Homes For Sale in Winter Haven 33880 - 205 homes

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 (888-883-8509)

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

Remarks: One or more photo(s) has been virtually staged. Welcome to 228 Spirit Landings Circle, a beautifully maintained 3-bedroom, 2-bath home built in 2023 in the heart of Winter Haven. This move-in-ready home offers modern design, low-maintenance living, and a highly sought-after bonus flex room—perfect as a home office, gym, media room, or even a potential 4th bedroom to fit your lifestyle. The open-concept layout flows seamlessly, featuring spacious living areas, contemporary finishes, and abundant natural light throughout. The split-bedroom floor plan provides both comfort and privacy, making it ideal for families or guests. Perfectly located between Orlando and Tampa, you’ll enjoy easy access to major highways, top employers, and world-class entertainment. Just minutes from LEGOLAND Florida Resort and the scenic Chain of Lakes, this home offers the perfect blend of convenience and lifestyle. If you’re searching for a newer construction home in Winter Haven with flexible living space and prime Central Florida location, this one is a must-see.

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

Listing Agent: Darein Washington (484-335-8914)

Remarks: Land, flexibility, and future income potential set this property apart. This well-maintained three-bedroom, two-bath home with bonus room and half bath sits on a spacious .93-acre lot, offering privacy and room to grow. The split-bedroom floor plan provides functional living, while the open living and dining areas create an inviting space for everyday life and entertaining. The kitchen offers abundant cabinet storage, and the primary suite features a walk-in closet and relaxing soaking tub. Polk County Building Division has approved the property for a secondary accessory dwelling unit up to 1,000 square feet, creating opportunity for multigenerational living, guest space, rental income, or a private office or studio. Enjoy nearly an acre of usable land with space for a garden, workshop, recreational vehicles, or outdoor entertaining. Conveniently located just minutes from the Chain of Lakes, LEGOLAND, parks, dining, shopping, and with easy access to both Tampa and Orlando. Buyer and buyer’s agent to verify all measurements and ADU requirements.

Listing is courtesy of: S & D REAL ESTATE SERVICE LLC (863-824-7169)

Listing Agent: Tiffani Kline (863-450-0207)

Remarks: NO HOA | NO CDD | Move-in ready! Hi there! - I’m 2519 Avenue E SW, but you can call me home. I’m a new construction block home with 3 bedrooms, 2 bathrooms, and 2,063 sq ft of thoughtfully designed living space — plus a 2-car garage and NO HOA or CDD, giving you more freedom and affordability. I was built with comfort and style in mind. My high ceilings and large windows fill every room with natural light, creating a bright and welcoming atmosphere. My open-concept layout makes it easy to gather, entertain, and enjoy everyday living. My kitchen is one of my favorite features — a beautiful island space with granite countertops, stainless steel appliances, and plenty of cabinet storage, perfect for cooking, hosting, and making memories. When it’s time to unwind, my primary suite offers a peaceful retreat with a spacious bathroom, double vanity, elegant finishes, and a walk-in closet ready for you to make your own. I also have a dedicated laundry room, ceiling fans, and wood flooring throughout for added comfort and convenience. I’m located in a growing area of Winter Haven, just minutes from shopping, dining, parks, and major highways, making everyday living easy and connected. I’m move-in ready and excited to meet my new owners. Come take a look — I think we might be the perfect fi!

Listing is courtesy of: SIVEN PREMIER REAL ESTATE (813-419-7009)

Listing Agent: Fanta Traore (863-282-9602)

Remarks: Enjoy this clean 2 bedroom, 2 bath villa in the community of Mayfair Place. Step into a spacious great room with soaring ceilings and all ceramic tile floors throughout, offering both style and ease of maintenance. The open kitchen includes plenty of counterspace, gas range/stove, and breakfast bar. The primary suite features sliding glass doors leading to a peaceful back patio, the perfect spot for morning coffee or winding down in the evening. Inside utility room with extra cabinet and counter space, plus an additional storage closet for even more convenience. Just minutes from downtown, this villa provides easy access to local dining, shopping, and medical facilities.

Listing is courtesy of: STAR REALTY OF WINTER HAVEN (863-299-7827)

Listing Agent: Carlee Marchetti (863-258-3338)

Remarks: Welcome to your dream oasis—a stunning craftsman-style 3-bedroom, 2-bath saltwater pool home nestled on just over a quarter acre. This charming property features a large front porch, perfect for relaxing with your morning coffee or enjoying beautiful sunsets. Step inside to find a warm and inviting interior with classic crown molding throughout. The formal dining room offers an elegant space for entertaining, and it can easily double as a home office or flexible bonus room to suit your needs. A cozy dinette off the kitchen provides an additional casual setting for family meals. The backyard is a true retreat, boasting a huge fenced area that provides privacy and security. Dive into the sparkling pool, or unwind on the screened back porch, where you can enjoy the tranquility of your outdoor space. This stunning home also includes a 2-car carport, a long driveway for additional parking, and convenient boat parking—ideal for those who love life on the water. Located near the Lake Howard public boat dock, you’ll enjoy easy access to Winter Haven's sought-after chain of lakes. Additional features include a Generac generator for peace of mind, propane tanks for efficient energy use, and a storage shed for all your gardening tools and equipment. This home perfectly combines comfort, style, and functionality in a picturesque setting. Don’t miss your chance to make it yours!

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

Listing Agent: Michelle Howard (863-944-9920)

Remarks: Move-in ready, this charming 3-bedroom, 1-bath block home sits on a spacious lot with no rear neighbors, offering added privacy and peaceful surroundings. Inside, you’ll find updated flooring in the bedrooms and bathroom, creating a fresh and inviting feel. The home also features two versatile bonus rooms—perfect for a home office, in-law space, or even a possible 4th bedroom to suit your needs. Enjoy Florida living at its best with a screened lanai off the back, ideal for relaxing in the sunshine or entertaining guests year-round. With its flexible layout and generous outdoor space, this property offers both comfort and opportunity. Whether you're a first-time buyer or looking to expand, this home is ready for you to move right in and make it your own!

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

Listing Agent: Anne Halbert (402-460-1352)

Remarks: Welcome to 233 Temple Cir W, a spacious manufactured home perfectly positioned on a private .60-acre lot in the heart of Winter Haven, offering peaceful surroundings, room to breathe, and the freedom of no HOA restrictions. Set back from the road with no rear neighbors, this property provides a rare sense of privacy while still being conveniently close to everyday amenities. The home features two porches, both front and rear, creating ideal spaces to enjoy Florida’s year-round outdoor lifestyle, whether sipping morning coffee, entertaining guests, or relaxing in the evening breeze. Inside, you’ll find a generously sized 3-bedroom, 2-bathroom floor plan filled with potential. The home is ready for a new owner’s personal touch, making it an excellent opportunity for buyers seeking space, value, and the ability to customize a property to their own style. The expansive lot offers endless possibilities for gardening, outdoor living areas, additional storage, or recreational use, a rarity in today’s market. Located in Winter Haven, one of Central Florida’s fastest-growing communities, residents benefit from a city experiencing significant residential, commercial, and economic expansion. The area has seen steady population growth along with new housing, retail, and infrastructure investments, reinforcing its reputation as a city focused on long-term quality of life and opportunity. Winter Haven’s central location along the I-4 corridor places Tampa and Orlando within easy reach while maintaining a more relaxed pace and affordable lifestyle. The city is widely known for its scenic Chain of Lakes, vibrant downtown district, and family-friendly attractions, including LEGOLAND® Florida Resort, which continues to draw visitors and economic activity to the region. Outdoor enthusiasts enjoy boating, fishing, waterfront parks, and community events that contribute to the area’s welcoming atmosphere. Dining options nearby range from local favorites and downtown cafés to popular waterfront restaurants, while everyday conveniences are just minutes away. Higher education opportunities are easily accessible with Polk State College nearby, along with proximity to Southeastern University and Florida Southern College in neighboring Lakeland, adding educational and cultural depth to the region. Winter Haven’s continued investment in logistics, industry, and job creation, including major developments at the Central Florida Integrated Logistics Park, further strengthens the local economy and supports ongoing growth throughout Polk County.

Listing is courtesy of: BHHS FLORIDA PROPERTIES GROUP (863-701-2350)

Listing Agent: Andrew Fearn (863-812-1755)

Remarks: One or more photo(s) has been virtually staged. **Seller offering $5,000 toward closing costs.** 2020-built 4BR move-in ready home in Winter Haven with appliances included! Modern comfort meets everyday convenience in this well-maintained, open-concept home featuring a s floor plan, spacious living areas, and a true turnkey setup. Enjoy a fully equipped kitchen with refrigerator, stove, dishwasher, plus washer & dryer included for ad value. Recent updates include new carpet in select bedrooms, and an irrigation system keeps the yard looking great with minimal effort. The private primary suite offers a walk-in closet and full bath, while three additional bedrooms provide flexibility for family, guests, or a home office. Built in 2020, this home offers the benefits of newer construction-lower maintenance, modern systems, a efficient living—all in a convenient Winter Haven location close to shopping, schools, dining, and major roadways. Move-in ready and priced for today's market-don't miss this opportunity.

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

Listing Agent: Roderick Small (863-712-0657)

Remarks: PRICE REDUCED!!! Seller is motivated... Welcome to 740 Squires Grove Dr. This beautiful 5 bedroom, 3 bath residence offers the space you've looking for, filled with natural light and and large fenced backyard ideal for gatherings, pets or relaxing outdoors. Well located near shopping, dining, hospitals, major highways, and just minutes from LEGOLAND. Book your showing today!.

Listing is courtesy of: NORTHGROUP REAL ESTATE, INC (561-222-1850)

Listing Agent: Lulis Batista (407-969-2098)

Remarks: Under contract-accepting backup offers. Bright and Light, this 3 bedroom/1 Bath home has numerous windows and has been freshly painted. NEW ROOF March 2026. Kitchen facelift includes, newer white appliances, granite countertop, new white shaker cabinets with contrast door/drawer pulls. Bath also has granite counters with a double vanity, dual mirrors, new fixtures and lights. Tile throughout and new 6-panel doors to freshen this home up. Washer/Dryer connections are in the utility room, a quick step away. Centrally located between Lakeland, Lake Wales and Haines City.

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

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

Remarks: A delightful ground-floor 1-bedroom, 1-bath condo that embodies comfortable, low-maintenance Florida living. Step inside to a well-sized living room that invites relaxed gatherings and everyday comfort. The kitchen features a gas stove, ideal for home-cooked meals, and both the A/C and water heater are newer, giving you added peace of mind. This home’s HOA covers exterior maintenance, so you can enjoy more time living and less time on chores. As a resident, you’ll also love the community pool, perfect for refreshing dips on warm Florida afternoons. And to make this condo truly move-in ready, the seller is offering a flooring credit — a great opportunity to personalize the space to your taste. Location highlights: Winter Haven is known for its welcoming community and vibrant lifestyle. Enjoy scenic outdoor living with access to the Chain of Lakes lifestyle, where boating, paddleboarding, fishing, and unforgettable sunsets are part of everyday life. The nearby Chain of Lakes Trail offers miles of paved paths perfect for walking, biking, or jogging. Legoland is just up the road!

Listing is courtesy of: BHHS FLORIDA PROPERTIES GROUP (863-701-2350)

Listing Agent: Andrew Fearn (863-812-1755)

Remarks: Nestled in the heart of Winter Haven! Welcome to this well-maintained 3-bedroom 2- bath home with a bonus room, perfect for an office room, playroom or guest bedroom. Offering a comfortable layout split floorplan. A spacious kitchen with lots of cabinets and stainless appliances. Master bedroom with double closet, master bath with walk-in shower and two sink vanity. Step outside to a fully fenced backyard ideal for families, pets, or anyone who loves the outdoors. The home is located close to lakes, parks, shopping, and downtown Winter Haven. NO HOA or CDD. Don't miss your chance to own this beautiful gem! Schedule your private tour today.

Listing is courtesy of: GLOBALWIDE REALTY LLC (352-456-9788)

Listing Agent: Ruth Benavides Rivera (352-673-5697)

Remarks: Discover a great opportunity in the heart of Winter Haven, priced under $190K with NO HOA! This 3-bedroom, 2-bath home offers a practical floor plan, inviting living spaces, and valuable recent improvements, including a roof and A/C replaced within the last 3 years. One of the standout features is the welcoming front porch, the perfect spot to enjoy your morning coffee, unwind in the evening, or add extra curb appeal and charm. Situated on a spacious 0.23-acre lot, the property also provides room to enjoy the outdoors, entertain, or create the backyard space you have been wanting. Conveniently located near Downtown Winter Haven, LEGOLAND®, medical facilities, shopping, dining, parks, and major roadways, this home offers both comfort and convenience. Whether you are a first-time buyer, looking for an affordable primary residence, or searching for a solid investment opportunity, this home is a great deal worth seeing. Schedule your showing today

Listing is courtesy of: G FIRST REALTY LLC (407-593-0100)

Listing Agent: Axel Colon (407-484-1493)

Remarks: Short Sale. Welcome to 503 Holt Circle! This corner-lot property boasts 3 bedrooms, 2 full bathrooms and an abundance of outdoor space. There are plenty of windows to let the natural light in, and a sliding glass door to access the screened-in patio. Enjoy peace of mind with a 2024 roof, 2023 A/C and 2023 electric water heater. Both bathrooms contain thoughtful upgrades for design and functionality. Don’t miss your chance to own a move-in ready home where style, function, and a convenient neighborhood come together. Special financing available with the seller's preferred lender.

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

Listing Agent: Adam Faucett (813-385-2821)

Remarks: Motivated seller alert! USDA financing eligible for qualified buyers! Welcome to 6006 Country Walk Lane in Winter Haven, where space, privacy, and value come together. This beautifully maintained 4-bedroom, 2-bath home offers 1,809 square feet of comfortable living on an expansive 0.36-acre fully fenced lot in the established Country Walk community with low HOA dues of just $29 a month. Major updates have already been completed, including a roof replaced in 2023, brand-new stainless steel dishwasher, water softener system, and a new back door with built-in doggy door. The home features a desirable split floor plan for added privacy and no carpet throughout, creating a clean, low-maintenance living environment. A 10x16 storage shed and spacious backyard provide plenty of room to entertain, garden, or even add a pool. Unlike nearby new construction, this property offers land, privacy, and an established neighborhood setting without the wait. The sellers are highly motivated and willing to contribute toward buyer closing costs. Don’t miss this opportunity to secure one of the best lot values in Winter Haven. You’ll appreciate the thoughtful upgrades throughout—no carpet anywhere, a split floor plan for added privacy, and recent improvements designed for easy living, including a brand-new stainless-steel dishwasher, Maytag soft-water system, new back door with built-in doggie door, 10×16 storage shed, fully fenced yard, and even a hot tub—perfect for relaxing on those warm Florida evenings. Situated on a spacious 0.36-acre lot with low HOA dues of just $29/month, this move-in-ready home offers room to breathe while remaining conveniently close to the Polk Parkway, providing easy access to both Tampa and Orlando. Homes with this combination of space, upgrades, and incentives. Schedule your private showing today and experience why Country Walk living truly feels like Florida bliss!

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

Listing Agent: Anna Impiduglia (407-861-6223)

Remarks: Investor opportunity meets wide-open space! Situated on 10.74 acres at the end of a quiet dead-end road, this unique property offers privacy, flexibility, and endless potential. Featuring a 4-bedroom, 2-bathroom mobile home, this property is ideal for investors, renovators, or buyers looking to create their own private retreat or family compound. ***SELLER IS MOTIVATED TO SELL*** SELLER IS WILLING TO NEGOTIATE!!!! DO NOT MISS THIS OPPORTUNITY!!! ***$3,000 Minimum EMD*** The home is in need of cosmetic updates, but major components have already been addressed, including a roof (3 years old), HVAC (4 years old), and hot water heater (4 years old) new sump pump ($700) the septic was pumped 3 months ago —providing a solid foundation for improvements. Inside, you’ll find a functional layout with original kitchen and bathrooms, stainless steel appliances included, carpet in living areas and bedrooms, and vinyl flooring in the kitchen. Washer and dryer hookups are available. This expansive property is perfect for those seeking space to spread out—bring your ATVs, off-road vehicles, boats, or work equipment, or explore the potential for multi-use living. With no HOA and a peaceful, rural setting, this property is well-suited for outdoor enthusiasts or those looking to escape city congestion. Sold AS-IS. Seller will make no repairs. SELLER IS MOTIVATED TO SELL!!! BRING ALL REASONABLE OFFERS!! Don’t miss this rare chance to own acreage with unlimited potential!

Listing is courtesy of: CENTURY 21 MYERS REALTY (863-875-5656)

Listing Agent: Teri Hunter (863-307-1683)

Remarks: Welcome Home to Queens Cove! This stunning 4 bedroom, 2 bathroom home is located in the highly desirable community of Queens Cove in Winter Haven. NO CDD and low HOA. Minutes from Legoland, hospitals, shopping centers and mayor highways. Don't miss your opportunity to own an affordable home in the heart of Winter Haven. Schedule your showing today!

Listing is courtesy of: CAISSA REALTY INVESTMENT INC (407-364-3056)

Listing Agent: Harrison Perez Collazo (787-365-8967)

Remarks: Under contract-accepting backup offers. Step inside through the large enclosed foyer—perfect as a welcoming entryway, mudroom, or additional sitting space. The home features a comfortable living room and a well-appointed kitchen with a separate dining area, ideal for everyday living and entertaining. A bonus back room provides flexibility and can easily be used as a home office, hobby room, or additional living space. Enjoy outdoor living on the covered back porch overlooking a fully fenced yard—perfect for pets, gatherings, or simply relaxing in your own private oasis. The property is a true gem for those who love fresh fruit, featuring numerous mature trees including mango, avocado, peach, lemon, and other citrus varieties. Additional highlights include two large storage sheds with electricity already in place, offering excellent space for a workshop, storage, or creative projects. There is also a full RV hookup with electric, water, and septic—perfect for travelers or accommodating guests. This property offers a rare combination of comfort, utility, and outdoor enjoyment. Don’t miss this opportunity to own a home with so much to offer!

Listing is courtesy of: LAND SOUTH REALTY, LLC (863-937-8867)

Listing Agent: Ron Denney (863-660-3919)

Remarks: Income-producing 5-unit property located just minutes from downtown Winter Haven in a high-demand rental corridor. This asset is positioned for strong cash flow, operational upside, and long-term appreciation in one of Central Florida’s most active growth markets. The property offers a diversified unit mix with clear value-add potential through rent optimization and continued area development. Ideal for investors seeking to scale a performing portfolio with stable income and future equity growth. Proximity to a planned townhome development introduces an additional demand catalyst, reinforcing long-term rental stability. Convenient access to retail, dining, major thoroughfares, and ongoing redevelopment enhances tenant appeal and occupancy consistency. Units 3 and 4 feature a shared second-floor balcony overlooking the rear grounds, adding a desirable lifestyle element for residents. Located in a high-growth submarket of Winter Haven experiencing sustained residential expansion and increasing rental demand, this is a strategic acquisition opportunity with measurable upside. Contact for full financials, rent roll, and investment details.

Listing is courtesy of: BHHS FLORIDA PROPERTIES GROUP (863-701-2350)

Listing Agent: Michael Hochadel (863-604-0018)