Price Drop: $8.5K
$161,500
Views: 9
Bedrooms: 2Bds
Bathrooms: 2Ba
Area: 1,093sqft
Single family home for sale
Associate Realty
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Price Drop: $8.5K395 San Jose Dr, WINTER HAVEN, FL 33884 
3D Tour
1020 W Lake Hamilton Dr, WINTER HAVEN, FL 338813D Tour
1380 S Lake Roy Dr, WINTER HAVEN, FL 33884 
Hot3D Tour
888 Twin Oaks Ln, WINTER HAVEN, FL 33880
1810 4th Court Se, WINTER HAVEN, FL 338803D Tour
1016 S Lake Mariam Dr, WINTER HAVEN, FL 33884 
328 Hamilton Shrs Dr Ne, WINTER HAVEN, FL 338813D Tour
4925 Cypress Gdns Rd #97, WINTER HAVEN, FL 33884 HotPrice Drop: $700
353 Meredith Blvd, WINTER HAVEN, FL 33881 3D Tour
725 Heritage Dr Ne, WINTER HAVEN, FL 33881 3D Tour
273 Mariposa St, WINTER HAVEN, FL 33884 3D Tour
718 Eagle Landing Blvd, WINTER HAVEN, FL 33880 3D Tour
4446 Glenns Landing, WINTER HAVEN, FL 33884 
4103 Shl Green Ct, WINTER HAVEN, FL 338843D Tour
3437 Grenville Dr, WINTER HAVEN, FL 33884 HotPrice Drop: $17.6K
3084 Captain Jax Way, WINTER HAVEN, FL 33884 Hot3D Tour
4302 Shadow Wood Ln, WINTER HAVEN, FL 33880 
251 Lake Link, WINTER HAVEN, FL 33884Price Drop: $15K
915 Hart Lake Ct, WINTER HAVEN, FL 33884 3D Tour
New Construction
3992 Giorgio Dr, WINTER HAVEN, FL 33884 HotNew Construction
3984 Giorgio Dr, WINTER HAVEN, FL 33884 New Construction
3945 Giorgio Dr, WINTER HAVEN, FL 33884 Hot3D Tour
2991 Plantation Rd, WINTER HAVEN, FL 33884 3D TourNew Construction
3976 Giorgio Dr, WINTER HAVEN, FL 33884 HotPrice Drop: $3.65K
345 Meredith Blvd, WINTER HAVEN, FL 33881 3D Tour
131 Ruby Lake Dr, WINTER HAVEN, FL 33884 3D Tour
1085 Brenton Manor Dr, WINTER HAVEN, FL 33881 
511 Marcia Loop, WINTER HAVEN, FL 33884Hot3D Tour
2021 Canton Park Dr, WINTER HAVEN, FL 33881 Hot3D Tour
6114 Grand Oaks Dr Se, WINTER HAVEN, FL 33884 3D TourNew Construction
3186 Totem Rd, EAGLE LAKE, FL 33839 3D Tour
6685 Briarhill Dr Ne, WINTER HAVEN, FL 33881 3D TourNew Construction
2614 Lasso Loop, EAGLE LAKE, FL 33839 Hot3D Tour
11 Lake Link Dr Se, WINTER HAVEN, FL 33884 3D TourNew Construction
4049 Giorgio Dr, WINTER HAVEN, FL 33884 3D TourNew Construction
4160 Giorgio Dr, WINTER HAVEN, FL 33884 Price Drop: $10K3D Tour
216 Shore Loop, WINTER HAVEN, FL 33884 Hot3D Tour
1921 Manor Cir Se, WINTER HAVEN, FL 33880 3D Tour
213 Lakeside Ranch Cir, WINTER HAVEN, FL 33881 HotPrice Drop: $3K
6066 Se Southern Oaks Dr, WINTER HAVEN, FL 33884 3D TourNew Construction
3944 Giorgio Dr, WINTER HAVEN, FL 33884 Price Drop: $2.5K3D Tour
2711 Gladiola Rd, WINTER HAVEN, FL 33884 
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Country Homes for Sale in Winter Haven, FL
389 Homes for Sale
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Price Drop: $8.5K3D Tour$710,000
Views: 8
Bedrooms: 4Bds
Bathrooms: 3Ba
Area: 3,428sqft
Single family home for sale
Lockhart & Associates Inc
3D Tour$359,000
Views: 16
Bedrooms: 4Bds
Bathrooms: 3Ba
Area: 2,468sqft
Single family home for sale
Keller Williams Realty Smart 1
Hot3D Tour$2,000,000
Views: 18
Bedrooms: 5Bds
Bathrooms: 5Ba
Area: 4,565sqft
Single family home for sale
Coldwell Banker Realty
$149,900
Views: 6
Bedrooms: 2Bds
Bathrooms: 2Ba
Area: 1,444sqft
Sale Pending
The Stones Real Estate Firm
3D Tour$740,000
Views: 10
Bedrooms: 5Bds
Bathrooms: 4Ba
Area: 3,694sqft
Single family home for sale
Keller Williams Realty Smart 1
$765,000
Views: 8
Bedrooms: 5Bds
Bathrooms: 4Ba
Area: 3,812sqft
Single family home for sale
The Stones Real Estate Firm
3D Tour$180,000
Views: 7
Bedrooms: 2Bds
Bathrooms: 2Ba
Area: 1,000sqft
Manufactured home for sale
Century 21 Myers Realty Lake Wales
HotPrice Drop: $700$344,990
Views: 13
Bedrooms: 4Bds
Bathrooms: 3Ba
Area: 2,227sqft
Single family home for sale
Drb Group Realty, Llc
3D Tour$560,000
Views: 3
Bedrooms: 4Bds
Bathrooms: 3Ba
Area: 3,114sqft
Single family home for sale
Coldwell Banker Realty
3D Tour$285,000
Views: 7
Bedrooms: 3Bds
Bathrooms: 2Ba
Area: 1,957sqft
Single family home for sale
Re/Max Heritage Professionals
3D Tour$339,998
Views: 3
Bedrooms: 4Bds
Bathrooms: 3Ba
Area: 1,900sqft
Single family home for sale
M2M Realty
3D Tour$279,900
Views: 7
Bedrooms: 3Bds
Bathrooms: 2Ba
Area: 1,632sqft
Single family home for sale
Century 21 Watson & Myers Realty
$575,000
Views: 8
Bedrooms: 4Bds
Bathrooms: 4Ba
Area: 2,192sqft
Sale Pending
The K Team Real Estate Services Llc
3D Tour$223,000
Views: 2
Bedrooms: 2Bds
Bathrooms: 2Ba
Area: 1,275sqft
Single family home for sale
Century 21 Myers Realty Lake Wales
HotPrice Drop: $17.6K$209,990
Views: 13
Bedrooms: 3Bds
Bathrooms: 3Ba
Area: 1,423sqft
Sale Pending
Lennar Realty
Hot3D Tour$250,000
Views: 16
Bedrooms: 2Bds
Bathrooms: 2Ba
Area: 1,507sqft
Sale Pending
Re/Max Heritage Professionals
$579,900
Views: 3
Bedrooms: 3Bds
Bathrooms: 2Ba
Area: 2,107sqft
Single family home for sale
Watson Realty Corp.
Price Drop: $15K$520,000
Views: 11
Bedrooms: 4Bds
Bathrooms: 3Ba
Area: 2,659sqft
Single family home for sale
Dalton Wade Inc
3D TourNew Construction$389,650
Views: 7
Bedrooms: 4Bds
Bathrooms: 3Ba
Area: 2,631sqft
Single family home for sale
Meritage Homes Of Fl Realty
HotNew Construction$335,000
Views: 13
Bedrooms: 4Bds
Bathrooms: 3Ba
Area: 2,387sqft
Single family home for sale
Meritage Homes Of Fl Realty
New Construction$345,000
Views: 9
Bedrooms: 4Bds
Bathrooms: 3Ba
Area: 2,387sqft
Single family home for sale
Meritage Homes Of Fl Realty
Hot3D Tour$465,000
Views: 28
Bedrooms: 4Bds
Bathrooms: 3Ba
Area: 2,625sqft
Single family home for sale
Keller Williams Realty Smart 1
3D TourNew Construction$285,000
Views: 10
Bedrooms: 4Bds
Bathrooms: 2Ba
Area: 1,607sqft
Single family home for sale
Meritage Homes Of Fl Realty
HotPrice Drop: $3.65K$299,990
Views: 12
Bedrooms: 3Bds
Bathrooms: 2Ba
Area: 1,624sqft
Single family home for sale
Drb Group Realty, Llc
3D Tour$359,000
Views: 6
Bedrooms: 3Bds
Bathrooms: 2Ba
Area: 1,914sqft
Single family home for sale
Star Realty Of Winter Haven
3D Tour$275,000
Views: 2
Bedrooms: 3Bds
Bathrooms: 2Ba
Area: 1,770sqft
Single family home for sale
Keller Williams Realty At The Lakes
$259,900
Views: 6
Bedrooms: 4Bds
Bathrooms: 3Ba
Area: 2,159sqft
Single family home for sale
The Stones Real Estate Firm
Hot3D Tour$325,000
Views: 26
Bedrooms: 3Bds
Bathrooms: 2Ba
Area: 1,690sqft
Single family home for sale
La Rosa Realty Orlando Llc
Hot3D Tour$159,900
Views: 17
Bedrooms: 2Bds
Bathrooms: 2Ba
Area: 1,288sqft
Manufactured home for sale
Crosby & Associates, Inc.
3D TourNew Construction$269,740
Views: 2
Bedrooms: 4Bds
Bathrooms: 3Ba
Area: 1,910sqft
Sale Pending
Lennar Realty
3D Tour$164,900
Views: 1
Bedrooms: 2Bds
Bathrooms: 2Ba
Area: 1,534sqft
Manufactured home for sale
La Rosa Realty Prestige
3D TourNew Construction$307,990
Views: 4
Bedrooms: 5Bds
Bathrooms: 3Ba
Area: 2,238sqft
Single family home for sale
Lennar Realty
Hot3D Tour$750,000
Views: 21
Bedrooms: 6Bds
Bathrooms: 3Ba
Area: 3,438sqft
Single family home for sale
The Stones Real Estate Firm
3D TourNew Construction$281,400
Views: 15
Bedrooms: 3Bds
Bathrooms: 2Ba
Area: 1,504sqft
Single family home for sale
Dr Horton Realty Of Central Florida Llc
3D TourNew Construction$286,400
Views: 7
Bedrooms: 4Bds
Bathrooms: 2Ba
Area: 1,665sqft
Single family home for sale
Dr Horton Realty Of Central Florida Llc
Price Drop: $10K3D Tour$335,000
Views: 14
Bedrooms: 3Bds
Bathrooms: 2Ba
Area: 1,701sqft
Single family home for sale
Judy B Cleaves Properties Inc
Hot3D Tour$1,295,000
Views: 17
Bedrooms: 3Bds
Bathrooms: 3Ba
Area: 2,375sqft
Single family home for sale
Nexthome Norris & Company Real
3D Tour$54,900
Views: 7
Bedrooms: 2Bds
Bathrooms: 1Ba
Area: 672sqft
Manufactured home for sale
Exit Realty 4Corners
HotPrice Drop: $3K$126,900
Views: 19
Bedrooms: 2Bds
Bathrooms: 2Ba
Area: 828sqft
Manufactured home for sale
Re/Max Heritage Professionals
3D TourNew Construction$275,000
Views: 9
Bedrooms: 4Bds
Bathrooms: 2Ba
Area: 1,607sqft
Sale Pending
Meritage Homes Of Fl Realty
Price Drop: $2.5K3D Tour$284,490
Views: 6
Bedrooms: 3Bds
Bathrooms: 3Ba
Area: 1,673sqft
Townhouse for sale
Dr Horton Realty Of Central Florida Llc
Showing 43 - 84 of 389 homes for sale in Winter Haven, FL
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Winter Haven, FL Housing Market Overview
Winter Haven is a balanced market, giving buyers and sellers room to negotiate. With 4.9 months of supply and homes averaging 97 days on the market, you can make decisions without the pressure of a highly competitive market.
Status
Balanced Market
Days on Market
97
Inventory
447
Oct 2021Jul 2024Oct 2026
Median Home Price
$283,680Down 5.44%
In Oct 2026 · YoY
Oct 2021Jul 2024Oct 2026
Mortgage Rates 30-Yr Fixed
7.24%Down 0.08%
Current rate · YoY
Loan Type
30-Year Fixed
Housing Supply
- Homes For Sale
- 447 Down 11.49%
- Newly Listed Homes
- 356 Down 9.64%
- Months of Supply
- 4.9 Down 9.26%
Housing Demand
- Homes Sold
- 275 Down 1.43%
- Sale-to-List Ratio
- 98.9% Up 1.20%
- Homes Sold Above List
- 17.5% Up 52.14%
30-yr fixed rate 7.24% · Data as of Oct 2026 · Source: Houzeo Research.
View Full Winter Haven Market ReportNo. of Homes
No. of Homes
Based on information from Stellar MLS® through Nov 4, 2026, 12:45 PM as submitted to and distributed by MLS GRID. All data is obtained from various sources and may not have been verified by the broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. IDX information is provided exclusively for consumers’ personal non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed by MLS GRID. The use of the MLS GRID Data may be subject to an end-user license agreement prescribed by the Member Participant’s applicable MLS, if any, and as amended from time to time. © 2026 Stellar MLS. All Rights Reserved.
Click to see all homes
389
Homes Available
$ 283,680
Median List Price
97 Days
Avg on Market