Winter Haven FL Waterfront Real Estate, Homes, Condos for Sale

1 Beds ⋅ 1 Baths ⋅ Lamplighter Village SubDv. ⋅ 33884 Zip Code

FOR SALE - 1 Bedroom Mediterranean Style Condominium on Lake Roy...part of Winter Haven's beautiful Chain of Lakes. Professionally decorated this condo comes with a newly renovated bathroom in 2026, granite countertops, window treatments, and double paned windows. It includes newer appliances such as refrigerator (2026), gas stove (2026), gas water heater (2023), and a stackable washer and dryer (2026). It also includes a dishwasher and a microwave. The condo is on the bottom floor and features a Bonus Room suitable for a home office. It has a low electric bill and low HOA fees. The outside has a lovely, shaded picnic area. Residents enjoy dock privileges. This area is quiet and comfortable. Shopping, Restaurants, and Pharmacies are all less than 5 minutes away.

1103 Cypress Gardens Boulevard Unit 13, Winter Haven

$309,900

3 Beds ⋅ 2 Baths ⋅ Traditions Ph 01 SubDv. ⋅ 33884 Zip Code

Welcome to 2820 Traditions Blvd S, located in the desirable 55+ gated community of Traditions at Lake Ruby in Winter Haven. This well-maintained Augusta model offers 3 bedrooms, 2 bathrooms, a spacious 2-car garage, and a peaceful pond-front setting. This home is perfect for Florida living! The open and comfortable floor plan provides beautiful pond views from the kitchen, dining area, living room, primary suite, and enclosed patio, allowing you to enjoy the tranquil Florida surroundings throughout the home. The kitchen offers ample cabinetry and workspace, while the spacious living areas create an inviting environment for both everyday living and entertaining. The split bedroom layout provides privacy for owners and guests alike. The enclosed patio is a wonderful space to relax, enjoy your morning coffee, or unwind while taking in the water views. Just outside your door, enjoy all that Traditions at Lake Ruby community provides, including a clubhouse, resort-style amenities, pool, fitness facilities, and recreational opportunities designed for an active adult lifestyle. Conveniently located in Winter Haven with easy access to shopping, dining, medical facilities, golf, and Central Florida attractions. Whether you are looking for a full-time residence or a seasonal retreat, this home offers comfort, convenience, and the opportunity to enjoy the relaxed lifestyle of Traditions at Lake Ruby.

2820 Traditions Boulevard S, Winter Haven

$684,999

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

$337,000

2 Beds ⋅ 2 Baths ⋅ Lake Dexter Woods Ph Two SubDv. ⋅ 33884 Zip Code

PRESENTING A CHARMING LAKEFRONT RETREAT ON LAKE DEXTER! This beautifully maintained 2-bedroom, 2-bath residence with a 1-car garage offers an exceptional blend of comfort, thoughtful upgrades, and waterfront living. The spacious kitchen flows seamlessly into the open living area, creating an inviting setting for everyday living and entertaining, complete with a modern LED fireplace. Travertine flooring extends throughout most of the home, while the guest bedroom features warm bamboo flooring. Plantation shutters and newer PGT hurricane-impact windows provide added beauty, energy efficiency, and peace of mind. Additional improvements include a three-year-old energy-efficient metal roof, radiant barrier insulation in the attic, an Amarr triple-steel insulated garage door, and low-maintenance composite decking. The primary bedroom offers two custom built-in closets and a comfortable private retreat. Step outside to enjoy the patio, composite deck, private dock, and two boat slips on beautiful Lake Dexter. Whether boating, fishing, kayaking, or simply relaxing while taking in the tranquil lake views, this property provides the perfect opportunity to experience the Florida waterfront lifestyle.

679 Lake Dexter Circle, Winter Haven

$149,900

2 Beds ⋅ 2 Baths ⋅ Spring Lake Towers SubDv. ⋅ 33881 Zip Code

Enjoy maintenance-free lakefront living in this 2-bedroom, 2-bathroom condominium located in the highly sought-after Spring Lake Towers, a premier 55+ active adult community in the heart of Winter Haven. Updated in 2020, this inviting residence offers BREATHTAKING VIEWS OF SPRING LAKE, part of the scenic Spring Lake Meander, and a bright, open living space that feels like an indoor lanai, where walls of windows create the perfect setting to relax while overlooking the tranquil water. Both the primary bedroom and the second bedroom have direct access to this enclosed lakefront space, creating a seamless connection to the serene waterfront and providing the perfect spot to enjoy your morning coffee, unwind with a book, or simply take in the picturesque views of Spring Lake throughout the day. The updated kitchen is designed for both style and function, featuring soft-close cabinetry, porcelain countertops, recessed lighting, a decorative tile backsplash, a convection oven, and a convenient center island cart. Luxury vinyl flooring flows throughout the main living areas, while the bedrooms offer the comfort of carpet. The spacious primary suite features a walk-in closet and an ensuite bath, while the secondary bathroom has been tastefully updated with a beautifully tiled glass-enclosed shower. The all-inclusive condo fee provides exceptional value, covering cable TV, high-speed internet, water, sewer, trash removal, exterior building maintenance, roof maintenance, building insurance, reserve funds, on-site management, groundskeeping, and assigned covered parking. Residents enjoy an impressive selection of community amenities, including a waterfront in-ground concrete pool, fitness center, recreation room with a full kitchen, library, game area, shuffleboard courts, laundry facilities, private boat docks, and a year-round social calendar. Take advantage of the community's private dock, where boat slips are available on a first-come, first-served basis for a minimal monthly fee, offering convenient access to Spring Lake Meander for boating, fishing, or simply enjoying the peaceful waterfront setting. Ideally located just minutes from historic downtown Winter Haven, the renowned Chain of Lakes, shopping, dining, medical facilities, golf courses, and LEGOLAND® Florida Resort, this waterfront condo offers the perfect blend of low-maintenance living, spectacular views, and an active Florida lifestyle.

700 Mirror Terrace Nw Unit 511, Winter Haven

$320,000

4 Beds ⋅ 2 Baths ⋅ Lakewood Acres SubDv. ⋅ 33880 Zip Code

Virtually Staged. Welcome Home! Discover the perfect blend of space, comfort, and waterfront living in this 4-bedroom, 2-bath home situated on a sprawling 2.17-acre lakefront lot. With no HOA, you'll enjoy the freedom to make this property your own while being just minutes from shopping, dining, medical facilities, major parkways, playgrounds, and world-famous amusement parks. Imagine spending your weekends hosting unforgettable BBQs, relaxing on your expansive enclosed back patio, or heading out for a day of jet skiing, fishing, or boating with direct lake access. The generous acreage offers endless possibilities for outdoor living, recreation, and entertaining. Whether you're looking for a peaceful waterfront retreat or a home that's close to all the conveniences of city life, this property truly offers the best of both worlds. Don't miss this rare opportunity to own your own slice of lakefront paradise!

126 Bermuda Court, Winter Haven

$375,000

3 Beds ⋅ 2 Baths ⋅ Cypresswood SubDv. ⋅ 33884 Zip Code

Premier Location overlooking the pond and the golf course. This traditional 3 bedroom 2 bath estate home offers split bedrooms, formal living and dining areas, large family room, master suite with dual vanities and dual closets, oversized garage with a shower and a screen enclosed pool. From the pool deck, enjoy watching the varied species of birds that pass by or land for a stroll/swim in the back yard or pond. Cranes, Herons, Ibis, Ducks, etc. Recent updates include a roof, windows, water treatment system, AC including ducts and insulation, kitchen sink, disposal, bathroom faucets and toilet, rebuilt pool pump and filter system, driveaway resurfacing and garage floor embellishment as well as solar panels.

41 Greenfield Court, Winter Haven

$525,000

4 Beds ⋅ 4 Baths ⋅ Hanna Sub SubDv. ⋅ 33880 Zip Code

Welcome to the Chain Life! Situated on a spacious 0.47-acre lot with no HOA, this beautifully updated lakefront property on Lake Howard offers a rare opportunity to enjoy life on the renowned Winter Haven Chain of Lakes. One of the home's most desirable features is the beautifully remodeled studio-style guest suite with its own private entrance and en-suite bathroom. Complete with a wood-burning fireplace and ample space to add a kitchenette, this versatile space is ideal as a mother-in-law suite, private guest quarters, home office, or game room. This property would make a great short term rental for VRBO or Airbnb! The main residence features 3 bedrooms and 2.5 baths with numerous updates throughout. The renovated kitchen showcases new cabinetry, beautiful granite countertops, a stainless steel range and microwave, breakfast bar seating, and picturesque views of the backyard. Wood flooring flows through the spacious living areas, including formal living and dining rooms, an open kitchen, and a comfortable family room designed for both everyday living and entertaining. The primary suite offers a private en-suite bathroom with a walk-in shower and access to the beautifully remodeled guest bathroom that features a relaxing tub. Fresh interior paint and numerous recent improvements make the home truly move-in ready. Additional features include a well-equipped laundry room with cabinetry, utility sink, and a refrigerator, an oversized 24' x 26' two-car garage with built-in storage closets, rain gutters, a lake-fed irrigation system, a deep driveway with plenty of parking, and two A/C systems installed in 2021 and 2023. Step outside and enjoy the Florida lifestyle. Relax with your morning coffee on the covered front porch overlooking Lake Howard, or entertain family and friends on the expansive concrete patio overlooking the spacious backyard. Across the street, your private dock provides direct access to Lake Howard and the famous Winter Haven Chain of Lakes, connecting you to 20 navigable lakes. Spend your days boating to waterfront restaurants and bars, watching seasonal Legoland fireworks from the water, seeing seaplanes take off from Lake Jessie, or visiting the Moose Lodge for dining and social events, all which area accessible by boat. Conveniently located between Tampa and Orlando, Winter Haven offers easy access to major airports, Gulf and Atlantic beaches, and a vibrant downtown filled with locally owned restaurants, craft cocktail bars, a brewery, boutiques, and a popular weekly farmers market. Don't just live on the water—experience the unmatched lifestyle of the Winter Haven Chain of Lakes. Schedule your private showing today.

1475 S Lake Howard Drive, Winter Haven

$449,900

3 Beds ⋅ 2 Baths ⋅ Lake Ashton West Ph 2 South SubDv. ⋅ 33884 Zip Code

WELCOME to the lifestyle you've been dreaming of in the premier 55+ community of Lake Ashton! This Stunning Designer residence offers the perfect blend of elegance, comfort, and resort-style living with 3 spacious bedrooms, 2 beautifully appointed baths, plus a private den/office in a desirable split-bedroom floor plan. The heart of the home is the spectacular open-concept kitchen, featuring upgraded all-wood raised-panel cabinetry, gleaming granite countertops, stainless steel appliances, abundant storage, and a large breakfast bar overlooking the expansive living and dining areas. Gorgeous tile flooring flows throughout the main living spaces, while plush carpeting adds warmth and comfort to the bedrooms. Natural light fills every room through an abundance of windows, creating a bright and inviting atmosphere. Step through the sliding glass doors onto the screened veranda, where you can relax with your morning coffee or evening cocktail while enjoying peaceful pond views and Florida's beautiful sunsets. The luxurious owner's suite is a private retreat featuring an incredible spa-inspired bath with dual granite vanities, upgraded wood cabinetry, and a spectacular walk-through fully tiled shower designed for both beauty and convenience. Enjoy the pocket doors throughout the house. This house has so many Designer Upgrades, its difficult to list all of them. Life at Lake Ashton is second to none, offering two private golf courses, three pristine natural lakes, two magnificent clubhouses, indoor and outdoor resort-style swimming pools (including a relaxing hot tub), two state-of-the-art fitness centers, racquetball, basketball, tennis, pickleball, scenic walking trails winding throughout the golf course, and the convenience of a golf cart-friendly community. Enjoy dining at the restaurant overlooking the golf course, meet friends for endless social activities and entertainment, and experience the vibrant, active lifestyle you've always imagined. This home has solar panels that will save on your electric bills for years to come. Don't miss this exceptional opportunity to own one of Lake Ashton's most BEAUTIFUL DESIGNER HOMES. Schedule your private showing today and be the first to call this extraordinary residence HOME!

1061 Sawgrass Drive, Winter Haven

$1,050,000

5 Beds ⋅ 4 Baths ⋅ Lake Regions Country Place SubDv. ⋅ 33881 Zip Code

5 BEDROOM 4 BATH POOL HOME ON 5 ACRES WITH AN IN-LAW SUITE!!! Built by custom home builder Bill Reed, this residence is full of beautiful detail and remarkable finishes. Features include: over 3600sqft of living area, towering ceiling heights, spacious great room, formal living/den/office space, open kitchen with GAS, walk in pantry, butler's pantry, a poured safe room, a mud room, separate 1BR/1BA guest quarters above the garage, 3 car garage, private 1/4 acre pond, gorgeous crown molding, new pool and hot tub, new outdoor kitchen with brand new grill, covered outdoor seating, primary suite downstairs, metal roof, massive front porch, fire pit, gazebo, expansive utility room, NO CARPET, and the list goes on! Nestled amongst towering oaks on a secluded 5 acre parcel adjacent to the Country Club of Winter Haven and a tranquil natural creek - privacy is guaranteed! Want an out building or guest house? There is plenty of room to make that happen! This one of a kind home is conveniently located close to Winter Haven Country Club, 3 miles from Hwy 27 for easy access to Interstate 4, and just minutes to downtown Winter Haven. The pictures speak for themselves and this residence is even more impressive in person. Schedule your showing today to see one of Winter Haven’s most unique properties!

1645 Crump Road, Winter Haven

$320,000

3 Beds ⋅ 2 Baths ⋅ Traditions Ph 01 SubDv. ⋅ 33884 Zip Code

Perfectly situated on a premium pond-front homesite in the sought-after 55+ gated community of Traditions at Lake Ruby, this beautifully maintained residence offers the ideal blend of comfort, space, and carefree Florida living. With 3 bedrooms, 2 bathrooms, and 2,109 square feet of thoughtfully designed living space, the open split-bedroom floor plan is perfect for both everyday living and entertaining. From the moment you arrive, the paver driveway, carriage-style lighting, manicured landscaping, and covered entry create impressive curb appeal. Inside, soaring ceilings and solid-surface flooring enhance the bright, open feel of the home. The spacious kitchen overlooks the family room and features 42-inch maple cabinetry with decorative rain-glass accents, Corian countertops, a breakfast bar, closet pantry, and a charming dining nook. Designed for gathering, the expansive family room is framed by triple sliding glass doors that showcase tranquil pond views and seamlessly connect to the oversized Florida room. Whether you're hosting friends or enjoying a quiet morning coffee, this inviting space provides the perfect backdrop, complete with views of the soothing waterfront fountain. The generously sized primary suite is a true retreat, offering its own waterfront sitting area, direct access to the Florida room, dual walk-in closets, and a spacious en-suite bath featuring a comfort-height double vanity, garden tub, seated walk-in shower, linen closet, and private water closet. Two additional bedrooms provide flexibility for guests, hobbies, or a home office, while the interior utility room includes a washer, dryer, and utility sink for added convenience. Additional highlights include a 2021 roof, 2024 HVAC system, 2018 water heater, gutters, security system, and a two-car garage with an additional refrigerator. Life at Traditions at Lake Ruby feels like a year-round vacation. Residents enjoy an impressive collection of resort-style amenities, including a lakefront clubhouse, heated pool and spa, fitness center, ballroom, library, billiards room, craft and meeting rooms, tennis courts, pickleball courts, bocce ball, basketball, shuffleboard, dog park, private dock, boat ramp, and a full calendar of social activities. The HOA provides exceptional value with lawn maintenance, exterior house painting, cable, internet, and full access to community amenities included. Conveniently located near shopping, dining, medical facilities, major highways, and LEGOLAND, this waterfront gem offers the perfect opportunity to enjoy an active, low-maintenance lifestyle in one of Central Florida’s most desirable 55+ communities.

3614 Plymouth Drive, Winter Haven

$269,900

2 Beds ⋅ 3 Baths ⋅ Cypress Landing Ph 02 SubDv. ⋅ 33884 Zip Code

Under contract-accepting backup offers. Welcome to your lakefront retreat in the Cypress Landing subdivision of Winter Haven, Florida, offering beautiful sunsets over Lake Dexter every day. This 2-bedroom, 2.5-bath home features a bonus Florida room overlooking the water—perfect for relaxing, entertaining, or enjoying your morning coffee in serene waterfront views, or unwind as you view the sunsets. While the home does need some updating, it’s priced accordingly and presents a wonderful opportunity to personalize and build equity in a desirable, resort-style community. Cypress Landing also provides fantastic amenities, including a community pool, community center, and a boat ramp with a dock for easy access to the lake—making this an ideal home for both peaceful living and weekend adventures.

3962 Cypress Landing W, Winter Haven

$469,000

2 Beds ⋅ 3 Baths ⋅ Hendersons Ext Kenilworth Park SubDv. ⋅ 33881 Zip Code

New Lake Life listing, two houses one price. Must see property with no HOA. Chain of lakes property on Lake Mirror with generator and whole house water system. Main house has beautiful kitchen, big living/dining combo. Kitchen has extra-large refrigerator, island, wall tile, and entry to garage. Large living room has fireplace, storage, and muti doors to sunroom. Primary bedroom has walk in closet, ensuite bathroom, and doors to sunroom. Sunroom faces lake has storage and hurricane windows. Laundry room has washer, dryer, and storage. Covered back porch overlooks pineapple garden. Separate cottage comes fully furnished and has full bath, kitchen, pantry and closet. Cottage overlooks banana and avocado trees. Covered dock overlooks lake with a swing for relaxation. Each house has one bedroom. main house has space to build a second bedroom. 23 chain lakes are connected by canals. All information is deemed reliable but not guaranteed. Buyer must verify all information and measurements. No seller financing.

1620 17th Street Nw, Winter Haven

$345,000

3 Beds ⋅ 2 Baths ⋅ Sand Hill Lane SubDv. ⋅ 33884 Zip Code

Virtually Staged. Welcome to Cypresswood Golf & Country Club, a gated and guard-gated community offering resort-style living in a beautiful golf course setting. This well-maintained 3-bedroom, 2-bathroom home is ideally situated at the end of a quiet cul-de-sac, providing one of the most desirable locations on the street. Inside, you'll find a spacious open-concept floor plan designed for comfortable living and entertaining. The large kitchen features stainless steel appliances, abundant cabinetry, and a center island that serves as the heart of the home. The living and dining areas flow seamlessly to the expansive fully screened lanai, creating the perfect indoor-outdoor living space. The private primary suite offers direct access to the lanai, a massive walk-in closet, and an oversized walk-in shower complete with a built-in bench. Two additional bedrooms and a second full bath provide plenty of room for family and guests. Residents of Cypresswood Golf & Country Club enjoy access to exceptional community amenities, including a clubhouse, community pool, tennis courts, and beautifully maintained grounds. Don't miss this opportunity to enjoy Florida living at its finest in one of the area's most sought-after communities.

1819 Sandhill Lane, Winter Haven

$210,000

2 Beds ⋅ 2 Baths ⋅ Winterset 01 A Condo 02 Amd SubDv. ⋅ 33884 Zip Code

Beautiful lake-view condo in Winterset! This ground-floor 2-bedroom, 2-bath residence offers amazing views of Lake Winterset, part of the renowned Winter Haven Chain of Lakes. The spacious great room features tile flooring, sliding glass doors to the screened porch, and stunning lakefront vistas. Just off the kitchen is a comfortable dining area, creating an inviting space for everyday living and entertaining. The kitchen is beautifully appointed with custom Kraft Maid wood cabinetry, granite countertops, a breakfast bar, and a complete appliance package. The primary bedroom enjoys peaceful lake views and includes plush carpeting with a gel pad, a large 11' X 7' walk-in closet, a ceiling fan, sliding doors to the patio, and an en-suite bath featuring dual sinks, quartz countertops, and an oversized walk-in shower with a seamless glass door. The guest bedroom is generously sized at 13' x 10', offering ample closet space and convenient access to the guest bathroom, which features quartz countertops and tile flooring. The screened porch is the perfect place to relax and enjoy breathtaking lakefront views and spectacular sunsets. Residents enjoy true resort-style living with access to a community clubhouse, pool, spa, shuffleboard courts, tennis & Pickleball courts. The highly desirable location offers close proximity to shopping, dining, schools, medical facilities, and LEGOLAND Florida Resort. Additional features include a private storage room off the patio, inside laundry, a tile roof, air conditioning, 24-hour security, meticulously maintained grounds, assigned parking, and ample guest parking. This is Florida lakefront living at its finest.

Winter Haven

$119,000

2 Beds ⋅ 2 Baths ⋅ Spring Lake Towers SubDv. ⋅ 33881 Zip Code

PRICED TO SELL!! **GORGEOUS VIEWS FROM THIS FURNISHED DIRECT LAKEFRONT CONDO** THE 2ND BEDROOM EXTENDS THE LIVING AREA AND CAN BE CLOSED FOR GUEST BEDROOM USE. THIS BEAUTIFUL CONDO IS ON THE SOUTH "CHAIN OF LAKES" IN WINTER HAVEN, FLORIDA (CENTER OF THE STATE LOCATION). THE NICE QUALITY FURNITURE IS INCLUDED. The monthly fee includes cable, internet, water, sewer, trash removal, roof, building insurance, ground maintenance, use of the pool, recreational room, exercise room, and library. The custom design features in this condominium are; raised panel wood cabinets in the kitchen, beautiful granite countertops, custom tile backsplash, stainless steel appliances, and up to date paint selections. Spring Lake Towers Condominium is an (age 55+) NON-SMOKING, NO PETS complex. BOAT SLIPS are currently available for a reasonable yearly fee. This condo complex is immaculate and conveniently located to grocery, shopping, movie theater, medical, places of worship, restaurants, bus line & downtown Winter Haven. Spring Lake Towers holds occasional social events and planned group activities if you wish to participate. This is truly living the Florida lifestyle with a gorgeous lakefront setting. Make this your full-time residence or a winter home. All information is believed to be accurate but not guaranteed. Make your showing appointment today as it is sure to sell quickly. Measurements are approximate.

700 Mirror Terrace Nw Unit 506, Winter Haven

$615,000

4 Beds ⋅ 2 Baths ⋅ Pollard Shores SubDv. ⋅ 33881 Zip Code

Welcome home to this stunning lakefront 4-bedroom, 2-bath retreat on Lake Hamilton featuring a courtyard outside along with lake views from both the sitting areas and the dining rooms inside of the home. The rooms are spacious, ideal for everyday living and remote work. Whether you're hosting, friends, enjoying family meals, or taking in the scenery after a long day. Spending mornings with coffee, enjoy evenings outdoors, or entertain with ease that comes from a deck right where you want to be, overlooking the lake lifestyle. The community is located near daily conveniences, including shopping, dining, and nearby attractions such as Legoland. From the first look at the views to the comfort of this home, this lakefront home is ready to be enjoyed. Don't miss the opportunity to own a home with lake views in multiple living areas and the added benefit of a deck for outdoor relaxation.

1210 W Lake Hamilton Drive, Winter Haven

$377,999

3 Beds ⋅ 2 Baths ⋅ Lake Ring SubDv. ⋅ 33884 Zip Code

Welcome to your own private retreat! Nestled on a picturesque nearly half-acre lot with beautiful water views, this exceptional pool home offers the perfect blend of privacy, comfort, and Florida living. Start your mornings with coffee overlooking the tranquil water, spend sunny afternoons relaxing in the sparkling screened-in pool, and unwind in the evenings on the expansive covered lanai—an ideal setting for entertaining or simply enjoying the peaceful surroundings. The generous lot provides plenty of space for gardening, outdoor activities, or storing your boat, RV, or recreational toys, all with the added benefit of no HOA restrictions. Whether you're looking for a full-time residence, vacation getaway, or a home with room to spread out, this property offers endless possibilities. Conveniently located in an established Winter Haven community, you'll enjoy easy access to shopping, dining, schools, major roadways, and world-famous LEGOLAND Florida Resort, while still enjoying the serenity of waterfront living. Property Highlights: Beautiful Water Views Sparkling Screened-In Pool Nearly ½-Acre Lot No HOA Expansive Covered & Screened Lanai Plenty of Room for a Boat, RV & Recreational Toys Established Neighborhood Minutes to LEGOLAND, Shopping & Dining Don't miss this rare opportunity to own a home where every day feels like a vacation. Schedule your private showing today! **Home is currently on AirBnb so showings are limited based on bookings ** FREE Incentive: Sellers preferred lender offering a 1-0 temporary rate buydown and/or lender credits up to 1 point for qualified buyers.

146 Lake Ring Drive, Winter Haven

$425,000

3 Beds ⋅ 2 Baths ⋅ Lucerne Shores SubDv. ⋅ 33881 Zip Code

Lakefront Retreat on Beautiful Lake Lucerne! Situated on 0.84 acres, this updated 3-bedroom, 2-bath home offers stunning views of Lake Lucerne from the second-floor balcony, wraparound deck, screened porch, and spacious backyard. Even better, all three bedrooms feature sliding glass doors overlooking the lake, bringing the beauty of the waterfront indoors. The inviting living room showcases a stone fireplace with cedar wood walls to accent, creating warmth and rustic charm. Numerous updates include fully remodeled bathrooms, refreshed kitchen, new flooring throughout, new interior doors, roof (2019), A/C (2017), tankless hot water heater (2024), and water softener. Whether you're relaxing on the porch, entertaining on the deck, or simply enjoying the peaceful lake views, this property offers the perfect blend of comfort, character, and waterfront living. This home is in a successful vacation rental program and is being offered turnkey and ready to go for the next home owner or an investor interested in continuing the rental opportunity. Don't forget to view the attached 3-D Interactive Tour for a virtual walkthrough of the home.

4840 Old Lucerne Park Rd, Winter Haven

$258,000

3 Beds ⋅ 2 Baths ⋅ Leslie J A Sub SubDv. ⋅ 33880 Zip Code

One or more photo(s) has been virtually staged. NO HOA !!!!! BUILT IN 2023 - Welcome to this beautifully maintained 3-bedroom, 2-bath home built in 2023. Situated at the end of a quiet dead-end street, this property offers a functional layout with an open-concept living area designed for comfortable everyday living and entertaining. The kitchen features granite countertops, a large breakfast bar, ample cabinet space, and a spacious pantry. The primary bedroom features en-suite and living areas are filled with natural light, creating a bright and inviting atmosphere throughout the home. Outside, enjoy a generously sized backyard with banana and mature trees providing shade and privacy, along with a storage shed for additional convenience. The attached one-car garage adds extra storage and parking flexibility. Conveniently located near shopping, dining, schools, major roadways, and the many amenities Winter Haven has to offer, this move-in-ready property presents an excellent opportunity for homeowners and investors alike.

151 1st Street S, Winter Haven

$109,000

Inwood SubDv. ⋅ 33881 Zip Code

Build your dream home on this beautiful 0.25-acre Lakefront lot located on Lake Blue Dr NW in the established Inwood community of Winter Haven, Polk County. Offering Direct Frontage on scenic Lake Blue, this waterfront parcel presents a rare opportunity to enjoy lakefront living in the heart of Central Florida. Zoned RL-3 Residential, the property is suitable for a single-family residence or modular home. The lot features approximately 10,720 square feet, paved road frontage, electricity available at the street, nearby city water, and private septic service. With direct lake access and beautiful water views, this property is ideal for a custom home, seasonal retreat, or long-term investment. Enjoy the Florida waterfront lifestyle with opportunities for boating, fishing, kayaking, paddleboarding, and relaxing lake views right from your backyard. Located within a designated Opportunity Zone, the property offers additional long-term investment appeal while remaining conveniently situated near major transportation corridors, including Havendale Boulevard (SR 544), US Highway 92, US Highway 17, and Interstate 4, providing excellent connectivity throughout Central Florida. Conveniently located approximately 10 minutes from Downtown Winter Haven, 15 minutes from Auburndale, 20 minutes from Lakeland, 35 minutes from Walt Disney World, 50 minutes from Orlando International Airport (MCO), and approximately 1 hour from Tampa International Airport (TPA). Nearby amenities include Publix, Walgreens, Wawa, Planet Fitness, restaurants, medical facilities, shopping, entertainment, and everyday conveniences. No HOA. Direct lake frontage. Opportunity Zone location. Paved road access. City water nearby. Electricity available. Financing available with as little as 20% down for qualified buyers.

Lake Blue Drive Nw, Winter Haven

$169,000

2 Beds ⋅ 2 Baths ⋅ Lake Point Landing SubDv. ⋅ 33881 Zip Code

Located in the highly desirable 55+ community of Lake Point Landing, this charming 2-bedroom, 2-bath waterfront townhome offers direct views of beautiful Lake Smart and access to Winter Haven’s renowned Chain of Lakes. Upon arrival, you’re welcomed by a covered front porch and a glass storm door. Inside, the open-concept floor plan features a spacious living room enhanced by vaulted ceilings, transom windows, and sliding glass doors that showcase stunning lakefront views. The galley-style kitchen features wood laminate flooring, a stainless steel appliance package, and cream-colored cabinetry accented by brushed nickel hardware that perfectly complements the granite countertops. A charming garden window above the sink provides the ideal space for growing fresh herbs. Adjacent to the kitchen is a cozy dining area, perfect for casual meals and entertaining. Space-saving pocket doors lead to the primary bedroom suite, which offers beautiful waterfront views, chair rail molding, laminate wood flooring, and sliding glass doors that open to the screened lanai. The primary en-suite bathroom includes a vanity adorned with granite countertops, a linen closet, and a walk-in shower equipped with safety grab bars. Outdoor living is a true highlight of this home. The screened-in lanai provides breathtaking views of Lake Smart and serves as the perfect setting for relaxing, enjoying your morning coffee, or entertaining guests while taking in the tranquil waterfront scenery. Additional Features Guest bedroom and guest bathroom Washer and dryer included Architectural shingle roof (2023) AC system (2022) with a 10-year transferable warranty Community Amenities Low monthly HOA fees of $345 include: Lakefront community clubhouse Screened-in swimming pool Lawn maintenance Sewer and trash service Boat dock and boat slips available on first come basis Nestled along the shores of Lake Smart, this lovely home offers a peaceful waterfront lifestyle while remaining conveniently close to shopping, restaurants, and Willowbrook Golf Course.

2600 Lucerne Park Road Unit 521, Winter Haven

$399,900

3 Beds ⋅ 2 Baths ⋅ Island Lakes SubDv. ⋅ 33881 Zip Code

Welcome to this beautifully maintained waterfront home on an oversized lot in the desirable Island Lakes community. This contemporary residence combines comfort, functionality, and breathtaking lake views. Step inside to discover an open-concept floor plan with soaring cathedral ceilings, abundant natural light, and a desirable split-bedroom layout. The spacious primary suite has views of the lake and access to the screened in back porch. The ensuite includes a large walk-in closet, dual vanity, soaking tub, shower and private water closet. The comfortable great room flows seamlessly into the kitchen and dining areas, creating the perfect setting for everyday living and entertaining. Secondary bedrooms are generously sized and perfect for family and guests. The true highlight of this property is the direct frontage on Lake Rochelle, part of Winter Haven's renowned Chain of Lakes. Your private dock is perfect for fishing or parking your boat. Enjoy peaceful views and breezes from the screened rear porch overlooking the water. Roof replaced in 2024, all new LVP in the family and dining rooms. Whether you enjoy boating, fishing, water sports, or simply relaxing by the lake, this property offers the Florida lifestyle you've been dreaming of. Pack your bags and move in today!

4111 Island Lakes Drive, Winter Haven

$1,259,000

5 Beds ⋅ 4 Baths ⋅ N/A SubDv. ⋅ 33881 Zip Code

Spanish-inspired architecture, artistic flair, and breathtaking lakefront scenery come together in this truly one-of-a-kind estate on the shores of Lake Hamilton. Situated on more than one acre of fully fenced waterfront property with a wrought-iron gated entrance and no HOA restrictions, this custom residence offers over 5,400 square feet of living area designed for both grand entertaining and everyday enjoyment of Florida's lakefront lifestyle. From the moment you arrive, the home's distinctive architectural design makes a lasting impression. A circular driveway leads to the large covered portico where a tranquil fountain welcomes guests and creates an unforgettable arrival experience. Stepping through the double doors reveals a dramatic foyer with soaring ceilings, abundant natural light, and immediate panoramic lake views. Throughout the home, artistic influence and personality are evident at every turn. One of the owners is an accomplished artist, and their creativity is beautifully reflected in the home's unique design elements, decor, and inviting spaces. The completely remodeled kitchen, updated in 2018, serves as the heart of the home and features extensive custom cabinetry, granite countertops, a striking raised glass breakfast bar, center island with a built-in wine trough, and a bright eat-in dining area overlooking the lake. Nearby, the formal dining room provides the perfect initimate setting for holiday gatherings and special occasions. Designed with flexibility in mind, the home offers multiple living and entertaining spaces including a spacious family room anchored by a fireplace, dedicated office, theater room, enclosed Florida room stretching across the rear of the home, and numerous areas for relaxation or hosting guests. The expansive Florida room is the ideal place to begin each day with coffee while watching spectacular sunrises paint the sky over the water. The first floor features three generously sized guest bedrooms, while the private owner's retreat occupies the upper level. This luxurious sanctuary enjoys elevated wraparound views of Lake Hamilton, creating a peaceful escape unlike anything else in the area. Also located above is a unique artist's perch or widow's walk, offering an elevated vantage point to enjoy panoramic views, morning and evening skies, wildlife watching, and endless inspiration. Outdoor living is equally impressive. The heated salt-filtered pool, completed in 2018, overlooks the lake and creates a resort-style atmosphere. Expansive paver decking and wide-open lawn areas provide ample room for family gatherings, pets, and outdoor recreation. A composite dock extends into Lake Hamilton, making it easy to enjoy boating, fishing, paddleboarding, and sunset cruises. Spanning nearly 1,900 acres, Lake Hamilton is widely known for its excellent fishing, boating opportunities, and scenic beauty. Cruise across the lake to enjoy dining and entertainment at local favorites such as Floridino's and Port 27 before returning home for a peaceful sunset ride across the water. Additional features include a detached two-car garage, large storage shed and the privacy and freedom that comes with having no HOA. Rarely does a property combine architectural character, artistic expression, expansive living space, resort-style amenities, and over an acre of lakefront land in such a remarkable setting. This is more than a home—it is a private waterfront retreat where every sunrise feels like a work of art.

1280 W Lake Hamilton Drive, Winter Haven

$89,900

2 Beds ⋅ 2 Baths ⋅ Imperial Harboursphases 01 & 02 SubDv. ⋅ 33880 Zip Code

Under contract-accepting backup offers. Virtually Staged. Welcome to maintenance-free Florida living in the peaceful 55+ community of Imperial Harbours. This 3rd floor 2-bedroom, 2-full-bath condo offers the relaxed lifestyle many buyers look for, complete with elevator access for easy entry. You are greeted by views of the community pool and cabana area right from your front entrance, while the interior features a bright Florida Room and a relaxed lakeside atmosphere. Best of all, the monthly HOA fee covers everything except your electric bill, making your budget completely stress-free. Enjoy premier amenities like a private boat ramp and fishing pier right on Winter Haven's popular Chain of Lakes. Located just across the water from downtown shopping and dining, this well-established, owner-occupied neighborhood is ready to welcome you home to a truly wonderful community lifestyle!

333 Lake Howard Drive Nw Unit 302D, Winter Haven

$164,900

2 Beds ⋅ 2 Baths ⋅ Spring Lake Towers SubDv. ⋅ 33881 Zip Code

Winter Haven's premier condominium located directly overlooking the picturesque Lake Spring that is part of the famous 17-lake Winter Haven Chain of Lakes. Be the first to enjoy this beautiful extensively remodeled and upgraded 5th floor corner unit directly off of the elevators. Lots of natural light through the expansive windows looking out to Lake Spring and the pool area. Lots of storage closets and an extra storage locker. Its turn-key & ready to move into. Exquisitely maintained building and has passed the newly required Florida State Milestone Inspection & Reserves Study. Many amenities including a covered assigned parking space, guest parking, boat slips & fishing pier, paver brick pool area, large work-out room, library and community room w/ kitchen. Outdoor grills for your use, shuffle board & patio furniture on the huge pool deck overlooking Lake Spring. Publix shopping center by walking across the side street is a great convenience. Close to downtown No pets or smoking. Owner will consider different leasing and/or purchase & financing options. Short term seasonal or long term lease. Tenants and/or buyers have to be approved and interviewed by the HOA as this is a 98% owner occupied building. Nicest condominium building in Polk County with full-time maintenance and management on-site daily.

700 Mirror Terrace Nw Unit 507, Winter Haven

$150,000

Tranquility Park 02 Rep SubDv. ⋅ 33880 Zip Code

GREAT OPPORTUNITY FOR A LAKEFRONT LOT ON BEAUTIFUL LAKE SHIPP. THIS IS PART OF THE EXPANSIVE WINTER HAVEN CHAIN OF LAKES. BUILD YOUR DREAM HOME - THE POSSIBILITIES ARE ENDLESS. MOST OF THE LOT HAS ALREADY BEEN CLEARED! UTILITIES ARE NEARBY AND EASILY CONNECTED IN. THIS LOCATION IS IDEAL FOR EASY ACCESS TO THE POLK PARKWAY, THE NEW ORLANDO REGIONAL HOSPITAL, AND I-4.

N Lake Shipp Drive Sw, Winter Haven

$80,000

3 Beds ⋅ 2 Baths ⋅ Imperial Harbours Ph I SubDv. ⋅ 33880 Zip Code

Under contract-accepting backup offers. Top-floor condo with INCREDIBLE lake views in the desirable 55+ community of Imperial Harbours on Lake Howard! This three-bedroom, two-bath condo offers tons of potential and is ready for your personal touches and a little TLC. The kitchen features a convenient pass-through window overlooking the dining and living areas, creating an open and functional layout. The spacious primary suite includes an en suite bathroom and walk-in closet, while bedrooms two and three share a second full bath. A small bonus room overlooks the lake and would make a great office, sitting room, or hobby space. This beautifully maintained waterfront community offers maintenance-free living with access to a private dock and fishing pier on the famous Chain of Lakes. Amenities include a community pool and cabana, shuffleboard courts, extra storage, covered parking, and elevator access. Association dues cover cable, internet, water, sewer, trash, exterior maintenance, and grounds care. Conveniently located near downtown Winter Haven, shopping, dining, and medical facilities. Call today to schedule your private showing!

333 Lake Howard Drive Nw Unit 304B, Winter Haven

$1,195,000

5 Beds ⋅ 6 Baths ⋅ Na SubDv. ⋅ 33881 Zip Code

Prepare to be captivated by this beautifully updated lakefront estate on Lake Hartridge, perfectly positioned along the highly sought-after Winter Haven Chain of Lakes. Situated on approximately 1.3 acres with an impressive 115 feet of waterfront, this exceptional property offers a rare combination of luxury, privacy, and breathtaking panoramic water views, all tucked away on a peaceful dead-end street. Mature oak trees and lush tropical landscaping create a timeless Old Florida ambiance while blending seamlessly with the home’s fresh, modern updates. A long private driveway welcomes you to the property, leading to an oversized detached two-car garage complete with a private apartment above—ideal for guests, multigenerational living, rental income, or a secluded home office—and a convenient full bathroom below. Inside the main residence, an expansive and thoughtfully designed floor plan features four spacious bedrooms and 4.5 beautifully appointed bathrooms. One bedroom is currently styled as a cozy movie room, creating the perfect entertainment space for relaxing evenings or family gatherings. The luxurious first-floor primary suite serves as a true retreat, offering a spacious sitting area with stunning views overlooking the sparkling screened pool and tranquil lakefront setting. The spa-inspired primary bathroom showcases a soaking tub, oversized walk-in shower, elegant dual vanities, and generous space designed for comfort and relaxation. At the center of the home is the beautifully updated gourmet kitchen, featuring sleek quartz countertops, modern cabinetry, stainless steel appliances, and abundant prep and storage space sure to impress any chef. Elegant porcelain flooring flows throughout the main living areas, while plush carpeting adds warmth and comfort to the bedrooms. Recent upgrades, including a new roof and new AC system, provide peace of mind and enhance the home’s fresh, move-in-ready appeal. Designed to maximize the spectacular lake views, the expansive lanai and private screened-in pool area with an in-ground hot tub create the ultimate outdoor oasis for year-round Florida living. Newly refreshed pool and lanai screening further elevate the experience, seamlessly blending indoor and outdoor entertaining spaces. For boating enthusiasts, the property truly stands out with a private covered dock featuring a metal roof and boat lift, offering direct access to the renowned Winter Haven Chain of Lakes, known for boating, fishing, watersports, and unforgettable sunset cruises. Additional highlights include dedicated RV parking with electrical, water, and sewer hookups, making this property ideal for those seeking adventure without sacrificing luxury and convenience. Located in the heart of Winter Haven, known as the “Chain of Lakes City,” residents enjoy easy access to over 50 interconnected lakes, waterfront dining, boutique shopping, recreational trails, and convenient access to both Tampa and Orlando attractions. This extraordinary lakefront estate perfectly combines modern updates, timeless elegance, and resort-style living—offering a truly rare opportunity to own a one-of-a-kind waterfront retreat.

250 Brigham Road Nw, Winter Haven

$305,000

4 Beds ⋅ 3 Baths ⋅ Lakeside Landings Ph 01 SubDv. ⋅ 33881 Zip Code

From the moment you walk through the door, this home welcomes you with space, comfort, and endless possibilities. Located in the sought-after Lakeside Landings community, this beautifully designed 4-bedroom, 2.5-bath home offers over 2,400 square feet of thoughtfully designed living space. Featuring an open and airy floor plan, generous living areas, and plenty of room to entertain, this home is perfect for growing families or anyone who loves extra space. The large primary suite creates the perfect private escape, while the backyard offers room to relax and enjoy Florida living year-round. Conveniently situated near shopping, dining, and everything Winter Haven has to offer, this home truly checks all the boxes!

5780 Lakeside Landings Boulevard, Winter Haven

$169,500

2 Beds ⋅ 2 Baths ⋅ Country Lake Condo Ph 01 SubDv. ⋅ 33881 Zip Code

LAKEFRONT LIVING AT IT'S BEST! REFRESHED FIRST FLOOR 2BR-2BA CONDO WITH COVERED PARKING AND BEAUTIFUL VIEWS OF LAKE BUCKEYE. THE FEATURES INCLUDE FRESH INTERIOR PAINT, LUXURY VINYL PLANK FLOORING THROUGHOUT WITH CERAMIC TILE IN THE BATHROOMS, KITCHEN AND FLORIDA ROOM, STAINLESS REFRIGERATOR AND MICROWAVE IN THIS CONVENIENT KITCHEN WITH PANTRY AND PASS THRU EATING COUNTER. THIS OPEN GREAT ROOM DESIGN HAS LIVING AND DINING COMBO. RELAX IN YOUR FLORIDA ROOM OVERLOOKING THE LAKE AND ENJOYING THE SUNRISE WITH YOUR MORNING COFFEE. COMMUNITY OFFERS POOL AND TENNIS COURTS. CONVENIENT LOCATION , WALK TO POLK STATE COLLEGE OR ENJOY THE WALKING TRAIL AROUND LAKE ELBERT ONLY MINUTES AWAY WITH NEARBY DOWNTOWN SHOPPING AND RESTAURANTS.

702 Country Lane Ne Unit 702, Winter Haven

$290,000

3 Beds ⋅ 2 Baths ⋅ Lakeside Landings Ph 01 SubDv. ⋅ 33881 Zip Code

Welcome to your Florida escape in the heart of Winter Haven! This beautifully maintained home in the sought-after Grey Heron community offers the perfect blend of comfort, space, and convenience with serene water frontage that creates the ideal backyard retreat. From the moment you arrive, you’ll love the inviting curb appeal, open-concept layout, and natural light that fills every room. Enjoy peaceful water views while relaxing, entertaining, or unwinding after a long day. Whether you’re hosting gatherings, working from home, or simply enjoying quiet evenings, this home was designed for everyday living and unforgettable moments. Conveniently located near shopping, dining, major highways, and Central Florida attractions, this is more than just a house — it’s the lifestyle buyers have been waiting for. Don’t miss the opportunity to make this exceptional waterfront property your next home!

6194 Grey Heron Drive, Winter Haven

$129,990

2 Beds ⋅ 1 Baths ⋅ Lucerne Shores SubDv. ⋅ 33881 Zip Code

Virtually Staged. Enjoy the beauty of true Florida lakefront living on private Lake Lucerne! Situated on just over half an acre, this fully fenced waterfront property offers peaceful water views, breathtaking sunsets, and endless opportunities for fishing, boating, kayaking, or simply relaxing by the lake. Surrounded by mature trees and natural beauty. This versatile property features a grandfathered-in 3-bedroom, 2-bath single-wide mobile home offering excellent flexibility and future potential. The home includes tiedowns, a slab foundation, power, air conditioning, and a covered and screened patio area perfect for relaxing outdoors while enjoying the peaceful lakefront setting. The metal roof adds durability and functionality, while water has not been connected to the mobile home during the seller’s ownership the existing structure creates opportunities for continued use, renovation, replacement, or redevelopment. The property is grandfathered to allow replacement of the existing mobile home or the opportunity to build your own custom lakefront home. The seller is also including custom home blueprints valued at approximately $3,000 to help bring your vision to life. A major BONUS is the included 2017 KEYSTONE PASSPORT UlLTRA LITE 195RB CAMPER overlooking the lake, offering a comfortable turnkey setup perfect for weekend getaways, seasonal use, or full-time living. The camper is fully furnished and includes all furniture, décor, kitchenware, appliances, manuals, and household contents. Features include heat and air conditioning, working appliances, newer awning, newer tires including spare tire, backup camera, load distribution hitch, small grill, coffee maker, booth-style dining area, full kitchen, cozy sleeping area, and scenic lake views throughout. Additional property features include mature fruit trees such as banana, avocado, pecan, persimmon, and peach, along with a private well, septic system, metal storage shed, and convenient frontage on a main road while still maintaining a quiet waterfront atmosphere. Located in Winter Haven’s desirable lake region, this property is approximately 25 minutes from LEGOLAND Florida Resort and about 35 minutes from Walt Disney World. Whether you’re looking for a waterfront getaway, investment opportunity, or future dream homesite, this unique property captures the charm of Old Florida living while offering privacy, flexibility, and future potential.

4880 Old Lucerne Park Road, Winter Haven

$450,000

4 Beds ⋅ 3 Baths ⋅ Lake Rochelle Estates SubDv. ⋅ 33881 Zip Code

Welcome to your dream lakefront retreat on picturesque Lake Rochelle, part of Winter Haven’s famous Chain O’ Lakes! This beautiful two-story, 4-bedroom, 2.5-bath home combines comfort, style, and Florida living at its finest. Step inside to a bright and spacious living room featuring stunning cathedral ceilings and breathtaking lake views. The kitchen offers ample counter space, a large pantry, and an inviting layout perfect for entertaining or family gatherings. The master bedroom is on the first floor with a walk-in closet and a stunning view to the lake. Upstairs loft area with 3 additional bedrooms and a jack-and-jill bathroom. Convenience meets functionality with a downstairs laundry room, two-car garage, and long driveway providing plenty of parking. The exterior has been freshly painted, giving the home a crisp, updated look that complements its serene waterfront setting. Enjoy mornings with coffee by the lake and evenings watching sunsets reflected on the water. Located just minutes from LEGOLAND, 30 minutes from Disney, and only two hours from both Florida coasts, you’ll have endless recreation and adventure at your doorstep. This lakefront gem blends natural beauty, modern comfort, and an unbeatable location — the perfect place to call home in the heart of Winter Haven, FL. Use Showtime feature to schedule your viewing.

2734 Rochelle Drive, Winter Haven

$226,900

2 Beds ⋅ 2 Baths ⋅ Traditions Ph 01 SubDv. ⋅ 33884 Zip Code

Wake up to peaceful water views in this beautifully maintained villa in Winter Haven. This move in ready home features a bright open floor plan with tile and laminate flooring, an oversized kitchen with plenty of space to cook and gather, and an enclosed patio where you can relax and enjoy the tranquil pond setting. All appliances are included, making your transition effortless. Located in Traditions at Lake Ruby, this sought after 55+ community offers true resort style living with a lakefront clubhouse, heated pool and spa, fitness center, tennis and pickleball courts, dog park, and a full calendar of social events. The HOA covers exterior painting, cable, internet, and lawn care so you can spend more time enjoying life. Conveniently close to shopping, dining, major highways, and Legoland. Furniture available separately.

3440 Grenville Drive, Winter Haven

$224,900

3 Beds ⋅ 2 Baths ⋅ Waters Edge Unit 01 A Rep 02 SubDv. ⋅ 33880 Zip Code

JUST REDUCED!!! NEW PRICE POINT ON THIS BEAUTIFUL CHAIN OF LAKES 3BEDROOM TOWNHOME ON LAKE LULU!!! Beautiful lakefront views & wildlife abound at this low-maintenance home on the water that has been updated, remodeled & ready to move in! You'll enjoy the open floor plan with modern, updated kitchen, stainless appliances and Corian countertops, spacious living area & downstairs powder room. French doors open to a tiled & screened lakefront lanai, and the sunsets are absolutely breathtaking from the back yard! Enjoy fishing, grilling or take your boat out for a cruise after a "dip" in the lakefront community pool. The townhome features a large private primary bedroom with an en-suite bath and lakefront balcony that offers incredible water views. There are two additional bedrooms & the guest bath is located on the second floor. There is an attached one-car garage, and the community offers additional fee-based recreational vehicle parking. Location, location! This gem is centrally located, and you can walk to local restaurants & Publix, and it's close to medical and a vibrant downtown Winter Haven area where you can enjoy the local farmers market, night life and great dining. This property is a slice of "Lakefront Paradise"! Call today to see this rare property!

606 Orange Blossom Drive, Winter Haven

$319,900

3 Beds ⋅ 2 Baths ⋅ Eloise Woods Lake Mariam Unit SubDv. ⋅ 33884 Zip Code

PRICE REDUCTION! WELCOME TO YOUR NEW HOME! Experience peaceful lakefront living in a charming SE Winter Haven location, just minutes from LEGOLAND Florida Resort and the beautiful Chain of Lakes. This home is perfect for buyers looking to slow down and enjoy the simple things—morning coffee with a water view, evenings by the lake, and weekends spent fishing or unwinding in your own backyard. While the lake is smaller and offers a more quiet setting with no public boat access, that’s part of its charm—less traffic, more tranquility. Situated on a spacious lot with a fenced backyard, there’s plenty of room for pets, gatherings, or creating your own outdoor oasis. Inside, the home offers a solid foundation and a warm, inviting layout, ready for your personal style and updates to truly make it your own. If you’ve been searching for an affordable lakefront lifestyle with room to grow, this is your opportunity to put down roots and create a home that reflects you.

136 Lake Ring Drive, Winter Haven

$209,900

2 Beds ⋅ 3 Baths ⋅ Waters Edge Unit 1 Replat SubDv. ⋅ 33880 Zip Code

WATERFRONT! ON THE CANAL TO THE CHAIN OF LAKES!! This townhouse is low-maintenance and offers a tranquil setting right in the middle of town, great location!. Primary bedroom with ensuite and screened-in balcony, one car garage and open concrete patio. The screened patio is perfect for enjoying views of boaters and paddle boarders passing between the lakes. Focusing on recreation, this home is in the perfect spot for a multitude of outdoor activities. Community features include a sparkling pool . Fish from your backyard at the bank of Lake Lulu! This residence is convenient to Great restaurants, medical, shopping, entertainment, and LEGOLAND! Check us out today to see what Florida waterfront living is all about!

323 Orange Blossom Drive Unit 323, Winter Haven

$339,900

33880 Zip Code

EXTREMELY RARE LAKEFRONT LOT ON BEAUTIFUL EAGLE LAKE!!! With so few lakefront lots remaining in Winter Haven, don't miss your chance to own this expansive (.85 acre) lot with NO HOA! Bring your imagination and build your very own lakefront residence and start making memories immediately!!! You are starting with a clean slate, so you are able to create your own custom masterpiece. Eagle Lake is approximately 640 acres and is home to many species of fish including largemouth bass, crappie, and bluegill. It has a mean depth of 12 feet and a maximum depth of 32 feet. Boating and water skiing are welcomed on these crystal blue waters, so bring all of your water toys. Don't miss out! Eagle Lake/Winter Haven is conveniently located between 2 international airports, Orlando International and Tampa International. Lakeland Linder Airport is within very close proximity to this lot and is rapidly expanding it's Avelo Airline. Shopping, medical, dining and entertainment are all just minutes away. LEGOLAND, FL is also only 8 miles from this beautiful lakefront property.

Lake Avenue, Winter Haven

$469,900

3 Beds ⋅ 2 Baths ⋅ Hartridge Hills SubDv. ⋅ 33881 Zip Code

LAKEFRONT 3 BEDROOM / 2 BATH HOME ~ 2,847 SQ FT ~ WITH PICTURESQUE OPEN WATER VIEWS AND PRIVATE 30 FT DOCK! OWNER FINANCING AVAILABLE. Located directly on Lake Pansy in the gated subdivision of Hartridge Hills, a quaint lakefront community of approximately 60 homes. NEWER ROOF 2022 and NEWER GENERAC GENERATOR 2020. Lot size is 150 X 83 ft directly on Lake Pansy. Additional lot size in records of 2.44 acres includes riparian or water rights into the lake. Beautiful stone working fireplace with vaulted ceiling in the great room. Spacious kitchen with plenty of storage and breakfast area overlooking tranquil water views. With 2,847 sq ft of air-conditioned living space under roof, you have plenty or room for entertaining and extended family. Large windows and sliding glass doors frame panoramic vistas, infusing the space with a sense of tranquility and connection to nature. Attached 2-car garage with large storage room with AC. HOA fees include lawn care, trimming and fertilizer to give you more time to relax. Access to Lake Hartridge and the ‘Chain of Lakes’, a navigable canal system connecting 15 lakes, is obtained from the private community boat ramp and dock. This community is well known and desired by aircraft owners and flying enthusiasts as it is near Gilbert Field-Winter Haven Regional Airport, a city-owned airport that supports over 80,000 flights a year. It is also home to the Jack Brown Seaplane Base renowned as the largest and one of the oldest seaplane training and base operations in the world. Conveniently located between Orlando and Tampa with great attractions, waterfront restaurants, shopping, and some of the best fishing and ski lakes available! Welcome home to endless days of sunshine and relaxation. Please see the interactive 3D virtual tour and floor plan. Virtually staged photos are included.

247 S Lake Pansy Drive, Winter Haven

$589,000

4 Beds ⋅ 2 Baths ⋅ Lake Ashton West Atlee Add SubDv. ⋅ 33884 Zip Code

Under contract-accepting backup offers. Welcome to 5457 Hogan Lane, Winter Haven, FL, a stunning home with lake views and a SPOOL (8x16) in Lake Ashton, an Exclusive 55 Plus community with Resort Style Amenities & Planned Activities! The CDD Debt has been PAID IN FULL on this home. This Ashton Floor plan home with an oversize garage(30x23) features a double car entry & separate single car entry. It has amazing curb appeal with flower bed retaining walls and additional pavers. This 4 bedroom / 2 Bath home is positioned on an oversized lot with no rear neighbors; this property offers an exceptional level of privacy and space and amazing water views. Designed with a thoughtful layout and a luxurious blend of upgrades, this home is both elegant and highly functional. The gourmet kitchen features SS appliances, Vented range with applique & induction cook top, expansive cabinetry, granite counter tops, under cabinet lighting, single level breakfast bar, recessed lighting for ambiance and accent. It opens seamlessly into a spacious family room with trey ceiling, creating the perfect space for entertaining, while a large formal dining room provides an ideal setting for gatherings and celebrations. Offering an abundance of natural light, this upgraded home features: upgraded Casement Windows, Plantation Shutters, Triple Sliders that stack into a pocket in the LR, Engineered hardwood flooring, front entry with double doors and screened enclosure, an epoxy garage floor, whole house surge protector, whole house water treatment equipment (Culligan), Crown Moulding, 250 gallon Propane tank that services the Spool, newer carpet in 2 bedrooms, utility sink in the laundry/flex room, Magic Chef wine cooler in the flex room, silhouette and slider shades, Rheem Platinum 50 Gallon Heat Pump Electric Water Heater, Roof Replacement (2023), newer garage door openers, LG French Door Refrigerator (2024), complete lanai paver resetting, Home Exterior painted (2024), complete lanai rescreen (2024), resealed all pavers (2024) 2 Pumps and Motor Replacement for the SPOOL ( 2025) and Master Temp 400,000 BTU Gas Heater for Spool (2025). These upgrades enhance the home's upscale architectural appeal. Additional living spaces include an oversized Bedroom 2 and Guest Bath. The laundry/flex room has a generous amount of shelving & counter top space, ideal for crafts & storage needs. The generously sized Primary suite with walk in closets serves as a peaceful retreat with a luxurious En-suite bathroom. The Primary Suite has Engineered Hardwood floors, French Doors that lead to the Outdoor Living area and Trey Ceiling. The Primary Bath features a large soaking tub, His and Her Vanities, Oversized Walk In Shower and separate Water Closet. A cozy eat-in kitchen nook offers the perfect spot for casual meals. The screened lanai with lake view is a true highlight—complete with a SPOOL, perfect for relaxing in the Florida sunshine. The oversized lot not only enhances curb appeal but also provides rare privacy in community living. Located in Lake Ashton, residents enjoy a vibrant, resort-style lifestyle with access to a 36-hole private golf course, two community clubhouses, resort-style swimming pools, tennis and pickleball courts, fitness centers, a bowling alley, movie theater, ballroom, craft and game rooms, an on-site Pro Shop and bar, and a calendar full of clubs and social events. The community is golf cart-friendly, making it easy to explore and enjoy everything it has to offer.

5457 Hogan Lane, Winter Haven

$74,900

2 Beds ⋅ 2 Baths ⋅ Orchid Spgs Vill 100 Condo SubDv. ⋅ 33884 Zip Code

Owner motivated and ready to negotiate — WOW! This BEAUTIFUL 1361SF 2BR/2BA FIRST-FLOOR condo in Orchid Springs offers stunning lagoon/pond views! Located in the 55+ Granada Building, where at least one occupant must be 55+. IMMEDIATELY AVAILABLE and MOVE-IN READY! Step into an open, airy floor plan with tile throughout, creating a bright and spacious feel. The dining area, living room, and bonus room flow seamlessly together, all overlooking the tranquil lagoon. As an end unit, the living room and bedrooms enjoy extra windows with peaceful courtyard views. The primary bedroom features a walk-in closet plus an additional hallway closet, providing excellent storage. Both bathrooms are well-appointed, with one offering a custom vanity and a tub/shower combo. Additional highlights include assigned parking directly in front of the unit. Perfect for year-round living or a seasonal retreat in a serene, well-maintained community.

100 El Camino Drive Unit 101, Winter Haven

$430,000

3 Beds ⋅ 4 Baths ⋅ Eloise Woods Lake Roy Unit Pb 14 Pg 19 SubDv. ⋅ 33884 Zip Code

Live the lake life you've been dreaming of in this beautifully maintained 3-bedroom, 2-bath home in Winter Haven! Perfectly positioned for those who love being on the water, this property offers lake access with use of two community docks ideal for boating, fishing, or catching stunning Florida sunsets. Step inside to find a bright, comfortable layout enhanced by new windows that fill the home with natural light. Major updates have already been taken care of, including a newer roof, HVAC system, water heater, new garage door giving buyers peace of mind and true move-in-ready convenience. The easy access to the docks makes it simple to embrace an active, outdoor lifestyle without the high price of direct waterfront. Located just minutes from LEGOLAND Florida Resort, shopping, dining, and entertainment, this home offers the perfect balance of adventure and convenience. Whether you're a boating enthusiast, weekend adventurer, or simply someone who loves being near the water, this property delivers the lifestyle -- not just the home.

236 W Lake Ina Drive, Winter Haven

$205,000

2 Beds ⋅ 3 Baths ⋅ Waters Edge Unit 01 A Rep SubDv. ⋅ 33880 Zip Code

Whether you're a first-time buyer, downsizing, or investing, this canal-front townhome is an opportunity you don't want to miss. Enjoy access to Winter Haven's Chain of Lakes at a fraction of typical waterfront prices. This home features an open layout with modern finishes, ideal for everyday living and entertaining. A private lanai and second-story balcony overlook the canal, which connects to Lake Lulu, Lake Roy, Lake Eloise, and the 15 interconnected lakes of the Southern Chain of Winter Haven's Famous Chain of Lakes spanning over 9,000 acres of waterways. Or take some time for yourself to relax at the community pool on the banks of Lake Lulu. This townhome is centrally located near shopping, dining, and major roadways, offering convenient access to all things Winter Haven. Schedule your showing today.

321 Orange Blossom Drive, Winter Haven

$425,000

3 Beds ⋅ 3 Baths ⋅ East View Pkwy SubDv. ⋅ 33881 Zip Code

One or more photo(s) has been virtually staged. Welcome to a place where everyday life feels like a getaway. Set along the peaceful shores of Lake Jessie, part of Winter Haven’s renowned Chain of Lakes, this lakefront retreat is more than just a home, it’s a lifestyle defined by water, sunshine, & unforgettable experiences. Start your mornings with breathtaking sunrises shimmering across the lake, coffee in hand from your private dock or patio. Spend your days exactly how you choose, cruising the Chain of Lakes by boat, casting a line in some of Central Florida’s best freshwater fishing, or enjoying world-class watersports like skiing, wakeboarding and paddleboarding right from your backyard. With nearby slalom courses & open water, this is truly a paradise for water enthusiasts. Lake Jessie is especially cherished for its tranquil atmosphere, offering a rare sense of calm while still being full of life. One of its most unique features is the seaplane activity, where you can watch planes gracefully land and take off across the water, an experience that never gets old and adds to the charm of lakeside living. Nature lovers will also appreciate the frequent sightings of all kinds of birds & other beautiful wildlife. The home itself offers a thoughtfully designed single-story layout with over 1,800 square feet, featuring 3 bedrooms & 3 bathrooms. An open-concept living space is filled with natural light and showcases stunning lake views, while a split-bedroom design provides comfort & privacy. A private in-law suite with its own entrance adds flexibility for guests, multi-generational living, or additional income potential. This residence offers plenty of parking space with its oversized driveway & an additional carport providing covered parking as well. The home has been updated with modern finishes and includes a metal roof installed in 2019. This home would make a perfect full time residence, investment property or second home. Beyond the water, the location is just as appealing. You’re right around the corner from a brand new Publix store and minutes from the heart of Winter Haven, where you’ll find charming local restaurants, shops, parks, and community events. Legoland Florida Resort is just a short drive away and there is convenient access to both Tampa and Orlando, so world-class attractions, dining & entertainment are always within reach. Whether you're seeking adventure, relaxation, or a smart investment, this Lake Jessie property delivers it all, offering the rare opportunity to live, play & unwind in one of Florida’s most iconic lakefront settings. Book your showing today!

900 Lake Jessie Drive, Winter Haven

$819,000

3 Beds ⋅ 3 Baths ⋅ Waters Lake Mariam SubDv. ⋅ 33884 Zip Code

PRICE IMPROVEMENT! Rare opportunity to own one of the BEST LAKE FRONT POOL HOME on Lake Mariam. Welcome to your slice of LAKEFRONT, LAKE VIEW, POOL HOME paradise on the pristine shores of Lake Mariam in Winter Haven, Florida. This stunning 3-bedroom, 2.5-bathroom home with a versatile BONUS ROOM and a cozy FIREPLACE offers the ultimate Florida lifestyle, complete with direct lake access, a private dock, and breathtaking water views right from your own backyard. Built to last and designed for low maintenance, this home features a durable METAL ROOF and solar panels, offering peace of mind and significant savings on energy costs year after year. Whether you're sipping morning coffee by the fireplace, watching the sunrise over Lake Mariam, or heading out for a day on the water, this property delivers the lakefront living experience you've been searching for. Inside, the thoughtfully designed floor plan offers three comfortable bedrooms, two and a half bathrooms, and a spacious bonus room perfect for a home office, media room, guest suite, or playroom. The heart of the home is the beautifully designed kitchen, featuring abundant cabinetry, stainless steel appliances, granite countertops, a center island, breakfast bar seating, glass-front upper cabinets, recessed lighting, and an open layout that flows seamlessly into the main living areas. With its generous workspace and water views from the adjoining living space, this kitchen is ideal for both everyday living and entertaining. The oversized 2-car garage provides ample storage for vehicles, watercraft equipment, and all your lake toys. Step outside and discover what truly sets this property apart: your own private HEATED POOL and SPA, along with an impressive private dock stretching out over the serene waters of Lake Mariam, ideal for boating, fishing, kayaking, or simply soaking in the natural Florida scenery. With direct lake access and one of the longest docks on the water, this is a rare find in today's market. Situated on a 0.33-acre lot in Winter Haven's sought-after lake corridor, you're just minutes from dining, shopping, Legoland Florida, and easy access to I-4 connecting you to both Tampa and Orlando. Priced to sell and better than ever, schedule your showing today before this one's gone.

1028 S Lake Mariam Drive, Winter Haven

$125,000

2 Beds ⋅ 2 Baths ⋅ Winter Haven Harbour Apts Condo SubDv. ⋅ 33881 Zip Code

This beautifully maintained **DELUXE UNIT** is move-in ready and offers everything you’ve been searching for—located in a desirable **55+ community**, perfect for comfortable and peaceful living! What sets this unit apart is its **private in-unit laundry room**, a rare and valuable upgrade compared to other units in the community—adding both convenience and functionality. Enjoy improved energy efficiency with newly installed solar window tint on all windows, along with recently added vertical blinds. The plumbing has been upgraded, providing added peace of mind. Inside, you’ll find a stunning built-in bookcase and shelving system, perfect for organization and style. Relax and take in the views from both the screened front and back porches—ideal for morning coffee or evening unwinding. All appliances are included for your convenience: washer, dryer, refrigerator, dishwasher, stove/range, and microwave. The bathroom has been tastefully updated with a new toilet and vanity. Additional features include one assigned covered parking space under the carport and a private 4x8 storage unit located on the same floor. The condo association fee covers water and garbage, adding even more value to this exceptional home.

1700 6th Street Nw Unit B23, Winter Haven

$279,900

3 Beds ⋅ 3 Baths ⋅ Buckeye Heights SubDv. ⋅ 33881 Zip Code

Experience lakefront living at its best in this 2-story townhouse with 3 bedroom 3 bath on Lake Buckeye, located just minutes from Winter Haven. Christian School. !Enjoy breathtaking panoramic lake views from the living room, master bedroom balcony, . this spacious home is perfect for anyone looking to customize their living space. This property has great potential and features an oversized attached 2-car garage with ample storage space and access to a private lift station. Don't miss out on the chance to make this lakefront gem your own. Investment Only.Tenant Occupied. Lease start on 04/01/2026 & Expire On 03/31/2026. $1950/M.CASH FLOW INVESTMENT. INVESTMENT OLY WITH 20% DOWN. DSCR BUSINESS LOAN.

1502 Ne Buckeye Road Ne Unit 2, Winter Haven

$349,900

3 Beds ⋅ 2 Baths ⋅ Crystals Landing SubDv. ⋅ 33884 Zip Code

Welcome to 802 Marcia Loop, a LAKEFRONT property located in southeast Winter Haven! The property includes an area on Lake Ruby right across the street! The lake is visible from the living room, kitchen, dining room, as well as the primary bedroom! Enjoy the amazing view of Lake Ruby while relaxing on the back patio, which is accessible from the living room and primary bedroom! This home is equipped with a solar panels. BONUS: SOLAR PANELS WILL NOW BE PAID OFF AT CLOSING! This will allow the buyer to benefit from the energy savings from day one! With 3 bedrooms, 2 bathrooms and over 1,500 square feet of living area this home provides ample space. This home sits on just over 1/4 acre, which is the largest lot in the community! Windows and sliding doors were replaced in 2024! Recent kitchen upgrades include: countertops, backsplash and appliances in 2024. The home is also equipped with water filtration, reverse osmosis and an ADT security system. Lake Ruby connects via canal with Lake Bess, providing more area to explore while fishing, boating, etc. Lake Ruby is a 259 acre lake and the access to Lake Bess offers enjoyment of another 146 acres of water. Both lakes have slalom courses and ramps, fitting for the “Water Ski Capital of the World”. Skiing is allowed on Lake Ruby so build a dock and bring a boat in! The laundry room provides a space to complete that chore within the comfort of your home. Winter Haven is centrally located which provides easy access to many parts of the state. The theme parks and airports of Orlando and Tampa are approximately one hour drives in their respective directions. LegoLand, Publix, Wal-Mart and the AdventHealth ER are all within 5 minutes of this home! Buyer and buyer’s agent are responsible for verifying information. Schedule your showing today!

802 Marcia Loop, Winter Haven

$299,950

3 Beds ⋅ 2 Baths ⋅ Timber Wood SubDv. ⋅ 33880 Zip Code

Welcome to this beautifully renovated lakefront home located on Thomas Lake in Winter Haven, Florida! This charming two-story home combines modern upgrades with warm character, breathtaking water views, and lake access. Step inside to tall vaulted ceilings creating an open, spacious layout filled with natural light and prospective memories. The home features all-new flooring throughout and a completely updated kitchen showcasing stainless steel appliances, quartz countertops, brand-new cabinetry, and closet pantry, providing plenty of storage and room to cook or entertain. In the living room, you will find a cozy fireplace with a raised hearth and wood accents, adding a welcoming focal point to the downstairs. This home also features beautifully updated bathrooms and walk-in closets, as well as a brand new electric water heater and newer A/C units as of 2022 for added efficiency and comfort during those Florida summer days. Outside, you’ll find a newer roof as of 2022, a freshly painted exterior, an attached 1-car garage with a driveway, and plenty of space to enjoy the outdoors in the back yard or a day on the lake. Relax or entertain on the large rear patio, or spend a cozy night in the enclosed, two-story back porch, each offering gorgeous lake views. The third bedroom is located within the home’s loft and is equipped with a walk in closet and direct access to the upper back porch. This move-in-ready lakefront home blends those new enhancements, comfort, scenic surroundings, and the charm of living in Winter Haven, FL, making it an opportunity you won’t want to miss!

265 Lake Thomas Drive, Winter Haven

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