Luxury Homes for Sale

Here you will find all luxury homes for sale in Winter Haven as well as all surrounding cities:

New Listing - a week online
$575,000
3
BED
3
TOTAL BATHS
3,344
SQFT
455 Archaic Drive Winter Haven, FL 33880
Single Family Home For Sale
- Active

Spectacular Waterfront Home in Distinguished Gated Community on Private Spirit Lake with Several Slalom Ski Courses. Beautifully Upgraded Home Still Looks & Smells Brand New! Featuring Formal Living & Dining Rooms, Den or Office. Gourmet Kitchen w

New Listing - a week online
$579,000
4
BED
5
TOTAL BATHS
2,412
SQFT
5025 Varty Road Winter Haven, FL 33884
Single Family Home For Sale
- Active

FABULOUS CHAIN OF LAKES POOL HOME!!! Situated on gorgeous Lake Winterset, this residence is incredibly unique. Multiple structures spread across more than an acre of beautiful lawn create this waterfront compound with endless possibilities. With 4BR/

New Listing - 2 weeks online
$1,300,000
4
BED
3
TOTAL BATHS
2,700
SQFT
913 Avenue N SW Winter Haven, FL 33880
Single Family Home For Sale
- Active

One or more photo(s) has been virtually staged. Lakefront with pool. 6 buildings in 6.7 acres, over 9K sq ft total: Great for primary, primary with rental or convert to commercial. THE ONLY house in Lake May. Located at the heart of Winter Haven, a c

New Listing - 3 weeks online
$1,050,000
6
BED
8
TOTAL BATHS
11,438
SQFT
169 Lake Otis Drive SE Winter Haven, FL 33884
Single Family Home For Sale
- Active

AN EXTRAORDINARY SE CUSTOM-BUILT LAKEFRONT HOME! Situated beautifully on a 1.44 acre private peninsula with 300+ feet of true lakefront and your own boat ramp! The quality is evident throughout and the home has been meticulously maintained! The kitch

New Listing - 3 weeks online
$580,000
4
BED
4
TOTAL BATHS
3,480
SQFT
3211 Heron Cove Winter Haven, FL 33884
Single Family Home For Sale
- Active

EXQUISITE POOL HOME LOCATED IN S.E. WINTER HAVEN'S GATED HERON CAY. This immaculate 4 bedroom, 3.5 bath home offers 3,480 sqft of living area & sits on a .66 acre lot on a quiet cul-de-sac. Beautifully remodeled in 2010 with tons of custom upgrades &

$929,900
5
BED
6
TOTAL BATHS
5,091
SQFT
132 Wyndham Drive Winter Haven, FL 33884
Single Family Home For Sale
- Active

EXTENSIVE REMODELED SE LAKEFRONT POOL HOME! Situated beautifully on a .88 acre lot on Lake Winterset in the established gated and guarded community of Wyndham. You have a WOW factor as you enter this custom home that offers fabulous lakeviews from al

$879,000
4
BED
5
TOTAL BATHS
4,835
SQFT
2677 Wyndsor Oaks Place Winter Haven, FL 33884
Single Family Home For Sale
- Active

Award winning Luxury Home.Classic exterior design with stone accents, enormous circular brick paver drive. Open foyer with 14' stepped ceilings, formal dining room and formal living area with natural gas fireplace. Beautiful arched room transitions c

$2,500,000
5
BED
6
TOTAL BATHS
6,951
SQFT
2124 N Lake Eloise Drive Winter Haven, FL 33884
Single Family Home For Sale
- Active

Exceptional residence captures the beauty and tranquillity of Florida living at its best! Features; 5 Bedrooms & 6 Bathrooms, 6,951sf. With the custom design & architectural elements of distinction, this home offers the ultimate in quality & detail.

$540,000
4
BED
3
TOTAL BATHS
3,264
SQFT
1505 Orange Street NW Winter Haven, FL 33881
Single Family Home For Sale
- Active

Historical registration home is almost 100 years old with only 3 owners, never been on open market . Italian tile roof with 75 year warranty that is 12 years old. Deep well for irrigation. Large terrace that could accommodate 75 individuals. 12 pair

$890,000
3
BED
4
TOTAL BATHS
5,526
SQFT
1159 Interlochen Boulevard Winter Haven, FL 33884
Single Family Home For Sale
- Pending

Striking lakefront home in Interlochen. This home offers 3 bedrooms, 2 full and 2 half bathrooms with 5,526sq ft of heated living space. The entry foyer has Marble flooring and interior columns, tall specialty ceilings with crown molding throughout.

$697,000
4
BED
3
TOTAL BATHS
3,376
SQFT
6779 Winterset Gardens Road Winter Haven, FL 33884
Single Family Home For Sale
- Active

This beautiful pool home is located in a very quiet neighborhood on arguably the best and cleanest lake on the Winter Haven chain of lakes, Lake Winterset. This home has a lot of natural light and an open concept living / kitchen. The kitchen has vie

$549,000
5
BED
3
TOTAL BATHS
3,610
SQFT
5215 Thornhill Road Winter Haven, FL 33880
Single Family Home For Sale
- Active

AMAZING 5 BEDROOMS AND 3 BATHS Family Estate Ranch style home SITTING ON 1.48 ACRES with a 2 Bedrooms and 1 bath mother-in-law home BUILT IN 2015 with the perfect location for a taste of peaceful country living in the heart of convenience. Enter thro

$699,900
4
BED
3
TOTAL BATHS
2,794
SQFT
3 Skidmore Road Winter Haven, FL 33884
Single Family Home For Sale
- Active

This Stunning Chain of Lakes property is situated in the gated community of Skidmore on Lake Eloise. Offers; 4 bedrooms and 3 ½ bathrooms plus family room, Florida room and laundry room. Open plan provides panoramic lake views. Hardwood flooring and

$549,000
4
BED
3
TOTAL BATHS
3,424
SQFT
104 Odin Drive Winter Haven, FL 33884
Single Family Home For Sale
- Active

This Gorgeous Custom Built 4 Bedroom, 3 Bath Home is sited in the Desirable Maintenance-free Gated Community of Valhalla. Attention to detail with High-end Finishing is what you can expect upon entering this Beautiful Property. The Gourmet Kitchen fe

$1,299,000
5
BED
5
TOTAL BATHS
9,720
SQFT
3001 Crystal Beach Road Winter Haven, FL 33880
Single Family Home For Sale
- Active

This is a one of a kind lakefront home situated on nearly 1.5 acres of elevated land looking out over Eagle lake. With nearly 10,000 square feet of under air space, 5 bedroom, 5 bathrooms, 2 kitchens and a self contained rental unit you aren't going

Price Change - 2 weeks ago
$1,250,000
5
BED
5
TOTAL BATHS
6,384
SQFT
2301 Cypress Gardens Boulevard Winter Haven, FL 33884
Single Family Home For Sale
- Active

Beautiful Mediterranean Estate on the Winter Haven Chain of Lakes. Enter property through wrought iron gates and into home through wrought iron front door! Immediately welcomed in large foyer with breathtaking view of Lake Summit and LEGOLAND! Thi

$1,199,999
4
BED
5
TOTAL BATHS
5,341
SQFT
6075 Eloise Loop Road Winter Haven, FL 33884
Single Family Home For Sale
- Active

This stunning custom home is both a private oasis and an entertainer's dream! Nothing has been overlooked in this design, offering plenty of room for large gatherings and cozy spaces for quiet evenings at home. This one of a kind home was featured in

Price Change - 3 weeks ago
$599,000
4
BED
3
TOTAL BATHS
3,706
SQFT
2691 Wyndsor Oaks Place Winter Haven, FL 33884
Single Family Home For Sale
- Active

REMARKABLE ARTHUR RUTENBERG EXECUTIVE HOME. Situated on 1/2 acre lot in Exclusive and gated Wyndsor at Lake Winterset. 3700+ SF of living space with 4 bedrooms, 3 baths, office, and a bonus room. Gourmet kitchen, granite countertops, maple cabinet

Price Change - yesterday
$945,000
4
BED
4
TOTAL BATHS
3,818
SQFT
5901 Dundee Rd Winter Haven, FL 33884
Single Family Home For Sale
- Active

CUSTOM COUNTRY ESTATE. 22+ acres for all your hearts' desire. Horses, cattle, and a multitude of other entrepreneurial possibilities. The property is crowned with a beautiful custom built, two story brick home. Cool breezes flow throughout. There is

$594,900
4
BED
3
TOTAL BATHS
3,442
SQFT
4561 Emerald Palms Drive Winter Haven, FL 33884
Single Family Home For Sale
- Active

Welcome to 4561 Emerald Palms Drive located in SE Winter Haven's exclusive gated community of Emerald Palms. This amazing luxury pool residence offers over 3400 sqft of refined living space with 4 bedrooms, 3 baths, executive office, formal areas, bo