Refine Search
Sort by
5386 San Pietro Drive, Winter Haven
$304,311
4 Beds ⋅ 3 Baths ⋅ TB8535232 MLS
Under Construction. Azure BELOW MARKET INTEREST RATES with use of Seller's Preferred Lender. Welcome to The Azure, where modern design meets practical living in a home that has it all. With 4 bedrooms, 2.5 bathrooms, and a 2-car garage, this home is crafted for comfort and style. The extraordinary elevation and professionally designed landscaping create a captivating first impression. Step through the front door to discover luxurious vinyl plank flooring that extends throughout the open-concept layout. The kitchen shines with quartz countertops and all-new stainless-steel appliances, overlooking the dining area and patio. A convenient half bath is located downstairs for guests with a spacious laundry room upstairs. Upstairs, you’ll find all four bedrooms, including the expansive owner's suite with a walk-in shower, double vanities, and a spacious walk-in closet. A flexible recreation space upstairs provides an ideal spot for family gatherings. With a smart thermostat ensuring energy efficiency and comfort, the Azure seamlessly blends functionality and modern luxury. Close to it all, Villa Mar places you near the natural beauty of the Winter Haven Chain of Lakes, the charm of downtown Winter Haven, and family fun at LEGOLAND® Florida Resort. Back at home, residents enjoy community amenities including a pool, dog park, playground, and walking trails.  Images shown are for illustrative purposes only and may differ from actual home. Completion date subject to change. Contact or make an appointment for more details on interest rates.

5386 San Pietro Drive, Winter Haven

Listing courtesy of CASA FRESCA REALTY. 813-727-4093

3018 Royal Tern Drive, Winter Haven
$269,900
3 Beds ⋅ 2 Baths ⋅ S5153630 MLS
REDUCED! MOTIVATED! WELCOME HOME TO LAKESIDE LANDINGS! Discover comfortable Florida living in this well maintained 3-bedroom, 2-bathroom single-story home in the Lakeside Landings community of Winter Haven. Built in 2020 and offering approximately 1,690 square feet, this home features a practical open layout designed for comfortable everyday living and entertaining. The home offers a spacious living area, well-appointed bedrooms, a primary suite, and a 2-car garage. Step outside to enjoy your lanai and private fenced backyard, providing a great space for relaxing, entertaining, or enjoying Florida's beautiful weather. Lakeside Landings offers residents access to community pools, parks and green spaces, creating a welcoming neighborhood atmosphere. Conveniently located near shopping, dining, major roadways and Central Florida attractions. Whether you're looking for your first home, a place to settle down, or an investment opportunity, 3018 Royal Tern Drive offers modern construction, functional living space and desirable community amenities. SELLER IS OFFERING $10,000 TOWARDS BUYER'S CLOSING COST

3018 Royal Tern Drive, Winter Haven

Listing courtesy of LARIMAR REALTY. 407-483-1600

100 El Camino Dr Unit 104, Winter Haven
$169,900
3 Beds ⋅ 2 Baths ⋅ P4939472 MLS ⋅ Granada BLDG.
A MUST SEE! Beautifully renovated first-floor unit located in the well-kept 55+ Granada Building in Orchid Springs! PARK right in front of the door! The designated parking spot is right in front of #104! This spacious condo spans over 1,500 square feet of living space, featuring an open floor plan with 3 bedrooms and 2 bathrooms. Updates include a new modernized kitchen and bathrooms, stunning granite countertops, new stainless steel appliances, gorgeous luxury vinyl flooring throughout, and a freshly painted tan interior radiating classic warmth and timeless style. The laundry closet offers maximum convenience, complete with a washer and dryer. The monthly HOA fee includes the use of the clubhouse and community pool, gas, water, trash, cable, internet, pest control, and exterior & grounds maintenance. Designed for ultimate relaxation, the Florida room boasts lovely views of the lagoon. Don't miss your chance to transition into effortless comfort with low-maintenance living in a peaceful setting. Call us today!

100 El Camino Dr Unit 104, Winter Haven

Listing courtesy of ASSOCIATE REALTY. 863-618-4000

489 Village Circle Sw, Winter Haven
$142,000
2 Beds ⋅ 2 Baths ⋅ TB8534615 MLS
Welcome to easy, affordable Florida living! This well-maintained 2-bedroom, 2-bath manufactured home is nestled in Village Park, a desirable 55+ community in Winter Haven and offers the perfect blend of comfort, convenience, and an active lifestyle. With a low HOA and NO LOT FEES, you'll enjoy affordable, low-maintenance living. Inside, you'll find a bright and inviting floor plan featuring a spacious living room, a designated dining area, and a functional kitchen complete with a breakfast bar—perfect for casual meals or entertaining guests. The primary suite serves as a private retreat with a walk-in closet and an en suite bathroom. One of the home's standout features is the generously sized screened-in porch overlooking the peaceful community pond, providing the perfect place to enjoy your morning coffee or unwind while taking in the tranquil water views. Situated at the end of a quiet street with no through traffic, this home offers added privacy and a serene setting. A covered carport provides convenient parking. Residents of this welcoming 55+ community have access to fantastic amenities, including a sparkling community pool, clubhouse, shuffleboard courts, and a full calendar of social activities designed to keep you active and connected with your neighbors. Conveniently located just minutes from shopping, restaurants, medical facilities, parks, and everyday conveniences, this move-in-ready home is vacant and easy to show. Whether you're looking for a full-time residence or the perfect Florida getaway, this charming home offers the relaxed lifestyle you've been searching for.

489 Village Circle Sw, Winter Haven

Listing courtesy of JT REALTY & ASSOCIATES. 352-279-2640

1207 32nd Street Nw, Winter Haven
$225,000
3 Beds ⋅ 1 Baths ⋅ O6429800 MLS
Virtually Staged. Completely renovated from top to bottom, this home offers the feel of new construction at a fraction of the price! Featuring 3 bedrooms plus a spacious family room that can easily serve as a 4th bedroom, home office, playroom, or media room, this property offers flexibility to fit your lifestyle. Every major component has been updated, including the roof, windows, A/C, water heater, kitchen, bathroom, plumbing, electrical, paint, and more, giving you peace of mind for years to come. Step outside to enjoy the oversized backyard with plenty of space for entertaining, pets, gardening, or future additions. No HOA means more freedom and fewer monthly expenses. Conveniently located near shopping, restaurants, schools, and major highways, this move-in-ready home is an excellent opportunity for first-time buyers or investors looking to add a low-maintenance property to their portfolio. Schedule your private showing today!

1207 32nd Street Nw, Winter Haven

Listing courtesy of URBAN-O REAL ESTATE SOLUTIONS. 407-822-1063

2232 Labrador Loop, Winter Haven
$395,470
4 Beds ⋅ 3 Baths ⋅ W7888136 MLS
Pre-Construction. To be built. Welcome to Ashton Covey in Winter Haven! The Lynn Haven single-family home lives up to expectations. Relax on the long front porch. Inside, flex space makes an ideal den, or add doors for a quiet study. The foyer leads to the open family room and gourmet kitchen with island, where favorite meals and memories will be made. Enjoy outdoor living on the lanai, and store seasonal items in the 3-car garage. There’s even more to love upstairs with a loft, 3 bedrooms and a full bath. In your deluxe owner’s suite, enjoy beautiful tray ceilings, double vanities and a walk-in closet. You can have it all in The Lynn Haven. Discover the ultimate Florida lifestyle in this stunning community. Perfectly situated just off US Highway 27, your new home offers seamless access to work, outdoor recreation, shopping, dining, and more. Imagine being less than 15 minutes from Downtown Winter Haven, where charming local shops and restaurants await your exploration. Plus, you're just 5 miles from public lake access at Lake Daisy, ideal for a day of boating, paddle boarding, and enjoying the water. All Ryan Homes now include WIFI-enabled garage opener and Ecobee thermostat. **Closing cost assistance is available with use of Builder’s affiliated lender**. DISCLAIMER: Photos and/or renderings are for illustrative purposes only and may depict upgraded landscaping, elevations, decorative features, or optional upgrades that may not be included in the home offered. Prices, financing, promotion, and offers subject to change without notice. Promotions cannot be combined with any other offer. Ask the On-site Sales and Marketing Representative for details on promotions, concessions, or any other details.

2232 Labrador Loop, Winter Haven

Listing courtesy of MALTBIE REALTY GROUP. 813-819-5255

4123 Island Lakes Drive, Winter Haven
$470,000
4 Beds ⋅ 2 Baths ⋅ L4963924 MLS
CHAIN OF LAKES LAKEFRONT LIVING on Lake Rochelle! Welcome to Island Lakes, where everyday life feels like a vacation. Located on the highly desirable Winter Haven Chain of Lakes, this beautifully updated home offers the ultimate waterfront lifestyle—boating, sunset cruising, and lakefront dining right from your own backyard. This 4-bedroom, 2-bath home is designed for both comfort and entertaining, featuring an open floorplan with stunning lake views from the main living areas. The spacious great room is filled with natural light, showcasing soaring ceilings, plant shelves, and an expansive sliding glass door that seamlessly blends indoor and outdoor living. The updated kitchen is both stylish and functional, complete with new cabinetry, solid surface countertops, stainless steel appliances, a full tile backsplash, breakfast bar, and a cozy eat-in nook—all perfectly positioned to take in the water views. The primary suite has been beautifully renovated, featuring a sliding barn door leading to a spa-like bathroom with a walk-in glass and tile shower, dual vanities with stone countertops, and a large walk-in closet with built-ins and hidden storage. Step outside and experience true Florida living with a huge screened outdoor living space complete with a hot tub, perfect for relaxing evenings or entertaining guests year-round. Beyond that, enjoy your private dock with a covered boat lift and freshwater supply, ready for days on the Chain. A public boat ramp is just minutes away. This home also features $92,000 in solar panels, providing exceptional energy efficiency and long-term savings—keeping utility costs low while supporting a more sustainable lifestyle. Additional features include a fully fenced backyard, beautiful lake views, and a prime location near Hwy 27 and I-4 with easy access to Orlando, Disney, Lakeland, and Tampa. This is more than a home—it’s a true Chain of Lakes lifestyle with comfort, efficiency, and unforgettable views.

4123 Island Lakes Drive, Winter Haven

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

2252 Labrador Loop, Winter Haven
$341,565
3 Beds ⋅ 2 Baths ⋅ W7888128 MLS
Pre-Construction. To be built. Welcome to Ashton Covey in Winter Haven! The Baymont 2-car garage single-family home has it all, all on one level. A welcoming foyer invites you inside and leads you past 2 spacious bedrooms to a unique flex space, which can be used as a study or an additional bedroom. From there, a large great room is where you’ll make memories with family and friends, and it flows directly into the gourmet kitchen. Set up games or enjoy homemade meals around the large center island. At the end of the day, escape to your main-level owner’s suite with its tray ceiling, walk-in closet and double-vanity bath. This is the next level of great living. Discover the ultimate Florida lifestyle in this stunning community. Perfectly situated just off US Highway 27, your new home offers seamless access to work, outdoor recreation, shopping, dining, and more. Imagine being less than 15 minutes from Downtown Winter Haven, where charming local shops and restaurants await your exploration. Plus, you're just 5 miles from public lake access at Lake Daisy, ideal for a day of boating, paddle boarding, and enjoying the water. All Ryan Homes now include WIFI-enabled garage opener and Ecobee thermostat. **Closing cost assistance is available with use of Builder’s affiliated lender**. DISCLAIMER: Photos and/or renderings are for illustrative purposes only and may depict upgraded landscaping, elevations, decorative features, or optional upgrades that may not be included in the home offered. Prices, financing, promotion, and offers subject to change without notice. Promotions cannot be combined with any other offer. Ask the On-site Sales and Marketing Representative for details on promotions, concessions, or any other details.

2252 Labrador Loop, Winter Haven

Listing courtesy of MALTBIE REALTY GROUP. 813-819-5255

2240 Labrador Loop, Winter Haven
$323,965
3 Beds ⋅ 2 Baths ⋅ W7888125 MLS
Pre-Construction. To be built. Welcome to Ashton Covey in Winter Haven! The Adeline single-family home is the next level of great living. Enter through the inviting front porch or attached 2-car garage into the large foyer. Inside, laughter comes from the spacious great room, the heart of your home. The adjoining gourmet kitchen, with large center island and connected dining space, can flow seamlessly outside to an optional lanai. After you’ve relaxed with loved ones, let them retreat to either of 2 bedrooms while you recharge in your main-level owner’s suite with its dual vanity bath and expansive walk-in closet. This is all you’ve wanted, all on one level. Discover the ultimate Florida lifestyle in this stunning community. Perfectly situated just off US Highway 27, your new home offers seamless access to work, outdoor recreation, shopping, dining, and more. Imagine being less than 15 minutes from Downtown Winter Haven, where charming local shops and restaurants await your exploration. Plus, you're just 5 miles from public lake access at Lake Daisy, ideal for a day of boating, paddle boarding, and enjoying the water. All Ryan Homes now include WIFI-enabled garage opener and Ecobee thermostat. **Closing cost assistance is available with use of Builder’s affiliated lender**. DISCLAIMER: Photos and/or renderings are for illustrative purposes only and may depict upgraded landscaping, elevations, decorative features, or optional upgrades that may not be included in the home offered. Prices, financing, promotion, and offers subject to change without notice. Promotions cannot be combined with any other offer. Ask the On-site Sales and Marketing Representative for details on promotions, concessions, or any other details.

2240 Labrador Loop, Winter Haven

Listing courtesy of MALTBIE REALTY GROUP. 813-819-5255

4498 Rapallo Avenue E, Winter Haven
$330,900
4 Beds ⋅ 4 Baths ⋅ L4963915 MLS
New construction home with 2227 square feet on two-story including 4 bedrooms with loft, 3.5 baths, and an open living area. Enjoy an open kitchen with Quartz countertops, Samsung stainless steel appliances, a walk-in pantry, and a spacious island, fully open to the dining café and gathering room. The living area, laundry room, and baths include luxury wood vinyl plank flooring, with stain-resistant carpet in the bedrooms. Your owner's suite is complete with a walk-in wardrobe and a private en-suite bath with dual vanities, and a tiled shower. Bedrooms 2 and 3 share a jack-and-Jill bathroom. Plus, enjoy a covered lanai, 2-car garage, custom-fit window blinds, architectural shingles, energy-efficient insulation and windows, and a full builder warranty. “Please note, virtual tour/photos showcases the home layout; colors and design options in actual home for sale may differ. Furnishings and decor do not convey."

4498 Rapallo Avenue E, Winter Haven

Listing courtesy of CAMBRIDGE REALTY OF CENTRAL FL. 863-797-4999

4040 Palma Ceia Circle, Winter Haven
$749,000
3 Beds ⋅ 4 Baths ⋅ L4963754 MLS
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

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

Olympian Way, Winter Haven
$945,000
L4963899 MLS
1 AC Retail Outparcel For Sale or Lease in Winter Haven, Florida! This prime location along Martin Luther King Blvd boasts 30,000+ AADT and over 215 feet of frontage. Positioned in Winter Haven’s commercial corridor, this outparcel is located next to many national retailers, including a Home Depot-anchored shopping center. Zoned C-3, or Commercial Highway, this site allows for a wide range of retail and commercial uses, making it ideal for retail, restaurant, service-based businesses, and many other commercial uses. Additional nearby Retailers include Walgreens, O'Reilly Auto Parts, Publix, AutoZone, Family Dollar, Mister Car Wash, and Mid Credit Union. The property is easily accessed by a private road with two options for ingress/egress via Martin Luther King Blvd. and Unity Way NW. This property is also eligible for incentives from the Florence Villa Community Redevelopment Agency (CRA). These incentives could allow for reducing certain development costs, impact fees, and many other options. Lakeland-Winter Haven is the 2nd fastest growing MSA in the U.S. This is an ideal opportunity for investors or businesses looking to capitalize on a bustling retail environment with strong traffic flow and a growing customer base. The current parcel number includes existing building (1850 Olympian Way) to the south, which will not be included in this purchase. This property will be split upon purchase and a new tax / parcel ID will be created.

Olympian Way, Winter Haven

Listing courtesy of POLK REALTY ADVISORS LLC. 786-387-1809

2363 Gerber Dairy Road, Winter Haven
$210,000
3 Beds ⋅ 2 Baths ⋅ S5154168 MLS
1-Acre Ranch-Style Oasis! No HOA + Seller Concessions for Highly Qualified Buyers Great opportunity! This mobile home features a unique design, highlighted by a massive front porch that spans the entire width of the house, giving it the charming, spacious feel of a ranch-style home. It is a cozy, practical, and functional living space that allows you to enjoy views of the one-acre lot—which offers endless possibilities—from both inside and out. The home includes 3 bedrooms, 2 bathrooms, a laundry room, and a dream kitchen with recessed-panel cabinets, a pantry, and a central island with storage. Wood-look vinyl flooring runs throughout the house, and the spacious primary suite includes a private bathroom with a separate shower. The property and its grounds attract various bird species throughout the year, delighting residents with incredible sunrises and sunsets; you get the best of both worlds—proximity to the city and the peaceful tranquility of country living. Don't miss the chance to see it; schedule an appointment to discover how you can enjoy a peaceful, serene lifestyle close to everything at such an affordable price. Please note: The roof is 20+ years old; however, for highly qualified buyers with a strong pre-approval letter, seller is open to buyer incentives toward closing costs or future updates. This property may be ideal for flexible renovation loans or escrow options—buyers are highly encouraged to ask their lender about these post-closing home improvement programs. Schedule an appointment today to discover how you can enjoy this lifestyle at such an affordable price!

2363 Gerber Dairy Road, Winter Haven

Listing courtesy of NURI REALTY LLC. 407-429-7219

408 Lanier Lane, Winter Haven
$320,000
3 Beds ⋅ 2 Baths ⋅ O6428832 MLS
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

Listing courtesy of CHARLES RUTENBERG REALTY ORLANDO. 407-622-2122

4491 Rapallo Avenue, Winter Haven
$312,900
3 Beds ⋅ 2 Baths ⋅ L4963864 MLS
New construction home with 1744 square feet on one-story including 3 bedrooms, 2 baths, and an open living area. Enjoy an open kitchen with Silestone countertops, Samsung stainless steel appliances, a walk-in pantry, and a spacious island, fully open to the dining café and gathering room. The living area, laundry room, and baths include luxury wood vinyl plank flooring, with stain-resistant carpet in the bedrooms. Your owner's suite is complete with a walk-in wardrobe and a private en-suite bath with dual vanities, a tiled shower, and a closeted toilet. Plus, enjoy a covered lanai, 2-car garage, custom-fit window blinds, architectural shingles, energy-efficient insulation and windows, and a full builder warranty ***Please note - Virtual Tour/Photos showcases the home layout; colors and design options in actual home for sale may differ. Furnishings and décor do not convey!

4491 Rapallo Avenue, Winter Haven

Listing courtesy of CAMBRIDGE REALTY OF CENTRAL FL. 863-797-4999

5584 Taverna Loop, Winter Haven
$274,470
3 Beds ⋅ 2 Baths ⋅ O6428729 MLS ⋅ Allex Ii BLDG.
Under Construction. The Allex II is one of our one-story floorplans featured in Villamar in Winter Haven, Florida. With 2 exteriors to choose from, the Allex is sure to turn heads. Inside this 3-bedroom, 2-bathroom home, you’ll find 1,504 square feet of comfortable living. The living area is an open concept, where your kitchen, living, and dining areas blend seamlessly into a space perfect for everyday living and entertaining. Relax on the covered lanai looking out to your backyard. The kitchen features quartz countertops, stainless-steel appliances and a walk-in pantry which are sure to both turn heads and make meal prep easy. You’ll never be too far from the action with the living and dining area right there. In every bedroom you’ll have carpeted floors and a closet in each room. Whether these rooms become bedrooms, office spaces, or other bonus rooms, there is sure to be comfort. The primary bedroom located in the rear of the home has its own attached bathroom that features a walk-in closet and all the space you need to get ready in the morning. Sharing a sink isn’t a worry with the double vanity. Like all homes in Villamar, the Allex II includes all concrete block and also smart home technology, which allows you to control your home anytime with your smart device while near or away. *Photos are of similar model but not that of the exact house. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Home and community information including pricing, included features, terms, availability, and amenities are subject to change and prior sale at any time without notice or obligation. Please note that no representations or warranties are made regarding school districts or school assignments; you should conduct your own investigation regarding current and future schools and school boundaries.*

5584 Taverna Loop, Winter Haven

Listing courtesy of DR HORTON REALTY OF CENTRAL FLORIDA LLC. 407-250-7299

194  OAK TREE BLVD, Winter Haven
$34,990
2 Beds ⋅ 2 Baths ⋅ 11905674 MLS
Ready for a quick close, this is a 1990 double-wide on Oak Tree Boulevard in Winter Haven Oaks. With two bedrooms, two baths, and a layout that simply flows, this manufactured home welcomes you to settle in without delay. The real charm lies in a bright 12x16 Florida room, thoughtfully converted from the original front porch back in 2018. Fitted with windows, fresh screens, and its own A/C vent, this sunny retreat becomes a year-round favorite for morning coffee or afternoon reading. Behind the scenes, the essentials have been well maintained: a 2015 roof, a 2016 A/C system upgraded the condenser, double-pane windows for efficiency, and updated plumbing dating to 2016. Peace of mind comes standard here. Life in Winter Haven Oaks is genuinely enviable. This 55+ community treats residents to two clubhouses, two heated pools, pickleball courts, an on-site exercise facility, and a lively calendar of activities and events. Two pets under 40 pounds are welcome, too. Then there's the location. Winter Haven is booming with new construction, and this southwest-side setting offers super-easy access to Polk Parkway and Highway 60, letting you sidestep congestion entirely. Bartow and Lakeland sit conveniently close for shopping, dining, and daily errands. The current lot rent of just $605 monthly includes full use of the park's impressive amenities. Comfortable, connected, and move-in ready-this one checks every box for effortless Central Florida living. VISIT THE LISTING AGENT'S WEBSITE TO EXPLORE THE VIRTUAL TOUR, THEN ARRANGE A PRIVATE SHOWING IN PERSON. OUT OF TOWN!?!? NO WORRIES, WE CAN DO VIRTUAL SHOWINGS AND WE CAN DO PAPERWORK REMOTELY. FEEL FREE TO CALL, TEXT, OR EMAIL ME. I LOOK FORWARD TO HELPING YOU CALL YOUR NEW HOUSE A HOME! All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Our company does not and cannot guarantee or warrant the accuracy of this information or the condition of this property. Measurements are approximate. The buyer assumes full responsibility for obtaining all current rates of lot rent, fees, and pass-on costs. Additionally, the buyer is responsible for obtaining all rules, regulations, pet policies, etc., associated with the community, park, or home from the community/park manager. Our company is not responsible for quoting said fees or policies. Pricing excludes administrative fees, tags, state and county taxes, and title fees. Financing is available through 3rd party lenders. Please contact the sales agent for additional information.

194 OAK TREE BLVD, Winter Haven

Listing courtesy of Chrissy Walter with Sunset Home Sales

423 Pelican, Winter Haven
$19,900
2 Beds ⋅ 2 Baths ⋅ 11905573 MLS
Welcome home to this beautifully maintained, Partially furnished 2-bedroom, 2-bath home located in a desirable community with low lot rent. This move-in-ready home features a spacious floor plan, a convenient carport, and a screened-in lanai that's perfect for enjoying your morning coffee or relaxing in the Florida breeze. You'll appreciate the major updates, including complete re-plumbing, a newer roof, and a newer HVAC system, providing added comfort and peace of mind. Ideally located close to shopping, restaurants, and everyday conveniences, this home also offers easy access to everything Central Florida has to offer. Spend the day at the beach-you're only about an hour from either Florida's Atlantic or Gulf Coast-or enjoy world-famous attractions, with all the major theme parks just 45 minutes away. Whether you're looking for a year-round residence or a seasonal getaway, this affordable home offers comfort, convenience, and exceptional value in a beautiful, welcoming community.

423 Pelican, Winter Haven

Listing courtesy of Glenn Fogg with FOGG MOBILE HOME SALES LLC

113 Lake Hazel Drive, Winter Haven
$115,000
2 Beds ⋅ 2 Baths ⋅ G5114792 MLS
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

Listing courtesy of MOSAIC SERVICES LLC. 352-414-5339

5009 Strada Drive, Winter Haven
$415,000
4 Beds ⋅ 3 Baths ⋅ O6428009 MLS
Welcome to this well-maintained Winter Haven pool home, offering over 2,400 sqft of living space on a corner lot. This 4-bedroom, 2.5-bathroom home includes a 3-car garage, wood floors in the kitchen, foyer, and dining room, and spacious rooms with generous closet space. Upstairs, a cozy loft provides the perfect spot to unwind. Step outside to a screened and in-ground pool and spa, surrounded by a large, fenced backyard—ideal for privacy and outdoor enjoyment. The property also includes a rear parking pad with its own side entry, perfect for storing a boat or trailer. If you're looking for an affordable, move-in ready pool home with room to grow—or a strong investment opportunity—this is one you don’t want to miss. The seller is motivated, so schedule your showing today.

5009 Strada Drive, Winter Haven

Listing courtesy of KELLER WILLIAMS ADVANTAGE 2 REALTY. murraycoleman@kw.com

204 Inman Boulevard, Winter Haven
$379,900
5 Beds ⋅ 3 Baths ⋅ L4963802 MLS
NO CDD and a BRAND NEW FENCE!!! Oh my!! 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

Listing courtesy of LA ROSA REALTY PRESTIGE. 863-940-4850

790 Avenue Q  Se, Winter Haven
$180,000
2 Beds ⋅ 1 Baths ⋅ L4963793 MLS
Welcome home to this well-maintained 2-bedroom, 1-bath patio home located in the 55+ community of Parkland Village. This move-in-ready home offers numerous recent updates, including a new roof (December 2025), new windows (2024–2025), new A/C (2022), and a new refrigerator and stove (2026), providing comfort and peace of mind for years to come. Inside, you'll find thoughtful features such as vertical blinds, mirrored closet doors, and storm doors and shutters. The home also includes a private courtyard, perfect for relaxing or entertaining, along with a 1-car carport and a storage closet with a washer and dryer. Residents enjoy access to a recreation building and shuffleboard courts, while the low monthly HOA fee of just $110 includes grounds maintenance, making for easy, low-maintenance living. Conveniently located near shopping, banks, and restaurants, this home offers the perfect combination of comfort, convenience, and affordability. Don't miss this opportunity—schedule your private showing today!

790 Avenue Q Se, Winter Haven

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

1103 Cypress Gardens Boulevard Unit 13, Winter Haven
$123,000
1 Beds ⋅ 1 Baths ⋅ L4963758 MLS ⋅ C BLDG.
FOR SALE - 1 Bedroom/1 Bath Mediterranean Style Condominium on Lake Roy...part of Winter Haven's beautiful Chain of Lakes. Professionally decorated, this condo comes with a newly renovated bathroom in 2026, granite countertops, window treatments, and double paned windows. It features newer appliances such as refrigerator (2026), gas stove (2026), gas water heater (2023), and a stackable washer and dryer (2026). It also includes a dishwasher and a microwave. The condo is on the bottom floor and features a Bonus Room suitable for a home office. It has a low electric bill and low HOA fees. The outside has a lovely, shaded picnic area. All Residents enjoy dock privileges. This area is quiet and comfortable. Shopping, Restaurants, and Pharmacies are all less than 5 minutes away.

1103 Cypress Gardens Boulevard Unit 13, Winter Haven

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

665 Broadmoor Circle, Winter Haven
$165,000
2 Beds ⋅ 2 Baths ⋅ L4963630 MLS
Virtually Staged. Welcome to effortless Florida living in the highly sought-after gated Cypress Wood Golf & Country Club! Perfectly positioned on the beautifully maintained 10th hole, this 2-bedroom, 2-bath villa offers over 1,100 square feet of comfortable living with no close rear neighbors—just breathtaking views of lush fairways, mature oak trees, and Florida wildlife. Inside, you’ll find a bright, open floor plan complete with a spacious Florida room, the perfect place to enjoy your morning coffee or unwind while taking in the peaceful golf course scenery. Offered fully furnished with quick occupancy available, this home is truly move-in ready. Beyond the entrance, experience the exceptional lifestyle that makes Cypress Wood one of Central Florida’s most desirable golf communities. Enter through a 24-hour guard gate and enjoy a scenic drive along beautifully landscaped, tree-lined streets surrounded by meticulously maintained grounds and natural beauty. Residents have access to outstanding amenities including an 18-hole championship golf course, clubhouse, restaurant, community pool, tennis courts, pickleball courts, and a vibrant social atmosphere. The HOA provides lawn maintenance and exterior upkeep, allowing you to spend more time enjoying everything this resort-style community has to offer. Conveniently located just minutes from LEGOLAND Florida Resort, shopping, dining, and everyday conveniences, with easy access to Highway 27 and I-4, offering an easy commute to both Orlando and Tampa. Whether you’re searching for a full-time residence, winter retreat, or investment opportunity, this villa offers the perfect blend of comfort, convenience, and carefree Florida living. Schedule your private showing today !

665 Broadmoor Circle, Winter Haven

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

How much is your home worth?

Get instant property value now!