Winter Haven FL Real Estate & Homes for Sale

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Beds:
3
Baths:
2.00
Sq.Ft.:
1,727
Status:
NEW LISTING
MLS#:
S5160598
Type:
Single Family
Subdivision:
INWOOD
Lot size:
0.19 Acres
Year built:
2022
A broker reciprocity listing Courtesy: ADAN INVESTMENTS REAL ESTATE GROUP, PLLC 407-967-2867
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ADDITIONAL INFORMATION

Virtually Staged. Turnkey, tenant-occupied investment opportunity in Winter Haven. This single-story home offers a practical layout, an attached garage, and a spacious yard. The existing lease provides an established income stream for a buyer seeking a rental property. Do not disturb the tenant; contact the listing agent to arrange a showing. Interior photos depict a similar model at 2433 Avenue F NW and are illustrative; finishes and condition at the subject property may differ. One or more photo(s) was virtually staged.

Beds:
5
Baths:
3.00
Sq.Ft.:
2,823
Status:
NEW LISTING
MLS#:
O6453743
Type:
Single Family
Subdivision:
PEACH CROSSINGS
Lot size:
0.1 Acres
Year built:
2025
A broker reciprocity listing Courtesy: PREFERRED REAL ESTATE BROKERS 407-440-4900
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ADDITIONAL INFORMATION

Virtually Staged. ONLY $1,000 DOWN AT SIGNING! BUILDER PAYS THE REMAINING CLOSING COSTS! PLUS, A PROMOTIONAL 4.99% INTEREST RATE FIXED FOR THE FIRST 5 YEARS WITH A 5/1 ARM FOR QUALIFIED BUYERS! BRAND NEW, MOVE IN READY SINGLE FAMILY HOME WITH 5 BEDROOMS AND 3 FULL BATHROOMS! Why wait months to build when you can move right into a beautifully designed new construction home with incredible builder incentives? Welcome to 1783 White Elephant Loop, featuring the spacious Spring floor plan by LGI Homes in the desirable Peach Crossings community. This impressive home offers five generously sized bedrooms, three full bathrooms, and a thoughtfully designed layout that combines modern comfort, functionality, and plenty of room to grow. Step inside to discover bright, inviting living spaces perfect for everyday living and entertaining. With five spacious bedrooms, you'll have endless possibilities for a home office, guest accommodations, playroom, fitness room, or hobby space. The exceptional owner's suite provides a relaxing private retreat with plenty of room for a king sized bed, additional furnishings, and a cozy reading area. The adjoining bathroom features a beautiful dual sink vanity, convenient linen closet, and an impressive walk in closet offering abundant storage and organization. Three full bathrooms provide added convenience for busy households and visiting guests. Enjoy the benefits of brand new construction, modern finishes, and the peace of mind that comes with owning a newly built home. Peach Crossings offers a welcoming community atmosphere with a children's playground and picnic area, along with convenient access to nearby schools, shopping, dining, and everyday essentials. Whether you're looking for additional bedrooms, flexible living spaces, or a beautiful new home without the construction wait, this property checks all the boxes! With builder paid closing costs, incredible promotional financing, five spacious bedrooms, and immediate move in availability, this is an outstanding opportunity to own brand new construction at an exceptional value. Schedule your private showing today! Promotional financing and closing cost incentives are subject to buyer qualification, participating lender requirements, and program availability. The advertised 4.99% interest rate applies to the initial five year fixed rate period of a 5/1 adjustable rate mortgage, after which the rate may adjust.

Beds:
3
Baths:
2.00
Sq.Ft.:
2,378
Status:
NEW LISTING
MLS#:
L4966310
Type:
Single Family
Subdivision:
ELOISE WOODS LAKE MARIAM UNIT
Lot size:
0.67 Acres
Year built:
1963
A broker reciprocity listing Courtesy: LA ROSA REALTY PRESTIGE 863-940-4850
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ADDITIONAL INFORMATION

MAIN HOME PLUS TWO INCOME-PRODUCING STUDIO APARTMENTS – $1,800 IN MONTHLY RENTAL INCOME! Looking for a property that offers more than just a place to call home? This unique property features a main residence plus two studio apartments currently rented for a combined $1,800 month! Situated on an oversized, fully fenced double corner lot, this property offers incredible flexibility and income potential. With its convenient location near LEGOLAND Florida and Winter Haven’s famous Chain of Lakes, there is also exciting potential for short-term rentals or Airbnb opportunities. Enjoy the Florida sunshine in your private 15’ x 30’ screened-in pool or unwind in the hot tub. Inside the main home, you’ll find a beautifully updated kitchen and bathrooms, luxury vinyl plank flooring throughout, newer windows, and a versatile bonus room that could easily serve as a fourth bedroom. There’s plenty of room for vehicles with a triple-wide concrete driveway and paved parking for approximately 10 cars. Additional features include an RV hookup, fully paid-off solar panels to help reduce electric costs, a large storage shed, portable generator hookup, and the possibility of adding a detached garage. Best of all, NO HOA! Whether you’re looking for additional rental income, multigenerational living, or a property with room to grow, this move-in-ready home offers flexibility, convenience, and plenty of possibilities. Live in one, rent the others, and let your property work for you! Don’t miss this unique Florida lifestyle opportunity!

Beds:
4
Baths:
2.00
Sq.Ft.:
2,732
Status:
NEW LISTING
MLS#:
P4940376
Type:
Single Family
Subdivision:
VILLAMAR PH 6 & PH 6D
Lot size:
0.13 Acres
Year built:
2024
A broker reciprocity listing Courtesy: ASSOCIATE REALTY 863-618-4000
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ADDITIONAL INFORMATION

Short Sale. A Must-See! Beautifully designed 4-bedroom, 2-bathroom home with a 2-car garage, presenting 1,983 square feet of living space with a bright and airy open floor plan and high ceilings. Perfect for families or anyone who loves to entertain, this home seamlessly blends style, comfort, and functionality. The kitchen boasts ample counter space, a breakfast bar, stainless steel appliances, solid wood cabinets, and even a pantry. Strategically located just off the kitchen, the laundry room offers additional storage space. Enjoy gorgeous, durable vinyl flooring throughout the main living areas and cozy carpet in the bedrooms for ultimate comfort. The expansive primary bedroom highlights a walk-in closet and en suite bathroom complete with a double vanity and large step-in shower. The welcoming, screened-in front porch and lovely landscaping provide great curb appeal. Step out back through sliding glass doors to a second screened porch overlooking the fenced-in backyard, great for relaxing, weekend gatherings, or enjoying your morning coffee. Located in Villamar! Low annual HOA fee; the amenities include a community pool at the main entrance of the neighborhood on Cunningham Dr., along with a playground. This pristine home is ready to welcome its next owners. Don't miss the opportunity to make this beautiful home yours!

Beds:
3
Baths:
3.00
Sq.Ft.:
1,586
Status:
NEW LISTING
MLS#:
O6455598
Type:
Single Family
Subdivision:
SERENITY AT PEACE CREEK TH
Lot size:
0.08 Acres
Year built:
2026
A broker reciprocity listing Courtesy: LENNAR REALTY 800-229-0611
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ADDITIONAL INFORMATION

Under Construction. This new two-story townhome offers ample space to live and grow with a total of three bedrooms. The first level features a spacious and flexible open-concept layout shared between the kitchen, dining room and family room, maximizing the interior living space. Two secondary bedrooms and a lavish owner’s suite featuring a full bathroom comprise the second floor. Serenity at Peace Creek Reserve is a masterplan community of new townhomes with a beautiful natural creek. Winter Haven is the chain of lakes city, with over 26 linked together by a canal. There are lots of shops, restaurants, and bike paths. Peace Creek Reserve is what you have been looking for. A safe small town feel with convenience, the perfect place to raise a family.

Beds:
3
Baths:
2.00
Sq.Ft.:
2,397
Status:
NEW LISTING
MLS#:
O6455368
Type:
Single Family
Subdivision:
MORNINGSIDE PH 02
Lot size:
0.18 Acres
Year built:
2006
A broker reciprocity listing Courtesy: NEXTHOME LOTT PREMIER REALTY 407-222-0495
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ADDITIONAL INFORMATION

Virtually Staged. Welcome to 188 Morning Dew Court, where comfort, style, and the Florida lifestyle come together in the gated Winterset community! Nestled on a quiet cul-de-sac, this Mediterranean-style home offers 3 spacious bedrooms, 2 bathrooms, a 2-car garage, and 1,730 square feet of thoughtfully designed living space. Step inside to discover an inviting open-concept floor plan featuring soaring vaulted ceilings, beautiful oak wood flooring, and abundant natural light. The spacious living area flows seamlessly into the kitchen, complete with granite countertops, ample cabinetry, and a charming breakfast nook. A separate dining area provides additional space for entertaining. The desirable split-bedroom layout offers added privacy, with a generous primary suite featuring a walk-in closet, dual vanities, a relaxing jacuzzi garden tub, and a separate walk-in shower. Two additional bedrooms provide flexibility for guests, a home office, or hobbies. Enjoy Florida's beautiful weather from your enclosed rear lanai. But the lifestyle doesn't stop at your front door! Morningside at Winterset offers outstanding community amenities, including a clubhouse with lounge, swimming pool, hot tub, tennis courts, pickleball courts, and shuffleboard. Love the water? Residents enjoy a private community boat ramp and fishing pier on Lake Winterset, providing access to Winter Haven's renowned Chain of Lakes. Whether boating, fishing, relaxing poolside, or enjoying a friendly game of pickleball, there's something for everyone! Conveniently located near shopping, dining, entertainment, and LEGOLAND Florida Resort, this home offers a wonderful combination of tranquility and convenience. Why settle for just a home when you can enjoy an entire resort lifestyle? Schedule your private showing today!

Beds:
4
Baths:
3.00
Sq.Ft.:
2,555
Status:
NEW LISTING
MLS#:
O6455563
Type:
Single Family
Subdivision:
WHISPERING TRAILS PH 01
Lot size:
0.13 Acres
Year built:
2006
A broker reciprocity listing Courtesy: ENGEL & VOLKERS 352-242-3939
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ADDITIONAL INFORMATION

Discover your ideal Florida retreat in this beautifully maintained, gated Winter Haven neighborhood! Perfectly situated close to shopping centers for effortless errands, just 10 minutes from the exciting attractions of Legoland, and less than an hour from the Walt Disney World. Tampa is also within a convenient 1-hour drive, offering additional entertainment and amenities. This charming home comes move-in ready, including all essential appliances such as a range, refrigerator, microwave, garbage disposal. The secure, gated community offers peace of mind and added privacy, making it an ideal place to call home. Whether you're looking for a primary residence, vacation home, or investment property, this residence offers comfort, convenience, and easy access to some of Florida’s top attractions. Don’t miss your chance to own this fantastic 4 bed 3 full bath pool home in the fast-growing City of Winter Haven!

Beds:
3
Baths:
2.00
Sq.Ft.:
2,512
Status:
NEW LISTING
MLS#:
L4966272
Type:
Single Family
Subdivision:
ELOISE OAKS
Lot size:
0.23 Acres
Year built:
2016
A broker reciprocity listing Courtesy: SUNSET LIVING REALTY 863-535-7271
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ADDITIONAL INFORMATION

Remarkable 3-bedroom, 2-bathroom single-story home offering 1,866 square feet of comfortable living space on a spacious 1/4 acre lot in Winter Haven, FL. This meticulously maintained residence is packed with features designed for both comfort and style. The large kitchen is well designed for organization with granite countertops, built-in sliding drawers, and sleek stainless steel appliances. Throughout the home, you'll find elegant tray ceilings that add a touch of sophistication to the living spaces. For your peace of mind, the property is equipped with an ADT security system and a state-of-the-art Ultraviolet AC Air Purification Scrubber system, ensuring the cleanest indoor air quality for you and your family. The living area opens up to a COZY SCREENED LANAI complete with sliding windows, making it the perfect spot for year-round relaxation. Step outside to discover an entertainer's dream outdoor space featuring an EXTENDED PAVER PATIO with an elevated grilling station. The FULLY FENCED YARD provides privacy. Located in the quiet Eloise Oaks neighborhood, this home is just up the street from LAKE ELOISE, one of many lakes in the renowned Winter Haven Chain of Lakes. You'll be just minutes from LEGOLAND Florida Resort and perfectly positioned between Florida's beautiful east and west coasts as well as the Orlando attractions. This exceptional home combines comfort, style, and an unbeatable location. Schedule your showing today!

Beds:
2
Baths:
2.00
Sq.Ft.:
1,587
Status:
NEW LISTING
MLS#:
L4964181
Type:
Single Family
Subdivision:
LAKE DAISY ESTATES
Lot size:
0.14 Acres
Year built:
1989
A broker reciprocity listing Courtesy: LOCKHART & ASSOCIATES INC 863-293-1234
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ADDITIONAL INFORMATION

This well maintained Lake Daisy Estates home located in southeast Winter Haven. This 2 bedroom & 2 bathroom home is ready for its new owners. Recent Upgrades: Roof and Solar (2023), SELLER WILL PAY OFF SOLAR PANELS AT CLOSING!!! Windows and Sliding Glass Door are Renewal By Andersen (2024), retractable garage door screen (motor replaced 2026). Enjoy your 2-car garage with the door open and the mosquitoes kept out! Only ten homes on the street provides a great space for playing outside, walking, bike riding and more! Very low traffic as other roads lead to community entrances/exits! NO HOA FEES! NO CDD FEES! Electric bill for October usage was less than $17!!! The paid off solar system provides the potential to SAVE HUNDREDS OF DOLLARS EACH MONTH FOR THE LIFE OF THE SYSTEM!!! This property is ready for the new owners to make it their own. Lake Daisy Estates is approximately 1/2 mile from A rated Garden Grove Elementary School, 1 mile from the Street Audubon Nature Center, 1 1/2 miles from Wal-Mart, 2 miles from Advent Emergency, 3 miles from Publix, 4 miles from Home Depot and 5 miles to Lowe's. This home is centrally located in Florida and is approximately 50 miles from Orlando International Airport and 60 miles from the Tampa International Airport. Don’t miss out, schedule your private showing today!

Beds:
3
Baths:
2.00
Sq.Ft.:
2,154
Status:
NEW LISTING
MLS#:
L4966255
Type:
Single Family
Subdivision:
SOUTHEAST TERRACE
Lot size:
0.24 Acres
Year built:
1960
A broker reciprocity listing Courtesy: KELLER WILLIAMS REALTY SMART 1 863-508-3000
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ADDITIONAL INFORMATION

Picture weekends spent exploring Winter Haven’s lakes, discovering a favorite local restaurant, and coming home to a place that feels like your own. At 1816 5th Street SE, this three-bedroom, two-bath masonry home offers an inviting setting for enjoying the Central Florida lifestyle. Set on nearly a quarter acre, the property offers room to imagine backyard cookouts, a garden, or a quiet outdoor retreat. Inside, inviting living spaces offer room to relax and feel at home, while three bedrooms provide flexibility for guests, work, or hobbies. A carport adds everyday convenience, and the roof was replaced in 2020. Enjoy the dining, parks, downtown experiences, and Chain of Lakes recreation that give Winter Haven its character. Whether you’re looking for a full-time residence, a seasonal retreat, or an opportunity to explore as a long-term rental, this home offers a place to bring your plans to life. Come see the possibilities and picture your next chapter.

Beds:
4
Baths:
3.00
Sq.Ft.:
2,568
Status:
NEW LISTING
MLS#:
TB8557851
Type:
Single Family
Subdivision:
VILLAMAR
Lot size:
0.11 Acres
Year built:
2026
A broker reciprocity listing Courtesy: MERITAGE HOMES OF FL REALTY 813-703-8860
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ADDITIONAL INFORMATION

Brand new, energy-efficient home available by Dec 2026! First-floor primary suite ensures everyone has their own private space. Second floor offers a spacious loft that can be used to best fit your family's needs. Enjoy preparing meals with your family in the open kitchen with spacious work island. Visit Villamar and explore new single-family homes for sale in Winter Haven, FL. Residents will have access to two resort-style amenity centers featuring a clubhouse, pool, and playground. Winter Haven is known for its beautiful chain of lakes with lakeside restaurants and its award-winning community theater. Nearby attractions include Legoland Florida and Peppa Pig Theme Park. A brand-new model and new phase are coming soon. Each of our homes is built with innovative, energy-efficient features designed to help you enjoy more savings, better health, real comfort and peace of mind.

Beds:
2
Baths:
1.00
Sq.Ft.:
572
Status:
NEW LISTING
MLS#:
L4966277
Type:
Single Family
Subdivision:
INWOOD
Lot size:
0.23 Acres
Year built:
1959
A broker reciprocity listing Courtesy: KELLER WILLIAMS REALTY SMART 1 863-508-3000
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ADDITIONAL INFORMATION

GREAT POTENTIAL WITH A SPACIOUS, PRIVATE BACKYARD! This 2-bedroom, 1-bath concrete block home offers approximately 572 square feet of living space on a generous 0.23-acre lot. One of the property's standout features is the fully fenced backyard, surrounded by mature trees that provide a nice sense of privacy and separation. Inside, the home features a simple, functional layout with tile flooring and room for personal touches and improvements. Whether you're looking for a smaller home to make your own or an investment opportunity, this property offers several possibilities. Conveniently located near schools, shopping, and everyday amenities in Winter Haven. With a little vision and effort, this property has the potential to become something special. Schedule your showing today and see the possibilities for yourself!

Beds:
2
Baths:
2.00
Sq.Ft.:
1,316
Status:
NEW LISTING
MLS#:
L4966253
Type:
Single Family
Subdivision:
TIMBER WOOD
Lot size:
0.08 Acres
Year built:
1983
A broker reciprocity listing Courtesy: KELLER WILLIAMS REALTY SMART 1 863-508-3000
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ADDITIONAL INFORMATION

GREAT OPPORTUNITY TO BUILD SWEAT EQUITY IN WINTER HAVEN! Looking for a fixer-upper with potential, an investment property, or a home you can make your own? This 2-bedroom, 1.5-bath concrete block home offers approximately 904 square feet of living space, a one-car garage, and plenty of possibilities for the right buyer. Two significant improvements include a roof installed in 2019 and an HVAC system replaced in 2024. While the home does need repairs and renovations, it presents an opportunity for buyers willing to put in the work and bring their own vision to life. Conveniently situated near schools, shopping, dining, and major roadways, with easy access to surrounding Central Florida communities. Whether you're a first-time buyer looking to build sweat equity, an investor searching for your next project, or someone who enjoys transforming a property, this home offers a great starting point. Bring your creativity and discover the possibilities!

Beds:
2
Baths:
1.00
Sq.Ft.:
2,142
Status:
NEW LISTING
MLS#:
TB8563971
Type:
Single Family
Subdivision:
LAKE VIEW SUB
Lot size:
0.75 Acres
Year built:
1960
A broker reciprocity listing Courtesy: YELLOWFIN REALTY 813-229-8862
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ADDITIONAL INFORMATION

THIS COULD BE THE ONE. PRIVATE POOL! So many possibilities! Lovely vaulted ceilings, double fireplace, open kitchen, lovely wood accents, mahogany kitchen cabinets, 2 car garage/ carport and a separate workshop all on .75 of an acre. Fixer upper!

Beds:
5
Baths:
3.00
Sq.Ft.:
3,636
Status:
NEW LISTING
MLS#:
TB8564826
Type:
Single Family
Subdivision:
VILLA MAR
Lot size:
0.1 Acres
Year built:
2026
A broker reciprocity listing Courtesy: CASA FRESCA REALTY 813-343-4383
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ADDITIONAL INFORMATION

Under Construction. Valencia BELOW MARKET INTEREST RATES with use of Seller's Preferred Lender.  Prepare to be impressed by the Valencia, a two-story home featuring 5 bedrooms, 3 bathrooms, and a 2-car garage. This floorplan is designed for modern living and effortless entertainment. Step through the elegant foyer into a vibrant main living area, complete with a private guest suite for ultimate comfort. The kitchen shines with sleek quartz countertops, stainless steel appliances, and luxurious vinyl plank flooring overlooking the dining area which flows beautifully to the covered lanai through sliding glass doors. Upstairs, you’ll find the secluded owner’s suite complete with a walk-in shower, dual vanity and spacious walk-in closet. Conveniently located by the additional bedrooms is the cleverly designed oversized laundry room. Another modern feature of the Valencia is the smart thermostat with voice control, making energy efficient living a breeze. Outside, enjoy the chic elevation and professionally curated landscaping that adds the perfect finishing touch to this exceptional home. Close to it all, Villa Mar places you near the natural beauty of the Winter Haven Chain of Lakes, the charm of downtown Winter Haven, and family fun at LEGOLAND® Florida Resort. Back at home, residents enjoy community amenities including a pool, dog park, playground, and walking trails.  Images shown are for illustrative purposes only and may differ from actual home. Completion date subject to change. Contact or make an appointment for more details on interest rates.

Beds:
4
Baths:
3.00
Sq.Ft.:
2,533
Status:
NEW LISTING
MLS#:
TB8564820
Type:
Single Family
Subdivision:
VILLA MAR
Lot size:
0.1 Acres
Year built:
2026
A broker reciprocity listing Courtesy: CASA FRESCA REALTY 813-343-4383
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ADDITIONAL INFORMATION

Under Construction. Turquesa BELOW MARKET INTEREST RATES with use of Seller's Preferred Lender.  The Turquesa is the ultimate family haven, a two-story home featuring 4 bedrooms, 2.5 bathrooms and a private 2-car garage. This home offers an open concept living space designed for both relaxation and entertainment. The half bathroom off the foyer ensures every guest feels at home while the extended foyer opens to the main living and dining area. Featuring luxury vinyl plank flooring and convenient indoor-outdoor living with a lanai through sliding glass doors, it’s a haven of comfort and style perfect for gatherings. The kitchen includes stunning quartz countertops and sleek stainless-steel appliances. Enjoy the spacious upstairs recreation room and the convenience of a laundry room just steps away from the bedrooms. The owner's suite is a secluded retreat with oversized his-and-her walk-in closets, dual vanity and a walk-in shower. Completing this expansive home is the smart thermostat with voice control and professionally designed landscaping, this is truly the epitome of family-friendly luxury! Close to it all, Villa Mar places you near the natural beauty of the Winter Haven Chain of Lakes, the charm of downtown Winter Haven, and family fun at LEGOLAND® Florida Resort. Back at home, residents enjoy community amenities including a pool, dog park, playground, and walking trails.   Images shown are for illustrative purposes only and may differ from actual home. Completion date subject to change. Contact or make an appointment for more details on interest rates.

Beds:
2
Baths:
2.00
Sq.Ft.:
1,037
Status:
NEW LISTING
MLS#:
L4965808
Type:
Single Family
Subdivision:
EAGLE POND CONDO
Year built:
2000
A broker reciprocity listing Courtesy: COLDWELL BANKER REALTY 863-294-7541
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ADDITIONAL INFORMATION

Enjoy peaceful pond views from this beautifully situated second story condo in Winter Haven! This inviting unit features wood-look tile flooring, granite kitchen countertops, indoor laundry, and a 2017 HVAC system. Step outside and take in relaxing water views, or enjoy the community amenities that include: A swimming pool, 24-hour guarded security, fitness center, and tennis courts. Centrally located in the heart of Florida, between Tampa and Orlando, this condo offers convenient access to shopping, dining, entertainment, and major attractions. Whether you're looking for a full-time residence, seasonal getaway, or investment opportunity, this condo offers comfortable living and convenient community amenities in a desirable Winter Haven location!

Beds:
2
Baths:
2.00
Sq.Ft.:
1,580
Status:
NEW LISTING
MLS#:
TB8564601
Type:
Single Family
Subdivision:
HAVEN GROVES ESTATES
Lot size:
0.18 Acres
Year built:
1970
A broker reciprocity listing Courtesy: RIGHT TURN REALTY 727-688-5659
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ADDITIONAL INFORMATION

Discover the possibilities and bring your personal charm. This 2-bedroom, 2-bath home features spacious bedrooms, a separate dining room, and a versatile bonus room that could be converted into a 3rd bedroom, subject to applicable requirements. The bonus room also offers options for a home office, hobby room, or additional living space. An indoor laundry room adds everyday convenience, while the storage shed provides extra space for tools, seasonal items, and outdoor equipment. Conveniently located near the intersection, this home offers plenty of potential to make it your own. Schedule your showing today! Buyer to verify actual square footage.

Beds:
2
Baths:
2.00
Sq.Ft.:
1,148
Status:
NEW LISTING
MLS#:
O6454235
Type:
Single Family
Subdivision:
LAKE BUCKEYE CONDO
Lot size:
0.01 Acres
Year built:
1974
A broker reciprocity listing Courtesy: TOP TIER RESORT REALTY 407-375-4566
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ADDITIONAL INFORMATION

This updated unit has 1,148 sq ft of living space, with new flooring, new countertops and plenty of natural light throughout. The kitchen has a large pantry, and the washer and dryer are in the unit. Step out onto the balcony for direct views over Lake Buckeye. Both bedrooms are a good size with large closets, and the primary bedroom has its own private bathroom. Residents can use the community pool. The unit is currently leased at $1,150 a month, and the lease continues after closing, so the buyer takes over an existing tenancy and income from day one. Showings are by appointment only, with notice to the tenant. Information is deemed reliable but not guaranteed. Buyer to verify square footage, lease terms, HOA fees and rules, and all other details.

Beds:
4
Baths:
3.00
Sq.Ft.:
3,799
Status:
NEW LISTING
MLS#:
P4940338
Type:
Single Family
Subdivision:
ELOISE COVE
Lot size:
0.26 Acres
Year built:
2007
A broker reciprocity listing Courtesy: GLOBAL LIFESTYLE, LLC 727-537-6242
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ADDITIONAL INFORMATION

Imagine coming home to a place where elegance, comfort, and a wonderful lifestyle come together beautifully. Welcome to this exceptional 4-bedroom, 3-bath residence in Eloise Cove, an exclusive gated community conveniently located just off Helena Road. From the moment you arrive, you'll appreciate the outstanding curb appeal, attractive architectural design, beautifully landscaped grounds, and expansive corner lot enhanced by stately mature trees. It's the kind of home that makes a lasting first impression and invites you to discover what awaits inside. Step through the front door and experience the warmth and sophistication of gorgeous custom hardwood floors flowing throughout the living areas, complemented by impressive 12-foot ceilings that create a wonderful sense of openness and space. Plantation shutters throughout the home add timeless charm and a touch of refinement while allowing you to enjoy natural light and privacy. The beautifully renovated kitchen, featuring new granite countertops and updated stainless appliances, provides an inviting gathering place for preparing meals, sharing conversations, and creating memories with family and friends. With four bedrooms and three bathrooms, there is plenty of room to welcome visiting family, accommodate guests, or create the perfect home office or hobby space. The spacious three-car garage, featuring two garage doors, offers exceptional convenience and flexibility for vehicles, storage, and more. You'll also appreciate the added peace of mind that comes with a roof and air conditioning system approximately five years old. Combining an attractive setting, gracious living spaces, beautiful finishes, and the privacy of an exclusive gated community, this Eloise Cove home offers more than simply a place to live—it offers an opportunity to embrace the lifestyle you've been looking forward to. Come see the possibilities and imagine making this beautiful residence the setting for your next exciting chapter!

Beds:
2
Baths:
2.00
Sq.Ft.:
1,464
Status:
NEW LISTING
MLS#:
L4966053
Type:
Single Family
Subdivision:
OAKWOOD ESTATES
Lot size:
0.08 Acres
Year built:
1984
A broker reciprocity listing Courtesy: LA ROSA REALTY PRESTIGE 863-940-4850
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ADDITIONAL INFORMATION

Welcome to this well-maintained 2-bedroom, 2-bath home located in the desirable community of Oakwood Estates in Winter Haven. This home offers a peaceful, well-kept neighborhood. The roof is approximately 5 years old, offering added value and peace of mind. No lot rent—ownership includes the land, with only a low monthly HOA fee. Oakwood Estates is a gated 55+ community offering resort-style amenities including clubhouses, heated pools, fitness center, shuffleboard, tennis courts, and a full calendar of activities. Conveniently located near shopping, dining, medical facilities, and major roadways. Schedule your private showing today and experience easy living in this vibrant community.

Beds:
2
Baths:
2.00
Sq.Ft.:
1,164
Status:
NEW LISTING
MLS#:
1091518
Type:
Townhouse
Subdivision:
None
Lot size:
0.04 Acres
Year built:
1982
A broker reciprocity listing Courtesy: Jamie L Boone LLC 786-600-4465
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ADDITIONAL INFORMATION

Foreclosure Auction Ends November 12, 2026 at 10:00 AM EST. Discover this spacious 2-bedroom, 2-bathroom townhouse, offering a unique opportunity in a desirable Winter Haven neighborhood. The list price is the opening bid for the online auction. Sold As-is.

Beds:
4
Baths:
3.00
Sq.Ft.:
2,861
Status:
NEW LISTING
MLS#:
P4940327
Type:
Single Family
Subdivision:
LAKE SMART ESTATES
Lot size:
0.12 Acres
Year built:
2011
A broker reciprocity listing Courtesy: LA ROSA REALTY PRESTIGE 863-940-4850
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ADDITIONAL INFORMATION

Enjoy comfortable living in this spacious home offering just under 2,400 square feet of living space in a convenient North Winter Haven location. Situated directly across from the community swimming pool, newly replaced AC this home offers easy access to neighborhood amenities, including a fishing pier. The backyard features a peaceful view overlooking a small pond, creating a relaxing setting to enjoy your outdoor space. The thoughtfully designed floor plan features an open and inviting downstairs living area with the living room, kitchen, and family room, while all bedrooms are conveniently located upstairs, providing added privacy. The kitchen is appointed with granite countertops, and the home also features a two-car garage and the added convenience of an upstairs laundry area with washer and dryer included. With quick access to Highway 27, getting around Winter Haven and the surrounding areas is a breeze. Enjoy the combination of spacious living, community amenities, peaceful water views, and a convenient location in this inviting home!

Beds:
3
Baths:
2.00
Sq.Ft.:
1,118
Status:
NEW LISTING
MLS#:
TB8564265
Type:
Single Family
Subdivision:
ANNIE O MADDOX SUBDIVISION
Lot size:
0.16 Acres
Year built:
1965
A broker reciprocity listing Courtesy: DIVINE ESTATES REALTY LLC 813-401-1851
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ADDITIONAL INFORMATION

A little retro, a lot of room to make it yours! This single story Winter Haven home pairs vintage details with a flexible layout, featuring 3 bedrooms, 1 full bath, and 1 half bath. A wall of windows brightens the wood paneled front room, where sliding glass doors lead into the living and dining area. The separate front room provides space for a home office, reading nook, or hobby room. A decorative arch opens from the dining area into the kitchen, where upper and lower cabinets, a tiled backsplash, and a double basin sink give you a starting point for a refresh. The full bath features a tub and shower combination with a distinctive vintage tile surround. Outside, a mature shade tree frames the driveway, and the covered carport leads to a screened porch with room for a pair of chairs. Brick accents add character to the exterior, and a separate shed provides storage for tools and outdoor gear. Whether you’re drawn to the original look or already picturing fresh flooring and a new color palette, there’s plenty of room to put your own stamp on this home.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,918
Status:
NEW LISTING
MLS#:
O6452942
Type:
Single Family
Subdivision:
WINTERSET NORTH
Lot size:
0.27 Acres
Year built:
1982
A broker reciprocity listing Courtesy: RE/MAX DOWNTOWN 407-770-2050
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ADDITIONAL INFORMATION

Your Florida poolside retreat awaits! Welcome to this inviting 3-BEDROOM, 2-BATH POOL HOME with approximately 1,718 square feet, located on the north side of Lake Winterset in Winter Haven. Thoughtful updates, generous storage, and comfortable indoor and outdoor spaces make this home a standout—including RE-PLUMBING and a NEW GENERATOR that will convey with the sale! Step inside to a spacious living room where VOLUME CEILINGS and a NATURAL STONE WOOD-BURNING FIREPLACE create a welcoming setting for relaxing or gathering with guests. The UPDATED KITCHEN features MAPLE CABINETRY, newer appliances, an island with BREAKFAST BAR seating, and a large WALK-IN PANTRY. The adjoining dining area opens to the pool and patio, making entertaining flow easily outdoors. Enjoy your own backyard getaway with a SWIMMING POOL and a large COVERED, SCREENED PATIO with convenient bathroom access. The FULLY FENCED BACKYARD provides room to enjoy the landscaped setting, while a STORAGE BUILDING keeps outdoor essentials organized. Interlocking STONE PAVERS along the driveway and walkway add curb appeal, complemented by landscape lighting. The primary bathroom features CUSTOM CABINETRY, a solid-surface countertop, and a shower. An approximately 9-BY-13-FOOT INDOOR LAUNDRY ROOM offers a utility sink, built-in cabinets, and ample storage. The TWO-CAR GARAGE adds even more functionality with a workbench, tool storage, and a side exterior door. Additional highlights include DUAL-PANE INSULATED WINDOWS AND DOORS, HURRICANE SHUTTERS, and RADIANT BARRIER INSULATION. Conveniently located near shopping, restaurants, schools, and LEGOLAND, this home brings together practical upgrades and the outdoor lifestyle you love. Schedule your private showing today!

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Andrea Conner, License #BK3437731, Xome Inc., License #1043756, [email protected], 844-400-9663, 750 State Hwy 121 Bypass, Suite 100, Lewisville, TX 75067


Listings courtesy of Stellar MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of {{last updated}}. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Properties displayed may be listed or sold by various participants in the MLS. All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; availability of any listing should always be independently verified. Listing information is provided for consumer personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law. Copyright 2026, My Florida Regional MLS DBA Stellar MLS.

Andrea D. Conner, License # BK3437731, Xome Inc., License CQ1043756, [email protected], 844-400-XOME, 750 State Highway 121 Bypass, Suite 100, Lewisville, TX 75067

The data relating to real estate for sale on this web site comes in part from the Internet Data Exchange (IDX) Program of the Space Coast Association of REALTORS®, Inc. Real estate listings held by brokerage firms other than the owner of this site are marked with the Space Coast Association of REALTORS®, Inc. logo and detailed information about them includes the name of the listing brokers. Copyright 2026 Space Coast Association of REALTORS®, Inc. All rights reserved.




Winter Haven Real Estate

Winter Haven is located in Florida. Winter Haven, Florida has a population of 48,707. Winter Haven is less family-centric than the surrounding county with 26.09% of the households containing married families with children. The county average for households married with children is 26.62%.

The median household income in Winter Haven, Florida is $50,842. The median household income for the surrounding county is $55,099 compared to the national median of $69,021. The median age of people living in Winter Haven is 41 years.

Winter Haven Weather

The average high temperature in July is 92.5 degrees, with an average low temperature in January of 49.7 degrees. The average rainfall is approximately 51.2 inches per year, with 0 inches of snow per year.

Winter Haven Map

Winter Haven Real Estate Market Conditions

  • Median sales price

    $277,500
    25.4%
    change since last quarter
  • # Active listings

    1,103
    30-day change

Winter Haven Schools and Demographics

Education near Winter Haven, FL

City County
High School Graduates 88.28 86.36
College Degree - 2 year 10 9.74
College Degree - 4 year 19.99 21.01
Graduate Degree 4.94 5.22
Expenditures per Student 10,984 10,984
Students per Teacher 17.8 17.8

Elementary Schools near Winter Haven, FL

Grades Students P/T Ratio ZIP
Chain of Lakes Elementary School PK - 05 1,077 17.4 33884
Eagle Lake Elementary School PK - 05 473 15.8 33839
Elbert Elementary School PK - 05 638 15.6 33881
Frank E. Brigham Academy KG - 05 527 15.5 33880
Fred G. Garner Elementary School PK - 05 646 13.7 33881
Garden Grove Elementary School PK - 05 562 15.2 33884
Hartridge Academy KG - 05 237 18.2 33881
Highland City Elementary School PK - 05 428 13.8 33846
Inwood Elementary School PK - 05 412 15.3 33880
Jewett School of the Arts PK - 08 738 15.1 33881
John Snively Elementary PK - 05 467 15.6 33880
Lake Shipp Elementary School PK - 05 550 17.2 33880
Pinewood Elementary School PK - 05 678 14.7 33839
Wahneta Elementary School PK - 05 502 16.2 33880
Winter Haven Head Start PK - PK 35 17.5 33881

Middle Schools near Winter Haven, FL

Grades Students P/T Ratio ZIP
Denison Middle School 06 - 08 842 15.9 33880
Jewett Middle Academy Magnet 06 - 08 606 18.4 33881
Westwood Middle School 06 - 08 821 15.5 33881

High Schools near Winter Haven, FL

Grades Students P/T Ratio ZIP
Chain of Lakes Collegiate High School 11 - 12 291 32.3 33881
Lake Region High School 09 - 12 1,892 19.9 33839
New Beginnings High School 07 - 12 382 27.3 33881
Polk State College Collegiate High School 11 - 12 281 40.1 33881
Winter Haven Senior High School 09 - 12 1,953 22.2 33880

Ungraded Schools near Winter Haven, FL

Grades Students P/T Ratio ZIP
Ridge Teen Parent Program 06 - 12 71 33881
Winter Haven Pace 01 - 12 5 33880

Demographics near Winter Haven, FL

City County
Neighborhood Type Suburban
Population 48,707 713,148
Population Density 1,520 397
Median Age 41 40.1
People per Household 2.7 2.8
Median Household Income 50,842 55,099
Average Income per Capita 27,296 27,909

Real estate near Winter Haven