Winter Haven, FL Homes

/30
$77,000
- 2 Beds
- 2 Baths
- 1,140 Sq Ft
1011 Eagle Dr, Winter Haven, FL 33881

This stunning 2 bedroom, 2 bath home has been thoughtfully renovated throughout, featuring newer windows and stylish vinyl plank flooring. The updated kitchen offers plenty of cabinetry and a cozy eat-in area-perfect for morning coffee or casual meals. Both bathrooms have been tastefully updated for a clean, modern feel. You'll love the spacious Florida Room across the front of the home, finished

Cindy Minnick

Sun Resales, Inc.

(863) 869-2719

1011 Eagle Dr, Winter Haven, FL 33881
/22
$5,000 per month
- 3 Beds
- 3 Baths
- 2,266 Sq Ft
- House for Rent
236 Ruby Lake Ln, Winter Haven, FL 33884

One or more photo(s) has been virtually staged. Wake up every morning to the most breath taking views imaginable. Almost every room in the home overlooks the spectacular private Lake Ruby & Lake Bess. Upon entering the home you will find yourself captivated with the spacious and luxurious open floor plan and high degree of natural light that envelops you. Besides having the exquisite view, this

Scott Kline KLINE REAL ESTATE SERVICES

236 Ruby Lake Ln, Winter Haven, FL 33884
/2
$120,000 Sold Mar 31, 2025

504 Sears Ave NE, Winter Haven, FL 33881
- 2 Beds
- 1 Bath
- 955 Sq Ft
- Built 1955
Last Sold Summary
- 4% Below List Price
- $126/SF
- 4 Days On Market
Current Estimated Value $139,564

Last Listing Agent Matt Helmling BAY VISION REALTY INC

504 Sears Ave NE, Winter Haven, FL 33881

/2
Est $335,926 Not Listed For Sale

148 Krenson Bay Loop, Winter Haven, FL 33881
- 4 Beds
- 2.5 Baths
- 2,202 Sq Ft
- Built 2024
148 Krenson Bay Loop, Winter Haven, FL 33881

Last Sold Summary
- 2% Above List Price
- $150/SF
- 609 Days On Market
Last Sold Price $330,045

Last Listing Agent Cassandre Martin GLOBAL FLORIDA REALTY

/29
$140,000
- 2 Beds
- 2 Baths
- 1,140 Sq Ft
104 Mayfair Place SW, Winter Haven, FL 33880

Enjoy this clean 2 bedroom, 2 bath villa in the community of Mayfair Place. Step into a spacious great room with soaring ceilings and all ceramic tile floors throughout, offering both style and ease of maintenance. The open kitchen includes plenty of counterspace, gas range/stove, and breakfast bar. The primary suite features sliding glass doors leading to a peaceful back patio, the perfect spot

CarLee Marchetti

STAR REALTY OF WINTER HAVEN

(863) 343-3020

104 Mayfair Place SW, Winter Haven, FL 33880
/32

$1,489 - $2,050 per month

Lakeshore Club

1 - 3 Beds

1300 Lake Howard Dr SW, Winter Haven, FL 33880

Welcome to luxury living in Winter Haven. Lakeshore Club is located on the Chain of Lakes between Lake Howard and Lake Mary minutes from downtown Winter Haven.

1300 Lake Howard Dr SW, Winter Haven, FL 33880
/2
$313,162 Sold Oct 19, 2025

1558 Jessica Blvd, Winter Haven, FL 33884
- 5 Beds
- 2.5 Baths
- 2,326 Sq Ft
- Built 2025
Last Sold Summary
- 6% Below List Price
- $135/SF
- 28 Days On Market
Current Estimated Value $302,721

Last Listing Agent Ben Goldstein LENNAR REALTY

1558 Jessica Blvd, Winter Haven, FL 33884

/2
Not Listed For Sale

2976 Thornhill Rd, Winter Haven, FL 33880
- 2 Beds
- 2 Baths
- 1,032 Sq Ft
- Built 1980
2976 Thornhill Rd, Winter Haven, FL 33880

Last Sold Summary
- $164/SF
- 118 Days On Market
Last Sold Price $169,000

Last Listing Agent Cliff Glansen FLATFEE.COM

/28
$185,000
- 2 Beds
- 1 Bath
- 576 Sq Ft
1607 2nd St SE, Winter Haven, FL 33880

PRIME LOCATION!! Prime Investment Opportunity with Commercial Zoning! Located in the Historic Pughsville neighborhood of Winter Haven. This property offers incredible versatility. Currently a cozy 2-bedroom, 1-bath residential wood framed home, the lot is zoned commercial, opening the door for various business uses. The property features a spacious, fenced-in yard with the added benefit of No HOA

Twanna Dewdney

LA ROSA REALTY PRESTIGE

(863) 532-7906

1607 2nd St SE, Winter Haven, FL 33880
/9
$2,000 per month
- 3 Beds
- 2.5 Baths
- 1,568 Sq Ft
- House for Rent
4458 Rapallo Ave, Winter Haven, FL 33884

Brand New 3BR + Loft Home | Modern Finishes | Be the First to Live Here!Be the first to occupy this stunning, never-lived-in two-story home. Offering 1,568 sq. ft. of bright, open living space, this property features a designer kitchen with Silestone countertops, Samsung stainless steel appliances, and a massive island perfect for entertaining. The layout includes a versatile upstairs

Shirley Gomez Dalton Wade, Inc.

4458 Rapallo Ave, Winter Haven, FL 33884
/2
$395,000 Sold May 14, 2025

410 Majestic Gardens Blvd, Winter Haven, FL 33880
- 3 Beds
- 2.5 Baths
- 2,094 Sq Ft
- Built 2006
Last Sold Summary
- $189/SF
- 26 Days On Market
Current Estimated Value $392,234

Last Listing Agent Geraldine Anarumo FLORIDA REALTY MARKETPLACE

410 Majestic Gardens Blvd, Winter Haven, FL 33880

/2
Est $300,269 Not Listed For Sale

1872 Carnostie Rd, Winter Haven, FL 33884
- 3 Beds
- 2.5 Baths
- 1,746 Sq Ft
- Built 2022
1872 Carnostie Rd, Winter Haven, FL 33884

Last Sold Summary
- 2% Above List Price
- $169/SF
- 135 Days On Market
Last Sold Price $295,000

Last Listing Agent Jamar Brown SELL & BUY HOMES REALTY INC

/37
$310,000
- 3 Beds
- 2 Baths
- 1,770 Sq Ft
1085 Brenton Manor Dr, Winter Haven, FL 33881

Charming and inviting, this 3-bed, 2-bath home sits in a lovely Winter Haven community with a very low HOA and X flood zone. Built in 2015, it offers a modern design, a comfortable one-level layout, a 2-car garage, and all appliances included. Tucked into the vibrant Chain of Lakes region, you’re surrounded by peaceful views, leafy lakes, and plenty of outdoor fun from boat cruises to paddle

Clarisa Moody

MARZUCCO REAL ESTATE

(863) 900-9378

1085 Brenton Manor Dr, Winter Haven, FL 33881
/7

$1,350 - $1,450 per month

Apartment for Rent

2 Beds

510 Avenue K NW, Winter Haven, FL 33881

This property features a spacious 2-bed, 2-bath unit offering comfortable living space and thoughtful updates.This apartment includes modern conveniences such as central air conditioning, ceiling fans, and comfortable layouts designed for everyday living. There is also an on-site laundry facility exclusive to tenants for no extra cost. The building sits just minutes from downtown Winter

510 Avenue K NW, Winter Haven, FL 33881
/2
$154,000 Sold Feb 26, 2026

205 Winter Ridge Blvd Unit 3, Winter Haven, FL 33881
- 3 Beds
- 2 Baths
- 1,073 Sq Ft
- Built 1992
Last Sold Summary
- 4% Below List Price
- $144/SF
- 6 Days On Market
Current Estimated Value $149,331

Last Listing Agent Renee Butler BROKERS REALTY OF CENTRAL FLOR

205 Winter Ridge Blvd Unit 3, Winter Haven, FL 33881

/2
Est $245,075 Not Listed For Sale

111 Leslie Ave, Winter Haven, FL 33880
- 4 Beds
- 2 Baths
- 2,262 Sq Ft
- Built 1957
111 Leslie Ave, Winter Haven, FL 33880

Last Sold Summary
- 4% Above List Price
- $104/SF
- 94 Days On Market
Last Sold Price $234,999

Last Listing Agent Tricia Davis KELLER WILLIAMS REALTY SMART

/46
$429,000
- 3 Beds
- 2 Baths
- 1,680 Sq Ft
10 Jimmy Lee Rd, Winter Haven, FL 33880

Experience the best of both worlds — peaceful country living just minutes from town! Tucked away on a quiet street, this beautifully updated 3 bedroom plus a BONUS room home sits on over 2.3 fully fenced, irrigated acres, offering the perfect blend of space, privacy, and convenience. Whether you’re dreaming of a small hobby farm, a garden paradise, or simply room to roam, this property

Michelle Howard

KELLER WILLIAMS REALTY SMART 1

(863) 450-1738

10 Jimmy Lee Rd, Winter Haven, FL 33880
/24
$1,625 per month
- 3 Beds
- 1 Bath
- 1,100 Sq Ft
- House for Rent
113 Avenue C SE, Winter Haven, FL 33880

Welcome to 113 Avenue C SE, Winter Haven – a freshly updated and cozy 3-bedroom, 1-bathroom home perfect for a new family! This home boasts gorgeous hardwood floors throughout, a beautifully updated kitchen and bathroom, and central air for year-round comfort. A washer and dryer are conveniently included, and water utilities are covered in the rent (tenant is responsible for electric and

Nomar Rosa LPT REALTY, LLC

113 Avenue C SE, Winter Haven, FL 33880
/16
$279,304 Sold Oct 08, 2025

2126 Chris Dr, Winter Haven, FL 33884
- 3 Beds
- 2 Baths
- 1,487 Sq Ft
- Built 2025
Move in Ready Sold Summary
- $188/SF
- 8 Days On Market
Current Estimated Value $280,303

Lennar Peace Creek Reserve - Estate Key Collection

2126 Chris Dr, Winter Haven, FL 33884

/2
Est $261,581 Not Listed For Sale

2721 Rochelle Dr, Winter Haven, FL 33881
- 4 Beds
- 3 Baths
- 2,070 Sq Ft
- Built 2006
2721 Rochelle Dr, Winter Haven, FL 33881

Last Sold Summary
- 2% Above List Price
- $124/SF
- 8 Days On Market
Last Sold Price $257,000

Last Listing Agent Sharon Billups SKYELINE REALTY LLC

/57
$279,900 Pending
- 3 Beds
- 2 Baths
- 1,830 Sq Ft
5751 Lakeside Landings Blvd, Winter Haven, FL 33881

Under contract-accepting backup offers. LIKE NEW! Beautiful and well maintained 3 BR 2 BA single family home in Winter Haven, FL. This home features a wonderful open floor plan connecting the living and dining areas. The highlight of the kitchen is its island. The island contains a built-in sink, and the added surface area is perfect as an additional dining space or cooking area. Next to the

Daniel Hut

HUT REALTY, LLC

(863) 532-7380

5751 Lakeside Landings Blvd, Winter Haven, FL 33881
/14

$1,300 - $1,825 per month

The Arbours at Garden Grove

1 - 3 Beds

4900 Cypress Gardens Rd, Winter Haven, FL 33884

A variety of spacious and inviting floor plans await you at Arbours at Garden Grove. Choose from one of our three floor plans offering one, two and three bedrooms, designed with your comfort in mind. Enjoy an assortment of amenities such as vaulted ceilings, a wet bar, air conditioning and double vanities to name a few! The Arbours at Garden Grove amenities extend far beyond your doorstep. Take a

4900 Cypress Gardens Rd, Winter Haven, FL 33884
/2
$369,900 Sold Feb 11, 2026

7044 Summit Cir, Winter Haven, FL 33884
- 4 Beds
- 2 Baths
- 2,113 Sq Ft
- Built 2005
Last Sold Summary
- $175/SF
- 6 Days On Market
Current Estimated Value $350,687

Last Listing Agent Arturo Matamoros EXP REALTY LLC

7044 Summit Cir, Winter Haven, FL 33884

/2
Est $438,508 Not Listed For Sale

24 Lake Ave, Winter Haven, FL 33880
- 3 Beds
- 2 Baths
- 2,464 Sq Ft
- Built 1984
24 Lake Ave, Winter Haven, FL 33880

Last Sold Summary
- 6% Below List Price
- $189/SF
- 80 Days On Market
Last Sold Price $464,900

Last Listing Agent Kylie Berry BERRY REALTY & APPRAISAL SERVICES PA

/16
$119,000
- 2 Beds
- 1.5 Baths
- 851 Sq Ft
831 Orchid Springs Dr Unit 831, Winter Haven, FL 33884

Whether you are looking for your first home or first rental property, this condominium is a must see! Ideally located off of Overlook Drive in Winter Haven, minutes form Legoland, downtown Winter Haven, and the Chain of Lakes. This unit features an updated kitchen with an upgraded stainless steel gas stove, stainless steel dish washer, and a one-year-old refrigerator. Additionally, there are

Steven Perkins

CLARK REALTY LLC

(863) 434-8323

831 Orchid Springs Dr Unit 831, Winter Haven, FL 33884
/34
$1,795 per month
- 3 Beds
- 2 Baths
- 1,730 Sq Ft
- House for Rent
1676 Hummingbird Rd, Winter Haven, FL 33884

One or more photo(s) has been virtually staged. BRAND NEW HOME at Harmony at Lake Eloise in Winter Haven, Florida. This beautiful one-story 3BED/2BATH single home features a comfortable living area with an open concept, where your kitchen, living, and dining areas blend seamlessly into a space perfect for everyday living and entertaining. Relax on the covered lanai. The kitchen features granite

Raul Aleman BAHIA INTERNATIONAL REALTY

1676 Hummingbird Rd, Winter Haven, FL 33884
/2
$270,000 Sold Apr 25, 2025

3272 Whispering Trails Ave, Winter Haven, FL 33884
- 3 Beds
- 2 Baths
- 1,533 Sq Ft
- Built 2016
Last Sold Summary
- 4% Below List Price
- $176/SF
- 35 Days On Market
Current Estimated Value $267,295

Last Listing Agent Troy Udit ENGEL & VOLKERS ORLANDO DR PHILLIPS

3272 Whispering Trails Ave, Winter Haven, FL 33884

/2
Est $390,732 Not Listed For Sale

221 Desoto Rd, Winter Haven, FL 33884
- 2 Beds
- 2 Baths
- 2,157 Sq Ft
- Built 1926
221 Desoto Rd, Winter Haven, FL 33884

Last Sold Summary
- 2% Below List Price
- $185/SF
- 95 Days On Market
Last Sold Price $399,995

Last Listing Agent Glenda Pruitt FLORIDA HOME CHOICE REALTY

/31
$55,500
- 2 Beds
- 2 Baths
- 1,920 Sq Ft
488 Putter Cir, Winter Haven, FL 33881

Welcome to this delightful 2-bedroom, 2-bath home where comfort meets convenience. Recent updates include a new AC (2025) and roof (2024), giving you peace of mind for years to come. A circular driveway and golf cart make life easy, while a large shed offers plenty of storage. Inside, you'll love the bonus room with a wet bar, perfect for entertaining, along with the convenience of indoor laundry

Cindy Minnick

Sun Resales, Inc.

(863) 349-7230

488 Putter Cir, Winter Haven, FL 33881
/14

$1,000 - $1,275 per month

Central Haven Apartments

Studio - 2 Beds

130 Avenue C SE, Winter Haven, FL 33880

130 Avenue C SE, Winter Haven, FL 33880
/2
$290,000 Sold Nov 26, 2025

1480 Leamington Ln, Winter Haven, FL 33884
- 4 Beds
- 2.5 Baths
- 2,202 Sq Ft
- Built 2024
Last Sold Summary
- 17% Below List Price
- $132/SF
- 402 Days On Market
Current Estimated Value $288,898

Last Listing Agent Claudia Gutierrez ADAMS HOMES REALTY

1480 Leamington Ln, Winter Haven, FL 33884

/14
Est $227,246 Not Listed For Sale

3248 Timberline Rd, Winter Haven, FL 33880
- 3 Beds
- 2.5 Baths
- 1,485 Sq Ft
- Built 1982
3248 Timberline Rd, Winter Haven, FL 33880

Last Sold Summary
- 6% Above List Price
- $145/SF
- 185 Days On Market
Last Sold Price $215,000

Last Listing Agent Delroy Robinson ROBINSON & ASSOCIATES REALTY L

/67
$899,900
- 4 Beds
- 4 Baths
- 3,555 Sq Ft
200 Island Way, Winter Haven, FL 33884

Welcome to your own slice of paradise on the private shores of Lake Lewis located in the highly sought-after gated community of Orchid Springs Estates! This stunning Mediterranean-style estate offers the perfect blend of luxury, comfort, and timeless elegance. Boasting 4 spacious bedrooms and 4 full baths, this custom-designed home features a beautifully appointed kitchen ideal for entertaining,

Steve Lockhart

LOCKHART & ASSOCIATES INC

(863) 343-1106

200 Island Way, Winter Haven, FL 33884
/16
$1,750 per month
- 2 Beds
- 2 Baths
- 1,490 Sq Ft
- House for Rent
14 Lamplight Ln, Winter Haven, FL 33884

Welcome to 14 Lamplight Lane in beautiful Winter Haven — a delightful 2-bedroom, 2-bath home offering 1,490 square feet of comfortable living space plus a versatile bonus room that adds flexibility to fit your lifestyle. This inviting residence features a bright and open living area filled with natural light, creating a warm and welcoming atmosphere from the moment you step inside. With 1,490

Leila Torres LA ROSA REALTY PRESTIGE

14 Lamplight Ln, Winter Haven, FL 33884
/2
$299,800 Sold Aug 15, 2025

2159 Greenway Dr, Winter Haven, FL 33881
- 4 Beds
- 3 Baths
- 2,030 Sq Ft
- Built 1971
Last Sold Summary
- 8% Below List Price
- $148/SF
- 15 Days On Market
Current Estimated Value $302,125

Last Listing Agent David Small KELLER WILLIAMS REALTY SMART 1

2159 Greenway Dr, Winter Haven, FL 33881

/2
Est $623,771 Not Listed For Sale

1804 3rd Ct SE, Winter Haven, FL 33880
- 9 Beds
- 6 Baths
- 3,047 Sq Ft
- Built 1973
1804 3rd Ct SE, Winter Haven, FL 33880

Last Sold Summary
- 5% Below List Price
- $216/SF
- 14 Days On Market
Last Sold Price $659,000

Last Listing Agent Terry Connors THE SHOP REAL ESTATE CO.

/17
$332,990 New Construction
- 4 Beds
- 2.5 Baths
- 1,938 Sq Ft
284 Meredith Blvd, Winter Haven, FL 33881

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, two and a half bathrooms, including a luxurious master suite, residents enjoy privacy and relaxation in every

Cindy Sapp

OLYMPUS EXECUTIVE REALTY INC

284 Meredith Blvd, Winter Haven, FL 33881
/23

$993 - $1,144 per month

Villas at Lake Smart Apartments

2 - 3 Beds

4225 Vista Del Lago Dr, Winter Haven, FL 33881

You've found your slice of paradise at Villas at Lake Smart in sunny Winter Haven, FL! Our spacious and affordable two and three-bedroom apartment homes offer the perfect sanctuary for you to unwind after a long day. Ensuring you don't have to go far for fun and fitness, our community features a volleyball court, playground, fitness center, clubhouse, pool, and more! Looking for some

4225 Vista Del Lago Dr, Winter Haven, FL 33881
/2
$282,990 Sold Jun 18, 2025

3479 Costello Cir, Winter Haven, FL 33884
- 4 Beds
- 2 Baths
- 1,665 Sq Ft
- Built 2024
Last Sold Summary
- $170/SF
- 4 Days On Market
Current Estimated Value $274,122

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

3479 Costello Cir, Winter Haven, FL 33884

/2
Est $244,007 Not Listed For Sale

137 Kings Pond Ave, Winter Haven, FL 33880
- 2 Beds
- 2 Baths
- 990 Sq Ft
- Built 1991
137 Kings Pond Ave, Winter Haven, FL 33880

Last Sold Summary
- 5% Below List Price
- $261/SF
- 59 Days On Market
Last Sold Price $258,000

Last Listing Agent Steven Ray Burnett NUGGET REALTY

Showing Results 161 - 200, Page 5 of 18

Florida Polk County Winter Haven

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