16

Winter Haven Homes under $300,000

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  • /63

    $209,000

    • 2 Beds
    • 2 Baths
    • 1,260 Sq Ft

    2203 Starboard, Winter Haven, FL 33881

    Rare opportunity in the beautifully maintained 55+ Hartridge Landings! Located on the south shore of Lake Hartridge, this community has very low HOA, and includes a pool and a private boat ramp. Boaters access Lake Hartridge, one of Winter Haven's beautiful lakes in the Chain of Lakes. This location is close to shopping, houses of worship, and civic clubs, yet private, adding to the enchantment

    Agent Photo

    Cyleste Goodson

    FLORIDA REAL ESTATE COMPANY

    (863) 341-8079

    2203 Starboard, Winter Haven, FL 33881
  • /39

    $295,000

    • 3 Beds
    • 2 Baths
    • 1,407 Sq Ft

    14 Morton Rd, Winter Haven, FL 33881

    Welcome to your new energy-efficient home! This home boasts numerous accolades, including an award from the U.S. Department of Energy for its exceptional quality in 2015. It received an award for a Symbol of Excellence due to the home's healthy environment, durability, advanced technology, and ultra-efficiency. In the heart of Winter Haven by Lake Jessie lies your beautiful three-bedroom

    Agent Photo

    Viktoria Strudwick

    LIVE FLORIDA REALTY

    (863) 343-0879

    14 Morton Rd, Winter Haven, FL 33881
  • /31

    $299,500

    • 4 Beds
    • 2 Baths
    • 1,992 Sq Ft

    4710 Osprey Way, Winter Haven, FL 33881

    Welcome to 4710 Osprey Way—a spacious, move-in-ready 4-bedroom, 2-bath home in the desirable community of Winter Haven. Built by Starlight Homes, this Ophelia model offers nearly 2,000 square feet of thoughtfully designed living space with a split-bedroom floor plan that’s perfect for both everyday living and entertaining. The heart of the home is the stylish kitchen, featuring stainless steel

    Stuart Hurry NU HOME FINDERS, INC

    4710 Osprey Way, Winter Haven, FL 33881
  • /36

    $269,900

    • 4 Beds
    • 2 Baths
    • 1,295 Sq Ft

    2105 9th St NE, Winter Haven, FL 33881

    One or more photo(s) has been virtually staged. Welcome to 2105 9th St NE, a beautifully renovated ranch-style home tucked into the heart of Winter Haven! This move-in ready gem was upgraded and offers 4 spacious bedrooms, 2 stylish bathrooms with walk-in showers, and a bright, open 1,295 sq ft floor plan. Step inside and be greeted by luxury vinyl plank flooring, neutral designer colors, and an

    Debora Aquino FLORIDA CONNEXION PROPERTIES

    2105 9th St NE, Winter Haven, FL 33881
  • /23

    $300,000

    • 3 Beds
    • 2 Baths
    • 1,750 Sq Ft

    3643 Julius Estates Blvd, Winter Haven, FL 33881

    New Price – Solar Panel System Included – Incredible Opportunity!Don’t miss your chance to own this stunning home in a prime location, offering exceptional value and move-in readiness. As you step through the front door, you’ll be immediately impressed by the open floor plan that creates a welcoming, airy atmosphere throughout the home.This beautifully remodeled 3-bedroom,

    Christian Rosa PREFERRED REAL ESTATE BROKERS II

    3643 Julius Estates Blvd, Winter Haven, FL 33881
  • /23

    $300,000

    • 4 Beds
    • 2 Baths
    • 1,925 Sq Ft

    225 Arbuthnot St, Winter Haven, FL 33881

    One or more photo(s) has been virtually staged. 100-Day Home Warranty coverage available at closing. Welcome to your dream home! This property features a neutral color paint scheme and fresh interior paint that is sure to impress. The living room boasts a cozy fireplace, perfect for those chilly evenings. The kitchen is a chef's dream with a center island, stainless steel appliances, and an

    Karen Albright OPENDOOR BROKERAGE LLC

    225 Arbuthnot St, Winter Haven, FL 33881
  • /11

    $280,900

    • 4 Beds
    • 2.5 Baths
    • 2,928 Sq Ft

    312 Lake Smart Cir, Winter Haven, FL 33881

    Short Sale. Short Sale. "SHORT SALE" Sale third party approval-Short Sale is being professionally processed by Quick Homes, LLC. Buyer Responsible for Short Sale Processing Fee of $5,000. Property sold as-is do not send low ball offers, no assignable as will not be review.

    Ivy Gonzalez SWEET HOMES REALTY LLC

    312 Lake Smart Cir, 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
  • /92

    $215,000

    • 3 Beds
    • 2.5 Baths
    • 1,585 Sq Ft

    2500 21st St NW Unit 88, Winter Haven, FL 33881

    Live the lakefront lifestyle you’ve always dreamed of in this beautifully updated 3-bedroom, 2.5-bath townhome-style condo located directly on Lake Hartridge, one of 26 lakes on the famous Winter Haven Chain of Lakes. Nestled in the desirable Casa Del Sol community, this spacious two-story residence offers spectacular views, direct lake access, and all the comforts of maintenance-free modern

    Harold Baker KELLER WILLIAMS REALTY SMART 1

    2500 21st St NW Unit 88, Winter Haven, FL 33881
  • /16

    $250,000

    • 3 Beds
    • 1.5 Baths
    • 1,025 Sq Ft

    1013 Carefree Cove Dr, Winter Haven, FL 33881

    *Just hit Market* Fully Updated and Upgraded, this rock-solid BLOCK home has it ALL! Gourmet kitchen is brand new with high-end, high-efficiency appliances just installed, real wood cabinets, and Brazilian quartz. Bathrooms feature new plumbing with marble spa-style inspiration. Onto the important items! New 2025 roof was just installed with durable architectural style shingles. Florida heat

    Jessica Falvey ELITE REAL ESTATE AND PROPERTY MANAGEMENT

    1013 Carefree Cove Dr, Winter Haven, FL 33881
  • /28

    $200,000

    • 3 Beds
    • 1.5 Baths
    • 1,204 Sq Ft

    1130 Carefree Cove Dr, Winter Haven, FL 33881

    Investor Special with Lake Views! This 3-bedroom, 1.5-bath home is full of potential and located on a spacious .31-acre corner lot with partial views of Lake Conine. Featuring a detached block garage ready to be finished, this property is ideal for a workshop, studio, or additional storage. The home needs a new roof and some updating. The A/C is thought to be about 12-years-old. Great opportunity

    Casandra Vann KELLER WILLIAMS REALTY SMART

    1130 Carefree Cove Dr, Winter Haven, FL 33881
  • /34

    $259,000

    • 3 Beds
    • 2 Baths
    • 2,014 Sq Ft

    2219 Starboard, Winter Haven, FL 33881

    Check out this great opportunity to own a spacious totally remodeled 3 bedroom/2 bath villa in 55+ Hartridge Landings! This community has a very low HOA, which includes a pool and a private boat ramp to Lake Hartridge with access to Winter Haven's Chain of Lakes. The newly renovated open-concept design is enhanced by beautiful luxury vinyl plank flooring, creating seamless flow throughout the

    Blake Simpson DREAM REALTY GROUP

    2219 Starboard, Winter Haven, FL 33881
  • /43

    $255,000

    • 2 Beds
    • 2 Baths
    • 1,229 Sq Ft

    2014 10th St NW, Winter Haven, FL 33881

    Several Photos are virtually staged: Fully Renovated Gem in the Heart of Winter Haven! Step into this farmhouse charm :  2-bedroom, 2-bathroom home, nestled on a spacious lot in the established Villa Manor neighborhood. NO HOA  This move-in-ready residence presents luxury finishes, laminate flooring throughout, a sleek new kitchen with updated cabinets, carrara white quarts countertops, and

    Daniel Araque KELLER WILLIAMS LEGACY REALTY

    2014 10th St NW, Winter Haven, FL 33881
  • /35

    $217,990

    • 2 Beds
    • 2 Baths
    • 1,350 Sq Ft

    3545 Harbor Cir NW, Winter Haven, FL 33881

    MOMOTIVATED SELLER BRING ALL OFFERS! Welcome to 3545 Harbor Cir NW in Winter Haven, a beautifully maintained home offering breathtaking lake views and access to a serene community pool. This property features a bright and open floor plan designed for both comfort and functionality. Large windows fill the living spaces with natural light, creating a warm and inviting atmosphere. The spacious

    Brian Cox KELLER WILLIAMS REALTY SMART 1

    3545 Harbor Cir NW, Winter Haven, FL 33881
  • /24

    $258,000

    • 2 Beds
    • 1 Bath
    • 1,253 Sq Ft

    4105 Oak Dr, Winter Haven, FL 33881

    New Lower price!!! Looking for a charming home, with land? Come check out this cute home on a corner lot! Property has .54 acres with fenced in lot. 2 Bedroom 1 Bath, that has been updated with Newer Kitchen & Granite countertops. State of the art Stainless Steel appliances. Range has a glass top. Also has counter space for Coffee Bar. Wood Vinyl Flooring throughout. Modern bathroom with

    Terry Johnson C BUDDY JOHNSON REALTY, LLC

    4105 Oak Dr, Winter Haven, FL 33881
  • /51

    $219,900

    • 2 Beds
    • 2 Baths
    • 1,188 Sq Ft

    2488 Hartridge Point Dr W Unit 4, Winter Haven, FL 33881

    MAINTENANCE-FREE FLORIDA-LIFESTYLE LIVING!!! Major price improvement and ready to sell!!! 2 BEDROOM, 2 BATH, 2 CAR GARAGE, ONE-STORY CONDO that is turn-key/move-in ready!!! The very reasonable monthly HOA fee of $247 includes- cable, internet, trash, pest control, community pool and dock, plus all outdoor maintenance. The community dock and pool offers an exclusive and unique outdoor living space

    Jason Brown S & D REAL ESTATE SERVICE LLC

    2488 Hartridge Point Dr W Unit 4, Winter Haven, FL 33881

Home Trends in Winter Haven, FL

Housing Trends

Median Sale Price
$245,000
Median Single Family Sale Price
$300,000
Median 2 Bedroom Sale Price
$156,500
Average Price Per Sq Ft
$183
Number of Homes for Sale
53
Last 12 months Home Sales
101
Months of Supply
6.30
Median List Price
$299,900
Median Change From 1st List Price
6%
Median Home Sale Price YoY Change
2%
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