Pending Listings in Winter Haven, FL

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PENDING

ABOUT THIS HOME
Pending Listing in Winter Haven, FL:
This cozy home offers a warm and inviting layout, perfect for anyone who prefers comfort and easy living. It features a functional floor plan with a modern kitchen, bright bedrooms, and low-maintenance spaces that make everyday life simple. Ideally located near US-27, US-17, SR-540, and with quick access to I-4, you’re just a short drive from Orlando, Tampa, Disney, Legoland, lakes, parks, shopping centers, and restaurants. A great choice for buyers seeking a charming home in a well-connected and growing area of Winter Haven.

$230,000

3 beds2 baths1,268 sq ft

2893 Whispering Trails Dr, Winter Haven, FL 33884

Quick access to i-4 • Near us-17 • Near us-27

PENDING

ABOUT THIS HOME
Pending Listing in Winter Haven, FL:
Under contract-accepting backup offers. Fantastic investment opportunity. New metal roof November 2023. Home needs everything else. Three bedrooms and one and a half bathrooms. POOL HOME. QUARTER ACRE LOT. ONE CAR GARAGE. Strong comparable sales in the area. One and a half miles to POLK STATE COLLEGE. Less than three miles to WINTER HAVEN HOSPITAL. Contact for additional details.

$170,000

3 beds1 bath1,232 sq ft

245 16th St NE, Winter Haven, FL 33881

New metal roof • One car garage • Quarter acre lot

PENDING

ABOUT THIS HOME
Pending Listing in Winter Haven, FL:
Under contract-accepting backup offers. Welcome to Fairview Village, an active 55+ gated waterfront community in Winter Haven. This charming 1-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. Recent updates include a new metal roof with a rubber overlay installed in 2025, along with an electric water heater approximately 5–6 years old, providing added value and peace of mind. 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,

$35,000

1 bed1 bath385 sq ft

7045 Fairview Village Cir, Winter Haven, FL 33881

Shuffleboard courts • Clubhouse events • Heated swimming pool

PENDING

ABOUT THIS HOME
Pending Listing in Winter Haven, FL:
Under contract-accepting backup offers. Welcome home to this lovely move in ready home in beautiful Lakeside Landings, Winter Haven Florida offering nature trails, community pool, playground and more! You'll appreciate the open floor plan, large kitchen island with all appliances included that opens to a spacious living space perfect for entertaining! When your busy day is over, relax in your large primary ensuite offering a stand up shower and double vanity. A covered lanai and inside laundry room with washer and dryer included. Close to the attractions, medical, restaurants, shopping and more.

$264,900

3 beds2 baths1,711 sq ft

6191 Grey Heron Dr, Winter Haven, FL 33881

Large kitchen island • Community pool • Covered lanai

PENDING

ABOUT THIS HOME
Pending Listing in Winter Haven, FL:
Under contract-accepting backup offers. Turnkey and completely remodeled home featuring quartz countertops, new flooring, and fresh interior and exterior paint. The kitchen includes brand-new cabinets with stainless steel microwave and dishwasher. Convenient washer and dryer hookups and a spacious fenced yard, perfect for outdoor activities or pets. Enjoy the freedom of no HOA and no CDD, offering low ownership costs and flexibility. Ideal for first-time homebuyers or investors seeking a move-in-ready property with solid rental potential. Located just 1.5 miles from Downtown Winter Haven and 6.5 miles from LEGOLAND Florida Resort, with easy access to the Winter Haven Chain of Lakes, shoppin

$215,000

3 beds2 baths1,190 sq ft

319 Avenue P NE, Winter Haven, FL 33881

Quartz countertops • Brand-new cabinets • New flooring

Property at 136 Kings Pond Ave, Winter Haven, FL 33880, 2 beds, 2 baths

$227,000

2 beds2 baths1,025 sq ft

136 Kings Pond Ave, Winter Haven, FL 33880

Property at 1579 Vienna Square Dr, Winter Haven, FL 33884, 2 beds, 2 baths

$228,900

2 beds2 baths1,391 sq ft

1579 Vienna Square Dr, Winter Haven, FL 33884

Property at 728 Santa Maria Dr, Winter Haven, FL 33884, 4 beds, 2.5 baths

$450,000

4 beds2.5 baths2,104 sq ft

728 Santa Maria Dr, Winter Haven, FL 33884

Property at 5029 River Lake Rd, Winter Haven, FL 33884, 3 beds, 2 baths

$389,900

3 beds2 baths1,721 sq ft

5029 River Lake Rd, Winter Haven, FL 33884

Property at 5762 County Road 542, Winter Haven, FL 33880

$425,000

0 beds— baths2,592 sq ft

5762 County Road 542, Winter Haven, FL 33880

Property at 5850 Red Fox Dr, Winter Haven, FL 33884, 2 beds, 2 baths

$125,000

2 beds2 baths1,056 sq ft

5850 Red Fox Dr, Winter Haven, FL 33884

Property at 841 Sun Ridge Village Dr, Winter Haven, FL 33880, 4 beds, 2 baths

$279,900

4 beds2 baths2,108 sq ft

841 Sun Ridge Village Dr, Winter Haven, FL 33880

Property at 200 EL Camino Dr #101, Winter Haven, FL 33884, 3 beds, 2.5 baths

$164,900

3 beds2.5 baths1,617 sq ft

200 EL Camino Dr #101, Winter Haven, FL 33884

Property at 1301 Hidden Creek Ct, Winter Haven, FL 33880, 3 beds, 2 baths

$525,000

3 beds2 baths2,278 sq ft

1301 Hidden Creek Ct, Winter Haven, FL 33880

Property at 4077 Rolling Oaks Dr, Winter Haven, FL 33880, 2 beds, 2 baths

$110,000

2 beds2 baths1,176 sq ft

4077 Rolling Oaks Dr, Winter Haven, FL 33880

Property at 1120 30th St NW, Winter Haven, FL 33881, 4 beds, 1 bath

$189,990

4 beds1 bath1,002 sq ft

1120 30th St NW, Winter Haven, FL 33881

Property at 1716 Pebble Beach St, Winter Haven, FL 33881, 3 beds, 2 baths

$299,900

3 beds2 baths1,857 sq ft

1716 Pebble Beach St, Winter Haven, FL 33881

Property at 2146 Chris Dr, Winter Haven, FL 33884, 4 beds, 2.5 baths

$280,000

4 beds2.5 baths1,880 sq ft

2146 Chris Dr, Winter Haven, FL 33884

Property at 1516 S Lake Howard Dr, Winter Haven, FL 33880, 4 beds, 2.5 baths

$750,000

4 beds2.5 baths2,885 sq ft

1516 S Lake Howard Dr, Winter Haven, FL 33880

Property at 905 Hillside Ct S, Winter Haven, FL 33881, 3 beds, 2 baths

$384,999

3 beds2 baths2,077 sq ft

905 Hillside Ct S, Winter Haven, FL 33881

Property at 926 28th St NW, Winter Haven, FL 33881, 4 beds, 2 baths

$205,000

4 beds2 baths1,614 sq ft

926 28th St NW, Winter Haven, FL 33881

Property at 3926 Warbler Dr, Winter Haven, FL 33880, 3 beds, 2 baths

$269,900

3 beds2 baths1,636 sq ft

3926 Warbler Dr, Winter Haven, FL 33880

Property at 606 Kings Ln SW, Winter Haven, FL 33880, 3 beds, 2 baths

$265,000

3 beds2 baths1,067 sq ft

606 Kings Ln SW, Winter Haven, FL 33880

Property at 2780 W Lake Hamilton Dr, Winter Haven, FL 33881, 4 beds, 3 baths

$610,000

4 beds3 baths2,586 sq ft

2780 W Lake Hamilton Dr, Winter Haven, FL 33881

Property at 663 Avenue J NW, Winter Haven, FL 33881, 4 beds, 3 baths

$350,000

4 beds3 baths2,027 sq ft

663 Avenue J NW, Winter Haven, FL 33881

Property at 6707 Winterset Gardens Rd, Winter Haven, FL 33884, 3 beds, 2.5 baths

$699,900

3 beds2.5 baths2,002 sq ft

6707 Winterset Gardens Rd, Winter Haven, FL 33884

Property at 232 Spirit Landings Cir, Winter Haven, FL 33880, 3 beds, 2 baths

$279,000

3 beds2 baths1,546 sq ft

232 Spirit Landings Cir, Winter Haven, FL 33880

Property at 3199 Spirit Lake Rd, Winter Haven, FL 33880, 7 beds, 7.5 baths

$1,250,000

7 beds7.5 baths7,352 sq ft

3199 Spirit Lake Rd, Winter Haven, FL 33880

Property at 4601 Magnolia Preserve Loop, Winter Haven, FL 33880, 3 beds, 2 baths

$239,900

3 beds2 baths1,184 sq ft

4601 Magnolia Preserve Loop, Winter Haven, FL 33880

Property at 1987 8th St SE, Winter Haven, FL 33880, 3 beds, 3 baths

$235,000

3 beds3 baths2,363 sq ft

1987 8th St SE, Winter Haven, FL 33880

Property at 4020 Cypress Lndg S, Winter Haven, FL 33884, 3 beds, 2 baths

$259,900

3 beds2 baths1,675 sq ft

4020 Cypress Lndg S, Winter Haven, FL 33884

Property at 435 Lanham Dr, Winter Haven, FL 33881, 4 beds, 2 baths

$314,500

4 beds2 baths1,847 sq ft

435 Lanham Dr, Winter Haven, FL 33881

Property at 950 N Lake Otis Dr SE, Winter Haven, FL 33880, 4 beds, 4.5 baths

$2,250,000

4 beds4.5 baths5,178 sq ft

950 N Lake Otis Dr SE, Winter Haven, FL 33880

Property at 2429 Avenue B SW Unit A/B, Winter Haven, FL 33880, 4 beds, 2 baths

$285,000

4 beds2 baths1,828 sq ft

2429 Avenue B SW Unit A/B, Winter Haven, FL 33880

Property at 1122 Cypress Pt W, Winter Haven, FL 33884, 3 beds, 2.5 baths

$440,000

3 beds2.5 baths2,248 sq ft

1122 Cypress Pt W, Winter Haven, FL 33884

Property at 1550 Avenue C NE, Winter Haven, FL 33881, 4 beds, 2 baths

$260,000

4 beds2 baths1,900 sq ft

1550 Avenue C NE, Winter Haven, FL 33881

Property at 399 Sunfish Dr, Winter Haven, FL 33881, 4 beds, 2 baths

$320,000

4 beds2 baths1,941 sq ft

399 Sunfish Dr, Winter Haven, FL 33881

Property at 3307 Fox Ridge Dr, Winter Haven, FL 33884, 4 beds, 2 baths

$250,000

4 beds2 baths1,253 sq ft

3307 Fox Ridge Dr, Winter Haven, FL 33884

Property at 2813 Winterset Park, Winter Haven, FL 33884, 3 beds, 2 baths

$389,900

3 beds2 baths1,849 sq ft

2813 Winterset Park, Winter Haven, FL 33884

Property at 4412 Turnberry Ln, Lake Wales, FL 33859, 2 beds, 2 baths

$205,000

2 beds2 baths1,047 sq ft

4412 Turnberry Ln, Lake Wales, FL 33859

Property at 1841 Wallace Manor Ln, Winter Haven, FL 33880, 3 beds, 2 baths

$243,900

3 beds2 baths1,184 sq ft

1841 Wallace Manor Ln, Winter Haven, FL 33880

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Based on information submitted to the MLS GRID as of Mon Dec 15 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.

Pending Listings in Winter Haven

There are currently 248 pending listings for sale in Winter Haven at a median listing price of $313K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Winter Haven stay on the market for 100 days and receive 1 offers. Popular neighborhoods include Rock Springs Ridge, Caribe Cove, Orchid Springs, Lake Ashton, and Downtown Winter Haven. This map is refreshed with the newest listings in Winter Haven every 15 minutes.

In the past month, 74 homes have been sold in Winter Haven. In addition to houses in Winter Haven, there were also 47 condos, 23 townhouses, and 8 multi-family units for sale in Winter Haven last month. Winter Haven is a minimally walkable city in Polk County with a Walk Score of 25. Winter Haven is home to approximately 34,907 people and 22,420 jobs. Find your dream home in Winter Haven using the tools above. Use filters to narrow your search by price, square feet, beds, and baths to find homes that fit your criteria. Our top-rated real estate agents in Winter Haven are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Winter Haven. Our Winter Haven real estate stats and trends will give you more information about home buying and selling trends in Winter Haven. If you're looking to sell your home in the Winter Haven area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Winter Haven with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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