Winter Haven Homes For Sale & Real Estate - 889 homes

Remarks: 4 bedrooms, private backyard retreat with a hot tub, expansive Florida room, and solar-powered efficiency, located in S.E. Winter Haven!!! Welcome to 511 Marcia Loop, a spacious 4-bedroom, 2.5-bath home offering over 2,150 sq. ft. of living space, plus a 14' x 18' Florida room and a cabana-enclosed hot tub—perfect for entertaining in style. With a newer roof (2020), A/C system (2020), and leased solar panels (2024) keeping the average electric bill around $35/month, this home combines comfort, fun, and efficiency. From the moment you step inside, you’ll notice the expansive feel created by soaring ceilings, abundant natural light, and two updated skylights that brighten the main living areas. The flexible layout features two spacious living spaces — ideal for both everyday living and hosting. One area can easily function as a formal dining room, while the other serves as a welcoming family room for relaxing and gathering. The kitchen is designed with both function and entertaining in mind, showcasing stainless steel appliances, two closet pantries, and dual breakfast bars — including one with a secondary prep sink, perfect for cooking, serving, or casual meals. The generously sized primary suite offers a peaceful retreat with rich wood flooring, a walk-in closet, and an en-suite bath featuring an updated handicap-accessible walk-in shower. Three additional bedrooms provide comfortable accommodations and are conveniently located near the second full bath with tub. A separate half bath offers added convenience for guests. The enclosed Florida room at the rear of the home truly expands your living space. With a wall of windows, durable tile flooring, and built-in cabinetry with counter space, it offers excellent potential for a summer kitchen or serving station for gatherings. Step outside to your private backyard oasis, thoughtfully designed with low-maintenance landscaping including pavers, decorative rock, and mature plantings. Enjoy outdoor dining on the paver patio, then relax in the enclosed cabana featuring a hot tub with waterfall and built-in lounging seat — a standout entertaining space that feels like a private retreat. A powered storage shed provides space for tools, lawn equipment, hobbies, or could easily function as a workshop or creative studio. Additional features include a one-car garage with laundry area, screened front porch, irrigation system with timer, rain gutters, new window screens, multiple interior storage and linen closets, and a mature fruit-bearing mango tree. Conveniently located within five minutes of Publix, Walmart, restaurants, Legoland Florida, and the new AdventHealth ER, this home offers everyday convenience along with proximity to Central Florida’s major attractions. Positioned between Tampa and Orlando, commuting to theme parks, business centers, or international airports is simple and convenient. Whether you’re seeking a spacious family home, a low-maintenance retirement option, or a property designed for entertaining, 511 Marcia Loop delivers space, efficiency, and an exceptional backyard lifestyle. Schedule your private showing today!

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

Listing Agent: Deanna Stone (863-412-2080)

Remarks: Under contract-accepting backup offers. Welcome to this beautifully upgraded, lightly lived-in home that truly shows better than new construction. Why wait for a build when this move-in-ready home already has everything done for you? This spacious 4-bedroom, 2.5-bath home features an open-concept layout with the main entertaining areas conveniently located downstairs and all bedrooms upstairs for added privacy and comfort. The cozy upstairs family room is perfect as a sitting area, reading nook, or secondary lounge space, offering flexibility for your lifestyle. The sellers have thoughtfully invested in high-end upgrades, including a brick-paver patio ideal for outdoor entertaining, a brand-new fence for privacy, and professionally landscaped grounds with beautiful palm trees and solar lighting that create a true resort-style feel. The garage has been upgraded with a sleek epoxy floor, adding both style and durability. The home is also equipped with smart home technology that includes a security system, providing modern convenience and peace of mind. EVEN BETTER — all appliances, TVs, and furniture are included, making this a true turnkey opportunity. Lightly lived in and meticulously maintained, this home reflects pride of ownership throughout. From the interior finishes to the outdoor living space, every detail has been carefully curated. The amenities include:playground and a community pool. Skip the construction delays, upgrade costs, and uncertainty of new builds — this home is ready now and offers exceptional value.

Listing is courtesy of: COLDWELL BANKER REALTY (941-907-1033)

Listing Agent: Aleksandra Tarica (201-888-6025)

Remarks: This 3 YEAR YOUNG, 4 bedroom, 2 bath single-family home built by DR Horton offers 1,867 square feet of thoughtfully designed living space and a 2-car ATTACHED GARAGE with OPENER and NO SOLAR PANELS!! The open floorplan features a seamless kitchen, dining area, and family room combination, ideal for both everyday living and entertaining. The kitchen includes a CENTER ISLAND, GRANITE countertops, DOUBLE SINK, and a WALK-IN PANTRY and is ready for your personal touch with NEEDED APPLIANCES (except for the included dishwasher). Ceramic tile flooring runs throughout the main living areas, with carpet in the bedrooms. The PRIMARY BEDROOM boasts a WALK-IN CLOSET and a spacious EN-SUITE BATHROOM featuring a walk-in SHOWER, DUAL SINKS with GRANITE countertops, and a PRIVATE WATER CLOSET. Three additional bedrooms are serviced by BATHROOM #2, which offers a TUB/SHOWER combination, SINGLE SINK VANITY, and GRANITE countertop. An INSIDE LAUNDRY ROOM with washer/dryer HOOK-UPS adds convenience. Additional features include an IRRIGATION SYSTEM and a COVERED concrete LANAI, accessed through sliding glass doors from the family room. This home combines modern design, functionality, and value in a well-built, nearly new property. NOTE: THIS PROPERTY IS NOT FOR RENT!!! DON'T BE SCAMMED BY SOMEONE ADVERTISING THE PROPERTY FOR RENT ON SOCIAL MEDIA!!

Listing is courtesy of: VIEWPOINT VALUE REALTY (863-617-7015)

Listing Agent: Pat Pearson (908-295-7970)

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: REDUCED!! 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 & 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’ and outside carport 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: Auction Property. ***Auction will run April 27th 2026- May 7th 2026 *** 2 bedroom 1 bathroom house ***All property information to be verified by buyers*** Property is sold with any outstanding code violations, liens, or expired permits. Buyer to do own research prior to bidding.

Listing is courtesy of: A BETTER LIFE REALTY (727-521-7378)

Listing Agent: Tony Kelly (863-287-4672)

Remarks: Under contract-accepting backup offers. This charming Winter Haven home offers comfort, functionality, and a convenient location. Featuring a well-designed layout with spacious living areas and natural light throughout, this property is perfect for homeowners or investors alike. The kitchen provides ample cabinet space and flows easily into the main living area, creating an inviting space for everyday living and entertaining. The bedrooms are comfortably sized, and the home offers a functional floor plan ideal for a variety of lifestyles. Situated in a quiet neighborhood, this property is close to shopping, dining, schools, and major roadways, providing easy access to all that Winter Haven has to give. Whether you’re a first-time buyer, downsizing, or looking for an investment opportunity, this home delivers great value and potential.

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

Listing Agent: Phillip Randall (407-202-2096)

Remarks: Welcome to this newly renovated 3-bedroom, 1-bath home conveniently located near Lake Cannon and just minutes from all the dining, shopping, and entertainment that Winter Haven and Auburndale have to offer! Step through the front door to find fresh interior paint, new carpet in all bedrooms, and inviting living spaces. The kitchen has been refreshed with brand-new appliances, provides plenty of cabinetry storage and counter space, and has a convenient layout for everyday cooking and entertaining. The bathroom is your own personal retreat featuring a new vanity and a walk-in shower with a dual shower head system. Major updates include a new roof and a newer A/C unit, giving you peace of mind and comfort year-round. Outside, the property is truly unique. Enjoy mornings on your screened-in front porch, or host gatherings on the spacious screened-in back porch complete with an attached utility room. The fenced backyard offers plenty of space for pets or play, and comes complete with a firepit, detached shed, and extra covered storage. There is also an extra wide driveway providing plenty of off-street parking. This home is the perfect blend of comfort, outdoor space, and accessibility to the amenities near you. Don’t miss your chance to see this one!

Listing is courtesy of: PORCHLIGHT HOMES LLC (863-529-3369)

Listing Agent: Angie Reynolds (863-838-1090)

Remarks: Perfect for Investors! This duplex is located on a corner lot in a very affordable market. This property features two units, each consisting of two bedrooms and one bathroom. Both units are approximately 1758 ft.² generating roughly 2800 a month rental income. Roof was replaced in 2023, new AC unit in unit two, newly repainted.

Listing is courtesy of: IRON VALLEY REAL ESTATE OSCEOLA (407-698-4663)

Listing Agent: Marcy Smiley Theobald (407-908-4042)

Remarks: Welcome to the next exciting chapter of your life in Lake Ashton, Central Florida’s premier 55+ active-adult community, where this immaculately maintained three-bedroom, two-bath home with a den offers exceptional comfort and elegance, including a beautiful primary suite with its own relaxing sitting room and a sparkling 7½' x 36' bromine pool awaiting your enjoyment. From the striking stone front elevation and bronze screened front entry to the expansive 51' x 13' bronze screened veranda, this home impresses at every turn. Perfectly positioned on a large pond with a nature preserve beyond, it provides delightful sunrise views and frequent sightings of the abundant wildlife that makes Lake Ashton so special. Step inside through the elegant double glass doors and immediately notice the clean, crisp, and welcoming feel that creates the ideal setting for both relaxed everyday living and gracious entertaining. The interior showcases stunning terraced crown molding, coffered ceilings in both the living room and primary bedroom, and five solar tubes that fill the home with abundant natural light. The kitchen is beautifully appointed with gorgeous cabinetry featuring two glass-front cabinets, a wine rack, and rich black granite countertops, complemented by a large walk-in pantry offering generous storage space. Both bathrooms include walk-in showers and granite counters, adding style and convenience. One of the home’s most remarkable highlights is the expansive screened enclosure with pool at the rear of the property, where the views of the pond, wildlife, and nature preserve are among the finest along Hogan Lane. Additional peace of mind comes from an updated air conditioning system and a roof that is only three years old. Residents of Lake Ashton enjoy unmatched amenities including two championship 18-hole golf courses, a 26,000-square-foot clubhouse, a state-of-the-art health and fitness center, theater, pickleball courts, bowling alley, and so much more, creating an active and fulfilling lifestyle. This exceptional property offers the perfect blend of comfort, convenience, and community—schedule your private showing today and experience the very best of Florida living.

Listing is courtesy of: GLOBAL LIFESTYLE LLC (727-455-2709)

Listing Agent: Brad Kirwan (863-280-0390)

Remarks: Under contract-accepting backup offers. Welcome to this well-maintained 3-bedroom, 2-bathroom home situated on a desirable corner lot in Winter Haven. Conveniently located in the heart of Central Florida, Winter Haven is known for its Chain of Lakes, Legoland, local parks, shopping, dining, and easy access to both Orlando and Tampa. This property offers a functional layout with thoughtful updates throughout. The updated kitchen features quartz countertops, ample dark wood cabinetry, and a convenient breakfast bar. Recent improvements include tile flooring and an upgraded electrical panel, adding both style and peace of mind. The primary bedroom includes a walk-in closet, while the additional bedrooms provide flexibility for a variety of uses. Step outside to enjoy the large screened-in porch, ideal for relaxing or entertaining, all within a fully fenced yard with durable PVC fencing. The irrigation system is controlled by a Hydrawise WiFi system, allowing for easy and efficient lawn maintenance. Additional highlights include a 2-car garage, a circular driveway for added parking and convenience, and a roof replaced in 2018. With no HOA or CDD fees, this property offers added flexibility and fewer restrictions. Located near Winter Haven’s popular Chain of Lakes, as well as nearby shopping, dining, and major roadways, this home provides both comfort and accessibility.

Listing is courtesy of: KELLER WILLIAMS REALTY SMART (863-577-1234)

Listing Agent: Garrett Robinson (863-838-5210)

Remarks: Under contract-accepting backup offers. Looking for a gated community, 3 bedroom home with a bonus room? No need to look any further! Welcome to the highly sought-after Cypresswood Golf Community, where comfort, security, and convenience come together in this spacious 3-bedroom, 2-bath home with an added air conditioned Florida Room that offers a flexible bonus space perfect for anything your lifestyle calls for. Enjoy beautiful golf course views right from your backyard...a peaceful and scenic setting you won’t want to miss! From the moment you arrive, you’ll appreciate the private front patio, offering a peaceful outdoor space to relax or entertain. Step inside to a home that is completely carpet-free, featuring durable laminate and tile flooring throughout, including the garage which is designed for both easy maintenance and a clean, modern feel. The interior layout provides a generous and open living space, with natural flow between the living, dining, and kitchen areas, making it ideal for everyday living and gatherings. One of the standout features is the Florida Room (with A/C), offering incredible flexibility. Whether used as a playroom, home office, guest space, or private suite, this area can easily be adapted to fit your needs complete with the option for a separate private entrance. The garage has been thoughtfully enhanced with a full kitchen setup, creating a unique and functional space perfect for outdoor entertaining, hosting, or extended cooking needs..an efficient and valuable addition. Community features you’ll love living in Cypresswood Golf & Country Club means access to: 24-hour guarded and gated entry,Community pool,Tennis courts,18-hole championship golf course, Clubhouse and on-site restaurant.Prime location conveniently located near U.S. Highway 27, I-4, and the Polk Parkway. This home offers easy access to everything Central Florida has to offer, including:LEGOLAND, Pega Pig Theme Park, Walt Disney World, Orlando International Airport and Tampa International Airport,Gulf Coast beaches near St. Petersburg and Tampa! Surrounded by a growing area filled with shopping, dining, and everyday conveniences, this location supports both lifestyle and accessibility. This home offers versatility, unique features, and access to a lifestyle-rich community—a true opportunity to enjoy the best of Florida living. Don't miss this opportunity! Come see it today!

Listing is courtesy of: NEW HEIGHTS REALTY GROUP (407-934-0305)

Listing Agent: Daniel Rodriguez (407-934-0305)

Remarks: One or more photo(s) has been virtually staged. Under Construction. Beautiful Corner Lot!! This expansive two-story Columbus has a well-designed layout, featuring a first floor dedicated to shared living and entertaining. The open concept design seamlessly connects the kitchen, dining room and family room, with a patio extending the interior space outdoors. Upstairs, a spacious loft separates the three secondary bedrooms from the serene owner's suite. Completing the home is a convenient two-car garage. 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: LENNAR REALTY (800-229-0611)

Listing Agent: Ben Goldstein (407-310-7677)

Remarks: Beautifully remodeled 4-bedroom, 1-bath home featuring an open floor plan, bright living spaces, and a modern kitchen with brand-new stainless steel appliances. Spacious bedrooms filled with natural light and a large backyard perfect for outdoor enjoyment. Conveniently located near parks, schools, and shopping. Schedule your showing today!

Listing is courtesy of: LA ROSA REALTY LLC (321-939-3748)

Listing Agent: Jose Ferrer (787-238-6505)

Remarks: Master suite paint updated. Custom built-in bookcases in Den/Office. Club Car golf cart conveys with home purchase. Welcome to your next chapter in beautiful Lake Ashton—Central Florida’s premier 55+ active adult community. This immaculate, nearly new home (just 3 years young!) offers a perfect blend of comfort, style, and Florida charm. With 3 spacious bedrooms, 2 full baths, and a flexible den/office that enjoys tranquil views of the tee box on the 10th fairway of Lake Ashton’s West Golf Course, this home is ideal for both relaxed living and entertaining. Certified as a Green Home by Environments for Living, it also comes with a like-new Onward model Club Car golf cart—featuring lithium batteries—which conveys with the purchase! As you arrive, you’ll be welcomed by elegant architectural details including glass block windows in the master bath, a transom window, sidelight by the front door, and a lovely dining room window, all contributing to the home’s bright, sunlit ambiance. Triple sliding glass doors open up to the veranda, blending indoor and outdoor living with ease. The heart of the home—the kitchen—is a chef’s delight, showcasing Skylar maple cabinetry in a rich Shale finish, beautifully complemented by Silver Frost granite countertops with a beveled edge and fingerprint-resistant stainless-steel appliances. The primary suite is a serene retreat with his-and-hers walk-in closets, while the ensuite bath features handicap-height fixtures and a spacious soaking tub for unwinding at the end of the day. A generous 2-car garage plus a separate golf cart bay adds convenience and storage. This thoughtfully designed home offers a gracious and tasteful setting for everyday enjoyment and entertaining alike. Lake Ashton is more than a neighborhood—it’s a lifestyle. Residents enjoy two 18-hole championship golf courses, a 26,000 sq ft clubhouse, a state-of-the-art Health & Fitness Center, pickleball courts, bowling alley, on-site restaurant, and a vibrant calendar of social events and clubs. Don’t miss this exceptional opportunity to own a home that truly has it all. Call today to schedule your private showing—your Florida dream awaits!

Listing is courtesy of: GLOBAL LIFESTYLE LLC (727-455-2709)

Listing Agent: Brad Kirwan (863-280-0390)

Remarks: Under contract-accepting backup offers. NEW ROOF PRIOR TO CLOSING! Welcome to this 3 bedroom, 1 bathroom newly updated home. The Seller has placed new luxury vinyl flooring throughout which will provide durability in the home. The kitchen has also been updated and once the roof is completed you should have a maintenance free property. This home is locataed in the heart of Winter Haven and is move-in ready ideal for first time home buyers or growing families. Sellers Concessions are available!

Listing is courtesy of: LOKATION (954-545-5583)

Listing Agent: Richard Carey (913-963-9800)

Remarks: Under contract-accepting backup offers. Charming 3-bedroom, 2-bath home located in a desirable HOA community in Winter Haven! This well-maintained residence offers 1,148 square feet of comfortable living space with a functional layout designed for everyday living. Enjoy the convenience of an interior laundry area and a spacious living room that flows into the dining and kitchen areas. The primary suite features a private bathroom, while two additional bedrooms provide flexibility for family, guests, or a home office. Step outside and take advantage of the community amenities, including a refreshing community pool perfect for relaxing and enjoying Florida living year-round. Conveniently located near shopping, dining, schools, and major roadways. Great opportunity for homeowners or investors alike!

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

Listing Agent: Marisela Quintero (863-605-1566)

Remarks: Move-in ready 4-bedroom home for sale in Winter Haven, Florida! A Craftsman-style front porch welcomes you into the fully open living area featuring airy volume ceilings and sunny natural lighting. Unwind in your private owner's suite complete with a large walk-in wardrobe and a private en-suite bath with dual vanities, a tiled glass-enclosed shower, private toilet, and a linen closet. Plus, enjoy outdoor living on your front porch and screened-in lanai! This home includes features and finishes hand-selected by our professional designers to provide you with enduring style, move-in convenience, and easy home maintenance: Well-appointed kitchen with: A counter-height island. Quartz countertops. 36-in shaker-style cabinets with crown moulding and decorative knobs/pulls. Stainless steel undermount sink with a pull-down faucet. Walk-in pantry. Samsung stainless steel appliances: 5-burner smooth-top electric range with wi-fi smart controls. Fingerprint-resistant microwave with ventilation system. ENERGY STAR(R) quiet-operation dishwasher. ENERGY STAR(R) large capacity side-by-side refrigerator. . Dining space at the island and the adjacent cafe. . Low-maintenance luxury vinyl plank flooring throughout the entire home. Convenient drop zone at the garage entry. Energy-efficient LED lighting in the kitchen and gathering room. Custom-fit 2-in. faux wood window blinds . Built-in pest control. Architectural shingles with a limited-lifetime warranty. Fully sodded homesite with Florida-friendly landscaping and an irrigation system. ... and much more!. Save on utilities with energy-efficient R-30 insulation, foam-injected block insulation, double-pane Low-E windows, and a programmable thermostat. For your VIP showing of this beautiful, professionally designed new home in Winter Haven, FL, call or email us today!

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

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

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: One or more photo(s) has been virtually staged. Nestled in the growing Villamar community, this beautifully maintained 3-bedroom, 2-bath Meritage Home offers modern comfort and an ideal location near Chain of Lakes Elementary. Built with energy efficiency in mind, this newer home features an inviting open-concept floor plan where the kitchen flows seamlessly into the spacious great room—perfect for entertaining and everyday living. The kitchen showcases quartz countertops, stainless steel appliances, a pantry, and ample cabinetry for storage. Sliding glass doors off the family living area leads to the backyard, offering easy indoor-outdoor living. The thoughtfully designed split-bedroom floor plan provides privacy, with two secondary bedrooms and a guest bath located at the front of the home, while the primary suite is tucked away off the great room. The spacious owner’s retreat includes quartz countertops, dual sinks, a walk-in tile shower, and a generous walk-in closet. Ceramic tile flooring enhances the main living areas with a clean, modern aesthetic, while the bedrooms provides comfortable carpeting. Residents of Villamar enjoy resort-style amenities, including a community pool with lap lane overlooking Crystal Lake, playground, and convenient community mailboxes. The location offers quick access to Route 27 for commuting to Orlando and is just minutes from Legoland, shopping centers, Publix, and Walmart. This community is only two miles from Legoland and in close proximity to Posner Park which offers many stores, restaurants and entertainment for your family, as well as the Orlando's theme parks. Discover the perfect blend of comfort, convenience, and community in this move-in ready home. The photographs included in this listing were taken during a previous rental listing. The property may appear slightly different at time of showing. One or more photos have been modified or virtually staged for illustrative purposes.

Listing is courtesy of: RE/MAX INNOVATION (407-281-1053)

Listing Agent: Millie Brockmeyer (407-970-9782)