Winter Haven Homes For Sale & Real Estate - 916 homes

Remarks: One or more photo(s) has been virtually staged. Brand-New 2025 Duplex Appraised @$484,000 walk into this with equity build in– An exceptional investment opportunity in the thriving heart of Winter Haven, just minutes from world-renowned theme parks. Each unit showcases a spacious, modern design with 2 bedrooms and 2 bathrooms, offering the perfect balance of style, comfort, and functionality for long-term tenants or short-term guests. Built with quality craftsmanship, this property features luxury vinyl plank flooring, sleek granite countertops, and premium stainless steel appliances (including refrigerator, range hood, and microwave) in both units. The open-concept layout, combined with abundant natural light, creates a warm and contemporary living environment. Adding to its value, each unit comes with separate electric and sewer meters—a rare and highly desirable feature that enhances convenience for both owners and tenants. Whether you’re seeking a turnkey rental investment, a vacation property near top Florida attractions, or a low-maintenance income-producing duplex, this brand-new build delivers it all. Don’t miss out—schedule your private tour today!

Listing is courtesy of: TRUE FLORIDA REALTY LLC (863-337-9667)

Listing Agent: Amalia Lucena (904-614-1930)

Remarks: UPDATED condo. NEW Bathroom Vanity & fresh Paint throughout. Price Improvement & Great opportunity to add your personal style to this 2 bedroom 2 full bath condo in Park Lake. Located on the 2nd floor close to the elevator with tremendous rental returns. Luxury Vinyl flooring in main living area & primary bedroom. Gas range & Water Heater. Ceiling fans throughout...Roof 2021...Washer/Dryer included with private laundry closet. NEW Dishwasher & Gas Stove just installed. NEW 5T 14 Seer AC just installed. Wet Bar...Terrific view from the back of the newly renovated baseball complex. Walking distance to restaurants & NEWLY RENOVATED BASEBALL COMPLEX. View of Lake Lulu with lake access for fishing off the dock. Primary bedroom offers a walk-in closet & natural light. This building offers an elevator & stairs as well as 1 dedicated parking space. Priced to sell & Perfect for Snowbird or Investor!

Listing is courtesy of: FOLIO REALTY LLC (407-917-0241)

Listing Agent: Dora Siler (407-493-4959)

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: Beautiful condo located in the Garden Villas section of the Winterset community. This property is perfect for the person looking for a maintenance free lifestyle and resort style of living. Winterset offers a full time secured gated entryway, community pool, clubhouse, tennis courts, and more. The community overlooks beautiful Lake Winterset. You will enjoy not having to worry about lawn maintenance or other outside care in the Garden Villas condos. This property features a nice sized master bedroom on the first floor, and a spiral staircase leading to the second bedroom/loft area on the second floor. There is a large balcony located off of the living room, perfect for sipping coffee in the morning and relaxing in the afternoon. All appliances are included. The Winterset community is located off of Cypress Gardens Blvd, so you're minutes away from restaurants, entertainment, and shopping. Come see everything this condo has to offer!

Listing is courtesy of: THE SOMERDAY GROUP PL (813-520-9123)

Listing Agent: Alexander Matos (813-842-4292)

Remarks: Low-Maintenance Living Minutes from Downtown Winter Haven & the Chain of Lakes. Welcome to this well-located townhome in the heart of Winter Haven, offering the perfect blend of convenience, value, and lifestyle. Whether you’re a first-time buyer, downsizer, or investor, this property delivers an easy, low-maintenance living experience just minutes from downtown dining, shopping, parks, and the famous Chain of Lakes. Inside, you’ll find a functional 3-bedroom, 2.5-bath, open layout with comfortable living spaces designed for everyday living and entertaining. The home features spacious bedrooms, ample storage, and a practical layout, making it ideal for busy professionals or those seeking a lock-and-leave lifestyle. HOA-managed common areas provide added peace of mind and reduced upkeep. Enjoy being centrally located near major roadways for easy commuting to Lakeland, Auburndale, and the I-4 corridor, while still coming home to a quieter residential setting. Downtown events, waterfront walks, coffee shops, and local favorites are just minutes away. Ideal primary residence or rental. Strong value in a growing Central Florida market. Close to lakes, parks, and community amenities. Low-maintenance townhome living. Opportunities like this don’t last. Schedule your private showing today.

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

Listing Agent: Jonalyn Davis (954-609-8907)

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)

Remarks: Pre-Construction. To be built. New construction home with 1,545 square feet on one-story including 3 bedrooms, 2 baths, 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)

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)

Remarks: Pre-Construction. To be built. New construction home with 1715 square feet on one-story including 4 bedrooms, 2 baths, 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)

Remarks: A Cozy Condo nestled in the back corner of the popular community of Winterset. Forgot your key, no problem, you have a coded keyless entry. Your tour begins entering through your covered screened front porch into a Ground level 2 bed/2bath home with an open floor plan. Beautiful Laminate wood flooring accentuates the space. The conveniently centered kitchen boasts a neutral decor with tile backsplash and a newer Stainless side by side fridge. A Nice size Patio is accessed from Livingroom for Barbecuing or just relaxing, enjoying the Florida weather. The split bedroom design offers added privacy to The Master Bedrm with en suite, spacious Walkin closet, Stackable washer/dryer and private screened in patio area which continues to enhance this space. The master bath has separate tub/shower access. The Nest thermostat allows you to monitor and change settings via a phone app. When you Plan your day trips.... You're Only minutes from Lego Land and convenient to Disney & other Florida amusement parks, Beaches, Shopping, Restaurants & More. Or, stay at home, relax and enjoy amenities of the community with Heated Pool, Spa, Tennis, Shuffleboard, Fishing Pier and Clubhouse! Walk the family pet across the street in the expansive green space. All Furniture negotiable!

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

Listing Agent: Catrina Marshall (813-377-7380)

Remarks: Stop looking now!This well kept home is waiting just for you. A nice 3/2 with tile and laminate thorough. This home offers a beautiful back yard with a deck for a peaceful retreat for enjoyment of the lake. Schedule your showing now.

Listing is courtesy of: PROPERTY WAREHOUSES OF AMERICA (321-234-2683)

Listing Agent: Louis Vincent (321-436-9220)

Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Nearly 5 acres of fenced and cross-fenced land offering privacy and room to spread out. This 3-bedroom, 2 bath split plan home features an open living and dining area filled with natural light and a large, screened lanai overlooking the property. The private primary suite includes a walk-in closet, granite counters, soaking tub, and separate shower. Two additional bedrooms share a hall bath, and there is an indoor laundry for convenience. Outside you’ll find a 2-car carport and detached garage/workshop, plus plenty of space for animals, gardens, or outdoor projects. This corner lot property gives you the freedom of country living while still being just minutes from shopping, dining, and major roadways.

Listing is courtesy of: BHHS FLORIDA PROPERTIES GROUP (863-701-2350)

Listing Agent: Melissa Ramirez (813-956-1071)

Remarks: Discover this charming three-bedroom, two-bathroom residence in the desirable Savannah Estates, where comfort meets style. This inviting space features laminate flooring throughout, complemented by tile in the bathrooms. The open-concept design showcases a spacious kitchen, complete with ample cabinets, generous counter space, a breakfast bar, and stainless steel appliances, including a gas stove—perfect for culinary enthusiasts. High vaulted ceilings create an airy atmosphere in the combined kitchen, dining, and living areas, while the spacious primary bedroom boasts a large walk-in closet and an en suite bath featuring a relaxing soaker tub and a separate shower. French doors open to a large screened lanai adorned with decorative tile flooring, providing a serene outdoor retreat. The fully fenced backyard, complete with a storage shed, offers plenty of space for outdoor activities, and the convenient two-car garage adds to the home's functionality. Recent upgrades include a new roof in 2022 and a 5 year old AC unit, ensuring peace of mind for years to come. Additionally, the assumable lease on solar panels at $210 per month enhances energy efficiency and sustainability. Don’t miss the opportunity to make this beautiful property your own! Click on the virtual link attached for a full tour!

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

Listing Agent: David Small (407-601-8351)

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: Listing price reduced!!! Enjoy the quaint living in this deed restricted community! Step into this stunning home through a spacious, light-filled foyer and prepare to be impressed by the thoughtfully, well maintained designed layout and exceptional features throughout. This home offers oversized bedrooms and a versatile bonus room—perfect for a game room, home office, or even a private in-law suite. This home has a formal living area, family room and dining area. So many different options for the use of this home. Two of the secondary bedrooms are connected by a convenient Jack-and-Jill bathroom, ideal for family living. The expansive kitchen boasts an abundance of cabinetry and storage, complemented by updated stainless-steel appliances and gleaming granite countertops. The bathrooms have been tastefully updated with granite surfaces and beautifully tiled showers. The master suite is truly unique, featuring a walk-around closet, a vanity area, and direct access to the sparkling pool area. In fact, the pool can be accessed from the master bedroom, family room, pool bath, one of the bedrooms, and the bonus room—making indoor-outdoor living a breeze. Additional highlights include: A Generac whole-home generator with a 120# propane tank and a irrigation system for the beautifully maintained yard, a newer roof (2016) and the pool system was replaced in 2021 and is well maintain as you will see. Located in the quiet, charming neighborhood of Valencia Wood Hills, this home offers the perfect balance of peace and convenience. Ideally situated between Tampa and Orlando, you’re just minutes from shopping, Legoland, and over 100 stunning lakes—perfect for boating, water skiing, and sunset dining. Don't miss the opportunity to make this exceptional home yours! You must see to appreciate!...Schedule your showing today.

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

Listing Agent: Sherry Sapp (863-860-7000)