Winter Haven, FL Homes

/80
$1,200,000
- 5 Beds
- 3.5 Baths
- 4,026 Sq Ft
209 Frenchmans Creek Way, Winter Haven, FL 33884

Welcome to 209 Frenchmans Creek Way, a rare find in one of Winter Havens most desirable neighborhoods. Set on over 2.6 acres in an exclusive and gated neighborhood, this exceptional estate offers the perfect blend of refined living and outdoor freedom ready for your hosting and equestrian adventures. This expansive residence features 5 generously sized bedrooms and 4 bathrooms, with over 4,000

Tiffany Ellis

COLDWELL BANKER REALTY

(863) 264-3168

209 Frenchmans Creek Way, Winter Haven, FL 33884
/26
$2,500 per month
- 6 Beds
- 3 Baths
- 2,463 Sq Ft
- House for Rent
2142 Chris Dr, Winter Haven, FL 33884

Brand new, never-lived-in house for rent in Winter Haven! Beautiful two-story, brand new, never-lived-in house featuring 6 bedrooms and 3 full bathrooms, ideal for families seeking comfort, space, and modern living. The home offers a modern open-concept layout with spacious, bright interiors. At the entrance, a welcoming porch with a garden adds charm and curb appeal. The main living area

Jessyka Dos Santos WRA BUSINESS & REAL ESTATE

2142 Chris Dr, Winter Haven, FL 33884
/2
$299,999 Sold Apr 24, 2025

1536 Hummingbird Rd, Winter Haven, FL 33884
- 4 Beds
- 2.5 Baths
- 1,794 Sq Ft
- Built 2024
Last Sold Summary
- 9% Below List Price
- $167/SF
- 255 Days On Market
Current Estimated Value $304,314

Last Listing Agent Dale Human CASA FRESCA REALTY

1536 Hummingbird Rd, Winter Haven, FL 33884

/2
Est $331,499 Not Listed For Sale

103 25th St SW Unit A&B, Winter Haven, FL 33880
- 4 Beds
- 2 Baths
- 1,680 Sq Ft
- Built 1979
103 25th St SW Unit A&B, Winter Haven, FL 33880

Last Sold Summary
- 2% Below List Price
- $202/SF
- 118 Days On Market
Last Sold Price $339,000

Last Listing Agent Deb McCutcheon PROPERTY SHOPPE OF CENTRAL FL

/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
/16
$1,925 per month
- 3 Beds
- 2 Baths
- 1,808 Sq Ft
- House for Rent
202 Clovis Pass, 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 $2069.90. That covers your base rent, $1925.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

202 Clovis Pass, Winter Haven, FL 33880
/2
$1,150,000 Sold May 14, 2025

108 Campbell Dr, Winter Haven, FL 33884
- 4 Beds
- 4.5 Baths
- 5,861 Sq Ft
- Built 1998
Last Sold Summary
- 23% Below List Price
- $196/SF
- 230 Days On Market
Current Estimated Value $1,191,104

Last Listing Agent Michael Stone THE STONES REAL ESTATE FIRM

108 Campbell Dr, Winter Haven, FL 33884

/2
Est $156,474 Not Listed For Sale

355 Winter Ridge Blvd Unit 355, Winter Haven, FL 33881
- 3 Beds
- 2 Baths
- 1,073 Sq Ft
- Built 2000
355 Winter Ridge Blvd Unit 355, Winter Haven, FL 33881

Last Sold Summary
- 1% Below List Price
- $147/SF
- 123 Days On Market
Last Sold Price $158,000

Last Listing Agent Wendell Philp, PA LA ROSA REALTY LLC

/21
$335,990 New Construction
- 3 Beds
- 2 Baths
- 2,021 Sq Ft
1913 Quail Fields Cir, Winter Haven, FL 33884

Pre-Construction. To be built. Welcome to Ashton Covey in Winter Haven! Discover the ultimate Florida lifestyle in this stunning community. Perfectly situated just off US Highway 27, your new home offers seamless access to work, outdoor recreation, shopping, dining, and more. Imagine being less than 15 minutes from Downtown Winter Haven, where charming local shops and restaurants await your

William Maltbie

MALTBIE REALTY GROUP

(863) 323-8732

1913 Quail Fields Cir, Winter Haven, FL 33884
/11
$1,100 per month
- 1 Bed
- 1 Bath
- 600 Sq Ft
- Apartment for Rent
102 Oak Crest Dr NW Unit 106, Winter Haven, FL 33881

Recently updated apartment available for lease! This bright and comfortable unit features updated cabinets, crown molding, ceiling fans, and modern light fixtures throughout, making it both stylish and easy to maintain. Enjoy private off-street parking. Located on a quiet street with no thru traffic and just minutes from shopping, dining, parks, and everyday conveniences.

David Small KELLER WILLIAMS REALTY SMART 1

102 Oak Crest Dr NW Unit 106, Winter Haven, FL 33881
/2
$525,000 Sold Sep 04, 2025

6112 Pebble Beach Blvd, Winter Haven, FL 33884
- 3 Beds
- 2 Baths
- 2,535 Sq Ft
- Built 2019
Last Sold Summary
- 3% Below List Price
- $207/SF
- 9 Days On Market
Current Estimated Value $523,992

Last Listing Agent Lori Raath LAKE ASHTON REALTY INC.

6112 Pebble Beach Blvd, Winter Haven, FL 33884

/2
Est $269,425 Not Listed For Sale

567 Lorient Dr, Eagle Lake, FL 33839
- 3 Beds
- 2 Baths
- 1,298 Sq Ft
- Built 2019
567 Lorient Dr, Eagle Lake, FL 33839

Last Sold Summary
- 1% Below List Price
- $210/SF
- 58 Days On Market
Last Sold Price $273,000

Last Listing Agent Christine Hubbert BHHS FLORIDA PROPERTIES GROUP

/20
$265,990 Pending
- 3 Beds
- 2.5 Baths
- 1,848 Sq Ft
6505 Domizio Dr, Winter Haven, FL 33884

Pre-permitted lot. Introducing Villa Mar in Winter Haven, Florida. Master-planned amenities including a pool with cabana that is walking distance from your home, a playground, and shaded seating area. Highway 27, less than 10 minutes away, has everything you are looking for. Grocery stores, movie theaters, shopping centers, golf courses, restaurants, and so much more. The Glen Ridge single-family

William Maltbie

MALTBIE REALTY GROUP

(863) 264-1918

6505 Domizio Dr, Winter Haven, FL 33884
/18
$1,580 per month
- 2 Beds
- 2 Baths
- 1,166 Sq Ft
- House for Rent
124 Hampden Rd, Winter Haven, FL 33884

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

124 Hampden Rd, Winter Haven, FL 33884
/2
$341,967 Sold May 28, 2025

1405 Leamington Ln, Winter Haven, FL 33884
- 4 Beds
- 2.5 Baths
- 2,405 Sq Ft
- Built 2024
Last Sold Summary
- 7% Below List Price
- $142/SF
- 309 Days On Market
Current Estimated Value $344,988

Last Listing Agent Delana Bender LPT REALTY, LLC

1405 Leamington Ln, Winter Haven, FL 33884

/2
Not Listed For Sale

511 Avenue G NW, Winter Haven, FL 33881
- 3 Beds
- 1 Bath
- 1,444 Sq Ft
- Built 1920
511 Avenue G NW, Winter Haven, FL 33881

Last Sold Summary
- 6% Below List Price
- $172/SF
- 179 Days On Market
Last Sold Price $249,000

Last Listing Agent David Craig 1513 REALTY LLC

/15
$628,510 Pending
- 5 Beds
- 3 Baths
- 2,021 Sq Ft
1548 Covey Rise Terrace, Winter Haven, FL 33884

Under Construction. Welcome to Ashton Covey in Winter Haven! Discover the ultimate Florida lifestyle in this stunning community. Perfectly situated just off US Highway 27, your new home offers seamless access to work, outdoor recreation, shopping, dining, and more. Imagine being less than 15 minutes from Downtown Winter Haven, where charming local shops and restaurants await your exploration.

William Maltbie

MALTBIE REALTY GROUP

(863) 375-8979

1548 Covey Rise Terrace, Winter Haven, FL 33884
/16
$1,100 per month
- 1 Bed
- 1 Bath
- 600 Sq Ft
- Apartment for Rent
118 Oak Crest Dr NW, Winter Haven, FL 33881

Recently updated apartment available for lease! This bright and comfortable unit features updated cabinets, crown molding, ceiling fans, and modern light fixtures throughout, making it both stylish and easy to maintain. Enjoy private off-street parking. Located on a quiet street with no thru traffic and just minutes from shopping, dining, parks, and everyday conveniences.

David Small KELLER WILLIAMS REALTY SMART 1

118 Oak Crest Dr NW, Winter Haven, FL 33881
/2
$365,000 Sold Oct 17, 2025

236 Golf Aire Blvd, Winter Haven, FL 33884
- 3 Beds
- 2.5 Baths
- 2,523 Sq Ft
- Built 2000
Last Sold Summary
- 15% Below List Price
- $145/SF
- 27 Days On Market
Current Estimated Value $377,611

Last Listing Agent Amanda Harrison HARRISON REAL PROPERTY GROUP

236 Golf Aire Blvd, Winter Haven, FL 33884

/2
Not Listed For Sale

5707 E Lake Fox Dr, Winter Haven, FL 33884
- 4 Beds
- 3 Baths
- 2,300 Sq Ft
- Built 1991
5707 E Lake Fox Dr, Winter Haven, FL 33884

Last Sold Summary
- $85/SF
- 10 Days On Market
Last Sold Price $196,500

Last Listing Agent Daniela Schick KELLER WILLIAMS REALTY SMART 1

/15
$383,260 Pending
- 4 Beds
- 3 Baths
- 2,344 Sq Ft
1603 Covey Rise Terrace, Winter Haven, FL 33884

Under Construction. Welcome to Ashton Covey in Winter Haven! Discover the ultimate Florida lifestyle in this stunning community. Perfectly situated just off US Highway 27, your new home offers seamless access to work, outdoor recreation, shopping, dining, and more. Imagine being less than 15 minutes from Downtown Winter Haven, where charming local shops and restaurants await your exploration.

William Maltbie

MALTBIE REALTY GROUP

(863) 862-5548

1603 Covey Rise Terrace, Winter Haven, FL 33884
/15
$1,845 per month
- 3 Beds
- 2 Baths
- 1,670 Sq Ft
- House for Rent
1428 Wallace Manor Pass, 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

1428 Wallace Manor Pass, Winter Haven, FL 33880
/2
$205,000 Sold May 28, 2025

3421 Grenville Dr, Winter Haven, FL 33884
- 2 Beds
- 2 Baths
- 1,275 Sq Ft
- Built 2006
Last Sold Summary
- 14% Below List Price
- $161/SF
- 124 Days On Market
Current Estimated Value $215,798

Last Listing Agent Eileen Belanger CENTURY 21 MYERS REALTY LAKE WALES

3421 Grenville Dr, Winter Haven, FL 33884

/17
Est $166,833 Not Listed For Sale

262 Ware Ave NE, Winter Haven, FL 33881
- 2 Beds
- 1 Bath
- 816 Sq Ft
- Built 1963
262 Ware Ave NE, Winter Haven, FL 33881

Last Sold Summary
- 7% Below List Price
- $220/SF
- 229 Days On Market
Last Sold Price $179,900

Last Listing Agent Alexandre Zapparoli WRA BUSINESS & REAL ESTATE

/2
$362,546 Open Sun 1PM - 4PM
- 5 Beds
- 3 Baths
- 2,531 Sq Ft
280 Meredith Blvd, Winter Haven, FL 33881

One or more photo(s) has been virtually staged. Welcome to this stunning Dream Finders Winston floorplan, located in the highly sought-after community of Willowbrook near a beautiful golf course in Winter Haven, FL. This spacious 5-bedroom, 3-bath home offers 2,531 square feet of living space and provides excellent curb appeal in its elevation. Inside, you'll find gorgeous White cabinets

Cindy Sapp

OLYMPUS EXECUTIVE REALTY INC

(863) 281-4844

280 Meredith Blvd, Winter Haven, FL 33881
/28
$2,090 per month
- 5 Beds
- 2.5 Baths
- 2,112 Sq Ft
- House for Rent
2110 Chris Dr, Winter Haven, FL 33884

Brand New Two-Story Home for Rent in Winter Haven Discover this stunning brand new two-story home located in the heart of Winter Haven, offering the perfect combination of space, comfort, and modern style. Designed for those seeking quality living in a great location, this home is ideal for families or anyone looking for a fresh start in a beautiful property. The home features 5 spacious

Jessyka Dos Santos WRA BUSINESS & REAL ESTATE

2110 Chris Dr, Winter Haven, FL 33884
/2
$160,000 Sold Feb 20, 2026

398 Winter Ridge Blvd Unit 398, Winter Haven, FL 33881
- 2 Beds
- 2 Baths
- 1,241 Sq Ft
- Built 1996
Last Sold Summary
- 3% Above List Price
- $129/SF
- 106 Days On Market
Last Listing Agent CarLee Marchetti STAR REALTY OF WINTER HAVEN

398 Winter Ridge Blvd Unit 398, Winter Haven, FL 33881

/44
Est $294,796 Not Listed For Sale

7146 Summit Dr, Winter Haven, FL 33884
- 3 Beds
- 2 Baths
- 1,842 Sq Ft
- Built 2004
7146 Summit Dr, Winter Haven, FL 33884

Last Sold Summary
- 6% Below List Price
- $171/SF
- 38 Days On Market
Last Sold Price $315,000

Last Listing Agent Jordan Prais 54 REALTY LLC

/15
$582,194 Pending
- 4 Beds
- 3 Baths
- 2,551 Sq Ft
1552 Covey Rise Terrace, Winter Haven, FL 33884

Under Construction. Welcome to Ashton Covey in Winter Haven! Discover the ultimate Florida lifestyle in this stunning community. Perfectly situated just off US Highway 27, your new home offers seamless access to work, outdoor recreation, shopping, dining, and more. Imagine being less than 15 minutes from Downtown Winter Haven, where charming local shops and restaurants await your exploration.

William Maltbie

MALTBIE REALTY GROUP

(863) 766-1375

1552 Covey Rise Terrace, Winter Haven, FL 33884
/15
$1,735 per month
- 4 Beds
- 2 Baths
- 1,938 Sq Ft
- House for Rent
119 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

119 Southern Breeze Lp, Winter Haven, FL 33880
/2
$250,000 Sold Feb 24, 2026

509 Mckenna Dr, Winter Haven, FL 33881
- 3 Beds
- 2 Baths
- 1,506 Sq Ft
- Built 2020
Last Sold Summary
- 3% Below List Price
- $166/SF
- 191 Days On Market
Current Estimated Value $254,562

Last Listing Agent EJ Jimenez KELLER WILLIAMS ADVANTAGE III

509 Mckenna Dr, Winter Haven, FL 33881

/32
Est $278,019 Not Listed For Sale

1920 Bretton Ridge Dr, Winter Haven, FL 33884
- 3 Beds
- 2 Baths
- 1,993 Sq Ft
- Built 2017
1920 Bretton Ridge Dr, Winter Haven, FL 33884

Last Sold Summary
- 7% Below List Price
- $151/SF
- 4 Days On Market
Last Sold Price $300,000

Last Listing Agent Mileyka McElla TAH FLORIDA LLC

/13
$313,990 New Construction
- 3 Beds
- 2 Baths
- 1,549 Sq Ft
1917 Quail Fields Cir, Winter Haven, FL 33884

Pre-Construction. To be built. Welcome to Ashton Covey in Winter Haven! Discover the ultimate Florida lifestyle in this stunning community. Perfectly situated just off US Highway 27, your new home offers seamless access to work, outdoor recreation, shopping, dining, and more. Imagine being less than 15 minutes from Downtown Winter Haven, where charming local shops and restaurants await your

William Maltbie

MALTBIE REALTY GROUP

(863) 400-2535

1917 Quail Fields Cir, Winter Haven, FL 33884
/22
$2,090 per month
- 4 Beds
- 2 Baths
- 1,824 Sq Ft
- House for Rent
2122 Chris Dr, Winter Haven, FL 33884

Beautiful brand-new 4-bedroom, 2-bathroom home located in a great area of Winter Haven. The property features a charming front porch, perfect for relaxing. Inside, the home offers a spacious open-concept living room seamlessly connected to the dining area and kitchen, creating a modern and functional layout. Sliding glass doors provide access to a large outdoor area, ideal for entertaining and

Jessyka Dos Santos WRA BUSINESS & REAL ESTATE

2122 Chris Dr, Winter Haven, FL 33884
/2
$360,990 Sold May 27, 2025

2567 Sage Valley Way, Winter Haven, FL 33884
- 5 Beds
- 3 Baths
- 2,447 Sq Ft
- Built 2024
Last Sold Summary
- 9% Below List Price
- $148/SF
- 195 Days On Market
Current Estimated Value $363,064

Last Listing Agent Paul King DR HORTON REALTY OF CENTRAL FLORIDA LLC

2567 Sage Valley Way, Winter Haven, FL 33884

/45
Est $334,629 Not Listed For Sale

3655 Plymouth Dr, Winter Haven, FL 33884
- 3 Beds
- 2 Baths
- 1,873 Sq Ft
- Built 2017
3655 Plymouth Dr, Winter Haven, FL 33884

Last Sold Summary
- 6% Below List Price
- $190/SF
- 33 Days On Market
Last Sold Price $355,000

Last Listing Agent Eileen Belanger CENTURY 21 MYERS REALTY LAKE WALES

/57
$329,900
- 4 Beds
- 2.5 Baths
- 2,357 Sq Ft
1037 Brenton Manor Dr, Winter Haven, FL 33881

Welcome home to this beautifully updated 4-bedroom, 3-bath, two-story residence that’s truly move-in ready. The open-concept floor plan is ideal for everyday living and entertaining, enhanced by brand-new laminate flooring throughout the first floor for a fresh, modern look. The updated kitchen shines with new granite countertops, freshly painted cabinetry, a new range hood, and new

Beverly Amerman LPT REALTY, LLC

1037 Brenton Manor Dr, Winter Haven, FL 33881
/16
$1,910 per month
- 3 Beds
- 2 Baths
- 1,325 Sq Ft
- House for Rent
108 Brad Cir, 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.

108 Brad Cir, Winter Haven, FL 33880
/2
$380,000 Sold Jan 09, 2026

204 S Lake Mariam Dr, Winter Haven, FL 33884
- 3 Beds
- 2 Baths
- 1,826 Sq Ft
- Built 1981
Last Sold Summary
- 3% Below List Price
- $208/SF
- 63 Days On Market
Current Estimated Value $381,136

Last Listing Agent Michael Brenner CENTURY 21 MYERS REALTY

204 S Lake Mariam Dr, Winter Haven, FL 33884

/24
Est $286,384 Not Listed For Sale

184 Fall Glo Rd, Winter Haven, FL 33880
- 4 Beds
- 2 Baths
- 1,867 Sq Ft
- Built 2018
184 Fall Glo Rd, Winter Haven, FL 33880

Last Sold Summary
- 1% Below List Price
- $155/SF
- 206 Days On Market
Last Sold Price $289,900

Last Listing Agent Carl Christian THE NICE AGENT CO

Showing Results 321 - 360, Page 9 of 18

Florida Polk County Winter Haven

How to Buy a Home How to Finance a Home How to Sell a Home

Find More Real Estate & Homes for Sale by State

Top Cities with Homes For Sale

Top Counties with Homes For Sale

More Real Estate For Sale Near Me

Homes in Nearby Neighborhoods

Homes in Nearby Cities

Homes in Nearby Counties

Homes in Nearby Zip Codes

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage