Pending Listings in Winter Haven, FL

236 homes

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PENDING3D WALKTHROUGH

ABOUT THIS HOME
Pending Listing in Winter Haven, FL:
Under Construction. BELOW MARKET INTEREST RATES with use of Sellers Preferred Lender. Prepare to be impressed by the Gabriela, a stunning two-story 5-bedroom, 3.5-bathroom home with a 3-car tandem garage. The inviting exterior and professionally designed landscaping exudes curb appeal. Once you're inside, you'll find a den space and half bathroom off the foyer, offering a private office or flex space. A secluded guest suite with a walk-in closet is also conveniently located on the first floor. The kitchen overlooks the open living and dining areas, seamlessly connecting to the lanai, creating the perfect layout for the Floridian lifestyle. With luxury vinyl plank flooring throughout the fir

$436,175

5 beds3.5 baths3,182 sq ft

5358 San Pietro Dr, Winter Haven, FL 33884

Quartz countertops • Secluded guest suite • Lanai

PENDING

ABOUT THIS HOME
Pending Listing in Winter Haven, FL:
Under Construction. BELOW MARKET INTEREST RATES with use of Seller's Preferred Lender. Meet the Esperanza, a single-story, multi-generational home designed for modern living with flexibility and comfort. This 4-bedroom, 3-bathroom, 2-car garage home features a separate multi-gen suite with its own bathroom and kitchenette, ideal for extended family or guests. The spacious layout offers distinct areas for gathering and relaxing, including an open-concept living and dining space paired with a thoughtfully designed kitchen featuring quartz countertops, stainless steel appliances, and smart home technology for everyday convenience. With smart design and stylish touches throughout, the Esperanza

$369,999

4 beds3 baths2,292 sq ft

5465 San Pietro Dr, Winter Haven, FL 33884

Quartz countertops • Open concept living • 5,500 sq ft lot

PENDING

ABOUT THIS HOME
Pending Listing in Winter Haven, FL:
Under Construction. Welcome to Ashton Covey in Winter Haven! Discover the ultimate Florida lifestyle in this stunning community. Perfectly situated just off US Highway 27, your new home offers seamless access to work, outdoor recreation, shopping, dining, and more. Imagine being less than 15 minutes from Downtown Winter Haven, where charming local shops and restaurants await your exploration. Plus, you're just 5 miles from public lake access at Lake Daisy, ideal for a day of boating, paddle boarding, and enjoying the water. The Lynn Haven single-family home lives up to expectations. Relax on the long front porch. Inside, flex space makes an ideal den. The foyer leads to the open famil

$425,000

5 beds3 baths2,907 sq ft

1912 Quail Fields Cir, Winter Haven, FL 33884

Public lake access • Gourmet kitchen • Seamless access

PENDINGVIDEO TOUR

ABOUT THIS HOME
Pending Listing in Winter Haven, FL:
Under contract-accepting backup offers. Under Construction. New construction home with 2587 square feet two-story including 4 bedrooms with loft, 3.5 baths, and an open living area. Enjoy an open kitchen with Quartz countertops, Samsung steel appliances, a walk-in pantry, and a spacious island, fully open to the dining café and gathering room. The living area, laundry room, and baths include luxury wood vinyl plank flooring, with stain-resistant carpet in the bedrooms. Your owner's suite is complete with a walk-in wardrobe and a private en-suite bath with dual vanities, and a tiled shower. Bedrooms 3 and 4 share a jack-and-Jill bathroom. Plus, enjoy a 2-car garage, custom-fit window

$340,900

4 beds3.5 baths2,587 sq ft

5120 Sylas Jax Ave, Cypress Gardens, FL 33884

Spacious island • Quartz countertops • Open kitchen

PENDING

ABOUT THIS HOME
Pending Listing in Winter Haven, FL:
Welcome to Ashton Covey in Winter Haven! Discover the ultimate Florida lifestyle in this stunning community. Perfectly situated just off US Highway 27, your new home offers seamless access to work, outdoor recreation, shopping, dining, and more. Imagine being less than 15 minutes from Downtown Winter Haven, where charming local shops and restaurants await your exploration. Plus, you're just 5 miles from public lake access at Lake Daisy, ideal for a day of boating, paddle boarding, and enjoying the water. The Sandalwood single-family villa sets the standard for main level luxury. A convenient family entry welcomes you inside to unmatched space and style. A full bath sits between 2 bedrooms,

$460,675

4 beds3 baths2,551 sq ft

1731 Upland Ln, Winter Haven, FL 33884

7,140 sq ft lot • 3 garage spots • Built 2025

Property at 1603 Covey Rise Ter, Winter Haven, FL 33884, 4 beds, 3 baths

$383,260

4 beds3 baths2,344 sq ft

1603 Covey Rise Ter, Winter Haven, FL 33884

Property at 1029 Harold Pass, Winter Haven, FL 33884, 5 beds, 3 baths

$327,990

5 beds3 baths2,451 sq ft

1029 Harold Pass, Winter Haven, FL 33884

Property at 4932 Kaia Ave, Winter Haven, FL 33884, 4 beds, 2 baths

$277,990

4 beds2 baths1,665 sq ft

4932 Kaia Ave, Winter Haven, FL 33884

Property at 3869 Giorgio Dr, Winter Haven, FL 33884, 4 beds, 2 baths

$303,240

4 beds2 baths1,840 sq ft

3869 Giorgio Dr, Winter Haven, FL 33884

Property at 5480 San Pietro Dr, Winter Haven, FL 33884, 4 beds, 3 baths

$373,999

4 beds3 baths2,292 sq ft

5480 San Pietro Dr, Winter Haven, FL 33884

Property at 3916 Giorgio Dr, Winter Haven, FL 33884, 3 beds, 2 baths

$261,000

3 beds2 baths1,269 sq ft

3916 Giorgio Dr, Winter Haven, FL 33884

Property at 5131 Kinsley Dr, Lake Wales, FL 33884, 4 beds, 3 baths

$349,950

4 beds3 baths2,077 sq ft

5131 Kinsley Dr, Lake Wales, FL 33884

Property at 5540 Taverna Loop, Cypress Gardens, FL 33884, 5 beds, 3 baths

$344,999

5 beds3 baths2,470 sq ft

5540 Taverna Loop, Cypress Gardens, FL 33884

Property at 6505 Domizio Dr, Winter Haven, FL 33884, 3 beds, 2.5 baths

$265,990

3 beds2.5 baths1,848 sq ft

6505 Domizio Dr, Winter Haven, FL 33884

Property at 227 Turtle Bay Ave, Winter Haven, FL 33881, 3 beds, 2.5 baths

$244,990

3 beds2.5 baths1,604 sq ft

227 Turtle Bay Ave, Winter Haven, FL 33881

Property at 4603 Linda Dr, Lake Wales, FL 33859, 3 beds, 2.5 baths

$260,990

3 beds2.5 baths1,463 sq ft

4603 Linda Dr, Lake Wales, FL 33859

Property at 5516 Taverna Loop, Cypress Gardens, FL 33884, 4 beds, 2.5 baths

$304,999

4 beds2.5 baths2,039 sq ft

5516 Taverna Loop, Cypress Gardens, FL 33884

Property at 4423 Blackwell Ave, Lake Wales, FL 33859, 4 beds, 2 baths

$328,990

4 beds2 baths1,828 sq ft

4423 Blackwell Ave, Lake Wales, FL 33859

Property at 959 Lunar Ln, Winter Haven, FL 33884, 3 beds, 2 baths

$309,532

3 beds2 baths1,730 sq ft

959 Lunar Ln, Winter Haven, FL 33884

Property at 3163 Laurel Oak Ln, Winter Haven, FL 33884, 4 beds, 2 baths

$316,900

4 beds2 baths2,005 sq ft

3163 Laurel Oak Ln, Winter Haven, FL 33884

Property at 2739 San Marco Way, Winter Haven, FL 33884, 4 beds, 2.5 baths

$321,990

4 beds2.5 baths2,068 sq ft

2739 San Marco Way, Winter Haven, FL 33884

Property at 2803 San Marco Way, Winter Haven, FL 33884, 4 beds, 3 baths

$362,990

4 beds3 baths2,298 sq ft

2803 San Marco Way, Winter Haven, FL 33884

Property at 4977 Kaia Ave, Cypress Gardens, FL 33884, 4 beds, 2.5 baths

$338,445

4 beds2.5 baths2,340 sq ft

4977 Kaia Ave, Cypress Gardens, FL 33884

Property at 5035 Abigail Dr, Lake Wales, FL 33859, 3 beds, 2 baths

$256,338

3 beds2 baths1,407 sq ft

5035 Abigail Dr, Lake Wales, FL 33859

Property at 1791 White Elephant Loop, Winter Haven, FL 33884, 4 beds, 2 baths

$358,900

4 beds2 baths1,863 sq ft

1791 White Elephant Loop, Winter Haven, FL 33884

Property at 1787 White Elephant Loop, Winter Haven, FL 33884, 3 beds, 2 baths

$298,900

3 beds2 baths1,526 sq ft

1787 White Elephant Loop, Winter Haven, FL 33884

Property at 2799 San Marco Way, Winter Haven, FL 33884, 4 beds, 2.5 baths

$349,990

4 beds2.5 baths2,068 sq ft

2799 San Marco Way, Winter Haven, FL 33884

Property at 1051 Macon Rd, Winter Haven, FL 33884

$50,000

— beds— baths— sq ft

1051 Macon Rd, Winter Haven, FL 33884

Property at 100 Hwy 17 N, Winter Haven, FL 33880

$2,100,000

— beds— baths— sq ft

100 Hwy 17 N, Winter Haven, FL 33880

Property at US Hwy 540 W, Winter Haven, FL 33880

$1,250,000

— beds— baths— sq ft

US Hwy 540 W, Winter Haven, FL 33880

Property at 233 W Central Ave, Winter Haven, FL 33880

$950,000

— beds— baths— sq ft

233 W Central Ave, Winter Haven, FL 33880

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Based on information submitted to the MLS GRID as of Thu Dec 18 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 236 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 9 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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