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$390,000
4 Beds ⋅ 2 Baths ⋅ L4964735 MLS
Welcome home to this CLEAN and PRISTINE 4-bedroom, 2-bathroom BLOCK pool home on a large lot with NO HOA! Inside, a great layout, light and bright walls and floors, and updated bathrooms, kitchen and flooring create a welcoming, modern feel. Sleek hurricane-impact windows and sliding doors add style, natural light, and peace of mind, while the roof and HVAC are both under 4 years old. Step outside and discover your own Florida oasis! The OVERSIZED POOL (36'x17') and huge 12' x 25' SCREENED-IN TILED PATIO create an incredible space for entertaining, relaxing, morning coffee, or enjoying beautiful Florida evenings. The spacious lot offers plenty of room to spread out, garden, and play! Solar panels add an energy-conscious bonus and meaningful energy savings. The location is hard to beat! You are just 5 minutes from LEGOLAND, with sparkling lakes nearby for boating and fishing, golf courses, great restaurants, and plenty of Central Florida attractions within easy reach. Solid, stylish, spacious, and wonderfully located-this is a Florida home with room to live, relax, entertain, and make lasting memories. Come check it out TODAY!

437 Broward Terrace, Winter Haven

Listing courtesy of BHHS FLORIDA PROPERTIES GROUP. 863-701-2350
$410,000
3 Beds ⋅ 2 Baths ⋅ P4939731 MLS
Welcome to your own private tropical retreat in the desirable Cypress Grove community—where there are NO HOA fees! This custom-built 3 bedroom, 2 bath home offers an exceptional blend of comfort, privacy, and entertaining space, ideally situated in a sought-after southeast Winter Haven location. From the moment you arrive, a stamped-concrete walkway and charming covered front porch create a warm welcome, while the porch overlooks the peaceful marsh. Inside, the spacious split-bedroom floor plan provides privacy and functionality for both family and guests. The generously sized Great Room is the heart of the home, featuring soaring vaulted ceilings, a cozy fireplace, and custom built-in cabinetry that adds both character and functionality. Elegant French doors open to a private tropical oasis, where lush landscaping surrounds the expansive patio and inviting pool area. The home features beautiful porcelain tile flooring throughout, along with handicapped-accessible doorways for added convenience and accessibility. The well-appointed eat-in kitchen is designed for both everyday living and entertaining, featuring crisp white cabinetry, granite countertops, tile backsplash, and a convenient pocket door leading to the formal dining room. An updated stainless-steel appliance package, including a wall oven, makes meal preparation effortless. The large breakfast bar provides additional seating, while the cheerful breakfast nook offers picturesque views of the patio and pool. The formal dining room is enhanced by elegant crown molding and a custom light fixture, creating the perfect setting for entertaining and special occasions. The primary bedroom suite is a true retreat, offering generous space for a sitting area and direct access to the patio through a glass door. A spacious walk-in closet provides ample storage. The luxurious ensuite bath features dual sinks with white cabinetry, new light fixtures, a new matte-black gooseneck faucet with coordinating hardware, a large walk-in seated shower with glass enclosure, relaxing garden tub, and comfort-height toilet. Step outside and discover the ultimate outdoor living experience. The sparkling pool and spa feature a cascading waterfall, creating a soothing and tranquil atmosphere. The expansive screened enclosure allows you to enjoy Florida's outdoor lifestyle throughout the year, while the fenced yard provides an ideal space for pets, barbecues, entertaining, and gatherings with family and friends. Additional features include a dedicated laundry room with utility sink, washer and dryer, Ring doorbell, irrigation system supplied by a private well, double-pane windows, exterior flood lights, and a circular driveway. A second driveway provides ample room to accommodate a boat or RV. Recent major improvements include an architectural shingle roof (2023), water heater (2023), and HVAC system (2021). The two-car garage features a generator panel and garage door opener. Ideally located in southeast Winter Haven, this exceptional property offers convenient access to schools, shopping, restaurants, and LEGOLAND Florida Resort, making it an ideal place to call home. No HOA fees, a private pool and spa, spacious indoor and outdoor living areas, and room for a boat or RV—this exceptional Cypress Grove home truly has it all!

5016 River Lake Road, Winter Haven

Listing courtesy of CENTURY 21 MYERS REALTY LAKE WALES. 863-676-4448
$298,080
3 Beds ⋅ 2 Baths ⋅ R4911894 MLS
Crescent Pointe is a brand new community located in Winter Haven, FL, conveniently situated off State Rd 653 and boasting easy access to a range of nearby attractions. For residents who enjoy outdoor activities, the Winter Haven Chain of Lakes is nearby. It offers opportunities for boating, fishing, and other recreational activities. The community is also close to the bustling downtown area, where residents can explore local shops, dining venues, and family events. With NO CDD and low HOA, Crescent Pointe is an ideal place to call home in Winter Haven.

967 Lunar Lane, Winter Haven

Listing courtesy of VANTAGE PROPERTY MANAGEMENT LLC. 863-687-2700
$349,000
4 Beds ⋅ 2 Baths ⋅ P4939717 MLS
It's a completely renovated 4-bedroom beauty. No HOA. Park your trailers or vehicles in back yard or side yard with gate. New Roof, new windows, new doors, new hot water heater, new insulation, new electric and new air conditioner 2024. The kitchen has gold handles, refrigerator/ coffee maker combo, and a farmhouse sink. Wood floors are refinished 2025. Kitchen and bathrooms are totally renovated 2024. If you like drawers, this kitchen has a few. HUGE master bedroom runs from the back of the house to the front of the house, plenty of relaxing space, and a fireplace. This is a split plan house with 4 bedrooms, and all bathrooms have double sinks. Tropical pineapple garden is in front of the front porch and trees have been trimmed. The back shed has a metal roof and can be used as a workshop; she shed or transformed for mother-in-law or rental. Large back porch has new concrete steps, a renovated laundry room and lake view. ZAP CAP from TECO, surge voltage protection. Parks, trails, splash pads, grocery, movies, pharmacy, public boat ramps are available. Winter Haven is a diverse city which offers lots of things to do such as, dinner cruises, walking parks, farm markets, LEGOLAND park and water parks, Circle B nature park, walking trails, skateboard park, water skiing and free water-skiing shows. All information is deemed reliable but not guaranteed. Buyer must verify all information and measurements. No seller financing.

1919 19th Street Nw, Winter Haven

Listing courtesy of LA ROSA REALTY PRESTIGE. 863-940-4850
$335,924
4 Beds ⋅ 2 Baths ⋅ R4911889 MLS
Crescent Pointe is a brand new community located in Winter Haven, FL, conveniently situated off State Rd 653 and boasting easy access to a range of nearby attractions. For residents who enjoy outdoor activities, the Winter Haven Chain of Lakes is nearby. It offers opportunities for boating, fishing, and other recreational activities. The community is also close to the bustling downtown area, where residents can explore local shops, dining venues, and family events. With NO CDD and low HOA, Crescent Pointe is an ideal place to call home in Winter Haven.

981 Lunar Lane, Winter Haven

Listing courtesy of VANTAGE PROPERTY MANAGEMENT LLC. 863-687-2700
$270,000
3 Beds ⋅ 2 Baths ⋅ S5155533 MLS
IMMACULATE FULLY REMODELED AND COZY 3 Bedroom AND 2 bathroom house. This home can be used as your primary residence or as investment Rental property. This lovely home has tons of curb appeal with easy to maintain landscaping. House was just painted inside and outside, New water heater, New ceiling, New bathrooms, New flooring, New light fixtures, Roof was replaced in 2022, New Garage door and Garage door opener, New Split system A/C, New outlets and switches and much much more! Kitchen was fully updates with new Wood cabinets and Quartz countertop. This wonderful home is completely ready to Move IN!!

Winter Haven

Listing courtesy of CHARLES RUTENBERG REALTY ORLANDO. 407-622-2122
$649,900
3 Beds ⋅ 4 Baths ⋅ B4902341 MLS
This home extrudes the luxury vibe from the moment you approach it with its distinctive roof w/ a blue metal barrel tile appearance and circular driveway. Large manicured 1+ acre lot and oak trees. No HOA and is located behind Legoland. Overlooking Lake Winterset on the famous Winter Haven Chain of Lakes. Lots of room to spread out in over 3000 sq ft of a/c living space. The split floor plan has 3 bedroom and 3 1/2 baths. A large corner gas stone custom fireplace is the living area focal point. A front door 2-car carport covers your guests as they enter through the double doors into the formal foyer. A dedicated built-out office is just inside. A triple sliding glass door opens to the 30' wide covered lanai and to the back yard. Plenty of room for a pool. Full irrigation with a dedicated well. Large 37x11 studio provides extra air conditioned flex space. Additional bonus is the oversized 2-car garage AND a 12' tall 11'x37' RV/boat garage and both are air conditioned and with a polyaspartic floor coating. Separate attached outside storage room for lawn equipment.

2241 Winterset Road, Winter Haven

Listing courtesy of KLINE REAL ESTATE SERVICES. 863-287-0204
$1,399,900
4 Beds ⋅ 3 Baths ⋅ L4964316 MLS
Welcome to your own private lakefront retreat on 1.23 acres along Lake Hamilton with NO HOA! This stunning 4-bedroom, 3-bath home offers an exceptional combination of luxury, entertaining space, and the ultimate Florida waterfront lifestyle. Bring your boat and jet skis and enjoy the convenience of a private dock featuring an electric covered boat lift and built-in fishing bench. The outdoor living space is truly spectacular! Step through the French doors to a sparkling saltwater PebbleTec pool featuring iridescent tile, fiber-optic lighting, a swim-up bar, fountains, and a roof-line waterfall. The propane-heated pool is surrounded by an expansive travertine deck, while the nearby gas fire pit with custom-cushioned seating creates the perfect setting for evening gatherings. Propane-connected tiki torches add a tropical ambiance, and a hidden sump pump provides worry-free drainage after storms. Entertaining is effortless with the outdoor kitchen, complete with a new grill and refrigerated drawers. The fenced backyard extends halfway to the lake, providing plenty of room for pets to play. Professional Florida-native landscaping, enhances the lush, resort-like setting. Inside, the beautifully designed chef's kitchen features quartz countertops, a copper farmhouse sink, paneled refrigerator, trash compactor, and spacious butler's pantry with a full-size refrigerator and abundant storage. The open floor plan includes a dedicated buffet area with dual wine refrigerators adjacent to the dining space—perfect for hosting family and friends. Nine-foot ceilings, crown molding, porcelain tile, shiplap accents, custom lighting, and a central vacuum system add comfort and sophistication throughout. The luxurious primary suite offers direct access to the pool deck, with a convenient open-air shower just outside. The ensuite features dual vanities and a walk-in shower with dual shower heads. The expansive walk-in closet includes a center island, custom shelving, heated towel rack, and an extra-large Liberty Safe. The home underwent a complete rebuild in 2017, so all features are 2017 or newer. Recent improvements include a new roof (2025), new pool pump (2025), a new 12x24 storage shed (2025) and new irrigation system (2025). The irrigation water comes from the lake so it doesn’t affect your water bill. Additional features include a split-bedroom floor plan, with two guest bedrooms sharing a Jack-and-Jill bath; hurricane shutters; a whole-home Generac generator; and TVs in every room, including the back porch. The spacious 3-car garage features tiled flooring, storage, a workshop, and an industrial ice maker. A pavered circular driveway provides ample parking, plus an additional parking pad with room for an RV. From the custom interior and exterior lighting to the custom painting, bamboo chair rail, and travertine exterior accents, every detail has been thoughtfully designed. The home is also pre-wired for ADT security at the front and rear doors and garage service door. Boating, fishing, entertaining, relaxing, and resort-style living—all in one exceptional Lake Hamilton property with no HOA!

3640 Crump Road, Winter Haven

Listing courtesy of LOCKHART & ASSOCIATES INC. 863-293-1234
$345,000
4 Beds ⋅ 2 Baths ⋅ L4964379 MLS
Virtually Staged. Newer home with NO CDD and large yard!!! Welcome home to this beautifully maintained 4 bedroom, 2 bath home offering 1,983 square feet of comfortable living space and modern finishes throughout. Built in 2023, this home features a desirable open split-floor plan designed for both everyday living and entertaining. The spacious kitchen boasts granite countertops, large island, stainless steel appliances, and plenty of room to gather with family and friends. The split-bedroom layout provides privacy for the primary suite while keeping the additional bedrooms conveniently accessible. Step outside to enjoy the large yard and relaxing covered lanai—perfect for morning coffee, outdoor dining, or entertaining. Additional highlights include a 2-car garage, new carpet, and no CDD. With its modern construction, spacious layout, and move-in-ready appeal, this home is a must-see!

1425 Engelberg Street, Winter Haven

Listing courtesy of KELLER WILLIAMS REALTY SMART 1. 863-508-3000
$99,900
2 Beds ⋅ 2 Baths ⋅ P4939620 MLS ⋅ Winter Ridge Condo BLDG.
MUST SEE! Discover the perfect blend of comfort, convenience, and Florida lifestyle in this beautifully maintained 2-bedroom, 2-bathroom unit in the desirable Winter Ridge Condominium Community. Featuring new laminate flooring throughout the living areas and bedrooms, fresh paint, updated baseboards, and A/C, this move-in-ready home offers a clean, modern feel with no carpet. The open-concept layout is thoughtfully designed to maximize every square foot, creating a spacious and inviting atmosphere for everyday living or entertaining. The property also includes two dedicated parking spaces, providing added convenience for residents and guests. Enjoy resort-style community amenities including a heated pool, clubhouse, chain-of-lakes access, boat dock, and boat slips, making it easy to embrace the best of Central Florida living. The HOA includes exterior and grounds maintenance as well as trash service, helping simplify ownership and enhance the property's appeal for both homeowners and investors. Conveniently located just minutes from downtown amenities, Legoland, shopping, dining, and entertainment, this property offers an excellent opportunity for a primary residence, second home, or income-producing investment. Seller or private financing available with an easy and fast approval process and just 20% down! Don't miss this exceptional opportunity schedule your showing today before it's gone!

244 Winter Ridge Boulevard Unit 244, Winter Haven

Listing courtesy of HUT REALTY, LLC. 407-559-2929
$430,000
3 Beds ⋅ 2 Baths ⋅ L4964337 MLS
Welcome to the beautiful neighborhood of Overlook Estates. This 3 bedroom 2 bath + bonus room is waiting for its new owner/s to make it their own. This home is completely vacant which makes it that much easier to envision your own life here. When you first arrive you will notice the beautiful curb appeal this home offers. Upon entering you will be greeted by the stunning entrance. This home is bright and spacious with high ceilings and beautiful wood beams giving it character right off the bat. The kitchen was completely remodeled in 2022. It has floor to ceiling cabinets giving you plenty of space for storage. Use the large island with a built in cook top or move it over to a more formal dining room. Either way this home is the perfect place for entertaining. You can access the lanai/salt water pool from the primary bedroom, kitchen, living room, and even the full guest bath. The open floor plan allows for friends and family to gather while still having plenty of space to spread out. The primary bedroom with ensuite bath and walk in closet as well as that access to the lanai. The primary bathroom has a walk in shower, garden tub, dual vanity and also includes a walk in closet as well as a linen closet. The two additional bedrooms as well as a full bath are located on the opposite side of the house. A fourth room allows for the perfect office space or even a room to host your guests. This home has been wonderfully updated while still holding onto its charm and character. Schedule your showing today!

280 Santa Rosa Drive, Winter Haven

Listing courtesy of KELLER WILLIAMS REALTY SMART 1. 863-508-3000
$320,000
3 Beds ⋅ 2 Baths ⋅ L4964270 MLS
NEARLY NEW WITHOUT THE WAIT—AND NO HOA! Built in 2024 by premiere builder WCM Construction, and only briefly lived in, this 3-bedroom, 2-bath home offers the benefits of newer construction without having to wait for a home to be built. Situated on an oversized approximately .28-acre lot, the property also features a large fenced backyard, giving you plenty of room for pets, play, entertaining, gardening or simply enjoying your own outdoor space. Inside, the home offers a clean, modern feel with wood-grain tile flooring throughout—no carpet—Level 3 granite countertops in the kitchen and bathrooms, quality cabinetry and upgraded appliances. The open layout makes excellent use of the space while the attached garage provides additional convenience and storage. One of the biggest advantages is what you won't find here—NO HOA, giving you greater flexibility without monthly association dues or community restrictions. Located in southwest Winter Haven, this home offers convenient access to major roadways and makes commuting throughout Polk County easy. Winter Haven, Bartow, Lakeland and surrounding areas are all within easy reach, while shopping, dining, schools and everyday conveniences are just a short drive away. If you've been considering new construction but don't want the added expense, construction timeline or HOA commonly associated with newer homes, 6631 Thornhill Road offers an excellent alternative—a nearly new home, generous fenced yard and no HOA. Schedule your private showing and see why this one deserves a closer look!

6631 Thornhill Road, Winter Haven

Listing courtesy of KELLER WILLIAMS REALTY SMART 1. 863-508-3000
$900,000
2 Beds ⋅ 3 Baths ⋅ B4902326 MLS
Major Price Reduction .....Welcome to an exceptional and truly distinctive lakefront estate with a private pool, defined by architectural artistry, refined character, and timeless Spanish-Mediterranean elegance. This 2-bedroom, 3-bath residence offers more than 3,700 square feet under roof, providing expansive, thoughtfully designed interiors ideal for both entertaining and serene everyday living. From the moment you enter, you are welcomed by an atmosphere of bespoke craftsmanship and enduring design. Exquisite brick archways, rich warm wood detailing, and three elegant wood-burning fireplaces establish a setting that is both inviting and unmistakably unique. The kitchen continues this elevated architectural story, showcasing custom extensive cabinetry, stone countertops, premium stainless steel appliances, and a dramatic brick-arched passage that serves as a striking focal point. Thoughtfully designed to capture the essence of the Florida lifestyle, the home opens to a private resort-style swimming pool set against a peaceful lakefront backdrop, creating an extraordinary environment for relaxation, refined entertaining, and sweeping waterfront views. Seamless indoor-outdoor transitions enhance the sense of openness throughout, making the residence equally suited as a distinguished full-time home or an exclusive private lakefront retreat. With its authentic Spanish-Mediterranean influence, handcrafted brick detailing, multiple fireplaces, resort-style pool, and premier waterfront location, a rare opportunity to own a residence of true individuality and lasting appeal—one that cannot be replicated. Schedule your private showing and experience the elegance and exclusivity of this remarkable lakefront offering.

1019 W Lake Eloise Terrace, Winter Haven

Listing courtesy of HOGAN & ASSOCIATES REAL ESTATE FIRM. 863-207-3043
$365,000
3 Beds ⋅ 2 Baths ⋅ TB8538203 MLS
Move-In Ready Custom Home in a Gated Community Near the Airport Ideally located for aviation professionals seeking convenient access to the airport or for families looking for a safe, gated community, this beautifully updated custom home offers the perfect blend of comfort, style, and convenience. Built in 1988, this spacious home features an open floor plan with soaring ceilings, stunning exposed wood beams, solid wood doors, and matching wood baseboards that create warmth and character throughout. The split-bedroom layout provides privacy, while the attached two-car garage adds everyday convenience. The recently remodeled interior showcases numerous upgrades, including luxury vinyl plank flooring, fresh interior paint, and updated lighting throughout. The beautifully renovated kitchen features custom wood cabinetry, granite countertops, and a full suite of matching Whirlpool appliances. Both bathrooms have been tastefully updated with new wood vanities, Delta fixtures, Kohler toilets, and stylish tile finishes. The primary bedroom offers the comfort of new carpeting, and the home features smooth ceilings throughout—no popcorn ceilings. Additional highlights include generous laundry room storage, fresh exterior paint, and numerous major improvements for peace of mind. A new roof was installed in March 2026, along with new double-insulated windows, new irrigation, and professional landscaping. New water heater and also passed 4-point inspection for insurance purposes. Every major update has been completed—simply move in and enjoy. The HOA fee is just $150 per month and includes lawn mowing and fertilization, making it easy to maintain a beautiful yard year-round.

218 Lake Hartridge Drive Nw, Winter Haven

Listing courtesy of LISTED SIMPLY. 800-995-5879
$198,900
2 Beds ⋅ 2 Baths ⋅ P4939570 MLS
Short Sale. CLOSE IN 60 DAYS OR LESS! QUICK and easy HECM Short Sale on this 2 bedroom 2 bath Vienna Square Villa with pond and wooded view. Located next door to the clubhouse! The charming kitchen has upgraded ivory cabinets, and quartz counter tops. The oak floors flow from the kitchen, and great room giving a warm quality finish. The roof was replaced in 2022. Sold strictly AS-IS. No renting for the 1st 2 years of ownership in this charming 55+ community. This home is conveniently located within 10 minutes of restaurants, banks, shopping and Legoland. Vienna Square offers a low-maintenance lifestyle with reasonable fees, in a welcoming setting. Vienna Square is a beautifully maintained, amenity-rich community designed for easy living. Monthly fees include exterior paint, roof replacement, irrigation water, basic yard maintenance, and a Spectrum Internet/TV package. Residents enjoy access to a community pool, fitness center, billiards, movie nights, tennis and pickleball courts, and an active social calendar. Step inside, fall in love. Make it yours!

1307 Innsbruck Ct, Winter Haven

Listing courtesy of CENTURY 21 WATSON & MYERS REALTY. 863-324-1000
$315,000
4 Beds ⋅ 3 Baths ⋅ O6432281 MLS
Designed around connected gathering spaces and an easy single-story layout, this 1,988-square-foot home offers a comfortable balance of openness and separation throughout. The kitchen sits at the center of the home, where granite counters, a large island with seating, stainless-steel appliances, and a walk-in pantry create a practical workspace while keeping the kitchen connected to the dining area and great room. Sliding glass doors extend the main living space toward the backyard, bringing in natural light and making it easy to move between indoor and outdoor areas. The four-bedroom, three-bath layout provides flexibility without sacrificing privacy, with the primary suite positioned toward the rear of the home and complemented by a walk-in closet and en suite bath with dual sinks and a glass-enclosed shower. Ceramic tile runs through the main living spaces, while carpet adds a softer finish to the bedrooms. An interior laundry room, attached two-car garage, paver driveway, irrigation system, and backyard add to the home’s everyday functionality. Built in 2021 and maintained with its original finishes, the home offers a functional, well-connected layout with room for the next owner to make it their own. Beyond the home, VillaMar offers a community pool, playground, sidewalks, and recreational common areas, giving residents additional ways to enjoy time outside close to home. Its Winter Haven location also keeps shopping, dining, major roadways, and area attractions within convenient reach.

1166 Yumuri Street, Winter Haven

Listing courtesy of KELLER WILLIAMS CLASSIC. murraycoleman@kw.com
$294,990
4 Beds ⋅ 2 Baths ⋅ O6426944 MLS ⋅ Na BLDG.
Welcome to this beautifully designed home featuring a traditional exterior and inviting covered front porch. Inside you'll find a gracious foyer that leads into an open-concept living space, where the island kitchen flows seamlessly into the café and family room—creating a comfortable setting for everyday living and entertaining. The private garage provides convenient access to the interior hallway, which leads to three secondary bedrooms and a full bathroom with a dual-sink vanity. The spacious primary suite offers a relaxing retreat with a large walk-in closet and an ensuite bathroom featuring a walk-in shower and private water closet. Thoughtfully designed for both comfort and functionality, this home offers a well-balanced layout with inviting shared spaces and private bedroom accommodations.

341 Meredith Boulevard, Winter Haven

Listing courtesy of DRB GROUP REALTY, LLC. 407-270-2747
$325,000
4 Beds ⋅ 3 Baths ⋅ O6431627 MLS
Sellers are Motivated!! Welcome to this beautifully maintained 4-bedroom, 2.5-bath residence in the highly sought-after VillaMar community of Winter Haven. Built with energy-efficient construction and featuring fully paid-off solar panels, this home offers the perfect blend of comfort, style, and long-term savings. Step inside to an inviting open-concept floor plan designed for today’s lifestyle. The spacious living and dining areas flow seamlessly into the gourmet kitchen, featuring ample cabinetry, generous counter space, and an ideal layout for both everyday living and entertaining. The primary suite is conveniently located on the first floor, offering privacy and comfort with an en-suite bathroom and spacious walk-in closet. Upstairs, you’ll find three additional bedrooms, a full bathroom, and a versatile loft that provides the perfect space for a second living area, media room, playroom, or home office. Conveniently located just minutes from US Highway 27, Highway 60, and SR-17, this home offers easy access to Orlando, Lakeland, Tampa, and Central Florida’s major employment centers. Shopping, dining, grocery stores, medical facilities, and everyday conveniences are all nearby. Whether you’re a first-time homebuyer, growing family, seasonal resident, or investor, this move-in-ready home presents an exceptional opportunity in one of Winter Haven’s fastest-growing communities. Schedule your private showing today!

1836 Carnostie Road, Winter Haven

Listing courtesy of ALORA REALTY GROUP INC. 407-790-9605
$326,990
4 Beds ⋅ 2 Baths ⋅ O6431559 MLS
Under Construction. Introducing the Cali floorplan at Willowbrook South, in Winter Haven, Florida, where every square foot is put to use with sophistication and comfort. Inside this 4-bedroom, 2-bathroom home, you’ll find 1,828 square feet of comfortable living. This meticulously designed residence combines modern convenience with timeless elegance, showcasing quartz counters and tile floors throughout. As you step inside, you are greeted by an inviting foyer that leads you into the heart of the home. The open-concept layout seamlessly connects the living room, dining area, and kitchen, creating a perfect space for entertaining family and friends. The spacious living room features abundant natural light, thanks to large windows that provide picturesque views of the surrounding landscape. With ample room for seating, it's an ideal spot for relaxation and gatherings. The kitchen is a true highlight, including granite countertops, sleek stainless-steel appliances, a walk-in pantry and an oversized island with a breakfast bar. Whether you're preparing a casual meal or hosting a formal dinner, this kitchen is well-equipped to meet your culinary needs. The four generously sized bedrooms offer flexibility for various lifestyles. The primary suite located in the rear of the home is a tranquil retreat, featuring a private ensuite bathroom with dual sinks, a separate shower, and a walk-in closet. The remaining three bedrooms share one well-appointed bathroom, making morning routines a breeze. Laundry won't be a chore with its dedicated space convenient to all bedrooms. Like all homes in Willowbrook South, the Cali 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.*

2759 Adeline Avenue, Winter Haven

Listing courtesy of DR HORTON REALTY OF CENTRAL FLORIDA LLC. 407-250-7299
$289,900
4 Beds ⋅ 2 Baths ⋅ O6418010 MLS
Stunning! Fresh Farm Style, Located on a quiet 'No Outlet' street within walking distance of the Happy Valley Trail with gorgeous water views of Lake Conine. Split floor plan, 4bed/2 bath; Front facade is stucco'd with beautiful stone entry; Inside are new solid wood wht shaker cabinets with 'Luna Pearl' granite in kitchen & baths w/ under mount sinks; All NEW Samsung gourmet stainless steel appliances; Large breakfast bar with TONS of cabinetry 36" uppers (with crown); All new vinyl plank flooring thru-out entire home (no carpet); Inside laundry; 4th bedroom is large in-law style, Brand NEW architectural roof; Updated AC, windows; All new faucets, fixtures, fans & LED lighting; Bathrooms have custom tile and tub surrounds with rain head shower and stone deco inlay mosaics; New 3 tone paint inside and out; Secluded backyard fully fenced in for pets; Relax in oasis pool that has full privacy with no 2 story surrounding houses. No HOA... this home has it all!

116 Harbor Drive, Winter Haven

Listing courtesy of XCELLENCE. 866-595-6025
$359,900
4 Beds ⋅ 4 Baths ⋅ P4939517 MLS
Welcome to this beautifully remodeled 4-bedroom, 3-bathroom home that perfectly blends modern upgrades with exceptional versatility. Situated on a spacious 1/3-acre fenced lot just 1/4 mile from Lake Howard, this move-in-ready property offers an incredible combination of style, space, and functionality. The main home has been completely renovated with new flooring, fresh interior and exterior paint, new windows, and a new A/C system and newer roof. The gorgeous kitchen features quartz countertops, stainless steel appliances, and updated cabinetry, while the remodeled bathrooms provide a clean, modern finish. A dedicated home office offers the perfect space for working remotely, studying, or pursuing your favorite hobbies. One of the property’s most unique features is a 6’ x 6’ cellar, providing additional storage or flexible space rarely found in homes in the area. Outside, you’ll find an attached two-car carport along with a detached two-car garage, giving you plenty of room for vehicles, a workshop, storage, or recreational equipment. Adding even more value is the detached mother-in-law suite/apartment, complete with its own living room, kitchenette with a sink and mini refrigerator, private bedroom, full bathroom, and an additional half bath connected to the bedroom. Whether used for extended family, guests, or a private retreat, this flexible space offers endless possibilities. The expansive fully fenced backyard provides plenty of room for entertaining, pets, gardening, or future outdoor amenities. Conveniently located just minutes from Lake Howard, shopping, dining, parks, and everything Winter Haven has, this beautifully updated property truly has it all. Don’t miss your opportunity to own this one-of-a-kind, turnkey home with modern upgrades, flexible living space, and exceptional amenities. Schedule your private showing today!

2218 Avenue B Sw, Winter Haven

Listing courtesy of HOT FLORIDA REAL ESTATE. 863-473-4544
$309,990
3 Beds ⋅ 2 Baths ⋅ O6430644 MLS
Under Construction. The Astor is one of our one-story floorplans featured in Harmony at Lake Eloise in Winter Haven, Florida. With 3 exteriors to choose from, the Astor is sure to turn heads. Inside this 3 bedroom, 2 bathroom home, you’ll find 1,565 square feet of comfortable living. This home offers a two-car garage and covered porch in the rear of the home. As you enter, you're greeted with a spacious living area, coat and linen storage closets and dedicated laundry room. The kitchen located in the center of the home features quartz countertops, an island, stainless steel appliances and a pantry. You’ll never be too far from the action with the living and dining area to the immediate left and right. The primary bedroom has an attached bathroom that features a walk-in closet, double sink vanity and all the space you need to get ready in the morning. Every bedroom features 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 Harmony at Lake Eloise, the Astor 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. *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.*

1746 Hummingbird Road, Winter Haven

Listing courtesy of DR HORTON REALTY OF CENTRAL FLORIDA LLC. 407-250-7299
$229,900
2 Beds ⋅ 2 Baths ⋅ L4963852 MLS ⋅ N/A BLDG.
Virtually Staged. Completely renovated ground-floor condo with beautiful lake views of Lake Winterset on the world-famous Winter Haven Chain of Lakes! Welcome to Winterset, where this stunning remodeled 2 bedroom, 2 bath condo combines a spacious interior, private screened porch, exceptional water views, and the amenities of one of Winter Haven's most desirable gated communities. From top to bottom this unit is fresh, bright, and remarkably spacious. New flooring flows throughout, complemented by updated lighting, contemporary ceiling fans, modern fixtures, and a crisp neutral palette. The open living and dining areas provide plenty of room to relax and entertain, while large windows frame the expansive lawn and sparkling waters of Lake Winterset beyond. The expanded kitchen delivers the wow factor with elegant granite countertops, soft-close cabinetry with crown molding, black appliances including a gas range and dishwasher, a generous breakfast bar, and abundant cabinet and counter space. Open to the dining and living areas, it creates an easy flow throughout the main living space. The primary suite offers beautiful lake views, a huge walk-in closet and a luxurious master bath with double vanity undermount sinks, granite countertop, sleek chrome fixtures and a frameless glass walk-in shower surrounded by custom tile. Positioned separately from the primary suite, the spacious second bedroom offers two closets and convenient access to the beautifully renovated guest bath, complete with granite-topped vanity and custom-tiled tub and shower. The thoughtful layout also includes an interior laundry area and additional storage. Stepping outside to the private screened porch you'll find the perfect spot to unwind while watching the water and the most amazing sunsets you have to see to believe. Beyond the residence, Winterset delivers the Florida lifestyle buyers come here to enjoy. Residents have access to a heated lakefront swimming pool and spa, clubhouse, tennis and pickleball courts, shuffleboard, and a private boat ramp with direct access to the Winter Haven Chain of Lakes—opening the door to boating, fishing, water skiing, sunset cruises, and waterfront dining. Shopping, restaurants, medical facilities, LEGOLAND Florida Resort, and downtown Winter Haven are all just minutes away, while convenient routes toward Tampa and Orlando make the location equally appealing for everyday living and weekend adventures. Beautifully renovated, ground-floor living, an unusually spacious primary suite, private screened porch, resort-style amenities, Chain of Lakes access, and a gorgeous water view right outside your windows—this is the kind of Winter Haven condo that's easy to fall in love with.

503 Sweet Bay Circle, Winter Haven

Listing courtesy of THE STONES REAL ESTATE FIRM. 863-412-2080
$355,000
3 Beds ⋅ 2 Baths ⋅ P4939422 MLS
1124 Sawgrass Drive Winter Haven, Fl. 33884 is located in Lake Ashton, an Exclusive Florida Retirement Community offering tailored activities and amenities to those seeking an Active 55 Plus lifestyle. Built in 2022 with 1,917 sq. ft. living area, this ST. MARKS floor plan home is MOVE IN READY and is located on the 10th Fairway of the West Golf Course in Lake Ashton. When you enter this home you have a direct view of the golf course thru the Triple Sliders that separate the LR from the Lanai. This Split Floor Plan offers: Formal and Casual Dining areas, a Living Room, Laundry Room, Primary Suite, 2 Bedrooms and a Flex Room with Built In Shelves. The living room is at the center of the this home with the Kitchen, Formal Dining, Primary Suite and Dinette areas flowing into the LR area. The Kitchen is spacious and offers a Breakfast Bar, SS Appliances, Recessed Lighting, Pull Out Drawers, Ample 42" Cabinetry and Granite Countertops. The Dinette area is easily accessible to the kitchen and Flex Room and Double Sliders provide direct access to the Covered and Screened Lanai. The Open and Spacious Floor Plan makes entertaining a BREEZE! The comfortable and spacious Primary Suite offers His/Her Walk in Closets, an attractive Primary Bath area with His/Her separate vanities, large soaking tub, walk in shower, separate water closet and linen closet. Glass Block accents the Primary Bath and provides an abundance of natural light into the room. Bedroom 2 and Bedroom 3 are separated by the Guest Bathroom with shower/tub combo and comfort height vanity. Each Bedroom has a built in Closet. The laundry room (washer/dryer included in the sale of the home) is sizable and is the passage from the garage to the kitchen. The garage has a separate golf cart entry and the golf cart is included with the sale of the home. Grab a great book and a cup of coffee and relax on the screened and covered lanai. Lake Ashton is a gated and guarded Florida Active Community with resort style amenities (2 Clubhouses with Movie Theater, Restaurant, Outdoor/Indoor Pools, Fitness Centers and More! Residents enjoy activities like Karaoke, Trivia, Dances, Entertainment Series, Holiday Events and so much more. You can stay busy living the Florida Retirement Dream every single day. For those that love the game of golf, there are (2) 18-Hole Golf Courses, a Pro Shop, Driving Range, Putting Green and the Eagles Nest (Hole 19). Don't wait to tour this home; tour it today!

1124 Sawgrass Drive, Winter Haven

Listing courtesy of LAKE ASHTON REALTY INC.. 863-409-6899
$329,499
4 Beds ⋅ 3 Baths ⋅ TB8535232 MLS
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.

5386 San Pietro Drive, Winter Haven

Listing courtesy of CASA FRESCA REALTY. 813-727-4093
$389,499
5 Beds ⋅ 3 Baths ⋅ TB8535230 MLS
Under Construction. Valencia BELOW MARKET INTEREST RATES with use of Seller's Preferred Lender. Prepare to be impressed by the Valencia, a two-story home featuring 5 bedrooms, 3 bathrooms, and a 2-car garage. This floorplan is designed for modern living and effortless entertainment. Step through the elegant foyer into a vibrant main living area, complete with a private guest suite for ultimate comfort. The kitchen shines with sleek quartz countertops, stainless steel appliances, and luxurious vinyl plank flooring overlooking the dining area which flows beautifully to the covered lanai through sliding glass doors. Upstairs, you’ll find the secluded owner’s suite complete with a walk-in shower, dual vanity and spacious walk-in closet. Conveniently located by the additional bedrooms is the cleverly designed oversized laundry room. Another modern feature of the Valencia is the smart thermostat with voice control, making energy efficient living a breeze. Outside, enjoy the chic elevation and professionally curated landscaping that adds the perfect finishing touch to this exceptional home. 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.

5390 San Pietro Drive, Winter Haven

Listing courtesy of CASA FRESCA REALTY. 813-727-4093
$399,990
4 Beds ⋅ 3 Baths ⋅ O6430000 MLS
Under Construction. Ready in October 2026! 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

Listing courtesy of DRB GROUP REALTY, LLC. 407-270-2747
$395,470
4 Beds ⋅ 3 Baths ⋅ W7888136 MLS
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

Listing courtesy of MALTBIE REALTY GROUP. 813-819-5255
$350,165
4 Beds ⋅ 2 Baths ⋅ W7888133 MLS
Pre-Construction. To be built. Welcome to Ashton Covey in Winter Haven! The Panama single-family home is what you always pictured for yourself. Step in from the 2-car garage or front porch and pass the first of 3 spacious bedrooms and a full bath with double vanity. A versatile flex space can be used as an office, a study, or a 4th bedroom. In the dining area, prepare to be wowed. This space is highlighted by a gourmet kitchen with a large island overlooking a lanai and a great room where friends and family will gather. Your luxurious owner’s suite includes a beautiful tray ceiling, a double vanity owner’s bath and a huge walk-in closet. The Panama is pure bliss. 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.

2236 Labrador Loop, Winter Haven

Listing courtesy of MALTBIE REALTY GROUP. 813-819-5255
$470,000
4 Beds ⋅ 2 Baths ⋅ L4963924 MLS
CHAIN OF LAKES LAKEFRONT LIVING on Lake Rochelle! Welcome to Island Lakes, where everyday life feels like a vacation. Located on the highly desirable Winter Haven Chain of Lakes, this beautifully updated home offers the ultimate waterfront lifestyle—boating, sunset cruising, and lakefront dining right from your own backyard. This 4-bedroom, 2-bath home is designed for both comfort and entertaining, featuring an open floorplan with stunning lake views from the main living areas. The spacious great room is filled with natural light, showcasing soaring ceilings, plant shelves, and an expansive sliding glass door that seamlessly blends indoor and outdoor living. The updated kitchen is both stylish and functional, complete with new cabinetry, solid surface countertops, stainless steel appliances, a full tile backsplash, breakfast bar, and a cozy eat-in nook—all perfectly positioned to take in the water views. The primary suite has been beautifully renovated, featuring a sliding barn door leading to a spa-like bathroom with a walk-in glass and tile shower, dual vanities with stone countertops, and a large walk-in closet with built-ins and hidden storage. Step outside and experience true Florida living with a huge screened outdoor living space complete with a hot tub, perfect for relaxing evenings or entertaining guests year-round. Beyond that, enjoy your private dock with a covered boat lift and freshwater supply, ready for days on the Chain. A public boat ramp is just minutes away. This home also features $92,000 in solar panels, providing exceptional energy efficiency and long-term savings—keeping utility costs low while supporting a more sustainable lifestyle. Additional features include a fully fenced backyard, beautiful lake views, and a prime location near Hwy 27 and I-4 with easy access to Orlando, Disney, Lakeland, and Tampa. This is more than a home—it’s a true Chain of Lakes lifestyle with comfort, efficiency, and unforgettable views.

4123 Island Lakes Drive, Winter Haven

Listing courtesy of KELLER WILLIAMS REALTY SMART 1. 863-508-3000

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