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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 5417.

13 Results

Winterset Winter Haven Florida Homes For Sale

Winterset For Sale $849,000

Reduced By $16,000

Stunning home with a manicured lawn, lush landscaping, and a grand entrance with palm trees, bushes and inviting walkway at 2660 Wyndsor Oaks Way, Winter Haven, FL 33884
View Details 41 Photos
Elegant home with beautiful landscaping, vibrant green lawn, manicured bushes and decorative trees surrounding the entrance at 2660 Wyndsor Oaks Way, Winter Haven, FL 33884
Aerial view of a luxury home with a pool, well-maintained landscaping, and a large driveway for multiple vehicles at 2660 Wyndsor Oaks Way, Winter Haven, FL 33884
Charming front entrance with beautifully landscaped bushes and palm trees, and glass doors leading to luxury inside at 2660 Wyndsor Oaks Way, Winter Haven, FL 33884
On Market For 30 Days

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    3633

  • Year Built

    2005

  • $/SqFt

    $234

This home is the complete package — elegant, functional, and perfect for entertaining. Schedule your private showing today! LPT REALTY, LLC.

Winterset For Sale $270,000

Stunning aerial view of waterfront townhomes with tile roofs, lush landscaping, and private garages near a tranquil lake at 804 Magnolia Pl # 804, Winter Haven, FL 33884
View Details 39 Photos
Aerial view of waterfront townhomes featuring tile roofs, private garages, and lush greenery along a picturesque lakefront at 804 Magnolia Pl # 804, Winter Haven, FL 33884
Expansive waterfront view at sunset with palm trees and grassy field in the foreground at 804 Magnolia Pl # 804, Winter Haven, FL 33884
Inviting front entrance with a white door and stylish architectural window detail at 804 Magnolia Pl # 804, Winter Haven, FL 33884
On Market For 40 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1012

  • Year Built

    1987

  • $/SqFt

    $267

Make an appointment to view this beautiful home soon so you can see everything this home and community have to offer. KLINE REAL ESTATE SERVICES.

Winterset Pended $359,000

Reduced By $3,000

Charming home featuring a red tile roof, a well-manicured lawn, and a private garage, under a clear blue sky at 71 Sunset View Dr # 71, Winter Haven, FL 33884
View Details 37 Photos
Tranquil backyard view with rocking chairs facing a serene lake, lush greenery, and palm trees at 71 Sunset View Dr # 71, Winter Haven, FL 33884
Breathtaking aerial view of lakefront homes with mature trees and lush green lawns stretching towards the shimmering water at 71 Sunset View Dr # 71, Winter Haven, FL 33884
Cozy living room featuring plush sofas, decorative rug, and open layout flowing into the dining area at 71 Sunset View Dr # 71, Winter Haven, FL 33884
*POTENTIAL GREAT VALUE
On Market For 44 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1673

  • Year Built

    1990

  • $/SqFt

    $215

Schedule a private tour today and start your next chapter by the water. Close to shopping and restaurants. REMAX EXPERTS.

Winterset For Sale $550,000

Charming single-story home with a lush front yard and mature trees providing shade on a sunny day at 6754 Winterset Gardens Rd, Winter Haven, FL 33884
View Details 79 Photos
Spacious living room with wood beam vaulted ceilings, and cozy fireplace, and stylish decor at 6754 Winterset Gardens Rd, Winter Haven, FL 33884
Inviting living room with vaulted ceilings, stylish beams, and a view of the kitchen and fireplace at 6754 Winterset Gardens Rd, Winter Haven, FL 33884
Comfortable living room featuring vaulted ceilings, wood beams, and a cozy seating arrangement at 6754 Winterset Gardens Rd, Winter Haven, FL 33884
*POTENTIAL GREAT VALUE
On Market For 69 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    3876

  • Year Built

    1981

  • $/SqFt

    $142

Don't miss the opportunity to own this home, CALL US TODAY! ASSOCIATE REALTY.

Winterset For Sale $169,900

Reduced By $20,000

Inviting condo exterior with well-maintained landscaping and a charming walkway to the entrance at 404 Laurel Cove Way # 404, Winter Haven, FL 33884
View Details 45 Photos
Condo entrance featuring two white doors, neutral wall textures, and a welcoming outdoor rug at 404 Laurel Cove Way # 404, Winter Haven, FL 33884
Bright and spacious living room with tiled floors, ceiling fan, and sliding glass doors offering scenic views at 404 Laurel Cove Way # 404, Winter Haven, FL 33884
Cozy living room with tiled floor, ceiling fan, and screened porch entrance with natural light at 404 Laurel Cove Way # 404, Winter Haven, FL 33884
On Market For 88 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1090

  • Year Built

    1985

  • $/SqFt

    $156

Located in the heart of the Florida Peninsula, with lots of lakes, or just over an hour’s drive to the Gulf or Atlantic beaches, Tampa & Orlando for airports, shopping, entertainment and more. Schedule your showing today! COLDWELL BANKER REALTY.

Winterset For Sale $749,900

Charming single-story home featuring a red tile roof, manicured lawn, and arched entryway at 105 Wyndham Dr, Winter Haven, FL 33884
View Details 54 Photos
Inviting single-story home featuring a well-manicured lawn, vibrant landscaping, and a terracotta-tiled roof at 105 Wyndham Dr, Winter Haven, FL 33884
Attractive home with arched entryway, double doors, beautiful landscaping, and well-maintained lawn at 105 Wyndham Dr, Winter Haven, FL 33884
A wide shot showcases a lovely home with a green lawn and mature landscaping beneath a partly cloudy sky at 105 Wyndham Dr, Winter Haven, FL 33884
On Market For 108 Days

  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    2591

  • Year Built

    1998

  • $/SqFt

    $289

The other side of the home has a wonderful kitchen with Stainless steel appliances, including double convection ovens - built-in oven and microwave, family room with fireplace, two guest rooms separated by a Jack-and-Jill full bath, and a laundry room leading to the garage, which has a wall of built-in storage, and a Tesla charger outlet. COLDWELL BANKER REALTY.

Winterset For Sale $1,299,000

Luxury home on the lake with private dock and spacious backyard at 2682 Wyndsor Oaks Pl, Winter Haven, FL 33884
View Details 65 Photos
Two-story house with a large driveway and lush landscaping at 2682 Wyndsor Oaks Pl, Winter Haven, FL 33884
Inviting front entrance with a brick walkway and lush landscaping at 2682 Wyndsor Oaks Pl, Winter Haven, FL 33884
Relaxing pool area with a screened enclosure and brick patio at 2682 Wyndsor Oaks Pl, Winter Haven, FL 33884
On Market For 122 Days

  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    4070

  • Year Built

    2004

  • $/SqFt

    $319

*

EXP REALTY LLC.

Winterset For Sale $149,900

Reduced By $40,000

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 115 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1090

  • Year Built

    1985

  • $/SqFt

    $138

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 $849,000

Reduced By $50,000

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 134 Days

  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    3440

  • Year Built

    2002

  • $/SqFt

    $247

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 $167,900

Reduced By $42,100

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 139 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1090

  • Year Built

    1985

  • $/SqFt

    $154

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

Winterset For Sale $199,900

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 214 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1103

  • Year Built

    1986

  • $/SqFt

    $181

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

Winterset For Sale $343,500

Reduced By $66,500

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 274 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1874

  • Year Built

    1972

  • $/SqFt

    $183

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

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 303 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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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 5417 and speak with one of our real estate consultants.

Popular Homes

City
Avg Price
Median Price
Available
Distressed
Reduced
Avg DOM
Auburndale
$428,032
$375,709
293
2.4%
53.9%
124

Bartow
$364,980
$326,745
256
0.8%
62.9%
85

Davenport
$499,726
$437,490
1454
2.0%
53.3%
118

Fort Meade
$315,285
$265,000
53
3.8%
62.3%
106

Lakeland
$424,348
$354,900
1201
2.2%
53.5%
89

Mulberry
$383,603
$349,900
107
3.7%
49.5%
106

EasyStreet

Call to Schedule a Showing

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