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651 Lake Dexter Circle, Winter Haven
$200,000
3 Beds ⋅ 2 Baths ⋅ P4939989 MLS
Here's the opportunity. Buyer had issues and offers this back to the market. The property you are inquiring about is located in Winter Haven, FL, in the Lake Dexter area of Polk County. Ok, straight up - This house needs work! The price reflects the evidence. We are here to sell this house because of location AND under market value "As-is". We know what it needs! We also know what you need! Cheap house to offset interest rates, cash to investment equity, or a handy-dandy family looking to help their start-up children quit paying rent, or winter home, or a side slide revenue generator, ANY of the above on this 3-bedroom, 2-bathroom, 1,345 sq.ft. home, with a screened lanai and a garage. It's ready to close in Ten so offer up! Call, text, email.

651 Lake Dexter Circle, Winter Haven

Listing courtesy of BROKERS REALTY OF CENTRAL FLOR. 863-294-6773

5850 Cypress Gardens Boulevard Unit 303, Winter Haven
$179,000
3 Beds ⋅ 3 Baths ⋅ L4965447 MLS ⋅ 300 BLDG.
3 BEDROOM 2.5 BATH CONDO ON CYPRESS GARDENS BLVD: Affordable, spacious and move-in ready, this 3-bedroom, 2.5-bath condo offers more than 1,500 square feet of living space in Royal Crescent, directly across from LEGOLAND in the heart of SE Winter Haven. The residence features an updated kitchen and bathrooms, double-pane windows and sliding doors, a private outdoor patio and two assigned parking spaces. Royal Crescent offers an established residential setting just off Cypress Gardens Boulevard, with classic traditional architecture, columned entries, a large central green shaded by mature trees and a newly remodeled community swimming pool—all at a price point that makes comfortable, convenient living surprisingly affordable. Inside, the two-story floor plan provides generous living spaces downstairs with the bedrooms privately situated upstairs. The main level includes formal living and dining areas, a separate family room, half bath and multiple storage closets, with warm wood flooring extending throughout much of the home. The kitchen features updated white cabinetry, abundant counter and storage space and a full complement of like-new appliances. An interior laundry closet with Maytag washer and dryer adds everyday convenience. Upstairs, the spacious primary suite includes two closets and a private en-suite bath. Two additional bedrooms are comfortably sized with generous closets, ceiling fans and convenient access to the full guest bath. Wood flooring continues into the bedrooms, and the upper level enjoys elevated views across the community and surrounding area. One of the home's most enjoyable features is the private rear patio. Fully enclosed for privacy and large enough for an outdoor dining table and additional seating, it provides genuine outdoor living space for morning coffee, grilling or relaxing in the Florida sunshine. Royal Crescent's location places an impressive amount of everyday life within a very small radius. Legoland Florida Resort is directly across Cypress Gardens Boulevard, with Publix, Starbucks, restaurants, shopping, fitness and entertainment nearby. Downtown Winter Haven is just a short drive away, while Highway 27 provides convenient access toward the greater Orlando and Tampa areas. Beyond its convenience, Winter Haven is a city defined by its lakes. The area's Chain of Lakes provides miles of interconnected waterways for boating, fishing, watersports and waterfront dining, while downtown offers locally owned restaurants, coffee shops, breweries, boutiques, parks and community events. It is a distinctly Central Florida lifestyle with many of the conveniences of a larger city without losing Winter Haven's established, small-city character.

5850 Cypress Gardens Boulevard Unit 303, Winter Haven

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

441 San Jose Drive, Winter Haven
$254,900
2 Beds ⋅ 2 Baths ⋅ L4965434 MLS
Welcome to 441 San Jose Drive, featuring a NEW ROOF installed in 2026 and located in the highly sought after Orchid Springs community of Winter Haven. This spacious 2 bedroom, 2 bathroom patio home sits on an oversized lot and offers a thoughtfully designed floorplan with generous living spaces and wonderful indoor and outdoor flow. The expansive kitchen opens to the large family room and dining area, creating an inviting space for everyday living and entertaining, while a separate living room and breakfast nook provide additional room to spread out. The spacious primary suite is privately positioned at the rear of the home and features an ensuite bathroom and walk in closet, while the second bedroom and full bathroom are located on the opposite side of the home. The home features a combination of tile and carpet flooring throughout. Step outside to enjoy both a charming courtyard and a large screened porch, offering multiple spaces to relax and enjoy the oversized lot. A wooded area along one side of the property is visible from the kitchen and adds a peaceful, secluded feel to the home. Additional features include a 2 car garage and gas water heater. Conveniently located in Winter Haven, this home is close to shopping, dining, medical facilities, recreation, and everyday conveniences. With its spacious floorplan, oversized lot, multiple outdoor living spaces, NEW ROOF, and desirable Orchid Springs location, 441 San Jose Drive is ready to welcome its next owner.

441 San Jose Drive, Winter Haven

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

5661 Struthers Court, Winter Haven
$299,990
4 Beds ⋅ 2 Baths ⋅ A4708119 MLS
RARE DUPLEX OPPORTUNITY – PERFECT FOR INVESTORS OR HOUSE HACKING! Excellent opportunity to own a CBS duplex featuring two 2-bedroom, 1-bath units situated on approximately 0.22 acres, ideal for a buy-and-hold investor or an owner-occupant looking to offset their monthly mortgage with rental income. One unit is currently rented while the other is vacant, providing flexibility for immediate occupancy or the opportunity to place your own tenant. The property is in good working and living condition and features attractive curb appeal, open kitchens, spacious living areas, and generously sized bedrooms. Major improvements include a NEW ROOF installed in 2025 and A/C systems from 2025 and 2017, helping reduce concerns over major capital improvements. With one unit already producing income and the second available for occupancy or rental, this property offers multiple possibilities for both investors and owner-occupants. Live in one side and rent the other to help offset your mortgage or operate both units as a long-term rental investment. Duplex inventory at this price point is extremely limited. Don’t miss the opportunity to secure a versatile income-producing property with major updates already completed.

5661 Struthers Court, Winter Haven

Listing courtesy of FLATFEE.COM. 954-965-3990

3304 Costello Circle, Winter Haven
$284,900
3 Beds ⋅ 2 Baths ⋅ L4965165 MLS
Better than New and Move in ready! A screened porch for morning coffee, a fully fenced backyard, and a kitchen finished with white cabinetry and quartz countertops—3304 Costello Circle brings together the features that make a house comfortable to come home to. Set in Winter Haven’s Villamar community, this single-story block home was built in 2023 and offers three bedrooms, two full bathrooms, 1,553 square feet of living space, and an attached two-car garage. Inside, luxury vinyl plank flooring extends throughout the home, with no carpet to maintain. The open-concept living and dining areas keep the main gathering space connected to the kitchen, making it easy to prepare a meal while spending time with guests. White cabinets, quartz countertops, and ample workspace give the kitchen a clean, coordinated finish. The split-bedroom floor plan places the primary suite apart from the secondary bedrooms. The primary bedroom includes a generous walk-in closet and its own en suite bathroom. Two additional bedrooms share a hallway bathroom and provide space for guests, hobbies, or a home office. The second bedroom also includes a walk-in closet, adding storage beyond the primary suite. Indoor laundry keeps everyday tasks conveniently inside. Continue to the screened porch, where there is a welcoming spot to sip morning coffee or settle in for a quiet evening. The fully fenced backyard extends the outdoor living space with room to enjoy the sunshine, garden, or spend time with pets. Beyond your own backyard, Villamar offers a community swimming pool, cabana, shaded poolside seating, and playground in a lakeside setting along Crystal Lake. For those who enjoy fishing, a neighborhood fishing pond is located just five doors down, adding another opportunity to enjoy the outdoors close to home. Shopping, dining, LEGOLAND Florida, and connections to US-27, US-17, and Highway 60 add to the location’s convenience. Come explore the layout, finishes, and outdoor spaces that make this Winter Haven home stand out.

3304 Costello Circle, Winter Haven

Listing courtesy of BHHS FLORIDA PROPERTIES GROUP. 863-701-2350

521 Adriel Avenue, Winter Haven
$347,000
4 Beds ⋅ 2 Baths ⋅ 12008731 MLS
Space, privacy and thoughtful updates come together in this spacious 4-bedroom, 2-bath home offering approximately 2,280 sq ft of living space on over half an acre! Step inside to an inviting open floor plan featuring a split-bedroom layout that provides added privacy and flexibility. Wood-look flooring flows through the main living areas. The kitchen was completely remodeled in 2022 and offers plenty of workspace while opening directly to the family room-perfect for staying connected while cooking, entertaining or enjoying everyday life. The generously sized primary suite provides a comfortable retreat, while additional bedrooms offer plenty of space for family, guests, a home office or hobbies. Outside, enjoy the extra room that comes with a large lot and no rear neighbors. Major improvements include a new roof in 2025, adding even more peace of mind. Conveniently located near major roadways with easy access to shopping, dining and entertainment. A 13-month home warranty is also included. Come see all the space and possibilities this home has to offer.

521 Adriel Avenue, Winter Haven

Listing courtesy of William Ortiz Collazo with Maktub Realty

192  Fountain Way, Winter Haven
$69,500
3 Beds ⋅ 2 Baths ⋅ 12007441 MLS
Beautifully remodeled home is for sale featuring a well decorated interior and thoughtfully landscaped exterior, this fully furnished 3-bedroom, 2-bath manufactured home with 1329 sq ft heated interior plus 2 screened porches totalling 1520 sq ft of enjoyable living space. The spacious, light-filled living room opens to the dining room, creating coming setting for everyday living and entertaining. Built-in dining cabinatry adds character and storage, while the kitchen features white cabinets, generous counter space, and a refrigerator, range, dishwasher, and convection oven.in closet and an ensuite bathroom with a shower. Two additional bedrooms provide flexibility for guests, a home office, or hobbies. Convenient indoor laundry includes a washer and dryer that convey with the home. Enjoy morning coffee or unwind on the spacious screened porch. Attractive landscaping creates lovely curb appeal, while the beautiful backyard features mature greenery and room to relax, garden, or gather with friends. A covered carport accommodates two vehicles, and both an attached storage shed and a separate detached storage shed provide ample additional storage. Recent improvements include new interior and exterior paint, new waterproof vinyl plank flooring throughout, new Eco-Friendly Roof Sealer URETHANIZER was applied, with a 20 years warranty, to reduce cooling costs and energy consumption, new water heater, disposal, blinds, and and smoke/carbon monoxide decectors and fire extinguishers also added within the past year. New plumbing in kitchen and bathrooms completed in 2025, new wather and dryer with 3 yr warranty as well as preplaced HVAC refrigerant line insulation. New refrigerator (2024) and much of the furniture was purchased in 2024. Community features include a clubhouse, shuffleboard courts, and lake views, adding to the appeal of this inviting Florida setting. Lot Rent is $570 per month includes a gated community, clubhouse, shuffleboard, boat and RV storage, and lake views. With thoughtful updates, furnishings, and beautiful outdoor spaces, this well-maintained home deserves a spot on your must-see list. Schedule your private showing today! All listing information is believed to be reliable but is not guaranteed and should be independently verified by buyers through personal inspection and appropriate professionals. Integrity Mobile Home Sales does not guarantee the accuracy of measurements, dimensions, lot rent, taxes, fees, utilities, improvements, amenities, included items, or property condition. Information is subject to errors, omissions, price changes, prior sale, or withdrawal without notice.

192 Fountain Way, Winter Haven

Listing courtesy of Jennifer Maasdorp with Integrity Mobile Homes

284 Siberian Cypress Circle, Winter Haven
$129,800
3 Beds ⋅ 2 Baths ⋅ 12007326 MLS
Cypress Creek Village 55+ Retirement Community 3 Bedroom | 2 Bathroom | 1344 sq ft | $129,800.00 This like new 2022 Maria Model is a perfect floor plan! Open concept living, dining, and kitchen flow out to a raised screen room and an additional covered patio for grilling! The kitchen has a full-sized pantry, an eat in kitchen and a bar that holds 4 bar stools. Lots of cabinets and counter space! The large main bedroom easily fits a king sized bed between the windows with room to spare. Attached are large walk in closet and ensuite bathroom. The double vanity features light up mirrors! There are 2 nice sized guest rooms and a full guest bathroom. The dedicated laundry room includes extra storage cabinetry and a washing machine and dryer. This home also has a spacious carport for 2 and a 12 x 12 shed with double doors - perfect to house a golf cart and room for storage. This Energy Star house has extra insulation and efficient appliences for low electric bills! CYPRESS CREEK VILLAGE is one of the NEWEST Gated 55+ active adult communities in Central Florida. Featuring an amazing clubhouse, pool, spa, gym, movie theatre, library, pickle ball courts and shuffleboard. Activities abound! This pet friendly community is located in beautiful Winter Haven, halfway between Tampa and Orlando - both with major airports. Close to beautiful Downtown Winter Haven and attractions such as Disney World, Universal Studios, Lego Land, and Bok Tower Gardens. Ride your golf cart to Cypresswood Golf Course, Dollar General, and several retail shops. One of the finest homes around! Schedule your tour today!

284 Siberian Cypress Circle, Winter Haven

Listing courtesy of Russ Heitman with CRF Communities

521 Adriel Avenue, Winter Haven
$347,000
4 Beds ⋅ 2 Baths ⋅ S5158323 MLS
Space, privacy and thoughtful updates come together in this spacious 4-bedroom, 2-bath home offering approximately 2,280 sq ft of living space on over half an acre! Step inside to an inviting open floor plan featuring a split-bedroom layout that provides added privacy and flexibility. Wood-look flooring flows through the main living areas. The kitchen was completely remodeled in 2022 and offers plenty of workspace while opening directly to the family room-perfect for staying connected while cooking, entertaining or enjoying everyday life. The generously sized primary suite provides a comfortable retreat, while additional bedrooms offer plenty of space for family, guests, a home office or hobbies. Outside, enjoy the extra room that comes with a large lot and no rear neighbors. Major improvements include a new roof in 2025, adding even more peace of mind. Conveniently located near major roadways with easy access to shopping, dining and entertainment. A 13-month home warranty is also included. Come see all the space and possibilities this home has to offer.

521 Adriel Avenue, Winter Haven

Listing courtesy of MAKTUB REALTY. 407-930-3530

37 Lake Eloise Lane, Winter Haven
$515,000
3 Beds ⋅ 2 Baths ⋅ P4940000 MLS
Located in the desirable, tree-lined community of Harbour Estates, this custom-built 3-bedroom, 2-bath pool home offers expansive living spaces, and an exceptional outdoor lifestyle. Situated on an impressive .57-acre corner lot at the end of a quiet cul-de-sac, this property provides privacy, space and convenience in a highly sought-after location. Upon arrival, a grand courtyard welcomes you to sit and enjoy the beautifully landscaped grounds. A lovely leaded-glass front door with transom window opens into the inviting foyer, creating an elegant first impression. The generously sized Living Room features a striking stone fireplace, tray ceiling and strategically placed floor outlets that allow for flexible furniture placement. Three sets of glass sliding doors overlook the patio and pool area, bringing the outdoors in and creating a seamless connection between the interior and exterior living spaces. The eat-in Kitchen showcases a timeless black-and-white design, featuring crisp white cabinetry accented with crown molding and designer brushed-nickel hardware. Sleek black granite countertops beautifully complement the tile backsplash, while the kitchen sink is strategically positioned beneath a picture-frame window offering wonderful views of the pool. The upgraded stainless-steel appliance package includes a convection range, while recessed lighting illuminates the space. A cabinet pantry provides additional storage and a convenient coffee bar with a USB outlet adds both functionality and convenience to the kitchen. The charming breakfast nook provides the perfect spot for casual dining. The formal Dining Room features classic chair-rail molding and flows effortlessly into the kitchen, making it ideal for entertaining. The spacious 16' x 23' Primary Bedroom Suite features a beautiful coved ceiling and plenty of room for a comfortable sitting area. Additional features include wall-to-wall carpeting, a safe, and 2 closets, one of which is a walk-in closet. The luxurious Primary Bath offers dual comfort-height vanities with granite countertops, linen closet and walk-in shower with glass enclosure. A bidet and comfort-height toilet are located within the private water closet. A convenient access door leads directly to the patio. Two spacious Guest Bedrooms share a lavishly appointed Guest Bathroom featuring an oversized vanity, luxurious soaking tub accented by a decorative tile surround and a separate walk-in shower with glass enclosure. Outdoor living is truly exceptional in the fully fenced and meticulously landscaped backyard. A sparkling saltwater pool, surrounded by an expansive patio, provides the perfect setting for relaxing or entertaining family and friends. Distant views of Little Lake Eloise add to the tranquil setting. Additional features include a Laundry Room w/ cabinetry, washer & dryer, double-pane Pella fiberglass windows, glass storm door, water softener system, 2024 water heater, security system, stone-accent facade, 2023 architectural shingle roof, well for irrigation, freshly painted exterior, gutters, exterior lights, & 220-volt wiring in the oversized 3 car garage. The garage also features a garage door opener & provides abundant space for vehicles, storage or recreational equipment. Ideally situated in the picturesque community of Harbour Estates, this exceptional home offers the perfect blend of space, comfort, privacy, and convenience, just minutes from shopping, restaurants and LEGOLAND Resort.

37 Lake Eloise Lane, Winter Haven

Listing courtesy of CENTURY 21 MYERS REALTY LAKE WALES. 863-676-4448

1215 Fairlane Court Nw, Winter Haven
$335,000
3 Beds ⋅ 2 Baths ⋅ TB8553587 MLS
Come take a look at this beautifully maintained 3-bedroom, 2-bath home near the heart of Winter Haven, ready for its new owners! This property offers an optional HOA with no deed restrictions, giving you added flexibility. Step inside to a spacious, open dining and kitchen area featuring updated appliances and plenty of room for entertaining. Toward the rear of the home, you'll find a HUGE living space that offers plenty of room for the whole family to relax and gather. Situated on a DOUBLE LOT totaling nearly half an acre, this property provides an abundance of outdoor space, with plenty of room to add a pool in the future. The fully fenced yard offers privacy and a safe space for pets, while the large storage shed provides plenty of room for tools, equipment, and all your extras. The home is situated on a dead end road for added privacy and no through traffic. Major updates include a roof replaced in 2018 and a completely replaced AC system in 2023. Located in a quiet neighborhood, this home offers a peaceful setting while still being conveniently close to shopping, medical facilities, dining, and entertainment. Come see all this lovely home has to provide and make it yours today!

1215 Fairlane Court Nw, Winter Haven

Listing courtesy of KELLER WILLIAMS TAMPA CENTRAL. 813-865-0700

52 Temple Circle, Winter Haven
$28,500
2 Beds ⋅ 1.5 Baths ⋅ 12005511 MLS
This 2-bedroom, 1-1/2-bath home features numerous updates, including new laminate flooring, a roof replaced approximately 3 years ago, serviced A/C, updated electrical, and copper and PEX plumbing throughout. The master bedroom has new windows, a large closet, and includes the bedroom furniture. The second bedroom has a Murphy bed, large closet, and new flooring. The main bathroom was updated in 2023, along with the additional 1/2 bath. The open kitchen includes a pantry, new island, updated stove, and new countertop. Dining room and living room furniture remain, including a sofa bed with a brand-new double mattress. A 10' x 20' lanai features all-new vinyl windows, wooden blinds, a bar, extra 2-door refrigerator, window A/C, and furnishings. The lanai opens to an enclosed Tiki area with lattice for privacy and an additional 1/2 bath. The home also includes a large carport and shed with a new washer, working dryer, tools, bicycles, and outdoor furniture. A well-maintained E-Z-GO golf cart is included! (Approximately $700 was spent on new golf cart parts last year.)

52 Temple Circle, Winter Haven

Listing courtesy of Patty Nee with Town and Country Mobile Homes Sales

100 El Camino Drive Unit 301, Winter Haven
$149,900
3 Beds ⋅ 3 Baths ⋅ B4902382 MLS ⋅ Granada Building BLDG.
Welcome to 100 El Camino Drive, Unit 301, a spacious corner-unit condominium located in the established Orchid Springs community of Winter Haven. As one of the larger residences in the building, this home offers an appealing combination of generous living space, privacy, convenience, and low-maintenance Florida living. The thoughtfully designed floor plan provides each bedroom with its own private full bathroom, making the home especially well suited for guests, multi-generational living, or owners who simply appreciate added privacy. As a corner unit, the residence benefits from an enhanced sense of separation and space, while additional storage provides room for seasonal items and everyday necessities. Major improvements include a 2023 Heating system and the home has been replumbed throughout, offering valuable updates for the next owner. Additional conveniences private storage, elevator access, and a designated parking space. Orchid Springs offers a peaceful residential setting highlighted by beautifully maintained grounds and scenic water features, along with access to a private community pool and clubhouse. The monthly association fee provides exceptional convenience by including water, gas, cable, internet, and trash service, helping simplify monthly expenses. Community amenities also include pool and clubhouse access, with association services supporting an easy, low-maintenance lifestyle. The location places you in the heart of everything Winter Haven has to offer. Enjoy convenient access to shopping, dining, medical services, downtown Winter Haven, LEGOLAND® Florida Resort, and the famous Winter Haven Chain of Lakes. Known as the “Chain of Lakes City,” Winter Haven offers abundant opportunities for boating, fishing, kayaking, waterfront dining, and other outdoor recreation while remaining conveniently positioned within Central Florida. Spacious, updated, and packed with included amenities, Unit 301 offers an excellent opportunity to enjoy comfortable condominium living in one of Winter Haven’s most distinctive established communities.

100 El Camino Drive Unit 301, Winter Haven

Listing courtesy of CRAIG BURKE REAL ESTATE GROUP, LLC. 863-899-5010

Winter Haven
$275,000
3 Beds ⋅ 2 Baths ⋅ S5158522 MLS
Welcome to 5135 Magnolia Preserve Blvd, Winter Haven. This beautifully maintained 3-bedroom, 2-bathroom, home offers the perfect combination of comfort, space, and convenience. Designed with an inviting open-concept floor plan, split bedrooms and vaulted ceilings. This residence provides ample room for both everyday living and entertaining. The kitchen includes a seated bar that overlooks the great room. The private master bedroom suite boasts a large walk-in closet. Property also includes a whole-house water filtration system and an 8' x 12' backyard shed. This home was built in 2019 by Southern Homes and sits on a nice size lot featuring an attached 2 car garage. Easy access to freeways, restaurants, shopping, boating, fishing charters, and LEGOLAND. The neighborhood is walking distance from Eagle Lake complete with boat ramps, rolling hills and beautiful sunsets. This property presents an excellent opportunity to enjoy the best of Central Florida living.

Winter Haven

Listing courtesy of HOME BANKERS REALTY, LLC. 407-486-6169

6059 Navona Way, Winter Haven
$309,990
4 Beds ⋅ 3 Baths ⋅ O6446013 MLS
Under Construction. Introducing the Crestview floorplan, a unique two-story all block construction home available in Villamar, one of our communities in Winter Haven, Florida. Inside this 4 bedrooms, 3-bathroom home you will find 1,866 square feet of desirable living. As you step through the foyer you are greeted with a well-appointed kitchen that features an island with bar seating, cabinets for storage, quartz countertops and stainless-steel appliances. The kitchen overlooks the dining room, living room and outdoor patio making entertaining guests or enjoying time with family easy. The first floor also features a powder room. Perfect for keeping your privacy during guest visits. The second floor is complete with the primary bedroom, three additional bedrooms, a loft, and the laundry room. The primary bedroom includes its own bathroom with a dual vanity sink, separate shower and spacious walk-in closet. Like all homes in Villamar, the Crestview includes 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.*

6059 Navona Way, Winter Haven

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

215 S Lake Howard Drive, Winter Haven
$419,000
3 Beds ⋅ 2 Baths ⋅ L4965431 MLS
LAKEFRONT OPPORTUNITY ON LAKE HOWARD! Enjoy the Winter Haven waterfront lifestyle at 215 S Lake Howard Drive. This 3-bedroom (with bonus room off bedroom- possibly and office overlooking the lake), 2-bath home includes lakefront property directly across Lake Howard Drive from the residence, providing access to beautiful Lake Howard along with a private dock and covered boat area. The home has recently been refreshed and is ready for its next chapter, featuring fresh interior paint including painted ceilings, new carpet and padding, professional cleaning, and professionally steam-cleaned tile. The floor plan offers comfortable living spaces, a single-car garage, and a large screened rear patio overlooking the spacious, fenced backyard. Home is directly wired for connection of a generator during power outage. Across the street, your lakefront area provides the opportunity to enjoy boating, fishing, and everything that makes living on Lake Howard so special. Keep your boat conveniently at the dock and head out on the water to enjoy the Central Florida lake lifestyle. The home offers a great foundation for a buyer looking for waterfront access while still having the opportunity to make additional improvements and personalize the property. With some added love and updating, this could become a wonderful full-time residence, seasonal Florida home, or lake retreat. Conveniently located near downtown Winter Haven, shopping, dining, medical facilities, and area attractions, this property combines an established location with one of Winter Haven's most desirable amenities—access to Lake Howard right across the street. Bring your vision, your boat, and your love of the water and discover the possibilities at 215 S Lake Howard Drive!

215 S Lake Howard Drive, Winter Haven

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

4230 Roberta Drive, Winter Haven
$360,000
5 Beds ⋅ 3 Baths ⋅ O6445712 MLS
Welcome to 4230 Roberta Drive in Winter Haven! This spacious single-family home offers 5 bedrooms, 3 bathrooms, and approximately 2,616 sq ft of heated living area, providing plenty of space for comfortable everyday living. The home features a functional layout with the primary bedroom located upstairs, central A/C and heating, and a 2-car attached garage. With generous living spaces and a practical floor plan, this home offers plenty of possibilities to make it your own. Seller is offering up to $10,000 toward buyer’s closing costs, subject to agreed-upon terms. Enjoy the benefit of a remarkably low association fee of only $275 per year. Conveniently located in Winter Haven with access to shopping, dining, services, and everyday conveniences. A great opportunity to make this property your next home. All information is deemed reliable but should be independently verified by buyer and buyer’s agent.

4230 Roberta Drive, Winter Haven

Listing courtesy of FORTEX REALTY INC. 305-600-7893

815 Lake Jessie Drive, Winter Haven
$595,000
4 Beds ⋅ 4 Baths ⋅ S5158452 MLS
Virtually Staged. $20,000 SELLER CREDIT! Take advantage of this amazing opportunity! The sellers are offering a $20,000 CREDIT that buyers can use toward closing costs, to buy down their mortgage interest rate, or a combination of both! Mediterranean-Style Estate with Private Casita, Pool, Covered 2-Car Garage, Spacious Workshop & NO HOA in Winter Haven. Welcome to a truly unique Mediterranean-style estate offering over 4,100 square feet of living space, exceptional versatility, and the freedom of no HOA. This spacious property features a main residence plus a private casita, creating an ideal setup for multi-generational living, extended family, guests, a private home office, or flexible additional living space. Inside, you'll find generous living areas, beautiful architectural details, and plenty of room for both everyday living and entertaining. Recent improvements include a NEW ROOF and NEW AC, offering added peace of mind for the next owner. Enjoy your own private outdoor oasis featuring a beautiful saltwater pool with a new heating and cooling system, complemented by a poolside cabana, perfect for relaxing and entertaining year-round. The property also features a covered 2-car garage and an ample workshop, providing excellent space for vehicles, hobbies, projects, tools, storage, or recreational equipment. Need even more room for your toys? With no HOA and ample parking for boats, RVs, and recreational vehicles, this property offers the space, flexibility, and freedom that can be difficult to find. Conveniently located near Winter Haven's famous Chain of Lakes, you'll be close to boating, fishing, recreation, shopping, dining, and everything the area has to offer. Whether you're searching for a family estate, multi-generational home, private guest accommodations, a home with income potential, or simply a distinctive property with plenty of space and privacy, this home offers endless possibilities. Can't tour in person? Virtual tours are also available! Contact us today to schedule your private showing or virtual tour and experience everything this exceptional Winter Haven property has to offer.

815 Lake Jessie Drive, Winter Haven

Listing courtesy of META ONE REALTY GROUP LLC. 407-223-3678

227 Mockingbird avenue, #227 Unit #227, Winter Haven
$25,000
3 Beds ⋅ 2 Baths ⋅ 12004135 MLS
Welcome to this well‑maintained 3‑bedroom, 2‑bath home located in a friendly Winter Haven community offering RV parking and convenient amenities. This spacious 14x66 FIES home features multiple outdoor and indoor living spaces, including a Florida room, deck, workshop, detached shed, and covered carport, providing excellent functionality for everyday living. Inside, the home offers a comfortable layout with ceramic tile and luxury vinyl tile flooring throughout. The kitchen is equipped with stainless steel appliances, including a refrigerator, oven/range, microwave, dishwasher, garbage disposal, and washer. A water heater is also included. The home is serviced by municipal water and sewer, and the community provides trash pickup for added convenience. Enjoy year‑round comfort with an electric heat pump and central air system. A hot tub is also included, adding a relaxing touch to the property. This affordable home offers a great opportunity for comfortable living with plenty of storage, outdoor space, and useful amenities.

227 Mockingbird avenue, #227 Unit #227, Winter Haven

Listing courtesy of Lisa Hodge with AMERICAN MOBILE HOME BROKERS

124 Edgewater Drive, Winter Haven
$224,900
3 Beds ⋅ 1 Baths ⋅ TB8549791 MLS
MOTIVATED SELLER Welcome to this charming home tucked into the desirable Carefree Cove neighborhood of Winter Haven. This 3 bedroom, 1 bath home is as cute as a button and features a beautiful living space that has been thoughtfully remodeled throughout, offering move-in-ready comfort with none of the guesswork. The front exterior has custom woodwork making a modern statement as soon as you pull up. A long driveway can accommodate multiple vehicles or storage for a boat or RV. Upon stepping inside you'll find brand-new laminate flooring flowing throughout every room, making clean ups and pet care easy peasy as there is NO carpet anywhere in the home. An upfront drop-zone is perfect for slipping on your shoes or storing purses & backpacks. Love to entertain??? Then the large family room will check these boxes! With a beautiful fireplace as a focal point, you'll also have a cafe section perfect for popcorn & snacks with a beverage fridge tucked in the corner. Tons of windows throughout make this a bright and airy home. The kitchen has been upgraded to butcher block countertops that are stunning on the eyes. A large pantry can easily accommodate all the big cases of water, rolls of paper towel & much much more! Just off of the kitchen is a nicely sized dining room. This can hold a large formal table and still have room for a serving buffet or credenza for extra storage. All 3 bedrooms feature new closet sliding doors. Major system upgrades give buyers extra peace of mind, including a brand-new roof and a 4-year-old air conditioning system. The big-ticket items are already taken care of. This home sits on a generous 7,279 sq ft lot with a fully fenced rear yard and a bonus screened patio, perfect for enjoying Florida evenings. Fire up the grill and enjoy BBQing while cozying up to a fire-pit in your rear backyard oasis. Solid block construction and a slab foundation add to the home's durability. Ideally located just off Carefree Cove Drive near the water, this home offers a quiet, established neighborhood feel while remaining close to Winter Haven's shopping, dining, and the area's famous chain of lakes. Whether you're a first-time buyer, downsizer, or investor, this fully updated home is ready for its next chapter. Schedule your showing today!

124 Edgewater Drive, Winter Haven

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

930 Cattleman Street, Winter Haven
$345,000
5 Beds ⋅ 3 Baths ⋅ O6445356 MLS
Discover the perfect family lifestyle at 930 Cattleman St, located in the Inman Groves community of Winter Haven, Florida. This Lennar Boston model features a modern and spacious layout with 5 bedrooms and 2.5 bathrooms, ideal for those looking for comfort and plenty of room to grow. The first floor features an open-concept kitchen that seamlessly connects to the living area, creating the perfect setting for family gatherings and entertaining. It also includes a versatile flex space that can be used as a formal dining room, home office, or playroom. Upstairs, you’ll find all five bedrooms, including a spacious primary suite with a private bathroom and walk-in closet. The home also offers the added convenience of a two-car garage. With a generous backyard and convenient access to shopping, schools, and major roadways, this home offers an excellent combination of peaceful living and connectivity. Don’t miss the opportunity to live or invest in one of Winter Haven’s growing areas!

930 Cattleman Street, Winter Haven

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

2668 Rutledge Court, Winter Haven
$219,900
3 Beds ⋅ 2 Baths ⋅ L4965371 MLS ⋅ 2668 BLDG.
NEW PRICE REDUCTION on this Beautifully Upgraded 1-Story Townhome|Low-Maintenance Florida Living! 2 BR PLUS BONUS ROOM-can be used as 3rd Br/2 Full BA home featuring GORGEOUS wood-plank Italian tile floors with authentic real-wood look, designer selected paint-pallets for a neutral interior to make your own. Upgraded carpet in bedrooms, HUGE Walk-in closet in Master BR, custom light fixtures with dimmer in Dining Room for softer lighting when desired. Stainless steel appliances in kitchen with range above oven and disposal. Separate laundry room with storage closet near kitchen. Enjoy soaring high ceiling with sky light and open floor plan with kitchen/dining room/living room adjacent for an open and airy feel. Upgraded ceiling fan/light combos for cool interior, as well as custom outdoor fan to stay cool on your screened in back porch, overlooking beautiful lined oak trees. The garage is designed for convenience with custom ceiling storage racks to provide organization for tools, recreation equipment, and all your Florida lifestyle essentials, while still being able to park in the garage and your private driveway. The Verandahs amenities include gated community pool & private dock on Lake Reeves. HOA includes exterior maintenance including roof, landscaping, as well as INTERNET & CABLE, reducing monthly living costs substantially! Winter Haven is renowned for its famous Chain of Lakes, making this charming town an ideal location for boating, fishing, and outdoor enthusiasts. Conveniently located within easy reach of the attractions and entertainment of Orlando and Tampa, as well as major international airports, this home offers an appealing combination of tranquillity and accessibility. A wonderful opportunity to enjoy comfort, style, recreation and the best of Central Florida!

2668 Rutledge Court, Winter Haven

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

5281 Pebble Beach Boulevard, Winter Haven
$269,900
3 Beds ⋅ 2 Baths ⋅ P4939964 MLS
Begin the next exciting chapter of your life in Lake Ashton, Central Florida’s premier 55+ active-adult community, where this beautifully maintained and tastefully updated 2-bedroom, 2-bath home with den offers the perfect combination of comfort, convenience, and Florida lifestyle living. Ideally situated on a desirable corner lot with a generously sized yard, this inviting home welcomes you with its attractive curb appeal and continues to impress with thoughtful updates and quality features throughout. The kitchen offers 42-inch upper cabinets and solid-surface countertops, while beautiful wood flooring flows through the living room and den, creating a warm and inviting setting for relaxing or entertaining. The bedrooms feature newer carpeting for added comfort, and important major improvements provide exceptional peace of mind, including a new air-conditioning system and electric water heater in 2018, a new roof in 2023, and exterior painting completed last year for a fresh, crisp appearance and added weather durability. The washer & dryer are newer. Best of all, this exceptional home is being sold turnkey, including the furniture, electronics, furnishings, golf cart, and charger, making it possible to move in and immediately begin enjoying the Florida lifestyle without the hassle of furnishing a new home. Adding even more value, the seller is offering a $4,500 credit at closing toward new kitchen appliances. Beyond your front door, Lake Ashton delivers an extraordinary resort-style lifestyle with two 18-hole championship golf courses, a 26,000-square-foot clubhouse, a state-of-the-art health and fitness center, indoor and outdoor swimming pools, pickleball courts, a bowling alley, and an impressive calendar of clubs, activities, social events, and opportunities to make new friends. With its desirable corner-lot setting, spacious yard, numerous updates, turnkey convenience, golf cart, and access to one of Central Florida’s most sought-after active-adult lifestyles, this is a home that deserves to be experienced in person. Schedule your private showing today and discover how enjoyable your next chapter could be at Lake Ashton.

5281 Pebble Beach Boulevard, Winter Haven

Listing courtesy of GLOBAL LIFESTYLE LLC. 727-537-6242

117 Homewood Drive, Winter Haven
$345,000
3 Beds ⋅ 2 Baths ⋅ L4965388 MLS
Virtually Staged. Welcome to 117 Homewood Drive in Winter Haven! Situated on a spacious .36-ACRE LOT, this 3-bedroom, 2-bath home offers 1,762 square feet of heated and cooled living space, a versatile BONUS ROOM, screened-in POOL, FENCED backyard, and plenty of space for indoor and outdoor living. Inside, the family room features a wood-burning FIREPLACE, while the kitchen is equipped with new stainless-steel appliances. The bonus room provides additional flexibility for a home office, hobby room, playroom, or additional living space. Step outside to enjoy the screened-in pool, outdoor kitchen area, and recently RESURFACED back patio—an inviting setup for entertaining or enjoying Florida's year-round outdoor lifestyle. The fenced backyard also features a 5-year-old STORAGE SHED with a roll-up door and electrical access, providing convenient space for storage, equipment, or projects. Numerous recent improvements add to the home's appeal, including a NEW ROOF in 2023, A/C replaced in 2024, NEW WATER HEATER, NEW POOL PUMP & MOTOR, new stainless steel kitchen appliances, a resurfaced back patio in 2026, and an updated garage with TESLA charger that conveys. With .36 acres, a screened pool, bonus room, outdoor entertaining space, fenced yard, and substantial storage, this home offers plenty of versatility. Conveniently located with easy access to the Polk Parkway, shopping, dining, and other Winter Haven amenities. Schedule your private showing and experience all that 117 Homewood Drive has to offer!

117 Homewood Drive, Winter Haven

Listing courtesy of ENGEL & VOELKERS LAKELAND. 863-421-6633

14 Gardenia Dr., Winter Haven
$7,000
1 Beds ⋅ 1 Baths ⋅ 12003143 MLS
LOOKING FOR AN AFFORDABLE FLORIDA GETAWAY WITH PLENTY OF POTENTIAL?! This 1-bedroom, 1-bathroom home has good bones and a layout that gives you a great starting point to create a space of your own. The open-concept eat-in kitchen and living room provide a comfortable gathering space, while the large, attached sunroom adds valuable bonus space and includes the laundry, so you can conveniently access the washer and dryer without having to step outside. The home features a durable metal roof, and cooling is provided by three GE wall A/C units. Outside, you'll find a storage shed complete with a workbench and shelving, making it a great setup for tools, projects, hobbies, or additional storage. This home does need some updating, but that also means an opportunity to bring your own style and ideas to the space. If you're willing to put in a little work and want a home with character, functionality, and room to make it your own, this one is worth taking a look at! **Home is being sold as unfurnished, as is.** Lucerne Lakeside is a 55+ community located in Winter Haven, FL. Featuring many lakefront properties, and full access to Lake Smart. This community allows a maximum of two pets under 25 pounds with breed restrictions. 80/20 rule where the first resident must be 55+ and the second resident may be 45+. Lot rent is $738 per month including water, sewer and trash. Measurements are L x W KITCHEN: 8 x 12 • Linoleum Flooring • Standard Lighting • Refrigerator - Roper • Range - Kenmore (gas) • Wood Cabinets LIVING ROOM: 15 x 12 • Carpet Flooring • Window Coverings • Ceiling Fan with Light HALLWAY: • Broom Closet - 2 MAIN BATH: 8 x 9 • Linoleum Flooring • Single Sink • Tub-Shower • Mirrored Medicine Cabinet • Linen Storage PRIMARY BEDROOM: 12 x 12 • Carpet Flooring • Window Coverings • Ceiling Fan with Light • Closet: Built-in • Desk SUNROOM: 20 x 9 • Carpet Flooring • Window Coverings • Desk • Window AC Unit - GE • Located Off: Kitchen LAUNDRY: • Washer - GE • Dryer - Amana • Located Off: Inside Sunroom SHED: 12 x 10 • Concrete Flooring • Workbench • Shelving • EXTERIOR: • Aluminum Siding • Single Pane Windows • Single Carport • Roof Type: Metal • AC: Wall Units COMMUNITY: • Gated Community • Clubhouse with Community Room • Pickleball Courts • Shuffleboard Courts • Laundry Facilities • Library • Game Room • Ponds/Lakes • Fishing Lake The above information and the condition of this property is not guaranteed. All measurements are approximate. It is the buyer's responsibility to confirm all measurements, current fees, current lot rent, rules and regulations, or pass-on costs associated with this home, and particular park with the community office. This mobile home is sold "As Is" as described in the description above. This mobile home is sold in as is condition with no warranties or guarantees.

14 Gardenia Dr., Winter Haven

Listing courtesy of Cheryl Francis with Pelican's Nest Mobile Home Sales, LLC.

7808 Waterview Way, Winter Haven
$115,000
2 Beds ⋅ 2 Baths ⋅ L4965354 MLS ⋅ 7808 BLDG.
Investor Special!! Welcome to resort-style living in the highly sought-after gated waterfront community of Winterset, where convenience meets comfort in this charming 2-bedroom, 2-bathroom 2-story condo. Step inside to discover a spacious living and dining room combo that creates an inviting atmosphere for relaxation and entertaining. The well appointed kitchen features appliances and a convenient breakfast bar, perfect for causal dining or morning coffee. The master bedroom suite features a generous walk-in closet, providing ample storage space. For your convenience, a stackable washer and dryer are included. This professionally managed community boasts a plethora of amenities, including a clubhouse, fishing pier, heated pool, hot tub, and tennis courts—all overlooking the serene Lake Winterset, part of the renowned "Chain of Lakes." Enjoy peace of mind with state-of-the-art security in this well-maintained environment. You’re just minutes away from Lego Land and conveniently located near Disney and other Florida amusement parks, shopping, dining, and more. Alternatively, relish the numerous community offerings, including a fitness center, shuffleboard, and expansive green spaces perfect for walking your family pet. Experience the perfect blend of leisure and lifestyle at Winterset!

7808 Waterview Way, Winter Haven

Listing courtesy of HARPER REALTY FL, LLC. 863-687-8020

7002 Summit Circle, Winter Haven
$335,000
3 Beds ⋅ 2 Baths ⋅ TB8552575 MLS
Beautifully maintained 3-bedroom, 2-bath pool home in a quiet Winter Haven community with a low HOA of $260/year. This home offers extensive upgrades, modern finishes, and a bright, open layout designed for comfortable living. Major improvements include a new roof (2020), new AC (2020), tankless water heater (2021), updated windows (2018), Culligan water system (2016), and a new pool pump and filter (2025). The kitchen features granite countertops, stainless steel appliances, a breakfast bar, and excellent natural light. The bathrooms also include granite counters, updated fixtures, and a large tub in the primary suite. Paradise Walk in tub (2020) in second bathroom. Enjoy Florida living with a saltwater fiberglass pool, screened enclosure, covered patio, fenced yard and irrigation system. Interior highlights include multiple flex spaces, neutral paint, updated ceiling fans, clean flooring, and move-in ready condition. Located close to shopping, dining, medical facilities, Legoland, and major highways, this home offers strong value with thoughtful upgrades and excellent maintenance. Schedule your private showing today.

7002 Summit Circle, Winter Haven

Listing courtesy of ANGELA FOWLER REAL ESTATE, LLC. 423-320-4620

4064 Phoenician Way, Winter Haven
$449,900
3 Beds ⋅ 2 Baths ⋅ P4939945 MLS
GOLF COURSE LIVING AT ITS FINEST! Take a look at this absolutely stunning 3 BR + Den / 2 BA St. John floor plan home in the highly desirable Lake Ashton community, a gated 55+ community in Central Florida! Located on an oversized corner lot, with NO BACKYARD NEIGHBORS you’ll enjoy the serene water views that border Hole 13 along Lake Ashton's West Course. This home has mature and well-maintained landscape with Oak Trees and Beautiful Stately Palm trees, all "watered" by a separate irrigation meter. Highlights you'll love about this home: Double French door entry with Custom Tilework & Interior Finishes in the Open and Spacious Living Room with Tray Ceiling, Triple Sliders that separate the Living Room from the Large Screened Lanai; Luxury Kitchen with Granite Countertops, Tile Backsplash, Under and Above Cabinet Lighting, Custom 42" Maple Cabinets with Pullouts, Pendant Lighting on the Breakfast Bar, SS Appliances, Crown Molding, Glass Front on Select Upper Cabinets and a New Wine Fridge. The Walk in Pantry and Dinette Areas are adjacent to the Kitchen. This home features a Luxurious Primary Suite with Trey Ceiling, His/Her Walk-in closets, a Private En-Suite bathroom complete with a Soaking tub, Separate shower with Custom tile and glass enclosure, Separate His/Her Vanities, and a Dedicated Linen closet. The Primary Suite is a serene retreat after a fun day in Lake Ashton. Additional Upgrades Include: Tile on the Diagonal Flooring, Custom Ceiling fans, Designer lighting fixtures, Stately columns at the entry and a formal dining area, Central Vac, Whole House Sound System and Plantation Shutters. Improvements to the home include: New Roof (2025), New Exterior Paint (2025), Coil Replacement on the A/C, New Water Heater (2025). This home is a Split Floor Plan, offering Privacy for the Owner and Overnight Guests. Bedroom 2 and Bedroom 3 have carpet flooring, a Built in Closet, and ceiling fan. Guests will enjoy the spacious Bath with Comfort Height Vanity and Glass Enclosed Shower. Enjoy Reading a Good Book? Escape to the Den- It's a cozy sitting area and has custom Built-In Shelving- the perfect place to display photos, books or your special "Collectibles. The inside laundry room in this home is sizeable and is the passage from the garage into the home. This home offers a 2- Car Garage and Dedicated Golf Cart Entry. Lake Ashton offers Planned Activities like Dances, Entertainment Series, Karaoke, Bingo and Trivia, Day Trips and SO MUCH MORE! Lake Ashton has two Clubhouses. Residents enjoy Indoor/Outdoor Pools, Pickleball Courts, Tennis Courts, 2- 18 Hole Golf Courses (Memberships Optional), Indoor Racquetball, Movie Theater, Bowling Lane, Fitness Centers (2), Eagles Nest (Eatery), Card, Craft and Billiards and MORE! Schedule an Appointment Today!

4064 Phoenician Way, Winter Haven

Listing courtesy of LAKE ASHTON REALTY INC.. 863-409-6899

1631 Linz Court, Winter Haven
$180,500
2 Beds ⋅ 2 Baths ⋅ L4965373 MLS
Maintenance-free Villa in the 55+ gated community of Vienna Square, centrally located in Winter Haven! A brick-paver driveway and walkway lead through mature landscaping to the covered front porch. Inside, the open floor plan features high ceilings, a spacious great room, and a split-bedroom layout. The primary suite offers a large bedroom and en-suite bath, while the second bedroom is conveniently located near the guest bath. The kitchen features a breakfast bar, ample cabinet and counter space, and all appliances, overlooking the Great Room living/dining area with access to the screened lanai through triple Sliding Glass Door. Low monthly HOA fees include roof replacement, exterior painting, lawn maintenance, irrigation, internet/cable TV, and community amenities. Residents enjoy a pool, hot tub, fitness center, tennis/pickleball, billiards, movie room, craft room, recreation room, and more. Conveniently located near shopping, dining, golf, fishing, boating, medical facilities, entertainment, Legoland, Disney, Universal, and both Tampa and Orlando International airports. Vienna Square offers active adult living with the ease, convenience, and peace of mind of low-maintenance living. This is a VA Foreclosure.

1631 Linz Court, Winter Haven

Listing courtesy of VIEWPOINT VALUE REALTY. 863-617-7015

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