Winter Haven Homes For Sale & Real Estate - 1034 homes

Remarks: Welcome to this beautiful and well-maintained home in the desirable Julius Estates community of Winter Haven! This spacious residence offers a modern open-concept layout, perfect for both everyday living and entertaining. The kitchen features ample cabinet space, a large island, and overlooks the living and dining areas, creating a bright and inviting atmosphere. The primary suite provides a private retreat with a spacious walk-in closet and an en-suite bathroom. Additional bedrooms offer flexibility for family, guests, or a home office. Enjoy the convenience of a two-car garage, indoor laundry room, and energy-efficient features throughout. Step outside to a generous backyard with plenty of space for outdoor gatherings, pets, or future enhancements. Conveniently located near shopping, dining, schools, medical facilities, and major highways, this home offers the perfect combination of comfort, convenience, and value. Whether you're a first-time homebuyer, growing family, or investor, this is an exceptional opportunity to own a move-in-ready home in one of Winter Haven's growing communities. Schedule your private showing today!

Listing is courtesy of: AXEN REALTY, LLC (480-399-1218)

Listing Agent: Ane Bertol Bertol (407-577-5607)

Remarks: Welcome to 3357 Timberline Rd W, located in the charming city of Winter Haven, FL. This exquisite house, a wonderful opportunity to experience comfortable living in a desirable location. The home boasts a timeless design, showcasing a welcoming exterior that hints at the warmth found within. As you step inside, you'll be greeted by well-appointed spaces that cater to both relaxation and entertainment. The layout of this property is thoughtfully designed to provide functionality and style. Experience the convenience of living in a home that meets your needs, whether you're relaxing in your favorite space or hosting gatherings with loved ones. The exterior of the property complements the interior, offering a harmonious balance of indoor and outdoor living. Enjoy all that this beautiful home has to accord in the heart of Winter Haven.

Listing is courtesy of: BEYCOME OF FLORIDA LLC (804-656-5007)

Listing Agent: Steven Koleno (804-656-5007)

Remarks: Short Sale. This home is located in Villamar Subdivision in Southeast Winter Haven. It was built in 2022, and it features a nice open concept with split bedroom plan, inside laundry room, and an open kitchen with a large island. The home has ceramic tile and wood flooring throughout for ease of living. The kitchen features stainless steel appliances package with granite countertops. Other features of this home include a two-car garage, vinyl fencing, and beautiful landscaping. The community features a community pool and playground to enjoy!

Listing is courtesy of: BROKERS REALTY OF CENTRAL FLOR (863-294-6773)

Listing Agent: Renee Butler (863-294-6773)

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: Turnkey Airbnb opportunity in the heart of Winter Haven! This fully furnished 4-bedroom, 2-bath pool home is perfect for short-term rental income, multi-generational living, or your next investment property. Featuring a flexible multi-generational layout and a suite with its own entrance, the home includes a private in-law suite, creating the ideal setup for guests or extended family. Recent updates include a new roof installed in 2023 for added peace of mind. Inside, you'll find bright and spacious living areas, a functional kitchen with ample cabinet and counter space, and comfortable bedrooms designed for relaxing stays. Outside, enjoy a fully fenced backyard with a private in-ground pool, plenty of room to entertain, and space to unwind. The large driveway and oversized 2-car carport provide ample parking for guests, boats, or multiple vehicles. With no HOA and the property being sold fully furnished, this move-in-ready home offers incredible flexibility as a primary residence, vacation getaway, or income-producing Airbnb. Conveniently located near shopping, dining, schools, and area attractions.

Listing is courtesy of: EXP REALTY LLC (407-706-5000)

Listing Agent: Daniel Betancourt (407-375-9142)

Remarks: This traditional 3-bedroom, 2-bathroom home is located in the established Queens Cove Ph 02 neighborhood. Designed with a functional and classic layout, this residence offers a comfortable living environment perfectly suited for a variety of lifestyles. The heart of the home features a traditional floor plan that provides a clear and smart separation of living spaces. The kitchen is beautifully updated with sleek quartz countertops and Stainless steel appliances, creating a modern and stylish space for meal preparation and entertaining. Situated in a prime location, this home is just minutes away from local essentials, including shopping, dining, and parks. Whether you are searching for a forever home or a smart investment opportunity, this property offers both convenience and potential. Schedule your private showing today!

Listing is courtesy of: ENTERA REALTY LLC (888-216-6364)

Listing Agent: Robert Salmons (888-216-6364)

Remarks: Spacious living plan and Luxurious Kitchen just updated for the top Chef status. As you come in through the covered carport you'll notice the Newly installed flooring that really shines. There are 2 Living Room areas one of which you could close off for a 3rd bedroom. Large Master Bedroom and Bath. Skirting around the home has just been replaced for a new look. Not to mention all of the amenities offered with the community swimming pool, pickleball, tennis courts and putt putt golf course. This property is located on the dog approved residence street, so Fido is in luck. New AC unit was replaced in 2026. You're in close proximity to all the Central Florida attractions. Hurricane/ Tie Down Straps Replaced 2023. Ceiling fans have been updated w/ remotes. UPDATE: New Linoleum flooring has just been professionally installed throughout the entire home to match the kitchen.

Listing is courtesy of: FLORIDA HOMES REALTY & MORTGAGE (904-996-9144)

Listing Agent: Karl Erickson (813-245-6181)

Remarks: The two-story Atlanta Plan has the “WOW-Factor” with four bedrooms, two and a half baths, loft and a two-car garage. This exquisite home offers an open floor plan with great room, dining room, and kitchen with large island. The kitchen features ample counter space, and generous pantry. The casual dining area allows outdoor access to a covered lanai via sliding glass doors. The second floor includes an owner's retreat featuring an owner's bath with large walk-in shower, dual vanity, and spacious walk-in closet. Three additional bedrooms, a bathroom, a spacious loft, and laundry room finish off this beautiful home. This home comes fully equipped with Everything Included Features like new appliances, solid surface countertops throughout and oversized tile flooring in the wet areas. Peace Creek Reserve is a masterplan community of new single-family homes with a beautiful natural creek. Winter Haven is the chain of lakes city, with over 26 linked together by canal. There are lots of shops, restaurants, bike paths. Peace Creek Reserve is what you have been looking for. A safe small town feel with convenience, the perfect place to raise a family.

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

Listing Agent: Omar Andreasen (407-883-2989)

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: Under contract-accepting backup offers. Under Contract. Winter Haven Single Family Residential home, 3B/1ba offers a well landscaped Corner Lot. The Interior accommodates Electric AC & natural gas heat. This home still boasts original well maintained kitchen cabinets, eat-in kitchen & gas oven appliances. The Exterior features are Concrete Block Detached storage/workshop 20x14’, covered carport 20x12’, exterior lighting,pvc plumbing, irrigation well/pump, pole barn for RV parking 28x20’, carport, brand new hot water heater, enclosed concrete outside laundry room. This home offers updated plumbing and abundant parking. Pride of Ownership. A must see!

Listing is courtesy of: WATSON & WATSON INC REALTORS (863-294-4149)

Listing Agent: Wendy Gibbs (863-557-5249)

Remarks: Welcome to 5445 Chandler in Winter Haven—a great opportunity for buyers looking to add their own personal touch! This home offers generous square footage and plenty of living space, giving you room to spread out, entertain, or reimagine the layout to fit your needs. The property has already seen some key updates, including a brand-new roof and fresh interior paint, providing a solid foundation for future improvements. Inside, you’ll find a functional layout with large living areas and ample space, making it ideal for those seeking both comfort and potential. While the home could use some additional updates and TLC, it presents an excellent chance for homeowners or investors to build equity and truly make it their own. Conveniently located near shopping, dining, and Winter Haven’s beautiful lakes, this property offers both space and opportunity. If you’re looking for a home with room to grow and the ability to add value, this is one you won’t want to miss!

Listing is courtesy of: TRANSCEND REALTY (407-518-7653)

Listing Agent: Jacob Hara (407-933-5478)

Remarks: Under contract-accepting backup offers. Welcome to 1930 Austin Terrace, located in the highly desirable gated community of Woodpointe in SE Winter Haven. Perfectly situated near Hwy 27 and just minutes from LEGOLAND Florida Resort, this home offers both convenience and a peaceful cul-de-sac setting on a spacious fully fenced 0.32-acre lot.This beautifully designed 4-bedroom, 3-bathroom POOL home welcomes you with an elegant entry foyer, soaring specialty ceilings, and wood flooring throughout, complemented by ceramic tile in the foyer, kitchen, breakfast nook, and bathrooms. The thoughtfully designed layout includes a formal dining room and an open, inviting living space ideal for both everyday living and entertaining. The kitchen features granite countertops, a new refrigerator (04/2026), a breakfast bar, and a walk-in pantry, with a cozy breakfast nook overlooking the saltwater pool for relaxed mornings. Step outside to enjoy true Florida living with a screen-enclosed pool, covered lanai, and a beautifully paved pool patio, perfect for hosting or unwinding in your private, fully fenced backyard. The pool system has been well maintained with a new pool pump (09/2025) and recently updated salt cell and WiFi-enabled motherboard (03/2026), offering modern convenience and efficiency. The spacious primary suite serves as a private retreat, complete with an additional office space, fireplace, walk-in closet, and an ensuite bathroom featuring a split sink vanity, garden tub, and separate shower. Additional highlights include a newer AC system (approximately 4 years old), a brick-paved driveway and walkways, and a charming covered front porch accented by columns, adding to the home’s curb appeal. A brand new roof will be put on before closing! This exceptional property offers the perfect combination of space, style, and location in one of SE Winter Haven’s most sought-after gated communities.

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

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

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: Under contract-accepting backup offers. Move-In Ready! This charming home is nestled in a vibrant 55+ community, offering an array of amenities including a community pool, tennis courts, and much more. Featuring a desirable split floorplan, the home also boasts a bright bonus room that fills the space with natural light. The open layout is perfect for entertaining, and the inviting sunroom provides a serene space to relax. In addition to a covered carport, the home also includes a spacious garage, offering ample storage and convenience. Don't miss out on this perfect blend of comfort and community!

Listing is courtesy of: CRAIG BURKE REAL ESTATE GROUP, LLC (863-899-5010)

Listing Agent: Craig Burke (863-899-5010)

Remarks: Under Construction. Brand new, energy-efficient home available by Aug 2025! Open floor plan creates a unified living space with a large great room that overlooks the kitchen. Visit Villamar and explore new single-family homes for sale in Winter Haven, FL. Residents will have access to two resort-style amenity centers featuring a clubhouse, pool, and playground. Winter Haven is known for its beautiful chain of lakes with lakeside restaurants and its award-winning community theater. Nearby attractions include Legoland Florida and Peppa Pig Theme Park. A brand-new model and new phase are coming soon. Each of our homes is built with innovative, energy-efficient features designed to help you enjoy more savings, better health, real comfort and peace of mind.

Listing is courtesy of: MERITAGE HOMES OF FL REALTY (813-703-8860)

Listing Agent: Bryan Sumner (813-336-5895)

Remarks: Virtually Staged. Meet 2234 Avenue B NW, a residence recently enhanced by fresh interior paint and a partial flooring replacement. A functional fireplace enhances the living area, and an exterior storage shed provides practical utility. The property also includes a well-defined fenced in backyard. Thoughtful updates and practical features make this a must-see.. Included 100-Day Home Warranty with buyer activation

Listing is courtesy of: OPENDOOR BROKERAGE LLC (480-462-5392)

Listing Agent: Karen Albright (480-462-5392)

Remarks: Virtually Staged. STUNNING POOL HOME ON OVERSIZED .53-ACRE CUL-DE-SAC LOT WITH NO HOA! Experience the perfect Florida lifestyle in this beautifully updated 4-bedroom, 2.5-bathroom residence. Perfectly positioned at the end of a quiet cul-de-sac, this home offers rare privacy and modern comfort. KEY UPGRADES: Move in with peace of mind featuring a REPLACED ROOF 2021 ,UPDATED AC SYSTEM, PLUMBING systems. The property has been FULLY REPAINTED inside and out for a fresh, contemporary look. INTERIOR ELEGANCE: The functional floor plan includes a formal LIVING ROOM and a spacious FAMILY ROOM centered around a cozy DOUBLE-SIDED WOOD-BURNING FIREPLACE. The kitchen boasts STAINLESS STEEL APPLIANCES, and ALL BATHROOMS HAVE BEEN COMPLETELY REMODELED with stylish finishes. OUTDOOR OASIS: Relax in your private SCREEN-ENCLOSED POOL, ideal for entertaining. The massive .53-acre backyard provides endless room for activities, while the rare 2-CAR GARAGE offers ample space for vehicles and storage. LOCATION HIGHLIGHTS: JUST 5 MINUTES (1.6 MILES) FROM LEGOLAND FLORIDA RESORT! Tucked away in a private cul-de-sac with no through traffic, yet minutes from shopping and dining. READY TO MOVE IN and easy to show. Schedule your private tour today!

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

Listing Agent: Julian Carvajal, Llc (407-454-2632)

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)