$200,000
$24K PRICE DROP
- 4 Beds
- 1 Bath
- 2,078 Sq Ft
111 Sunset Dr E, Winter Haven, FL 33881
Twanna Dewdney
LA ROSA REALTY PRESTIGE
5,329
North Winter Haven Homes
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111 Sunset Dr E, Winter Haven, FL 33881
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Starting at $1,750 Per Month
- 3 Beds
2402 Willow Way, Winter Haven, FL 33881
2402 Willow Way, Winter Haven, FL 33881.A BRAND NEW gated community is currently being constructed with your comfort and security as our first priority! As a resident of Evergreen on Lake Idylwild, you’ll enjoy quiet, upscale, and maintenance free living with direct access to Chain of Lakes and MUCH MORE! All town homes are equipped with high end decorative touches such as granite counter tops, wood floors, stainless steel appliances
The Townhomes of Evergreen on Lake Idylwild
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$325,000
Sold Dec 26, 20252438 5th St NE, Winter Haven, FL 33881
- 6 Beds
- 3 Baths
- 1,950 Sq Ft
- Built 1969
Last Sold Summary
- $167/SF
- 6 Days On Market
Current Estimated Value $340,284
Last Listing Agent Pedro Fernandez Salvador CONTEMPORARY REALTY GROUP
2438 5th St NE, Winter Haven, FL 33881 -
Not Listed For Sale6515 Raintree Ln, Winter Haven, FL 33881
- 2 Beds
- 2 Baths
- 1,620 Sq Ft
- Built 1987
Last Sold Summary
- 125 Days On Market
Last Listing Agent Jean Murphy CENTURY 21 MYERS REALTY
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$470,000
- 4 Beds
- 2 Baths
- 1,990 Sq Ft
4123 Island Lakes Dr, Winter Haven, FL 33881
4123 Island Lakes Dr, Winter Haven, FL 33881
Michelle Howard
KELLER WILLIAMS REALTY SMART 1
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Starting at $1,258 Per Month
- 1 - 3 Beds
2850 W Lake Hamilton Dr, Winter Haven, FL 33881
2850 W Lake Hamilton Dr, Winter Haven, FL 33881Brand-New Apartment Homes, Newly Repriced.1 Bed - As low as $11992 Bed - As low as $14993 Bed - As low as $1650PLUS 1 month FREE on 19-24 month lease terms. Schedule your tour TODAY!
Magnolia at Lake Hamilton
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$280,900
Sold Sep 11, 2026549 Ituna Cir, Winter Haven, FL 33881
- 3 Beds
- 2 Baths
- 1,479 Sq Ft
- Built 2026
Last Sold Summary
- $190/SF
- 0 Days On Market
Last Listing Agent George Lindsey, III CAMBRIDGE REALTY OF CENTRAL FL
549 Ituna Cir, Winter Haven, FL 33881 -
Est $151,887
Not Listed For Sale299 Winter Ridge Blvd Unit 283, Winter Haven, FL 33881
- 3 Beds
- 2 Baths
- 1,073 Sq Ft
- Built 1994
Last Sold Summary
- 82 Days On Market
Last Listing Agent Andrea Friedmann KELLER WILLIAMS REALTY SMART 1
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$324,900
$15K PRICE DROP- 4 Beds
- 2 Baths
- 2,091 Sq Ft
5852 Marsh Landing Dr, Winter Haven, FL 33881
5852 Marsh Landing Dr, Winter Haven, FL 33881
Cyleste Goodson
FLORIDA REAL ESTATE COMPANY
-
Starting at $1,365 Per Month
- 2 Beds
2000 15th Ct NW, Winter Haven, FL 33881
2000 15th Ct NW, Winter Haven, FL 33881Aqua Apartment Homes in Winter Haven, FL offers comfortable apartment living with on-site conveniences.Residents can enjoy a pool and an outdoor area, while pet owners benefit from a dedicated dog park and a pet-friendly community. Practical features include parking and a community laundry room for added convenience.For more information, visit us at
Aqua Apartment Homes
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$305,000
Sold Dec 29, 2025435 Lanham Dr, Winter Haven, FL 33881
- 4 Beds
- 2 Baths
- 1,847 Sq Ft
- Built 2021
Last Sold Summary
- 12% Below List Price
- $165/SF
- 64 Days On Market
Current Estimated Value $320,639
Last Listing Agent Angie Poole REMAX EXPERTS
435 Lanham Dr, Winter Haven, FL 33881 -
Est $236,849
Not Listed For Sale1013 Carefree Cove Dr, Winter Haven, FL 33881
- 3 Beds
- 1.5 Baths
- 1,025 Sq Ft
- Built 1972
Last Sold Summary
- 27 Days On Market
Last Listing Agent Jessica Falvey ELITE REAL ESTATE AND PROPERTY MANAGEMENT
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$288,500
$27K PRICE DROP- 3 Beds
- 2 Baths
- 1,770 Sq Ft
1085 Brenton Manor Dr, Winter Haven, FL 33881
1085 Brenton Manor Dr, Winter Haven, FL 33881
Clarisa Moody
MARZUCCO REAL ESTATE
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Starting at $1,026 Per Month
- 2 - 3 Beds
4225 Vista Del Lago Dr, Winter Haven, FL 33881
4225 Vista Del Lago Dr, Winter Haven, FL 33881You've found your slice of paradise at Villas at Lake Smart in sunny Winter Haven, FL! Our spacious and affordable two and three-bedroom apartment homes offer the perfect sanctuary for you to unwind after a long day. Ensuring you don't have to go far for fun and fitness, our community features a volleyball court, playground, fitness center, clubhouse, pool, and more! Looking for some
Villas at Lake Smart Apartments
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$325,000
Sold Nov 04, 20253828 Eloise Estates Ct, Winter Haven, FL 33881
- 4 Beds
- 2 Baths
- 1,867 Sq Ft
- Built 2014
Last Sold Summary
- 2% Below List Price
- $174/SF
- 132 Days On Market
Current Estimated Value $320,681
Last Listing Agent Lamanda Jones CENTURY 21 WATSON & MYERS REALTY
3828 Eloise Estates Ct, Winter Haven, FL 33881 -
Est $158,497
Not Listed For Sale262 Ware Ave NE, Winter Haven, FL 33881
- 2 Beds
- 1 Bath
- 816 Sq Ft
- Built 1963
Last Sold Summary
- 229 Days On Market
Last Listing Agent Alexandre Zapparoli LLC WRA BUSINESS & REAL ESTATE
-
$349,999
$50K PRICE DROP- 3 Beds
- 2 Baths
- 1,524 Sq Ft
1522 Eckart Dr, Winter Haven, FL 33881
1522 Eckart Dr, Winter Haven, FL 33881
Russ Rhoads
EXP REALTY LLC
-
Starting at $975 Per Month
- 1 Bed
101-123 Oak Crest Dr NW, Winter Haven, FL 33881
101-123 Oak Crest Dr NW, Winter Haven, FL 33881Ideally located with convenient access to US Hwy 17-92, I-4, and the greater Winter Haven and Central Florida area, this community offers both accessibility and comfort.Our cozy one-bedroom apartments feature energy-efficient central A/C, tile flooring, washer/dryer hookups, and newly updated appliances designed for everyday convenience.Residents enjoy scenic surroundings,
Oakcrest Apartments
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$23,000
Sold Apr 17, 20260 Sunset Dr E, Winter Haven, FL 33881
- Land
- 1.77 Acres
- $13,023 per Acre
Last Sold Summary
- 15% Below List Price
- 107 Days On Market
Last Listing Agent Silvio Islamaj ELIS Realty Advisors, LLC.
0 Sunset Dr E, Winter Haven, FL 33881 -
Est $265,155
Not Listed For Sale5732 Lakeside Landings Blvd, Winter Haven, FL 33881
- 4 Beds
- 2 Baths
- 1,748 Sq Ft
- Built 2018
Last Sold Summary
- 55 Days On Market
Last Listing Agent David Small KELLER WILLIAMS REALTY SMART 1
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$980,000
$130K PRICE INCREASE- Land
- 9.8 Acres
- $100,000 per Acre
0 Brigham Rd NW, Winter Haven, FL 33881
0 Brigham Rd NW, Winter Haven, FL 33881 -
$1,945 Per Month
- 3 Beds
- 2 Baths
- 1,621 Sq Ft
- House for Rent
4693 Osprey Way, Winter Haven, FL 33881
4693 Osprey Way, Winter Haven, FL 33881Apply now or schedule your self-tour today and take the first step toward getting more than just a place to live. Rent with FirstKey Homes for a home that's right for you, plus professional service and maintenance, innovative resident programs, and more; that's the power of purple!This 3-bedroom, 2-bathroom rental home in Winter Haven, FL, might be the perfect fit for your lifestyle. See
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$273,000
Sold Dec 03, 20254070 Island Lakes Dr, Winter Haven, FL 33881
- 4 Beds
- 2 Baths
- 1,860 Sq Ft
- Built 2011
Last Sold Summary
- 28% Below List Price
- $147/SF
- 400 Days On Market
Current Estimated Value $282,222
Last Listing Agent Natalie Rivera VESTI LLC
4070 Island Lakes Dr, Winter Haven, FL 33881 -
Est $333,499
Not Listed For Sale3021 Royal Tern Dr, Winter Haven, FL 33881
- 5 Beds
- 3 Baths
- 2,616 Sq Ft
- Built 2018
Last Sold Summary
- 192 Days On Market
Last Listing Agent GREGORY BLACKALL VERANDA REALTY GROUP
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$299,900
$10K PRICE DROP- 3 Beds
- 2 Baths
- 1,577 Sq Ft
4919 St James Dr, Winter Haven, FL 33881
4919 St James Dr, Winter Haven, FL 33881Crystal Taylor LIVE FLORIDA REALTY
-
$1,955 Per Month
- 3 Beds
- 2 Baths
- 1,830 Sq Ft
- House for Rent
444 Lanham Dr, Winter Haven, FL 33881
444 Lanham Dr, Winter Haven, FL 33881Apply now or schedule your self-tour today and take the first step toward getting more than just a place to live. Rent with FirstKey Homes for a home that's right for you, plus professional service and maintenance, innovative resident programs, and more; that's the power of purple!This 3-bedroom, 2-bathroom rental home in Winter Haven, FL, may be the right place for you. Enjoy outdoor
-
$177,900
Sold Sep 03, 20264079 Lake Marianna Dr, Winter Haven, FL 33881
- 3 Beds
- 2 Baths
- 1,054 Sq Ft
- Built 1969
Last Sold Summary
- 11% Below List Price
- $169/SF
- 52 Days On Market
Current Estimated Value $196,333
Last Listing Agent Mike Nolen COLDWELL BANKER REALTY
4079 Lake Marianna Dr, Winter Haven, FL 33881 -
Est $293,445
Not Listed For Sale3711 Julius Estates Blvd, Winter Haven, FL 33881
- 4 Beds
- 2 Baths
- 1,842 Sq Ft
- Built 2014
Last Sold Summary
- 76 Days On Market
Last Listing Agent Stephanie Florez CENTURY 21 WOLF'S CROSSING REALTY
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$299,990
New Construction- 3 Beds
- 2 Baths
- 1,672 Sq Ft
ARIA Plan at Willowbrook South, Winter Haven, FL 33881
2815 Adeline Ave Unit 38507573, Winter Haven, FL 33881D.R. Horton Builder -
$1,800 Per Month
- 4 Beds
- 2 Baths
- House for Rent
1108 Carefree Cove Dr, Winter Haven, FL 33881
1108 Carefree Cove Dr, Winter Haven, FL 33881Property Id: 1524046 Large House for a family with fenced in large yard, tiles floors, updated kitchen and bathrooms with lots of extras. Available July 2025. Please call both contact numbers to get more information on property and terms of rental.
-
$189,900
Sold Aug 14, 20266346 Bayberry Blvd NE, Winter Haven, FL 33881
- 3 Beds
- 2 Baths
- 1,440 Sq Ft
- Built 2005
Last Sold Summary
- 12% Below List Price
- $132/SF
- 253 Days On Market
Last Listing Agent Corinna Weaver CROSBY & ASSOCIATES, INC.
6346 Bayberry Blvd NE, Winter Haven, FL 33881 -
Est $298,774
Not Listed For Sale5816 Marsh Landing Dr, Winter Haven, FL 33881
- 3 Beds
- 2 Baths
- 1,722 Sq Ft
- Built 2017
Last Sold Summary
- 4 Days On Market
Last Listing Agent Nathan Meyer EXP REALTY LLC
-
$309,990
New Construction- 4 Beds
- 2 Baths
- 1,828 Sq Ft
CALI Plan at Willowbrook South, Winter Haven, FL 33881
2815 Adeline Ave Unit 38507578, Winter Haven, FL 33881D.R. Horton Builder -
$1,550 Per Month
- 3 Beds
- 2 Baths
- 1,242 Sq Ft
- Condo for Rent
2007 9th St NE, Winter Haven, FL 33881
2007 9th St NE, Winter Haven, FL 33881Welcome to your perfect rental in Winter Haven, Florida! This charming property offers a comfortable living space in a vibrant community, just minutes away from delightful dining options and major department stores. The Winter Haven Hospital is also conveniently located just six minutes from your doorstep, ensuring your peace of mind. Key property features include central heating and
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$245,000
Sold Jan 13, 20264710 Osprey Way, Winter Haven, FL 33881
- 4 Beds
- 2 Baths
- 1,992 Sq Ft
- Built 2019
Last Sold Summary
- 18% Below List Price
- $123/SF
- 150 Days On Market
Current Estimated Value $262,791
Last Listing Agent Stuart Hurry NU HOME FINDERS, INC
4710 Osprey Way, Winter Haven, FL 33881 -
Not Listed For Sale
6482 Peppertree Path NE, Winter Haven, FL 33881
- 2 Beds
- 2 Baths
- 1,300 Sq Ft
- Built 1986
Last Sold Summary
- 52 Days On Market
Last Listing Agent Jean Murphy CENTURY 21 MYERS REALTY
-
$295,000
$10K PRICE DROP Pending- 3 Beds
- 2 Baths
- 1,568 Sq Ft
1128 Brenton Manor Dr, Winter Haven, FL 33881
1128 Brenton Manor Dr, Winter Haven, FL 33881ALLISON JOHNSTON THE SIMON SIMAAN GROUP
-
$1,965
Total Monthly Price
- 4 Beds
- 2 Baths
- 1,981 Sq Ft
- House for Rent
4766 Osprey Way, Winter Haven, FL 33881
4766 Osprey Way, Winter Haven, FL 33881Now offering 18-month leases. Sign today and lock in today’s low rate for the next 18 months! Offer valid for new applicants who sign an 18-month lease and move-in by September 18, 2026. Base rent will remain at the 12-month lease rate for the duration of the 18-month term. Offer is contingent on application approval and execution of a lease agreement. Other terms and conditions may apply. This
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$335,000
Sold Jul 24, 20263600 Julius Estates Blvd, Winter Haven, FL 33881
- 4 Beds
- 2.5 Baths
- 2,526 Sq Ft
- Built 2014
Last Sold Summary
- 4% Below List Price
- $133/SF
- 299 Days On Market
Current Estimated Value $333,668
Last Listing Agent Gladys Falcon LUXURY REAL ESTATE GROUP LLC
3600 Julius Estates Blvd, Winter Haven, FL 33881 -
Est $296,662
Not Listed For Sale5069 Brenton Manor Ave, Winter Haven, FL 33881
- 3 Beds
- 2 Baths
- 1,895 Sq Ft
- Built 2013
Last Sold Summary
- 154 Days On Market
Last Listing Agent Christine Hubbert BHHS FLORIDA PROPERTIES GROUP
Showing Results 1 - 40, Page 1 of 18
Home Prices in North Winter Haven, FL
The median home sale price in North Winter Haven, Winter Haven is $298,900, up 1% year-over-year. Homes in North Winter Haven sell in 63 days on average, compared to the national average of 55 days.
Home Price Trends
|
Median Sale Price
$298,900
|
Median Single Family Sale Price
$305,000
|
|
Median Townhouse Sale Price
$244,990
|
Median 2 Bedroom Sale Price
$153,500
|
|
Average Price Per Sq Ft
$172
|
Number of Homes for Sale
5,329
|
|
Last 12 months Home Sales
326
|
Months of Supply
4.90
|
|
Median List Price
$309,990
|
Median Change From 1st List Price
2%
|
|
Median Home Sale Price YoY Change
1%
|
|
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