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Winter Haven Real Estate Search

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Central Florida › Lakeland › Polk County › Winter Haven

Winter Haven Florida

Choosing to move to or relocate within Winter Haven means you'll gain easy access to several great things to do in Central Florida. The close proximity to top theme parks makes this location very popular. Of course, the many lakes surrounding the community also help draw new residents to the area.

Where is Winter Haven, FL

Found just outside Lakeland and to the southwest of Orlando, Winter Haven is a popular Central Florida destination. It's surrounded by lakes and the many highways running through the area make it easy to get to top attractions throughout Central Florida, such as the top theme parks.

Winter Haven is found about 57 miles from the center of Orlando and about 50 miles from Tampa. It's only 15 miles from downtown Lakeland and just minutes from some of the best lakes in the area.

Homes for Sale in Winter Haven

Winter Haven offers several great home options including single-family homes and condos. You can enjoy living in the downtown area or you can choose a home further out away from the downtown area of Winter Haven. Many lakefront properties are also found throughout the area.

Whether you plan to live in Winter Haven year-round or you prefer to vacation her for part of the year, Winter Haven has a home for you. The community offers several unique neighborhoods including some closer to downtown and others further away from the downtown area. Some of the top neighborhoods in Winter Haven include:

  • Lake Ashton
  • Scott Lake
  • Calabay Park at Tower Lake
  • Cypresswood
  • Grenelefe
  • Imperial Lakes
  • Southern Dunes
  • Traditions
  • Terranova

These communities, along with others, have plenty to offer for all types of home buyers. Whether you're looking for a starter home or a custom estate, you'll find it within the Winter Haven area.

Things to Do in Winter Haven, Florida

The main things to do in Winter Haven revolve around the lakes. From taking a kayak out on Lake Silver to water skiing on one of the other lakes, there are plenty of water activities to enjoy here. In fact, a big part of the history of the community has to do with water skiing.

Along with water activities, the Russ Matt collegiate baseball tournament is held here every year. LEGOLAND is also located nearby offering a cool theme park for locals to enjoy without leaving Winter Haven.

Winter Haven is also home to Rotary Park and found close to the Marshall Hampton Reserve. Several other lake parks and marinas are also found throughout the area.

Winter Haven Homes for Sale

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3937 Giorgio Drive, Winter Haven — Meritage Homes $344,720

Brand new, energy-efficient home available by Oct 2026! Prepare dinner while catching up on the days events from this home's open kitchen which overlooks a spacious great...

  • 4 Beds
  • 2 Baths
  • Villamar SubDv.
  • 33884 Zip Code
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1140 Tyler Loop, Winter Haven $308,000

Short Sale. Short Sale. Welcome to 1140 Tyler Loop in Winter Haven! This two-story home offers 4 bedrooms, 2.5 bathrooms, and an open floor plan that connects the living,...

  • 3 Beds
  • 3 Baths
  • Peace Crk Reserve SubDv.
  • 33884 Zip Code
1643 Linz Court, Winter Haven image
1643 Linz Court, Winter Haven $197,000

Discover the comfort and convenience of this inviting 2-bedroom, 2-bathroom Villa featuring an open-concept layout designed for easy everyday living. The seamless flow be...

  • 2 Beds
  • 2 Baths
  • Vienna Square Ph 2b SubDv.
  • 33884 Zip Code
1151 Carefree Cove Drive, Winter Haven image
1151 Carefree Cove Drive, Winter Haven $399,000

Looking for a peaceful lakefront pool home or well appointed Airbnb property? This beautiful 3-bedroom, 2-bath home sits on Lake Conine in Winter Haven’s northern Chain o...

  • 3 Beds
  • 2 Baths
  • Carefree Cove SubDv.
  • 33881 Zip Code
3429 Sherry Avenue, Winter Haven image
3429 Sherry Avenue, Winter Haven $319,999

GREAT INVESTMENT OPPORTUNITY IN WINTER HAVEN! Whether you're looking to purchase your first investment property or expand your existing portfolio, this beautifully remode...

  • 5 Beds
  • 2 Baths
  • Bonnie Shores SubDv.
  • 33881 Zip Code
6052 Kaley Drive, Winter Haven image
6052 Kaley Drive, Winter Haven $375,000

Welcome to 6052 Kaley Dr in Sunridge Village! This spacious 4-BEDROOM, 3-FULL-BATH POOL HOME PLUS a dedicated HOME OFFICE/BONUS ROOM offers 2,200 square feet of living sp...

  • 4 Beds
  • 3 Baths
  • Sunridge Village East SubDv.
  • 33880 Zip Code
1010 Edgewater Drive, Winter Haven image
1010 Edgewater Drive, Winter Haven $795,000

FULLY REMODELED WATERFRONT HOME,PRIVATE POOL and BOAT DOCK WITH LIFT and NO HOA! Enjoy the best of Florida living in this beautifully remodeled 4-bedroom, 3-bathroom wate...

  • 4 Beds
  • 3 Baths
  • Lake Eloise Estates SubDv.
  • 33884 Zip Code
138 Saint Kitts Circle, Winter Haven image
138 Saint Kitts Circle, Winter Haven $259,000

Beautiful 3-bedroom, 2-bath POOL home in the Planters Walk community! This home features granite countertops, stone backsplash, and updated flooring. The layout offers a ...

  • 3 Beds
  • 2 Baths
  • Planters Walk SubDv.
  • 33884 Zip Code
230 Shore Drive, Winter Haven image
230 Shore Drive, Winter Haven $415,000

Your own slice of Lake Daisy. This updated lakefront ranch style home sits on 100 feet of frontage on a clean, spring-fed lake where skiing and water sports can be yours,...

  • 3 Beds
  • 2 Baths
  • Summerhaven Shores SubDv.
  • 33884 Zip Code
205 Arbuthnot Street, Winter Haven image
205 Arbuthnot Street, Winter Haven $262,000

Short Sale. **This property is on the process of a Short Sale**Welcome to this amaizing move in-ready, beautifully upgraded 3-bedroom, 2-bath home blends modern design wi...

  • 3 Beds
  • 2 Baths
  • Sanctuary By The Lake Ph 1 SubDv.
  • 33881 Zip Code
213 4th Jpv Street, Winter Haven image
213 4th Jpv Street, Winter Haven $185,000

Welcome to Jan Phyl Village in Winter Haven! This home offers a great opportunity for buyers looking for comfortable living with plenty of room to make it their own. Insi...

  • 2 Beds
  • 2 Baths
  • Jan Phyl Village Unit 03 A SubDv.
  • 33880 Zip Code
100 Island Way, Winter Haven image
100 Island Way, Winter Haven $1,100,000

Discover timeless elegance and waterfront living at 100 Island Way, a distinctive custom estate nestled within the gated community of Orchid Springs. Situated on approxim...

  • 4 Beds
  • 6 Baths
  • Florida Hlnd Companys Sub SubDv.
  • 33884 Zip Code
3223 Avenue S  Nw, Winter Haven image
3223 Avenue S Nw, Winter Haven $182,900

Beautifully updated 2-bedroom, 1-bath home featuring a 2-year-old roof, new interior and exterior paint, new flooring throughout, and a remodeled bathroom. The brand new ...

  • 2 Beds
  • 1 Baths
  • Hundred Lakes Corps Inwood SubDv.
  • 33881 Zip Code
237 Stevenson Road, Winter Haven image
237 Stevenson Road, Winter Haven $289,900

Welcome home to Winter Haven gem located in Garden Grove area, It is less than 3 miles to Legoland/Cypress Gardens. The .21 acre lot has plenty of room for a pool and ou...

  • 3 Beds
  • 2 Baths
  • Fla Highlands Co Sub SubDv.
  • 33884 Zip Code
4462 Emerald Palms Lane, Winter Haven image
4462 Emerald Palms Lane, Winter Haven $975,000

Luxury Living in Emerald Palms – Southeast Winter Haven Welcome to an exceptional custom-built residence in Emerald Palms, one of Southeast Winter Haven’s desirable gate...

  • 4 Beds
  • 3 Baths
  • Emerald Palms SubDv.
  • 33884 Zip Code
1828 Avenue O  Sw, Winter Haven image
1828 Avenue O Sw, Winter Haven $215,000

GREAT INVESTMENT OPPORTUNITY! Great investment property featuring a very large yard in a nice neighborhood, conveniently located near shopping, restaurants, and other am...

  • 3 Beds
  • 2 Baths
  • Orangewood Add SubDv.
  • 33880 Zip Code
188 Black Skimmer Lane, Winter Haven image
188 Black Skimmer Lane, Winter Haven $290,000

WELCOME HOME! Discover this beautiful single-family home featuring 3 bedrooms, 2 bathrooms, and 1,720 square feet of living space, built in 2020 and located in Winter Hav...

  • 3 Beds
  • 2 Baths
  • Lake Deer SubDv.
  • 33880 Zip Code
4407 Mandolin Boulevard, Winter Haven image
4407 Mandolin Boulevard, Winter Haven $459,900

Welcome to 4407 Mandolin Boulevard in Winter Haven! This well-maintained 5 bedroom, 3 bath home in a gated community offers generous living spaces and a versatile layout....

  • 5 Beds
  • 3 Baths
  • Mandolin SubDv.
  • 33884 Zip Code
881 5th Street, Winter Haven image
881 5th Street, Winter Haven $197,000

Lovely Winter Haven Home featuring a 3 bedroom, 1 bath, 1,144 square feet of inviting living space with NO HOA! Perfect for first time home buyers, retiree's or anyone ju...

  • 3 Beds
  • 1 Baths
  • Ida Lake Sub SubDv.
  • 33881 Zip Code
824 Andrew Street, Winter Haven image
824 Andrew Street, Winter Haven $333,140

Under Construction. Beautiful 2 Level, 2 Car Garage Home with Open Concept Living and 4 Bedrooms! The inviting front porch opens to a gracious foyer with 2 adjacent seco...

  • 4 Beds
  • 3 Baths
  • Willowbrook North SubDv.
  • 33881 Zip Code
376 Lake Eloise Pointe Drive, Winter Haven image
376 Lake Eloise Pointe Drive, Winter Haven $290,000

Check out this freshly painted 4 bedroom, 2 bath, 2 car garage with a huge lot! High ceilings, open floor plan and split floor plan, huge primary suite with walk in close...

  • 4 Beds
  • 2 Baths
  • Lake Eloise Pointe SubDv.
  • 33880 Zip Code
7123 Summit Drive, Winter Haven image
7123 Summit Drive, Winter Haven $310,000

Welcome to this beautifully maintained 3-bedroom, 2-bathroom home nestled in a the quiet East Summit neighborhood. Thoughtfully updated and move-in ready, this property o...

  • 3 Beds
  • 2 Baths
  • Summit East Ph 01 SubDv.
  • 33884 Zip Code
2502 Sunset Shores, Winter Haven image
2502 Sunset Shores, Winter Haven $190,000

Calling all real estate investors, flippers, and buy-and-hold landlords! This 3-bedroom, 2-bathroom single-family property offers approximately 1,630 square feet of livin...

  • 3 Beds
  • 2 Baths
  • Sun Set Shores SubDv.
  • 33881 Zip Code
3393 Avenue J  Nw, Winter Haven image
3393 Avenue J Nw, Winter Haven $110,000

Short Sale. INVESTOR SPECIAL! Discover the potential of this cute home in beautiful Winter Haven! Located at 3393 Avenue J NW, this property offers an opportunity for buy...

  • 2 Beds
  • 1 Baths
  • Deer Lake Terrace Sub SubDv.
  • 33881 Zip Code
3969 Cypress Landing W, Winter Haven image
3969 Cypress Landing W, Winter Haven $250,000

**More PhotosComing** Comfortable, Simple Living in Cypress Landing on Lake Dexter. This 2 Bedroom, 2 Bath Home Has a Vaulted Ceiling Over the Living and Dining Area, and...

  • 2 Beds
  • 2 Baths
  • Cypress Landing Ph 02 SubDv.
  • 33884 Zip Code
2766 Adeline Avenue, Winter Haven image
2766 Adeline Avenue, Winter Haven $320,990

Under Construction. Introducing the Cali floorplan at Willowbrook South, in Winter Haven, Florida, where every square foot is put to use with sophistication and comfort. ...

  • 4 Beds
  • 2 Baths
  • Willowbrook South SubDv.
  • 33881 Zip Code
3952 Giorgio Drive, Winter Haven image
3952 Giorgio Drive, Winter Haven — Meritage Homes $285,000

Under Construction. Brand new, energy-efficient home available by Nov 2026! Configure the flex room in the front of the home to an at home office space or hobby space for...

  • 3 Beds
  • 2 Baths
  • Villamar SubDv.
  • 33884 Zip Code
1339 Lucerne Loop Road Ne, Winter Haven image
1339 Lucerne Loop Road Ne, Winter Haven $279,000

4 BEDROOM, 2 BATH NEWER HOME WITH AFFORDABLE HOA, NO CDD AND PRICED TO SELL! Welcome to this clean, well-kept 2020 four-bedroom, two-bath home across from Lake Lucerne i...

  • 4 Beds
  • 2 Baths
  • Lucerne Park SubDv.
  • 33881 Zip Code
725 Heritage Drive Ne, Winter Haven image
725 Heritage Drive Ne, Winter Haven $560,000

BEAUTIFUL HAMILTON POINTE POOL HOME! Welcome to this 4-bedroom, 2.5-bath pool home sits on a half-acre lot with no rear neighbors, offering 3,114 square feet of living sp...

  • 4 Beds
  • 3 Baths
  • Hamilton Pointe SubDv.
  • 33881 Zip Code
353 Meredith Boulevard, Winter Haven image
353 Meredith Boulevard, Winter Haven $344,990 ▼

Under Construction. Beautiful 2 Level, 2 Car Garage Home with Open Concept Living, Loft and 4 Bedrooms! The inviting front porch opens to a gracious foyer with adjacent ...

  • 4 Beds
  • 3 Baths
  • Willowbrook North SubDv.
  • 33881 Zip Code
888 Twin Oaks Lane, Winter Haven image
888 Twin Oaks Lane, Winter Haven $2,000,000

Welcome to 888 Twin Oaks Lane, where striking custom architecture, luxury features, four acres of privacy, and resort-style outdoor living come together in prestigious, g...

  • 5 Beds
  • 5 Baths
  • Twelve Oaks Estates SubDv.
  • 33880 Zip Code
588 Lake Smart Boulevard, Winter Haven image
588 Lake Smart Boulevard, Winter Haven $364,990

STYLE, COMFORT, AND SMART LIVING COME TOGETHER IN THIS WINTER HAVEN HOME! Discover this elegant 3-bedroom, 2.5-bath residence in Lake Smart Pointe, where inviting spaces ...

  • 3 Beds
  • 3 Baths
  • Lake Smart Pointe SubDv.
  • 33881 Zip Code
273 Mariposa Street, Winter Haven image
273 Mariposa Street, Winter Haven $285,000

Welcome to 273 Mariposa St. in the desirable Orchid Springs Patio Homes community in Winter Haven! This beautifully maintained 3-bedroom, 2-bathroom home has undergone MA...

  • 3 Beds
  • 2 Baths
  • Florida Highland Co SubDv.
  • 33884 Zip Code
1855 Avenue P  Sw, Winter Haven image
1855 Avenue P Sw, Winter Haven $419,900

Beautiful New Construction with Detached Mother-In-Law Suite/ADU! Discover the perfect blend of modern living, privacy, and versatility in this beautiful new-constructio...

  • 3 Beds
  • 2 Baths
  • Orangewood Add SubDv.
  • 33880 Zip Code
1859 Galloway Terrace, Winter Haven image
1859 Galloway Terrace, Winter Haven $350,000

Welcome to this spacious 4-bedroom, 2-bathroom home nestled in a desirable gated community. Situated on a large lot, this home offers over 2,000 square feet of comfortabl...

  • 4 Beds
  • 2 Baths
  • Buckeye Trace SubDv.
  • 33881 Zip Code
4446 Glenns Landing, Winter Haven image
4446 Glenns Landing, Winter Haven $279,900

LOCATION! LOCATION! LOCATION! SPRING-FED LAKE DEXTER WITH REMARKABLY CLEAR WATER! Welcome to CYPRESS LANDING, one of Winter Haven’s hidden gems, offering an incredible Fl...

  • 3 Beds
  • 2 Baths
  • Cypress Landing Ph 03 SubDv.
  • 33884 Zip Code
70 Greenfield Court, Winter Haven image
70 Greenfield Court, Winter Haven $475,000

CYPRESSWOOD MASTERPIECE!!! This breathtaking 4BR/2.5BA residence sits across from a tranquil pond & Cypresswood's sprawling par 5 15th hole. Enjoy the view from your la...

  • 4 Beds
  • 3 Baths
  • Cypresswood SubDv.
  • 33884 Zip Code
3437 Grenville Drive, Winter Haven image
3437 Grenville Drive, Winter Haven $223,000

Discover this 2-bedroom, 2-bath home filled with potential and ready for its next owner. Located in Traditions at Lake Ruby, a maintenance-free, gated 55+ community, this...

  • 2 Beds
  • 2 Baths
  • Traditions Ph 01 SubDv.
  • 33884 Zip Code
251 Greenfield Road, Winter Haven image
251 Greenfield Road, Winter Haven $224,900

VACANT AND PRICED TO SELL! NEW ROOF 2025! 2 BED 2 BATH CONCRETE BLOCK STUCCO (CBS) HOME IN GUARD GATED CYPRESSWOOD GOLF AND COUNTRY CLUB, WINTER HAVEN FL 33884. Vacant si...

  • 2 Beds
  • 2 Baths
  • Cypresswood SubDv.
  • 33884 Zip Code
6240 Pinehurst Loop, Winter Haven image
6240 Pinehurst Loop, Winter Haven $415,000

Virtually Staged. Welcome to your dream retirement home located at 6240 Pinehurst Loop Winter Haven, Fl. 33884, designed with 3 Bedrooms and 2 full bathrooms. This deligh...

  • 3 Beds
  • 2 Baths
  • Lake Ashton West Phase Ii North SubDv.
  • 33884 Zip Code
1568 S Lake Shipp Drive, Winter Haven image
1568 S Lake Shipp Drive, Winter Haven $269,900

New - New - New! This 3 bedroom 2 bath features a beautiful lake view and has been completely remodeled. Updates include a new HVAC system, new metal roof, new kitchen wi...

  • 3 Beds
  • 2 Baths
  • Lake Shipp Heights SubDv.
  • 33880 Zip Code
2746 Adeline Avenue, Winter Haven image
2746 Adeline Avenue, Winter Haven $286,490

Under Construction. The Archer II is one of our one-story floorplans features in our Willowbrook South community in Winter Haven, Florida. Take your pick between two slee...

  • 3 Beds
  • 2 Baths
  • Willowbrook South SubDv.
  • 33881 Zip Code
226 Sunfish Drive, Winter Haven image
226 Sunfish Drive, Winter Haven $345,000 ▲

Welcome to 226 Sunfish Drive in Winter Haven, FL! Built in 2019, this spacious two-story home offers 4 bedrooms, 2 bathrooms, and approximately 2,746 square feet of livin...

  • 4 Beds
  • 2 Baths
  • Lake Lucerne Ph 2& 3 SubDv.
  • 33881 Zip Code
3996 Giorgio Drive, Winter Haven image
3996 Giorgio Drive, Winter Haven — Meritage Homes $280,000

Under Construction. Brand new, energy-efficient home available by Dec 2026! Enjoy open-concept living with a chef-inspired kitchen overlooking the great room and dining a...

  • 3 Beds
  • 2 Baths
  • Villamar SubDv.
  • 33884 Zip Code
3992 Giorgio Drive, Winter Haven image
3992 Giorgio Drive, Winter Haven — Meritage Homes $389,650

Under Construction. Brand new, energy-efficient home available by Jan 2027! Entertain guests with ease with an open kitchen which overlooks the dining and great room. Fir...

  • 4 Beds
  • 3 Baths
  • Villamar SubDv.
  • 33884 Zip Code
3980 Giorgio Drive, Winter Haven image
3980 Giorgio Drive, Winter Haven — Meritage Homes $340,000

Under Construction. Brand new, energy-efficient home available by Dec 2026! Open floor plan creates a unified living space with a large great room that overlooks the kitc...

  • 4 Beds
  • 3 Baths
  • Villamar SubDv.
  • 33884 Zip Code
3965 Giorgio Drive, Winter Haven image
3965 Giorgio Drive, Winter Haven — Meritage Homes $300,000

Under Construction. Brand new, energy-efficient home available by Dec 2026! Configure the flex room in the front of the home to an at home office space or hobby space for...

  • 3 Beds
  • 2 Baths
  • Villamar SubDv.
  • 33884 Zip Code
3984 Giorgio Drive, Winter Haven image
3984 Giorgio Drive, Winter Haven — Meritage Homes $335,000

Under Construction. Brand new, energy-efficient home available by Dec 2026! Open first floor creates a unified living space with a large great room that overlooks the kit...

  • 4 Beds
  • 3 Baths
  • Villamar SubDv.
  • 33884 Zip Code
3945 Giorgio Drive, Winter Haven image
3945 Giorgio Drive, Winter Haven — Meritage Homes $345,000

Under Construction. Brand new, energy-efficient home available by Dec 2026! Open first floor creates a unified living space with a large great room that overlooks the kit...

  • 4 Beds
  • 3 Baths
  • Villamar SubDv.
  • 33884 Zip Code
2991 Plantation Road, Winter Haven image
2991 Plantation Road, Winter Haven $465,000

Move in Ready in Cypresswood Plantations!! Located in the highly sought-after gated golf community of Cypresswood in Winter Haven. This beautiful custom built home feat...

  • 4 Beds
  • 3 Baths
  • Cypresswood Plantations SubDv.
  • 33884 Zip Code
3976 Giorgio Drive, Winter Haven image
3976 Giorgio Drive, Winter Haven — Meritage Homes $285,000

Under Construction. Brand new, energy-efficient home available by Dec 2026! An open floorplan that makes entertaining easy in the open kitchen, dining, and great room tha...

  • 4 Beds
  • 2 Baths
  • Villamar SubDv.
  • 33884 Zip Code
525 Vittorio Drive, Winter Haven image
525 Vittorio Drive, Winter Haven $316,900

New construction home with 2005 square feet on one-story including 3 bedrooms plus a den, 2 baths, and an open living area. Enjoy an open kitchen with Silestone counterto...

  • 4 Beds
  • 2 Baths
  • Villamar SubDv.
  • 33884 Zip Code
251 Lake Link, Winter Haven image
251 Lake Link, Winter Haven $579,900

Welcome to your own slice of Florida WATERFRONT LIVING! Situated on an oversized .41-acre lot in the desirable GATED COMMUNITY of Lakewood, this 3-bedroom, 2-bath POOL HO...

  • 3 Beds
  • 2 Baths
  • Lake Link Estates SubDv.
  • 33884 Zip Code
3132 Country Club Circle, Winter Haven image
3132 Country Club Circle, Winter Haven $260,000 ▼

MORE ROOM TO LIVE, A BACKYARD TO ENJOY, AND NO CDD—WELCOME HOME TO WINTER HAVEN! Located in the desirable COUNTRY WALK community, 3132 Country Club Cir offers 4 BEDROOMS,...

  • 4 Beds
  • 2 Baths
  • Country Walk/Winter Haven SubDv.
  • 33881 Zip Code
517 Vittorio Drive, Winter Haven image
517 Vittorio Drive, Winter Haven $289,900

New construction home with 1568 square feet on two-story including 3 bedrooms with loft, 2.5 baths, and an open living area. Enjoy an open kitchen, Silestone countertops,...

  • 3 Beds
  • 3 Baths
  • Villamar SubDv.
  • 33884 Zip Code
4490 Rapallo Avenue, Winter Haven image
4490 Rapallo Avenue, Winter Haven $259,900

New construction home with 1358 square feet on one-story including 3 bedrooms, 2 baths, and an open living area. Enjoy an open kitchen with Quartz countertops, Samsung st...

  • 3 Beds
  • 2 Baths
  • Villamar SubDv.
  • 33884 Zip Code
345 Meredith Boulevard, Winter Haven image
345 Meredith Boulevard, Winter Haven $299,990 ▼

Under Construction. Beautiful Single Level, 2 Car Garage Home with Open Concept Living and 3 Bedrooms! This Flagler plan is available in a Traditional exterior design. Th...

  • 3 Beds
  • 2 Baths
  • Willowbrook North SubDv.
  • 33881 Zip Code
2434 Edwin Street Ne, Winter Haven image
2434 Edwin Street Ne, Winter Haven $100,000

NVESTOR OPPORTUNITY! Bring your vision and transform this property into its full potential. This home is ready for a complete renovation and offers an opportunity for an ...

  • 3 Beds
  • 1 Baths
  • Smart Sub SubDv.
  • 33881 Zip Code
1085 Brenton Manor Drive, Winter Haven image
1085 Brenton Manor Drive, Winter Haven $275,000

Virtually Staged. Welcome to this beautifully maintained 3-bedroom, 2-bathroom single-story home in a highly desirable Winter Haven community with low HOA fees! Built in ...

  • 3 Beds
  • 2 Baths
  • Brenton Manor SubDv.
  • 33881 Zip Code
5007 Abigail Drive, Winter Haven image
5007 Abigail Drive, Winter Haven $299,990

Virtually Staged. Under Construction. Welcome to the Bradley, the perfect combination of comfort, style, and functionality. This inviting single-story floor plan features...

  • 4 Beds
  • 2 Baths
  • Willowbrook North SubDv.
  • 33881 Zip Code
3947 Cypress Landing W, Winter Haven image
3947 Cypress Landing W, Winter Haven $309,000

BEAUTIFUL 3-BEDROOM, 2-BATH HOME IN CYPRESS LANDING ON LAKE DEXTER! Welcome to this beautifully maintained 3-bedroom, 2-bathroom home with a 2-car garage, located in t...

  • 3 Beds
  • 2 Baths
  • Cypress Landing Ph 01 SubDv.
  • 33884 Zip Code
718 Eagle Landing Boulevard, Winter Haven image
718 Eagle Landing Boulevard, Winter Haven $339,998

Welcome to 718 Eagle Landing Boulevard, a stunning, nearly new 4-bedroom, 2.5-bathroom home that perfectly blends modern style, comfort, and peaceful surroundings! Built ...

  • 4 Beds
  • 3 Baths
  • Eagle Landing Phase Ii SubDv.
  • 33880 Zip Code
1638 Seth Drive, Winter Haven image
1638 Seth Drive, Winter Haven $408,888

Room to spread out in Pinnacle Point! Built in 2022, this two-story Winter Haven home offers 5 bedrooms, 3 full bathrooms, and approximately 2,892 square feet of heated l...

  • 5 Beds
  • 3 Baths
  • Pinnacle Point SubDv.
  • 33880 Zip Code
593 Terranova Circle, Winter Haven image
593 Terranova Circle, Winter Haven $359,000

Welcome to this beautifully maintained 3-bedroom, 2-bath home in the desirable gated community of Terranova! Featuring an open floor plan, vaulted ceilings, and a private...

  • 3 Beds
  • 2 Baths
  • Terranova Ph 01a SubDv.
  • 33884 Zip Code
1096 Carefree Cove Drive, Winter Haven image
1096 Carefree Cove Drive, Winter Haven $199,000

**PRICED TO SELL! 4 BEDROOMS, 2 BATHROOMS, NO HOA, AND MAJOR UPDATES ALREADY COMPLETED! ** Don't miss this fantastic opportunity to own an affordable home in Winter Haven...

  • 4 Beds
  • 2 Baths
  • Carefree Cove SubDv.
  • 33881 Zip Code
221 Mandolin Drive, Winter Haven image
221 Mandolin Drive, Winter Haven $330,000

LIKE NEW!!! Don't miss this 4 bedroom, 2 bath home centrally located in Winter Haven, FL in the GATED COMMUNITY OF MANDOLIN. So many NOTABLE UPDATES in 2026 including: ...

  • 4 Beds
  • 2 Baths
  • Mandolin SubDv.
  • 33884 Zip Code
2303 Jagger Lane, Winter Haven image
2303 Jagger Lane, Winter Haven $355,000

Virtually Staged. Move-in ready and built in 2024! This beautifully maintained 4-bedroom, 2-bath home offers nearly 1,900 sq. ft. of thoughtfully designed living space wi...

  • 4 Beds
  • 2 Baths
  • Sutton Preserve SubDv.
  • 33880 Zip Code
2470 Salzburg Loop, Winter Haven image
2470 Salzburg Loop, Winter Haven $270,000

Virtually Staged. This property is located in one of the best neighborhoods in Winter haven. A new roof will be installed soon.

  • 3 Beds
  • 2 Baths
  • Vienna Square Ph 01 SubDv.
  • 33884 Zip Code
915 Hart Lake Court, Winter Haven image
915 Hart Lake Court, Winter Haven $520,000 ▼

Virtually Staged. Discover this beautifully upgraded 4-bedroom, 3-bath home at 915 Hart Lake Court in Winter Haven. Located in a private gated community across the street...

  • 4 Beds
  • 3 Baths
  • Hart Lake Hills Ph 02 SubDv.
  • 33884 Zip Code
260 Greenfield Road, Winter Haven image
260 Greenfield Road, Winter Haven $349,900

Tucked away on the golf course in the highly sought after Cypresswood Golf and Country Club community of SE Winter Haven with serene pond views and lush natural foliage f...

  • 3 Beds
  • 2 Baths
  • Cypresswood Greenfield Village SubDv.
  • 33884 Zip Code
6125 Pebble Beach Boulevard, Winter Haven image
6125 Pebble Beach Boulevard, Winter Haven $425,000

Welcome to the next exciting chapter of your life in Lake Ashton, Central Florida’s premier 55+ active-adult community, where this impeccably maintained 3-bedroom, 2-bath...

  • 3 Beds
  • 2 Baths
  • Lake Ashton West Ph Ii North SubDv.
  • 33884 Zip Code
5385 Hogan Lane, Winter Haven image
5385 Hogan Lane, Winter Haven $369,000

Welcome to this stunning Biscayne-model home located at 5385 Hogan Lane, Winter Haven, Florida 33884, within the highly desirable Lake Ashton, a Premier Florida Retiremen...

  • 3 Beds
  • 2 Baths
  • Lake Ashton West Ph I SubDv.
  • 33884 Zip Code
11 Lake Link Drive Se, Winter Haven image
11 Lake Link Drive Se, Winter Haven $750,000

TIMELESS LAKEFRONT LIVING IN BEAUTIFUL LAKE LINK ESTATES: Some homes have a way of making you feel welcome from the moment you step inside. With its classic traditional a...

  • 6 Beds
  • 3 Baths
  • Lake Link Estates SubDv.
  • 33884 Zip Code
128 Lagoon Road, Winter Haven image
128 Lagoon Road, Winter Haven $340,000

This charming and move-in-ready 4-bed, 2-bath, 2-car garage home offers a blend of modern upgrades and comfortable living spaces. The renovated kitchen features quartz co...

  • 4 Beds
  • 2 Baths
  • Fla Highlands Co Sub SubDv.
  • 33884 Zip Code
922 Martin Luther King Boulevard Ne, Winter Haven image
922 Martin Luther King Boulevard Ne, Winter Haven $220,000 ▲

This property presents an excellent opportunity for those looking to combine location, space, and a beautiful view of Lake Idyl. Its open and inviting setting adds a spec...

  • 3 Beds
  • 2 Baths
  • Lake Idyll Estates SubDv.
  • 33881 Zip Code
3789 Giorgio Drive, Winter Haven image
3789 Giorgio Drive, Winter Haven $275,000

Welcome to 3789 Giorgio Dr, a beautifully maintained 2024-built home in the desirable Villamar community of Winter Haven. This 3-bedroom, 2-bath residence offers an open ...

  • 3 Beds
  • 2 Baths
  • Villamar Ph 6 SubDv.
  • 33884 Zip Code
168 Waterside Circle, Winter Haven image
168 Waterside Circle, Winter Haven $299,900

Welcome to 168 Waterside Cir, a charming single-family residence nestled in the heart of Winter Haven, FL, 2018-built home where Florida waterfront living meets everyday ...

  • 3 Beds
  • 2 Baths
  • Waterside Village SubDv.
  • 33880 Zip Code
3420 Cove Court E, Winter Haven image
3420 Cove Court E, Winter Haven $254,900

This 3 bedroom 2 bath home is perfect for 1st time homebuyers, snowbirds, and investors. Roof is only 6 years old and all kitchen appliances have been upgraded recently....

  • 3 Beds
  • 2 Baths
  • Queens Cove SubDv.
  • 33880 Zip Code
395 San Jose Dr, Winter Haven image
395 San Jose Dr, Winter Haven $170,000

Charming 2 bedroom, 2 bath home with a 1 car garage in Orchid Springs! The expansive main living space flows effortlessly into a dedicated dining area, creating a bright ...

  • 2 Beds
  • 2 Baths
  • Orchid Spgs Patio Homes SubDv.
  • 33884 Zip Code
3944 Giorgio Drive, Winter Haven image
3944 Giorgio Drive, Winter Haven — Meritage Homes $275,000

Brand new, energy-efficient home available by Aug 2026! An open floorplan that makes entertaining easy in the open kitchen, dining, and great room that flow to the patio....

  • 4 Beds
  • 2 Baths
  • Villamar SubDv.
  • 33884 Zip Code
1354 Haines Drive, Winter Haven image
1354 Haines Drive, Winter Haven $295,000

Beautifully maintained 3-bedroom, 2-bathroom home, built in 2020, offers modern comfort, valuable upgrades, and outdoor features that make it stand out from the rest. Ste...

  • 3 Beds
  • 2 Baths
  • Lakes/Lucerne Park Ph 6 SubDv.
  • 33881 Zip Code
4956 Jackson Street, Winter Haven image
4956 Jackson Street, Winter Haven $295,000

Built in 2023, this 4-bedroom, 2-bath Winter Haven home combines modern design with ultimate convenience. The bright, open-concept interior features ceramic tile floors a...

  • 4 Beds
  • 2 Baths
  • Jackson Lndg SubDv.
  • 33884 Zip Code
503 William Avenue, Winter Haven image
503 William Avenue, Winter Haven $259,900 ▼

Be the First to Enjoy This Beautifully Renovated Home! Featuring brand-new paint, flooring, kitchen, bathrooms, windows, doors and AC. This home offers modern finishes an...

  • 3 Beds
  • 2 Baths
  • Jan Phyl Village SubDv.
  • 33880 Zip Code
1358 Buckeye Trace Boulevard, Winter Haven image
1358 Buckeye Trace Boulevard, Winter Haven $270,000

Short Sale. SHORT SALE!! Looking for a home that offers more space without stretching your budget? This beautifully maintained 4-bedroom, 2-bath home in the gated Buc...

  • 3 Beds
  • 2 Baths
  • Buckeye Trace SubDv.
  • 33881 Zip Code
4043 Bedford Avenue, Winter Haven image
4043 Bedford Avenue, Winter Haven $359,900

UPGRADED HOME IN THE GATED RESORT-STYLE COMMUNITY OF TRADITIONS: Meticulously maintained and thoughtfully upgraded 2 bedroom, 2 bath home with a versatile den that can e...

  • 2 Beds
  • 2 Baths
  • Traditions Ph 02 SubDv.
  • 33884 Zip Code
2021 Canton Park Drive, Winter Haven image
2021 Canton Park Drive, Winter Haven — Maronda $325,000

Welcome to 2021 Canton Park, a charming 3-bedroom, 2-bathroom home in Winter Haven. This inviting property offers a comfortable and functional floor plan, with well-propo...

  • 3 Beds
  • 2 Baths
  • Canton Park SubDv.
  • 33881 Zip Code
222 Cloverdale Road, Winter Haven image
222 Cloverdale Road, Winter Haven $300,000

222 Cloverdale Rd is a one-story Winter Haven home built in 2005, with vaulted ceilings, an open kitchen-to-living layout, and a covered screened patio overlooking a broa...

  • 3 Beds
  • 3 Baths
  • Savanna Pointe SubDv.
  • 33884 Zip Code
829 Sun Ridge Village Drive, Winter Haven image
829 Sun Ridge Village Drive, Winter Haven $369,900

Move-in ready four-bedroom, 2.5-bathroom home located in the desirable Sun Ridge Village Ph 01 neighborhood. This home features an open floor plan that flows seamlessl...

  • 4 Beds
  • 3 Baths
  • Sun Ridge Village Ph 01 SubDv.
  • 33880 Zip Code
997 Harold Pass, Winter Haven image
997 Harold Pass, Winter Haven $299,999

Virtually Staged. Welcome to 997 Harold Pass, a nearly new home built in 2024 in the Peace Creek Reserve community of Winter Haven. This 4 bedroom, 2.5 bath home offers 1...

  • 4 Beds
  • 3 Baths
  • Peace Crk Reserve SubDv.
  • 33884 Zip Code
417 Avenue G  Se, Winter Haven image
417 Avenue G Se, Winter Haven $380,000

MORE SPACE, MORE FLEXIBILITY, MORE POSSIBILITIES. Discover the charm and potential of this inviting property located in Winter Haven! Featuring 3 bedrooms and 2 bathrooms...

  • 3 Beds
  • 2 Baths
  • Lawing Sub SubDv.
  • 33880 Zip Code
114 Belmont Drive, Winter Haven image
114 Belmont Drive, Winter Haven $459,000

Virtually Staged. New Roof. New pool resurface. New paint inside and out. Newer AC New Kitchen, the list continues with all the big-ticket items done. This home is ready ...

  • 4 Beds
  • 2 Baths
  • Montego Place SubDv.
  • 33884 Zip Code
125 Whittier Lane, Winter Haven image
125 Whittier Lane, Winter Haven $225,000

Virtually Staged. NO HOA! 3BR/2BA Gem in Established quiet Winter Haven Neighborhood! Welcome home to this solid, beautifully built 3-bedroom, 2-bathroom residence featu...

  • 3 Beds
  • 2 Baths
  • Fla Highlands Co Sub SubDv.
  • 33884 Zip Code
240 Westwood Avenue, Winter Haven image
240 Westwood Avenue, Winter Haven $249,900

Completely remodeled, full of charm, and NO HOA! Welcome to this beautifully updated 3-bedroom, 2-bath home in Winter Haven, where modern finishes and comfortable living ...

  • 3 Beds
  • 2 Baths
  • Brysons R H Sub SubDv.
  • 33880 Zip Code
668 Reggie Road, Winter Haven image
668 Reggie Road, Winter Haven $285,000

Virtually Staged. WELCOME TO PEACE CREEK RESERVE! Discover modern Florida living in this beautifully designed 2024-built, single-story home offering 3 bedrooms, 2 bathroo...

  • 3 Beds
  • 2 Baths
  • Peace Crk Reserve SubDv.
  • 33884 Zip Code
703 Avenue L  Se, Winter Haven image
703 Avenue L Se, Winter Haven $278,000

Looking for a 4-bedroom home in Winter Haven with extra-living space and convenient access to shopping, dining, and local attractions? Located at 703 Avenue L SE, this si...

  • 4 Beds
  • 2 Baths
  • Carls Sub SubDv.
  • 33880 Zip Code
1217 Michelangelo Lane, Winter Haven image
1217 Michelangelo Lane, Winter Haven $399,999

NO CDD • LOW HOA • SPACIOUS CORNER LOT! Space, style, and modern Florida living come together in this impressive Winter Haven home offering nearly 3,000 SQ. FT. with 4 BE...

  • 4 Beds
  • 4 Baths
  • Estates/Lk Florence SubDv.
  • 33884 Zip Code
1921 Manor Circle Se, Winter Haven image
1921 Manor Circle Se, Winter Haven $1,295,000

Imagine waking each day to breath-taking lake views, swaying palms, spectacular sunsets, and the tranquil beauty of Lake Lulu. Quietly positioned on one of the most desir...

  • 3 Beds
  • 3 Baths
  • Laha-Wa Manor SubDv.
  • 33880 Zip Code
5365 San Pietro Drive, Winter Haven image
5365 San Pietro Drive, Winter Haven $308,999 ▼

Under Construction. Turquesa BELOW MARKET INTEREST RATES with use of Seller's Preferred Lender. The Turquesa is the ultimate family haven, a two-story home featuring 4...

  • 4 Beds
  • 3 Baths
  • Villa Mar SubDv.
  • 33884 Zip Code
1767 Vanilla Street, Winter Haven image
1767 Vanilla Street, Winter Haven $319,999 ▼

Under Construction. Turquesa BELOW MARKET INTEREST RATES with use of Seller's Preferred Lender. The Turquesa is the ultimate family haven, a two-story home featuring 4...

  • 4 Beds
  • 3 Baths
  • Villa Mar SubDv.
  • 33884 Zip Code
1759 Vanilla Street, Winter Haven image
1759 Vanilla Street, Winter Haven $344,999 ▼

Under Construction. Indigo BELOW MARKET INTEREST RATES with use of Seller's Preferred Lender. Check out the Indigo, a spacious two-story, 5-bedroom, 3-bathroom, 2-car ...

  • 5 Beds
  • 3 Baths
  • Villa Mar SubDv.
  • 33884 Zip Code
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