Winter Haven, FL Homes

/45
$459,000
- 4 Beds
- 3 Baths
- 2,663 Sq Ft
148 Lake Otis Rd, Winter Haven, FL 33884

Spacious 4-Bedroom, 3-Bath Pool Home in the admired Lakewood Community. Nestled on an oversized lot with mature trees, this remodeled tri-level home offers a perfect blend of modern luxury and comfort. With a spacious layout, a private pool, and an abundance of natural light, this home is designed for both relaxation and entertaining. As you enter, you’ll immediately notice the bright and airy

Michelle Armbruster

LOCKHART & ASSOCIATES INC

(863) 599-6261

148 Lake Otis Rd, Winter Haven, FL 33884
/11
$1,700 per month
- 3 Beds
- 2 Baths
- 1,662 Sq Ft
- House for Rent
1019 Mockingbird Cir, Winter Haven, FL 33884

3 bedroom 2 bath home with 2 car garage located in SE Winter Haven near Legoland. Modern custom cabinets throughout the home, open island kitchen design with pantry, bedrooms with plenty of closet space. Large master suite with roomy walk-in closet, spacious tiled master bath, and sliding doors to screened porch. Double pane windows throughout. Fenced yard. Located in a family friendly

Donna Williams REMAX EXPERTS

1019 Mockingbird Cir, 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 $371,788

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

2567 Sage Valley Way, Winter Haven, FL 33884

/2
Est $114,530 Not Listed For Sale

333 Lake Howard Dr NW Unit 103A, Winter Haven, FL 33880
- 2 Beds
- 2 Baths
- 1,030 Sq Ft
- Built 1973
333 Lake Howard Dr NW Unit 103A, Winter Haven, FL 33880

Last Sold Summary
- 2% Below List Price
- $114/SF
- 180 Days On Market
Last Sold Price $117,000

Last Listing Agent Whitney Roberts LPT REALTY, LLC

/49
$139,000
- 2 Beds
- 2 Baths
- 1,620 Sq Ft
454 Village Cir SW, Winter Haven, FL 33880

Welcome to your slice of Florida living in Winter Haven! This well-maintained 2-bedroom, 2-bath home offers 1,620 sq ft of comfortable living space and is packed with valuable upgrades, including the ROOF 2023 and 4 ton A/C 2023, water softener, reverse osmosis system, and rain gutters with leaf guards for added peace of mind. Step inside to find a spacious floor plan. Relax and unwind in the

Carolyn Christian

Dalton Wade Inc

(863) 329-2319

454 Village Cir SW, Winter Haven, FL 33880
/34
$5,339 per month
- 4 Beds
- 3 Baths
- 1,732 Sq Ft
- Condo for Rent
904 15th St NE Unit SI FL1-ID1520445P, Winter Haven, FL 33881

The advertised rate of $5,340/month is the lowest available price, based on a 30 day(s) stay with a move-in date of May 2, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be

904 15th St NE Unit SI FL1-ID1520445P, Winter Haven, FL 33881
/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 $375,572

Last Listing Agent Michael Brenner CENTURY 21 MYERS REALTY

204 S Lake Mariam Dr, Winter Haven, FL 33884

/2
Est $232,582 Not Listed For Sale

995 14th St NE, Winter Haven, FL 33881
- 3 Beds
- 2 Baths
- 1,790 Sq Ft
- Built 1959
995 14th St NE, Winter Haven, FL 33881

Last Sold Summary
- 3% Above List Price
- $126/SF
- 0 Days On Market
Last Sold Price $225,000

Last Listing Agent Erin Floyd COLDWELL BANKER REALTY

/8
$279,990 New Construction
- 3 Beds
- 2.5 Baths
- 1,848 Sq Ft
6524 Domizio Dr, Winter Haven, FL 33884

Schedule your appointment and learn more about this quick move-in opportunity with an immediate move-in date! This home includes: - Stainless steel appliances - Pendant lights - Tile in main living areas - Washer and dryer included - Blinds - Covered lanai - No rear neighbors

William Maltbie

MALTBIE REALTY GROUP

6524 Domizio Dr, Winter Haven, FL 33884
/9
$1,900 per month
- 3 Beds
- 2 Baths
- 1,432 Sq Ft
- House for Rent
235 Hayley St, Winter Haven, FL 33884

Beautiful 3-bedroom, 2-bathroom home located at 235 Hayley St, Winter Haven, FL 33884. This well-maintained property offers a comfortable and functional layout, perfect for families or anyone seeking a peaceful living environment. Enjoy a bright and inviting interior, with spacious living areas and a practical floor plan designed for everyday living. The home provides a great balance of comfort

Djanira Puyosa LA ROSA REALTY LLC

235 Hayley St, Winter Haven, FL 33884
/2
$125,000 Sold Aug 06, 2025

4918 Rosewood St, Winter Haven, FL 33880
- 2 Beds
- 2 Baths
- 1,008 Sq Ft
- Built 1980
Last Sold Summary
- 6% Below List Price
- $124/SF
- 96 Days On Market
Last Listing Agent Kathy Devor COLDWELL BANKER REALTY

4918 Rosewood St, Winter Haven, FL 33880

/2
Est $193,181 Not Listed For Sale

3445 Avenue F NW, Winter Haven, FL 33880
- 2 Beds
- 1 Bath
- 1,145 Sq Ft
- Built 1961
3445 Avenue F NW, Winter Haven, FL 33880

Last Sold Summary
- 1% Below List Price
- $170/SF
- 10 Days On Market
Last Sold Price $195,000

Last Listing Agent Scott Kline KLINE REAL ESTATE SERVICES

/93
$775,000
- 5 Beds
- 3.5 Baths
- 3,913 Sq Ft
153 Lake Otis Rd, Winter Haven, FL 33884

Opportunities like this rarely come available in the gated Lakewood community. This beautifully updated lakefront pool home sits on a private one-acre lot and offers breathtaking sunset views across Lake Otis from your own backyard.Spend your evenings relaxing on the dock as the sun sets over the water, launch a kayak from the built-in racks, or enjoy weekends boating right from your covered

Kelly Fain

KELLER WILLIAMS REALTY SMART

(863) 270-2472

153 Lake Otis Rd, Winter Haven, FL 33884
/20
$2,025 per month
- 4 Beds
- 2 Baths
- 2,004 Sq Ft
- House for Rent
613 Sarner Pass Way, Winter Haven, FL 33881

This property is available. Please inquire on this site to schedule a showing. Limited-Time Offer! Sign a lease by April 15th and enjoy $100 off your first month’s rent a great opportunity to save on your new home! Welcome to 613 Sarner Pass Way, located in the serene and charming community of Winter Haven, FL. This delightful single-story home boasts a modern and inviting open

613 Sarner Pass Way, Winter Haven, FL 33881
/2
$389,000 Sold Mar 23, 2026

1507 Riviera Ct, Winter Haven, FL 33884
- 3 Beds
- 2 Baths
- 1,983 Sq Ft
- Built 2019
Last Sold Summary
- 2% Below List Price
- $196/SF
- 21 Days On Market
Current Estimated Value $397,594

Last Listing Agent Lori Raath LAKE ASHTON REALTY INC.

1507 Riviera Ct, Winter Haven, FL 33884

/2
Est $326,293 Not Listed For Sale

723 Canberra Rd, Winter Haven, FL 33884
- 3 Beds
- 2 Baths
- 2,006 Sq Ft
- Built 1986
723 Canberra Rd, Winter Haven, FL 33884

Last Sold Summary
- 1% Below List Price
- $164/SF
- 79 Days On Market
Last Sold Price $329,000

Last Listing Agent David Reyes KELLER WILLIAMS REALTY SMART 1

/45
$59,000
- 2 Beds
- 2 Baths
- 1,176 Sq Ft
65 Joppa Dr, Winter Haven, FL 33884

Charming 2-bedroom, 2-bath home in a welcoming 55+ community in Winter Haven Featuring a spacious carport and a long-lasting metal roof, this low-maintenance home is perfect for comfortable, worry-free living. Enjoy community amenities designed for an active lifestyle, plus easy access to scenic lakes, Lake Wailes Park, walking trails, and outdoor recreation. Minutes from historic downtown with

Clarisa Moody

MARZUCCO REAL ESTATE

(863) 887-6865

65 Joppa Dr, Winter Haven, FL 33884
/44
$1,649 per month
- 3 Beds
- 2 Baths
- 1,329 Sq Ft
- House for Rent
3032 Spirit Lake Dr, Winter Haven, FL 33880

One or more photo(s) has been virtually staged. Check out this 3 bedroom 2 bath totally renovated an updated home. The gorgouse home offers so much! Updated kitchen with granite solid surface counter tops, stainless steel applainces and closet pantry. The home offers an open floor plan. Spacious master bedroom with an totally updated ensute master bath that offers a step in glass shower and

John-Michael Elliott S & D REAL ESTATE SERVICE LLC

3032 Spirit Lake Dr, Winter Haven, FL 33880
/2
$415,000 Sold Dec 15, 2025

2997 Plantation Rd, Winter Haven, FL 33884
- 3 Beds
- 2 Baths
- 2,603 Sq Ft
- Built 1986
Last Sold Summary
- 5% Below List Price
- $159/SF
- 88 Days On Market
Current Estimated Value $424,850

Last Listing Agent Catherine Kluytenaar THE K TEAM REAL ESTATE SERVICES LLC

2997 Plantation Rd, Winter Haven, FL 33884

/2
Est $197,450 Not Listed For Sale

235 6th St NW Unit 504, Winter Haven, FL 33881
- 2 Beds
- 2 Baths
- 1,162 Sq Ft
- Built 1982
235 6th St NW Unit 504, Winter Haven, FL 33881

Last Sold Summary
- 8% Above List Price
- $157/SF
- 69 Days On Market
Last Sold Price $183,000

Last Listing Agent Kami Rickert HOMETRUST REAL ESTATE & PTY MGT

/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
/15
$1,560 per month
- 2 Beds
- 2 Baths
- 1,143 Sq Ft
- House for Rent
1095 Sunshine Way SW, 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

1095 Sunshine Way SW, Winter Haven, FL 33880
/2
$235,000 Sold Dec 12, 2025

620 Crystals Blvd, Winter Haven, FL 33884
- 2 Beds
- 2 Baths
- 1,606 Sq Ft
- Built 1993
Last Sold Summary
- 6% Below List Price
- $146/SF
- 44 Days On Market
Current Estimated Value $237,234

Last Listing Agent Kim Reaves HELLO FLORIDA REAL ESTATE LLC

620 Crystals Blvd, Winter Haven, FL 33884

/2
Est $292,360 Not Listed For Sale

653 Avenue A SW, Winter Haven, FL 33880
- 4 Beds
- 2 Baths
- 1,900 Sq Ft
- Built 1920
653 Avenue A SW, Winter Haven, FL 33880

Last Sold Summary
- 3% Above List Price
- $150/SF
- 335 Days On Market
Last Sold Price $284,850

Last Listing Agent Angie Reynolds PORCHLIGHT HOMES LLC

/46
$290,000
- 4 Beds
- 2 Baths
- 1,846 Sq Ft
1646 Tressel Ct, Winter Haven, FL 33881

This 4-bed, 2-bath home offers the peace of mind only a gated community can provide, all with an impressively low HOA. Whether you need room for a growing family, a dedicated home office, or a welcoming guest suite, this versatile layout. Beyond the front door, you are minutes away from top-rated schools, essential medical services, and everyday staples like Publix. Spend your weekends exploring

Twanna Dewdney

LA ROSA REALTY PRESTIGE

(863) 485-6979

1646 Tressel Ct, Winter Haven, FL 33881
/9
$1,675 per month
- 3 Beds
- 2 Baths
- 1,393 Sq Ft
- House for Rent
165 Osprey Heights Dr, Winter Haven, FL 33880

Welcome home to 165 Osprey Heights Drive! This well-maintained 3-bedroom, 2-bath home offers a desirable split floor plan, providing both privacy and functionality. The home features brand-new vinyl flooring in the main living areas and fresh interior paint, giving it a clean, updated feel throughout. The bedrooms are comfortably carpeted, creating a warm and cozy retreat. The kitchen is both

William Beasley STAR REALTY OF WINTER HAVEN

165 Osprey Heights Dr, Winter Haven, FL 33880
/2
$309,990 Sold May 30, 2025

345 Kayden Cove, Winter Haven, FL 33884
- 5 Beds
- 2.5 Baths
- 2,326 Sq Ft
- Built 2025
Last Sold Summary
- $133/SF
- 14 Days On Market
Current Estimated Value $341,942

Last Listing Agent Ben Goldstein LENNAR REALTY

345 Kayden Cove, Winter Haven, FL 33884

/2
Est $282,014 Not Listed For Sale

37 Enclave Dr, Winter Haven, FL 33884
- 3 Beds
- 2 Baths
- 1,682 Sq Ft
- Built 1997
37 Enclave Dr, Winter Haven, FL 33884

Last Sold Summary
- 1% Below List Price
- $169/SF
- 6 Days On Market
Last Sold Price $284,000

Last Listing Agent Steven Smith, PA LOCKHART & ASSOCIATES INC

/29
$279,900 Pending
- 3 Beds
- 2 Baths
- 1,860 Sq Ft
880 Oleander Dr SE, Winter Haven, FL 33880

Under contract-accepting backup offers. Welcome to this inviting 3 bedroom, 2 bath home with 1,860 sqft of living space in one of Southeast Winter Haven’s desirable neighborhoods. Enjoy a spacious family room surrounded by large glass windows on three sides, flooding the home with natural light and providing a perfect spot to relax or entertain. The cozy living room features a fireplace with

Steve Lockhart

LOCKHART & ASSOCIATES INC

(863) 591-6496

880 Oleander Dr SE, Winter Haven, FL 33880
/17
$1,800 per month
- 3 Beds
- 2 Baths
- 1,950 Sq Ft
- House for Rent
3236 Timberline Rd, Winter Haven, FL 33880

Welcome to your dream home! Step inside this pet-friendly home featuring modern finishings and a layout designed with functionality in mind. Enjoy the storage space found in the kitchen and closets as well as the spacious living areas and natural light throughout. Enjoy outdoor living in your yard, perfect for gathering, relaxing, or gardening!Take advantage of the incredible location,

3236 Timberline Rd, Winter Haven, FL 33880
/2
$422,000 Sold Sep 30, 2025

235 Meredith Blvd, Winter Haven, FL 33881
- 4 Beds
- 2 Baths
- 2,110 Sq Ft
- Built 2025
Last Sold Summary
- 7% Below List Price
- $200/SF
- 17 Days On Market
Last Listing Agent Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC

235 Meredith Blvd, Winter Haven, FL 33881

/2
Est $399,946 Not Listed For Sale

2943 Plantation Rd, Winter Haven, FL 33884
- 3 Beds
- 2.5 Baths
- 2,275 Sq Ft
- Built 1985
2943 Plantation Rd, Winter Haven, FL 33884

Last Sold Summary
- 2% Above List Price
- $172/SF
- 75 Days On Market
Last Sold Price $391,000

Last Listing Agent Denise Spears CENTURY 21 MYERS REALTY

/63
$94,000
- 2 Beds
- 2 Baths
- 1,176 Sq Ft
4109 Sprucewood St, Winter Haven, FL 33880

Welcome to easy, carefree Florida living in the wonderful 55+ community of Oakwood Estates. This warm and welcoming neighborhood offers the perfect blend of relaxation and connection, with amenities designed to make every day feel like a getaway. Enjoy sunny afternoons at the community pool, friendly matches on the tennis courts, quiet moments in the library, or peaceful evenings fishing from the

Kelly Fain

KELLER WILLIAMS REALTY SMART

(863) 343-1377

4109 Sprucewood St, Winter Haven, FL 33880
/15
$1,750 per month
- 3 Beds
- 2 Baths
- 1,450 Sq Ft
- House for Rent
506 Eagle Landing Blvd, Winter Haven, FL 33880

Make this your new home today! This property will not last long! Live in this 3 Bedroom, 2 Bathroom home for rent in Winter Haven! Located in the Eagle Landing Subdivision. Corner Lot one-story Home. Open Floor Plan. Open Kitchen with Breakfast Bar features granite countertops, and al Stainless Steel Kitchen Appliances are included (Refrigerator, Dishwasher, Range, and Microwave. Living & Dining

Elizabeth Santiago ALLEGIANT MANAGEMENT GROUP INC

506 Eagle Landing Blvd, Winter Haven, FL 33880
/2
$255,000 Sold Jan 08, 2026

6191 Grey Heron Dr, Winter Haven, FL 33881
- 3 Beds
- 2 Baths
- 1,711 Sq Ft
- Built 2017
Last Sold Summary
- 4% Below List Price
- $149/SF
- 16 Days On Market
Current Estimated Value $258,177

Last Listing Agent Lesley Guarino CITRAVEST MANAGEMENT LLC

6191 Grey Heron Dr, Winter Haven, FL 33881

/2
Est $277,529 Not Listed For Sale

275 25th St SW Unit A, Winter Haven, FL 33880
- 4 Beds
- 2 Baths
- 1,760 Sq Ft
- Built 1975
275 25th St SW Unit A, Winter Haven, FL 33880

Last Sold Summary
- 3% Below List Price
- $162/SF
- 49 Days On Market
Last Sold Price $285,000

Last Listing Agent Chris Renfro KELLER WILLIAMS REALTY SMART

/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
/17
$2,079 per month
- 4 Beds
- 2 Baths
- 1,714 Sq Ft
- House for Rent
1016 15th St NE, Winter Haven, FL 33881

This home is professionally managed by Tricon, dedicated to creating exceptional rental experiences. Featuring 4 bedrooms, 2.0 bathrooms, and approximately 1,714 square feet, this well-maintained home offers a high standard of rental living, supported by a team that puts residents first. As a Tricon resident, you'll enjoy access to Tricon Vantage — a program designed to support your rental

1016 15th St NE, Winter Haven, FL 33881
$312,900 Sold Dec 24, 2025

737 Bayside Blvd, Winter Haven, FL 33881
- 4 Beds
- 2 Baths
- 1,819 Sq Ft
- Built 2025
Move in Ready Sold Summary
- $172/SF
- 14 Days On Market
Current Estimated Value $293,980

Highland Homes Harbor at Lake Henry - Single-Family Homes

737 Bayside Blvd, Winter Haven, FL 33881

/2
Est $280,876 Not Listed For Sale

265 25th St SW Unit A, Winter Haven, FL 33880
- 4 Beds
- 2 Baths
- 1,760 Sq Ft
- Built 1975
265 25th St SW Unit A, Winter Haven, FL 33880

Last Sold Summary
- 1% Below List Price
- $162/SF
- 50 Days On Market
Last Sold Price $285,000

Last Listing Agent Chris Renfro KELLER WILLIAMS REALTY SMART

Showing Results 361 - 400, Page 10 of 18

Florida Polk County Winter Haven

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Winter Haven, FL Homes

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