Homes For Sale in Winter Haven 33881 - 346 homes

Remarks: Virtually Staged. Beautiful, well-cared-for 2BR/2BA villa in a maintenance-free 55+ community — ready for a new owner. Single-level, move-in ready home with a bright, open floorplan, remodeled kitchen and stainless steel appliances. Durable LVP flooring (2021) throughout the main living areas and new carpet in the bedrooms. Laundry includes washer/dryer 2021; refrigerator 2025. Security system installed. Major recent system and structural upgrades for worry-free ownership: HVAC 2023; 40-gal water heater 2023; PEX water lines 2024; new carport roof 2024; new power panel & upgraded wiring 2021; attic insulation & interior paint 2021. Ease of living: Enjoy true low-maintenance, single-level living with HOA exterior care, easy parking under the new carport roof, and modern systems that minimize upkeep and unexpected expenses. The thoughtful updates and security system provide peace of mind and allow you to spend more time enjoying community amenities, nearby lakes, dining, and shopping rather than home maintenance. Location and lifestyle: Conveniently close to Publix, dining, and scenic lakes — ideal for active adults seeking convenience and leisure.

Listing is courtesy of: KELLER WILLIAMS REALTY SMART (863-577-1234)

Listing Agent: Holly Patterson (717-668-9598)

Remarks: Virtually Staged. HUGE PRICE DROP! Completely renovated Gene Leedy home and move-in ready, this beautifully updated home combines modern style with everyday comfort in the heart of Central Florida. Step inside to a bright, open floor plan filled with natural light from large floor-to-ceiling windows throughout—including in the bedrooms. The spacious living areas flow seamlessly, creating a warm and inviting atmosphere perfect for both relaxing and entertaining. The stunning kitchen has been completely updated with beautiful soft-close cabinetry, luxurious quartz countertops, stainless steel appliances, and recessed lighting—offering a sleek, contemporary look and exceptional functionality. Luxury vinyl plank flooring runs throughout the home, complemented by fresh interior paint, modern fixtures, and stylish ceiling fans that complete the elegant finish. The primary suite provides a private retreat, while additional bedrooms offer flexibility for family, guests, or a home office. Both bathrooms have been tastefully remodeled with updated tile, vanities, and fixtures. Outside, enjoy your private backyard oasis—fully enclosed with a block wall for enhanced privacy. A sparkling inground pool with paver deck sets the stage for year-round Florida living, whether you’re hosting a gathering or enjoying a quiet evening under the stars. Additional features include a separate exterior laundry/storage room for added convenience. Ideally located near shopping, dining, schools, and major roadways, this home offers easy access to Winter Haven’s famous Chain of Lakes and other nearby Central Florida attractions. Every detail has been updated—move right in and start enjoying the Florida lifestyle today! Schedule your private showing before it’s gone.

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

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

Remarks: Welcome home to this newer 3-bedroom, 2-bath residence built in 2020, offering 1,672 square feet of thoughtfully designed living space. The open-concept layout creates a bright and inviting atmosphere, with the living, dining, and kitchen areas flowing together to accommodate both everyday living and entertaining. The primary suite features a walk-in closet, while the primary bathroom is equipped with dual sinks and a walk-in shower for added convenience. With a functional floor plan and modern design, this home provides the ideal blend of comfort and practicality. The home is ready to be converted into your ideal living space. Don't miss your opportunity to make this home yours—schedule your private showing today! The home is being sold in as is condition. All buyers must view the home before submitting an offer.

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

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

Remarks: Welcome to this newer 1 Story home! This 4-bedroom, 2-bath home offers 1,748 square feet of comfortable living space with an open-concept layout designed for both everyday living and entertaining. Enjoy a spacious kitchen overlooking the main living and dining areas, generously sized bedrooms, and a private primary suite with ample closet space and an en-suite bath. Natural light flows throughout the home, creating a warm and inviting atmosphere, while the outdoor space provides room to relax or entertain. Conveniently located near shopping, dining, schools, and major roadways, this home offers both comfort and convenience in a desirable community. This home is ready to be converted into your ideal living space. Don’t miss the opportunity to make this beautiful property your next home—schedule your private showing today! The home is being Sold in As Is condition without any Warranty nor Guarantee by seller. The buyer is responsible for verifying ALL property information, room sizes, utilities and condition. The buyer must deliver an updated copy of the preapproval letter or Proof of Funds dated within 30 days. The escrow deposit must be in form of Certified Funds and the check must be delivered to the Listing Broker within 48 hours of bid acceptance by HUD. The escrow check must be payable to the Buyer's closing Title Agent listed on the initial bid. Do Not make the escrow check payable to the Listing Broker and Do not wire nor deliver the escrow check to the title company. Failure to deliver the escrow check and pre-approval letter within 48 hours will result in bid cancellation by HUD and no extensions will be granted. HUD CASE: 093-914062 FINANCE ESCROW MAY APPLY FINANCE CODE: IE

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

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

Remarks: Welcome Home to your 3 bedroom/2 bath home! NEW luxury vinyl plank flooring and freshly painted throughout, granite in the kitchen and baths, new lighting, 6-panel doors and ceiling fans. Kitchen has new cabinets and newer stainless-steel appliances. The Primary Suite features lots of light, double vanities and walk-in shower. The flex room connected to the Primary Suite would be perfect for an office, reading room, playroom, craft room or a nursery. Two additional bedrooms and hall bath round out this concrete block home located just west of Winter Haven and within minutes from numerous lakes. Close to major thoroughfares, restaurants, and shopping.

Listing is courtesy of: POWERS REAL ESTATE SOLUTIONS LLC (904-703-0905)

Listing Agent: Lynne Powers (904-703-0905)

Remarks: Discover over 3,800 square feet of beautifully designed living space featuring 5 bedrooms, 3.5 baths, formal living and dining rooms, a spacious family room, and a versatile bonus room with pool access—all perfectly positioned on a beautifully landscaped corner lot in the sought-after Hamilton Pointe community. This immaculate home offers a harmonious blend of upscale finishes, versatile spaces, and quality craftsmanship throughout—making it one of the most well-maintained and impressively appointed homes in the area. From the moment you arrive, you'll be drawn in by the lush, meticulously maintained landscaping that offers year-round color, texture, and curb appeal. Twin driveways and an oversized side-entry three-car garage provide generous parking and storage, ideal for multi-vehicle households, guests, or recreational toys. Step through the welcoming foyer into a light-filled interior defined by soaring ceilings, elegant crown molding, and custom built-ins that speak to the elevated level of construction found throughout the home. Formal living and dining rooms offer ideal spaces for entertaining, while the expansive first family room features tranquil pool views and flows seamlessly into a chef-inspired kitchen. Here, you’ll find all-wood cherry cabinetry with upgraded 15-inch-deep uppers, granite countertops, newer stainless steel appliances, a breakfast bar, and a walk-in pantry. A cozy, window-lined dinette is perfect for casual meals or morning coffee with views of the sparkling pool. A triple-split bedroom layout ensures privacy and flexibility, making the home suitable for a wide variety of family dynamics. The primary suite is tucked away on its own wing, offering private access to the lanai, a spacious walk-in closet, and a spa-like bath complete with dual vanities, a jetted soaking tub, and a tiled walk-in shower. Four additional bedrooms are generously sized and feature wood flooring, ceiling fans, and ample closet space with extra built-in storage above. The guest bathrooms are tastefully appointed with tile-surround tub and shower combinations, offering comfort and convenience for family or visitors. In addition to the dedicated office, a large rear bonus room serves as the second family/TV room and can easily transform into a game room, media center, craft room, or additional living area. Step outside and unwind in your private backyard retreat, where a screen-enclosed pool deck and covered lanai overlook a solar-heated pool powered by 2020 panels. The lush landscaping and privacy fencing create a resort-like atmosphere perfect for year-round enjoyment. Additional highlights include a 2020 architectural shingle roof, new water heater, energy-efficient tinted windows, Kinetico whole-house water filtration system, irrigation well, newer pool pump, and dual HVAC systems. Located in one of Winter Haven’s most established and well-cared-for communities, Hamilton Pointe is known for its manicured lawns, mature oaks, and true pride of ownership. Residents enjoy easy access to the Winter Haven Chain of Lakes, downtown dining and entertainment, Legoland, and major roadways like the Polk Parkway—placing Orlando, Tampa, beaches, and international airports all within reach. Don’t miss your chance to own this exceptional home that offers space , quality, and lifestyle in one of Central Florida’s most desirable neighborhoods.

Listing is courtesy of: THE STONES REAL ESTATE FIRM (863-412-2080)

Listing Agent: Michael Stone (863-412-9733)

Remarks: Under contract-accepting backup offers. Virtually Staged. PRICE IMPROVEMENT! SELLER MOTIVATED! Needs new carpet - giving buyers a clear opportunity to update the flooring to their own style and make it their own. Completed in 2020 and ready for immediate occupancy, this property blends modern construction with thoughtful recent upgrades. Notable features include a brand-new roof installed in 2023, fully paid solar panels, a freshly painted interior, and professionally serviced and cleaned air ducts, all contributing to energy efficiency and average utility costs of approximately $20–$100 a month. The home is equipped with smart home technology and constructed with concrete block on both the first and second floors, offering added durability and peace of mind. Inside, the kitchen opens naturally to the main living spaces, creating an inviting layout for everyday living and entertaining. A future flooring update provides an easy opportunity to personalize the space. Bedrooms are generously sized, with the primary suite located upstairs, and a fully fenced backyard enhances privacy and functionality. Ideally positioned within the community, the home is just a short walk to the mailbox, pool, and playground, with convenient access to shopping, dining, grocery stores, major roadways, just a short drive to LEGOLAND® and less than one hour from Walt Disney World.

Listing is courtesy of: KELLER WILLIAMS ADVANTAGE REALTY (407-977-7600)

Listing Agent: Kristin Duncan (407-274-5911)

Remarks: Under contract-accepting backup offers. This property offers comfort, convenience, and a great Central Florida location. Situated on a spacious lot, the home features bright living spaces, a functional layout, and excellent potential for a variety of buyers. Conveniently located near shopping, dining, parks, schools, and local amenities, with easy access to the Chain of Lakes and major roadways. Whether you are looking for a primary residence, investment property, or additional space, this home offers many possibilities. Schedule your private showing today!

Listing is courtesy of: MILLI REAL ESTATE SERVICES LLC (407-274-6202)

Listing Agent: Milli Collins (407-274-6202)

Remarks: Experience luxury living in this newly built (2023) modern style home featuring breathtaking views of Lake Jessie and no HOA! This spacious 4-bedroom, 4-bath single-family residence offers an expansive open floor plan, soaring ceilings, and porcelain tile throughout. The elegant living room features a dramatic porcelain tile fireplace, creating a warm and stylish focal point. The chef’s kitchen is designed to impress with quartz countertops, stainless steel appliances, sleek modern cabinetry, and ample storage. A spacious indoor laundry room adds everyday convenience. Additional highlights include a 3-car garage, durable tile roof, whole-home water filtration system, and pre-wiring for a security camera system. Enjoy year-round outdoor living with a fully enclosed porch and large paver patio—perfect for relaxing or entertaining. Conveniently located directly across from a public boat ramp, offering easy access to boating and recreation without the upkeep of lakefront ownership. An exceptional opportunity to own a move-in-ready home with thoughtful upgrades, modern design, and a prime location near the water. Schedule your private showing today!

Listing is courtesy of: LANTES REAL ESTATE LLC (813-408-0980)

Listing Agent: Asley Garcia (813-613-2666)

Remarks: Under contract-accepting backup offers. Super nice! Very affordable with NO HOA! This 3 bedroom, 2 full baths home has lots of great features like high ceilings, laminate flooring throughout, great room, kitchen, cute bathrooms and front and back porches.   Quality too, this home has been verified to meet the DOE Challenge Home (US Department of Energy guidelines), verifications are attached in MLS. Certified energy efficiencies that will save you money and universal design for aging in place with wide doors, easy open fixtures, etc.

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

Listing Agent: J. Michael Nolen, Jr (863-294-7541)

Remarks: Under Construction. New construction home with 1,479 square feet on one-story including 3 bedrooms, 2 baths, and an open living area. Enjoy an open kitchen with Quartz countertops, Samsung stainless steel appliances, pantry, and a spacious counter height bar, fully open to the dining café and gathering room. The living area, laundry room, and baths include luxury wood vinyl plank flooring, with stain-resistant carpet in the bedrooms. Your owner's suite is complete with a walk-in wardrobe and a private en-suite bath with a tiled shower and linen closet. Plus, enjoy a covered lanai, 2-car garage, custom-fit window blinds, architectural shingles, energy-efficient insulation and windows, and a full builder warranty. Please note, virtual tour/photos showcases the home layout; colors and design options in actual home for sale may differ. Furnishings and decor do not convey."

Listing is courtesy of: CAMBRIDGE REALTY OF CENTRAL FL (863-797-4999)

Listing Agent: George Lindsey, Iii (863-797-4999)

Remarks: Fully remodeled 2-bedroom, 1-bath home in the heart of Winter Haven. This move-in-ready property features a new roof, updated electrical and plumbing, and modern finishes throughout. Situated on a spacious lot with no HOA, it offers both comfort and flexibility. Conveniently located near major roads, shopping, dining, schools, and just minutes from downtown Winter Haven and LEGOLAND Florida Resort, making it an excellent option for homeowners or investors.

Listing is courtesy of: AGENT TRUST REALTY CORPORATION (407-251-0669)

Listing Agent: Ed Ospina (407-970-9488)

Remarks: Welcome home to this charming bungalow-style 3-bedroom, 2-bath residence offering comfort, character along with modern updates. Inside, you'll find durable wood-look tile flooring throughout, beautiful granite countertops and a cozy wood-burning fireplace that creates the perfect gathering space. Major improvements include a new roof and windows in 2020, providing added peace of mind. Step outside to enjoy the fully fenced backyard - ideal for pets, play or entertaining. Best of all, there's no HOA, giving you the freedom to truly make this home your own. Conveniently located in the heart of Winter Haven, with easy access to shopping, dining, schools and everything Central Florida has to offer. Schedule your private showing today!

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

Listing Agent: Amanda Plowden (863-224-7088)

Remarks: Welcome to this beautifully maintained 4-bedroom, 2-bath home built in 2021, offering 1,832 sq ft of comfortable living space in the growing area of Winter Haven.This well-kept residence features a functional and open layout with a spacious kitchen that flows seamlessly into the living and dining areas—perfect for both everyday living and entertaining. Oneof the bedrooms offers flexibility and can easily be used as a home office, ideal for today’s lifestyle needs.The home also includes a dedicated laundry room and generously sized primary bedroom, providing comfortand convenience throughout. Located in a rapidly developing area, a new plaza is currently under construction nearby, adding future value and accessibility to shopping and dining options. Plus, LEGOLAND Florida Resort is approximately 20 minutes away, offering fun and entertainment close to home. Don’t miss the chance to own a newer home in a thriving community!

Listing is courtesy of: DENIZ REALTY PARTNERS LLC (407-704-0780)

Listing Agent: Patricia Schraiber (407-413-1801)

Remarks: Don’t miss this beautifully renovated 2-bedroom, 1-bath home conveniently located near downtown Winter Haven and just minutes from Polk State College. Whether you’re a first-time homebuyer, downsizing, or looking for a great investment property, this home offers exceptional value and is priced to sell. Recent updates provide a fresh, modern feel throughout, making this property truly move-in ready. Enjoy the convenience of a covered carport, a spacious screened patio perfect for relaxing or entertaining, and a large backyard with plenty of room for outdoor activities, pets, or future improvements. With its prime location, updated condition, and strong rental potential, this home is an excellent opportunity for both homeowners and investors alike. Schedule your private showing today before it’s gone! Some photos have been virtually staged

Listing is courtesy of: OFFERPAD BROKERAGE FL, LLC (813-534-6326)

Listing Agent: James Wible (813-440-0477)

Remarks: Welcome to your private backyard paradise! This beautiful home features two bedrooms, one bath, no HOA, a relaxing jacuzzi spa, functional greenhouses for gardening, storage sheds, irrigation system and a rare, gated private alley at the rear of the property which provides convenient access to your backyard. The property is currently an active plant nursery and the sale includes everything to continue that if you choose. Inside you will find an open layout perfect for comfortable living. Enjoy total peace of mind with newer appliances, windows (2026), electrical wiring (2025), HVAC (2025) and also an indoor laundry space. This property is conveniently located five minutes from downtown Winter Haven, near dining and shopping, close to the Chain of Lakes, Legoland and many parks and outdoor activities. If your looking for the Florida lifestyle then come tour this unique property.

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

Listing Agent: Matthew Hazlett (407-470-6515)

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. 2 Spare Bedrooms and an 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 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. 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)