Homes for Sale Near Winter Haven Senior in Winter Haven - 151 homes

Remarks: One or more photo(s) was virtually staged. Nothing to do but unpack. This 3-bedroom, 2-bathroom home in Deer Lake Terrace delivers true move-in-ready living at one of Winter Haven's most accessible price points. At 1,200 square feet of solid block construction on a 0.15-acre lot, this home checks every box for first-time buyers and investors alike. Step inside to an open, light-filled layout with luxury vinyl plank flooring flowing through every room. The updated kitchen features modern shaker cabinetry, granite countertops, and a full appliance package: dishwasher, disposal, microwave, range, and refrigerator, all included. Both bathrooms were gutted and rebuilt with contemporary tile and fixtures. Central air conditioning keep the home comfortable year-round. The enclosed porch adds over 275 square feet of flexible living space that doesn't disappoint. Use it as a home office, playroom, second living area, or year-round entertaining space. Outside, the fully fenced yard includes a utility building for storage, all on a flat and usable lot connected to public water and sewer. The shingle roof was replaced during the renovation. No HOA. No CDD. No lease restrictions. Zoned R-2, this property is equally suited for a primary residence or income-producing rental with no association approval required. Flood Zone X, no flood insurance required. Deer Lake Terrace is a quiet, established neighborhood in northwest Winter Haven with quick access to US-17, US-92, Polk Parkway, and downtown Winter Haven's restaurants, shopping, and the Chain of Lakes trail system. Legoland Florida and Posner Park are just minutes away.

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

Listing Agent: Nelson Cruz Pa (407-901-9939)

Remarks: Under contract-accepting backup offers. Welcome to this beautiful fully renovated 3-bedroom, 2-bath home offering 1,485 square feet of stylish, move-in-ready living in the heart of Winter Haven, Florida. Every detail has been thoughtfully updated to deliver modern comfort and peace of mind. Enjoy brand-new doors and windows that fill the home with natural light, along with a completely new kitchen featuring contemporary finishes and new appliances—perfect for everyday living and entertaining. Both bathrooms have been fully renovated, offering fresh, modern design and functionality. New flooring throughout ties the home together with a clean, cohesive look. Adding even more value, a brand-new roof has been installed, providing long-term durability and confidence for the next homeowner. AC Replaced in 2020, Whole Home re-pipe with PEX and PVC/CPVC in 2020. Conveniently located near shopping, dining, schools, and Winter Haven’s renowned lakes, this turnkey property blends modern upgrades with Florida charm. Don’t miss the opportunity to own a fully updated home ready for immediate enjoyment.

Listing is courtesy of: DOWNTOWN REALTY (407-989-8881)

Listing Agent: Mark Rankin (407-989-8881)

Remarks: Fully Renovated! Discover the perfect blend of modern upgrades and timeless charm in this beautifully updated 5-bedroom, 3-bathroom home. Featuring a brand-new kitchen, updated living spaces, new flooring throughout, and completely renovated bathrooms, this property is truly move-in ready. Recent upgrades include a new roof (2024), new electrical panel, new water heater, fresh interior and exterior paint, and all-new lighting and ceiling fans. The kitchen is a standout, showcasing quartz countertops, new cabinetry, stainless steel appliances, and modern finishes. Enjoy the warmth of a cozy wood-burning fireplace or step outside to your private oasis with a resurfaced pool and a spacious, fully fenced backyard—perfect for entertaining or relaxing. Located between Orlando and Tampa with no HOA or CDD, this home offers flexibility, freedom, and excellent investment potential. Conveniently close to major highways, theme parks, shopping, and dining. Short-term rentals are allowed, making this a great opportunity for both homeowners and investors.

Listing is courtesy of: GARCIA REALTY GROUP (407-920-3616)

Listing Agent: Erika Pinto (407-460-4097)

Remarks: Under Construction. Located in the heart of Winter Haven, Willowbrook South puts you close to the area's Chain of Lakes, beautiful parks, and an array of dining and shopping. With top attractions and everyday conveniences just minutes away, your new home here keeps you connected to everything you love. Your new home at Willowbrook South places you right where you want to be. Let me Introduce you to the Archer II this 1328 Sqft. 3 Bedroom 2 Bath home is just to die for. This home provides Luxury Vinyl tile in all the wet areas, Living and Dining Rooms and Quartz Counter tops in the Kitchen and both Bathrooms. The Kitchen includes a Stove, Microwave, Dishwasher and Refrigerator, all Stainless Steel by Whirlpool and also includes a Washer/Dryer. The Archer II has an Open Floor plan that allows you to entertain guest even if they are in the living or dining room. Spacious bedrooms Owners Suite that can easily fit a King size bed. And on top of all that it also comes with our Home Smart System. Come by today! *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.*

Listing is courtesy of: DR HORTON REALTY OF CENTRAL FLORIDA LLC (407-250-7299)

Listing Agent: Paul King (407-519-3940)

Remarks: Under Construction. The Freeport II floor plan at Willowbrook South offers the perfect blend of comfort, functionality, and modern design. Built with durable all-concrete block construction, this one-story home maximizes living space with a bright, open-concept layout that’s ideal for everyday living and entertaining. As you enter through the foyer, you’ll find two spacious guest bedrooms and a full guest bath with a modern vanity. A convenient linen closet is positioned between the bathroom and bedrooms for easy storage. Further down the hallway, a third bedroom offers flexibility for a home office or guest space, alongside a private laundry area and direct access to the two-car garage. The heart of the home features a well-appointed kitchen with stainless steel appliances, overlooking the dining area, great room, and covered patio perfect for gatherings and family time. Tucked at the rear of the home, the primary bedroom offers a peaceful retreat with a walk-in closet and a spa-inspired bathroom featuring a double vanity sink and a spacious shower. Every home in Willowbrook South comes equipped with the Home Is Connected Smart Home Technology package, allowing you to control locks, thermostat, and more right from your smartphone whether you’re home or away. With its thoughtful design and modern features, the Freeport makes owning a new home in Winter Haven, FL both easy and enjoyable. *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.*

Listing is courtesy of: DR HORTON REALTY OF CENTRAL FLORIDA LLC (407-250-7299)

Listing Agent: Paul King (407-519-3940)

Remarks: Under Construction. Let me Introduce you to our 5 Bed 2 Bath 1708sqft floor plan the Dundee. This home provides you with Luxury Vinyl Tile in all the wet areas and the living and dining rooms with Quartz Counter Tops in the Kitchen and Bathrooms. The Kitchen provides Stainless Steel Whirlpool Appliances that Including a Stove, Microwave, Refrigerator and Dishwasher, and a Washer and Dryer in the Laundry room. You have 4 Spare Bedrooms and an Owners Suite that can easily fit a King size bed with walk in closet. Beautiful Master bath with two Adult Vanity sinks and Quartz Countertops.

Listing is courtesy of: DR HORTON REALTY OF CENTRAL FLORIDA LLC (407-250-7299)

Listing Agent: Paul King (407-519-3940)

Remarks: Under Construction. The Archer II is one of our one-story floorplans features in our Willowbrook South community in Winter Haven, Florida. Take your pick between two sleek exterior options when choosing this floorplan. Inside this 3 bedroom, 2 bathroom home you’ll find 1,328 square feet of comfortable living. The open concept layout allows for seamless movement between spaces making entertaining guests a breeze. It also provides homeowners versatile design options. The kitchen features shaker-style cabinets, quartz countertops, and stainless steel appliances, which are sure to both turn heads and make meal prep easy. You’ll bever be too far from the action with the living and dining area right there. In every bedroom, besides the primary bedroom, you’ll have carpeted floors and a closet in each room. Whether these rooms become bedrooms, office spaces, or other bonus rooms, there is sure to be comfort. The primary bedroom features luxury vinyl plank flooring that will be sure to stand out. It also has its own attached bathroom that features a walk-in closet and all the space you need to get ready in the morning. Sharing a sink isn’t a worry with the double vanity, and you also get additional privacy with a separate door for the toilet and shower. Contact us today and find your home at Willowbrook South.

Listing is courtesy of: DR HORTON REALTY OF CENTRAL FLORIDA LLC (407-250-7299)

Listing Agent: Paul King (407-519-3940)

Remarks: Under Construction. The Freeport II floor plan at Willowbrook South offers the perfect blend of comfort, functionality, and modern design. Built with durable all-concrete block construction, this one-story home maximizes living space with a bright, open-concept layout that’s ideal for everyday living and entertaining. As you enter through the foyer, you’ll find two spacious guest bedrooms and a full guest bath with a modern vanity. A convenient linen closet is positioned between the bathroom and bedrooms for easy storage. Further down the hallway, a third bedroom offers flexibility for a home office or guest space, alongside a private laundry area and direct access to the two-car garage. The heart of the home features a well-appointed kitchen with stainless steel appliances, overlooking the dining area, great room, and covered patio perfect for gatherings and family time. Tucked at the rear of the home, the primary bedroom offers a peaceful retreat with a walk-in closet and a spa-inspired bathroom featuring a double vanity sink and a spacious shower. Every home in Willowbrook South comes equipped with the Home Is Connected Smart Home Technology package, allowing you to control locks, thermostat, and more right from your smartphone whether you’re home or away. With its thoughtful design and modern features, the Freeport makes owning a new home in Winter Haven, FL both easy and enjoyable. *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.*

Listing is courtesy of: DR HORTON REALTY OF CENTRAL FLORIDA LLC (407-250-7299)

Listing Agent: Paul King (407-519-3940)

Remarks: One or more photo(s) has been virtually staged. Spacious 1-story home located in the Elbert Park subdivision of Winter Haven! This property features 3 bedrooms and 2 full bathrooms, offering a functional layout with great potential. The large living room showcases high ceilings, exposed wood beams, ceramic tile flooring, and a wood-burning fireplace—ideal for gatherings and everyday living. The dining area flows seamlessly onto a large screened patio, providing a great space to relax or entertain. The kitchen offers ample space and is ready for your personal updates to create the home you’ve been envisioning. Step outside to enjoy the fully fenced backyard, complete with a large shed for additional storage. Conveniently located near Lake Elbert and Rotary Park, this home offers easy access to outdoor recreation. Don’t miss this opportunity to add value and make this home your own—schedule your private showing today before it’s gone!

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

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

Remarks: MOVE-IN READY! Welcome to the Flagler floor plan, where timeless charm meets modern luxury. The home’s traditional elevation with a welcoming front porch sets the tone for elegance and comfort. Inside, a versatile flex space off the entry offers the perfect spot for a home office or cozy reading nook. The heart of the home features a chef-inspired kitchen with an oversized quartz island, sleek cabinetry, and abundant counter space, all seamlessly flowing into the dining and living areas. Natural light pours in through sliding glass doors, opening to the backyard and creating the ideal setting for entertaining or everyday living. Two spacious bedrooms, a full bath, and a conveniently placed laundry room are located just off the kitchen, designed with functionality and ease in mind. At the back of the home, the private primary suite feels like a true retreat with elegant tray ceilings, a generous walk-in closet, and a spa-style bathroom with dual vanities and designer finishes. With its open-concept design, luxurious finishes, and thoughtful split-bedroom layout, the Flagler offers the perfect balance of style, comfort, and sophistication an exceptional place to call home.

Listing is courtesy of: DRB GROUP REALTY, LLC (407-270-2747)

Listing Agent: Adam Schott (407-270-2747)

Remarks: PRICE REDUCTION!! Welcome to the lakefront community of Edgewater Manor! Come see this awesome custom built 2017 4 bed 3 bath corner lot (1/3 ac.) home with fenced backyard! Located just off Cypress Gardens Blvd., this bright, open floorplan includes combo living and dining area, an office, and a spacious kitchen with white wood cabinets and grey granite counter tops, stainless steel appliances, gas stove, and eat-in area. There is a large family room off the kitchen, crown molding throughout the home, vinyl fencing, and much more, including: gas tankless WH, vinyl planking floor everywhere but bedrooms, plantation shutters, double pane low E windows, a screened lanai. There is even a plug for an electric car built into garage wall, and a shallow well for lawn irrigation. Plus, close to Legoland, restaurants, shopping, and the chain of lakes. A great find!

Listing is courtesy of: STORMS REALTY (813-293-4652)

Listing Agent: Steve Storms (813-293-4652)

Remarks: Come see this gorgeous 4-Bedroom Home in the beautiful community of Lucerne Park Reserve, Winter Haven, FL – a beautifully designed 4-bedroom, 2.5-bathroom home located in the amazing Lucerne Park Reserve community. Located in a prime corner lot, this home provides you a modern design, spacious living, and an incredible community that is perfect for families who are looking for comfort. Key Features: Spacious & Functional Layout: This is a designed 2,340 sq. ft. home with an open-concept living space, perfect for entertaining. It is located in a big Corner Lot with a Huge Fenced Backyard. It is perfect for you if you need some extra privacy or space for outdoor activities, pets, and even to build a pool! In addition, the property has an Air-Conditioned 2-Car Garage and some Extra Driveway Parking. In the second floor you will find the Loft that would be perfect for entertainment. You cannot miss the incredible Master Suite with a custom walk-in closet, designed for ultimate storage and organization. The property offers a beautifully upgraded open kitchen with a big island, perfect for family gatherings and entertaining guests. One of the most important features is that you will enjoy a Brand-New AC Unit. The property is Located in Winter Haven, Lucerne Park Reserve that is a peaceful, family-friendly community with beautiful surroundings, great amenities, and easy access to major attractions. The community is just Minutes away from LEGOLAND Florida Resort. You will get a close Access to the Winter Haven Chain of Lakes. The community is in an amazing location that is close to Downtown Winter Haven where you can Enjoy boutique shopping, fine dining, and cultural venues like The Ritz Theatre and Theatre Winter Haven. You will get into the major highways in just a few minutes with Easy access to Orlando, Tampa, and other major cities for work or entertainment. Don't miss the opportunity to see this beautiful corner lot property before it is gone! You can be the next owner and live in the after sought community of Lucerne Park Reserve! Come see it today!!

Listing is courtesy of: EXP REALTY LLC (407-392-1800)

Listing Agent: Carlos Carreno Ledezma (407-580-2914)

Remarks: Built in 2023, this 4-bedroom, 2-bath Winter Haven home combines modern design with ultimate convenience. The bright, open-concept interior features ceramic tile floors and a chef-inspired kitchen with a large island. Relax on your screened-in lanai overlooking a private backyard. Located minutes from shopping, schools, and attractions—this move-in-ready gem is a must-see!

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

Listing Agent: Anthony Medina (863-242-9847)

Remarks: Welcome to your own slice of paradise on the private shores of Lake Lewis located in the highly sought-after gated community of Orchid Springs Estates! This stunning Mediterranean-style estate offers the perfect blend of luxury, comfort, and timeless elegance. Boasting 4 spacious bedrooms and 4 full baths, this custom-designed home features a beautifully appointed kitchen ideal for entertaining, a dedicated pool bath for added convenience, and multiple living spaces filled with natural light. Step outside to your private screened-in pool oasis, where tranquil lake views and tropical landscaping create the ultimate Florida lifestyle experience. Enjoy fishing, kayaking, or simply relaxing by the water in this serene, private lakefront setting. With premium finishes throughout and exceptional attention to detail, this home offers everything you need in one of the area's most distinguished neighborhoods. Don’t miss this rare opportunity—schedule your private tour today!

Listing is courtesy of: LOCKHART & ASSOCIATES INC (863-293-1234)

Listing Agent: Steve Lockhart (863-289-9801)

Remarks: Under contract-accepting backup offers. Move-in ready and priced to sell, this beautiful 2013-built 3-bedroom, 2-bath home offers 1,865 sq. ft. of comfortable living space and a 2-car garage in a desirable single-entry community. The split floor plan features tile and luxury vinyl plank flooring throughout, a spacious primary suite with walk-in closet, and a well-appointed bath with dual sinks, a garden tub, and separate shower. The kitchen boasts granite countertops, a breakfast bar, and an eat-in dinette. Enjoy the fenced backyard, inside laundry room, ceiling fans throughout, and recent updates including a new roof in 2024, A/C in 2019, and air handler in 2023. Convenient to shopping, schools, and medical facilities.

Listing is courtesy of: REAL ESTATE BROKERS USA, INC. (863-242-6624)

Listing Agent: Debbie Bradbury (863-242-6624)

Remarks: MOVE-IN READY! Welcome to your dream home in the sought-after Willowbrook North community! This stunning Ranch-style, one-story residence offers effortless living with 3 spacious bedrooms, 2 full bathrooms, and a versatile flex space—perfect for a home office, playroom, or additional living area. You'll fall in love with the modern open-concept layout, featuring quartz countertops throughout, soft-close cabinets and drawers, and smart home features designed for comfort and convenience. Enjoy peaceful mornings and relaxing evenings with serene pond views right outside your front door. Built with quality and style in mind, this home is the perfect blend of elegance and functionality—ready for you to move in and make it your own. Don't miss this opportunity to own a beautifully crafted home in a growing, vibrant community!

Listing is courtesy of: DRB GROUP REALTY, LLC (407-270-2747)

Listing Agent: Adam Schott (407-270-2747)

Remarks: One or more photo(s) has been virtually staged. Waterfront view from your porch. Affordability, low-maintenance comfort, & strong rental income potential. Waterfront view from your porch. Discover serene living at this charming 2-bedroom, 2-bathroom condo offering stunning sunset water views from its screened lanai. The home has a functional layout, it includes a combination of living & dining area, a large master suite with a walk-in closet, & a sliding glass door towards your comfortable back porch overlooking the canal water view; the kitchen has sufficient space; & there is a large storage room. Enjoy your Florida lifestyle, this welcoming community with built-in amenities, has direct lakefront access via a community dock for boating, fishing, and water sports on the connected Chain of Lakes. For only $253 a month, HOA covers your home's exterior maintenance. Location is accessible to nearby shopping, hospitals, medical offices, schools, and about an hour drive Tampa or Orlando. To schedule a showing, provide your realtor your pre-approval letter or proof of cash funds. At this price range, this move-in ready condo is your best choice.

Listing is courtesy of: MAZELG REALTY (863-399-0226)

Listing Agent: Lienyvette Grimaldo (863-399-0226)

Remarks: Welcome to Casa Del Sol, a desirable lakefront community on Lake Hartridge with access to the Winter Haven Chain of Lakes. This spacious 2bd/2.5 bath condo offers 1,334 sq. ft. of comfortable living with a smart two-story layout—main living areas downstairs and both bedrooms upstairs. The home incorporates rustic farmhouse design elements throughout, including decorative farmhouse wall paneling that adds warmth, texture, and character to the living spaces. Natural wood furnishings and neutral tones complement the farmhouse aesthetic, blending comfort with timeless style. This bedroom features a relaxed coastal design with soothing blue tones and nautical accents that create a bright, airy retreat. A bold navy accent wall highlights the space, complemented by decorative fishing net wall art and seaside décor. Large windows dressed in sheer navy curtains allow natural light to fill the room, enhancing the breezy coastal vibe. A second bedroom showcases a soft coastal palette with tranquil turquoise walls and light, breezy window treatments. The rustic whitewashed headboard adds a beach-cottage feel while coordinating with the natural textures and pastel bedding. The room’s calming color scheme and light-filled atmosphere create a peaceful, seaside-inspired retreat perfect for guests or family. The bathroom is enhanced with a sliding barn door, a popular farmhouse feature that combines charm with functionality. The door’s rustic wood finish and exposed hardware create a stylish focal point while maximizing space and adding a touch of modern farmhouse appeal. Enjoy low-maintenance living with HOA fees covering city water, sewer/garbage, exterior building maintenance, grounds care, and pool service. Community amenities include a clubhouse, two pools, tennis courts, shuffleboard, and a community dock with direct Lake Hartridge access. A rare bonus in condo living—an attached 2-car garage. Centrally located near major roadways for easy commuting to Lakeland, Auburndale, and the I-4 corridor, yet tucked into a peaceful residential setting close to downtown events, waterfront paths, and local dining. Ideal as a primary residence, seasonal home, or investment property. Opportunities like this don’t last—schedule your private showing today.

Listing is courtesy of: COLDWELL BANKER REALTY (863-294-7541)

Listing Agent: Tomi Miller-Troupe (863-287-0231)

Remarks: One or more photo(s) has been virtually staged. Newly renovated 2 bedroom, 2 bathroom home with all the major updates already done for you — new roof, new floors ,new AC, and new water heater. This is a boater and fisher’s dream property located on beautiful Lake Dexter, Enjoy boating, water skiing, and freshwater fishing right from your backyard playground. The community offers a dock with boat slips available on a first-come, first-served basis, perfect for boats up to 24 feet. Residents also enjoy a clubhouse, pickleball courts, and tennis courts, making it easy to enjoy the Florida lifestyle. Whether you're looking for a full-time residence or a weekend lake retreat, this home offers the perfect mix of updates, amenities, and waterfront living.

Listing is courtesy of: ELEVE REAL ESTATE LLC (813-562-5002)

Listing Agent: Danielle Davis (813-526-5002)

Remarks: Custom-Built by Hulbert Homes! Known for exceptional quality and craftsmanship, Hulbert Homes delivers once again with this thoughtfully designed, one-of-a-kind residence. From the stunning custom mahogany double doors to the luxury vinyl flooring throughout, every detail has been carefully curated. This light, bright, and open 4-bedroom, 3-bath home on almost 3/4 of an acre and features soaring ceilings, crown molding, and a seamless open-concept layout that effortlessly connects the Great Room, dining area, and chef’s kitchen—perfect for both everyday living and entertaining. The kitchen truly serves as the heart of the home, showcasing a massive island, stainless steel appliances, gas range, and a custom backsplash, all designed with both style and functionality in mind. The Great Room is equally impressive, featuring a cozy gas fireplace and built-in Sonos sound system, creating the ideal space to relax or host gatherings. Step outside and enjoy your own private retreat—an expansive screened lanai complete with a saltwater pool, above-ground hot tub, and a covered entertaining area with a wet bar. Whether you're hosting friends or enjoying a quiet evening, this outdoor space delivers. The private 4th bedroom offers its own en-suite bath and direct lanai access, making it perfect for guests or multi-generational living. The luxurious primary suite is a true sanctuary, featuring a second gas fireplace, an impressive 12x8 walk-in closet with custom shelving, and a spa-inspired bath with dual vanities and walk-in shower. Additional features include a dedicated office/den/craft room with built-ins, a mudroom with added storage just off the garage, a Generac whole-house generator, and a tankless water heater for enhanced efficiency and convenience. Car enthusiasts and hobbyists will appreciate the oversized 31x43 garage with epoxy floors, offering ample room for vehicles, storage, and more. Situated on a large, beautifully landscaped lot with a charming rocking chair front porch, this home is tucked within a private, in-town Winter Haven community. Conveniently located near Legoland, the Chain of Lakes, shopping, dining, and more—this exceptional property offers the perfect blend of luxury, comfort, and Hulbert Homes’ signature excellence.

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

Listing Agent: Brian Stephens (863-647-8600)