Homes For Sale in Winter Haven 33880 - 151 homes

Remarks: Opportunity is knocking in Winter Haven! This 2-bedroom, 1-bath single-family home offers the perfect canvas for investors, flippers, or buyers looking to build instant equity. The property needs work, which is exactly where the upside lies — bring your vision and your contractor, and turn this into a solid rental or a profitable resale. Located in a quiet, established residential neighborhood with a close-knit community feel, you're just minutes from US Hwy 17, local dining, shops, and all that Winter Haven has to offer. Winter Haven continues to grow, making this an ideal time to plant your flag in Polk County. Priced for the market it is — don't sleep on this one.

Listing is courtesy of: ENCORE INVESTMENT REALTY (407-334-8664)

Listing Agent: Desmond Pollock (407-334-8664)

Remarks: Check out this well maintained home located in Oakwood Estates, a 55+ community, located in Sunny central Florida. The home features a very open and inviting kitchen, perfect for entertaining. The cooktop and built in oven have been updated. Step into the primary bedroom to find plenty of space for a king size bed, then step into the remodeled and updated primary bathroom. The split bedroom floor plan offers privacy to guests with a bathroom conveniently located outside the door. All the flooring is a laminate with no carpeting in the home. Enjoy the peaceful screened side porch. The home is located on a corner lot with a Florida room giving views of both streets, a great place for your morning coffee. The double pane windows and window AC offers additional living space when guests arrive. Oakwood Estates offers many amenities and activities. You can be as busy as you would like or enjoy the peaceful community and watch the world go by.

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

Listing Agent: Kathy Devor (573-450-1679)

Remarks: One or more photo(s) has been virtually staged. SELLERS are MOTIVATED! Just made a big price reduction! The moment you walk up you’ll discover your own private & peaceful setting under the paved Pergola area incorporated with a running fountain pond awaiting more koi fish. You’ll enjoy your shaded space with the feel & sounds of nature surrounding you. Your entire home is equipped with installed roll-up hurricane shutters (some are hardwired for a flip of a switch, and some are manual). If you love to cook, you’ll love this chef’s dream kitchen offering plenty of cooking/prepping countertop space. Kitchen has an island with electric, gas range, wide breakfast bar open to the living areas and a walk-in pantry. This home offers a split plan layout, wide hallways, ceiling fans, recessed lighting, large closets, high 10 ft ceilings throughout. You will find you have multiple uses of living/family/dining /office areas. The options are endless. Main bedroom has 2 walk-in closets and access to the nice screened-in back patio. The main bedroom bathroom offers a double sink make-up vanity, walk-in shower, and a linen closet. The 2nd full bathroom offers a shower/tub combo with access to the back screened-in patio. The half bathroom is located off the entry to bedroom #3. The inside utility room is equipped with shelving, a utility sink, a cabinet unit, and a built-in ironing board. New luxury vinyl plank flooring in the utility room and bedroom #3. If all this wasn’t enough there is more…. You will love enjoying the 11x25 covered & screened-in back patio. Your front entryway is also covered. The 2-car garage has a newer electric garage door opener, shelving on both sides & a cabinet for storage. It also provides a keyless touchpad for access from the outside. NEW A/C April 2026. Ring doorbell. You won’t want to miss the 12x14 workshop/shed equipped with electric, a work bench, storage shelving, and an access ramp. Your home is situated on a beautiful lot with mature landscaping. The lawn and landscaping is beautiful and will snap back as we just had the FL record-breaking cold front when pictures were taken so see past that. It will all green up beautifully in no time. Lawn irrigation is on a well water system equipped with a timer system. NO HOA!!! Home has been overhead plumbed. All of this conveniently located close to the 570 Toll Rd taking you to Orlando/Tampa. Be sure to check back for the virtual tour link coming soon and will be attached to the listing. Welcome Home!

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

Listing Agent: Jennifer Smith (863-559-1229)

Remarks: Price Improved! 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: Being sold as is. Fixer upper needs a new owner willing to give it some TLC. Cash or renovation loan only.

Listing is courtesy of: SWAN CITY REALTY LLC (863-535-7271)

Listing Agent: Tonya Lockamy (863-535-7271)

Remarks: Welcome to 104 CAVALIER ROAD IN WINTER HAVEN!! This 3 Bedroom, 1 Bath offers plenty of Space and is situated on an Overzized FENCED (0.15 Acre) Lot! 21x21 Living Room, Dining Room, Cute Kitchen with little eat in area, Exterior Laundry Room located right off the Kitchen and 2 Huge Storage Bays out back! NO HOA and No Restrictions! Home needs only a small touch of TLC.

Listing is courtesy of: DALTON WADE INC (888-668-8283)

Listing Agent: Natalie Patten (863-508-5055)

Remarks: Located in the new Residences at Winter Haven community, this home features the Everglades model floor plan, designed with an open-concept layout that maximizes natural light and functionality. The home backs directly to the community pond, offering water views and added privacy. Built with double-pane insulated windows and constructed in compliance with the current Florida Building Energy Efficiency Code, the home offers modern efficiency standards. Residences at Winter Haven is a newly developed single-family home community conveniently located near shopping, dining, major roadways, and everyday conveniences. There is a natural ease to this home, from the open layout to the thoughtful finishes. The 8-foot doors and premium flooring flow throughout the main living areas, creating a clean and consistent feel. In the kitchen, the focus is on quality and gathering, highlighted by a large waterfall island and 42” cabinetry with crown molding. It’s a home designed for both quiet mornings and hosting friends, with an open living area that leads out to a covered lanai. It’s a clean, modern space that’s ready for you to make it your own. A model home is available for on-site visits within the community.

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

Listing Agent: Rodrigo Gomes De Almeida (407-837-8173)

Remarks: Short Sale. Don’t miss the opportunity to own this one-of-a-kind, 3-bedroom, 2-bathroom, 2-car garage custom home. Upon arriving at the property, you are greeted by an oversized lot and mature trees in a quiet, well-established neighborhood. Inside, the home offers an open and split floor plan, cathedral ceilings, and an indoor/outdoor pool that flows from the back patio into the living room, adding a unique feature to this property—perfect for entertaining and allowing you to take a dip in any weather. On the left side of the home are two spacious bedrooms with large closets and a shared bathroom featuring a single vanity and a shower/tub combo. Moving to the right side of the house, you’ll find the master suite, loft, and kitchen. The master suite offers ample space and direct access to the pool area. The en-suite bathroom includes a garden tub and walk-in shower. The loft overlooks the living room and pool area and also contains two large storage spaces on either side, making storage accessible while serving as a great spot to watch a show and unwind. The kitchen features tile countertops and a small bar for additional seating. Right out back, the pool is enclosed in a full-screen cage with a large deck. The yard also boasts a shed for storage and plenty of space for activities. This home has so much to offer. Don’t wait—schedule your private showing today!

Listing is courtesy of: LPT REALTY LLC (386-388-7877)

Listing Agent: Trent Shackelford (941-518-7875)

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: 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: Stunning 3-Bedroom, 2-Bath Home – Move-In Ready! Welcome to this move-in ready home in a prime location! Boasting a spacious and open floor plan, this 3-bedroom, 2-bathroom gem offers the perfect blend of comfort and style. Enjoy An extra-large back patio for these summer evening BBQ's! The well-appointed kitchen features stainless steel appliances, a convenient breakfast bar, a closet pantry, and ceramic tile flooring, all complemented by a cozy breakfast nook. With both a large living room and a separate family room, there’s ample space for relaxing and entertaining. The versatile living/dining room combo offers a seamless flow for hosting guests. Enjoy the privacy and tranquility of the split-bedroom design, with the expansive master suite serving as your personal retreat. The primary bath is a true highlight, featuring a dual vanity, walk-in closet, and a relaxing garden tub—perfect for unwinding after a long day. Key Features: Bright and open floor plan with plenty of natural light Large primary suite with luxurious en-suite bath Spacious living and family rooms for flexible living Well-equipped kitchen with modern stainless steel appliances Great location with easy access to both Tampa and Lakeland All of this at an incredible price! Don’t miss your chance to call this home yours. Call today to schedule your private showing!

Listing is courtesy of: CITRAVEST MANAGEMENT LLC (407-495-4744)

Listing Agent: Lesley Guarino (315-783-4744)

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: 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: Under contract-accepting backup offers. **Turnkey Duplex on Prime Corner Lot with Strong Rental Income Potential** Exceptional opportunity to own a well-maintained **bungalow-style duplex** in a highly desirable corner-lot location. With a strong rental history and income-producing potential, this versatile **multi-family property** is ideal for investors or owner-occupants looking to generate rental income and offset mortgage expenses. The front unit offers a spacious **2-bedroom, 1-bath layout** with abundant natural light and functional living space. The rear unit features a comfortable **1-bedroom, 1-bath floor plan** designed for efficiency and tenant appeal. Separate living spaces provide flexibility for long-term tenants, short-term rental possibilities or multi-generational living. Classic bungalow charm, practical layouts, and proven cash-flow performance make this a smart addition to any real estate portfolio. Whether you’re expanding your investment strategy or purchasing your first income-producing property, this duplex delivers both character and long-term value. **Sold as-is , make it your future today.

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

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

Remarks: Short Sale. SHORT SALE BANK APPROVED AT 269K --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 your own 3/4-acre mini farm oasis! This fully fenced and gated property is a secure haven offering space for a variety of living needs, farm animals and plenty of room for parking. Large carport with garage attached. Mature trees provide serene shade on this picturesque retreat. The property includes a shed with chicken coops and pig pens, perfect for your feathered and four-legged friends. Updated remodeled 3BR, 1.5BA mobile home with an open floor plan, new fixtures, and an inside laundry room for convenience. Plenty of room for dogs, goats, boats, and RVs with electric hookup. Grow your garden with crystal clear well water. Enjoy the front porch with rocking chairs in screened room. Experience farm living with modern comfort and affordability. Welcome to your peaceful country sanctuary! Cash Only Sale. The info provided herein is subject to errors, omissions or changes without notice, and Seller expressly disclaim any warranty or representation regarding the Property Information. You must independently verify the Property Information prior to purchasing the Property.

Listing is courtesy of: HOME SOLD REALTY LLC (833-700-2782)

Listing Agent: Camilo Perez (833-700-2782)

Remarks: SOLID CONCRETE BLOCK 10-PLEX CONSISTING OF TWO TRIPLEXES CONNECTED ONLY BY A ROOF OVER A WALKWAY AND A TWO STORY QUADPLEX. ALL THE UNITS ARE FULLY OCCUPIED. ALL TEN UNITS ARE ONE BEDROOM WITH ONE BATH AVERAGING ABOUT $ 875/MONTH IN RENT. MOST OF THE UNITS HAVE CERAMIC TILE LOW MAINTENANCE FLOORS. ALL UNITS HAVE WINDOW A/Cs. THE QUADPLEX HAS A NEW (MARCH, 2025) TAMCO TITAN SHINGLE ROOF RATED AT 160 MPH. THE ROOF ALSO HAS PEEL AND STICK UNDERLAYMENT INSTEAD OF THE TYPICAL 15 OR 30 POUND CRAYPE PAPER. THIS BASICLY MEANS YOU HAVE A SECOND ROOF UNDER THE SHINGLES. PROPERTY IS PROFESSIONALLY MANAGED AND WELL MAINTAINED. THE RENTS CONTINUE TO INCREASE AS THE CONDITION AND LOCATION OF THE UNITS MAKE THEM VERY POPULAR. INSPECTIONS AFTER ACCEPTED OFFER. LISTING BROKER HAS A SIGNIFICANT FINANCIAL INTEREST IN THE OWNING ENTITY.

Listing is courtesy of: HOSANNA REAL ESTATE SERVICES (863-698-7858)

Listing Agent: Tom Novack (541-606-4316)

Remarks: ***BELOW MARKET VALUE*** New Construction 3 Bedrooms 2 Baths built by the best builder in the area WCM Construction! This home is built with high quality kitchen and bathroom cabinetry, Level 3 Granite counters throughout kitchen and baths, high end appliances, beautiful wood grain tile throughout the entire home - no carpet or wood. Built with perfection, yet affordably priced! Check out the complete walk-thru video or better yet, call for an appointment to see this beauty in person!

Listing is courtesy of: REMAX EXPERTS (863-802-5262)

Listing Agent: Barry Macchione (863-604-7455)

Remarks: One or more photo(s) has been virtually staged. Welcome to this charming 3-bedroom, 3-bath home located in one of Winter Haven’s most established and sought-after neighborhoods. Situated on a spacious 0.26-acre lot, this property offers timeless character, mature surroundings, and a location rich in local history. A standout feature of the home is the private suite with its own entrance and full bathroom, ideal for guests, extended family, or a flexible work-from-home space. The layout provides both privacy and functionality, making it a rare find in this area. Recent updates include a newer roof (approx. 1 year old), updated electrical, a new water heater, and a newer A/C unit (2018), offering peace of mind on major systems. Enjoy the unique setting with nearby views of Lake Elbert to the north and Lake Otis to the south, surrounded by well-established homes and nearby lakefront properties. The home offers great bones and classic charm, presenting an excellent opportunity for buyers to update and personalize while investing in a premier location. Conveniently located near downtown Winter Haven, shopping, dining, and more.

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

Listing Agent: Dave Westphal (863-287-3302)

Remarks: Perfect BLOCK home for the first time home buyer, investor or seasonal owner - and a prime investment property for consideration as well. Located in a wonderful mature neighborhood zoned as a MIXED USE area; so there is potential to convert this Residential home into an Office or a Business! Offering quick access to every amenity imaginable and close to the Heart of Winter Haven. Currently a 2 bedroom home with a bonus room, could be 3 or 4 bedrooms with conversion of the bonus room and/or the garage. The large lot is between 1/4 & 1/2 Acre size with a fenced backyard. Roofing and electrical was recently updated. A great piece of real estate with lots of opportunity!

Listing is courtesy of: NUWAVE REALTY (386-473-9765)

Listing Agent: Penny Miller (386-473-9765)