Winter Haven Homes for Sale

Winter Haven Homes for Sale

Welcome to Winter Haven, Florida—an enchanting city nestled in the heart of Polk County, where the charm of small-town living meets the vibrancy of modern amenities. Known for its picturesque lakes and lush landscapes, Winter Haven boasts over 50 lakes, making it a paradise for water enthusiasts and nature lovers alike. With a warm, inviting climate year-round, this delightful city offers an array of outdoor activities, from boating and fishing to hiking and biking along scenic trails.

Winter Haven is also home to a thriving community and a rich cultural scene. The city features a variety of dining options, local shops, and engaging events that bring residents together. Families will appreciate the exceptional schools and parks, making it an ideal place to raise children. Additionally, with its close proximity to major attractions like Legoland Florida Resort and the bustling city of Orlando, Winter Haven provides a perfect balance of tranquility and adventure.

If you're considering a move to this charming city, you'll be pleased to know there are an array of homes for sale that cater to diverse tastes and budgets. From cozy single-family homes to spacious waterfront properties, Winter Haven offers something for everyone. Whether you’re a first-time homebuyer or looking to invest, our listings feature modern amenities, beautiful designs, and stunning views that will make you feel right at home. Come explore the possibilities and discover why Winter Haven is the perfect place to plant your roots and create lasting memories!

Newest Winter Haven Homes for Sale

2 Beds ⋅ 1 Baths ⋅ Lake Shipp Heights SubDv. ⋅ 33880 Zip Code

Looking for a home with more outdoor space and NO HOA? Welcome to this 2-bedroom, 1-bath home in Winter Haven, sitting on approximately 0.29 acres with a fully fenced property and plenty of front and backyard space. Inside, you’ll find a spacious living area with wood flooring and a brick fireplace that adds character to the home. The kitchen features white cabinets, stainless steel appliances, plenty of counter space, and tile flooring. An additional enclosed space gives you extra flexibility for a home office, sitting area, playroom, or flex space. Outside is where this property really gives you room to make it your own. The fully fenced yard offers plenty of space for outdoor gatherings, gardening, pets, or creating the backyard setup you’ve been wanting. Need extra storage? The property also includes a detached storage building along with an attached one-car garage. The roof is approximately 6 years old, giving buyers another important feature to appreciate. With NO HOA, a fully fenced property, a generous yard, garage, storage space, and a flexible interior layout, this home offers features that can be hard to find all in one place. Conveniently located in Winter Haven near shopping, dining, and everyday needs. Schedule your private showing and see the possibilities this home has to offer!

1540 S Lake Shipp Drive, Winter Haven

3 Beds ⋅ 2 Baths ⋅ Homewood Sub SubDv. ⋅ 33880 Zip Code

Virtually Staged. Welcome to 117 Homewood Drive in Winter Haven! Situated on a spacious .36-ACRE LOT, this 3-bedroom, 2-bath home offers 1,762 square feet of heated and cooled living space, a versatile BONUS ROOM, screened-in POOL, FENCED backyard, and plenty of space for indoor and outdoor living. Inside, the family room features a wood-burning FIREPLACE, while the kitchen is equipped with new stainless-steel appliances. The bonus room provides additional flexibility for a home office, hobby room, playroom, or additional living space. Step outside to enjoy the screened-in pool, outdoor kitchen area, and recently RESURFACED back patio—an inviting setup for entertaining or enjoying Florida's year-round outdoor lifestyle. The fenced backyard also features a 5-year-old STORAGE SHED with a roll-up door and electrical access, providing convenient space for storage, equipment, or projects. Numerous recent improvements add to the home's appeal, including a NEW ROOF in 2023, A/C replaced in 2024, NEW WATER HEATER, NEW POOL PUMP & MOTOR, new stainless steel kitchen appliances, a resurfaced back patio in 2026, and an updated garage with TESLA charger that conveys. With .36 acres, a screened pool, bonus room, outdoor entertaining space, fenced yard, and substantial storage, this home offers plenty of versatility. Conveniently located with easy access to the Polk Parkway, shopping, dining, and other Winter Haven amenities. Schedule your private showing and experience all that 117 Homewood Drive has to offer!

117 Homewood Drive, Winter Haven

4 Beds ⋅ 3 Baths ⋅ Villa Mar SubDv. ⋅ 33884 Zip Code

Under Construction. Azure BELOW MARKET INTEREST RATES with use of Seller's Preferred Lender. Welcome to The Azure, where modern design meets practical living in a home that has it all. With 4 bedrooms, 2.5 bathrooms, and a 2-car garage, this home is crafted for comfort and style. The extraordinary elevation and professionally designed landscaping create a captivating first impression. Step through the front door to discover luxurious vinyl plank flooring that extends throughout the open-concept layout. The kitchen shines with quartz countertops and all-new stainless-steel appliances, overlooking the dining area and patio. A convenient half bath is located downstairs for guests with a spacious laundry room upstairs. Upstairs, you’ll find all four bedrooms, including the expansive owner's suite with a walk-in shower, double vanities, and a spacious walk-in closet. A flexible recreation space upstairs provides an ideal spot for family gatherings. With a smart thermostat ensuring energy efficiency and comfort, the Azure seamlessly blends functionality and modern luxury. Close to it all, Villa Mar places you near the natural beauty of the Winter Haven Chain of Lakes, the charm of downtown Winter Haven, and family fun at LEGOLAND® Florida Resort. Back at home, residents enjoy community amenities including a pool, dog park, playground, and walking trails. Images shown are for illustrative purposes only and may differ from actual home. Completion date subject to change. Contact or make an appointment for more details on interest rates.

5369 San Pietro Drive, Winter Haven

3 Beds ⋅ 2 Baths ⋅ Hutchinson Add SubDv. ⋅ 33881 Zip Code

Virtually Staged. Welcome home to this beautifully maintained midcentury gem, tucked in the highly sought-after Lake Elbert Trail neighborhood! Set on a sprawling quarter-acre-plus lot, this move-in ready beauty blends timeless character with modern comfort — featuring a stylish updated kitchen with brand-new appliances and fresh new carpet in every bedroom. Major peace-of-mind updates already done for you: roof (2023), water heater (2025), plumbing (2024), and electrical (2026). Step outside to a sprawling front yard and a fully fenced backyard — plus a bonus storage barn for all your extras. Homes like this in Lake Elbert Trail don't last — schedule your showing today!

716 Avenue I Ne, Winter Haven

3 Beds ⋅ 2 Baths ⋅ Summit East Ph 02 SubDv. ⋅ 33884 Zip Code

Beautifully maintained 3-bedroom, 2-bath pool home in a quiet Winter Haven community with a low HOA of $260/year. This home offers extensive upgrades, modern finishes, and a bright, open layout designed for comfortable living. Major improvements include a new roof (2020), new AC (2020), tankless water heater (2021), updated windows (2018), Culligan water system (2016), and a new pool pump and filter (2025). The kitchen features granite countertops, stainless steel appliances, a breakfast bar, and excellent natural light. The bathrooms also include granite counters, updated fixtures, and a large tub in the primary suite. Paradise Walk in tub (2020) in second bathroom. Enjoy Florida living with a saltwater fiberglass pool, screened enclosure, covered patio, fenced yard and irrigation system. Interior highlights include multiple flex spaces, neutral paint, updated ceiling fans, clean flooring, and move-in ready condition. Located close to shopping, dining, medical facilities, Legoland, and major highways, this home offers strong value with thoughtful upgrades and excellent maintenance. Schedule your private showing today.

7002 Summit Circle, Winter Haven

2 Beds ⋅ 2 Baths ⋅ Lake Ashton West Ph 01 SubDv. ⋅ 33884 Zip Code

CDD DEBT BALANCE PAID IN FULL*** DESIGNATED GOLF CART ENTRY/GARAGE (9x18) *** FLORIDA ROOM (10X30) ** EXTENDED SCREENED ENCLOSURE(15x30) ** ROOF REPLACED 2022** **Three (3) Windows Replaced in 2023** ** EXTERIOR OF THE HOME PAINTED IN 2021*** and DEDICATED UNSCREENED PAVER AREA FOR YOUR GRILL. This Bali Floor Plan with 2 Beds/2 Baths offers 1,484 sq.ft. living area PLUS 300 Sq. ft. living area in the Florida Room with Tile Floor and Air Conditioning. Grab your Binoculars- You're going to enjoy the nature views of the pond, golf course and wooded area while you relax on the back lanai. The Double Glass Door Entry opens into the heart of the home, the Living Room area. The Guest Bedroom and Bathroom are on the Right, Front of the Home. The Guest Bath features a Shower/Tub Combo and a pocket door provides privacy for overnight guests. A dedicated Linen Closet is in the hallway that leads to the Guest Bedroom/Bath. The Kitchen offers 42" cabinets, granite countertops, breakfast bar, reach in pantry and dinette area. The Living Room, Kitchen and Dinette areas have Crown molding and Tile Floors. The triple sliding glass door system in the Living Room and Double sliding glass door system in the Dinette create a wide, unobstructed opening to the Florida room, offering flexible ventilation, abundant natural light, and a seamless connection. The Florida Room could be used as a Craft area, additional Sitting area with TV or even a Bedroom room for Guests. You have Options! Make the Most of the Space!!! The Primary Suite offers His/Her Walk in Closets and En-suite with Tiled Shower, Vanity with Dual Integrated Sinks and Linen Closet. This attractive home has a 2 Car Garage (19x20) and Separate Golf Cart Garage. The Garage Doors have glass inserts for additional light into the garage and add to the Curb Value of this Home with Paver Driveway and Flagpole. The well-maintained lawn has an irrigation system and custom curbing outlines the landscape beds with rock mulch. Lake Ashton is a 55+ community with Resort Style Amenities, Planned Activities like Dances, Trivia, Day trips, Entertainment series, Holiday Events and MORE! The residents in Lake Ashton enjoy Outdoor and Indoor Swimming Pools, 2- Golf Courses (Memberships are Optional), 2 - Clubhouses, Pickleball, Tennis, Racquetball (Indoor), 1/2 Court Basketball (Indoor), Billiards, Bowling Lanes, Movie Theater, Eagles Nest (Eatery) and More. Make plans today to visit this home and Lake Ashton!

4028 Phoenician Way, Winter Haven

3 Beds ⋅ 2 Baths ⋅ Lake Ashton West Ph 01 SubDv. ⋅ 33884 Zip Code

GOLF COURSE LIVING AT ITS FINEST! Take a look at this absolutely stunning 3 BR + Den / 2 BA St. John floor plan home in the highly desirable Lake Ashton community, a gated 55+ community in Central Florida! Located on an oversized corner lot, with NO BACKYARD NEIGHBORS you’ll enjoy the serene water views that border Hole 13 along Lake Ashton's West Course. This home has mature and well-maintained landscape with Oak Trees and Beautiful Stately Palm trees, all "watered" by a separate irrigation meter. Highlights you'll love about this home: Double French door entry with Custom Tilework & Interior Finishes in the Open and Spacious Living Room with Tray Ceiling, Triple Sliders that separate the Living Room from the Large Screened Lanai; Luxury Kitchen with Granite Countertops, Tile Backsplash, Under and Above Cabinet Lighting, Custom 42" Maple Cabinets with Pullouts, Pendant Lighting on the Breakfast Bar, SS Appliances, Crown Molding, Glass Front on Select Upper Cabinets and a New Wine Fridge. The Walk in Pantry and Dinette Areas are adjacent to the Kitchen. This home features a Luxurious Primary Suite with Trey Ceiling, His/Her Walk-in closets, a Private En-Suite bathroom complete with a Soaking tub, Separate shower with Custom tile and glass enclosure, Separate His/Her Vanities, and a Dedicated Linen closet. The Primary Suite is a serene retreat after a fun day in Lake Ashton. Additional Upgrades Include: Tile on the Diagonal Flooring, Custom Ceiling fans, Designer lighting fixtures, Stately columns at the entry and a formal dining area, Central Vac, Whole House Sound System and Plantation Shutters. Improvements to the home include: New Roof (2025), New Exterior Paint (2025), Coil Replacement on the A/C, New Water Heater (2025). This home is a Split Floor Plan, offering Privacy for the Owner and Overnight Guests. Bedroom 2 and Bedroom 3 have carpet flooring, a Built in Closet, and ceiling fan. Guests will enjoy the spacious Bath with Comfort Height Vanity and Glass Enclosed Shower. Enjoy Reading a Good Book? Escape to the Den- It's a cozy sitting area and has custom Built-In Shelving- the perfect place to display photos, books or your special "Collectibles. The inside laundry room in this home is sizeable and is the passage from the garage into the home. This home offers a 2- Car Garage and Dedicated Golf Cart Entry. Lake Ashton offers Planned Activities like Dances, Entertainment Series, Karaoke, Bingo and Trivia, Day Trips and SO MUCH MORE! Lake Ashton has two Clubhouses. Residents enjoy Indoor/Outdoor Pools, Pickleball Courts, Tennis Courts, 2- 18 Hole Golf Courses (Memberships Optional), Indoor Racquetball, Movie Theater, Bowling Lane, Fitness Centers (2), Eagles Nest (Eatery), Card, Craft and Billiards and MORE! Schedule an Appointment Today!

4064 Phoenician Way, Winter Haven

2 Beds ⋅ 2 Baths ⋅ Vienna Square Ph 2b SubDv. ⋅ 33884 Zip Code

Maintenance-free Villa in the 55+ gated community of Vienna Square, centrally located in Winter Haven! A brick-paver driveway and walkway lead through mature landscaping to the covered front porch. Inside, the open floor plan features high ceilings, a spacious great room, and a split-bedroom layout. The primary suite offers a large bedroom and en-suite bath, while the second bedroom is conveniently located near the guest bath. The kitchen features a breakfast bar, ample cabinet and counter space, and all appliances, overlooking the Great Room living/dining area with access to the screened lanai through triple Sliding Glass Door. Low monthly HOA fees include roof replacement, exterior painting, lawn maintenance, irrigation, internet/cable TV, and community amenities. Residents enjoy a pool, hot tub, fitness center, tennis/pickleball, billiards, movie room, craft room, recreation room, and more. Conveniently located near shopping, dining, golf, fishing, boating, medical facilities, entertainment, Legoland, Disney, Universal, and both Tampa and Orlando International airports. Vienna Square offers active adult living with the ease, convenience, and peace of mind of low-maintenance living. This is a VA Foreclosure.

1631 Linz Court, Winter Haven

3 Beds ⋅ 2 Baths ⋅ Coventry Cove Ph Ii SubDv. ⋅ 33880 Zip Code

Well-maintained 3-bedroom, 2-bathroom single-family home located in the Coventry Cove community of Winter Haven. Built in 2019, this home offers 1,690 sq. ft. of living space and sits on a 7,688 sq. ft. lot. Features include an open-concept floor plan, modern kitchen with stainless steel appliances, and a covered rear porch. The property is currently tenant occupied through the end of October, providing an opportunity for an investor or buyer seeking an income-producing property. Conveniently located near schools, shopping, dining, and major roadways. Nearby schools include Lake Shipp Elementary, Westwood Middle, and Lake Region High School. Low HOA fee.

948 Summer Glen Drive, Winter Haven

4 Beds ⋅ 3 Baths ⋅ Estates/Lk Florence SubDv. ⋅ 33884 Zip Code

Welcome to this beautifully maintained 2023-built home offering the perfect blend of modern design, functionality, and space to grow! Located in a desirable Winter Haven community, this move-in ready residence feels just like new construction without the wait. This spacious home features 4 bedrooms and 2.5 bathrooms, with all bedrooms thoughtfully located upstairs for added privacy and separation from the main living areas. The versatile floor plan is ideal for both everyday living and entertaining, offering a seamless flow throughout the home. The kitchen and living spaces showcase a clean, modern aesthetic, perfect for today’s lifestyle, while large windows bring in plenty of natural light. Whether you're starting a family or need more room to grow, this layout adapts to your needs with ease. Step outside to a huge fully fenced backyard with endless possibilities, create your dream outdoor oasis, add a pool, or design the perfect space for gatherings and play. Conveniently located just minutes from Legoland, shopping, dining, and major roadways, this home combines comfort, location, and value all in one. Don’t miss your opportunity to own a practically new home in one of Winter Haven’s growing areas!

1117 Michelangelo Lane, Winter Haven

3 Beds ⋅ 2 Baths ⋅ Moores F M Sub SubDv. ⋅ 33881 Zip Code

Brand new home in the heart of Winter Haven! This beautiful 3-bedroom, 2-bathroom home offers the perfect blend of style and convenience, located just minutes from dining, shopping, and entertainment. Step inside to an open-concept living space featuring modern gray walls and durable, easy-to-maintain luxury vinyl flooring. The galley-style kitchen shines with elegant granite countertops, stainless steel appliances, sleek cabinetry, and a pantry for additional storage. Additional features include a dedicated laundry closet, an attached 2-car garage, and charming French doors that open out from the great room to a spacious backyard perfect for outdoor activities. Don't miss this home; call us today!

1313 Fairfax St Ne, Winter Haven

5 Beds ⋅ 3 Baths ⋅ Waterford Oaks SubDv. ⋅ 33884 Zip Code

Welcome to Waterford Oaks, where timeless architectural details and upgraded finishes set this home apart. Beautifully manicured landscaping and a paver driveway lead to an impressive 5-bedroom, 3-bath pool home with nearly 3,000 square feet of living space and an oversized 3-car garage. Decorative glass double entry doors open to a beautifully detailed interior featuring soaring ceilings, extensive crown molding, substantial millwork, architectural columns and arches, plantation shutters and elegant formal living and dining spaces. Thoughtful details continue throughout the home, creating a level of character and craftsmanship rarely found in newer construction. A versatile fifth bedroom at the front of the home also provides an ideal private office or den. At the center of the home, the kitchen combines function with elevated finishes, including granite countertops, rich wood cabinetry, upgraded KitchenAid appliances, a large breakfast bar and walk-in pantry. The kitchen flows into the spacious family room, where recessed lighting and expansive views toward the pool create a comfortable yet refined gathering space. A three-way split bedroom plan provides exceptional privacy. The primary suite is privately positioned in its own wing and features a spacious bath with dual granite-topped vanities, a soaking tub, separate walk-in shower and generous storage. On the opposite side of the home, a separate bedroom and adjacent full bath create an excellent option for guests or in-law accommodations, while two additional bedrooms and another full bath occupy their own private wing. The home's attention to detail carries outdoors to an expansive covered lanai and screened pool, creating a true extension of the living space with room for outdoor dining, entertaining and relaxing year-round. Mature landscaping adds privacy to the backyard setting. Located within gated Waterford Oaks, residents also enjoy community boat ramp and dock access to Lake Winterset and the Winter Haven Chain of Lakes. The combination of architectural detailing, upgraded finishes, a flexible three-way split floor plan, private pool, oversized 3-car garage and Chain of Lakes access makes this a distinctive opportunity in Winter Haven.

9504 Waterford Oaks Boulevard, Winter Haven

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