Winter Garden Homes for Sale

Just fifteen miles outside of Orlando, Florida rests a cozy community called Winter Garden. Winter Garden carries a population of approximately 40,0000 residents and offers a wide variety of amenities. Some interesting facts about Winter Garden, it had an incredibly laid back atmosphere and yet is only just a short drive from the bustling city of Orlando, It has a long list of walking/hiking trails that engulf residents and visitors alike in the lush natural beauty of Central Florida, and it has a gorgeous historical downtown that was listed on the national Registry of Historic Places. This historic downtown includes small shops, cafes, museums, restaurants, and a theatre for all to enjoy. Major travel throughways in Winter Garden include,County Road 535, County Road 545, and the Western Beltway.

Wondering if there are affordable homes for sale in Winter Garden? Winter Garden, Florida offers homes for sale at extremely affordable prices. Typically the average price for a 3,500 square foot home in Winter Garden is around $350,000. Winter Garden homes normally are in 3 style categories including, traditional, modern and Mediterranean. Purchasing anyone of these homes for sale guarantees amenities that home buyers dream of such as, privacy, luxurious shopping districts, strong educational facilities and so much more!

Wondering what there is to do for fun in Winter Garden? There are a number of popular places to visit while in Winter Garden including their beautiful walking trails that can be found in Chapin Station, Lake Brim Park, and Oakland Nature Preserve. A great place to grab a quick and satisfying bite to eat is Melts on Main street or as some people like to call it “MOMS”. MOMS offers a wide selection of delicious grilled sandwiches and seasonal soups! If you are interested in learning more about what types of homes we have to offer here in Winter Garden, please don’t hesitate to contact us so we can assist you in finding a new home!

Latest Winter Garden Homes and Condos for Sale

1823 Portcastle Circle, Winter Garden image

1823 Portcastle Circle, Winter Garden $365,000

This home is a beautifully Spacious 2 story home with 3 bedroom, 2.5 bath with a big loft up stairs. Eat in Kitchen. 2 car Garage. Large fenced backyard. Conveniently loc...

3 Beds
2 Baths
Stone Crk A-1 & A-2 SubDv.
34787 Zip Code

16 W Cypress Street, Winter Garden image

16 W Cypress Street, Winter Garden $510,000

FULL DUPLEX FOR SALE IN WINTER GARDEN!! This is your opportunity to own two (2) 3/2 units in the heart of Winter Garden with NO HOA FEES!! The entire building is tiled ...

6 Beds
4 Baths
Overstreet Crate Companys Add SubDv.
34787 Zip Code

6578 Calamondin Drive, Winter Garden image

6578 Calamondin Drive, Winter Garden — 6578 $399,000

This Hamlin Reserve townhome is magnificent. Let's start mentioning the many upgrades: Upgraded downstairs laminate floor, kitchen cabinets and hardware, all kitchen and...

4 Beds
3 Baths
Hamlin Reserve SubDv.
34787 Zip Code

13949 Fox Glove Street, Winter Garden image

13949 Fox Glove Street, Winter Garden $569,900

MULTIPLE OFFERS, Please have all offers in by 10/24 by 5:00 pm Welcome in to this beautiful waterfront home inside Winter Garden's only 24/7 guard-gated community, Stone...

5 Beds
3 Baths
Stoneybrook West Ut 04 48 48 SubDv.
34787 Zip Code

1010 Vineland Road, Winter Garden $225,000

INVESTOR SPECIAL WAITING ON THE RIGHT BUYER. THE PROPERTY IS LOCATED IN AN AREA OF HOMES BEING USED AS BUSINESSES. THE LOCATION IS IDEAL........LESS THAN 1/2 MILE TO HWY ...

2 Beds
1 Baths
Southern Blvd SubDv.
34787 Zip Code

14051 Hampshire Bay Circle, Winter Garden image

14051 Hampshire Bay Circle, Winter Garden $699,900

A stunning, modern and upgraded property in the heart of Winter Garden is waiting for you to call it home! Totaling 4 bedrooms, 3.5 bathrooms, 3,538 sq ft and a long list...

4 Beds
3 Baths
Bay Isle 48 17 SubDv.
34787 Zip Code

1331 Daniels Cove Drive, Winter Garden image

1331 Daniels Cove Drive, Winter Garden $279,900

LOCATION!! LOCATION!! Great investment opportunity! Tenant occupied until July 30th. 4BD/2BA HOME is located in the popular, well-kept Daniels Crossing community! LOW HOA...

4 Beds
2 Baths
Daniels Crossing Rep SubDv.
34787 Zip Code

14785 Mcclane Road, Winter Garden $615,000

AMAZING, READY TO MOVE IN HOME IN GATED WINTER GARDEN COMMUNITY! This 4 bedroom/3-bathroom Mattamy home (Sheffield model) in the popular gated Oxford Chase community pro...

4 Beds
3 Baths
Oxford Chase SubDv.
34787 Zip Code

14740 Black Cherry Trail, Winter Garden image

14740 Black Cherry Trail, Winter Garden $519,900

Independence!! ABSOLUTELY THERE'S ROOM FOR A POOL IN THIS GIANT FENCED YARD **** Freshly painted exterior & most of the interior freshly painted too ** First floor with a...

4 Beds
2 Baths
Independence, Signature Lakes SubDv.
34787 Zip Code

7816 Winter Wren Street, Winter Garden image

7816 Winter Wren Street, Winter Garden $495,000

***Highest and Best by 1pm 10/25*** You don’t want to miss this rare opportunity to call this meticulously kept Summerlake home yours! This stunning move-in ready home we...

4 Beds
2 Baths
Summerlake Pd Ph 1b Rep SubDv.
34787 Zip Code

16472 Olive Hill Drive, Winter Garden image

16472 Olive Hill Drive, Winter Garden $615,900

Welcome to your new home! This beautiful home is located close to great restaurant, schools and parks. This home comes with 4 bedrooms, 3 and a half bathrooms and a 2 car...

4 Beds
3 Baths
Hawksmoor-Ph 1 SubDv.
34787 Zip Code

7819 Bostonian Drive, Winter Garden image

7819 Bostonian Drive, Winter Garden $433,900

Fall in love with this 4 bedroom, 2 bathroom home in Winter Garden! As you enter, you are greeted by a spacious, open living room with plenty of natural light. You will ...

4 Beds
2 Baths
West Lake Hancock Estate SubDv.
34787 Zip Code

1190 Bobcat Chase Boulevard, Oakland image

1190 Bobcat Chase Boulevard, Oakland $429,900

Welcome to this elegant 3 bedrooms, 2.5 bathrooms home with a 2 car garage in LONGLEAF AT OAKLAND. When you walk in, you will be welcomed by an open floor plan. You wil...

3 Beds
2 Baths
Longleaf/Oakland Replat SubDv.
34787 Zip Code

199 E Crest Avenue, Winter Garden $385,000

**DOWNTOWN WINTER GARDEN AREA** **SPECIAL LOT ALERT -- PROTECTED GREEN SPACE SURROUND** **NEARLY ½ ACRE** **CUSTOM BUILT & ORIGINAL OWNER** **THREE BEDROOMS + PRIVATE...

3 Beds
2 Baths
Garden Hts Sub SubDv.
34787 Zip Code

17108 Quicksilver Avenue, Winter Garden image

17108 Quicksilver Avenue, Winter Garden $429,135

Under Construction. Step into your comfort zone with the dazzling Cascade floorplan, this lovely home includes four bedrooms, three bathrooms, with a two-car garage. This...

4 Beds
3 Baths
Waterside 40'S Ph 2c SubDv.
34787 Zip Code

707 Chase Oaks Court, Winter Garden image

707 Chase Oaks Court, Winter Garden $495,000

**VIEW THE 3D-INTERACTIVE TOURS** Searching for the perfect house in sought-after Winter Garden? Here it is! This stunning 4 bedroom, 3 bath home is perfectly located on ...

4 Beds
3 Baths
Winter Oaks SubDv.
34787 Zip Code

965 Marsh Reed Drive, Winter Garden image

965 Marsh Reed Drive, Winter Garden $500,000

This gorgeous pool home in Johns Lake Pointe is sure to go quick! Situated on a corner lot, this 2 story home is like new with ivory cabinets, updated mosaic herringbone ...

4 Beds
2 Baths
Johns Lake Pointe SubDv.
34787 Zip Code

14501 Grove Resort Avenue Unit 3503, Winter Garden image

14501 Grove Resort Avenue Unit 3503, Winter Garden — 3 $320,000

Fully Furnished Amazing Luxury vacation condo in world class resort - The Grove Resort & Water Park Orlando! Residential-style suite at 5th floor! Master bedroom with ONE...

2 Beds
2 Baths
Grove Residence & Spa Hotel Condo 3 SubDv.
34787 Zip Code

1674 Victoria Way, Winter Garden $469,000

The METICULOUS LANDSCAPING and curb appeal will sweep you off your feet even before you enter this beautiful BRICK FRONT 4-Bedroom 2.5 Bathroom home! Your insurance compa...

4 Beds
2 Baths
Tuscany SubDv.
34787 Zip Code

15426 Pebble Ridge Street, Winter Garden image

15426 Pebble Ridge Street, Winter Garden $525,000

Pool home in Gate Guarded Stoneybrook West. 4 bedrooms 2 bath-formal living and dining room-Kitchen and Family room overlooking covered and Screened pool. Yard is fenced...

4 Beds
2 Baths
Stoneybrook West 44/134 SubDv.
34787 Zip Code

15651 Kinnow Mandarin Lane, Winter Garden image

15651 Kinnow Mandarin Lane, Winter Garden — N/A $393,500

Come and see this amazing Townhouse Located at Hamlin area, lots of fun, supermarkets, movie theater, restaurants, trails, Orange County Golf Course right in front of the...

4 Beds
3 Baths
Highlands/Summerlake Grvs #1 SubDv.
34787 Zip Code

15476 Blackbead Street, Winter Garden image

15476 Blackbead Street, Winter Garden — 15476 $435,000

Welcome home! Privacy and convenience can be found at this stunningly designed end-unit townhome located in the premier Summerlake community. The spacious sun-filled open...

3 Beds
2 Baths
Summerlake SubDv.
34787 Zip Code

14897 Ellingsworth Lane, Winter Garden image

14897 Ellingsworth Lane, Winter Garden $720,000

Beautiful spacious 4 bedroom 4 bath home with flex room that can used as a 5th bedroom built in 2018 open floor plan. Easy show.

4 Beds
3 Baths
Oxford Chase SubDv.
34787 Zip Code

14501 Grove Resort Avenue Unit 1313, Winter Garden image

14501 Grove Resort Avenue Unit 1313, Winter Garden — Tower 1 $350,000

Prestine apartment for sale at the The Grove Resort & Spa. Enjoy the resort amenities and the comfort of a 3-bed 2-bath apartment totally furnished. Seller is entertaini...

3 Beds
2 Baths
The Grove Resort SubDv.
34787 Zip Code

17205 Red Bird Road, Winter Garden image

17205 Red Bird Road, Winter Garden $975,000

NO HOA & HORSE FRIENDLY!!! This beautiful home sits on 3.35 acres and has been completely renovated! The kitchen is a chefs dream with large island, marble countertops, f...