Winter Haven Real Estate

Winter Haven Real Estate

Winter Haven, located in Polk County, Florida, is a charming city known for its beautiful lakes, citrus groves, and friendly community. With a population of around 45,000 residents, Winter Haven offers a perfect blend of small-town charm and modern amenities.

One of the city's most famous attractions is LEGOLAND Florida Resort, a popular theme park that draws visitors from all over the world. Winter Haven is also home to numerous parks, gardens, and recreational areas, making it a great place for outdoor enthusiasts. The city's Chain of Lakes provides ample opportunities for boating, fishing, and water sports.

In addition to its natural beauty, Winter Haven boasts a thriving economy with a strong focus on healthcare, education, and technology. The city's affordable cost of living and low crime rates make it an attractive place to live for families and professionals alike.

Whether you're looking to enjoy the sunny Florida weather, explore the local attractions, or settle down in a vibrant community, Winter Haven has something to offer for everyone.

Newest Listings in Winter Haven

3 Beds ⋅ 2 Baths ⋅ Planters Walk Ph 03 SubDv. ⋅ 33884 Zip Code

Virtually Staged. Practically brand new from top to bottom! This beautifully renovated 3-bedroom, 2-bath home offers the perfect combination of modern style and everyday comfort. Nearly every surface has been updated, including fresh interior and exterior paint, luxury vinyl plank flooring throughout, a stunning new kitchen, beautifully remodeled bathrooms, updated lighting, fixtures, cabinetry, countertops, doors, trim, and stainless steel appliances. Move right in and start enjoying all this home has to offer! Step inside to soaring vaulted ceilings, an open and airy floor plan filled with natural light. The spacious living and dining areas flow seamlessly into the gorgeous kitchen featuring quartz countertops, white shaker-style cabinetry, stainless steel appliances, recessed lighting, a breakfast bar, and a sunny breakfast nook overlooking the backyard. The private primary suite offers direct access to the screened lanai, a walk-in closet, and a spa-inspired en-suite bath with a double vanity and an oversized walk-in tiled shower with a frameless glass enclosure. Enjoy relaxing on the screened lanai overlooking the fenced backyard shaded by mature oak trees, perfect for entertaining, pets, or simply unwinding. Ideally located just 2 miles from LEGOLAND Florida Resort and approximately 30 minutes from Walt Disney World and Central Florida's world-famous theme parks. You'll also appreciate the convenient access to I-4, the Polk Parkway, shopping, dining, medical centers, hospitals, and everything Central Florida has to offer. This truly move-in-ready home offers the look and feel of new construction without the wait. Schedule your private showing today!

419 Saint Anns Drive, Winter Haven

4 Beds ⋅ 3 Baths ⋅ Willowbrook North SubDv. ⋅ 33881 Zip Code

Under Construction. CASTAWAY MULTI-GEN: Beautiful 1 Level, 2 Car Garage Home with Open Concept Living and 3 Bedrooms! Featuring a Private Retreat: these thoughtfully designed homes provide flexibility without added monthly costs. Designed for flexibility, the Castaway Retreat offers the ideal solution without added monthly costs. This thoughtfully designed multi-gen layout includes a private retreat with its own kitchenette, living area, bedroom, and full bath, plus both interior access to the main home and a private exterior entrance. An optional washer/dryer hookup adds even more convenience.

819 Andrew Street, Winter Haven

4 Beds ⋅ 3 Baths ⋅ Queens Cove Ph 04 SubDv. ⋅ 33880 Zip Code

Seller offering up to $4,698 toward buyer closing costs, prepaid expenses, and/or an interest rate buydown. Conditions apply. New photos coming soon. CASH ONLY SALE. Investor and renovation opportunity in Winter Haven! This two-story 4-bedroom, 3-bath home offers 1,936 square feet with block and stucco construction, a 2-car garage, and a functional floor plan ready to be transformed. Major improvements have already been made with a new roof installed in 2022, allowing the next owner to focus on maximizing the home's potential through cosmetic renovations. The main level features a spacious living room, an oversized kitchen with abundant cabinet and counter space, a private primary suite with a walk-in closet and en suite bath, and a convenient inside laundry room. Upstairs offers three additional bedrooms and a full bath, providing a versatile layout for a variety of buyers. The home is in need of cosmetic updates, including the kitchen, bathrooms, flooring, paint, and other interior finishes, making it an ideal project for investors or experienced renovators looking to build equity. Sold As-Is. Cash offers only. Located in an established Winter Haven neighborhood with a low HOA, the home is just minutes from US-17, the Polk Parkway, downtown Winter Haven, LEGOLAND Florida Resort, shopping, dining, parks, and medical facilities. With the major roof expense already completed, this property presents an excellent opportunity to renovate and unlock its full potential.

3941 Warbler Drive, Winter Haven

3 Beds ⋅ 2 Baths ⋅ Tranquil Oaks SubDv. ⋅ 33880 Zip Code

Welcome to your own private Florida retreat! This beautifully maintained 3-bedroom, 2-bath home is nestled beneath majestic oak trees in an established Winter Haven neighborhood, offering timeless curb appeal and a warm, inviting atmosphere. Inside, you'll find a functional floor plan filled with natural light, creating comfortable living spaces for both everyday life and entertaining. The thoughtful layout offers the perfect blend of openness and privacy. Step outside and discover the true centerpiece of the home—a sparkling saltwater pool surrounded by a screened lanai, allowing you to enjoy Florida's outdoor lifestyle year-round with added comfort and protection. Whether you're sipping your morning coffee, hosting family and friends, or unwinding after a long day, this backyard oasis is designed for relaxation. Conveniently located near Winter Haven's Chain of Lakes, downtown shopping and dining, parks, schools, medical facilities, and LEGOLAND Florida Resort, this home offers the perfect combination of tranquility and convenience. Don't miss your opportunity to own this move-in-ready pool home in one of Winter Haven's most desirable locations. Schedule your private showing today!

1557 N Lake Shipp Drive Sw, Winter Haven

3 Beds ⋅ 2 Baths ⋅ Fla Highlands Co Sub SubDv. ⋅ 33884 Zip Code

Established Neighborhood in SE Winter Haven, convenient location. This 3Bedroom 2Bath has just had partial upgrading, new Metal Roof only 3 years old. 2-car garage with washer/dryer -Back yard has fencing on the back and sides so very little needed to completely fence in, room for dogs to run and play and family gatherings. Room to add patio/outdoor family area. Family room boasts a stone faced wood burning fireplace with built in shelving on each side. Large living room with open Dining at one end. Enclosed Foyer with tile flooring, ceiling fans throughout with skylights in each bathroom. Great family community.

108 Lagoon Road, Winter Haven

3 Beds ⋅ 1 Baths ⋅ West Cannon Heights SubDv. ⋅ 33881 Zip Code

Virtually Staged. Completely renovated from top to bottom, this home offers the feel of new construction at a fraction of the price! Featuring 3 bedrooms plus a spacious family room that can easily serve as a 4th bedroom, home office, playroom, or media room, this property offers flexibility to fit your lifestyle. Every major component has been updated, including the roof, windows, A/C, water heater, kitchen, bathroom, plumbing, electrical, paint, and more, giving you peace of mind for years to come. Step outside to enjoy the oversized backyard with plenty of space for entertaining, pets, gardening, or future additions. No HOA means more freedom and fewer monthly expenses. Conveniently located near shopping, restaurants, schools, and major highways, this move-in-ready home is an excellent opportunity for first-time buyers or investors looking to add a low-maintenance property to their portfolio. Schedule your private showing today!

1207 32nd Street Nw, Winter Haven

5 Beds ⋅ 3 Baths ⋅ Villamar Phase 7 SubDv. ⋅ 33884 Zip Code

The Robie is a two-story floorplan featured in Villamar in Winter Haven, Florida. With 2 exteriors to choose from, the Robie is sure to turn heads. Inside this inviting 5-bedroom, 3-bathroom home, you’ll find 2,447 square feet of comfortable living. This impressive all concrete block construction, two-story plan features a versatile floorplan to fit your needs. A spacious open-concept first floor which includes a well-appointed kitchen with sleek stainless-steel appliances overlooking the living and dining area. Just off the living room you will find the singular downstairs bedroom and full bathroom. As you move upstairs you are greeted with a spacious living and foyer space to utilize for work or play. The primary bedroom one is located just off the loft space and features a spacious walk-in closet as well as ensuite bathroom with double vanity and all the space you need to get ready in the morning. 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 as extra storage closets. Like all homes in Villamar, the Robie includes smart home technology, which allows you to control your home anytime with your smart device while near or away. *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.*

5568 Taverna Loop, Winter Haven

3 Beds ⋅ 2 Baths ⋅ Inwood SubDv. ⋅ 33881 Zip Code

Move right in and enjoy this charming 3-bedroom, 2-bathroom concrete block home in a convenient Winter Haven location with NO HOA! Featuring easy-care tile flooring throughout, this home offers both style and low-maintenance living. The kitchen is equipped with rich hardwood cabinets, stainless steel appliances, and plenty of storage, making it as functional as it is inviting. An indoor laundry room adds extra convenience to your daily routine. The spacious primary suite features a beautifully tiled step-in shower, while the guest bathroom offers a tiled tub/shower combination. Step outside to a large, fully fenced backyard with endless possibilities for entertaining, gardening, pets, or simply relaxing outdoors. A covered carport provides sheltered parking and additional storage space. Located just minutes from Havendale Boulevard, you'll have quick access to shopping, restaurants, schools, healthcare, and everyday conveniences. Spend weekends exploring Winter Haven's famous Chain of Lakes, known for its boating, fishing, waterfront parks, and scenic beauty. Commuters and travelers will appreciate the easy drive to both Tampa and Orlando, providing access to major employers, international airports, world-renowned attractions, sporting events, and endless entertainment options. Whether you're searching for your first home, looking to downsize, or adding to your investment portfolio, this property is one you won't want to miss!

3004 Avenue S Nw, Winter Haven

3 Beds ⋅ 2 Baths ⋅ Fla Highlands Co Sub SubDv. ⋅ 33884 Zip Code

Welcome to this beautifully renovated 3-bedroom, 2-bathroom home in the desirable Cypress Gardens area of Winter Haven, where every detail has been thoughtfully updated and topped off with a New Roof (2026) for lasting peace of mind. Step inside to an inviting open floor plan anchored by a stunning vaulted ceiling with rich exposed wood beams, a true architectural centerpiece that carries warmth and character throughout the main living space. Luxury vinyl plank flooring flows seamlessly from room to room, offering both beauty and durability. The kitchen is nothing short of a showpiece, featuring a hand-painted blue and white tile backsplash, sleek white shaker cabinetry, quartz countertops, and high-end stainless steel appliances. Whether you're preparing a quiet meal or entertaining guests, this kitchen delivers both style and function in equal measure. Both bathrooms have been beautifully renovated with designer tile flooring and tiled showers, warm wood vanities, matte black fixtures, and elegant round mirrors, a spa-like retreat within your own home. Step out back to a fully fenced yard framed by mature trees for added privacy, plus a covered, screened porch, the perfect spot to unwind. And just beyond it, a bonus room offers flexible space for a home office, playroom, gym, or guest retreat, a rare and valuable addition to a home in this price range. With a 2-car garage, an unbeatable location near shopping, dining, and major roadways, and a renovation that leaves nothing to be desired, this home is truly move-in ready. Schedule your private showing today, this one will not last.

205 Whitman Road, Winter Haven

3 Beds ⋅ 2 Baths ⋅ Winter Haven Heights SubDv. ⋅ 33881 Zip Code

Beautiful 2024-built home offering exceptional value! No HOA! Welcome to this beautifully built 3-bedroom, 2-bath home offering 1,560 square feet of thoughtfully designed living space. The open-concept floor plan features tile flooring throughout, a spacious living and dining area, and a modern kitchen with granite countertops, ample cabinetry, and stainless steel appliances including a cooktop, dishwasher, and refrigerator. The split-bedroom layout provides privacy, while the primary suite offers a walk-in closet and private bath. Situated on a spacious 0.17 acre lot with a two-car garage, this home is conveniently located near downtown Winter Haven, Legoland, hospitals, shopping, restaurants, schools, and major highways with easy access to Orlando and Tampa. Built in 2024 and move-in ready, this is an excellent opportunity for homeowners and investors alike. Schedule your private showing today! With proper permits, the backyard offers the potential to build an in-law suite or guest house

319 Avenue A Ne, Winter Haven

4 Beds ⋅ 2 Baths ⋅ Summer Haven Shores SubDv. ⋅ 33884 Zip Code

Virtually Staged. Beautiful 1-story home featuring 4 bedrooms, 2 bathrooms, and a 2-car garage with a spacious layout designed for comfortable living. The welcoming living room is highlighted by a cozy fireplace, while the kitchen and bathrooms have been refreshed with new countertops. Fresh interior paint throughout gives the home a bright, updated feel. Step outside to the screened lanai and private pool, offering the perfect space for relaxing or entertaining year-round. Conveniently located near LEGOLAND Florida Resort, Chain of Lakes, shopping, dining, and major roadways, this home offers both comfort and convenience. This is a fantastic opportunity to add your personal touches and make it your own. One or more photos may have been virtually staged, AI-generated, or digitally enhanced to illustrate the property's potential.

408 Coleman Drive, Winter Haven

4 Beds ⋅ 3 Baths ⋅ Ashton Covey SubDv. ⋅ 33884 Zip Code

Pre-Construction. To be built. Welcome to Ashton Covey in Winter Haven! The Lynn Haven single-family home lives up to expectations. Relax on the long front porch. Inside, flex space makes an ideal den, or add doors for a quiet study. The foyer leads to the open family room and gourmet kitchen with island, where favorite meals and memories will be made. Enjoy outdoor living on the lanai, and store seasonal items in the 3-car garage. There’s even more to love upstairs with a loft, 3 bedrooms and a full bath. In your deluxe owner’s suite, enjoy beautiful tray ceilings, double vanities and a walk-in closet. You can have it all in The Lynn Haven. Discover the ultimate Florida lifestyle in this stunning community. Perfectly situated just off US Highway 27, your new home offers seamless access to work, outdoor recreation, shopping, dining, and more. Imagine being less than 15 minutes from Downtown Winter Haven, where charming local shops and restaurants await your exploration. Plus, you're just 5 miles from public lake access at Lake Daisy, ideal for a day of boating, paddle boarding, and enjoying the water. All Ryan Homes now include WIFI-enabled garage opener and Ecobee thermostat. **Closing cost assistance is available with use of Builder’s affiliated lender**. DISCLAIMER: Prices, financing, promotion, and offers subject to change without notice. Offer valid on new sales only. See Community Sales and Marketing Representative for details. Promotions cannot be combined with any other offer. All uploaded photos are stock photos of this floor plan. Actual home may differ from photos.

2232 Labrador Loop, Winter Haven

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