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

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ABOUT THIS HOME
2 Bedroom Homes for Sale in Winter Haven, FL
PRICE REDUCTION!! Discover this stunning lakefront gem on Lake Dexter—a peaceful 166-acre lake in southeast Winter Haven, accessible only through private community ramps. Perfect for fishing, waterskiing, or simply cruising, Lake Dexter has something for everyone. Located in the highly sought-after Lake Dexter Moorings Community, residents enjoy a sparkling community pool and private boat ramp. This beautifully maintained 2BD/2BA home is move-in ready with numerous recent updates, including a new roof (2022), modern water treatment system, and backup generator for peace of mind. The spacious kitchen features gorgeous cabinetry and newer appliances, while the cozy living room invites y

$295,000

2 beds2 baths1,691 sq ft

1452 Grand Cayman Cir, Winter Haven, FL 33884

Screened patio • Community pool • New roof

ABOUT THIS HOME
2 Bedroom Homes for Sale in Winter Haven, FL
WOW! THIS SPACIOUS 2 BEDROOM, 2 BATH CONDO HAS SENSATIONAL VIEWS OF THE LAGOON, GARDENS AND FOUNTAIN OUT BACK. ORCHID SPRINGS IS KNOWN FOR BEING A TROPICAL OASIS THAT BACKS UP TO A PRESERVE WITH ALL KINDS OF WILDLIFE THAT YOU CAN WATCH FROM THE WALL OF WINDOWS IN YOUR FL. ROOM. A GREAT PLACE TO HAVE YOUR MORNING COFFEE OR A GLASS OF WINE IN THE LATE AFTERNOON. THE FOUNTAIN OUTSIDE YOUR BACK WINDOWS IS ILLUMINATED AT NIGHT AND IS JUST BEAUTIFUL. THE SELLER SAYS SHE SOMETIMES OPENS HER WINDOW IN THE PRIMARY BED RM. SO SHE CAN LISTEN TO THE SOUND OF THE WATER THAT IS SO PEACEFUL AND RELAXING. A PERFECT WINTER HOME OR A FULL TIME RESIDENCY. THE CONDO IS A SPLIT PLAN FOR ADDED PRIVACY. EACH BEDR

$118,900

2 beds2 baths1,378 sq ft

200 EL Camino Dr #202, Winter Haven, FL 33884

Wildlife preserve • Illuminated fountain • Community pool

ABOUT THIS HOME
2 Bedroom Homes for Sale in Winter Haven, FL
Attention investors and those looking for a great deal! Seize a truly unique opportunity to own two homes for the price of one. This property includes a single-family home with 2 bedrooms and 1 bathroom address 215 10th Wahneta St W Winter Haven FL, as well as a single-wide mobile home from 1988 with 2 bedrooms and 1 bathroom address 213 10th Wahneta St W Winter Haven FL 33880. The single-family & Mobile home needs Lot's TLC but has great potential. It could be perfect for someone willing to put in some work or an investor looking to flip or rent it out. Also included on the property is a detached garage offering an extra 480 square feet of storage space. This unique setup offers fle

$163,700

2 beds1 bath800 sq ft

215 10th Wahneta St W, Winter Haven, FL 33880

Detached garage • 0.28 acre lot • Built 1962

ABOUT THIS HOME
2 Bedroom Homes for Sale in Winter Haven, FL
Charming 2-bedroom, 2-bath condo in a serene 55+ community nestled near a peaceful lake. Enjoy scenic views, spacious living areas, and convenient amenities designed for comfort and relaxation. Perfect for enjoying a peaceful, active lifestyle. .

$115,000

2 beds2 baths1,114 sq ft

333 Lake Howard Dr NW Unit 201C, Winter Haven, FL 33880

$404 HOA • Community pool • Built 1973

NEW CONSTRUCTION

ABOUT THIS HOME
2 Bedroom Homes for Sale in Winter Haven, FL
NEW CONSTRUCTION! This brand-new single-story, two bedroom, two bath Villa is located in Vienna Square, a 55+ gated community in Winter Haven. Live a low maintenance lifestyle with tranquil views from your screened lanai which is accessible from the villa’s open floor plan. This villa features a two car garage, paver driveway, granite counter tops, shaker cabinets, new Whirlpool appliances, Delta fixtures, designer lighting, inside laundry and more. In the owners retreat, there is a walk-in closet and tiled walk-in shower. The guest bathroom has a tub/shower combo. Lawn maintenance and most exterior maintenance are included in the monthly HOA dues, along with Spectrum basic cable/inte

$259,000

2 beds2 baths1,164 sq ft

1703 Linz Ct, Cypress Gardens, FL 33884

Open floor plan • Tiled walk-in shower • Walk-in closet

Property at 2284 Firestone Pl, Winter Haven, FL 33884, 2 beds, 2 baths

$230,000

2 beds2 baths1,164 sq ft

2284 Firestone Pl, Winter Haven, FL 33884

Property at 470 Village Cir SW, Winter Haven, FL 33880, 2 beds, 2 baths

$134,900

2 beds2 baths1,128 sq ft

470 Village Cir SW, Winter Haven, FL 33880

Property at 9 Ann Way W Unit ANN009, Winter Haven, FL 33880, 2 beds, 1 bath

$9,900

2 beds1 bath672 sq ft

9 Ann Way W Unit ANN009, Winter Haven, FL 33880

Listing provided by Zillow

Property at 6719 Canterbury Dr NE, Winter Haven, FL 33881, 2 beds, 2 baths

$134,500

2 beds2 baths1,056 sq ft

6719 Canterbury Dr NE, Winter Haven, FL 33881

Property at 100 EL Camino Dr #102, Winter Haven, FL 33884, 2 beds, 2 baths

$92,000

2 beds2 baths1,361 sq ft

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

Property at 422 Lakeside Ranch Cir, Winter Haven, FL 33881, 2 beds, 2 baths

$145,000

2 beds2 baths1,152 sq ft

422 Lakeside Ranch Cir, Winter Haven, FL 33881

Property at 683 Broadmoor Cir #683, Winter Haven, FL 33884, 2 beds, 2 baths

$215,000

2 beds2 baths1,139 sq ft

683 Broadmoor Cir #683, Winter Haven, FL 33884

Property at 508 Lakeside Ranch Way, Winter Haven, FL 33881, 2 beds, 2 baths

$88,000

2 beds2 baths1,128 sq ft

508 Lakeside Ranch Way, Winter Haven, FL 33881

Property at 17 Kendra Ct, Winter Haven, FL 33880, 2 beds, 2 baths

$125,000

2 beds2 baths960 sq ft

17 Kendra Ct, Winter Haven, FL 33880

Property at 2348 Isle Royale Ct SE, Winter Haven, FL 33880, 2 beds, 2.5 baths

$224,900

2 beds2.5 baths1,281 sq ft

2348 Isle Royale Ct SE, Winter Haven, FL 33880

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 4240 Dunmore Dr, Lake Wales, FL 33859, 2 beds, 2 baths

$550,000

2 beds2 baths1,771 sq ft

4240 Dunmore Dr, Lake Wales, FL 33859

Property at 7005 Fairview Village Cir, Winter Haven, FL 33881, 2 beds, 2 baths

$80,000

2 beds2 baths765 sq ft

7005 Fairview Village Cir, Winter Haven, FL 33881

Property at 4105 Oak Dr, Winter Haven, FL 33881, 2 beds, 1 bath

$258,000

2 beds1 bath1,253 sq ft

4105 Oak Dr, Winter Haven, FL 33881

Property at 1663 W Lake Cannon Dr NW, Winter Haven, FL 33881, 2 beds, 2 baths

$281,500

2 beds2 baths1,850 sq ft

1663 W Lake Cannon Dr NW, Winter Haven, FL 33881

Property at 6308 Bayberry Blvd NE, Winter Haven, FL 33881, 2 beds, 2 baths

$163,900

2 beds2 baths1,152 sq ft

6308 Bayberry Blvd NE, Winter Haven, FL 33881

Property at 29 Charles Dr E Unit CHA029, Winter Haven, FL 33880, 2 beds, 1 bath

$7,500

2 beds1 bath784 sq ft

29 Charles Dr E Unit CHA029, Winter Haven, FL 33880

Listing provided by Zillow

Property at 5850 Cypress Gardens Blvd #304, Winter Haven, FL 33884, 2 beds, 1.5 baths

$174,000

2 beds1.5 baths1,332 sq ft

5850 Cypress Gardens Blvd #304, Winter Haven, FL 33884

Property at 4343 Cherrywood St, Winter Haven, FL 33880, 2 beds, 2 baths

$119,000

2 beds2 baths1,152 sq ft

4343 Cherrywood St, Winter Haven, FL 33880

Property at 4161 Rolling Oaks Dr, Winter Haven, FL 33880, 2 beds, 2 baths

$120,000

2 beds2 baths1,104 sq ft

4161 Rolling Oaks Dr, Winter Haven, FL 33880

Property at 2825 Attwater Loop, Winter Haven, FL 33884, 2 beds, 2 baths

$233,000

2 beds2 baths1,385 sq ft

2825 Attwater Loop, Winter Haven, FL 33884

Property at 105 Laura Dr Unit LAU105, Winter Haven, FL 33880, 2 beds, 1 bath

$16,000

2 beds1 bath672 sq ft

105 Laura Dr Unit LAU105, Winter Haven, FL 33880

Listing provided by Zillow

Property at 121 Bass Cir #121, Winter Haven, FL 33881, 2 beds, 1 bath

$39,900

2 beds1 bath832 sq ft

121 Bass Cir #121, Winter Haven, FL 33881

Listing provided by Zillow

Property at 6461 Hollyberry Ln NE, Winter Haven, FL 33881, 2 beds, 2 baths

$168,500

2 beds2 baths1,344 sq ft

6461 Hollyberry Ln NE, Winter Haven, FL 33881

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

Property at 4908 Rosewood St, Winter Haven, FL 33880, 2 beds, 2 baths

$118,000

2 beds2 baths1,056 sq ft

4908 Rosewood St, Winter Haven, FL 33880

Property at 20 Lake Charlotte Dr E, Winter Haven, FL 33880, 2 beds, 2 baths

$12,900

2 beds2 baths672 sq ft

20 Lake Charlotte Dr E, Winter Haven, FL 33880

Listing provided by Zillow

Property at 1710 Garden Lake Dr #1710, Winter Haven, FL 33884, 2 beds, 2 baths

$163,000

2 beds2 baths1,103 sq ft

1710 Garden Lake Dr #1710, Winter Haven, FL 33884

Property at 134 Lake Hazel Dr, Winter Haven, FL 33884, 2 beds, 2 baths

$99,900

2 beds2 baths1,352 sq ft

134 Lake Hazel Dr, Winter Haven, FL 33884

Property at 1039 Medinah Dr, Winter Haven, FL 33884, 2 beds, 2 baths

$219,900

2 beds2 baths1,278 sq ft

1039 Medinah Dr, Winter Haven, FL 33884

Property at 4432 Waterford Dr, Lake Wales, FL 33859, 2 beds, 2 baths

$284,900

2 beds2 baths1,605 sq ft

4432 Waterford Dr, Lake Wales, FL 33859

Property at 1100 Martinique Dr #208, Winter Haven, FL 33884, 2 beds, 2 baths

$107,731

2 beds2 baths1,024 sq ft

1100 Martinique Dr #208, Winter Haven, FL 33884

Property at 94 Bass Cir #94, Winter Haven, FL 33881, 2 beds, 1 bath

$37,900

2 beds1 bath728 sq ft

94 Bass Cir #94, Winter Haven, FL 33881

Listing provided by Zillow

Property at 4321 Cherrywood St, Winter Haven, FL 33880, 2 beds, 2 baths

$121,900

2 beds2 baths1,488 sq ft

4321 Cherrywood St, Winter Haven, FL 33880

Property at 68 Ann Way E Unit ANN068, Winter Haven, FL 33880, 2 beds, 1 bath

$10,900

2 beds1 bath672 sq ft

68 Ann Way E Unit ANN068, Winter Haven, FL 33880

Listing provided by Zillow

Property at 4119 Rolling Oaks Dr, Winter Haven, FL 33880, 2 beds, 2 baths

$124,000

2 beds2 baths1,364 sq ft

4119 Rolling Oaks Dr, Winter Haven, FL 33880

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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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