19

Winter Haven, FL Short Sale Homes for Sale

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  • /49

    $335,000

    • 4 Beds
    • 2 Baths
    • 2,223 Sq Ft

    31 Lake Link Cir SE, Winter Haven, FL 33884

    Short Sale. Welcome Home to Comfort, Charm, and Endless Possibilities!Don’t miss the opportunity to own this spacious 4-bedroom, 2-bathroom home with over 2,200 square feet of living space—PLUS a converted garage that adds even more flexibility to your floor plan! Thoughtfully maintained and tastefully updated, this home offers a unique blend of modern upgrades and classic charm, all set

    Katie Sweet WATSON REALTY CORP.

    31 Lake Link Cir SE, 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
  • /52

    $310,000

    • 3 Beds
    • 2 Baths
    • 1,792 Sq Ft

    620 Jaxson Blvd, Winter Haven, FL 33880

    Short Sale. SHORT SALE IS SUBJECT TO LENDERS APPROVAL.This well-maintained residence offers a functional split floor plan, ideal for both everyday living and entertaining. The open-concept kitchen and living area provide a bright, welcoming atmosphere. Step outside to a large, fully fenced backyard—perfect for family gatherings, pets, or future outdoor projects. Located within a secure gated

    Marissa Hipp COLDWELL BANKER REALTY

    620 Jaxson Blvd, Winter Haven, FL 33880
  • /5

    $270,000

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

    1104 Star Ruby Ln, Winter Haven, FL 33880

    Short Sale. Spacious Cali model featuring 4 bedrooms and 2 baths. The home is located within the Squires Grove community of Winter Haven. The home features 4 spacious bedrooms. The open concept kitchen is great for entertaining with family and friends. The home also features an attached 2 car garage. The home is being sold in as is condition.This home is being sold through the short sale

    Jesse Carriedo REALTYCITY INC

    1104 Star Ruby Ln, Winter Haven, FL 33880
  • /44

    $270,000

    • 3 Beds
    • 2 Baths
    • 1,698 Sq Ft

    136 Krenson Bay Loop, Winter Haven, FL 33881

    Short Sale. PRICE REDUCED—MOTIVATED SELLER! Nestled in the desirable gated community of Krenson Bay, this well-maintained 3-bedroom, 2-bathroom home is move-in ready and waiting for you! Offering 1,720 sq. ft. of thoughtfully designed living space, this home blends comfort, style, and energy efficiency—built by Adams Homes to help keep utility costs low. Step inside to all-tile flooring, with

    Lori Edwards COLDWELL BANKER REALTY

    136 Krenson Bay Loop, Winter Haven, FL 33881
  • /51

    $289,900

    • 3 Beds
    • 2 Baths
    • 1,500 Sq Ft

    300 Lake Smart Cir, Winter Haven, FL 33881

    Short Sale. Price must be approved by the bank. Short Sale-Welcome to this beautiful 3-bedroom, 2-bathroom single-family home featuring a spacious two-car garage and a relaxing screened-in patio. Nestled in a desirable community with a private fishing pier, this home is perfect for outdoor enthusiasts. Plus, a public boat ramp is conveniently located just across the street, providing easy access

    Brandy Duncan COLDWELL BANKER REALTY

    300 Lake Smart Cir, Winter Haven, FL 33881
  • /44

    $319,900

    • 3 Beds
    • 2 Baths
    • 1,860 Sq Ft

    4201 Shadow Wood Dr, Winter Haven, FL 33880

    Short Sale. SHORT SALE- Great opportunity! This property is being sold as a short sale and is subject to lender approval.This POOL home is ready for new owners! This house features beautiful quartz countertops and new cabinets throughout the kitchen and both roomy bathrooms. The family room wows with a beautiful fireplace and overlooks the caged pool. With 3 bedrooms and 2 baths, there is plenty

    April Walker FREEDOM REALTY

    4201 Shadow Wood Dr, Winter Haven, FL 33880
  • /23

    $265,000

    • 4 Beds
    • 2.5 Baths
    • 3,020 Sq Ft

    5018 Strada Dr, Winter Haven, FL 33880

    Short Sale. Packed with potential! This spacious two-story home, featuring 4 bedrooms, 2.5 baths, and a versatile bonus room needs some repairs, cleaning, and TLC, but that’s where the attractive price comes in! The main floor includes a large great room, white kitchen with granite countertops, front living room/den, laundry, enclosed bonus room and a 3-car garage. The lanai offers a great

    Tanja Cisliek FUTURE HOME REALTY INC

    5018 Strada Dr, Winter Haven, FL 33880
  • /12

    $295,500

    • 4 Beds
    • 3 Baths
    • 2,020 Sq Ft

    3077 Brenton Manor Loop, Winter Haven, FL 33881

    Short Sale. SHORT SALE. SHORT SALE, Calling Investors ,FIXER UPPER, 4 bedrooms, 3 bath home in Central Florida! Enjoy privacy with only one side neighbor and no back neighbor, come and see this Beautiful Home with an open-concept layout and spacious bedrooms & high vaulted ceilings Don't miss the chance to make this property your new home. SELLER WILL NOT MAKE ANY REPAIRS, PROPERTY IS AS IS.

    Amanda Linsey VYLLA HOME

    3077 Brenton Manor Loop, Winter Haven, FL 33881
  • /13

    $279,990

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

    546 Lorient Dr, Eagle Lake, FL 33839

    Short Sale. Come see this beautiful 4 bedroom 2 bathroom home located in the sought after community of Normandy Heights! Why wait nearly a year on a new construction home when you can move into this 2019 model ASAP and get tons of upgrades as well! This home is nearly 1800 living sq. ft., has an open floor plan great for entertaining, and offers the following upgrades: vinyl plank flooring

    Zaida Cordero LA ROSA REALTY LLC

    546 Lorient Dr, Eagle Lake, FL 33839
  • /21

    $245,000

    • 3 Beds
    • 2 Baths
    • 1,317 Sq Ft

    144 Brad Cir, Winter Haven, FL 33880

    Short Sale. DELIGHTFUL 3 bedroom, 2 bath home with a 2-car garage! Spanning just over 1,300 square feet of living space, this home offers an OPEN FLOOR Plan with a nice-sized living room combined with the dining area and kitchen with an eat-in space. The kitchen boasts lovely countertops with a matching backsplash and ample cabinets for storage. Split Bedrooms! The primary bedroom is complete

    Chrissi Jasso ASSOCIATE REALTY

    144 Brad Cir, Winter Haven, FL 33880
  • /29

    $255,000

    • 3 Beds
    • 2 Baths
    • 1,725 Sq Ft

    3305 Royal Tern Dr, Winter Haven, FL 33881

    Short Sale. ***SHORT SALE*Discover Your Dream Home at Lakeside Landing! Welcome to this immaculate home in the picturesque community of Lakeside Landing! This property offers the ultimate in modern living, combining comfort, style, and functionality. It's move-in ready and equipped with smart home technology, energy-efficient windows, and solar panels to help you save on energy costs. Plus, enjoy

    Brenda Anglada RE/MAX PRIME PROPERTIES

    3305 Royal Tern Dr, Winter Haven, FL 33881
  • /28

    $150,000

    • 2 Beds
    • 2 Baths
    • 1,252 Sq Ft

    404 Country Ln NE Unit 404, Winter Haven, FL 33881

    Short Sale. Welcome to your new home in this peaceful and well-maintained community! This spacious 2-bedroom, 2-bathroom condo offers comfortable, low-maintenance living with all the amenities you need to relax and enjoy life.Step inside to find a bright and open floor plan with generous living space, a well-equipped kitchen, and private bedrooms on opposite sides for added privacy. The

    Casandra Vann KELLER WILLIAMS REALTY SMART

    404 Country Ln NE Unit 404, Winter Haven, FL 33881
  • /15

    $175,000

    • 4 Beds
    • 2 Baths
    • 1,440 Sq Ft

    5812 Red Fox Dr, Winter Haven, FL 33884

    Short Sale. ***Short sale***Spacious 4-bedroom, 2-bathroom manufactured home with strong bones and endless potential! Featuring a newer AC unit and a roof less than 5 years old, this property is a great opportunity for a savvy buyer ready to bring their vision to life. Whether you're looking to create your forever home or an investment property, this one is worth a look. The primary suite offers

    Tony Acosta CENTURY 21 MYERS REALTY

    5812 Red Fox Dr, Winter Haven, FL 33884
  • /23

    $249,000

    • 3 Beds
    • 3 Baths
    • 1,696 Sq Ft

    130 Avenue H SE, Winter Haven, FL 33880

    Short Sale. Step into timeless character blended with thoughtful updates in this charming 2-story home. Enter through a welcoming foyer where you’ll find the staircase leading to the second floor and a warm sense of home. The heart and soul of this property is the beautifully remodeled kitchen, featuring tall ceilings, eat-in area, and elegant granite countertops and backsplash—perfect for

    Nancy Parkhurst LA ROSA REALTY KISSIMMEE

    130 Avenue H SE, Winter Haven, FL 33880
  • /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
  • /12

    $105,000

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

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

    Short Sale. BANK APPROVED PRICE! 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

    Anthony Giglio REALTY COOPERATIVE

    333 Lake Howard Dr NW Unit 204C, Winter Haven, FL 33880
  • /61

    $250,000

    • 3 Beds
    • 2 Baths
    • 1,597 Sq Ft

    103 13th St SE, Winter Haven, FL 33880

    Short Sale. NO HOA! Well-maintained and move-in ready, this three bedroom, two bathroom house has everything you need to call it "home". The roof was replaced in 2022 and the wiring was replaced within the last two years. Wood-look ceramic tile flows throughout the entire home, making it easy to clean and pet friendly. A real wood-burning fireplace is the focal point of the spacious living

    Kris Bender BENDER REALTY, LLC

    103 13th St SE, Winter Haven, FL 33880
  • /2

    $150,000

    • 3 Beds
    • 1 Bath
    • 1,266 Sq Ft

    916 25th St NW, Winter Haven, FL 33881

    Short Sale. SHORT SALE!! SHORT SALE!! Seller accepting CASH ONLY!! Needs TLC. Bankruptcy short sale will take about 120 days to get response on offer from lien holders. This beautifully updated 3-bedroom, 1-bathroom with Detached Garage home is a must-see! Inside, you'll find stylish light grey flooring throughout, an upgraded kitchen with stunning granite counter tops. Needs some TLC. Don’t

    Kim Davis CROSBY & ASSOCIATES, INC.

    916 25th St NW, Winter Haven, FL 33881

Home Trends in Winter Haven, FL

Housing Trends

Median Sale Price
$285,949
Median Single Family Sale Price
$299,999
Median Townhouse Sale Price
$259,900
Median 2 Bedroom Sale Price
$139,400
Median 1 Bedroom Sale Price
$100,000
Average Price Per Sq Ft
$172
Number of Homes for Sale
868
Last 12 months Home Sales
1,889
Months of Supply
5.50
Median List Price
$309,990
Median Change From 1st List Price
4%
Median Home Sale Price YoY Change
-4%
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