$289,000
$26K PRICE DROP
- 3 Beds
- 2 Baths
- 1,770 Sq Ft
1085 Brenton Manor Dr, Winter Haven, FL 33881
Clarisa Moody
MARZUCCO REAL ESTATE
5,346
North Winter Haven Homes
-
1085 Brenton Manor Dr, Winter Haven, FL 33881
-
Starting at $2,050 Per Month
- 1 - 3 Beds
2850 W Lake Hamilton Dr, Winter Haven, FL 33881
2850 W Lake Hamilton Dr, Winter Haven, FL 33881Experience a fresh take on apartment living at Magnolia at Lake Hamilton, a thoughtfully designed community offering modern garden-style apartments and charming cottage residences in Winter Haven, FL. Blending contemporary finishes with inviting outdoor spaces, Magnolia is designed to support the way you live, work, and unwind. From spacious floor plans to resort-inspired amenities, every
Magnolia at Lake Hamilton
-
$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 $323,929
Last Listing Agent Pedro Fernandez Salvador CONTEMPORARY REALTY GROUP
2438 5th St NE, Winter Haven, FL 33881 -
Est $274,628
Not Listed For Sale3205 Royal Tern Dr, Winter Haven, FL 33881
- 4 Beds
- 2 Baths
- 1,851 Sq Ft
- Built 2020
Last Sold Summary
- 51 Days On Market
-
$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 $993 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
-
$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 $308,018
Last Listing Agent Angie Poole REMAX EXPERTS
435 Lanham Dr, Winter Haven, FL 33881 -
Est $243,384
Not Listed For Sale2005 9th Ct NE, Winter Haven, FL 33881
- 4 Beds
- 2 Baths
- 1,392 Sq Ft
- Built 1970
Last Sold Summary
- 66 Days On Market
-
$200,000
$24K PRICE DROP- 4 Beds
- 1 Bath
- 2,078 Sq Ft
111 Sunset Dr E, Winter Haven, FL 33881
111 Sunset Dr E, Winter Haven, FL 33881
Twanna Dewdney
LA ROSA REALTY PRESTIGE
-
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
-
$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 $313,526
Last Listing Agent Lamanda Jones CENTURY 21 WATSON & MYERS REALTY
3828 Eloise Estates Ct, Winter Haven, FL 33881 -
Est $149,537
Not Listed For Sale392 Winter Ridge Blvd Unit 105, Winter Haven, FL 33881
- 2 Beds
- 2 Baths
- 1,073 Sq Ft
- Built 1996
Last Sold Summary
- 213 Days On Market
-
$442,500
Under Contract- 5 Beds
- 3 Baths
- 2,536 Sq Ft
1096 Sandpiper Loop, Winter Haven, FL 33881
1096 Sandpiper Loop, Winter Haven, FL 33881
Mary Sorrell
MAZELG REALTY
-
$1,850 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.
-
$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 $351,575
Not Listed For Sale2222 12th St NW, Winter Haven, FL 33881
- 4 Beds
- 4 Baths
- 1,408 Sq Ft
- Built 1927
Last Sold Summary
- 67 Days On Market
-
$399,900
- 3 Beds
- 2 Baths
- 1,998 Sq Ft
4111 Island Lakes Dr, Winter Haven, FL 33881
4111 Island Lakes Dr, Winter Haven, FL 33881
Amy Moline
EXP REALTY LLC
-
$1,845 Per Month
- 3 Beds
- 2 Baths
- 1,593 Sq Ft
- House for Rent
584 Lake Smart Blvd, Winter Haven, FL 33881
584 Lake Smart Blvd, Winter Haven, FL 33881This home is move-in ready. Schedule your tour now or start your application today.Welcome to 584 Lake Smart Blvd in Winter Haven, FL, offering 3 bedrooms, 2 bathrooms, and 1,593 square feet. The single-level floor plan opens from the entry into a spacious living room and dining area, with the kitchen placed nearby for easy day-to-day flow. The primary suite is set apart from the
-
$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 $274,973
Last Listing Agent Natalie Rivera VESTI LLC
4070 Island Lakes Dr, Winter Haven, FL 33881 -
Est $271,606
Not Listed For Sale3679 Julius Estates Blvd, Winter Haven, FL 33881
- 3 Beds
- 2 Baths
- 1,750 Sq Ft
- Built 2014
Last Sold Summary
- 68 Days On Market
-
$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 -
$2,115
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 20-month leases. Sign today and lock in today’s low rate for the next 20 months! Offer valid for new applicants who sign a 20-month lease by July 31st, 2026. Base rent will remain at the 12-month lease rate for the duration of the 20-month term. Offer is contingent on application approval and execution of a lease agreement. Other terms and conditions may apply. This home, constructed
-
$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 $256,745
Last Listing Agent Stuart Hurry NU HOME FINDERS, INC
4710 Osprey Way, Winter Haven, FL 33881 -
Est $353,827
Not Listed For Sale3053 Royal Tern Dr, Winter Haven, FL 33881
- 4 Beds
- 2.5 Baths
- 2,453 Sq Ft
- Built 2019
Last Sold Summary
- 22 Days On Market
-
$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 -
$1,730 Per Month
- 3 Beds
- 2 Baths
- 1,475 Sq Ft
- House for Rent
2024 10th St NW, Winter Haven, FL 33881
2024 10th St NW, Winter Haven, FL 33881Beautiful, 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: $55 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.
-
$244,990
Sold Aug 29, 2025230 Turtle Bay Ave, Winter Haven, FL 33881
- 3 Beds
- 2 Baths
- 1,604 Sq Ft
- Built 2025
Move in Ready Sold Summary
- $153/SF
- 11 Days On Market
Highland Homes Harbor at Lake Henry - Townhomes
230 Turtle Bay Ave, Winter Haven, FL 33881 -
Est $162,924
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
-
$310,000
- 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
-
$2,400 Per Month
- 4 Beds
- 2 Baths
- 1,999 Sq Ft
- House for Rent
4753 Osprey Way, Winter Haven, FL 33881
4753 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 4-bedroom, 2-bathroom rental home in Winter Haven, FL, may be the right place for you. See the pictures to
-
$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 $338,683
Last Listing Agent Gladys Falcon LUXURY REAL ESTATE GROUP LLC
3600 Julius Estates Blvd, Winter Haven, FL 33881 -
Est $263,456
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
-
$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 -
$1,400
Total Monthly Price
- 2 Beds
- 2 Baths
- 1,073 Sq Ft
- Condo for Rent
357 Winter Ridge Blvd Unit 357, Winter Haven, FL 33881
357 Winter Ridge Blvd Unit 357, Winter Haven, FL 33881Available NowLakefront Condo on Lake Smart. The community of Winter Ridge Condos offer a community swimming pool, club house, and private boat dock. This Lakefront inviting condo features 2 large bedrooms and 2 bathrooms and covered car-port. An open layout living/dinning combo and abundant natural light. No Smoking. $1400 rent per month plus one month security deposit and utilities
-
$154,000
Sold Feb 26, 2026205 Winter Ridge Blvd Unit 3, Winter Haven, FL 33881
- 3 Beds
- 2 Baths
- 1,073 Sq Ft
- Built 1992
Last Sold Summary
- 4% Below List Price
- $144/SF
- 6 Days On Market
Current Estimated Value $151,247
Last Listing Agent Renee Butler BROKERS REALTY OF CENTRAL FLOR
205 Winter Ridge Blvd Unit 3, Winter Haven, FL 33881 -
Est $279,363
Not Listed For Sale3034 Royal Tern Dr, Winter Haven, FL 33881
- 4 Beds
- 2 Baths
- 1,851 Sq Ft
- Built 2018
Last Sold Summary
- 6 Days On Market
-
$299,900
New Construction $36K PRICE DROP Pending- 5 Beds
- 2 Baths
- 1,708 Sq Ft
2795 Adeline Ave, Winter Haven, FL 33881
2795 Adeline Ave, Winter Haven, FL 33881Paul King DR HORTON REALTY OF CENTRAL FLORIDA LLC
-
$1,795 Per Month
- 2 Beds
- 2.5 Baths
- 1,425 Sq Ft
- House for Rent
2405 Willow Way, Winter Haven, FL 33881
2405 Willow Way, Winter Haven, FL 33881Virtually Staged. Brand-New Townhome in Winter Haven | 2 Bed • 2.5 Bath • Modern Living at Its Best! ***Move-In Special: Get $500 OFF Your First Month’s Rent — This Month Only!*** Welcome home to this beautiful brand-new 2-bedroom, 2.5-bath townhome located in one of Winter Haven's growing and convenient communities. Thoughtfully designed with a modern open floor plan, this home offers the
Jacob Hara TRANSCEND REALTY
-
$299,800
Sold Aug 15, 20252159 Greenway Dr, Winter Haven, FL 33881
- 4 Beds
- 3 Baths
- 2,030 Sq Ft
- Built 1971
Last Sold Summary
- 8% Below List Price
- $148/SF
- 15 Days On Market
Current Estimated Value $294,665
Last Listing Agent David Small KELLER WILLIAMS REALTY SMART 1
2159 Greenway Dr, Winter Haven, FL 33881 -
Est $334,094
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
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 $299,000, consistent with the median home sale price year-over-year. Homes in North Winter Haven sell in 63 days on average, compared to the national average of 56 days.
Home Price Trends
|
Median Sale Price
$299,000
|
Median Single Family Sale Price
$307,900
|
|
Median Townhouse Sale Price
$244,990
|
Median 2 Bedroom Sale Price
$158,000
|
|
Average Price Per Sq Ft
$173
|
Number of Homes for Sale
141
|
|
Last 12 months Home Sales
279
|
Months of Supply
6.10
|
|
Median List Price
$309,990
|
Median Change From 1st List Price
2%
|
|
Median Home Sale Price YoY Change
0%
|
|
Copyright © 2026 CoStar Group
