Homes For Sale in Winter Haven 33880 - 244 homes

Remarks: Under contract-accepting backup offers. Located off the southwest side of Rifle Range Rd in Winter Haven, with easy access to Bartow, this property offers a quiet setting with plenty of potential. The existing mobile home has an approximately six-year-old roof and will benefit from updates, including subfloors and AC. Showings of the home are by appointment with an agent. Two additional structures on site offer added storage or future possibilities. No HOA. Buyers and buyer’s agents should verify all measurements, site details, land use, and tax information.

Listing is courtesy of: CROSBY & ASSOCIATES, INC. (863-293-5600)

Listing Agent: Lorena Alvarez Cordero (863-412-9288)

Remarks: Under contract-accepting backup offers. ***UNDER CONTRACT ACCEPTING BACK UP OFFERS*** Tucked away on a oversized lot on a quiet cul-de-sac in Winter Haven, this BEAUTIFULLY RENOVATED POOL HOME offers the perfect blend of comfort, style, and outdoor living at an incredible value. Featuring 3 spacious bedrooms, 2 bathrooms, and walk-in closets, this home was thoughtfully designed for both everyday living and entertaining. Step inside and fall in love with the STUNNING RENOVATED MODERN KITCHEN and OPEN-CONCEPT FLOORPLAN, creating a bright and inviting atmosphere throughout the main living areas. The seamless flow between the kitchen, dining, and living spaces makes this home ideal for hosting family and friends. Outside, your PRIVATE BACKYARD OASIS awaits with a 16’ x 32’ pool, screened porch, expansive patio, and beautifully designed outdoor entertaining space overlooking a peaceful setting with no rear neighbors. The FULLY FENCED BACKYARD provides added privacy and security, perfect for pets, family gatherings, or simply relaxing in tranquility. Located in a quiet and desirable community, this home is one of the best-priced pool homes in the area. Sellers are offering a credit for pool repair, creating an incredible opportunity for the next owner. Whether you are looking for your first home, a vacation retreat, or the perfect place to entertain, this move-in-ready gem checks all the boxes and comes with a LOW ANNUAL HOA. Schedule your private showing today!

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

Listing Agent: Caroline Vansevenant (407-946-5675)

Remarks: Under contract-accepting backup offers. Welcome to true lakefront living on the renowned Chain of Lakes in Winter Haven, perfectly positioned on Lake Shipp with approximately 500 feet of waterfrontage, an extremely rare offering that creates the feel of your own private park right in your backyard. Built in 2021 with block-on-slab construction and a durable metal roof, this 3-bedroom, 3-bathroom home was designed to maximize water views and effortless indoor-outdoor living. Inside, you’ll find soaring ceilings and an open layout that flows seamlessly into the kitchen, featuring 42-inch cabinetry, quartz countertops, a large island, pantry, and a dine-in area—ideal for entertaining or everyday living. Large 8-foot sliding glass doors open out to a fully screened lanai that spans the entire width of the living area, creating a true extension of the home and the perfect place to relax while overlooking the water. The split floor plan offers privacy, with a spacious primary suite positioned to capture lake views, complete with a large walk-in closet and a spa-style en-suite bathroom featuring double vanities and a walk-in shower. One of the additional bedrooms also features its own en-suite bathroom, creating a secondary primary suite—ideal for guests or multi-generational living. The remaining bedroom is well-sized and positioned for convenience. Step outside and embrace the lifestyle this property was built for. With your own private dock, you can moor your boat and enjoy direct access to the Chain of Lakes. Cruise across to local favorites like Harborside Restaurant and take in some of the best sunsets Central Florida has to offer. Additional features include plantation shutters on the front of the home, a spacious indoor laundry room, a detached storage shed, and a rare drive-through 3-car garage with access from the front all the way to the backyard—perfect for boats, trailers, or additional vehicles. With no HOA and close proximity to downtown Winter Haven, this property delivers a unique combination of space, convenience, and true waterfront living. This is more than just a home—it’s a rare opportunity to own a standout piece of lakefront property on the Chain.

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

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

Remarks: Auction Property. Ranch-style home offering 2 bedrooms and 1.5 bathrooms with a spacious living room and a good-sized yard. Features include a durable metal roof, RV electrical hookups, and a chicken coop. Some updates in the kitchen. Short Sale subject to lender approval.

Listing is courtesy of: JASON MITCHELL REAL ESTATE FLO (754-307-0607)

Listing Agent: David Hartigan (407-955-1156)

Remarks: Welcome to this beautiful 3-bedroom, 2-bath home in the desirable Coventry neighborhood— where comfort, style, and convenience come together seamlessly. Step inside to a bright, open layout designed for both everyday living and effortless entertaining. The modern kitchen is equipped with sleek stainless steel appliances, offering both functionality and a contemporary feel. Retreat to the spacious primary suite, featuring a walk-in closet and a spa-inspired ensuite bath complete with a relaxing soaking tub and a separate walk-in shower—your own private oasis. Enjoy Florida living year-round on the covered, screened-in patio, perfect for morning coffee, evening relaxation, or hosting guests in comfort. Additional highlights include a two-car garage and a thoughtfully designed floor plan. Located in Winter Haven, this home offers easy access to shopping, dining, and local attractions while being nestled in a welcoming community. With its move-in ready condition, desirable features, and prime location, this home is an incredible opportunity.

Listing is courtesy of: MARK SPAIN REAL ESTATE (855-299-7653)

Listing Agent: Jeff Jones (205-902-3584)

Remarks: Welcome home to this beautifully updated 3-bedroom, 2-bath residence ideally situated in the heart of Winter Haven, just minutes from downtown and surrounded by the area’s picturesque lakes. This move-in ready home has been thoughtfully upgraded throughout, offering stylish vinyl flooring, refreshed bathrooms, modern light fixtures, and a beautifully renovated kitchen featuring granite countertops, updated cabinetry, a trendy backsplash, and stainless steel appliances. The inviting living room is anchored by a cozy fireplace, creating the perfect space to relax or entertain. Step outside to your private, fully fenced backyard complete with a fire pit—ideal for enjoying Florida evenings with family and friends. Additional highlights include a spacious two-car garage with laundry area, a convenient enclosed storage space, and a newer roof (2022) for added peace of mind. With no HOA and a prime location close to shopping, dining, and everything downtown Winter Haven has to offer, this home truly combines comfort, style, and convenience. Don’t miss your chance to make it yours!

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

Listing Agent: Robert Johnson (813-364-2250)

Remarks: **PRICE IMPROVEMENT** MAINTENCE-FREE LIVING...Located right in the Heart of Winter Haven at Imperial Villas, a 55+ community. This very well maintained 2 Bedroom/ 2 Bathroom Villa that offers a complete update, boasting tasteful renovations throughout. Being sold Fully Furnished! From the kitchen to the bathrooms, flooring to the roof, nearly everything has been thoughtfully upgraded. Step inside to discover new ceramic tile and luxury vinyl flooring that sets a modern tone. The kitchen showcases stainless steel appliances, granite countertops, ample cabinet and countertop space. Retreat to the owner's suite at the back of the villa, offering a beautifully tiled walk-in shower and a generous walk-in closet. Through the great room, step into to enclosed lanai. Updates include: Roof (2020), Electrical Panel (2023), HVAC (2012) & Tankless Hot Water Heater (2018). Residents of this community have access to a refreshing pool, making it perfect for leisurely afternoons. The low HOA fee of $270/month covers water, internet, cable, gas, trash and grounds maintenance, ensuring a hassle-free lifestyle. Conveniently located just a short walk from the picturesque Lake Howard and minutes away from downtown Winter Haven. You'll have easy access to charming shops, delectable restaurants, the historic Ritz Theater, and vibrant events like farmers markets in the park. Don't miss out on the opportunity to make this your new home. Schedule your private showing today and experience the epitome of Florida living!!

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

Listing Agent: Cheryl Brewer (863-224-0045)

Remarks: Under contract-accepting backup offers. Welcome to 4717 Magnolia Preserve Ave, a beautifully upgraded home nestled in the desirable Magnolia Preserve community of Winter Haven. Built in 2016, this thoughtfully designed home features 3 bedrooms, 2 bathrooms, and a versatile formal dining room that can easily serve as a home office or potential 4th bedroom. Inside, you’ll find an open and inviting floor plan with high ceilings and an extended living area, creating a bright and spacious feel throughout. The kitchen is a standout, showcasing granite countertops, 44-inch cabinetry, stainless steel appliances, and a charming bay window that fills the space with natural light. A breakfast bar seamlessly connects the kitchen to the living area—perfect for entertaining or everyday living. The primary suite offers a true retreat with elegant tray ceilings, dual closets, and a well-appointed en suite bathroom featuring dual vanities and a relaxing garden tub. Step outside through the French doors to your covered patio and enjoy one of this home’s most sought-after features—a fully fenced backyard overlooking a peaceful, picturesque pond. Whether you're hosting gatherings or enjoying a quiet evening, this outdoor space delivers both privacy and a beautiful view. Perfectly positioned in Central Florida, this location offers the best of both worlds—convenient access to world-famous theme parks and an easy drive to Florida’s stunning Gulf and Atlantic beaches. With its ideal layout, scenic backyard, and convenient location, this home offers the perfect blend of comfort and Florida lifestyle living. Come see it for yourself—you won’t want to leave!

Listing is courtesy of: LIVE FLORIDA REALTY (863-868-8905)

Listing Agent: Stephen Novak (863-409-3635)

Remarks: Stunning Masterpiece! This custom built 4 bedroom, 3 bathroom home with a den/office offers over 2.300 square feet of beautifully designed living space! From the moment you step inside, you'll be captivated by the open-concept floor plan and elegant wood-look ceramic tile flooring that flows seamlessly throughout the home. The spacious living room serves as the heart of the home, showcasing a striking recessed tray ceiling accented with rich wood detailing and triple-panel sliding glass doors that fill the space with natural light while providing easy access to the rear covered patio and fully fenced backyard. The chef-inspired kitchen is designed to impress, featuring crisp white shaker cabinetry, a contrasting center island, gorgeous stone countertops, a stylish tile backsplash, and a generous walk-in pantry. The thoughtfully designed split-bedroom layout offers privacy and comfort. The luxurious primary suite is a true retreat, complete with two walk-in closets and a spa-like bathroom featuring dual vanities and an oversized walk-in shower. The 2nd bedroom has its own ensuite bathroom with access to the rear patio. Outside, the brick paver driveway and attractive stone accents create exceptional curb appeal and make a memorable first impression. Schedule your appointment today and experience everything this remarkable property has to offer!

Listing is courtesy of: ASSOCIATE REALTY (863-618-4000)

Listing Agent: Chrissi Jasso (863-618-4000)

Remarks: Picture yourself in this top-floor, 3-bedroom, 2-bathroom condo with a Sun/Florida room, nestled in the desirable Imperial Harbor community of Winter Haven. With easy access via an elevator, this is the peaceful 55+ retreat you’ve been searching for!Imagine waking up and enjoying a morning stroll to the private community dock on Lake Howard, where you can cast a fishing line or set off on a boat ride—and yes, boat docking is INCLUDED in your HOA dues! Spend your afternoons soaking in the heated pool, staying active in the fitness center, or playing a friendly round of shuffleboard or billiards. This is truly resort-style living at its finest. Centrally located only about 45 minutes to Tampa or Orlando.Step inside to discover a bright, open layout with a spacious kitchen, perfect for entertaining. The primary suite boasts a walk-in closet, while the additional bedrooms provide plenty of space for guests, hobbies, or a home office. Plus, the in-unit laundry closet comes equipped with a washer and dryer for ultimate convenience.Best of all, your water, basic cable, and internet are included, making for effortless, low-maintenance living. This is the dream lifestyle you deserve—schedule your private tour today and make it yours!

Listing is courtesy of: IMPACT REALTY TAMPA BAY (813-321-1200)

Listing Agent: Justin Cans (347-238-0790)

Remarks: Welcome to modern comfort in the heart of Winter Haven! This meticulously maintained 4-bedroom, 2-bathroom home is a move-in-ready living space. The residence features a bright, open-concept floor plan with a seamless flow between the kitchen and living areas, complemented by durable tile and laminate flooring. Enjoy outside living in your private fenced in backyard or sit on the enclosed patio and enjoy the outdoors. Florida living at its best!

Listing is courtesy of: SPANN & ASSOCIATES REAL ESTATE (407-468-7512)

Listing Agent: Kal Scarvers (863-617-5236)

Remarks: Winter Haven home near Chain of Lakes featuring 5 bedrooms, 3 bathrooms, and 2 flexible bonus rooms offering exceptional convenience and a lifestyle close to everything Central Florida buyers love. This move in ready property provides effortless access to major commuter routes, grocery stores, shopping, dining, scenic walking trails, LEGOLAND Florida Resort, and Florida’s beautiful beaches just about 90 minutes away. Step into your own private outdoor sanctuary designed for both relaxation and entertainment. The caged saltwater pool includes a 6×10 sun shelf perfect for in water lounging along with a 3 to 6 foot depth range ideal for both play and leisurely floating. Enjoy the luxury of a heated spa with priority Jacuzzi jet action creating the perfect setting for evening unwinding, stress relief, muscle relaxation, or hosting friends for cozy nights under the stars. The spacious gazebo offers a shaded retreat for outdoor dining, socializing, or simply enjoying the Florida breeze. Practical upgrades elevate this property as it is equipped to support a home generator, has a warrantied water softener for supreme taste, two 5-ft gates that create a wide 10-ft entry to the backyard and a on-site shed adding valuable extra storage keeping everything tidy and easy to access. Inside, the home feels bright, modern, and truly move in ready. The open concept layout creates an inviting flow throughout, and the generous kitchen is perfectly suited for gatherings, meal prep, and everyday connection. With its flexible floor plan, this home easily accommodates large families, multi generational living, or hosting guests with comfort and privacy. A standout property offering both lifestyle and practicality. This home is a must see!

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

Listing Agent: Andrea Friedmann (863-661-6535)

Remarks: One or more photo(s) has been virtually staged. 943 Summer Glen Dr is a spacious and well-maintained home offering exceptional value in the heart of Winter Haven. This move-in-ready residence features a functional, open floor plan designed for modern living and effortless entertaining. The bright, airy interior flows seamlessly into versatile living spaces, including a comfortable primary suite and additional bedrooms perfect for a growing family or a dedicated home office. Positioned in a quiet, family-oriented community, this property sits just moments from top-rated schools like Lake Shipp Elementary and the renowned Jewett School of the Arts. Residents enjoy immediate access to the Chain of Lakes for premier boating and fishing, as well as the dining and boutiques of historic downtown Winter Haven. Perfectly situated between Orlando and Tampa, this home provides a high-quality lifestyle and significant appreciation potential without the metropolitan price tag. Schedule your private showing today to discover why 943 Summer Glen Dr is the perfect place to start your next chapter!

Listing is courtesy of: KELLER WILLIAMS REALTY AT THE LAKES (407-566-1800)

Listing Agent: Stacey Vazquez (407-874-5751)

Remarks: Welcome Home to this 5 bedroom 3 bath POOL Home on a large corner lot in Winter Haven. Upgrades galore. NEW ROOF, NEW POOL EQUIPMENT, 2 NEW A/C UNITS. The home features luxury vinyl wood flooring throughout. The kitchen has been renovated featuring white wood shaker cabinets, quartz countertops and stainless steel appliances. The bathrooms have been fully renovated as well and feature modern updated finishes. The living room features a large brick fireplace. The large fenced in backyard has a large underground pool just waiting for its new homeowners to spend their afternoons building memories and soaking up the Florida sun. The front of the home features 2 driveways. This home is close to Legoland, Lakes galore and amazing shopping, dining and entertainment.

Listing is courtesy of: ELEVATE REALTY LLC (561-427-3923)

Listing Agent: Laura Auten (561-427-3923)

Remarks: MOVE-IN READY WITH MODERN UPDATES ON A PRIME CORNER LOT! Built in 2017 and featuring a LOW HOA, this beautifully maintained home offers a desirable open floor plan with a 3-way split bedroom layout, delivering the perfect balance of functionality and privacy. Enjoy peace of mind with NEW luxury vinyl plank flooring (2025) and fresh interior paint (2025), creating a clean, modern, truly turnkey feel throughout. Architectural details like decorative arches add character, while 18x18 tile in all wet areas enhances durability and style. The kitchen showcases 36” espresso cabinetry, generous storage, and all appliances included, making it ideal for both everyday living and entertaining. Additional highlights include window treatments throughout, an inside laundry room with washer and dryer, and abundant storage space. Step outside to your covered lanai, perfect for relaxing year-round. Situated on a spacious corner lot, the property offers added privacy and curb appeal. Conveniently located just minutes from Highway 27 and approximately 15 minutes to I-4, providing easy access to commuting, shopping, and dining. 1711 sq ft | 3 Bedrooms | 2 Bathrooms | 2-Car Garage

Listing is courtesy of: KELLER WILLIAMS TAMPA CENTRAL (813-865-0700)

Listing Agent: William Kilpatrick (863-669-8090)

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: Washington Costa (407-460-4097)

Remarks: One or more photo(s) has been virtually staged. Welcome to 718 Eagle Landing Blvd, where privacy, peaceful views, and modern living come together beautifully. Built in 2023 and sitting on one of the most desirable lots in the community, this home offers something that’s becoming harder and harder to find, open green space behind your home instead of another row of back windows. No rear neighbors. No cramped feeling. Just peaceful views and room to breathe. Recently refreshed with fresh interior paint, pressure washing, updated landscaping, and new mulch, this home is completely move-in ready and shows beautifully from the moment you arrive. Inside, natural light pours throughout the open-concept layout, creating a space that feels bright, welcoming, and comfortable all day long. The design is modern without feeling cold, offering the perfect balance of style and everyday livability. The spacious primary suite serves as a relaxing retreat with dual closets and a large walk-in shower, while the additional bedrooms offer flexibility for family, guests, a home office, playroom, or hobby space. But what truly makes this home special is the backyard potential. Whether you dream of adding a pool, building the ultimate outdoor entertaining space, creating a peaceful garden retreat, or simply enjoying wide open views without staring directly into another home, this property gives you the space and flexibility to make it happen. Rear fencing is permitted, giving future owners even more possibilities. Located in a growing area near shopping, dining, the Chain of Lakes, LEGOLAND Florida Resort, and the future SEA LIFE Florida Aquarium, this is a home positioned in an area that continues to grow in popularity and convenience. Homes with this combination of privacy, newer construction, natural light, and backyard potential rarely come available at this price point. Schedule your private showing today before someone else grabs one of the best lots in the community.

Listing is courtesy of: M2M REALTY (407-401-2275)

Listing Agent: Micaela Navarra (407-761-5501)

Remarks: Under contract-accepting backup offers. Beautifully maintained 4-bedroom, 2-bathroom home with a 2-car garage, situated on a spacious corner lot of over a quarter acre in desirable Winter Haven. The primary suite features an en suite bathroom with a walk-in shower, while three additional generously sized bedrooms and a second full bath provide comfortable accommodations for family or guests. The inviting kitchen offers ample space with a breakfast bar and adjacent dining area, perfect for everyday living and entertaining. An inside laundry room adds convenience. Enjoy outdoor living in the fully fenced backyard, complete with plenty of room to relax, play, or entertain, and a perfectly sized patio for gatherings. Ideally located close to shopping, dining, entertainment, medical facilities, and the world-famous Plant City Strawberry Festival

Listing is courtesy of: JT REALTY & ASSOCIATES (352-279-2640)

Listing Agent: Lindsey Funderburk (352-606-9639)

Remarks: Winter Haven near the scenic Chain of Lakes, this 5 Bedroom 3 Bathroom home with two Flex Rooms is move in ready and close to everything loved like easy commuting, Grocery Stores, Shopping, Dining, Boat Ramps, Scenic Walking Trails, Legoland Florida Resort, and Beaches just an hour and a half away! Step outside to your private oasis featuring a Caged Saltwater Pool with a Safety Alarm System, perfect for peace of mind. The spacious Gazebo adds a relaxing shaded retreat for outdoor dining, lounging, or entertaining. Unique Bonus Room with a Sound Proofing wall, ideal for Recording Studios, Podcasters, Musicians, Content Creators or any Work from home professionals needing their quiet space. This home shows like new with Fresh interior paint, New Luxury Laminate flooring, Carrara porcelain tile for a sleek modern finish, Bright open concept living spaces and a Spacious Kitchen perfect for gatherings. With this home offering flexibility for Large Families, Multi Generational living or hosting guests comfortably, it is a must see! Schedule your showing soon!

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

Listing Agent: Andrea Friedmann (863-661-6535)

Remarks: This 3-bedroom, 2-bath home located conveniently close to the Polk Parkway for ease of travel throughout Central Florida, is a great home! It features a roof that is less than 3 years old, fenced yard, detached garage, and a covered porch. Inside the home features split bedrooms, stainless steel appliances, inside laundry room, ceramic tile and vinyl throughout the house, and eat-in kitchen. This home comes with a water softener and NO HOA for extra convenience. Call today for your private showing. *Agents, please read MLS remarks.*

Listing is courtesy of: BROKERS REALTY OF CENTRAL FLOR (863-294-6773)

Listing Agent: Renee Butler (863-294-6773)