Winter Haven, FL Homes

/45
$59,000
- 2 Beds
- 2 Baths
- 1,176 Sq Ft
65 Joppa Dr, Winter Haven, FL 33884

Charming 2-bedroom, 2-bath home in a welcoming 55+ community in Winter Haven Featuring a spacious carport and a long-lasting metal roof, this low-maintenance home is perfect for comfortable, worry-free living. Enjoy community amenities designed for an active lifestyle, plus easy access to scenic lakes, Lake Wailes Park, walking trails, and outdoor recreation. Minutes from historic downtown with

Clarisa Moody

MARZUCCO REAL ESTATE

(863) 887-6865

65 Joppa Dr, Winter Haven, FL 33884
/20
$1,650 per month
- 3 Beds
- 2 Baths
- 1,508 Sq Ft
- Property for Rent
5320 Laurel Oak Dr, Winter Haven, FL 33880

One or more photo(s) has been virtually staged. This welcoming 3 bedroom, 2 bathroom home in the Winter Haven Oaks 55+ community blends comfort, convenience, and an upbeat, easygoing lifestyle. The layout offers three flexible bedrooms along with a bright sun room that quickly becomes the heart of the home — an ideal spot for morning coffee, quiet afternoons, or simply enjoying the peaceful

Christin Davis PROPERTY MANAGEMENT OF POLK

5320 Laurel Oak Dr, Winter Haven, FL 33880
/23
$329,990 Sold May 12, 2025

1799 Teagan Ln, Winter Haven, FL 33884
- 5 Beds
- 3 Baths
- 2,451 Sq Ft
- Built 2025
Last Sold Summary
- 14% Below List Price
- $135/SF
- 77 Days On Market
Current Estimated Value $337,173

Last Listing Agent Ben Goldstein LENNAR REALTY

1799 Teagan Ln, Winter Haven, FL 33884

/2
Est $250,531 Not Listed For Sale

129 Homewood Dr, Winter Haven, FL 33880
- 3 Beds
- 2 Baths
- 1,462 Sq Ft
- Built 1993
129 Homewood Dr, Winter Haven, FL 33880

Last Sold Summary
- 7% Above List Price
- $161/SF
- 114 Days On Market
Last Sold Price $235,000

Last Listing Agent John-Michael Elliott S & D REAL ESTATE SERVICE LLC

/24
$480,000
- 4 Beds
- 3 Baths
- 1,985 Sq Ft
1075 8th St NW, Winter Haven, FL 33881

Stunning renovated 4 bedroom 3 bathroom property is move-in ready with a new roof, upgraded plumbing and electrical, new gutters, impact windows and doors. Giving you peace of mind from the start. The layout includes two in-law suites, offering flexible options for family, guests, or rental income. The home also features an attached garage, a backyard shed, and space where you can add an ADU

Jim Knetsch

LPT REALTY, LLC

(863) 591-0805

1075 8th St NW, Winter Haven, FL 33881
/2
$1,850 per month
- 3 Beds
- 2 Baths
- 1,460 Sq Ft
- House for Rent
206 Kingshill Ct SE, Winter Haven, FL 33884

Please note, our homes are available on a first-come, first-serve basis and are not reserved until the holding fee agreement is signed and the holding fee is paid by the primary applicant.Coming soon! This home is currently being enjoyed by another resident but will be available soon. Please respect their privacy and do not disturb. You can complete the application process and reserve

206 Kingshill Ct SE, Winter Haven, FL 33884
/2
$284,000 Sold Dec 30, 2025

232 Spirit Landing Cir, Winter Haven, FL 33880
- 3 Beds
- 2 Baths
- 1,546 Sq Ft
- Built 2024
Last Sold Summary
- 2% Below List Price
- $184/SF
- 21 Days On Market
Current Estimated Value $284,644

Last Listing Agent Samuel Eckerson KELLER WILLIAMS ADVANTAGE REALTY

232 Spirit Landing Cir, Winter Haven, FL 33880

/2
Est $319,786 Not Listed For Sale

123 Morning Glory Cir, Winter Haven, FL 33884
- 3 Beds
- 2 Baths
- 1,851 Sq Ft
- Built 2004
123 Morning Glory Cir, Winter Haven, FL 33884

Last Sold Summary
- $173/SF
- 10 Days On Market
Last Sold Price $321,000

Last Listing Agent Laurie Nock LPT REALTY, LLC

/46
$290,000
- 4 Beds
- 2 Baths
- 1,846 Sq Ft
1646 Tressel Ct, Winter Haven, FL 33881

This 4-bed, 2-bath home offers the peace of mind only a gated community can provide, all with an impressively low HOA. Whether you need room for a growing family, a dedicated home office, or a welcoming guest suite, this versatile layout. Beyond the front door, you are minutes away from top-rated schools, essential medical services, and everyday staples like Publix. Spend your weekends exploring

Twanna Dewdney

LA ROSA REALTY PRESTIGE

(863) 485-6979

1646 Tressel Ct, Winter Haven, FL 33881
/27
$2,150 per month
- 4 Beds
- 2 Baths
- 1,850 Sq Ft
- House for Rent
1063 Michelangelo Ln, Winter Haven, FL 33884

Immaculate home still feels like brand new construction! 4 bedroom 2 bath home in the Estates of Lake Florence. This home is ideally located in Winter Haven minutes from HWY 17, near I-4 and SR 60, for easy access to the Greater Orlando Area and Lakeland. The living area is bright and open connecting the living room space with the dining area and kitchen. The stylish kitchen showcases a

Jacob Bellamy REMAX EXPERTS

1063 Michelangelo Ln, Winter Haven, FL 33884
/2
$130,000 Sold Aug 27, 2025

3651 Rifle Range Rd, Winter Haven, FL 33880
- 2 Beds
- 1 Bath
- 912 Sq Ft
- Built 1955
Last Sold Summary
- 7% Below List Price
- $143/SF
- 44 Days On Market
Current Estimated Value $133,141

Last Listing Agent David Fleming BHHS FLORIDA PROPERTIES GROUP

3651 Rifle Range Rd, Winter Haven, FL 33880

/2
Est $226,197 Not Listed For Sale

119 Summer View Cir, Winter Haven, FL 33880
- 3 Beds
- 1.5 Baths
- 1,070 Sq Ft
- Built 1992
119 Summer View Cir, Winter Haven, FL 33880

Last Sold Summary
- 3% Below List Price
- $218/SF
- 112 Days On Market
Last Sold Price $233,000

Last Listing Agent GREGORY BLACKALL VERANDA REALTY GROUP

/29
$279,900 Pending
- 3 Beds
- 2 Baths
- 1,860 Sq Ft
880 Oleander Dr SE, Winter Haven, FL 33880

Under contract-accepting backup offers. Welcome to this inviting 3 bedroom, 2 bath home with 1,860 sqft of living space in one of Southeast Winter Haven’s desirable neighborhoods. Enjoy a spacious family room surrounded by large glass windows on three sides, flooding the home with natural light and providing a perfect spot to relax or entertain. The cozy living room features a fireplace with

Steve Lockhart

LOCKHART & ASSOCIATES INC

(863) 591-6496

880 Oleander Dr SE, Winter Haven, FL 33880
/16
$1,799 per month
- 3 Beds
- 2 Baths
- 1,718 Sq Ft
- House for Rent
530 Squires Grove Dr, Winter Haven, FL 33880

This home is professionally managed by Tricon, dedicated to creating exceptional rental experiences. Featuring 3 bedrooms, 2.0 bathrooms, and approximately 1,718 square feet, this well-maintained home offers a high standard of rental living, supported by a team that puts residents first. As a Tricon resident, you'll enjoy access to Tricon Vantage — a program designed to support your rental

530 Squires Grove Dr, Winter Haven, FL 33880
/2
$305,046 Sold Mar 20, 2026

2319 Brassie Ct, Winter Haven, FL 33884
- 4 Beds
- 2.5 Baths
- 2,202 Sq Ft
- Built 2025
Last Sold Summary
- 10% Below List Price
- $139/SF
- 124 Days On Market
Current Estimated Value $325,706

Last Listing Agent Claudia Gutierrez ADAMS HOMES REALTY

2319 Brassie Ct, Winter Haven, FL 33884

/2
Est $451,350 Not Listed For Sale

1437 Grand Cayman Cir, Winter Haven, FL 33884
- 3 Beds
- 2 Baths
- 1,785 Sq Ft
- Built 1989
1437 Grand Cayman Cir, Winter Haven, FL 33884

Last Sold Summary
- 3% Below List Price
- $261/SF
- 151 Days On Market
Last Sold Price $465,000

Last Listing Agent Michael Gay KELLER WILLIAMS REALTY SMART 1

/63
$94,000
- 2 Beds
- 2 Baths
- 1,176 Sq Ft
4109 Sprucewood St, Winter Haven, FL 33880

Welcome to easy, carefree Florida living in the wonderful 55+ community of Oakwood Estates. This warm and welcoming neighborhood offers the perfect blend of relaxation and connection, with amenities designed to make every day feel like a getaway. Enjoy sunny afternoons at the community pool, friendly matches on the tennis courts, quiet moments in the library, or peaceful evenings fishing from the

Kelly Fain

KELLER WILLIAMS REALTY SMART

(863) 343-1377

4109 Sprucewood St, Winter Haven, FL 33880
/18
$1,700 per month
- 3 Beds
- 2 Baths
- 1,194 Sq Ft
- House for Rent
606 Holt Cir, Winter Haven, FL 33880

This 3 bedroom, 2 bathroom home brings a fun mix of comfort and flexibility, featuring a bonus room that’s ready to become whatever you need next — a home office, gaming room, craft space, or an extra spot to unwind. The interior offers an easy, functional flow with bedrooms that make the most of the home’s footprint, and the primary suite includes its own private bath for added

Christin Davis PROPERTY MANAGEMENT OF POLK

606 Holt Cir, Winter Haven, FL 33880
/2
$495,000 Sold Jan 09, 2026

413 Horseshoe Ln NE, Winter Haven, FL 33881
- 4 Beds
- 2 Baths
- 2,336 Sq Ft
- Built 1991
Last Sold Summary
- 24% Below List Price
- $212/SF
- 132 Days On Market
Current Estimated Value $479,767

Last Listing Agent John Kelson KELLER WILLIAMS ADVANTAGE 2 REALTY

413 Horseshoe Ln NE, Winter Haven, FL 33881

/2
Est $130,625 Not Listed For Sale

963 26th St NW, Winter Haven, FL 33881
- 3 Beds
- 1 Bath
- 1,166 Sq Ft
- Built 1926
963 26th St NW, Winter Haven, FL 33881

Last Sold Summary
- 1% Below List Price
- $113/SF
- 11 Days On Market
Last Sold Price $132,000

Last Listing Agent Jorge Zea BLUE LIGHTHOUSE REALTY INC

/24
$320,000
- 3 Beds
- 2 Baths
- 1,716 Sq Ft
4612 Reynosa Dr SW, Winter Haven, FL 33880

Short Sale. Don’t miss the opportunity to own this one-of-a-kind, 3-bedroom, 2-bathroom, 2-car garage custom home. Upon arriving at the property, you are greeted by an oversized lot and mature trees in a quiet, well-established neighborhood. Inside, the home offers an open and split floor plan, cathedral ceilings, and an indoor/outdoor pool that flows from the back patio into the living room,

Trent Shackelford

LPT REALTY LLC

(863) 417-4589

4612 Reynosa Dr SW, Winter Haven, FL 33880
/11
$1,700 per month
- 3 Beds
- 1 Bath
- Condo for Rent
2504 Ave O NW Unit A Upstairs, Winter Haven, FL 33881

Property Id: 2366247Spacious 3 Bedroom 1 Bath with large open living / kitchen area. This unit is freshly painted and ready for its next family. This unit’s rent includes electricity and water! Fill out the free pre-screen to start the process. This one won’t last long.

2504 Ave O NW Unit A Upstairs, Winter Haven, FL 33881
/2
$272,000 Sold Dec 15, 2025

676 Augusta Rd, Winter Haven, FL 33884
- 3 Beds
- 2 Baths
- 1,700 Sq Ft
- Built 1985
Last Sold Summary
- 9% Below List Price
- $160/SF
- 108 Days On Market
Current Estimated Value $272,427

Last Listing Agent Dee Norris NEXTHOME NORRIS & COMPANY REAL

676 Augusta Rd, Winter Haven, FL 33884

/2
Est $250,038 Not Listed For Sale

911 Kerry Blvd, Winter Haven, FL 33880
- 3 Beds
- 2 Baths
- 1,918 Sq Ft
- Built 1985
911 Kerry Blvd, Winter Haven, FL 33880

Last Sold Summary
- 4% Above List Price
- $125/SF
- 6 Days On Market
Last Sold Price $240,000

Last Listing Agent Rogelio & Lilly Rives LPT REALTY, LLC

/20
$195,000
- 3 Beds
- 2 Baths
- 1,238 Sq Ft
1109 5th St SW, Winter Haven, FL 33880

Short Sale. Discover the exceptional potential of this 3-bedroom, 2-bathroom home ideally located in the heart of Winter Haven, offering unbeatable access and flexibility with no HOA restrictions. Positioned just minutes from major highways, shopping centers, dining, and local amenities, this property delivers convenience that’s hard to match. Inside, the home features a spacious living area, an

Carlos DeJesus

EXIT REALTY 4CORNERS

(863) 267-9625

1109 5th St SW, Winter Haven, FL 33880
/14
$1,200 per month
- 1 Bed
- 1 Bath
- 648 Sq Ft
- Condo for Rent
2085 Isle Royale Ct SE Unit 189, Winter Haven, FL 33880

FOR RENT - 1 Bedroom/1 Bathroom Executive Condo in beautiful Park Lake. This ground floor unit has access to Lake Lulu, a community pool, a dock, and a clubhouse/recreational facility. The association fees are included in the rent. If you like skiing, Winter Haven is the Ski Capital of World! Downtown Winter Haven has about a dozen restaurants plus activities for the family every month. These

Linda Andre COLDWELL BANKER REALTY

2085 Isle Royale Ct SE Unit 189, Winter Haven, FL 33880
/2
$669,000 Sold May 28, 2025

6810 Crystal Beach Rd, Winter Haven, FL 33880
- 4 Beds
- 2.5 Baths
- 3,414 Sq Ft
- Built 1998
Last Sold Summary
- 19% Below List Price
- $196/SF
- 68 Days On Market
Current Estimated Value $671,696

Last Listing Agent Carri McLure LPT REALTY, LLC

6810 Crystal Beach Rd, Winter Haven, FL 33880

/2
Est $419,504 Not Listed For Sale

801 13th Ct NE, Winter Haven, FL 33881
- 4 Beds
- 2.5 Baths
- 2,417 Sq Ft
- Built 1958
801 13th Ct NE, Winter Haven, FL 33881

Last Sold Summary
- 4% Below List Price
- $180/SF
- 10 Days On Market
Last Sold Price $435,000

Last Listing Agent Angie Inzerillo BLUE SUN REALTY LLC

/26
$270,000
- 2 Beds
- 1.5 Baths
- 1,527 Sq Ft
940 Oleander Dr SE, Winter Haven, FL 33880

Auction Property. Ranch-style home offering 2 bedrooms and 1.5 bathrooms with a spacious living room and a good-sized yard. Features include a durable metal roof, RV electrical hookups, and a chicken coop. Some updates in the kitchen. Short Sale subject to lender approval.

David Hartigan

JASON MITCHELL REAL ESTATE FLO

(863) 264-5970

940 Oleander Dr SE, Winter Haven, FL 33880
/18
$1,770 per month
- 3 Beds
- 2 Baths
- 1,407 Sq Ft
- House for Rent
148 Southern Breeze Lp, Winter Haven, FL 33880

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 happy to help you find a different home or refund your Hold Fee. This home

148 Southern Breeze Lp, Winter Haven, FL 33880
/68
$52,500 Sold May 08, 2025

280 Putter Cir, Winter Haven, FL 33881
- 2 Beds
- 2 Baths
- 1,248 Sq Ft
Last Sold Summary
- 34% Below List Price
- $42/SF
- 243 Days On Market
Last Listing Agent Cynthia Cole Sunset Home Sales

280 Putter Cir, Winter Haven, FL 33881

/2
Est $273,633 Not Listed For Sale

405 Avenue M NE, Winter Haven, FL 33881
- 2 Beds
- 2 Baths
- 1,131 Sq Ft
- Built 1955
405 Avenue M NE, Winter Haven, FL 33881

Last Sold Summary
- 2% Below List Price
- $248/SF
- 147 Days On Market
Last Sold Price $280,500

Last Listing Agent Betsy Tinervin REAL BROKER, LLC

/37
$326,999
- 4 Beds
- 2.5 Baths
- 1,900 Sq Ft
718 Eagle Landing Blvd, Winter Haven, FL 33880

One or more photo(s) has been virtually staged. Welcome to 718 Eagle Landing Blvd, where location within the community makes all the difference. Built in 2023 and set on one of the best lots available, this home offers a rare combination of privacy, open views, and a backyard that truly sets it apart. Recently repainted inside, the home feels fresh, clean, and completely move-in ready. The

Micaela Navarra

M2M REALTY

(863) 877-4562

718 Eagle Landing Blvd, Winter Haven, FL 33880
/10
$1,775 per month
- 3 Beds
- 2 Baths
- 1,336 Sq Ft
- House for Rent
2214 Avenue B SW, Winter Haven, FL 33880

Available for immediate move-in! Experience the perfect blend of historic charm and modern updates in this beautifully remodeled 1957 home, ideally located in the heart of Winter Haven. Just off First Street and minutes from shopping, public transportation, and major roadways, this home offers both convenience and character. Inside, you'll find a contemporary interior with brand-new flooring and

Sylvain Sara HOMETRUST REALTY GROUP

2214 Avenue B SW, Winter Haven, FL 33880
/21
$7,500 Sold Jul 03, 2025

729 Jenny Wren Rd, Winter Haven, FL 33881
- 1 Bed
- 1 Bath
- 720 Sq Ft
- Built 1967
Last Sold Summary
- 46% Below List Price
- $10/SF
- 63 Days On Market
Last Listing Agent Lillian Lunsford TEAM SHERROD MOBILE HOME SALES, LLC.

729 Jenny Wren Rd, Winter Haven, FL 33881

/2
Est $211,796 Not Listed For Sale

909 Spirit Lake Rd, Winter Haven, FL 33880
- 2 Beds
- 1 Bath
- 1,674 Sq Ft
- Built 1970
909 Spirit Lake Rd, Winter Haven, FL 33880

Last Sold Summary
- 8% Above List Price
- $117/SF
- 6 Days On Market
Last Sold Price $196,000

Last Listing Agent Sarah Garner COLDWELL BANKER REALTY

/60
$149,900
- 3 Beds
- 2.5 Baths
- 1,617 Sq Ft
200 El Camino Dr Unit 101, Winter Haven, FL 33884

CORNER UNIT--DOWNSTAIRS--COVERED PARKING IN FRONT OF UNIT. Welcome to the "SEVILLE" located in beautiful Orchid Springs. This is a large (1,617 sq ft) triple-split bedroom plan condo. This is a three bedroom, two and one half bath corner-unit residence located on the ground floor. The home offers loads of upgrades--remodeled kitchen and baths, new roof, all new plumbing, newer appliances

Brenda J. Quinn

QUINN & COMPANY REALTORS, LLC

(863) 282-7384

200 El Camino Dr Unit 101, Winter Haven, FL 33884
/15
$3,170 per month
- 5 Beds
- 3 Baths
- 2,566 Sq Ft
- House for Rent
957 Gotthard Pass Dr, Winter Haven, FL 33881

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 happy to help you find a different home or refund your Hold Fee. This home

957 Gotthard Pass Dr, Winter Haven, FL 33881
/29
$325,990 Sold Aug 13, 2025

4944 Kaia Ave, Winter Haven, FL 33884
- 5 Beds
- 3 Baths
- 2,447 Sq Ft
- Built 2025
Move in Ready Sold Summary
- $133/SF
- 8 Days On Market
Current Estimated Value $328,316

D.R. Horton VillaMar

4944 Kaia Ave, Winter Haven, FL 33884

/2
Est $432,938 Not Listed For Sale

612 Wolf Run, Winter Haven, FL 33880
- 7 Beds
- 4 Baths
- 3,966 Sq Ft
- Built 1987
612 Wolf Run, Winter Haven, FL 33880

Last Sold Summary
- 12% Above List Price
- $97/SF
- 15 Days On Market
Last Sold Price $385,000

Last Listing Agent Karen MYERS UNITED REALTY GROUP INC

Showing Results 241 - 280, Page 7 of 18

Florida Polk County Winter Haven

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Winter Haven, FL Homes

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