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Virtually Staged. Beautifully remodeled in 2024, this move-in ready home offers modern updates, energy efficiency, and timeless comfort—all with no HOA. Step inside to an open-concept floor plan featuring high ceilings and abundant natural light. The brand-new kitchen impresses with contemporary finishes, while the updated bathrooms offer a fresh, stylish feel. A desirable split floor plan provides added privacy, making the home ideal for both families and guests. Major improvements include a newer roof and full re-plumbing, giving peace of mind for years to come. The home is also equipped with solar panels for low-cost energy, along with a natural-gas stove and gas water heater—perfect for efficiency and everyday convenience. Outside, enjoy great curb appeal, a fully fenced backyard for pets or play, and a spacious attached 2-car garage. With no HOA restrictions, you have the freedom to personalize, park, and use your property exactly the way you want. This beautifully updated home truly checks every box—style, function, efficiency, and freedom.

3 Beds ⋅ 2 Baths ⋅ L4957719 MLS

Virtually Staged. Beautifully remodeled in 2024, this move-in ready home offers modern updates, energy efficiency, and timeless comfort—all with no HOA. Step inside to an open-concept floor plan featuring high ceilings and abundant natural light. The brand-new kitchen impresses with contemporary finishes, while the updated bathrooms offer a fresh, stylish feel. A desirable split floor plan provides added privacy, making the home ideal for both families and guests. Major improvements include a newer roof and full re-plumbing, giving peace of mind for years to come. The home is also equipped with solar panels for low-cost energy, along with a natural-gas stove and gas water heater—perfect for efficiency and everyday convenience. Outside, enjoy great curb appeal, a fully fenced backyard for pets or play, and a spacious attached 2-car garage. With no HOA restrictions, you have the freedom to personalize, park, and use your property exactly the way you want. This beautifully updated home truly checks every box—style, function, efficiency, and freedom.

109 Rebecca Drive Ne, Winter Haven

Listing courtesy of KELLER WILLIAMS REALTY SMART 1. 863-508-3000

$232,490

BACK ON THE MARKET DUE TO BUYER'S FINANCING FALLING THROUGH. This property appraised at $263,000, well above asking price! You'll definitely want to check out this beautiful, like-new property! The zero entry resort style community pool and playground overlooks one of the many beautiful lakes in Winter Haven. Villamar is a wonderful community close to a top rated Elementary School. Enjoy the privacy of this lot, as it does not have rear neighbors, but instead overlooks a quaint pond and conservatory area! Make sure to schedule your showing today!

3 Beds ⋅ 2 Baths ⋅ O6364268 MLS

BACK ON THE MARKET DUE TO BUYER'S FINANCING FALLING THROUGH. This property appraised at $263,000, well above asking price! You'll definitely want to check out this beautiful, like-new property! The zero entry resort style community pool and playground overlooks one of the many beautiful lakes in Winter Haven. Villamar is a wonderful community close to a top rated Elementary School. Enjoy the privacy of this lot, as it does not have rear neighbors, but instead overlooks a quaint pond and conservatory area! Make sure to schedule your showing today!

3349 Costello Circle, Winter Haven

Listing courtesy of VALOR REALTY SERVICES LLC. 407-668-2448

148 Greenview Drive, #148 Unit #148, Winter Haven

$78,000

2 Bed | 2 Bath | 1568 square foot | $78,000 (Swiss Golf and Tennis- Lot 148) Huge PRICE DROP! Enjoy resort-style living in this completely remodeled home with large bedrooms and walk in closets. Located in highly sought after 55+ Community! Home Features -New roof and A/C - only 2 years old -Modern kitchen with new cabinets, granite countertops, and new stainless-steel appliances -All new windows -new ceramic tile and laminate flooring throughout (no carpet!). Plus, large custom shower in the ensuite bathroom. Bonus room - perfect for an office, crafts, or hobbies. Spacious shed for extra storage or workshop space. This home is like brand new- a must see! This vibrant 55+ gated golf community offers an array of amenities designed for active adult living. Residents enjoy access to an 18-hole golf course and with your home purchase includes a one-year FREE golf membership. Community boasts a fitness center, calendar full of social events, a beautifully appointed clubhouse with a heated swimming pool and hot tub overlooking beautiful Lake Henry, tennis and pickleball courts and more. For added convenience and enjoyment, there's an on-site restaurant and pub! The neighborhood is pet-friendly, with gated security providing peace of mind for all residents. Call today to schedule a tour of this home and our community!

2 Beds ⋅ 2 Baths ⋅ 11605546 MLS

2 Bed | 2 Bath | 1568 square foot | $78,000 (Swiss Golf and Tennis- Lot 148) Huge PRICE DROP! Enjoy resort-style living in this completely remodeled home with large bedrooms and walk in closets. Located in highly sought after 55+ Community! Home Features -New roof and A/C - only 2 years old -Modern kitchen with new cabinets, granite countertops, and new stainless-steel appliances -All new windows -new ceramic tile and laminate flooring throughout (no carpet!). Plus, large custom shower in the ensuite bathroom. Bonus room - perfect for an office, crafts, or hobbies. Spacious shed for extra storage or workshop space. This home is like brand new- a must see! This vibrant 55+ gated golf community offers an array of amenities designed for active adult living. Residents enjoy access to an 18-hole golf course and with your home purchase includes a one-year FREE golf membership. Community boasts a fitness center, calendar full of social events, a beautifully appointed clubhouse with a heated swimming pool and hot tub overlooking beautiful Lake Henry, tennis and pickleball courts and more. For added convenience and enjoyment, there's an on-site restaurant and pub! The neighborhood is pet-friendly, with gated security providing peace of mind for all residents. Call today to schedule a tour of this home and our community!

148 Greenview Drive, #148 Unit #148, Winter Haven

Listing courtesy of Brandi Sappington with CRF Communities

$375,000

PRICE REDUCED!!! This is an incredible opportunity to own 5 acres of pristine, buildable land in one of Winter Haven’s most exclusive gated residential communities. Currently comprised of five separate parcels that will be combined and conveyed as one expansive 5-acre homesite, this property offers the privacy, space, and beauty rarely found in today’s market. Surrounded by majestic grandfather oaks and gorgeous dappled sunlight, the land is flat, cleared, and ready for construction. Build your custom dream estate and enjoy the tranquility of this picturesque setting. Community requirements include the construction of one single-family residence with a minimum of 2,700 sq ft, ensuring a neighborhood of quality homes. Opportunities like this are truly a unicorn—spacious, private, and located in a stunning setting just minutes from all that Winter Haven entails. This will not last long—call today to schedule your private showing!

L4957543 MLS

PRICE REDUCED!!! This is an incredible opportunity to own 5 acres of pristine, buildable land in one of Winter Haven’s most exclusive gated residential communities. Currently comprised of five separate parcels that will be combined and conveyed as one expansive 5-acre homesite, this property offers the privacy, space, and beauty rarely found in today’s market. Surrounded by majestic grandfather oaks and gorgeous dappled sunlight, the land is flat, cleared, and ready for construction. Build your custom dream estate and enjoy the tranquility of this picturesque setting. Community requirements include the construction of one single-family residence with a minimum of 2,700 sq ft, ensuring a neighborhood of quality homes. Opportunities like this are truly a unicorn—spacious, private, and located in a stunning setting just minutes from all that Winter Haven entails. This will not last long—call today to schedule your private showing!

Island Way, Winter Haven

Listing courtesy of COLDWELL BANKER REALTY. 863-687-2233

$259,900

4 bedrooms, private backyard retreat with a hot tub, expansive Florida room, and solar-powered efficiency, located in S.E. Winter Haven!!! Welcome to 511 Marcia Loop, a spacious 4-bedroom, 2.5-bath home offering over 2,150 sq. ft. of living space, plus a 14' x 18' Florida room and a cabana-enclosed hot tub—perfect for entertaining in style. With a newer roof (2020), A/C system (2020), and leased solar panels (2024) which reduces the electrical expense, this home combines comfort, fun, and efficiency. From the moment you step inside, you’ll notice the expansive feel created by soaring ceilings, abundant natural light, and two updated skylights that brighten the main living areas. The flexible layout features two spacious living spaces — ideal for both everyday living and hosting. One area can easily function as a formal dining room, while the other serves as a welcoming family room for relaxing and gathering. The kitchen is designed with both function and entertaining in mind, showcasing stainless steel appliances, two closet pantries, and dual breakfast bars — including one with a secondary prep sink, perfect for cooking, serving, or casual meals. The generously sized primary suite offers a peaceful retreat with rich wood flooring, a walk-in closet, and an en-suite bath featuring an updated handicap-accessible walk-in shower. Three additional bedrooms provide comfortable accommodations and are conveniently located near the second full bath with tub. A separate half bath offers added convenience for guests. The enclosed Florida room at the rear of the home truly expands your living space. With a wall of windows, durable tile flooring, and built-in cabinetry with counter space, it offers excellent potential for a summer kitchen or serving station for gatherings. Step outside to your private backyard oasis, thoughtfully designed with low-maintenance landscaping including pavers, decorative rock, and mature plantings. Enjoy outdoor dining on the paver patio, then relax in the enclosed cabana featuring a hot tub with waterfall and built-in lounging seat — a standout entertaining space that feels like a private retreat. A powered storage shed provides space for tools, lawn equipment, hobbies, or could easily function as a workshop or creative studio. Additional features include a one-car garage with laundry area, screened front porch, irrigation system with timer, rain gutters, new window screens, multiple interior storage and linen closets, and a mature fruit-bearing mango tree. Conveniently located within five minutes of Publix, Walmart, restaurants, Legoland Florida, and the new AdventHealth ER, this home offers everyday convenience along with proximity to Central Florida’s major attractions. Positioned between Tampa and Orlando, commuting to theme parks, business centers, or international airports is simple and convenient. Whether you’re seeking a spacious family home, a low-maintenance retirement option, or a property designed for entertaining, 511 Marcia Loop delivers space, efficiency, and an exceptional backyard lifestyle. Schedule your private showing today!

4 Beds ⋅ 3 Baths ⋅ L4957392 MLS

4 bedrooms, private backyard retreat with a hot tub, expansive Florida room, and solar-powered efficiency, located in S.E. Winter Haven!!! Welcome to 511 Marcia Loop, a spacious 4-bedroom, 2.5-bath home offering over 2,150 sq. ft. of living space, plus a 14' x 18' Florida room and a cabana-enclosed hot tub—perfect for entertaining in style. With a newer roof (2020), A/C system (2020), and leased solar panels (2024) which reduces the electrical expense, this home combines comfort, fun, and efficiency. From the moment you step inside, you’ll notice the expansive feel created by soaring ceilings, abundant natural light, and two updated skylights that brighten the main living areas. The flexible layout features two spacious living spaces — ideal for both everyday living and hosting. One area can easily function as a formal dining room, while the other serves as a welcoming family room for relaxing and gathering. The kitchen is designed with both function and entertaining in mind, showcasing stainless steel appliances, two closet pantries, and dual breakfast bars — including one with a secondary prep sink, perfect for cooking, serving, or casual meals. The generously sized primary suite offers a peaceful retreat with rich wood flooring, a walk-in closet, and an en-suite bath featuring an updated handicap-accessible walk-in shower. Three additional bedrooms provide comfortable accommodations and are conveniently located near the second full bath with tub. A separate half bath offers added convenience for guests. The enclosed Florida room at the rear of the home truly expands your living space. With a wall of windows, durable tile flooring, and built-in cabinetry with counter space, it offers excellent potential for a summer kitchen or serving station for gatherings. Step outside to your private backyard oasis, thoughtfully designed with low-maintenance landscaping including pavers, decorative rock, and mature plantings. Enjoy outdoor dining on the paver patio, then relax in the enclosed cabana featuring a hot tub with waterfall and built-in lounging seat — a standout entertaining space that feels like a private retreat. A powered storage shed provides space for tools, lawn equipment, hobbies, or could easily function as a workshop or creative studio. Additional features include a one-car garage with laundry area, screened front porch, irrigation system with timer, rain gutters, new window screens, multiple interior storage and linen closets, and a mature fruit-bearing mango tree. Conveniently located within five minutes of Publix, Walmart, restaurants, Legoland Florida, and the new AdventHealth ER, this home offers everyday convenience along with proximity to Central Florida’s major attractions. Positioned between Tampa and Orlando, commuting to theme parks, business centers, or international airports is simple and convenient. Whether you’re seeking a spacious family home, a low-maintenance retirement option, or a property designed for entertaining, 511 Marcia Loop delivers space, efficiency, and an exceptional backyard lifestyle. Schedule your private showing today!

511 Marcia Loop, Winter Haven

Listing courtesy of THE STONES REAL ESTATE FIRM. 863-412-2080

$39,900

Swiss Village / Lot 143 / 2 Bedroom/2 Bath / 1,290 Sq. Ft. / $39,900.00 DRAMATICALLY REDUCED FOR THE HOLIDAYS TO GIFT YOURSELF A WINTER RETREAT! Stylishly & completely furnished home tiled Florida room, screen room & kitchen. This home offers a warm homey feel and gorgeous bay windows that lets the natural sunlight into the spacious living/dining room. It has: Updated kitchen appliances, Updated Vinyl Siding, Carport Tye Downs, Newer washer & dryer, Solid Oak Dining Table, Tiled floors, Walk-In shower in Master bedroom, Large storage shed, Large Bedrooms, Stylish Furniture, Freshly painted kitchen cabinets, Tiled Screen Room. This home is affordably priced and ready for its next owner. Located in a 55+ gated community with tons of amenities & activities!

2 Beds ⋅ 2 Baths ⋅ 11599498 MLS

Swiss Village / Lot 143 / 2 Bedroom/2 Bath / 1,290 Sq. Ft. / $39,900.00 DRAMATICALLY REDUCED FOR THE HOLIDAYS TO GIFT YOURSELF A WINTER RETREAT! Stylishly & completely furnished home tiled Florida room, screen room & kitchen. This home offers a warm homey feel and gorgeous bay windows that lets the natural sunlight into the spacious living/dining room. It has: Updated kitchen appliances, Updated Vinyl Siding, Carport Tye Downs, Newer washer & dryer, Solid Oak Dining Table, Tiled floors, Walk-In shower in Master bedroom, Large storage shed, Large Bedrooms, Stylish Furniture, Freshly painted kitchen cabinets, Tiled Screen Room. This home is affordably priced and ready for its next owner. Located in a 55+ gated community with tons of amenities & activities!

143 Zermatt Drive, Winter Haven

Listing courtesy of with

$350,000

Welcome to this beautifully built home in a super convenient Winter Haven location. Its central position makes it easy to get anywhere you need to go. You are close to Legoland, an easy drive to Disney attractions, and have quick access to Florida's beaches, shopping, restaurants, and everyday essentials. Inside, the home features an impressive open concept design with soaring 12 foot ceilings, 10 foot doors, and tile flooring throughout. The spacious living room flows naturally into the kitchen and dining area, creating a bright and comfortable central living space. A triple sliding glass door in the living room opens to the large screened back porch, adding even more room for relaxing or entertaining. The split bedroom layout provides excellent privacy. All bedrooms include walk in closets, and both bathrooms are generously sized. The primary bedroom is very spacious and also includes direct access to the screened porch. The guest bathroom features a convenient door to the porch as well, perfect for outdoor gatherings or future pool access. Walking into the home, you are greeted by a welcoming foyer. To one side sits a flexible front room that can serve as a formal living room, office, playroom, or den. Straight ahead, the main living room opens beautifully to the kitchen, which offers plenty of room for a dining table. There is also a separate formal dining room, giving you multiple options for hosting and everyday meals. A two car attached garage provides added storage and convenience. This home was built with thoughtful design, solid construction, and a layout that truly works for everyday living. With its central location and wonderful interior space, it is an excellent opportunity for anyone looking for a well built home in Winter Haven.

3 Beds ⋅ 2 Baths ⋅ TB8450478 MLS

Welcome to this beautifully built home in a super convenient Winter Haven location. Its central position makes it easy to get anywhere you need to go. You are close to Legoland, an easy drive to Disney attractions, and have quick access to Florida's beaches, shopping, restaurants, and everyday essentials. Inside, the home features an impressive open concept design with soaring 12 foot ceilings, 10 foot doors, and tile flooring throughout. The spacious living room flows naturally into the kitchen and dining area, creating a bright and comfortable central living space. A triple sliding glass door in the living room opens to the large screened back porch, adding even more room for relaxing or entertaining. The split bedroom layout provides excellent privacy. All bedrooms include walk in closets, and both bathrooms are generously sized. The primary bedroom is very spacious and also includes direct access to the screened porch. The guest bathroom features a convenient door to the porch as well, perfect for outdoor gatherings or future pool access. Walking into the home, you are greeted by a welcoming foyer. To one side sits a flexible front room that can serve as a formal living room, office, playroom, or den. Straight ahead, the main living room opens beautifully to the kitchen, which offers plenty of room for a dining table. There is also a separate formal dining room, giving you multiple options for hosting and everyday meals. A two car attached garage provides added storage and convenience. This home was built with thoughtful design, solid construction, and a layout that truly works for everyday living. With its central location and wonderful interior space, it is an excellent opportunity for anyone looking for a well built home in Winter Haven.

1218 37th Street Nw, Winter Haven

Listing courtesy of CENTURY 21 BE3. 727-596-3343

$170,000

Welcome to this spacious end-unit villa in Cypresswood Golf & Country Club, a gated golf community in Winter Haven known for its mature landscaping, active amenities, and welcoming atmosphere. Recent updates include new flooring throughout the living room, dining room, kitchen, and hallway, creating a fresh and inviting feel throughout the main living areas. The spacious floor plan offers a comfortable living area, generously sized bedrooms, a functional kitchen with ample cabinet space, and an enclosed Florida room overlooking the golf course. The covered carport is conveniently located just outside the villa, and the home is only a short distance from the community clubhouse, restaurant, tennis courts, and golf course amenities. If you're looking for an easy-to-maintain home in an established gated community with beautiful golf course views and convenient access to shopping, dining, and medical facilities, this villa is well worth a look.

2 Beds ⋅ 2 Baths ⋅ TB8440562 MLS

Welcome to this spacious end-unit villa in Cypresswood Golf & Country Club, a gated golf community in Winter Haven known for its mature landscaping, active amenities, and welcoming atmosphere. Recent updates include new flooring throughout the living room, dining room, kitchen, and hallway, creating a fresh and inviting feel throughout the main living areas. The spacious floor plan offers a comfortable living area, generously sized bedrooms, a functional kitchen with ample cabinet space, and an enclosed Florida room overlooking the golf course. The covered carport is conveniently located just outside the villa, and the home is only a short distance from the community clubhouse, restaurant, tennis courts, and golf course amenities. If you're looking for an easy-to-maintain home in an established gated community with beautiful golf course views and convenient access to shopping, dining, and medical facilities, this villa is well worth a look.

2270 Firestone Place, Winter Haven

Listing courtesy of COMPASS FLORIDA LLC. 727-339-7902

$265,000

THIS PROPERTY HAS AN LCC LAND USE WITH POLK COUNTY. MANY POSSIBILITIES INCLUDING LIGHT INDUSTRIAL AND/OR MIXED USE RESIDENTIAL. WOULD BE GREAT FOR BUSINESS/RESIDENTIAL OR LIGHT INDUSTRIAL USE. SELLER FINANCING AVAILABLE, OR POSSIBLE LEASE OPTION

P4937067 MLS

THIS PROPERTY HAS AN LCC LAND USE WITH POLK COUNTY. MANY POSSIBILITIES INCLUDING LIGHT INDUSTRIAL AND/OR MIXED USE RESIDENTIAL. WOULD BE GREAT FOR BUSINESS/RESIDENTIAL OR LIGHT INDUSTRIAL USE. SELLER FINANCING AVAILABLE, OR POSSIBLE LEASE OPTION

2844 Lake Alfred Road, Winter Haven

Listing courtesy of COLLANY PROPERTIES. 863-295-9886

174 Zermatt Drive, #174 Unit #174, Winter Haven

$29,900

Swiss Village / Lot #174 / 2 Bedroom/2 Bath / 1,200 Sq. Ft. / $29,900.00 DRASTICALLY REDUCED!!! A NEWLY 4 POINT INSPECTION & APPRAISAL ALREADY DONE!! This home is on a great lot with a unique floor plan. It offers: New A/C, New Roof, RePiped Throughout Home, Vinyl Flooring, Large Dining Area with Built-Ins, Washer & Dryer Inside, Ample Shed Space, Large Walk-In Closet, Covered Porch, and Long Drive-way! Come and take a look at this affordably priced home in this gorgeous 55+ gated community located on beautiful Lake Henry. The community is active, with plenty of amenities, and friendly residents.

2 Beds ⋅ 2 Baths ⋅ 11608252 MLS

Swiss Village / Lot #174 / 2 Bedroom/2 Bath / 1,200 Sq. Ft. / $29,900.00 DRASTICALLY REDUCED!!! A NEWLY 4 POINT INSPECTION & APPRAISAL ALREADY DONE!! This home is on a great lot with a unique floor plan. It offers: New A/C, New Roof, RePiped Throughout Home, Vinyl Flooring, Large Dining Area with Built-Ins, Washer & Dryer Inside, Ample Shed Space, Large Walk-In Closet, Covered Porch, and Long Drive-way! Come and take a look at this affordably priced home in this gorgeous 55+ gated community located on beautiful Lake Henry. The community is active, with plenty of amenities, and friendly residents.

174 Zermatt Drive, #174 Unit #174, Winter Haven

Listing courtesy of Donna Kendall with CRF Communities

$48,000

SELLER IS MOTIVATED AND IS OFFERING TO PAY SIX MONTH'S LOT RENT FOR NEW BUYER. Must see this lovely 2 bedroom, 2 bath double wide mobile home in sought after Orange Manor West community. Owners have left some furnishings, leaving space for you to purchase and furnish you new home just the way you like it. Perfect home for those cold winters up north or make it your year round residence. This home is on leased land with a monthly fee of $513, which includes cable, internet and trash pick up. Engage in friendly competition with shuffleboard, putt-putt, and horseshoes, or unwind with a game of bingo or cards. Enjoy sunny days at the swimming pool or take a peaceful stroll to the picturesque lake. There's always something happening, making it easy to forge new friendships and create lasting memories. Whether you're looking to downsize, retire, or simply find a peaceful place to call home, this gem has it all! NO PETS, ONLY EMOTIONAL SUPPORT AND SERVICE DOGS

2 Beds ⋅ 2 Baths ⋅ 11607745 MLS

SELLER IS MOTIVATED AND IS OFFERING TO PAY SIX MONTH'S LOT RENT FOR NEW BUYER. Must see this lovely 2 bedroom, 2 bath double wide mobile home in sought after Orange Manor West community. Owners have left some furnishings, leaving space for you to purchase and furnish you new home just the way you like it. Perfect home for those cold winters up north or make it your year round residence. This home is on leased land with a monthly fee of $513, which includes cable, internet and trash pick up. Engage in friendly competition with shuffleboard, putt-putt, and horseshoes, or unwind with a game of bingo or cards. Enjoy sunny days at the swimming pool or take a peaceful stroll to the picturesque lake. There's always something happening, making it easy to forge new friendships and create lasting memories. Whether you're looking to downsize, retire, or simply find a peaceful place to call home, this gem has it all! NO PETS, ONLY EMOTIONAL SUPPORT AND SERVICE DOGS

21 Kinsmen Drive, Winter Haven

Listing courtesy of Darlene Bice with Town and Country Mobile Homes Sales

$287,500

Welcome to your dream home in the highly desirable community of Emily Estates! This stunning, move-in-ready 4-bedroom, 2-bath,stainless steel appliances, and upgraded plumbing fixtures throughout—giving it the crisp, clean feel of a brand-new build. You will love the light and bright open-concept floor plan, which perfectly channels natural sunlight across the spacious main living areas. The kitchen is a chef's delight, boasting ample cabinet and counter space, a convenient breakfast bar, and durable ceramic tile flooring throughout for effortless maintenance. Step outside in the backyard with endless possibilities—perfect for a playground, hosting weekend BBQs, or simply relaxing in the Florida sunshine. Nestled in a fantastic, quiet neighborhood just minutes from premier shopping, dining, and the excitement of Legoland, this turnkey home offers the perfect blend of comfort and convenience. schedule your tour today!

4 Beds ⋅ 2 Baths ⋅ TB8447490 MLS

Welcome to your dream home in the highly desirable community of Emily Estates! This stunning, move-in-ready 4-bedroom, 2-bath,stainless steel appliances, and upgraded plumbing fixtures throughout—giving it the crisp, clean feel of a brand-new build. You will love the light and bright open-concept floor plan, which perfectly channels natural sunlight across the spacious main living areas. The kitchen is a chef's delight, boasting ample cabinet and counter space, a convenient breakfast bar, and durable ceramic tile flooring throughout for effortless maintenance. Step outside in the backyard with endless possibilities—perfect for a playground, hosting weekend BBQs, or simply relaxing in the Florida sunshine. Nestled in a fantastic, quiet neighborhood just minutes from premier shopping, dining, and the excitement of Legoland, this turnkey home offers the perfect blend of comfort and convenience. schedule your tour today!

1864 Emily Drive, Winter Haven

Listing courtesy of RE/MAX ACTION FIRST OF FLORIDA. 727-531-2006

6315 Grove Pointe Drive Se, Winter Haven

$158,000

READY FOR ITS NEXT OWNER! Welcome to 6315 Grove Pointe Drive SE, located in Garden Grove Oaks, a desirable 55+ community where YOU OWN YOUR LAND and enjoy LOW HOA fees. This well-maintained 2-bedroom, 2-bath home offers a spacious and comfortable floor plan filled with natural light. The open living and dining areas provide plenty of room for everyday living and entertaining, while the kitchen features updated appliances, generous cabinet and counter space, and a reverse osmosis water purification system. The spacious primary suite includes a walk-in closet and private bath with a garden tub and separate shower. Vinyl plank flooring throughout provides easy-care living, and electric drapes add an extra touch of convenience. Several important improvements have already been taken care of, including a membrane roof installed in 2021 and inspected in October 2025. The seller has also completed lender-requested repairs from a previous transaction, making this home ready for its next buyer. Enjoy the relaxed Florida lifestyle in Garden Grove Oaks, a friendly, well-maintained community conveniently located near shopping, restaurants, medical facilities and Winter Haven's beautiful Chain of Lakes. With land ownership, low HOA fees, a spacious floor plan and important improvements already completed, this home offers plenty to appreciate. Schedule your private showing.

2 Beds ⋅ 2 Baths ⋅ P4936981 MLS

READY FOR ITS NEXT OWNER! Welcome to 6315 Grove Pointe Drive SE, located in Garden Grove Oaks, a desirable 55+ community where YOU OWN YOUR LAND and enjoy LOW HOA fees. This well-maintained 2-bedroom, 2-bath home offers a spacious and comfortable floor plan filled with natural light. The open living and dining areas provide plenty of room for everyday living and entertaining, while the kitchen features updated appliances, generous cabinet and counter space, and a reverse osmosis water purification system. The spacious primary suite includes a walk-in closet and private bath with a garden tub and separate shower. Vinyl plank flooring throughout provides easy-care living, and electric drapes add an extra touch of convenience. Several important improvements have already been taken care of, including a membrane roof installed in 2021 and inspected in October 2025. The seller has also completed lender-requested repairs from a previous transaction, making this home ready for its next buyer. Enjoy the relaxed Florida lifestyle in Garden Grove Oaks, a friendly, well-maintained community conveniently located near shopping, restaurants, medical facilities and Winter Haven's beautiful Chain of Lakes. With land ownership, low HOA fees, a spacious floor plan and important improvements already completed, this home offers plenty to appreciate. Schedule your private showing.

6315 Grove Pointe Drive Se, Winter Haven

Listing courtesy of LOCKHART & ASSOCIATES INC. 863-293-1234

$285,000

PRE-FORECLOSURE - 3 Bedroom/2 Bath Home in a gated community. The home needs cosmetic work and some appliances. If you're looking for a project this is the ideal home to work with. This home has an ASSUMABLE MORTGAGE with a fixed interest rate. Come see this home today!

3 Beds ⋅ 2 Baths ⋅ L4957126 MLS

PRE-FORECLOSURE - 3 Bedroom/2 Bath Home in a gated community. The home needs cosmetic work and some appliances. If you're looking for a project this is the ideal home to work with. This home has an ASSUMABLE MORTGAGE with a fixed interest rate. Come see this home today!

200 Black Skimmer Lane, Winter Haven

Listing courtesy of COLDWELL BANKER REALTY. 863-294-7541

$104,900

You will fall in love with this home from the time you walk through the front door. Has so much to offer, Has rear screen porch and backs up to drainage ditch. Roof is less than a year old and C/H/A is approximately two years. All main furniture will stay. Located in a 55 plus co op with low maintenance fees. Community is gated and has two club houses, two heated pools, Tennis,fishing pier plus much more. This home want last.

2 Beds ⋅ 2 Baths ⋅ B4902100 MLS

You will fall in love with this home from the time you walk through the front door. Has so much to offer, Has rear screen porch and backs up to drainage ditch. Roof is less than a year old and C/H/A is approximately two years. All main furniture will stay. Located in a 55 plus co op with low maintenance fees. Community is gated and has two club houses, two heated pools, Tennis,fishing pier plus much more. This home want last.

4179 Rolling Oaks Drive, Winter Haven

Listing courtesy of SOUTHERN BELLE REALTY. 863-299-7800

$349,999

A PHENOMENAL PRICE IMPROVEMENT OF $44K SERIOUSLY MOTIVATED SELLER BEAUTIFUL GATED GOLF COURSE COMMUNITY An exceptional opportunity to own a beautiful 3brm/2.5 bath home nestled on the 4th hole of the highly sought-after Lake Bess Country Club and Golf Course in Winter Haven for a GREAT price. As you step inside, you are welcomed by a charming foyer featuring 10-ft ceilings that create an open and airy ambiance throughout the home. This is one of the largest floor plans in Lake Bess Country Club. The living room, enhanced by a cozy gas fireplace, provides a perfect setting for those cool winter evenings in Florida. This space effortlessly connects to a spacious breakfast nook, both of which open onto a large lanai that offers tranquil views of the golf course, framed by majestic oak trees draped in moss-ideal for an evening glass of wine. Through French doors off the living room, you will find a stunning study\office equipped with built -in wood shelving with additional storage, perfect for work or leisure. The layout thoughtfully includes two generous sized bedrooms and a full bath on this side of the home. At the heart of the house, the well-appointed kitchen is a dream for any cook. It boasts ample space, views of the golf course, and a breakfast nook for casual dining. A bar area allows friends and family to gather and socialize while meals are being prepared. For more formal occasions, the designated dining room offers an elegant setting. The primary suite is an impressive retreat, featuring a tray ceiling, his and hers walk-in closets, and a spacious bathroom equipped with a large shower and vanity. A private water closet and a hidden washer and dryer behind closet doors add to the convenience of this remarkable space. The home also includes an oversized 2-car garage, perfect for tools and a work table. As part of this vibrant community, you'll enjoy access to the clubhouse, community pool and golf course. This hidden gem offers easy access to Legoland, Highway 27, and I-4, making it a prime location for both relaxation and adventure. The purchase price also includes 1 of 49 shares to the golf club which includes 2 free memberships and unlimited Golfing, enhancing the value of this exceptional property. I invite you to discover this property and envision the lifestyle that awaits you at Lake Bess Country Club. Please let me know if you would like to schedule a viewing or if you have any questions.

3 Beds ⋅ 3 Baths ⋅ P4936940 MLS

A PHENOMENAL PRICE IMPROVEMENT OF $44K SERIOUSLY MOTIVATED SELLER BEAUTIFUL GATED GOLF COURSE COMMUNITY An exceptional opportunity to own a beautiful 3brm/2.5 bath home nestled on the 4th hole of the highly sought-after Lake Bess Country Club and Golf Course in Winter Haven for a GREAT price. As you step inside, you are welcomed by a charming foyer featuring 10-ft ceilings that create an open and airy ambiance throughout the home. This is one of the largest floor plans in Lake Bess Country Club. The living room, enhanced by a cozy gas fireplace, provides a perfect setting for those cool winter evenings in Florida. This space effortlessly connects to a spacious breakfast nook, both of which open onto a large lanai that offers tranquil views of the golf course, framed by majestic oak trees draped in moss-ideal for an evening glass of wine. Through French doors off the living room, you will find a stunning study\office equipped with built -in wood shelving with additional storage, perfect for work or leisure. The layout thoughtfully includes two generous sized bedrooms and a full bath on this side of the home. At the heart of the house, the well-appointed kitchen is a dream for any cook. It boasts ample space, views of the golf course, and a breakfast nook for casual dining. A bar area allows friends and family to gather and socialize while meals are being prepared. For more formal occasions, the designated dining room offers an elegant setting. The primary suite is an impressive retreat, featuring a tray ceiling, his and hers walk-in closets, and a spacious bathroom equipped with a large shower and vanity. A private water closet and a hidden washer and dryer behind closet doors add to the convenience of this remarkable space. The home also includes an oversized 2-car garage, perfect for tools and a work table. As part of this vibrant community, you'll enjoy access to the clubhouse, community pool and golf course. This hidden gem offers easy access to Legoland, Highway 27, and I-4, making it a prime location for both relaxation and adventure. The purchase price also includes 1 of 49 shares to the golf club which includes 2 free memberships and unlimited Golfing, enhancing the value of this exceptional property. I invite you to discover this property and envision the lifestyle that awaits you at Lake Bess Country Club. Please let me know if you would like to schedule a viewing or if you have any questions.

239 Golf Aire Boulevard, Winter Haven

Listing courtesy of DALTON WADE INC. 888-668-8283

400 El Camino Drive Unit 223, Winter Haven

$59,900

Welcome Home to Orchid Springs Village! Step into comfort with this inviting 1-bedroom, 1.5-bath condo located on the second floor of the peaceful Orchid Springs 55+ community. Surrounded by mature landscaping, this residence offers a quiet and comfortable setting, ideal for those looking to enjoy a relaxed Florida lifestyle. You’ll appreciate being conveniently close to shopping, dining, medical facilities, Winter Haven Hospital, US Hwy 27, and I-4. The monthly HOA fee covers water, sewer, trash, natural gas, lawn maintenance, grounds upkeep, and use of the community room, allowing for easy, maintenance-free living. An assigned parking space is included, and one pet is welcome with HOA approval (size and breed restrictions apply). Buyer approval is also required by the HOA. Whether you’re searching for a year-round home or a seasonal retreat, this well-maintained condo at Orchid Springs Village offers comfort, convenience, and a welcoming community atmosphere.

1 Beds ⋅ 1 Baths ⋅ O6354793 MLS ⋅ 400 BLDG.

Welcome Home to Orchid Springs Village! Step into comfort with this inviting 1-bedroom, 1.5-bath condo located on the second floor of the peaceful Orchid Springs 55+ community. Surrounded by mature landscaping, this residence offers a quiet and comfortable setting, ideal for those looking to enjoy a relaxed Florida lifestyle. You’ll appreciate being conveniently close to shopping, dining, medical facilities, Winter Haven Hospital, US Hwy 27, and I-4. The monthly HOA fee covers water, sewer, trash, natural gas, lawn maintenance, grounds upkeep, and use of the community room, allowing for easy, maintenance-free living. An assigned parking space is included, and one pet is welcome with HOA approval (size and breed restrictions apply). Buyer approval is also required by the HOA. Whether you’re searching for a year-round home or a seasonal retreat, this well-maintained condo at Orchid Springs Village offers comfort, convenience, and a welcoming community atmosphere.

400 El Camino Drive Unit 223, Winter Haven

Listing courtesy of KELLER WILLIAMS CLASSIC. 407-292-5400

$450,000

If you’ve been looking for a clean, standalone commercial building in a prime, high-visibility location, this is it. Located on 1st Street South, surrounded by busy auto dealerships and professional offices, and just minutes from downtown Winter Haven, this freestanding building offers excellent exposure with steady drive-by traffic throughout the day. The property features ample paved parking, including front and side spaces, and sits on a corner with easy access and visibility from multiple directions. Inside, you’ll find a bright, open layout with flexible rooms that can be adapted for many types of businesses — salon, boutique, medical office, professional services, or even a small café or studio. The building features a welcoming front entry, updated lighting, two restrooms, and central air conditioning units. Winter Haven continues to grow rapidly, attracting both residents and investors due to its central location in Polk County and proximity to Lakeland, Orlando, and Tampa. This property gives you a chance to own a piece of that growth in one of the most active corridors in town. Highlights: freestanding commercial building with great curb appeal, Plenty of on-site parking.High-traffic corridor near car dealerships and retail centers. Ideal for office, salon, or professional use Easy access to U.S. 17 and Cypress Gardens Blvd.

O6357668 MLS

If you’ve been looking for a clean, standalone commercial building in a prime, high-visibility location, this is it. Located on 1st Street South, surrounded by busy auto dealerships and professional offices, and just minutes from downtown Winter Haven, this freestanding building offers excellent exposure with steady drive-by traffic throughout the day. The property features ample paved parking, including front and side spaces, and sits on a corner with easy access and visibility from multiple directions. Inside, you’ll find a bright, open layout with flexible rooms that can be adapted for many types of businesses — salon, boutique, medical office, professional services, or even a small café or studio. The building features a welcoming front entry, updated lighting, two restrooms, and central air conditioning units. Winter Haven continues to grow rapidly, attracting both residents and investors due to its central location in Polk County and proximity to Lakeland, Orlando, and Tampa. This property gives you a chance to own a piece of that growth in one of the most active corridors in town. Highlights: freestanding commercial building with great curb appeal, Plenty of on-site parking.High-traffic corridor near car dealerships and retail centers. Ideal for office, salon, or professional use Easy access to U.S. 17 and Cypress Gardens Blvd.

1610 1st Street S, Winter Haven

Listing courtesy of PARK PLACE REAL ESTATE. 407-504-1110

$285,000

Move in ready and located on the Winter Haven Chain of Lakes! Welcome to the gated community of Casarena on the Lakes. This well-designed and meticulously maintained home is set up just right for indoor and outdoor living. The first floor is an open design with the fireplace separating the living and dining area. Enjoy granite countertops and updated appliances in the spacious kitchen that provides the perfect setting to create all of your favorite culinary delights. The living area is a versatile space with a cove for a hosting or exercise area. The main floor is also equipped with a half bath. Head upstairs to the loft that overlooks the living area and separates the two bedrooms. The primary bedroom leads to an open balcony on one side and an updated bathroom on the other. Both bedrooms are oversized with plenty of closet space. The new metal roof was installed in October 2023, The HVAC system has been well maintained, there is a new water heater and the home is also equipped with a whole home generator that is tested regularly. Enjoy the community pool, tennis or pickleball court and access to Lake Cannon, which is on the Winter Haven Chain of Lakes. Downtown Winter Haven is only 10 minutes away and you have quick access to Hwy 92 and 27. Call today for your private showing.

2 Beds ⋅ 3 Baths ⋅ L4956453 MLS

Move in ready and located on the Winter Haven Chain of Lakes! Welcome to the gated community of Casarena on the Lakes. This well-designed and meticulously maintained home is set up just right for indoor and outdoor living. The first floor is an open design with the fireplace separating the living and dining area. Enjoy granite countertops and updated appliances in the spacious kitchen that provides the perfect setting to create all of your favorite culinary delights. The living area is a versatile space with a cove for a hosting or exercise area. The main floor is also equipped with a half bath. Head upstairs to the loft that overlooks the living area and separates the two bedrooms. The primary bedroom leads to an open balcony on one side and an updated bathroom on the other. Both bedrooms are oversized with plenty of closet space. The new metal roof was installed in October 2023, The HVAC system has been well maintained, there is a new water heater and the home is also equipped with a whole home generator that is tested regularly. Enjoy the community pool, tennis or pickleball court and access to Lake Cannon, which is on the Winter Haven Chain of Lakes. Downtown Winter Haven is only 10 minutes away and you have quick access to Hwy 92 and 27. Call today for your private showing.

21 Casarena Court, Winter Haven

Listing courtesy of HOMETRUST REAL ESTATE & PTY MGT. 863-450-0602

$61,500

If you are looking for the perfect retirement home that is fully furnished, this is the one for you. Located in gated Orange Manor West, a very popular 55+ community located in Southeast Winter Haven. This home is on leased land with a monthly fee of $513, which includes cable, internet and trash pickup. Park Lane Mobile Home 2 bedroom/2 bath with approximately 1,152 sf , king sized master bedroom with walk in closet. The kitchen is an open design with island in the center. INSIDE UTILITY ROOM WITH WASHER AND DRYER. Exterior painted 2024 and new duct work 2023. This home is conveniently located between Orlando and Tampa. This community DOES NOT ALLOW PETS.

2 Beds ⋅ 2 Baths ⋅ 11597329 MLS

If you are looking for the perfect retirement home that is fully furnished, this is the one for you. Located in gated Orange Manor West, a very popular 55+ community located in Southeast Winter Haven. This home is on leased land with a monthly fee of $513, which includes cable, internet and trash pickup. Park Lane Mobile Home 2 bedroom/2 bath with approximately 1,152 sf , king sized master bedroom with walk in closet. The kitchen is an open design with island in the center. INSIDE UTILITY ROOM WITH WASHER AND DRYER. Exterior painted 2024 and new duct work 2023. This home is conveniently located between Orlando and Tampa. This community DOES NOT ALLOW PETS.

218 Green Meadows Drive, Winter Haven

Listing courtesy of Darlene Bice with Town and Country Mobile Homes Sales

$129,900

NEW PRICE REDUCTION!! Very well kept home on your own lot. No lot rent here! Low HOA of only $65 a month. Garden Grove Oaks is a well-kept and managed over 55 park in a great location in SE Winter Haven. Home has 2 bedrooms and 2 full bathrooms. Kitchen and dining area have tons of cabinets and storage for all your dishes and cookware and includes a closet pantry. There is a wet bar in the dining area with a small sink, open shelves and cabinet storage underneath. The opposite side of the dining room has a built-in china cabinet. Main bedroom is a great size with a walk-in closet and small bathroom with tub and tiled shower. Second bedroom has door opening to nice-sized bathroom with large sink and cabinets and a shower/tub combination. Home has a membrane roof that was installed in spring of 2014. York air conditioner is 8-9 years old. Nice large laundry room has Bosch washer and dryer. Back screened porch is always cool! HOA fee includes use of the clubhouse with many activities planned every month. There is a billiard room, card and game room with library and puzzles to check out, large event area, and great kitchen. Huge heated pool and spa for all residents and their guests. There is a screened-in area with a grill for Bar-B-Q's with family and friends. There is also a shuffleboard court. HOA is an award-winning association. Community is close to a Super Walmart and grocery stores as well as shopping and restaurants. Only minutes to Hwy. 27! Winter Haven is famous for its Chain of Lakes! Where else can you find all of this for only $129,900? Please make an appointment to see this great home today!

2 Beds ⋅ 2 Baths ⋅ P4936903 MLS

NEW PRICE REDUCTION!! Very well kept home on your own lot. No lot rent here! Low HOA of only $65 a month. Garden Grove Oaks is a well-kept and managed over 55 park in a great location in SE Winter Haven. Home has 2 bedrooms and 2 full bathrooms. Kitchen and dining area have tons of cabinets and storage for all your dishes and cookware and includes a closet pantry. There is a wet bar in the dining area with a small sink, open shelves and cabinet storage underneath. The opposite side of the dining room has a built-in china cabinet. Main bedroom is a great size with a walk-in closet and small bathroom with tub and tiled shower. Second bedroom has door opening to nice-sized bathroom with large sink and cabinets and a shower/tub combination. Home has a membrane roof that was installed in spring of 2014. York air conditioner is 8-9 years old. Nice large laundry room has Bosch washer and dryer. Back screened porch is always cool! HOA fee includes use of the clubhouse with many activities planned every month. There is a billiard room, card and game room with library and puzzles to check out, large event area, and great kitchen. Huge heated pool and spa for all residents and their guests. There is a screened-in area with a grill for Bar-B-Q's with family and friends. There is also a shuffleboard court. HOA is an award-winning association. Community is close to a Super Walmart and grocery stores as well as shopping and restaurants. Only minutes to Hwy. 27! Winter Haven is famous for its Chain of Lakes! Where else can you find all of this for only $129,900? Please make an appointment to see this great home today!

6033 Grand Oaks Drive Se, Winter Haven

Listing courtesy of COLDWELL BANKER REALTY. 863-940-4850

$385,000

Welcome to this stunning 5-bedroom, 3-bath home located in the Jace Landing community of Winter Haven. Built in 2021, this modern two-story residence provides nearly 2,700 square feet of living space designed for comfort, flexibility, and contemporary living. The open-concept layout features a bright and spacious great room, modern finishes, and a large kitchen with stainless steel appliances, ample cabinetry, and an oversized island perfect for family gatherings and entertaining. The first floor also includes a versatile flex room or optional sixth bedroom and a full bathroom, making it ideal for guests, a home office, or multi-generational living. Upstairs, the primary suite provides a private retreat with a large walk-in closet and an ensuite bath featuring dual vanities and a walk-in shower. Four additional bedrooms and a convenient upstairs laundry room create plenty of space for the whole family. This home is built with durable block construction on both levels and includes smart-home technology with Alexa integration and energy-efficient systems throughout. Outside, enjoy the covered patio and spacious backyard — perfect for relaxing or hosting outdoor get-togethers. Conveniently located just minutes from downtown Winter Haven, Legoland, shopping, dining, and with easy access to I-4, this home combines modern comfort with everyday convenience. Don’t miss your chance to own this move-in-ready home in one of Winter Haven’s most desirable communities.

5 Beds ⋅ 3 Baths ⋅ P4936876 MLS

Welcome to this stunning 5-bedroom, 3-bath home located in the Jace Landing community of Winter Haven. Built in 2021, this modern two-story residence provides nearly 2,700 square feet of living space designed for comfort, flexibility, and contemporary living. The open-concept layout features a bright and spacious great room, modern finishes, and a large kitchen with stainless steel appliances, ample cabinetry, and an oversized island perfect for family gatherings and entertaining. The first floor also includes a versatile flex room or optional sixth bedroom and a full bathroom, making it ideal for guests, a home office, or multi-generational living. Upstairs, the primary suite provides a private retreat with a large walk-in closet and an ensuite bath featuring dual vanities and a walk-in shower. Four additional bedrooms and a convenient upstairs laundry room create plenty of space for the whole family. This home is built with durable block construction on both levels and includes smart-home technology with Alexa integration and energy-efficient systems throughout. Outside, enjoy the covered patio and spacious backyard — perfect for relaxing or hosting outdoor get-togethers. Conveniently located just minutes from downtown Winter Haven, Legoland, shopping, dining, and with easy access to I-4, this home combines modern comfort with everyday convenience. Don’t miss your chance to own this move-in-ready home in one of Winter Haven’s most desirable communities.

344 Alexzander Way, Winter Haven

Listing courtesy of DALTON WADE INC. 888-668-8283

$247,500

NEW PRICE POINT!!! HALF ACRE TRUE LAKEFRONT BUILDING LOT IN SOUTHEAST WINTER HAVEN!! BUILD YOUR LAKEFRONT DREAM HOME ON THIS GORGEOUS LAKEFRONT BUILDING LOT IN THE GATED COMMUNITY OF MILLER'S LANDING ON LAKE BESS! Views! Views! Views! Hurry before it's long gone!

P4936858 MLS

NEW PRICE POINT!!! HALF ACRE TRUE LAKEFRONT BUILDING LOT IN SOUTHEAST WINTER HAVEN!! BUILD YOUR LAKEFRONT DREAM HOME ON THIS GORGEOUS LAKEFRONT BUILDING LOT IN THE GATED COMMUNITY OF MILLER'S LANDING ON LAKE BESS! Views! Views! Views! Hurry before it's long gone!

7376 Bent Grass Drive, Winter Haven

Listing courtesy of THE K TEAM REAL ESTATE SERVICES LLC. 863-604-1601

$247,500

JUST REDUCED!!! SOUTHEAST WINTER HAVEN! BUILD YOUR LAKEFRONT DREAM HOME ON THIS GORGEOUS LAKEFRONT BUILDING LOT IN THE GATED COMMUNITY OF MILLER'S LANDING WITH 100 FT. ON LAKE BESS! Views! Views! Views! Hurry before it's long gone!

P4936860 MLS

JUST REDUCED!!! SOUTHEAST WINTER HAVEN! BUILD YOUR LAKEFRONT DREAM HOME ON THIS GORGEOUS LAKEFRONT BUILDING LOT IN THE GATED COMMUNITY OF MILLER'S LANDING WITH 100 FT. ON LAKE BESS! Views! Views! Views! Hurry before it's long gone!

7374 Bent Grass Drive, Winter Haven

Listing courtesy of THE K TEAM REAL ESTATE SERVICES LLC. 863-604-1601

281 Putter Circle, #281 Unit #281, Winter Haven

$56,900

2 Bed | 2 Bath | 1620 square foot | $56,900 (Swiss Golf and Tennis- Lot 281) 3 MONTHS FREE LOT RENT! Beautiful move-in ready home that is mostly furnished in a highly sought-after 55+ active golf community! This spacious open-layout home offers comfort, style, and plenty of room to relax or entertain. Home highlights include: Newer roof and double carport (2023), AC (2021), Brand New Roof over lanai area was just completed (2026), new gutter guards, hurricane tie-downs, and side door with handicap ramp to side entrance. Features two living areas, a large kitchen with walk-in pantry, wet bar, and dedicated dining space. The massive double Florida room with AC adds a ton of additional living space. Inside laundry, newer flooring, two sheds one with rollup garage door, and a private lot with pond view and no rear neighbors complete this exceptional property.... If you are looking for space...this is it! A must see! Call today to schedule a tour! Perfectly located near walking distance to clubhouse, restaurant and lake for resort-style living. PLUS, one-year FREE golf membership included with your purchase of home from our sales office! Enjoy living in a welcoming, active 55+ community with amenities including a restaurant and pub, 2 pools, and a variety of activities. Call today to schedule a tour!

2 Beds ⋅ 2 Baths ⋅ 11595219 MLS

2 Bed | 2 Bath | 1620 square foot | $56,900 (Swiss Golf and Tennis- Lot 281) 3 MONTHS FREE LOT RENT! Beautiful move-in ready home that is mostly furnished in a highly sought-after 55+ active golf community! This spacious open-layout home offers comfort, style, and plenty of room to relax or entertain. Home highlights include: Newer roof and double carport (2023), AC (2021), Brand New Roof over lanai area was just completed (2026), new gutter guards, hurricane tie-downs, and side door with handicap ramp to side entrance. Features two living areas, a large kitchen with walk-in pantry, wet bar, and dedicated dining space. The massive double Florida room with AC adds a ton of additional living space. Inside laundry, newer flooring, two sheds one with rollup garage door, and a private lot with pond view and no rear neighbors complete this exceptional property.... If you are looking for space...this is it! A must see! Call today to schedule a tour! Perfectly located near walking distance to clubhouse, restaurant and lake for resort-style living. PLUS, one-year FREE golf membership included with your purchase of home from our sales office! Enjoy living in a welcoming, active 55+ community with amenities including a restaurant and pub, 2 pools, and a variety of activities. Call today to schedule a tour!

281 Putter Circle, #281 Unit #281, Winter Haven

Listing courtesy of Brandi Sappington with CRF Communities

$330,000

Welcome to 991 S SE in Winter Haven. This beautifully upgraded, turnkey home is being offered fully furnished and sits quietly at the end of a peaceful street with no HOA. It perfectly blends mid-century modern charm with stylish, modern updates throughout. Inside, you’ll find three bedrooms and two full bathrooms, along with two spacious living areas that can easily serve as a home office, playroom, or additional lounge space. The open floor plan feels bright and inviting, with plenty of natural light, walk-in closets, and a centrally located guest bath. The owner has already completed all the major updates for you, including a newer roof, newer water heater, and a brand-new septic system, ready for you to just move in and enjoy. Outside, the home features a sparkling courtyard pool, a storage shed, and a convenient circular driveway that provides plenty of parking. This property is perfect as a primary residence, seasonal getaway, or fully furnished short-term rental with excellent Airbnb potential. Located near shopping, dining, and Central Florida attractions, this home offers a wonderful combination of comfort, privacy, and convenience.

3 Beds ⋅ 2 Baths ⋅ P4936785 MLS

Welcome to 991 S SE in Winter Haven. This beautifully upgraded, turnkey home is being offered fully furnished and sits quietly at the end of a peaceful street with no HOA. It perfectly blends mid-century modern charm with stylish, modern updates throughout. Inside, you’ll find three bedrooms and two full bathrooms, along with two spacious living areas that can easily serve as a home office, playroom, or additional lounge space. The open floor plan feels bright and inviting, with plenty of natural light, walk-in closets, and a centrally located guest bath. The owner has already completed all the major updates for you, including a newer roof, newer water heater, and a brand-new septic system, ready for you to just move in and enjoy. Outside, the home features a sparkling courtyard pool, a storage shed, and a convenient circular driveway that provides plenty of parking. This property is perfect as a primary residence, seasonal getaway, or fully furnished short-term rental with excellent Airbnb potential. Located near shopping, dining, and Central Florida attractions, this home offers a wonderful combination of comfort, privacy, and convenience.

919 Avenue S Se, Winter Haven

Listing courtesy of EXP REALTY LLC. 888-883-8509

$299,000

Beautiful modern single-family home in Winter Haven, offering an excellent opportunity for homeowners or real estate investors. This residence features spacious living areas, a modern kitchen, abundant natural light, and a functional layout designed for comfortable everyday living. Conveniently located near Winter Haven’s renowned Chain of Lakes, the property provides easy access to boating, fishing, and outdoor recreation. Just minutes from LEGOLAND Florida Resort, shopping centers, restaurants, schools, and local attractions, this home offers convenient access to the area’s amenities and entertainment. Currently tenant-occupied and generating $1,850 in monthly rental income, with a lease in place through August 31, 2027. An attractive opportunity for investors seeking a property with an established tenant and a contractual rental term already in place. Schedule your showing in advance.

3 Beds ⋅ 2 Baths ⋅ S5136830 MLS

Beautiful modern single-family home in Winter Haven, offering an excellent opportunity for homeowners or real estate investors. This residence features spacious living areas, a modern kitchen, abundant natural light, and a functional layout designed for comfortable everyday living. Conveniently located near Winter Haven’s renowned Chain of Lakes, the property provides easy access to boating, fishing, and outdoor recreation. Just minutes from LEGOLAND Florida Resort, shopping centers, restaurants, schools, and local attractions, this home offers convenient access to the area’s amenities and entertainment. Currently tenant-occupied and generating $1,850 in monthly rental income, with a lease in place through August 31, 2027. An attractive opportunity for investors seeking a property with an established tenant and a contractual rental term already in place. Schedule your showing in advance.

757 Reggie Road, Winter Haven

Listing courtesy of LPT REALTY, LLC. 877-366-2213

$119,500

Welcome home to this beautiful 2-bedroom, 2-bathroom golf villa nestled within the beautiful Cypresswood Golf and Country Club in Winter Haven, Florida. Property is steps away from the golf clubhouse!!! Brand NEW AC Fan motor, AC Amp Fuse and AC capacitor installed May 2026. Brand NEW fire/carbon monoxide detector alarms throughout the home.Home features a stunning Florida room, ready for relaxation. Dry bar with sink in living room perfect for entertaining your guests. Step out to your outside patio for even more enjoyment. With access to golf, clubhouse, Restaurant, pool and recreational facilities, this home offers a low-maintenance lifestyle in an active and vibrant community. Legoland attraction is approximately 5 miles. Disney World, Orlando and Tampa attractions are within 30-60 minute driving distance. Opportunities like this don’t last long, Just buy and move in!!! CLEAN TITLE WITH NO LIENS. Property being sold AS-IS.

2 Beds ⋅ 2 Baths ⋅ O6352259 MLS

Welcome home to this beautiful 2-bedroom, 2-bathroom golf villa nestled within the beautiful Cypresswood Golf and Country Club in Winter Haven, Florida. Property is steps away from the golf clubhouse!!! Brand NEW AC Fan motor, AC Amp Fuse and AC capacitor installed May 2026. Brand NEW fire/carbon monoxide detector alarms throughout the home.Home features a stunning Florida room, ready for relaxation. Dry bar with sink in living room perfect for entertaining your guests. Step out to your outside patio for even more enjoyment. With access to golf, clubhouse, Restaurant, pool and recreational facilities, this home offers a low-maintenance lifestyle in an active and vibrant community. Legoland attraction is approximately 5 miles. Disney World, Orlando and Tampa attractions are within 30-60 minute driving distance. Opportunities like this don’t last long, Just buy and move in!!! CLEAN TITLE WITH NO LIENS. Property being sold AS-IS.

649 Broadmoor Circle, Winter Haven

Listing courtesy of SUCCESS INVESTMENT REALTY. 407-304-0490

$138,000

Vacant Lot Zoned Commercial.. Close to Garden Grove Elementary..

P4936614 MLS

Vacant Lot Zoned Commercial.. Close to Garden Grove Elementary..

Cypress Gardens Road, Winter Haven

Listing courtesy of HARPER REALTY FL, LLC. 877-277-8808

$225,000

Price reduced to $225,000. This newer construction 3-bedroom, 2-bath home offers a compelling opportunity for buyers looking for location, layout flexibility, and upside potential. Built in 2025, the property features an open living area, laminate wood flooring, white cabinetry, stainless steel appliances, and a tankless water heater. The functional floor plan allows for a variety of uses, whether for primary residence, multigenerational living, or investment purposes. Located just minutes from Downtown Winter Haven, the Chain of Lakes, hospitals, shopping, and dining, and with no HOA, this property offers convenience and long-term appeal. Sold as-is.

3 Beds ⋅ 2 Baths ⋅ L4956531 MLS

Price reduced to $225,000. This newer construction 3-bedroom, 2-bath home offers a compelling opportunity for buyers looking for location, layout flexibility, and upside potential. Built in 2025, the property features an open living area, laminate wood flooring, white cabinetry, stainless steel appliances, and a tankless water heater. The functional floor plan allows for a variety of uses, whether for primary residence, multigenerational living, or investment purposes. Located just minutes from Downtown Winter Haven, the Chain of Lakes, hospitals, shopping, and dining, and with no HOA, this property offers convenience and long-term appeal. Sold as-is.

1740 2nd Street Ne, Winter Haven

Listing courtesy of KELLER WILLIAMS REALTY SMART. 863-577-1234

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