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Winter Haven
$275,000
3 Beds ⋅ 2 Baths ⋅ Magnolia Preserve Ph 4 SubDv. ⋅ 33880 Zip Code
Welcome to 5135 Magnolia Preserve Blvd, Winter Haven. This beautifully maintained 3-bedroom, 2-bathroom, home offers the perfect combination of comfort, space, and convenience. Designed with an inviting open-concept floor plan, split bedrooms and vaulted ceilings. This residence provides ample room for both everyday living and entertaining. The kitchen includes a seated bar that overlooks the great room. The private master bedroom suite boasts a large walk-in closet. Property also includes a whole-house water filtration system and an 8' x 12' backyard shed. This home was built in 2019 by Southern Homes and sits on a nice size lot featuring an attached 2 car garage. Easy access to freeways, restaurants, shopping, boating, fishing charters, and LEGOLAND. The neighborhood is walking distance from Eagle Lake complete with boat ramps, rolling hills and beautiful sunsets. This property presents an excellent opportunity to enjoy the best of Central Florida living.

Winter Haven

215 S Lake Howard Drive, Winter Haven
$419,000
3 Beds ⋅ 2 Baths ⋅ Linger & Nichols Sub/Winter H SubDv. ⋅ 33880 Zip Code
LAKEFRONT OPPORTUNITY ON LAKE HOWARD! Enjoy the Winter Haven waterfront lifestyle at 215 S Lake Howard Drive. This 3-bedroom (with bonus room off bedroom- possibly and office overlooking the lake), 2-bath home includes lakefront property directly across Lake Howard Drive from the residence, providing access to beautiful Lake Howard along with a private dock and covered boat area. The home has recently been refreshed and is ready for its next chapter, featuring fresh interior paint, new carpet and padding, professional cleaning, and professionally steam-cleaned tile. The floor plan offers comfortable living spaces, a single-car garage, and a large screened rear patio overlooking the spacious, fenced backyard. Across the street, your lakefront area provides the opportunity to enjoy boating, fishing, and everything that makes living on Lake Howard so special. Keep your boat conveniently at the dock and head out on the water to enjoy the Central Florida lake lifestyle. The home offers a great foundation for a buyer looking for waterfront access while still having the opportunity to make additional improvements and personalize the property. With some added love and updating, this could become a wonderful full-time residence, seasonal Florida home, or lake retreat. Conveniently located near downtown Winter Haven, shopping, dining, medical facilities, and area attractions, this property combines an established location with one of Winter Haven's most desirable amenities—access to Lake Howard right across the street. Bring your vision, your boat, and your love of the water and discover the possibilities at 215 S Lake Howard Drive!

215 S Lake Howard Drive, Winter Haven

815 Lake Jessie Drive, Winter Haven
$595,000
4 Beds ⋅ 4 Baths ⋅ East View Pkwy SubDv. ⋅ 33881 Zip Code
Virtually Staged. Mediterranean-Style Estate with Private Casita, Pool, Covered 2-Car Garage, Spacious Workshop & NO HOA in Winter Haven. Welcome to a truly unique Mediterranean-style estate offering over 4,100 square feet of living space, exceptional versatility, and the freedom of no HOA. This spacious property features a main residence plus a private casita, creating an ideal setup for multi-generational living, extended family, guests, a private home office, or flexible additional living space. Inside, you'll find generous living areas, beautiful architectural details, and plenty of room for both everyday living and entertaining. Recent improvements include a NEW ROOF and NEW AC, offering added peace of mind for the next owner. Enjoy your own private outdoor oasis featuring a beautiful saltwater pool with a new heating and cooling system, complemented by a poolside cabana, perfect for relaxing and entertaining year-round. The property also features a covered 2-car garage and an ample workshop, providing excellent space for vehicles, hobbies, projects, tools, storage, or recreational equipment. Need even more room for your toys? With no HOA and ample parking for boats, RVs, and recreational vehicles, this property offers the space, flexibility, and freedom that can be difficult to find. Conveniently located near Winter Haven's famous Chain of Lakes, you'll be close to boating, fishing, recreation, shopping, dining, and everything the area has to offer. Whether you're searching for a family estate, multi-generational home, private guest accommodations, a home with income potential, or simply a distinctive property with plenty of space and privacy, this home offers endless possibilities. Can't tour in person? Virtual tours are also available! Contact us today to schedule your private showing or virtual tour and experience everything this exceptional Winter Haven property has to offer.

815 Lake Jessie Drive, Winter Haven

124 Edgewater Drive, Winter Haven
$239,999
3 Beds ⋅ 1 Baths ⋅ Carefree Cove SubDv. ⋅ 33881 Zip Code
Welcome to this charming home tucked into the desirable Carefree Cove neighborhood of Winter Haven. This 3 bedroom, 1 bath home is as cute as a button and features 912 sq ft of living space that has been thoughtfully remodeled throughout, offering move-in-ready comfort with none of the guesswork. The front exterior has custom woodwork making a modern statement as soon as you pull up. A long driveway can accommodate multiple vehicles or storage for a boat or RV. Upon stepping inside you'll find brand-new laminate flooring flowing throughout every room, making clean ups and pet care easy peasy as there is NO carpet anywhere in the home. An upfront drop-zone is perfect for slipping on your shoes or storing purses & backpacks. Love to entertain??? Then the large family room will check these boxes! With a beautiful fireplace as a focal point, you'll also have a cafe section perfect for popcorn & snacks with a beverage fridge tucked in the corner. Tons of windows throughout make this a bright and airy home. The kitchen has been upgraded to butcher block countertops that are stunning on the eyes. A large pantry can easily accommodate all the big cases of water, rolls of paper towel & much much more! Just off of the kitchen is a nicely sized dining room. This can hold a large formal table and still have room for a serving buffet or credenza for extra storage. All 3 bedrooms feature new closet sliding doors. Major system upgrades give buyers extra peace of mind, including a brand-new roof and a 4-year-old air conditioning system. The big-ticket items are already taken care of. This home sits on a generous 7,279 sq ft lot with a fully fenced rear yard and a bonus screened patio, perfect for enjoying Florida evenings. Fire up the grill and enjoy BBQing while cozying up to a fire-pit in your rear backyard oasis. Solid block construction and a slab foundation add to the home's durability. Ideally located just off Carefree Cove Drive near the water, this home offers a quiet, established neighborhood feel while remaining close to Winter Haven's shopping, dining, and the area's famous chain of lakes. Whether you're a first-time buyer, downsizer, or investor, this fully updated home is ready for its next chapter. Schedule your showing today!

124 Edgewater Drive, Winter Haven

2668 Rutledge Court, Winter Haven
$232,000
3 Beds ⋅ 2 Baths ⋅ Traditions Ph 01 SubDv. ⋅ 33884 Zip Code
Beautifully Upgraded 1-Story Townhome|Low-Maintenance Florida Living! 2 BR PLUS BONUS ROOM-can be used as 3rd Br/2 Full BA home featuring GORGEOUS wood-plank Italian tile floors with authentic real-wood look, designer selected paint-pallets for a neutral interior to make your own. Upgraded carpet in bedrooms, HUGE Walk-in closet in Master BR, custom light fixtures with dimmer in Dining Room for softer lighting when desired. Stainless steel appliances in kitchen with range above oven and disposal. Separate laundry room with storage closet near kitchen. Enjoy soaring high ceiling with sky light and open floor plan with kitchen/dining room/living room adjacent for an open and airy feel. Upgraded ceiling fan/light combos for cool interior, as well as custom outdoor fan to stay cool on your screened in back porch, overlooking beautiful lined oak trees. The garage is designed for convenience with custom ceiling storage racks to provide organization for tools, recreation equipment, and all your Florida lifestyle essentials, while still being able to park in the garage and your private driveway. The Verandahs amenities include gated community pool & private dock on Lake Reeves. Winter Haven is renowned for its famous Chain of Lakes, making this charming town an ideal location for boating, fishing, and outdoor enthusiasts. Conveniently located within easy reach of the attractions and entertainment of Orlando and Tampa, as well as major international airports, this home offers an appealing combination of tranquillity and accessibility. A wonderful opportunity to enjoy comfort, style, recreation and the best of Central Florida!

2668 Rutledge Court, Winter Haven

5281 Pebble Beach Boulevard, Winter Haven
$279,900
3 Beds ⋅ 2 Baths ⋅ Lake Ashton West Ph 01 SubDv. ⋅ 33884 Zip Code
Begin the next exciting chapter of your life in Lake Ashton, Central Florida’s premier 55+ active-adult community, where this beautifully maintained and tastefully updated 2-bedroom, 2-bath home with den offers the perfect combination of comfort, convenience, and Florida lifestyle living. Ideally situated on a desirable corner lot with a generously sized yard, this inviting home welcomes you with its attractive curb appeal and continues to impress with thoughtful updates and quality features throughout. The kitchen offers 42-inch upper cabinets and solid-surface countertops, while beautiful wood flooring flows through the living room and den, creating a warm and inviting setting for relaxing or entertaining. The bedrooms feature newer carpeting for added comfort, and important major improvements provide exceptional peace of mind, including a new air-conditioning system and electric water heater in 2018, a new roof in 2023, and exterior painting completed last year for a fresh, crisp appearance and added weather durability. The washer & dryer are newer. Best of all, this exceptional home is being sold turnkey, including the furniture, electronics, furnishings, golf cart, and charger, making it possible to move in and immediately begin enjoying the Florida lifestyle without the hassle of furnishing a new home. Adding even more value, the seller is offering a $4,500 credit at closing toward new kitchen appliances. Beyond your front door, Lake Ashton delivers an extraordinary resort-style lifestyle with two 18-hole championship golf courses, a 26,000-square-foot clubhouse, a state-of-the-art health and fitness center, indoor and outdoor swimming pools, pickleball courts, a bowling alley, and an impressive calendar of clubs, activities, social events, and opportunities to make new friends. With its desirable corner-lot setting, spacious yard, numerous updates, turnkey convenience, golf cart, and access to one of Central Florida’s most sought-after active-adult lifestyles, this is a home that deserves to be experienced in person. Schedule your private showing today and discover how enjoyable your next chapter could be at Lake Ashton.

5281 Pebble Beach Boulevard, Winter Haven

1540 S Lake Shipp Drive, Winter Haven
$215,000
2 Beds ⋅ 1 Baths ⋅ Lake Shipp Heights SubDv. ⋅ 33880 Zip Code
Welcome home! If you’ve been looking for a home with a little more room to enjoy both inside and out, this 2-bedroom, 1-bath Winter Haven home may be just what you’ve been waiting for. As you step inside, you’re welcomed by a spacious living area with beautiful wood flooring and a brick fireplace that gives the room plenty of character. The kitchen features white cabinets, stainless steel appliances, plenty of counter space, and tile flooring. There’s also an additional enclosed space that gives you options—make it your home office, sitting area, playroom, or whatever works best for you. And wait until you see the outdoor space! Sitting on approximately 0.29 acres, the property is fully fenced with plenty of front yard and backyard space. Whether you enjoy entertaining, gardening, spending time outside with your pets, or simply want a little more room between you and your neighbors, there’s plenty of space to make it your own. You’ll also have a detached storage building for those extra items, an attached one-car garage, and a roof that is approximately 6 years old. And one more thing buyers will appreciate—NO HOA! Conveniently located in Winter Haven near shopping, dining, and everyday needs, this home gives you space, flexibility, and the freedom to make it your own. Come take a look and imagine yourself calling this one home. Schedule your private showing today!

1540 S Lake Shipp Drive, Winter Haven

117 Homewood Drive, Winter Haven
$350,000
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

7808 Waterview Way, Winter Haven
$115,000
2 Beds ⋅ 2 Baths ⋅ Garden Villas Condo Ph 01 SubDv. ⋅ 33884 Zip Code
Investor Special!! Welcome to resort-style living in the highly sought-after gated waterfront community of Winterset, where convenience meets comfort in this charming 2-bedroom, 2-bathroom 2-story condo. Step inside to discover a spacious living and dining room combo that creates an inviting atmosphere for relaxation and entertaining. The well appointed kitchen features appliances and a convenient breakfast bar, perfect for causal dining or morning coffee. The master bedroom suite features a generous walk-in closet, providing ample storage space. For your convenience, a stackable washer and dryer are included. This professionally managed community boasts a plethora of amenities, including a clubhouse, fishing pier, heated pool, hot tub, and tennis courts—all overlooking the serene Lake Winterset, part of the renowned "Chain of Lakes." Enjoy peace of mind with state-of-the-art security in this well-maintained environment. You’re just minutes away from Lego Land and conveniently located near Disney and other Florida amusement parks, shopping, dining, and more. Alternatively, relish the numerous community offerings, including a fitness center, shuffleboard, and expansive green spaces perfect for walking your family pet. Experience the perfect blend of leisure and lifestyle at Winterset!

7808 Waterview Way, Winter Haven

7002 Summit Circle, Winter Haven
$340,000
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

4028 Phoenician Way, Winter Haven
$330,000
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

4064 Phoenician Way, Winter Haven
$449,900
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

1631 Linz Court, Winter Haven
$190,500
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

948 Summer Glen Drive, Winter Haven
$259,990
3 Beds ⋅ 2 Baths ⋅ Coventry Cove Ph Ii SubDv. ⋅ 33880 Zip Code
WELCOME TO 948 SUMMER GLEN DRIVE! Discover a wonderful opportunity to own this well-maintained 3-bedroom, 2-bath single-family home in the Coventry Cove community of Winter Haven. Built in 2019 and offering approximately 1,690 square feet of living space, this home combines a modern layout, comfortable living areas, and plenty of room to make it your own. Step inside to a bright, open-concept floor plan where the kitchen and main living areas flow together, creating an inviting space for everyday living and entertaining. The kitchen features stainless-steel appliances, ample workspace, and convenient access to the dining and living areas. The thoughtfully designed split-bedroom layout provides separation between the primary bedroom and additional bedrooms, while two full bathrooms provide added functionality. Outside, enjoy the covered rear porch and a generous 7,688-square-foot lot, offering additional outdoor space to relax, entertain, garden, or create the backyard setup you’ve been envisioning. An attached 2-car garage provides convenient parking and additional storage. Located in an established Winter Haven community with a low HOA fee, this home offers convenient access to shopping, dining, recreation, and major roadways, making it easy to enjoy everything Central Florida has. Best of all, the property is vacant and ready to show, giving buyers the opportunity to tour at their convenience. With a newer 2019 construction date, spacious interior, modern kitchen, covered outdoor living space, 2-car garage, and convenient Winter Haven location, this home deserves a closer look. Schedule your private showing today and come experience 948 Summer Glen Drive for yourself!

948 Summer Glen Drive, Winter Haven

9504 Waterford Oaks Boulevard, Winter Haven
$725,000
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

1475 Grand Cayman Circle, Winter Haven
$359,000
3 Beds ⋅ 2 Baths ⋅ Lake Dexter Moorings SubDv. ⋅ 33884 Zip Code
Virtually Staged. WATERFRONT LIVING ON BEAUTIFUL LAKE DEXTER-PRIVATE DOCK - OVERSIZED CORNER LOT -Newly Remodeled -Bring the boat and start enjoying the Florida waterfront lifestyle! This beautifully updated 3 Bedroom 2 Bath plus separate Dining Room/Office Lake Dexter canal home offers your own 15 X 25 private dock with electric and water, giving you easy access to boating, fishing and days on the lake. All right from your backyard. Inside, the spacious split-bedroom floor plan features an oversized living room with a fireplace and triple sliding doors opening to the screened lanai and spa. The kitchen had been remodeled with new quarts countertops, new abundant cabinetry, breakfast bar, additional counter space & beverage/wine cooler perfect for entertaining! The formal dining room can easily be converted into a large office/den with built-in oak bookshelves provides the perfect space for working from home or additional flex space. The newly renovated private primary suite offers dual walk-in closets, an updated bath and triple sliders providing direct access to the lanai, spa and outdoors! The guest bathroom has also been beautifully improved. Large inside laundry with plenty of pantry storage is great for organization. Outside, enjoy the huge lot partially fenced in from the waterfront dock! NEWER HVAC and DUCTWORK! NEW SPA PUMP & FILTER! The community also offers an additional boat ramp and community pool to enjoy when you come back in and want to cool off! If waterfront living, boating, fishing and plenty of space are on your wish list, this Lake Dexter home deserves a closer look! You will love living here!

1475 Grand Cayman Circle, Winter Haven

400 Bayou Road, Winter Haven
$258,000
2 Beds ⋅ 2 Baths ⋅ Fla Highlands Co Sub SubDv. ⋅ 33884 Zip Code
This beautifully decorated, impeccably maintained two-bedroom, two-bathroom home sits on a spacious corner lot with a view of the canal across the street. Stepping inside, an inviting and bright layout unfolds into a large living room that flows seamlessly into the dining area. To the left, a well-appointed guest bedroom sits adjacent to a full bath, while the primary suite offers a generous walk-in closet and a spacious ensuite bathroom with a dedicated linen closet. To the right of the dining area, the kitchen features room for an eat-in table and leads through a full-size utility room into a attached one-car garage. Out back, a massive 14x28 screened lanai opens up to a private backyard oasis filled with lush flowers, shrubs and trees. Updated white vinyl privacy fence (2024), pavers installed in the area to the right side of the home (2025), and fresh mulch (2026). Additional recent upgrades include a new Carrier A/C unit (2023), tankless hot water heater (2023), flooring in living room & dining room (2024) and front gutters & downspouts (2025). Located just down the road from this home is Lake Ned's 73-acre lake with a park—complete with a boat launch, fishing, playground, and pavilions. Anglers will love fishing for largemouth bass, bluegill, black crappie (specks), redear sunfish, blue tilapia, nile tilapia, carp, catfish, bowfin, gar and chain pickerel. For more convenience there is nearby shopping, gas stations, churches, grocery stores and restaurants. This aggressively priced home offers an exceptional lifestyle. Note: Washer, dryer, kitchen refrigerator, dining room light fixture, security system, and the outdoor front shed do not convey.

400 Bayou Road, Winter Haven

751 Grove Street, Winter Haven
$329,999
4 Beds ⋅ 2 Baths ⋅ Inman Grvs Ph 2 SubDv. ⋅ 33881 Zip Code
Welcome to this beautiful 2023-built home in Winter Haven, offering 4 bedrooms, 2 bathrooms, approximately 1,867 square feet of living space, a two-car garage, and a fenced yard. Designed for comfortable modern living, this home features tile flooring throughout the main living areas and carpet in the bedrooms. The open-concept kitchen is perfect for everyday living and entertaining, featuring a large kitchen island, pantry, dining area, and all appliances included. Additional features include a whole-home water filtration system and solar panels that may be transferred to the buyer, subject to applicable terms and buyer qualification. Conveniently located near shopping, dining, medical facilities, and everyday essentials, with easy access to Cypress Creek Plaza, Polk State College, Winter Haven Hospital, and the Winter Haven station. Enjoy being close to LEGOLAND® Florida Resort and PEPPA PIG Theme Park, while Walt Disney World® Resort and the greater Orlando area are approximately 45 minutes away, depending on traffic and destination. This home is ready for its next owner. Schedule your private showing today!

751 Grove Street, Winter Haven

1205 Eagle Pond Drive Unit 1205, Winter Haven
$162,000
2 Beds ⋅ 2 Baths ⋅ Eagle Pond Condo SubDv. ⋅ 33884 Zip Code
Enjoy the Florida lifestyle in Cypresswood Golf & Country Club! This inviting 2-bedroom, 2-bathroom second-floor condo offers comfortable living in a desirable Winter Haven community. PRICED TO SELL. The home features LVP flooring, a newer water heater, and convenient exterior storage for golf equipment, seasonal items, and more. Cypresswood Golf & Country Club offers an array of amenities, including a 24-hour manned guard gate, an 18-hole championship golf course, tennis, pickleball and basketball courts, community pool, restaurant, clubhouse and more. Whether you're looking for a full-time residence, winter retreat, or a place to enjoy an active Florida lifestyle, this condo offers comfort and convenience in a welcoming community. Conveniently located near US-27, you'll have easy access to restaurants, shopping, entertainment, and everyday conveniences, while still enjoying the relaxed atmosphere of a golf and country club community. Low monthly HOA fee. Schedule your visit TODAY.

1205 Eagle Pond Drive Unit 1205, Winter Haven

3948 Giorgio Drive, Winter Haven
$259,900
3 Beds ⋅ 2 Baths ⋅ Villamar SubDv. ⋅ 33884 Zip Code
Brand new, energy-efficient home available by Aug 2026! Open floor plan with a lot of flexibility. Retreat to your primary suite that is conveniently situated in the back of the home for plenty of privacy and offers a huge walk-in closet and bathroom with dual sink vanity and standalone shower. Visit Villamar and explore new single-family homes for sale in Winter Haven, FL. Residents will have access to two resort-style amenity centers featuring a clubhouse, pool, and playground. Winter Haven is known for its beautiful chain of lakes with lakeside restaurants and its award-winning community theater. Nearby attractions include Legoland Florida and Peppa Pig Theme Park. A brand-new model and new phase are coming soon. Each of our homes is built with innovative, energy-efficient features designed to help you enjoy more savings, better health, real comfort and peace of mind.

3948 Giorgio Drive, Winter Haven

113 Avenue C  Se, Winter Haven
$319,900
4 Beds ⋅ 2 Baths ⋅ Haven Terrace SubDv. ⋅ 33880 Zip Code
SINGLE-FAMILY HOME WITH DETACHED IN-LAW SUITE, RENTAL INCOME & NO HOA! This unique Winter Haven property features a 3-BEDROOM, 1-BATH MAIN HOME plus a separate 1-BEDROOM, 1-BATH DETACHED IN-LAW SUITE, ideal for MULTIGENERATIONAL LIVING, extended family, guests, or ADDITIONAL RENTAL INCOME. The main home is currently operated as a SHORT-TERM RENTAL and is being sold FULLY FURNISHED, with furniture included in the sale price, offering a TURNKEY opportunity for a new owner or a MOVE-IN-READY PRIMARY RESIDENCE. The detached suite has its own PRIVATE ENTRANCE, SEPARATE ADDRESS, PARKING, and SEPARATE UTILITIES currently paid by the tenant, and is generating $1,095/MONTH in rental income while maintaining privacy between both living spaces. Major improvements include NEWER ROOFS completed within approximately the last two years, UPDATED PLUMBING, and CENTRAL A/C for both living spaces. Located just minutes from DOWNTOWN WINTER HAVEN with convenient access to restaurants, shopping, entertainment, and the continued GROWTH AND DEVELOPMENT happening throughout the area. Live in the main home while collecting rental income, continue utilizing the main home as a SHORT-TERM RENTAL, or accommodate extended family—the property offers exceptional FLEXIBILITY for a variety of living arrangements and income opportunities, subject to applicable local regulations. NO HOA!

113 Avenue C Se, Winter Haven

255 Haines Boulevard, Winter Haven
$280,000
4 Beds ⋅ 2 Baths ⋅ Lakes At Lucerne Park Ph 02 SubDv. ⋅ 33881 Zip Code
Perfect for a family purchasing their first home! This four-bedroom, two-bath home offers comfortable Florida living with a functional layout and great outdoor space. One of the standout features is the private, fully fenced backyard, along with a screened-in back patio and covered lanai that create the perfect setting for relaxing, entertaining, or enjoying your morning coffee. Luxury vinyl plank (LVP) flooring runs throughout all bedrooms and main living areas, creating a clean, updated, and easy-to-maintain look, while the bathrooms feature tile flooring. All appliances convey with the home, including the washer, dryer, refrigerator, stove, and garbage disposal, making this home even more move-in ready. The combination of the screened patio, covered lanai, and fenced yard provides an excellent extension of the home’s living space and added privacy. Conveniently located in Winter Haven with access to shopping, dining, entertainment, and major roadways, this home offers a great combination of indoor comfort, outdoor living, and everyday convenience. Schedule your private showing today and see everything this home has to offer!

255 Haines Boulevard, Winter Haven

824 Vienna Drive, Winter Haven
$259,000
3 Beds ⋅ 2 Baths ⋅ Villamar Ph 1 SubDv. ⋅ 33884 Zip Code
Welcome to 824 Vienna Dr, a beautiful Well sought out community 3-bedroom, 2-bathroom home located in the desirable Villamar Phase 1 community of Winter Haven! Built in 2021, this well-maintained home offers approximately 1,402 square feet of comfortable living space with a spacious open-concept design that makes everyday living and entertaining effortless. Step inside to a bright and inviting living area that flows naturally into the dining space and kitchen, creating a comfortable gathering place for family and friends. The primary suite offers a private retreat with its own bathroom, while two additional bedrooms provide plenty of space for family, guests, a home office, or hobbies. A 2-car attached garage adds convenience and valuable storage space. One of the standout features of this property is the larger lot, giving you more room to enjoy the outdoors and create the backyard you've always wanted. The possibilities are endless from adding a pool or playground to creating an outdoor entertaining area, garden, fire-pit space, or your own private backyard oasis, subject to applicable HOA and local requirements. Community itself has a playground, park, and large resort style pool. Located in Villamar Phase 1, you'll enjoy a welcoming community atmosphere with convenient access to shopping, dining, schools, parks, major roadways, and everything Winter Haven has to display. Whether you're looking for your first home, a place to grow your family, or a newer property with room to make it your own, 824 Vienna Dr is an opportunity you won't want to miss. Schedule your private showing today!

824 Vienna Drive, Winter Haven

306 Avenue A Wahneta  E, Winter Haven
$174,500
5 Beds ⋅ 2 Baths ⋅ Wahneta Farms SubDv. ⋅ 33880 Zip Code
5 BEDROOMS + FLEX SPACE! Discover an impressive amount of space and versatility in this 5-bedroom, 2-bath manufactured home. In addition to five bedrooms, a dedicated flex room provides even more functionality—ideal for a home office, hobby room, playroom, or additional living space. Inside, you'll find several updates, including refreshed bathrooms, a tiled shower, updated flooring in key areas, and fresh interior paint. The kitchen flows into the dining area and features additional counter seating, providing a functional layout for everyday living and entertaining. Outside, the 0.21-acre lot offers usable yard space for gardening, outdoor seating, recreation, or entertaining. Conveniently located in the Wahneta area of Winter Haven, the property is near Wahneta Elementary School and just minutes from Lake Gwyn Park, with walking trails, sports fields, playgrounds, and a screened pavilion. With its flexible layout, recent interior updates, usable outdoor space, and convenient Winter Haven location, this property offers plenty of possibilities as a primary residence or investment opportunity. Schedule your showing today!

306 Avenue A Wahneta E, Winter Haven