Winter Haven Single Family Homes For Sale - 705 homes

Remarks: Under contract-accepting backup offers. Property is tenant/owner occupied. Strictly by appointment only with at least 24-hour notice. To schedule a showing, please text the Listing Agent with your name, brokerage, and requested time. Please do not disturb the occupants. Thank you for showing!"

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

Listing Agent: Abigail Gomez (863-288-4055)

Remarks: Welcome to 2849 Cathy Blvd, Winter Haven, FL 33880—a beautifully designed ranch-style home offering an airy, open-concept layout centered around a spacious great room and a modern kitchen, perfect for both everyday living and entertaining. The kitchen features quartz countertops, stainless steel appliances, and elegant 42" white upper cabinets, while the bathrooms showcase cultured marble finishes for a clean, polished look. The private primary suite includes a generously sized bedroom, a large en-suite bath, and a walk-in closet. Step outside to enjoy the covered screened in patio—ideal for relaxing or hosting gatherings year-round with the privacy of your fenced in yard!. All appliances included, adds to the home’s move-in ready appeal. Conveniently located in Winter Haven, this home offers easy access to shopping, dining, and entertainment, including nearby grocery stores, local restaurants, and parks. Just a short drive to downtown Winter Haven, you can enjoy the Chain of Lakes, outdoor recreation, and community events. With close proximity to major roadways, commuting to Lakeland, Orlando, and surrounding areas is a breeze.

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

Listing Agent: Krichely Gonzalez Rodriguez (407-953-4377)

Remarks: This property is a RENT TO OWN OPPORTUNITY!!! Enjoy relaxed Florida living with beautiful lake views right from the front of this inviting home. Filled with natural light, the comfortable layout offers an easy, functional flow that makes everyday living and entertaining feel effortless. The thoughtfully designed interior keeps maintenance simple while maximizing comfort and usability. One of the home’s standout features is the fully fenced yard, providing privacy, security, and plenty of space for pets, gatherings, gardening, or creating your own outdoor retreat. Paired with the peaceful water views, the setting creates a welcoming atmosphere that feels both calm and connected. Perfect for first-time buyers, downsizers, seasonal residents, or investors, this home offers charm, outdoor space, and scenic surroundings — all while providing a flexible path to ownership in a highly desirable Central Florida setting.

Listing is courtesy of: IAD FLORIDA LLC (407-720-0020)

Listing Agent: Catherine Torres (863-632-4177)

Remarks: Back on the market, home appraised over list price buyer lost job before closing. This home boast over 1614 heated living square foot. The home has tile floor and wood throughout all rooms. The large kitchen has solid stone granite counter tops and a large breakfast bar. The seller will credit the buyer for a brand new roof from one of their recent quotes of $10,600 at time of closing (See attached roof est). The large fully fenced in backyard is perfect for entertaining or pets. There is a one car detached garage in the backyard and the shed also conveys.

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

Listing Agent: Eric Sigismondi, Llc (863-651-9257)

Remarks: Fully renovated 3BR/2BA home with an open space perfect for office or extra space located in Winter Haven NO HOA! New Roof, New AC, New Water Heater, New Flooring, New Kitchen Cabinets, updated bathrooms cabinets, and modern finishes throughout. Turn-key and move-in ready with a spacious yard and great location. Huge fenced backyard with banana trees Plus, NO HOA — enjoy more freedom and lower monthly costs Don’t miss it!

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

Listing Agent: Karina Turcios (407-346-7606)

Remarks: Don’t Miss This Opportunity! This fixer-upper offers amazing potential and features 4 bedrooms and 2 full baths, making it ideal for homeowners or investors. The kitchen includes a cozy dinette area, great for family gatherings, while the spacious living room opens to a screened front patio, providing extra space to relax. The primary bedroom is generously sized, offering a walk-in closet and an upgraded full bath with attractive tile. The second bathroom has also been updated by the previous owner. This home is a great candidate to be transformed into your ideal living space or added to your rental portfolio. Property is being sold As-Is. All buyers MUST view the home in person before submitting an offer. Opportunities like this don’t last—schedule your showing today before it’s gone!

Listing is courtesy of: REALTYCITY INC (863-438-6605)

Listing Agent: Jesse Carriedo (863-438-6605)

Remarks: Spacious two-story home offering 5 bedrooms, 2.5 bathrooms, a dedicated office/flex room, and approximately 2,952 heated square feet in a quiet Winter Haven community. The kitchen features granite countertops (2021), a center island, large pantry, abundant cabinetry, and newer stainless-steel appliances, including a WiFi-enabled smart refrigerator. The kitchen opens to a generous living area, creating an ideal layout for everyday living and entertaining. A formal dining room, half bath, and versatile office/flex room (possible 6th bedroom) complete the main level. A storage closet under the stairs plus multiple additional closets provide excellent storage throughout. Upstairs includes all five bedrooms plus a spacious loft overlooking the foyer. The primary suite features vaulted ceilings, a garden tub, separate shower, and ample closet space. Secondary bathroom includes a tub/shower combination. Laundry hookups are conveniently located upstairs for added functionality. Major updates include a NEW roof, NEW A/C units (2022), updated water system, and solar panels (solar to be assumed by buyer). The fully fenced backyard offers a concrete patio, fire pit area, and newly seeded lawn areas. A concrete wall at the rear of the property adds privacy and helps minimize traffic noise. The neighborhood features paved sidewalks, street lighting for evening walks, and two community ponds — including one across the street where fishing is permitted. Conveniently located near schools, lakes, shopping, dining, and major roadways.

Listing is courtesy of: CITARELLI REALTY GROUP LLC (321-607-3586)

Listing Agent: Ambre Leblanc (407-494-8334)

Remarks: BACK ON MARKET DUE TO BUYERS FAILED FINANCING!! MAGNIFICENT 4BR/3BA POOL HOME!! Located in the gated Winter Haven subdivision of Tuscanny, this exquisitely maintained one story home, with approx. 3,242 sqft including an air conditioned sunroom, has so much to offer; it showcases a full GUEST SUITE and a new roof as of April 2021! Fantastic Features include: crown molding, ceramic tile, laminate flooring in all 4 bedrooms, updated granite countertops, sinks and fixtures, volume ceilings and fresh paint. The Kitchen is a chefs dream!! It has stainless steel appliances with a Subzero fridge, custom maple cabinetry, gas range with a restaurant style warming lamp and commercial vent, accent lighting, and a large walk-in pantry. A spacious family room flows off the kitchen and overlooks the pool, patio, and air conditioned Florida room. The luxurious Master Suite showcases tray ceilings and dual walk-in closets, with a well-appointed en suite Master Bath, including dual vanities, walk-in shower, a jetted tub and a water closet for privacy. The GUEST SUITE has its own private full en suite bathroom. There are 2 additional bedrooms and a guest bathroom, which also connects as a pool bath with outside access. The air conditioned enclosed sunroom is just off the master bedroom, through the French doors, overlooking the pool; perfect to enjoy your morning coffee, and adding great flow to the well thought out floor plan. The pool and deck have been repainted in recent years, and pool AND BUILT IN HOT TUB area have been re-screened. A BBQ patio has been newly added out back for an expansion of the outdoor enjoyment. Also added, a privacy fence tree line and poolside sun shades ensuring separation from rear neighbors. There is an OVERSIZED 2 car side garage, large pavered CIRCULAR DRIVEWAY, attractive mature landscaping, and MORE!!! All this in a beautiful gated community just minutes from LEGOLAND, Disneyworld, and Universal Studios! This well appointed home is PRICED TO SELL. What are you waiting for???! Seller is also the listing agent.

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

Listing Agent: Marissa Taranto (888-883-8509)

Remarks: Brand new, energy-efficient home available by Oct 2025! Prepare dinner while catching up on the days events from this homes chef-inspired kitchen which overlooks a great room and dining area. Well appointed primary suite provides a restful retreat at the end of the day and has a spacious walk-in closet. 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: One or more photo(s) has been virtually staged. 943 Summer Glen Dr is a spacious and well-maintained home offering exceptional value in the heart of Winter Haven. This move-in-ready residence features a functional, open floor plan designed for modern living and effortless entertaining. The bright, airy interior flows seamlessly into versatile living spaces, including a comfortable primary suite and additional bedrooms perfect for a growing family or a dedicated home office. Positioned in a quiet, family-oriented community, this property sits just moments from top-rated schools like Lake Shipp Elementary and the renowned Jewett School of the Arts. Residents enjoy immediate access to the Chain of Lakes for premier boating and fishing, as well as the dining and boutiques of historic downtown Winter Haven. Perfectly situated between Orlando and Tampa, this home provides a high-quality lifestyle and significant appreciation potential without the metropolitan price tag. Schedule your private showing today to discover why 943 Summer Glen Dr is the perfect place to start your next chapter!

Listing is courtesy of: KELLER WILLIAMS REALTY AT THE LAKES (407-566-1800)

Listing Agent: Stacey Vazquez (407-874-5751)

Remarks: SELLER MOTIVATED!!! Welcome to this stunning corner-lot home located in the desirable community of Harmony on Lake Eloise — just minutes from LEGOLAND and perfectly situated between Tampa and Orlando! This beautifully designed property offers a modern open-concept floor plan ideal for today’s lifestyle. Step inside to find elegant shaker-style cabinets, quartz countertops, and a stainless-steel range hood vented to the exterior. The kitchen is fully equipped with Whirlpool stainless-steel appliances including range, dishwasher, refrigerator, washer, and dryer — all included! The spacious layout provides comfort and style with thoughtful upgrades throughout. The large corner lot offers a generous backyard, perfect for entertaining, relaxing, or even building your dream outdoor space. Built with quality in mind, the home features block-on-block construction, architectural shingles, and a sleek stucco exterior for long-lasting durability and curb appeal. Inside, integrated smart home technology allows you to control lighting, temperature, and more — all from the palm of your hand. Living in Harmony on Lake Eloise means enjoying Florida’s outdoor lifestyle with access to the Chain of Lakes, nearby parks, shopping centers, restaurants, and golf courses. Plus, with easy access to major highways, commuting is a breeze. Don’t miss your chance to own this move-in-ready home in one of Central Florida’s most convenient and charming communities!

Listing is courtesy of: PREFERRED REAL ESTATE BROKERS (407-440-4900)

Listing Agent: Antonio Chacon (407-227-4683)

Remarks: PRICE REDUCED!!!WELCOME to this beautiful 4-bedroom, 2-bath home, built in 2018, offering 1,755 sq. ft. of comfortable living space on a spacious 0.24-acre fenced lot. Located in a desirable area close to shopping, dining, and major roads, this home is perfect for those seeking both convenience and a peaceful neighborhood feel. Step inside and you'll love the bright and airy vaulted great room and the open floor plan, ideal for entertaining or everyday family living. The home features laminate & ceramic flooring throughout the main areas with cozy carpet in all bedrooms. The kitchen is a standout with its beautiful cabinetry, handmade extra shelving, all the appliances, tile backsplash, and plenty of counter space for cooking and gathering. Eagle crest is also a natural gas community, enjoying nonstop hot water with a tank less water heater. Additional thoughtful upgrades include ceiling fans in every room, custom made wood door casings and trim, washer and dryer included, and a screened lanai — the perfect spot to unwind and enjoy the outdoors. The fully fenced backyard provides privacy, security, and space for pets or family fun. The 2-car garage includes a convenient garage screen door, sprinkler system and the home also feature gutters for added protection. This home has been lovingly maintained and is truly move-in ready. Don’t miss your opportunity—call today to schedule your private tour! Some of the furniture is available for sale. CALL TODAY FOR A PRIVATE TOUR ON THIS BEAUTIFUL HOME!!!

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

Listing Agent: Gaby Murillo (863-668-1914)

Remarks: The property is in the process of being split (Lot Split) there is a vacant separate lot to the left of the house. The asking price for the current home is $260,000. Buyer can make offer on the vacant lot, the entire parcel priced at $360,000. This home offers great potential, Completely Rehab, top-bottom, Roof (2025) All Interior & Exterior updated, new appliances. Cozy interior features tile throughout the home. New Kitchen (refrigerator and range) with combined family/dinning room. Stackable washer/dryer combo in its on closet. Outside, the fenced property offers room for pets, play and/or gardening. Concrete pad for vehicle (s). **Property is in the process of being split to accommodate a Mobil Home. Property can be sold without the split lot, both homes on property, separated by w/fence. Great potential to accommodate family or income generator, without having additional county expenses. Contact agent to further discuss the various options this property offers. Financing available, various loan options. Get pre-qualified.

Listing is courtesy of: FLORIDA REALTY INVESTMENTS (407-207-2220)

Listing Agent: Miguel Monje (407-222-9959)

Remarks: Under contract-accepting backup offers. Spacious 4BR/2BA home on a corner lot, total square footage is 2556. You enter a large foyer when you open the front door which leads to an open formal living/dining area with crown molding and ceiling fan. Off the side is the breakfast bar with solid-surface countertops. The kitchen has wood cabinets, pantry, and stainless steel appliances, plenty of room for a table and chairs. Off the kitchen is the family room with a ceiling fan and overlooking a large screened porch with privacy shades. The laundry room with Washer & Dryer leads to the 2 stall garage including individual garage door openers. The Oversized primary suite includes wood flooring, crown molding, walk-in closet The bathroom has a garden tub, separate shower, and vanity area. 3 additional bedrooms all have ceiling fans, wood or carpet flooring. This Well-kept home has a great layout and inviting indoor/outdoor living spaces. Located just minutes from Highway 27, shopping, medical offices, hospitals and quick access to I-4. Perfect property location if you want to explore central Florida, Tampa, or Orlando. This home has been well maintained and ready for you to move in.

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

Listing Agent: Joanne Summeralls (863-412-1368)

Remarks: One or more photo(s) has been virtually staged. Under Construction. The first floor of the stunning Edison two-story home is host to an open-concept layout that combines the kitchen with the living and dining areas, and an outdoor patio is easily reached off the main living space. Upstairs, five bedrooms surround a versatile loft, including the luxe owner’s suite, complete with a generous walk-in closet and en-suite bathroom. Villa Mar is a masterplan community of new single-family homes. Near Historic downtown Winter Haven. There are lots of shops, restaurants, bike paths, and easy access to nearby highways. Close to Legoland and Bok Tower Gardens. The much anticipated “Villar Mar” community is what you have been looking for. A safe small town feel with convenience.

Listing is courtesy of: LENNAR REALTY (800-229-0611)

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

Remarks: MUST SEE! Beautiful Custom-Built Home in the Renaissance Subdivision! Welcome to your dream home nestled in the serene community of Renaissance in lovely Winter Haven, Florida. This stunning 4-bedroom, 4-bathroom model home offers the perfect blend of privacy, convenience, and resort-style living, complete with a spectacular pool area. Key Features: • Prime Location: Enjoy boat access to Lake Winterset in the chain of lakes and proximity to metro Orlando and Tampa, as well as attractions like Disney and Legoland. • Resort-Style Amenities: Full pickleball and basketball courts for active living and recreation. • Elegant Design: • Wide crown molding and baseboards throughout • 12-foot ceilings and 8-foot doors for an open and airy feel • Three sets of French doors leading to outdoor spaces • His and her walk-in closets for ample storage • Dedicated office space and formal dining room for entertaining Kitchen & Appliances: • Gourmet Kitchen: All stainless-steel kitchen appliances, including a 2022 French door refrigerator. • Smart Home Technology: Equipped with a Schlage keyless entry front door for added security and convenience. Security & Maintenance: • Advanced Security System: NASA security system with 5 cameras and motion sensors for peace of mind. • Irrigation System: 6-zone irrigation system with a separate well, updated in April 2025. Outdoor Oasis: • Salt Water Pool: Installed in 2021, with a new pool surface skimmer in 2025. • New HVAC System: Two 9-ton units refurbished in 2024, ensuring comfort year-round. • Natural Gas Tankless Hot Water Heater: Installed in 2020 for energy efficiency. • New Tile Roof: Installed in 2016, providing durability and style. • Flooring: New carpet, tile, and hardwood flooring installed in 2020. • Plantation Shutters: Added in 2020 for elegance and privacy. Waffle and Tray Ceilings: Transom windows enhance the natural light and aesthetic appeal. All windows were replaced in 2018 for energy efficiency. Additional Features: • Garage Storage: Gladiator metal garage storage system for organization. • Furniture Negotiable: Some furniture items may be negotiable for interested buyers. • Professional Landscaping: Newly updated landscaping in 2025 enhances curb appeal. This luxurious custom-built home is a true paradise waiting for you to call it your own. Don’t miss out on this incredible opportunity! Contact us today to schedule a viewing!

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

Listing Agent: Luis Perez Garcia (201-658-0689)

Remarks: Under Construction. Find all the space you need in our two-story Elston II floorplan in Villamar, one of our communities in Winter Haven, Florida. Inside this 4 bedroom, 2 and half bathroom home, you’ll find 2305 square feet of comfortable living. The living area is an open concept, where your kitchen blends seamlessly into a spacious great room perfect for everyday living and entertaining. The kitchen features a center island with seating, plentiful cabinetry, quartz countertops, stainless steel appliances and a walk-in pantry which are sure to both turn heads and make meal prep easy. As we head upstairs, you are greeted with a loft area. The primary bedroom is located just off the loft space and includes a spacious walk-in closet as well as ensuite bathroom with double vanity. Three additional bedrooms share a second upstairs bathroom and linen closet for extra storage. Your laundry room is located on the second floor as well. In every bedroom you’ll have carpeted floors and a closet. Whether these rooms become bedrooms, office spaces, or other bonus rooms, there is sure to be comfort. Like all homes in Villamar, the Elston II includes all concrete block and also smart home technology, which allows you to control your home anytime with your smart device while near or away. Contact us today and find your home at Villamar. *Photos are of similar model but not that of the exact house. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Home and community information including pricing, included features, terms, availability, and amenities are subject to change and prior sale at any time without notice or obligation. Please note that no representations or warranties are made regarding school districts or school assignments; you should conduct your own investigation regarding current and future schools and school boundaries.*

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

Listing Agent: Paul King (407-519-3940)

Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Below Market Value—Golf Course Property, Seller Wants Offers Now Below-market golf course opportunity with motivated sellers—bring all offers for this value-add property on the 11th fairway. This 3-bedroom, 2-bath home features cathedral ceilings, a gas fireplace, and an open layout with excellent potential. The property is priced to reflect needed personal updates and is ideal for an investor, fix-and-flip, or buyer looking to build instant equity in a desirable golf course setting. Sellers are extremely motivated and will consider all offers. Opportunities like this at this price point do not last.

Listing is courtesy of: FAITH AND FAMILY REALTY LLC (863-712-1991)

Listing Agent: Lynn Arthur (336-596-5547)

Remarks: Welcome to this stunning Dream Finders Bradley floorplan, located in the highly sought-after community of Willowbrook near a beautiful golf course in Winter Haven, FL. This spacious 4-bedroom, 2-bath home offers 1,589 square feet of living space and boasts excellent curb appeal due to its impressive elevation. Inside, you'll find gorgeous Gray cabinets complemented by sleek quartz countertops in the kitchen, creating a modern, bright atmosphere. Tile flooring runs throughout the wet and common areas, offering durability and easy maintenance. The open layout is perfect for family gatherings and entertaining guests.

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

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

Remarks: Pre-Construction. To be built. New construction home with 2005 square feet on one-story including 3 bedrooms, 2 baths, den, and an open living area. Enjoy an open kitchen with Quartz countertops, Samsung stainless steel appliances, a walk-in pantry, and a spacious island, fully open to the dining café and gathering room. The living area, laundry room, and baths include luxury wood vinyl plank flooring, with stain-resistant carpet in the bedrooms. Your owner's suite is complete with a walk-in wardrobe and a private en-suite bath with dual vanities, a tiled shower, and a closeted toilet. Plus, enjoy a covered lanai, 2-car garage, custom-fit window blinds, architectural shingles, energy-efficient insulation and windows, and a full builder warranty. ***Please note - Virtual Tour/Photos showcases the home layout; colors and design options in actual home for sale may differ. Furnishings and décor do not convey!

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

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