Winter Haven, FL Homes

/26
$323,999 New Construction
- 4 Beds
- 2 Baths
- 1,850 Sq Ft
5425 San Pietro Dr, Winter Haven, FL 33884

Discover a world of effortless elegance and comfort with the Valeria, a single-story home featuring 4 bedrooms, 2 bathrooms and a 2-car garage. The foyer leads to three bedrooms, a full bathroom, and a convenient laundry room with washer and dryer included. The vaulted-ceilings and open concept living, dining, and kitchen areas are perfect for entertaining or cozy family nights, all enhanced by

Casa Fresca Homes Builder

5425 San Pietro Dr, Winter Haven, FL 33884
/40
$1,600 per month
- 1 Bed
- 1 Bath
- 600 Sq Ft
- Townhouse for Rent
222 7th St NW Unit 2, Winter Haven, FL 33881

Charming Furnished Cottages for Rent in the Heart of Winter HavenWelcome to Rose Hill Cottages, a thoughtfully restored collection of furnished cottages nestled in a quiet, established neighborhood just minutes from downtown Winter Haven. These cottages offer the perfect blend of charm, comfort, and convenience — ideal for professionals, relocations, extended stays, or anyone seeking a

Veronica Bard LA ROSA REALTY PRESTIGE

222 7th St NW Unit 2, Winter Haven, FL 33881
/2
$259,900 Sold Dec 23, 2025

4020 Cypress Landing S, Winter Haven, FL 33884
- 3 Beds
- 2 Baths
- 1,675 Sq Ft
- Built 1985
Last Sold Summary
- $155/SF
- 49 Days On Market
Current Estimated Value $261,960

Last Listing Agent David Small KELLER WILLIAMS REALTY SMART 1

4020 Cypress Landing S, Winter Haven, FL 33884

/40
Est $272,595 Not Listed For Sale

5816 Marsh Landing Dr, Winter Haven, FL 33881
- 3 Beds
- 2 Baths
- 1,722 Sq Ft
- Built 2017
5816 Marsh Landing Dr, Winter Haven, FL 33881

Last Sold Summary
- 3% Below List Price
- $163/SF
- 4 Days On Market
Last Sold Price $280,000

Last Listing Agent Nathan Meyer EXP REALTY LLC

/5
$329,990 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
/15
$1,475 per month
- 3 Beds
- 2 Baths
- 1,148 Sq Ft
- House for Rent
2684 Whispering Trails Dr, Winter Haven, FL 33884

Please note that the advertised price may exclude additional fees. These include a $55 application fee per applicant; a one-time $75 admin fee; a $11 monthly utility management fee; other mandatory fees, if applicable, for pool maintenance, pet fees/rent, smart home, internet service, and propane refilling; and optional fees for services like self-guided tours with third-party provider Rently

2684 Whispering Trails Dr, Winter Haven, FL 33884
/2
$288,990 Sold Dec 08, 2025

1696 Hummingbird Rd, Winter Haven, FL 33884
- 4 Beds
- 2 Baths
- 1,720 Sq Ft
- Built 2025
Last Sold Summary
- 18% Below List Price
- $168/SF
- 72 Days On Market
Current Estimated Value $289,457

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

1696 Hummingbird Rd, Winter Haven, FL 33884

/25
Est $337,709 Not Listed For Sale

1557 Lemon Ave, Winter Haven, FL 33881
- 3 Beds
- 2 Baths
- 2,035 Sq Ft
- Built 2018
1557 Lemon Ave, Winter Haven, FL 33881

Last Sold Summary
- 1% Below List Price
- $167/SF
- 86 Days On Market
Last Sold Price $340,000

Last Listing Agent Dawn Walls Mark Spain

/14
$354,990 New Construction
- 5 Beds
- 3 Baths
- 2,471 Sq Ft
Indigo Plan at VillaMar, Winter Haven, FL 33884

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 flows into the main living areas and kitchen. With quartz countertops throughout, stainless-steel appliances and a smart thermostat

Casa Fresca Homes Builder

6614 Crescent Loop Unit 36787307, Winter Haven, FL 33884
/16
$2,495 per month
- 3 Beds
- 2 Baths
- 2,116 Sq Ft
- House for Rent
252 Santa Rosa Dr, Winter Haven, FL 33884

Great location. Perfect place to call home. 3 bedroom 2 bath spa/pool home with garage. Located in gated community-overlook estates. Minutes from lego-land. Home offers a kitchen, dining room and a formal dining room. 3rd bedroom has a Murphy bed and built in desk/office area. Master features french doors leading to the pool &spa. Offers walk in closets throughout home. Mature landscaping. Lots

Jennifer Geiger PRESTIGE LIFESTYLES REALTY

252 Santa Rosa Dr, Winter Haven, FL 33884
/33
$214,900 Sold Sep 12, 2025

3930 Country Place, Winter Haven, FL 33880
- 5 Beds
- 3 Baths
- 1,196 Sq Ft
- Built 1981
Last Sold Summary
- 6% Below List Price
- $180/SF
- 143 Days On Market
Last Listing Agent Juan Vargas Red Rock Realty

3930 Country Place, Winter Haven, FL 33880

/22
Not Listed For Sale

6776 Brentwood Dr NE, Winter Haven, FL 33881
- 2 Beds
- 2 Baths
- 1,040 Sq Ft
- Built 1984
6776 Brentwood Dr NE, Winter Haven, FL 33881

Last Sold Summary
- $142/SF
- 33 Days On Market
Last Sold Price $147,500

Last Listing Agent Judy Morgan FREEDOM REALTY

/93
$419,000
- 4 Beds
- 3 Baths
- 2,639 Sq Ft
258 Terranova Blvd, Winter Haven, FL 33884

Welcome to 258 Terranova Blvd, Winter Haven — a one-story 4-bedroom, 3-bath home offering 2,639 sq ft of thoughtfully designed living space with a NEW ROOF. Located in a warm, family-friendly community known for LEGOLAND®, lake living, the Ritz Theatre, and rich Americana, this is truly a community to build a life. The open floor plan is ideal for everyday living and entertaining. Just off the

Robert McBean 27NORTH REALTY

258 Terranova Blvd, Winter Haven, FL 33884
/20
$2,843 per month
- 2 Beds
- 2 Baths
- Condo for Rent
1630 17th St NW Unit SI ID1385730P, Winter Haven, FL 33881

The advertised rate of $2,843/month is the lowest available price, based on a 30 day(s) stay with a move-in date of May 31, 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

1630 17th St NW Unit SI ID1385730P, Winter Haven, FL 33881
/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 $297,897

Lennar Peace Creek Reserve - Estate Key Collection

2118 Chris Dr, Winter Haven, FL 33884

/2
Est $306,444 Not Listed For Sale

257 Oleander St, Winter Haven, FL 33881
- 4 Beds
- 2.5 Baths
- 2,195 Sq Ft
- Built 2018
257 Oleander St, Winter Haven, FL 33881

Last Sold Summary
- 5% Below List Price
- $147/SF
- 78 Days On Market
Last Sold Price $322,500

Last Listing Agent Vilmari Caraballo RE/MAX

/19
$312,990 New Construction
- 4 Beds
- 2 Baths
- 1,938 Sq Ft
Mulberry Plan at Annabelle Estates, Winter Haven, FL 33859

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 and two bathrooms, including a luxurious master suite, residents enjoy privacy and relaxation in every corner. The

Dream Finders Homes Builder

5043 Abigail Dr Unit 36491997, Winter Haven, FL 33859
/15
$1,200 per month
- 2 Beds
- 1 Bath
- 800 Sq Ft
- Apartment for Rent
730 W Central Ave Unit 3, Winter Haven, FL 33880

Discover this beautifully renovated 2-bedroom, 1-bathroom downstairs apartment, available now just steps from the scenic shores of Lake Howard and in the heart of downtown Winter Haven. Thoughtfully designed for comfort and convenience, this home maximizes every inch of space to create a warm, inviting atmosphere. Enjoy a spacious bedroom with a generous walk-in closet and a well-appointed

Keirstin Nice CENTURY 21 MYERS REALTY

730 W Central Ave Unit 3, 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 $319,081

Meritage Homes VillaMar - Signature Series

3908 Giorgio Dr, Winter Haven, FL 33884

/16
Not Listed For Sale

6482 Peppertree Path NE, Winter Haven, FL 33881
- 2 Beds
- 2 Baths
- 1,300 Sq Ft
- Built 1986
6482 Peppertree Path NE, Winter Haven, FL 33881

Last Sold Summary
- $119/SF
- 52 Days On Market
Last Sold Price $155,000

Last Listing Agent Jean Murphy CENTURY 21 MYERS REALTY

/26
$459,499 Pending
- 5 Beds
- 3.5 Baths
- 3,182 Sq Ft
5860 Heaven Rd, Haines City, FL 33844

Under Construction. BELOW MARKET INTEREST RATES with use of Seller's Preferred Lender. Prepare to be impressed by the Gabriela, a stunning two-story 5-bedroom, 3.5-bathroom home with a 3-car tandem garage. The inviting exterior and professionally designed landscaping exudes curb appeal. Once you're inside, you'll find a den space and half bathroom off the foyer, offering a private office or flex

Dale Human CASA FRESCA REALTY

5860 Heaven Rd, Haines City, FL 33844
/2
$1,885 per month
- 3 Beds
- 2 Baths
- 1,950 Sq Ft
- House for Rent
3236 Timberline Rd, Winter Haven, FL 33880

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 + $35/mo per pet. Some homes may include pool ($150/mo), septic ($15/mo), and/or HOA fees; other fees may apply.

3236 Timberline Rd, Winter Haven, FL 33880
/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 $262,334

Last Listing Agent Robin Moore COLDWELL BANKER REALTY

3317 Queens Cove Loop, Winter Haven, FL 33880

/34
Est $111,284 Not Listed For Sale

2040 San Marcos Dr SE Unit 108, Winter Haven, FL 33880
- 1 Bed
- 1 Bath
- 666 Sq Ft
- Built 1985
2040 San Marcos Dr SE Unit 108, Winter Haven, FL 33880

Last Sold Summary
- 16% Below List Price
- $199/SF
- 28 Days On Market
Last Sold Price $132,500

Last Listing Agent Spyro Lefkimiotis RE/MAX

/25
$308,999 New Construction
- 4 Beds
- 2 Baths
- 2,038 Sq Ft
6024 Navona Way, Winter Haven, FL 33884

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 guest feels at home while the extended foyer opens to the main living and dining area. Featuring luxury vinyl plank flooring and

Casa Fresca Homes Builder

6024 Navona Way, Winter Haven, FL 33884
/27
$2,300 per month
- 5 Beds
- 2.5 Baths
- 2,215 Sq Ft
- House for Rent
725 Reggie Rd, Winter Haven, FL 33884

Welcome Home to Peace Creek Reserve — Space, Style & Location All in One! Be the lucky one to enjoy this newly built 5-bedroom, 2.5-bath home with a spacious loft, perfectly positioned on a corner lot in the highly sought-after Peace Creek Reserve community in Winter Haven. Designed for modern living, this home combines comfort, functionality, and convenience—ideal for today’s busy lifestyle. The

Sarah Mei APEXPRO PROPERTY SOLUTIONS LLC

725 Reggie Rd, Winter Haven, FL 33884
/2
$269,900 Sold Mar 14, 2025

345 Banyan Dr, Winter Haven, FL 33884
- 3 Beds
- 2 Baths
- 1,814 Sq Ft
- Built 1986
Last Sold Summary
- 4% Below List Price
- $149/SF
- 134 Days On Market
Current Estimated Value $286,338

Last Listing Agent Scott Smith HAVEN REALTY SERVICES, INC.

345 Banyan Dr, Winter Haven, FL 33884

/12
Not Listed For Sale

713 Byni Ridge, Winter Haven, FL 33880
- 3 Beds
- 2 Baths
- 924 Sq Ft
- Built 1990
713 Byni Ridge, Winter Haven, FL 33880

Last Sold Summary
- $168/SF
- 14 Days On Market
Last Sold Price $154,900

Last Listing Agent Ron Denney LAND SOUTH REALTY, LLC

/36
$296,897 New Construction
- 4 Beds
- 2 Baths
- 1,938 Sq Ft
5036 Abigail Dr, Winter Haven, FL 33859

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 and two bathrooms, including a luxurious master suite, residents enjoy privacy and relaxation in every corner. The

Dream Finders Homes Builder

5036 Abigail Dr, Winter Haven, FL 33859
/17
$2,030 per month
- 4 Beds
- 2.5 Baths
- 1,889 Sq Ft
- House for Rent
2753 Whispering Trails Dr, 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 + $35/mo per pet. Some homes may include pool ($150/mo), septic ($15/mo), and/or HOA fees; other fees may apply.

2753 Whispering Trails Dr, Winter Haven, FL 33884
/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 $234,280

Last Listing Agent Ronald Gentile ORLANDO REO PROF I INC

4792 Summerfield Cir, Winter Haven, FL 33881

/28
Est $133,082 Not Listed For Sale

689 Lake Howard Dr NW Unit 103, Winter Haven, FL 33880
- 3 Beds
- 2 Baths
- 1,232 Sq Ft
- Built 1975
689 Lake Howard Dr NW Unit 103, Winter Haven, FL 33880

Last Sold Summary
- 14% Below List Price
- $126/SF
- 23 Days On Market
Last Sold Price $155,000

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

/62
$525,000 Pending
- 3 Beds
- 2 Baths
- 3,388 Sq Ft
345 S Lake Florence Dr, Winter Haven, FL 33884

Under contract-accepting backup offers. SELLER IS OFFERING UP TO $10,000 IN CLOSING COST ASSISTANCE. Houses like this don't come around often. 345 South Lake Florence Drive offers you 3 bedrooms, 2 bathrooms, office, formal dining, formal living, game room, loft, gorgeous family room, 3 car garage and a pool. The grand entrance has soaring ceilings that carry through the main living space and

Cole Bataille STRAIGHT UP REALTY & PM LLC

345 S Lake Florence Dr, Winter Haven, FL 33884
/16
$1,975 per month
- 4 Beds
- 3 Baths
- 1,798 Sq Ft
- House for Rent
1333 Salisbury Dr, Winter Haven, FL 33881

Discover this beautiful 4 bed, 3 bath home in Winter Haven, featuring an efficient layout and upgrades like a granite countertop kitchen, stainless steel appliances, laminate flooring, and ceramic tile in wet areas. The master bedroom includes his and hers closets and an en-suite bathroom with dual sinks, separate shower, and soaker tub. Located within 5 minutes of schools, shopping, dining,

Nancy Guadagnino SPECIALIZED PROPERTY MANAGEMENT

1333 Salisbury Dr, Winter Haven, FL 33881
/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 $406,675

Last Listing Agent Twanna Dewdney LA ROSA REALTY PRESTIGE

1676 Tressel Ct, Winter Haven, FL 33881

/80
Est $489,169 Not Listed For Sale

1877 Woodpointe Dr, Winter Haven, FL 33884
- 3 Beds
- 2 Baths
- 2,024 Sq Ft
- Built 2021
1877 Woodpointe Dr, Winter Haven, FL 33884

Last Sold Summary
- 12% Below List Price
- $274/SF
- 3 Days On Market
Last Sold Price $555,000

Last Listing Agent Kelly Jones KELLER WILLIAMS REALTY SMART 1

/10
$331,990 New Construction
- 4 Beds
- 2 Baths
- 1,909 Sq Ft
Firefly Plan at Sunset Hills, Winter Haven, FL 33881

As you enter the home from the extended front porch, you’re welcomed into the foyer, where two bedrooms sit at the front of the home and share a full bath. Continuing down the hall, you'll find an additional bedroom and a conveniently located laundry room nearby. The heart of the home opens into the kitchen, seamlessly connected to the family room and dining area, creating an inviting space for

Starlight Homes Builder

3136 Sunset Hills Rd Unit 36487044, Winter Haven, FL 33881
/12
$1,975 per month
- 3 Beds
- 3 Baths
- 2,271 Sq Ft
- House for Rent
25 Casarena Ct, Winter Haven, FL 33881

COMING SOONThis home is coming soon. Please check to see the estimated availability date.Monthly Recurring Fees:$25.00 - Smart Home$10.95 - Utility ManagementStep into style and character with this inviting 3-bedroom, 3-bathroom end-unit home in Winter Haven. With its distinctive exterior and bold architectural details, this residence stands out with unique charm

25 Casarena Ct, 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 $310,441 Not Listed For Sale

3810 Fieldstone Cir, Winter Haven, FL 33881
- 3 Beds
- 2 Baths
- 2,000 Sq Ft
- Built 2016
3810 Fieldstone Cir, Winter Haven, FL 33881

Last Sold Summary
- $154/SF
- 206 Days On Market
Last Sold Price $309,000

Last Listing Agent ALLISON JOHNSTON MAINSTAY BROKERAGE LLC

Showing Results 441 - 480, Page 12 of 18

Florida Polk County Winter Haven

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