Winter Haven, FL Homes

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  $299,990 New Construction

  • 4 Beds
  • 2.5 Baths
  • 1,938 Sq Ft

  244 Meredith Blvd, Winter Haven, FL 33881

  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 and a half bathrooms, including a luxurious master suite, residents enjoy privacy and relaxation in every

  Dream Finders Homes Builder

  244 Meredith Blvd, Winter Haven, FL 33881
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  $2,400 per month

  • 4 Beds
  • 3 Baths
  • 2,109 Sq Ft
  • House for Rent

  393 Kayden Cove, Winter Haven, FL 33884

  Single-story Next Gen home with a private in-law suite and separate front entrance, offering a flexible multigenerational living layout. The attached private suite includes its own living room, kitchenette, bedroom, full bath, and dedicated washer and dryer for independent living. The main residence features an open-concept kitchen and dining nook overlooking the family room, along with a flex

  Angela Rodriguez DREAM FINDERS REALTY GROUP CORP

  393 Kayden Cove, Winter Haven, FL 33884
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  $415,000 Sold Jan 05, 2026

  5762 E County Road 542, Winter Haven, FL 33880

  • 2,592 Sq Ft
  • Built 1988

  Last Sold Summary

  • 2% Below List Price
  • $160/SF
  • 8 Days On Market

  Current Estimated Value $416,687

  Last Listing Agent Kissandra Macanthony ELEGANT REALTY LLC

  5762 E County Road 542, Winter Haven, FL 33880
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  /2

  Est $290,418 Not Listed For Sale

  4728 Magnolia Preserve Ave, Winter Haven, FL 33880

  • 4 Beds
  • 2 Baths
  • 1,711 Sq Ft
  • Built 2015

  4728 Magnolia Preserve Ave, Winter Haven, FL 33880

  Last Sold Summary

  • 3% Above List Price
  • $165/SF
  • 166 Days On Market

  Last Sold Price $283,000

  Last Listing Agent Anieska Arias Laguna Mark Spain
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  /27

  $307,490 New Construction

  • 4 Beds
  • 2 Baths
  • 1,828 Sq Ft

  CALI Plan at VillaMar, Winter Haven, FL 33884

  Introducing the Cali floorplan at Villamar, in Winter Haven, Florida, where every square foot is put to use with sophistication and comfort. Inside this 4-bedroom, 2-bathroom home, you’ll find 1,828 square feet of comfortable living. This meticulously designed residence combines modern convenience with timeless elegance, showcasing quartz counters and tile floors throughout. As you step inside,

  D.R. Horton Builder

  3744 Giorgio Dr Unit 36202851, Winter Haven, FL 33884
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  /17

  $2,259 per month

  • 3 Beds
  • 2 Baths
  • 2,136 Sq Ft
  • House for Rent

  443 Sandestin Dr SE, Winter Haven, FL 33884

  Coming soon - this home is currently being enjoyed by another resident but will be available soon. Pre-lease this home now with Tricon Pre-Lease Guarantee. This home is professionally managed by Tricon, dedicated to creating exceptional rental experiences. Featuring 3 bedrooms, 2.0 bathrooms, and approximately 2,136 square feet, this well-maintained home offers a high standard of rental living,

  443 Sandestin Dr SE, Winter Haven, FL 33884
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  $320,000 Sold Mar 24, 2026

  3136 Langdon Ln, Winter Haven, FL 33884

  • 3 Beds
  • 2 Baths
  • 1,999 Sq Ft
  • Built 2018

  Last Sold Summary

  • 15% Below List Price
  • $160/SF
  • 269 Days On Market

  Current Estimated Value $321,538

  Last Listing Agent Sam Daniels KELLER WILLIAMS REALTY SMART 1

  3136 Langdon Ln, Winter Haven, FL 33884
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  /2

  Not Listed For Sale

  22 Mallard Dr, Winter Haven, FL 33884

  • 2 Beds
  • 3 Baths
  • 1,804 Sq Ft
  • Built 2004

  22 Mallard Dr, Winter Haven, FL 33884

  Last Sold Summary

  • $95/SF
  • 33 Days On Market

  Last Sold Price $172,000

  Last Listing Agent Emily Muscarella A+ REALTY LLC
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  /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
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  /30

  $2,100 per month

  • 4 Beds
  • 2.5 Baths
  • 1,933 Sq Ft
  • House for Rent

  1458 Austin St, Winter Haven, FL 33884

  Welcome to Peace Creek Reserve! This like-new Atlanta Plan home offers exceptional space and modern living with 4 bedrooms, 2.5 bathrooms, a loft, and a 2-car garage. The open-concept layout features a spacious great room, dining area, and a beautifully designed kitchen with a large quartz island, stainless steel appliances, ample counter space, and a generous pantry—perfect for everyday living

  Shira Bhagavatula STAR BAY REALTY CORP.

  1458 Austin St, Winter Haven, FL 33884
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  /2

  $260,000 Sold Jul 16, 2025

  4422 Glenns Landing, Winter Haven, FL 33884

  • 2 Beds
  • 2 Baths
  • 1,359 Sq Ft
  • Built 1990

  Last Sold Summary

  • 7% Below List Price
  • $191/SF
  • 122 Days On Market

  Current Estimated Value $252,999

  Last Listing Agent Jessica Hancock-Batson THE STONES REAL ESTATE FIRM

  4422 Glenns Landing, Winter Haven, FL 33884
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  /2

  Est $269,445 Not Listed For Sale

  5891 Forest Ridge Dr, Winter Haven, FL 33881

  • 3 Beds
  • 2 Baths
  • 1,604 Sq Ft
  • Built 2016

  5891 Forest Ridge Dr, Winter Haven, FL 33881

  Last Sold Summary

  • $168/SF
  • 27 Days On Market

  Last Sold Price $270,000

  Last Listing Agent Rachel Rivera RE/MAX
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  /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
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  /16

  $1,785 per month

  • 3 Beds
  • 1 Bath
  • 1,089 Sq Ft
  • House for Rent

  309 Vaniman Ave, Winter Haven, FL 33880

  Please note, our homes are available on a first-come, first-serve basis and are not reserved until the holding fee agreement is signed and the holding fee is paid by the primary applicant.This home features Progress Smart Home - Progress Residential's smart home app, which allows you to control the home securely from any of your devices. Learn more at This home is priced to rent

  309 Vaniman Ave, Winter Haven, FL 33880
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  $388,000 Sold Dec 02, 2025

  302 Ruby Lake Ln, Winter Haven, FL 33884

  • 3 Beds
  • 2 Baths
  • 2,587 Sq Ft
  • Built 2001

  Last Sold Summary

  • 2% Above List Price
  • $150/SF
  • 128 Days On Market

  Current Estimated Value $390,639

  Last Listing Agent Alan Harmon COLDWELL BANKER HIGHLANDS PROPERTIES-SEBRING

  302 Ruby Lake Ln, Winter Haven, FL 33884
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  /2

  Est $165,999 Not Listed For Sale

  262 Ware Ave NE, Winter Haven, FL 33881

  • 2 Beds
  • 1 Bath
  • 816 Sq Ft
  • Built 1963

  262 Ware Ave NE, Winter Haven, FL 33881

  Last Sold Summary

  • 5% Below List Price
  • $214/SF
  • 229 Days On Market

  Last Sold Price $174,900

  Last Listing Agent Alexandre Zapparoli WRA BUSINESS & REAL ESTATE
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  $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
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  /7

  $1,400 per month

  • 1 Bed
  • 1 Bath
  • 792 Sq Ft
  • Apartment for Rent

  2025 San Marcos Dr SE Unit 27, Winter Haven, FL 33880

  Beautiful first-floor apartment, conveniently located near restaurants, shopping, and the hospital. This one-bedroom, one-bathroom home features a granite vanity, a laundry room, and a kitchen with granite countertops. Currently available and a must-see!

  Marisol Padilla CENTURY 21 WATSON & MYERS REALTY

  2025 San Marcos Dr SE Unit 27, Winter Haven, FL 33880
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  $390,000 Sold Dec 22, 2025

  5029 River Lake Rd, Winter Haven, FL 33884

  • 3 Beds
  • 2 Baths
  • 1,721 Sq Ft
  • Built 1995

  Last Sold Summary

  • $227/SF
  • 13 Days On Market

  Current Estimated Value $384,982

  Last Listing Agent Patricia de Graaff RE/MAX HERITAGE PROFESSIONALS

  5029 River Lake Rd, Winter Haven, FL 33884
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  Est $295,878 Not Listed For Sale

  7146 Summit Dr, Winter Haven, FL 33884

  • 3 Beds
  • 2 Baths
  • 1,842 Sq Ft
  • Built 2004

  7146 Summit Dr, Winter Haven, FL 33884

  Last Sold Summary

  • 6% Below List Price
  • $171/SF
  • 38 Days On Market

  Last Sold Price $315,000

  Last Listing Agent Jordan Prais 54 REALTY LLC
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  /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
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  /15

  $2,060 per month

  • 3 Beds
  • 2 Baths
  • 1,821 Sq Ft
  • House for Rent

  5800 Driftwood Dr, Winter Haven, FL 33884

  Please note, our homes are available on a first-come, first-serve basis and are not reserved until the holding fee agreement is signed and the holding fee is paid by the primary applicant.This home features Progress Smart Home - Progress Residential's smart home app, which allows you to control the home securely from any of your devices. Learn more at Coming soon! This home is

  5800 Driftwood Dr, Winter Haven, FL 33884
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  $215,000 Sold Mar 24, 2026

  423 Greenfield Rd, Winter Haven, FL 33884

  • 2 Beds
  • 2 Baths
  • 1,432 Sq Ft
  • Built 1985

  Last Sold Summary

  • 10% Below List Price
  • $150/SF
  • 126 Days On Market

  Current Estimated Value $210,252

  Last Listing Agent Chace Vaughn TOWN & COUNTRY REAL ESTATE

  423 Greenfield Rd, Winter Haven, FL 33884
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  Est $326,422 Not Listed For Sale

  3655 Plymouth Dr, Winter Haven, FL 33884

  • 3 Beds
  • 2 Baths
  • 1,873 Sq Ft
  • Built 2017

  3655 Plymouth Dr, Winter Haven, FL 33884

  Last Sold Summary

  • 8% Below List Price
  • $190/SF
  • 33 Days On Market

  Last Sold Price $355,000

  Last Listing Agent Eileen Belanger CENTURY 21 MYERS REALTY LAKE WALES
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  /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
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  /87

  $2,350 per month

  • 4 Beds
  • 2 Baths
  • 2,140 Sq Ft
  • House for Rent

  233 Towhee Rd, Winter Haven, FL 33881

  Check out this move-in ready rental home located in the desirable Hamilton West community in Winter Haven. This well-maintained residence offers 4 generously sized bedrooms, 2 full bathrooms, and a 2-car garage, along with excellent curb appeal. Inside, you’ll find brand-new carpeting throughout, a formal dining room, and a versatile den/office space. The spacious kitchen includes all appliances,

  David Fridovich REMAX EXPERTS

  233 Towhee Rd, Winter Haven, FL 33881
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  $275,000 Sold Dec 22, 2025

  2429 Avenue B SW Unit A,B, Winter Haven, FL 33880

  • 4 Beds
  • 2 Baths
  • 1,828 Sq Ft
  • Built 1980

  Last Sold Summary

  • 4% Below List Price
  • $150/SF
  • 76 Days On Market

  Current Estimated Value $277,443

  Last Listing Agent Britzeida Pichardo LA ROSA REALTY CENTRAL FLORIDA LLC

  2429 Avenue B SW Unit A,B, Winter Haven, FL 33880
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  /24

  Est $281,739 Not Listed For Sale

  184 Fall Glo Rd, Winter Haven, FL 33880

  • 4 Beds
  • 2 Baths
  • 1,867 Sq Ft
  • Built 2018

  184 Fall Glo Rd, Winter Haven, FL 33880

  Last Sold Summary

  • 3% Below List Price
  • $155/SF
  • 206 Days On Market

  Last Sold Price $289,900

  Last Listing Agent Carl Christian THE NICE AGENT CO
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  /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
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  /18

  $1,909 per month

  • 3 Beds
  • 2 Baths
  • 1,961 Sq Ft
  • House for Rent

  914 Whisper Lake Dr, Winter Haven, FL 33880

  Coming soon - this home is currently being enjoyed by another resident but will be available soon. Pre-lease this home now with Tricon Pre-Lease Guarantee. This home is professionally managed by Tricon, dedicated to creating exceptional rental experiences. Featuring 3 bedrooms, 2.0 bathrooms, and approximately 1,961 square feet, this well-maintained home offers a high standard of rental living,

  914 Whisper Lake Dr, Winter Haven, FL 33880
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  $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 $292,078

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

  1696 Hummingbird Rd, Winter Haven, FL 33884
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  /24

  Est $310,211 Not Listed For Sale

  2899 Eagle Nest View Dr, Winter Haven, FL 33881

  • 4 Beds
  • 2 Baths
  • 2,090 Sq Ft
  • Built 2011

  2899 Eagle Nest View Dr, Winter Haven, FL 33881

  Last Sold Summary

  • 5% Below List Price
  • $156/SF
  • 2 Days On Market

  Last Sold Price $325,000

  Last Listing Agent Lesley Guarino CITRAVEST MANAGEMENT LLC
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  /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
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  /23

  $2,500 per month

  • 5 Beds
  • 3 Baths
  • 2,522 Sq Ft
  • House for Rent

  2371 Brassie Ct, Winter Haven, FL 33884

  This stunning 5-bedroom, 3-bathroom home offers the perfect blend of modern comfort, energy efficiency, and scenic beauty. Located in the desirable VillaMar community, this spacious home features an open-concept layout ideal for family living and entertaining. Enjoy peaceful mornings with breathtaking pond views right in your backyard — your private retreat for relaxation and tranquility. The

  Karina Turcios LPT REALTY, LLC

  2371 Brassie Ct, Winter Haven, FL 33884
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  /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 $260,023

  Last Listing Agent David Small KELLER WILLIAMS REALTY SMART 1

  4020 Cypress Landing S, Winter Haven, FL 33884
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  /52

  Est $317,091 Not Listed For Sale

  208 Fall Glo Rd, Winter Haven, FL 33880

  • 4 Beds
  • 3 Baths
  • 2,526 Sq Ft
  • Built 2018

  208 Fall Glo Rd, Winter Haven, FL 33880

  Last Sold Summary

  • 1% Above List Price
  • $125/SF
  • 68 Days On Market

  Last Sold Price $314,500

  Last Listing Agent David Small KELLER WILLIAMS REALTY SMART 1
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  /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
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  /19

  $1,950 per month

  • 3 Beds
  • 2 Baths
  • 1,672 Sq Ft
  • House for Rent

  175 Grove Branch Rd, Winter Haven, FL 33880

  Property Id: 2402477Welcome Home This gorgeous modern 3 bed 2 bath and 2 car garage is located in beautiful Winter Haven. This is very open and spacious split floor plan. Perfect for entertaining. Kitchen is tastefully designed with espresso brown 42" cabinets and features an island overlooking the family room. Large pantry closet. Master bedroom suite offers a large walk-in closet and an

  175 Grove Branch Rd, Winter Haven, FL 33880
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  /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
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  /18

  Est $335,580 Not Listed For Sale

  4253 Roberta Dr, Winter Haven, FL 33881

  • 4 Beds
  • 2 Baths
  • 2,505 Sq Ft
  • Built 2018

  4253 Roberta Dr, Winter Haven, FL 33881

  Last Sold Summary

  • 2% Above List Price
  • $132/SF
  • 36 Days On Market

  Last Sold Price $330,000

  Last Listing Agent David Small KELLER WILLIAMS REALTY SMART 1

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