Winter Haven Homes For Sale & Real Estate - 1002 homes

Remarks: Virtually Staged. Welcome to this beautifully maintained 2018-built single-family home located at 1327 Salisbury Drive in Winter Haven, the best value for this size in the area! Offering approximately 2,300 square feet of living space, this spacious residence features 5 bedrooms, 3.5 bathrooms, and a two-car garage. The primary suite is conveniently located on the first floor, providing privacy and comfort, while the upstairs bedrooms are carpeted for a warm, cozy feel. The interior has been freshly painted, creating a bright and move-in-ready atmosphere throughout. Enjoy Florida living year-round from the screened-in back patio, perfect for relaxing or entertaining. It is conveniently located just minutes from downtown Winter Haven and close to the area’s picturesque lakes, shopping, dining, and major roadways. This home combines modern construction, generous space, and an excellent location. Schedule your private showing today!

Listing is courtesy of: TAH FLORIDA LLC (844-874-2661)

Listing Agent: Joshua Nogowski (754-234-9626)

Remarks: Virtually Staged. Welcome to this charming 3-bedroom, 2-bath home in Winter Haven offering 1,334 sqft of comfortable living space; this well-designed home features a functional layout for everyday living, with a bright and inviting living area that flows seamlessly into the dining and kitchen spaces; the bedrooms provide flexibility for family, guests, or a home office, while the 1-car garage adds convenience and additional storage; whether you’re a first-time buyer or looking to downsize, this home offers great potential in a desirable location—don’t miss out, schedule your private showing today!

Listing is courtesy of: REALTYCITY INC (863-438-6605)

Listing Agent: Jesse Carriedo (863-438-6605)

Remarks: Under contract-accepting backup offers. Virtually Staged. Welcome to this beautifully fully remodeled home, where modern design meets everyday comfort. Featuring a brand-new roof, this property offers peace of mind and long-term value from the moment you arrive. Step inside to discover stunning modern bathrooms thoughtfully updated with sleek finishes and contemporary style. The heart of the home is the open-concept kitchen, designed to impress with elegant wood cabinetry, convenient soft-close features, luxurious quartz countertops, and a full suite of stainless steel appliances—perfect for both daily living and entertaining. With its seamless layout and high-quality upgrades throughout, this move-in-ready home is ideal for buyers seeking style, functionality, and worry-free living.

Listing is courtesy of: FUTURE HOME REALTY INC (800-921-1330)

Listing Agent: Constantin Florean (407-953-7810)

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

Listing is courtesy of: KELLER WILLIAMS REALTY SMART 1 (863-508-3000)

Listing Agent: David Small (407-601-8351)

Remarks: Under contract-accepting backup offers. This 4 bedroom, 2 bathroom home offers a rare combination of move in readiness and income potential, making it ideal for homeowners, seasonal residents, or savvy investors. Add seller is willing to assist with buyers closing cost. You have options!!! Step inside to a bright, open layout filled with natural light, spacious living areas, and a functional kitchen designed for everyday living and easy entertaining. Enjoy Florida living at its best with a screened-in lanai perfect for morning coffee or winding down in the evening without the bugs. Major upgrades already done for you NEW roof (May 2025) with transferable warranty, Water filtration system installed no worries about that hard water here, Turn-key condition, Located just minutes from shopping, dining, beautiful lakes, and attractions like LEGOLAND Florida Resort, this home delivers both lifestyle and location. Whether you're looking to move right in, generate rental income, or secure a second home in Central Florida, this property checks all the boxes. Opportunities like this don’t sit long—schedule your private showing today.

Listing is courtesy of: RE/MAX HERITAGE PROFESSIONALS (863-256-2188)

Listing Agent: Laura Medina Ruiz (863-207-4784)

Remarks: Welcome to this stunning 4-bedroom, 3-bath split floor plan home with tile flooring throughout. The open kitchen features a breakfast bar, brand-new stainless steel appliances, and plenty of storage. You’ll love the formal living room and a dedicated laundry room. Sliders from both the master suite and living room lead to a peaceful lanai. The master bath boasts dual sinks, a garden tub, and a separate shower. Plus, one of the bathrooms conveniently opens to the lanai. The lanai floor and garage floor was recently painted for that added style. The home is located in Winter Haven in between Orlando and Tampa close to all of the amenities you would need. Don’t miss this gem!

Listing is courtesy of: HARPER REALTY FL, LLC (863-687-8020)

Listing Agent: Annie Wood (321-229-1913)

Remarks: Welcome to a NO HOA 2 bedroom 1 bath located right between Orlando and Tampa. This starter home is close to everything you need plus wonderful lakes, nature trails, Legoland, and more. Walking into the living room there is plenty of space for unwinding after a long day. The first bedroom is connected to the livingroom. Just to the left of the livingroom is the kitchen. In the kitchen there is plenty of storage and cooking space. The next bedroom is just outside the kitchen. Both bedrooms provide all the essentials and boast a ceiling fan. The side door from the kitchen leads to the carport which could easily act as an awesome covered outdoor space. Walking around the house, a large yard for family activities welcomes you. Come find out why you should make this home yours. Ask about Seller Financing Terms.

Listing is courtesy of: LPT REALTY, LLC (877-366-2213)

Listing Agent: Gregory Watson (863-224-6431)

Remarks: Fall in love with this stunning 5-bedroom, 3-bath home with a 3-car garage, perfectly situated on one of the largest lots in the neighborhood. Combining luxury, comfort, and functionality, this spacious home offers an open-concept layout with split bedrooms for added privacy, creating the perfect balance of space and efficiency. The heart of the home is a bright, wide-open living area flowing into a stunning gourmet kitchen featuring a massive island, 42-inch upper cabinets, a large pantry, and top-of-the-line stainless steel appliances. Whether you’re relaxing, entertaining, or cooking, this home offers endless space to move and gather. High-end finishes are showcased throughout, including quartz countertops in the kitchen, luxury tile flooring in the main living areas, premium carpeting in the bedrooms, crown molding, and elegant window shutters. This is more than just a home, it’s an investment, with over $60,000 in upgrades available for review. For added comfort and convenience, the home includes a water softener system and reverse osmosis filtration. Step outside to your private outdoor retreat featuring an oversized screened-in lanai, summer kitchen, and a fully fenced backyard on an expansive lot, perfect for enjoying the Florida lifestyle year-round. Located in a quiet, peaceful Polk County community near Highway 27, you are just a short drive to Disney, Orlando International Airport, shopping, dining, and more. Best of all, there are NO CDD fees and a low HOA. This home is being sold AS IS and is truly move-in ready. Schedule your private showing today!

Listing is courtesy of: EXP REALTY LLC (888-883-8509)

Listing Agent: Deep Mehta, Pa (407-702-7029)

Remarks: Virtually Staged. Welcome to a place where everyday life feels like a getaway. Set along the peaceful shores of Lake Jessie, part of Winter Haven’s renowned Chain of Lakes, this lakefront retreat is more than just a home, it’s a lifestyle defined by water, sunshine, & unforgettable experiences. Start your mornings with breathtaking sunrises shimmering across the lake, coffee in hand from your private dock or patio. Spend your days exactly how you choose, cruising the Chain of Lakes by boat, casting a line in some of Central Florida’s best freshwater fishing, or enjoying world-class watersports like skiing, wakeboarding, and paddleboarding right from your backyard. With nearby slalom courses & open water, this is truly a paradise for water enthusiasts. Lake Jessie is especially cherished for its tranquil atmosphere, offering a rare sense of calm while still being full of life. One of its most unique features is the seaplane activity, where you can watch planes gracefully land and take off across the water, an experience that never gets old and adds to the charm of lakeside living. Nature lovers will also appreciate the frequent sightings of all kinds of birds and other beautiful wildlife. The home itself offers a thoughtfully designed single-story layout with over 1,800 square feet, featuring 3 bedrooms and 3 bathrooms. An open-concept living space is filled with natural light and showcases stunning lake views, while a split-bedroom design provides comfort and privacy. A private in-law suite with its own entrance adds flexibility for guests, multi-generational living, or additional income potential. This residence offers plenty of parking space with it's oversized driveway & an additional carport providing covered parking as well. The home has been updated with modern finishes and includes a metal roof installed in 2019. This home would make a perfect full time residence, investment property or second home. Beyond the water, the location is just as appealing. You’re right around the corner from a brand new Publix store and minutes from the heart of Winter Haven, where you’ll find charming local restaurants, shops, parks, and community events. Legoland Florida Resort is just a short drive away and there is convenient access to both Tampa and Orlando, so world-class attractions, dining, and entertainment are always within reach. Whether you're seeking adventure, relaxation, or a smart investment, this Lake Jessie property delivers it all, offering the rare opportunity to live, play, and unwind in one of Florida’s most iconic lakefront settings. Book your showing today!

Listing is courtesy of: RE/MAX HERITAGE PROFESSIONALS (863-256-2188)

Listing Agent: Patricia De Graaff, Llc (863-307-0061)

Remarks: Beautifully maintained, highly upgraded home in a quiet, conveniently located community. From the moment you arrive, you’ll notice the strong curb appeal with manicured landscaping and a spacious screened front entry welcoming you inside. Step through the front door to find high ceilings and a wide hallway that opens into a bright, inviting great room. The open-concept kitchen flows seamlessly into the living and dining areas, featuring a large island perfect for entertaining, an upgraded deep sink, modern lighting, and plenty of cabinet and counter space. The private primary suite is thoughtfully separated from the other bedrooms, offering a peaceful retreat with a walk-in shower and dual vanities in the en-suite bathroom. Three additional bedrooms are located on the opposite side of the home, sharing a full hall bath, with a centrally located indoor laundry room for added convenience. Enjoy outdoor living on the backyard lanai—perfect for relaxing or hosting weekend barbecues. MUST SEE!

Listing is courtesy of: KELLER WILLIAMS REALTY SMART 1 (863-508-3000)

Listing Agent: David Cepeda (561-214-4879)

Remarks: Virtually Staged. Wonderful opportunity to live in a Florida lifestyle property with two (2) ($1800 total) income-producing studio apartments on your property that are currently leased. Additionally the Airbnb potential would provide an even larger income stream since it's located only one mile from Legoland and the famous Winter Haven Chain of Lakes. This is a unique opportunity and is located on an oversized fenced corner double lot and only a 1/2 mile to Legoland. Another benefit is the bonus room could also be turned into a 4th bedroom. Plenty of paved parking for at least 10 cars. Corner lot will also allow for a detached garage to be built. No need to worry about skyrocketing electric bills as this home also has electric solar panels which are fully paid off and provide electric bill relief. Also on the property is a lovely sparkling 15' x 30' screened pool to provide escapes & privacy. There are many taste-full updates already done, including remodeled kitchen & bathrooms, new LVP throughout, newer windows, large storage shed, a hot tub, triple car wide concrete driveway & a portable back-up generator hook-up. Move-in ready and no HOA. This could also be a great place for a multigenerational living, short term rental or Airbnb.

Listing is courtesy of: KLINE REAL ESTATE SERVICES (863-287-0204)

Listing Agent: Scott Kline (863-287-0204)

Remarks: Under contract-accepting backup offers. Virtually Staged. PRICE IMPROVEMENT with a $10,000 drop! Get your appointment to see this beautifully maintained 2-bedroom, 2-bath home with a 2-car garage offers the perfect blend of comfort, smart updates, and lifestyle perks. There’s something about 4454 Glenns Landing that feels like home before you even step inside. Maybe it’s the quiet charm of the neighborhood — families out walking at sunset, riding bikes, neighbors waving as they pass. Maybe it’s knowing you’re not just buying a house…you’re stepping into a true community. Inside, enjoy the natural light through new windows installed in 2021 and the roof was also replaced in 2020, giving you peace of mind and eliminating two major expenses right from the start. The kitchen has a quaint eat-in area as well as great counter space for food prep and stainless steel appliances. The seamless flow between the living room and dining area creates a spacious feel while keeping everything connected — perfect for entertaining guests, hosting family dinners, or simply enjoying a cozy night at home. The primary suite is a relaxing retreat, featuring a spacious walk-in closet and a private bath with solid surface countertops that add both durability and elegance. The secondary bathroom also showcases matching solid surface countertops, creating a cohesive and polished feel throughout. One of the home’s best surprises, the fully enclosed porch with its own air vent, seamlessly adding extra square footage of living space. Whether you envision a sunroom, home office, reading nook, or second living area, this flexible space gives you room to live the way you want. Step outside your front door and enjoy a neighborhood designed for connection. Residents enjoy access to: a clubhouse with a sparkling pool, a fishing pier and dock, boat slips available on a first-come, first-serve basis, a vibrant social club that plans activities year-round.

Listing is courtesy of: CENTURY 21 MYERS REALTY (863-875-5656)

Listing Agent: Tisha Talbot (863-236-7610)

Remarks: Beautiful single-family home offering 4 bedrooms and 2 bathrooms with approximately 2,012 square feet of heated living space. This spacious residence features high ceilings and a functional layout designed for comfortable living and entertaining. The kitchen includes space for a breakfast table and flows seamlessly into a separate dining room, while an additional family room provides the perfect setting for gatherings. Conveniently located near Cypresswood Golf & Country Club, East Central Park, and Rotary Park, offering access to outdoor recreation, including skating, softball, and picnic areas. The property also provides easy access to U.S. Highway 27, with shopping, dining, and everyday conveniences just minutes away, including Publix and Walmart. The owner is currently in the process of updating the home, including new flooring and additional improvements, all of which will be completed before closing.

Listing is courtesy of: REALTY OF AMERICA (321-732-5369)

Listing Agent: Cisco Romero (407-922-6375)

Remarks: This 4/2 home has a renovated interior showcasing modern upgrades throughout. The home features stunning new 36" x 24" porcelain tile flooring, offering a sleek, contemporary look with durability and easy maintenance. Move-in ready and designed for comfortable, stylish living. Dual access bedroom and bath provides the bedroom with private ensuite access while allowing the bathroom to serve as a main or guest bathroom from the hall, featuring two doors to maximize access and functionality. Large kitchen with island and lots of cabinet space and large pantry. Sliding doors leading to covered screened in porch with additional concreted tiled patio area that leads to a large backyard. Seller will consider contributing toward buyer’s closing costs.

Listing is courtesy of: EASY REALTY (321-895-4636)

Listing Agent: Greg Owen (321-360-4434)

Remarks: HUGE PRICE REDUCTION! Looking to buy a home in Winter Haven Florida? Welcome to 551 Lake Smart Blvd, a stunning move in ready residence featuring a brand new roof replaced in 2025. This beautiful home features 4 bedrooms, 2 bathrooms, and 1936 square feet of open concept living space. Imagine relocating to central Florida and stepping into a bright, airy floor plan where natural light fills the generous living spaces and connects seamlessly to a modern kitchen. Picture yourself enjoying a spacious yard or hosting gatherings in a versatile layout designed for effortless living. Remote workers and commuters will love the strategic location along the I-4 corridor, offering a quiet retreat with easy access to both Tampa and Orlando. Only 2 miles away from the premier Willowbrook Golf Course. To make your move even smoother, the seller is offering a $5000 dollar contribution toward buyer closing costs alongside a 1 year home warranty. This property delivers affordable modern comfort just minutes from dining, shopping, and major roadways. It is incredibly easy to tour, schedule your private showing today.

Listing is courtesy of: LA ROSA REALTY CW PROPERTIES L (407-910-2168)

Listing Agent: Kenneth Gonzalez (407-860-2304)

Remarks: Virtually Staged. Fully renovated home nearing completion! This beautiful property has undergone a complete renovation and is almost finished—just a few minor touches remain. Featuring modern updates throughout, this home offers a fresh, stylish feel and is perfect for buyers looking for move-in ready with final details underway. Don’t miss the opportunity to own a beautifully updated home in Winter Haven!

Listing is courtesy of: LA ROSA REALTY PRESTIGE (863-940-4850)

Listing Agent: Stephan Elmera (407-750-1765)

Remarks: Welcome to this beautifully renovated home in Greenfield Village at Cypresswood Golf & Country Club, perfectly situated on a spacious .37-acre lot on the 13th green. This charming 2-bedroom, 2-bathroom residence features a bright and open layout with a large living area plus an additional family room accented by a cozy brick fireplace and floor-to-ceiling wood built-ins. The brand-new kitchen has been thoughtfully updated with stainless steel appliances, quartz countertops, and all new cabinetry, along with a convenient passthrough window to the large glass-enclosed sunroom with A/C, making entertaining effortless while enjoying the view. The interior also features crown molding, new luxury vinyl plank flooring throughout the living areas, and new carpet in the bedrooms. Both bathrooms have been fully updated and include dual sink his-and-her vanities. Additional highlights include a new roof, a formal dining space, a side-entry two-car garage, fresh front landscaping, and a welcoming covered front porch, all combining to create a move-in-ready home in a desirable golf community setting. Cypresswood Golf & Country Club is a gated community with a 24 hour guard that hosts social and recreational events and features an 18-hole championship golf course designed by award-winning designer Ron Garl. In addition to golf, the facilities include a pro shop, wellness center, lounge, dining rooms, swimming pool, tennis courts, and trails. They also offer excellent practice facilities, including a putting green, chipping green and driving range. Golf carts are allowed throughout the community.

Listing is courtesy of: PORCHLIGHT HOMES LLC (863-529-3369)

Listing Agent: Angie Reynolds (863-838-1090)

Remarks: Welcome to this 3 bedroom, 2 bathroom home located in the Squires Grove community in Winter Haven — a growing Central Florida market known for its chain of lakes, parks, and convenient access to both Lakeland and Orlando. The home offers 1,616 sq ft with a functional single-story layout featuring a spacious living area, a well-sized kitchen, and a natural flow ideal for everyday living. The split floor plan provides privacy, while the bedrooms offer flexibility for families or guests. Attached garage and comfortable residential setting in an established neighborhood. Roof 2007, AC approximately 10 years old. Solar panels installed and operational (Sunrun lease — transferable to buyer or seller will consider buyout/removal, open to negotiation). HOA $155/quarter. All financing welcome including FHA, VA, and conventional.

Listing is courtesy of: HOUSEWELL.COM REALTY OF FLORIDA LLC (678-699-9206)

Listing Agent: Catherine Nolan (610-314-6896)

Remarks: Under contract-accepting backup offers. Come enjoy the beautiful Florida sunsets, In this beautiful, furnished home. You can relax in the enclosed Florida room, Carport is long enough to put two cars in. floors have the beautiful laminate wood flooring, all through out the livingroom,and dining areas. All located in a beautiful gated 55 plus park. Two heated pools, two clubhouses, tennis ,fishing pier, minature golf, shuffle board, plus much more. this home want last, act fast.

Listing is courtesy of: SOUTHERN BELLE REALTY (863-299-7800)

Listing Agent: Reta Stead (863-299-7800)

Remarks: Under Construction. The first floor of the stunning Edison two-story home is host to an open-concept layout that combines the kitchen with the living and dining areas, and an outdoor patio is easily reached off the main living space. Upstairs, five bedrooms surround a versatile loft, including the luxe owner’s suite, complete with a generous walk-in closet and en-suite bathroom. Villa Mar is a masterplan community of new single-family homes. Near Historic downtown Winter Haven. There are lots of shops, restaurants, bike paths, and easy access to nearby highways. Close to Legoland and Bok Tower Gardens. The much anticipated “Villar Mar” community is what you have been looking for. A safe small town feel with convenience.

Listing is courtesy of: LENNAR REALTY (800-229-0611)

Listing Agent: Ben Goldstein (407-310-7677)