Winter Haven Homes with Lake Front Frontage

Winter Haven Homes with Lake Front Frontage

Welcome to Winter Haven, Florida – a charming gem nestled in Polk County, where the sun shines bright and the lakes shimmer with beauty. Known for its picturesque landscapes and vibrant community, Winter Haven offers a delightful mix of small-town charm and modern amenities, making it an ideal place to call home.

One of the standout features of Winter Haven is its breathtaking lakefront properties. With over 50 lakes, including the renowned Chain of Lakes, residents enjoy not only stunning views but also a plethora of recreational activities. Imagine waking up each morning to the gentle lapping of water against the shore, with the sun rising over your private lakefront haven. Homes with lakefront frontage in Winter Haven provide an unparalleled lifestyle, blending tranquility and adventure right at your doorstep.

From fishing and boating to kayaking and paddleboarding, the lakes offer endless opportunities for outdoor enthusiasts. The area's rich natural beauty also means that you can enjoy scenic walks, picnics, and birdwatching along the lakeside. The community is known for its friendly atmosphere, where neighbors become friends and families create lasting memories.

In addition to the stunning natural surroundings, Winter Haven boasts a variety of shopping, dining, and entertainment options, ensuring that everything you need is just a stone's throw away. Whether you’re looking for a cozy cottage or a luxurious estate, Winter Haven’s lakefront homes provide the perfect backdrop for a fulfilling Florida lifestyle. Come discover the magic of Winter Haven – where your dream home awaits by the water’s edge!

Newest Winter Haven Homes with Lake Front Frontage

1400 Avenue D Ne, Winter Haven
$337,500
3 Beds ⋅ 2 Baths ⋅ Lake Elbert Heights SubDv. ⋅ 33881 Zip Code
3 BR - 2BATH LAKEVIEW HOME WITH OVER 2000 SF OF LIVING AREA AND 2 CAR GARAGE, THIS PROPERTY ALSO INCLUDES A 40 FT WATERFRONT LOT WITH REBUILT DOCK W/COVERED BOAT DOCK ON LAKE ELBERT. THIS HOME IS CLEAN AND MOVE IN READY. FORMAL LIVING ROOM, FORMAL DINING ROOM, KITCHEN IS OPEN TO THE FAMILY ROOM WITH BRICK FIREPLACE. THE DINETTE OFF THE KITCHEN HAS ACCESS TO THE SCREEN ENCLOSED REAR PORCH WHICH ALSO HAS ACCESS FROM THE FORMAL DINING ROOM. THE FENCED BACK YARD HAS A NICE SHED AND BEAUTIFUL OAKS. THIS HOME HAS HAD SOME MODIFICATION SUCH AS THE MASTER SUITE HAS A LARGE OPEN LAUNDRY ROOM WITH WASHER & DRYER AND THE GUEST BATHROOM HAS A ROLL IN SHOWER ACCESS. YOU HAVE A VIEW OF LAKE ELBERT FROM YOUR FRONT YARD AND ALSO CAN WALK DOWN TO YOUR PRIVATE DOCK AND ENJOY THE BEAUTIFUL FLORIDA SUNSETS OR ENJOY A WALK AROUND LAKE ELBERT ON THE WALKING PATH. POLK STATE COLLEGE JUST ACROSS THE LAKE. THIS PROPERTY IS CONVENIENTLY LOCATED ONLY MINUTES TO DOWNTOWN WINTER HAVEN WITH RESTAURANT, SHOPPING, LIBRARY, PARK AND LOCAL EVENTS. DON'T FORGET THE FREE CYPRESS GARDENS SKI SHOW ON LAKE SILVER.

1400 Avenue D Ne, Winter Haven
1020 W Lake Hamilton Drive, Winter Haven
$710,000
4 Beds ⋅ 3 Baths ⋅ Pollard Shores SubDv. ⋅ 33881 Zip Code
Central Florida Lakefront living in Winter Haven, Florida on an acre of land with no HOA. This home is for a buyer who loves lake views, great fishing, skiing and water sports. With over 3,400 square feet, this 4 bedroom 3 bathroom home is located just minutes from downtown, Lego Land and about an hour from Orlando attractions. Move-in ready for your family or start retirement at the lakefront retreat. Spend time in the 18 x 11 workshop or enjoy lounging in the recently added screened room while enjoying the lake views, wildlife and beautiful oaks.

1020 W Lake Hamilton Drive, Winter Haven
900 Lake Martha Drive Ne, Winter Haven
$440,000
4 Beds ⋅ 4 Baths ⋅ Hutchinson Add SubDv. ⋅ 33881 Zip Code
Welcome to 900 Lake Martha Drive NE, a truly unique lakefront property offering exceptional space, flexibility, and endless possibilities! The property extends across the street to Lake Martha, providing direct lake frontage and wonderful opportunities to enjoy the waterfront. Information provided by the City, the lakefront portion may be divided from the main homesite, creating even more possibilities for the property. The main portion of the home features three bedrooms and two bathrooms, spacious living and dining areas, and a large bonus room currently used as a pool and game room. This flexible space could also serve as a family room, home office, gym, or additional entertainment area. Located on the opposite side of the home, the private in-law suite offers separation from the main living area, its own entrance, and a full bathroom. Above the two-car garage is an expansive room with a full bathroom and space for a kitchenette. This versatile area could become a movie room, game room, additional primary suite, guest quarters, or a second in-law suite. The garage also includes an additional shower—perfect for rinsing off after boating, fishing, yardwork, or a day by the lake. Enjoy Florida living from the screened front and rear porches. The fenced side yard is already improved with crushed gravel, providing convenient parking for a boat, RV, trailer, or other recreational vehicles. With direct lake frontage, multiple living areas, flexible bonus spaces, and the potential to separate the waterfront portion, this property offers outstanding possibilities for multigenerational living, extended-family accommodations, guest quarters, or potential short- or long-term rental use. Bring your ideas and discover everything this one-of-a-kind Lake Martha property has to offer!

900 Lake Martha Drive Ne, Winter Haven
Archaic Drive, Winter Haven
$199,900
Village Spirit Lake Ph 01 SubDv. ⋅ 33880 Zip Code
LAST BUILDING LOT ON SPIRIT LAKE IN THE VILLAGES OF SPIRIT LAKE, SO BRING YOUR PLANS AND START ENJOYING THIS GATED COMMUNITY. OFFERING A PRIVATE BOAT LAUNCH, FISHING DOCK PLUS COMMUNITY POOL, CLUBHOUSE, PLAY GROUND, TENNIS, BASKETBALL AND PICKLEBOARD COURTS. EAST ACCESS TO THE POLK PARKWAY SO COMMUTES TO TAMPA OR ORLANDO MAKE IT EASY. OWNER TERMS AVAILABLE IF NEEDED WHILTE GETTING YOUR CONSTRUCTION PLANS TOGETHER.

Archaic Drive, Winter Haven
2510 Cypress Gardens Boulevard, Winter Haven
$865,000
5 Beds ⋅ 3 Baths ⋅ Eloise Woods West Lake Florence SubDv. ⋅ 33884 Zip Code
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 an independent 74-acre lake with a county-owned park but no public boat ramp. The property’s concrete boat-launching pad, dock, boathouse, and lift provide on-site access for boating, water skiing, paddling, and fishing. The parcel contains two detached residences and is coded as Multiple SFR in Polk County property records. Together, the residences encompass 3,482 square feet of combined heated living space and 5,094 total square feet under roof, divided between a two-bedroom, two-bath primary residence with a flexible studio and a detached two-bedroom, one-bath cottage. The 2,311-square-foot primary residence, built in 1985, includes a spacious primary suite and a second bedroom configured as a den with fireplace and Murphy bed. The studio/flex room has its own side entry and an auxiliary appliance station with an 18-inch dishwasher, refrigerator and freezer drawers, ice maker, and microwave, adding flexibility for entertaining, guest accommodations, or additional living space. The recently updated kitchen features quartz countertops, a substantial island with seating for five, induction cooktop, double ovens, coffee bar, and generous pantry. Expansive sliding glass doors and the dining room’s oversized window capture sweeping views of Lake Florence. New luxury vinyl plank flooring extends throughout the main living areas, while fresh interior paint complements the recent updates throughout the primary residence. The HVAC system was replaced in 2020. The primary bath includes a steam shower and refined vanity, while the secondary bath includes an oversized quartz vanity and newly installed Kohler shower. A 30-foot lakefront deck includes a screened area for additional outdoor living space. The detached 1,171-square-foot cottage, originally constructed in 1958, includes two bedrooms, one bath, a comfortable living area, and a spacious full eat-in kitchen , with crown molding throughout. Set apart from the primary home, it provides flexible separate living or workspace while remaining part of the unified property. A spacious 15-by-14-foot screened porch overlooks the surrounding landscaping. Each residence has its own electric meter and septic system; the primary residence’s septic system was replaced in 2020. The homes share a water meter and driveway. Both residences feature concrete-block construction, new roofs, screened outdoor porches, interior laundry areas, and Ecobee thermostats. An additional (3rd) washer and dryer are located in the cottage’s attached garage. Major appliances in both residences convey with the property. The lakefront grounds provide open space for outdoor living and sunrise views across Lake Florence. Parking includes a 2.5-car carport, 1.5-car garage, and additional off-street parking. This uncommon combination of two detached residences, substantial covered area, boating infrastructure, and flexible living space distinguishes the property in Winter Haven.

2510 Cypress Gardens Boulevard, Winter Haven
1016 S Lake Mariam Drive, Winter Haven
$750,000
5 Beds ⋅ 4 Baths ⋅ Waters Lake Mariam SubDv. ⋅ 33884 Zip Code
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-owner home has it all! Boasting nearly 3,700 sq ft of living area, this home offers flexibility in this thoughtfully designed property featuring a fully functional in-law suite. Complete with a private entrance, comfortable living area, kitchenette, private bedroom, and full bathroom, this space ensures independence and privacy for extended family members or visitors. Whether you need a seamless multi-generational living arrangement, a quiet work-from-home office, or an option for supplemental rental income, this bonus square footage delivers unmatched utility without compromising the comfort of the main home. From the moment you arrive, the covered front entry porch creates a warm first impression. Upon entering the foyer, the home opens up into the great room with gas fireplace, dining room, kitchen, and breakfast nook. Downstairs features 10 foot ceilings and crown molding throughout. The heart of the home flows seamlessly to the covered lanai through sliding glass doors where you can unwind while taking in tranquil views of the lake and sparkling pool, creating the perfect backdrop for your morning coffee or evening sunsets. The fully functional kitchen offers generous cabinetry and counter space for preparing meals and gathering with loved ones, a breakfast bar, newer stainless-steel appliances, and a large walk-in pantry. The master suite retreat, offering gorgeous lake views, is also downstairs for privacy and includes a walk-in closet, dual sinks, linen closet, and walk-in shower with dual shower heads. Upstairs you will enter into a massive loft, providing the perfect setting for a media room, game room, or an open office space. The second floor also features, 3 generous sized bedrooms, a full bathroom, and a bonus room.  Spend your free time enjoying the Florida lifestyle floating in your pool, barbequing with friends and family, launching a kayak, or simply enjoying the sunrise and sunset views at this beautiful lakefront home.  You will save big monthly keeping your yard pristine with the irrigation well.  The massive 3-car garage provides space for all of your vehicles and toys. The well-established community of Waters Of Lake Mariam has only 22 homes and a low HOA of $300 annually. Perfectly positioned just minutes from major highways, shopping, restaurants, and everyday conveniences, this home offers the ideal balance of peaceful lakeside living and easy access to everything Central Florida has to offer. Opportunities like this do not last—make it yours.

1016 S Lake Mariam Drive, Winter Haven
25 Lakewood Causeway, Winter Haven
$849,900
5 Beds ⋅ 4 Baths ⋅ N/A SubDv. ⋅ 33884 Zip Code
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 the street, the two lakes form a connected two-lake chain offering boating, fishing and plenty of opportunities to enjoy life on the water. Enjoy beautiful lake views from both sides of the home and spectacular sunsets over Lake Otis from the front. A circular driveway welcomes you to this spacious 5-bedroom, 3.5-bath home with over 4,100 square feet of living space. The thoughtfully designed floor plan is filled with natural light and features the primary suite and one additional bedroom on the main level, along with a great room, kitchen and dining area, and a flexible room that could be used as an office or den. Upstairs, three additional bedrooms and a full bath provide plenty of space for family and guests, and the upstairs has been freshly painted. The oversized kitchen is perfect for everyday living and entertaining, offering tons of cabinetry, abundant countertop space and built-in double ovens. The home also offers exceptional storage throughout, providing plenty of room for everything. The outdoor living area features a screened enclosure with an oversized pool overlooking Lake Link, along with a convenient half bath for poolside guests. The backyard is exceptionally private, surrounded by tall bamboo, mature landscaping and fruit trees that create a beautiful natural setting while preserving the gorgeous waterfront views. An oversized dock, replaced in 2020, and a private boat ramp provide convenient access to Lake Link. Recent updates include a new roof in 2024 and one of the two AC systems replaced in 2024. An attached workshop off the laundry room provides additional functional space with direct access to the side yard. The oversized 3-car garage offers plenty of room for vehicles, watercraft and storage. Opportunities like this are truly rare. With 1.28 acres, waterfront on both sides, direct access to Lake Link and Lake Otis, and a spacious home with so much to offer, this property provides an incredible foundation for its next owner. Move in, make it your own, and bring your vision to life in a setting that is truly one of a kind.

25 Lakewood Causeway, Winter Haven
3640 Crump Road, Winter Haven
$1,399,900
4 Beds ⋅ 3 Baths ⋅ Magnolia Shores SubDv. ⋅ 33881 Zip Code
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 living space is truly spectacular! Step through the French doors to a sparkling saltwater PebbleTec pool featuring iridescent tile, fiber-optic lighting, a swim-up bar, fountains, and a roof-line waterfall. The propane-heated pool is surrounded by an expansive travertine deck, while the nearby gas fire pit with custom-cushioned seating creates the perfect setting for evening gatherings. Propane-connected tiki torches add a tropical ambiance, and a hidden sump pump provides worry-free drainage after storms. Entertaining is effortless with the outdoor kitchen, complete with a new grill and refrigerated drawers. The fenced backyard extends halfway to the lake, providing plenty of room for pets to play. Professional Florida-native landscaping, enhances the lush, resort-like setting. Inside, the beautifully designed chef's kitchen features quartz countertops, a copper farmhouse sink, paneled refrigerator, trash compactor, and spacious butler's pantry with a full-size refrigerator and abundant storage. The open floor plan includes a dedicated buffet area with dual wine refrigerators adjacent to the dining space—perfect for hosting family and friends. Nine-foot ceilings, crown molding, porcelain tile, shiplap accents, custom lighting, and a central vacuum system add comfort and sophistication throughout. The luxurious primary suite offers direct access to the pool deck, with a convenient open-air shower just outside. The ensuite features dual vanities and a walk-in shower with dual shower heads. The expansive walk-in closet includes a center island, custom shelving, heated towel rack, and an extra-large Liberty Safe. The home underwent a complete rebuild in 2017, so all features are 2017 or newer. Recent improvements include a new roof (2025), new pool pump (2025), a new 12x24 storage shed (2025) and new irrigation system (2025). The irrigation water comes from the lake so it doesn’t affect your water bill. Additional features include a split-bedroom floor plan, with two guest bedrooms sharing a Jack-and-Jill bath; hurricane shutters; a whole-home Generac generator; and TVs in every room, including the back porch. The spacious 3-car garage features tiled flooring, storage, a workshop, and an industrial ice maker. A pavered circular driveway provides ample parking, plus an additional parking pad with room for an RV. From the custom interior and exterior lighting to the custom painting, bamboo chair rail, and travertine exterior accents, every detail has been thoughtfully designed. The home is also pre-wired for ADT security at the front and rear doors and garage service door. Boating, fishing, entertaining, relaxing, and resort-style living—all in one exceptional Lake Hamilton property with no HOA!

3640 Crump Road, Winter Haven
694 Lake Otis Drive Se, Winter Haven
$949,000
4 Beds ⋅ 3 Baths ⋅ Otis Heights Sub SubDv. ⋅ 33880 Zip Code
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 private resort with expansive lawns, mature shade trees, flourishing fruit trees, and enchanting garden spaces. The 3,083 sq ft main home is filled with character and unique architectural details, complemented by a 400 sq ft in-law suite ideal for guests or multi-generational living. From sunrise views over the water to afternoons spent swimming, fishing, or enjoying watersports, every day feels like a vacation. The outdoor spaces are perfect for elegant entertaining or relaxed family fun. Centrally located near Disney, Legoland, beaches, and premier sporting attractions, this home offers the best of Florida living with convenience to world-class destinations. A rare opportunity to own a distinctive lakefront property that blends luxury, charm, and unforgettable experiences. Call for your private showing today!

694 Lake Otis Drive Se, Winter Haven
348 Terranova Boulevard, Winter Haven
$149,900
Terranova Ph 02 SubDv. ⋅ 33884 Zip Code
Build your dream home on this beautiful approximately ½-acre waterfront homesite at 348 Terranova Boulevard. Nestled along the peaceful shores of Crystal Lake, this spacious lot offers the perfect blend of privacy, natural beauty, and room to create the custom home you've always envisioned. Wake up to tranquil water views, enjoy breathtaking sunsets from your future backyard, and take advantage of the generous lot size with plenty of space for a pool, outdoor entertaining, and lush landscaping. Whether you're looking to build a luxurious estate or a private retreat, this property provides the ideal canvas. Opportunities to own a waterfront lot of this size are becoming increasingly rare. Bring your own builder and design a home tailored to your lifestyle while enjoying the serenity and beauty that Crystal Lake has to offer. Don't miss this chance to turn your dream home into reality on one of the area's most desirable waterfront homesites.

348 Terranova Boulevard, Winter Haven
228 W Lake Ina Drive, Winter Haven
$389,000
3 Beds ⋅ 4 Baths ⋅ Eloise Woods Lake Roy Un SubDv. ⋅ 33884 Zip Code
Virtually Staged. Welcome to lakefront living on beautiful Lake Ina in Winter Haven! This 3 bedroom, 4 bathroom pool home with NO HOA offers generously sized bedrooms, wood flooring throughout the living areas and bedrooms, and tile in the kitchen and bathrooms. The kitchen features granite countertops, wood cabinetry, a tile backsplash and a convenient breakfast bar. Two of the bathrooms showcase charming retro styling, adding unique character to the home. Two large picture windows frame peaceful lake views and fill the interior with natural light. Step outside and experience the Florida waterfront lifestyle, with opportunities to spend your days boating, fishing, water skiing or simply relaxing by the water and enjoying the views. Designed for outdoor living and entertaining, the property includes a covered deck, covered patio, outdoor kitchen, outdoor shower and a large swimming pool surrounded by an impressive 57 by 63 foot paver patio, along with a pool bath. Whether hosting poolside gatherings, launching out for a day on the lake or unwinding by the water at sunset, this home offers a true lakefront retreat!

228 W Lake Ina Drive, Winter Haven
4123 Island Lakes Drive, Winter Haven
$470,000
4 Beds ⋅ 2 Baths ⋅ Island Lakes SubDv. ⋅ 33881 Zip Code
CHAIN OF LAKES LAKEFRONT LIVING on Lake Rochelle! Welcome to Island Lakes, where everyday life feels like a vacation. Located on the highly desirable Winter Haven Chain of Lakes, this beautifully updated home offers the ultimate waterfront lifestyle—boating, sunset cruising, and lakefront dining right from your own backyard. This 4-bedroom, 2-bath home is designed for both comfort and entertaining, featuring an open floorplan with stunning lake views from the main living areas. The spacious great room is filled with natural light, showcasing soaring ceilings, plant shelves, and an expansive sliding glass door that seamlessly blends indoor and outdoor living. The updated kitchen is both stylish and functional, complete with new cabinetry, solid surface countertops, stainless steel appliances, a full tile backsplash, breakfast bar, and a cozy eat-in nook—all perfectly positioned to take in the water views. The primary suite has been beautifully renovated, featuring a sliding barn door leading to a spa-like bathroom with a walk-in glass and tile shower, dual vanities with stone countertops, and a large walk-in closet with built-ins and hidden storage. Step outside and experience true Florida living with a huge screened outdoor living space complete with a hot tub, perfect for relaxing evenings or entertaining guests year-round. Beyond that, enjoy your private dock with a covered boat lift and freshwater supply, ready for days on the Chain. A public boat ramp is just minutes away. This home also features $92,000 in solar panels, providing exceptional energy efficiency and long-term savings—keeping utility costs low while supporting a more sustainable lifestyle. Additional features include a fully fenced backyard, beautiful lake views, and a prime location near Hwy 27 and I-4 with easy access to Orlando, Disney, Lakeland, and Tampa. This is more than a home—it’s a true Chain of Lakes lifestyle with comfort, efficiency, and unforgettable views.

4123 Island Lakes Drive, Winter Haven
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