Winter Haven, FL homes for sale & real estate

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ABOUT THIS HOME
Winter Haven, FL Homes for Sale
WELCOME HOME TO YOUR 2-BEDROOM 2-BATH CONDO IN BEAUTIFUL ORCHID SPRINGS! IMAGINE ENJOYING YOUR MORNING COFFEE IN THE FLORIDA ROOM AS YOU TAKE IN THE PEACEFUL VIEWS OF LUSH GREENERY, A SERENE LAGOON, AND A GENTLY FLOWING FOUNTAIN. THE SPACIOUS 1,378 SQ. FT. CONDO FEATURES A SPLIT FLOOR PLAN, WALK-IN CLOSETS IN BOTH BEDROOMS, AND AN EN-SUITE BATH IN THE PRIMARY. LOCATED IN THE SOUGHT-AFTER ORCHID SPRINGS, THE COMMUNITY OFFERS A POOL, CLUBHOUSE, AND ASSIGNED PARKING, RIGHT OUTSIDE YOUR FRONT DOOR. THE BUILDING HAS BEEN RE-PLUMBED, AND A NEW ROOF HAS BEEN INSTALLED RECENTLY. CONVENIENTLY LOCATED CLOSE TO LEGOLAND, SHOPPING, DINING, AND BOTH FLORIDA COASTS. THIS IS THE PERFECT WINTER ESCAPE, OR

$115,000

2 beds2 baths1,378 sq ft

200 EL Camino Dr #102, Winter Haven, FL 33884

Split floor plan • Florida room • Peaceful views

ABOUT THIS HOME
Winter Haven, FL Homes for Sale
Better than new! Completely Remodeled! This 3 bedroom 2 bath home has been completely remodeled, to include a new a/c, new water heater, a beautiful new kitchen, new flooring, new lights & fixtures, and new paint, and the roof was replaced in 2023.

$329,900

3 beds2 baths1,506 sq ft

4747 Mandolin Loop, Winter Haven, FL 33884

New kitchen • Completely remodeled • New flooring

ABOUT THIS HOME
Winter Haven, FL Homes for Sale
Discover a duplex with real potential in the heart of Winter Haven. Positioned within walking distance of hospitals, grocery stores, and everyday conveniences, and just minutes from downtown and the Chain of Lakes, this property sits in a high-demand corridor ideal for investors who want a property that can start producing quickly. Inside, you’ll find a bright and comfortable living space that connects to a functional kitchen with ample cabinet and counter room. The bedrooms are well-sized and flexible, and the full bathroom plus extra storage adds everyday practicality. The home also features an updated electrical panel and a carport with an additional garage structure that creates o

$240,000

4 beds2 baths1,593 sq ft

229 NE Avenue B, Winter Haven, FL 33881

Generous lot • Walking distance • Carport

3D WALKTHROUGH

ABOUT THIS HOME
Winter Haven, FL Homes for Sale
One or more photo(s) has been virtually staged. PRICED TO SELL ! Great INVESTMENT opportunity in the desirable community of Winter Haven. This near-new home 2022 build is ideally situated for both comfort and convenience. This modern property offers 3 bedroom , 2 full baths and an additional bonus room perfect for an office, playroom, gym, or extra living space. Must see, do not look any further. Freshly painted throughout, kitchen is fully equipped with modern appliances and a functional countertop and updated finishing touches. The laundry room is already equipped. This home sits on a large 5,663 sq ft lot, offering plenty of outdoor space for entertaining and relaxing. Nearby Attractions

$284,000

3 beds2.5 baths1,629 sq ft

2302 Brassie Ct, Winter Haven, FL 33884

Modern property • Large outdoor space • Nearby attractions

3D WALKTHROUGH

ABOUT THIS HOME
Winter Haven, FL Homes for Sale
Welcome to this beautifully updated home that blends modern upgrades with everyday comfort. Featuring 3 spacious bedrooms and 2 full bathrooms, this property has been thoughtfully refreshed inside and out: Brand new roof (2025) for peace of mind, Fresh interior and exterior paint (2025 & 2024), New carpet (2025) on stairs/bedrooms upstairs/closet under stairs, Updated kitchen (2024) with built-in seating and storage – perfect for family meals or entertaining, Built-out attic for additional storage space Enjoy outdoor living with a screened-in back patio overlooking a large backyard, ideal for gatherings, gardening, or play. Pet owners will love the dog washing station, while

$274,900

3 beds2 baths1,472 sq ft

110 Brad Cir, Winter Haven, FL 33880

Built-out attic • New carpet • Updated kitchen

Property at 1552 Covey Rise Ter, Winter Haven, FL 33884, 4 beds, 3 baths

$576,990

4 beds3 baths2,551 sq ft

1552 Covey Rise Ter, Winter Haven, FL 33884

Property at 273 Mariposa, Winter Haven, FL 33884, 3 beds, 2 baths

$294,000

3 beds2 baths1,966 sq ft

273 Mariposa, Winter Haven, FL 33884

Property at 1548 Covey Rise Ter, Cypress Gardens, FL 33884, 3 beds, 2 baths

$535,990

3 beds2 baths2,021 sq ft

1548 Covey Rise Ter, Cypress Gardens, FL 33884

Property at 1917 Quail Fields Cir, Winter Haven, FL 33884, 3 beds, 2 baths

$313,990

3 beds2 baths1,549 sq ft

1917 Quail Fields Cir, Winter Haven, FL 33884

Property at 1913 Quail Fields Cir, Winter Haven, FL 33884, 3 beds, 2 baths

$335,990

3 beds2 baths2,021 sq ft

1913 Quail Fields Cir, Winter Haven, FL 33884

Property at 6320 Grove Pointe Dr SE, Winter Haven, FL 33884, 2 beds, 2 baths

$175,000

2 beds2 baths1,040 sq ft

6320 Grove Pointe Dr SE, Winter Haven, FL 33884

Property at 1864 Emily Dr, Winter Haven, FL 33884, 4 beds, 2 baths

$299,000

4 beds2 baths1,836 sq ft

1864 Emily Dr, Winter Haven, FL 33884

Property at 4048 Phoenician Way, Winter Haven, FL 33884, 3 beds, 2 baths

$475,000

3 beds2 baths2,354 sq ft

4048 Phoenician Way, Winter Haven, FL 33884

Property at 3971 Island Lakes Dr, Winter Haven, FL 33881, 3 beds, 2 baths

$499,900

3 beds2 baths2,023 sq ft

3971 Island Lakes Dr, Winter Haven, FL 33881

Property at 239 Krenson Bay Loop, Winter Haven, FL 33881, 3 beds, 2 baths

$299,999

3 beds2 baths1,526 sq ft

239 Krenson Bay Loop, Winter Haven, FL 33881

Property at 4016 Carteret Dr, Winter Haven, FL 33884, 4 beds, 3 baths

$421,900

4 beds3 baths1,927 sq ft

4016 Carteret Dr, Winter Haven, FL 33884

Property at 516 Lake Dexter Blvd, Winter Haven, FL 33884, 2 beds, 2 baths

$259,000

2 beds2 baths1,131 sq ft

516 Lake Dexter Blvd, Winter Haven, FL 33884

Property at 157 Lake Roy Dr, Winter Haven, FL 33884, 5 beds, 4 baths

$919,000

5 beds4 baths3,839 sq ft

157 Lake Roy Dr, Winter Haven, FL 33884

Property at 316 Lochen Cir SE, Winter Haven, FL 33884, 5 beds, 3.5 baths

$689,900

5 beds3.5 baths3,503 sq ft

316 Lochen Cir SE, Winter Haven, FL 33884

Property at 2739 Rutledge Ct, Winter Haven, FL 33884, 3 beds, 2 baths

$229,800

3 beds2 baths1,419 sq ft

2739 Rutledge Ct, Winter Haven, FL 33884

Property at 4970 Mandolin Ct, Winter Haven, FL 33884, 4 beds, 2 baths

$389,000

4 beds2 baths1,749 sq ft

4970 Mandolin Ct, Winter Haven, FL 33884

(877) 366-2213

Property at 379 Winter Ridge Blvd #379, Winter Haven, FL 33881, 2 beds, 2 baths

$167,990

2 beds2 baths1,073 sq ft

379 Winter Ridge Blvd #379, Winter Haven, FL 33881

Property at 1821 Fruitland Park Cir, Eagle Lake, FL 33839, 2 beds, 1 bath

$150,000

2 beds1 bath728 sq ft

1821 Fruitland Park Cir, Eagle Lake, FL 33839

Property at 6734 Kensington Dr NE, Winter Haven, FL 33881, 2 beds, 2 baths

$120,000

2 beds2 baths960 sq ft

6734 Kensington Dr NE, Winter Haven, FL 33881

Property at 666 Avenue B SW, Winter Haven, FL 33880, 3 beds, 2 baths

$315,000

3 beds2 baths1,251 sq ft

666 Avenue B SW, Winter Haven, FL 33880

Property at 151 1st St, Winter Haven, FL 33880, 3 beds, 2 baths

$265,000

3 beds2 baths1,259 sq ft

151 1st St, Winter Haven, FL 33880

Property at 3131 Totem Rd, Eagle Lake, FL 33839, 5 beds, 2.5 baths

$336,490

5 beds2.5 baths2,326 sq ft

3131 Totem Rd, Eagle Lake, FL 33839

Property at 108 Lake Sears Dr, Winter Haven, FL 33880, 3 beds, 2 baths

$375,000

3 beds2 baths1,688 sq ft

108 Lake Sears Dr, Winter Haven, FL 33880

Property at 3817 Osprey Pointe Cir, Winter Haven, FL 33884, 3 beds, 2 baths

$285,000

3 beds2 baths1,729 sq ft

3817 Osprey Pointe Cir, Winter Haven, FL 33884

Property at 5580 State Road 542 W, Winter Haven, FL 33880, 4 beds, 3 baths

$240,000

4 beds3 baths2,174 sq ft

5580 State Road 542 W, Winter Haven, FL 33880

Property at 306 Fern Rd, Winter Haven, FL 33880, 4 beds, 2 baths

$259,900

4 beds2 baths1,599 sq ft

306 Fern Rd, Winter Haven, FL 33880

Property at 3201 Oak Tree Ln, Winter Haven, FL 33884, 3 beds, 2 baths

$264,900

3 beds2 baths1,376 sq ft

3201 Oak Tree Ln, Winter Haven, FL 33884

Property at 2500 21st St NW #47, Winter Haven, FL 33881, 2 beds, 2.5 baths

$190,000

2 beds2.5 baths1,229 sq ft

2500 21st St NW #47, Winter Haven, FL 33881

Property at 6315 Grove Pointe Dr SE, Winter Haven, FL 33884, 2 beds, 2 baths

$165,000

2 beds2 baths1,248 sq ft

6315 Grove Pointe Dr SE, Winter Haven, FL 33884

Property at 4172 Dunmore Dr, Lake Wales, FL 33859, 3 beds, 2 baths

$580,000

3 beds2 baths2,284 sq ft

4172 Dunmore Dr, Lake Wales, FL 33859

Property at 4497 Strathmore Dr, Lake Wales, FL 33859, 3 beds, 2 baths

$419,000

3 beds2 baths2,312 sq ft

4497 Strathmore Dr, Lake Wales, FL 33859

Property at 700 Mirror Ter NW #505, Winter Haven, FL 33881, 2 beds, 2 baths

$139,400

2 beds2 baths1,190 sq ft

700 Mirror Ter NW #505, Winter Haven, FL 33881

Property at 168 Morning Glory Cir, Winter Haven, FL 33884, 3 beds, 2 baths

$387,500

3 beds2 baths1,894 sq ft

168 Morning Glory Cir, Winter Haven, FL 33884

Property at 1989 Carnostie Rd, Winter Haven, FL 33884, 4 beds, 2 baths

$359,000

4 beds2 baths1,892 sq ft

1989 Carnostie Rd, Winter Haven, FL 33884

Property at 4017 Rolling Oaks Dr, Winter Haven, FL 33880, 2 beds, 2 baths

$135,000

2 beds2 baths1,056 sq ft

4017 Rolling Oaks Dr, Winter Haven, FL 33880

Property at 200 Black Skimmer Ln, Winter Haven, FL 33880, 3 beds, 2 baths

$285,000

3 beds2 baths1,265 sq ft

200 Black Skimmer Ln, Winter Haven, FL 33880

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Based on information submitted to the MLS GRID as of Mon Dec 22 2025. 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
$600,000
Eloise Woods homes for sale
$264,500
Caribe Cove homes for sale
$220,000
Garden Grove homes for sale
$129,895
Traditions homes for sale
$299,000
Orchid Springs homes for sale
$205,000
Lake Ashton homes for sale
$430,450
Lake Howard homes for sale
$192,500
Downtown Winter Haven homes for sale
$249,000
Lake Ashton Golf Club homes for sale
$385,000

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)

$310,690

+6.8% 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

$310,690

+6.8%

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