19

Winter Haven, FL Short Sale Homes for Sale

Section Image Section Image
  • /15

    $275,000

    • 3 Beds
    • 2 Baths
    • 1,732 Sq Ft

    3180 Country Club Cir, Winter Haven, FL 33881

    Short Sale. BANKRUPTCY SHORT SALE! Located In The Country Walk Community, This 2019 Built Home At 3180 Country Club Cir, Winter Haven, FL 33881 Features The Popular DR Horton Aria Floor Plan Offering 3 Bedrooms, 2 Bathrooms, & 1,672 Sq Ft Of Living Space. This Home Offers an Open Concept Layout With A Spacious Living Area, Split Bedroom Floor Plan, & a Functional Kitchen Overlooking The Main

    Agent Photo

    Jon McCall PA

    DALTON WADE INC

    (863) 250-1507

    3180 Country Club Cir, Winter Haven, FL 33881
  • /20

    $195,000

    • 3 Beds
    • 2 Baths
    • 1,238 Sq Ft

    1109 5th St SW, Winter Haven, FL 33880

    Short Sale. Discover the exceptional potential of this 3-bedroom, 2-bathroom home ideally located in the heart of Winter Haven, offering unbeatable access and flexibility with no HOA restrictions. Positioned just minutes from major highways, shopping centers, dining, and local amenities, this property delivers convenience that’s hard to match. Inside, the home features a spacious living area, an

    Agent Photo

    Carlos DeJesus

    EXIT REALTY 4CORNERS

    (863) 267-9625

    1109 5th St SW, Winter Haven, FL 33880
  • /19

    $220,000 Open Sun 12PM - 3PM

    • 3 Beds
    • 2 Baths
    • 1,242 Sq Ft

    602 Taylor Blvd, Winter Haven, FL 33880

    Short Sale. Welcome to this charming three-bedroom, two-bathroom home, perfectly situated for comfortable living. The inviting open concept layout seamlessly integrates the kitchen, living, and dining areas, adorned with luxury vinyl plank flooring that adds both style and durability. The well-appointed kitchen features beautiful granite countertops, complemented by sleek black appliances, crisp

    David Small KELLER WILLIAMS REALTY SMART 1

    602 Taylor Blvd, Winter Haven, FL 33880
  • /39

    $259,000

    • 4 Beds
    • 2 Baths
    • 1,828 Sq Ft

    3161 Royal Tern Dr, Winter Haven, FL 33881

    Short Sale. One of the most sought-after floor plans, this 4-bedroom, 2-bathroom home boasts numerous charming features and is set on an oversized lot with no rear neighbors and a serene water view. As you enter, you'll find three spacious bedrooms and a modern bathroom. To the left, the inviting, contemporary kitchen showcases a large pantry offering ample storage space. The open dining area

    Krichely Gonzalez Rodriguez KELLER WILLIAMS ADVANTAGE III

    3161 Royal Tern Dr, Winter Haven, FL 33881
  • /20

    $239,900

    • 4 Beds
    • 2 Baths
    • 1,599 Sq Ft

    306 Fern Rd, Winter Haven, FL 33880

    Short Sale. ***SHORT SALE *** BEAUTIFUL HOUSE COMPLETELY REMODELED, stainless steel appliances, wooden cabinets and whole house Laminate flooring.

    Consuelo Zea ZEA REALTY & ASSOCIATES

    306 Fern Rd, Winter Haven, FL 33880
  • /47

    $297,000

    • 4 Beds
    • 2 Baths
    • 1,851 Sq Ft

    1596 Leamington Ln, Winter Haven, FL 33884

    Short Sale. Motivated Sellers- Listing reflects appraisal price for Short Sale - Price is negotiable - Located in the growing Villa Mar community, this Cali floor plan offers 1,828 square feet of modern comfort in a location that blends resort-style amenities with everyday convenience. Residents enjoy a sparkling pool with a second on the way, a playground, and a planned dog park, creating an

    Christian Clay DALTON WADE INC

    1596 Leamington Ln, Winter Haven, FL 33884
  • /7

    $245,000

    • 3 Beds
    • 2 Baths
    • 1,344 Sq Ft

    1540 Avenue C NE, Winter Haven, FL 33881

    Short Sale. Quaint 3/2 home perfect for 1st time homebuyers or could be a great rental property. Contract is contingent upon third party bank approval. Centrally located to major highways and shopping.

    Robert Miller MILLSHIRE REALTY

    1540 Avenue C NE, Winter Haven, FL 33881
  • /49

    $330,000

    • 5 Beds
    • 3 Baths
    • 2,616 Sq Ft

    2005 Carnostie Rd, Winter Haven, FL 33884

    Short Sale. Welcome home to this inviting 5-bedroom, 3-bath family home offering 2,601 sq. ft. of comfortable living on an oversized lot in the sought-after VillaMar community! ? This move-in ready home is priced to sell fast, and the seller is motivated; don’t wait on this one! Step inside and enjoy the spacious, open-concept layout designed with families in mind. The main floor features a

    Sharonda Lawrence ASCENSION REALTY INTERNATIONAL

    2005 Carnostie Rd, Winter Haven, FL 33884
  • /12

    $80,000

    • 3 Beds
    • 2 Baths
    • 1,330 Sq Ft

    333 Lake Howard Dr NW Unit 204C, Winter Haven, FL 33880

    Short Sale. Step into one of the largest units at the vibrant 55+ community of Imperial Harbor in Winter Haven! This spacious 3-bedroom, 2-bath condo also features a bonus room. With three comfortable bedrooms, there’s ample space for guests, a home office, or crafting area. Enjoy an active lifestyle with shuffleboard courts, a well-equipped gym, and a billiard room. The heated pool ensures

    Anthony Giglio REALTY COOPERATIVE

    333 Lake Howard Dr NW Unit 204C, Winter Haven, FL 33880
  • /23

    $350,000

    • 3 Beds
    • 2 Baths
    • 1,604 Sq Ft

    29 Golfview Cir NE, Winter Haven, FL 33881

    Short Sale. We are in the process of getting a short sale approved. So expect delays.Welcome to 29 Golfview Circle NE, a beautifully modernized Winter Haven property offering a rare combination of charm, flexibility, and income-producing potential. The main residence features 3 bedrooms and 2 baths with an open, inviting layout that includes spacious living and dining areas, stainless steel

    Chris Sakamoto MARK SPAIN REAL ESTATE

    29 Golfview Cir NE, Winter Haven, FL 33881
  • /32

    $255,000

    • 3 Beds
    • 2 Baths
    • 1,688 Sq Ft

    440 Kensington View Dr, Winter Haven, FL 33880

    Short Sale. SHORT SALE---Explore the charm of 440 Kensington View Drive in Winter Haven, Florida, a delightful home boasting a private vinyl fenced side and backyard on an oversized corner lot. Step inside to find three bedrooms and two bathrooms, where the primary suite offers serene privacy and comfort. The kitchen is a homeowner’s dream with upgraded granite countertops, complemented by

    Michael Huculak PREFERRED RE BROKERS III

    440 Kensington View Dr, Winter Haven, FL 33880
  • /39

    $299,000

    • 4 Beds
    • 3 Baths
    • 2,332 Sq Ft

    292 Spirit Landings Cir, Winter Haven, FL 33880

    Short Sale. MAKE AN OFFER ON This better than new construction stunning 4-bedroom, 3-bathroom home is just 2 years young and beautifully maintained—ready for you to move right in! Step into a bright and spacious open-concept layout featuring luxury vinyl flooring throughout, soaring high ceilings, and a seamless flow between the living room and kitchen. The kitchen boasts elegant cabinetry, sleek

    Marisol Rivera KELLER WILLIAMS ADVANTAGE III

    292 Spirit Landings Cir, Winter Haven, FL 33880
  • /27

    $300,000

    • 4 Beds
    • 2 Baths
    • 1,829 Sq Ft

    3112 Saint Charles Place, Winter Haven, FL 33884

    Short Sale. Perfect starter home or investment property! Welcome to this 4-bedroom, 2-bathroom residence located in the desirable Orleans community. Built in 2023, this charming corner-lot home offers an open floor plan with a spacious living area, kitchen, and dinette—all featuring easy-to-maintain tile flooring. A sliding glass door leads to the covered lanai, perfect for relaxing or

    Veronica Figueroa EXP REALTY LLC

    3112 Saint Charles Place, Winter Haven, FL 33884
  • /14

    $259,900

    • 3 Beds
    • 2 Baths
    • 1,425 Sq Ft

    4913 Jackson St, Winter Haven, FL 33884

    Short Sale. Short Sale opportunity on a 2023-built 3BR/2BA home offering modern design, open living space, indoor laundry, and a 2-car garage. A rare chance to own newer construction at an affordable price point. Ideal for first-time buyers or investors seeking strong long-term potential. Conveniently located near shopping, dining, and major roadways. Lender approval required.

    Wanda Turner NONA LEGACY POWERED BY LA ROSA

    4913 Jackson St, Winter Haven, FL 33884
  • /19

    $295,000

    • 4 Beds
    • 2 Baths
    • 1,849 Sq Ft

    920 Cambridge Dr, Winter Haven, FL 33881

    Please use showingtime to schedule showings. Call listing agent.

    Briana Willis Global Advantage Realty LLC

    920 Cambridge Dr, Winter Haven, FL 33881
  • /30

    $297,000

    • 4 Beds
    • 2 Baths
    • 1,707 Sq Ft

    296 Spirit Landings Cir, Winter Haven, FL 33880

    Short Sale. Welcome to this stunning new construction home in Winter Haven! This spacious 4-bedroom, 2-bathroom residence offers modern living with energy-efficient features throughout. Enjoy the open feel of tall ceilings and upgraded finishes, including elegant granite countertops and stylish cabinets. The fenced-in backyard provides a private outdoor space perfect for relaxation or

    Taylor Ladd S & D REAL ESTATE SERVICE LLC

    296 Spirit Landings Cir, Winter Haven, FL 33880
  • /7

    $255,000

    • 3 Beds
    • 2 Baths
    • 1,325 Sq Ft

    405 Hickory Ln, Winter Haven, FL 33880

    Short Sale. Finding a 3-bedroom, 2-bathroom home with a 2-car garage in a community with no HOA and no CDD fees that includes lake access is a rare but available opportunity in Florida with this home! This property offers freedom from restrictive covenants and extra monthly fees while providing recreational water access. Come check it out today!

    Susan Brown COLDWELL BANKER REALTY

    405 Hickory Ln, Winter Haven, FL 33880
  • /19

    $249,900

    • 4 Beds
    • 2 Baths
    • 2,225 Sq Ft

    116 Hampden Rd, Winter Haven, FL 33884

    Short Sale. ***THIS IS AN UNAPPROVED SHORT SALE TRANSACTION***Spacious 4/2 with a duplex layout. an impressive 12,000sqft+ lot that includes a covered back patio, nice sized pool, and detached garaged.Property needs new roof, pool work, and a variety of other repairs throughout the property. Tenant occupied. 24hr notice needed

    Brandon Ford TOWER TEAM REALTY, LLC

    116 Hampden Rd, Winter Haven, FL 33884
  • /35

    $400,000

    • 5 Beds
    • 3 Baths
    • 2,579 Sq Ft

    129 Lake Otis Rd, Winter Haven, FL 33884

    Short Sale. This charming home is a diamond in the rough, waiting for the right owner to unlock its full potential. Located in a sought-after neighborhood of picturesque red brick homes, this property offers a unique opportunity for those with vision and ambition. This home is being sold as a short sale, making it an ideal project for those looking to invest in a renovation loan and transform it

    Kelley Vogel Blackburn COLDWELL BANKER REALTY

    129 Lake Otis Rd, Winter Haven, FL 33884

Home Trends in Winter Haven, FL

Housing Trends

Median Sale Price
$292,000
Median Single Family Sale Price
$299,990
Median Townhouse Sale Price
$249,990
Median 2 Bedroom Sale Price
$139,000
Median 1 Bedroom Sale Price
$95,000
Average Price Per Sq Ft
$170
Number of Homes for Sale
880
Last 12 months Home Sales
2,005
Months of Supply
5.30
Median List Price
$308,950
Median Change From 1st List Price
4%
Median Home Sale Price YoY Change
1%
How to Buy a Home How to Finance a Home How to Sell a Home