163 Results

Winter Haven Homes For Sale & Winter Haven FL Real Estate from $250K - $300K

Home For Sale $289,000

View 1632 Wallace Manor Blvd Winter Haven FL
View Details 22 Photos
View 1632 Wallace Manor Blvd Winter Haven FL
View 1632 Wallace Manor Blvd Winter Haven FL
View 1632 Wallace Manor Blvd Winter Haven FL
On Market For 2 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1556

  • Year Built

    2015

  • $/SqFt

    $186

Central Pointe - This location is close to restaurants, shopping, entertainment, medical and more! MLS#O6206328. CITRAVEST MANAGEMENT LLC.

Home For Sale $288,000

View 614 Peyton Brooke Way Winter Haven FL
View Details 36 Photos
View 614 Peyton Brooke Way Winter Haven FL
View 614 Peyton Brooke Way Winter Haven FL
View 614 Peyton Brooke Way Winter Haven FL
On Market For 2 Days

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    1867

  • Year Built

    2021

  • $/SqFt

    $154

Don’t miss the opportunity to make this stunning property your own! MLS#O6206416. LPT REALTY.

Home For Sale $275,000

View 2204 Port Nw Rd Winter Haven FL
View Details 24 Photos
View 2204 Port Nw Rd Winter Haven FL
View 2204 Port Nw Rd Winter Haven FL
View 2204 Port Nw Rd Winter Haven FL
On Market For 3 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1436

  • Year Built

    1972

  • $/SqFt

    $192

Schedule your showing today and discover the charm and comfort that awaits you! MLS#P4930416. KELLER WILLIAMS REALTY SMART 1.

Home For Sale $297,500

View 434 Sunfish Dr Winter Haven FL
View Details 30 Photos
View 434 Sunfish Dr Winter Haven FL
View 434 Sunfish Dr Winter Haven FL
View 434 Sunfish Dr Winter Haven FL
On Market For 4 Days

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    1696

  • Year Built

    2019

  • $/SqFt

    $175

Agents, Please Read Realtor Only Remarks. MLS#P4930392. BROKERS REALTY OF CENTRAL FLOR.

Home For Sale $299,000

View Details 38 Photos
On Market For 5 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1420

  • Year Built

    1967

  • $/SqFt

    $211

This home is perfect for those who value privacy, space, and modern conveniences in a quiet, peaceful neighborhood. MLS#L4944755. BHHS FLORIDA PROPERTIES GROUP.

Home For Sale $292,695

Reduced By $10,000
View Details 10 Photos
On Market For 5 Days

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    1879

  • Year Built

    2024

  • $/SqFt

    $156

A safe small town feel with convenience, the perfect place to raise a family. MLS#T3526352. LENNAR REALTY.

Home For Sale $279,900

View Details 33 Photos
On Market For 6 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1351

  • Year Built

    1961

  • $/SqFt

    $207

This home has such a a convenient location and is just minutes from shopping, hospitals, schools. restaurants and Legoland. MLS#P4930398. COLDWELL BANKER REALTY.

Home For Sale $255,000

View Details 35 Photos
On Market For 5 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1220

  • Year Built

    1948

  • $/SqFt

    $209

Throughout, every detail evoke a sense of welcome from the gleaming frontage to the expansive backyard with a big above-ground pool, this property embodies a lifestyle of comfort, relax and harmony. MLS#O6204109. LA ROSA REALTY CW PROPERTIES L.

Home For Sale $294,500

View Details 38 Photos
On Market For 6 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1525

  • Year Built

    2010

  • $/SqFt

    $193

Experience all that Forest Ridge has to offer and enjoy the Florida lifestyle at its best! MLS#O6204659. EXP REALTY LLC.

Home For Sale $286,000

View Details 16 Photos
On Market For 6 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1581

  • Year Built

    1981

  • $/SqFt

    $181

You Will Enjoy This Southeast Location, Convenient To Restaurants, Shopping And Of Course Legoland. MLS#P4930403. FLORIDA HOME CHOICE REALTY.

Home For Sale $252,520

Reduced By $6,000
View Details 8 Photos
On Market For 9 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1444

  • Year Built

    2024

  • $/SqFt

    $175

A safe small town feel with convenience, the perfect place to raise a family. MLS#T3525856. LENNAR REALTY.

Home For Sale $299,950

View Details 36 Photos
On Market For 9 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1690

  • Year Built

    1953

  • $/SqFt

    $177

Otis Heights - Don't miss your chance to make this Winter Haven gem your own! MLS#L4944611. PORCHLIGHT HOMES LLC.

Home For Sale $285,000

View Details 36 Photos
On Market For 41 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1883

  • Year Built

    1957

  • $/SqFt

    $151

Don't miss this opportunity to make this your own slice of paradise! MLS#T3525297. LPT REALTY.

Home For Sale $275,000

View Details 15 Photos
On Market For 9 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1733

  • Year Built

    1978

  • $/SqFt

    $159

Florida Highland - Welcome home to a perfect blend of modern amenities and cozy living. MLS#T3525103. MARK SPAIN REAL ESTATE.

Pended $265,000

Reduced By $30,000
View Details 9 Photos
On Market For 8 Days

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    1411

  • Year Built

    1955

  • $/SqFt

    $188

Act fast—schedule your viewing today and step into the home you deserve! MLS#O6202846. SALVAMERICA, LLC.

Home For Sale $252,500

View Details 48 Photos
On Market For 13 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1118

  • Year Built

    2006

  • $/SqFt

    $226

Traditions - Don'T Delay, This Is Is Move In Ready. Additional Photos To Follow! MLS#P4930354. FLORIDA HOME CHOICE REALTY.

Home For Sale $292,000

Reduced By $7,000
View Details 36 Photos
On Market For 17 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1092

  • Year Built

    2009

  • $/SqFt

    $267

Lake Eloise Pointe - This listing is indeed a gem that prospective buyers won't want to miss! MLS#L4944534. LIVE FLORIDA REALTY.

Home For Sale $260,000

View Details 24 Photos
On Market For 13 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1303

  • Year Built

    2007

  • $/SqFt

    $200

The community features a center with pool and has gated access making it a perfect neighborhood for families with the school bus stop right at the neighborhood entrance. MLS#S5104397. CENTURY 21 CARIOTI.

Home For Sale $299,990

View Details 11 Photos
On Market For 15 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1264

  • Year Built

    1999

  • $/SqFt

    $237

Queens Cove - This home offers a beautiful back yard with a deck for a peaceful retreat for enjoyment of the lake.Schedule your appointment today to see it. MLS#O6202338. PROPERTY WAREHOUSES OF AMERICA.

Home For Sale $276,900

View Details 38 Photos
On Market For 14 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1542

  • Year Built

    1962

  • $/SqFt

    $180

Hills Lake Elbert - Outside, you'll find a large fenced-in backyard, perfect for relaxation and outdoor activities. MLS#O6202428. KELLER WILLIAMS ADVANTAGE III REALTY.

Home For Sale $264,900

View Details 14 Photos
On Market For 13 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    967

  • Year Built

    1992

  • $/SqFt

    $274

Schedule your showing today and don't miss out on this exceptional opportunity to make this house your dream home! MLS#T3524481. OFFERPAD BROKERAGE FL, LLC.

Pended $260,000

View Details 38 Photos
On Market For 11 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1118

  • Year Built

    2006

  • $/SqFt

    $233

ft. clubhouse equipped with a Fitness Center, Billiards Room, Library/Computer Room, Heated Pool and Spa, Tennis and Basketball Court and a dog park. MLS#U8241448. RE/MAX PREFERRED.

Pended $255,900

View Details 29 Photos
On Market For 17 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1118

  • Year Built

    1980

  • $/SqFt

    $229

Lake Thomas Estates - Schedule your showing today and experience luxury living in Winter Haven! MLS#P4930284. LPT REALTY.

Home For Sale $254,900

View Details 37 Photos
On Market For 16 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1202

  • Year Built

    1962

  • $/SqFt

    $212

Garden Grove - Don't miss the opportunity to experience the allure of Winter Haven, Florida- schedule your showing today! MLS#L4944522. RE/MAX METRO.

Home For Sale $280,000

View Details 22 Photos
On Market For 17 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1500

  • Year Built

    2021

  • $/SqFt

    $187

Lucerne Park Reserve - Additionally, Lake Eva is nearby, offering an Aquatic Center with an array of outdoor recreational activities such as a splash pad, basketball and tennis courts, playgrounds, walking trails, exercise stations, a public boat ramp, fishing pier, come and make this your Home Sweet Home. MLS#O6201858. LA ROSA REALTY LAKE NONA INC.

Home For Sale $295,000

Reduced By $5,000
View Details 21 Photos
On Market For 20 Days

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    1867

  • Year Built

    2016

  • $/SqFt

    $158

Lakeside Landings - Schedule a showing for this gem and take advance of all those amazing features MLS#O6200147. IRM INVEST., REAL EST.& MGMT..

Home For Sale $297,500

View Details 25 Photos
On Market For 20 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1767

  • Year Built

    2006

  • $/SqFt

    $168

Schedule your showing today and make this incredible house your HOME!! ! MLS#P4930212. THE K TEAM REAL ESTATE SERVICES LLC.

Home For Sale $285,000

Reduced By $10,000
View Details 18 Photos
On Market For 26 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1604

  • Year Built

    2017

  • $/SqFt

    $178

Forest Ridge - Contact us today to schedule a showing. MLS#S5103630. LA ROSA REALTY KISSIMMEE.

Home For Sale $299,995

Reduced By $9,905
View Details 29 Photos
On Market For 41 Days

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    1560

  • Year Built

    2017

  • $/SqFt

    $192

Don't wait for your opportunity to own this home, schedule your showing TODAY! MLS#T3521418. LPT REALTY.

Home For Sale $299,900

View Details 21 Photos
On Market For 23 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1417

  • Year Built

    1970

  • $/SqFt

    $212

Thanks so much for your interest! MLS#L4944319. KELLER WILLIAMS REALTY SMART.

Pended $286,325

Reduced By $11,000
View Details 11 Photos
On Market For 15 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1555

  • Year Built

    2024

  • $/SqFt

    $184

A safe small town feel with convenience, the perfect place to raise a family. MLS#T3522247. LENNAR REALTY.

Pended $265,000

View Details 38 Photos
On Market For 8 Days

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    1560

  • Year Built

    1964

  • $/SqFt

    $170

Spacious kitchen, and nice open feel as you enter the home .... this home truely is a gem! Make an appointment today! MLS#O6199867. HOMEVEST REALTY.

Home For Sale $250,000

View Details 20 Photos
On Market For 23 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1419

  • Year Built

    2006

  • $/SqFt

    $176

Traditions - All Agents See Realtor Remarks Please. MLS#P4930211. BROKERS REALTY OF CENTRAL FLOR.

Pended $298,990

View Details 12 Photos
On Market For 13 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1690

  • Year Built

    2020

  • $/SqFt

    $177

Villamar - Great Community Pool With Playground For Entertainment And Social Events. MLS#T3520507. AWS REAL ESTATE TEAM, LLC..

Home For Sale $280,000

View Details 25 Photos
On Market For 25 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1318

  • Year Built

    1989

  • $/SqFt

    $212

Cypress Wood Tennis Villas - Seize the opportunity to own this exceptional property and embark on a new chapter of your life make this house your forever home! MLS#O6197348. BEYCOME OF FLORIDA LLC.

Pended $284,900

View Details 17 Photos
On Market For 13 Days

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    1765

  • Year Built

    1978

  • $/SqFt

    $161

- Ask me about buyer grants, and rate buy down opportunity MLS#O6198935. BLUE LIGHTHOUSE REALTY INC.

Home For Sale $270,000

View Details 34 Photos
On Market For 27 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1150

  • Year Built

    1981

  • $/SqFt

    $235

Stonebridge - Don't miss out on this fantastic opportunity! MLS#P4930138. CROSBY & ASSOCIATES, INC..

Home For Sale $295,000

View Details 24 Photos
On Market For 27 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1712

  • Year Built

    2004

  • $/SqFt

    $172

Buckeye Pointe - Don’t let this opportunity pass you by. MLS#T3518688. CARMENA & ASSOCIATES REALTY GROUP.

Pended $259,900

View Details 40 Photos
On Market For 2 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1739

  • Year Built

    1954

  • $/SqFt

    $149

Call to make your showing appointment today! MLS#P4930094. JUDY B CLEAVES PROPERTIES INC.

Pended $257,500

View Details 35 Photos
On Market For 12 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1092

  • Year Built

    1984

  • $/SqFt

    $236

Sunshine Tree - FHA accepted after May 22, 2024 MLS#L4944181. EXP REALTY LLC.

Pended $269,000

View Details 29 Photos
*IS SHORT SALE
On Market For 4 Days

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    1819

  • Year Built

    2023

  • $/SqFt

    $148

Villamar - Ready to move in and perfect for making lasting memories, your new home awaits. MLS#O6198152. FOLIO REALTY LLC.

Pended $280,000

View Details 30 Photos
On Market For 25 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1460

  • Year Built

    1990

  • $/SqFt

    $192

This House is Conveniently located offering easy access to a variety of restaurants, shopping centers, and major roads, ensuring that all your needs are just moments away. MLS#O6197949. REAL ESTATE PROS.

Pended $250,000

View Details 24 Photos
On Market For 8 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1062

  • Year Built

    1986

  • $/SqFt

    $235

Don't miss this home, call and make an appointment today! MLS#U8239056. COLDWELL BANKER REALTY.

Home For Sale $300,000

View Details 15 Photos
On Market For 31 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1535

  • Year Built

    2020

  • $/SqFt

    $195

This home is ready for a new family to make wonderful memories. Schedule your private showing today! MLS#O6192510. ENTERA REALTY LLC.

Home For Sale $289,000

Reduced By $990
View Details 59 Photos
On Market For 31 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1450

  • Year Built

    2016

  • $/SqFt

    $199

Note: Some photos have been virtually staged to illustrate potential. MLS#S5103379. LPT REALTY.

Home For Sale $264,999

Reduced By $5,001
View Details 17 Photos
On Market For 33 Days

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    1456

  • Year Built

    1980

  • $/SqFt

    $182

Jan Phyl Village - Located close to shopping and in a friendly neighborhood, this home provides the perfect blend of comfort and convenience; close to Auburndale, Eagle Lake, and Winter Haven. MLS#P4930063. CROSBY & ASSOCIATES, INC..

Home For Sale $298,500

Reduced By $1,000
View Details 20 Photos
On Market For 34 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1774

  • Year Built

    2017

  • $/SqFt

    $168

Forest Ridge - Schedule your showing today and experience the enchantment firsthand. MLS#S5103139. VS INTERNATIONAL PROPERTIES.

Home For Sale $285,000

Reduced By $10,000
View Details 44 Photos
On Market For 36 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1254

  • Year Built

    1952

  • $/SqFt

    $227

Inwood - Seller is willing to cover closing costs for a limited time. Ask for details. MLS#T3514659. LA ROSA REALTY ST. PETERSBURG.

Pended $299,695

View Details 10 Photos
On Market For 3 Days

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    1879

  • Year Built

    2024

  • $/SqFt

    $159

A safe small town feel with convenience, the perfect place to raise a family. MLS#T3518318. LENNAR REALTY.

Pended $252,500

View Details 13 Photos
On Market For 5 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1158

  • Year Built

    1985

  • $/SqFt

    $218

Don't miss your chance to experience the best of Winter Haven living – schedule your showing today! MLS#P4930002. COLDWELL BANKER REALTY.

Viewing HOMES 1 to 50 of 163

Area Stats

These statistics are updated daily from the My Florida Regional MLS. For further analysis or to obtain statistics not shown below please call EasyStreet Realty at 407-901-3073 and speak with one of our real estate consultants.

Popular Homes

City
Avg Price
Median Price
Available
Distressed
Reduced
Avg DOM
Auburndale
$415,747
$353,092
268
1.5%
47.0%
103

Bartow
$359,013
$325,880
208
0.5%
42.3%
78

Davenport
$525,232
$449,900
1249
0.6%
50.0%
112

Fort Meade
$319,960
$271,500
32
0.0%
46.9%
99

Lakeland
$422,750
$359,000
1045
1.1%
51.4%
77

Mulberry
$452,206
$342,500
100
2.0%
45.0%
76

EasyStreet

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