Homes for Sale in Winter Garden

Whether you’re looking to move-up or downsize, Winter Garden has the perfect living space for you. Winter Garden’s active downtown, with an award-winning farmer’s market, bike trail, and brewery, has been a favorite of locals for years. Buyer’s can choose homes located next to the 22-mile West Orange trail, countless restaurants in the historic downtown or in new communities of the surrounding suburbs.

As Winter Garden’s top Buyer’s Agent, the Erica Diaz Team has the experience to find what you’re looking for; find your Winter Garden Home using the filter below, or explore what else Winter Garden has to offer.

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$418,740

13162 BOUNTY AVENUE
WINTER GARDEN, Florida

3Bedroom(s)
2Bathroom(s)
25Picture(s)
1,567Sqft
Under Construction. The Ibis at Waterleigh is a spacious town home with 3 bedrooms, 2.5 baths with stainless steel appliances. This home invites you from the time you enter. This lifestyle Community includes over the top amenities with 2 beautiful clubhouses with 2 resort style pools, 2 fitness centers, putt-putt golf, beach volleyball, tennis, lake view BBQ/picnic area, dog-park and so much more.

$418,740

13158 BOUNTY AVENUE
WINTER GARDEN, Florida

3Bedroom(s)
2Bathroom(s)
25Picture(s)
1,567Sqft
Under Construction. The Ibis at Waterleigh is a spacious town home with 3 bedrooms, 2.5 baths with stainless steel appliances. This home invites you from the time you enter. This lifestyle Community includes over the top amenities with 2 beautiful clubhouses with 2 resort style pools, 2 fitness centers, putt-putt golf, beach volleyball, tennis, lake view BBQ/picnic area, dog-park and so much more.

$418,740

12039 HOLYSTONE STREET
WINTER GARDEN, Florida

3Bedroom(s)
2Bathroom(s)
25Picture(s)
1,567Sqft
Under Construction. The Ibis at Waterleigh is a spacious town home with 3 bedrooms, 2.5 baths with stainless steel appliances. This home invites you from the time you enter. This lifestyle Community includes over the top amenities with 2 beautiful clubhouses with 2 resort style pools, 2 fitness centers, putt-putt golf, beach volleyball, tennis, lake view BBQ/picnic area, dog-park and so much more.

$525,000

15025 PURPLE MARTIN ST
WINTER GARDEN, Florida

3Bedroom(s)
2Bathroom(s)
21Picture(s)
1,979Sqft
Your opportunity to own a fantastic 3 bedroom 2 bathroom home in the highly sought after community of Summerlake is here!This open plan property has tile throughout the main living areas and carpets in the bedrooms, with a kitchen that has 42 inch kitchen cabinets, granite counter tops, stainless steel appliances and gas range.

$775,000

15985 SWEET MURCOTT COURT
WINTER GARDEN, Florida

5Bedroom(s)
3Bathroom(s)
48Picture(s)
3,402Sqft
This meticulously maintained 5 bedroom, 3 bath & bonus room home in the desirable gated community of Hickory Hammock has great curb appeal with a front and rear porch, rear patio, paver driveway and a 2 car garage.

$200,000

761 COKE AVENUE
WINTER GARDEN, Florida

2Bedroom(s)
1Bathroom(s)
7Picture(s)
560Sqft
**EXCELLENT OPPORTUNITY DON'T MISS IT*** HANDYMAN SPECIAL.. home walking distance to historic downtown Winter Garden! The home is convenient and close to many restaurants, shops, Garden Theatre, weekly Farmer's Market and the West Orange Trail. Winter Garden Village is also only minutes away with more restaurants & shopping with easy access to SR429, Turnpike and SR408.

$1,200,000

942 DENSDALE LANE
WINTER GARDEN, Florida

5Bedroom(s)
5Bathroom(s)
56Picture(s)
3,307Sqft
Welcome to 942 Densdale Lane, located in beautiful Oakland Park! This stunning Dream Finders home is a can't miss opportunity. This home includes a rare fully finished, full kitchen, garage apartment with washer and dryer hookups and a separate entrance making this home one of the more unique homes in Oakland Park, and which also serves as the 5th bedroom and bathroom.

$739,000

1633 HIGHBANKS CIRCLE
WINTER GARDEN, Florida

4Bedroom(s)
3Bathroom(s)
40Picture(s)
3,775Sqft
Back on Market. Super location to downtown historic Winter Garden Main Street on this Move-In ready and "almost new" 4/3.5 2019 built home. Great interior location on corner lot in highly desirable gated community. This energy efficient home features double-paned windows and doors, natural gas appliances, tankless Rennai HW heater and an architectural shingle roof.

$1,800,000

7424 JOHN HANCOCK DRIVE
WINTER GARDEN, Florida

5Bedroom(s)
5Bathroom(s)
92Picture(s)
3,972Sqft
Back on Market! Buyer Financing failed - not due to home inspections or appraisal. This home is perfect for you! Overlook at Hamlin in Winter Garden situated on the shores of the 475-acre Lake Hancock! Water enthusiasts know that this gorgeous lake is suited for boating and skiing alike.

$650,000

7927 WINTER WREN STREET
WINTER GARDEN, Florida

3Bedroom(s)
3Bathroom(s)
40Picture(s)
2,542Sqft
SUMMERLAKE in Winter Garden/Horizon West! Beautiful 3BR, 3BA home. WELL MAINTAINED COMMUNITY located just a few minutes from Magic Kingdom and 429.

$553,740

16559 POINT ROCK DRIVE
WINTER GARDEN, Florida

3Bedroom(s)
2Bathroom(s)
35Picture(s)
2,027Sqft
Under Construction. The CORDALE, in the Waterleigh community, is great for entertaining with the cafe just off the kitchen for casual dining. The master bedroom conveniently located on the first floor with a bathroom that features double sink with granite tops.

$620,000

12985 DAUGHTERY DRIVE
WINTER GARDEN, Florida

4Bedroom(s)
2Bathroom(s)
26Picture(s)
2,523Sqft
Beautiful 4 Bedroom / 2.5 bathroom home. Well maintained. Open concept with the enough space to create a formal dining room and an informal one as well. Master Bedroom is a dream due to the spacious area that will allow you to create a wonderful suite. 2 built in closets for him and for her. 2 separate vanities, separate bathtub and shower.

$693,000

14130 JOMATT LOOP
WINTER GARDEN, Florida

4Bedroom(s)
3Bathroom(s)
48Picture(s)
2,952Sqft
Welcome home to sought after Cypress Reserve! This beautiful like new 4/3 plus office/Den, single story home. This home has an Open floor plan that centers around the Gathering/Family Room, offers plenty of space for family, friends, work space and perfect for entertaining.

$600,000

7136 BROOMSHEDGE TRAIL
WINTER GARDEN, Florida

4Bedroom(s)
2Bathroom(s)
72Picture(s)
2,539Sqft
Schedule a showing to an deally located corner pool screened home at desirable subdivision Independence in Winter Garden. Beautiful wide corner house with fenced backyard, large patio, garden, pool and spa with hot water. Its features make it a dream house for outdoor and indoor entertaining. NEW carpet on second floor and stairs.

$919,000

827 SANTEE TERRE LANE
WINTER GARDEN, Florida

5Bedroom(s)
3Bathroom(s)
33Picture(s)
3,616Sqft
LOOK NO FURTHER! This 4 BEDROOMS + OFFICE /3.5 BATHROOM POOL home has been turning heads since it was completely remodeled inside and outside! With over 3,600 square feet, this spectacular home located in Westfield Lakes has been completely overhauled to become your dream home.

$344,990

13265 DANIELS LANDING CIRCLE
WINTER GARDEN, Florida

3Bedroom(s)
2Bathroom(s)
29Picture(s)
1,347Sqft
Take a look at this Beautiful 2 bed / 2.5 bath + LOFT Townhome in a Luxurious Winter Garden Gated Community.rnThis home boasts an Open Floor Plan with direct views from the Kitchen directly out to the Screened Lanai and Lush Landscape.rnDaniel's Landing offers residents great amenities that include a COMMUNITY POOL, FITNESS CENTER, PLAYGROUND AND PICNIC AREA.

$450,000

13060 SOCIAL LANE
WINTER GARDEN, Florida

4Bedroom(s)
2Bathroom(s)
23Picture(s)
1,956Sqft
Very Nice one story - 4 bedroom split floorplan home with a Gorgeous Renovated Kitchen open to the Family Room and in the Best Winter Garden Location! Home is within the Heart of Winter Garden in the planned community Regency Oaks at Stonecrest; you’ll be walking distance to all Winter Garden Village shopping and restaurants! In addition, take a short drive North on Daniels Rd you’ll f

$727,860

428 ENCORE AT OVATION WAY
WINTER GARDEN, Florida

4Bedroom(s)
3Bathroom(s)
13Picture(s)
2,343Sqft
Under Construction. The Cambridge is a single-story home featuring a bungalow-inspired exterior elevation with details such as craftsman-style columns and split-carriage style garage doors, brick paver driveway, lead walk and covered porch. This three-way split floorplan has a bedroom with its own full bath at the front of the home for out of town guests or parent.

$589,900

5518 THOMAS SQUARE DRIVE
WINTER GARDEN, Florida

4Bedroom(s)
4Bathroom(s)
55Picture(s)
2,893Sqft
Welcome Home! Like new Taylor Morrison Sheen model on large corner lot in the sought-after community of The Cove at Hamlin! This almost 2,900 sq ft home offers 4 bedrooms and 3.

$199,000

18 WINDTREE LANE
WINTER GARDEN, Florida

2Bedroom(s)
2Bathroom(s)
52Picture(s)
918Sqft
Amazing location! Just 5 minutes from downtown, 5 minutes from Winter Garden village, 20 minutes away from Disney and all attractions. Quick access to 50 and 429. Condo is located at second floor so you will not be bothered by your upstairs neighbor. The fan in the living area and all electric plates have been replaced 2022.

$319,900

628 BOYD STREET
WINTER GARDEN, Florida

2Bedroom(s)
1Bathroom(s)
24Picture(s)
924Sqft
LOCATION! LOCATION! LOCATION! This quaint Winter Garden bungalow is a short stroll away from Winter Garden's Downtown Historic District and Plant Street Market and has been thoughtfully redesigned with modern updates while preserving its original historic charm.

$320,000

14501 GROVE RESORT AVENUE
WINTER GARDEN, Florida

2Bedroom(s)
2Bathroom(s)
48Picture(s)
1,265Sqft
Luxury condo in the magnificent The Grove Resort and Water Park. This resort and condo has it all. To start with, the property comes fully furnished, stainless steel amenities, ceramic and carpet flooring, both rooms offer walk in closets, plenty of natural light. The unit is on 4th floor, in building 1 letter K! There are elevators in each building as well. The unit floorplan is a Palm.

$421,740

12079 HOLYSTONE STREET
WINTER GARDEN, Florida

3Bedroom(s)
2Bathroom(s)
25Picture(s)
1,567Sqft
Under Construction. The Ibis at Waterleigh is a spacious town home with 3 bedrooms, 2.5 baths with stainless steel appliances. This home invites you from the time you enter. This lifestyle Community includes over the top amenities with 2 beautiful clubhouses with 2 resort style pools,2 fitness centers, putt-putt golf, beach volleyball, tennis, lake view BBQ/picnic area, dog-park and so much more.

$421,740

12087 HOLYSTONE STREET
WINTER GARDEN, Florida

3Bedroom(s)
2Bathroom(s)
25Picture(s)
1,567Sqft
Under Construction. The Ibis at Waterleigh is a spacious town home with 3 bedrooms, 2.5 baths with stainless steel appliances. This home invites you from the time you enter. This lifestyle Community includes over the top amenities with 2 beautiful clubhouses with 2 resort style pools, 2 fitness centers, putt-putt golf, beach volleyball, tennis, lake view BBQ/picnic area, dog-park and so much more.
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Who’s Your Winter Garden Buyer’s Agent?

Every home shopper should have a Buyer’s Agent – it’s free to the buyer. Agents at the Erica Diaz Team know Winter Garden best! They know how to help you negotiate a better deal, and close faster than the average Winter Garden Realtor. Ask us about the local neighborhoods, we’ll know where to find the best homes for your goals in each price range.