Winter Haven Homes For Sale & Real Estate - 824 homes

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

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

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

Remarks: One or more photo(s) has been virtually staged. Welcome to 319 Avenue A NE, nestled in the heart of Winter Haven, FL. This charming home offers the perfect blend of small-town warmth and modern convenience. Located just steps from downtown, enjoy easy access to a variety of local restaurants, shops, and vibrant community events. Whether you're out for a stroll or meeting friends for coffee, this neighborhood feels like home from the moment you arrive. For nature lovers, Winter Haven’s Chain of Lakes is just moments away, offering a wealth of outdoor activities from fishing to kayaking. Spend your weekends enjoying the water or exploring the local parks and trails, all designed for those who appreciate an active, outdoor lifestyle. With nearby LEGOLAND® Florida Resort and Peppa Pig Theme Park, there are endless opportunities for family fun. The area is also home to strong educational options, making it ideal for families. Excellent schools, parks, and healthcare facilities are conveniently close, ensuring both comfort and practicality for everyday living. As a bonus, Winter Haven's central location makes trips to Orlando and Tampa a breeze, offering easy access to even more dining, entertainment, and cultural experiences. Come explore this inviting home in a community where convenience, lifestyle, and comfort come together. Schedule your private showing today and see for yourself why 319 Avenue A NE is the perfect place to call home.

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

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

Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Investor Opportunity – Prime Land in Growing Polk County This 1966 mobile home is a complete tear-down, offering a valuable opportunity to build new. The true value is in the land. Located in one of the fastest-growing areas in the U.S., this property is ideal for investors or builders looking to capitalize on new construction potential. New builds in the area are selling for approximately $250,000+. Key Highlights: Impact fees already paid (a savings of over $14,000 in Polk County) Public water in place Existing septic system Estimated land value: ~$60,000 Whether you're looking to build and resell or hold for future appreciation, this is a solid investment opportunity. Don’t miss your chance to secure land in a high-growth market.

Listing is courtesy of: REALTY HUB (407-900-1001)

Listing Agent: James Sparkman (352-789-3865)

Remarks: Minutes from Legoland and Peppa Pig Theme Park, this 5-bedroom, 3-bath home offers comfort and functionality in a quiet cul-de-sac. The open-concept layout features a spacious kitchen, main-floor den, and a first-floor guest suite with full bath. Upstairs includes a versatile loft and a primary suite with walk-in closet and dual vanity. Additional highlights include second-floor laundry, tile in wet areas, a 2-car garage, and a large backyard ideal for entertaining. Conveniently located near shopping and dining. Low HOA—perfect for first-time buyers or investors. (Tenant Occupied - Lease ends October 2026)

Listing is courtesy of: NEWBERRY REALTY & DEV GRP INC. (321-607-2354)

Listing Agent: Gylwerd Sevilla Oviedo (305-989-7853)

Remarks: FIXER-UPPER OR INVESTORS. Priced accordingly. 2 Bedroom 1 bath- Excellent for rental property. Attached carport and large back yard. NO HOA! Located close to schools, churches, and shopping. Cash offers only with buyer paying title insurance and doc stamps.

Listing is courtesy of: CENTURY 21 WATSON & MYERS REALTY (863-324-1000)

Listing Agent: Sharon Watson (863-557-4800)

Remarks: Fixer upper! THIS COULD BE THE ONE. PRIVATE POOL! So many possibilities! Lovely vaulted ceilings, 2 fireplaces, open kitchen, lovely wood accents, mahogany kitchen cabinets, office has a closet and could be converted to a 3rd bedroom3 car garage/ carport and a separate workshop all on .75 of an acre. roof 10 years old, ac replaced 2019, UVI light 2024

Listing is courtesy of: YELLOWFIN REALTY (813-347-7547)

Listing Agent: Marcia Rains - Nadal, Mrs (813-493-2221)

Remarks: Under contract-accepting backup offers. Welcome to this beautifully maintained 3-bedroom, 2-bath condominium. It's located in the highly sought-after 55+ Imperial Harbor community of Winter Haven. Convenient elevator access makes daily living effortless in this serene lakefront retreat. Start your mornings with a walk to the private community dock on Lake Howard, where fishing and boating await. Enjoy an array of resort-style amenities, including a heated pool, fitness center, shuffleboard, and billiards, all designed to support an active and relaxed lifestyle. Ideally situated just 45 minutes from both Tampa and Orlando, this central location offers the perfect balance of tranquility and accessibility. Inside, the open and airy floor plan feels inviting and relaxing. Refinished cabinets, fresh paint throughout and new double pane insulated windows make this home move-in ready! The primary suite is bright and spacious and two additional bedrooms provide flexibility for guests, hobbies, or a home office. An in-unit laundry closet with washer and dryer adds everyday convenience. HOA fees also include water, basic cable, and internet—making this an exceptional opportunity for low-maintenance, carefree living. Schedule a private tour today !

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

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

Remarks: Welcome to your perfect slice of Florida living! This solid concrete block home combines durability, comfort, and modern updates - making it an exceptional opportunity whether you're searching for your next residence or an investment property. Step inside to discover brand-new vinyl plank flooring that flows beautifully throughout, complemented by newer stainless steel appliances that bring a fresh, modern feel to the home. Major systems have already been taken care of for you, including a 2022 HVAC system and 2022 water heater, plus a metal roof installed in 2012 for long-term peace of mind. Outside, enjoy a fully fenced yard - perfect for pets, entertaining, or simply relaxing under the canopy of mature shade trees. The carport and additional parking pad provide plenty of space for vehicles, guests, or even a boat. Nestled in an established neighborhood, this home offers the rare advantage of NO HOA or CDD fees, giving you both freedom and affordability. You'll love the convenient location - just minutes from lakes, parks, shopping, and vibrant downtown Winter Haven. Whether you're looking to settle in or invest, this property checks all the boxes. Don't miss your chance to own this move-in-ready gem - schedule your private showing today before it's gone!

Listing is courtesy of: CENTURY 21 BEGGINS ENTERPRISES (813-658-2121)

Listing Agent: John Evans (813-992-3483)

Remarks: Spacious and well-maintained 4-bedroom, 2-bath home with a private pool, offering 2,160 square feet of living space on an oversized 0.24-acre lot. Inside, vaulted ceilings create an open, airy feel throughout the main living areas, enhancing both natural light and functionality. The home also features a brand new HVAC system for added peace of mind. Step outside to a generous backyard with plenty of space beyond the pool to relax, entertain, or customize to your needs. Located in Winter Haven, this property offers convenient access to major roadways, shopping, dining, and the area’s well-known chain of lakes, making it easy to enjoy both everyday living and weekend recreation.

Listing is courtesy of: SOUTH CEDAR REAL ESTATE, INC (813-374-7907)

Listing Agent: Caylee Decleene Llc (920-639-2241)

Remarks: Under Construction. Welcome to Ashton Covey in Winter Haven! Discover the ultimate Florida lifestyle in this stunning community. Perfectly situated just off US Highway 27, your new home offers seamless access to work, outdoor recreation, shopping, dining, and more. Imagine being less than 15 minutes from Downtown Winter Haven, where charming local shops and restaurants await your exploration. Plus, you're just 5 miles from public lake access at Lake Daisy, ideal for a day of boating, paddle boarding, and enjoying the water. The Panama single-family home is what you always pictured for yourself. Step in from your 2-car garage or front porch and pass the first of 4 spacious bedrooms and a full bath with double vanity. In your dining area, prepare to be wowed. This space is highlighted by a gourmet kitchen with a large island overlooking your lanai and a great room where friends and family will gather. Your luxurious owner’s suite includes a double vanity owner’s bath and a huge walk-in closet. Your second-story bonus room is the perfect space for a home office, playroom or guest suite. You can have it all with the Panama. All Ryan Homes now include WIFI-enabled garage opener and Ecobee thermostat. **Closing cost assistance is available with use of Builder’s affiliated lender**. DISCLAIMER: Prices, financing, promotion, and offers subject to change without notice. Offer valid on new sales only. See Community Sales and Marketing Representative for details. Promotions cannot be combined with any other offer. All uploaded photos are stock photos of this floor plan. Actual home may differ from photos.

Listing is courtesy of: MALTBIE REALTY GROUP (813-819-5255)

Listing Agent: Bill Maltbie (813-819-5255)

Remarks: Welcome to Brandy Chase Village!! This well desired 55+ community located in Winter Haven Florida is centrally located between Tampa and Orlando. The beautiful 2 bedroom and 2 bathroom home is well maintained and ready for you! Enjoy your oversized sunroom that adds extra square footage of living space for you to enjoy. Updated appliances and a new AC was installed in 2021 , as well as it was replumbed in 2021. Assigned covered parking space with additional guest parking spot. Are looking for a new primary residence , to downsize or a winter getaway? Either way you will not be disappointed with everything this property offers. Beautiful grounds and low cost HOA fee which includes water/sewer, garbage,lawn care, clubhouse and pool maintenance. Minutes from the Polk Parkway and the neighboring cities of Lakeland , Auburndale and Bartow this is the perfect location for you! Call today for your showing , don't miss out on your opportunity to call Brandy Chase your home!

Listing is courtesy of: ALLSTATE REALTY SERVICES (863-965-0207)

Listing Agent: Rosalia Abreu (954-854-3694)

Remarks: Under contract-accepting backup offers. Pending accepting backup offers… Opportunity and location all in one! Situated on a corner lot with just under a quarter of an acre, This property is just 15 minutes from LEGOLAND , 45 minutes to DISNEY and walking distance to Lake Ship Park, making it perfect for enjoying everything the city of Winter Haven, The home features a detached workshop—ideal for hobbies, storage, or a workspace—and a separate area to make in-law suite with its own bathroom, giving you flexibility for guests, extended family, or potential rental space. The suite just needs a little updating to make it your own. Whether you're looking for a primary home with extra space, an investment opportunity, or a property you can customize, this one has tons of potential. Don’t miss out on this hidden gems with so much potential to make this your own nest.

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

Listing Agent: Bonnie Huntsman (407-230-2443)

Remarks: This beautifully maintained 2,041 sq ft home is located in the desirable Villamar community. The open-concept floor plan features a spacious gathering room that flows into the dining area and well-appointed kitchen complete with crown molding, granite countertops, stainless steel appliances, shaker-style cabinets, breakfast bar, and walk-in pantry. The private owner’s suite offers a tray ceiling, large walk-in closet, and spa-like bath with dual vanities, garden tub, tiled shower, and private water closet. Luxury vinyl plank flooring enhances the main living areas, with stain-resistant carpet in the bedrooms. Additional features include a Jack-and-Jill bath, guest powder room, drop zone at garage entry, faux wood blinds, built-in pest control, architectural shingles, and energy-efficient upgrades including R-30 insulation and Low-E tinted windows. Enjoy outdoor living on the covered lanai overlooking beautifully maintained, Florida-friendly landscaping with irrigation. The community resort-style pool is perfect for relaxing in the Florida sun.

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

Listing Agent: Pamela Carter (863-412-4795)

Remarks: Welcome to this stunning Bradley floorplan, located in the highly sought-after community of Willowbrook near a beautiful golf course in Winter Haven, FL. This spacious 4-bedroom, 2-bath home offers 1598 square feet of living space and provides excellent curb appeal in its elevation. Inside, you'll 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: Nancy Pruitt, Pa (352-552-7574)

Remarks: Welcome to this 2-bedroom, 1.5-bath condo in the desirable 55+ community of Winter Haven Harbour Apartments! This beautifully updated unit is modern, stylish, and completely move-in ready. Inside, the condo has been freshly painted and features luxury vinyl plank flooring in living areas and tile in kitchen and baths. Both bathrooms have been fully redone with modern finishes. The main bath features granite countertops and a stand-up shower with a built-in seat for added comfort and accessibility. The updated kitchen offers ample cabinetry and storage, Granite counter tops, plus the added bonus of a washer and dryer all-in-one unit — a huge perk for condo living. Important updates include a 2021 water heater and all new storm windows installed last year. An additional bonus is the private storage closet located next to the elevator; approximately 4x6 feet with floor-to-ceiling space. This active 55+ community offers a welcoming community center complete with a fitness center, library, and pool table. Outside near the heated pool, you’ll find a beautiful friendship garden with seating and a fire pit — the perfect spot to relax or gather with neighbors. Residents also enjoy pickleball courts, shuffleboard, and a grilling area ideal for social events and sunny Florida afternoons. Conveniently located near shopping, dining, medical facilities, and positioned between Tampa and Orlando. If you’re looking for updated, modern living in a vibrant and friendly 55+ community, this top-floor gem checks all the boxes. Schedule your private showing today!

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

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

Remarks: SELLER OFFERS $10,000 CREDIT TOWARD CLOSING COSTS OR UPGRADES, BUYER’S CHOICE PRIOR TO CLOSING! Welcome to this charming 3-bedroom, 2-bathroom home in Winter Haven, offering an open and functional layout perfect for everyday living and entertaining. This solid single-family residence features approximately 1,449 sq. ft. of comfortable living space, including a cozy living/dining combination and a well-appointed kitchen. The property boasts significant recent upgrades, including: - Roof: Installed in 2021 - HVAC: Brand new A/C system, ducts, and air handler installed one year ago - Water Heater: Only 3 months old - Flooring: Brand new tile throughout the entire home Outside, you will find a large fenced backyard providing ample room for gardening, play, or weekend grilling. Ideally located on a quiet residential street, this home is just minutes from shopping, dining, major highways, local attractions, and Legoland. With no HOA, this home is an excellent opportunity for first-time buyers, those looking to downsize, or investors seeking value and convenience. Don’t miss out on this Winter Haven gem!

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

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

Remarks: HERONS, CRANES, EGRETS, AND DUCKS! You'll have a birds eye view of Florida's most beautiful waterfowl from this custom 3 bedroom 3 bath home located in charming Vienna Square. This excellent floor plan offers a private 3rd bedroom with en suite bath perfect for the momma, in-laws, or extra guests. Enjoy the private interior courtyard with an in-ground spa, and space for fun get togethers. Check out the upgraded wood cabinets pull outs, granite countertops, 7 foot doors, elaborate crown molding, and deep wood trim throughout this well planned home. This home is conveniently located within 10 minutes of restaurants, banks, shopping and Legoland. Vienna Square offers a fun filled lifestyle with reasonable fees, in a welcoming setting. Vienna Square is a beautifully maintained, amenity-rich community designed for retirement living. Monthly fees include lawn mowing, a Spectrum Internet/TV package, and all community amenities. Residents enjoy access to a community pool, fitness center, billiards, movie nights, tennis and pickleball courts, and an active social calendar. Step inside, fall in love. Make it yours!

Listing is courtesy of: CENTURY 21 WATSON & MYERS REALTY (863-324-1000)

Listing Agent: Marti Sutton (863-206-0563)

Remarks: Under contract-accepting backup offers. Priced to Sell! -A fantastic opportunity awaits the buyer looking for a quiet neighborhood with plenty of outdoor space and wide-open views from the back of the property. Welcome home to this spacious 3-bedroom, 2-bathroom double-wide mobile home, designed for comfortable living and maximum storage. The functional floor plan includes two screened-in porches, one at the front and one at the back, offering a seamless transition between indoor and outdoor living. A practical carport protects your vehicle from the elements, while the detached one-car garage, complete with extra storage, is perfect for a workshop or housing your toys. This double-wide mobile home sits on just over a quarter acre and offers a generous footprint, ready for your personal touch. With a little vision, you can transform this property into your dream home and build instant equity.

Listing is courtesy of: JULIE CLARK REAL ESTATE (863-944-2772)

Listing Agent: Janet Harrison (863-712-0606)

Remarks: Under contract-accepting backup offers. Short Sale. BANK APPROVED AT 263K --VACANT---ON A CORNER LOT--delightful home boasting a private vinyl fenced side and backyard. Step inside to find three bedrooms and two bathrooms, where the primary suite offers serene privacy and comfort. The kitchen is a homeowner’s dream with upgraded granite countertops, complemented by stylish brown cabinets. Hard flooring flows throughout most of the home, providing both beauty and durability, while the cozy carpet in one guest bedroom offers a touch of warmth. Freshly painted walls and even the ceiling fan in the family room have just been updated, giving the whole space a fresh, inviting feel. Additionally, a covered lanai provides a perfect spot for relaxation or entertaining. Easy access to the Polk Parkway to Orlando And Tampa,

Listing is courtesy of: PREFERRED RE BROKERS III (407-440-4900)

Listing Agent: Michael Huculak (321-624-0150)

Remarks: Welcome to this spacious and recently upgraded home sitting on a rare 0.40-acre corner lot with NO HOA and NO CDD, giving you the freedom and space you’ve been looking for. Major recent improvements include updated HVAC, electrical, and plumbing systems for added peace of mind, along with attractive interior upgrades featuring modern flooring, an updated kitchen with stylish cabinetry and stainless-steel appliances, and refreshed bathrooms with contemporary tile finishes. The oversized lot offers endless possibilities and plenty of room to park your RV, boat, jet ski, work vehicles, or recreational toys worry-free — something hard to find in today’s market. Conveniently located near major supermarkets, restaurants, schools, and main roads for easy commuting, this property is ideal for homeowners seeking space and flexibility or investors looking for a strong opportunity. Schedule your private showing today and discover the value, freedom, and potential this unique property has to offer!

Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)

Listing Agent: Jose Hooker-Gomez (407-272-6986)