Search Results: Single Family Homes in Winter Garden for Sale

13377 LAKE BUTLER BOULEVARD
WINTER GARDEN FL 34787

Residential / Single Family Residence

5 Bed  ·  4 Bath  ·  2 Half Baths  ·  6,000 SqFt  ·  $999/SqFt

Days on Market: 124

County: Orange
Legal Subdivision Name: NONE
Year built: 1990
Garage: Yes 6 vehicles
Private Pool: Yes
Lot Size (in acres): 12.42

Pre-Construction. To be built. To be Built, Rendering provided by master custom home builder, David Konkol of Konkol Custom Homes. However, buyer can work with builder to build any design buyer prefers (pricing to adjust accordingly). The property is spectacular waterfront acreage with boat dock on boatable, skiable Lake Roper. Acreage is 12.4 +/- with some conservation. Zoned A-1 (agricultural zoning designation). Very quiet. Very private. No HOA and close to Winter Garden and Windermere amenities as well as all theme parks.

14168 LARKSPUR LAKE DRIVE
WINTER GARDEN FL 34787

Residential / Single Family Residence

6 Bed  ·  6 Bath  ·  2 Half Baths  ·  6,442 SqFt  ·  $514/SqFt

Days on Market: 85

County: Orange
Legal Subdivision Name: SHOREFRONT COVE
Year built: 2025
Garage: Yes 4 vehicles
Waterfront: Yes
Lot Size (in acres): 3.48

Under Construction. Exquisite Luxury Estate in Shorefront Cove at Horizon West. Presenting a rare opportunity to own a premier residence in the sought-after Shorefront Cove community of Winter Garden’s Horizon West. This elegant two-story estate offers 6,442 square feet of impeccably designed living space, showcasing refined luxury, modern convenience, and breathtaking views of Huckleberry Lake. Boasting 6 spacious bedrooms, 6 full bathrooms, and 2 half baths, this home features dual primary suites, one on the main level and one on the upper level, bonus room, wet bar, theater, large lanai, and 4-car garage offering ample storage and convenience. This residence ... Read more....»

10301 SAVANNAH RIDGE LANE
WINTER GARDEN FL 34787

Residential / Single Family Residence

6 Bed  ·  6 Bath  ·  1 Half Bath  ·  7,428 SqFt  ·  $444/SqFt

Days on Market: 194

County: Lake
Legal Subdivision Name: SAVANNAH RIDGE SUB
Year built: 2016
Garage: Yes 3 vehicles
Private Pool: Yes
Lot Size (in acres): 2.96

Welcome to the epitome of luxury living in the Savannah Ridge Community. This exclusive pool home combines elegance sophistication, and tranquility in one captivating package. Step in a world of opulence where you will be greeted by a elegant foyer that flowes seamlessly into a spacious living area adorned with exquisite finished and designer touches throughout. The gourmet kitchen is a chef's dream, boasting six bedroom and six bathrooms within 6,493 square feet of space, boasting state of the art appliances, custom cabinetry, with Spanish marble floor. This home has chandelier from Czech Republic, crown molding and ornamental iron works ... Read more....»

6621 POINT HANCOCK DRIVE
WINTER GARDEN FL 34787

Residential / Single Family Residence

5 Bed  ·  4 Bath  ·  2 Half Baths  ·  5,713 SqFt  ·  $569/SqFt

Days on Market: 4

County: Orange
Complex/CommunityName: INDEPENDENCE
Legal Subdivision Name: SIGNATURE LAKES, INDEPENDENCE
Year built: 2019
Garage: Yes 4 vehicles
Private Pool: Yes
Waterfront: Yes
Lot Size (in acres): 1.39

Independence * Exquisite LAKEFRONT home on Lake Hancock so close to Disney you see Disney fireworks ** Prime culdesac location and 1.39 acre pie shaped lot ** 320x4' Trex deck dock (2021) extending all the way from the patio to the covered boathouse w water, electric, powered +/-10x23' boat lift boat & powered double jetski lift (2021) ** 2019 custom home built by Sorenson Construction ** Superb quality finishes w strong attention to detail incl solid wood cabinetry kitchen & baths, laundry room all soft close, crown molding each rm, all 9' solid wood doors, custom closet built ins in ... Read more....»

7723 GREEN MOUNTAIN WAY
WINTER GARDEN FL 34787

Residential / Single Family Residence

6 Bed  ·  6 Bath  ·  1 Half Bath  ·  5,174 SqFt  ·  $578/SqFt

Days on Market: 1

County: Orange
Legal Subdivision Name: SUMMERLAKE PD PH 3A
Year built: 2018
Garage: Yes 3 vehicles
Private Pool: Yes
Waterfront: Yes
Lot Size (in acres): 1.72

An extraordinary lakefront estate in the coveted Lake Hancock community, showcasing a newly constructed luxury deck and private lake access. This remarkable home spans over 5,000 sq. ft., masterfully blending sophistication, comfort, and modern functionality.

2827 SANCTUARY LANE
WINTER GARDEN FL 34787

Residential / Single Family Residence

3 Bed  ·  2 Bath  ·  1 Half Bath  ·  2,178 SqFt  ·  $1,263/SqFt

Days on Market: 230

County: Orange
Legal Subdivision Name: LAKE AVALON GROVES
Year built: 1987
Garage: Yes 3 vehicles
Lot Size (in acres): 4.53

Great Opportunity that you wont find in winter garden 9 acres available for you. Home has been remodeled and can be build home at every 4 acres . You can build your dream home , no hoa.

16077 BARKLY RIDGE COURT
WINTER GARDEN FL 34787

Residential / Single Family Residence

6 Bed  ·  5 Bath  ·  2 Half Baths  ·  5,248 SqFt  ·  $511/SqFt

Days on Market: 24

County: Orange
Legal Subdivision Name: AVALON RIDGE
Year built: 2024
Garage: Yes 2 vehicles

$2,480,000 WITHOUT FURNITURE OPTION AVAILABLE — LIST PRICE OF $2,680,000 INCLUDES ALL FURNITURE. Impressive two-story residence located in Avalon Ridge, Winter Garden. Built in 2024, this home features 6 bedrooms, 5 full baths and 2 half baths, with a floor plan that perfectly balances elegance and functionality. Custom high-end carpentry is present throughout, including built-in cabinets, walk-in closets, vanities, and a kitchen designed to stand out. All original floors were replaced with premium materials, and every closet was redesigned to maximize space and organization. There are two electrical spots to car charge included. The living areas are open and inviting, ... Read more....»

17144 PHIL C PETERS ROAD
WINTER GARDEN FL 34787

Residential / Single Family Residence

4 Bed  ·  4 Bath  ·  1 Half Bath  ·  4,633 SqFt  ·  $561/SqFt

Days on Market: 381

County: Orange
Legal Subdivision Name: LAKE AVALON GROVES REP
Year built: 1982
Garage: No
Lot Size (in acres): 2.50

Pre-Construction. To be built. 4 Bedroom, 4.5 Bathroom, 4 Car Garage Custom Home! 4633 sq ft of living space, set on a sprawling 2.5 acre lot. The property exudes tranquility with its lush mature landscape, offering ample room for a pool, outdoor activities, gardening, or farm animals. Inside, the home features a modern layout with luxurious finishes, a spacious kitchen, formal and informal dining, office, game room and a lavish Master Suite which features double tray ceilings, his and her closests, large shower and a freestanding tub. Outside, the large lot provides privacy and a peaceful escape, while still being ... Read more....»

13377 LAKE BUTLER BOULEVARD
WINTER GARDEN FL 34787

Residential / Single Family Residence

4 Bed  ·  4 Bath  ·  1 Half Bath  ·  4,961 SqFt  ·  $504/SqFt

Days on Market: 203

County: Orange
Legal Subdivision Name: NONE
Year built: 1990
Garage: Yes 4 vehicles
Private Pool: Yes
Waterfront: Yes
Lot Size (in acres): 12.42

Fantastic opportunity to purchase 12+ acres of private, quiet lake front property in Winter Garden/Windermere area on West Lake Butler Blvd. with 4+ acres high and dry and no HOA. Property currently boasts dock with electricity and boat lift on a skiable lake. There is an existing house that could be remodeled or torn down and start fresh. Home is 4961 square feet and built in 1990 with approximately 844 linear feet of lakefront property on Lake Roper. Home could also be built as a multigen and could be larger if needed with ample room for multiple garage spaces as ... Read more....»

7757 SUMMERLAKE POINTE BOULEVARD
WINTER GARDEN FL 34787

Residential / Single Family Residence

4 Bed  ·  4 Bath  ·  5,178 SqFt  ·  $460/SqFt

Days on Market: 49

County: Orange
Legal Subdivision Name: SUMMERLAKE PD PH 1B A REP
Year built: 2013
Garage: Yes 3 vehicles
Private Pool: Yes
Lot Size (in acres): 1.64

Stunning custom-built lakefront pool home on Lake Hancock offering luxury, comfort, and breathtaking views from nearly every room. Designed for entertaining, this remarkable residence features a chef’s dream kitchen with a wrap-around bar, center island, Bertazzoni 5-burner gas range, double ovens, walk-in pantry, granite countertops, stainless steel appliances, and a stylish tile backsplash. The open living and family rooms flow seamlessly to the spacious lanai through elegant French doors, complete with retractable screens and a built-in gas grill for effortless indoor-outdoor living. The luxurious downstairs primary suite boasts a custom tray ceiling, spa-inspired bath with dual vanities, walk-in shower, large ... Read more....»

9014 MORGANA COURT
WINTER GARDEN FL 34787

Residential / Single Family Residence

5 Bed  ·  4 Bath  ·  1 Half Bath  ·  4,436 SqFt  ·  $530/SqFt

County: Orange
Legal Subdivision Name: AVALON COVE
Year built: 2022
Garage: Yes 3 vehicles
Private Pool: Yes
Waterfront: Yes

This is more than a house ~ it is a fully furnished, turnkey lakefront retreat designed to stop you in your tracks the moment you walk through the door! Perfectly positioned on Hickorynut Lake within the exclusive Avalon Cove, this custom Jones Homes residence was built in 2022 and is one of only 49 homes in this intimate luxury enclave. From the instant you enter, you are met with a rare “water-on-water” moment – breathtaking panoramic lake views that frame the entire living space and set the tone for everything that follows. Designed for effortless living and unforgettable entertaining, the ... Read more....»

16689 BROADWATER AVENUE
WINTER GARDEN FL 34787

Residential / Single Family Residence

7 Bed  ·  6 Bath  ·  1 Half Bath  ·  5,283 SqFt  ·  $426/SqFt

Days on Market: 2
Cumulative Days on Market: 220

County: Orange
Legal Subdivision Name: TWINWATERS
Year built: 2016
Garage: Yes 3 vehicles
Waterfront: Yes

Perfectly positioned within Twinwaters, one of Winter Garden’s most sought-after communities, this remarkable 7-bedroom, 6.5-bath residence captures the essence of refined Florida living. Built in 2016 and extensively upgraded, it now combines modern sophistication with timeless design — offering over 5,200 square feet of thoughtfully curated space designed for both relaxation and entertaining. The home enjoys access to private, motorized Johns Lake, offering opportunities for boating, paddleboarding, and lakefront leisure, with ample room for a future dock and a resort-style pool to complete the lakeside lifestyle. Step inside a transformed space. Newly installed luxury vinyl plank flooring extends throughout the ... Read more....»

15783 TANGERINE DREAM COURT
WINTER GARDEN FL 34787

Residential / Single Family Residence

5 Bed  ·  4 Bath  ·  2 Half Baths  ·  4,478 SqFt  ·  $480/SqFt

Days on Market: 50

County: Orange
Complex/CommunityName: EMERALD POINTE
Legal Subdivision Name: HICKORY HAMMOCK EMERALD POINTE
Year built: 2018
Garage: Yes 3 vehicles
Waterfront: Yes

LUXURY ISLAND HOME IN POPULAR GATED COMMUNITY. Experience modern lakefront luxury in Emerald Point, an exclusive gated island of only 28 homes within the desirable Hickory Hammock community, offering a rare blend of luxury, privacy and premium lakefront living. Perfectly positioned on Johns Lake, this contemporary two-story home showcases clean architectural lines, sophisticated finishes, and breathtaking water views, offering the ultimate in Florida living. Privacy and serenity are exceptional with wide lake views from nearly every room and a charming, landscaped park with towering oaks directly across the street. From the moment you enter, a dramatic two-story foyer with ... Read more....»

9008 MORGANA COURT
WINTER GARDEN FL 34787

Residential / Single Family Residence

5 Bed  ·  5 Bath  ·  4,934 SqFt  ·  $426/SqFt

Days on Market: 42

County: Orange
Legal Subdivision Name: AVALON COVE
Year built: 2022
Garage: Yes 3 vehicles
Private Pool: Yes
Waterfront: Yes

Set along the shoreline of Lake Hickorynut in Avalon Cove, this 2022-built lakefront residence blends refined design with the ease of modern Florida living. Positioned on a cul-de-sac corner lot of approximately 0.35 acres, the home offers long, open-water views and a lifestyle centered around indoor–outdoor connection, afternoon breezes off the lake, and sunsets enjoyed from the covered balcony or the resort-style pool terrace. The home spans approximately 4,934 square feet of living space (total 6,907 square feet), with five bedrooms and five full baths, and features tall ceilings, expansive windows, and sliding glass doors that frame the water view from ... Read more....»

15986 JOHNS LAKE OVERLOOK DRIVE
WINTER GARDEN FL 34787

Residential / Single Family Residence

5 Bed  ·  4 Bath  ·  2 Half Baths  ·  4,498 SqFt  ·  $467/SqFt

Days on Market: 139

County: Orange
Legal Subdivision Name: HICKORY HAMMOCK PH 1D
Year built: 2015
Garage: Yes 3 vehicles
Private Pool: Yes
Waterfront: Yes

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 offers the ideal combination of elegance, comfort, and outdoor adventure. Whether unwinding on the dock at sunset, setting out for a day of boating and fishing, or simply enjoying the serenity of the water from the private backyard, this home provides a rare opportunity to embrace the Florida lifestyle. Designed for both entertaining and everyday living, the ... Read more....»

17261 HEARTWOOD LOOP
WINTER GARDEN FL 34787

Residential / Single Family Residence

5 Bed  ·  5 Bath  ·  2 Half Baths  ·  6,400 SqFt  ·  $325/SqFt

Days on Market: 13

County: Lake
Legal Subdivision Name: AVALON ESTATES
Year built: 2002
Garage: Yes 5 vehicles
Private Pool: Yes
Lot Size (in acres): 4.60

Discover Winter Garden’s best-kept secret in Avalon Estates, a peaceful, horse-friendly enclave where timeless country charm meets modern luxury. This custom-built residence offers an impressive 6,400 sq. ft. under air and nearly 10,000 sq. ft. under roof, set on 4.6 picturesque acres surrounded by nature and serenity. From the moment you arrive, the inviting curb appeal and sprawling front porch set the tone for what awaits inside. Step through the double entry doors into a grand living space filled with soaring ceilings, abundant natural light, and an airy, open feel that defines Florida living at its finest. The modern farmhouse kitchen is ... Read more....»

9940 BLACK BEAR LANE
WINTER GARDEN FL 34787

Residential / Single Family Residence

4 Bed  ·  4 Bath  ·  1 Half Bath  ·  3,110 SqFt  ·  $659/SqFt

Days on Market: 227

County: Lake
Legal Subdivision Name: ACREAGE & UNREC
Year built: 2025
Garage: Yes 4 vehicles
Lot Size (in acres): 5.00

Pre-Construction. To be built. This Custom Single-Story Modern Farmhouse by Lionshead Homes is a showstopper! Set on a serene 5-acre private oasis. Plenty of space for farm animals or just enjoy the open space and tranquil surroundings. Lionshead Homes has recently built custom homes near this property. So Buyers may view a recently completed home to get an idea of fit and finish and our quality craftmanship. Located in the Avalon Rural Settlement, you'll enjoy the country lifestyle without sacrificing proximity to shopping, entertainment and the suburban lifestyle of Hamlin and Winter Garden. Call for more information or to schedule ... Read more....»

15680 PANTHER LAKE DRIVE
WINTER GARDEN FL 34787

Residential / Single Family Residence

5 Bed  ·  4 Bath  ·  2 Half Baths  ·  4,329 SqFt  ·  $462/SqFt

Days on Market: 299

County: Orange
Legal Subdivision Name: LAKESHORE PRESERVE PH 2
Year built: 2019
Garage: Yes 3 vehicles
Private Pool: Yes

Prepare to be awed by this stunning estate from the Toll Brothers executive collection in the renowned community of Lakeshore Preserve. This home presents an ultra modern layout bringing you an environment that caters to both entertaining and every day life. The first floor is open and has 2 sets of triple pane sliding glass doors that fully open to your personal oasis. Beyond the covered lanai is a beautiful pool, spa and cabana area, perfect for a mid day swim or watching Disney fireworks at night. The kitchens, indoor and outdoor, and sure to impress even the most fastidious ... Read more....»

261 ZACHARY WADE STREET
WINTER GARDEN FL 34787

Residential / Single Family Residence

4 Bed  ·  3 Bath  ·  1 Half Bath  ·  3,728 SqFt  ·  $504/SqFt

Days on Market: 67

County: Orange
Complex/CommunityName: LAKEVIEW RESERVE
Subdiv/Community Name: Not Applicable
Legal Subdivision Name: LAKEVIEW RESERVE 46/149
Year built: 2005
Garage: Yes 2 vehicles
Private Pool: Yes
Waterfront: Yes

Completely Remodeled Waterfront Luxury Home – Boater’s Paradise on Lake Apopka Experience the ultimate in lakefront living with this stunning, turnkey home on Lake Apopka in Winter Garden, in the heart of a highly desirable GOLF CART DISTRICT. Boasting over 3,700 sq. ft. of beautifully remodeled living space, this 4-bedroom, 3.5-bathroom residence combines modern luxury with waterfront charm, offering breathtaking sunrise and sunset views every day. Every inch of this home has been meticulously upgraded with nearly $450,000 invested in 2024 renovations, creating a move-in-ready oasis with high ceilings, spacious open-concept living, and designer finishes throughout. Gorgeous porcelain tile and hardwood floors ... Read more....»

1101 EAGLES PASS WAY
WINTER GARDEN FL 34787

Residential / Single Family Residence

6 Bed  ·  5 Bath  ·  4,104 SqFt  ·  $451/SqFt

Days on Market: 1

County: Orange
Legal Subdivision Name: OAKLAND PARK
Year built: 2023
Garage: Yes 3 vehicles

One or more photo(s) has been virtually staged. Modern Luxury in the Heart of Winter Garden’s Golf Cart District! Welcome to 1101 Eagles Pass Way, an exquisite 6-bedroom, 5-bathroom home situated on a desirable corner lot in the sought-after Oakland Park community—one of the few neighborhoods within Winter Garden’s beloved golf cart district. Just one block from Lake Apopka and less than two miles from the historic downtown shops and restaurants, this home beautifully blends modern luxury with small-town charm. Step inside to discover designer finishes and thoughtful craftsmanship throughout. The gourmet kitchen features top-end Monogram appliances, including a 36” dual-fuel range, ... Read more....»

15606 SHOREBIRD LANE
WINTER GARDEN FL 34787

Residential / Single Family Residence

5 Bed  ·  4 Bath  ·  1 Half Bath  ·  4,300 SqFt  ·  $430/SqFt

Days on Market: 18

County: Orange
Legal Subdivision Name: LAKESHORE PRESERVE PH 4
Year built: 2020
Garage: Yes 2 vehicles
Private Pool: Yes

Located in the sought-after Lakeshore Preserve community of Winter Garden, this 5-bedroom, 4.5-bath, 4,300 sq ft luxury lake view home offers refined design and flexibility. The home features two primary suites, one on the main level and one upstairs, ideal for multigenerational living or hosting guests. From the moment you enter, refined finishes and an open layout set the tone, enhanced by a covered entry with a two-story foyer, oak stair treads, Shaw Sonoma porcelain tile throughout the main level, and Shaw Supino LVP flooring upstairs. A formal dining room leads seamlessly through a butler’s pantry with a walk-in pantry ... Read more....»

7766 MINUTEMEN LOOP
WINTER GARDEN FL 34787

Residential / Single Family Residence

5 Bed  ·  4 Bath  ·  1 Half Bath  ·  4,716 SqFt  ·  $387/SqFt

Days on Market: 165

County: Orange
Legal Subdivision Name: WEST LAKE HANCOCK ESTATES
Year built: 2014
Garage: Yes 3 vehicles
Waterfront: Yes
Lot Size (in acres): 2.41

Experience the Best of Florida Living! Enjoy Florida’s natural beauty from the comfort of your own home with breathtaking sunset views over a serene lake. Whether you're watching the full moon rise or catching glimpses of Disney’s nightly fireworks, this modern residence offers a front-row seat to nature’s magic. Designed for both relaxation and entertaining, this spacious home boasts soaring ceilings and elegant interiors that make every day feel regal. With 5 bedrooms and 4.5 bathrooms, there's room for families of all sizes—plus dedicated spaces for a private office, guest accommodations, a home theater, and a game room. The luxurious master suite features ... Read more....»

241 N DILLARD STREET
WINTER GARDEN FL 34787

Residential / Single Family Residence

3 Bed  ·  2 Bath  ·  1 Half Bath  ·  3,507 SqFt  ·  $513/SqFt

Days on Market: 31

County: Orange
Legal Subdivision Name: J L DILLARD SUB 3
Year built: 1953
Garage: No

Seller financing opportunity!!! Welcome to a Once-in-a-Lifetime Opportunity in the Heart of Downtown Winter Garden Nestled beneath the shade of enchanting oak trees, this stately residence sits proudly on a rare triple lot in one of Central Florida’s most coveted locations — the Golf Cart District of Historic Downtown Winter Garden. Blending timeless character with modern comfort, this property captures the essence of classic Florida living just steps from the West Orange Trail, Lake Apopka, and all the boutiques, restaurants, and entertainment that make Plant Street so special. Step inside and you’ll immediately sense the warmth and natural light that fill every ... Read more....»

5526 TINY ROAD
WINTER GARDEN FL 34787

Residential / Single Family Residence

3 Bed  ·  2 Bath  ·  2 Half Baths  ·  2,474 SqFt  ·  $677/SqFt

Days on Market: 124

County: Orange
Legal Subdivision Name: NONE
Year built: 2007
Garage: Yes 3 vehicles
Waterfront: Yes
Lot Size (in acres): 4.69

A Rare Slice of Serenity in the Heart of Horizons West – 5526 Tiny Road Tucked away on nearly five peaceful, rolling acres, this one-of-a-kind property offers the perfect blend of natural beauty, privacy, and access to everything the Horizons West area has to offer — all without the restrictions of an HOA. Located within the boundaries of the desirable Independence/Summerport area, this estate gives you the best of both worlds: rural charm and freedom, with the benefits of nearby neighborhoods, sidewalks, and community trails. Set just off Tiny Road, where major improvements are planned — including landscaped medians and 10-foot sidewalks — ... Read more....»

17936 W PHIL C PETERS RD ROAD
WINTER GARDEN FL 34787

Residential / Single Family Residence

3 Bed  ·  3 Bath  ·  2 Half Baths  ·  2,146 SqFt  ·  $746/SqFt

Days on Market: 48

County: Lake
Legal Subdivision Name: ACREAGE
Year built: 1994
Garage: Yes 2 vehicles
Lot Size (in acres): 5.00

Unique live/work opportunity on 5 acres in Winter Garden! This property features a well-maintained 3-bedroom, 3-bath custom home with ±2,146 SF of living space, a screened porch, and an attached 2-car garage. Tucked away on a private, partially wooded lot, the residence offers comfort and privacy just minutes from FL-429 and local shopping.In addition to the home, the property includes ±39,700 SF of greenhouse space, a ±2,160 SF warehouse, and a detached restroom building — all part of a turnkey agricultural setup. Zoned Agricultural (A), the site is ideal for plant growers, nursery operations, or hobby farming. Whether you're looking ... Read more....»

16636 BROADWATER AVENUE
WINTER GARDEN FL 34787

Residential / Single Family Residence

6 Bed  ·  5 Bath  ·  5,177 SqFt  ·  $309/SqFt

Days on Market: 24

County: Orange
Legal Subdivision Name: TWINWATERS
Year built: 2016
Garage: Yes 3 vehicles
Private Pool: Yes

Set within Winter Garden’s desirable Twinwaters community, this expansive residence blends Mediterranean-inspired architecture with modern comfort, energy efficiency, and thoughtful upgrades throughout. Offering 5,177 square feet of living space and 6,132 total square feet under roof, the home provides six bedrooms, five full bathrooms, generous gathering areas, and an outdoor setting designed for privacy and relaxation. A stone-accented entry welcomes you into light-filled interiors where tall ceilings and open living spaces create a natural flow throughout the main level. At the heart of the home, the upgraded kitchen features premium KitchenAid appliances, extensive quartz counter space, abundant cabinetry, and a layout ... Read more....»

166 HAMMOCK PRESERVE LOOP
WINTER GARDEN FL 34787

Residential / Single Family Residence

4 Bed  ·  4 Bath  ·  3,186 SqFt  ·  $494/SqFt

Days on Market: 319
Cumulative Days on Market: 684

County: Orange
Legal Subdivision Name: OAKLAND PARK
Year built: 2025
Garage: Yes 3 vehicles

Under Construction. UPDATE: Ahead of schedule with an estimated completion is FEB 2026. 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 years of luxury homebuilding—this Carrabelle model sits in the highly sought-after Oakland Park community. Boasting 3,186 sq ft of impeccably crafted living space, the two-story open-concept floor plan features four spacious bedrooms and four full baths, including a breathtaking second-floor primary suite complete with a generous walk-in closet, spa-inspired en-suite with dual vanities, and an ... Read more....»

11630 FLYNN COURT
WINTER GARDEN FL 34787

Residential / Single Family Residence

6 Bed  ·  5 Bath  ·  3,922 SqFt  ·  $395/SqFt

Days on Market: 252

County: Lake
Legal Subdivision Name: ACREAGE
Year built: 2013
Garage: Yes 11 vehicles
Lot Size (in acres): 5.00

One or more photo(s) has been virtually staged. Rare 5-Acre Estate in Sought-After Winter Garden! Discover a truly unique opportunity to own a beautifully maintained 5-acre estate featuring two residences, a custom 1,800 sq. ft. detached garage, and endless lifestyle and investment potential. The main residence (2,666 sq. ft.) was thoughtfully crafted by a seasoned builder and showcases 4 bedrooms, 3 bathrooms, a private office, and a 3-car tandem garage. Inside, you’ll find rich American Hickory hardwood floors, a spacious kitchen with gas range, custom cabinetry, beverage bar, and a screened lanai designed for both relaxation and entertaining. The second home ... Read more....»

16548 RAVEN ROCK PLACE
WINTER GARDEN FL 34787

Residential / Single Family Residence

5 Bed  ·  4 Bath  ·  1 Half Bath  ·  4,263 SqFt  ·  $358/SqFt

Days on Market: 93
Cumulative Days on Market: 305

County: Orange
Legal Subdivision Name: TWINWATERS
Year built: 2017
Garage: Yes 3 vehicles
Private Pool: Yes

Please note that property visits will only be confirmed upon receipt of proof of funds or a pre-qualification letter. All visits will be guided by the listing agent and must be requested at least 24 hours in advance. Kindly be aware that the owners currently reside in the property.

11714 FLYNN COURT
WINTER GARDEN FL 34787

Residential / Single Family Residence

4 Bed  ·  3 Bath  ·  4,370 SqFt  ·  $349/SqFt

Days on Market: 50

County: Lake
Legal Subdivision Name: ACREAGE
Year built: 1994
Garage: Yes 3 vehicles
Private Pool: Yes
Lot Size (in acres): 5.00

Nestled in a peaceful corner of Winter Garden—yet located in Lake County for lower taxes—this beautifully maintained brick home offers the perfect blend of privacy and convenience. Property like this is a rare find! Complimenting the home, the property features an oversized barn with aluminum siding and metal roof including six, 12x12 stalls complete with running water, a tack room, and feeding stations. A separate utility building, currently used as an aviary, provides additional flexibility for hobbies, storage, or workspace. The land is fully fenced with dedicated zones for horses, and fruit trees are sprinkled throughout the property (see feature ... Read more....»