Winter Haven, FL Homes

/62
$540,000
- 3 Beds
- 2 Baths
- 3,388 Sq Ft
345 S Lake Florence Dr, Winter Haven, FL 33884

SELLER IS OFFERING UP TO $10,000 IN CLOSING COST ASSISTANCE. Houses like this don't come around often. 345 South Lake Florence Drive offers you 3 bedrooms, 2 bathrooms, office, formal dining, formal living, game room, loft, gorgeous family room, 3 car garage and a pool. The grand entrance has soaring ceilings that carry through the main living space and into the family room with its original wood

Cole Bataille STRAIGHT UP REALTY & PM LLC

345 S Lake Florence Dr, Winter Haven, FL 33884
/15
$2,199 per month
- 3 Beds
- 2.5 Baths
- 2,094 Sq Ft
- House for Rent
483 Majestic Gardens Blvd, Winter Haven, FL 33880

Lease this home and get more from Invitation Homes professional property management. This home comes fully loaded with quality amenities, must-have services, high-end tech and ProCare® professional maintenance. Your estimated total monthly payment is $2343.90. That covers your base rent, $2199.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

483 Majestic Gardens Blvd, Winter Haven, FL 33880
/2
$229,000 Sold Jul 15, 2025

4174 Pirates Landing, Winter Haven, FL 33884
- 2 Beds
- 2 Baths
- 1,332 Sq Ft
- Built 1985
Last Sold Summary
- 5% Below List Price
- $172/SF
- 91 Days On Market
Current Estimated Value $230,292

Last Listing Agent Jill Lingenfelter CENTURY 21 MYERS REALTY

4174 Pirates Landing, Winter Haven, FL 33884

/26
Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,386 Sq Ft
6135 Grand Oaks Dr SE, Winter Haven, FL 33884

6135 Grand Oaks Dr SE, Winter Haven, FL 33884

/10
$331,990 New Construction
- 4 Beds
- 2 Baths
- 1,909 Sq Ft
Firefly Plan at Sunset Hills, Winter Haven, FL 33881

As you enter the home from the extended front porch, you’re welcomed into the foyer, where two bedrooms sit at the front of the home and share a full bath. Continuing down the hall, you'll find an additional bedroom and a conveniently located laundry room nearby. The heart of the home opens into the kitchen, seamlessly connected to the family room and dining area, creating an inviting space for

Starlight Homes Builder

3136 Sunset Hills Rd Unit 36487044, Winter Haven, FL 33881
/21
$1,900 per month
- 4 Beds
- 2.5 Baths
- 1,879 Sq Ft
- House for Rent
989 Harold Pass, Winter Haven, FL 33884

One or more photo(s) has been virtually staged. Stunning 4-Bedroom Home Near Everything! Welcome to this beautiful two-story home in Peace Creek Reserve, just minutes from all the best Winter Haven has to offer! Enjoy easy access to Publix, ALDI, Wawa, and popular restaurants like Olive Garden, Chili’s, and Ruby Tuesday — all within 7 miles. Plus, you’re less than 10 miles from Legoland, Bok

Tatiana Mayer THE FLORIDA LOUNGE REALTY LLC

989 Harold Pass, Winter Haven, FL 33884
/2
$275,290 Sold Dec 30, 2024

1961 Sarah St, Winter Haven, FL 33884
- 3 Beds
- 2 Baths
- 1,429 Sq Ft
- Built 2024
Last Sold Summary
- $193/SF
- 10 Days On Market
Current Estimated Value $273,383

Last Listing Agent Ben Goldstein LENNAR REALTY

1961 Sarah St, Winter Haven, FL 33884

/17
Est $214,361 Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,181 Sq Ft
127 6th St SE, Winter Haven, FL 33880

127 6th St SE, Winter Haven, FL 33880

/39
$273,948 Pending
- 4 Beds
- 2 Baths
- 1,598 Sq Ft
5027 Abigail Dr, Winter Haven, FL 33859

One or more photo(s) has been virtually staged. Imagine coming home to extra space, more light, and unbeatable curb appeal — that’s what you’ll find with the Bradley floor plan at Annabelle Estates. This 4 bedroom, 2 bath, 1,625 sq. ft. home sits proudly on a corner lot, giving you added privacy and a larger yard that’s perfect for kids, pets, or weekend gatherings. Inside, tall ceilings and

Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC

5027 Abigail Dr, Winter Haven, FL 33859
/2
$2,099 per month
- 3 Beds
- 2 Baths
- 1,888 Sq Ft
- House for Rent
7152 Summit Dr, Winter Haven, FL 33884

Coming soon - this home is currently being enjoyed by another resident but will be available soon. Pre-lease this home now with Tricon Pre-Lease Guarantee. This home is professionally managed by Tricon, dedicated to creating exceptional rental experiences. Featuring 3 bedrooms, 2.0 bathrooms, and approximately 1,888 square feet, this well-maintained home offers a high standard of rental living,

7152 Summit Dr, Winter Haven, FL 33884
/2
$360,000 Sold Apr 07, 2025

359 Mandolin Ln, Winter Haven, FL 33884
- 4 Beds
- 2 Baths
- 2,356 Sq Ft
- Built 2009
Last Sold Summary
- 4% Below List Price
- $153/SF
- 60 Days On Market
Current Estimated Value $365,516

Last Listing Agent Renee Butler BROKERS REALTY OF CENTRAL FLOR

359 Mandolin Ln, Winter Haven, FL 33884

/26
Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,104 Sq Ft
Unlisted Address

Unlisted Address

/73
$449,900
- 4 Beds
- 3.5 Baths
- 2,723 Sq Ft
14 Pilot Place, Winter Haven, FL 33881

One or more photo(s) has been virtually staged. OWNER MOTIVATED...Architectural Elegance Meets Aviation Lifestyle at 14 Pilot Place ____Welcome to Eagles Landing, an exclusive enclave in Winter Haven where architectural distinction, aviation access, and luxury living come together. This stunning 4-bedroom, 3.5-bath custom home was masterfully derived from the May 1997 Life Magazine Dream Home

April Spaulding LPT REALTY, LLC

14 Pilot Place, Winter Haven, FL 33881
/11
$1,995 per month
- 4 Beds
- 2.5 Baths
- 1,764 Sq Ft
- House for Rent
1418 Salisbury Dr, Winter Haven, FL 33881

This single-family home offers just under 1700 sq ft of living enjoyment. Featuring four bedrooms with two and a half bath and no back neighbor. As you enter, you will notice the expansive tiles thru out and an open floor plan that makes the room airy and bright. Kitchen offers stone countertops, extra cabinets, stainless steel appliances, breakfast bar and pantry. Sliding door to fenced yard.

Frank Dolney OLYMPUS EXECUTIVE REALTY INC

1418 Salisbury Dr, Winter Haven, FL 33881
/2
$150,000 Sold Apr 29, 2025

1810 Woodpointe Dr, Winter Haven, FL 33884
- Land
- 0.44 Acre
- $340,909 per Acre
Last Sold Summary
- 1,011 Days On Market
Current Estimated Value $154,806

Last Listing Agent John Wood, JR JOHN WOOD REALTY, INC.

1810 Woodpointe Dr, Winter Haven, FL 33884

/6
Not Listed For Sale
- 2 Beds
- 2 Baths
- 989 Sq Ft
6434 Jacaranda Ave NE, Winter Haven, FL 33881

6434 Jacaranda Ave NE, Winter Haven, FL 33881

/38
$300,388 New Construction
- 4 Beds
- 2 Baths
- 1,938 Sq Ft
4114 Penelope Ave, Winter Haven, FL 33859

The Mulberry floor plan epitomizes the charm of single-story living with its spacious and versatile layout, perfectly crafted for the modern single-family lifestyle. Spread across 1,938 square feet, this home offers ample room for comfort and functionality. Featuring four bedrooms and two bathrooms, including a luxurious master suite, residents enjoy privacy and relaxation in every corner. The

Dream Finders Homes Builder

4114 Penelope Ave, Winter Haven, FL 33859
/20
$2,499 per month
- 4 Beds
- 2 Baths
- 2,818 Sq Ft
- House for Rent
833 Sun Ridge Village Dr, Winter Haven, FL 33880

Lease this home and get more from Invitation Homes professional property management. This home comes fully loaded with quality amenities, must-have services, high-end tech and ProCare® professional maintenance. Your estimated total monthly payment is $2643.90. That covers your base rent, $2499.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

833 Sun Ridge Village Dr, Winter Haven, FL 33880
/10
$352,990 Sold Aug 08, 2025
- 1,900 Sq Ft
- $186/SF
- 4 Beds
- 2 Baths
- Built 2025
3458 Evening Star Dr, Winter Haven, FL 33881

Entering the home from the covered porch, you step into a bright foyer that leads to two bedrooms sharing a full bath. Continuing down the hallway, you’ll find a third bedroom and a laundry room with convenient access to the two-car garage. The layout opens up into a connected kitchen, family room, and dining area, creating a welcoming central living space. A covered patio extends off the family

Starlight Homes

3458 Evening Star Dr, Winter Haven, FL 33881

/37
Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,785 Sq Ft
6399 Lolly Bay Loop NE, Winter Haven, FL 33881

6399 Lolly Bay Loop NE, Winter Haven, FL 33881

/8
$311,990 New Construction
- 3 Beds
- 2 Baths
- 1,536 Sq Ft
Glimmer Plan at Sunset Hills, Winter Haven, FL 33881

From the covered porch, you step into the foyer, where you're greeted by a coat closet and welcomed into the open dining area, kitchen, and family room. Just off the kitchen is the laundry room, which also provides access to the two-car garage. The family room leads to a back patio for outdoor living, as well as the private primary bedroom featuring a walk-in closet and a spacious primary bath.

Starlight Homes Builder

3136 Sunset Hills Rd Unit 36493568, Winter Haven, FL 33881
/38
$2,300 per month
- 5 Beds
- 2.5 Baths
- 2,112 Sq Ft
- House for Rent
1946 Sarah St, Winter Haven, FL 33884

One or more photo(s) has been virtually staged. Welcome to 1946 Sarah Street, featuring the spacious and highly functional Lennar Edison floor plan, offering 4 bedrooms and 3 full bathrooms. This single-story home boasts 2,096 heated square feet, highlighted by a seamless open-concept design perfect for entertaining and daily life. Residents of the Peace Creek Reserve community enjoy exclusive

Ashley Porto GLASSTONE GROUP INC

1946 Sarah St, Winter Haven, FL 33884
/2
$340,000 Sold Jul 28, 2025

741 Canberra Rd, Winter Haven, FL 33884
- 3 Beds
- 2 Baths
- 1,749 Sq Ft
- Built 1987
Last Sold Summary
- 3% Below List Price
- $194/SF
- 6 Days On Market
Current Estimated Value $339,036

Last Listing Agent Julie Matthews JULIE MATTHEWS GROUP LLC

741 Canberra Rd, Winter Haven, FL 33884

/44
Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,040 Sq Ft
6613 Scenic Point Dr SE, Winter Haven, FL 33884

6613 Scenic Point Dr SE, Winter Haven, FL 33884

$412,990 New Construction
- 4 Beds
- 3 Baths
- 2,336 Sq Ft
DENHAM Plan at Harmony at Lake Eloise, Winter Haven, FL 33880

Introducing the Denham at Harmony at Lake Eloise, in Winter Haven, Florida. A stunning 2,336 square foot, single-story home featuring 4 bedrooms, 3 bathrooms, and a spacious 3-car garage. As you step inside a grand foyer draws you in, leading you through a thoughtfully designed layout where every detail shines. Bedrooms 2, and 3, and 4 branch off from the foyer, creating a private wing for family

D.R. Horton Builder

1651 Hummingbird Rd Unit 36202781, Winter Haven, FL 33880
/15
$1,840 per month
- 4 Beds
- 2 Baths
- 1,938 Sq Ft
- House for Rent
215 Southern Breeze Lp, Winter Haven, FL 33880

We are currently making final preparations for this home to be available. We make Pre-Leasing easy! Apply now and, once you’re approved, take this home off the market by paying a Pre-Lease Hold Fee; ask your Leasing Professional for more information. Once the home is made ready, we'll notify you that it's available for touring and for you to accept or decline. If you decline the home, we'll be

215 Southern Breeze Lp, Winter Haven, FL 33880
/2
$274,000 Sold Jul 16, 2025

4163 Pirates Landing, Winter Haven, FL 33884
- 3 Beds
- 2 Baths
- 1,935 Sq Ft
- Built 1985
Last Sold Summary
- 12% Below List Price
- $142/SF
- 229 Days On Market
Current Estimated Value $274,567

Last Listing Agent April Radermacher CENTURY 21 WATSON & MYERS REALTY

4163 Pirates Landing, Winter Haven, FL 33884

/2
Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,077 Sq Ft
689 Lake Howard Dr NW Unit 3B, Winter Haven, FL 33880

689 Lake Howard Dr NW Unit 3B, Winter Haven, FL 33880

/32
$335,990 New Construction
- 4 Beds
- 2 Baths
- 1,802 Sq Ft
3331 Twilight Rd, Winter Haven, FL 33881

You enter the home through the foyer, where three bedrooms are located at the front of the home, along with a centrally positioned laundry room that also provides access to the two-car garage. Continuing down the hall, the home opens up to a spacious kitchen, family room, and dining area—perfect for everyday living and entertaining. A covered patio is located just off the family room for outdoor

Starlight Homes Builder

3331 Twilight Rd, Winter Haven, FL 33881
/14
$1,095 per month
- 3 Beds
- 1 Bath
- 696 Sq Ft
- House for Rent
208 Sears Ave NE, Winter Haven, FL 33881

Single Family Home. 3 bed, 1 bath, fenced yard. Newer carpet.

Arnold Austria A+ HOME RENTALS LLC

208 Sears Ave NE, Winter Haven, FL 33881
/2
$415,000 Sold Oct 22, 2025

731 Avenue A SW, Winter Haven, FL 33880
- 8 Beds
- 5 Baths
- 3,588 Sq Ft
- Built 1920
Last Sold Summary
- 2% Below List Price
- $116/SF
- 30 Days On Market
Last Listing Agent Craig Morby SAUNDERS REAL ESTATE, LLC

731 Avenue A SW, Winter Haven, FL 33880

/22
Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,170 Sq Ft
96 Parson Dr, Winter Haven, FL 33884

96 Parson Dr, Winter Haven, FL 33884

/38
$210,000
- 2 Beds
- 1 Bath
- 1,208 Sq Ft
3121 Avenue M NW, Winter Haven, FL 33881

This updated 2-bedroom, 1-bath block home is situated on an oversized 0.28-acre lot and offers a spacious living room with abundant natural light from newer windows and updated flooring throughout. The home features an updated bathroom with contemporary finishes and a covered brick patio ideal for outdoor enjoyment. A detached carport and workshop provide additional storage and functionality.

Steve Donahue LIVE FLORIDA REALTY

3121 Avenue M NW, Winter Haven, FL 33881
/16
$1,845 per month
- 4 Beds
- 2.5 Baths
- 1,471 Sq Ft
- House for Rent
2408 Avenue A Terrace NW, Winter Haven, FL 33880

Beautiful, pet-friendly home coming soon! Apply now, Move-In is available on or after the listed date. Upon approval, $500 reservation deposit to reserve (applied to security deposit and/or refundable). Application fee: $50 per adult. Security Deposit: one month’s rent. Pet fees: $250 + $35/mo per pet. Some homes may include pool ($150/mo), septic ($15/mo), and/or HOA fees; other fees may apply.

2408 Avenue A Terrace NW, Winter Haven, FL 33880
/2
$310,000 Sold Mar 26, 2025

5844 Royal Hills Cir, Winter Haven, FL 33881
- 4 Beds
- 3.5 Baths
- 3,004 Sq Ft
- Built 2006
Last Sold Summary
- 5% Below List Price
- $103/SF
- 98 Days On Market
Current Estimated Value $328,212

Last Listing Agent Renee Butler BROKERS REALTY OF CENTRAL FLOR

5844 Royal Hills Cir, Winter Haven, FL 33881

/27
Not Listed For Sale
- 4 Beds
- 2 Baths
- 1,728 Sq Ft
24 Cactus Cir E, Winter Haven, FL 33880

24 Cactus Cir E, Winter Haven, FL 33880

/2
$359,277 Open Sat 1PM - 5PM
- 4 Beds
- 2.5 Baths
- 1,938 Sq Ft
268 Meredith Blvd, Winter Haven, FL 33881

Welcome to this stunning Dream Finders Mulberry floorplan, located in the highly sought-after community of Willowbrook near a beautiful golf course in Winter Haven, FL. This spacious 4-bedroom, 2.5-bath home offers 1,938 square feet of living space, and providing excellent curb appeal in it's elevation. Inside, you'll find gorgeous White cabinets complemented by sleek quartz counter tops in the

Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC

268 Meredith Blvd, Winter Haven, FL 33881
/36
$2,250 per month
- 5 Beds
- 2.5 Baths
- 2,112 Sq Ft
- House for Rent
2167 Chris Dr, Winter Haven, FL 33884

Discover the highly sought-after Lennar Freedom model at 2167 Chris Drive, offering a spacious 4-bedroom, 2-bathroom layout perfect for modern family living. This single-story home boasts an open-concept design across its 2,109 square feet, seamlessly connecting the gourmet kitchen, dining area, and great room. Located within the desirable Peace Creek Reserve community, residents enjoy fantastic

Ashley Porto GLASSTONE GROUP INC

2167 Chris Dr, Winter Haven, FL 33884
/2
$239,000 Sold May 16, 2025

144 Lowell Rd, Winter Haven, FL 33884
- 3 Beds
- 2 Baths
- 1,380 Sq Ft
- Built 1964
Last Sold Summary
- 11% Below List Price
- $173/SF
- 49 Days On Market
Current Estimated Value $235,869

Last Listing Agent Steven Ray Burnett NUGGET REALTY

144 Lowell Rd, Winter Haven, FL 33884

/46
Est $264,874 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,604 Sq Ft
6263 Red Herring Dr, Winter Haven, FL 33881

6263 Red Herring Dr, Winter Haven, FL 33881

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Florida Polk County Winter Haven

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