Homes For Sale in Winter Haven 33881 - 336 homes

Remarks: Virtually Staged. Welcome to this beautifully renovated, MOVE-IN-READY gem nestled on a spacious nearly quarter-acre lot in the heart of Winter Haven! Perfectly situated on a quiet residential street, this stunning 3-bedroom, 2-bathroom home combines MODERN UPGRADES, functional living spaces, and exceptional outdoor privacy with the freedom of NO HOA RESTRICTIONS. From the moment you arrive, you'll appreciate the inviting curb appeal, long concrete driveway, classic brick accents, and convenient one-car carport. The OVERSIZED HOMESITE provides AMPLE PARKING and plenty of room for additional outdoor storage, recreational vehicles, trailers, or future enhancements. Step inside to discover a bright, open-concept floor plan showcasing gorgeous luxury vinyl flooring, fresh interior finishes, stylish NEW LIGHTING, updated ceiling fans, and an abundance of natural light that creates a warm and welcoming atmosphere throughout the home. The thoughtfully designed layout offers comfortable everyday living while providing the perfect space for entertaining family and friends. At the center of the home is a completely redesigned kitchen that is sure to impress. Featuring elegant quartz countertops, NEW SHAKER CABINETRY, a FARMHOUSE SINK, BRAND-NEW STAINLESS STEEL WHIRLPOOL APPLIANCES, and a breakfast bar, this kitchen delivers the modern finishes maintaining excellent functionality and storage. The thoughtfully designed split bedroom floorplan provides privacy and comfort. The spacious primary suite serves as a relaxing retreat with a beautifully updated ensuite bathroom featuring a stand-up shower, quartz countertops, and a stylish vanity. Two additional bedrooms offer flexibility for guests, family members, a home office, fitness room, or hobby space. The secondary bathroom has also been tastefully renovated with contemporary finishes. Convenience continues with a SEPARATE INDOOR LAUNDRY ROOM offering direct access from both the kitchen and carport, making everyday tasks effortless. French doors open to an EXPANSIVE SCREENED PATIO that serves as an extension of the living space, providing the ideal setting for outdoor dining, weekend gatherings, or simply enjoying Florida's year-round sunshine. Beyond the porch, the FULLY FENCED BACKYARD with PREMIUM VINYL FENCING offers outstanding privacy. Whether you envision a future pool, playground, garden, outdoor kitchen, firepit area, or additional storage building, there's plenty of room to make it your own. Additional updates and features including a roof less than 10 years old, a SEPTIC SYSTEM LESS THAN FIVE YEARS OLD, a BRAND-NEW 2026 WATER HEATER, public water service, and a 2011 HVAC system. The extensive renovations mean less maintenance. Location is everything, and this property delivers. Conveniently located near shopping centers, restaurants, healthcare facilities, schools, parks, and everyday conveniences, you'll also be just MINUTES FROM WINTER HAVEN CHAIN OF LAKES, Downtown Winter Haven, Legoland Florida Resort, Lake Hartridge, and numerous public boat ramps, fishing opportunities, and recreational amenities. Easy access to major highways makes commuting to Lakeland, Orlando, and Tampa a breeze. COMPLETELY RENOVATED, packed with MODERN UPGRADES, situated on a LARGE FENCED LOT, and offering the increasingly rare benefit of NO HOA, this exceptional Winter Haven property presents a unique opportunity seeking a turnkey home in one of Central Florida's most desirable and rapidly growing areas.

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

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

Remarks: MOVE-IN READY! Welcome to your dream home in the sought-after Willowbrook North community! This stunning Ranch-style, one-story residence offers effortless living with 3 spacious bedrooms, 2 full bathrooms, and a versatile flex space—perfect for a home office, playroom, or additional living area. You'll fall in love with the modern open-concept layout, featuring quartz countertops throughout, soft-close cabinets and drawers, and smart home features designed for comfort and convenience. Enjoy peaceful mornings and relaxing evenings with serene pond views right outside your front door. Built with quality and style in mind, this home is the perfect blend of elegance and functionality—ready for you to move in and make it your own. Don't miss this opportunity to own a beautifully crafted home in a growing, vibrant community!

Listing is courtesy of: DRB GROUP REALTY, LLC (407-270-2747)

Listing Agent: Adam Schott (407-270-2747)

Remarks: Investor-friendly duplex opportunity in Winter Haven offering two separate rental units on a spacious 0.36-acre lot, approximately 15,794 sq ft. This income-producing property features 2,249 sq ft of heated space across two buildings, with a front 3-bedroom, 2-bath unit and a rear 2-bedroom, 1-bath unit. Both units are tenant occupied, creating immediate rental income potential from day one. The property has been previously refurbished and includes new roofs noted in the listing details, central air, electric heat, public water, septic, and washer/dryer plumbing for both units. The rear unit also features its own fenced backyard, offering added privacy and usability for tenants. Located in the established Inwood area of Winter Haven, this property is close to downtown shopping, entertainment, schools, medical facilities, major highways, and a nearby lake with a public park, jogging trail, and playground. With no HOA, two rental units, and a convenient Central Florida location, this duplex is a strong option for investors seeking cash flow, long-term rental potential, or a house-hacking opportunity.

Listing is courtesy of: LPT REALTY, LLC (877-366-2213)

Listing Agent: Tyler Gibson Llc (877-366-2213)

Remarks: Under contract-accepting backup offers. LAKEFRONT LIVING FOR UNDER $200K, MOTIVATED SELLERS SAY BRING US AN OFFER!! Why pay lot rent when you can enjoy the charm and tranquility in this beautifully renovated, Fully Furnished 2 Bedroom/2 Bath 2006 home in Winter Haven! Nestled in the serene, gated 55+ Lakeside Ranch community on Lake Henry. This home is move-in ready and offers a host of modern updates, including New HVAC (2025) and New Roof and All New Windows both replaced in 2024. The home features a spacious living room, a primary bedroom with an ensuite bathroom and walk-in shower, an indoor utility room with laundry and extra storage, and a screened-in porch perfect for relaxing or enjoying breathtaking sunset views. The kitchen is designed for convenience featuring an Island with Breakfast Bar and ample storage. The carport doubles as additional seating or parking space. Lakeside Ranch is a co-op community where the price includes an $11,000 share in the corporation—meaning no lot rent. The LOW MONTHLY HOA Fee that includes Water, Sewer & Garbage. This vibrant community offers an array of amenities, including a clubhouse, heated swimming pool, library, shuffleboard courts, horseshoe area, billiards, a boat launch, and docks on Lake Henry. Residents can also take advantage of scheduled holiday events, arts and crafts classes, exercise programs, card games, and more. For added convenience, the community has a trailer storage area, self-contained water and sewer systems with backup generators. Perfect for year-round residents or snowbirds. Lakeside Ranch Community offers the flexibility to be as active or as relaxed as you desire. With its idyllic location near shopping, dining, and amusement parks, this home offers the best of Florida living. Call today for a private showing and start enjoying the security, serenity, and vibrant lifestyle of this remarkable Lakeside Community!!

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

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

Remarks: Short Sale. – PRICED TO SELL! Welcome to this 2022-built 3-bedroom, 2-bathroom home located in the growing Lucerne Park Reserve community of Winter Haven. This newer construction single-story home features a desirable open-concept floor plan, perfect for comfortable everyday living and easy entertaining. The spacious kitchen overlooks the living and dining areas, creating a bright and inviting central gathering space. The primary suite offers a private bathroom and generous closet space, while two additional bedrooms provide flexibility for guests, family, or a home office. Home includes solar panels, offering potential energy efficiency benefits for the new owner. Conveniently located near shopping, dining, schools, and major highways with easy access to Lakeland, Orlando, and surrounding Central Florida areas. Ideal opportunity for first-time buyers, investors, or anyone looking to add value in a rapidly growing area. Short Sale – subject to lender approval. Property sold as-is. MOTIVATED SELLERS!!!

Listing is courtesy of: LPT REALTY, LLC (877-366-2213)

Listing Agent: Mariel Espinal (407-921-5868)

Remarks: Virtually Staged. Enjoy the beauty of true Florida lakefront living on private Lake Lucerne! Situated on just over half an acre, this fully fenced waterfront property offers peaceful water views, breathtaking sunsets, and endless opportunities for fishing, boating, kayaking, or simply relaxing by the lake. Surrounded by mature trees and natural beauty. This versatile property features a grandfathered-in 3-bedroom, 2-bath single-wide mobile home offering excellent flexibility and future potential. The home includes tiedowns, a slab foundation, power, air conditioning, and a covered and screened patio area perfect for relaxing outdoors while enjoying the peaceful lakefront setting. The metal roof adds durability and functionality, while water has not been connected to the mobile home during the seller’s ownership the existing structure creates opportunities for continued use, renovation, replacement, or redevelopment. The property is grandfathered to allow replacement of the existing mobile home or the opportunity to build your own custom lakefront home. The seller is also including custom home blueprints valued at approximately $3,000 to help bring your vision to life. A major BONUS is the included 2017 KEYSTONE PASSPORT UlLTRA LITE 195RB CAMPER overlooking the lake, offering a comfortable turnkey setup perfect for weekend getaways, seasonal use, or full-time living. The camper is fully furnished and includes all furniture, décor, kitchenware, appliances, manuals, and household contents. Features include heat and air conditioning, working appliances, newer awning, newer tires including spare tire, backup camera, load distribution hitch, small grill, coffee maker, booth-style dining area, full kitchen, cozy sleeping area, and scenic lake views throughout. Additional property features include mature fruit trees such as banana, avocado, pecan, persimmon, and peach, along with a private well, septic system, metal storage shed, and convenient frontage on a main road while still maintaining a quiet waterfront atmosphere. Located in Winter Haven’s desirable lake region, this property is approximately 25 minutes from LEGOLAND Florida Resort and about 35 minutes from Walt Disney World. Whether you’re looking for a waterfront getaway, investment opportunity, or future dream homesite, this unique property captures the charm of Old Florida living while offering privacy, flexibility, and future potential.

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

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

Remarks: Virtually Staged. This Northeast Winter Haven home offers more of what matters in a three-bedroom, two-bath: more interior square footage, a true two-car garage, and durable concrete block and brick construction, all priced below the updated and newer-built listings nearby. At approximately 1,602 square feet, it lives larger than the comparable three-bed, two-bath houses currently on the market in the area, and it backs that space with an attached two-car garage that delivers covered parking and storage most competing listings can't match. Inside, original hardwood floors run through the main living areas and bedrooms, and a brick wood-burning fireplace gives the central living room a focal point that newer construction rarely includes. The layout connects the living, dining, and kitchen areas for easy day-to-day living, with a dedicated indoor laundry room and two full bathrooms, one featuring a double vanity. The kitchen retains solid wood cabinetry and a stainless range with genuine prep and storage space — functional as-is and an honest blank canvas for a buyer who wants to modernize on their own timeline. What sets this home apart from a typical as-is opportunity is the condition of the systems: a shingle roof less than ten years old, a new water heater, a newer furnace, and a ductless mini-split system still under warranty, with electrical and plumbing both confirmed in good working order. That combination takes the costliest unknowns off the table, so improvement dollars can go toward cosmetics rather than core infrastructure. Outdoors, the fully fenced backyard is framed by mature shade trees and finished with a poured concrete patio, all on a generous lot with room for pets, gardening, a workshop, or future outdoor living. There is no HOA and no CDD, and the home is served by city water and public sewer. The location keeps you close to Polk State College, downtown Winter Haven, the US-17 corridor, and the lakes the area is known for, with quick access to the wider Polk County market between Tampa and Orlando. For an investor, this is a clean value-add: solid block-and-brick bones, updated systems, and cosmetic scope you control. For an owner-occupant, it's the chance to own the largest, best-built three-bedroom on the block, add your own finishes, and build equity from day one.

Listing is courtesy of: SILVER DOOR REALTY LLC (954-589-0144)

Listing Agent: Michelle Paez (954-589-0144)

Remarks: Virtually Staged. Welcome to this charming 3-bedroom, 2-bath home in Winter Haven offering 1,334 sqft of comfortable living space; this well-designed home features a functional layout for everyday living, with a bright and inviting living area that flows seamlessly into the dining and kitchen spaces; the bedrooms provide flexibility for family, guests, or a home office, while the 1-car garage adds convenience and additional storage; whether you’re a first-time buyer or looking to downsize, this home offers great potential in a desirable location—don’t miss out, schedule your private showing today!

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

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

Remarks: Virtually Staged. Beautifully remodeled in 2024, this move-in ready home offers modern updates, energy efficiency, and timeless comfort—all with no HOA. Step inside to an open-concept floor plan featuring high ceilings and abundant natural light. The brand-new kitchen impresses with contemporary finishes, while the updated bathrooms offer a fresh, stylish feel. A desirable split floor plan provides added privacy, making the home ideal for both families and guests. Major improvements include a newer roof and full re-plumbing, giving peace of mind for years to come. The home is also equipped with solar panels for low-cost energy, along with a natural-gas stove and gas water heater—perfect for efficiency and everyday convenience. Outside, enjoy great curb appeal, a fully fenced backyard for pets or play, and a spacious attached 2-car garage. With no HOA restrictions, you have the freedom to personalize, park, and use your property exactly the way you want. This beautifully updated home truly checks every box—style, function, efficiency, and freedom.

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

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

Remarks: Under contract-accepting backup offers. This 4 bedroom, 2 bathroom home offers a rare combination of move in readiness and income potential, making it ideal for homeowners, seasonal residents, or savvy investors. Add seller is willing to assist with buyers closing cost. You have options!!! Step inside to a bright, open layout filled with natural light, spacious living areas, and a functional kitchen designed for everyday living and easy entertaining. Enjoy Florida living at its best with a screened-in lanai perfect for morning coffee or winding down in the evening without the bugs. Major upgrades already done for you NEW roof (May 2025) with transferable warranty, Water filtration system installed no worries about that hard water here, Turn-key condition, Located just minutes from shopping, dining, beautiful lakes, and attractions like LEGOLAND Florida Resort, this home delivers both lifestyle and location. Whether you're looking to move right in, generate rental income, or secure a second home in Central Florida, this property checks all the boxes. Opportunities like this don’t sit long—schedule your private showing today.

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

Listing Agent: Laura Medina Ruiz (863-207-4784)

Remarks: Welcome to a NO HOA 2 bedroom 1 bath located right between Orlando and Tampa. This starter home is close to everything you need plus wonderful lakes, nature trails, Legoland, and more. Walking into the living room there is plenty of space for unwinding after a long day. The first bedroom is connected to the livingroom. Just to the left of the livingroom is the kitchen. In the kitchen there is plenty of storage and cooking space. The next bedroom is just outside the kitchen. Both bedrooms provide all the essentials and boast a ceiling fan. The side door from the kitchen leads to the carport which could easily act as an awesome covered outdoor space. Walking around the house, a large yard for family activities welcomes you. Come find out why you should make this home yours. Ask about Seller Financing Terms.

Listing is courtesy of: LPT REALTY, LLC (877-366-2213)

Listing Agent: Gregory Watson (863-224-6431)

Remarks: Virtually Staged. Welcome to a place where everyday life feels like a getaway. Set along the peaceful shores of Lake Jessie, part of Winter Haven’s renowned Chain of Lakes, this lakefront retreat is more than just a home, it’s a lifestyle defined by water, sunshine, & unforgettable experiences. Start your mornings with breathtaking sunrises shimmering across the lake, coffee in hand from your private dock or patio. Spend your days exactly how you choose, cruising the Chain of Lakes by boat, casting a line in some of Central Florida’s best freshwater fishing, or enjoying world-class watersports like skiing, wakeboarding, and paddleboarding right from your backyard. With nearby slalom courses & open water, this is truly a paradise for water enthusiasts. Lake Jessie is especially cherished for its tranquil atmosphere, offering a rare sense of calm while still being full of life. One of its most unique features is the seaplane activity, where you can watch planes gracefully land and take off across the water, an experience that never gets old and adds to the charm of lakeside living. Nature lovers will also appreciate the frequent sightings of all kinds of birds and other beautiful wildlife. The home itself offers a thoughtfully designed single-story layout with over 1,800 square feet, featuring 3 bedrooms and 3 bathrooms. An open-concept living space is filled with natural light and showcases stunning lake views, while a split-bedroom design provides comfort and privacy. A private in-law suite with its own entrance adds flexibility for guests, multi-generational living, or additional income potential. This residence offers plenty of parking space with it's oversized driveway & an additional carport providing covered parking as well. The home has been updated with modern finishes and includes a metal roof installed in 2019. This home would make a perfect full time residence, investment property or second home. Beyond the water, the location is just as appealing. You’re right around the corner from a brand new Publix store and minutes from the heart of Winter Haven, where you’ll find charming local restaurants, shops, parks, and community events. Legoland Florida Resort is just a short drive away and there is convenient access to both Tampa and Orlando, so world-class attractions, dining, and entertainment are always within reach. Whether you're seeking adventure, relaxation, or a smart investment, this Lake Jessie property delivers it all, offering the rare opportunity to live, play, and unwind in one of Florida’s most iconic lakefront settings. Book your showing today!

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

Listing Agent: Patricia De Graaff, Llc (863-307-0061)

Remarks: Beautifully maintained, highly upgraded home in a quiet, conveniently located community. From the moment you arrive, you’ll notice the strong curb appeal with manicured landscaping and a spacious screened front entry welcoming you inside. Step through the front door to find high ceilings and a wide hallway that opens into a bright, inviting great room. The open-concept kitchen flows seamlessly into the living and dining areas, featuring a large island perfect for entertaining, an upgraded deep sink, modern lighting, and plenty of cabinet and counter space. The private primary suite is thoughtfully separated from the other bedrooms, offering a peaceful retreat with a walk-in shower and dual vanities in the en-suite bathroom. Three additional bedrooms are located on the opposite side of the home, sharing a full hall bath, with a centrally located indoor laundry room for added convenience. Enjoy outdoor living on the backyard lanai—perfect for relaxing or hosting weekend barbecues. MUST SEE!

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

Listing Agent: David Cepeda (561-214-4879)

Remarks: This 4/2 home has a renovated interior showcasing modern upgrades throughout. The home features stunning new 36" x 24" porcelain tile flooring, offering a sleek, contemporary look with durability and easy maintenance. Move-in ready and designed for comfortable, stylish living. Dual access bedroom and bath provides the bedroom with private ensuite access while allowing the bathroom to serve as a main or guest bathroom from the hall, featuring two doors to maximize access and functionality. Large kitchen with island and lots of cabinet space and large pantry. Sliding doors leading to covered screened in porch with additional concreted tiled patio area that leads to a large backyard. Seller will consider contributing toward buyer’s closing costs.

Listing is courtesy of: EASY REALTY (321-895-4636)

Listing Agent: Greg Owen (321-360-4434)

Remarks: HUGE PRICE REDUCTION! Looking to buy a home in Winter Haven Florida? Welcome to 551 Lake Smart Blvd, a stunning move in ready residence featuring a brand new roof replaced in 2025. This beautiful home features 4 bedrooms, 2 bathrooms, and 1936 square feet of open concept living space. Imagine relocating to central Florida and stepping into a bright, airy floor plan where natural light fills the generous living spaces and connects seamlessly to a modern kitchen. Picture yourself enjoying a spacious yard or hosting gatherings in a versatile layout designed for effortless living. Remote workers and commuters will love the strategic location along the I-4 corridor, offering a quiet retreat with easy access to both Tampa and Orlando. Only 2 miles away from the premier Willowbrook Golf Course. To make your move even smoother, the seller is offering a $5000 dollar contribution toward buyer closing costs alongside a 1 year home warranty. This property delivers affordable modern comfort just minutes from dining, shopping, and major roadways. It is incredibly easy to tour, schedule your private showing today.

Listing is courtesy of: LA ROSA REALTY CW PROPERTIES L (407-910-2168)

Listing Agent: Kenneth Gonzalez (407-860-2304)

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

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

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

Remarks: Under Construction. 2-story new construction townhome with 1,604 square feet, 3 bedrooms, and a covered lanai, located in the brand-new Harbor of Lake Henry community. Downstairs, enjoy an open layout and a gourmet kitchen with, shaker-style wood cabinets, Samsung stainless steel appliances, including a pantry. The spacious gathering room opens to your covered lanai. The entire lower level and upstairs baths are finished with luxury vinyl plank flooring, with stain-resistant carpet in the bedrooms. Upstairs, you'll find three spacious bedrooms including your owner's suite complete with a walk-in wardrobe, linen closet, and a private en-suite bath with dual vanities and a tiled shower. Additional features for your convenience include a half bath downstairs, upstairs hall bath for the secondary bedrooms, energy-efficient insulation and windows, and a full builder warranty.

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

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

Remarks: Great investor or first time home buyer opportunity. This house has new windows, a new roof, updated electric panel and an renovated bathroom. The LVP throughout the home with 5-1/4 baseboard. This property has a huge back yard for your family to enjoy. Built in laundry with washer and dryer included. This property is move in ready and won't last long at this price. Schedule your showing today

Listing is courtesy of: XCELLENCE REALTY, INC (866-595-6025)

Listing Agent: Stephen Hubbell (863-559-5666)

Remarks: Virtually Staged. Charming single-story home located in Winter Haven with a functional layout and comfortable living spaces throughout. This 3-bedroom, 1-bath property features an inviting living area filled with natural light, a spacious kitchen with ample cabinet and counter space, and tile flooring throughout for easy maintenance. The home also offers a covered parking area, paved driveway, and a generously sized yard with room to enjoy outdoor living. Conveniently located near shopping, dining, parks, lakes, and major roadways for an easy commute throughout Polk County.

Listing is courtesy of: MAINSTAY BROKERAGE LLC (800-583-2914)

Listing Agent: Raquel Littlejohn (470-279-6333)

Remarks: Under contract-accepting backup offers. Welcome to this move-in-ready home 3 Bedroms, 2 Bathrooms. This beautifully maintained residence offers a spacious and functional floor plan, featuring modern finishes and an abundance of natural light throughout. The heart of the home boasts a contemporary kitchen with ample cabinetry and sleek appliances, overlooking an expansive living area perfect for entertaining. Retreat to the generous primary suite, complete with a private en-suite bath and walk-in closet. Step outside to find a sizable backyard, offering endless possibilities for outdoor living and relaxation in the Florida sun. Situated in the growing city of Winter Haven, you are just minutes away from world-class attractions like LEGOLAND, premier golf courses, and the famous Chain of Lakes. This home combines comfort, style, and a prime location—schedule your private showing today and discover your Florida dream!

Listing is courtesy of: MY REALTY GROUP, LLC. (786-847-7421)

Listing Agent: Maria Gomez Arevalo, Pa (407-705-7203)