Winter Haven Single Family Homes For Sale - 691 homes

Remarks: Beautifully maintained 3-bedroom, 2-bath home located in the desirable Savanna Pointe community in Winter Haven. This property features a great layout perfect for comfortable living and entertaining. updated with a newer HVAC from 2023 and a newer 2024 water heater , stainless steel dishwasher, stainless steel range, and new interior paint! The home offers a spacious living area, a functional kitchen, and a generously sized primary suite with a private bath. Enjoy a peaceful backyard with no rear neighbors, providing added privacy. Conveniently located near shopping, dining, and major roadways, this home is a great opportunity in a growing area. Don’t miss out on this one!

Listing is courtesy of: OAK AVENUE REAL ESTATE LLC (407-720-5000)

Listing Agent: Vivian Ortiz (863-514-7641)

Remarks: MOVE-IN READY WITH MODERN UPDATES ON A PRIME CORNER LOT! Built in 2017 and featuring a LOW HOA, this beautifully maintained home offers a desirable open floor plan with a 3-way split bedroom layout, delivering the perfect balance of functionality and privacy. Enjoy peace of mind with NEW luxury vinyl plank flooring (2025) and fresh interior paint (2025), creating a clean, modern, truly turnkey feel throughout. Architectural details like decorative arches add character, while 18x18 tile in all wet areas enhances durability and style. The kitchen showcases 36” espresso cabinetry, generous storage, and all appliances included, making it ideal for both everyday living and entertaining. Additional highlights include window treatments throughout, an inside laundry room with washer and dryer, and abundant storage space. Step outside to your covered lanai, perfect for relaxing year-round. Situated on a spacious corner lot, the property offers added privacy and curb appeal. Conveniently located just minutes from Highway 27 and approximately 15 minutes to I-4, providing easy access to commuting, shopping, and dining. 1711 sq ft | 3 Bedrooms | 2 Bathrooms | 2-Car Garage

Listing is courtesy of: KELLER WILLIAMS TAMPA CENTRAL (813-865-0700)

Listing Agent: William Kilpatrick (863-669-8090)

Remarks: Discover this gem in the heart of Winter Haven! This spacious home with 5 bedrooms and 3 full bathrooms combines comfort and style. Imagine natural light flooding every space, a modern kitchen, and generous areas for the whole family. Plus, you’ll

Listing is courtesy of: LA ROSA REALTY KISSIMMEE (407-930-3530)

Listing Agent: Maria Medina Fontes (210-480-9397)

Remarks: Welcome to your own slice of paradise on the private shores of Lake Lewis located in the highly sought-after gated community of Orchid Springs Estates! This stunning Mediterranean-style estate offers the perfect blend of luxury, comfort, and timeless elegance. Boasting 4 spacious bedrooms and 4 full baths, this custom-designed home features a beautifully appointed kitchen ideal for entertaining, a dedicated pool bath for added convenience, and multiple living spaces filled with natural light. Step outside to your private screened-in pool oasis, where tranquil lake views and tropical landscaping create the ultimate Florida lifestyle experience. Enjoy fishing, kayaking, or simply relaxing by the water in this serene, private lakefront setting. With premium finishes throughout and exceptional attention to detail, this home offers everything you need in one of the area's most distinguished neighborhoods. Don’t miss this rare opportunity—schedule your private tour today!

Listing is courtesy of: LOCKHART & ASSOCIATES INC (863-293-1234)

Listing Agent: Steve Lockhart (863-289-9801)

Remarks: Under Construction. Brand new, energy-efficient home available by Feb 2026! Prepare dinner while catching up on the days events from this home's open kitchen which overlooks a spacious great room and dining area. Retreat to your primary suite that is conveniently situated in the back of the home for plenty of privacy. 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: Under contract-accepting backup offers. Move-in ready and priced to sell, this beautiful 2013-built 3-bedroom, 2-bath home offers 1,865 sq. ft. of comfortable living space and a 2-car garage in a desirable single-entry community. The split floor plan features tile and luxury vinyl plank flooring throughout, a spacious primary suite with walk-in closet, and a well-appointed bath with dual sinks, a garden tub, and separate shower. The kitchen boasts granite countertops, a breakfast bar, and an eat-in dinette. Enjoy the fenced backyard, inside laundry room, ceiling fans throughout, and recent updates including a new roof in 2024, A/C in 2019, and air handler in 2023. Convenient to shopping, schools, and medical facilities.

Listing is courtesy of: REAL ESTATE BROKERS USA, INC. (863-242-6624)

Listing Agent: Debbie Bradbury (863-242-6624)

Remarks: Welcome to this beautifully upgraded 3-bedroom, 2-bath home offering 2,045 square feet of refined living space in the highly desirable Lake Ashton 55+ golf community—where luxury meets an active, resort-style lifestyle. This thoughtfully designed home features top-notch upgrades throughout, including an additional sliding glass door leading to the back patio, flooding the living space with natural light and creating a seamless indoor-outdoor living experience. The spacious kitchen is a standout, boasting abundant cabinet storage with extended cabinetry along the back wall, perfect for entertaining, organization, and everyday convenience. Smart hybrid water heater and water softener system as well The open and inviting floor plan provides generous living and dining areas, while the private primary suite offers comfort and tranquility. Two additional bedrooms are ideal for guests, hobbies, or a home office. Both bathrooms are well-appointed, and the home’s layout is designed for easy living. Located within Lake Ashton, residents enjoy world-class amenities including championship golf courses, clubhouses, fitness centers, pools, tennis and pickleball courts, planned activities, and a vibrant social calendar. Experience the best of Florida living in this exceptional home—schedule your private showing today and discover everything Lake Ashton has to offer.

Listing is courtesy of: FLATFEE.COM (954-965-3990)

Listing Agent: Cliff Glansen

Remarks: SELLER MOTIVATED. MAKE OFFER! Looking for an affordable, move-in ready home under $250k with a fenced yard and no HOA in central Winter Haven? This updated 3-bedroom, 1-bath concrete block home offers 1,191+ square feet of easy living—plus a bright Florida bonus room and a private backyard that's fully fenced, perfect for pets, gardening, or relaxing outdoors. Inside, you'll find a modern kitchen with granite countertops, stainless steel appliances, open shelving, and deep teal subway tile that pops. The layout is open and airy with luxury vinyl plank floors, fresh paint, and natural light throughout. Major updates are already done for you—new roof (2023), updated electrical and panel (2023), PVC plumbing (2025), and a new tankless water heater (2025). There's also a detached shed with laundry and extra storage, plus room to park a boat, RV, or trailer—no HOA rules to worry about. Located across from public lakes and close to downtown Winter Haven, the Winter Haven Hospital, Polk State College, parks, trails, and transit, this home makes it easy to live, work, and play in one of the most walkable parts of town. If you've been searching for a 3-bed home with updates and a fenced yard near the heart of Winter Haven, 104 Avenue K NE is ready to welcome you home.

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

Listing Agent: April Spaulding (863-866-1044)

Remarks: Bring the entire family & gather your friends at this majestic home artfully laid out in an airy, open floor plan with plenty of rooms & abundant spaces. The huge entry foyer welcomes you to the delightful formal dining room w/ alluring arch-designed interiors, & natural light freely flowing to the grand living areas. The luxurious kitchen encompasses a counter-height island, a wide seated breakfast bar, the raised range cabinets & 42’’ upper cabinets are infusing a classic elegance & functionality. Fall in love of your fabulous owner's suite showcasing a classic tray ceiling, a suitable access to your office room, & the seamless connection of your French door to your screened lanai allows you to embrace sunshine. The splendor of your ensuite master bathroom presents a stylish his & hers walk-in wardrobe closets, a garden tub, the versatility of your dual vanities, a tiled walk-in shower w/ seat, & closeted toilet. A dedicated laundry room is equipped with a utility sink. There is extra space beyond a traditional size garage, offering an oversize side-entry garage w/ an added garage length extension of 6 ft & 8’ ft tall garage-door, & a lengthen driveway for your comfort. Save on energy costs, w/ its energy efficient double paned windows. The large yard is suitable for your pet or you can make your garden ideas into reality. This is a well-maintained home, meticulously built by the owners, & a long list of desirable features is available for your review. Enjoy being step away from the community lake access & across the street is the refreshing picturesque of the Chain of Lakes. Nestled in a gated community of Sanctuary By The Lake w/ modest HOA fee and no CDD fees. it has a playground, & direct access to a walking/biking trail that stretches from Lake Echo to Spring Lake. Close proximity to Hwy 17, US-92, & easy access to I-4. Centrally located; Lakeland is only 15.1 miles Orlando is 43.6 miles, Tampa is 53 miles & drive to Clearwater beach in just 1 hr & 30 mins. Prepare your pre-approval letter or proof of cash funds to schedule a showing and your beautiful home awaits.

Listing is courtesy of: MAZELG REALTY (863-399-0226)

Listing Agent: Lienyvette Grimaldo (863-399-0226)

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: Short Sale. Motivated Sellers- well below appraisal price - Price requires bank approval - Located in the growing Villa Mar community, this Cali floor plan offers 1,828 square feet of modern comfort in a location that blends resort-style amenities with everyday convenience. Residents enjoy a sparkling pool with a second on the way, a playground, and a planned dog park, creating an active and welcoming neighborhood lifestyle. Just minutes from Legoland, Highway 27, shopping, schools, medical centers, and dining, this home offers both accessibility and charm. The open kitchen is a chef’s delight with granite countertops, a generous island, upgraded cabinetry, and stainless-steel appliances, all connecting to bright and spacious living and dining areas. The primary suite easily fits a king bed and features a walk-in closet and a large walk-in shower for ultimate comfort. Outside, a covered lanai offers a peaceful water view with no rear neighbors for complete privacy. Schedule your private tour today and discover why Villa Mar is the perfect address for you.

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

Listing Agent: Christian Clay (863-509-7466)

Remarks: Brand new, energy-efficient home available NOW! Open floor plan with a lot of flexibility. Retreat to your primary suite that is conveniently situated in the back of the home for plenty of privacy and offers a huge walk-in closet and bathroom with dual sink vanity and standalone shower. 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: Welcome to this exceptional 2-bedroom, 2-bathroom patio home nestled within the highly sought after Orchid Springs community. Positioned on an expansive double lot, this residence offers a serene and secluded wooded vista visible from the open kitchen and the generously proportioned screened patio. Noteworthy exteri9or features; Paved drive and walkways, attractive canopies and covered front porch invites you inside to discover a charming home. The kitchen boasts custom pantry space, ample counter area and is thoughtfully designed for hosting guests without compromising meal preparation. Beyond the kitchen, the spacious living room, flex apace is adjacent to a second private patio. The large family room offers expansive sliding doors and windows making the perfect space for relaxation. Leading to a beautiful lanai ideal for sharing a glass of wine or enjoying a barbeque, with its scenic outlook. The dining room is designed for casual or formal entertainment. The master bedroom features an ensuite bath and picturesque views while additional bedrooms and guest bathroom complete the layout. Flooring; Tiled foyer, kitchen and bathrooms with plush carpet in the master bedroom as well as the second bedroom, living and dining rooms. Designed with single level living in mind this Orchid Springs Patio Home offers ease of mobility and low maintenance. Stop outside to the spacious outdoor area enveloped by lush trees providing privacy and a natural ambiance. Additional amenities include a spacious 2 car garage with natural gas water heater & washer & dryer. Conveniently located in SE Winter Haven, this central Florida home provides easy access to downtown, Chain of Lakes boat launches, LegoLand, and major highways. The neighborhood also features a community clubhouse and pool, enhancing the overall Florida lifestyle experience.

Listing is courtesy of: NEXTHOME NORRIS & COMPANY REALTY (863-875-5583)

Listing Agent: Michael Norris (863-287-3105)

Remarks: *** No CDD fees!!***Welcome to this stunning smart home offering the perfect blend of modern design, space, and functionality. This impressive two-story residence features 5 bedrooms, 3 full bathrooms, and a spacious 3-car garage, making it ideal for growing families or those who love to entertain. Step inside to discover a bright and open floor plan designed for today’s lifestyle. The main living areas flow seamlessly, creating the perfect space for gatherings, while large windows bring in abundant natural light. The modern kitchen serves as the heart of the home, featuring sleek finishes, ample cabinetry, and generous counter space for cooking and entertaining. With five generously sized bedrooms, there’s room for everyone—including a flexible space for guests, a home office, or multi-generational living. The primary suite offers a private retreat with a well-appointed en-suite bathroom and plenty of closet space. This home is equipped with smart home technology, providing convenience, efficiency, and peace of mind at your fingertips.Step outside and enjoy your own private outdoor retreat situated on a generous 0.24-acre lot, offering plenty of space for relaxation, play, or future customization. The covered back patio and screened enclosure create the perfect setting for year-round outdoor living—ideal for morning coffee, evening gatherings, or simply enjoying Florida’s beautiful weather without the bugs. Built in 2023, this home offers the advantages of newer construction without the wait, combining modern features with move-in ready convenience. Don’t miss the opportunity to own this beautifully designed home—schedule your private showing today!

Listing is courtesy of: JASON MITCHELL REAL ESTATE FLO (754-307-0607)

Listing Agent: David Hartigan (407-955-1156)

Remarks: Under contract-accepting backup offers. You'll definitely want to check out this beautiful, like-new property! The zero entry resort style community pool and playground overlooks one of the many beautiful lakes in Winter Haven. Villamar is a wonderful community close to a top rated Elementary School. Enjoy the privacy of this lot, as it does not have rear neighbors, but instead overlooks a quaint pond and conservatory area! Make sure to schedule your showing today!

Listing is courtesy of: VALOR REALTY SERVICES LLC (407-668-2448)

Listing Agent: Marian Benson (954-205-3075)

Remarks: Welcome to your dream home in the heart of Winter Haven's sought-after Peace Creek Reserve community! This stunning two-story Atlanta Plan offers 4 bedrooms, 2.5 bathrooms, and 1,933 square feet of thoughtfully designed living space that perfectly balances comfort with style. Step inside to discover an open floor plan that flows seamlessly from the great room to the dining area and into a chef's dream kitchen. The heart of the home features a large island perfect for morning coffee or evening entertaining, complemented by gleaming quartz countertops, stainless steel appliances, and a generous pantry that even Mary Poppins would envy. The casual dining area opens to a covered lanai through sliding glass doors, creating an effortless indoor-outdoor living experience. Upstairs, the primary bedroom retreat awaits with a luxurious en-suite bathroom featuring a spacious walk-in shower, dual vanity, and a walk-in closet that could double as a small boutique. Three additional bedrooms, a full bathroom, and a versatile loft provide plenty of space for family, guests, or that home office you've been dreaming about. The convenient second-floor laundry room means no more hauling baskets up and down stairs. Throughout the home, beautiful tile flooring graces the main living areas while cozy carpet warms the bedrooms. Peace Creek Reserve offers the perfect blend of small-town charm and modern convenience, nestled near Winter Haven's famous chain of lakes connected by scenic canals. With abundant shopping, dining, and bike paths nearby, this community delivers everything you've been searching for in your next home.

Listing is courtesy of: COMPASS FLORIDA LLC (407-203-9441)

Listing Agent: Maritza Saint Hilaire (407-953-6765)

Remarks: One or more photo(s) has been virtually staged. NEW ROOF 2/9/2026 + $45,000 PRICE IMPROVEMENT! Lakefront living on the Chain of Lakes just became an incredible opportunity. Welcome to 4099 Island Lakes Dr — a well-maintained 3 bedroom, 2 bath block home offering breathtaking waterfront views and direct access to the Chain of Lakes. Major updates already handled with a brand new roof installed February 9, 2026, giving buyers peace of mind and potential insurance benefits. Combine that with a significant $40K price reduction, and this property stands out in today’s market. Inside, you’ll find a bright and open layout filled with natural light. The spacious living area flows seamlessly into the kitchen and dining space, ideal for entertaining or relaxing after a day on the water. The primary suite features beautiful lake views, a private bath, and generous closet space. Step outside to freshly installed sod and updated landscaping that enhances curb appeal and creates the perfect setting for outdoor gatherings. With direct lake access, enjoy boating, fishing, kayaking, and stunning sunset views right from your backyard. Whether you're searching for a full-time residence, seasonal escape, or lakefront investment, this Chain of Lakes home offers location, lifestyle, and value. Schedule your private showing today.

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

Listing Agent: Don Jerue (863-259-9550)

Remarks: Nestled in the heart of Winter Haven! Welcome to this well-maintained 3-bedroom 2- bath home with a bonus room, perfect for an office room, playroom or guest bedroom. Offering a comfortable layout split floorplan. A spacious kitchen with lots of cabinets and stainless appliances. Master bedroom with double closet, master bath with walk-in shower and two sink vanity. Step outside to a fully fenced backyard ideal for families, pets, or anyone who loves the outdoors. The home is located close to lakes, parks, shopping, and downtown Winter Haven. NO HOA or CDD. Don't miss your chance to own this beautiful gem! Schedule your private tour today.

Listing is courtesy of: GLOBALWIDE REALTY LLC (352-456-9788)

Listing Agent: Ruth Benavides Rivera (352-673-5697)

Remarks: Under contract-accepting backup offers. Experience timeless elegance in this executive Mediterranean-style home, where refined architecture meets luxurious living. Welcome to Heron Cay, an exclusive retreat comprised of just two dozen custom homes tucked away near Lake Eloise. Make your way through the gate and wind around to the cul-de-sac where this exceptional home stands ready to welcome and impress you. Upon entering through the double doors, prepare to be captivated by the grand scale of this home's living spaces and rich textures. Open-concept design flows seamlessly into expansive living and dining areas, highlighted by soaring ceilings, a travertine fireplace, and windows that bathe the home in natural light. The gourmet chef’s kitchen is a true showpiece, featuring premium stainless-steel appliances including a gas range, beautiful cabinetry, a wine refrigerator, an island, and elegant granite countertops—ideal for both everyday living and upscale entertaining. Be sure to take note of the ample storage and rolling ladder in the well appointed butler's pantry, and the custom coffee station. Retreat to the lavish primary suite, complete with a spa-inspired bathroom, walk-in shower, separate steam shower, dual vanities, and an expansive custom closet. The remaining bedrooms are generously sized and thoughtfully designed spaces to ensure comfort for family and visitors alike. Step outside to your own private oasis—lush landscaping, an enclosed pool and patio, and ample space for outdoor dining and relaxation create the ultimate setting for year-round enjoyment. On a practical note, the home is equipped with a 22KW Generac generator, which is sure to provide peace of mind during storm season. Combining Mediterranean charm with executive-level finishes, this extraordinary home offers privacy, prestige, and craftsmanship in one of the area’s most desirable gated communities. Request your private tour today, and ask about the seller's assumable incredible interest rate!

Listing is courtesy of: FATHOM REALTY FL LLC (888-455-6040)

Listing Agent: Misty Mccracken (863-289-0735)

Remarks: Under Construction. This BEAUTIFUL ALLEX II Model home is located in the quaint town of Winter Haven. Ski capital & home of LEGOLAND. The ALLEX II is3/2/2- 1504 S/F & newly upgraded! This new model has an open floor plan with a spacious DINING room off the kitchen to entertain & enjoy the company of your guests. You will love the split floor plan with beautiful & spacious master suite with walk in closet & en suite bathroom away from the other 2 bedrooms. Home comes with WHIRLPOOL Stainless Appliances- range, hood microwave, refrigerator & dishwasher. Home also comes with faux wood blinds throughout & has Smart Home Technology which allows you to set the scene & connect to your home with your voice, from your smart phone.

Listing is courtesy of: DR HORTON REALTY OF CENTRAL FLORIDA LLC (407-250-7299)

Listing Agent: Stephen Cline (407-250-7299)