Winter Haven, FL homes for sale & real estate

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ABOUT THIS HOME
Winter Haven, FL Homes for Sale
One or more photo(s) has been virtually staged. Affordability meets convenience. Low-maintenance home for ease of care & peace of mind with built in community amenities located along the tranquil shores of Lake Smart. Discover serene living at this charming 2-bedroom, 2-bathroom condo offering stunning sunset water views from its screened lanai. The home has a functional layout, it includes a combination of living & dining area, a large master suite with a walk-in closet, & a sliding glass door towards your comfortable back porch overlooking the canal water view; the kitchen has sufficient space; & there is a large storage room. Enjoy your Florida lifestyle, this welco

$153,000

2 beds2 baths1,073 sq ft

381 Winter Ridge Blvd, Winter Haven, FL 33881

Sunset water views • Walk-in closet • Screened lanai

NEW 57 MINS AGO

ABOUT THIS HOME
Winter Haven, FL Homes for Sale
Welcome to Fairview Village, an active 55+ gated waterfront community in Winter Haven. This charming 2-bedroom home offers peaceful canal and lake views, with private access to the water between Lake Hamilton and Lake Henry—perfect for boating and fishing. The community features a 99-year land lease and a low HOA fee of just $90 per month, which includes water and sewer. Residents enjoy a heated swimming pool with nearby restrooms and changing facilities, well-kept shuffleboard courts, coin laundry, and secure RV/boat storage available for an additional fee. The clubhouse serves as the heart of the community, hosting a full calendar of events such as breakfasts, dinners, bingo, cards,

$62,000

2 beds1 bath248 sq ft

7041 Fairview Village Cir, Winter Haven, FL 33881

Shuffleboard courts • Clubhouse events • Heated swimming pool

NEW 1 HR AGO

ABOUT THIS HOME
Winter Haven, FL Homes for Sale
Welcome to a versatile and well-maintained property in a highly convenient Winter Haven location. This spacious home offers 3 bedrooms and 2 full bathrooms, featuring fresh interior paint and durable tile flooring throughout. Recent improvements include a newer roof, energy-efficient windows, updated flooring, and new plumbing fixtures where needed, including a newly installed tub in one of the bathrooms. Inside, you’ll find a large indoor laundry and storage area that adds everyday functionality and convenience. The property also includes a detached structure with a private entrance, featuring one bedroom and one bathroom. This additional space may be well suited for extended family,

$285,600

4 beds3 baths2,040 sq ft

1201 5th St NE, Winter Haven, FL 33881

Newer roof • Updated flooring • Large indoor laundry

NEW 1 HR AGO

ABOUT THIS HOME
Winter Haven, FL Homes for Sale
Stop looking now!This well kept home is waiting just for you. A nice 3/2 with tile and laminate thorough. This home offers a beautiful back yard with a deck for a peaceful retreat for enjoyment of the lake. Schedule your showing now.

$257,700

3 beds2 baths1,264 sq ft

3723 Imperial Dr, Winter Haven, FL 33880

Back yard • Deck • Lake

NEW 2 HRS AGO

ABOUT THIS HOME
Winter Haven, FL Homes for Sale
This central Florida POOL home is in PRISTINE condition and beckons you to make your showing appointment TODAY! Located in Overlook Ridge in Winter Haven, close to Highway 27 for ease of commutes to Lake Wales or Northward to I4, it is close to all things Central Florida - GOLF, fishing, water sports, LEGOLAND, Bok Tower Gardens, and so much more! A NEW Publix is being erected just outside the community, so it's steps away from shopping, eateries, and places of worship. Energy efficient with SOLAR that is owned, the home is well equipped to enhance your Florida lifestyle. Step inside and you will experience the warmth of a home well maintained and lovingly updated. The kitchen is located

$339,000

3 beds2 baths1,630 sq ft

820 Overlook Grove Dr, Winter Haven, FL 33884

Stainless appliances • Split floor plan • Primary suite

Property at 505 Glad Rd, Winter Haven, FL 33880, 3 beds, 2 baths

$195,000

3 beds2 baths864 sq ft

505 Glad Rd, Winter Haven, FL 33880

Property at 2211 Howard West Ave, Winter Haven, FL 33880, 3 beds, 2 baths

$261,000

3 beds2 baths1,289 sq ft

2211 Howard West Ave, Winter Haven, FL 33880

Property at 2600 Pamela Dr, Winter Haven, FL 33884, 4 beds, 2 baths

$279,000

4 beds2 baths2,250 sq ft

2600 Pamela Dr, Winter Haven, FL 33884

Property at 2158 Lasso Loop, Eagle Lake, FL 33839, 4 beds, 2.5 baths

$274,990

4 beds2.5 baths1,880 sq ft

2158 Lasso Loop, Eagle Lake, FL 33839

Property at 129 Lake Otis Rd SE, Winter Haven, FL 33884, 5 beds, 3 baths

$400,000

5 beds3 baths2,579 sq ft

129 Lake Otis Rd SE, Winter Haven, FL 33884

Property at 4948 Kaia, Winter Haven, FL 33884, 4 beds, 2 baths

$283,490

4 beds2 baths1,665 sq ft

4948 Kaia, Winter Haven, FL 33884

Property at 6011 Country Walk Ln, Winter Haven, FL 33880, 3 beds, 2 baths

$370,000

3 beds2 baths1,728 sq ft

6011 Country Walk Ln, Winter Haven, FL 33880

Property at 341 Sterling Dr, Winter Haven, FL 33884, 4 beds, 3 baths

$415,000

4 beds3 baths2,008 sq ft

341 Sterling Dr, Winter Haven, FL 33884

Property at 3099 Firebrush Ln, Winter Haven, FL 33884, 4 beds, 2 baths

$289,990

4 beds2 baths1,665 sq ft

3099 Firebrush Ln, Winter Haven, FL 33884

Property at 5 Peachtree Ln SE, Winter Haven, FL 33884, 3 beds, 2.5 baths

$499,900

3 beds2.5 baths3,232 sq ft

5 Peachtree Ln SE, Winter Haven, FL 33884

Property at 1477 Lucerne Loop Rd NE, Winter Haven, FL 33881, 4 beds, 2 baths

$270,000

4 beds2 baths1,746 sq ft

1477 Lucerne Loop Rd NE, Winter Haven, FL 33881

Property at 6667 Briarhill Dr NE, Winter Haven, FL 33881, 2 beds, 2 baths

$140,000

2 beds2 baths1,144 sq ft

6667 Briarhill Dr NE, Winter Haven, FL 33881

Property at 4189 Limerick Dr, Lake Wales, FL 33859, 2 beds, 2 baths

$559,000

2 beds2 baths2,227 sq ft

4189 Limerick Dr, Lake Wales, FL 33859

Property at 4081 Dunmore Dr, Lake Wales, FL 33859, 3 beds, 2 baths

$405,000

3 beds2 baths2,027 sq ft

4081 Dunmore Dr, Lake Wales, FL 33859

Property at 3102 Elm St, Winter Haven, FL 33881, 3 beds, 2 baths

$215,000

3 beds2 baths1,288 sq ft

3102 Elm St, Winter Haven, FL 33881

Property at 6644 Princeton Dr NE, Winter Haven, FL 33881, 2 beds, 2 baths

$129,900

2 beds2 baths1,296 sq ft

6644 Princeton Dr NE, Winter Haven, FL 33881

Property at 100 EL Camino Dr #111, Winter Haven, FL 33884, 1 bed, 1 bath

$80,000

1 bed1 bath931 sq ft

100 EL Camino Dr #111, Winter Haven, FL 33884

Property at 1390 10th Ct NE, Winter Haven, FL 33881, 3 beds, 2 baths

$230,000

3 beds2 baths1,302 sq ft

1390 10th Ct NE, Winter Haven, FL 33881

Property at 4105 Limerick Dr, Lake Wales, FL 33859, 3 beds, 3 baths

$535,000

3 beds3 baths2,371 sq ft

4105 Limerick Dr, Lake Wales, FL 33859

Property at 1620 Linz Ct, Winter Haven, FL 33884, 2 beds, 2 baths

$229,000

2 beds2 baths1,329 sq ft

1620 Linz Ct, Winter Haven, FL 33884

Property at 3865 Osprey Pointe Cir, Winter Haven, FL 33884, 3 beds, 2 baths

$250,000

3 beds2 baths1,603 sq ft

3865 Osprey Pointe Cir, Winter Haven, FL 33884

Property at 5543 Taverna, Winter Haven, FL 33884, 3 beds, 2 baths

$278,990

3 beds2 baths1,504 sq ft

5543 Taverna, Winter Haven, FL 33884

Property at 180 Lake Smart Cir, Winter Haven, FL 33881, 3 beds, 2 baths

$345,000

3 beds2 baths1,677 sq ft

180 Lake Smart Cir, Winter Haven, FL 33881

Property at 6236 Knotty Pine Dr SE, Winter Haven, FL 33884, 2 beds, 2 baths

$165,000

2 beds2 baths1,369 sq ft

6236 Knotty Pine Dr SE, Winter Haven, FL 33884

Property at 149 Summer View Cir, Winter Haven, FL 33880, 3 beds, 1 bath

$239,000

3 beds1 bath915 sq ft

149 Summer View Cir, Winter Haven, FL 33880

Property at 1338 Deepwater Cir, Eagle Lake, FL 33839, 4 beds, 2.5 baths

$295,000

4 beds2.5 baths1,870 sq ft

1338 Deepwater Cir, Eagle Lake, FL 33839

Property at 4193 Limerick Dr, Lake Wales, FL 33859, 3 beds, 3 baths

$465,000

3 beds3 baths2,639 sq ft

4193 Limerick Dr, Lake Wales, FL 33859

Property at 4016 Dunmore Dr, Lake Wales, FL 33859, 3 beds, 2 baths

$379,900

3 beds2 baths2,120 sq ft

4016 Dunmore Dr, Lake Wales, FL 33859

Property at 4577 Back Nine Dr, Winter Haven, FL 33884, 3 beds, 2 baths

$375,900

3 beds2 baths1,918 sq ft

4577 Back Nine Dr, Winter Haven, FL 33884

Property at 5020 Old Lucerne Park Rd, Winter Haven, FL 33881, 3 beds, 2 baths

$412,000

3 beds2 baths1,762 sq ft

5020 Old Lucerne Park Rd, Winter Haven, FL 33881

Property at 2274 Firestone Pl, Winter Haven, FL 33884, 2 beds, 2 baths

$192,500

2 beds2 baths1,410 sq ft

2274 Firestone Pl, Winter Haven, FL 33884

Property at 2901 Plantation Rd, Winter Haven, FL 33884, 3 beds, 2.5 baths

$409,000

3 beds2.5 baths2,148 sq ft

2901 Plantation Rd, Winter Haven, FL 33884

Property at 4319 Cherrywood St, Winter Haven, FL 33880, 2 beds, 2 baths

$74,900

2 beds2 baths1,488 sq ft

4319 Cherrywood St, Winter Haven, FL 33880

Property at 4068 Stone Creek Loop, Lake Wales, FL 33859, 3 beds, 2 baths

$495,000

3 beds2 baths2,064 sq ft

4068 Stone Creek Loop, Lake Wales, FL 33859

Property at 411 Avenue A SE, Winter Haven, FL 33880, 2 beds, 1 bath

$215,000

2 beds1 bath1,240 sq ft

411 Avenue A SE, Winter Haven, FL 33880

Property at 3888 Giorgio Dr, Winter Haven, FL 33884, 3 beds, 2 baths

$278,396

3 beds2 baths1,483 sq ft

3888 Giorgio Dr, Winter Haven, FL 33884

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Based on information submitted to the MLS GRID as of Thu Jan 08 2026. All data is obtained from various sources and may not have been verified by 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.

Average home prices near Winter Haven, FL

Cities

Neighborhoods
Zip Codes

Rock Springs Ridge homes for sale
$589,000
Eloise Woods homes for sale
$264,950
Caribe Cove homes for sale
$229,900
Garden Grove homes for sale
$127,400
Traditions homes for sale
$299,500
Orchid Springs homes for sale
$225,000
Lake Ashton homes for sale
$412,000
Vienna Square homes for sale
$280,000
Downtown Winter Haven homes for sale
$249,500
Lake Ashton Golf Club homes for sale
$389,900

Winter Haven, FL real estate trends

All Home Types trends in Winter Haven, FL

Median Sale Price
# of Homes Sold
Median Days on Market

All Home Types

Median Sale Price (All Home Types)

$311,000

+6.9% YoY | Nov 2025

1 year
3 year
5 year

Based on Redfin calculations of home data from MLS and/or public records.

Location

Data

Nov 2025

Growth

% YoY

Winter Haven, FL

$311,000

+6.9%

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