Winter Haven Single Family Homes For Sale - 584 homes

Remarks: WAIT !!! DON"T SCROLL PAST THIS BEAUTIFUL DESIGNER HOME in the PREMIER Active 55+ Community in LAKE ASHTON. This amazing DESIGNER CUSTOM BUILT HOME has everything you are looking for..... From the Beautiful Front Door, and enclosed screened Entrance ... To the exceptional entrance with High Ceilings, and offering Coffered and Tray Ceilings in the Great Room and Master Bedroom. When you enter this amazing HOME, you will be awed by the Beautiful Designer Features that this home offers, that gives it an elegance that you will admire and enjoy for years to come. You will LOVE THE EXPANSIVE WATER VIEW OVER THE LAKE in the Back, that you can see easily from the extended Screened Veranda, LOOKING TOWARDS THE CLUBHOUSE and OVER THE GOLF COURSE... it is simply amazing. A Huge benefit in choosing this home is that "You" are going to save thousands on this property because the CDD DEBT IS COMPLETELY PAID IN FULL! The OPEN FLOOR PLAN sets the stage for seamless living combined with elegance. This HOME IS MOVE-IN READY. Some of the many designer upgrades in this home include: Large 20" Diagonal Tile throughout the home in most rooms with excellent upgraded carpeting in the bedrooms, the Gourmet Kitchen with Stainless Steel Appliances, which is open to the Great Room, has 42" All Wood Cherry Cabinets w/ crown molding "bump up and out cabinets, high end Tile Backsplash ( 2022) New Range (2022) Dishwasher (2023) Newer Refrigerator, Custom Pendant lights over the Kitchen Bar that looks into the GREAT ROOM, and beautiful Granite that completes the designers influence. This floor plan allows easy access to the extended Veranda through the 3 Sliding glass doors which opens from the Great Room into the Large SCREENED Veranda (14 X 34). The View looks over the Golf Course and Lake in the back. The Expanded Den creates a comfortable reading or gathering room for friends and family. The Master Bedroom boasts of a Tray Ceiling and sliders with Silhouette Vertical Blinds that lead to the Expanded Veranda. Throughout the house you will enjoy Designer Ceiling Fans, Window Tinting, Vertical Blinds at the Kitchen and Great Room Sliders, also Designer upgrades in the bathrooms that compliment the Master Bathroom Suite. Other important upgrades are the NEW ROOF in JULY 2025, Newer Water Heater in 2020, and the A/C is only 6 years old. The 2 car + Golf Cart garage adds additional storage that leads into the inside laundry room with a wash tub and Washer and dryer with lots of cabinet space. You will enjoy the Active Lifestyle present in Lake Ashton that sets this community apart from other communities in the Central Florida area. 2 Large Clubhouses, 3 Natural Lakes, 2 Private Golf Courses, Bowing Alley, Movie Theater, Tennis, Pickleball, Basketball court indoor, 2 Pools, 1 indoor and 1 outdoor Pool with Hot Tubs, Sauna, 2 Fitness Centers, Cards, Crafts, Entertainment, Fishing, Boating and close to stores, shopping, and lots or Restaurants. Call today for your private tour and see how much this Active Lifestyle Community will add to your health and enjoyment during these Golden Years.

Listing is courtesy of: ROOST REALTY GROUP LLC (863-398-0267)

Listing Agent: Barb Wiechmann (863-255-9130)

Remarks: Florida classic with NEW ROOF now available in Winter Haven! This 3/2 is close to everything, and walking distance to the High School. A/C was replaced in 2022, all appliances convey, and home is clean and move-in ready! Home also includes 2 living areas, a large screened porch (carport), a dining area with terrazzo floors, and a huge backyard with shade tree. Better Hurry!

Listing is courtesy of: STORMS REALTY (813-293-4652)

Listing Agent: Steve Storms (813-293-4652)

Remarks: Short Sale. MAKE AN OFFER ON This better than new construction stunning 4-bedroom, 3-bathroom home is just 2 years young and beautifully maintained—ready for you to move right in! Step into a bright and spacious open-concept layout featuring luxury vinyl flooring throughout, soaring high ceilings, and a seamless flow between the living room and kitchen. The kitchen boasts elegant cabinetry, sleek countertops, and modern finishes. Energy-efficient solar panels help keep utility costs low, and the property is fully enclosed with a new vinyl fence for added privacy. The master suite offers a spacious walk-in closet and a spa-like bathroom complete with an extended walk-in shower, dual sink vanity, and a dedicated towel closet. A second bedroom features its own private ensuite, while a third full bathroom is ideal for guests or inlaws. Relax in your fenced in back patio and enjoy the peace and privacy of your surroundings. Conveniently located near shopping where more stores are being built like a new Target, dining, hospitals, schools and top Central Florida attractions—Legoland is 15 minutes away--this home has it all and more. Don’t miss the opportunity to make it yours!

Listing is courtesy of: KELLER WILLIAMS ADVANTAGE III (407-207-0825)

Listing Agent: Marisol Rivera (407-607-5201)

Remarks: Under contract-accepting backup offers. Welcome to 4504 Riviera Drive. This is a unique custom home, built by renowned builder, Bob Coons. This is one of only two homes ever constructed with this exclusive floor plan and was proudly featured in the 1985 Parade of Homes. This beautiful updated home offers a remodeled kitchen and bathrooms, hardwood floors throughout, and a spacious upstairs bonus room that could make the perfect home office, media room or guest space. There is even a striking coral rock fireplace that serves as a stunning focal point of the living room which adds warmth and character. Major upgrades provide peace of mind, including a brand-new roof (November 2025) and all new hurricane rated, energy efficient windows throughout the home. With its custom design, thoughtful updates, and timeless charm, this exceptional property offers outstanding value. Do not miss the opportunity to make this home yours.

Listing is courtesy of: ALLSTATE REALTY SERVICES (863-965-0207)

Listing Agent: Renard Ellis (863-412-8820)

Remarks: Lakefront living with a proper sunset! Down a private road with no HOA (because your house shouldn't come with a rule book). This renovated home offers direct frontage 80' on Lake Pansy and a bonus 80' of canal frontage across the street. The property provides excellent water access and endless sunset views. Outside is where this home really shows off with amenities including a heated saltwater pool / lap pool with markers on the bottom, lighting and water features, added style with a surfboard outdoor shower, screened in with panoramic panels because this view deserves center stage. The outdoor summer kitchen is outfitted with a refrigerator, table top ice chest, bar area, and a grill supplied by a 99-gallon propane tank, making it well-suited for entertaining all year round. The lanai is glassed in with cedar tongue and groove ceiling wrapped with motorized retractable sunshades, while enhanced landscape lighting and mature palm trees set the tropical tone. Additional exterior upgrades include a composite dock, fenced in yard, seamless gutters with leaf filters, and recently replaced garage and front entry doors. Inside, the vibe continues with an electric fireplace with customizable lighting (because ambiance matters). Live-edge floating shelves with integrated lighting adds a designer touch. Double-pane replacement windows, custom drapes, California Closets, luxury vinyl and ceramic tile throughout, laundry closet for added convenience. The kitchen brings the function and the flair with an island, generous storage, new cabinetry, quartz countertops, a natural gas range with hood ventilation, along with a built in microwave, electric oven, and refrigerator/freezer. Culligan water treatment. The roof and HVAC system are approximately 10 years old. Additional features include LRE foundation improvements, and well-fed irrigation. Prewired generator hook-up installed in garage. The boat ramp is located on the west side of lake Pansy. Conveniently Located 20 minutes from Lego Land, 7 minutes from Publix Super Market, 5 minutes to Home Depot, 3 minutes to the nearest boat ramp to access the Winter Haven Chain of Lakes. This is a rare opportunity to own a turnkey lakefront property with endless sunsets, extensive upgrades, and no HOA restrictions.

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

Listing Agent: Olivia Boggs

Remarks: • Move-In Ready 5 Bedroom Home with Resort-Style Amenities in Villamar This beautifully maintained 5 bedroom, 3 bathroom, 2,616 sq ft home is located in the desirable Villamar community. The home features both a living room and a family room that opens to the kitchen. The open-concept floor plan includes a spacious gathering room that flows into the dining area and a well-appointed kitchen complete with stainless steel appliances, shaker-style cabinets, a breakfast bar, and a walk-in pantry. The private owner’s suite offers a large walk-in closet, dual sinks, and a private water closet. Luxury vinyl plank flooring enhances the interior. A versatile downstairs bedroom and full bath provide flexible living options, ideal for a home office, guest suite, or multigenerational accommodations. Enjoy outdoor living on the covered lanai and large screened porch overlooking the preserve, along with beautifully maintained, Florida-friendly landscaping with irrigation. The community resort-style pool is perfect for relaxing in the Florida sun.

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

Listing Agent: Irene Bryan (863-289-6789)

Remarks: Welcome to this beautiful 4-bedroom, 2.5-bath home that perfectly blends comfort and charm. Major updates have already been completed, including a new roof installed in May 2025, foundation work completed in November 2024, a new sliding door added in November 2024, and the main floor has recently been updated. Step inside to find spacious living areas, ideal for both everyday living and entertaining. The real showstopper is the dream backyard—an outdoor oasis featuring a stunning pool and an incredible farm-style barn that offers endless possibilities, from hobbies to storage or even a unique entertaining space. This property truly has it all—space, style, and a one-of-a-kind backyard retreat you won’t want to miss! Property is being sold As-Is. The property also features a brand-new barn shed and solar panels, offering added value and efficiency for the next owner.

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

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

Remarks: One or more photo(s) has been virtually staged. WATERFRONT CUSTOM St. John floor plan with CDD bond debt PAID IN FULL! Recent Upgrades: Kinetico whole-house water softener, refrigerator (2025), New roof (2024), AC, dishwasher, stove, additional screened room with pavers, and upgraded landscaping (2022). Experience Florida living at its finest in this beautifully upgraded 3-bedroom + den, 2-bath home, complete with an enclosed Florida room and extended screened lanai. From the moment you arrive, you’ll notice the attention to detail: custom stacked stone accents, a power screen on the garage door, golf cart garage entrance, upgraded landscaping, a front paver patio, screened entry, and elegant beveled double glass doors. Inside, round columns frame the dining area, while raised stone archways lead to the kitchen and breakfast nook. The great room features coffered ceilings with recessed lighting, a ceiling fan, and double crown molding that flows throughout the home. The kitchen boasts a bank of drawers, 42" raised-panel custom cabinets with crown molding, stainless steel appliances, a large prep island with extra storage, granite countertops, pendant lighting, and a breakfast bar. Wake up to serene views from your primary bedroom, complete with sliding doors to the lanai. The en-suite bath features two walk-in closets, a walk-in shower, double vanities, a soaking tub, and a linen closet. Enjoy two clubhouses, two 18-hole golf courses, bowling, a movie theatre, craft & card rooms, billiards, pickleball, tennis, bocce, and so much more.

Listing is courtesy of: A+ REALTY LLC (863-293-1141)

Listing Agent: Emily Muscarella (863-978-7180)

Remarks: 2118 Chris Dr is a property that boasts a kitchen equipped with all stainless steel appliances, adding a modern touch to the culinary space. The kitchen island serves as a functional centerpiece, perfect for meal preparation or casual dining. The primary bedroom is a haven of comfort, complete with a walk-in closet that provides ample storage for your wardrobe. With these attributes, this property ensures a comfortable and convenient lifestyle. 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: One or more photo(s) has been virtually staged. Welcome to this beautiful home in peace creek reserve! this thoughtfully designed single-story residence offers 4 bedrooms and 2.5 bathrooms, combining comfort and functionality. The open-concept floor plan seamlessly connects the family room, dining area, and kitchen—complete with a central island—creating the perfect space for everyday living and entertaining. Located in the desirable peace creek reserve community, residents enjoy a serene setting surrounded by nature, including a picturesque creek. situated in winter haven—known as the chain of lakes city with over 26 connected lakes—this area offers a variety of shopping, dining, and outdoor activities such as biking and water recreation. Peace creek reserve provides the perfect balance of a peaceful, small-town atmosphere with everyday convenience—an ideal place to call home.

Listing is courtesy of: GLASSTONE GROUP INC (321-988-4663)

Listing Agent: Barbara Cunha De Freitas (617-458-0838)

Remarks: Located in the highly sought-after gated community of Lakewood, this beautifully maintained home offers 4 bedrooms and 3.5 bathrooms, set on a lush, manicured lot with mature trees and attractive landscaping. Inside, you’ll find rich wood flooring throughout the spacious living and dining areas, as well as the kitchen and family room—perfect for both everyday living and entertaining. A standout feature is the expansive 480 sq ft detached game room, included in the total living area, complete with a full bathroom and generous closet space—ideal for conversion into a private guest house, in-law suite, or home office. The primary suite boasts a recently renovated en-suite bathroom and direct access to the large screened lanai and pool area, creating a relaxing retreat. Major updates include a roof replacement in 2017. This exceptional property offers space, flexibility, and charm—don’t miss your opportunity to make it yours!

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

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

Remarks: This move-in-ready 3-bedroom, 2-bathroom home is located in the desirable Planters Walk neighborhood. The interior features a functional open-concept layout where the kitchen overlooks the main living areas, creating an inviting flow for daily living and entertaining. The updated kitchen is equipped with sleek granite countertops and stainless steel appliances. The primary suite serves as a private retreat, complete with a dedicated primary bathroom and a large walk-in closet. Practical features include an attached 2-car garage, a separate laundry room, and a combination of carpet and tile flooring throughout.

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

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

Remarks: Discover this stunning Ruby home, ready for quick move-in! Included features: a welcoming covered entry; a smartly planned kitchen boasting white 42" cabinets, a center island, a large walk-in pantry, and an open dining area; an immense great room; a secluded primary suite showcasing a generous walk-in closet and a private bath; three secondary bedrooms; a shared hall bath; a central laundry; and a comfortable covered patio. *Take advantage of special financing on quick move-in homes OR buy a to-be-built home and enjoy up to $20,000 in Flex Funds toward homes that can close in a timely manner! Options may vary by community, and offers are available on select homes on a first-come, first-served basis. Contact builder for more information!

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

Listing Agent: Stephanie Morales, Llc (407-399-2055)

Remarks: Under contract-accepting backup offers. This Beautiful 4-bedroom,3-bath home with additional office offers the perfect blend of style and comfort. Featuring hardwood floors and tile throughout the main living areas, cozy carpeted bedrooms, and an open floor plan with high ceilings that fill the home with natural light. The kitchen boasts elegant granite countertops, while the renovated master bathroom showcase a huge glass shower, double vanity sinks and solid surface countertops. Step outside to your backyard oasis with a gorgeous Pool and Jacuzzi, complete with stone Pebble Tec finish - perfect for relaxing or entertaining. Outside also includes a well for lawn watering & landscape lighting. Enjoy the added bonus of a community pool and clubhouse. Conveniently located near downtown Winter Haven with easy access to Tampa and Orlando, this home truly has it all. Call today for your private showing!!!

Listing is courtesy of: AGILE GROUP REALTY (813-569-6294)

Listing Agent: Cindy Thornton (863-287-8223)

Remarks: BEAUTIFUL home built in 2025, featuring 3 bedrooms, 2 baths, and an open living area. The kitchen boasts an open and airy design, with a spacious center island perfect for entertaining, complemented by new stainless-steel appliances,and a walk-in pantry. The dining room is perfectly placed near the kitchen, providing the ideal setting for meals and celebrations of any kind. The family room serves as the natural gathering space of the home, perfect for entertaining friends and family or relaxing with a favorite book or movie. The living area, laundry room, and baths texture luxury wood vinyl plank flooring, with stain-resistant carpet in the bedrooms. The owner's suite includes a walk-in wardrobe and a private en-suite bath with dual vanities, a tiled shower, and a closeted toilet. 2-car garage, architectural shingles. 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. safe small town feel with convenience, the perfect place to raise a family.

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

Listing Agent: Marian Capriles Garcia (407-738-2301)

Remarks: Beautiful 3BR/2BA home in desirable College Grove, just off Lake Elbert with its new walking trail. Prime location (with NO HOA) close to downtown Winter Haven, shopping, hospitals, and Polk State College Open floor plan with separate living, dining, and family room featuring cathedral ceilings and a gas fireplace. Updated kitchen with island, breakfast bar, granite countertops, stainless appliances, recessed lighting, and closet pantry. Split bedroom plan for added privacy. Spacious primary suite with walk-in closet, dual sinks, and tub/shower combo. French doors from primary bedroom, living, and family rooms lead to screened lanai with spa and waterfall—perfect for relaxing or entertaining. New Roof 2021. NEW AC 2020. Additional features include luxury vinyl flooring throughout, walk-in closets in all bedrooms, tankless water heater, and irrigation system. Situated on a .30-acre fenced lot with plenty of room for outdoor activities. Schedule your showing today!

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

Listing Agent: Amy Reynolds (863-412-2279)

Remarks: Under contract-accepting backup offers. Welcome to this well-located single-family home situated on a quiet cul-de-sac in Winter Haven, offering a comfortable layout and enjoyable outdoor space. This home features 3 bedrooms and 2 bathrooms with a practical floor plan that supports everyday living. 2 car garage and a large driveway. Newer Shingle Roof 2023. Inside, the living area provides a straightforward, open flow into the dining space and kitchen, making it easy to stay connected whether you’re relaxing at home or hosting guests. The bedrooms are nicely sized, and the two full bathrooms add convenience and functionality. Out back, you’ll find a fully fenced backyard that offers privacy and room to enjoy the outdoors. The covered lanai is a great spot for casual outdoor seating, weekend barbecues, or simply spending time outside regardless of the weather. Whether you’re searching for a place to make your own or an investment opportunity, this home is worth a look. Schedule your showing today.

Listing is courtesy of: FLORIDA SPIRIT HOMES (407-396-4441)

Listing Agent: Gabriel Silva Andrada (321-666-0301)

Remarks: Spacious 2,336 SF pool home in the gated, tranquil Overlook Estates. This 4BR/2BA floorplan features a split-bedroom layout and generous living space including an eat-in kitchen, 17x18 vaulted family room, 10x16 dining room with bay window, and a large foyer. The master suite includes a dressing alcove and walk-in closet; an adjacent bedroom makes an ideal office or nursery. High-traffic areas feature tile flooring; sliding glass doors in three rooms recess into the wall and open to a 31x50 pool deck — perfect for indoor/outdoor living. Additional highlights: 95x130 lot, terraced front walkway, 7x8 laundry with cabinetry and utility sink, 22x23 garage with built-in storage. Ready for your finishing touches!

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

Listing Agent: Amy Reynolds (863-412-2279)

Remarks: Beautiful two-story single-family home built in 2023. Featuring a modern and functional design, this home offers 5 bedrooms and 3 full bathrooms, spread across 2,284 square feet of living space. The ground floor includes a spacious living room, a kitchen equipped with modern appliances (refrigerator, washer, dryer, dishwasher, and more), and a bedroom with a full bathroom, ideal for guests or as an office. The second level features the remaining bedrooms, including the master suite, which is equipped with a walk-in closet. Interior finishes feature ceramic and carpet flooring, thermal windows with blinds, and a central electric HVAC system. The property includes an attached two-car garage and sits on a 5,500-square-foot lot. Located in the Canton Park community, with low HOA fee and not CDD. This home represents an excellent opportunity for those seeking comfort and style in a prime location close to Tampa, Orlando and Lakeland. More pictures coming soon.

Listing is courtesy of: LA ROSA REALTY ORLANDO LLC (407-288-8201)

Listing Agent: Brigida Lopez (321-945-3989)

Remarks: PRICED REDUCED!! This wonderful 4-bedroom, 3-bath pool home is located in the gated community of Eloise Cove and is a former Lennar model featuring the highly sought-after Sheffield floor plan. NEW ROOF 9/2025. Water heater 2021. The spacious kitchen offers granite countertops, stainless steel appliances, double ovens, and a breakfast bar—perfect for entertaining. The home boasts a separate living room, dining room, family room, and office, along with a split bedroom floor plan for added privacy. The primary suite features a walk-in closet, dual vanities, a jetted soaking tub, and a separate shower. Additional highlights include a laundry room, crown molding, tinted windows, a security system, and magnificent decorator faux finishes with custom window treatments already in place for the next owner. Enjoy Florida living at its finest on the large screened lanai overlooking a private pool and fully fenced backyard. Residents also have access to a community dock on Lake Eloise, part of the renowned Chain of Lakes. Call today to schedule your private showing!

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

Listing Agent: Amy Reynolds (863-412-2279)