0.34 mi
Distance
| Address | Bed / Bath | Listing Price |
|---|---|---|
14085 JOMATT LOOP
In the sought-after Cypress Reserve community of Winter Garden, this six-bedroom, four-bathroom residence embodies the art of living beautifully. With two primary suites, a theater and media room, an upstairs library/homework room that could easily serve as a seventh bedroom, and an expansive loft,
Living Area:
4857 Sqft.
|
6
Beds,
4
Baths
|
$1,049,000 |
14073 JOMATT LOOP
Discover luxury living in the serene Cypress Reserve community — a stunning 7-bedroom, 4-bath residence spanning 4,850 sq ft of thoughtfully designed space. Nestled within a low-HOA neighborhood, this home offers effortless access to SunRidge Elementary and Middle Schools just a short stroll away,
Living Area:
4847 Sqft.
|
7
Beds,
4
Baths
|
$1,075,000 |
15201 E OAKLAND AVENUE
Step into a life of refined Southern charm and modern luxury at 15201 E Oakland Ave, nestled in the coveted Oakland Park community of Winter Garden. This custom Modern Farmhouse sits on a .44-acre fully fenced lot, anchored by two majestic oak trees, offering 4,507 square feet of thoughtfully design
Living Area:
4507 Sqft.
|
4
Beds,
5
Baths
|
$3,000,000 |
626 OXFORD CHASE DRIVE
Welcome to this truly exceptional estate home in the exclusive gated community of Oxford Chase, a residence that blends thoughtful design, upscale finishes, and resort-style living. Nestled on a serene lot, this 5-bedroom (all ensuite) home offers a rare combination of space, privacy, and family-for
Living Area:
4478 Sqft.
|
5
Beds,
5
Baths
|
$1,250,000 |
15976 CITRUS KNOLL DRIVE
MOVE IN READY! FULLY FURNISHED! This stunning One-Story POOL home perfectly combines elegance, comfort, and convenience in one of Winter Garden’s most sought-after Gated Communities, Hickory Hammock. Situated on a Premium Corner Lot, the home offers a Fully Fenced Yard with a sparkling Saltwater P
Living Area:
2953 Sqft.
|
5
Beds,
4
Baths
|
$950,000 |
131 RYAN COURT
Discover your next home at 131 Ryan Ct in charming Oakland, FL. This well-maintained 3-bedroom, 2-bathroom house features beautiful wood-look tile floors throughout the entire home.
Recent updates make this property move-in ready. The roof was replaced in 2021, followed by a new AC system in 2020
Living Area:
1513 Sqft.
|
3
Beds,
2
Baths
|
$545,000 |
14373 BLACK LAKE PRESERVE STREET
!!BACK ON MARKET WITH A RECENT PRICE REDUCTION!! Seller may consider buyer concessions if made in an offer
****Located in the desirable GATED COMMUNITY of Black Lake Preserve, this spacious two-story POOL HOME offers style, comfort, and a prime Winter Garden location! Built in 2017 and thoughtfu
Living Area:
3690 Sqft.
|
5
Beds,
3
Baths
|
$725,000 |
15669 CITRUS HARVEST ROAD
FULLY FURNISHED, including the Jacuzzi and mounted TVs. Located in the heart of Winter Garden, this stunning 2-story CORNER lot home has been fully remodeled (2022–2023) with over $250K in upgrades. Featuring 4 bedrooms, 3.5 baths, a private office, and an upstairs loft, the open floor plan is fil
Living Area:
3407 Sqft.
|
4
Beds,
4
Baths
|
$1,049,000 |
16079 BLACK HICKORY DRIVE
Come see this beautiful 5 bedroom and 4 bathrooms property! The exterior of the house was recently painted! It has a 3 car garage and a great driveway with enough space for all your cars! It is on an oversized corner lot that around 0.31 acres and the most important thing is that it is already fence
Living Area:
3505 Sqft.
|
5
Beds,
4
Baths
|
$1,050,000 |
529 JOHNS LANDING WAY
Welcome to your dream home in a prestigious gated community! This stunning 4-bedroom, 3-bathroom house offers 2,650 square feet of comfortable living space designed for both relaxation and entertainment. The thoughtfully designed layout includes a versatile fourth bedroom that can easily serve as a
Living Area:
2650 Sqft.
|
4
Beds,
3
Baths
|
$675,000 |
877 TILDEN OAKS TRAIL
Modern Craftsman Charmer in Oakland Park – Corner Lot, No Rear Neighbors, and Steps from the West Orange Trail!
Welcome to 877 Tilden Oaks Trail, a beautifully designed David Weekley Modern Craftsman home in the heart of Oakland Park—one of Winter Garden’s most sought-after communities. Featu
Living Area:
3084 Sqft.
|
5
Beds,
4
Baths
|
$1,050,000 |
15916 CITRUS KNOLL DRIVE
If you’ve been waiting for the right moment—lower interest rates and a new $50K price improvement just made this home even easier to say yes to! Your Private Retreat in Winter Garden’s Gated Hickory Hammock awaits!
Imagine waking up to wide-open conservation views—two lakes and a pond stret
Living Area:
2843 Sqft.
|
5
Beds,
4
Baths
|
$899,000 |
326 LARGOVISTA DRIVE
Welcome to your dream home in the highly sought-after Johns Landing community! This immaculate 4-bedroom, 3-bathroom residence offers a perfect blend of elegance, comfort, and convenience—nestled in the heart of charming Oakland, FL. From the moment you step inside, you’ll be greeted by soaring
Living Area:
3182 Sqft.
|
4
Beds,
3
Baths
|
$649,900 |
854 TILDEN OAKS TRAIL
This former J & J Building model home has never been lived in and has been carefully cared for. With 3,453 sq. ft. in the main house, it offers 4 bedrooms, 3.5 baths, and an oversized 2.5-car garage with extra space for a golf cart. A detached 538 sq. ft. pool house adds valuable flexibility, offeri
Living Area:
3991 Sqft.
|
5
Beds,
5
Baths
|
$1,795,000 |
514 LYNDON PLACE
Your Winter Garden dream home awaits! This 4 bedroom, 3 bathroom property offers 2,600 sq ft of thoughtfully designed living space on a spacious corner lot, blending elegance with everyday comfort. From the moment you arrive, the brick paver driveway, 3-car garage, and inviting covered front patio c
Living Area:
2600 Sqft.
|
4
Beds,
3
Baths
|
$749,000 |
15986 JOHNS LAKE OVERLOOK DRIVE
Experience breathtaking lakefront living in this exceptional estate home with a private dock in one of Winter Garden’s most sought-after gated communities: Hickory Hammock at Johns Lake. Perfectly positioned on the shores of Johns Lake, this spacious 5-bedroom, 4 full-bath, 2 half-bath residence o
Living Area:
4498 Sqft.
|
5
Beds,
6
Baths
|
$2,099,999 |
14804 COSCESTER STREET
Welcome to your dream home in the highly sought-after community of Winter Garden! This beautiful New Constitution home with NO HOA maintained 3-bedroom, 2.5- bathroom residence offers the perfect blend of comfort, style, and convenience. Featuring an open-concept layout with abundant natural light,
Living Area:
1456 Sqft.
|
3
Beds,
3
Baths
|
$409,999 |
219 LARGOVISTA DRIVE
Investor Special! Located in the highly desirable, gated lakefront community of Johns Landing. This spacious 5-bedroom, 4-bathroom pool home offers nearly 4,000 sq. ft. of living space (excluding garage) and features two upstairs primary suites, additional bedrooms with a loft and bathroom, plus a d
Living Area:
3903 Sqft.
|
5
Beds,
4
Baths
|
$610,000 |
15862 CITRUS GROVE LOOP
Welcome to this stunning residence located in the highly sought-after gated community of Winter Garden. A nature lover's paradise, this beautifully landscaped home sits on a quarter-acre lot, backing up to a serene, natural spring-fed canal with no rear neighbors, leading to the scenic Lake Burnett.
Living Area:
2043 Sqft.
|
4
Beds,
2
Baths
|
$679,000 |
101 N STARR STREET
Seller is offering First Mortgage Owner Financing up to $750,000 at 4.3% interest rate with a 3-year Balloon structure, to be organized by a real estate attorney.
Welcome to 101 N Starr Street, an exceptional single-story, custom-built residence nestled in the heart of historic Oakland, Florida?
Living Area:
2502 Sqft.
|
3
Beds,
4
Baths
|
$1,450,000 |
229 LARGOVISTA DRIVE
**NEW PRICE – MUST-SEE LUXURY POOL HOME!**
Prepare to fall in love with this stunning 5-bedroom, 4-bathroom home located in the exclusive gated community of *Johns Landing*. Offering nearly 3,500 sq. ft. of meticulously designed living space, this home is the perfect blend of elegance, comfort,
Living Area:
3449 Sqft.
|
5
Beds,
4
Baths
|
$619,900 |
14481 BREAKWATER WAY
when you walk in high ceiling and gas stove Living is easy in the impressive two-story, three-car garage, 3,627 square foot Lancaster. This floorplan encompasses five spacious bedrooms, three luxurious baths, a formal living and dining area, and a generous family room and a separate gathering room.
Living Area:
3690 Sqft.
|
5
Beds,
3
Baths
|
$655,000 |
813 MARSH REED DRIVE
Welcome to this beautifully maintained residence in the highly desirable Johns Lake Pointe community of Winter Garden—where comfort, style, and convenience converge.
This spacious home showcases elegant porcelain tiles in the main living areas and luxury vinyl plank flooring throughout all bedroo
Living Area:
3148 Sqft.
|
5
Beds,
4
Baths
|
$629,000 |
610 STRIHAL LOOP
***MOTIVATED SELLERS!!! ***Don’t Miss This One. Welcome home to John’s Landing, one of Oakland’s most loved gated lakefront communities near beautiful Johns Lake. This stunningly updated home feels fresh, modern, and move-in ready, yet still warm and welcoming from the moment you step inside.
Living Area:
2490 Sqft.
|
4
Beds,
2
Baths
|
$555,000 |
15058 SAWGRASS BLUFF DRIVE
Welcome to your move-in ready haven in Winter Garden's highly desirable Johns Lake Pointe community! This expansive 2,626 sq. ft. home sits on a generous 0.22-acre corner lot.
Enjoy the comfort of a brand new A/C unit installed in January 2025 and freshly painted interiors (2022) that create a cr
Living Area:
2626 Sqft.
|
4
Beds,
3
Baths
|
$620,000 |
1244 WATER MAPLE DRIVE
Pre-Construction. To be built. Introducing the Hamlin model by Element Home Builders—a stunning 4,859 square-foot residence designed for luxurious living and modern comfort. With 6 spacious bedrooms and 5.5 beautifully appointed bathrooms, this home offers ample space for families of all sizes and
Living Area:
4859 Sqft.
|
6
Beds,
6
Baths
|
$2,295,000 |
1238 WATER MAPLE DRIVE
Pre-Construction. To be built. Welcome to the Blossom home plan by Element Home Builders, where elegance meets functionality in a spacious, open layout. Boasting soaring ceilings and an expansive 12-foot kitchen island with abundant storage, this home is designed for both family living and entertain
Living Area:
4388 Sqft.
|
5
Beds,
6
Baths
|
$2,150,000 |
1149 PRADO LANE DRIVE
Pre-Construction. To be built. Welcome to the Clementine Floorplan by Element Home Builders – A Stunning New Home in Oakland's Premier Community!
Discover your dream home with the Clementine Floorplan, a thoughtfully designed residence nestled in Oakland's newest, most sought-after community. T
Living Area:
3596 Sqft.
|
5
Beds,
6
Baths
|
$1,975,000 |
1232 WATER MAPLE DRIVE
Pre-Construction. To be built. Presenting the Citrus plan by Element Home Builders—a spacious home designed for modern living. With 5 bedrooms and 5 bathrooms, and 3 powder bathrooms, this expansive layout provides the perfect combination of comfort, style, and functionality. Every inch of this ho
Living Area:
4433 Sqft.
|
5
Beds,
8
Baths
|
$2,175,000 |
166 HAMMOCK PRESERVE LOOP
Under Construction. UPDATE: Ahead of schedule with an estimated completion in NOV.-DEC. 2025. Please see attached package for full renderings and finishes. 166 Hammock Preserve Loop offers one of the finest new construction custom homes in Winter Garden, FL. Built by AR Homes—celebrating over 40 y
Living Area:
3186 Sqft.
|
4
Beds,
4
Baths
|
$1,675,000 |
931 KYLEE ALLEY
JUST REDUCED! Welcome to this exceptional David Weekley “Stoneybrook” residence in the highly sought-after Oakland Park community—just two years young and thoughtfully designed for both comfort and style. This four-bedroom, four-bath home spans 2,831 square feet of beautifully appointed living
Living Area:
2831 Sqft.
|
4
Beds,
4
Baths
|
$835,000 |