Winter Garden, FL Homes

/29
$575,000
- 4 Beds
- 3.5 Baths
- 2,477 Sq Ft
16137 Wind View Ln, Winter Garden, FL 34787

Price Improvement! This beautiful home offers the best value in the neighborhood. More than 10K in upgrades. See attached Features sheet. A perfect balance of comfort, style and convenience in one of Winter Garden's most sought-after communities-Waterleigh....offering the best in resort-like amenities!A preferred lender credit of up to $2,000 toward buyer's closing costs is being offered.

leslie weeks IVRE ORLANDO

16137 Wind View Ln, Winter Garden, FL 34787
/47
$5,090 per month
- 5 Beds
- 3.5 Baths
- 2,631 Sq Ft
- House for Rent
455 Winter Grove Blvd, Winter Garden, FL 34787

Welcome to this stunning new construction home (2026) located in the desirable city of Winter Garden. This beautifully designed residence offers 5 bedrooms, 3 full bathrooms, and 1 half bath, providing ample space for comfortable living and entertaining. The home features a spacious open floor plan, modern finishes, and abundant natural light throughout. The kitchen flows seamlessly into the

Paloma Eduar Andrade Froldi WRA BUSINESS & REAL ESTATE

455 Winter Grove Blvd, Winter Garden, FL 34787
/2
$710,000 Sold Jul 11, 2025

7071 Spring Park Dr, Winter Garden, FL 34787
- 4 Beds
- 3 Baths
- 2,493 Sq Ft
- Built 2017
Last Sold Summary
- 1% Below List Price
- $285/SF
- 21 Days On Market
Current Estimated Value $694,891

Last Listing Agent Hanan Moussa MAZIAD PROPERTIES LLC

7071 Spring Park Dr, Winter Garden, FL 34787

/33
Est $351,114 Not Listed For Sale

1508 Scarlet Oak Loop Unit C, Winter Garden, FL 34787
- 3 Beds
- 2.5 Baths
- 1,699 Sq Ft
- Built 2012
1508 Scarlet Oak Loop Unit C, Winter Garden, FL 34787

Last Sold Summary
- 4% Below List Price
- $215/SF
- 58 Days On Market
- Last Sold Price $365,000
- Feb 15, 2024
Last Listing Agent Erica Diaz HOMEVEST REALTY

/53
$899,000 Open Sat 10AM - 3PM
- 5 Beds
- 4 Baths
- 2,866 Sq Ft
17876 Adrift Rd, Winter Garden, FL 34787

Experience refined Florida living in this exceptional 2023-built lakefront home in the highly sought-after Waterleigh community of Winter Garden. Set on a premium lot with serene natural lake views, this residence offers a perfect blend of modern design, smart technology, and everyday convenience. The bright, open-concept layout is filled with natural light and seamlessly connects the living,

Winnie Tam FLORIDA REALTY INVESTMENTS

17876 Adrift Rd, Winter Garden, FL 34787
/20
$4,915 per month
- 2 Beds
- 2 Baths
- Condo for Rent
1223 E Plant St Unit SI ID1511054P, Winter Garden, FL 34787

The advertised rate of $4,915/month is the lowest available price, based on a 30 day(s) stay with a move-in date of May 27, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be

1223 E Plant St Unit SI ID1511054P, Winter Garden, FL 34787
/36
$797,429 Sold Oct 15, 2025

12910 Harvest Rain Ave, Winter Garden, FL 34787
- 4 Beds
- 4.5 Baths
- 2,837 Sq Ft
- Built 2025
Move in Ready Sold Summary
- $281/SF
- 36 Days On Market
Taylor Morrison Harvest at Ovation

12910 Harvest Rain Ave, Winter Garden, FL 34787

/42
Est $538,737 Not Listed For Sale

10287 Memoir Ave, Winter Garden, FL 34787
- 3 Beds
- 2 Baths
- 2,089 Sq Ft
- Built 2018
10287 Memoir Ave, Winter Garden, FL 34787

Last Sold Summary
- 4% Above List Price
- $249/SF
- 36 Days On Market
- Last Sold Price $520,000
- Dec 20, 2023
Last Listing Agent Lynn Roeder REAL LIVING R E SOLUTIONS

/17
$613,990 New Construction
- 4 Beds
- 3.5 Baths
- 2,780+ Sq Ft
Wekiva Plan at Lake Star at Ovation - Avenue Collection, Winter Garden, FL 34787

Fall in love with this 4 bedroom, 3 1⁄2 bath, with 2-car ally-load garage home. The Wekiva offers 3 elevations, each with various sized front porches and accents of stone, shutters, siding, or shaker shingles.

M/I Homes Builder

12025 Encore at Ovation Way Unit 36456346, Winter Garden, FL 34787
/30
$3,500 per month
- 4 Beds
- 2.5 Baths
- 2,156 Sq Ft
- House for Rent
15367 Gilligan Ct, Winter Garden, FL 34787

Your Dream Home Awaits! Welcome to this beautifully designed two-story single-family residence, built in 2020, where modern elegance meets everyday comfort. This exceptional home features 4 spacious bedrooms, 2 full bathrooms, and a convenient half bath, offering the perfect layout for both relaxation and entertaining. Step inside to discover an open-concept floor plan filled with natural light,

Ivanna Mendoza PAK HOME REALTY

15367 Gilligan Ct, Winter Garden, FL 34787
/16
$444,990 Sold Sep 04, 2025

15463 Bay Bridge St, Winter Garden, FL 34787
- 3 Beds
- 2.5 Baths
- 1,691 Sq Ft
- Built 2025
Move in Ready Sold Summary
- $263/SF
- 13 Days On Market
Current Estimated Value $433,301

15463 Bay Bridge St, Winter Garden, FL 34787

/26
Est $640,668 Not Listed For Sale

14605 Bahama Swallow Blvd, Winter Garden, FL 34787
- 3 Beds
- 2.5 Baths
- 2,828 Sq Ft
- Built 2012
14605 Bahama Swallow Blvd, Winter Garden, FL 34787

Last Sold Summary
- 2% Above List Price
- $223/SF
- 6 Days On Market
- Last Sold Price $630,000
- Mar 11, 2024
Last Listing Agent Jennifer Wemert WEMERT GROUP REALTY LLC

/97
$1,290,000
- 5 Beds
- 5 Baths
- 3,458 Sq Ft
16689 Toccoa Row, Winter Garden, FL 34787

Luxurious 5-bedroom 5-bathroom home with TWO MASTER SUITES. The primary suite is on the second floor. The second suite is located on the first floor. 8 x 48 Ceramic tile with warm wood-look throughout the entire home. Massive Kitchen Island. Quartz Waterfall for Kitchen Island. Farmhouse Undermount Cast Iron Kitchen Sink. Butler’s Pantry area and Large Walk-in pantry between the Kitchen and

Charisma Marin CHARISMA REALTY CORP

16689 Toccoa Row, Winter Garden, FL 34787
/20
$2,342 per month
- 2 Beds
- 2 Baths
- 1,053 Sq Ft
- Condo for Rent
9223 Vintage Hills Way Unit 1205, Winter Garden, FL 34787

Landing is a top-rated, fully furnished apartment network with thousands of homes across 250+ U.S. cities. With premium amenities, a mobile app to manage your stay, and 24/7 support. Our apartments have everything you need for monthly and longer stays. 6-Month+ Stay base rent: starts at $2337/mo12-Month+ Stay base rent: starts at $2342/moLanding's apartments at Vintage Horizon

9223 Vintage Hills Way Unit 1205, Winter Garden, FL 34787
/2
$484,000 Sold Dec 01, 2025

16073 Pebble Bluff Loop, Winter Garden, FL 34787
- 3 Beds
- 2 Baths
- 1,685 Sq Ft
- Built 2018
Last Sold Summary
- 3% Below List Price
- $287/SF
- 24 Days On Market
Current Estimated Value $486,618

Last Listing Agent Regina Cruz KELLER WILLIAMS ELITE PARTNERS III REALTY

16073 Pebble Bluff Loop, Winter Garden, FL 34787

/2
Est $1,286,212 Not Listed For Sale

688 Canopy Estates Dr, Winter Garden, FL 34787
- 5 Beds
- 5.5 Baths
- 4,388 Sq Ft
- Built 2020
688 Canopy Estates Dr, Winter Garden, FL 34787

Last Sold Summary
- 7% Above List Price
- $273/SF
- 1 Day On Market
- Last Sold Price $1,200,000
- Apr 03, 2025
Last Listing Agent Yukey Hoo U KEY REALTY

/43
$447,990 New Construction
- 3 - 4 Beds
- 2.5 - 3.5 Baths
- 1,846+ Sq Ft
Lantana Plan at Parkview at Hamlin, Winter Garden, FL 34787

Spacious 3 Level Townhome with 2-Car Rear Garage and up to 1,881 Sq. Ft.! Adjacent the front entry is a spacious flex space with the option to choose either a private study or a 4th bedroom and full bathroom. The 2nd floor offers an expansive living room and a rear kitchen with the option of a chef's kitchen and large island that overlooks to the cafe area. The 3rd floor boasts a primary suite

DRB Homes Builder

6684 Juneberry Way Unit 36475876, Winter Garden, FL 34787
/31
$5,499 per month
- 5 Beds
- 4 Baths
- 3,760 Sq Ft
- House for Rent
9240 Woodcrane Dr, Winter Garden, FL 34787

Spectacular 5/4 with 3 car garage home. This home has all the bells and whistles for your enjoyment, Modern kitchen with open floor plan to family/living room and access to large screened in patio. Fenced backyard. Upstairs has a large Loft and 4 bedrooms including the spacious master bedroom/master bathroom. This home is a must see located in Watermark Sub-division with to many features to list.

Jessica Martinez Cestero HAMPTON & HAMPTON MGMT LEASING

9240 Woodcrane Dr, Winter Garden, FL 34787
/2
$1,195,000 Sold Sep 12, 2025

15576 Shorebird Ln, Winter Garden, FL 34787
- 5 Beds
- 4.5 Baths
- 3,892 Sq Ft
- Built 2020
Last Sold Summary
- 1% Below List Price
- $307/SF
- 2 Days On Market
Current Estimated Value $1,222,619

Last Listing Agent Eve Metlis WATSON REALTY CORP

15576 Shorebird Ln, Winter Garden, FL 34787

/2
Est $513,822 Not Listed For Sale

7224 Desert Mandarin St, Winter Garden, FL 34787
- 3 Beds
- 2.5 Baths
- 1,657 Sq Ft
- Built 2017
7224 Desert Mandarin St, Winter Garden, FL 34787

Last Sold Summary
- 5% Below List Price
- $326/SF
- 6 Days On Market
- Last Sold Price $540,000
- Dec 31, 2024
Last Listing Agent Ben Laube EXP REALTY LLC

/33
$475,000 Open Sat 12:30PM - 2:30PM
- 3 Beds
- 2.5 Baths
- 1,670 Sq Ft
9355 Tyrella Pine Trail, Winter Garden, FL 34787

One or more photo(s) has been virtually staged. Experience the perfect blend of modern upgrades and an unbeatable location in this move-in-ready 3-bedroom, 2.5-bathroom home within the premier Watermark community. This residence has been meticulously maintained, boasting exterior paint (2023), a new garage lift (2024), and a brand-new water heater (2025). The home welcomes you with a huge covered

Jo Villeneuve-Holton REDFIN CORPORATION

9355 Tyrella Pine Trail, Winter Garden, FL 34787
/20
$7,821 per month
- 2 Beds
- 2 Baths
- 12,916 Sq Ft
- Condo for Rent
1223 E Plant St Unit SI ID1511057P, Winter Garden, FL 34787

The advertised rate of $7,821/month is the lowest available price, based on a 30 day(s) stay with a move-in date of July 29, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be

1223 E Plant St Unit SI ID1511057P, Winter Garden, FL 34787
/2
$384,500 Sold May 01, 2026

7230 Duxbury Ln, Winter Garden, FL 34787
- 2 Beds
- 2.5 Baths
- 1,456 Sq Ft
- Built 2016
Last Sold Summary
- 4% Below List Price
- $264/SF
- 4 Days On Market
Current Estimated Value $387,849

Last Listing Agent Emma Jones ORANGE SLICE PROPERTIES

7230 Duxbury Ln, Winter Garden, FL 34787

/2
Est $947,011 Not Listed For Sale

14969 Winter Stay Dr, Winter Garden, FL 34787
- 4 Beds
- 3.5 Baths
- 3,443 Sq Ft
- Built 2018
14969 Winter Stay Dr, Winter Garden, FL 34787

Last Sold Summary
- 4% Below List Price
- $288/SF
- 84 Days On Market
- Last Sold Price $990,000
- Mar 03, 2025
Last Listing Agent Llin Lu PREMIER SOTHEBYS INT'L REALTY

/49
$1,059,000 Pending
- 5 Beds
- 5 Baths
- 4,324 Sq Ft
2217 Rickover Place, Winter Garden, FL 34787

Under contract-accepting backup offers. This stunning waterfront model home in the prestigious gated community of Bronson's Landing in Winter Garden, Florida, offers the perfect blend of luxury, comfort, and waterfront living. Step inside to an elegant foyer featuring a custom staircase and a private office, setting the tone for this thoughtfully designed 5-bedroom, 5-full-bath residence with an

Michael blank FL PRO BROKERS LLC

2217 Rickover Place, Winter Garden, FL 34787
/40
$2,700 per month
- 3 Beds
- 2.5 Baths
- 1,814 Sq Ft
- Townhouse for Rent
16339 Quiet Vista Dr, Winter Garden, FL 34787

HOME SWEET HOME! Welcome to this beautifully maintained 3-bedroom, 2.5-bath CORNER LOT HOME in the highly desirable Waterleigh community. This home features a spacious and functional layout, including a separate loft upstairs, perfect for a second living area, office, or playroom, and a screened-in lanai ideal for relaxing or entertaining. The primary suite offers a private retreat with an

Fanny Stollmeyer LIFESTYLE INTERNATIONAL REALTY

16339 Quiet Vista Dr, Winter Garden, FL 34787
/2
$725,000 Sold Oct 02, 2025

7724 Purple Finch St, Winter Garden, FL 34787
- 5 Beds
- 3 Baths
- 3,274 Sq Ft
- Built 2016
Last Sold Summary
- $221/SF
- 6 Days On Market
Current Estimated Value $716,306

Last Listing Agent Lee Goldberg COLDWELL BANKER REALTY

7724 Purple Finch St, Winter Garden, FL 34787

/2
Est $705,641 Not Listed For Sale

15512 Fountain Cove Ct, Winter Garden, FL 34787
- 5 Beds
- 3.5 Baths
- 3,227 Sq Ft
- Built 2017
15512 Fountain Cove Ct, Winter Garden, FL 34787

Last Sold Summary
- 3% Above List Price
- $212/SF
- 33 Days On Market
- Last Sold Price $685,000
- Dec 27, 2024
Last Listing Agent Gail Higley RE/MAX SELECT GROUP

/11
$513,990 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
/17
$2,649 per month
- 3 Beds
- 2.5 Baths
- 1,628 Sq Ft
- House for Rent
16390 Grey Pne Dr, Winter Garden, FL 34787

Lease this home and get more from Invitation Homes professional property management. This home comes fully loaded with quality amenities, must-have services, high-end tech and ProCare® professional maintenance. Your estimated total monthly payment is $2746.90. That covers your base rent, $2649.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Community

16390 Grey Pne Dr, Winter Garden, FL 34787
/2
$385,000 Sold Oct 10, 2025

1122 Priory Cir, Winter Garden, FL 34787
- 3 Beds
- 2.5 Baths
- 1,748 Sq Ft
- Built 2008
Last Sold Summary
- 3% Below List Price
- $220/SF
- 91 Days On Market
Current Estimated Value $371,768

Last Listing Agent Patricia Fernandez CHARLES RUTENBERG REALTY ORLANDO

1122 Priory Cir, Winter Garden, FL 34787

/58
Est $869,326 Not Listed For Sale

15220 Sunset Overlook Cir, Winter Garden, FL 34787
- 5 Beds
- 4 Baths
- 3,447 Sq Ft
- Built 2023
15220 Sunset Overlook Cir, Winter Garden, FL 34787

Last Sold Summary
- 2% Below List Price
- $258/SF
- 217 Days On Market
- Last Sold Price $890,000
- Dec 12, 2023
Last Listing Agent Robert St. Pierre WEEKLEY HOMES REALTY COMPANY

/3
$772,990 New Construction
- 5 Beds
- 3.5 Baths
- 3,550 Sq Ft
Ellington Plan at Hamlin Meadows - 60' Homesites, Winter Garden, FL

The Ellington is a spacious two-story home offers 3,550 square feet of elegant living, featuring 5 bedrooms and 3.5 bathrooms, along with a generous 3-car garage. The primary suite is conveniently located on the first floor, alongside the laundry for easy access. Upstairs, you’ll find four additional bedrooms and a massive game room—perfect for family fun! Relax and unwind outside under the

Dream Finders Homes Builder

0 Hamlin Meadows St Unit 39127940, Winter Garden, FL
/20
$2,800 per month
- 3 Beds
- 2.5 Baths
- 1,846 Sq Ft
- Townhouse for Rent
15220 Groveside Rd, Winter Garden, FL 34787

This brand new property is located in the heart of the new town of Horizons west where the home will be a short walk to the new Athletic center and shopping area in Hamlin. Built over 3 levels the property consists of an office, spare bedroom or play area on the 1st floor, main living area on the second and three bedrooms and laundry closet on the third floor. Finished to a high standard the

Wendy Morris WENDY MORRIS REALTY

15220 Groveside Rd, Winter Garden, FL 34787
/2
$465,000 Sold Dec 02, 2025

275 Virginia Dr, Winter Garden, FL 34787
- 4 Beds
- 2.5 Baths
- 2,004 Sq Ft
- Built 1955
Last Sold Summary
- 2% Below List Price
- $232/SF
- 8 Days On Market
Current Estimated Value $469,874

Last Listing Agent Laura Halbig DENIZ REALTY PARTNERS LLC

275 Virginia Dr, Winter Garden, FL 34787

/62
Est $917,847 Not Listed For Sale

15217 Johns Lake Pointe Blvd, Winter Garden, FL 34787
- 4 Beds
- 4 Baths
- 3,668 Sq Ft
- Built 2019
15217 Johns Lake Pointe Blvd, Winter Garden, FL 34787

Last Sold Summary
- 6% Below List Price
- $267/SF
- 40 Days On Market
- Last Sold Price $980,000
- Sep 01, 2023
Last Listing Agent Hannah White LA ROSA REALTY LLC

/8
$510,990 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
/17
$3,049 per month
- 4 Beds
- 2.5 Baths
- 1,913 Sq Ft
- House for Rent
6533 Tabebuia Pkwy, Winter Garden, FL 34787

Lease this home and get more from Invitation Homes professional property management. This home comes fully loaded with quality amenities, must-have services, high-end tech and ProCare® professional maintenance. Your estimated total monthly payment is $3146.90. That covers your base rent, $3049.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Community

6533 Tabebuia Pkwy, Winter Garden, FL 34787
/2
$888,000 Sold Dec 22, 2025

524 S Lakeview Ave, Winter Garden, FL 34787
- 3 Beds
- 2.5 Baths
- 2,204 Sq Ft
- Built 1928
Last Sold Summary
- 15% Below List Price
- $403/SF
- 156 Days On Market
Current Estimated Value $868,486

Last Listing Agent Kim Blaylock HOMEVEST REALTY

524 S Lakeview Ave, Winter Garden, FL 34787

/23
Est $455,962 Not Listed For Sale

8040 Bluejack Oak Dr, Winter Garden, FL 34787
- 3 Beds
- 2.5 Baths
- 1,738 Sq Ft
- Built 2018
8040 Bluejack Oak Dr, Winter Garden, FL 34787

Last Sold Summary
- 5% Below List Price
- $276/SF
- 8 Days On Market
- Last Sold Price $480,000
- May 29, 2024
Last Listing Agent Lee Goldberg COLDWELL BANKER REALTY

Showing Results 401 - 440, Page 11 of 18

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Winter Garden, FL Homes

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