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East Winter Haven Homes for Sale

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  • /38

    $225,000

    $40K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,678 Sq Ft

    1406 Meadow Dr NE, Winter Haven, FL 33881

    SELLER MOTIVATED!!! Spacious Single-Story Block Home with Endless Potential!Nestled in a quiet, established neighborhood close to Polk State College with no HOA, this solid single-story block home immediately catches the eye with its charming blend of stucco and natural multi-colored stone accents. Boasting 1,678 square feet of comfortable living space (2,527 square feet total), the interior

    Agent Photo

    Twanna Dewdney

    LA ROSA REALTY PRESTIGE

    1406 Meadow Dr NE, Winter Haven, FL 33881
  • /52

    $589,500

    • 5 Beds
    • 4.5 Baths
    • 2,626 Sq Ft

    1302 Lake Elbert Dr SE, Winter Haven, FL 33880

    Come and See this Amazing Lake Front Home Located in the Water Skiing Capital of the World, on Lake Elbert in Winter Haven, FL. As you enter the front door of this beautiful Home the hardwood floors will delight your eyes as you look down the long foyer to the right that leads pass the kid's 2 Bedrooms area for them to enjoy, to a large Family room with Lake Views that will be one of your

    Agent Photo

    Russ Yerton

    ELEVATE REAL ESTATE BROKERS

    1302 Lake Elbert Dr SE, Winter Haven, FL 33880
  • /21

    $270,000

    • 3 Beds
    • 2 Baths
    • 1,065 Sq Ft

    1716 Terry Cir NE, Winter Haven, FL 33881

    Welcome to 1716 Terry Circle NE, Winter Haven, FL 33881, a beautifully maintained and fully furnished home offering the perfect blend of comfort, convenience, and investment potential. This move-in-ready property features ceramic tile flooring throughout, updated bathrooms, and a bright, open floor plan with spacious living and dining areas that flow seamlessly into a large kitchen with breakfast

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    Carlos DeJesus

    EXIT REALTY 4CORNERS

    1716 Terry Cir NE, Winter Haven, FL 33881
  • /49

    $199,900

    $19K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,257 Sq Ft

    1502 Buckeye Rd NE Unit 4, Winter Haven, FL 33881

    Virtually Staged. A rare opportunity to own one of only six cluster homes positioned along the peaceful shoreline of Lake Buckeye! A charming open courtyard entry welcomes you to the front door, creating a private and inviting approach that sets this home apart. Inside, the living room immediately draws your eye outdoors, featuring double French doors that open to an enclosed lanai and extended

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    CarLee Marchetti

    STAR REALTY OF WINTER HAVEN

    1502 Buckeye Rd NE Unit 4, Winter Haven, FL 33881
  • /2

    $389,000

    $211K PRICE DROP
    • Land
    • 1.57 Acres
    • $247,771 per Acre

    1530 11th St NE, Winter Haven, FL 33881

    Entitled land! 14 Unit townhome development approved and ready for construction immediately! 1.57 acres consisting of 103 feet of lake frontage on Lake Buckeye in Winter Haven. Documents will be provided upon requests.

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    Chandler Williams

    EXIT REALTY PREMIER LEGACY

    1530 11th St NE, Winter Haven, FL 33881
  • /46

    $280,000

    $10K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 1,846 Sq Ft

    1646 Tressel Ct, Winter Haven, FL 33881

    PRICE DROP!! Nestled within a secure, gated community with impressively low HOA fees, this beautiful 4-bedroom, 2-bathroom home offers true peace of mind. The highly versatile layout easily adapts to your lifestyle, whether you need extra space for a growing family, a dedicated home office, or a welcoming guest suite. Beyond the front door, you're just minutes from top-rated schools, medical

    Agent Photo

    Twanna Dewdney

    LA ROSA REALTY PRESTIGE

    1646 Tressel Ct, Winter Haven, FL 33881
  • /32

    $1,500,000

    $200K PRICE DROP
    • Land
    • 1 Acre
    • $1,500,000 per Acre

    3250 Dundee Rd, Winter Haven, FL 33884

    Income producing building. Located on 1 acre. This well-maintained commercial property on Dundee Road in Winter Haven offers an exceptional opportunity for investors and future owner-users alike. The main building encompasses approximately 7,341 square feet of office and production space and is currently leased to a printing company, providing immediate income potential. Featuring strong

    Chip Fortenberry Crosby & Associates, Inc.

    3250 Dundee Rd, Winter Haven, FL 33884
  • /7

    $225,000

    $85K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,232 Sq Ft

    245 16th St NE, Winter Haven, FL 33881

    AGENTS - PLEASE VIEW REALTOR REMARKS IN THE MLS. FULLY REMODELED POOL HOME!?? Welcome to your own private Florida retreat! This beautifully renovated home features a sparkling pool, stylish modern finishes, and a move-in-ready design that makes everyday living feel like a vacation. Enjoy an updated kitchen, refreshed bathrooms, spacious living areas, and a backyard oasis perfect for entertaining

    Deidre Rios TCA REALTY, LLC

    245 16th St NE, Winter Haven, FL 33881
  • /33

    $224,500

    • 4 Beds
    • 2 Baths
    • 1,784 Sq Ft

    1500 Avenue H NE, Winter Haven, FL 33881

    Welcome to this spacious 4-bedroom, 2-bathroom home offering a wonderful blend of timeless character, flexible living space, and outstanding outdoor potential. From its classic brick exterior with charming blue accents to the energy-efficient rooftop solar panels, this property is designed for both comfort and value. Inside, you'll find a bright and inviting living area with durable tile flooring

    David Small KELLER WILLIAMS REALTY SMART 1

    1500 Avenue H NE, Winter Haven, FL 33881
  • /42

    $349,900

    • 3 Beds
    • 2 Baths
    • 2,035 Sq Ft

    1514 Hamlin St, Winter Haven, FL 33881

    Welcome to this beautiful 1-owner home at Eagle Crest. Currently the only home for sale in the entire neighborhood. Pride of ownership is apparent and the neighborhood is very well maintained. Wake up in the morning and enjoy your coffee on the covered lanai which overlooks a lush green field of undeveloped acreage behind. This home sits on a premium oversize lot w/ over a quarter of an acre and

    Scott Kline KLINE REAL ESTATE SERVICES

    1514 Hamlin St, Winter Haven, FL 33881
  • /7

    $245,000

    $35K PRICE INCREASE
    • 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
  • /59

    $295,000

    • 4 Beds
    • 2 Baths
    • 1,697 Sq Ft

    1254/1256 Tangerine Pkwy NE, Winter Haven, FL 33881

    Located near Polk State College and close to downtown Winter Haven, this duplex offers a great income-producing property. Each unit is a 2-bed, 1-bath, approximately 850 sq.ft. of living, with 1-car garage and screened in rear patio. Each unit is currently under lease until October 31, 2026, with 1254 getting $1,100 and 1256 renting at $1,150. Roof was replaced in 2022 and both A/C units done in

    Renee Butler BROKERS REALTY OF CENTRAL FLOR

    1254/1256 Tangerine Pkwy NE, Winter Haven, FL 33881
  • /22

    $169,500

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

    702 Country Ln NE Unit 702, Winter Haven, FL 33881

    LAKEFRONT LIVING AT IT'S BEST! REFRESHED FIRST FLOOR 2BR-2BA CONDO WITH COVERED PARKING AND BEAUTIFUL VIEWS OF LAKE BUCKEYE. THE FEATURES INCLUDE FRESH INTERIOR PAINT, LUXURY VINYL PLANK FLOORING THROUGHOUT WITH CERAMIC TILE IN THE BATHROOMS, KITCHEN AND FLORIDA ROOM, STAINLESS REFRIGERATOR AND MICROWAVE IN THIS CONVENIENT KITCHEN WITH PANTRY AND PASS THRU EATING COUNTER. THIS OPEN GREAT ROOM

    Glenda Pruitt FLORIDA HOME CHOICE REALTY

    702 Country Ln NE Unit 702, Winter Haven, FL 33881
  • /37

    $349,500

    $50K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,160 Sq Ft

    1558 Drexel Ave NE, Winter Haven, FL 33881

    Virtually Staged. HUGE PRICE DROP! Completely renovated Gene Leedy home and move-in ready, this beautifully updated home combines modern style with everyday comfort in the heart of Central Florida. Step inside to a bright, open floor plan filled with natural light from large floor-to-ceiling windows throughout—including in the bedrooms. The spacious living areas flow seamlessly, creating a warm

    David Small KELLER WILLIAMS REALTY SMART 1

    1558 Drexel Ave NE, Winter Haven, FL 33881
  • /47

    $279,900

    • 3 Beds
    • 3 Baths
    • 2,004 Sq Ft

    1502 Buckeye Rd NE Unit 2, Winter Haven, FL 33881

    Experience lakefront living at its best in this 2-story townhouse with 3 bedroom 3 bath on Lake Buckeye, located just minutes from Winter Haven. Christian School. !Enjoy breathtaking panoramic lake views from the living room, master bedroom balcony, . this spacious home is perfect for anyone looking to customize their living space. This property has great potential and features an oversized

    joe KURUVILA kuruvila KURUVILA REALTY ASSOCIATES LLC

    1502 Buckeye Rd NE Unit 2, Winter Haven, FL 33881
  • /21

    $239,500

    Pre-Foreclosure
    • 3 Beds
    • 2 Baths
    • 1,560 Sq Ft

    109 Rebecca Dr NE, Winter Haven, FL 33881

    Virtually Staged. Beautifully remodeled in 2024, this move-in ready home offers modern updates, energy efficiency, and timeless comfort—all with no HOA. Step inside to an open-concept floor plan featuring high ceilings and abundant natural light. The brand-new kitchen impresses with contemporary finishes, while the updated bathrooms offer a fresh, stylish feel. A desirable split floor plan

    David Small KELLER WILLIAMS REALTY SMART 1

    109 Rebecca Dr NE, Winter Haven, FL 33881
  • /60

    $359,000

    • 3 Beds
    • 2 Baths
    • 2,280 Sq Ft

    1500 Avenue G NE, Winter Haven, FL 33881

    Welcome to this spacious and beautifully maintained 3-bedroom, 2-bath home offering over 2,280 square feet of living space on a desirable corner lot in an established Northeast Winter Haven neighborhood near Lake Elbert. With tasteful updates, multiple living spaces, and the rare opportunity to purchase the home completely furnished, this property is move-in ready.The remodeled kitchen serves

    Suzanna Rudd KELLER WILLIAMS REALTY SMART 1

    1500 Avenue G NE, Winter Haven, FL 33881
  • /23

    $280,000

    $120K PRICE DROP
    • 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
  • /48

    $319,900

    $30K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,752 Sq Ft

    54 Lake Link Cir SE, Winter Haven, FL 33884

    **PRICE REDUCTION**MOTIVATED SELLERS**Enjoy the best of Florida living in this inviting 3-bedroom, 2-bathroom home located in the established Lake Link Estates community of Winter Haven. Positioned on a corner lot, this property offers a thoughtful floor plan with generous living spaces and plenty of room to make yourself at home. The interior features an open feel with a seamless flow between

    Thomas Pais, Jr KELLER WILLIAMS REALTY

    54 Lake Link Cir SE, Winter Haven, FL 33884
  • /23

    $142,500

    $7K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,252 Sq Ft

    607 Country Ln NE, Winter Haven, FL 33881

    R E D U C ED AND WELCOME HOME TO THIS MOVE IN READY LAKEFRONT CONDO. 2BEDROOM - 2 BATH WITH 1252 SQ FT OF LIVING AREA , PLUS A FLORIDA ROOM OVERLOOKING LAKE BUCKEYE. THIS CONDO UNIT HAS STORAGE THROUGHOUT, GREAT STORAGE CLOSET OFF THE FLORIDA ROOM, ALSO INSIDE UTILITY WITH WASHER/DRYER HOOKUPS AND THE PRIMARY BEDROOM HAS A WALK IN CLOSET.YOU HAVE THE PRIVACY OF THIS UPSTAIRS UNIT WITH A

    Glenda Pruitt FLORIDA HOME CHOICE REALTY

    607 Country Ln NE, Winter Haven, FL 33881
  • /23

    $293,999

    $36K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 1,764 Sq Ft

    1382 Salisbury Dr, Winter Haven, FL 33881

    ***SELLER'S ARE VERY MOTIVATED DUE TO JOB TRANSFER***Welcome to this updated 4-bedroom, 2.5 bath Winter Haven home! This home offers modern living, featuring new flooring, appliances, new windows with pull-out panes for easy access and cleaning along with new Plantation Shutters on all windows! You will also enjoy the stylish bathroom/kitchen renovations featuring in the kitchen beautiful

    Cathy Stripling STACEY TOWNS REALTY LLC

    1382 Salisbury Dr, Winter Haven, FL 33881
  • /33

    $319,900

    $30K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 1,892 Sq Ft

    6 Golfview Cir NE, Winter Haven, FL 33881

    Great Location! NO HOA! New Roof, New AC, 3 New Bathrooms, New Front Door, New Floors etc. Next to Polk State College, Lake Elbert Walking Path, Boat Launch and only 2 miles from Downtown Winter Haven. Fresh paint inside and out. The West side of the house has its own access if you want to use the 3rd bedroom as a mother-in-law suite or rent it out privately. The house access is through the newly

    Keith St. Onge LA ROSA REALTY PRESTIGE

    6 Golfview Cir NE, Winter Haven, FL 33881
  • /21

    $299,000

    $11K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,817 Sq Ft

    1301 Evalyn Dr SE, Winter Haven, FL 33880

    Welcome to your dream home, a charming 2-bedroom, 2-bath retreat with a versatile bonus room that can be used as a 3rd bedroom or a separate home office featuring its own private exterior entrance! This inviting home has been thoughtfully refreshed and is move-in ready, offering fresh interior paint, a new smart thermostat, recent tree removal, and a brand-new shingle roof (03/24) for peace of

    Jenna Henderson LIVE FLORIDA REALTY

    1301 Evalyn Dr SE, Winter Haven, FL 33880
  • /27

    $245,000

    • 3 Beds
    • 1 Bath
    • 1,700 Sq Ft

    Unlisted Address

    A recently renovated 3-bedroom, 1-bath home featuring a bonus room and a spacious family room, offering flexible living space for work, play, or guests. Updates include new ceramic tile flooring, some new kitchen cabinets, a remodeled bathroom, fresh interior paint, and a partially new fence. The property also offers a 1?car garage and sits on a large lot, providing room for outdoor enjoyment or

    Lucy Martinez CENTURY 21 WOLF'S CROSSING REALTY

    Unlisted Address
  • /33

    $285,000

    $30K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 1,862 Sq Ft

    1966 White Hawk Way, Winter Haven, FL 33881

    Beautifully remodeled 4-bedroom, 2-bathroom home located in a gated Winter Haven community. Situated on a cul-de-sac, this home offers 1,862 square feet of living space with an open floor plan, updated finishes, and spacious living areas. The kitchen opens to the main living area, providing a functional layout for everyday living and entertaining. The backyard is fully enclosed with vinyl fencing

    Bobbie Bryant BETTERLIFE REAL ESTATE, LLC

    1966 White Hawk Way, Winter Haven, FL 33881
  • /25

    $265,000

    $15K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,711 Sq Ft

    4140 Sophia Blvd, Winter Haven, FL 33881

    MOVE-IN READY WITH MODERN UPDATES ON A PRIME CORNER LOT! Built in 2017 and featuring a LOW HOA, this beautifully maintained home offers a desirable open floor plan with a 3-way split bedroom layout, delivering the perfect balance of functionality and privacy. Enjoy peace of mind with NEW luxury vinyl plank flooring (2025) and fresh interior paint (2025), creating a clean, modern, truly turnkey

    Bill Kilpatrick KELLER WILLIAMS TAMPA CENTRAL

    4140 Sophia Blvd, Winter Haven, FL 33881
  • /16

    $700,000

    $50K PRICE DROP
    • Land
    • 4.45 Acres
    • $157,303 per Acre

    2400 Lake Buckeye Rd, Winter Haven, FL 33881

    Prime development opportunity located at 2400 Buckeye Rd NE in Winter Haven. This 4.45-acre parcel is situated at the intersection of two collector roads—Buckeye Loop Road with an average daily traffic count of 14,800 and Buckeye Road NE with an average daily traffic count of 10,100—offering excellent visibility and access. The property falls within the Residential Low-3 (RL-3) future land use

    April Spaulding LPT REALTY, LLC

    2400 Lake Buckeye Rd, Winter Haven, FL 33881
  • /37

    $339,000

    • 4 Beds
    • 4 Baths
    • 2,144 Sq Ft

    2021 Buckeye Rd NE, Winter Haven, FL 33881

    Income-Producing Duplex on Corner Lot – No HOA! Exceptional opportunity in Winter Haven! This well-maintained duplex at 2021/2023 Buckeye Rd NE features two spacious 2-bedroom, 2-bathroom units — 1,070 sq ft each — both with the convenience of indoor laundry hookup. Unit 2021 is vacant and move-in ready, while Unit 2023 is occupied by a reliable tenant who just renewed their lease at $1,300/month

    Pranesh Palanisamy CHARLES RUTENBERG REALTY ORLANDO

    2021 Buckeye Rd NE, Winter Haven, FL 33881

Why Live in East Winter Haven

East Winter Haven offers tranquil lake living around the corner from downtown and local attractions. The neighborhood blends traditional suburban layouts with age-restricted communities and upscale lakefront homes. Common home styles include bungalows, New Traditional homes and ranch-style houses, with some condo communities also available. Residents have private lake access and public boat ramps, so boating, fishing and water skiing can be enjoyed year-round. On land, residents bowl at Incredibowl Entertainment, golf at Dundee Road Golf Range and picnic at Lake Maude Nature Park. The neighborhood is a short drive from downtown Winter Haven, known for its shopping, dining and entertainment options. Arabellas is known for its upscale Italian dishes, while Lucille’s American Cafe is more laid-back. People watch shows at the Historic Ritz Theatre and Laugh Out Lounge. For groceries, Farm Fresh Market and ALDI are approximately 3 miles away. Major attractions like LEGOLAND and Cypress Gardens, famous for its water ski shows, are about 5 miles away. Polk State College is adjacent to the neighborhood. The community is car-dependent, with Dundee Road and Buckeye Loop Road handling most traffic.

East Winter Haven Home Prices vs. Nearby Winter Haven, FL Neighborhoods

East Winter Haven North Winter Haven Lake Lucerne Lake Fox
Median Home Price
$299,000
$312,445
$315,990
$269,900
Median Sale Price
$285,000
+4% YoY
$299,000
+1% YoY
$313,990
+6% YoY
$265,000
Median Single Family Price
$283,500
$307,900
$315,000
$260,000
Total Active Listings
24 listings
163 listings
45 listings
11 listings
Market Conditions
4 Months of Supply
Seller's Market
6 Months of Supply
Balanced Market
5 Months of Supply
Balanced Market
6 Months of Supply
Balanced Market

Frequently Asked Questions

Is East Winter Haven a good place to live?
East Winter Haven is a good place to live. East Winter Haven is considered car-dependent and somewhat bikeable. East Winter Haven has 1 park for recreational activities. It is sparse in population with 2.0 people per acre and a median age of 38. The average household income is $82,892 which is below the national average. College graduates make up 19.8% of residents. A majority of residents in East Winter Haven are home owners, with 25% of residents renting and 75% of residents owning their home. A local real estate agent serving East Winter Haven can help you decide if this neighborhood is the right one for you. Learn more on our East Winter Haven neighborhood guide.
Is East Winter Haven, FL a safe neighborhood?
East Winter Haven, FL is safer than the average neighborhood in the United States. It received a crime score of 3 out of 10.
How much do you need to make to afford a house in East Winter Haven?
The median home price in East Winter Haven is $299,000. If you put a 20% down payment of $59,800 and had a 30-year fixed mortgage with an interest rate of 6.66%, your estimated principal and interest payment would be $1,540 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $66K a year to afford the median home price in East Winter Haven. Learn how much home you can afford with our Home Affordability Calculator. The average household income in East Winter Haven is $83K.
What are the best public schools in East Winter Haven?
The best public schools that serve East Winter Haven are:
What are the best private schools in East Winter Haven?
The best private schools that serve East Winter Haven are:
What are the most popular zip codes in East Winter Haven, Winter Haven, FL?
The most popular zip codes in East Winter Haven, Winter Haven, FL include 33881, 33884, 33880, 33844 and 33837.
What are the most popular neighborhoods near East Winter Haven, Winter Haven, FL?
The most popular neighborhoods near East Winter Haven, Winter Haven, FL are North Winter Haven, Cypresswood, Cypress Gardens, Downtown Winter Haven and Lake Lucerne.
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