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4408 Glenns Landing, Winter Haven
$260,000
3 Beds ⋅ 2 Baths ⋅ L4964663 MLS
Beautiful and affordable 3-bedroom, 2-bath home in Cypress Landing on Lake Dexter on a corner lot with just one adjoining neighbor. 1,668 sq/ft living area with an enclosed Lanai. The Kitchen features wood flooring. well-maintained cabinetry with an updated backsplash; refrigerator, stove, microwave. Primary Bath recently upgraded with new granite tile flooring and new shower door. Guest bath finished in durable wood-like finish vinyl plank. Ceiling fans in every room. Enclosed lanai with AC. Portable generator conveys if buyer desires, including a dedicated transfer switch gives whole house powered through any outage. January 2026 Solar Panels Provide extremely low electric bills, averaging $127 /month. New Roof install 2025 - Architectural shingle roof with upgraded peel-and-stick underlayment. Home has been re-plumbed. 50-gallon water heater. Hurricane-rated garage door with Chamberlain chain-drive opener. Rain Bird irrigation keeps the established landscaping low-maintenance. The Home; Situated Just Steps From The Amenities Of Cypress Landing On Lake Dexter — A Peaceful Lakeside Community Offering Pickleball And Tennis Courts, Boat Storage, A Private Boat Ramp, Dock, Community Pool, And Clubhouse. Located Just 1.8 Mile From Legoland Florida, Nestled Between Orlando And Tampa With Easy Access To Theme Parks And Beaches, And Just Minutes From 5 Star Rated Dining And Shopping In Downtown Winter Haven And Other Nearby Cities. Schedule your showing today! You're going to love it!

4408 Glenns Landing, Winter Haven

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

86 Lake Daisy Boulevard, Winter Haven
$259,999
2 Beds ⋅ 2 Baths ⋅ O6449313 MLS
NO HOA AND NO CDD! Welcome to 86 Lake Daisy Blvd in Winter Haven. Don’t let the two-bedroom count fool you—this spacious 2-bedroom, 2-bath home offers 1,826 square feet of living space and an oversized garage with plenty of room for parking, storage, or hobbies. Enjoy an updated interior featuring new flooring, fresh interior and exterior paint, new kitchen and bathroom cabinets, remodeled bathrooms, and updated light fixtures. The roof was replaced in 2023, adding to the home’s appeal.The generous living area provides room to relax and entertain, while the screened porch overlooks a fully fenced backyard with mature trees. With spacious interiors, thoughtful updates, and no HOA or CDD fees, this home is a must-see. Schedule your private showing today!

86 Lake Daisy Boulevard, Winter Haven

Listing courtesy of DALTON WADE INC. 888-668-8283

615 Avenue A  Ne, Winter Haven
$259,999
3 Beds ⋅ 2 Baths ⋅ L4963989 MLS
Charming Historic Winter Haven Bungalow on a Great sized lot near Downtown Winter Haven - Welcome to 615 Avenue A NE, a beautifully maintained 1940 block home tucked in one of Winter Haven's sought-after Historic Districts — just steps from Rotary Park and the shimmering waters of Lake Elbert. This 3-bedroom, 2-bath home offers 1,848 square feet of thoughtfully updated living space on a generous 0.24-acre lot (75x140), blending old-Florida character with modern comfort. Inside, warm laminate flooring flows through a spacious living room anchored by a cozy electric fireplace and custom built-in shelving with entertainment center. The adjoining family room offers even more room to gather, while the fully equipped kitchen features stainless appliances and ample cabinetry, opening to a bright dinette and formal dining room — perfect for everyday living or entertaining. The primary suite includes a walk-in closet and en-suite bath with a walk-in shower, and two additional bedrooms provide flexibility for family, guests, or a home office. A dedicated laundry room adds everyday convenience. Outside, the fully fenced backyard is an entertainer's dream, complete with a paver patio seating area, mature shade trees, a storage shed, and plenty of open lawn for pets, play, or gardening. The attached one-car garage includes a built-in workshop, ideal for hobbyists or extra storage, and an irrigation system keeps the landscaping lush year-round. Located minutes from downtown Winter Haven's shops, dining, and lakefront parks, and with easy access to LEGOLAND Florida Resort and central Florida's major highways, this home offers the rare combination of historic charm, everyday functionality, and an unbeatable location near the water. Don't miss your chance to own a piece of Winter Haven history!

615 Avenue A Ne, Winter Haven

Listing courtesy of LOKATION. 954-545-5583

948 Summer Glen Drive, Winter Haven
$259,990
3 Beds ⋅ 2 Baths ⋅ S5158362 MLS
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

Listing courtesy of AXEN REALTY LLC. 818-932-8800

3661 Queens Cove Boulevard, Winter Haven
$259,990
3 Beds ⋅ 2 Baths ⋅ S5146164 MLS
Welcome to this well-maintained residence located in the established Queens Cove community of Winter Haven. This inviting home offers a comfortable and functional layout with approximately 1,500+ square feet of living space, featuring a spacious living area, a well-designed kitchen, and generously sized bedrooms that provide both comfort and flexibility for everyday living. As you enter, you’ll appreciate the natural flow of the home, creating a warm and welcoming environment that feels both practical and easy to enjoy. The layout allows for a seamless transition between living spaces, making it ideal for relaxing or hosting gatherings. Each area of the home has been designed to maximize usability and comfort. The property offers a great balance between space and simplicity, making it a solid option for buyers seeking a home that is both functional and full of potential. Whether you are looking for your next primary residence or simply a well-located property, this home presents a great opportunity. Situated within a well-established neighborhood, the home provides convenient access to main roads and is just a short drive to Lakeland, LEGOLAND Florida Resort, and within reach of the greater Orlando area, offering a great balance between quiet residential living and access to Central Florida attractions. This is a great opportunity to own a home in a steadily growing area. Schedule your private showing today.

3661 Queens Cove Boulevard, Winter Haven

Listing courtesy of AGENT TRUST REALTY CORPORATION. 407-251-0669

306 Avenue H  Se, Winter Haven
$259,900
3 Beds ⋅ 2 Baths ⋅ L4966459 MLS
Grab coffee downtown, browse the local shops, or meet friends for dinner just minutes from home. This newly remodeled 1925 Winter Haven home pairs classic character with a brand-new roof, brand-new A/C, and a refreshed interior. Inside, you’ll find 3 bedrooms, 2 bathrooms, and approximately 1,391 square feet of living space. Natural light fills the living and dining areas, and the kitchen features white cabinetry, plenty of counter space, and a stainless steel refrigerator and dishwasher. Out back, there’s room to plant a garden or set up an outdoor seating area, plus a detached outbuilding for extra storage. Schedule a showing at 306 SE Avenue H, then swing by downtown and get a feel for what it’s like to live this close.

306 Avenue H Se, Winter Haven

Listing courtesy of BHHS FLORIDA PROPERTIES GROUP. 863-701-2350

4084 Carteret Drive, Winter Haven
$259,900
2 Beds ⋅ 2 Baths ⋅ L4966379 MLS
Welcome to easy living in this gated 55+ community! This well-maintained 2 bedroom, 2 bathroom home with a dedicated office offers a comfortable and functional floor plan. Inside, you'll find laminate flooring throughout the living areas and bedrooms, with tile flooring in the kitchen and bathrooms for easy maintenance. Both bathrooms feature convenient walk-in showers. Major updates include a roof replaced in 2018 and an A/C system replaced in 2018, providing added peace of mind. The garage features a dedicated workshop area, perfect for hobbies, projects, or additional storage. Enjoy Florida living year-round with both a covered, screened-in back porch and an additional screened patio, offering plenty of space to relax or entertain. Residents of this gated community can also enjoy fantastic amenities, including a clubhouse, fitness center, and community swimming pool, perfect for staying active, socializing, or simply relaxing. Whether you're looking for a full-time residence or a seasonal retreat, this home offers comfort, convenience, and the opportunity to enjoy the 55+ community lifestyle!

4084 Carteret Drive, Winter Haven

Listing courtesy of KELLER WILLIAMS REALTY. 863-577-1234

463 Daisy Lane, Winter Haven
$259,900
2 Beds ⋅ 2 Baths ⋅ L4964181 MLS
SELLER IS OFFERING $2,500 IN CONCESSIONS!!! This 2 bedroom and 2 bathroom home is in Lake Daisy Estates. Located in southeast Winter Haven, the home is only minutes from many boat ramps on the Chain of Lakes! Enjoy the sun at the front of the home in the morning and the back of the home in the evening! Recent Upgrades: Roof and Solar (2023), SELLER WILL PAY OFF SOLAR PANELS AT CLOSING!!! Windows and Sliding Glass Door are Renewal By Andersen (2024), retractable garage door screen (motor replaced 2026). Enjoy your 2-car garage with the door open and the mosquitoes kept out! Only ten homes on the street provides a great space for playing outside, walking, bike riding and more! Very low traffic as other roads lead to community entrances/exits! NO HOA FEES! NO CDD FEES! Electric bill for October usage was less than $17!!! The paid off solar system provides the potential to SAVE HUNDREDS OF DOLLARS EACH MONTH FOR THE LIFE OF THE SOLAR SYSTEM!!! This property is ready for the new owners to make it their own. Lake Daisy Estates is approximately 1/2 mile from A rated Garden Grove Elementary School, 1 mile from the Street Audubon Nature Center, 1 1/2 miles from Wal-Mart, 2 miles from Advent Emergency, 3 miles from Publix, 4 miles from Home Depot and 5 miles to Lowe's. This home is centrally located in Florida and is approximately 50 miles from Orlando International Airport and 60 miles from the Tampa International Airport. Don’t miss out, schedule your private showing today!

463 Daisy Lane, Winter Haven

Listing courtesy of LOCKHART & ASSOCIATES INC. 863-293-1234

4490 Rapallo Avenue, Winter Haven
$259,900
3 Beds ⋅ 2 Baths ⋅ L4965968 MLS
New construction home with 1358 square feet on one-story including 3 bedrooms, 2 baths, and an open living area. Enjoy an open kitchen with Quartz countertops, Samsung stainless steel appliances, pantry, and a raised bar, fully open to the gathering room. The living area, laundry room, and baths include luxury wood vinyl plank flooring, with stain-resistant carpet in the bedrooms. Your owner's suite is complete with a private en-suite bath, a tiled shower. Plus, enjoy a covered lanai, 1-car garage, custom-fit window blinds, architectural shingles, energy-efficient insulation and windows, and a full builder warranty. Please note, virtual tour/photos showcases the home layout; colors and design options in actual home for sale may differ. Furnishings and decor do not convey."

4490 Rapallo Avenue, Winter Haven

Listing courtesy of CAMBRIDGE REALTY OF CENTRAL FL. 863-797-4999

5101 Magnolia Preserve Blvd, Winter Haven
$259,900
3 Beds ⋅ 3 Baths ⋅ S5158837 MLS
Some homes make you pay a premium for someone else’s taste. This one gives you the opportunity to create your own. With an spacious living area, a comfortable single-story layout, multiple living spaces, and a screened porch, this home offers plenty of potential for the buyer willing to look beyond worn carpet, tired paint, and deferred maintenance. Inside, the connected living areas make everyday life easy, with the kitchen overlooking the main gathering space and additional rooms that can flex as an office, den, hobby room, or guest space. High ceilings and natural light help the interior feel open, while the primary suite offers separation, a walk-in closet, soaking tub, and separate shower. Out back, the screened porch creates a relaxed place to enjoy morning coffee, quiet afternoons, or Florida evenings. The home does need work. The carpet should be replaced, the interior would benefit from fresh paint and cleaning, and the original roof should be budgeted for replacement. But that is also where the opportunity lies. Instead of paying top dollar for someone else’s renovations, you can improve this home at your own pace and make it your own. This may be the right fit for a buyer who would rather buy the potential than pay for the polish. Sometimes the smartest purchase is not the prettiest house on day one. It is the one where you can clearly see day two.

5101 Magnolia Preserve Blvd, Winter Haven

Listing courtesy of RE/MAX HERITAGE PROFESSIONALS. 863-256-2188

511 Marcia Loop, Winter Haven
$259,900
4 Beds ⋅ 3 Baths ⋅ L4957392 MLS
4 bedrooms, private backyard retreat with a hot tub, expansive Florida room, and solar-powered efficiency, located in S.E. Winter Haven!!! Welcome to 511 Marcia Loop, a spacious 4-bedroom, 2.5-bath home offering over 2,150 sq. ft. of living space, plus a 14' x 18' Florida room and a cabana-enclosed hot tub—perfect for entertaining in style. With a newer roof (2020), A/C system (2020), and leased solar panels (2024) which reduces the electrical expense, this home combines comfort, fun, and efficiency. From the moment you step inside, you’ll notice the expansive feel created by soaring ceilings, abundant natural light, and two updated skylights that brighten the main living areas. The flexible layout features two spacious living spaces — ideal for both everyday living and hosting. One area can easily function as a formal dining room, while the other serves as a welcoming family room for relaxing and gathering. The kitchen is designed with both function and entertaining in mind, showcasing stainless steel appliances, two closet pantries, and dual breakfast bars — including one with a secondary prep sink, perfect for cooking, serving, or casual meals. The generously sized primary suite offers a peaceful retreat with rich wood flooring, a walk-in closet, and an en-suite bath featuring an updated handicap-accessible walk-in shower. Three additional bedrooms provide comfortable accommodations and are conveniently located near the second full bath with tub. A separate half bath offers added convenience for guests. The enclosed Florida room at the rear of the home truly expands your living space. With a wall of windows, durable tile flooring, and built-in cabinetry with counter space, it offers excellent potential for a summer kitchen or serving station for gatherings. Step outside to your private backyard oasis, thoughtfully designed with low-maintenance landscaping including pavers, decorative rock, and mature plantings. Enjoy outdoor dining on the paver patio, then relax in the enclosed cabana featuring a hot tub with waterfall and built-in lounging seat — a standout entertaining space that feels like a private retreat. A powered storage shed provides space for tools, lawn equipment, hobbies, or could easily function as a workshop or creative studio. Additional features include a one-car garage with laundry area, screened front porch, irrigation system with timer, rain gutters, new window screens, multiple interior storage and linen closets, and a mature fruit-bearing mango tree. Conveniently located within five minutes of Publix, Walmart, restaurants, Legoland Florida, and the new AdventHealth ER, this home offers everyday convenience along with proximity to Central Florida’s major attractions. Positioned between Tampa and Orlando, commuting to theme parks, business centers, or international airports is simple and convenient. Whether you’re seeking a spacious family home, a low-maintenance retirement option, or a property designed for entertaining, 511 Marcia Loop delivers space, efficiency, and an exceptional backyard lifestyle. Schedule your private showing today!

511 Marcia Loop, Winter Haven

Listing courtesy of THE STONES REAL ESTATE FIRM. 863-412-2080

1520 Majestic Lane, Winter Haven
$259,000
3 Beds ⋅ 2 Baths ⋅ L4966429 MLS
Welcome to 1520 Majestic Lane! Built in 2023 and offered at $259,000, this inviting 3-bedroom, 2-bathroom home combines modern construction, comfort, and affordability in Winter Haven’s Eagle Landing community. With 1,317 square feet of living space, this single-story residence features a thoughtfully designed open-concept layout that connects the living, dining, and kitchen areas, creating a comfortable setting for everyday living and entertaining. The practical floor plan makes excellent use of the available space, offering functionality and flexibility to suit a variety of lifestyles. Situated on an approximately 0.18-acre lot, the property provides outdoor space for relaxing, gardening, or enjoying Florida’s sunshine. An attached garage adds everyday convenience. Enjoy the benefits of a home built in 2023 without the wait of new construction! Conveniently located near Winter Haven’s shopping, dining, and recreational opportunities, this property presents an excellent opportunity to enjoy comfortable Central Florida living. Schedule your private showing and discover all that 1520 Majestic Lane has to offer!

1520 Majestic Lane, Winter Haven

Listing courtesy of DORY RODRIGUEZ JOSEPH RE LLC. 863-602-7059

1339 Lucerne Loop Road Ne, Winter Haven
$259,000
4 Beds ⋅ 2 Baths ⋅ P4940110 MLS
RECENT 20K PRICE REDUCTION! 4 BEDROOM, 2 BATH NEWER HOME WITH AFFORDABLE HOA, NO CDD AND PRICED TO SELL! Welcome to this clean, well-kept 2020 four-bedroom, two-bath home across from Lake Lucerne in Winter Haven. A brick-paver driveway leads to a two-car garage and a bright, open floor plan. The kitchen features a large island, abundant cabinetry, and all appliances included. Living and dining areas flow together for easy everyday living. The home has no carpeting only easy to care for ceramic tile and luxury vinyl flooring and a Split-bedroom layout that places three bedrooms on one side and a spacious primary suite with ensuite bath and walk-in closet on the other. HOA is only $360 a year with NO CDD. Move-in ready in a convenient neighborhood with NO REAR NEIGHBOR, close to town, around the corner from Willowbrook golf course, shopping, medical and local eateries.

1339 Lucerne Loop Road Ne, Winter Haven

Listing courtesy of BETTER HOMES AND GARDENS REAL ESTATE LIFESTYLES REALTY. 904-200-2660

5707 E Lake Fox Drive, Winter Haven
$259,000
4 Beds ⋅ 3 Baths ⋅ P4939940 MLS
Virtually Staged. UPDATED 4-BEDROOM, 3-BATH HOME WITH FLEXIBLE IN-LAW SUITE IN WINTER HAVEN! Welcome home to this nicely updated and versatile 4-bedroom, 3-bathroom property in the heart of Winter Haven! With major components already updated—including the septic drain field (2026), plumbing, AC and duct work (2025) and roof (2023) and updated current FHA tie down compliant!—this home offers a great combination of comfort, flexibility, and functionality. Step inside to a spacious living room and dining room combination, with fresh paint and new flooring throughout. The split-bedroom floor plan provides privacy and features generously sized bedrooms with walk-in closets. The primary suite offers plenty of space and a large ensuite bathroom. One of the home's standout features is the one-bedroom, one-bath in-law/guest suite, complete with a separate entrance and conveniently separated from the main living area by a hallway. This flexible space can accommodate a variety of needs, whether used for extended family, guests, a home office, workshop, craft room, or other personal space. The layout also offers the potential to add a small kitchenette for even greater functionality. Additional updates include updated bathrooms and a convenient indoor laundry area tucked behind the kitchen. Step outside to the spacious backyard, offering plenty of room for entertaining, relaxing, gardening, or enjoying the Florida sunshine. For outdoor enthusiasts, a community boat ramp to Lake Fox is just around the corner. Not in a flood zone and not in an HOA!The home is also conveniently located near schools, shopping, healthcare, and LEGOLAND Florida. With its flexible floor plan, major updates, spacious yard, and desirable location, this home offers plenty of possibilities for a homeowner or investor. Schedule your private showing today and come see all this property has to offer!

5707 E Lake Fox Drive, Winter Haven

Listing courtesy of COLDWELL BANKER REALTY. 863-294-7541

824 Vienna Drive, Winter Haven
$258,000
3 Beds ⋅ 2 Baths ⋅ O6443270 MLS
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

Listing courtesy of DALTON WADE INC. 888-668-8283

1701 36th Street Nw, Winter Haven
$257,999
4 Beds ⋅ 2 Baths ⋅ S5143914 MLS
Welcome to this spacious and recently upgraded home sitting on a rare 0.40-acre corner lot with NO HOA and NO CDD, giving you the freedom and space you’ve been looking for. Major recent improvements include updated HVAC, electrical, and plumbing systems for added peace of mind, along with attractive interior upgrades featuring modern flooring, an updated kitchen with stylish cabinetry and stainless-steel appliances, and refreshed bathrooms with contemporary tile finishes. The oversized lot offers endless possibilities and plenty of room to park your RV, boat, jet ski, work vehicles, or recreational toys worry-free — something hard to find in today’s market. Conveniently located near major supermarkets, restaurants, schools, and main roads for easy commuting, this property is ideal for homeowners seeking space and flexibility or investors looking for a strong opportunity. Schedule your private showing today and discover the value, freedom, and potential this unique property has to offer! Property is leased with lease ending in June 2026

1701 36th Street Nw, Winter Haven

Listing courtesy of CHARLES RUTENBERG REALTY ORLANDO. 407-622-2122

1739 C Avenue Ne, Winter Haven
$257,715
3 Beds ⋅ 2 Baths ⋅ S5160994 MLS
Virtually Staged. Short Sale. Welcome to 1739 Avenue C NE, where modern updates, everyday comfort, and affordability come together in the heart of Winter Haven. This beautifully renovated 3-bedroom, 2-bathroom home features laminate flooring throughout, updated bathrooms, and a beautifully remodeled kitchen. Step inside and discover a refreshed interior featuring modern cabinetry, stylish countertops, and stainless steel appliances, creating a space that is both functional and welcoming. The comfortable living area provides the perfect setting for everyday living and entertaining. Beyond the cosmetic improvements, some of the biggest expenses have already been addressed, including a roof replacement and new air conditioning system in 2024. The home also features an updated carport, an indoor laundry room, and a spacious yard with plenty of room to enjoy the Florida sunshine. Situated in the established Elbert Acres neighborhood, this property offers something increasingly valuable: NO HOA! Enjoy the freedom of homeownership without additional monthly association fees or restrictions. Conveniently located near shopping, dining, schools, and the many lakes and recreational opportunities that make Winter Haven such a desirable place to call home. Whether you're looking for a place to call your own, downsizing into something more manageable, or adding to your real estate portfolio, this home offers an excellent combination of updates, convenience, and value. The work has been done, and the opportunity is yours. Schedule your private showing today and see everything this Winter Haven home has! **Washer and dryer do not convey with the sale. Sale is subject to third-party approval.

1739 C Avenue Ne, Winter Haven

Listing courtesy of LPT REALTY, LLC. 877-366-2213

1693 Teagan Lane, Winter Haven
$255,000
3 Beds ⋅ 1 Baths ⋅ TB8566999 MLS
BUILT IN 2024 – MOVE-IN READY! Welcome to the Haven model in Peace Creek Reserve, offering a thoughtfully designed single-story floor plan with 3 bedrooms, 2 bathrooms, and a one-car garage. The open-concept living area seamlessly connects the dining space and kitchen, creating a comfortable and functional layout for everyday living and entertaining. The modern kitchen features a peninsula-style countertop, providing additional workspace and seating options. All three bedrooms are conveniently located along the hallway, including the primary suite with a private en-suite bathroom. Located in Peace Creek Reserve, a master-planned community featuring scenic natural surroundings and a creek, this property offers convenient access to shopping, dining, recreational opportunities, and major roadways. Discover the charm of Winter Haven, known as the "Chain of Lakes City," with its numerous lakes, outdoor activities, and nearby cycling trails.

1693 Teagan Lane, Winter Haven

Listing courtesy of AVISTA BAY REALTY, LLC. 813-264-5540

415 8th Street Ne, Winter Haven
$255,000
3 Beds ⋅ 2 Baths ⋅ L4963119 MLS
Move-in ready, thoughtfully updated, and NO HOA -- this charming Winter Haven bungalow checks the boxes buyers are looking for! Featuring 3 bedrooms and 2 bathrooms, this inviting home offers the perfect combination of comfort, character, and value in a convenient location. Step inside to discover durable wood-look tile flooring throughout, beautiful granite countertops, and a cozy wood-burning fireplace that creates an ideal gathering space. Major updates completed in **2020--including the roof, HVAC system, water heater, plumbing main supply line and windows--**offer valuable peace of mind for the next owner. Outside, the fully fenced backyard provides the flexibility buyers love, whether you need space for pets, play, entertaining, or simply enjoying the Florida sunshine. And with no HOA, you have the freedom to enjoy your property your way. Conveniently located in the heart of Winter Haven with easy access to shopping, dining, schools, parks, and everything Central Florida has to offer. If you're looking for a home with the updates already in place, a great yard, and no HOA restrictions, this is one you won't want to miss. Schedule your private showing today!

415 8th Street Ne, Winter Haven

Listing courtesy of COLDWELL BANKER REALTY. 863-294-7541

3357 Timberline Road W, Winter Haven
$255,000
4 Beds ⋅ 2 Baths ⋅ O6416140 MLS
Welcome to 3357 Timberline Rd W, located in the charming city of Winter Haven, FL. This exquisite house, a wonderful opportunity to experience comfortable living in a desirable location. Currently renting as an Airbnb. The home boasts a timeless design, showcasing a welcoming exterior that hints at the warmth found within. As you step inside, you'll be greeted by well-appointed spaces that cater to both relaxation and entertainment. The layout of this property is thoughtfully designed to provide functionality and style. Experience the convenience of living in a home that meets your needs, whether you're relaxing in your favorite space or hosting gatherings with loved ones. The exterior of the property complements the interior, offering a harmonious balance of indoor and outdoor living. Enjoy all that this beautiful home has to accord in the heart of Winter Haven.

3357 Timberline Road W, Winter Haven

Listing courtesy of BEYCOME OF FLORIDA LLC. 844-239-2663

668 Reggie Road, Winter Haven
$254,999
3 Beds ⋅ 2 Baths ⋅ O6450053 MLS
Virtually Staged. WELCOME TO PEACE CREEK RESERVE! Discover modern Florida living in this beautifully designed 2024-built, single-story home offering 3 bedrooms, 2 bathrooms, approximately 1,444 square feet of living space, and a 2-car garage. The inviting open-concept floor plan seamlessly connects the kitchen, dining, and living areas, creating a comfortable setting for everyday living and entertaining. The contemporary kitchen features attractive cabinetry, solid-surface countertops, a center island, and an open view of the main living area. The spacious primary suite offers a private bathroom with dual sinks and a walk-in closet, while two additional bedrooms provide flexibility for guests or a home office. Enjoy the benefits of newer construction and community amenities including a resort-style swimming pool, playground, and recreational spaces. CONVENIENTLY LOCATED near everyday essentials, including Publix, ALDI, Walmart Supercenter, shopping centers, restaurants, and retail destinations along Cypress Gardens Boulevard and US Highway 27. Outdoor enthusiasts will appreciate Winter Haven's renowned Chain of Lakes, scenic parks, boating opportunities, and nearby LEGOLAND Florida Resort. With convenient access to Winter Haven, Lake Wales, Lakeland, and surrounding Central Florida communities, this property offers an appealing combination of modern comfort, recreation, and everyday convenience. Whether you're looking for a primary residence, seasonal getaway, or investment property, this home is worth exploring. SCHEDULE YOUR PRIVATE SHOWING TODAY!

668 Reggie Road, Winter Haven

Listing courtesy of LPT REALTY, LLC. 877-366-2213

233 Kings Pond Avenue, Winter Haven
$254,950
3 Beds ⋅ 2 Baths ⋅ P4939684 MLS
MOVE-IN READY AND BEAUTIFULLY MAINTAINED! Welcome to 233 Kings Pond Ave, a charming 3-bedroom, 2-bath home where comfort, thoughtful updates, and everyday convenience come together. The spacious kitchen offers abundant cabinet storage and a cozy eat-in dining area, perfect for enjoying morning coffee or casual meals. The functional layout provides inviting living spaces, while the fully fenced backyard creates a private setting for relaxing, entertaining, gardening, or enjoying the Florida sunshine. A screened garage enclosure allows you to keep the garage door open and enjoy fresh air while maintaining a comfortable, enclosed space, ideal for hobbies, projects, or additional outdoor-style living. Other valuable features include gutters, a Ring camera system, a roof replaced in 2018, and an A/C system installed in 2024. Conveniently situated near shopping, dining, medical facilities, recreation, and major roadways, this home places the best of Winter Haven within easy reach. Schedule your private showing today!

233 Kings Pond Avenue, Winter Haven

Listing courtesy of AXEN REALTY, LLC. 818-932-8800

441 San Jose Drive, Winter Haven
$254,900
2 Beds ⋅ 2 Baths ⋅ L4965434 MLS
Welcome to 441 San Jose Drive, featuring a NEW ROOF installed in 2026 and located in the highly sought after Orchid Springs community of Winter Haven. This spacious 2 bedroom, 2 bathroom patio home sits on an oversized lot and offers a thoughtfully designed floorplan with generous living spaces and wonderful indoor and outdoor flow. The expansive kitchen opens to the large family room and dining area, creating an inviting space for everyday living and entertaining, while a separate living room and breakfast nook provide additional room to spread out. The spacious primary suite is privately positioned at the rear of the home and features an ensuite bathroom and walk in closet, while the second bedroom and full bathroom are located on the opposite side of the home. The home features a combination of tile and carpet flooring throughout. Step outside to enjoy both a charming courtyard and a large screened porch, offering multiple spaces to relax and enjoy the oversized lot. A wooded area along one side of the property is visible from the kitchen and adds a peaceful, secluded feel to the home. Additional features include a 2 car garage and gas water heater. Conveniently located in Winter Haven, this home is close to shopping, dining, medical facilities, recreation, and everyday conveniences. With its spacious floorplan, oversized lot, multiple outdoor living spaces, NEW ROOF, and desirable Orchid Springs location, 441 San Jose Drive is ready to welcome its next owner.

441 San Jose Drive, Winter Haven

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

3329 Fox Ridge Drive, Winter Haven
$254,900
3 Beds ⋅ 2 Baths ⋅ O6433550 MLS
Welcome to this move-in ready 3-bedroom, 2-bathroom home in the desirable Fox Ridge neighborhood. This home features a modern open-concept layout that connects your living spaces with a seamless flow. The living area is highlighted by a cozy fireplace, creating a warm and welcoming focal point. The updated kitchen comes beautifully equipped with sleek stainless steel appliances and gorgeous granite countertops. The primary suite offers a private retreat complete with a large walk-in closet and an attached primary bathroom featuring double sinks/vanity. Step outside to enjoy the privacy of a fully fenced backyard. The location is a standout, centrally positioned just minutes away from local shopping, schools, dining options, and the excitement of Legoland. Schedule your private showing today! One or more photos in this listing have been virtually staged.

3329 Fox Ridge Drive, Winter Haven

Listing courtesy of ENTERA REALTY LLC. 713-248-9869

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