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Below you can view all the homes for sale in the Winterset subdivision located in Winter Haven Florida. Listings in Winterset are updated daily from data we receive from the Orlando multiple listing service.

To learn more about any of these homes or to receive custom notifications when a new property is listed for sale in Winterset, give us a call at 386-801-4854.

18 Results

Winterset Winter Haven Florida Homes For Sale

Winterset For Sale $350,000

Charming single-story home with a well-manicured lawn at 2070 Katie Ct, Winter Haven, FL 33884
View Details 29 Photos
Inviting entryway with a blue door and built-in storage at 2070 Katie Ct, Winter Haven, FL 33884
Bright dining area with a farmhouse table and hardwood floors at 2070 Katie Ct, Winter Haven, FL 33884
Spacious living room featuring a brick fireplace and hardwood floors at 2070 Katie Ct, Winter Haven, FL 33884
On Market Today

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    2012

  • Year Built

    1984

  • $/SqFt

    $174

Roof, AC, Water Heater, Stove, Dishwasher, garage door and garbage disposal have all recently been replaced! BHHS FLORIDA PROPERTIES GROUP.

Winterset For Sale $189,900

Exterior view of a condo building with landscaping and a walkway at 608 Sweet Bay Cir, Winter Haven, FL 33884
View Details 66 Photos
Aerial view of community amenities including tennis courts, pool, and clubhouse at 608 Sweet Bay Cir, Winter Haven, FL 33884
Condo building exterior showcasing landscaping and lake view at 608 Sweet Bay Cir, Winter Haven, FL 33884
Condo building exterior with landscaping and walkway at 608 Sweet Bay Cir, Winter Haven, FL 33884
On Market For 2 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1090

  • Year Built

    1985

  • $/SqFt

    $174

Don't miss the opportunity to own this move-in-ready condo in one of Winter Haven’s most desirable communities! KELLER WILLIAMS REALTY SMART 1.

Winterset For Sale $899,000

Two-story house with tile roof, palm trees, and a paved driveway at 2683 Wyndsor Oaks Way, Winter Haven, FL 33884
View Details 64 Photos
Luxury home with tile roof, landscaping, and a large backyard at 2683 Wyndsor Oaks Way, Winter Haven, FL 33884
Elegant entry with double doors, granite flooring, and high ceilings at 2683 Wyndsor Oaks Way, Winter Haven, FL 33884
Spacious living room with high ceilings, fireplace and access to pool area at 2683 Wyndsor Oaks Way, Winter Haven, FL 33884
On Market For 10 Days

  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    3440

  • Year Built

    2002

  • $/SqFt

    $261

Don’t miss this rare opportunity to call 2683 Wyndsor Oaks Way your forever home – schedule your private showing today! RE/MAX HERITAGE PROFESSIONALS.

Winterset For Sale $389,000

Ranch style home with a well-manicured lawn and attached garage at 2062 Katie Ct, Winter Haven, FL 33884
View Details 46 Photos
House with a two car garage and lush green lawn at 2062 Katie Ct, Winter Haven, FL 33884
Front entry with brick walkway and a burgundy door at 2062 Katie Ct, Winter Haven, FL 33884
Spacious living room with hardwood floors and two windows at 2062 Katie Ct, Winter Haven, FL 33884
On Market For 12 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1664

  • Year Built

    1984

  • $/SqFt

    $234

Best of all there is NO HOA! JULIE CLARK REAL ESTATE.

Winterset For Sale $415,000

House exterior featuring a gray garage door, red front door, and landscaped yard at 2024 Kapree Ct, Winter Haven, FL 33884
View Details 47 Photos
Red front door entrance with stone accents and manicured landscaping at 2024 Kapree Ct, Winter Haven, FL 33884
Front entry walkway with red door and stone accents at 2024 Kapree Ct, Winter Haven, FL 33884
Spacious living room with tile floors and neutral color palette at 2024 Kapree Ct, Winter Haven, FL 33884
On Market For 16 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1735

  • Year Built

    1980

  • $/SqFt

    $239

Don't wait, this house won't last long. STAR REALTY OF WINTER HAVEN.

Winterset For Sale $174,900

Spanish style condo building with tile roof and lush landscaping at 2008 Garden Lake Dr # 2008, Winter Haven, FL 33884
View Details 25 Photos
Exterior view of condo with walkway and landscaping at 2008 Garden Lake Dr # 2008, Winter Haven, FL 33884
Entryway with tiled floor and staircase at 2008 Garden Lake Dr # 2008, Winter Haven, FL 33884
Kitchen with stainless steel appliances and tiled floor at 2008 Garden Lake Dr # 2008, Winter Haven, FL 33884
On Market For 34 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1103

  • Year Built

    1988

  • $/SqFt

    $159

Enjoy the condo living with all exterior features maintained through the HOA and direct access to the community amenities (pool, clubhouse, tennis courts, LAKE WINTERSET Access). LOCKHART & ASSOCIATES INC.

Winterset For Sale $210,000

Condo building exterior with walkway and landscaping at 603 Sweet Bay Cir # 603, Winter Haven, FL 33884
View Details 35 Photos
Condo building exterior with walkway and landscaping at 603 Sweet Bay Cir # 603, Winter Haven, FL 33884
Living room with tile floors and sliding glass doors at 603 Sweet Bay Cir # 603, Winter Haven, FL 33884
Bright living room with tile floors and view to kitchen at 603 Sweet Bay Cir # 603, Winter Haven, FL 33884
On Market For 17 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1090

  • Year Built

    1985

  • $/SqFt

    $193

Don't miss the opportunity to make it yours—schedule your showing today! KELLER WILLIAMS REALTY SMART 1.

Winterset For Sale $239,000

Aerial view of lakefront community with lush landscaping and condo buildings at 305 Laurel Cove Way # 305, Winter Haven, FL 33884
View Details 28 Photos
Condo building exterior showcasing lake views and parking at 305 Laurel Cove Way # 305, Winter Haven, FL 33884
Condo building exterior with palm trees and lake view at 305 Laurel Cove Way # 305, Winter Haven, FL 33884
An aerial view showcasing condo buildings, parking, and landscaped grounds at 305 Laurel Cove Way # 305, Winter Haven, FL 33884
On Market For 45 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1096

  • Year Built

    1985

  • $/SqFt

    $218

Buyer to verify all MLS information. RE/MAX VANTAGE.

Winterset Pended $429,000

Reduced By $1,000

Single-story home with stone accents, two-car garage, and well-manicured lawn at 2106 Jonathan Ln, Winter Haven, FL 33884
View Details 70 Photos
Single-story home with stone accents, mature landscaping, and a two-car garage at 2106 Jonathan Ln, Winter Haven, FL 33884
Single-story home with attached garage, mature landscaping, and a large tree in the front yard at 2106 Jonathan Ln, Winter Haven, FL 33884
Relaxing screened-in pool area with brick pavers and lush landscaping at 2106 Jonathan Ln, Winter Haven, FL 33884
On Market For 60 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1801

  • Year Built

    1988

  • $/SqFt

    $238

**Call today for a private showing – this beauty won’t last long! ** https://realestate.febreframeworks.com/videos/01934bd1-b1f3-70c3-b211-523e1de65a83?v=445 FLORIDA EXECUTIVE REALTY.

Winterset For Sale $255,000

Reduced By $5,000

Bright sunroom with sliding glass doors leading to a deck overlooking the water at 1807 Garden Lake Dr # 1807, Winter Haven, FL 33884
View Details 63 Photos
Relaxing sunroom with water views and access to a private deck at 1807 Garden Lake Dr # 1807, Winter Haven, FL 33884
Private deck with water views and access from sunroom at 1807 Garden Lake Dr # 1807, Winter Haven, FL 33884
Aerial view of condo building showcasing waterfront location at 1807 Garden Lake Dr # 1807, Winter Haven, FL 33884
On Market For 71 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1103

  • Year Built

    1986

  • $/SqFt

    $231

Conveniently located near shopping, restaurants, hospitals, medical facilities, and Legoland, this condo offers the finest in waterfront living within Winter Haven’s highly sought-after Winterset community! CENTURY 21 WATSON & MYERS REALTY.

Winterset For Sale $213,000

Aerial view of condo community with lake access at 1710 Garden Lake Dr # 1710, Winter Haven, FL 33884
View Details 21 Photos
Front entrance of condo with landscaping at 1710 Garden Lake Dr # 1710, Winter Haven, FL 33884
Condo entryway with door and screen at 1710 Garden Lake Dr # 1710, Winter Haven, FL 33884
Aerial view of condo overlooking lake at 1710 Garden Lake Dr # 1710, Winter Haven, FL 33884
On Market For 92 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1103

  • Year Built

    1986

  • $/SqFt

    $193

This condo will not last long! LA ROSA REALTY PRESTIGE.

Winterset For Sale $726,000

Reduced By $23,900

Beautiful single-Gathering home with a well-manicured lawn at 2609 Wyndsor Oaks Ct, Winter Haven, FL 33884
View Details 37 Photos
Charming house exterior with a spacious yard at 2609 Wyndsor Oaks Ct, Winter Haven, FL 33884
Inviting home exterior with landscaped walkway, lush greenery, and a welcoming front entrance at 2609 Wyndsor Oaks Ct, Winter Haven, FL 33884
Relaxing pool and spa area with a covered lanai, perfect for outdoor entertaining at 2609 Wyndsor Oaks Ct, Winter Haven, FL 33884
On Market For 93 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    3322

  • Year Built

    2004

  • $/SqFt

    $219

You really must see this property to fully appreciate, so call today for an appointment! THE K TEAM REAL ESTATE SERVICES LLC.

Winterset For Sale $164,900

Aerial view of condo community near the lake at 1706 Garden Lake Dr # 1706, Winter Haven, FL 33884
View Details 30 Photos
Aerial view of community entrance with guardhouse at 1706 Garden Lake Dr # 1706, Winter Haven, FL 33884
Aerial view of waterfront condo with lake view at 1706 Garden Lake Dr # 1706, Winter Haven, FL 33884
Modern kitchen with stainless steel appliances and white cabinets at 1706 Garden Lake Dr # 1706, Winter Haven, FL 33884
On Market For 92 Days

  • Bedrooms

    1

  • Full Bath(s)

    1

  • Sq. Ft.

    828

  • Year Built

    1986

  • $/SqFt

    $199

Welcome home to Winterset Lake, where luxury meets tranquility. KELLER WILLIAMS REALTY SMART 1.

Winterset Pended $174,900

Reduced By $4,100

Exterior view of condo with tile roof, landscaping, and walkway at 2004 Garden Lake Dr # 2004, Winter Haven, FL 33884
View Details 21 Photos
Condo entryway with storage and front door at 2004 Garden Lake Dr # 2004, Winter Haven, FL 33884
Kitchen with light wood cabinets, breakfast bar, and appliances at 2004 Garden Lake Dr # 2004, Winter Haven, FL 33884
Kitchen with island, appliances, and view of living room at 2004 Garden Lake Dr # 2004, Winter Haven, FL 33884
On Market For 69 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1103

  • Year Built

    1988

  • $/SqFt

    $159

Schedule your showing today and experience what lifestyle awaits you! COLDWELL BANKER REALTY.

Winterset For Sale $369,000

Reduced By $16,000

Exterior view of a townhouse community with lush landscaping at 71 Sunset View Dr, Winter Haven, FL 33884
View Details 39 Photos
Community pool area with a large pool, hot tub, and shuffleboard at 71 Sunset View Dr, Winter Haven, FL 33884
Serene backyard with lake view and hanging swing at 71 Sunset View Dr, Winter Haven, FL 33884
Spacious living room with comfortable seating and tile floors at 71 Sunset View Dr, Winter Haven, FL 33884
*POTENTIAL GREAT VALUE
On Market For 114 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1673

  • Year Built

    1990

  • $/SqFt

    $221

Schedule your showing today and start living the lakefront lifestyle you’ve always dreamed of! NEXTHOME NORRIS & COMPANY REALTY.

Winterset For Sale $353,500

Reduced By $56,500

Ranch-style home with gray brick exterior and covered porch at 6750 Winterset Gardens Rd, Winter Haven, FL 33884
View Details 42 Photos
Covered porch with rocking chairs and seating area at 6750 Winterset Gardens Rd, Winter Haven, FL 33884
Covered porch with seating and decorative accents at 6750 Winterset Gardens Rd, Winter Haven, FL 33884
Modern kitchen with gray cabinets, farmhouse sink, and quartz countertops at 6750 Winterset Gardens Rd, Winter Haven, FL 33884
On Market For 151 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1874

  • Year Built

    1972

  • $/SqFt

    $189

Don’t miss your chance to live on Lake Winterset—schedule a showing today! WATSON REALTY CORP..

Winterset For Sale $724,900

Reduced By $45,000

Two-story house with a covered porch and a well-manicured lawn at 2606 Wyndsor Oaks Ct, Winter Haven, FL 33884
View Details 67 Photos
Side view of a charming two-story home with a large green lawn at 2606 Wyndsor Oaks Ct, Winter Haven, FL 33884
Aerial view showcasing a home with pool and detached workshop at 2606 Wyndsor Oaks Ct, Winter Haven, FL 33884
House with a large backyard, showcasing the home's architectural details at 2606 Wyndsor Oaks Ct, Winter Haven, FL 33884
On Market For 174 Days

  • Bedrooms

    5

  • Full Bath(s)

    3

  • Sq. Ft.

    3233

  • Year Built

    2004

  • $/SqFt

    $224

Don't miss your opportunity on this ONE OF A KIND PROPERTY. COLDWELL BANKER REALTY.

Winterset For Sale $369,900

Mint green house with brown roof and green lawn at 15 Winterset Dr, Winter Haven, FL 33884
View Details 51 Photos
Mint green house with brown roof and green lawn at 15 Winterset Dr, Winter Haven, FL 33884
Mint green house partially shaded by tree at 15 Winterset Dr, Winter Haven, FL 33884
Mint green house with driveway and yard at 15 Winterset Dr, Winter Haven, FL 33884
On Market For 181 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1936

  • Year Built

    1960

  • $/SqFt

    $191

Call today for your private showing. CENTURY 21 WATSON & MYERS REALTY.

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Viewing HOMES 1 to 18 of 18

Area Stats

These statistics are updated daily from the My Florida Regional MLS. For further analysis or to obtain statistics not shown below please call EasyStreet Realty at 386-801-4854 and speak with one of our real estate consultants.

Popular Homes

City
Avg Price
Median Price
Available
Distressed
Reduced
Avg DOM
Auburndale
$415,832
$375,900
329
0.9%
47.7%
114

Bartow
$358,151
$331,400
237
1.3%
51.5%
96

Davenport
$510,235
$439,994
1268
1.3%
50.4%
121

Fort Meade
$295,595
$267,450
46
0.0%
65.2%
102

Lakeland
$403,201
$351,000
1119
1.9%
53.5%
97

Mulberry
$401,728
$349,950
94
1.1%
54.3%
110

EasyStreet

Call to Schedule a Showing

(386) 801-4854

(386) 801-4854