Choosing to move to or relocate within Winter Haven means you'll gain easy access to several great things to do in Central Florida. The close proximity to top theme parks makes this location very popular. Of course, the many lakes surrounding the community also help draw new residents to the area.
Found just outside Lakeland and to the southwest of Orlando, Winter Haven is a popular Central Florida destination. It's surrounded by lakes and the many highways running through the area make it easy to get to top attractions throughout Central Florida, such as the top theme parks.
Winter Haven is found about 57 miles from the center of Orlando and about 50 miles from Tampa. It's only 15 miles from downtown Lakeland and just minutes from some of the best lakes in the area.
Winter Haven offers several great home options including single-family homes and condos. You can enjoy living in the downtown area or you can choose a home further out away from the downtown area of Winter Haven. Many lakefront properties are also found throughout the area.
Whether you plan to live in Winter Haven year-round or you prefer to vacation her for part of the year, Winter Haven has a home for you. The community offers several unique neighborhoods including some closer to downtown and others further away from the downtown area. Some of the top neighborhoods in Winter Haven include:
These communities, along with others, have plenty to offer for all types of home buyers. Whether you're looking for a starter home or a custom estate, you'll find it within the Winter Haven area.
The main things to do in Winter Haven revolve around the lakes. From taking a kayak out on Lake Silver to water skiing on one of the other lakes, there are plenty of water activities to enjoy here. In fact, a big part of the history of the community has to do with water skiing.
Along with water activities, the Russ Matt collegiate baseball tournament is held here every year. LEGOLAND is also located nearby offering a cool theme park for locals to enjoy without leaving Winter Haven.
Winter Haven is also home to Rotary Park and found close to the Marshall Hampton Reserve. Several other lake parks and marinas are also found throughout the area.
4 BEDROOM, 2 BATH HOME BUILT IN 2019 WITH LOW HOA AND NO CDD. The Brick-paver drive leads to a two-car garage and a bright open floor plan. Kitchen has a large island, pl...
Virtually Staged. Under Construction. BRAND-NEW CONSTRUCTION –Welcome to this beautiful 3-bedroom, 2-bath home featuring 1,322 sq. ft. of living space with an open-concep...
Welcome home to this stunning 3-bedroom, 2-bathroom residence tucked into the sought-after, gated community of Terranova. From the moment you step inside, an open floor p...
This 2-bedroom, 1½-bath concrete-block home is located in Winter Haven. NO HOA, NO CDD, NON-FLOOD ZONE PER COUNTY RECORDS, UNDERGROUND POWER LINES AND A 2026 AC! The home...
Welcome to your slice of heaven in Winter Haven! Situated on just over 6.5 acres you will find this charming 3/2/2 Cassidy custom pool home surrounded by green meadows a...
Don't miss your opportunity to own this block home, featuring 3 bedrooms, 1.5 bathrooms plus a bonus room with no HOA. This is a Fannie Mae Homepath property.
Welcome to The Meadows, a desirable community within Cypresswoods! This well-maintained home offers the perfect combination of comfort, convenience, and beautiful golf co...
Welcome to this beautifully updated 3-bedroom, 2-bath home in Winter Haven! The home offers a versatile in-law suite layout with two living areas and private spaces on ea...
A fantastic opportunity for investors or future homeowners! This beautiful corner-lot home features 4 bedrooms and 2 bathrooms, offering comfort, space, and excellent inc...
Discover the opportunity to own a home in a convenient Central Florida location, surrounded by attractions, recreation, shopping, dining, and everyday conveniences. Enjoy...
3BR/2BA Beauty Near Downtown Winter Haven — Fully Updated Kitchen! Move right into this beautifully updated 3-bedroom, 2-bathroom home just minutes from downtown Winter ...
Welcome to 6364 Lolly Bay Loop NE, a beautifully updated Winter Haven home offering comfort, value, and a convenient Central Florida lifestyle. This property features a *...
BEAUTIFUL VILLA READY TO MOVE IN! A brand-new HVAC system (June 2026), along with new insulation throughout the attic. Features include cathedral ceilings, elegant detai...
AFFORDABLE & REFRESHED 3 BEDROOM CBS HOME ON LARGE LOT AND NO HOA!!! Centrally located in Winter Haven, the home is at the end of a dead-end street for low traffic. Featu...
Welcome home to this beautifully refreshed 3-bedroom, 2-bathroom home offering a comfortable layout, fresh updates, and an expansive backyard with plenty of possibilities...
4 BEDROOM, 2 BATH NEWER HOME WITH AFFORDABLE HOA, NO CDD AND PRICED TO SELL! Welcome to this clean, well-kept 2020 four-bedroom, two-bath home across from Lake Lucerne i...
Virtually Staged. Welcome to 3831 Gaines Dr, where beautifully updated interiors, exceptional outdoor living, and the best of the Winter Haven lifestyle come together. Si...
Under Construction. The first floor of the stunning Edison two-story home is host to an open-concept layout that combines the kitchen with the living and dining areas, an...
Beautiful home featuring 4 spacious bedrooms and 2 bathrooms. The fully equipped kitchen boasts beautiful wood cabinetry and granite countertops. Sliding glass doors le...
Welcome home! This beautiful property features a comfortable and functional layout, perfect for everyday living and entertaining. Enjoy spacious living areas, a well-appo...
Beautiful Single Level, 2 Car Garage Home with Open Concept Living and 4 Bedrooms! The Baker plan is in Farmhouse exterior design. Adjacent the foyer you'll find 3 second...
*GOLF COURSE and WATER VIEWS*** Located behind the secure gates of the coveted 55 + community of Lake Ashton, the views from the covered and screened lanai are superb! Bu...
Come and see this 3-bedroom, 2-bathroom single-story home in the Lesnick Park neighborhood. This property features a spacious open floor plan that seamlessly connects the...
Under Construction. Indigo BELOW MARKET INTEREST RATES with use of Seller's Preferred Lender. Check out the Indigo, a spacious two-story, 5-bedroom, 3-bathroom, 2-car g...
Virtually Staged. Welcome to this beautiful, move-in-ready home offering comfort, style, and easy maintenance! Step inside to a bright and inviting layout featuring no ca...
Welcome home to this spacious 3-bedroom, 2-bath pool home offering 2,269 square feet of living space, with an inviting layout designed for everyday living and entertainin...
Auction Property. 3-bedroom, 1 bath, 1,080 square foot ranch home sitting on 10,097 square foot lot. Cyprus Gardens, Lego Land and a few Parks near you can recharge your ...
HOME SWEET HOME! This sweet 4 bedroom 3 bath home is ready for its next happy homeowner. Located in a small gated community in SE Winter Haven this one has the perfect co...
Freedom and flexibility await in this amazing 4 bedroom, 3 bathroom ranch-style POOL home, featuring beautiful updates, a floor plan ideal for multi-generational needs, a...
Welcome to this beautifully maintained 3-bedroom, 2-bathroom home in Winter Haven, built in 2023 and offering the feel of a nearly new home without the wait for new const...
Step into a piece of Winter Haven history—beautifully reimagined for modern living. Just moments from Lake Howard, this exceptional 1925 residence offers the character an...
Virtually Staged. Virtual stage. Move-in ready and beautifully renovated! NEW ROOF TO BE INSTALLED PRIOR TO CLOSING! This beautifully updated home features brand-new luxu...
Virtually Staged. Welcome to this beautiful one-story Freeport floor plan featuring 4 bedrooms, 2 bathrooms, an open-concept kitchen and great room, a private primary sui...
Spacious 4-bedroom home in the beautiful and well-kept Lake Smart Pointe community, offering LOW HOA and NO CDD. This home features an open-concept layout with a kitchen ...
**THIS IS THE ONE!!** IMMACULATE SE WINTER HAVEN, FLORIDA HOME LOCATED ON A SHADED CUL-DE-SAC LOT WITH NO HOA. NEW ARCHITECTURAL SHINGLE ROOF INSTALLED 2022, AC-HEAT PUMP...
From the moment you enter, it is immediately apparent this is not your typical lakefront home. Elevated sightlines extend across the pool to the tranquil waters of Hart L...
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...
Discover this brand-new construction 4-bedroom, 2-bathroom single-family home, offering the perfect blend of modern style and functional living. The heart of the home is ...
POOL HOME WITH POND VIEW IN GATED TERRANOVA! -NEW AC UNIT DECEMBER 2025--ROOF & HOT WATER HEATER ARE 6 YEARS OLD-- Welcome to this spacious 3-bedroom, 2-bath home offerin...
Short Sale. This is a SHORT SALE-THIRD PARTY APPROVAL REQUIRED. Spacious and extensively upgraded, this 5-bedroom, 3-bath home offers more than 3,000 square feet of flexi...
Welcome home to this beautifully maintained four-bedroom, 2½-bathroom home located in a desirable gated community. New Roof installed along with a private access boat ...
Investment opportunity in the heart of Winter Haven! This tenant-occupied duplex features two units, each offering one bedroom and one full bathroom, with approximately 1...
Modern Comfort Meets Natural Serenity – 1228 Tyler Loop, Winter Haven, FL Discover peaceful Florida living in this beautifully maintained 4-bedroom, 3-bath Lennar Next...
Under Construction. This two-story Georgia will definitely be on your mind… This beauty highlights a modern open layout, seamlessly integrating a first-floor kitchen with...
Welcome to this beautifully maintained 3-bedroom, 2-bathroom pool home offering comfort, functionality, and peace of mind with numerous recent improvements. From the mome...
### **2023-Built 3BR/2BA | No HOA | Tenant Occupied | Immediate Rental Income ( $1575 monthly)** Built in 2023, this beautiful 3-bedroom, 2-bath home is a fantastic op...
Welcome home to this CLEAN and PRISTINE 4-bedroom, 2-bathroom BLOCK pool home on a large lot with NO HOA! Inside, a great layout, light and bright walls and floors, and u...
Spacious 4-Bedroom, 3-Bath Pool Home on a Corner Lot in Winter Haven! Ideally located in a convenient area of Winter Haven and situated across from lakefront homes, this ...
SELLER MOTIVATED – MOVE-IN READY! Discover refined Florida living in the STUNNING SHENANDOAH II MODEL, an impressive SINGLE-STORY RESIDENCE offering 2,034 square feet of ...
If you have been looking for a property with space, character and real potential, this one is worth seeing. Situated on a large lot with mature trees, a long driveway, de...
Welcome to 1499 Avenue E NE, a solid home with spacious rooms, plenty of natural light and lots of potential to make it your own. The home features easy-care terrazzo flo...
Virtually Staged. Step into this inviting 2-bedroom, 2-bath home in the heart of Winter Haven, offering comfort, convenience, and classic Florida charm. The open, well-a...
Welcome to Winter Haven's Villamar Community! This home built in 2022 features 4 bedrooms, 2 bathrooms, a 2-car garage and 1707 square feet! At the main entry doorway, st...
The single-story Ruby plan was designed for entertaining, offering a generous great room, an open dining area and a relaxing covered patio. You’ll also appreciate an impr...
Welcome to this charming 3-bedroom, 1-bathroom single-family home in Winter Haven, FL, offering a great opportunity for a first-time home buyer or real estate investor. M...
Set along the shoreline of Lake Florence, this distinctive 0.83-acre waterfront parcel extends 367 feet in depth and includes 87 feet of lake frontage. Lake Florence is a...
Welcome to this inviting 3-bedroom, 2-bath home offering 1,344 heated square feet of comfortable living space. This home features a spacious kitchen with plenty of cabine...
Tucked away on a quiet cut-de-sac in desirable gated community, this well-maintained one-owner home offers a wonderful opportunity to make it your own. Enjoy the Florida ...
A TRUE GEM IN THIS COMMUNITY!!This stunning 3 bed-2 bath,home has been completely renovated with high materials and finished.Brand new open concept kitchen modern and des...
Virtually Staged. Welcome to Florida Paradise in Winter Haven - a massive Chain of Lakes Area famous for the Legoland fun and outdoor activities! PRICED TO SELL! Almost B...
LAKEFRONT POOL HOME WITH PRIVATE ATTACHED IN-LAW SUITE IN CENTRAL FLORIDA! Welcome home to 1016 S Lake Mariam Dr in SE Winter Haven. This exceptional custom built, one-ow...
Beautiful and affordable 3-bedroom, 2-bath home in Cypress Landing on Lake Dexter on a corner lot with just one adjoining neighbor. 1,668 sq/ft living area with an enclos...
You must see this stunning 4 bedroom, 2 bathroom, pool home located in the gated community of Lake Miriam Hills. This east Winter Haven home boasts a split floor plan, ne...
Welcome to 1042 Corso Drive in Winter Haven! This beautiful 4-bedroom, 2-bath home offers a bright, open floor plan with modern finishes and plenty of space for comfortab...
Short Sale. CLOSE IN 60 DAYS OR LESS! QUICK and easy HECM Short Sale on this 2 bedroom 2 bath Vienna Square home. This one can be a real charmer with your personal touche...
Welcome to your next home in Winter Haven! This beautifully designed 4-bedroom, 2-bathroom home offers a highly sought-after layout with spacious bedrooms, walk-in closet...
Welcome to Winter Haven living, where comfort, thoughtful updates, and an exceptional outdoor setting come together in a home designed to be enjoyed inside and out. St...
Crescent Pointe is a brand new community located in Winter Haven, FL, conveniently situated off State Rd 653 and boasting easy access to a range of nearby attractions. Fo...
FOR SALE - 4 Bedroom, 2 Bathroom Beautiful Home in One of Winter Haven's Most Desirable Areas Don't miss this wonderful opportunity to own a beautifully maintained 4-bed...
Under Construction. Beautiful Corner Lot! The first floor of the stunning Edison two-story home is host to an open-concept layout that combines the kitchen with the livin...
It's a completely renovated 4-bedroom beauty. No HOA. Park your trailers or vehicles in back yard or side yard with gate. New Roof, new windows, new doors, new hot water ...
Crescent Pointe is a brand new community located in Winter Haven, FL, conveniently situated off State Rd 653 and boasting easy access to a range of nearby attractions. Fo...
Virtually Staged. Welcome to this spacious five-bedroom, two-bath home in the established Jan-Phyl Village community of Winter Haven. The inviting living room provides a ...
Winter Haven Corner-Lot Charmer Near Polk State College & Major Conveniences 918 sq ft • 2 Bedrooms • 1 Bath • Garage • New Carpet A bright and welcoming Winter Haven...
Welcome to 418 Majestic Gardens Blvd, Winter Haven, FL 33880, a spacious and move-in-ready 4-bedroom, 2-bath home located within a gated community. Offering a well-design...
MOVE-IN READY AND BEAUTIFULLY MAINTAINED! Welcome to 233 Kings Pond Ave, a charming 3-bedroom, 2-bath home where comfort, thoughtful updates, and everyday convenience com...
This spacious 4-bedroom, 2-bathroom single-family home offers approximately 2,355 square feet of living space on a generous 0.34-acre lot, providing plenty of room to mak...
Welcome to 344 Ruby Lake Loop, a stunning 4-bedroom, 2-bath home offering 2,215 square feet of living space on a lush 10,411-square-foot lot. Nestled on a quiet street in...
Welcome Home to Hampton Cove! Welcome to your dream home in Winter Haven! Nestled within the gated community of Hampton Cove, this impressive 4-bedroom, 3-bathroom singl...
INVESTMENT OPPORTUNITY + INCOME-PRODUCING PROPERTY + NO HOA! Welcome to 501 Avenue G SE, Winter Haven, FL 33880, a unique single-family property grandfathered for multi-f...
Virtually Staged. Rare No-HOA Corner Lot with Work, RV, & Boat Parking This 3-bedroom, 2-bath block home sits on a quarter-acre corner lot in Winter Haven with zero H...
IMMACULATE FULLY REMODELED AND COZY 3 Bedroom AND 2 bathroom house. This home can be used as your primary residence or as investment Rental property. This lovely home ha...
Discover exceptional living in this spacious 5-bedroom, 4-bath Winter Haven beauty—an ideal blend of style, comfort, and modern convenience. Step inside to an inviting ...
Welcome to a truly special waterfront property in Winter Haven, set on 1.28 private acres with water on both sides. Located on Lake Link with Lake Otis directly across th...
Built in 2023 and situated on 1.59 acres, this 3 bedroom, 2 bath home offers something increasingly hard to find in Winter Haven: a newer home with land, flexibility and ...
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 ...
This home extrudes the luxury vibe from the moment you approach it with its distinctive roof w/ a blue metal barrel tile appearance and circular driveway. Large manicured...
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 lux...
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 b...
Discover an extraordinary lakefront estate offering unmatched charm, privacy, and lifestyle on coveted Lake Otis. Set on a rare double lot, this property feels like a pri...
A 3 bedroom, 2 bathroom home featuring a separate BONUS ROOM and MUD ROOM is hard to find....Especially under 250K! The spacious kitchen features beautiful newer wood...
Welcome to 9469 Waterford Oaks Drive, a beautifully maintained and spacious custom built home offering an exceptional combination of comfort, privacy, upgrades, and Flori...
WELCOME TO THIS WELL-KEPT PROPERTY WITH LOW HOA FEE. THIS IS A SPLIT PLAN FOUR BEDROOM/TWO BATH HOME. THE PROPERTY HAS A LIVING, DINING AND FAMILY ROOM. THE EAT-IN KIT...
Under Construction. New construction home with 1,545 square feet on one-story including 3 bedrooms, 2 baths, and an open living area. Enjoy an open kitchen with Quartz co...
Under Construction. New construction home with 2029 square feet one-story including 4 bedrooms, 2.5 baths, and an open living area. Enjoy an open kitchen with, Quartz cou...
New construction home with 2005 square feet on one-story including 3 bedrooms, 2 baths, den, and an open living area. Enjoy an open kitchen with Quartz countertops, Samsu...
Spacious 4BR/2.5BA home with 2,836 SF in desirable Windridge! Enjoy a screened saltwater pool, spacious fenced backyard, flexible living areas, and parking for up to 8 ve...
Welcome home to this 3-bedroom, 2-bath pool home in Winter Haven! Featuring a spacious and comfortable layout with plenty of room for everyday living and entertaining. St...
Welcome to this move-in ready 3-bedroom, 2-bathroom home in the desirable Fox Ridge neighborhood. This home features a modern open-concept layout that connects your livi...
Virtually Staged. Newer home with NO CDD and large yard!!! Welcome home to this beautifully maintained 4 bedroom, 2 bath home offering 1,983 square feet of comfortable li...
David Myers 407-801-3286
Your Central Florida Real Estate Expert