Homes For Sale in Winter Haven 33881 - 345 homes

Remarks: Seller to pay all closing costs... Welcome to 1605 36th Street NW, a beautifully updated and remarkably spacious 5-bedroom, 2-bathroom home located in the heart of Winter Haven. Spanning 1,700 square feet of single-story living space, this concrete block and stucco home offers the perfect blend of worry-free longevity and modern interior features.Absolute peace of mind comes included with a brand-new, lifetime-durable metal roof, alongside a completely new septic tank and brand-new drainfield. Inside, you are greeted by an expansive layout featuring low-maintenance vinyl plank flooring throughout and an open-concept kitchen equipped with stainless steel appliances and a center cooktop island.Situated on a clean, 7,405 square foot lot with zero HOA restrictions, you have total freedom to park your boat, trailer, or RV. Conveniently located near local shopping, dining, parks, and major Polk County thoroughfares. Move-in ready and completely optimized for low maintenance—schedule your tour today!

Listing is courtesy of: INTELLIGENCE CHOICE REALTY LLC (407-272-4833)

Listing Agent: Martineau Dimanche (407-272-4833)

Remarks: Seller to pay all Closing costs for Potential buyer.. Welcome to 108 Edgewater Drive, a beautifully refreshed single-story stucco home offering 4 bedrooms, 2 full bathrooms, and 1,450 sq. ft. of comfortable living space. Step inside to find sleek ceramic tile flooring throughout the entire home, paired with high-quality solid wood cabinets, elegant solid surface countertops, and modern ceiling fans.The functional, bright layout features a practical indoor laundry closet and double-pane window blinds for added privacy. Move-in ready appliances include a built-in range and refrigerator.The exterior boasts excellent curb appeal, a deep driveway with a 1-car carport, and a fully fenced chain-link backyard perfect for pets or outdoor entertainment. Nestled on a quiet and paved road. You are just minutes away from downtown Winter Haven, shopping, top-rated schools, and local entertainment. Schedule your private tour today!

Listing is courtesy of: INTELLIGENCE CHOICE REALTY LLC (407-272-4833)

Listing Agent: Martineau Dimanche (407-272-4833)

Remarks: One or more photo(s) has been virtually staged. NO HOA! LOW TAXES! ASSUMABLE FHA LOAN! NEW FLOORS! NEW FENCE! Bring your boat, your work vehicle and your RV! This home is has plenty of yard to hold all your toys and you won't be bothered by an HOA! This home home also comes with a SHE SHED/WORKSHOP/ART STUDIO with electricity! This move-in ready property features brand new flooring and fresh interior paint, offering a clean, modern feel throughout. This home is light and bright and ready for its new owner! Whether you enjoy sipping your coffee on the front porch and talking with your neighbors or heading to your huge backyard to climb some trees or stoke up the fire pit, you will have years of happy memories in this solidly built Winter Haven home. A termite bond is in place, providing you added peace of mind! Located in the heart of Winter Haven, this home offers convenient access to major roadways including US-27 and the Polk Parkway, making commuting and travel simple. Enjoy being just 45–60 minutes to Orlando area attractions, including Walt Disney World and about 1.5 to 2 hours to Florida’s Gulf Coast beaches such as Clearwater and St. Pete Beach. Nature lovers will appreciate the close proximity to some of Florida’s most beautiful outdoor destinations. Nearby options include Circle B Bar Reserve which is known for scenic trails and wildlife viewing or Colt Creek State Park, offering hiking, horseback riding, and camping. Prefert the water? Lake Kissimmee State Park is perfect for boating, fishing, and exploring Florida’s natural landscape. Winter Haven itself is known for its chain of lakes, boating lifestyle, and local charm with shopping, dining, and entertainment just minutes away. Whether you’re looking for a primary residence, seasonal home, or investment opportunity, this property offers comfort, convenience, and access to everything that makes Central Florida special!

Listing is courtesy of: BERKSHIRE HATHAWAY HOMESERVICES RESULTS REALTY (407-203-0007)

Listing Agent: Heather Walker, Pa (407-383-0762)

Remarks: Under contract-accepting backup offers. PRICE REDUCED on this wonderful opportunity! Welcome to Winter Ridge Condominiums — Lakeside Living on the Winter Haven Chain of Lakes. Discover the charm of Winter Ridge, a desirable waterfront condominium community offering direct access to Lake Smart, part of the renowned Winter Haven Chain of Lakes. This inviting 2-bedroom, 2-bath home features an open floor plan with ceramic tile throughout, a galley-style kitchen equipped with a refrigerator, range, microwave, and dishwasher, plus a walk-in pantry/utility room with in-unit laundry hookups. Relax and unwind on the oversized screened lanai while taking in peaceful views of Lake Conine, perfect for morning coffee or evening unwinding. The home also includes two assigned parking spaces directly in front of the unit, with additional guest parking conveniently located near the clubhouse. Community amenities include a heated swimming pool, clubhouse, shuffleboard courts, and a fishing and boat dock—perfect for enjoying the waterfront lifestyle. The HOA takes care of exterior maintenance, roof upkeep, lawn care, common area landscaping, road maintenance, and pool and dock care, offering truly low-maintenance living. Outdoor enthusiasts will appreciate the public boat ramp across the street providing access to Lake Conine, and the nearby Lake Conine Nature Park (just 0.5 miles away), featuring walking trails, picnic areas, and scenic lake views. Centrally located near shopping, dining, and medical facilities, this property is also just minutes from Legoland and Highway 27, with easy access to Tampa and Orlando. Enjoy comfort, convenience, and lakeside living in one of Winter Haven’s most sought-after condo communities—Winter Ridge.

Listing is courtesy of: CENTURY 21 MYERS REALTY LAKE WALES (863-676-4448)

Listing Agent: Michelle Heath (863-528-3123)

Remarks: Beautifully remodeled 4-bedroom, 2-bathroom home located in a gated Winter Haven community. Situated on a cul-de-sac, this home offers 1,862 square feet of living space with an open floor plan, updated finishes, and spacious living areas. The kitchen opens to the main living area, providing a functional layout for everyday living and entertaining. The backyard is fully enclosed with vinyl fencing and offers ample outdoor space. Additional features include a 2-car garage, spacious bedrooms, and convenient access to shopping, dining, recreation, and major roadways. Move-in ready with numerous interior updates throughout.

Listing is courtesy of: BETTERLIFE REAL ESTATE, LLC (407-431-8499)

Listing Agent: Bobbie Bryant (407-431-8499)

Remarks: Under Construction. Brand-new 3-bedroom, 2-story townhome with garage in Winter Haven, FL! This professionally designed home features an open-concept main level with a spacious gathering room, flex space, powder room, and private covered lanai. The modern kitchen offers shaker-style soft-close cabinets, premium laminate countertops, stainless steel Samsung appliances, a breakfast bar, and walk-in pantry. Upstairs includes a private owner’s suite with walk-in closet and dual-vanity en-suite bath, plus two generous secondary bedrooms sharing a dual-vanity hall bath. Enjoy low-maintenance luxury vinyl plank flooring, stain-resistant carpet, energy-efficient LED lighting, built-in pest control, and energy-saving features including R-30 insulation, Low-E windows, and a programmable thermostat—move-in ready with style and efficiency.

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

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

Remarks: Welcome to your Florida escape in the heart of Winter Haven! This beautifully maintained home in the sought-after Grey Heron community offers the perfect blend of comfort, space, and convenience with serene water frontage that creates the ideal backyard retreat. From the moment you arrive, you’ll love the inviting curb appeal, open-concept layout, and natural light that fills every room. Enjoy peaceful water views while relaxing, entertaining, or unwinding after a long day. Whether you’re hosting gatherings, working from home, or simply enjoying quiet evenings, this home was designed for everyday living and unforgettable moments. Conveniently located near shopping, dining, major highways, and Central Florida attractions, this is more than just a house — it’s the lifestyle buyers have been waiting for. Don’t miss the opportunity to make this exceptional waterfront property your next home!

Listing is courtesy of: TRUE FLORIDA REALTY LLC (863-337-9667)

Listing Agent: Amalia Lucena (904-614-1930)

Remarks: Spanish-inspired architecture, artistic flair, and breathtaking lakefront scenery come together in this truly one-of-a-kind estate on the shores of Lake Hamilton. Situated on more than one acre of fully fenced waterfront property with a wrought-iron gated entrance and no HOA restrictions, this custom residence offers over 5,400 square feet of living area designed for both grand entertaining and everyday enjoyment of Florida's lakefront lifestyle. From the moment you arrive, the home's distinctive architectural design makes a lasting impression. A circular driveway leads to the large covered portico where a tranquil fountain welcomes guests and creates an unforgettable arrival experience. Stepping through the double doors reveals a dramatic foyer with soaring ceilings, abundant natural light, and immediate panoramic lake views. Throughout the home, artistic influence and personality are evident at every turn. One of the owners is an accomplished artist, and their creativity is beautifully reflected in the home's unique design elements, decor, and inviting spaces. The completely remodeled kitchen, updated in 2018, serves as the heart of the home and features extensive custom cabinetry, granite countertops, a striking raised glass breakfast bar, center island with a built-in wine trough, and a bright eat-in dining area overlooking the lake. Nearby, the formal dining room provides the perfect initimate setting for holiday gatherings and special occasions. Designed with flexibility in mind, the home offers multiple living and entertaining spaces including a spacious family room anchored by a fireplace, dedicated office, theater room, enclosed Florida room stretching across the rear of the home, and numerous areas for relaxation or hosting guests. The expansive Florida room is the ideal place to begin each day with coffee while watching spectacular sunrises paint the sky over the water. The first floor features three generously sized guest bedrooms, while the private owner's retreat occupies the upper level. This luxurious sanctuary enjoys elevated wraparound views of Lake Hamilton, creating a peaceful escape unlike anything else in the area. Also located above is a unique artist's perch or widow's walk, offering an elevated vantage point to enjoy panoramic views, morning and evening skies, wildlife watching, and endless inspiration. Outdoor living is equally impressive. The heated salt-filtered pool, completed in 2018, overlooks the lake and creates a resort-style atmosphere. Expansive paver decking and wide-open lawn areas provide ample room for family gatherings, pets, and outdoor recreation. A composite dock extends into Lake Hamilton, making it easy to enjoy boating, fishing, paddleboarding, and sunset cruises. Spanning nearly 1,900 acres, Lake Hamilton is widely known for its excellent fishing, boating opportunities, and scenic beauty. Cruise across the lake to enjoy dining and entertainment at local favorites such as Floridino's and Port 27 before returning home for a peaceful sunset ride across the water. Additional features include a detached two-car garage, large storage shed and the privacy and freedom that comes with having no HOA. Rarely does a property combine architectural character, artistic expression, expansive living space, resort-style amenities, and over an acre of lakefront land in such a remarkable setting. This is more than a home—it is a private waterfront retreat where every sunrise feels like a work of art.

Listing is courtesy of: THE STONES REAL ESTATE FIRM (863-412-2080)

Listing Agent: Michael Stone (863-412-9733)

Remarks: Calling all CASH investors! Tenant occupied till 3/31/2027 @ $1565/mo ------READ REALTORS NOTES!----- No HOA and no water bill since you're on a well! Located in the charming community of Winter Haven, this beautifully updated home sits on a large corner lot, offering a peaceful country retreat feel with serene views of nearby pasture land. No flood zone to worry about here, so enjoy peace of mind for years to come. With a new roof installed in 2022 and a recently upgraded AC unit, all the big-ticket items are already taken care of for you. Inside, you'll find modern finishes with shiplap ceilings and durable laminate flooring that flow seamlessly throughout, combining style and low-maintenance living. The kitchen boasts sleek stainless steel appliances, including a vent hood, and granite countertops. One of the home’s standout features is the expansive, fully fenced-in yard, offering endless possibilities for gatherings, gardening, or soaking up the Florida sunshine. You'll also appreciate the extra space provided by the large laundry and storage room. You're just minutes from local amenities like golf courses, schools, parks, premium coffee shops and more, with the added bonus of being less than an hour from the magic of Disney World! No hurricane damage! Property has a code violation with the city that a buyer would need to remedy. Details in realtors notes.

Listing is courtesy of: WRIGHT DAVIS REAL ESTATE (813-251-0001)

Listing Agent: Dillon Cook (813-640-9000)

Remarks: Under contract-accepting backup offers. Virtually Staged. This Fully Renovated Gem is ready to go! New Roof at Closing! This beautifully renovated 3-bedroom, 2 bathroom home in Winter Haven, Florida, offers modern living in a serene neighborhood near shopping and seasonal markets. The open-concept layout features a spacious living area, a new kitchen with brand-new stainless steel appliances, and stylish finishes throughout. Each bedroom is generously sized, with the master suite boasting a luxurious walk in Closet. The home also includes a cozy backyard, perfect for relaxation and large shed. Located in a quiet neighborhood, this home combines comfort, convenience, and contemporary charm, making it the perfect place to settle down.

Listing is courtesy of: ALIGN RIGHT REALTY LLC (727-264-6800)

Listing Agent: Austin Williams (516-782-1553)

Remarks: Schedule your showing before it’s gone!! Check out this beautiful custom home. It sits on a big corner lot and it is the newest house in the neighborhood. Some of the items this home comes with include 9’4 ceilings, 8ft doors, open floor concept, crown molding, St. Augustine grass, irrigation system, insulation injected into the block, custom stone back wall in the living room, ceramic tile, granite counter tops, custom closets, a range hood, real wood cabinets, a back patio pergola, gutters,LED lighting throughout the home and so much more!! So schedule your showing to see this beauty before its to late.

Listing is courtesy of: FREEDOM PROPERTY AGENT LLC (407-530-4600)

Listing Agent: Franc Marrero (321-217-3533)

Remarks: Discover a rare opportunity for instant equity with this spacious 5-bedroom, 3-bathroom home in Winter Haven. Ideal for multi-generational living or growing households, the first floor features an open layout plus a bedroom and a full bathroom—perfect for guests or extended family. Upstairs, the generous master suite includes a walk-in closet and private bath, along with a large loft for flexible use and a convenient laundry. Enjoy outdoor potential with a fully fenced yard and a 2-car garage. Just 10 minutes from US Hwy 27 with quick access to I-4, shopping, and dining—this is a smart buy in a fast-growing area. Bring your vision and unlock this home’s full potential!

Listing is courtesy of: COLDWELL BANKER RESIDENTIAL RE (407-647-1211)

Listing Agent: Jared Lippelgoos (863-224-0007)

Remarks: Under contract-accepting backup offers. Welcome to your private Florida oasis. Thoughtfully maintained and beautifully updated over the past 18 years! This move-in-ready home combines modern upgrades with the charm and lifestyle that make Florida living so desirable. Inside, you’ll find real hardwood flooring throughout, stunning quartz kitchen countertops (2013), fully remodeled bathrooms, and spacious living areas designed for comfort and functionality. Major improvements provide peace of mind, including storm windows (2011), HVAC system (2020), a newer roof, complete home replumbing (2026), and a recent preventative termite tenting treatment with protection extending for the next five years. Outdoor enhancements include a newly rescreened lanai, Leaf Filter gutter system, and new metal roofing over the carport and rear patio (2025). Step outside to enjoy a fully fenced backyard featuring mature fruit trees, attractive paver landscaping, and plenty of space to relax or entertain while embracing the natural Florida lifestyle. A standout feature of this property is the two large bonus rooms, a home office, gym, media room, playroom, or hobby space-tailored to fit your needs and lifestyle. True Florida Charm is waiting for you.

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

Listing Agent: Juan Yglesias (951-261-3167)

Remarks: Short Sale. Short Sale: roomy single-story residence crafted for ease and elegance. Its 4-bedroom design boasts an open-concept kitchen, dining, and family area perfect for gatherings and daily life. The sleek kitchen includes granite counters, stainless appliances, and premium cabinetry. Three bedrooms sit upfront, with the secluded primary suite featuring a walk-in closet and luxurious bath. Relax on the covered patio off the family room. This energy-efficient home with 2-car garage combines function and appeal.

Listing is courtesy of: FAIR FEE REALTY (813-300-8490)

Listing Agent: Salvador Aguilar (352-769-1883)

Remarks: Virtually Staged. Welcome to this stunning Winston floorplan, located in the highly sought-after community of Willowbrook near a beautiful golf course in Winter Haven, FL. This spacious 5-bedroom, 3-bath home offers 2,531 square feet of living space, and provides excellent curb appeal in it's 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. This home is ideally situated just minutes from the scenic Port 27 and downtown Winter Haven, making it convenient for shopping, dining, and entertainment. Additionally, it's only a short drive to Highway 27 and about 20 minutes to I-4, providing easy access to nearby cities and attractions. Don’t miss the chance to own this beautiful home in a prime location—schedule your tour today!

Listing is courtesy of: OLYMPUS EXECUTIVE REALTY INC (407-469-0090)

Listing Agent: Nancy Pruitt, Pa (352-552-7574)

Remarks: Under contract-accepting backup offers. AMAZING two-story home!!! Located in a BEAUTIFUL LAKEFRONT COMMUNITY! HUGE, fenced corner lot, very nice layout with a FLEX area/room that can be used as a formal Livingroom, office, or den, large master bedroom with a nice bathroom with dual sinks, walk in shower & walk-in closet, laundry room, 2 car garage & so much MORE**Seller may consider buyer's concessions **CALL YOUR AGENT FOR A PRIVATE SHOWING**

Listing is courtesy of: LUXURY REAL ESTATE GROUP LLC (561-929-7304)

Listing Agent: Gladys Falcon (863-812-1771)

Remarks: Under contract-accepting backup offers. Welcome to your private retreat in the heart of Winter Haven - a beautifully updated 4-bedroom home with a new 2025 roof, solar panels, and a sparking pool on a quiet cul-de-sac with no HOA. Sitting on a generous 0.32-acre lot, this property delivers the space, privacy, and lifestyle buyers are searching for. The main floor features modern updates, an open layout, and a brand-new sliding door (2024) leading to the backyard oasis. Step outside to a large deck overlooking the pool, perfect for entertaining, relaxing, or enjoying Florida evenings. The fully fenced yard includes a farm style barn offering incredible storage, workshop potential, or hobby space. Major improvements have already been completed for you, including foundation work (2024), ensuring long-term stability and peace of mind. This move in ready, feature packed and priced to sell, this is the one you've been waiting for. Property is being sold As-Is.

Listing is courtesy of: NORKIS & CO REALTY (407-506-7070)

Listing Agent: Daisy Perez (407-951-4218)

Remarks: Virtually Staged. Short Sale. Welcome to this beautifully maintained 3-bedroom, 2-bath home with a 2-car garage, offering 1,512 square feet of comfortable living space in a desirable gated community in Winter Haven. Built just two years ago, this nearly new home blends modern design with a warm, family-friendly feel. Step inside to find vaulted ceilings and tile flooring throughout the main living areas, creating a bright and open atmosphere. The spacious kitchen features stainless steel appliances, a large island, and ample cabinet space, perfect for everyday living or gathering with friends and family. The split floor plan provides privacy, while the generous primary suite includes double sinks, a garden tub, separate shower, and walk-in closet. Enjoy Florida living outdoors on the covered lanai, with a backyard perfect for relaxing afternoons or weekend playtime. Conveniently located near Downtown Winter Haven, Polk State College, Winter Haven Hospital, shopping, dining, and major attractions like LEGOLAND. For those who love lifestyle and entertainment, the home is also just about 15 minutes from the popular Port 27, a vibrant waterfront destination known for its live music, great food, desserts, and beautiful lake scenery—the perfect place to unwind and enjoy time with family and friends. This move-in ready home offers comfort, style, and location all in one. Schedule your showing today!

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

Listing Agent: Carolina Flores, Llc (954-471-5909)

Remarks: Under contract-accepting backup offers. 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: Under contract-accepting backup offers. 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)