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.
$935,000
4973 WILDWOOD POINTE ROAD
WINTER GARDEN, Florida
7Bedroom(s)
5Bathroom(s)
58Picture(s)
4,922Sqft
This spectacular home boasts over 4900 square feet under air with 7 full bedrooms, 5.5 baths, a bonus room, a home theater, including downstairs guest bed and bath. Additionally at $190 per square foot it is one of the best values in all of Winter Garden and Horizons West and is an absolute must have! Having only been used as a vacation home, the home shows like new.
$649,000
1332 HUNTERMAN LANE
WINTER GARDEN, Florida
4Bedroom(s)
3Bathroom(s)
23Picture(s)
2,805Sqft
Welcome to your dream home in the heart of Winter Garden! This exquisite 4-bedroom, 3-bathroom residence offers a perfect blend of modern comfort and classic charm.
$1,470,000
235 LAKEVIEW AVENUE
WINTER GARDEN, Florida
5Bedroom(s)
4Bathroom(s)
29Picture(s)
3,305Sqft
***GOLF CART DISTRICT***
This is your opportunity to own one of Historical Winter Garden's original homes. Situated on a rare oversized .47 acre lot just two blocks from charming Plant Street. The Pool Home has 5 Bedrooms, 3 Baths along with a Mother-in-Law Studio which boasts a Kitchen and Full Bath.
$469,950
232 STORY ROAD
WINTER GARDEN, Florida
3Bedroom(s)
2Bathroom(s)
30Picture(s)
1,258Sqft
Welcome home to this fully renovated 3 bedroom 2 bath home opposite Veterans Park in Winter Garden. Easy access to downtown - Plant Street with shops, restaurants, theatre and weekly farmers market. The home features brand new electric and plumbing, full AC, insulation, luxury vinyl flooring, ceramic tile, windows and roof.
$1,500,000
9207 BUSACO PARK WAY
WINTER GARDEN, Florida
5Bedroom(s)
4Bathroom(s)
63Picture(s)
3,819Sqft
Luxury Spanish/Mediterranean style 2 story waterfront home, 5 bedrooms & 4 full bathrooms. This unique gem offers 3,800+ sqft along with many features and upgrades.
$2,050,000
16641 BROADWATER AVENUE
WINTER GARDEN, Florida
6Bedroom(s)
5Bathroom(s)
75Picture(s)
5,117Sqft
EXPECT TO BE IMPRESSED!! This one of a kind lakefront masterpiece is truly a showcase home. Boasting 7 bedrooms 5/1 bathrooms and over 5,000 sq/ft of luxury living space.
$3,700,000
14354 ELLERBEE STREET
WINTER GARDEN, Florida
5Bedroom(s)
5Bathroom(s)
18Picture(s)
5,729Sqft
Welcome to the epitome of luxury in the heart of Winter Garden Luxury Lake Front property 220ft with clear water views with no HOA. Home boasting 5 spacious bedrooms "with master being located on the first floor" and 5 full and 3 half luxurious bathrooms.
$1,230,000
9218 HOLLISTON CREEK PLACE
WINTER GARDEN, Florida
4Bedroom(s)
3Bathroom(s)
99Picture(s)
3,085Sqft
Welcome Home to Watermark. This beautiful community with Water Park, Tennis Court, Gym, Play area and lots of activities for entire Family located at Horizon West/ Hamlin, just two minutes from Disney, Orange County National Golf course and major highway.
Elegant Thoreau Home with lots of upgrades.
$1,325,000
9875 BEACH PORT DRIVE
WINTER GARDEN, Florida
4Bedroom(s)
4Bathroom(s)
55Picture(s)
3,402Sqft
Luxury lakefront home located in quiet Phase 2 of Waterleigh! Welcome to 9875 Beach Port Dr., This stunning single-family property is situated in the highly sought-after Waterleigh Community. Boasting 4 bedrooms and 4.5 bathrooms, this spacious home offers everything you need for comfortable and luxurious living.
$329,000
14501 GROVE RESORT AVENUE
WINTER GARDEN, Florida
2Bedroom(s)
2Bathroom(s)
33Picture(s)
1,375Sqft
Be part of the magic, owning this unique property at the recognized top vacation destination: The Grove Resort & Water Park. The Surfari Water Park has been continuously awarded as the top resort Water Park in central Florida: lazy river, water slides, big pool, splash zone, and and the surf simulator next to the Longboard Bar.
$548,560
11114 SOUND SHORE 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.
$555,000
17008 TRADEWIND POINT
WINTER GARDEN, Florida
3Bedroom(s)
3Bathroom(s)
35Picture(s)
2,106Sqft
Beautiful Corner Single family home 3 Bedrooms/ 3 Bathrooms.
The house has a nice distribution, open floor plan concepts, Master and second Bedroom downstairs and an independent 3rd Bedroom upstairs with a loft.
Executive kitchen,Beautiful TV stone wall, all lamps upgraded! Screen porch and patio fenced. Purifier water system located at the garage.
$1,999,000
76 PARK AVENUE
WINTER GARDEN, Florida
4Bedroom(s)
3Bathroom(s)
52Picture(s)
3,782Sqft
One or more photo(s) has been virtually staged. The PARK AVE address says it all!! A RARE OPPORTUNITY to own 1 of only 9 EXCLUSIVE townhomes located in the heart of downtown Winter Garden's bustling shopping district. Unit 76 in the esteemed 30 N Park townhome community offers an exceptional living experience. This CORNER unit boasts almost 3,800 square feet of living space.
$1,290,000
255 DEER ISLE DRIVE
WINTER GARDEN, Florida
4Bedroom(s)
2Bathroom(s)
46Picture(s)
3,041Sqft
Rare opportunity!!! Welcome to this stunning residence nestled directly on the serene shores of Johns Lake. Situated on a sprawling 1.06-acre lot, this exceptional property of prime lake frontage and is impeccably designed with a spacious 3041sqft floor plan.
$1,599,000
17732 DEER ISLE CIRCLE
WINTER GARDEN, Florida
5Bedroom(s)
3Bathroom(s)
97Picture(s)
4,907Sqft
One or more photo(s) has been virtually staged. Welcome to this magnificent fully renovated Victorian home sitting proudly in the extremely desirable and exclusive community of Deer isle. As you pull into the circular driveway the true size of this home is reveled. The gable roof, countless windows, and sprawling layout make this a brilliant view to come home to.
$392,900
1430 BROKEN OAK DRIVE
WINTER GARDEN, Florida
3Bedroom(s)
2Bathroom(s)
48Picture(s)
1,699Sqft
Welcome to this charming and well-maintained end unit townhouse located in the Tucker Oaks community. Boasting a prime location with the added advantage of being an end unit, this residence offers enhanced privacy and an abundance of natural light.
$598,000
699 CATERPILLAR RUN
WINTER GARDEN, Florida
4Bedroom(s)
2Bathroom(s)
56Picture(s)
3,449Sqft
energy-efficient home ready NOW! beautiful upscale 2-story home on an interior lot with 4 bedrooms, 2.5 bathrooms, 3-car garage and a huge game room! This gourmet kitchen is a chef’s dream featuring cabinets and quartz countertops. Additional features include tray ceilings in the spacious master suite and an extended lanai perfect for entertaining guests.
$2,999,777
15522 SHOREBIRD LANE
WINTER GARDEN, Florida
7Bedroom(s)
6Bathroom(s)
43Picture(s)
6,400Sqft
Rare opportunity to own a home to accommodate generational living in luxury, This home not only boasts dual opulent master suites for unrivaled comfort and elegance, it is equipped with a private wing which leads to a nanny or mother-in-law suite for you. This suite's doors are solid wood to enhance privacy, a full bathroom and sitting room.
$330,000
14501 GROVE RESORT AVENUE
WINTER GARDEN, Florida
2Bedroom(s)
2Bathroom(s)
89Picture(s)
1,375Sqft
Gorgeous resort hotel in the heart of Orlando!!! The Grove Resort and Waterpark is Orlando`s one of the best vacation destinations.
Resort is offering the finest amenities to create memories to last a lifetime. This beautiful Palm model features 2 bedroom and 2 full bath and fully furnished and already making money! You will love unit`s superior view.
$340,000
14501 GROVE RESORT AVENUE
WINTER GARDEN, Florida
3Bedroom(s)
2Bathroom(s)
95Picture(s)
1,396Sqft
Gorgeous resort hotel in the heart of Orlando!!! The Grove Resort and Waterpark is Orlando`s one of the best vacation destinations. Resort is offering the finest amenities to create memories to last a lifetime. This beautiful Jasmine model features 3 bedroom and 2 full bath and fully furnished and already making money! You will love unit`s superior view.
$369,900
14501 GROVE RESORT AVENUE
WINTER GARDEN, Florida
3Bedroom(s)
2Bathroom(s)
34Picture(s)
1,396Sqft
Don't miss this excellent opportunity to make your investment in one of the most beautiful resorts in Orlando, Florida. Unit with 3 bedrooms and 2 bathrooms, beautiful view of the garden and lake. Access to all amenities such as heated pools, surfing acuatic park, spa, massage room, walking paths, restaurants and much more.
$725,316
15069 SUMMER HARVEST STREET
WINTER GARDEN, Florida
4Bedroom(s)
4Bathroom(s)
14Picture(s)
2,960Sqft
Under Construction. This model home purchase includes our Model Leaseback Program. Model leaseback terms vary by model home. Please see a Community Sales Manager for additional details. Restrictions may apply.
$320,000
14501 GROVE RESORT AVENUE
WINTER GARDEN, Florida
2Bedroom(s)
2Bathroom(s)
44Picture(s)
1,375Sqft
Explore this beautiful sixth floor 2 beds/ 2 baths fully furnished vacation condo at The Grove Resort and Water Park, nestled in Winter Garden, only 15 minutes from Disney. Your Gateway to Luxury Vacation Living! Unit has 1,375 Sq Ft, Master Bathroom has separate tub and shower, well equipped kitchen, and a full size washer & Dryer for convenience. Parking is in the same building.
$929,900
1100 RIDGE LAKE WAY
WINTER GARDEN, Florida
4Bedroom(s)
3Bathroom(s)
46Picture(s)
2,693Sqft
Pre-Construction. To be built. New home by RockWell Homes 4 bedrooms, 3 full bathrooms, 3 car garage, home office with covered front porch, covered back yard patio, balcony and beautiful colonial style exterior design. First floor features guest suite complete with full bathroom ceramic tile flooring, ceramic tile tub shower surround, Moen faucets and hardware package.
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.