Winter Haven, FL Homes

/25
$299,999
- 4 Beds
- 2 Baths
- 1,840 Sq Ft
307 Ruby Lake Loop, Winter Haven, FL 33884

Discover this charming 4-bedroom, 2-bath home with 1,840 sqft of comfortable living space in the highly desirable Ruby Lake neighborhood in Southeast Winter Haven. Located near LEGOLAND®, this home offers both convenience and a great sense of community. Enjoy the generous bedrooms, including a comfortable primary suite, plus a backyard ready for play or entertaining! With a fantastic location

Steve Lockhart

LOCKHART & ASSOCIATES INC

(863) 445-9098

307 Ruby Lake Loop, Winter Haven, FL 33884
/7
$1,985 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 $2129.90. That covers your base rent, $1985.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

546 Lake Dexter Blvd, Winter Haven, FL 33884
/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 $290,662

Last Listing Agent Blanca Pagan CHARLES RUTENBERG REALTY ORLANDO

441 Squires Grove Dr, Winter Haven, FL 33880

/37
Est $280,481 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,576 Sq Ft
4923 St James St, Winter Haven, FL 33881

4923 St James St, Winter Haven, FL 33881

/63
$207,500
- 2 Beds
- 2 Baths
- 1,385 Sq Ft
2769 Attwater Loop, Winter Haven, FL 33884

Welcome home to comfort, quality, and tranquility! This move-in ready, beautifully maintained villa sits on a premium waterfront lot, offering peaceful views and a serene ambience. Enjoy quiet mornings and relaxing evenings from the covered, screened lanai overlooking the picturesque setting—your own private outdoor retreat. Inside, you’ll immediately appreciate the warm, inviting finishes,

David Hartigan

JASON MITCHELL REAL ESTATE FLO

(863) 485-4665

2769 Attwater Loop, Winter Haven, FL 33884
/33
$1,725 per month
- 3 Beds
- 2.5 Baths
- 1,625 Sq Ft
- House for Rent
2653 Pine Place, Winter Haven, FL 33881

One or more photo(s) has been virtually staged. Welcome to 2653 Pine Pl, a charming and stylish 3-bedroom, 2.5-bath home offering the ideal blend of comfort, modern finishes, and calming water views. Enjoy peaceful mornings and relaxing evenings right in your backyard overlooking the water — a lifestyle that feels like a permanent vacation. Inside, the open-concept floor plan flows beautifully,

Jacob Hara TRANSCEND REALTY

2653 Pine Place, Winter Haven, FL 33881
/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
Last Listing Agent Michael Stone THE STONES REAL ESTATE FIRM

328 Hamilton Shores Dr NE, Winter Haven, FL 33881

/23
Est $335,303 Not Listed For Sale
- 4 Beds
- 2.5 Baths
- 2,770 Sq Ft
2972 Whispering Trails Dr, Winter Haven, FL 33884

2972 Whispering Trails Dr, Winter Haven, FL 33884

/38
$389,800
- 4 Beds
- 2.5 Baths
- 2,659 Sq Ft
4914 Jackson St, Winter Haven, FL 33884

NO CDD!Come and see this beautiful home and all it has to offer FOR YOU! located in one of the most desirable areas of Winter Haven FL. Built in 2022, this well-maintained home features over 2,600 sf, 4 bedrooms, 2.5 baths, with a dedicated office with French doors offering functionality to your workspace or easily convert it to suit your needs! As you walk through, you will notice the home

Brenton Renaldo

PELLEGO, LLC

(863) 341-0010

4914 Jackson St, Winter Haven, FL 33884
/9
$1,499 per month
- 3 Beds
- 1 Bath
- 800 Sq Ft
- House for Rent
3629 Ave S NW, Winter Haven, FL 33881

Property Id: 48410This cute brick house has 3 bedrooms 1 bathroom on a good sized lot. It has been remodeled with new paint. It has updated electrical, septic and water heater with Central AC and window units. Come see it. Contact the owners/landlords directly. Jeff or Andre

3629 Ave S NW, Winter Haven, FL 33881
/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 $140,700

Last Listing Agent Carrissa Henshaw RE/MAX COLLECTIVE

1740 Inman Dr NW, Winter Haven, FL 33881

/23
Est $304,458 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,970 Sq Ft
1700 Tressel Ct, Winter Haven, FL 33881

1700 Tressel Ct, Winter Haven, FL 33881

/8
$9,000
- 2 Beds
- 1 Bath
- 680 Sq Ft
114 Venus Ave, Winter Haven, FL 33884

LOOKING FOR A CUTE, CLEAN, MOVE-IN READY MOBILE HOME IN THE CYPRESS GARDENS AREA OF WINTER HAVEN. YOU JUST FOUND IT! THE MAIN HOUSE HAS 2 BEDROOM AND 1 BATHROOM, LIVING/KITCHEN COMBO. THE SECOND BEDROOM HAS ITS OWN ENTRANCE FOR PRIVACY. THIS HOME HAS A LARGE CARPORT, READY TO STORE YOUR BOAT AND FISH IN LAKE DEXTER, ONE OF 55 LAKES IN BEAUTIFUL WINTER HAVEN, FLORIDA. THIS 55+ COMMUNITY IS SUPER

Carlos DeJesus

EXIT REALTY 4CORNERS

(863) 264-0761

114 Venus Ave, Winter Haven, FL 33884
/16
$1,590 per month
- 3 Beds
- 1.5 Baths
- 1,382 Sq Ft
- House for Rent
107 Lake Elizabeth Dr, Winter Haven, FL 33884

This pet-friendly home features modern finishes and a functional layout with ample kitchen storage, spacious living areas, and abundant natural light throughout. The private yard offers space suitable for gardening or outdoor relaxation. Conveniently located near schools, parks, dining, and local amenities. Technology-enabled maintenance services provide added convenience, and self-touring is

Daniel Reyes MAIN STREET RENEWAL LLC

107 Lake Elizabeth Dr, Winter Haven, FL 33884
/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 $318,187

Last Listing Agent Ben Goldstein LENNAR REALTY

1799 Teagan Ln, Winter Haven, FL 33884

/40
Est $284,330 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,722 Sq Ft
5816 Marsh Landing Dr, Winter Haven, FL 33881

5816 Marsh Landing Dr, Winter Haven, FL 33881

/69
$269,900
- 3 Beds
- 2 Baths
- 1,681 Sq Ft
263 Mariposa, Winter Haven, FL 33884

VERY SPACIOUS AND A BEAUTIFUL HOME! 2 BONUS ROOMS, HAVE UPDATED JUST ABOUT ALL SYSTEMS INCLUDING: ROOF, DRYWALL, FLOORING, KITCHEN, BATHROOMS, BEDROOMS, A/C, TANKLESS WATER HEATER, ELECTRICAL SYSTEM, PLUMBING, CEILING, INSULATION, AND MORE. LOTS OF SPACIOUS, A LOT OF NATURAL LIGHT. DESIGNER DOORS. OWNER artistically INSPIRED, GIVING THE HOME A UNIQUE FLAIR. A MANUAL IS AVAILABLE FOR MOST OF THE

Tina Marie

TINA MARIE LLC

(863) 336-6205

263 Mariposa, Winter Haven, FL 33884
/13
$1,450 per month
- 2 Beds
- 1 Bath
- 800 Sq Ft
- Condo for Rent
1702 Recker Hwy Unit D, Winter Haven, FL 33880

Property Id: 2196850Home features-Completely remodeled from top to bottomPlank flooring throughout (easy to clean)Wood cabinetry + granite countertopsCeiling fan in the bedroomsNew light fixtures and new doorsLocation:Minutes to downtown Winter Haven close to shopping, restaurants, medical offices, Sertoma Park and LEGOLAND

1702 Recker Hwy Unit D, Winter Haven, FL 33880
/2
$345,000 Sold Feb 04, 2025

210 Lake Thomas Dr, Winter Haven, FL 33880
- 4 Beds
- 2.5 Baths
- 1,456 Sq Ft
- Built 1979
Last Sold Summary
- 7% Below List Price
- $237/SF
- 86 Days On Market
Current Estimated Value $329,792

Last Listing Agent Michelle Armbruster LOCKHART & ASSOCIATES INC

210 Lake Thomas Dr, Winter Haven, FL 33880

/25
Est $334,711 Not Listed For Sale
- 3 Beds
- 2 Baths
- 2,035 Sq Ft
1557 Lemon Ave, Winter Haven, FL 33881

1557 Lemon Ave, Winter Haven, FL 33881

/40
$190,000
- 3 Beds
- 1.5 Baths
- 1,435 Sq Ft
137 Lowell Rd, Winter Haven, FL 33884

Located in desirable Southeast Winter Haven, this property offers a solid footprint with strong upside for the right investor or handy buyer. With some TLC, this home provides an excellent foundation to add value! The layout features both a formal living room and a separate family room, offering flexibility for future tenants or resale appeal. One of the key value-add opportunities is the 10x10

CarLee Marchetti

STAR REALTY OF WINTER HAVEN

(863) 264-6537

137 Lowell Rd, Winter Haven, FL 33884
/14
$1,300 per month
- 1 Bed
- 1 Bath
- 792 Sq Ft
- Condo for Rent
2001 San Marcos Dr SE Unit 3, Winter Haven, FL 33880

This inviting 1-bedroom, 1-bathroom condo is located on the first floor of a popular community right off of Cypress Gardens Blvd. The space is highlighted by designer concrete floors that bring character and style to the unit. The bedroom offers a comfortable retreat, while the bathroom is thoughtfully designed for everyday convenience. As part of the community, residents enjoy access to a

Christin Davis PROPERTY MANAGEMENT OF POLK

2001 San Marcos Dr SE Unit 3, Winter Haven, FL 33880
/2
$234,900 Sold Apr 11, 2025

2327 Whispering Trails Place, Winter Haven, FL 33884
- 3 Beds
- 2 Baths
- 1,148 Sq Ft
- Built 2006
Last Sold Summary
- $205/SF
- 21 Days On Market
Current Estimated Value $232,017

Last Listing Agent Jeff Inman FL HOME GROUP LLC

2327 Whispering Trails Place, Winter Haven, FL 33884

/22
Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,040 Sq Ft
6776 Brentwood Dr NE, Winter Haven, FL 33881

6776 Brentwood Dr NE, Winter Haven, FL 33881

/28
$274,000
- 3 Beds
- 2 Baths
- 1,636 Sq Ft
3305 Fox Ridge Dr, Winter Haven, FL 33884

Welcome Home to Fox Ridge!This beautifully maintained 3-bedroom, 2-bath Winter Haven home offers comfort, convenience, and family-friendly living. Located less than a mile from Garden Grove Elementary, only 6 minutes from Legoland, and just 15 minutes from downtown Winter Haven, you’ll love being close to parks, shopping, and entertainment. Step inside to find a spacious open floor plan with

Katie Sweet

WATSON REALTY CORP.

(863) 343-0790

3305 Fox Ridge Dr, Winter Haven, FL 33884
/3
$1,000 per month
- 1 Bed
- 1 Bath
- House for Rent
119 Edgewater Dr, Winter Haven, FL 33881

Property Id: 2241177Room for Rent in Winter Haven, FL — Available Now!Move into this clean and comfortable private room with a bathroom, located in a quiet home in Winter Haven, Florida. This is a great option for anyone seeking an affordable and convenient living space with quick access to everything the area offers.Room Features:Private, spacious

119 Edgewater Dr, Winter Haven, FL 33881
/2
$272,000 Sold Apr 16, 2025

682 Eagle Landing Blvd, Winter Haven, FL 33880
- 4 Beds
- 2.5 Baths
- 1,674 Sq Ft
- Built 2023
Last Sold Summary
- 14% Below List Price
- $162/SF
- 417 Days On Market
Current Estimated Value $286,290

Last Listing Agent Gigi Sevilla WYNNMORE REALTY LLC

682 Eagle Landing Blvd, Winter Haven, FL 33880

/2
Est $313,976 Not Listed For Sale
- 4 Beds
- 2.5 Baths
- 2,195 Sq Ft
257 Oleander St, Winter Haven, FL 33881

257 Oleander St, Winter Haven, FL 33881

/46
$300,000
- 3 Beds
- 2 Baths
- 1,852 Sq Ft
2218 Avenue B SW, Winter Haven, FL 33880

Charming Lake-Area Home with ADU Potential Between Lake Howard and Lake Deer. Located in one of Winter Haven’s most desirable lake-centered neighborhoods, this well-maintained property offers space, versatility, and outstanding future potential. Situated between Lake Howard and Lake Deer, the home provides convenient access to the Chain of Lakes, downtown Winter Haven, parks, trails, dining, and

Keegan Siegfried

LPT REALTY, LLC

(863) 340-7475

2218 Avenue B SW, Winter Haven, FL 33880
/18
$1,995 per month
- 4 Beds
- 2 Baths
- 1,936 Sq Ft
- House for Rent
1449 Austin St, Winter Haven, FL 33884

NOW AVAILABLE! RENT TO OWN OPTION TOO!! Be one of the first to view this fantastic single-story home featuring a highly sought-after, open-concept floor plan in the desirable Peace Creek Preserve community. Residents enjoy access to fantastic amenities, including a sparkling community pool and a dedicated playground area. Home Features Include: Gourmet Kitchen: The heart of the home boasts

Sheryl Webster VENTURE HOME REALTY

1449 Austin St, 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 $134,779

Last Listing Agent David Fleming BHHS FLORIDA PROPERTIES GROUP

3651 Rifle Range Rd, Winter Haven, FL 33880

/16
Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,300 Sq Ft
6482 Peppertree Path NE, Winter Haven, FL 33881

6482 Peppertree Path NE, Winter Haven, FL 33881

/2
$170,000 Pending
- 2 Beds
- 1 Bath
- 708 Sq Ft
585 6th St SE, Winter Haven, FL 33880

Situated on a spacious 70x105 lot, This 2 bedroom 1-bath Home screened-in L-shaped lanai, that expands your functional living space and adds serious curb appeal. Inside, enjoy ceramic tile flooring throughout, a cozy living room that flows into the kitchen and eat-in area. The ample-sized bedrooms share a tub/shower combo bathroom with a linen closet. Storage won’t be an issue thanks to two

CarLee Marchetti

STAR REALTY OF WINTER HAVEN

(863) 264-2266

585 6th St SE, Winter Haven, FL 33880
/15
$2,095 per month
- 4 Beds
- 2 Baths
- 1,514 Sq Ft
- House for Rent
122 Brandy Chase Blvd, Jan Phyl Village, 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

122 Brandy Chase Blvd, Jan Phyl Village, FL 33880
/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
Last Listing Agent Dee Norris NEXTHOME NORRIS & COMPANY REAL

676 Augusta Rd, Winter Haven, FL 33884

/34
Est $105,088 Not Listed For Sale
- 1 Bed
- 1 Bath
- 666 Sq Ft
2040 San Marcos Dr SE Unit 108, Winter Haven, FL 33880

2040 San Marcos Dr SE Unit 108, Winter Haven, FL 33880

/15
$576,990 New Construction
- 4 Beds
- 3 Baths
- 2,551 Sq Ft
1552 Covey Rise Terrace, 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) 766-1375

1552 Covey Rise Terrace, Winter Haven, FL 33884
/6
$1,005 per month
- 1 Bed
- 1 Bath
- 815 Sq Ft
- Apartment for Rent
1888 Lake Mariam Dr, Winter Haven, FL 33884

This charming 1 bedroom, 1 bathroom apartment is located just off Dundee Rd in Winter Haven, less than 5 miles from Legoland, and sits within a cozy 7-plex right on Lake Mariam. Inside, you’ll find a utility room with full-size washer/dryer hookups, while water, trash, and sewer are included in the rent. The property is pet-friendly, offering both convenience and comfort, with lakeside living,

Jordan Clark PALM LEAF PROPERTY MANAGEMENT

1888 Lake Mariam Dr, Winter Haven, FL 33884
/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 $662,045

Last Listing Agent Carri McLure LPT REALTY, LLC

6810 Crystal Beach Rd, Winter Haven, FL 33880

/12
Not Listed For Sale
- 3 Beds
- 2 Baths
- 924 Sq Ft
713 Byni Ridge, Winter Haven, FL 33880

713 Byni Ridge, Winter Haven, FL 33880

Showing Results 241 - 280, Page 7 of 18

Florida Polk County Winter Haven

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