Winter Garden, FL Homes

/43
$699,000
- 5 Beds
- 4.5 Baths
- 3,747 Sq Ft
3407 Current Ave, Winter Garden, FL 34787

Five bedrooms, four and a half baths, and a three-car split garage inside a gated waterfront community on Johns Lake. This 2020-built home in Lakeview Preserve is built around space and flexibility. The kitchen anchors the main living area with stainless appliances, a large center island, and an open sightline into the family room and dining space. A downstairs primary suite sits privately off

Brad Young HOMEVEST REALTY

3407 Current Ave, 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

/74
Est $2,039,296 Not Listed For Sale

15687 Panther Lake Dr, Winter Garden, FL 34787
- 4 Beds
- 4.5 Baths
- 4,343 Sq Ft
- Built 2020
15687 Panther Lake Dr, Winter Garden, FL 34787

Last Sold Summary
- 2% Above List Price
- $461/SF
- 33 Days On Market
- Last Sold Price $2,000,000
- Mar 11, 2025
Last Listing Agent Crystal Grohowski CORCORAN PREMIER REALTY

/3
$657,990 New Construction
- 4 Beds
- 3.5 Baths
- 2,688 Sq Ft
Anna Maria With Bonus Plan at Hamlin Meadows - 50' Homesites, Winter Garden, FL

The Anna Maria with Bonus floorplan is an expansive two-story home designed to accommodate a growing family, offering five bedrooms and three and a half bathrooms. On the main floor, you'll find a spacious great room adjacent to a well-appointed dining room and kitchen, creating an ideal space for gatherings. The primary suite, featuring a large walk-in closet and private bath, is thoughtfully

Dream Finders Homes Builder

0 Hamlin Meadows St Unit 39127945, Winter Garden, FL
/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
/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

/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

/29
$588,990 New Construction
- 4 Beds
- 2.5 Baths
- 2,743 Sq Ft
Tessa II Plan at Osprey Ranch - 32'/40' Single Family, Winter Garden, FL 34787

Elegant primary suite with walk-in closet off foyer. Beautiful primary bath with dual sinks and seated shower. Striking kitchen with expansive breakfast bar island. Open dining area and great room with access to lanai. Versatile loft space for relaxing or entertaining. Rear load 2-car garage for parking or storage.

K. Hovnanian Homes Builder

15221 Blue Peacock Ln Unit 36473174, 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

/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

/20
$709,999 New Construction
- 3 Beds
- 3 Baths
- 2,475 Sq Ft
Cresta Plan at Esplanade at McKinnon Groves 60' Lot, Winter Garden, FL 34787

Step into a space where luxury meets leisure in the Cresta floor plan! This 1-story home features 3 bedrooms, 3 bathrooms, a 3-car garage and 2,475 square feet of beautiful, open-concept living space. Enter through the courtyard that leads to the porch and into a grand foyer where you'll find a spacious great room, kitchen, dining area and lanai—a breathtaking spot to take in the Florida

Taylor Morrison Builder

17705 Sedona St Unit 39548757, 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
$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

/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

/30
$365,000
- 2 Beds
- 2.5 Baths
- 1,276 Sq Ft
15098 Windflower Aly, Winter Garden, FL 34787

Welcome to Osprey Ranch, where modern design, LOW MAINTENANCE LIVING and an unbeatable Winter Garden location come together in this LIKE NEW ~ 2024 BUILT townhome that feels fresh, stylish and completely MOVE IN READY! With a TANKLESS WATER HEATER, thoughtful UPGRADES and one of only three units in the entire community with this unique layout, this home offers a rare opportunity in one of the

Jennifer Wemert WEMERT GROUP REALTY LLC

15098 Windflower Aly, 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 $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

/41
$698,990 New Construction
- 4 Beds
- 3.5 Baths
- 2,688 Sq Ft
Anna Maria With Bonus Plan at Avalon Woods - 50' Homesites, Winter Garden, FL

The Anna Maria with Bonus floorplan is an expansive two-story home designed to accommodate a growing family, offering five bedrooms and three and a half bathrooms. On the main floor, you'll find a spacious great room adjacent to a well-appointed dining room and kitchen, creating an ideal space for gatherings. The primary suite, featuring a large walk-in closet and private bath, is thoughtfully

Dream Finders Homes Builder

0 Avalon Woods St Unit 37123074, Winter Garden, FL
/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
$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 $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

/10
$454,990 New Construction
- 3 Beds
- 2.5 Baths
- 1,817 Sq Ft
Sandhill Plan at Waterleigh - Townhomes, Winter Garden, FL 34787

Welcome to your charming townhome located at Waterleigh, in Winter Garden, Florida. The Sandhill townhome is where comfort, style, and modern convenience come together to create the perfect haven for you and your family. This delightful residence features 1,817 square feet, three spacious bedrooms, 2 1/2 baths, a convenient one-car garage, ample loft space, and cutting-edge smart home technology.

D.R. Horton Builder

10482 Atwater Bay Dr Unit 36202693, 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 $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

/3
$704,990 New Construction
- 4 Beds
- 2.5 Baths
- 2,752 Sq Ft
Tidewater Plan at Hamlin Meadows - 60' Homesites, Winter Garden, FL

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

0 Hamlin Meadows St Unit 39127938, Winter Garden, FL
/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
$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

/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

/49
$695,000
- 4 Beds
- 3.5 Baths
- 2,839 Sq Ft
5966 Cypress Hill Rd, Winter Garden, FL 34787

Price Improvement – Welcome to 5966 Cypress Hill Rd, located in the highly sought-after Independence community of Winter Garden. This well-maintained home offers a rare blend of privacy, space, and lifestyle amenities. Situated on a larger-than-average lot with no rear neighbors, the home backs up to an open area, creating a peaceful and private setting—perfect for relaxing or entertaining.

Mahmoud Mango DALTON WADE INC

5966 Cypress Hill Rd, Winter Garden, FL 34787
/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

/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

/8
$436,990 New Construction
- 3 Beds
- 2.5 Baths
- 1,635 Sq Ft
Regina II Plan at Northlake at Ovation - Townhomes, Winter Garden, FL 34787

The Regina II is a two-story townhome offering three bedrooms, two full bathrooms, one half bathroom, and a two-car garage. The open-concept main floor connects the kitchen, dining, and family rooms, creating a bright and inviting space for everyday living. Upstairs, the private primary suite features a walk-in closet, accompanied by two additional bedrooms and a conveniently located laundry

Ashton Woods Builder

17551 Lake Star Rd Unit 36453066, Winter Garden, FL 34787
/35
$1,450 total monthly price
- 1 Bed
- 1 Bath
- 700 Sq Ft
- Condo for Rent
16024 Micelli Dr Unit 1, Winter Garden, FL 34787

Live in this detached apartment home. RIGHT NEXT TO DISNEY WORLD FLAMINGO CROSSING. Located on the 2nd floor. Would not be connected to anyone else it is a detached apartment feeling like its own house. NO ADMIN FEES!

16024 Micelli Dr Unit 1, 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

/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

Showing Results 401 - 440, Page 11 of 18

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