Winter Garden, FL Homes

/57
$1,580,000
- 4 Beds
- 4 Baths
- 3,487 Sq Ft
7031 Billie Ct, Winter Garden, FL 34787

Stunning LAKEFRONT home on Lake Hancock! You'll love this SINGLE LEVEL home that has had only ONE OWNER. The owners paid attention to every detail on this home, from the EXTRA WIDE for comfort, to the DUAL WATER HEATERS in the home which ensure hot water is at the ready for everyone. You'll enter the home through a gorgeous brick pavered enclosed courtyard. Inside you'll find a formal dining

Marcia Castro CASTRO REALTY GROUP

7031 Billie Ct, Winter Garden, FL 34787
/15
$2,525 per month
- 4 Beds
- 2 Baths
- 1,680 Sq Ft
- House for Rent
272 Regal Downs Cir, Winter Garden, FL 34787

Please note, our homes are available on a first-come, first-serve basis and are not reserved until the holding fee agreement is signed and the holding fee is paid by the primary applicant.This home features Progress Smart Home - Progress Residential's smart home app, which allows you to control the home securely from any of your devices. Learn more at Coming soon! This home is

272 Regal Downs Cir, Winter Garden, FL 34787
/2
$408,000 Sold Nov 26, 2025

6572 Calamondin Dr, Winter Garden, FL 34787
- 3 Beds
- 3 Baths
- 1,908 Sq Ft
- Built 2018
Last Sold Summary
- 9% Below List Price
- $214/SF
- 82 Days On Market
Last Listing Agent Matt Mobley CENTURY 21 HANCOCK

6572 Calamondin Dr, Winter Garden, FL 34787

/56
Est $531,222 Not Listed For Sale
- 3 Beds
- 2 Baths
- 2,063 Sq Ft
14571 Bahama Swallow Blvd, Winter Garden, FL 34787

14571 Bahama Swallow Blvd, Winter Garden, FL 34787

$933,313 New Construction
- 4 Beds
- 2.5 Baths
- 2,752 Sq Ft
6334 Wild Persimmon Way, Winter Garden, FL 34787

The Tidewater floorplan offers a versatile and spacious one-story layout, featuring 4 bedrooms and 2.5 bathrooms. Spanning 2,752 sq. ft., this home includes a large two-car garage for ample storage and convenience. The first floor boasts an inviting great room connected to an open kitchen and dining area, perfect for entertaining. The owner’s suite provides a private retreat with a generous

Dream Finders Homes Builder

6334 Wild Persimmon Way, Winter Garden, FL 34787
/66
$2,850 per month
- 3 Beds
- 2.5 Baths
- 1,768 Sq Ft
- Townhouse for Rent
8019 Glenlloyd Ave, Winter Garden, FL 34787

BeBeBeBeautifully Designed Community of Hawksmoor inspired by Frank Lloyd Wright– This Townhouse is Beautiful, Newer, Functional with Top Features and Fixtures. This place checks all boxes and isn’t shy! First floor features an Office/Flex Room/Living Room, Kitchen with a Large Island, Dining and Gathering Area, and a Half-Bath - All Stainless-Steel Appliances included in the Kitchen besides

Claudia Panella COLDWELL BANKER REALTY

8019 Glenlloyd Ave, Winter Garden, FL 34787
/2
$472,000 Sold Nov 25, 2025

16341 Lakelet Aly, Winter Garden, FL 34787
- 3 Beds
- 2.5 Baths
- 1,817 Sq Ft
- Built 2025
Last Sold Summary
- 2% Below List Price
- $260/SF
- 159 Days On Market
Last Listing Agent Stephen Cline DR HORTON REALTY OF CENTRAL FLORIDA LLC

16341 Lakelet Aly, Winter Garden, FL 34787

/28
Est $444,365 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 2,422 Sq Ft
15624 Orange Harvest Loop, Winter Garden, FL 34787

15624 Orange Harvest Loop, Winter Garden, FL 34787

/11
$508,990 New Construction
- 3 Beds
- 2.5 Baths
- 1,803+ Sq Ft
Baldwin Plan at Lake Star at Ovation - Avenue Collection, Winter Garden, FL 34787

It’s love at first sight with this 1,602 square foot plan, offering 3 bedrooms, 2 1⁄2 baths, and an alley-loaded garage. Best of all this home is 100% Energy Star 3.1 certifies which means it will save you on the recurring utility costs of owning a home. Some of the energy saving features include Core Fill insulation in the block walls, R-38 ceiling insulation, Radiant Roof Barrier, Low-E double

M/I Homes Builder

12025 Encore at Ovation Way Unit 36481413, Winter Garden, FL 34787
/21
$1,999 per month
- 3 Beds
- 2 Baths
- 1,260 Sq Ft
- House for Rent
14843 Astrolyn St, Winter Garden, FL 34787

This spacious 3 bed 2 bath home is located in Winter Garden! It has laminate and tile flooring throughout and a living/dining room combo. The kitchen has all stainless steel appliances with granite counter tops. Master bedroom has sliding glass doors that lead to the outside and a walk in closet. The home also has a 1 car garage and washer/dryer Hookups!VIRTUAL TOUR: To apply for

14843 Astrolyn St, Winter Garden, FL 34787
/72
$675,000 Sold Mar 18, 2025

14639 Whittridge Dr, Winter Garden, FL 34787
- 5 Beds
- 4 Baths
- 3,411 Sq Ft
- Built 2006
Last Sold Summary
- 3% Below List Price
- $198/SF
- 152 Days On Market
Current Estimated Value $680,612

Last Listing Agent Andrew Philippone INDEPENDENCE REALTY GROUP LLC

14639 Whittridge Dr, Winter Garden, FL 34787

/70
Est $1,095,164 Not Listed For Sale
- 4 Beds
- 3.5 Baths
- 2,684 Sq Ft
820 Civitas Way, Winter Garden, FL 34787

820 Civitas Way, Winter Garden, FL 34787

/32
$660,000
- 4 Beds
- 3.5 Baths
- 2,502 Sq Ft
15518 Sunquat Dr, Winter Garden, FL 34787

Beautiful 4BR, 3.5 BA two story home in the heart of Hamlin in Horizon West. The open floor plan features laminate flooring on the entire first floor, high ceiling and lots of natural light. The kitchen offers 42" cabinets, stainless steel appliances, quartz countertops, gas range, and a huge island. The 4 bedrooms are upstairs with the primary featuring and en suite bathroom and large walk-in

Lee Goldberg COLDWELL BANKER RESIDENTIAL RE

15518 Sunquat Dr, Winter Garden, FL 34787
/55
$6,500 per month
- 6 Beds
- 5 Baths
- 4,551 Sq Ft
- House for Rent
13241 Tollcross Way, Winter Garden, FL 34787

Brand-new 6-bedroom, 5-bath Toll Brothers home, available for its first rental in the desirable Westhaven at Ovation Community, Winter Garden. This extraordinary new-construction Toll Brothers home offers everything high-end renters demand: space, sophistication, location, and premium finishes. Designed with both comfort and impressive entertaining in mind, the home features 6 spacious bedrooms

Tatiana Mayer THE FLORIDA LOUNGE REALTY LLC

13241 Tollcross Way, Winter Garden, FL 34787
/2
$750,000 Sold Feb 25, 2025

17889 Gourd Neck Loop, Winter Garden, FL 34787
- 5 Beds
- 3 Baths
- 3,554 Sq Ft
- Built 2015
Last Sold Summary
- 2% Below List Price
- $211/SF
- 3 Days On Market
Current Estimated Value $761,351

Last Listing Agent Rachel Rivera RE/MAX PREMIER REALTY

17889 Gourd Neck Loop, Winter Garden, FL 34787

/53
Est $788,447 Not Listed For Sale
- 4 Beds
- 2.5 Baths
- 2,185 Sq Ft
827 Civitas Way, Winter Garden, FL 34787

827 Civitas Way, Winter Garden, FL 34787

/11
$879,990 New Construction
- 4 Beds
- 3.5 Baths
- 3,314 Sq Ft
Essex Plan at Northlake at Ovation - Estate, Winter Garden, FL 34787

The Essex is a two-story home offering four bedrooms, three full bathrooms, one half bathroom, and a three-car garage. The spacious second-floor primary suite includes a luxurious bathroom with an oversized shower. A large covered lanai offers peaceful views of the backyard, while the open-concept layout and ample storage throughout make this home both elegant and functional. Additional

Ashton Woods Builder

17551 Lake Star Rd Unit 36646276, Winter Garden, FL 34787
/19
$2,245 per month
- 3 Beds
- 2.5 Baths
- 1,358 Sq Ft
- House for Rent
1756 Portcastle Cir, Winter Garden, FL 34787

Special offer: Pay just $500 of your base rent (taxes and fees not included) as your security deposit, valid for new applicants who sign a 12-month lease by December 31, 2025. Offer is contingent on application approval and execution of a lease agreement. Other terms and conditions may apply. This property is professionally managed by AMH, a leading single-family rental company. We work to

1756 Portcastle Cir, Winter Garden, FL 34787
/82
$650,000 Sold Mar 13, 2025

10289 Merrymeeting Bay Dr, Winter Garden, FL 34787
- 4 Beds
- 3 Baths
- 2,117 Sq Ft
- Built 2019
Last Sold Summary
- $307/SF
- 15 Days On Market
Current Estimated Value $653,734

Last Listing Agent Lori Lucente-Nelson RE/MAX PRIME PROPERTIES

10289 Merrymeeting Bay Dr, Winter Garden, FL 34787

/19
Est $622,508 Not Listed For Sale
- 3 Beds
- 2 Baths
- 2,270 Sq Ft
14230 Sunridge Blvd, Winter Garden, FL 34787

14230 Sunridge Blvd, Winter Garden, FL 34787

/8
$506,990 New Construction
- 3 Beds
- 3.5 Baths
- 2,072 Sq Ft
Haines II End Unit Plan at Parkview at Hamlin, Winter Garden, FL 34787

The Haines II End Unit is a three-story townhome offering three bedrooms, three full bathrooms, one half bathroom, and a two-car garage. As an end unit, this home provides additional windows for enhanced natural light. Enjoy an open-concept main floor, private upper-level suites, and a flexible first-floor space perfect for a guest room or office. Thoughtful design details, abundant natural

Ashton Woods Builder

15501 Hamlin Park Dr Unit 36467723, Winter Garden, FL 34787
/44
$2,599 per month
- 5 Beds
- 2.5 Baths
- 2,212 Sq Ft
- House for Rent
874 Bending Oak Trail, Winter Garden, FL 34787

MOVE IN NOW! Spacious 5 bedroom 2.5 bath- 2 story home with extra large bonus room on 2nd floor!! Located in Oaks At Brandy Lake! This beautiful home has wonderful vinyl plank flooring on the 1st floor and carpet on stairs & 2nd floor. Elegant granite countertops in kitchen and stainless steel appliances! One bedroom is conveniently located on the 1st floor as well as a 1/2 bathroom with large

Joanne Bracero HOMEVEST REALTY

874 Bending Oak Trail, Winter Garden, FL 34787
/2
$1,338,000 Sold Jun 12, 2025

14906 Speer Lake Dr, Winter Garden, FL 34787
- 4 Beds
- 3.5 Baths
- 3,640 Sq Ft
- Built 2015
Last Sold Summary
- 1% Below List Price
- $368/SF
- 19 Days On Market
Current Estimated Value $1,320,611

Last Listing Agent Maria Ubillus FOLIO REALTY LLC

14906 Speer Lake Dr, Winter Garden, FL 34787

/21
Est $508,402 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,765 Sq Ft
15425 Murcott Blossom Blvd, Winter Garden, FL 34787

15425 Murcott Blossom Blvd, Winter Garden, FL 34787

$619,989 New Construction
- 3 Beds
- 2.5 Baths
- 2,078 Sq Ft
13041 Tranquil Water Aly, Winter Garden, FL 34787

Discover the Copper, an open bungalow floor plan that will enhance your living experience with its spacious layout, including 3 bedrooms, 2.5 bathrooms, a loft, and a 2-car garage. The moment you walk through the front door, the openness of the home welcomes you, leading directly to a show-stopping gourmet kitchen with a long island ideal for entertaining friends and other guests. Upstairs, the

Dream Finders Homes Builder

13041 Tranquil Water Aly, Winter Garden, FL 34787
/20
$2,549 per month
- 4 Beds
- 2 Baths
- 1,705 Sq Ft
- House for Rent
13156 Social Ln, Winter Garden, FL 34787

WELCOME HOME! You will fall in love with this beautiful home! 4 bedrooms, 2 baths, OPEN and SPLIT FLOOR PLAN, TILE and LAMINATE flooring throughout, NO CARPETS, LARGE FENCED BACKYARD with mature landscape. This adorable house has a Living Room and Dining Room combined and a Kitchen, Breakfast, and Family Room combined. This WELL MAINTAINED home has just received a FRESH and MODERN EXTERIOR PAINT.

13156 Social Ln, Winter Garden, FL 34787
/2
$479,900 Sold Jan 24, 2025

444 Lake Amberleigh Dr, Winter Garden, FL 34787
- 3 Beds
- 2 Baths
- 2,183 Sq Ft
- Built 2003
Last Sold Summary
- 9% Below List Price
- $220/SF
- 126 Days On Market
Current Estimated Value $494,212

Last Listing Agent Mark D'Italia PROPERTY LOGIC RE

444 Lake Amberleigh Dr, Winter Garden, FL 34787

/34
Est $416,722 Not Listed For Sale
- 2 Beds
- 2.5 Baths
- 1,780 Sq Ft
7368 Duxbury Ln, Winter Garden, FL 34787

7368 Duxbury Ln, Winter Garden, FL 34787

/2
$895,620 Pending
- 4 Beds
- 3 Baths
- 2,726 Sq Ft
16137 Leyland Cypress Ln, Winter Garden, FL 34787

One or more photo(s) has been virtually staged. Pre-Construction. To be built. Welcome to the Arlington! This single-story floor plan features 4 bedrooms, 3 bathrooms, and a 2-car garage, offering 2,726 square feet of spacious living. Enjoy an open-concept design that seamlessly connects the dining, kitchen, and living areas. The garage also includes an extra hobby/work space. Relax on the large

Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC

16137 Leyland Cypress Ln, Winter Garden, FL 34787
/27
$3,700 per month
- 3 Beds
- 2.5 Baths
- 2,072 Sq Ft
- House for Rent
16055 Silver Brook Way, Winter Garden, FL 34787

Beautiful single-family home available for rent in a prime location, featuring a charming front porch and a lovely garden at the entrance. This residence offers comfort, practicality, and quality of life, with approximately $70,000 in recent upgrades that include high-end finishes throughout the home. The property features all-black hardware, taller-than-standard doors, vinyl flooring throughout,

Viviane Rocha WRA BUSINESS & REAL ESTATE

16055 Silver Brook Way, Winter Garden, FL 34787
/2
$535,999 Sold Jul 03, 2025

13054 Serene Glade Rd, Winter Garden, FL 34787
- 3 Beds
- 2.5 Baths
- 2,078 Sq Ft
- Built 2024
Last Sold Summary
- 3% Below List Price
- $258/SF
- 470 Days On Market
Last Listing Agent Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC

13054 Serene Glade Rd, Winter Garden, FL 34787

/21
Est $390,797 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 1,472 Sq Ft
7030 Broomshedge Trail, Winter Garden, FL 34787

7030 Broomshedge Trail, Winter Garden, FL 34787

/4
$455,840 New Construction
- 3 Beds
- 2.5 Baths
- 1,846 Sq Ft
15250 Groveside Rd, Winter Garden, FL 34787

3 Level Townhome with Study! Ready Now! This new construction, three-story townhome (The Lantana) is a showstopper with its popular farmhouse exterior. This townhome features 3 bedrooms, 2 full bathrooms, a powder room, spanning 1,846 sq. ft. As you enter this home through the 8 ft. entry-door, you are welcomed with an open spacious foyer with immediate access to your study and storage area. As

DRB Homes Builder

15250 Groveside Rd, Winter Garden, FL 34787
/10
$3,200 per month
- 4 Beds
- 3 Baths
- 2,373 Sq Ft
- House for Rent
14214 Prunningwood Place, Winter Garden, FL 34787

Property Id: 466372Live in one of the most sought-after neighborhoods in Winter Garden, right next to Windermere and zoned for top-rated schools! This gorgeous home offers space, style, and incredible community amenities rarely found in one place. Home Highlights:• Nearly 2,400 sq ft of beautifully designed living space• Breathtaking double-height ceilings in the living room —

14214 Prunningwood Place, Winter Garden, FL 34787
/2
$899,000 Sold Nov 26, 2025

5115 Citrus Leaf Blvd, Winter Garden, FL 34787
- 4 Beds
- 3.5 Baths
- 3,453 Sq Ft
- Built 2025
Last Sold Summary
- $260/SF
Last Listing Agent Stellar Non-Member Agent STELLAR NON-MEMBER OFFICE

5115 Citrus Leaf Blvd, Winter Garden, FL 34787

/54
Est $1,576,103 Not Listed For Sale
- 5 Beds
- 4.5 Baths
- 4,333 Sq Ft
15674 Marina Bay Dr, Winter Garden, FL 34787

15674 Marina Bay Dr, Winter Garden, FL 34787

/13
$649,000
- Land
- 0.25 Acre
- $2,596,000 per Acre
14855 W Colonial Dr, Winter Garden, FL 34787

Located along W Colonial Drive in Winter Garden, this shovel-ready development site offers prime visibility and seamless access to major thoroughfares including Floridas Turnpike, SR-429, and SR-408. With utilities in place and site plans prepared, the property is ideal for office or medical office development. Positioned in one of Central Floridas fastest-growing submarkets, the site provides a

Saunders Estate Saunders Land

14855 W Colonial Dr, Winter Garden, FL 34787
/14
$3,300 per month
- 4 Beds
- 3 Baths
- 2,040 Sq Ft
- House for Rent
5304 Lake Virginia St, Winter Garden, FL 34787

Welcome to this beautiful 4 bedroom 3 bathroom home in the highly desirable community near Horizon West offering over 2000 square feet of heated living space and a total of 2914 square feet. This two story property features bright open living areas, a spacious kitchen, generous bedrooms, and a comfortable layout ideal for families or anyone seeking space and convenience. Enjoy living in WINTER

Marisol Goncalvez De Ayala AGENT TRUST REALTY CORPORATION

5304 Lake Virginia St, Winter Garden, FL 34787
/31
$459,990 Sold Nov 26, 2025
- 1,833 Sq Ft
- $251/SF
- 3 Beds
- 2.5 Baths
- Built 2025
15505 Bay Bridge St, Winter Garden, FL 34787

Discover this stunning new construction townhome at 15505 Bay Bridge Street Winter Garden, built by M/I Homes. This thoughtfully designed 1,833 square foot townhome offers: 3 bedrooms with the owner's bedroom conveniently located upstairs 2 full bathrooms and a powder room Open-concept living space perfect for daily life and entertaining New construction quality with contemporary design elements

15505 Bay Bridge St, Winter Garden, FL 34787

/64
Est $443,994 Not Listed For Sale
- 4 Beds
- 2.5 Baths
- 1,992 Sq Ft
11067 Suspense Dr, Winter Garden, FL 34787

11067 Suspense Dr, Winter Garden, FL 34787

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