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$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

$1,399,900
4 Beds 3 Baths Magnolia Shores SubDv. 33881 Zip Code
Welcome to your own private lakefront retreat on 1.23 acres along Lake Hamilton with NO HOA! This stunning 4-bedroom, 3-bath home offers an exceptional combination of luxury, entertaining space, and the ultimate Florida waterfront lifestyle. Bring your boat and jet skis and enjoy the convenience of a private dock featuring an electric covered boat lift and built-in fishing bench. The outdoor living space is truly spectacular! Step through the French doors to a sparkling saltwater PebbleTec pool featuring iridescent tile, fiber-optic lighting, a swim-up bar, fountains, and a roof-line waterfall. The propane-heated pool is surrounded by an expansive travertine deck, while the nearby gas fire pit with custom-cushioned seating creates the perfect setting for evening gatherings. Propane-connected tiki torches add a tropical ambiance, and a hidden sump pump provides worry-free drainage after storms. Entertaining is effortless with the outdoor kitchen, complete with a new grill and refrigerated drawers. The fenced backyard extends halfway to the lake, providing plenty of room for pets to play. Professional Florida-native landscaping, enhances the lush, resort-like setting. Inside, the beautifully designed chef's kitchen features quartz countertops, a copper farmhouse sink, paneled refrigerator, trash compactor, and spacious butler's pantry with a full-size refrigerator and abundant storage. The open floor plan includes a dedicated buffet area with dual wine refrigerators adjacent to the dining space—perfect for hosting family and friends. Nine-foot ceilings, crown molding, porcelain tile, shiplap accents, custom lighting, and a central vacuum system add comfort and sophistication throughout. The luxurious primary suite offers direct access to the pool deck, with a convenient open-air shower just outside. The ensuite features dual vanities and a walk-in shower with dual shower heads. The expansive walk-in closet includes a center island, custom shelving, heated towel rack, and an extra-large Liberty Safe. The home underwent a complete rebuild in 2017, so all features are 2017 or newer. Recent improvements include a new roof (2025), new pool pump (2025), a new 12x24 storage shed (2025) and new irrigation system (2025). The irrigation water comes from the lake so it doesn’t affect your water bill. Additional features include a split-bedroom floor plan, with two guest bedrooms sharing a Jack-and-Jill bath; hurricane shutters; a whole-home Generac generator; and TVs in every room, including the back porch. The spacious 3-car garage features tiled flooring, storage, a workshop, and an industrial ice maker. A pavered circular driveway provides ample parking, plus an additional parking pad with room for an RV. From the custom interior and exterior lighting to the custom painting, bamboo chair rail, and travertine exterior accents, every detail has been thoughtfully designed. The home is also pre-wired for ADT security at the front and rear doors and garage service door. Boating, fishing, entertaining, relaxing, and resort-style living—all in one exceptional Lake Hamilton property with no HOA!

3640 Crump Road, Winter Haven

$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

$799,900
4 Beds 3 Baths Waterford Oaks SubDv. 33884 Zip Code
Welcome to 9469 Waterford Oaks Drive, a beautifully maintained and spacious custom built home offering an exceptional combination of comfort, privacy, upgrades, and Florida living in the highly desirable, gated community of Waterford Oaks! A pavered, circular driveway provides an impressive approach to the home with plenty of space for vehicles and guests. Inside, the home features soaring ceilings, elegant archways, crown molding, custom built-ins, a beautiful fireplace, and generous living spaces throughout. The grand primary suite is a true private retreat, featuring two walk-in closets and an expansive primary bath with dual vanity areas, extensive cabinetry, and a large walk-in shower. A dedicated home office with custom built-in cabinetry and bookshelves provides an ideal work-from-home space. Upstairs offers even more flexibility with a large second living room/loft, spacious bedroom, and full bathroom—perfect for guests, family, or a private secondary living area. Outside, enjoy a private screened pool and hot tub/spa with a new spa heater, surrounded by an expansive pool deck with plenty of room for multiple outdoor seating and dining areas. The covered lanai features a high-end built-in outdoor grilling system with a direct gas connection, creating an exceptional space for entertaining year-round. Recent improvements include a new roof, new exterior paint, new hot tub/spa heater, full app-controlled pool automation system, Tesla charger installed in the garage, and multiple filtered-water systems throughout the home. A community boat ramp and dock on Lake Winterset on the Winter Haven Chain of Lakes is just a short distance away. With its spacious floor plan, grand primary suite, private upstairs living area, home office, fireplace, pool and spa, expansive outdoor entertaining space, and extensive recent upgrades, 9469 Waterford Oaks Drive is move-in ready and designed to enjoy the Florida lifestyle.

9469 Waterford Oaks Drive, Winter Haven

$158,500
2 Beds 2 Baths Lucerne Park Fruit Assn SubDv. 33881 Zip Code
Welcome to this spacious, meticulously maintained, and thoughtfully updated double-wide manufactured home on owned land in the highly sought-after 55+ lakefront community of Lake ’n Golf Estates in Winter Haven. Offering a versatile floor plan with multiple living areas, this home beautifully blends modern updates with the relaxed comfort of Florida living. The chef’s kitchen was fully renovated just three years ago and features new countertops, stainless steel appliances, and refreshed cabinetry. The wonderful dining room includes updated built-in cabinetry. Other major improvements include a full carport replacement three years ago, a new AC unit installed in 2020, a main roof replaced approximately three years ago, and a front Florida room whose roof was replaced about nine years ago. Inside you’ll find updated flooring throughout, a convenient indoor laundry room, a front Florida room with central air and heat, and an additional side Florida room with a wall AC unit—perfect for relaxing or entertaining. A spacious double workshop provides plenty of storage, hobby space, or room to park a golf cart. This home comes partially furnished (only furniture not included is master bedroom matching set and TV in living room). Lake ’n Golf Estates offers wonderful amenities including a pool and spa, shuffleboard courts, clubhouse, community lake access, and boat dock. Conveniently located near Highway 27 with easy access to shopping, restaurants, and medical facilities, the community also features impressively, OWN YOUR LAND AND SAVE THOUSANDS PER YEAR, HOA fees of just $550 per year and Move-in ready and packed with value, this home is a must-see—schedule your private showing today!

6703 Canterbury Drive Ne, Winter Haven

$239,900
3 Beds 2 Baths Winterset 03 A Condo Ph 01 SubDv. 33884 Zip Code
3 bedroom, 2 bath ground-floor end-unit condo home with gorgeous views of Lake Winterset and a private 1 car garage—the perfect combination in one of Winter Haven’s most desirable gated communities. Welcome to 701 Magnolia Place, a spacious lakeview residence designed for easy single-level living with approximately 1,180 square feet, durable luxury vinyl plank flooring, and a comfortable, open layout. The living room is anchored by a fireplace and flows naturally into the dining area, creating an inviting space for everyday living and entertaining. The kitchen features white cabinetry, soft close drawers, newer stainless steel appliances, generous counter space, and an adjoining breakfast nook. The primary suite is spacious, measuring approximately 11x16, with lake views, a private bath with walk-in shower, generous closet space and direct access to the back patio. Two additional bedrooms provide flexibility for guests, a home office, hobby room, or den—a combination that makes this 3-bedroom floor plan especially hard to find in Winterset. A second full bath with tub and shower combo completes the interior. Step outside to the private screened porch, where wide-open green space and beautiful Lake Winterset views create the perfect place to enjoy your morning coffee, unwind at the end of the day, and watch sunsets you truly have to see to believe. As an end unit, the home enjoys an added sense of openness and privacy, while the attached one-car garage provides valuable parking and storage. Beyond the residence, the community of Winterset delivers on the Florida lifestyle. Residents have access to a heated lakefront swimming pool and spa, clubhouse, tennis and pickleball courts, shuffleboard, and a private boat ramp with direct access to the Winter Haven Chain of Lakes—opening the door to boating, fishing, water skiing, sunset cruises, and waterfront dining. Shopping, restaurants, medical facilities, LEGOLAND Florida Resort, and downtown Winter Haven are all just minutes away, while convenient routes toward Tampa and Orlando make the location equally appealing for everyday living and weekend adventures. Ground-floor living, an end-unit location, three bedrooms, private garage, screened porch, Chain of Lakes access, resort-style amenities, and gorgeous Lake Winterset views—701 Magnolia Place offers a combination that is difficult to find.

701 Magnolia Place, Winter Haven

$310,000
4 Beds 2 Baths Lake Smart Estates SubDv. 33881 Zip Code
3D tour available! Welcome to this spacious 4-bedroom, 2-bath single-family home in the Lake Smart Estates community of Winter Haven. With an open-concept layout and 1,842 square feet of living space, the home offers plenty of room for everyday living and entertaining. Major updates provide added peace of mind, including a new roof in 2026, new A/C in 2024, and brand-new appliances in 2026. The kitchen offers generous cabinet and counter space and opens directly to the main living and dining areas. The primary suite features a walk-in closet and private bathroom with dual sinks and a spacious shower. An interior laundry room and attached two-car garage add everyday convenience. One of the property's biggest highlights is the oversized lot, one of the largest in the community. The expansive backyard provides exceptional outdoor space with plenty of possibilities for entertaining, play areas, gardening, or creating your own Florida outdoor retreat. Lake Smart Estates offers community amenities including a swimming pool, dock, gazebo, and water access. Golf enthusiasts will appreciate having Willowbrook Golf Course just minutes away, a public 18-hole course offering a driving range, putting green, chipping areas, and practice facilities. Conveniently located near US-17, the home provides easy access to Downtown Winter Haven, shopping, restaurants, schools, Polk State College, and everyday services. With four bedrooms, significant recent upgrades, an oversized yard, community amenities, and golf nearby, this move-in-ready home offers an excellent combination of indoor and outdoor space in a convenient Winter Haven location.

3695 Julius Estates Boulevard, Winter Haven

$880,000
2 Beds 3 Baths Lake Eloise Sub SubDv. 33884 Zip Code
Major Price Improvement .....Welcome to an exceptional and truly distinctive lakefront estate on Lake Eloise with a private pool, defined by architectural artistry, refined character, and timeless Spanish-Mediterranean elegance. This 2-bedroom, 3-bath residence offers more than 3,700 square feet under roof, providing expansive, thoughtfully designed interiors ideal for both entertaining and serene everyday living. From the moment you enter, you are welcomed by an atmosphere of bespoke craftsmanship and enduring design. Exquisite brick archways, rich warm wood detailing, and three elegant wood-burning fireplaces establish a setting that is both inviting and unmistakably unique. The kitchen continues this elevated architectural story, showcasing custom extensive cabinetry, stone countertops, premium stainless steel appliances, and a dramatic brick-arched passage that serves as a striking focal point. Thoughtfully designed to capture the essence of the Florida lifestyle, the home opens to a private resort-style swimming pool set against a peaceful lakefront backdrop, creating an extraordinary environment for relaxation, refined entertaining, and sweeping waterfront views. Seamless indoor-outdoor transitions enhance the sense of openness throughout, making the residence equally suited as a distinguished full-time home or an exclusive private lakefront retreat. With its authentic Spanish-Mediterranean influence, handcrafted brick detailing, multiple fireplaces, resort-style pool, and premier waterfront location, a rare opportunity to own a residence of true individuality and lasting appeal—one that cannot be replicated. Schedule your private showing and experience the elegance and exclusivity of this remarkable lakefront offering.

1019 W Lake Eloise Terrace, Winter Haven

$365,000
3 Beds 2 Baths Hartridge Hills SubDv. 33881 Zip Code
Move In Ready Custom Home in a Gated Community Near the Airport. Community has a Private Dock and Boat Ramp with access to the Chain of Lakes. Ideally located for aviation professionals seeking convenient access to the airport or for families looking for a safe, gated community, this beautifully updated custom home offers the perfect blend of comfort, style, and convenience. Built in 1988, this spacious home features an open floor plan with soaring ceilings, stunning exposed wood beams, solid wood doors, and matching wood baseboards that create warmth and character throughout. The split-bedroom layout provides privacy, while the attached two-car garage adds everyday convenience. The recently remodeled interior showcases numerous upgrades, including luxury vinyl plank flooring, fresh interior paint, and updated lighting throughout. The beautifully renovated kitchen features custom wood cabinetry, granite countertops, and a full suite of matching Whirlpool appliances. Both bathrooms have been tastefully updated with new wood vanities, Delta fixtures, Kohler toilets, and stylish tile finishes. The primary bedroom offers the comfort of new carpeting, and the home features smooth ceilings throughout—no popcorn ceilings. Additional highlights include generous laundry room storage, fresh exterior paint, and numerous major improvements for peace of mind. A new roof was installed in March 2026, along with new double-insulated windows, new irrigation, and professional landscaping. New water heater and also passed 4-point inspection for insurance purposes. Every major update has been completed—simply move in and enjoy. The HOA fee is just $150 per month and includes lawn mowing and fertilization, making it easy to maintain a beautiful yard year-round.

218 Hartridge Hills Drive, Winter Haven

$215,000
2 Beds 2 Baths Winterset 01 A Condo 02 Amd SubDv. 33884 Zip Code
This home can be purchased with NO MONEY DOWN or NO INCOME VERIFICATION! Welcome to Lakefront Living at Its Finest! Experience serene waterside tranquility with breathtaking views of Lake Winterset in this inviting 2-bedroom, 2-bath unit, all at an affordable price. As you step inside, you'll be greeted by soaring ceilings that enhance the open and airy atmosphere. The thoughtfully designed open floor plan seamlessly connects living and dining areas, perfect for both entertaining and relaxation. Both bedrooms offers ample space for comfortable living. The master bedroom also offers a spacious walk-in closet, and sliding glass doors leading to your rear screened porch. Enjoy your morning coffee or unwind in the evenings on the screened porch, where nature's beauty serves as your stunning backdrop. This desirable gated community not only offers a Clubhouse, pool, and spa but also features tennis and pickleball courts, as well as a convenient boat ramp for easy access to the lake. Ideally located near Legoland and in the heart of the Florida Peninsula, with lots of lakes, or just over an hour drive to the Gulf or Atlantic beaches, Tampa & Orlando for airports, shopping, entertainment and more. This home perfectly blends comfort and convenience. Don't miss your chance to embrace the Florida lakefront lifestyle you've always dreamed of!

410 Laurel Cove Way, Winter Haven

$144,000
2 Beds 2 Baths Wellington Pt 01 Bldgs 01 02 & Wellington Pt 02 B SubDv. 33880 Zip Code
Virtually Staged. Completely remodeled with high-end finishes, a spotless, move-in-ready interior, and a desirable lakeside setting on the world-famous Winter Haven Chain of Lakes. Welcome to 689 Lake Howard Drive, Unit 213, where thoughtful updates, generous living spaces, and an exceptional waterfront community come together at an attractive price point. Located in The Wellington on the shores of Lake Howard, this impressive 2 bedroom, 2 bath condo feels fresh, modern, and remarkably spacious. The expansive living and dining area features beautiful flooring, crown molding, updated lighting and ceiling fans, and plenty of room for comfortable everyday living and entertaining. Sliding glass doors open to a large enclosed Florida room overlooking the beautifully maintained community grounds, providing even more space to relax and enjoy the Florida lifestyle. The remodeled kitchen is a standout, featuring quartz countertops, abundant white soft-close cabinetry, a farmhouse-style sink, herringbone tile backsplash, under-cabinet lighting, and a complete stainless steel LG appliance package including refrigerator, range, microwave, and dishwasher. Both bathrooms have been beautifully remodeled with quartz-topped vanities and impressive custom tile work. Walk-in showers feature frameless glass enclosures, decorative tile accents, niches, and contemporary finishes. An exceptionally large walk-in closet provides outstanding storage, while an interior laundry closet with included washer and dryer and a large private exterior storage room add everyday convenience. The Wellington offers beautifully landscaped grounds, two pool areas including a heated pool for winter use, clubhouse, shuffleboard, community activities, and a private dock on Lake Howard with access to the Winter Haven Chain of Lakes—perfect for fishing and enjoying life on the water. The condo fee includes basic cable and internet, water, garbage pickup, exterior building maintenance, and grounds maintenance. A private covered parking space is also included. Conveniently located near medical facilities, shopping, restaurants, churches, grocery stores, and charming Downtown Winter Haven. Beautifully remodeled, incredibly spacious, and located in a Chain of Lakes waterfront community—this is 55+ living with the updates already done for you!

689 Lake Howard Drive Nw Unit 213, Winter Haven

$139,900
2 Beds 2 Baths Oakwood Estates SubDv. 33880 Zip Code
Walk right into this beautiful home located in Oakwood Estates, a 55+ community. You will find the home nicely furnished which all conveys with the sale of the home. The open living area at the front of the home has a beautiful lake view. The kitchen is open to another living space or dining area. The primary bedroom at the rear of the home is nice sized and will accommodate a king sized bed. The guest bedroom is attached to the guest bathroom offering privacy and convenience to your guests. The Lanai which is also air conditioned (vent behind the couch) offers a wonderful area to sit and enjoy your morning coffee where you can watch the world go by. Oakwood Estates offers many activities and amenities including two pools, two clubhouses, tennis courts, shuffle board, miniature golf and much more. You can stay as busy as you like or just sit back and enjoy the peaceful community. The golf cart is included in the sale of the home. The Sellers have a home warranty in place and with a reasonable offer will pay for three month to continue the plan. Make your appointment today to see this beautiful home.

4234 Rolling Oaks Drive, Winter Haven

$165,000
Terranova Ph 02 SubDv. 33884 Zip Code
Build your dream home on this beautiful approximately ½-acre waterfront homesite at 348 Terranova Boulevard. Nestled along the peaceful shores of Crystal Lake, this spacious lot offers the perfect blend of privacy, natural beauty, and room to create the custom home you've always envisioned. Wake up to tranquil water views, enjoy breathtaking sunsets from your future backyard, and take advantage of the generous lot size with plenty of space for a pool, outdoor entertaining, and lush landscaping. Whether you're looking to build a luxurious estate or a private retreat, this property provides the ideal canvas. Opportunities to own a waterfront lot of this size are becoming increasingly rare. Bring your own builder and design a home tailored to your lifestyle while enjoying the serenity and beauty that Crystal Lake has to offer. Don't miss this chance to turn your dream home into reality on one of the area's most desirable waterfront homesites.

348 Terranova Boulevard, Winter Haven

$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

$224,500
2 Beds 2 Baths Winterset 01 A Condo 02 Amd SubDv. 33884 Zip Code
Virtually Staged. LAKE VIEWS, CHAIN OF LAKES ACCESS & COMPLETELY RENOVATED! Enjoy effortless Florida living in this beautifully remodeled ground-floor condo overlooking Lake Winterset, part of Winter Haven’s renowned Chain of Lakes. With no stairs, a spacious 2-bedroom, 2-bath layout, private screened porch and gorgeous water views, this move-in-ready residence offers the lakefront lifestyle without the maintenance of a single-family home. Fresh, bright and exceptionally spacious, the interior has been updated from top to bottom with new flooring, contemporary lighting and ceiling fans, modern fixtures and a crisp neutral palette. The open living and dining areas offer plenty of room for entertaining, while large windows bring in natural light and showcase views across the expansive lawn to Lake Winterset. The expanded kitchen is a standout, featuring granite countertops, soft-close cabinetry with crown molding, black appliances including a gas range and dishwasher, generous breakfast bar and abundant cabinet and counter space. Its open design connects seamlessly with the dining and living areas. Wake up to water views from the spacious primary suite, complete with a huge walk-in closet and beautifully renovated bath featuring dual undermount sinks, granite countertop, chrome fixtures and a frameless glass walk-in shower with custom tile. Positioned separately for privacy, the second bedroom offers two closets and convenient access to an equally impressive guest bath with granite-topped vanity and custom-tiled tub and shower. Interior laundry and additional storage add everyday convenience. Step onto the private screened porch and enjoy peaceful lake views and spectacular Florida sunsets. It’s the perfect setting for morning coffee, evening cocktails or simply relaxing by the water. Located within gated Winterset, residents enjoy a heated lakefront pool and spa, clubhouse, tennis and pickleball courts, shuffleboard and a private boat ramp providing direct access to the Winter Haven Chain of Lakes. Spend your days boating, fishing, skiing or cruising the Chain to waterfront restaurants. Shopping, dining, medical facilities, LEGOLAND Florida Resort and downtown Winter Haven are just minutes away, with convenient access toward Tampa and Orlando. Whether you're searching for a full-time residence, seasonal Florida getaway or investment opportunity, this beautifully renovated ground-floor condo delivers the combination buyers want: MOVE-IN-READY CONDITION, LAKE VIEWS, NO STAIRS, RESORT-STYLE AMENITIES AND DIRECT CHAIN OF LAKES ACCESS.

503 Sweet Bay Circle, Winter Haven

$179,900
3 Beds 2 Baths Orchid Springs Village SubDv. 33884 Zip Code
A MUST SEE! Beautifully renovated first-floor unit located in the well-kept 55+ Granada Building in Orchid Springs! PARK right in front of the door! The designated parking spot is right in front of #104! This spacious condo spans over 1,500 square feet of living space, featuring an open floor plan with 3 bedrooms and 2 bathrooms. Updates include a new modernized kitchen and bathrooms, stunning granite countertops, new stainless steel appliances, gorgeous luxury vinyl flooring throughout, and a freshly painted tan interior radiating classic warmth and timeless style. The laundry closet offers maximum convenience, complete with a washer and dryer. The monthly HOA fee includes the use of the clubhouse and community pool, gas, water, trash, cable, internet, pest control, and exterior & grounds maintenance. Designed for ultimate relaxation, the Florida room boasts lovely views of the lagoon. Don't miss your chance to transition into effortless comfort with low-maintenance living in a peaceful setting. Call us today!

100 El Camino Dr Unit 104, Winter Haven

$150,000
2 Beds 2 Baths Village Park SubDv. 33880 Zip Code
Welcome to easy, affordable Florida living! This well-maintained 2-bedroom, 2-bath manufactured home is nestled in Village Park, a desirable 55+ community in Winter Haven and offers the perfect blend of comfort, convenience, and an active lifestyle. With a low HOA and NO LOT FEES, you'll enjoy affordable, low-maintenance living. Inside, you'll find a bright and inviting floor plan featuring a spacious living room, a designated dining area, and a functional kitchen complete with a breakfast bar—perfect for casual meals or entertaining guests. The primary suite serves as a private retreat with a walk-in closet and an en suite bathroom. One of the home's standout features is the generously sized screened-in porch overlooking the peaceful community pond, providing the perfect place to enjoy your morning coffee or unwind while taking in the tranquil water views. Situated at the end of a quiet street with no through traffic, this home offers added privacy and a serene setting. A covered carport provides convenient parking. Residents of this welcoming 55+ community have access to fantastic amenities, including a sparkling community pool, clubhouse, shuffleboard courts, and a full calendar of social activities designed to keep you active and connected with your neighbors. Conveniently located just minutes from shopping, restaurants, medical facilities, parks, and everyday conveniences, this move-in-ready home is vacant and easy to show. Whether you're looking for a full-time residence or the perfect Florida getaway, this charming home offers the relaxed lifestyle you've been searching for.

489 Village Circle Sw, 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

$749,000
3 Beds 4 Baths Cypresswood Palma Ceia SubDv. 33884 Zip Code
Meticulously maintained and beautifully remodeled, this exceptional Palma Ceia residence in Cypresswood offers pond frontage, three private en-suite bedrooms, a dedicated office, a heated swimming pool, and incredible golf course views. The pavered driveway and walkways, manicured flower gardens, and a 2022 black metal roof set the stage for the impressive interior. Elevated ceilings, crown molding, waterproof Pergo flooring, stone counters, and plantation shutters are just a few of the home’s stunning features. At the heart of the home is a spacious great room featuring a natural gas fireplace with shiplap façade. Triple sliding glass doors, with new screens, create a seamless indoor-outdoor flow to the covered lanai and pool area while showcasing the outdoor views. The updated kitchen features quartz counters, an island with a prep sink and filtered water, a Kohler workstation sink, breakfast bar, stainless appliances, double ovens, gas range, Bosch dishwasher, and a spacious dinette overlooking the pool. A private office provides the perfect setting for working from home. Designed to give everyone their own space, the home offers three bedrooms with en-suite bathrooms. The primary suite includes pool access, a tray ceiling, two walk-in closets with built-in shelving, and a gorgeous remodeled bathroom featuring a six-foot freestanding soaking tub, glass-enclosed walk-in shower, dual vanities, and a water closet. The second bedroom includes an equally impressive en-suite bath with custom tile flooring, a granite counter, tub, and separate walk-in shower. Located at the rear of the home, the third en-suite bedroom is ideal for visiting guests and can be closed off with a pocket door for added privacy. Its bathroom offers a granite counter with dual sinks, a tub and shower combo, and a linen closet. An additional linen closet is located in the guest-wing hallway. The interior laundry room provides a closet pantry, storage closet, and convenient half bathroom. Florida living takes center stage outdoors with a screen-enclosed heated pool, expansive covered lanai, and a separate screened area for sunning. The peaceful setting overlooks the pond and third hole of the golf course, where a variety of birds and wildlife can be enjoyed daily. Meticulously designed gardens, window planter boxes and a pavered sitting area near the pond—ideal for a fire pit—complete this private outdoor oasis. The two-car garage features an epoxy floor, utility sink, storage closets, and overhead storage racks. Additional improvements and features include a 2026 installed gas water heater, a 26-gauge standing seam metal roof (2022) with a 40-year warranty, dual-zone air conditioning (2020), irrigation on separate meter, plantation shutters throughout, remote-controlled lanai lighting, pool safety fence, Ring cameras, rain gutters, and more. Located within the guarded Cypresswood community, this remarkable home combines thoughtful updates, exceptional care, abundant privacy, and a truly beautiful golf course and waterfront setting. Cypresswood Golf & Country Club features an 18-hole championship golf course, driving range, pro shop, jr. olympic pool, tennis & pickleball courts, an event venue, a sports pub and more. Located just minutes from shopping, medical facilities and downtown Winter Haven. Centrally located between Tampa and Orlando with easy commutes to airports and beaches. Come see what this magnificent home and community in Central FL has to offer!

4040 Palma Ceia Circle, Winter Haven

$355,000
4 Beds 3 Baths Villamar SubDv. 33884 Zip Code
Under Construction. Brand new, energy-efficient home available by Aug 2026! An open floorplan that makes entertaining easy in the open kitchen, dining, and great room that flow to the patio. The primary suite is tucked in the rear of the home offering plenty of privacy and features a spacious walk-in closet and shower. Visit Villamar and explore new single-family homes for sale in Winter Haven, FL. Residents will have access to two resort-style amenity centers featuring a clubhouse, pool, and playground. Winter Haven is known for its beautiful chain of lakes with lakeside restaurants and its award-winning community theater. Nearby attractions include Legoland Florida and Peppa Pig Theme Park. A brand-new model and new phase are coming soon. Each of our homes is built with innovative, energy-efficient features designed to help you enjoy more savings, better health, real comfort and peace of mind.

3757 Giorgio Drive, Winter Haven

$115,000
2 Beds 2 Baths Orange Manor West Coop Inc SubDv. 33884 Zip Code
Become a share holder in this highly sought after 55+ gated community. If you are looking for the perfect retirement home, this one is for you! Located in Orange Manor West, it is one of the most popular 55+ communities in Winter Haven and surrounding area with many amenities. Pool, shuffle board, putt putt, horse shoes, crochet, bingo, lake access and much more. Legoland is around one mile away which is great for visiting family. This is a 1368 Square ft. 2 bedroom 2 bath 1984 with an attached enclosed Florida room and an enclosed carport with ac. The king size master bedroom has a walk-in closet and a private bathroom with a tub shower. It has an inside utility room with washer & dryer. The monthly maintenance fee is $279.00 a month which includes cable, internet, trash pickup, and amenities. This house is fully furnished and ready to move in. This is also a pet free community. While it is a great winter home get away, it can also be a year round retirement home. Come see it today. This one won't last long. All measurements are approximate and should be verified by the buyer.

113 Lake Hazel Drive, Winter Haven

$124,800
1 Beds 1 Baths Lamplighter Village SubDv. 33884 Zip Code
FOR SALE - 1 Bedroom/1 Bath 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 features 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. All 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

$678,000
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

$424,900
4 Beds 3 Baths Ashton Covey Ph One SubDv. 33884 Zip Code
Why wait to build when you can move into this nearly new 2025 Ryan Homes residence? This beautifully maintained 4-bedroom, 3-bath home offers 2,565 heated square feet with a desirable split-bedroom floor plan, including a private guest suite with its own full bath—perfect for guests or multigenerational living. The spacious kitchen features a large island, walk-in pantry, and overlooks the open-concept living and dining areas. The primary suite includes a walk-in shower and generous walk-in closet, while tile flooring throughout the main living areas and carpeted bedrooms provide both style and comfort. Additional highlights include a three-car garage, paver driveway, irrigation system, dedicated laundry room with garage access, low quarterly HOA, and no CDD. Conveniently located near shopping, dining, schools, parks, and major roadways, this home offers all the benefits of new construction without the wait. Seller welcomes serious offers and is ready to work with the right buyer. Schedule your private showing today!

1714 Upland Lane, Winter Haven

$425,000
3 Beds 2 Baths Winterset Gardens SubDv. 33884 Zip Code
Virtually Staged. Rarely does a home this unique come to market! Situated on a spacious .30-acre lot directly across the street from beautiful Lake Winterset, this fully renovated 3-bedroom, 2-bath mid-century modern pool home offers incredible character, modern updates, and NO mandatory HOA or CDD. An optional neighborhood HOA of just $100 per year provides access to the community boat ramp, connecting you to the renowned Winter Haven Chain of 22 Lakes, one of Central Florida's premier destinations for boating, fishing, and watersports. Unlike nearly any other Florida home, this property features an impressive 300+ square foot basement, a rare find that offers endless possibilities as a wine cellar, hobby room, workshop, fitness area, or additional storage. The home's distinctive architectural design is complemented by spectacular views of Lake Winterset from the living and dining rooms, where sliding glass doors open to a charming wraparound front porch—the perfect place to enjoy your morning coffee while taking in the peaceful lake scenery. Upstairs, a spacious bonus room provides flexibility as a potential fourth bedroom, media room, home office, or second living area and includes a private balcony overlooking the front of the property and the lake. The beautifully updated kitchen is designed for both everyday living and entertaining with quartz countertops, a center island, pantry, recessed lighting, tile backsplash, reverse osmosis system, garbage disposal, a window overlooking the screened pool, and a premium 2022 Samsung Bespoke appliance suite. The home's thoughtful split layout places all three spacious bedrooms down a private hallway away from the main living spaces. Wood-look tile flooring flows throughout the main living areas, while luxury vinyl plank flooring extends through the bedrooms, bathrooms, and upstairs bonus room. The spacious primary suite features dual vanities and a beautifully remodeled walk-in shower. Additional conveniences include an indoor laundry closet with the washer and dryer included, and a two-car garage. Step outside to your oversized screened, chlorinated pool complete with a diving board and removable safety fence, creating the perfect backyard retreat for entertaining family and friends year-round. Major improvements provide added peace of mind, including a new roof in 2025, a new pool pump and well pump in 2025, new A/C ductwork and attic insulation in 2025, windows replaced in 2019, A/C replaced in 2019, water heater replaced in 2019, and new appliances installed in 2022. Ideally located just a short drive from Disney, Universal, LEGOLAND, and other Central Florida attractions, this one-of-a-kind home combines timeless mid-century modern architecture, extensive modern updates, a rare basement, beautiful lake views, access to the Winter Haven Chain of Lakes, and a lifestyle that is truly hard to find. Don't miss this rare opportunity to own one of the area's most distinctive homes overlooking beautiful Lake Winterset.

6704 Winterset Gardens Road, 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