Winter Haven, FL Homes

/16
$115,000
- 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
/21
$1,450 per month
- 2 Beds
- 2 Baths
- 1,017 Sq Ft
- Condo for Rent
1707 Eagle Pond Dr, Winter Haven, FL 33884

MOVE-IN READY upstairs Eagle Pond condominium in the highly desirable gated community of Cypresswood Golf and Country Club. This professionally-managed condominium includes interior laundry, walk-in closets, open concept living space, and so much more. The spacious master bedroom features an en suite bathroom while both bedrooms offer walk-in closets. Additional linen storage exists in the main

Kayly Malinas JOHN WOOD REALTY, INC.

1707 Eagle Pond Dr, Winter Haven, FL 33884
/2
$11,000 Sold Apr 18, 2025

865 3rd St, Winter Haven, FL 33881
- Land
- 0.11 Acre
- $100,000 per Acre
Last Sold Summary
- 56% Below List Price
- 47 Days On Market
Current Estimated Value $258,220

Last Listing Agent Mary Myers CENTURY 21 MYERS REALTY

865 3rd St, Winter Haven, FL 33881

/2
Est $155,524 Not Listed For Sale

260 Winter Ridge Blvd Unit 38, Winter Haven, FL 33881
- 2 Beds
- 2 Baths
- 1,073 Sq Ft
- Built 1992
260 Winter Ridge Blvd Unit 38, Winter Haven, FL 33881

Last Sold Summary
- 6% Below List Price
- $154/SF
- 47 Days On Market
Last Sold Price $165,000

Last Listing Agent Lancey Lewis HOMELIFE REALTY COASTAL PROPERTIES LLC

/33
$195,000
- 3 Beds
- 2 Baths
- 1,410 Sq Ft
936 Avenue T SE, Winter Haven, FL 33880

AGENTS - PLEASE VIEW REALTOR REMARKS IN THE MLS. Welcome to this beautiful 3-bedroom, 2-bathroom block home perfectly positioned at the end of a quiet cul-de-sac in Winter Haven's sought-after Cypress Gardens neighborhood. With 1,400 square feet of interior living space and a layout designed for both comfort and connection, this home checks every box. Step inside and you're immediately greeted by

Daniel Rodriguez

NEW HEIGHTS REALTY GROUP

(863) 285-3066

936 Avenue T SE, Winter Haven, FL 33880
/35
$2,400 per month
- 4 Beds
- 2 Baths
- 1,791 Sq Ft
- House for Rent
330 Royal Palm Way, Winter Haven, FL 33881

Be one of the first to move into these recently built, energy-efficient homes, LOADED with the best finishes. If you have pets, not only do we allow them, but we have homes available that include a fenced-in yard! Landscape is included! All appliances are included! The interior finishes include wood look tile throughout, modern kitchens with quartz appliances and stainless steel appliances, 100%

330 Royal Palm Way, Winter Haven, FL 33881
/2
$275,000 Sold Jul 11, 2025

555 Heather Glen Dr, Winter Haven, FL 33884
- 3 Beds
- 2 Baths
- 1,514 Sq Ft
- Built 2001
Last Sold Summary
- $182/SF
- 14 Days On Market
Current Estimated Value $273,300

Last Listing Agent Lindsey Thibodeau COMPASS FLORIDA LLC

555 Heather Glen Dr, Winter Haven, FL 33884

/2
Est $375,931 Not Listed For Sale

6002 Country Walk Ln, Winter Haven, FL 33880
- 3 Beds
- 2 Baths
- 1,905 Sq Ft
- Built 2004
6002 Country Walk Ln, Winter Haven, FL 33880

Last Sold Summary
- 1% Below List Price
- $199/SF
- 79 Days On Market
Last Sold Price $380,000

Last Listing Agent Justin Johnson THE MARKET REALTY COMPANY

/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
/29
$2,200 per month
- 4 Beds
- 3 Baths
- 1,988 Sq Ft
- House for Rent
2772 San Marco Way, Winter Haven, FL 33884

Welcome to the desirable Villamar community in Winter Haven, where comfort, convenience, and modern living come together in one of the area’s fastest-growing neighborhoods. This FULLY FENCED like-new 4-bedroom, 3-bathroom home offers a thoughtfully designed layout that perfectly balances functionality and style, making it ideal for families, entertaining, or simply enjoying everyday life.

Fanny Stollmeyer LIFESTYLE INTERNATIONAL REALTY

2772 San Marco Way, Winter Haven, FL 33884
/2
$279,000 Sold Jun 10, 2025

1721 Teagan Ln, Winter Haven, FL 33884
- 4 Beds
- 2 Baths
- 1,824 Sq Ft
- Built 2025
Last Sold Summary
- $153/SF
- 55 Days On Market
Current Estimated Value $294,110

Last Listing Agent Sammi Li TOPSKY REALTY INC

1721 Teagan Ln, Winter Haven, FL 33884

/2
Est $238,729 Not Listed For Sale

1625 Avenue D NE, Winter Haven, FL 33881
- 3 Beds
- 2 Baths
- 1,228 Sq Ft
- Built 1958
1625 Avenue D NE, Winter Haven, FL 33881

Last Sold Summary
- 8% Below List Price
- $212/SF
- 22 Days On Market
Last Sold Price $260,000

Last Listing Agent Tommy Miller Jr. SUNCOAST REALTY SOLUTIONS, LLC

/59
$387,500
- 4 Beds
- 2 Baths
- 2,078 Sq Ft
5828 Marsh Landing Dr, Winter Haven, FL 33881

Welcome to refined Florida living in the serene, gated, 55+ community of Preserve at Lakeside Landings. This community designed with enjoying your Florida lifestyle, is home to 44 residences, 2 pools, a playground, and sidewalks to keep you active. HOA includes lawn maintenance which allows you to relax in your stunning new home! Thoughtfully designed with a triple-split floorplan, this residence

Cyleste Goodson

FLORIDA REAL ESTATE COMPANY

(863) 312-0317

5828 Marsh Landing Dr, Winter Haven, FL 33881
/31
$1,800 total monthly price
- 4 Beds
- 2 Baths
- 1,368 Sq Ft
- House for Rent
3960 Avenue U NW, Winter Haven, FL 33881

Don't miss out on this 4 bedroom home, at an amazing price. This home has been freshly painted and has ceramic tile throughout. The French doors lead to a paver patio that provides access to a huge backyard. The uncovered gazebo/patio area is perfect for those fire pit evenings. Your front covered patio gives you a Waterview of Lake Blue.

3960 Avenue U NW, Winter Haven, FL 33881
/2
$290,000 Sold Mar 19, 2026

2005 Spirit Lake Rd, Winter Haven, FL 33880
- 3 Beds
- 2 Baths
- 1,710 Sq Ft
- Built 1987
Last Sold Summary
- 6% Below List Price
- $170/SF
- 25 Days On Market
Current Estimated Value $296,394

Last Listing Agent Becky Sigler VINTAGE REAL ESTATE SERVICES

2005 Spirit Lake Rd, Winter Haven, FL 33880

/2
Est $132,153 Not Listed For Sale

232 26th St SW, Winter Haven, FL 33880
- 3 Beds
- 1 Bath
- 888 Sq Ft
- Built 1964
232 26th St SW, Winter Haven, FL 33880

Last Sold Summary
- 10% Above List Price
- $135/SF
- 3 Days On Market
Last Sold Price $120,000

Last Listing Agent Brian Cox KELLER WILLIAMS REALTY SMART 1

/39
$182,000 Pending
- 2 Beds
- 2 Baths
- 1,017 Sq Ft
307 Eagle Pond Dr, Winter Haven, FL 33884

Under contract-accepting backup offers. PRICE ADJUSTMENT ALERT—the opportunity you've been waiting for! Welcome to easy, low-maintenance living in the 24/7 guard-gated Cypresswood Golf & Country Club. This charming condo offers peaceful POND VIEWS from the living room and both bedrooms, creating the perfect backdrop for relaxing mornings and quiet evenings.Inside, you'll love the bright, open

Mabel Vassallo

CENTURY 21 MYERS REALTY

(863) 431-4399

307 Eagle Pond Dr, Winter Haven, FL 33884
/22
$1,817 per month
- 3 Beds
- 2 Baths
- 1,504 Sq Ft
- House for Rent
3304 White Indigo Rd, Winter Haven, FL 33884

WINTER HAVEN NEW BUILD 3 BED/2 BATH HOME FOR RENT! MOVE-IN SPECIAL!Priced Low, Call Now! Very Clean Property, Move-in Ready, 2 Car Garage, Brand New Build—First Tenancy! Huge Master Suite, Eat-In Kitchen, Corian Countertops, Upgraded Kitchen, Brand New Kitchen, Carpeted Bedrooms, Laminate Wood-Look Flooring, COMMUNITY Pool, COMMUNITY Playground, COMMUNITY Multiple Lakes, COMMUNITY Walking &

Jay Myers ORLANDO REALTY & PROPERTY MGNT

3304 White Indigo Rd, Winter Haven, FL 33884
/14
$317,000 Sold Sep 23, 2025

3845 Giorgio Dr, Winter Haven, FL 33884
- 4 Beds
- 2.5 Baths
- 2,168 Sq Ft
- Built 2025
Move in Ready Sold Summary
- $146/SF
- 265 Days On Market
Current Estimated Value $332,084

Meritage Homes VillaMar - Classic Series

3845 Giorgio Dr, Winter Haven, FL 33884

/2
Est $177,037 Not Listed For Sale

129 El Dorado, Winter Haven, FL 33884
- 2 Beds
- 2 Baths
- 1,011 Sq Ft
- Built 1976
129 El Dorado, Winter Haven, FL 33884

Last Sold Summary
- 1% Above List Price
- $173/SF
- 77 Days On Market
Last Sold Price $175,000

Last Listing Agent Travis Redder HARPER REALTY FL, LLC

/31
$69,000
- 3 Beds
- 2 Baths
- 1,512 Sq Ft
1006 Eagle Dr, Winter Haven, FL 33881

Step into this stunning furnished 3-bedroom, 2-bath home with a den, offering over 1,500 sq. ft. of beautifully designed living space PLUS a huge enclosed Florida room with heat and AC-perfect for year-round enjoyment! You'll love the bright open living and dining area and the spacious kitchen featuring tons of counter and cabinet space along with a built-in desk for convenience. An interior

Cindy Minnick

Sun Resales, Inc.

(863) 223-4692

1006 Eagle Dr, Winter Haven, FL 33881
/18

$899 - $1,385 per month

The Landings Apartment Homes

1 - 2 Beds

102 Landings Way, Winter Haven, FL 33880

Welcome to The Landings, a tranquil pet friendly retreat nestled among towering trees and lush greenery in the heart of Winter Haven, Florida. As one of our three Winter Haven locations, The Landings offers upgraded 1 and 2 bedroom apartments designed with spacious layouts that maximize comfort and livability. Each home features modern white cabinets that brighten the space, durable vinyl

102 Landings Way, Winter Haven, FL 33880
/2
$299,999 Sold Apr 03, 2026

5528 Taverna Way, Winter Haven, FL 33884
- 4 Beds
- 2.5 Baths
- 2,039 Sq Ft
- Built 2025
Last Sold Summary
- 12% Below List Price
- $147/SF
- 173 Days On Market
Current Estimated Value $308,667

Last Listing Agent Dale Human CASA FRESCA REALTY

5528 Taverna Way, Winter Haven, FL 33884

/2
Est $243,527 Not Listed For Sale

307 La Serena, Winter Haven, FL 33884
- 3 Beds
- 2 Baths
- 1,389 Sq Ft
- Built 1978
307 La Serena, Winter Haven, FL 33884

Last Sold Summary
- 3% Below List Price
- $180/SF
- 125 Days On Market
Last Sold Price $250,000

Last Listing Agent Nikki Casha ACROPOLIS REALTY GROUP LLC

/71
$440,000 Open Fri 5PM - 8PM
- 3 Beds
- 2 Baths
- 2,363 Sq Ft
5357 Hogan Ln, Winter Haven, FL 33884

One or more photo(s) has been virtually staged. WATERFRONT CUSTOM St. John floor plan with CDD bond debt PAID IN FULL! Recent Upgrades: Kinetico whole-house water softener, refrigerator (2025), New roof (2024), AC, dishwasher, stove, additional screened room with pavers, and upgraded landscaping (2022). Experience Florida living at its finest in this beautifully upgraded 3-bedroom + den, 2-bath

Emily Muscarella

A+ REALTY LLC

(863) 431-8559

5357 Hogan Ln, Winter Haven, FL 33884
/26
$4,500 per month
- 4 Beds
- 3.5 Baths
- 2,944 Sq Ft
- House for Rent
1787 Lake Hill Dr, Winter Haven, FL 33884

Beautiful 4-bedroom/3.5-bathroom home with additional bonus room ideal for an office, den, gym, or play room in the prestigious Woodpointe community of SE Winter Haven! Elegant custom and designer finishes throughout, screened lanai, walk-in closets, open-concept and split-bedroom floor plan, and so much more. Applications evaluated on creditworthiness and income equal to at least 3x monthly rent

Kayly Malinas JOHN WOOD REALTY, INC.

1787 Lake Hill Dr, Winter Haven, FL 33884
/2
$292,500 Sold Apr 30, 2025

441 Squires Grove Dr, Winter Haven, FL 33880
- 4 Beds
- 2 Baths
- 1,846 Sq Ft
- Built 2018
Last Sold Summary
- 6% Below List Price
- $158/SF
- 50 Days On Market
Current Estimated Value $292,828

Last Listing Agent Blanca Pagan CHARLES RUTENBERG REALTY ORLANDO

441 Squires Grove Dr, Winter Haven, FL 33880

/2
Est $234,743 Not Listed For Sale

753 Avenue O SE, Winter Haven, FL 33880
- 2 Beds
- 2 Baths
- 1,452 Sq Ft
- Built 1961
753 Avenue O SE, Winter Haven, FL 33880

Last Sold Summary
- 4% Below List Price
- $169/SF
- 20 Days On Market
Last Sold Price $245,000

Last Listing Agent Eddie Collazo RE/MAX

/67
$795,000
- 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
/20

$584 - $1,350 per month

Lakeview Tower

Studio - 1 Bed

745 Avenue A SW, Winter Haven, FL 33880

Lakeview Tower offers newly remodeled studio and one bedroom apartment homes. It is an exceptional senior living, 62+ and disabled Community. Lakeview Tower sits right on Lake Howard, allowing breath taking views from your window.

745 Avenue A SW, Winter Haven, FL 33880
/2
$750,000 Sold Sep 26, 2025

328 Hamilton Shores Dr NE, Winter Haven, FL 33881
- 5 Beds
- 3.5 Baths
- 3,812 Sq Ft
- Built 2001
Last Sold Summary
- 2% Below List Price
- $197/SF
- 56 Days On Market
Current Estimated Value $737,576

Last Listing Agent Michael Stone THE STONES REAL ESTATE FIRM

328 Hamilton Shores Dr NE, Winter Haven, FL 33881

/2
Est $296,976 Not Listed For Sale

5341 Nicklaus Dr, Winter Haven, FL 33884
- 2 Beds
- 2 Baths
- 1,530 Sq Ft
- Built 2006
5341 Nicklaus Dr, Winter Haven, FL 33884

Last Sold Summary
- 1% Below List Price
- $196/SF
- 41 Days On Market
Last Sold Price $300,000

Last Listing Agent Lori Raath LAKE ASHTON 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
/14
$1,900 per month
- 2 Beds
- 2 Baths
- 1,250 Sq Ft
- House for Rent
227 Volusia Dr, Winter Haven, FL 33884

Located in an established neighborhood this home offers 2 bedrooms and 2 bathrooms. Galley kitchen overlooking large fenced backyard. Inside laundry room and 2 car garage. Available and ready for immediate occupancy.

Sue Ann Williamon THE HOME COMPANY

227 Volusia Dr, Winter Haven, FL 33884
/2
$143,300 Sold Jul 22, 2025

1740 Inman Dr NW, Winter Haven, FL 33881
- 3 Beds
- 1 Bath
- 805 Sq Ft
- Built 1961
Last Sold Summary
- 6% Above List Price
- $178/SF
- 6 Days On Market
Current Estimated Value $145,504

Last Listing Agent Carrissa Henshaw RE/MAX COLLECTIVE

1740 Inman Dr NW, Winter Haven, FL 33881

/2
Est $552,407 Not Listed For Sale

2400 Crump Rd, Winter Haven, FL 33881
- 3 Beds
- 2.5 Baths
- 2,175 Sq Ft
- Built 1969
2400 Crump Rd, Winter Haven, FL 33881

Last Sold Summary
- $255/SF
- 36 Days On Market
Last Sold Price $554,900

Last Listing Agent Steven Smith, PA LOCKHART & ASSOCIATES INC

/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
/16
$1,695 per month
- 3 Beds
- 2 Baths
- 1,194 Sq Ft
- House for Rent
546 Lake Dexter Blvd, Winter Haven, FL 33884

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 $1839.90. That covers your base rent, $1695.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

546 Lake Dexter Blvd, Winter Haven, FL 33884
/12
$334,499 Sold Feb 10, 2026

6044 Navona Way, Winter Haven, FL 33884
- 5 Beds
- 3 Baths
- 2,471 Sq Ft
- Built 2026
Move in Ready Sold Summary
- $135/SF
- 40 Days On Market
Current Estimated Value $325,275

Casa Fresca Homes VillaMar

6044 Navona Way, Winter Haven, FL 33884

/2
Est $308,785 Not Listed For Sale

1905 Manor Cir SE, Winter Haven, FL 33880
- 4 Beds
- 2 Baths
- 2,067 Sq Ft
- Built 1966
1905 Manor Cir SE, Winter Haven, FL 33880

Last Sold Summary
- 4% Above List Price
- $144/SF
- 217 Days On Market
Last Sold Price $298,000

Last Listing Agent Stellar Non-Member Agent FL_MFRMLS

Showing Results 201 - 240, Page 6 of 18

Florida Polk County Winter Haven

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Winter Haven, FL Homes

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