Lakefront Homes in Winter Haven FL

3 Beds ⋅ 3 Baths ⋅ Anna Mar SubDv. ⋅ 33881 Zip Code

Lakefront Paradise on Lake Elbert! Enjoy beautiful water views right from your front door! Spanning over 1,900 square feet of living space on a generous 0.52-acre lot, this home features a thoughtful layout to include a welcoming living room, a separate cozy family room, and a formal dining room overlooking the lake. The spacious kitchen boasts solid wood cabinets, beautiful countertops, and stainless steel appliances. The primary bedroom showcases stunning lake views along with its own ensuite bathroom complete with a walk-in shower and double vanity. The expansive fenced backyard offers plenty of room for outdoor entertaining. Don’t miss your chance to own this lakeside retreat—schedule your private tour today!

427 W Lake Elbert Dr Ne, Winter Haven

$375,000

3 Beds ⋅ 2 Baths ⋅ Interlaken Add SubDv. ⋅ 33881 Zip Code

A rare 1945-lakefront home on Lake Howard along Winter Haven's highly sought-after Chain of Lakes. This central Florida waterfront property offers a 2BR/1BA main home plus a separate 1BR/1BA guesthouse currently used as a rental. The breezeway, (laundry rm), has a doorway from the main house leading into the guesthouse that has been sealed off, but could easily be opened again if a buyer wanted to merge the guesthouse into becoming part of the main home. The historic charm here is truly one of a kind w/ original hardwood floors running through much of the home, arched doorways between the rooms, & even the original front door w/ its antique turn-key doorbell. The living rm is anchored by a wood-burning fireplace w/ deep built-in shelving on each side, while large sweeping windows frame views of Lk Howard. The Florida rm/sun rm features wall-to-wall wrap-around windows, tile floor & a built-in window seat w/ storage, offering panoramic lake views & beautiful sunsets. An ornate stained glass divider leads from the sun rm into the dining rm, which showcases a stunning hand-painted mural of Old Florida lakefront scenery w/ the same blue herons, coots & anhingas you'll see right outside. The bathroom features an arched, tiled walk-in shower w/ a frameless glass enclosure. The spacious kitchen offers tile floors, tile countertops, a gas range, white cabinetry, a pantry & a breakfast-nook area w/ French doors that lead to the separate laundry rm, which features vintage mosaic tile floors & direct access to the brick walkway & the generously sized wrap-around wooden sun deck. The large .35-acre lot offers room for a garden, pool, or a private outdoor retreat. Just behind the main home, the guesthouse has its own charm, w/ a checkerboard woven wood ceiling & painted vintage mosaic tile floors. Its living area has sliders leading to its private covered patio. The guesthouse kitchen includes wood cabinetry, & tile floors while the tiled bathroom offers a step-in shower. The same tenant has called it home for approx. 4 years & rents month-to-month for $800/mo, making it a reliable income-producing property, a private space for guests, or a future extension of the main home. There are 3 carports plus 2 storage rooms. Across the street, your private lakefront features a boat dock w/ electric, newer decking & a boatlift that just needs a motor. This fixer-upper needs some TLC, but w/ this much character & potential on the Chain of Lakes, it is a rare chance to restore a true piece of Winter Haven history. All measurements are approx. & all info should be confirmed by buyer.

1501 N Lake Howard Drive, Winter Haven

$399,000

3 Beds ⋅ 2 Baths ⋅ Carefree Cove SubDv. ⋅ 33881 Zip Code

Looking for a peaceful lakefront pool home or well appointed Airbnb property? This beautiful 3-bedroom, 2-bath home sits on Lake Conine in Winter Haven’s northern Chain of Lakes, with easy access to the Chain of Lakes Trail. The home has been completely renovated to include a brand new roof, A/C, luxury vinyl plank flooring, interior / exterior paint, water heater, and much more! The kitchen features tons of solid wood cabinets, all new stainless steel appliances, and granite countertops. It includes both a breakfast area and a picturesque cutout with a view of the pool area and lakefront! The laundry room is also built into the kitchen area and includes a unique custom built porthole window that provides both natural light and views to the Florida room and beyond. The kitchen flows into a large enclosed porch (Florida room) with tons of potential! It could be used as a second living room space, dining room, and even space for a game room or office area! The Florida room includes additional cabinets and a bar area with a granite countertop. From the Florida room you can access the screened open porch where you can enjoy a stunning lake view. The primary bedroom features an en suite bathroom with jetted tub/shower, new vanity & fixtures, as well as a large closet. The 2nd bedroom also includes a large closet. The garage has been converted into a 3rd oversized bedroom with a very large closet and shiplap feature wall. Both bathrooms have been fully renovated with gorgeous subway tile in the showers, new ceramic tile floors and vanities with solid surfaces. Outside the house has been completely repainted including newly painted concrete from the front to the back of the property. The home features a newly screened pool cage, a brand new pool liner, with a multi-colored LED pool light. There is a carport and large outdoor storage closet out front, and also a second driveway to park an extra vehicle or boat. The newly painted boathouse, which includes a roll-up door, is wired with electricity and could also function as a workshop. It features new lights, a new side door, and new wood stairs. The boathouse / workshop is approximately 10x20 feet and has tons of room for all your toys! There is no HOA to hassle with! The property includes its own large dock and a concrete slab along the beach area for launching your own boat. Most furnishings in listing are available for separate purchase. As a potential Airbnb, the unit currently sleeps 8, but could be configured to sleep more. Come see this beautiful renovated home today!

1151 Carefree Cove Drive, Winter Haven

$795,000

4 Beds ⋅ 3 Baths ⋅ Lake Eloise Estates SubDv. ⋅ 33884 Zip Code

FULLY REMODELED WATERFRONT HOME,PRIVATE POOL and BOAT DOCK WITH LIFT and NO HOA! Enjoy the best of Florida living in this beautifully remodeled 4-bedroom, 3-bathroom waterfront home in Winter Haven, offering modern finishes, a desirable split floor plan, and exceptional indoor-outdoor living. The inviting interior features stylish tile flooring, recessed lighting, and a stunning living room highlighted by a custom stacked-stone electric fireplace with a rustic wood mantle. The beautifully updated kitchen is a standout, featuring sleek solid-surface countertops, contemporary white shaker cabinetry, stainless steel appliances, and a HUGE STACKED-STONE CENTER ISLAND with breakfast bar, providing abundant workspace, seating, and the perfect gathering spot for family and guests. The split floorplan offers added privacy, while the spacious primary suite features sliding glass door access to the patio and an updated ensuite bathroom with a double-sink vanity and frameless glass walk-in shower. Additional highlights include NEW ROOF INSTALLED IN 2023, REMODELED KITCHEN AND BATHROOMS, french door, and TWO LAUNDRY AREAS—one conveniently located in the interior laundry room and another in the garage for added flexibility. The home also features NEW PLUMBING AND ELECTRICAL IN 2023, city water, and irrigation. Step outside to your private backyard oasis featuring a sparkling in-ground pool with a NEW POOL SURFACE AND NEW SCREEN ENCLOSURE, BOTH UPDATED IN 2023, an expansive paver patio, and a HUGE COVERED LANAI with a pine-paneled ceiling, outdoor TV, and stone accents, creating an ideal space for entertaining, relaxing, and enjoying the Florida sunshine. Waterfront enthusiasts will love the PRIVATE COVERED BOAT DOCK WITH BOAT LIFT on the canal leading to LAKE ELOISE, offering access to Winter Haven's renowned Chain of Lakes for boating, fishing, and watersports. With NO HOA, enjoy greater freedom and flexibility to accommodate your boat, trailer, and recreational equipment. Conveniently located near shopping, dining, parks, and everyday essentials, with access to Winter Haven's attractions and major Central Florida destinations, this move-in-ready property combines extensive updates, versatile living spaces, and an exceptional waterfront lifestyle. Enjoy your own private pool, spacious covered lanai, and boating access to Lake Eloise—all with NO HOA!

1010 Edgewater Drive, Winter Haven

$415,000

3 Beds ⋅ 2 Baths ⋅ Summerhaven Shores SubDv. ⋅ 33884 Zip Code

Your own slice of Lake Daisy. This updated lakefront ranch style home sits on 100 feet of frontage on a clean, spring-fed lake where skiing and water sports can be yours, with a new dock (2022) and a beach at the water's edge. Fish from the end of the dock, paddle out for a morning on the water, or simply watch the wildlife from the screened back Lanai. The 1,502 sq ft block home offers 3 bedrooms and 2 baths on 0.31 acre of mature landscaping, with a covered front porch, split floor plan, lake views, and a brick fireplace in the family room. The primary suite has a walk-in closet, a second closet, and a private bath. The big-ticket work is done: new roof, kitchen and both bathrooms remodeled, new flooring, garage door and opener, and dock (all 2022); new A/C, water heater, and windows (2023); and a whole-house propane generator (2024). Warranties available on applicable items. Two-car attached garage and no HOA. Schedule your showing today. All measurements, square footage, lot size, and room dimensions are approximate and not guaranteed. Buyer to independently verify all information, including taxes, HOA/CDD fees, flood zone, insurance, and permits.

230 Shore Drive, Winter Haven

$1,100,000

4 Beds ⋅ 6 Baths ⋅ Florida Hlnd Companys Sub SubDv. ⋅ 33884 Zip Code

Discover timeless elegance and waterfront living at 100 Island Way, a distinctive custom estate nestled within the gated community of Orchid Springs. Situated on approximately 1.29 acres of beautifully landscaped grounds overlooking Lake Lewis, this remarkable residence offers 4,179 square feet of living space, 4 bedrooms, 4 full bathrooms, 2 half bathrooms, and a detached artist's studio. Originally built in 1969, this one-of-a-kind home showcases exceptional architectural character, featuring natural coral rock sourced from Coral Gables, rich wood accents, custom built-ins, and thoughtfully designed living spaces. A grand circular driveway and expansive porte-cochère create an impressive entrance, welcoming you into a home filled with warmth, charm, and picturesque garden and lake views. At the heart of the residence is a stunning chef's kitchen, beautifully transformed in 2021 with an approximately $200,000 renovation. Featuring custom solid wood cabinetry, premium quartz countertops, a Wolf gas range, oversized Sub-Zero refrigerator, matching wine refrigerator, and a dedicated coffee and wine bar, this exceptional space is designed for both everyday living and entertaining. Two spacious primary suites, a private home office, and a library area provide comfort and versatility, while distinctive architectural details, including exotic redwood floating vanities, natural wood veneer accents, and custom sliding doors, add character throughout. The detached artist's studio offers additional flexible space, ideal for creative pursuits, a private workspace, or a personal retreat. An unexpected second-floor reading or drafting room, accessible by a spiral staircase, adds to the property's unique charm. Step outside into your own private Florida oasis, where lush tropical gardens, brick-lined courtyards, and expansive verandas create inviting spaces for relaxation and entertaining. Enjoy breathtaking waterfront views and a private dock on Lake Lewis, perfect for fishing, canoeing, or simply unwinding while watching the sunset. Notable improvements include the 2021 kitchen renovation, wood-look ceramic tile flooring installed in 2020, several remodeled bathrooms, four A/C units replaced in 2018, plumbing updates, refreshed exterior paint, and updated dock decking. Blending timeless craftsmanship, modern comforts, and serene waterfront surroundings, 100 Island Way presents a rare opportunity to own a truly distinctive Florida estate. Experience the beauty, privacy, and character of this exceptional property. Schedule your private showing today!

100 Island Way, Winter Haven

$570,000

3 Beds ⋅ 2 Baths ⋅ Lake Link Estates SubDv. ⋅ 33884 Zip Code

Welcome to your own slice of Florida WATERFRONT LIVING! The seller loves their lakefront home, and unfortunately must sell to move for work. Situated on an oversized .41-acre lot in the desirable GATED COMMUNITY of Lakewood, this 3-bedroom, 2-bath POOL HOME offers a wonderful combination of indoor comfort, outdoor entertaining, and lakefront lifestyle. Accessed by crossing a private bridge, this unique community offers a distinctive setting, and the home is POSITIONED ON LAKE LINK, WHICH HAS A CANAL CONNECTING DIRECTLY TO LAKE OTIS. Enjoy skiing, fishing, or just hanging out on the lake! Inside, the thoughtfully designed split floorplan provides privacy and functionality, with the primary suite separated from the secondary bedrooms. The pool has recent updates including a new variable speed pool pump, new skimmer, new piping, new jets, and a new pool light. The pool also includes a robotic surface cleaner and robotic skimmer skimmer. Beautiful new luxury vinyl plank flooring flows throughout the home, creating a fresh, updated feel. The updated kitchen offers a modern touch and the window to the pool deck is perfect for cooking, entertaining, or an indoor-outdoor BBQ. The primary suite is spacious, and features an updated master bath, dual walk-in closets, and an oversized sliding glass door out to the pool deck. The additional bedrooms offer flexibility for guests, family, or a home office, and the guest bathroom offers a door straight to the pool deck so your guests can use the bathroom without tracking water in the main house. Step outside to discover one of the home's standout features: an oversized swimming pool surrounded by an expansive paver pool deck, offering plenty of room for lounging, entertaining, and enjoying the Florida sunshine. The large lot provides additional space to enjoy the outdoors and is a perfect place to host a party! Big-ticket improvements offer added peace of mind, including a NEW ROOF IN 2024, A NEW ELECTRICAL PANEL IN 2024, AND A NEW HVAC SYSTEM IN 2025. New insulation has also been added in the attic to improve efficiency. Desirable location, updated major appliances, lakefront living, what’s not to love! Schedule your private showing today!

251 Lake Link Road, Winter Haven

$750,000

6 Beds ⋅ 3 Baths ⋅ Lake Link Estates SubDv. ⋅ 33884 Zip Code

TIMELESS LAKEFRONT LIVING IN BEAUTIFUL LAKE LINK ESTATES: Some homes have a way of making you feel welcome from the moment you step inside. With its classic traditional architecture, rich natural wood flooring, detailed millwork and inviting living spaces, 11 Lake Link is one of those special places. Beautifully situated along the shores of Lake Link, this 6-bedroom, 3-bath lakefront pool home offers a wonderful balance of timeless character, everyday comfort and the relaxed elegance of waterfront living. A welcoming foyer introduces gracious formal living and dining rooms, beautiful settings for intimate dinner parties, holiday celebrations and special occasions. Thoughtful architectural details, warm wood finishes and generously proportioned rooms create an atmosphere both refined and comfortable. At the heart of the home, a spacious family room is anchored by a wood-burning fireplace, beautiful parquet flooring and picturesque lake views. It's easy to imagine quiet evenings beside the fire and conversations that linger long after dinner. The adjoining kitchen features rich hardwood cabinetry, granite countertops and a convenient closet pantry, while the adjacent dinette provides a comfortable setting for morning coffee and casual meals, all complemented by beautiful waterfront views. The thoughtfully arranged bedrooms offer privacy and flexibility. Overlooking the lake, the primary suite features a walk-in closet and private bath with granite countertops and a soaking tub with shower. Five guest bedrooms bring the home's total to six, offering a rare combination of space, comfort and versatility. As inviting as the interiors are, the lakefront setting is where this property truly comes into its own. A beautiful pool and a lushly landscaped, fenced backyard create a private retreat framed by mature greenery and graceful Florida cypress trees. Here, the pace of life naturally slows. Mornings begin with birdsong and reflections dancing across the water, afternoons are spent relaxing beside the pool, and evenings bring colorful Florida sunsets that transform the lake into a constantly changing landscape. A private composite dock offers an open sunning deck, a covered lounging area with TV connection, and the warm glow of market lighting that creates an inviting atmosphere for relaxing, entertaining or simply enjoying the peaceful lake views. With room to tie up a boat, the dock also provides convenient access for bass fishing, paddleboarding and leisurely sunset cruises. Significant improvements include a metal roof (2020), Pella replacement windows (2017–2019, excluding front bay window), replumbing (2015), two updated HVAC systems (2020/2024), water heater (2020), extensive attic insulation (2025), gutters (2021), new dock (2021), seawall reinforcement (2023) and refreshed backyard pavers. Ideally located near Winter Haven's medical campuses and thriving downtown, the home offers exceptional convenience for physicians, professionals and anyone seeking a peaceful waterfront retreat. Downtown Winter Haven features locally owned restaurants, boutiques, entertainment and community events, while its central location between Tampa and Orlando provides access to both metropolitan areas. A home filled with character, surrounded by natural beauty and designed for making memories. A wonderful place to experience lakefront living and an even more special place to call home.

11 Lake Link Drive Se, Winter Haven

$1,295,000

3 Beds ⋅ 3 Baths ⋅ Laha-Wa Manor SubDv. ⋅ 33880 Zip Code

Imagine waking each day to breath-taking lake views, swaying palms, spectacular sunsets, and the tranquil beauty of Lake Lulu. Quietly positioned on one of the most desirable lakes within Winter Haven's renowned Chain of Lakes, this beautifully maintained and thoughtfully updated single-story residence enjoys a private setting on 0.45-acre lot, surrounded by mature landscaping and established tropical gardens. Designed for both comfortable everyday living and exceptional entertaining, the home offers spacious, versatile accommodation with stunning lake views from the moment you enter through the front door. The flowing floor plan seamlessly connects the formal living and dining areas, with 50-inch SAMSUNG TV & rich wood flooring to the family room, kitchen, breakfast nook, and outdoor living spaces, creating an inviting atmosphere throughout. At the heart of the home is a well-appointed gourmet kitchen featuring a large center island, breakfast bar, premium stainless-steel appliances, updated Kitchen-aid double ovens with air fryer, microwave, French-door refrigerator, and dishwasher. Custom cabinetry includes soft-close drawers, pull-out shelving, glass display cabinets, wine storage, pantry space, and appliance garage. Beautiful non-slip tile flooring extends throughout the main living areas. Adjacent to the kitchen, the breakfast nook offers direct access to the pool area through sliding glass doors, while the spacious family room features a stunning Travertine fireplace, built-in SAMSUNG 50-inch television, neutral finishes, and expansive 12-foot sliding glass doors that open directly to the screened resort-style swimming pool & paved Lanai (1485sq,ft ) The laundry room is equipped with custom cabinetry, generous storage, a large linen closet, and includes a front load washer and dryer. A conveniently located half bath provides direct access to the pool and outdoor entertainment area. The fourth bedroom is currently configured as a home office. NEW (AUGUST 2026) ARCHITECTURAL SHINGLE ROOF on home, boathouse and storage shed. Owned security system. Phone, internet, and Wi-Fi connectivity throughout the home. Extensive custom cabinetry and storage solutions. Walk-in closet system in the primary suite. Landscaped with irrigation and lighting. Circular paved driveway with courtyard entrance and carriage lighting. Attached 2 car garage has staircase to large, walk-up attic for extra storage. 106ft frontage on Lake Lulu with a private dock, boathouse with lift. Direct access to Winter Haven's Chain of Lakes for boating, fishing, and water recreation. Convenient location with easy access to downtown Winter Haven, shopping, dining, LEGOLAND, Highway 27, Interstate 4. Tampa and Orlando Airports.

1921 Manor Circle Se, 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. HOME ALSO HAS A GENERATOR. 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

$689,000

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

$419,000

3 Beds ⋅ 2 Baths ⋅ Linger & Nichols Sub/Winter H SubDv. ⋅ 33880 Zip Code

LAKEFRONT OPPORTUNITY ON LAKE HOWARD! Enjoy the Winter Haven waterfront lifestyle at 215 S Lake Howard Drive. This 3-bedroom (with bonus room off bedroom- possibly and office overlooking the lake), 2-bath home includes lakefront property directly across Lake Howard Drive from the residence, providing access to beautiful Lake Howard along with a private dock and covered boat area. The home has recently been refreshed and is ready for its next chapter, featuring fresh interior paint including painted ceilings, new carpet and padding, professional cleaning, and professionally steam-cleaned tile. The floor plan offers comfortable living spaces, a single-car garage, and a large screened rear patio overlooking the spacious, fenced backyard. Home is directly wired for connection of a generator during power outage. Across the street, your lakefront area provides the opportunity to enjoy boating, fishing, and everything that makes living on Lake Howard so special. Keep your boat conveniently at the dock and head out on the water to enjoy the Central Florida lake lifestyle. The home offers a great foundation for a buyer looking for waterfront access while still having the opportunity to make additional improvements and personalize the property. With some added love and updating, this could become a wonderful full-time residence, seasonal Florida home, or lake retreat. Conveniently located near downtown Winter Haven, shopping, dining, medical facilities, and area attractions, this property combines an established location with one of Winter Haven's most desirable amenities—access to Lake Howard right across the street. Bring your vision, your boat, and your love of the water and discover the possibilities at 215 S Lake Howard Drive!

215 S Lake Howard Drive, Winter Haven

$420,000

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

2510 Cypress Gardens Boulevard, Winter Haven

$849,900

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

$725,000

5 Beds ⋅ 4 Baths ⋅ Waters Lake Mariam SubDv. ⋅ 33884 Zip Code

PRICE IMPROVEMENT - MOTIVATED SELLER! LAKEFRONT POOL HOME WITH 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. Notable upgrades include a NEW ROOF in 2023 and TWO NEW AC UNITS in 2025! 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

$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

$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

$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

$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

$675,000

4 Beds ⋅ 3 Baths ⋅ Leisure Shores SubDv. ⋅ 33881 Zip Code

Experience true Florida waterfront living on beautiful Lake Hartridge, one of the larger lakes on Winter Haven's famous Chain of 24 interconnected lakes. With miles of navigable waterways, you'll enjoy waterfront dining & various live music venues which have docks, as well as fishing, water skiing, kayaking, sailing, and endless exploration without ever leaving the chain. Beautifully renovated 4-bedroom, 3-bath lakefront home, offering approximately 90 feet of shoreline with a private dock, which offers the perfect blend of comfort, convenience, and breathtaking scenery. Begin each day with spectacular sunrise views from the spacious screened lanai overlooking the lake, where you'll regularly enjoy sightings of bald eagles, ospreys, herons, otters, and other native Florida wildlife. Entertain lakeside or spend the afternoon on the water. Lake Hartridge Park and the public boat ramp are conveniently located just down the street. Inside, soaring vaulted ceilings and an open, light-filled floor plan create an inviting atmosphere that complements the waterfront setting. The thoughtfully designed split-bedroom layout includes two Master Suites, each featuring a private bath, walk-in closets, and direct access to the screened lanai. There is also direct access to a bathroom from the patio; perfect after boating, swimming, fishing, gardening, or enjoying a day on the lake. Extensive renovations and recent improvements provide exceptional comfort, efficiency, and peace of mind, including: • Brand-new kitchen appliances • New 22-mil luxury vinyl plank flooring throughout • New RHEEM water heater • New lighting and ceiling fans throughout the home • Additional blown-in attic insulation for significantly improved energy efficiency • 2025 Goodman/Daikin 5-ton HVAC system with a transferable 5-year parts and labor warranty, which is transferable to you. • 2023 Generac 22-kW whole-house generator, recently professionally serviced, tested, and ready to provide uninterrupted power whenever needed • Durable 40-year metal roof with approximately 15+ years of expected service life remaining Additional features include public water, sewer, and natural gas service, a wood-burning fireplace with a natural gas starter for effortless fires, a spacious two-car garage with a recently installed automatic garage door opener, and a lake-fed irrigation system that keeps the lawn lush without costly municipal water. Whether you're looking for a year-round residence, a luxurious waterfront retreat, or a home designed for the boating lifestyle, opportunities like this on the Winter Haven Chain of Lakes are becoming increasingly difficult to find. This property combines modern updates, dependable major systems, and one of Central Florida's waterfront locations into a truly exceptional place to call home.

2004 Leisure Drive, Winter Haven

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