2 Bedroom homes for sale & real estate in Winter Haven, FL

208 homes

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ABOUT THIS HOME
2 Bedroom Homes for Sale in Winter Haven, FL
Experience the Best of Florida Living! Immerse yourself in the vibrant Floridian lifestyle with this beautifully maintained 2-bedroom, 2-bath manufactured home located in the desirable 55+ Garden Grove Oaks community. Designed for comfort and accessibility, this home features a convenient handicap ramp for easy entry. Step inside to a bright and inviting open-concept living and dining area, seamlessly connected to a modern, upgraded kitchen complete with new cupboards, counters, and a stylish sink—perfect for all your culinary creations. The primary bedroom offers a relaxing retreat, featuring a modern sink added in 2022, while the guest bedroom has been freshly painted to welcome yo

$168,000

2 beds2 baths1,066 sq ft

6015 Grand Oaks Dr SE, Winter Haven, FL 33884

Freshly painted • Roof replaced • Heated swimming pool

ABOUT THIS HOME
2 Bedroom Homes for Sale in Winter Haven, FL
Welcome to your personal haven and next chapter in beautiful Lake Ashton—Central Florida’s premier 55+ active-adult community and home of the LA Travelers, the largest Family Motor Coach Association chapter in the southeastern United States. Designed as both a serene retreat and an ideal travel base, this immaculate home radiates timeless elegance, thoughtful design, and Florida charm. At the rear of the property, a peaceful pond bordered by a massive berm ensures unmatched privacy, while Litchfield Loop remains a quiet street with minimal traffic. The garage floor features a custom epoxy finish, and the two-car side includes a retractable screen door. The RV side—measurin

$599,900

2 beds2 baths1,792 sq ft

3834 Litchfield Loop, Lake Wales, FL 33859

Custom epoxy finish • Workroom • Custom tile flooring

ABOUT THIS HOME
2 Bedroom Homes for Sale in Winter Haven, FL
Fall in love with this 2/2 light and airy, open floor plan home. This home has it all, from its tons of storage , two porches, nice washroom, Home is awaiting its new owners. And located in a beautiful gated community that boost two club houses, two heated pools, fishing, miniature golf, shuffle board plus much more. Call today before it’s gone!

$107,499

2 beds2 baths1,200 sq ft

4250 Cedarwood St, Winter Haven, FL 33880

3,681 sq ft lot • Parking • Community pool

ABOUT THIS HOME
2 Bedroom Homes for Sale in Winter Haven, FL
Beautiful community of Osprey Pointe on Lake Ned. This 2 bedroom/2 bath home is move in ready. Kitchen with stainless steel appliances, granite counter tops, tile flooring, dinette area. The open floor plan is great for entertaining complete with a large screened in porch and extended paver patio area. No rear neighbors. Living room has newer laminate flooring, master bath has ceramic tile, dual sinks, granite counters, large closet. Second bedroom can double as home office. Say good bye to the hassle of lawn care as HOA takes care of that for you. Indulge in the amenities of the community with pool, clubhouse and dock for fishing. Roof installed in 2021. Gutters have been installed. Minute

$249,900

2 beds2 baths1,438 sq ft

3830 Osprey Pointe Cir, Winter Haven, FL 33884

No rear neighbors • Tile flooring • Granite counter tops

ABOUT THIS HOME
2 Bedroom Homes for Sale in Winter Haven, FL
IS THIS FOR REAL? ANOTHER HUGE PRICE DROP! CAN'T BEAT THIS PRICE IN THIS COMMUNITY!!! This is a charming 2-bedroom, 2-bath home in a desirable adult living gated community. This well-kept residence features a spacious master suite with a walk-in shower, a bright and open living area, and a functional kitchen perfect for everyday living. Step outside to a screened-in back porch—ideal for relaxing or entertaining in comfort. Enjoy the many amenities this active community has to offer, including a clubhouse, pool, fitness center, and social activities designed to enhance your lifestyle. Comfort, convenience, and community await you at Vienna Square!

$205,000

2 beds2 baths1,118 sq ft

1224 Vienna Square Dr, Winter Haven, FL 33884

Gated community • Fitness center • Clubhouse

Property at 381 Troon Ct, Winter Haven, FL 33884, 2 beds, 2 baths

$259,900

2 beds2 baths1,600 sq ft

381 Troon Ct, Winter Haven, FL 33884

Property at 769 Avenue Q SE, Winter Haven, FL 33880, 2 beds, 1.5 baths

$209,999

2 beds1.5 baths960 sq ft

769 Avenue Q SE, Winter Haven, FL 33880

Property at 6518 Raintree Ln NE, Winter Haven, FL 33881, 2 beds, 2 baths

$169,900

2 beds2 baths1,525 sq ft

6518 Raintree Ln NE, Winter Haven, FL 33881

Property at 2877 Attwater Loop, Winter Haven, FL 33884, 2 beds, 2 baths

$215,000

2 beds2 baths1,385 sq ft

2877 Attwater Loop, Winter Haven, FL 33884

Property at 2654 Rutledge Ct, Winter Haven, FL 33884, 2 beds, 2 baths

$229,900

2 beds2 baths1,536 sq ft

2654 Rutledge Ct, Winter Haven, FL 33884

Property at 312 Donald Ln, Winter Haven, FL 33880, 2 beds, 2 baths

$219,000

2 beds2 baths840 sq ft

312 Donald Ln, Winter Haven, FL 33880

Property at 2218 Abbey Rd, Winter Haven, FL 33880, 2 beds, 2 baths

$189,900

2 beds2 baths1,252 sq ft

2218 Abbey Rd, Winter Haven, FL 33880

Property at 199 Sweet Cir, Winter Haven, FL 33884, 2 beds, 2 baths

$75,000

2 beds2 baths1,568 sq ft

199 Sweet Cir, Winter Haven, FL 33884

Property at 700 Mirror Ter NW #702, Winter Haven, FL 33881, 2 beds, 2 baths

$118,900

2 beds2 baths1,029 sq ft

700 Mirror Ter NW #702, Winter Haven, FL 33881

Property at 2488 Hartridge Point Dr W, Winter Haven, FL 33881, 2 beds, 2 baths

$189,900

2 beds2 baths1,188 sq ft

2488 Hartridge Point Dr W, Winter Haven, FL 33881

Property at 506 Sweet Bay Cir #506, Winter Haven, FL 33884, 2 beds, 2 baths

$209,900

2 beds2 baths1,090 sq ft

506 Sweet Bay Cir #506, Winter Haven, FL 33884

Property at 802 Magnolia Pl, Winter Haven, FL 33884, 2 beds, 2 baths

$235,000

2 beds2 baths1,012 sq ft

802 Magnolia Pl, Winter Haven, FL 33884

Property at 11 Navel Dr, Winter Haven, FL 33884, 2 beds, 2 baths

$62,000

2 beds2 baths1,215 sq ft

11 Navel Dr, Winter Haven, FL 33884

Property at 1507 Eagle Pond Dr #1507, Winter Haven, FL 33884, 2 beds, 2 baths

$185,000

2 beds2 baths1,017 sq ft

1507 Eagle Pond Dr #1507, Winter Haven, FL 33884

Property at 307 Eagle Pond Dr #307, Winter Haven, FL 33884, 2 beds, 2 baths

$189,977

2 beds2 baths1,017 sq ft

307 Eagle Pond Dr #307, Winter Haven, FL 33884

Property at 4488 Turnberry Ln, Lake Wales, FL 33859, 2 beds, 2 baths

$217,500

2 beds2 baths1,083 sq ft

4488 Turnberry Ln, Lake Wales, FL 33859

Property at 436 Avenue G SE, Winter Haven, FL 33880, 2 beds, 2.5 baths

$210,000

2 beds2.5 baths1,309 sq ft

436 Avenue G SE, Winter Haven, FL 33880

Property at 211 Sweet Cir, Winter Haven, FL 33884, 2 beds, 2 baths

$89,000

2 beds2 baths1,274 sq ft

211 Sweet Cir, Winter Haven, FL 33884

Property at 2014 10th St NW, Winter Haven, FL 33881, 2 beds, 2 baths

$239,900

2 beds2 baths1,229 sq ft

2014 10th St NW, Winter Haven, FL 33881

Property at 601 Avenue U NE, Winter Haven, FL 33881, 2 beds, 1 bath

$200,000

2 beds1 bath1,274 sq ft

601 Avenue U NE, Winter Haven, FL 33881

Property at 2352 Isle Royale Ct SE, Winter Haven, FL 33880, 2 beds, 2.5 baths

$210,000

2 beds2.5 baths1,281 sq ft

2352 Isle Royale Ct SE, Winter Haven, FL 33880

Property at 6420 Jacaranda Ave NE, Winter Haven, FL 33881, 2 beds, 2 baths

$138,000

2 beds2 baths1,012 sq ft

6420 Jacaranda Ave NE, Winter Haven, FL 33881

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 492 Lakeside Ranch Cir, Winter Haven, FL 33881, 2 beds, 2 baths

$208,000

2 beds2 baths1,620 sq ft

492 Lakeside Ranch Cir, Winter Haven, FL 33881

Property at 145 Lake Charlotte Dr W, Winter Haven, FL 33880, 2 beds, 1 bath

$15,900

2 beds1 bath624 sq ft

145 Lake Charlotte Dr W, Winter Haven, FL 33880

Listing provided by Zillow

Property at 3987 Bedford Ave, Winter Haven, FL 33884, 2 beds, 2 baths

$358,000

2 beds2 baths1,817 sq ft

3987 Bedford Ave, Winter Haven, FL 33884

Property at 6239 Knotty Pine Dr SE, Winter Haven, FL 33884, 2 beds, 2 baths

$209,900

2 beds2 baths1,367 sq ft

6239 Knotty Pine Dr SE, Winter Haven, FL 33884

Property at 65 Joppa Dr, Winter Haven, FL 33884, 2 beds, 2 baths

$65,000

2 beds2 baths1,176 sq ft

65 Joppa Dr, Winter Haven, FL 33884

Property at 715 Magnolia Pl, Winter Haven, FL 33884, 2 beds, 2 baths

$230,000

2 beds2 baths1,078 sq ft

715 Magnolia Pl, Winter Haven, FL 33884

Property at 6204 Knotty Pine Dr SE, Winter Haven, FL 33884, 2 beds, 2 baths

$155,000

2 beds2 baths1,014 sq ft

6204 Knotty Pine Dr SE, Winter Haven, FL 33884

Property at 1606 Eagle Pond Dr, Winter Haven, FL 33884, 2 beds, 2 baths

$200,000

2 beds2 baths1,017 sq ft

1606 Eagle Pond Dr, Winter Haven, FL 33884

Property at 825 Avenue X NW, Winter Haven, FL 33881, 2 beds, 1 bath

$190,000

2 beds1 bath894 sq ft

825 Avenue X NW, Winter Haven, FL 33881

Property at 454 San Jose Dr, Winter Haven, FL 33884, 2 beds, 2 baths

$232,000

2 beds2 baths1,667 sq ft

454 San Jose Dr, Winter Haven, FL 33884

Property at 4115 Rolling Oaks Dr, Winter Haven, FL 33880, 2 beds, 2 baths

$125,900

2 beds2 baths1,416 sq ft

4115 Rolling Oaks Dr, Winter Haven, FL 33880

Property at 1100 Martinique Dr #203, Winter Haven, FL 33884, 2 beds, 1 bath

$128,900

2 beds1 bath826 sq ft

1100 Martinique Dr #203, Winter Haven, FL 33884

Property at 1561 Vienna Square Dr, Winter Haven, FL 33884, 2 beds, 2 baths

$225,000

2 beds2 baths1,231 sq ft

1561 Vienna Square Dr, Winter Haven, FL 33884

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Based on information submitted to the MLS GRID as of Sat Nov 29 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.

2 Bedroom Homes for Sale in Winter Haven

There are currently 208 2 bedroom homes in Winter Haven. 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 91 days and receive 1 offers. Popular neighborhoods include Rock Springs Ridge, Traditions, Lake Ashton, Downtown Winter Haven, and Lake Ashton Golf Club. This map is refreshed with the newest listings in Winter Haven every 15 minutes.

In the past month, 105 homes have been sold in Winter Haven. In addition to houses in Winter Haven, there were also 49 condos, 24 townhouses, and 10 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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