Winter Garden, FL Homes

/57
$560,000
- 4 Beds
- 3.5 Baths
- 2,502 Sq Ft
1413 Viscaya Cove Blvd, Winter Garden, FL 34787

Welcome home to this GORGEOUS 4 bedroom, 3.5 bath home in Winter Garden’s exclusive Waterside at John’s Lake community! This home is boasting with DESIGNER UPGRADES and touches throughout! This energy efficient property with a solar panel system has a great open concept floorplan, with DUAL MASTER SUITES ON EACH LEVEL. The spacious master bedroom on the first floor with en-suite master bath,

Ariel Vargas

EXP REALTY LLC

(321) 635-0812

1413 Viscaya Cove Blvd, Winter Garden, FL 34787
/39

$1,639 - $2,964 per month

Solay Horizon West

1 - 3 Beds

9005 Solay Rd, Winter Garden, FL 34787

Enjoy UP TO 2 MONTHS FREE on Select Homes! Live like youre on vacation every day at our brand new community, offering spacious apartments and the largest amenity offering in the area. With a dedicated onsite team, we are committed to providing exceptional customer service. Call or come by today!

9005 Solay Rd, Winter Garden, FL 34787
/2
$550,000 Sold May 19, 2025

16447 Hamlin View St, Winter Garden, FL 34787
- 3 Beds
- 2.5 Baths
- 2,078 Sq Ft
- Built 2024
Last Sold Summary
- 3% Below List Price
- $265/SF
- 0 Days On Market
Current Estimated Value $536,488

Last Listing Agent Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC

16447 Hamlin View St, Winter Garden, FL 34787

/2
Est $1,006,051 Not Listed For Sale

1056 Sadler Oaks Way, Oakland, FL 34787
- 4 Beds
- 3 Baths
- 2,711 Sq Ft
- Built 2024
1056 Sadler Oaks Way, Oakland, FL 34787

Last Sold Summary
- 4% Below List Price
- $387/SF
- 129 Days On Market
Last Sold Price $1,050,000

Last Listing Agent Robert St. Pierre WEEKLEY HOMES REALTY COMPANY

/36
$434,990 New Construction
- 3 Beds
- 2.5 Baths
- 1,715 Sq Ft
13274 Serene Glade Rd, Winter Garden, FL 34787

The Porter floorplan is an inviting two-story townhome designed with thoughtful spaces throughout. Featuring three bedrooms and two full bathrooms, the layout offers a smooth flow between living spaces. The first floor boasts a bright great room that opens into the dining area and lanai, perfect for entertaining or relaxation. Upstairs, all three bedrooms are thoughtfully arranged alongside a

Cindy Sapp

OLYMPUS EXECUTIVE REALTY INC

13274 Serene Glade Rd, Winter Garden, FL 34787
/23
$3,045 per month
- 3 Beds
- 2.5 Baths
- 1,632 Sq Ft
- House for Rent
911 Colie Aly, Winter Garden, FL 34787

This 3 bedroom, 2.5 bathroom home is located in the Oakland Park community of Plant St. convenient to local shops, restaurants, and schools with quick access to West Colonial, 429, the Turnpike, the 408, and Winter Garden Village. This home features an open, spacious main living area with dining room, a lovely kitchen with breakfast bar, an updated primary suite including a walk-in shower, dual

Matthew Kirsch REAL PROPERTY MANAGEMENT AND REALTY

911 Colie Aly, Winter Garden, FL 34787
/2
$695,000 Sold Oct 20, 2025

9863 Summerlake Groves St, Winter Garden, FL 34787
- 3 Beds
- 2.5 Baths
- 2,072 Sq Ft
- Built 2020
Last Sold Summary
- 7% Below List Price
- $335/SF
- 103 Days On Market
Current Estimated Value $696,465

Last Listing Agent Viviane Rocha WRA BUSINESS & REAL ESTATE

9863 Summerlake Groves St, Winter Garden, FL 34787

/2
Est $724,704 Not Listed For Sale

1404 High Springs Ln, Winter Garden, FL 34787
- 4 Beds
- 3.5 Baths
- 3,059 Sq Ft
- Built 2020
1404 High Springs Ln, Winter Garden, FL 34787

Last Sold Summary
- 1% Below List Price
- $239/SF
- 92 Days On Market
Last Sold Price $730,000

Last Listing Agent Kaitlin LaMacchia DENIZ REALTY PARTNERS LLC

/32
$574,989 New Construction
- 3 Beds
- 2.5 Baths
- 1,836 Sq Ft
13013 Serene Glade Rd, Winter Garden, FL 34787

Discover the charm of the Brantley Floor Plan, a bungalow perfect for families and entertaining. This plan features 3 bedrooms, 2.5 bathrooms, a loft, and a 2-car garage. The gourmet kitchen boasts top-end designer finishes and flows seamlessly into the living areas, ideal for gatherings. An extra-large corner pantry provides ample storage for bulk purchases, enhancing functionality. Check out

Cindy Sapp

OLYMPUS EXECUTIVE REALTY INC

13013 Serene Glade Rd, Winter Garden, FL 34787
/47

$1,601 - $4,157 per month

Homestead at Hamlin

1 - 3 Beds

15100 Free Range Run, Winter Garden, FL 34787

There’s no place like Home(stead). Inspired by nature’s bounty, our thoughtfully designed one, two, and three-bedroom apartment residences blend perfect neutral tones and ample natural light to create spaces that help you discover the joy of simply being.

15100 Free Range Run, Winter Garden, FL 34787
/43
$439,990 Sold Oct 28, 2025

15034 Grove Lake Dr, Winter Garden, FL 34787
- 3 Beds
- 2.5 Baths
- 1,881 Sq Ft
- Built 2025
Move in Ready Sold Summary
- $234/SF
- 23 Days On Market
Current Estimated Value $445,301

DRB Homes Parkview at Hamlin

15034 Grove Lake Dr, Winter Garden, FL 34787

/2
Est $805,044 Not Listed For Sale

15306 Southern Martin St, Winter Garden, FL 34787
- 4 Beds
- 3 Baths
- 3,742 Sq Ft
- Built 2018
15306 Southern Martin St, Winter Garden, FL 34787

Last Sold Summary
- $215/SF
- 14 Days On Market
Last Sold Price $805,000

Last Listing Agent Zhanyr Johnson OLYMPUS EXECUTIVE REALTY INC

/36
$270,000
- 3 Beds
- 3 Baths
- 1,544 Sq Ft
14501 Grove Resort Ave Unit 2527, Winter Garden, FL 34787

Short Sale. Short Sale Opportunity – Fully Furnished 3BR/3BA Condo at The Grove Resort – Vacation Rental Only / No Full-Time ResidencyInvestor Alert! Rare opportunity to own a FULLY FURNISHED and equipped 3-bedroom, 3-bath condo in the sought-after The Grove Resort, one of Orlando’s top vacation-only condo-hotel communities, just minutes from Disney. Turnkey for immediate rental. Large

Nayane Seabra

WRA BUSINESS & REAL ESTATE

(321) 341-5486

14501 Grove Resort Ave Unit 2527, Winter Garden, FL 34787
/19
$2,500 per month
- 3 Beds
- 2.5 Baths
- 1,026 Sq Ft
- House for Rent
216 Jean St, Winter Garden, FL 34787

WELCOME TO YOUR WINTER GARDEN OASIS! This completely updated 3-bedroom, 2.5-bathroom single-family home perfectly blends modern comfort with an unbeatable location. Inside, enjoy a bright, open floorplan featuring spacious bedrooms, ceiling fans, and a beautifully equipped kitchen with a built-in oven, cooktop, dishwasher, and even a convenient bar fridge. Set on a massive 0.34-acre lot with no

Brenden Rando NEXTHOME NEIGHBORHOOD REALTY

216 Jean St, Winter Garden, FL 34787
/2
$600,000 Sold Dec 17, 2025

3390 Current Ave, Winter Garden, FL 34787
- 5 Beds
- 3 Baths
- 2,916 Sq Ft
- Built 2020
Last Sold Summary
- 6% Below List Price
- $206/SF
- 74 Days On Market
Current Estimated Value $624,259

Last Listing Agent Jessica Macias KELLER WILLIAMS ADVANTAGE III

3390 Current Ave, Winter Garden, FL 34787

/2
Est $745,424 Not Listed For Sale

14377 Black Quill Dr, Winter Garden, FL 34787
- 4 Beds
- 3 Baths
- 2,786 Sq Ft
- Built 2014
14377 Black Quill Dr, Winter Garden, FL 34787

Last Sold Summary
- $267/SF
- 6 Days On Market
Last Sold Price $745,000

Last Listing Agent Nancy Foltz LOKATION

/26
$1,375,000
- Land
- 5.11 Acres
- $269,080 per Acre
10133 Colt Ln, Winter Garden, FL 34787

Discover 5.1 beautiful acres in Avalon Hills, an exclusive community featuring just 16 premium luxury home 5 acre lots. No need to move almost an hour away just to find some land and more privacy when this gem is minutes to Windermere and everywhere you want to be. This vacant land represents the essence of premium real estate, nestled at the end of a one-way street ending in a serene cul-de-sac

Jessica McKinney

FLORIDA REALTY EXCHANGE LLC

(321) 386-1622

10133 Colt Ln, Winter Garden, FL 34787
/75

$1,708 - $3,132 per month

Windermere Cay

1 - 3 Beds

8200 Jayme Dr, Winter Garden, FL 34787

So close yet a world away. Windermere Cay, the premier luxury and 100% Smoke-Free community is NOW OPEN! We are conveniently located on Reams Road, adjacent to Walt Disney World, just minutes from Orlando International airport, area theme parks, Winter Garden Village, Millenia Mall, and much more. Our four-story buildings offer elevators, high-end details, finishes, and an exclusive resident

8200 Jayme Dr, Winter Garden, FL 34787
/2
$739,000 Sold Jan 05, 2026

214 S Main St, Winter Garden, FL 34787
- 4 Beds
- 4 Baths
- 2,268 Sq Ft
- Built 1993
Last Sold Summary
- 1% Below List Price
- $326/SF
- 0 Days On Market
Current Estimated Value $734,034

Last Listing Agent Joe Wynkoop CHARLES RUTENBERG REALTY ORLANDO

214 S Main St, Winter Garden, FL 34787

/2
Est $698,688 Not Listed For Sale

15071 Sunstar Way, Winter Garden, FL 34787
- 4 Beds
- 3.5 Baths
- 2,553 Sq Ft
- Built 2021
15071 Sunstar Way, Winter Garden, FL 34787

Last Sold Summary
- 1% Above List Price
- $270/SF
- 9 Days On Market
Last Sold Price $689,000

Last Listing Agent Ken Pozek REAL BROKER, LLC

/37
$499,000
- 3 Beds
- 2 Baths
- 1,864 Sq Ft
8118 Surf Bird St, Winter Garden, FL 34787

One or more photo(s) has been virtually staged. Welcome to 8118 Surf Bird Street, a stunning spec home with premium upgrades, located in the highly desirable Summerlake community of Winter Garden. This beautifully maintained, move-in-ready single-family residence offers 3 spacious bedrooms, 2 bathrooms, a standout feature is the flex room, which provides versatile space that can easily serve as a

Juliana Garcia Moraes

PRISTINE INTERNATIONAL REALTY LLC

(321) 346-5222

8118 Surf Bird St, Winter Garden, FL 34787
/60
$6,995 per month
- 5 Beds
- 4 Baths
- 3,694 Sq Ft
- House for Rent
3265 Hidden Lake Dr, Winter Garden, FL 34787

Rarely Available Lakefront Boater's Dream in Winter Garden/Windermere area at an amazing price! This home sits on a massive 1.5+ acre lot on the waterfront of Lake Roper. The home is a sprawling 3700 SF one story home with extremely high ceilings. The main room is an enormous Great room plan combining the Kitchen, Living Great room, Formal Dining Room and Office flex room ALL overlooking the

Billy Cannon, Jr BHHS FLORIDA REALTY

3265 Hidden Lake Dr, Winter Garden, FL 34787
/2
$212,500 Sold Jul 11, 2025

385 Eron Way Unit 45, Winter Garden, FL 34787
- 2 Beds
- 2 Baths
- 930 Sq Ft
- Built 1988
Last Sold Summary
- 10% Below List Price
- $228/SF
- 99 Days On Market
Current Estimated Value $208,071

Last Listing Agent Matt Erickson RE/MAX PRIME PROPERTIES

385 Eron Way Unit 45, Winter Garden, FL 34787

/2
Est $718,471 Not Listed For Sale

14867 Ellingsworth Ln, Winter Garden, FL 34787
- 4 Beds
- 3 Baths
- 2,583 Sq Ft
- Built 2018
14867 Ellingsworth Ln, Winter Garden, FL 34787

Last Sold Summary
- 2% Below List Price
- $285/SF
- 48 Days On Market
Last Sold Price $735,000

Last Listing Agent Nick Nesta, III NESTA REAL ESTATE CONSULTANTS

/40
$799,900
- 4 Beds
- 4.5 Baths
- 3,871 Sq Ft
2015 Sandy Garden Ln, Winter Garden, FL 34787

One or more photo(s) has been virtually staged. Welcome home to a lifestyle of space, comfort, and effortless entertaining in this beautifully designed two-story residence with charming exterior stone accents, set on an almost 1⁄4-acre lot in a gated community. From the moment you step inside, you’ll appreciate the open, airy layout, high ceilings, and bamboo flooring throughout — no carpet

Kristi Matthew

CENTURY 21 CARIOTI

(321) 599-3873

2015 Sandy Garden Ln, Winter Garden, FL 34787
/52

$1,515 - $2,234 per month

Apollo Apartments

Studio - 2 Beds

7000 Kiran Patel Dr, Winter Garden, FL 34787

Apollo boast four stunning buildings that usher in a variety of iving spaces, including spacious studios, stylish one-bedroom, and comfortable two-bedroom apartments. Discover elegant kitchen islands, oversized windows that fill your space with natural light, and modern fixtures that add a touch of sophistication to every room.

7000 Kiran Patel Dr, Winter Garden, FL 34787
/2
$150,000 Sold Feb 13, 2026

0 Avalon Rd Unit MFRJ997704, Winter Garden, FL 34787
- Land
- 0.54 Acre
- $277,778 per Acre
Last Sold Summary
Last Listing Agent Stellar Non-Member Agent STELLAR NON-MEMBER OFFICE

0 Avalon Rd Unit MFRJ997704, Winter Garden, FL 34787

/2
Est $508,458 Not Listed For Sale

1455 Williams Rd, Winter Garden, FL 34787
- 4 Beds
- 3 Baths
- 2,030 Sq Ft
- Built 2022
1455 Williams Rd, Winter Garden, FL 34787

Last Sold Summary
- 1% Below List Price
- $254/SF
- 28 Days On Market
Last Sold Price $516,000

Last Listing Agent Ken Pozek REAL BROKER, LLC

/30
$415,000
- 3 Beds
- 1.5 Baths
- 1,086 Sq Ft
750 S Park Ave, Winter Garden, FL 34787

MOVE-IN-READY!! PRICE REDUCTION!! SELLER OFFERING $6,000.00 TOWARDS CLOSING COST!! Welcome to 750 S Park Avenue, a beautifully maintained and FULLY RENOVATED home offering comfort, charm, and modern convenience to downtown Winter Garden.This 3-bedroom, 1.5-bath residence spans approximately 1,186 square feet and sits on a HUGE FENCED IN well-kept lot- perfect for both relaxing and

Keegan Siegfried

LPT REALTY, LLC

(321) 462-6888

750 S Park Ave, Winter Garden, FL 34787
/35
$3,500 per month
- 4 Beds
- 2.5 Baths
- 2,378 Sq Ft
- House for Rent
4584 Gliding Wave St, Winter Garden, FL 34787

Welcome to the popular Tower floor plan featuring an oversized backyard and thoughtfully designed living space. This beautiful 4-bedroom, 2.5-bath home offers 2,395 square feet with an open-concept layout and a versatile flex room perfect for a home office, study, or playroom. The gourmet kitchen is designed for both everyday living and entertaining, showcasing quartz countertops, designer

Braner De Lima Dantas FLORIDA CONNEXION PROPERTIES

4584 Gliding Wave St, Winter Garden, FL 34787
/2
$855,821 Sold Mar 21, 2025

13147 Faro Ct, Winter Garden, FL 34787
- 5 Beds
- 4.5 Baths
- 3,719 Sq Ft
- Built 2024
Last Sold Summary
- $230/SF
Current Estimated Value $878,148

Last Listing Agent Stellar Non-Member Agent STELLAR NON-MEMBER OFFICE

13147 Faro Ct, Winter Garden, FL 34787

/2
Est $1,133,470 Not Listed For Sale

16556 Olive Hill Dr, Winter Garden, FL 34787
- 5 Beds
- 4 Baths
- 3,752 Sq Ft
- Built 2019
16556 Olive Hill Dr, Winter Garden, FL 34787

Last Sold Summary
- 1% Below List Price
- $304/SF
- 74 Days On Market
Last Sold Price $1,140,000

Last Listing Agent Goutam Pai LA ROSA RTY WINTER GARDEN LLC

/25
$332,500
- 2 Beds
- 2 Baths
- 1,265 Sq Ft
14501 Grove Resort Ave Unit 3205, Winter Garden, FL 34787

Luxury vacation rental within The Grove Resort and Spa. Beautifully furnished with modern furniture and fixtures that make for a one-of-a-kind vacation property, this fully furnished 2-bedroom, 2-bath unit can sleep up to 8 people (room with1 king bed, room with 2 full beds and queen sleeper sofa) and has a gourmet kitchen with stainless steel appliances and quartz counters. The Grove Resort and

Jamie Ampel

ALL SELLERS & BUYERS REALTY INC

(321) 710-1042

14501 Grove Resort Ave Unit 3205, Winter Garden, FL 34787
/13

$1,560 - $2,100 per month

Prose Avalon Pointe

1 - 2 Beds

14505 Tristan Cir, Winter Garden, FL 34787

Welcome home to Prose Avalon Pointe, Orlando's newest multifamily community. Our spacious one- and two-bedroom apartments for rent in Winter Garden, FL, feature modern stainless steel appliances, walk-in closets, dining-sized kitchen islands, hardwood flooring throughout and full-sized washer and dryers in every apartment home. And with convenient, must have amenities like a fitness center,

14505 Tristan Cir, Winter Garden, FL 34787
/2
$785,000 Sold Apr 15, 2025

15886 Citrus Grove Loop, Winter Garden, FL 34787
- 4 Beds
- 3.5 Baths
- 3,493 Sq Ft
- Built 2015
Last Sold Summary
- 8% Below List Price
- $225/SF
- 61 Days On Market
Current Estimated Value $807,223

Last Listing Agent Sean Spencer PREMIER SOTHEBYS INT'L REALTY

15886 Citrus Grove Loop, Winter Garden, FL 34787

/2
Est $680,222 Not Listed For Sale

5530 Cypress Hill Rd, Winter Garden, FL 34787
- 4 Beds
- 3 Baths
- 2,695 Sq Ft
- Built 2016
5530 Cypress Hill Rd, Winter Garden, FL 34787

Last Sold Summary
- 1% Below List Price
- $256/SF
- 6 Days On Market
Last Sold Price $690,000

Last Listing Agent Nicole Dege REDFIN CORPORATION

/30
$519,000
- 4 Beds
- 3 Baths
- 2,042 Sq Ft
16105 Water Spring Blvd, Winter Garden, FL 34787

Discover this immaculate 4-bedroom, 3-bath home in the beautiful Storey Grove community. Designed for family living, it offers bright and spacious interiors that flow seamlessly from the open-concept kitchen to the main living area. The master suite features a private bathroom and generous storage space, while the additional bedrooms are perfect for guests, or a home office. Outside, enjoy a

Yesenia Barrios

URBAN-O REAL ESTATE SOLUTIONS

(321) 346-5456

16105 Water Spring Blvd, Winter Garden, FL 34787
/18
$2,600 per month
- 3 Beds
- 2.5 Baths
- 1,567 Sq Ft
- House for Rent
15887 Grafton Way, Winter Garden, FL 34787

Welcome to 15887 Grafton Way, a beautifully maintained 3-bedroom, 2.5-bath townhome in the desirable Encore at Ovation community in Winter Garden. Offering 1,688 sq ft of thoughtfully designed living space, this home features a bright open layout, wood-look tile flooring, quartz countertops, 42” cabinetry, and a detached 2-car garage. Located just minutes from Disney and major roadways, you’ll

Mariana Nossa WRA BUSINESS & REAL ESTATE

15887 Grafton Way, Winter Garden, FL 34787
/40
$780,000 Sold Dec 26, 2025

12886 Harvest Rain Ave, Winter Garden, FL 34787
- 5 Beds
- 4.5 Baths
- 3,101 Sq Ft
- Built 2025
Move in Ready Sold Summary
- $252/SF
- 62 Days On Market
Taylor Morrison Harvest at Ovation

12886 Harvest Rain Ave, Winter Garden, FL 34787

/2
Est $758,341 Not Listed For Sale

17889 Gourd Neck Loop, Winter Garden, FL 34787
- 5 Beds
- 3 Baths
- 3,554 Sq Ft
- Built 2015
17889 Gourd Neck Loop, Winter Garden, FL 34787

Last Sold Summary
- 1% Above List Price
- $211/SF
- 3 Days On Market
Last Sold Price $750,000

Last Listing Agent Rachel Rivera RE/MAX

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