Winter Haven, FL Homes

/20
$394,999 Pending
- 5 Beds
- 3 Baths
- 2,892 Sq Ft
5429 San Pietro Dr, Winter Haven, FL 33884

One or more photo(s) has been virtually staged. Under Construction. BELOW MARKET INTEREST RATES with use of Seller's Preferred Lender. Never run out of space with the Catalina, a spacious two-story home designed for ultimate comfort and flexibility! This home boasts 5 bedrooms, 3 bathrooms, a versatile den, a generous upstairs recreation space and a private 2-car garage. The open concept

Dale Human CASA FRESCA REALTY

5429 San Pietro Dr, Winter Haven, FL 33884
/21
$1,600 per month
- 2 Beds
- 2 Baths
- 1,073 Sq Ft
- Condo for Rent
361 Winter Ridge Blvd Unit 361, Winter Haven, FL 33881

AVAILABLE UNFURNISHED CONDO FOR RENT AT THE CHAIN OF LAKES Community of Winter Ridge Condominiums between Lake Smart and Lake Conine! This corner unit property offers stunning views across Lake Smart and the canal to Lake Conine. The master ensuite offers access to the porch with view to enjoy the panorama of the canal and Lake Smart. This spacious bedroom provides a large walk-in closet with

Alvaro Molina TWIN HOMES REALTY

361 Winter Ridge Blvd Unit 361, Winter Haven, FL 33881
/2
$113,000 Sold Mar 31, 2026

6475 Peppertree Path NE, Winter Haven, FL 33881
- 2 Beds
- 2 Baths
- 989 Sq Ft
- Built 1984
Last Sold Summary
- 25% Below List Price
- $114/SF
- 361 Days On Market
Last Listing Agent Patricia de Graaff RE/MAX HERITAGE PROFESSIONALS

6475 Peppertree Path NE, Winter Haven, FL 33881

/2
Est $276,657 Not Listed For Sale

5732 Lakeside Landings Blvd, Winter Haven, FL 33881
- 4 Beds
- 2 Baths
- 1,748 Sq Ft
- Built 2018
5732 Lakeside Landings Blvd, Winter Haven, FL 33881

Last Sold Summary
- 1% Below List Price
- $160/SF
- 55 Days On Market
Last Sold Price $280,000

Last Listing Agent David Small KELLER WILLIAMS REALTY SMART 1

/29
$308,999 Pending
- 4 Beds
- 2.5 Baths
- 2,039 Sq Ft
6024 Navona Way, Winter Haven, FL 33884

One or more photo(s) has been virtually staged. Under Construction. BELOW MARKET INTEREST RATES with use of Seller's Preferred Lender. The Turquesa is the ultimate family haven, a two-story home featuring 4 bedrooms, 2.5 bathrooms and a private 2-car garage. This home offers an open concept living space designed for both relaxation and entertainment. The half bathroom off the foyer ensures every

Dale Human CASA FRESCA REALTY

6024 Navona Way, Winter Haven, FL 33884
/17
$1,815 per month
- 3 Beds
- 2.5 Baths
- 1,320 Sq Ft
- House for Rent
669 Lake Dexter Cir, Winter Haven, FL 33884

Beautiful, pet-friendly home coming soon! Apply now, Move-In is available on or after the listed date. Upon approval, $500 reservation deposit to reserve (applied to security deposit and/or refundable). Application fee: $50 per adult. Security Deposit: one month?s rent. Pet fees: $250 + $40/mo per pet. Some homes may include pool ($150/mo), septic ($15/mo), and/or HOA fees; other fees may apply.

669 Lake Dexter Cir, Winter Haven, FL 33884
/16
$261,540 Sold Feb 09, 2026

2118 Chris Dr, Winter Haven, FL 33884
- 3 Beds
- 2 Baths
- 1,487 Sq Ft
- Built 2026
Move in Ready Sold Summary
- $176/SF
- 100 Days On Market
Current Estimated Value $262,700

Lennar Peace Creek Reserve - Estate Key Collection

2118 Chris Dr, Winter Haven, FL 33884

/34
Est $290,058 Not Listed For Sale

3034 Royal Tern Dr, Winter Haven, FL 33881
- 4 Beds
- 2 Baths
- 1,851 Sq Ft
- Built 2018
3034 Royal Tern Dr, Winter Haven, FL 33881

Last Sold Summary
- 7% Below List Price
- $168/SF
- 6 Days On Market
Last Sold Price $311,000

Last Listing Agent Idaris Morales Sierra, PA AXEN REALTY, LLC

/34
$209,000
- 3 Beds
- 1 Bath
- 1,190 Sq Ft
104 Avenue K NE, Winter Haven, FL 33881

SELLER MOTIVATED. MAKE OFFER! Looking for an affordable, move-in ready home under $250k with a fenced yard and no HOA in central Winter Haven? This updated 3-bedroom, 1-bath concrete block home offers 1,191+ square feet of easy living—plus a bright Florida bonus room and a private backyard that's fully fenced, perfect for pets, gardening, or relaxing outdoors. Inside, you'll find a modern kitchen

April Spaulding LPT REALTY, LLC

104 Avenue K NE, Winter Haven, FL 33881
/8
$1,950 per month
- 3 Beds
- 2 Baths
- 2,080 Sq Ft
- House for Rent
855 Turner Ln, Winter Haven, FL 33884

Amazing location! In this beautiful house you will find a 3 bedroom 2 full bath and a bonus room (use it as an extra bedroom, office, etc.) This modern house sits on a corner lot, spacious living area, very sunny and inviting, ceramic tiles, stainless steal appliances, quartz counter tops, walking closet and a 2 car garage. Call to schedule a showing and move in to this lovely community.

Britzeida Pichardo LA ROSA REALTY CENTRAL FLORIDA LLC

855 Turner Ln, Winter Haven, FL 33884
/2
$265,000 Sold Nov 21, 2025

3317 Queens Cove Loop, Winter Haven, FL 33880
- 3 Beds
- 2 Baths
- 1,259 Sq Ft
- Built 1996
Last Sold Summary
- 4% Below List Price
- $210/SF
- 57 Days On Market
Current Estimated Value $262,692

Last Listing Agent Robin Moore COLDWELL BANKER REALTY

3317 Queens Cove Loop, Winter Haven, FL 33880

/17
Est $217,900 Not Listed For Sale

3004 Caneel St, Winter Haven, FL 33884
- 2 Beds
- 2 Baths
- 1,521 Sq Ft
- Built 2018
3004 Caneel St, Winter Haven, FL 33884

Last Sold Summary
- 5% Below List Price
- $151/SF
- 47 Days On Market
Last Sold Price $230,000

Last Listing Agent ALLISON JOHNSTON THE SIMON SIMAAN GROUP

/25
$354,999 Pending
- 5 Beds
- 3 Baths
- 2,470 Sq Ft
5389 San Pietro Dr, Winter Haven, FL 33884

One or more photo(s) has been virtually staged. Under Construction. BELOW MARKET INTEREST RATES with use of Seller's Preferred Lender. Check out the Indigo, a spacious two-story, 5-bedroom, 3-bathroom, 2-car garage home perfect for growing families or hosting guests. Enter the impressive foyer with soaring ceilings that creates an immediate sense of openness. From the foyer, the home effortlessly

Dale Human CASA FRESCA REALTY

5389 San Pietro Dr, Winter Haven, FL 33884
/20
$3,300 per month
- 3 Beds
- 2 Baths
- 1,722 Sq Ft
- Condo for Rent
919 Ave S SE Unit SI FL1-ID1325030P, Winter Haven, FL 33880

The advertised rate of $3,300/month is the lowest available price, based on a 30 day(s) stay with a move-in date of May 8, 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

919 Ave S SE Unit SI FL1-ID1325030P, Winter Haven, FL 33880
/16
$318,350 Sold Oct 16, 2025

3908 Giorgio Dr, Winter Haven, FL 33884
- 4 Beds
- 3 Baths
- 1,988 Sq Ft
- Built 2025
Move in Ready Sold Summary
- $160/SF
- 107 Days On Market
Current Estimated Value $317,483

Meritage Homes VillaMar - Signature Series

3908 Giorgio Dr, Winter Haven, FL 33884

/17
Est $460,635 Not Listed For Sale

5764 E County Road 542, Winter Haven, FL 33880
- 6 Beds
- 3 Baths
- 2,592 Sq Ft
- Built 1980
5764 E County Road 542, Winter Haven, FL 33880

Last Sold Summary
- 8% Above List Price
- $165/SF
- 41 Days On Market
Last Sold Price $427,000

Last Listing Agent Marcy Smiley Theobald IRON VALLEY REAL ESTATE OSCEOLA

/77
$585,000
- 3 Beds
- 2 Baths
- 2,512 Sq Ft
6261 Pinehurst Loop, Winter Haven, FL 33884

Live the lifestyle you’ve been dreaming about in Lake Ashton, Winter Haven’s premier 55+ gated community. This beautifully cared-for Ashton floor plan offers 3 bedrooms, 2 baths, a den, and 2,512 sq ft of thoughtfully designed space — but it’s the feeling of this home that truly stands out. From the manicured landscaping to the elegant leaded-glass French front doors, every detail reflects pride

Anita Lowe LOCKHART & ASSOCIATES INC

6261 Pinehurst Loop, Winter Haven, FL 33884
/8
$1,200 per month
- 1 Bed
- 1 Bath
- 507 Sq Ft
- Townhouse for Rent
103 4th St SE Unit B, Winter Haven, FL 33880

Cozy and updated 1 bedroom, 1 bathroom apartment located in the heart of Winter Haven, FL, just minutes from downtown shopping, dining, and the Chain of Lakes. This charming unit offers a bright living space, comfortable bedroom, and convenient access to local parks, restaurants, and major roadways. Perfect for anyone looking for comfortable living in a great location.

Pedro Cartagena 1513 REALTY LLC

103 4th St SE Unit B, Winter Haven, FL 33880
/2
$229,900 Sold Dec 05, 2025

4792 Summerfield Cir, Winter Haven, FL 33881
- 3 Beds
- 2 Baths
- 1,460 Sq Ft
- Built 2015
Last Sold Summary
- 13% Below List Price
- $157/SF
- 133 Days On Market
Current Estimated Value $235,920

Last Listing Agent Ronald Gentile ORLANDO REO PROF I INC

4792 Summerfield Cir, Winter Haven, FL 33881

/2
Est $332,968 Not Listed For Sale

543 Squires Grove Dr, Winter Haven, FL 33880
- 4 Beds
- 3 Baths
- 2,526 Sq Ft
- Built 2018
543 Squires Grove Dr, Winter Haven, FL 33880

Last Sold Summary
- 5% Above List Price
- $126/SF
- 135 Days On Market
Last Sold Price $318,000

Last Listing Agent David Small KELLER WILLIAMS REALTY SMART 1

/70
$369,990 New Construction
- 4 Beds
- 3 Baths
- 2,334 Sq Ft
Ponte Vedra Plan at Willowbrook North, Winter Haven, FL 33881

PONTE VEDRA: Beautiful 2 Level, 2 Car Garage Home with Open Concept Living , Loft and up to 5 Bedrooms! The Ponte Vedra plan is available in Coastal, Farmhouse or Traditional exterior designs. The gracious foyer leads to the cafe area and the well-appointed island kitchen that overlooks the spacious family room. The 2nd level primary suite boasts an en suite bathroom with dual sink vanity,

DRB Homes Builder

0 Fl-544 St Unit 36849126, Winter Haven, FL 33881
/20
$1,849 per month
- 3 Beds
- 2 Baths
- 1,442 Sq Ft
- House for Rent
509 Kensington View Dr, Winter Haven, FL 33880

Sign in by April 17, Get 4 Weeks Free! Discover spacious homes for rent at Kensington View in Winter Haven, FL. Pet-friendly living with access to Lakeland and Tampa Bay. Professionally managed by ARK Homes.

509 Kensington View Dr, Winter Haven, FL 33880
/2
$408,000 Sold Nov 25, 2025

1676 Tressel Ct, Winter Haven, FL 33881
- 5 Beds
- 3.5 Baths
- 2,805 Sq Ft
- Built 2018
Last Sold Summary
- 9% Below List Price
- $145/SF
- 65 Days On Market
Current Estimated Value $403,219

Last Listing Agent Twanna Dewdney LA ROSA REALTY PRESTIGE

1676 Tressel Ct, Winter Haven, FL 33881

/2
Est $294,040 Not Listed For Sale

548 Lucerne Blvd, Winter Haven, FL 33881
- 4 Beds
- 2.5 Baths
- 1,956 Sq Ft
- Built 2018
548 Lucerne Blvd, Winter Haven, FL 33881

Last Sold Summary
- 2% Below List Price
- $153/SF
- 154 Days On Market
Last Sold Price $300,000

Last Listing Agent Michael Cruz Irizarry LPT REALTY, LLC

/21
$281,999 Open Sat 10AM - 6PM
- 3 Beds
- 2 Baths
- 1,615 Sq Ft
6056 Navona Way, Winter Haven, FL 33884

BELOW MARKET INTEREST RATES with use of Seller's Preferred Lender. Feel at home with the Magenta, a single-story home with 3 bedrooms, 2 bathrooms, and a 2-car garage. This layout is a true gem, seamlessly blending modern comfort with Florida charm. Open concept living dazzles with luxury vinyl plank flooring throughout the main living areas. The kitchen, featuring quartz countertops, new

Dale Human CASA FRESCA REALTY

6056 Navona Way, Winter Haven, FL 33884
/14
$2,150 per month
- 4 Beds
- 2 Baths
- 1,462 Sq Ft
- House for Rent
258 Meadowbrook Blvd, Winter Haven, FL 33881

Beautiful 4-bedroom, 2-bathroom home located in the heart of Winter Haven. This home features ceramic tile flooring throughout the main living areas and a spacious great room with a modern built-in TV wall and electric fireplace. Enjoy peaceful views of the reserve from this premium lot. The master suite offers a spacious walk-in closet and an upgraded shower with a glass door. All bedrooms

Ruth Romero LA ROSA REALTY INTERNACIONAL L

258 Meadowbrook Blvd, Winter Haven, FL 33881
/2
$134,000 Sold Jun 04, 2025

4241 Cedarwood St, Winter Haven, FL 33880
- 2 Beds
- 2 Baths
- 1,344 Sq Ft
- Built 1982
Last Sold Summary
- 6% Below List Price
- $100/SF
- 45 Days On Market
Last Listing Agent Kathy Devor COLDWELL BANKER REALTY

4241 Cedarwood St, Winter Haven, FL 33880

/2
Est $340,587 Not Listed For Sale

3021 Royal Tern Dr, Winter Haven, FL 33881
- 5 Beds
- 3 Baths
- 2,616 Sq Ft
- Built 2018
3021 Royal Tern Dr, Winter Haven, FL 33881

Last Sold Summary
- $131/SF
- 192 Days On Market
Last Sold Price $342,000

Last Listing Agent GREGORY BLACKALL VERANDA REALTY GROUP

/3
$344,990 New Construction
- 4 Beds
- 2.5 Baths
- 2,226 Sq Ft
Azure Plan at VillaMar, Winter Haven, FL 33884

Welcome to The Azure, where modern design meets practical living in a home that has it all. With 4 bedrooms, 2.5 bathrooms, and a 2-car garage, this home is crafted for comfort and style. The extraordinary elevation and professionally designed landscaping create a captivating first impression. Step through the front door to discover luxurious vinyl plank flooring that extends throughout the

Casa Fresca Homes Builder

5512 Taverna Loop Unit 40026132, Winter Haven, FL 33884
/7
$1,800 per month
- 3 Beds
- 2 Baths
- 1,177 Sq Ft
- House for Rent
2006 34th St NW, Winter Haven, FL 33881

Property Id: 2400855This beautifully maintained 3-bedroom, 2-bath home is now available for rent! Originally listed for sale, this property offers exceptional space, accessibility, and flexibility for a variety of living needs.Designed with wheelchair accessibility in mind, the home features wide entryways and a fully accessible bathroom while still maintaining a stylish,

2006 34th St NW, Winter Haven, FL 33881
/69
$394,000 Sold May 10, 2025

1409 Berkley Ct, Winter Haven, FL 33880
- 3 Beds
- 2 Baths
- 1,741 Sq Ft
- Built 2002
Last Sold Summary
- $226/SF
- 1 Day On Market
Current Estimated Value $387,693

Last Listing Agent Justino Zoppe KELLER WILLIAMS REALTY SMART 1

1409 Berkley Ct, Winter Haven, FL 33880

/41
Est $288,249 Not Listed For Sale

2185 Rose Blvd, Winter Haven, FL 33881
- 4 Beds
- 2 Baths
- 1,851 Sq Ft
- Built 2018
2185 Rose Blvd, Winter Haven, FL 33881

Last Sold Summary
- 1% Above List Price
- $154/SF
- 49 Days On Market
Last Sold Price $285,000

Last Listing Agent David Small KELLER WILLIAMS REALTY SMART 1

/8
$321,990 New Construction
- 3 Beds
- 2 Baths
- 1,761 Sq Ft
Hawking Plan at Sunset Hills, Winter Haven, FL 33881

Entering from the front porch, you step into the foyer, where two bedrooms greet you at the front of the home—each featuring a walk-in closet and sharing a full bath. As you continue down the hallway, you'll pass a coat closet, the laundry room, and access to the two-car garage. The layout then opens into the kitchen, family room, and dining area, creating a welcoming space for everyday living. A

Starlight Homes Builder

3136 Sunset Hills Rd Unit 36488327, Winter Haven, FL 33881
/41
$1,700 per month
- 2 Beds
- 2.5 Baths
- 1,184 Sq Ft
- Townhouse for Rent
2500 21st St NW Unit 31, Winter Haven, FL 33881

Modern 2-Bed, 2.5-Bath Townhome in Desirable Casa del Sol... Step into comfort and convenience in this beautifully designed two-story end unit townhome, perfect for professionals seeking a stylish, low-maintenance lifestyle. Downstairs Living: Formal living room ideal for relaxing or entertaining, Convenient guest half bath, Bright kitchen featuring refrigerator, range, microwave, dishwasher, and

Dorothea Bogert FL REALTY

2500 21st St NW Unit 31, Winter Haven, FL 33881
/2
$460,000 Sold Jun 27, 2025

1876 Eloise Cove Dr, Winter Haven, FL 33884
- 4 Beds
- 3.5 Baths
- 3,368 Sq Ft
- Built 2006
Last Sold Summary
- 12% Below List Price
- $137/SF
- 356 Days On Market
Current Estimated Value $470,545

Last Listing Agent Amy Reynolds LOCKHART & ASSOCIATES INC

1876 Eloise Cove Dr, Winter Haven, FL 33884

/2
Est $413,375 Not Listed For Sale

2973 Dayton Dr, Winter Haven, FL 33884
- 3 Beds
- 3 Baths
- 2,659 Sq Ft
- Built 2018
2973 Dayton Dr, Winter Haven, FL 33884

Last Sold Summary
- 1% Below List Price
- $157/SF
- 99 Days On Market
Last Sold Price $418,000

Last Listing Agent Assunta Zaghet STATION SQUARE REALTY LLC

/5
$330,990 New Construction
- 4 Beds
- 2 Baths
- 1,802 Sq Ft
Luna Plan at Sunset Hills, Winter Haven, FL 33881

You enter the home through the foyer, where three bedrooms are located at the front of the home, along with a centrally positioned laundry room that also provides access to the two-car garage. Continuing down the hall, the home opens up to a spacious kitchen, family room, and dining area—perfect for everyday living and entertaining. A covered patio is located just off the family room for outdoor

Starlight Homes Builder

3136 Sunset Hills Rd Unit 36474308, Winter Haven, FL 33881
/17
$1,299 per month
- 2 Beds
- 1 Bath
- 762 Sq Ft
- Condo for Rent
3060 St Paul Dr, Jan Phyl Village, FL 33880

This cozy 2-bedroom, 1-bathroom apartment offers 761.5 square feet of comfortable living space. Enjoy modern conveniences in a practical layout.- Electric range, dishwasher, microwave, and refrigerator included- Garbage disposal for convenience- Efficient forced air heating and central cooling system- Durable tile flooring- Washer and dryer hookups for easy laundry

3060 St Paul Dr, Jan Phyl Village, FL 33880
/2
$312,000 Sold Mar 06, 2026

499 Highfin Dr, Winter Haven, FL 33881
- 4 Beds
- 2 Baths
- 1,983 Sq Ft
- Built 2021
Last Sold Summary
- 4% Below List Price
- $157/SF
- 37 Days On Market
Current Estimated Value $307,998

Last Listing Agent Melissa Witter KELLER WILLIAMS REALTY SMART 1

499 Highfin Dr, Winter Haven, FL 33881

/40
Est $274,076 Not Listed For Sale

1436 Wallace Manor Pass, Winter Haven, FL 33880
- 3 Beds
- 2 Baths
- 1,531 Sq Ft
- Built 2014
1436 Wallace Manor Pass, Winter Haven, FL 33880

Last Sold Summary
- 7% Below List Price
- $193/SF
- 0 Days On Market
Last Sold Price $296,000

Last Listing Agent Jamie Baker KELLER WILLIAMS REALTY SMART 1

Showing Results 481 - 520, Page 13 of 18

Florida Polk County Winter Haven

How to Buy a Home How to Finance a Home How to Sell a Home

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage

Winter Haven, FL Homes

Real Estate & Homes