Homes For Sale in Winter Haven 33881 - 248 homes

Remarks: Welcome to easy Florida lake view living in this beautifully updated 2-bedroom, 2-bath home located in a friendly 55+ no pet community on the shores of sparkling Lake Henry in sunny Winter Haven. Offering 1,456 square feet of comfortable living space, this well-loved home has been thoughtfully improved from top to bottom and is ready for its next owner. Step inside to find a bright and inviting interior featuring all new flooring, updated lighting, and ceiling fans throughout. The completely renovated kitchen is a standout, showcasing soft-close cabinetry with convenient pull-out drawers, providing both style and functionality. Both bathrooms have been tastefully remodeled, offering a fresh, modern feel. Major updates include a new roof, new AC system, new dual-pane double tilt-in windows, new skylights, and a new electrical panel—giving peace of mind for years to come. The guest bedroom comes fully furnished, making it perfect for visiting family or friends. Enjoy year-round relaxation in the Florida room, complete with its own heating and cooling, or step outside to the private backyard patio surrounded by beautiful landscaping and a full irrigation system. Enjoy lake view from both front and rear of this beautiful home! This home offers the perfect blend of comfort, convenience, and low-maintenance living in a welcoming lakefront community. Call today to schedule your private tour!

Listing is courtesy of: COLDWELL BANKER REALTY (863-687-2233)

Listing Agent: Laura Villardi (317-402-6277)

Remarks: Discover this well maintained 2 bedroom, 1 bathroom home offering 1,206 sq ft of comfortable living space. The home features a practical layout with a functional living area and kitchen. The bedrooms are well sized, and the property offers a spacious yard with room to enjoy. Located in a quiet residential neighborhood, this home is easy to show and ready for its next owner!

Listing is courtesy of: SOVEREIGN REAL ESTATE GROUP (305-662-1502)

Listing Agent: William Figueroa (305-662-1502)

Remarks: Affordable living on OWNED land in the desirable Lake n Golf Estates 55+ community! This 2-bedroom, 2-bath home, priced under $100,000, sits on a corner lot and is conveniently located directly across the street from the community amenities, you can’t beat this location. This fully furnished home offers a very efficient open floorplan with a spacious living area and a great Florida room that adds valuable extra living space. Recent updates include brand-new vinyl flooring installed in December 2025 in the living room, kitchen, and both bathrooms, along with new stainless steel kitchen appliances (12/2025). Ceiling fans were updated 12/2025 as well. The AC was replaced in 2017, and part of the metal roof over the Florida room and carport was replaced in 2022, adding peace of mind. Lake n Golf Estates is a lakefront, land-owned 55+ community offering amenities such as a pool, spa, clubhouse, shuffleboard, and boat slips (subject to availability). The community is centrally located near HWY 27, medical facilities, shopping, and restaurants, making day-to-day living easy and convenient. Low HOA fees of approximately $550 per year add to the appeal. This is a fantastic opportunity for affordable Florida living in a well-maintained community with great amenities and a prime location. Schedule your private showing today, homes at this price point don’t last.

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

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

Remarks: Unique and spacious property offering flexibility and great outdoor living! This home features multiple living areas with beautiful exposed wood beam ceilings, updated flooring throughout, and plenty of natural light. The layout offers generously sized bedrooms and a functional kitchen with ample cabinetry and workspace, perfect for everyday living and entertaining. One of the standout features of the property is the separate guest house structure located in the backyard, providing great potential for extended family, guests, a home office, or additional living space. The backyard also features a pool and a large yard, creating an ideal setting for outdoor gatherings and relaxation. Conveniently located near shopping, dining, schools, and major roadways in Winter Haven.

Listing is courtesy of: LIFESTYLE INTERNATIONAL REALTY (305-809-8085)

Listing Agent: Talitha Lastre (305-772-8849)

Remarks: The seller is OFFERING UP TO $14,000 toward a NEW ROOF or may apply this contribution toward the BUYER'S CLOSING COSTS, providing added flexibility and value. This spacious 4-bedroom, 3-bath ranch-style home offers an impressive amount of living space (2,178 sqft) filled with natural light and designed for comfort and flexibility. The many windows throughout the home create a bright, welcoming atmosphere, while multiple living areas provide room to spread out and enjoy. The remodeled kitchen features a refrigerator, dishwasher, and range, along with a convenient breakfast bar and adjacent dining area—perfect for everyday living and entertaining. A formal living room greets you at the front entry, and the oversized family room offers exceptional gathering space, complete with a built-in desk and direct access to the screened lanai. The generous primary suite includes a walk-in closet, garden tub, separate shower, and an additional wall A/C unit for added comfort. A desirable mini–master suite with its own private bath provides ideal space for guests, extended family, or a private home office. Built-in cabinetry throughout the home adds both character and abundant storage. Situated on a large corner lot, the expansive yard offers endless possibilities for outdoor living, recreation, or future enhancements. The chain-link fenced backyard provides security and functionality while maintaining an open feel. With no HOA restrictions, you’ll enjoy the freedom to personalize the property to suit your needs. Combining space, natural light, a sizable yard, and the advantage of no HOA, this property delivers comfort, flexibility, and room to grow.

Listing is courtesy of: CENTURY 21 MYERS REALTY LAKE WALES (863-676-4448)

Listing Agent: Michelle Heath (863-528-3123)

Remarks: One or more photo(s) has been virtually staged. Welcome to this stunning Floorplan, located in the highly sought-after community of Willowbrook near a beautiful Golf Course in Winter Haven, FL. This spacious 4-bedroom, 3-bath home offers 2110 sq feet of living space and provides excellent curb appeal in its elevation. Inside, you will find gorgeous White cabinets complemented by sleek quartz countertops in the kitchen, creating a modern, bright atmosphere. Tile flooring runs throughout the wet and common areas, offering durability and easy maintenance. The open layout is perfect for family gatherings and entertaining guests.

Listing is courtesy of: OLYMPUS EXECUTIVE REALTY INC (407-469-0090)

Listing Agent: Cindy Sapp (352-516-2843)

Remarks: Welcome to this beautiful 4-bedroom, 2-bathroom home located in the desirable Julius Estates community of Winter Haven! This well-maintained home offers a spacious and functional layout perfect for comfortable living and entertaining. Major updates provide peace of mind, including a NEW roof, NEW AC system, and NEW water heater. The home features a bright and open living area, generously sized bedrooms, and a private primary suite designed for relaxation. Enjoy the wonderful community amenities, including a pool and a lakefront dock on Lake Julius with access to the scenic Winter Haven Chain of Lakes perfect for boating, fishing, and enjoying Florida living at its finest. Conveniently located near shopping, dining, schools, and major roadways, this home offers both comfort and convenience. Don’t miss this opportunity to own a move-in ready home in a sought-after community. Schedule your private showing today!

Listing is courtesy of: CENTURY 21 WOLF'S CROSSING REALTY (407-449-0000)

Listing Agent: Stephanie Florez (407-810-5874)

Remarks: Under contract-accepting backup offers. Enclosed Saltwater Pool | Corner Lot | 4 Bedrooms in Winter Haven Welcome to 310 17th St NE in Winter Haven, FL — a charming 4-bedroom, 2.5-bath pool home set on a spacious 0.28-acre corner lot in an established neighborhood. This home offers a blend of character, space, and opportunity for the next owner. Inside, you'll find nearly 1,800 sq ft of living space with a functional layout that includes four bedrooms, 2 full bathrooms and a convenient half bath, offering flexibility for guests, home office space, or everyday living. The kitchen and bathrooms retain their original style, giving buyers the chance to update and personalize over time. Step outside and enjoy the enclosed saltwater pool (installed in 2018), creating a private outdoor space for relaxing or gathering with friends. The fenced backyard and large corner lot provide room to spread out and enjoy outdoor living. Major systems have already been updated, including AC (2020) and water heater (2018). The home also offers 2,267 total square feet under roof, adding additional usable space. Conveniently located near shopping, dining, schools, and major roadways, this property combines the charm of an established Winter Haven neighborhood with everyday convenience.

Listing is courtesy of: REAL BROKER, LLC (855-450-0442)

Listing Agent: Jenelle Grabowicz (863-604-0834)

Remarks: PRICE ADJUSTMENT***Don't Miss This Opportunity! This home offers amazing potential and features 4 bedrooms and 1 full bath, making it ideal for homeowners or investors. The kitchen is just off from the spacious dining area, great for family gatherings, while the spacious living room and family room provides extra space to relax. The primary bedroom as well as the other rooms are generously sized, offering a built-in closets. This home is a great candidate to be transformed into your ideal living space or added to your rental portfolio. Property is being sold As-Is. All buyers MUST view the home in person before submitting an offer. Opportunities like this don't last long, schedule your showing today before it's gone! ** FURNISHINGS, WASHER, DRYER, OR REFRIGERATOR DOES NOT CONVEY WITH THE SALE OF HOME.

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

Listing Agent: Twanna Dewdney (863-207-1634)

Remarks: Turnkey Duplex Investment, reliable Income, renovated, & low maintenance. Excellent opportunity to acquire a fully rented, income-producing duplex in a convenient Winter Haven location. This solid block construction property features two spacious 2-bedroom, 1-bath units, each with a well designed, functional layout that tenants love. The property has been recently renovated, including fresh interior paint and new appliances, offering a clean, modern feel and minimizing near-term maintenance expenses. Both units are occupied by reliable, long term tenants, providing immediate and steady cash flow from day one. Strong rental demand in the area, combined with the property's durable block construction, great location, and updated interiors, makes this an ideal addition to an investor's portfolio, whether you're a seasoned buyer or looking for your next low-hassle income property. To respect tenant privacy, property may be previewed once under contract. Do not disturb tenants. Key Highlights: Duplex with 2 bed / 1 bath on each side Fully occupied with dependable tenants in place, Newly renovated: paint & appliances, Block construction for durability and longevity, Nice, efficient layouts, Great location with continued renter demand. Turnkey investment with steady income

Listing is courtesy of: PREMIER SOTHEBYS INTL REALTY (727-898-6800)

Listing Agent: Mary Lannin (231-883-2286)

Remarks: Back on the Market!!! Take advantage of this beautiful 3 Bed, 2 Bath home with Stunning Lake View in Winter Haven, FL! Welcome to your dream home, nestled in the heart of Winter Haven, with sunset view from the back porch that will take your breath away. With granite countertops in the kitchen, modern appliances, and a spacious open layout, this home is perfect for families or those seeking comfort and style. The master bedroom features an ensuite bathroom, providing a private retreat, while the other two bedrooms are spacious and bright. Outside, the stunning views of the surrounding landscape make this home truly special. Conveniently located near shops, restaurants, and local attractions, this home offers both tranquility and easy access to the best of Winter Haven. Don’t miss out on this opportunity to own a beautiful home in one of the most desirable areas of Winter Haven! Contact us today to schedule a showing.

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

Listing Agent: Lidia De Queiroz (321-330-8082)

Remarks: This 3 YEAR YOUNG, 4 bedroom, 2 bath single-family home built by DR Horton offers 1,867 square feet of thoughtfully designed living space and a 2-car ATTACHED GARAGE with OPENER and NO SOLAR PANELS!! The open floorplan features a seamless kitchen, dining area, and family room combination, ideal for both everyday living and entertaining. The kitchen includes a CENTER ISLAND, GRANITE countertops, DOUBLE SINK, and a WALK-IN PANTRY and is ready for your personal touch with NEEDED APPLIANCES (except for the included dishwasher). Ceramic tile flooring runs throughout the main living areas, with carpet in the bedrooms. The PRIMARY BEDROOM boasts a WALK-IN CLOSET and a spacious EN-SUITE BATHROOM featuring a walk-in SHOWER, DUAL SINKS with GRANITE countertops, and a PRIVATE WATER CLOSET. Three additional bedrooms are serviced by BATHROOM #2, which offers a TUB/SHOWER combination, SINGLE SINK VANITY, and GRANITE countertop. An INSIDE LAUNDRY ROOM with washer/dryer HOOK-UPS adds convenience. Additional features include an IRRIGATION SYSTEM and a COVERED concrete LANAI, accessed through sliding glass doors from the family room. This home combines modern design, functionality, and value in a well-built, nearly new property. NOTE: THIS PROPERTY IS NOT FOR RENT!!! DON'T BE SCAMMED BY SOMEONE ADVERTISING THE PROPERTY FOR RENT ON SOCIAL MEDIA!!

Listing is courtesy of: VIEWPOINT VALUE REALTY (863-617-7015)

Listing Agent: Pat Pearson (908-295-7970)

Remarks: Under contract-accepting backup offers. This charming Winter Haven home offers comfort, functionality, and a convenient location. Featuring a well-designed layout with spacious living areas and natural light throughout, this property is perfect for homeowners or investors alike. The kitchen provides ample cabinet space and flows easily into the main living area, creating an inviting space for everyday living and entertaining. The bedrooms are comfortably sized, and the home offers a functional floor plan ideal for a variety of lifestyles. Situated in a quiet neighborhood, this property is close to shopping, dining, schools, and major roadways, providing easy access to all that Winter Haven has to give. Whether you’re a first-time buyer, downsizing, or looking for an investment opportunity, this home delivers great value and potential.

Listing is courtesy of: DALTON WADE INC (888-668-8283)

Listing Agent: Phillip Randall (407-202-2096)

Remarks: Welcome to this newly renovated 3-bedroom, 1-bath home conveniently located near Lake Cannon and just minutes from all the dining, shopping, and entertainment that Winter Haven and Auburndale have to offer! Step through the front door to find fresh interior paint, new carpet in all bedrooms, and inviting living spaces. The kitchen has been refreshed with brand-new appliances, provides plenty of cabinetry storage and counter space, and has a convenient layout for everyday cooking and entertaining. The bathroom is your own personal retreat featuring a new vanity and a walk-in shower with a dual shower head system. Major updates include a new roof and a newer A/C unit, giving you peace of mind and comfort year-round. Outside, the property is truly unique. Enjoy mornings on your screened-in front porch, or host gatherings on the spacious screened-in back porch complete with an attached utility room. The fenced backyard offers plenty of space for pets or play, and comes complete with a firepit, detached shed, and extra covered storage. There is also an extra wide driveway providing plenty of off-street parking. This home is the perfect blend of comfort, outdoor space, and accessibility to the amenities near you. Don’t miss your chance to see this one!

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

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

Remarks: Perfect for Investors! This duplex is located on a corner lot in a very affordable market. This property features two units, each consisting of two bedrooms and one bathroom. Both units are approximately 1758 ft.² generating roughly 2800 a month rental income. Roof was replaced in 2023, new AC unit in unit two, newly repainted.

Listing is courtesy of: IRON VALLEY REAL ESTATE OSCEOLA (407-698-4663)

Listing Agent: Marcy Smiley Theobald (407-908-4042)

Remarks: Beautifully remodeled 4-bedroom, 1-bath home featuring an open floor plan, bright living spaces, and a modern kitchen with brand-new stainless steel appliances. Spacious bedrooms filled with natural light and a large backyard perfect for outdoor enjoyment. Conveniently located near parks, schools, and shopping. Schedule your showing today!

Listing is courtesy of: LA ROSA REALTY LLC (321-939-3748)

Listing Agent: Jose Ferrer (787-238-6505)

Remarks: Under contract-accepting backup offers. NEW ROOF PRIOR TO CLOSING! Welcome to this 3 bedroom, 1 bathroom newly updated home. The Seller has placed new luxury vinyl flooring throughout which will provide durability in the home. The kitchen has also been updated and once the roof is completed you should have a maintenance free property. This home is locataed in the heart of Winter Haven and is move-in ready ideal for first time home buyers or growing families. Sellers Concessions are available!

Listing is courtesy of: LOKATION (954-545-5583)

Listing Agent: Richard Carey (913-963-9800)

Remarks: Under contract-accepting backup offers. Welcome to this beautiful brand-new construction home featuring 3 bedrooms and 2 bathrooms with a thoughtfully designed layout. This home offers tile flooring throughout, sleek stainless steel appliances, and a convenient indoor laundry room for added functionality. Enjoy the privacy of a fully fenced backyard, perfect for relaxing or entertaining. No HOA so bring all your Toys! Located in a quiet neighborhood with a great location close to shopping, dining, and everyday amenities, and just a short drive from LEGOLAND, this home combines comfort, style, and convenience. Call me today for a private showing!

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

Listing Agent: Sandra Canales (863-205-2641)

Remarks: One or more photo(s) has been virtually staged. Move-In Incentive Available! Qualified buyers who finance with our affiliated lender may choose one of the following: a 4.5 interest rate or $5,000 toward closing costs (buyer must qualify; incentive applies only when using our affiliated lender). Welcome to this stunning 3-bedroom, 2.5-bath two-story home located on a quiet cul-de-sac in the desirable Lake Lucerne II community. Built in 2024 and beautifully enhanced with thoughtful upgrades, this home offers the peace of new construction with the added value buyers are looking for. The backyard is truly a showstopper, backing up to conservation land with a serene pond view, creating the perfect setting to enjoy your morning coffee or unwind at the end of the day. Vinyl fencing along the sides and a rear metal fence preserve privacy without obstructing the view. Inside, the home features high ceilings throughout, luxury vinyl flooring (with carpeted stairs and tile in bathrooms and laundry), an open-concept floor plan, and elegant design touches including a detailed foyer wall and a charming electric fireplace in the living room. The upgraded kitchen boasts stone countertops, beautiful cabinetry, stainless steel appliances, a large island with bar seating, and a pantry, making it ideal for both everyday living and entertaining. Downstairs also includes a flex room perfect for a home office or guest space, a half bath, and a 2-car garage. Upstairs, a spacious loft offers endless possibilities, family room, playroom, or potential 4th bedroom. The primary suite is a true retreat, featuring tray ceilings, generous space for a king-sized bed, and an upgraded California Closet–designed walk-in closet offering exceptional storage and organization. The primary bath includes dual sinks and a walk-in shower. Two additional bedrooms, a full bath, and a well-appointed laundry room with sink complete the upper level. Additional upgrades include a whole-home water filtration system, security system, and a hybrid heat-pump water heater that efficiently heats water while cooling the garage. Enjoy resort-style living with no CDD, a community clubhouse, two pools, and a playground. Conveniently located near shopping, golf courses, and with easy access to I-4, you’re perfectly positioned between Orlando and Tampa, sunrise to sunset. This home is move-in ready and truly special. Schedule your private showing today and experience it for yourself.

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

Listing Agent: Luisa Hurtado (646-259-1153)

Remarks: Beautiful home featuring 3 spacious bedrooms and 2 full bathrooms, with a large backyard and no rear neighbors for added privacy. Located in the growing city of Winter Haven, this property is surrounded by new commercial development and is just minutes from schools and hospitals. Conveniently located only 5 minutes from US Hwy 27. Enjoy a low HOA of just $30/month and a community with no CDD fees. This home offers the perfect setting to create lasting memories, whether it’s weekend BBQs in the backyard, family gatherings, or simply relaxing evenings under the Florida sky. With plenty of space to entertain and unwind, this property is ideal for both everyday living and special moments with loved ones. Don’t miss the opportunity to own this wonderful home make it yours today!

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

Listing Agent: Zonybeth Gonzalez Rodriguez (863-242-5268)