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East Winter Haven Homes for Sale

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  • /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
  • /63

    $1,399,900

    • 4 Beds
    • 3 Baths
    • 3,309 Sq Ft

    3640 Crump Rd, Winter Haven, FL 33881

    Welcome to your own private lakefront retreat on 1.23 acres along Lake Hamilton with NO HOA! This stunning 4-bedroom, 3-bath home offers an exceptional combination of luxury, entertaining space, and the ultimate Florida waterfront lifestyle. Bring your boat and jet skis and enjoy the convenience of a private dock featuring an electric covered boat lift and built-in fishing bench. The outdoor

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    Amy Reynolds

    LOCKHART & ASSOCIATES INC

    3640 Crump Rd, Winter Haven, FL 33881
  • /32

    $379,900

    • 5 Beds
    • 3 Baths
    • 2,696 Sq Ft

    204 Inman Blvd, Winter Haven, FL 33881

    Welcome home to this beautifully maintained 5-bedroom, 3-bath residence offering nearly 2,700 square feet of flexible living space in one of Winter Haven's fastest-growing areas. Priced at just $379,900, this spacious home delivers exceptional value with room for everyone.Designed with today's lifestyles in mind, the thoughtfully crafted floor plan includes five true bedrooms, three full

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    Veronica Bard

    LA ROSA REALTY PRESTIGE

    204 Inman Blvd, Winter Haven, FL 33881
  • /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

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    Twanna Dewdney

    LA ROSA REALTY PRESTIGE

    1406 Meadow Dr NE, Winter Haven, FL 33881
  • /15

    $275,000

    $24K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,732 Sq Ft

    3180 Country Club Cir, Winter Haven, FL 33881

    Short Sale. APPROVED SHORT SALE AT PRICE! CHAPTER 7 BANKRUPTCY - 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

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    Jon McCall PA

    DALTON WADE INC

    3180 Country Club Cir, 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

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    Russ Yerton

    ELEVATE REAL ESTATE BROKERS

    1302 Lake Elbert Dr SE, Winter Haven, FL 33880
  • /45

    $269,900

    $33K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 1,583 Sq Ft

    780 Overlook Grove Dr, Winter Haven, FL 33884

    HOME WARRANTY INCLUDED! Need 4 bedrooms, but don't need to break the budget? This is what you've been searching for here in the heart of Winter Haven! Situated perfectly W of Hwy 27 and out of the hustle and bustle of the city, this 4/2/2 home is ready for you! Close to houses of worship, schools, shopping, golf, and SO much more! Upon arrival, you note the quaint neighborhood, which quickly says

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    Cyleste Goodson

    FLORIDA REAL ESTATE COMPANY

    780 Overlook Grove Dr, Winter Haven, FL 33884
  • /100

    $1,799,900

    $150K PRICE DROP
    • 4 Beds
    • 4 Baths
    • 4,708 Sq Ft

    13 Bogey Dr, Winter Haven, FL 33881

    Opportunities like this are nearly extinct. Just minutes from Winter Haven Country Club, this remarkable estate offers 10.98 acres of privacy, natural beauty, and flexibility in one of Winter Haven’s most coveted and tightly held locations—where land, space, and convenience rarely coexist.The 3,800 sq ft main residence has been completely remodeled with a refined, modern vision that blends

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    Brock Jennings

    THE MARKET REALTY COMPANY

    13 Bogey Dr, Winter Haven, FL 33881
  • /2

    $379,000

    $221K PRICE DROP
    • Land
    • 1.57 Acres
    • $241,401 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
  • /26

    $290,000

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

    4856 Summerfield Cir, Winter Haven, FL 33881

    Virtually Staged. Welcome to this inviting 4-bedroom, 2-bath home in Country Club Estates, offering a comfortable open layout, beautiful pond views, and a convenient Winter Haven location. With a brand-new roof, this home is ready for its next owner to move in and make it their own.Step inside to a bright, open living and dining area with high ceilings and plenty of natural light. The

    Jared Lippelgoos COLDWELL BANKER REALTY

    4856 Summerfield Cir, Winter Haven, FL 33881
  • /8

    $890,000

    $40K PRICE DROP
    • Land
    • 1.05 Acres
    • $847,619 per Acre

    4001 Dundee Rd, Winter Haven, FL 33884

    This 1.05-acre commercial property is ideally located on Dundee Road in Winter Haven, Florida, offering excellent visibility and a wide range of potential commercial uses. With an average daily traffic count of approximately 19,000 vehicles, the site provides strong exposure for businesses. Essential utilities, including water, sewer, electricity, telephone, and high-speed internet, are available

    Chip Fortenberry Crosby & Associates, Inc.

    4001 Dundee Rd, Winter Haven, FL 33884
  • /32

    $1,550,000

    $150K PRICE DROP
    • Land
    • 1 Acre
    • $1,550,000 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
  • /41

    $340,000

    $10K PRICE DROP
    • 5 Beds
    • 2.5 Baths
    • 2,274 Sq Ft

    271 Inman Blvd, Winter Haven, FL 33881

    PRICE ADJUSTMENT!!! PRISTINE AND MOVE-IN READY! Come and see this barely lived in 5 BEDROOM, 2.5-BATH home nestled in the solar-friendly community of INMAN GROVES. Built in 2024 and set on a corner lot with NO REAR NEIGHBORS, this home offers peaceful views, unbeatable privacy, and all the advantages of brand-new construction—without the wait. Step inside and be greeted by a bright and open first

    Isabelle Maye BHHS FLORIDA PROPERTIES GROUP

    271 Inman Blvd, Winter Haven, FL 33881
  • /55

    $265,000

    • 3 Beds
    • 2 Baths
    • 1,728 Sq Ft

    1268 Salisbury Dr, Winter Haven, FL 33881

    Welcome home! This move-in ready gem offers 3 bedrooms, 2 bathrooms, and a two-car garage, providing over 1,700 square feet of bright, comfortable living space. The heart of the home is a spacious living room that looks into the kitchen, making it perfect for family gatherings, along with a separate formal dining room for special occasions. The kitchen is a chef's delight, boasting striking dark

    Chrissi Jasso ASSOCIATE REALTY

    1268 Salisbury Dr, Winter Haven, FL 33881
  • /6

    $400,000

    • Land
    • 34,412 Sq Ft
    • $506,329 per Acre

    0 Dundee Rd Unit MFRP4938646, Winter Haven, FL 33881

    Positioned along highly traveled Dundee Road, this prime commercial lot presents a rare, turnkey development opportunity in a growing Central Florida corridor. The property has already completed the state permitting process, significantly reducing timelines and uncertainty for a new owner or developer. With an approved driveway in place and site plans already prepared for a hotel, much of the

    Stetson Russell REAL FLORIDA REALTY LLC

    0 Dundee Rd Unit MFRP4938646, Winter Haven, FL 33881
  • /32

    $98,800

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

    502 Leyland Cypress Way, Winter Haven, FL 33881

    CYPRESS CREEK VILLAGE #61 / 2 BED / 2 BATH / 1,344 SF / $98,800 POND VIEW HOME with Double Driveway! This Large WELL MAINTAINED updated home is partially furnished and move-in-ready for you! This 2006 Nobility Home features an open floor plan and large two-level lanai overlooking a pond! Lanai includes tile floors, vinyl windows, roman shades, and a covered patio that is perfect for grilling out!

    Jennifer Meyers CRF Communities

    502 Leyland Cypress Way, Winter Haven, FL 33881
  • /48

    $424,999

    • 5 Beds
    • 3.5 Baths
    • 2,905 Sq Ft

    4162 Roberta Dr, Winter Haven, FL 33881

    Well maintained 5 Bedroom Home For Sale on a Huge Corner Lot with no Rear Neighbors! Long Driveway to park a lot of cars plus an extended oversized garage! Low HOA! Open Concept Living. Vinyl plank and tile flooring. Downstairs primary bedroom plus downstairs den/study area. Huge upstairs loft plus 4 additional bedrooms, 1 bedroom with an en-suite bathroom perfect for a young adult or teenager

    Marlon Persaud REAL BROKER, LLC

    4162 Roberta Dr, Winter Haven, FL 33881
  • /28

    $148,900

    • 2 Beds
    • 2 Baths
    • 1,568 Sq Ft

    1221 Cypress Vine Rd, Winter Haven, FL 33884

    Lot #256 - 2 Bed /2 Bath + Den /1,568 Sq. Ft./$148,900.00 Spectacular Pond Views from this 2016 Ashley Model in beautiful Cypress Creek Village! This spacious home is located on a waterfront lot with breathtaking views! It offers a double carport with an additional golf cart path! This gorgeous home offers: *Vaulted Ceilings *Kitchen with coffee station and pantry *French doors into large den

    Jennifer Meyers CRF Communities

    1221 Cypress Vine Rd, Winter Haven, FL 33884
  • /25

    $314,990

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

    3308 Country Walk Club Cir, Winter Haven, FL 33881

    Welcome to this stunning 4-bedroom, 2-bath home located in a vibrant and growing neighborhood. Built in 2020, this modern residence offers the perfect blend of style, comfort, and functionality—ideal for today’s lifestyle.Step inside to discover a bright and spacious open-concept floor plan, perfect for both everyday living and entertaining. The gourmet kitchen is a true centerpiece,

    Humberto Cuevas LA ROSA REALTY LLC

    3308 Country Walk Club Cir, Winter Haven, FL 33881
  • /56

    $370,000

    • 4 Beds
    • 2.5 Baths
    • 2,203 Sq Ft

    3142 Whispering Trails St, Winter Haven, FL 33884

    Minutes from Walmart, Winn Dixie, Restaurants, Shopping and Legoland, this charming home offers comfort and convenience in a prime location. Featuring a spacious layout perfect for everyday living and entertaining, its nestled in a well-maintained GATED COMMUNITY with Clubhouse, Pool and Scenic Walking Trails. Recent upgrades inlcude: Kitchen Cabinets, Tile Floors, New Stair Rails and Stair

    Gigi Sevilla NEWBERRY REALTY & DEV GRP INC.

    3142 Whispering Trails St, Winter Haven, FL 33884
  • /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
  • /44

    $198,800

    • 2 Beds
    • 2 Baths
    • 1,485 Sq Ft

    304 Siberian Cypress Cir, Winter Haven, FL 33881

    Lot #330 / 2 B / 2 BA / 1,485 Sq. Ft. / $198,800.00 Spectacular Home! Beautiful front and rear porches! This Like New 2022 Palm Harbor Home is located in popular Cypress Creek Village! This large home is located on a private lot. It has a double-carport with extra covered golf cart parking. Features include: - 9 foot ceilings with transom windows - Custom drywall throughout - Light filled open

    Jennifer Meyers CRF Communities

    304 Siberian Cypress Cir, Winter Haven, FL 33881
  • /15

    $234,900

    • 3 Beds
    • 2 Baths
    • 1,253 Sq Ft

    2865 Whispering Trails Dr, Winter Haven, FL 33884

    Move-in ready three-bedroom, two-bathroom home located in the desirable Whispering Trails Ph 02 community. This home features a spacious open floor plan that creates a seamless flow throughout the main living areas. The kitchen is functionally designed, equipped with durable laminate countertops and sleek stainless-steel appliances. Down the hall, the primary bedroom offers excellent storage

    Robert Salmons ENTERA REALTY LLC

    2865 Whispering Trails Dr, Winter Haven, FL 33884
  • /53

    $150,000

    • 2 Beds
    • 2 Baths
    • 1,536 Sq Ft

    208 Monterey Cypress Blvd, Winter Haven, FL 33881

    Welcome home to effortless Florida living in this beautifully maintained, move-in-ready residence where every detail offers comfort, style, and convenience. From the immaculate landscaping and lush green lawn to the stamped concrete driveway that perfectly blends durability with curb appeal, this home makes a stunning first impression. This exceptional 2-bedroom, 2-bath oasis encompasses the

    Linda Wilson Sunset Home Sales

    208 Monterey Cypress Blvd, Winter Haven, FL 33881
  • /17

    $369,900

    • 4 Beds
    • 3 Baths
    • 2,070 Sq Ft

    3035 Buckeye Pointe Dr, Winter Haven, FL 33881

    Welcome to 3035 Buckeye Point Drive, a beautifully refreshed pool home located in the desirable Buckeye Pointe community of Winter Haven. Offering 4 bedrooms, 3 bathrooms, and approximately 2,070 square feet of living space, this spacious home combines a functional layout, modern updates, and the Florida lifestyle buyers are looking for.The home has been freshly repainted inside and out,

    Wil Sanders EXP REALTY LLC

    3035 Buckeye Pointe Dr, Winter Haven, FL 33881
  • /47

    $139,900

    $30K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,586 Sq Ft

    252 Siberian Cypress Cir, Winter Haven, FL 33881

    3 Bedroom / 2 Bathroom / 1586 sq. ft. / $139,900 Spring Savings! $10,000 price drop for March 2026 buyers! Cypress Creek Village lot 343 has a beautiful open floor plan on a nature filled private lot. This 2019 Champion with the much desired Live Oak floor plan features many upgrades. Enter through the light filled foyer. The large open kitchen has a chef's island, stainless appliances, and

    Jennifer Meyers CRF Communities

    252 Siberian Cypress Cir, 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
  • /31

    $295,000

    • 4 Beds
    • 2.5 Baths
    • 1,874 Sq Ft

    1370 Salisbury Dr, Winter Haven, FL 33881

    Priced to Sell! Just installed brand new flooring in the living room and kitchen on the first floor! Carpet was newly installed in 2025. Two story Single Family Home in beautiful DUNDEE STATION community in Winter Haven. This 4 bedroom/2.5 bathroom home features a great open floor plan. As you enter, you are greeted with a spacious living, dining and kitchen area. The kitchen features stainless

    Cui Li RATIO REAL ESTATE, LLC

    1370 Salisbury Dr, Winter Haven, FL 33881
  • /16

    $339,000

    • 4 Beds
    • 2 Baths
    • 1,867 Sq Ft

    507 Short Ln, Winter Haven, FL 33881

    Beautiful home featuring 4 spacious bedrooms and 2 bathrooms. The fully equipped kitchen boasts beautiful wood cabinetry and granite countertops. Sliding glass doors lead to a covered patio and a private, grassy backyard—perfect for relaxing and enjoying the Florida outdoor lifestyle. The home includes a 2-car garage and a fully equipped laundry room for added convenience. Situated in a desirable

    Janet Latorre LPT REALTY, LLC

    507 Short Ln, Winter Haven, FL 33881
  • /69

    $98,500

    • 3 Beds
    • 2 Baths
    • 1,456 Sq Ft

    948 Heartwood Cypress Dr, Winter Haven, FL 33881

    This well-maintained 2014 Nobility Lindsay, owned and occupied part-time by its original owner, is perfectly priced and move-in ready. Located in beautiful Cypress Creek Village, a premier 55+ community, this 3-bedroom, 2-bath home offers an affordable and comfortable Florida lifestyle - and it comes fully furnished. The spacious living room (16'6" x 18'2") features an open layout with

    Tanya Johnston American Mobile Home Sales of Tampa Bay, Inc.

    948 Heartwood Cypress Dr, Winter Haven, FL 33881
  • /37

    $329,900

    $70K 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

    David Small KELLER WILLIAMS REALTY SMART 1

    1558 Drexel Ave NE, Winter Haven, FL 33881
  • /54

    $375,000

    $100K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 2,781 Sq Ft

    1908 Crossroads Blvd, Winter Haven, FL 33881

    MAJOR PRICE DROP! SELLER MOTIVATED!!! Immaculate 4-Bedroom, 3-Bathroom Plus Office Home in the Coveted Crossroads at Lake RegionWelcome to this beautifully maintained residence located in the highly desirable gated community of Crossroads at Lake Region. This spacious four-bedroom, three-bathroom home with a dedicated office offers the perfect blend of comfort and functionality.As

    Jill Lingenfelter CENTURY 21 MYERS REALTY

    1908 Crossroads Blvd, Winter Haven, FL 33881
  • /56

    $134,900

    • 2 Beds
    • 2 Baths
    • 1,200 Sq Ft

    1201 Cypress Vine Rd, Winter Haven, FL 33881

    Welcome to Cypress Creek Village in Winter Haven, an active and friendly 55-plus gated community where Winter Haven is truly the place to be, with a low monthly lot rent of only $690.23. This 2020 Mandy model offers two bedrooms, two full master suites, and extensive custom upgrades throughout. Outside features an expansive covered carport alongside a decorative epoxy concrete driveway and

    Lisa Dobbs LISA DOBBS LLC

    1201 Cypress Vine Rd, 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
  • /20

    $87,900

    $2K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,000 Sq Ft

    1008 Heartwood Cypress Dr, Winter Haven, FL 33881

    CYPRESS CREEK VILLAGE #222 / 2 BED / 2 BATH / 1,000 SF / $87,900 SPRING SAVINGS! NEW LOWER PRICE APPLIES TO MARCH 2026 BUYERS! COZY HOME with tranquil views! This 2016 Nobility Home features an open floor plan AND two large bedroom suites! The screen room overlooks a meadow framed by live oak trees. An additional covered area by the shed is a perfect spot for grilling! The open plan combines a

    Jennifer Meyers CRF Communities

    1008 Heartwood Cypress Dr, Winter Haven, FL 33881
  • /66

    $304,900

    $8K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 2,012 Sq Ft

    1871 Emily Dr, Winter Haven, FL 33884

    ****PRICE ADJUSTMENT**** Beautiful single-family home with 4 bedrooms and 2 bathrooms, totaling approximately 2,012 square feet of heated living space. This spacious residence features high ceilings and a functional layout designed for comfortable living and entertaining. The kitchen includes space for a breakfast table and flows seamlessly into a separate dining room, while an additional family

    Cisco Romero REALTY OF AMERICA

    1871 Emily Dr, Winter Haven, FL 33884
  • /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

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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, Winter Haven, FL Home Prices vs. Nearby Neighborhoods

East Winter Haven North Winter Haven Lake Fox Lake Hamilton
Median Home Price
$314,945
$309,990
$269,900
$320,000
Median Sale Price
$300,000
+7% YoY
$295,250
-1% YoY
$269,900
+1% YoY
$302,450
-8% YoY
Avg. Price per Square Foot
$172
$173
$183
$169
Median Single Family Price
$304,900
$304,990
$260,000
$308,494
Total Active Listings
78 listings
148 listings
13 listings
111 listings
Market Conditions
6 Months of Supply
Balanced Market
5 Months of Supply
Balanced Market
7 Months of Supply
Buyer's Market
3 Months of Supply
Seller's 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 very car-dependent and somewhat bikeable. East Winter Haven has 3 parks 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 $314,945. If you put a 20% down payment of $63,000 and had a 30-year fixed mortgage with an interest rate of 6.95%, your estimated principal and interest payment would be $1,670 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $72K 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, 33844, 33880 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 Cypress Gardens, North Winter Haven, Cypresswood, Southeast Winterhaven and Lake Fox.
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