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$585,000
4 Beds 3 Baths Sand Hill Lane SubDv. 33884 Zip Code
If you're looking for a spacious, open-floor plan home with a lot of natural light, then look no further! This 4BR/3BA pool home located in the desirable Cypresswood Golf Community, offers many unique features, including high ceilings and a large Florida Room with large open windows offering a perfect view to the pool. The primary bedroom includes an ensuite bathroom with a garden tub and walk-in shower and his & hers walk-in closets. The screened in pool patio has pool bath access which makes this great for pool days in the summer. The kitchen has all stainless steel appliances. The AC is new as of January 2026 and the solar panels are fully paid off. This golf community offers amenities including tennis courts, community pool, & fitness center. You are just minutes from shopping, dining, & Legoland! Don't wait! You don't want to miss the opportunity to make this your new home!

1801 Sandhill Lane, Winter Haven

$324,700
3 Beds 2 Baths Haven Homes Sub SubDv. 33880 Zip Code
NO HOA. NO CDD. IN GROUND POOL. NEW HVAC. NEW ROOF. Welcome to 2230 W Central Ave, where timeless character meets modern updates on an oversized double lot in the heart of Winter Haven. This well-maintained 3-bedroom, 2-bath home offers comfortable living with inviting spaces designed for everyday life and entertaining. Step inside to a welcoming parlor that flows into the dining room, creating a warm and functional layout. The kitchen features a picturesque window overlooking the backyard and includes Samsung stainless steel appliances. Just off the kitchen, the spacious family room provides a cozy retreat with direct access to the LARGE screened porch. The backyard is the true centerpiece of this property. Enjoy Florida living year-round with a large screened enclosure surrounding the sparkling in-ground pool, offering plenty of space for outdoor dining, relaxing, and entertaining family and friends. Recent improvements provide added value and peace of mind, including a NEW ROOF installed in November 2024, a NEW HVAC Carrier system installed in 2022, and an A.O. Smith water heater. Outdoor enthusiasts will appreciate the public boat ramp to Lake Howard just two blocks away, along with ample driveway parking for your boat, trailer, or additional vehicles. With its spacious lot, major updates, fantastic outdoor living space, and convenient location close to shopping, dining, parks, and the Chain of Lakes, this move-in-ready home is a wonderful opportunity. Come see this gem today!

2230 W Central Avenue, Winter Haven

$215,000
3 Beds 3 Baths Hartridge Landing SubDv. 33881 Zip Code
Check out this wonderful opportunity to own a spacious 3-bedroom, 2.5-bath home in the desirable 55+ community of Hartridge Landings! This well-maintained community offers a low HOA fee that includes access to the community pool and a private boat ramp on Lake Hartridge, providing access to Winter Haven's renowned Chain of Lakes. Step inside to an open and versatile floor plan featuring two expansive living areas that have endless possibilities for entertaining, relaxing, or creating a dedicated den, formal living room, or family room. The spacious first-floor primary suite serves as a private retreat, complete with an en-suite bathroom featuring dual sinks and a walk-in shower. The galley-style kitchen is conveniently located just off the dining area and offers the perfect space for a cozy breakfast nook. Also on the first floor are a half bath, a generously sized laundry room with built-in shelving, and a flexible office/bonus room with a built-in desk. Both the kitchen and office provide direct access to the private courtyard, creating a great space for outdoor relaxation or entertaining. Upstairs, you'll find two generously sized guest bedrooms and a full bathroom, providing plenty of space for family and visitors. Conveniently located near shopping, dining, medical facilities, and everyday conveniences, this home offers the perfect combination of comfort, functionality, and low-maintenance living. Schedule your private showing today!

2216 Starboard, 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

$314,900
4 Beds 2 Baths Harmony On Lake Eloise SubDv. 33884 Zip Code
Under Construction. Welcome to the Baldwin, a stunning four-bedroom, two-bathroom home located in the heart of Winter Haven, Florida at our Harmony at Lake Eloise community. As you enter the foyer to this beautiful designed home, you are greeted by with an open concept living space featuring luxury vinyl flooring throughout. The kitchen overlooks the dining and living room, while having a view to the oversized outdoor living space. The well-appointed kitchen features an island with bar seating, plentiful cabinet with beautiful quartz countertops and stainless-steel appliances, making entertaining a breeze. Bedroom one, located off the living space, has an en suite bathroom with double vanity and spacious walk-in closet providing ample space for storage. Three additional bedrooms and one full bath are located at the front of the home along with a closet and laundry room. The Baldwin seamlessly integrates smart home technology, offering convenience and enhanced living experiences. With its spacious layout and contemporary finishes, the Baldwin in Harmony at Lake Eloise provides the perfect blend of style and functionality for today's discerning homeowner. *Photos are of similar model but not that of the exact house. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Home and community information including pricing, included features, terms, availability, and amenities are subject to change and prior sale at any time without notice or obligation. Please note that no representations or warranties are made regarding school districts or school assignments; you should conduct your own investigation regarding current and future schools and school boundaries.*

1738 Hummingbird Road, Winter Haven

$254,900
3 Beds 3 Baths Harmony On Lake Eloise SubDv. 33884 Zip Code
Under Construction. The Glen is one of our two-story townhome floorplans featured in our Harmony at Lake Eloise community in Winter Haven, Florida. Welcome to this stylish and modern townhome nestled in a serene community. Boasting three spacious bedrooms, two and a half luxurious baths, and a convenient two-car garage, this residence offers the perfect blend of comfort and functionality. This all-concrete block construction home is sure to please, with 1,673 square feet, 3 bedrooms and 2 and a half bathrooms. Step inside to discover sleek, contemporary design elements complemented by high-end finishes throughout. The open concept living area is ideal for both relaxation and entertainment, featuring a kitchen equipped with stainless-steel appliances, granite countertops, and ample cabinet space. Enjoy seamless indoor-outdoor living with a covered rear lanai, perfect for dining or simply soaking in the sunshine. Upstairs, the primary bedroom serves as a tranquil retreat, complete with a lavish ensuite bath featuring dual sinks and a separate walk-in shower. Two additional bedrooms offer flexibility for guests, home offices, or hobbies, while a convenient laundry room adds practicality to daily life. Experience the ultimate convenience with smart home technology integrated throughout, allowing you to control lighting, temperature, security, and more with ease. With energy-efficient features and modern amenities, this townhome provides a sophisticated urban lifestyle in a desirable location. Contact us today and find your home at Harmony at Lake Eloise.

2711 Gladiola Road, Winter Haven

$355,000
3 Beds 2 Baths Lake Ashton West Ph 01 SubDv. 33884 Zip Code
Welcome to 5337 Hogan Lane, Winter Haven, Florida 33884. This home for sale in Lake Ashton is located behind the secure gates of Lake Ashton, a Premier, Florida 55 Plus Community. This Biscayne Floor Plan home offers 1,833 sq. ft. living area, a covered and screened lanai, concrete pad in the back of the home and a paver driveway and paver walkway from the driveway to the side garage door. 5337 Hogan Lane is ideally situated on a premium lot with peaceful water view and no rear neighbors. From the moment you arrive, the home’s curb appeal stands out with well maintained and mature landscape. The poured curbing and stone in the landscaped areas will catch your attention. Inside, the bright open floor plan is spacious and inviting, with triple sliding glass doors in the Living Room and Double Sliding Glass doors in the Dinette Area. The sliders provide access to the screened/covered lanai—perfect for relaxing and enjoying the tranquil water views year-round. The sought-after floor plan features a beautifully designed kitchen with 42” cabinetry with Moulding, Corian countertops, Under-cabinet lighting, Tiled backsplash, Breakfast bar seating, Wine Rack holder, and a window over the sink. There is also a window in the dinette area that allows natural light to fill the space. The primary suite offers serene pond views and includes an En-Suite bath with His and Her Vanities, 2 walk in closets, a soaking tub, and a separate room that includes a walk in shower with glass door enclosure, toilet and linen closet. A pocket door provides privacy between the Vanity and Shower areas. The guest bedroom and bath are located on the front of the home. A pocket door provides privacy for your overnight guests. The Flex Room has double doors that provide separation from the Living Room. The Flex Room is currently being used as a bedroom with twin beds and desk. It could easily be used as a Craft Room, too. Tile flooring runs throughout the main living areas for easy maintenance, while the bedrooms have comfortable carpeting. The laundry room is conveniently located off the kitchen and includes a solar tube and storage cabinetry. The garage offers a wash sink, Epoxy coating on the garage floor, the garage door has glass inserts, and a side door. Updates in this home include: A/C (2022), Water Heater (2019). Lake Ashton offers resort-style living with two 24-hour manned gatehouses, two clubhouses, heated indoor and outdoor pools, an indoor lap pool, fitness center, two championship 18-hole golf courses, pro shop, movie theater, bowling alley, billiards room, card rooms, arts and crafts studio, ballroom, three dog parks, and RV and boat storage. Schedule your private tour today.

5337 Hogan Lane, Winter Haven

$350,000
4 Beds 2 Baths Berryhill SubDv. 33884 Zip Code
Short Sale. Located in Winter Haven, this 4-bedroom, 2-bath home offers approximately 2,460 square feet of living space with a two-car garage, spacious layout, and private pool. The home's generous floor plan provides multiple living areas and ample space for everyday living, entertaining, or accommodating a variety of household needs. Based on available information and photographs, the property appears to be in generally good cosmetic condition. The home offers an opportunity for buyers seeking a larger residence with a functional layout and desirable outdoor living features. The property includes a screened lanai and pool area; however, buyers are encouraged to independently verify the condition and functionality of the pool and all related equipment. Conveniently located near shopping, dining, schools, and other area amenities, this property combines size, location, and potential in today's market. Buyers are encouraged to conduct thorough inspections and verify the condition and functionality of all systems, components, and improvements. Buyers should verify all information. Agents: Please review all private remarks prior to scheduling a s

302 Sterling Drive, Winter Haven

$92,000
2 Beds 2 Baths Winter Haven Harbour Apts Condo SubDv. 33881 Zip Code
Easy Florida living starts here in Winter Haven Harbour, a centrally located 55+ condominium community close to shopping, dining, medical facilities, public transportation, and downtown Winter Haven. This 2-bedroom, 1.5-bath end-unit condo offers 840 square feet of functional living space and a smart opportunity for a buyer looking to downsize, simplify, or create a comfortable seasonal Florida retreat. The end-unit placement provides added privacy, while the half bath gives the floor plan extra everyday convenience compared to many smaller or single-bath options. Enjoy the low-maintenance lifestyle Winter Haven Harbour is known for, with community amenities that include a heated pool, clubhouse, shuffleboard, grilling area, fitness/community space, car wash area, elevator access, assigned/covered parking, and storage/laundry conveniences. Whether you are a full-time resident or a snowbird looking for a manageable Florida home base, this condo puts convenience, community, and value in one package. Buyer approval required. Buyer and buyer’s agent to verify association rules, fees, leasing restrictions, measurements, and all community information. **Some photos are AI enhanced**

1700 6th Street Nw Unit C21, Winter Haven

$286,990
3 Beds 2 Baths Villamar Phase 6 And Phase 6d SubDv. 33884 Zip Code
Under Construction. The Allex II is one of our one-story floorplans featured in Villamar in Winter Haven, Florida. With 2 exteriors to choose from, the Allex is sure to turn heads. Inside this 3-bedroom, 2-bathroom home, you’ll find 1,504 square feet of comfortable living. The living area is an open concept, where your kitchen, living, and dining areas blend seamlessly into a space perfect for everyday living and entertaining. Relax on the covered lanai looking out to your backyard. The kitchen features quartz countertops, stainless-steel appliances and a walk-in pantry which are sure to both turn heads and make meal prep easy. You’ll never be too far from the action with the living and dining area right there. In every bedroom you’ll have carpeted floors and a closet in each room. Whether these rooms become bedrooms, office spaces, or other bonus rooms, there is sure to be comfort. The primary bedroom located in the rear of the home has its own attached bathroom that features a walk-in closet and all the space you need to get ready in the morning. Sharing a sink isn’t a worry with the double vanity. Like all homes in Villamar, the Allex II includes all concrete block and also smart home technology, which allows you to control your home anytime with your smart device while near or away. *Photos are of similar model but not that of the exact house. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Home and community information including pricing, included features, terms, availability, and amenities are subject to change and prior sale at any time without notice or obligation. Please note that no representations or warranties are made regarding school districts or school assignments; you should conduct your own investigation regarding current and future schools and school boundaries.*

4049 Giorgio Drive, Winter Haven

$299,990
4 Beds 2 Baths Villamar Phase 6 And Phase 6d SubDv. 33884 Zip Code
Under Construction. Introducing the Harper floorplan at Villamar, where every square foot is put to use with sophistication and comfort. Inside this 4 bedroom, 2 bathroom home, you’ll find 1,665 square feet of comfortable living. This meticulously designed residence combines modern convenience with timeless elegance, showcasing granite and tile floors throughout. As you step inside, you are greeted by an inviting foyer that leads you into the heart of the home. The open-concept layout seamlessly connects the living room, dining area, and kitchen, creating a perfect space for entertaining family and friends. The spacious living room features abundant natural light, thanks to large windows that provide picturesque views of the surrounding landscape. With ample room for seating, it's an ideal spot for relaxation and gatherings. The chef's kitchen is a true highlight, boasting granite countertops, sleek stainless steel appliances, and an oversized island with a breakfast bar. Whether you're preparing a casual meal or hosting a formal dinner, this kitchen is well-equipped to meet your culinary needs. The four generously sized bedrooms provide flexibility for various lifestyles. The primary suite is a tranquil retreat, featuring a private ensuite bathroom with dual sinks, a separate shower, and a walk-in closet. The remaining three bedrooms share one well-appointed bathroom, making morning routines a breeze. Like all homes in Villamar, the Harper includes all concrete block and also smart home technology, which allows you to control your home anytime with your smart device while near or away. *Photos are of similar model but not that of the exact house. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Home and community information including pricing, included features, terms, availability, and amenities are subject to change and prior sale at any time without notice or obligation. Please note that no representations or warranties are made regarding school districts or school assignments; you should conduct your own investigation regarding current and future schools and school boundaries.*

4045 Giorgio Drive, Winter Haven

$239,990
3 Beds 3 Baths Serenity At Peace Creek Th SubDv. 33884 Zip Code
Under Construction. This upscale new Summit two-story townhome provides ample space to live and grow with a total of three bedrooms. The first level features a spacious and flexible open-concept layout shared between the kitchen and family room, maximizing the interior living space. Two secondary bedrooms and a lavish owner’s suite featuring a full bathroom comprise the second floor. Serenity at Peace Creek Reserve is a masterplan community of new townhomes with a beautiful natural creek. Winter Haven is the chain of lakes city, with over 26 linked together by a canal. There are lots of shops, restaurants, and bike paths. Peace Creek Reserve is what you have been looking for. A safe small town feel with convenience, the perfect place to raise a family.

3025 Captain Jax Way, Winter Haven

$219,990
3 Beds 3 Baths Serenity At Peace Creek Th SubDv. 33884 Zip Code
Under Construction. Open flow sets the tone for this elegant new Crestone II two-story townhome. There are a total of three bedrooms. The first level features a spacious and flexible open-concept layout shared between the kitchen, dining room and family room, maximizing the interior living space. Two secondary bedrooms and a lavish owner’s suite featuring a full bathroom comprise the second floor. Serenity at Peace Creek Reserve is a masterplan community of new townhomes with a beautiful natural creek. Winter Haven is the chain of lakes city, with over 26 linked together by a canal. There are lots of shops, restaurants, and bike paths. Peace Creek Reserve is what you have been looking for. A safe small town feel with convenience, the perfect place to raise a family.

3013 Captain Jax Way, Winter Haven

$277,900
4 Beds 2 Baths Villamar SubDv. 33884 Zip Code
Under Construction. This BEATIFUL HARPER Model home is located in the quaint town of Winter Haven. Ski capital & home of LEGOLAND. The NEWLY UPDATED HARPER has 4 bedrooms, 2baths & a 2-car garage - 1665 SqFt. This new model has an open floor plan with a spacious GREAT room off the kitchen to entertain & enjoy the company of your guests. You will love the split floor plan with beautiful & spacious master suite with walk in closet & ensuite bathroom away from the other 3 bedrooms. Home comes with WHIRLPOOL Stainless Appliances- range, hood microwave, refrigerator & dishwasher. Home also comes with faux wood blinds throughout & has Smart Home Technology which allows you to set the scene & connect to your home with your voice, from your smart phone. *Photos are of similar model but not that of the exact house. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Home and community information including pricing, included features, terms, availability, and amenities are subject to change and prior sale at any time without notice or obligation. Please note that no representations or warranties are made regarding school districts or school assignments; you should conduct your own investigation regarding current and future schools and school boundaries. *

4663 Ostero Street, Winter Haven

$464,900
5 Beds 3 Baths Country Club Estates SubDv. 33881 Zip Code
PRICE DROP! Your perfect home with a Poolside Paradise Awaits! This stunning five-bedroom, three-bathroom home boasts an inviting screened-in pool area, perfect for relaxation and entertainment. Nestled in a prime location with convenient access to Highway 27, this residence offers an exceptional living experience that blends elegance and practicality. As you step through the impressive double door entry, you’ll be greeted by an expansive open floor plan that invites you to explore. The luxury vinyl plank flooring flows seamlessly throughout the main living areas, while plush carpeting in the bedrooms and sleek tile in the bathrooms add just the right touch of warmth and style. High ceilings adorned with double crown molding elevate the ambiance, making each room feel spacious and airy. A formal dining room and living room provide elegant spaces for entertaining, while the eat in kitchen offers a cozy spot for casual meals. The thoughtful split bedroom plan, provides both privacy and convenience. At the heart of this home lies a large open kitchen that’s sure to delight both casual cooks and culinary aficionados alike. Featuring beautiful granite countertops and a massive island that comfortably seats six, this kitchen is perfect for entertaining friends and family. The sleek black stainless appliances add a modern flair, ensuring both functionality and style. The primary bedroom is a true retreat, flooded with natural light from its abundant windows and featuring sliding glass doors that lead you directly to the covered deck and your gorgeous pool area. The en suite bathroom is a sanctuary of relaxation, boasting a luxurious garden tub, a stand-up shower, and a walk-in closet equipped with thoughtful built-ins for all your organizational needs. Step outside, and you'll discover your private paradise! The screened pool area is a stunning highlight of this home, featuring a serene water feature fountain and a built-in table with stools under a charming tiki umbrella ideal for sunny afternoons and casual gatherings. The saltwater pool is heated for year-round enjoyment and includes a safety child fence for peace of mind. As the sun sets, the marine-grade privacy curtains and LED lighting create an enchanting atmosphere for evening swims and entertaining. Additionally, the back patio is thoughtfully plumbed and wired for an outdoor kitchen, making it an ideal spot for summer barbecues and family gatherings. The entire backyard is securely enclosed with a durable vinyl fence, ensuring privacy and a safe space for little ones and furry friends to play. Adding even more value, the property includes an irrigation meter for the lawn, allowing the irrigation system and exterior water hose conveniently located beside the water softener to operate without sewer charges from the city. In addition to its many impressive features, this home is equipped with solar panels, offering an eco-friendly energy solution that can significantly reduce your utility costs. The current lease is assumable, with a monthly payment of just $145 and an approximate balance of $20,000. This means you can enjoy the benefits of renewable energy without the upfront costs typically associated with solar installations. It's a fantastic opportunity to embrace sustainability while potentially lowering your monthly expenses—an ideal complement to this already remarkable home! This property is an ideal blend of comfort, modern upgrades and outdoor living, making it a must see!

3749 Fieldstone Circle, Winter Haven

$299,900
3 Beds 2 Baths 33881 Zip Code
Welcome home to this charming pool home nestled in the heart of Winter Haven! Offering plenty of space for everyone, this home features a versatile bonus room perfect for a home office, playroom, media room, or additional living space to fit your needs. Step outside and dive into your own private in-ground pool, the perfect place to cool off and beat the Florida heat while entertaining family and friends. Conveniently located just minutes from shopping, dining, medical facilities, schools, and everything Winter Haven has to offer, you'll love the combination of comfort and convenience this property provides. Whether you're relaxing poolside, enjoying the flexible interior spaces, or taking advantage of the nearby amenities, this home offers the Florida lifestyle you've been looking for. Don't miss your opportunity to make this beautiful property your own—schedule your private showing today!

2095 W Hartridge Terrace, Winter Haven

$310,000
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

$140,000
2 Beds 2 Baths Oakwood Estates SubDv. 33880 Zip Code
You won't want to miss this opportunity. This 1344 sf home located in Oakwood Estates, a 55+ community. From the carport walk into the lanai, perfect for entertaining. From there step through the French doors into the open and inviting home with an open and updated kitchen with newer appliances including a cooktop, built in double ovens, built in microwave, and nice sized refrigerator. Past the kitchen you will see the comfortable dining area with built in cabinetry. Then follow through to the spacious living room with more built in cabinets. Returning back through the kitchen you will find the family room area which is open to the kitchen, just perfect for those family and friends get togethers. The main bathroom has been updated with a beautiful shower and updated stool. The guest bedroom is attached to this bath. At the back of the home you will find the primary bedroom complete with two built in closets and a nice sized bathroom attached. The shingled room was installed in 2025 and the air conditioner and water heater were installed in 2021. Oakwood Estates offers many amenities as well as activities. You can join in on the activities or just sit back and watch the world go by.

4146 Sprucewood Street, Winter Haven

$369,000
3 Beds 2 Baths Eloise Woods East Lake Mariam Unit SubDv. 33884 Zip Code
Welcome to your private Central Florida oasis! This beautifully updated, 3-bedroom, 2-bathroom ranch-style home combines classic mid-century durability with modern, high-end updates. Step inside to an open-concept living and dining area featuring clean, carpet-free flooring and a striking brick, perfect for cozy evenings. The heart of the home is a fully remodeled, bright white kitchen equipped with sleek quartz countertops, premium stainless steel appliances, and a convenient breakfast bar for casual dining. Retreat to the spacious primary suite, which offers private sliding glass door access to your backyard paradise. Outside, Florida living truly shines within a massive, floor-to-ceiling screen enclosure. Host gatherings on the expansive 20x14 covered concrete lanai with updated patio pavers, or cool off in the sparkling, oversized in-ground pool. Complete with a versatile, insulated 2-car garage that can easily double as a bonus family room, a durable roof replaced in 2018, and a fully fenced-in yard with no restrictive HOA fees. Feel free to install a custom firepit so the whole family can hang around and catch up on those cool Florida nights. This Winter Haven gem is ready for you to move right in.

516 Alachua Drive, Winter Haven

$750,000
4 Beds 3 Baths Cypresswood Golf & Country Club SubDv. 33884 Zip Code
*Special financing incentives may be available through the seller's preferred lender* Over 1 Acre with Golf Course Views in Cypresswood Golf & Country Club. Discover a rare opportunity to own one of the LARGEST residential lots in Cypresswood Golf & Country Club, one of Winter Haven's premier gated golf communities. Built in 2023 and situated on 1.17 acres, this exceptional 4-bedroom, 3-bathroom residence offers luxury, privacy, and modern living with expansive views of the 2nd green and 9th tee of the Ron Garl-designed championship golf course. A long private driveway lined with Florida-friendly landscaping leads to an expansive paver parking courtyard and oversized three-car garage featuring a professionally finished epoxy floor. Ebony-finished tongue-and-groove ceilings on both the front entry and rear screened lanai create an impressive first impression, while the Therma-Tru insulated front door with decorative glass insert welcomes you inside. The thoughtfully designed OPEN-CONCEPT FLOOR PLAN features luxury vinyl plank flooring throughout, soaring ceilings with decorative beam details, custom millwork, recessed lighting, and large windows that fill the home with natural light. The spacious great room is anchored by a custom shiplap feature wall with an electric fireplace and opens seamlessly to the covered lanai through oversized sliding glass doors. A premium Denon surround sound system serves both the great room and lanai, making entertaining effortless. The gourmet kitchen combines style and functionality with quartz countertops, a large center island, solid wood cabinetry, under-cabinet lighting, a walk-in pantry with custom shelving, Frigidaire Professional Series stainless steel appliances, and a natural gas cooktop. The spacious primary suite offers a tray ceiling with decorative beams, an oversized walk-in closet, and a luxurious ensuite bath featuring dual vanities, a garden tub, walk-in shower, and private water closet. The split-bedroom floor plan provides privacy for family and guests, and every bedroom includes a walk-in closet. Step outside and enjoy the freedom of owning more than an acre with panoramic golf course views and plenty of room to create your dream outdoor living space. Residents of Cypresswood Golf & Country Club enjoy an 18-hole championship golf course, clubhouse, restaurant, junior Olympic-sized pool, tennis and pickleball courts, and scenic roads perfect for walking, running, and biking. Conveniently located near US-27, I-4, the Polk Parkway, downtown Winter Haven, and LEGOLAND Florida Resort, this home offers an exceptional combination of luxury, space, and location.

440 Palma Ceia Road, Winter Haven

$398,000
4 Beds 3 Baths Lakewood Community Association SubDv. 33884 Zip Code
*Improved PRICE on this Beautiful Home!* *NEW ROOF 2026 * NEW INSULATION 2026 * NEW HOT WATER HEATER 2026* NEWER AIR CONDITIONER 2020* Welcome to the classic neighborhood of Lakewood, located in Southeast Winter Haven. This spacious 4 bedroom, 3 bath home, & with the additional 4th bedroom it offers versatility, including a closet, private sliding door access, making it ideal for a bedroom, office/flex room, guest space, or home office. The split floor plan provides comfortable living with over 2,300 square feet of living space, multiple living and entertaining areas, a convenient inside laundry room, and beautiful hard wood flooring in the living room, dining room, and family room, this home offers endless potential. Step outside to enjoy the large screened in-ground pool with heater, perfect for relaxing and entertaining year round. Conveniently located near shopping, dining, medical facilities, and Winter Haven's Chain of Lakes, this home is ready for its next owners to add their personal touches and make it their own. Schedule your private showing today!

136 Lake Mariam Road Se, Winter Haven

$300,000
2 Beds 2 Baths Vienna Square Ph 01 SubDv. 33884 Zip Code
Welcome to this beautifully maintained 2-bedroom, 2-bath pool home offering 1,729 square feet of living space in Vienna Square, a sought-after 55+ gated community. One of the only pool homes in the neighborhood, this residence features a spacious open floor plan with a Kitchen/Family Room combination, Living Room/Dining Room combination, and ceiling fans throughout. Sliding glass doors from the main living area lead to the private outdoor oasis, complete with a heated, fully enclosed in-ground pool, child safety fence, large shade sails, a covered and screened rear porch, and a NEW pool pump installed in August 2025. The full HVAC system was replaced in July 2026, providing added efficiency and peace of mind for the new owner. The well-appointed kitchen offers ample counter space, custom solid wood cabinetry, solid surface countertops, upgraded stainless steel appliances, a breakfast bar, and a cozy breakfast nook surrounded by three windows that fill the space with natural light. The primary suite features an en-suite bath with dual sinks, a low-threshold shower with safety rail, and a separate water closet area for added privacy that houses the toilet and shower. In addition to the second bedroom and full bath, there is a versatile office/den/study that can easily accommodate a variety of needs. The attached 2-car garage includes multiple overhead storage shelves and retractable screens, allowing for excellent airflow throughout the home while keeping insects out. Additional features include outdoor lighting, double-pane windows for energy efficiency, beveled-edge countertops, a neutral color palette, window treatments, rain gutters, a paver-stone driveway, and mature tropical landscaping with beautiful palm trees. Vienna Square residents enjoy an impressive array of amenities including a clubhouse, fitness center, community pool and spa, tennis courts, racquetball, ballroom, movie theater, billiards room, and more. HOA fees include lawn care, security gate access, and recently added internet and TV service. The home is conveniently located just minutes from LEGOLAND, shopping, dining, medical facilities, and major highways providing easy access throughout Central Florida, including Tampa, Orlando, Disney, Universal, and other world-famous attractions.

2452 Salzburg Loop, Winter Haven

$319,900
3 Beds 2 Baths Lake Link Estates SubDv. 33884 Zip Code
**PRICE REDUCTION**MOTIVATED SELLERS**Enjoy the best of Florida living in this inviting 3-bedroom, 2-bathroom home located in the established Lake Link Estates community of Winter Haven. Positioned on a corner lot, this property offers a thoughtful floor plan with generous living spaces and plenty of room to make yourself at home. The interior features an open feel with a seamless flow between the main living areas, while the primary bedroom provides a comfortable retreat complete with a walk-in closet and private en-suite bath. Large windows throughout the home allow natural light to fill the space, creating a bright and welcoming environment. Out back, you'll find a true highlight of the property—a screened outdoor living area overlooking a refreshing pool and fenced backyard. Whether you're hosting friends, spending time with family, or simply enjoying a quiet evening outdoors, this space is designed to be enjoyed year-round. Conveniently located near everyday amenities, restaurants, parks, and Winter Haven's famous Chain of Lakes, this home offers a wonderful opportunity to enjoy both comfort and convenience in one of Central Florida's most desirable areas.

54 Lake Link Circle Se, Winter Haven

$235,000
2 Beds 2 Baths Cypresswood Villas/Green Bldg SubDv. 33884 Zip Code
Situated in the desirable golfing community of Cypresswood Golf & Country Club, this lovely 2-bedroom, 2-bath townhome offers comfort, style, and beautiful golf course views. Upon arrival, you'll be welcomed by a charming courtyard adorned with pavers, creating a warm and inviting entrance. A glass storm door and smart lock entry provide both convenience and security. Inside, luxury vinyl plank flooring flows throughout the main living areas, enhancing the home's modern appeal and ease of maintenance. The open-concept floor plan features an updated kitchen with maple wood cabinetry embellished with brushed nickel hardware and soft-close hinges. Corian countertops beautifully complement the tile backsplash, while the custom center island serves as the heart of the home. Additional features include a stainless steel appliance package, recessed lighting, and a closet pantry for ample storage. The adjacent dining area is filled with natural light from an overhead solar tube skylight, creating a bright and cheerful space for meals and gatherings. The spacious living room features a convenient dry bar and oversized sliding glass doors that showcase peaceful views of the golf course. The primary bedroom suite serves as a relaxing retreat, offering dual closets and sliding glass doors leading to the Florida Room. The remodeled en-suite bathroom features a comfort-height vanity with Corian countertops, bronze fixtures, and a walk-in shower with a frameless glass enclosure and safety grab bars. The guest bedroom includes luxury vinyl plank flooring, a custom closet organizer system, and views of the private courtyard. The spacious Florida Room provides the perfect place to relax and unwind while enjoying tranquil golf course views through two oversized sliding glass doors. Additional Features: Laundry room with washer and dryer, Comfort-height toilets, Exterior lighting, Metal roof, Gutters with gutter guards. This home is being offered turnkey and fully furnished, making it truly move-in ready. Conveniently located within walking distance of the community clubhouse, restaurant, pub, swimming pool, and tennis courts, this property offers exceptional accessibility to Cypresswood's amenities. The monthly HOA fee of $320 includes: Exterior painting Roof maintenance Lawn care Additional memberships are available for golf and fitness center access. The picturesque Cypresswood Golf & Country Club features beautifully maintained grounds, a 24-hour manned gated entrance, and a welcoming lifestyle centered around golf, recreation, and community living.

664 Clubhouse Road, Winter Haven

$178,990
2 Beds 3 Baths Casa Del Sol Condo Village Ph 02 SubDv. 33881 Zip Code
PRICE DROP! Welcome to easy Florida living at this beautifully updated 2-bedroom, 2.5-bath townhome with a rare 2 CAR GARAGE in the desirable Casa Del Sol community of Winter Haven. Offering direct views of the community pool and multiple outdoor living spaces, this home combines comfort, convenience, and a low-maintenance lifestyle in one attractive package. As you enter, you'll find a versatile flex space that can easily serve as a dining room, home office, reading nook, or additional sitting area. This inviting space features access to a private front patio, creating the perfect setting to enjoy your morning coffee. The updated galley-style kitchen showcases modern white cabinetry, granite countertops, stainless steel appliances, and ample storage, providing both style and functionality. The spacious living room features attractive laminate flooring and sliding glass doors that lead to the screened rear patio, creating a seamless indoor-outdoor flow ideal for entertaining or everyday living. A convenient half bath and a full laundry room add functionality and convenience to the first floor. Upstairs, both bedrooms provide privacy and comfort. The spacious primary suite serves as a relaxing retreat, complete with a large walk-in closet, a private bathroom with a tub, and access to a PRIVATE BALCONY overlooking the sparkling community pool. Enjoy peaceful mornings or unwind in the evenings while taking in the tranquil pool views from your own bedroom. The second bedroom offers flexibility for guests, family members, or additional workspace. The screened rear patio provides another wonderful outdoor living area and is perfectly positioned just steps from the community pool. Whether you're entertaining guests or simply enjoying Florida's beautiful weather, this space offers the ideal place to relax. Additional peace of mind comes from the 2020 air conditioning system. Residents enjoy access to community amenities including a swimming pool, shuffleboard courts, exterior maintenance services, sewer, trash service, and beautifully maintained grounds. Conveniently located in the heart of Winter Haven, this home is just minutes from downtown Winter Haven, the Chain of Lakes, shopping, dining, medical facilities, and LEGOLAND Florida Resort. Whether you're looking for a primary residence, seasonal getaway, or investment opportunity, this move-in-ready townhome offers an exceptional combination of location, lifestyle, and value.

2500 21st Street Nw Unit 22, Winter Haven

$224,990
3 Beds 3 Baths Serenity At Peace Creek Th SubDv. 33884 Zip Code
Under Construction. Open flow sets the tone for this elegant new Crestone II two-story townhome. There are a total of three bedrooms. The first level features a spacious and flexible open-concept layout shared between the kitchen, dining room and family room, maximizing the interior living space. Two secondary bedrooms and a lavish owner’s suite featuring a full bathroom comprise the second floor. Serenity at Peace Creek Reserve is a masterplan community of new townhomes with a beautiful natural creek. Winter Haven is the chain of lakes city, with over 26 linked together by a canal. There are lots of shops, restaurants, and bike paths. Peace Creek Reserve is what you have been looking for. A safe small town feel with convenience, the perfect place to raise a family.

3076 Captain Jax Way, Winter Haven

$274,190
3 Beds 2 Baths Villamar SubDv. 33884 Zip Code
Under Construction. Brand new, energy-efficient home available by Jul 2026! Configure the flex room in the front of the home to an at home office space or hobby space. Past the foyer, the open kitchen flows to the dining space, great room and outside patio. Private primary suite offers a spacious area to relax. 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.

3932 Giorgio Drive, Winter Haven

$319,900
4 Beds 3 Baths Villamar Ph 2 SubDv. 33884 Zip Code
Welcome home to this beautifully maintained 4-bedroom, 3-bathroom home in the desirable Villa Mar community of Winter Haven! Built just 5 years ago, this spacious home offers nearly 2,000 square feet of thoughtfully designed living space and features fresh interior paint, brand-new carpet in all bedrooms, and a fully equipped kitchen with all appliances included, including the washer and dryer. Enjoy peace of mind with a regularly maintained HVAC system, alarm system, and full irrigation system. The oversized fully fenced backyard is larger than many comparable homes in the community and features gates on both sides, providing plenty of room for pets, play, entertaining, or even a future pool. One of the standout features of this home is the solar system, which will be paid off with a full-price offer, allowing the new owner to enjoy significantly reduced utility costs, with the previous owner averaging approximately $80 per month in electric bills. The newer construction may also offer savings on homeowner's insurance compared to older homes. Villa Mar residents enjoy access to a beautiful resort-style pool, playground, and convenient proximity to shopping, dining, schools, and major roadways. This move-in ready home combines comfort, efficiency, and value in one exceptional package. **Owner is Licensed Realtor**

1355 Benevento Drive, Winter Haven