$139,900 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. 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
$749,000 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! 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
$320,000 Welcome to this beautifully maintained 3-bedroom, 2-bathroom block home perfectly positioned on a prime quarter-acre corner lot in Winter Haven! Boasting 1680 square feet of functional livingspace, this property offers untimate freedom with NO HOA restrictions-bring your boat, RV or toys! The light-filled interior features a cozy wood-burning fireplace, while the spacious screened lana iprovides the perfect backdrop for classic Florida outdoor living. Nestled in a highly desirable 33884 neighborhood close to top-rated schools, dining, and natural lakes, this home is ready for it's next chapter. Schedule your tour today and explore the endless possibilities! Major Capital upgrades give you complete worry-free living, featuring a high-efficiency AC replaced just 2 years ago (2024), a newer roof replaced 7 years ago (2019) and brand-new, energy-efficient windows and sliding glass doors for ultimate climate control and storm safety. 3 Beds ⋅ 2 Baths ⋅ Fla Hlnds SubDv. ⋅ 33884 Zip Code Welcome to this beautifully maintained 3-bedroom, 2-bathroom block home perfectly positioned on a prime quarter-acre corner lot in Winter Haven! Boasting 1680 square feet of functional livingspace, this property offers untimate freedom with NO HOA restrictions-bring your boat, RV or toys! The light-filled interior features a cozy wood-burning fireplace, while the spacious screened lana iprovides the perfect backdrop for classic Florida outdoor living. Nestled in a highly desirable 33884 neighborhood close to top-rated schools, dining, and natural lakes, this home is ready for it's next chapter. Schedule your tour today and explore the endless possibilities! Major Capital upgrades give you complete worry-free living, featuring a high-efficiency AC replaced just 2 years ago (2024), a newer roof replaced 7 years ago (2019) and brand-new, energy-efficient windows and sliding glass doors for ultimate climate control and storm safety. 408 Lanier Lane, Winter Haven
$115,000 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. 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
$379,900 Welcome home to this beautifully maintained 5-bedroom, 3-bath residence offering nearly 2,700 square feet of flexible living space in one of Winter Haven's fastest-growing areas. Priced at just $379,900, this spacious home delivers exceptional value with room for everyone. Designed with today's lifestyles in mind, the thoughtfully crafted floor plan includes five true bedrooms, three full bathrooms, and a versatile flex room that can easily serve as a home office, playroom, media room, gym, or even a sixth bedroom. A first-floor guest suite provides the perfect setup for visitors, extended family, or multigenerational living. The heart of the home features an open-concept kitchen complete with granite countertops, abundant cabinet space, and plenty of room for gathering with family and friends. Durable tile flooring throughout the main living areas adds both style and easy maintenance, while the home's immaculate condition means you can move right in and start enjoying it from day one. Step outside to enjoy one of this home's standout features—no rear neighbors. Whether you're sipping your morning coffee or relaxing after a long day, you'll appreciate the added privacy and peaceful backdrop. Conveniently located just minutes from downtown Winter Haven, you'll enjoy easy access to local restaurants, boutique shopping, the historic Ritz Theatre, Saturday farmers markets, the public library, and the Chain of Lakes lifestyle that makes Winter Haven so special. A brand-new Publix is under construction just a short distance away, making everyday errands even more convenient. The community offers a low HOA with no CDD fees, helping keep monthly ownership costs affordable. You'll also be just minutes from Legoland Florida Resort and approximately 30 minutes from Walt Disney World, making this an ideal location for both everyday living and entertaining visiting family and friends. If you've been searching for a home that combines generous living space, a flexible floor plan, modern finishes, and an unbeatable Central Florida location, 204 Inman Boulevard is ready to welcome you home. 5 Beds ⋅ 3 Baths ⋅ Inman Groves SubDv. ⋅ 33881 Zip Code Welcome home to this beautifully maintained 5-bedroom, 3-bath residence offering nearly 2,700 square feet of flexible living space in one of Winter Haven's fastest-growing areas. Priced at just $379,900, this spacious home delivers exceptional value with room for everyone. Designed with today's lifestyles in mind, the thoughtfully crafted floor plan includes five true bedrooms, three full bathrooms, and a versatile flex room that can easily serve as a home office, playroom, media room, gym, or even a sixth bedroom. A first-floor guest suite provides the perfect setup for visitors, extended family, or multigenerational living. The heart of the home features an open-concept kitchen complete with granite countertops, abundant cabinet space, and plenty of room for gathering with family and friends. Durable tile flooring throughout the main living areas adds both style and easy maintenance, while the home's immaculate condition means you can move right in and start enjoying it from day one. Step outside to enjoy one of this home's standout features—no rear neighbors. Whether you're sipping your morning coffee or relaxing after a long day, you'll appreciate the added privacy and peaceful backdrop. Conveniently located just minutes from downtown Winter Haven, you'll enjoy easy access to local restaurants, boutique shopping, the historic Ritz Theatre, Saturday farmers markets, the public library, and the Chain of Lakes lifestyle that makes Winter Haven so special. A brand-new Publix is under construction just a short distance away, making everyday errands even more convenient. The community offers a low HOA with no CDD fees, helping keep monthly ownership costs affordable. You'll also be just minutes from Legoland Florida Resort and approximately 30 minutes from Walt Disney World, making this an ideal location for both everyday living and entertaining visiting family and friends. If you've been searching for a home that combines generous living space, a flexible floor plan, modern finishes, and an unbeatable Central Florida location, 204 Inman Boulevard is ready to welcome you home. 204 Inman Boulevard, Winter Haven
$110,000 Move right into this furnished home located in Oakwood Estates, a 55+ community. The carpet throughout the home is in excellent condition. The rooms are very spacious and inviting. The home has been very well maintained. The dishwasher was installed in 2018, the washer and dryer 2020, and the refrigerator in 2024. Enjoy the bonus room on the front of the home or sit and watch the world go by on the comfortable lanai. Oakwood Estates offers many activities and amenities. If you are looking for exercise, you can join in with the pool or indoor aerobics. Chair Yoga is offered twice a week, or play some pool volleyball. The tennis court has recently been refinished and there is a pickle ball group that meets three times a week. During the winter months, there are several exciting dances as well as many activities. If food is your thing, Oakwood offers potluck dinners, ice cream socials, and weekly coffee and donuts. If you are looking for full time or just part time, this is your opportunity to move into a wonderful community, conveniently priced. 2 Beds ⋅ 2 Baths ⋅ Oakwood Estates SubDv. ⋅ 33880 Zip Code Move right into this furnished home located in Oakwood Estates, a 55+ community. The carpet throughout the home is in excellent condition. The rooms are very spacious and inviting. The home has been very well maintained. The dishwasher was installed in 2018, the washer and dryer 2020, and the refrigerator in 2024. Enjoy the bonus room on the front of the home or sit and watch the world go by on the comfortable lanai. Oakwood Estates offers many activities and amenities. If you are looking for exercise, you can join in with the pool or indoor aerobics. Chair Yoga is offered twice a week, or play some pool volleyball. The tennis court has recently been refinished and there is a pickle ball group that meets three times a week. During the winter months, there are several exciting dances as well as many activities. If food is your thing, Oakwood offers potluck dinners, ice cream socials, and weekly coffee and donuts. If you are looking for full time or just part time, this is your opportunity to move into a wonderful community, conveniently priced. 4807 Plumwood Street, Winter Haven
$299,000 Virtually Staged. Welcome to Waterside Village, a community of just 48 homes that offers a peaceful setting while keeping you close to everything Winter Haven has. This move-in ready 3-bedroom, 2-bath home offers an open floor plan, spacious kitchen with a large walk-in pantry, and a backyard designed for entertaining. Enjoy the screened-in lanai, pool deck, and above-ground pool with a recently replaced liner, all within a fully fenced yard complete with a storage shed. Conveniently located near shopping, restaurants, grocery stores, and LEGOLAND, you'll love having everything you need just minutes away. 3 Beds ⋅ 2 Baths ⋅ Waterside Village SubDv. ⋅ 33880 Zip Code Virtually Staged. Welcome to Waterside Village, a community of just 48 homes that offers a peaceful setting while keeping you close to everything Winter Haven has. This move-in ready 3-bedroom, 2-bath home offers an open floor plan, spacious kitchen with a large walk-in pantry, and a backyard designed for entertaining. Enjoy the screened-in lanai, pool deck, and above-ground pool with a recently replaced liner, all within a fully fenced yard complete with a storage shed. Conveniently located near shopping, restaurants, grocery stores, and LEGOLAND, you'll love having everything you need just minutes away. 144 Waterside Circle, Winter Haven
$230,000 Welcome to 297 Meadowbrook Boulevard in Winter Haven’s Lucerne Park Reserve community! Built in 2020, this well-maintained, single-story home features 3 bedrooms, 2 bathrooms, and approximately 1,408 square feet of living space. Highlights include a roof replaced in 2025, an included water softener system, and an A/C system last serviced in 2025. The open-concept floor plan connects the kitchen, dining, and living areas, creating a welcoming space for everyday living and entertaining. The primary suite offers a private bathroom and generous closet space, while two additional bedrooms provide flexibility for guests, a home office, or hobbies. An attached two-car garage adds convenient parking and storage. Community amenities include a swimming pool and playground. Located near shopping, dining, schools, recreation, and major roadways, this home offers convenient access to Winter Haven and the surrounding Central Florida area. Schedule your private showing today and discover everything this home has for you! 3 Beds ⋅ 2 Baths ⋅ Lucerne Park Reserve SubDv. ⋅ 33881 Zip Code Welcome to 297 Meadowbrook Boulevard in Winter Haven’s Lucerne Park Reserve community! Built in 2020, this well-maintained, single-story home features 3 bedrooms, 2 bathrooms, and approximately 1,408 square feet of living space. Highlights include a roof replaced in 2025, an included water softener system, and an A/C system last serviced in 2025. The open-concept floor plan connects the kitchen, dining, and living areas, creating a welcoming space for everyday living and entertaining. The primary suite offers a private bathroom and generous closet space, while two additional bedrooms provide flexibility for guests, a home office, or hobbies. An attached two-car garage adds convenient parking and storage. Community amenities include a swimming pool and playground. Located near shopping, dining, schools, recreation, and major roadways, this home offers convenient access to Winter Haven and the surrounding Central Florida area. Schedule your private showing today and discover everything this home has for you! 297 Meadowbrook Boulevard, Winter Haven
$294,900 Welcome to this beautiful 3-bedroom, 2-bathroom waterfront home in the desirable community of Winter Haven! This home combines comfort and scenic views with a spacious, functional floor plan designed for everyday living and entertaining. Wake up to peaceful water views and enjoy relaxing evenings overlooking the tranquil waterfront from your own backyard. The primary suite provides a private retreat with an en-suite bathroom, while two additional bedrooms are flexible for family, guests, or a home office. Conveniently located near shopping, dining, schools, parks, and Winter Haven’s renowned chain of lakes, this property combines a peaceful setting with easy access to everything you need. Don’t miss the opportunity to own your own slice of waterfront paradise—schedule your private showing today! 3 Beds ⋅ 2 Baths ⋅ St James Crossing SubDv. ⋅ 33881 Zip Code Welcome to this beautiful 3-bedroom, 2-bathroom waterfront home in the desirable community of Winter Haven! This home combines comfort and scenic views with a spacious, functional floor plan designed for everyday living and entertaining. Wake up to peaceful water views and enjoy relaxing evenings overlooking the tranquil waterfront from your own backyard. The primary suite provides a private retreat with an en-suite bathroom, while two additional bedrooms are flexible for family, guests, or a home office. Conveniently located near shopping, dining, schools, parks, and Winter Haven’s renowned chain of lakes, this property combines a peaceful setting with easy access to everything you need. Don’t miss the opportunity to own your own slice of waterfront paradise—schedule your private showing today! 4919 St James Drive, Winter Haven
$520,000 Virtually Staged. Welcome to the Chain Life! Situated on a spacious 0.47-acre lot with no HOA, this beautifully updated lakefront property on Lake Howard offers a rare opportunity to enjoy life on the renowned Winter Haven Chain of Lakes. One of the home's most desirable features is the beautifully remodeled studio-style guest suite with its own private entrance and en-suite bathroom. Complete with a wood-burning fireplace and ample space to add a kitchenette, this versatile space is ideal as a mother-in-law suite, private guest quarters, home office, or game room. This property would make a great short term rental for VRBO or Airbnb! The main residence features 3 bedrooms and 2.5 baths with numerous updates throughout. The renovated kitchen showcases new cabinetry, beautiful granite countertops, a stainless steel range and microwave, breakfast bar seating, and picturesque views of the backyard. Wood flooring flows through the spacious living areas, including formal living and dining rooms, an open kitchen, and a comfortable family room designed for both everyday living and entertaining. The primary suite offers a private en-suite bathroom with a walk-in shower and access to the beautifully remodeled guest bathroom that features a relaxing tub. Fresh interior paint and numerous recent improvements make the home truly move-in ready. Additional features include a well-equipped laundry room with cabinetry, utility sink, and a refrigerator, an oversized 24' x 26' two-car garage with built-in storage closets, rain gutters, a lake-fed irrigation system, a deep driveway with plenty of parking, and two A/C systems installed in 2021 and 2023. Step outside and enjoy the Florida lifestyle. Relax with your morning coffee on the covered front porch overlooking Lake Howard, or entertain family and friends on the expansive concrete patio overlooking the spacious backyard. Across the street, your private dock provides direct access to Lake Howard and the famous Winter Haven Chain of Lakes, connecting you to 20 navigable lakes. Spend your days boating to waterfront restaurants and bars, watching seasonal Legoland fireworks from the water, seeing seaplanes take off from Lake Jessie, or visiting the Moose Lodge for dining and social events, all which area accessible by boat. Conveniently located between Tampa and Orlando, Winter Haven offers easy access to major airports, Gulf and Atlantic beaches, and a vibrant downtown filled with locally owned restaurants, craft cocktail bars, a brewery, boutiques, and a popular weekly farmers market. Don't just live on the water—experience the unmatched lifestyle of the Winter Haven Chain of Lakes. Schedule your private showing today. 4 Beds ⋅ 4 Baths ⋅ Hanna Sub SubDv. ⋅ 33880 Zip Code Virtually Staged. Welcome to the Chain Life! Situated on a spacious 0.47-acre lot with no HOA, this beautifully updated lakefront property on Lake Howard offers a rare opportunity to enjoy life on the renowned Winter Haven Chain of Lakes. One of the home's most desirable features is the beautifully remodeled studio-style guest suite with its own private entrance and en-suite bathroom. Complete with a wood-burning fireplace and ample space to add a kitchenette, this versatile space is ideal as a mother-in-law suite, private guest quarters, home office, or game room. This property would make a great short term rental for VRBO or Airbnb! The main residence features 3 bedrooms and 2.5 baths with numerous updates throughout. The renovated kitchen showcases new cabinetry, beautiful granite countertops, a stainless steel range and microwave, breakfast bar seating, and picturesque views of the backyard. Wood flooring flows through the spacious living areas, including formal living and dining rooms, an open kitchen, and a comfortable family room designed for both everyday living and entertaining. The primary suite offers a private en-suite bathroom with a walk-in shower and access to the beautifully remodeled guest bathroom that features a relaxing tub. Fresh interior paint and numerous recent improvements make the home truly move-in ready. Additional features include a well-equipped laundry room with cabinetry, utility sink, and a refrigerator, an oversized 24' x 26' two-car garage with built-in storage closets, rain gutters, a lake-fed irrigation system, a deep driveway with plenty of parking, and two A/C systems installed in 2021 and 2023. Step outside and enjoy the Florida lifestyle. Relax with your morning coffee on the covered front porch overlooking Lake Howard, or entertain family and friends on the expansive concrete patio overlooking the spacious backyard. Across the street, your private dock provides direct access to Lake Howard and the famous Winter Haven Chain of Lakes, connecting you to 20 navigable lakes. Spend your days boating to waterfront restaurants and bars, watching seasonal Legoland fireworks from the water, seeing seaplanes take off from Lake Jessie, or visiting the Moose Lodge for dining and social events, all which area accessible by boat. Conveniently located between Tampa and Orlando, Winter Haven offers easy access to major airports, Gulf and Atlantic beaches, and a vibrant downtown filled with locally owned restaurants, craft cocktail bars, a brewery, boutiques, and a popular weekly farmers market. Don't just live on the water—experience the unmatched lifestyle of the Winter Haven Chain of Lakes. Schedule your private showing today. 1475 S Lake Howard Drive, Winter Haven
$155,000 CUTE AND COZY 2 BR/2 BA HOME IN GARDEN GROVE OAKS 55+ COMMUNITY! This one-owner home is in one of Winter Haven's most sought-after 55+ communities where you own your land, and the HOA is low at $65/month. You will not be bored living here...activities include dances, birthday and anniversary celebrations, water aerobics, card games, shuffleboard, billiards and more. The community has its own clubhouse, pool and spa, and optional secured RV/boat parking. You will find 6235 Knotty Pine Dr on a quiet cul-de-sac with little traffic. The bright, open, and spacious floor plan features 1080 sq ft of living area, plus a Florida room, perfect for your morning coffee, relaxing and entertaining. Inside laundry room located in the hall bathroom. Notable upgrades include NEW ROOF in 2023, NEW A/C in 2025, and a FULL HOUSE GENERATOR. With some cosmetic updates, you can add your final touches to make this home yours! This home has been professionally cleaned and pressure washed in August 2026. The community is clean, and pride of ownership is displayed throughout. Florida living at a price you can afford with no lot rent. Conveniently located just a few minutes from Hwy 27, shopping, medical facilities, and restaurants.Schedule your private viewing today! 2 Beds ⋅ 2 Baths ⋅ Garden Grove Oaks SubDv. ⋅ 33884 Zip Code CUTE AND COZY 2 BR/2 BA HOME IN GARDEN GROVE OAKS 55+ COMMUNITY! This one-owner home is in one of Winter Haven's most sought-after 55+ communities where you own your land, and the HOA is low at $65/month. You will not be bored living here...activities include dances, birthday and anniversary celebrations, water aerobics, card games, shuffleboard, billiards and more. The community has its own clubhouse, pool and spa, and optional secured RV/boat parking. You will find 6235 Knotty Pine Dr on a quiet cul-de-sac with little traffic. The bright, open, and spacious floor plan features 1080 sq ft of living area, plus a Florida room, perfect for your morning coffee, relaxing and entertaining. Inside laundry room located in the hall bathroom. Notable upgrades include NEW ROOF in 2023, NEW A/C in 2025, and a FULL HOUSE GENERATOR. With some cosmetic updates, you can add your final touches to make this home yours! This home has been professionally cleaned and pressure washed in August 2026. The community is clean, and pride of ownership is displayed throughout. Florida living at a price you can afford with no lot rent. Conveniently located just a few minutes from Hwy 27, shopping, medical facilities, and restaurants.Schedule your private viewing today! 6235 Knotty Pine Drive Se, Winter Haven
$219,000 *Offering Seller Concession * Welcome home to this adorable 2 bedroom/ 1 bath residence, centrally located in beautiful Winter Haven. Perfect for a first-time home buyer, this charming home offers numerous updates, including a newer metal roof (2023), newer HVAC, complete replumbing (2026), newer vinyl flooring and fresh new interior and exterior paint. Step outside and enjoy the spacious, fully fenced backyard providing privacy and the perfect retreat for pets, entertaining, or simply relaxing. Conveniently located just minutes from downtown Winter Haven and the Polk Parkway, with easy access to both Tampa and Orlando. Don't miss out on a chance to own this charming home with help on closing costs. Schedule your private showing today. 2 Beds ⋅ 1 Baths ⋅ Tranquility Park Sub SubDv. ⋅ 33880 Zip Code *Offering Seller Concession * Welcome home to this adorable 2 bedroom/ 1 bath residence, centrally located in beautiful Winter Haven. Perfect for a first-time home buyer, this charming home offers numerous updates, including a newer metal roof (2023), newer HVAC, complete replumbing (2026), newer vinyl flooring and fresh new interior and exterior paint. Step outside and enjoy the spacious, fully fenced backyard providing privacy and the perfect retreat for pets, entertaining, or simply relaxing. Conveniently located just minutes from downtown Winter Haven and the Polk Parkway, with easy access to both Tampa and Orlando. Don't miss out on a chance to own this charming home with help on closing costs. Schedule your private showing today. 1365 Sheridan Street Sw, Winter Haven
$574,900 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! 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
$329,900 Welcome to 1642 Teagan Lane, a charming 2 Story house located in Winterhaven, FL 33884. This newly constructed property presents a wonderful opportunity to enjoy comfortable living in a well-situated location. The house boasts a classic design with a welcoming exterior and a spacious layout that caters to a variety of needs. As you approach, you'll notice the well-maintained facade that adds to its curb appeal. Inside, the house provides ample space for living, dining, and entertaining. The property's layout is designed to maximize functionality while providing a cozy and inviting atmosphere. Large windows allow natural light to fill the rooms, creating a bright and airy ambiance throughout. Whether you're looking to relax or host guests, this house provides a versatile setting for any occasion. The outdoor area provides additional space for leisure and recreation, making it a superb complement to the indoor living areas. With its convenient location and appealing features, 1642 Teagan Lane is a wonderful place to call home. 4 Beds ⋅ 3 Baths ⋅ Peace Crk Reserve SubDv. ⋅ 33884 Zip Code Welcome to 1642 Teagan Lane, a charming 2 Story house located in Winterhaven, FL 33884. This newly constructed property presents a wonderful opportunity to enjoy comfortable living in a well-situated location. The house boasts a classic design with a welcoming exterior and a spacious layout that caters to a variety of needs. As you approach, you'll notice the well-maintained facade that adds to its curb appeal. Inside, the house provides ample space for living, dining, and entertaining. The property's layout is designed to maximize functionality while providing a cozy and inviting atmosphere. Large windows allow natural light to fill the rooms, creating a bright and airy ambiance throughout. Whether you're looking to relax or host guests, this house provides a versatile setting for any occasion. The outdoor area provides additional space for leisure and recreation, making it a superb complement to the indoor living areas. With its convenient location and appealing features, 1642 Teagan Lane is a wonderful place to call home. 1642 Teagan Lane, Winter Haven
$99,000 Pack your bags and move right into this fully furnished home. You won't find any carpet in this well maintained home with new vinyl plank flooring in the living room, dining room, and kitchen. The refrigerator, dishwasher, and washer and dryer have been updated in the last few years. Sit on the bright and inviting front porch with your morning coffee. Oakwood Estates, a 55+ community offers many activities and amenities including 2 pools, 2 clubhouses, shuffleboard, tennis courts, miniature golf and bocci ball. Make your appointment to see this lovely home today!! 2 Beds ⋅ 2 Baths ⋅ Oakwood Estates SubDv. ⋅ 33880 Zip Code Pack your bags and move right into this fully furnished home. You won't find any carpet in this well maintained home with new vinyl plank flooring in the living room, dining room, and kitchen. The refrigerator, dishwasher, and washer and dryer have been updated in the last few years. Sit on the bright and inviting front porch with your morning coffee. Oakwood Estates, a 55+ community offers many activities and amenities including 2 pools, 2 clubhouses, shuffleboard, tennis courts, miniature golf and bocci ball. Make your appointment to see this lovely home today!! 4242 Cedarwood Street, Winter Haven
$193,000 Turn-Key Elegance & Low-Maintenance Living in Oakview! Welcome home to Oakview, an immaculate, highly sought-after hidden jewel in the heart of Winter Haven. This smoke-free, move-in ready 2-bedroom, 2-bathroom villa delivers the perfect balance of relaxation and functionality. Seller is offering a generous price reduction, giving you the immediate opportunity to install a brand-new AC system of your choice! For added peace of mind, this home also includes a one-year whole-house warranty. The heart of the home features a bright, open-concept living and dining area that flows seamlessly into a well-appointed kitchen boasting abundant cabinetry and full appliances. Guests will appreciate the privacy of the split-bedroom layout, while the owner enjoys a serene primary suite complete with a large walk-in shower. Need extra space? The flexible rear den is ideal for a home office, library, or hobby room. Enjoy true carefree living: the low $180/month HOA fee covers roof replacement, exterior painting, and complete lawn care! Spend your days exploring local dining, shopping, and Legoland Florida Resort, or travel effortlessly via nearby Orlando and Tampa international airports. Schedule your showing today and move right in 2 Beds ⋅ 2 Baths ⋅ Oakview SubDv. ⋅ 33880 Zip Code Turn-Key Elegance & Low-Maintenance Living in Oakview! Welcome home to Oakview, an immaculate, highly sought-after hidden jewel in the heart of Winter Haven. This smoke-free, move-in ready 2-bedroom, 2-bathroom villa delivers the perfect balance of relaxation and functionality. Seller is offering a generous price reduction, giving you the immediate opportunity to install a brand-new AC system of your choice! For added peace of mind, this home also includes a one-year whole-house warranty. The heart of the home features a bright, open-concept living and dining area that flows seamlessly into a well-appointed kitchen boasting abundant cabinetry and full appliances. Guests will appreciate the privacy of the split-bedroom layout, while the owner enjoys a serene primary suite complete with a large walk-in shower. Need extra space? The flexible rear den is ideal for a home office, library, or hobby room. Enjoy true carefree living: the low $180/month HOA fee covers roof replacement, exterior painting, and complete lawn care! Spend your days exploring local dining, shopping, and Legoland Florida Resort, or travel effortlessly via nearby Orlando and Tampa international airports. Schedule your showing today and move right in 1525 Oakview Circle Se, Winter Haven
$261,000 Updated 3/2 home with new flooring, driveway, windows and siding. 3 Beds ⋅ 2 Baths ⋅ Town Acres 25 SubDv. ⋅ 33881 Zip Code Updated 3/2 home with new flooring, driveway, windows and siding. 2121 Greenway Drive, Winter Haven
$310,000 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. 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
$135,000 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. 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
$229,000 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, Comfort-height toilets, Exterior lighting, Metal roof, Gutters with gutter guards. 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. This home can be offered turnkey and fully furnished the choice is up to you. 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, Comfort-height toilets, Exterior lighting, Metal roof, Gutters with gutter guards. 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. This home can be offered turnkey and fully furnished the choice is up to you. 664 Clubhouse Road, Winter Haven
$449,000 New Lake Life listing, two houses one price. Must see lake property with no HOA. Airbnb allowed. Chain of lakes property on Lake Mirror with generator, gas, irrigation, and whole house water system. Main house has beautiful kitchen, big living/dining combo. Kitchen has extra-large refrigerator, island, wall tile, and entry to garage. Large living room has fireplace, storage, and muti doors to sunroom. Primary bedroom has walk in closet, ensuite bathroom, and doors to sunroom. Sunroom faces lake has storage and hurricane windows. Laundry room has washer, gas dryer, and storage. gas tankless water heater. Covered back porch overlooks pineapple garden. Separate cottage comes fully furnished and has full bath, kitchen, pantry and closet. Cottage overlooks banana and avocado trees. Covered dock overlooks lake with a swing for relaxation. Each house has one bedroom. Main house has space to build a second bedroom. 23 chain lakes are connected by canals. All information is deemed reliable but not guaranteed. Buyer must verify all information and measurements. No seller financing. 2 Beds ⋅ 3 Baths ⋅ Hendersons Ext Kenilworth Park SubDv. ⋅ 33881 Zip Code New Lake Life listing, two houses one price. Must see lake property with no HOA. Airbnb allowed. Chain of lakes property on Lake Mirror with generator, gas, irrigation, and whole house water system. Main house has beautiful kitchen, big living/dining combo. Kitchen has extra-large refrigerator, island, wall tile, and entry to garage. Large living room has fireplace, storage, and muti doors to sunroom. Primary bedroom has walk in closet, ensuite bathroom, and doors to sunroom. Sunroom faces lake has storage and hurricane windows. Laundry room has washer, gas dryer, and storage. gas tankless water heater. Covered back porch overlooks pineapple garden. Separate cottage comes fully furnished and has full bath, kitchen, pantry and closet. Cottage overlooks banana and avocado trees. Covered dock overlooks lake with a swing for relaxation. Each house has one bedroom. Main house has space to build a second bedroom. 23 chain lakes are connected by canals. All information is deemed reliable but not guaranteed. Buyer must verify all information and measurements. No seller financing. 1620 17th Street Nw, Winter Haven
$305,750 Spacious 3-Bedroom Home with Investment Potential Welcome to this beautifully maintained home featuring three generously sized bedrooms, including a primary suite with a walk-in closet, offering ample storage and comfort. The two additional bedrooms each feature built-in closets, perfect for family, guests, or tenants. Enjoy the convenience of two full bathrooms, a bright and open floor plan, and expansive living and dining areas that create the perfect space for entertaining or relaxing. The modern kitchen is both stylish and functional, ready for daily cooking or hosting gatherings. Additional highlights include a 2-car attached garage for secure parking and storage, and ceiling fans in all bedrooms and the living room, ensuring comfort and energy efficiency year-round. The home is also equipped with seamless gutters around the entire house, offering long-term durability and low maintenance. Whether you're looking for a primary residence or a smart investment property, this home checks all the boxes. With its spacious layout, attractive features, and low-maintenance upgrades, it’s a fantastic opportunity for investors seeking long-term value and strong rental appeal. Don't miss out—schedule your showing today and discover the potential this property offers! 3 Beds ⋅ 2 Baths ⋅ Villamar Ph 5 SubDv. ⋅ 33884 Zip Code Spacious 3-Bedroom Home with Investment Potential Welcome to this beautifully maintained home featuring three generously sized bedrooms, including a primary suite with a walk-in closet, offering ample storage and comfort. The two additional bedrooms each feature built-in closets, perfect for family, guests, or tenants. Enjoy the convenience of two full bathrooms, a bright and open floor plan, and expansive living and dining areas that create the perfect space for entertaining or relaxing. The modern kitchen is both stylish and functional, ready for daily cooking or hosting gatherings. Additional highlights include a 2-car attached garage for secure parking and storage, and ceiling fans in all bedrooms and the living room, ensuring comfort and energy efficiency year-round. The home is also equipped with seamless gutters around the entire house, offering long-term durability and low maintenance. Whether you're looking for a primary residence or a smart investment property, this home checks all the boxes. With its spacious layout, attractive features, and low-maintenance upgrades, it’s a fantastic opportunity for investors seeking long-term value and strong rental appeal. Don't miss out—schedule your showing today and discover the potential this property offers! 2748 San Marco Way, Winter Haven
$124,000 Location! Location! Location! This beautiful fully furnished home in Oakwood Estates is located next to the pool, tennis courts, and smaller clubhouse. Walk into the lanai as you enter the home. Once inside the home you will find a cozy family room and an open and and appealing kitchen just perfect for entertaining. The living room beyond the kitchen is open and spacious. The refrigerator was new in 2025. The guest bedroom opens onto the guest bath giving your overnight guest their own bathroom. The primary bedroom is large enough for a king sized bed, plus lots of closet storage space. The laundry with new washer and dryer is located inside the home. The roof was done in 2019 and the air conditioner in 2024. And if that isn't enough, there is new carpet throughout the home. Oakwood Estates is a 55+ community offering many activities and amenities. You can stay as busy as you would like, or just sit back and watch the world go by. 2 Beds ⋅ 2 Baths ⋅ Oakwood Estates SubDv. ⋅ 33880 Zip Code Location! Location! Location! This beautiful fully furnished home in Oakwood Estates is located next to the pool, tennis courts, and smaller clubhouse. Walk into the lanai as you enter the home. Once inside the home you will find a cozy family room and an open and and appealing kitchen just perfect for entertaining. The living room beyond the kitchen is open and spacious. The refrigerator was new in 2025. The guest bedroom opens onto the guest bath giving your overnight guest their own bathroom. The primary bedroom is large enough for a king sized bed, plus lots of closet storage space. The laundry with new washer and dryer is located inside the home. The roof was done in 2019 and the air conditioner in 2024. And if that isn't enough, there is new carpet throughout the home. Oakwood Estates is a 55+ community offering many activities and amenities. You can stay as busy as you would like, or just sit back and watch the world go by. 4132 Sprucewood Street, Winter Haven
$589,500 Come and See this Amazing Lake Front Home Located in the Water Skiing Capital of the World, on Lake Elbert in Winter Haven, FL. As you enter the front door of this beautiful Home the hardwood floors will delight your eyes as you look down the long foyer to the right that leads pass the kid's 2 Bedrooms area for them to enjoy, to a large Family room with Lake Views that will be one of your favorite places to relax. Going back down the foyer you will end up seeing the 1st floor Master King Ensuite with Lake views and a private bathroom on the left, and the Stunning Gourmet Kitchen on the right flowing into a light-filled Dining Sunroom with Lake Views, perfect for entertaining. This Home is the ideal home to Live in full time, or Enjoy it here during your favorite time of the year, or use it for a short term rental or longer term while you're at your other home. This Home easily sleeps 10 with it's 5 Bedroom, 4.5 Bathrooms, a kid's area that will sleep 4, while the Adults can appreciate 3 King Master Ensuites with their own Bathrooms. The kid's 2 bedrooms area with a bathroom circles back with a door into the Kitchen, the HUB of the home. You can go out the rear door to the nice patio and the 2 car Garage / Game Room that also has the Laundry Room and a Full Bathroom with a walk in Shower. Back inside, going up to the 2nd floor you have a door going out to the balcony in the front of the home over the 1st floor patio that allows for the peaceful Lake views. The other 2 Master King Ensuites with Walk in Closets and Private Full Bathrooms. Sitting on almost 1/2 acre on a hill up from the Lake, this AMAZING HOME with so much to love and could be Yours's to ENJOY all year or create a Great Cash Flow for your Retirement. It is only about a 10 minutes drive to LEGOLAND, and aproxamently 30 minutes or so to DISNEY WORLD, UNIVERSAL STUDIOS, SEA WORLD, and OTHER PARKS, and only about 1.5 hours to the BEAUTIFUL FLORIDA BEACHES OR EITHER SIDE OF THE STATE. Come and See this Amazing Home the is Priced to SELL. 5 Beds ⋅ 5 Baths ⋅ Elbert Hills SubDv. ⋅ 33880 Zip Code Come and See this Amazing Lake Front Home Located in the Water Skiing Capital of the World, on Lake Elbert in Winter Haven, FL. As you enter the front door of this beautiful Home the hardwood floors will delight your eyes as you look down the long foyer to the right that leads pass the kid's 2 Bedrooms area for them to enjoy, to a large Family room with Lake Views that will be one of your favorite places to relax. Going back down the foyer you will end up seeing the 1st floor Master King Ensuite with Lake views and a private bathroom on the left, and the Stunning Gourmet Kitchen on the right flowing into a light-filled Dining Sunroom with Lake Views, perfect for entertaining. This Home is the ideal home to Live in full time, or Enjoy it here during your favorite time of the year, or use it for a short term rental or longer term while you're at your other home. This Home easily sleeps 10 with it's 5 Bedroom, 4.5 Bathrooms, a kid's area that will sleep 4, while the Adults can appreciate 3 King Master Ensuites with their own Bathrooms. The kid's 2 bedrooms area with a bathroom circles back with a door into the Kitchen, the HUB of the home. You can go out the rear door to the nice patio and the 2 car Garage / Game Room that also has the Laundry Room and a Full Bathroom with a walk in Shower. Back inside, going up to the 2nd floor you have a door going out to the balcony in the front of the home over the 1st floor patio that allows for the peaceful Lake views. The other 2 Master King Ensuites with Walk in Closets and Private Full Bathrooms. Sitting on almost 1/2 acre on a hill up from the Lake, this AMAZING HOME with so much to love and could be Yours's to ENJOY all year or create a Great Cash Flow for your Retirement. It is only about a 10 minutes drive to LEGOLAND, and aproxamently 30 minutes or so to DISNEY WORLD, UNIVERSAL STUDIOS, SEA WORLD, and OTHER PARKS, and only about 1.5 hours to the BEAUTIFUL FLORIDA BEACHES OR EITHER SIDE OF THE STATE. Come and See this Amazing Home the is Priced to SELL. 1302 Lake Elbert Dr Se, Winter Haven
$172,500 Enjoy the Florida Country Club Lifestyle in this affordable and updated 2 bedroom 2 bath villa. Recent updates include new luxury vinyl flooring, new dishwasher and new microwave. MOVE IN CONDITION. The country club amenities include access to the clubhouse with bar and grill, jr. Olympic swimming pool and pickleball/tennis courts. The championship 18 hole golf course is open to the public. As an added bonus, Publix just opened a brand new location just a mile down the road which is sure to attract other popular businesses. 2 Beds ⋅ 2 Baths ⋅ Cypresswood Villas/Green SubDv. ⋅ 33884 Zip Code Enjoy the Florida Country Club Lifestyle in this affordable and updated 2 bedroom 2 bath villa. Recent updates include new luxury vinyl flooring, new dishwasher and new microwave. MOVE IN CONDITION. The country club amenities include access to the clubhouse with bar and grill, jr. Olympic swimming pool and pickleball/tennis courts. The championship 18 hole golf course is open to the public. As an added bonus, Publix just opened a brand new location just a mile down the road which is sure to attract other popular businesses. 1026 Medinah Drive, Winter Haven
$270,000 Beautifully maintained, fully furnished home in Winter Haven offering a move-in-ready opportunity for a primary residence, seasonal home, or investment property. The home features ceramic tile flooring throughout, updated bathrooms, and an open floor plan with spacious living and dining areas. The kitchen offers breakfast bar seating and stainless steel appliances. The split-bedroom layout provides added privacy for the primary bedroom. Furnishings and décor are included, creating a convenient turnkey opportunity. The roof is approximately five years old. No HOA fees or restrictions. Conveniently located near LEGOLAND Florida Resort, Peppa Pig Theme Park Florida, the Winter Haven Chain of Lakes, shopping, dining, schools, medical facilities, and downtown Winter Haven. Easy access to major highways connecting to Orlando and Tampa. Make your move just in time for the holidays and enjoy all that Central Florida has to offer. Showings begin next week. Schedule your private tour today! 3 Beds ⋅ 2 Baths ⋅ Buckeye Haven SubDv. ⋅ 33881 Zip Code Beautifully maintained, fully furnished home in Winter Haven offering a move-in-ready opportunity for a primary residence, seasonal home, or investment property. The home features ceramic tile flooring throughout, updated bathrooms, and an open floor plan with spacious living and dining areas. The kitchen offers breakfast bar seating and stainless steel appliances. The split-bedroom layout provides added privacy for the primary bedroom. Furnishings and décor are included, creating a convenient turnkey opportunity. The roof is approximately five years old. No HOA fees or restrictions. Conveniently located near LEGOLAND Florida Resort, Peppa Pig Theme Park Florida, the Winter Haven Chain of Lakes, shopping, dining, schools, medical facilities, and downtown Winter Haven. Easy access to major highways connecting to Orlando and Tampa. Make your move just in time for the holidays and enjoy all that Central Florida has to offer. Showings begin next week. Schedule your private tour today! 1716 Terry Circle Ne, Winter Haven
$280,000 This 2-bedroom, 2-bathroom home features a private, screened-in backyard pool. Enjoy nearly non-existent electric bills thanks to a fully paid-off SolarEdge solar system, complemented by a whole-house 22 kW Generac generator with a 250-gallon propane tank, hurricane-rated windows, a 5-year-old architectural shingle roof, and a Rinnai tankless water heater. The spacious interior boasts a large galley kitchen with stainless steel appliances and a gas stove, a convenient indoor laundry room with extra storage, a 2-car garage, and a versatile 16x12 climate-controlled Florida room. This property has been an Airbnb and can be purchased fully furnished, making it a turnkey investment or a move-in-ready retreat! 2 Beds ⋅ 2 Baths ⋅ Eloise Woods East Lake Mariam Unit SubDv. ⋅ 33884 Zip Code This 2-bedroom, 2-bathroom home features a private, screened-in backyard pool. Enjoy nearly non-existent electric bills thanks to a fully paid-off SolarEdge solar system, complemented by a whole-house 22 kW Generac generator with a 250-gallon propane tank, hurricane-rated windows, a 5-year-old architectural shingle roof, and a Rinnai tankless water heater. The spacious interior boasts a large galley kitchen with stainless steel appliances and a gas stove, a convenient indoor laundry room with extra storage, a 2-car garage, and a versatile 16x12 climate-controlled Florida room. This property has been an Airbnb and can be purchased fully furnished, making it a turnkey investment or a move-in-ready retreat! 132 Duval Road, Winter Haven
$419,000 A luxury-updated 5-bedroom pool home with short-term rental potential for $419,000? This is a Winter Haven opportunity worth exploring! Welcome to 3097 Buckeye Pointe Drive, where beautiful upgrades, spacious living, and investment flexibility come together in the established Buckeye Pointe community. Offering 2,577 square feet, 5 bedrooms, and 2.5 bathrooms, this impressive two-story home is designed for comfort, entertaining, and the Florida lifestyle. Inside, you'll find oversized 24x36 porcelain tile flooring, a beautifully updated kitchen with newer appliances, upgraded bathrooms, and luxury finishes throughout. A convenient first-floor bedroom and bathroom provide additional flexibility for guests, a home office, or multigenerational living. Step outside and discover one of this home's most desirable features: a stunning screened-in, heated pool and spa. Imagine relaxing poolside, entertaining friends, or enjoying your own private Florida retreat year-round. The fenced backyard also features established fruit trees and additional outdoor space. Major improvements include a 2023 roof and 2020 water heater, offering added peace of mind. Located in Flood Zone X, this property combines beautiful living spaces with practical upgrades. What makes this home even more appealing? Buckeye Pointe has no community rental restrictions, creating exciting possibilities for investors interested in short-term rentals, Airbnb, vacation rentals, or long-term rental opportunities. Whether you're searching for a primary residence, second home, vacation getaway, or potential income-producing property, this home offers exceptional versatility. Situated in Winter Haven, Florida, you'll enjoy access to Polk County's famous Chain of Lakes, boating, fishing, waterfront dining, downtown Winter Haven, shopping, LEGOLAND Florida Resort, Peppa Pig Theme Park, and Central Florida attractions. Finding a 5-bedroom home with luxury updates, a private heated pool and spa, a newer roof, and flexible rental possibilities at $419,000 is an opportunity worth a closer look. Why compromise on space, lifestyle, or potential when you could have all three? Schedule your private showing of 3097 Buckeye Pointe Drive today and discover everything this Winter Haven pool home has to offer. 5 Beds ⋅ 3 Baths ⋅ Buckeye Pointe SubDv. ⋅ 33881 Zip Code A luxury-updated 5-bedroom pool home with short-term rental potential for $419,000? This is a Winter Haven opportunity worth exploring! Welcome to 3097 Buckeye Pointe Drive, where beautiful upgrades, spacious living, and investment flexibility come together in the established Buckeye Pointe community. Offering 2,577 square feet, 5 bedrooms, and 2.5 bathrooms, this impressive two-story home is designed for comfort, entertaining, and the Florida lifestyle. Inside, you'll find oversized 24x36 porcelain tile flooring, a beautifully updated kitchen with newer appliances, upgraded bathrooms, and luxury finishes throughout. A convenient first-floor bedroom and bathroom provide additional flexibility for guests, a home office, or multigenerational living. Step outside and discover one of this home's most desirable features: a stunning screened-in, heated pool and spa. Imagine relaxing poolside, entertaining friends, or enjoying your own private Florida retreat year-round. The fenced backyard also features established fruit trees and additional outdoor space. Major improvements include a 2023 roof and 2020 water heater, offering added peace of mind. Located in Flood Zone X, this property combines beautiful living spaces with practical upgrades. What makes this home even more appealing? Buckeye Pointe has no community rental restrictions, creating exciting possibilities for investors interested in short-term rentals, Airbnb, vacation rentals, or long-term rental opportunities. Whether you're searching for a primary residence, second home, vacation getaway, or potential income-producing property, this home offers exceptional versatility. Situated in Winter Haven, Florida, you'll enjoy access to Polk County's famous Chain of Lakes, boating, fishing, waterfront dining, downtown Winter Haven, shopping, LEGOLAND Florida Resort, Peppa Pig Theme Park, and Central Florida attractions. Finding a 5-bedroom home with luxury updates, a private heated pool and spa, a newer roof, and flexible rental possibilities at $419,000 is an opportunity worth a closer look. Why compromise on space, lifestyle, or potential when you could have all three? Schedule your private showing of 3097 Buckeye Pointe Drive today and discover everything this Winter Haven pool home has to offer. 3097 Buckeye Pointe Drive, Winter Haven
$330,000 Cypresswood Golf & Country Club welcomes you to 419 Greenfield Drive. This desirable gated golf community has a host of activities and treasures, but by far the most impressive one is this gem and it shows. As you pull up to the extended driveway, low maintenance landscape ushers you into a well appointed home. Once in the front door, sparkling floor tiles guide you through this beautiful 3 bedroom 2 bath split floor plan home. Quartz counters and wall to wall cabinet space give anyone that loves to cook the space they need to store items and create meals while hosting family or company. Right off of the kitchen there is a climate controlled Florida room, with an additional screened-in patio to the rear. When you are ready to retire for the evening, your primary bedroom has plenty of space to stretch out in and keep your belongings in the large walk-in closet. Move right in and leave your worries behind. Not only has the kitchen and flooring been recently upgraded, all your major components have been replaced within the last 5 years - brand new electric panel w/surge protection installed (May 2026), roof (2022) , water heater (2021), A/C (2021). Schedule your private tour and make this home yours for years to come. 3 Beds ⋅ 2 Baths ⋅ Cypresswood Mdws SubDv. ⋅ 33884 Zip Code Cypresswood Golf & Country Club welcomes you to 419 Greenfield Drive. This desirable gated golf community has a host of activities and treasures, but by far the most impressive one is this gem and it shows. As you pull up to the extended driveway, low maintenance landscape ushers you into a well appointed home. Once in the front door, sparkling floor tiles guide you through this beautiful 3 bedroom 2 bath split floor plan home. Quartz counters and wall to wall cabinet space give anyone that loves to cook the space they need to store items and create meals while hosting family or company. Right off of the kitchen there is a climate controlled Florida room, with an additional screened-in patio to the rear. When you are ready to retire for the evening, your primary bedroom has plenty of space to stretch out in and keep your belongings in the large walk-in closet. Move right in and leave your worries behind. Not only has the kitchen and flooring been recently upgraded, all your major components have been replaced within the last 5 years - brand new electric panel w/surge protection installed (May 2026), roof (2022) , water heater (2021), A/C (2021). Schedule your private tour and make this home yours for years to come. 419 Greenfield Road, Winter Haven
$334,900 Welcome to resort-style living in the highly sought-after Lake Ashton Golf Club Community! This impeccably maintained home is nestled on a quiet and secluded street, offering the perfect combination of privacy, comfort, and an active Florida lifestyle. From the moment you arrive, you will appreciate the pride of ownership and pristine condition of this beautiful residence. Designed for both everyday living and entertaining, the home offers spacious living areas, abundant natural light, and a floor plan that flows effortlessly throughout. One of the most valuable features of this property is that the CDD bond has been fully paid off, providing significant long-term savings and added value for the new owner. Lake Ashton is one of Central Florida's premier gated 55+ communities, offering an unmatched array of amenities and activities. Residents enjoy access to two private 18-hole championship golf courses, including one of the most challenging and highly regarded courses in the region, making it a favorite among golf enthusiasts. The community also features two expansive clubhouses, a state-of-the-art health and fitness center, resort-style pools, tennis and pickleball courts, bowling lanes, movie theater, ballroom, restaurant and lounge, arts and crafts facilities, numerous social clubs, and a private marina with access to beautiful Lake Ashton. Whether you are looking for an active retirement, a seasonal retreat, or your forever home, this exceptional property offers the perfect opportunity to enjoy the Florida lifestyle at its finest. Schedule your private showing today and discover why so many residents proudly call Lake Ashton home. 3 Beds ⋅ 2 Baths ⋅ Lake Ashton West Ph 01 SubDv. ⋅ 33884 Zip Code Welcome to resort-style living in the highly sought-after Lake Ashton Golf Club Community! This impeccably maintained home is nestled on a quiet and secluded street, offering the perfect combination of privacy, comfort, and an active Florida lifestyle. From the moment you arrive, you will appreciate the pride of ownership and pristine condition of this beautiful residence. Designed for both everyday living and entertaining, the home offers spacious living areas, abundant natural light, and a floor plan that flows effortlessly throughout. One of the most valuable features of this property is that the CDD bond has been fully paid off, providing significant long-term savings and added value for the new owner. Lake Ashton is one of Central Florida's premier gated 55+ communities, offering an unmatched array of amenities and activities. Residents enjoy access to two private 18-hole championship golf courses, including one of the most challenging and highly regarded courses in the region, making it a favorite among golf enthusiasts. The community also features two expansive clubhouses, a state-of-the-art health and fitness center, resort-style pools, tennis and pickleball courts, bowling lanes, movie theater, ballroom, restaurant and lounge, arts and crafts facilities, numerous social clubs, and a private marina with access to beautiful Lake Ashton. Whether you are looking for an active retirement, a seasonal retreat, or your forever home, this exceptional property offers the perfect opportunity to enjoy the Florida lifestyle at its finest. Schedule your private showing today and discover why so many residents proudly call Lake Ashton home. 5312 Nicklaus Drive, Winter Haven