front porch to the bright, open living spaces, this home was designed for comfort, flexibility, and effortless entertaining. The chef’s kitchen features a large island and flows seamlessly into the family room and covered lanai. With two primary suites, including one on the main level, the floor plan is ideal for guests, multigenerational living, or a private owner’s retreat. The oversized backyard offers room to create your dream outdoor oasis, including space for a future pool. Enjoy resort-style amenities with lawn care included, a clubhouse, fitness center, parks, playgrounds, and a lakeside pool overlooking Panther Lake. Located minutes from top-rated schools, Hamlin Town Center, Disney, and everything Horizon West has to offer. Luxury without waiting. Space without compromise. This is where your next chapter begins.
Listing is courtesy of: RE/MAX ASSURED (800-393-8600)
Listing Agent: William Grim, Iii (407-314-9784)
113 W DIVISION ST, WINTER GARDEN, FL 34787
$525,99053 Days on yellowkey MLS ID: S5148787
REDUCED by $13,910 (2.6%) on 06/16/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1487 Built: 1951 Tax: $4,920 (2025)Community: Winter Garden Shores RepSingle Family
Taxes:$4,920
Remarks: Welcome a beautifully remodeled Winter Garden home that seamlessly blends classic charm with modern upgrades! step inside to discover an open-concept kitchen, top appliances, quartz countertops, sleek modern bathrooms, new windows, and durable waterproof laminate floors, excellent screen porch. Perfect for everyday living and entertaining alike. New windows flood the interior with natural light, while luxury flooring flows throughout for effortless style and maintenance. This inviting 4-bed, 2-bath residence offers 1,487 sq ft of thoughtfully reimagined living space on a generous 0.17-acre lot in the desirable Winter Garden Shores neighborhood. Relax in sleek, modern bathrooms and enjoy the lush Florida weather from your excellent screened porch, ideal for morning coffee or evening gatherings. The home also includes an attached garage and has been upgraded with central air and updated finishes throughout. Located just moments from top schools, City Hall, dining, parks, and major commute routes, this home offers convenience without compromising. Whether you’re a growing family, first-time buyer, or relocating to the area, this Winter Garden gem is not to be missed! Owner offering 5k to closing cost..
Listing is courtesy of: AGENT TRUST REALTY CORPORATION (407-251-0669)
Listing Agent: Marcelo Garrido (321-502-4448)
503 FIRST CAPE CORAL DR, WINTER GARDEN, FL 34787
$556,00095 Days on yellowkey MLS ID: O6381166
1 Days Off yellowkey (back on 6/16/2026)
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2365 Built: 2006Monthly Fee: $123 Tax: $3,974 (2024)Community: Black Lake Park Ph 01Single Family
Taxes:$3,974
Remarks: Under contract-accepting backup offers. PRICE IMPROVEMENT!! Set within a gated community, Black Lake Park, just moments from Winter Garden Village - This beautifully maintained corner-lot residence offers a rare blend of everyday convenience and true lake-life access. A standout feature of the community is the PRIVATE BOAT RAMP and dedicated boat parking, providing direct entry to Black Lake — an exceptional amenity seldom found so close to town. The home itself has been thoughtfully cared for and updated, featuring a 2022 roof, fully fenced backyard, and an open, airy floor plan designed for both comfort and entertaining. High ceilings enhance the sense of space, while the primary suite serves as a private retreat with two walk-in closets and generous proportions throughout. Ideally located near top local restaurants, shopping, and entertainment, this home is just a five-minute drive to historic Plant Street in downtown Winter Garden and offers easy access to major highways for a seamless commute. Whether enjoying waterfront weekends, dining out nearby, or relaxing at home, this property delivers a lifestyle that is as convenient as it is distinctive.
Listing is courtesy of: REGENCY REAL ESTATE LLC (407-469-5021)
Listing Agent: Heather Spirazza (407-757-6022)
12541 GOLD HONEYSUCKLE ST, WINTER GARDEN, FL 34787
$819,99018 Days on yellowkey MLS ID: O6412476
REDUCED by $10,000 (1.2%) on 06/16/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2636 Built: 2026Monthly Fee: $96 Tax: $10,790 (2026)Community: Osprey RanchSingle Family
Taxes:$10,790
Tax Year: 2026
Remarks: Under Construction. .
Listing is courtesy of: K HOVNANIAN FLORIDA REALTY (321-263-2601)
Listing Agent: Richard Selikoff (201-741-7242)
931 KYLEE ALY, WINTER GARDEN, FL 34787
$766,00046 Days on yellowkey MLS ID: O6404673
REDUCED by $1,000 (0.1%) on 06/16/2026
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2831 Built: 2022Monthly Fee: $393 Tax: $9,637 (2025)Community: Oakland ParkSingle Family
Taxes:$9,637
Remarks: ***Seller to offer up to $17,000 toward buyer's closing cost & or rate buy down.*** There is a distinct rhythm to life in Oakland Park that cannot be replicated anywhere else in Central Florida. It is a refined balance of Old Florida charm and modern luxury, where tree-lined streets, curated green spaces, and intentional design create a true sense of place. As you enter the community, everything feels elevated and thoughtfully composed, with the 22-mile West Orange Trail serving as the heartbeat that connects residents to both nature and one another. At 931 Kylee Alley, this lifestyle is fully realized. Positioned on a prominent corner lot, this David Weekley Stoneybrook residence showcases timeless architecture with a clean, sophisticated presence. One of the greatest luxuries here is the ease of ownership. The homeowners' association provides full landscaping maintenance, allowing the property to remain in pristine condition without demanding your time. Your weekends are yours to enjoy, not manage. Inside, the home immediately impresses with intentional sightlines and natural light. Built in 2022, the design feels both current and enduring. Soaring ceilings and expansive windows, complemented by custom plantation shutters, create a bright yet grounded atmosphere. The gourmet kitchen anchors the home, featuring an oversized island with sleek, solid surface countertops that serve as the perfect setting for gathering, entertaining, or everyday living. The floor plan is designed for both connection and privacy. The main level offers a flexible and refined space that can function as a guest suite or executive-style home office. Upstairs, the private quarters provide a peaceful retreat. The primary suite is expansive and serene, complete with a spa-inspired bath designed for relaxation at the end of the day. Living here means immediate access to the West Orange Trail and the best of Winter Garden. Bike to Plant Street, enjoy the Saturday Farmers Market, or simply take in the charm of one of Central Florida’s most sought-after destinations. Within Oakland Park, residents enjoy resort-style amenities, including multiple pools, a clubhouse, and a dog park, all contributing to a true lock-and-leave lifestyle. From an investment perspective, this property stands out. It offers an exceptional price per square foot for Oakland Park, with pricing thoughtfully adjusted to reflect the opportunity for upstairs flooring customization. In a community where demand continues to outpace supply, especially for newer construction on premium corner lots, this home represents both immediate value and long-term upside. 931 Kylee Alley is more than a home. It is a strategic acquisition within one of Winter Garden’s most desirable communities.
Listing is courtesy of: COMPASS FLORIDA LLC (407-203-9441)
Listing Agent: Matthew Mckee (407-948-0658)
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