Location: Winter Haven , 33881
Do Not Show Listings
1151 CAREFREE COVE DR, WINTER HAVEN, FL 33881
$425,000201 Days on yellowkey MLS ID: TB8450979
REDUCED by $10,000 (2.3%) on 05/11/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1734 Built: 1984 Tax: $4,375 (2024)Community: Carefree CoveSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$4,375
Elementary School: None
High School: None
Tax Year: 2024
Middle School: None
Remarks: Looking for a peaceful lakefront pool home or well appointed AibBnB property? This beautiful 3-bedroom, 2-bath home sits on Lake Connie in Winter Haven’s northern Chain of Lakes and has been completely renovated to include a brand new roof, 4-ton A/C, luxury vinyl plank flooring, interior / exterior paint, and new water heater all installed in 2025. The interior living area includes new fixtures, new front and rear sliding glass doors. The kitchen features tons of solid wood cabinets, all new stainless steel appliances, and granite countertops. It includes both a breakfast area and a picturesque cutout with a stunning view of the pool area and lakefront! The laundry room is also built into the kitchen area and includes a unique custom built porthole window that provides both natural light and views to the Florida room and beyond. The kitchen flows into a large enclosed porch (Florida room) with tons of potential! It can include a second living room space, dining room, and even space for a game room or office area! The Florida room includes additional cabinets and a bar area with a granite countertop. From the Florida room you can access the screened open porch where you can enjoy views of boats cruising the lake, skiers cutting through the water, and bald eagles, ospreys, and herons scooping up fish! The primary bedroom features an en suite bathroom with jetted tub/shower, new vanity & fixtures, as well as a large closet. The 2nd bedroom also includes new ceiling fan and a large closet. The garage has been converted into the 3rd bedroom which is oversized with a very large closet and shiplap feature wall. Both bathrooms have been fully renovated with gorgeous subway tile in the showers, new ceramic tile floors and vanities with solid surfaces, as well a new toilets, and exhaust fans. Outside the house has been completely repainted including newly painted concrete from the front to the back of the property. The home features new screen in the pool cage, a brand new pool liner, with new multi-color LED pool light, as well as new light and fan fixtures on the back porch. There is a carport and large outdoor storage closet out front, and also a second driveway to park an extra vehicle or boat. The boathouse, which includes a roll-up door has also been newly painted is wired with electricity and could also function as a workshop. It features new lights, a new side door. The boathouse / workshop is approximately 10x20 feet and has tons of room for all your toys! The property includes its own large dock and a concrete slab along the beach area for launching your own boat. Furnishings in listing are available for separate purchase. As a potential AirBnB, the unit currently sleeps 7 including the pull out couch in the living room, but could potentially sleep 10 with the addition of a second bed in the 3rd bedroom and a second pull out couch in the enclosed porch area.
Listing is courtesy of: HOMECOIN.COM (888-400-2513)
Listing Agent: Jonathan Minerick (888-400-2513)
2734 ROCHELLE DR, WINTER HAVEN, FL 33881
$450,00034 Days on yellowkey MLS ID: G5109004
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2829 Built: 2006Monthly Fee: $21 Tax: $5,183 (2025)Community: Lake Rochelle EstatesSingle Family
Taxes:$5,183
Tax Year: 2025
Remarks: Welcome to your dream lakefront retreat on picturesque Lake Rochelle, part of Winter Haven’s famous Chain O’ Lakes! This beautiful two-story, 4-bedroom, 2.5-bath home combines comfort, style, and Florida living at its finest. Step inside to a bright and spacious living room featuring stunning cathedral ceilings and breathtaking lake views. The kitchen offers ample counter space, a large pantry, and an inviting layout perfect for entertaining or family gatherings. The master bedroom is on the first floor with a walk-in closet and a stunning view to the lake. Upstairs loft area with 3 additional bedrooms and a jack-and-jill bathroom. Convenience meets functionality with a downstairs laundry room, two-car garage, and long driveway providing plenty of parking. The exterior has been freshly painted, giving the home a crisp, updated look that complements its serene waterfront setting. Enjoy mornings with coffee by the lake and evenings watching sunsets reflected on the water. Located just minutes from LEGOLAND, 30 minutes from Disney, and only two hours from both Florida coasts, you’ll have endless recreation and adventure at your doorstep. This lakefront gem blends natural beauty, modern comfort, and an unbeatable location — the perfect place to call home in the heart of Winter Haven, FL. Use Showtime feature to schedule your viewing.
Listing is courtesy of: GATAP REALTY (352-978-5459)
Listing Agent: Roberta San Juan (786-256-1139)
1700 6TH ST NW #B24, WINTER HAVEN, FL 33881
$105,000155 Days on yellowkey MLS ID: O6371915
REDUCED by $11,000 (9.5%) on 04/08/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 960 Built: 1964Monthly Fee: $437 Tax: $1,425 (2025)Community: Winter Haven Harbour Apts CondoCondo
Taxes:$1,425
Remarks: 55+ PLUS COMMUNITY! Corner unit! Features granite countertops, marble kitchen flooring, and wood laminate floors throughout the living room, dining area, and hallway. Interior utility area includes washer and dryer for extra convenience. The primary bedroom opens to a screened-in balcony. This amenity-rich community offers a large heated pool, pickleball and shuffleboard courts, a grilling area, and a clubhouse with a fitness center, perfect for staying active or socializing with neighbors. Additional conveniences include a common laundry room, a secure storage area, reserved covered parking, and elevator access. Ideally located in central Winter Haven, this condo is just minutes from downtown, shopping, dining, hospitals, and medical facilities, with easy access to I-4, placing you perfectly between Orlando and Tampa. Enjoy a vibrant lifestyle in a prime location.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Rosa Suarez (954-682-2633)
1373 LUCERNE LOOP RD NE, WINTER HAVEN, FL 33881
$279,00036 Days on yellowkey MLS ID: TB8506713
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1746 Built: 2019Monthly Fee: $30 Tax: $4,363 (2025)Community: Lucerne ParkSingle Family
Taxes:$4,363
Elementary School: Lake Alfred Elem
High School: Haines City Senior High
Middle School: Boone Middle
Remarks: Situated in the heart of Central Florida's growing Polk County corridor, 1373 Lucerne Loop Road NE offers the kind of newer construction that is increasingly difficult to find at this price point. Winter Haven's continued growth, strong school access, and easy reach of both Tampa and Orlando make Lucerne Park a smart place to put down roots. The single-story layout was built in 2019 and designed with family living in mind. At 1,746 heated square feet, the home offers four bedrooms, two full baths, and an open kitchen and family room combination that keeps everyone connected. The kitchen features solid surface countertops, solid wood cabinets, a kitchen island, pantry, and a full appliance package. Tile flooring runs through the main living areas, with vinyl in all four bedrooms. The primary suite includes a walk-in closet and en-suite bath with dual sinks and a shower. Three additional bedrooms each offer built-in closet storage and flexibility for family, guests, or a dedicated home office. An interior laundry room, window treatments throughout, central air, and a two-car attached garage with opener provide the day-to-day practicality families rely on. The covered front and rear porches offer room to unwind, and the landscaped 0.15-acre homesite sits on a paved, sidewalk-lined street within a deed-restricted community where golf carts are welcome. Zoned for Lake Alfred Elementary, Boone Middle, and Haines City Senior High. HOA fees of $30 per month. Flood Zone X.
Listing is courtesy of: ENGEL & VOLKERS SOUTH TAMPA (813-448-2876)
Listing Agent: Desiree Swanz (813-727-1336)
1830 2ND ST NW #A, WINTER HAVEN, FL 33881
$455,00037 Days on yellowkey MLS ID: S5149227
Bed: 6 Bath: 0.0 Liv Area Sq Ft: 1944 Built: 2006 Tax: $5,996 (2025)Community: Laramore SubApartment
Taxes:$5,996
Remarks: Calling all investors and house-hackers! Welcome to 1830 2nd St NW, a fantastic multi-family investment opportunity located right in the heart of Winter Haven. This well-maintained duplex features two spacious, mirror-image units, each offering a highly desirable 3-bedroom, 1-bathroom layout perfect for maximizing rental income and attracting long-term tenants! Both units boast bright, open-concept floor plans designed for easy living and low maintenance. Step inside to find durable ceramic tile flooring flowing seamlessly throughout the main living areas and kitchens, paired with crisp, neutral paint that makes the space feel fresh and inviting. The kitchens are fully equipped with rich wood cabinetry, ample counter prep space, white appliances (including dishwashers!), and a convenient breakfast bar/passthrough that overlooks the spacious family room. To top it off, each unit includes its own dedicated in-unit laundry closet with a stackable washer and dryer—a major premium for prospective renters.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: John Gomez (321-557-5652)
2700 IDYLRIDGE WAY, WINTER HAVEN, FL 33881
$399,99094 Days on yellowkey MLS ID: L4960012
0 Days Off yellowkey (back on 5/8/2026)
REDUCED by $15,010 (3.6%) on 04/17/2026
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 1968 Built: 1962 Tax: $1,813 (2025)Community: Idyl Ridge ViewSpa: NoSingle Family
Taxes:$1,813
Remarks: Under contract-accepting backup offers. HUGE $15,000 PRICE DROP! Welcome to this completely renovated 4-bedroom, 3-bath POOL home in the highly desirable Idylridge community of Winter Haven. No expense has been spared in transforming this home into a modern, move-in ready masterpiece with high-end upgrades inside and out. Additional highlights include a brand-new roof with new soffit and fascia, two new AC units, new electrical including a 60-amp outdoor generator plug, a three-car carport, and a driveway that fits up to NINE vehicles. Inside, you’ll find a bright, open layout with all-new paint, luxury vinyl plank flooring, and luxury tile in the bathrooms. Each room features modern ceiling fans, and crown molding throughout, creating both comfort and style throughout the home. The stunning kitchen is a chef’s dream, featuring brand-new stainless steel appliances, granite countertops, a large new island, soft-close cabinet drawers, and a new walk-in pantry. A chef’s natural gas stove lets you cook while enjoying views of the pool and backyard, making this space perfect for entertaining or everyday living. The home offers TWO master suites, one with a large walk-in closet, plus two additional bedrooms and three fully updated bathrooms with contemporary fixtures and backlit mirrors for a sleek, contemporary feel. Step outside to your private backyard oasis with a refreshed pool featuring a brand-new liner, new screen enclosure, and new tile surrounding the deck. The large, fully fenced yard includes partially new fencing and three separate entrances with double gates, ideal for vehicles, boats, or recreational equipment. A 17 x 16 block shed on a slab with a brand-new metal roof provides extra storage or workshop space. Conveniently located in Winter Haven, the home is minutes from shopping, dining, parks, and the Chain of Lakes, as well as attractions like LEGOLAND Florida Resort. This fully renovated, move-in ready pool home offers space, style, and unmatched upgrades—inside and out. Don’t miss your opportunity to own a truly exceptional property in one of Winter Haven’s most sought-after neighborhoods.
Listing is courtesy of: KELLER WILLIAMS REALTY SMART 1 (863-508-3000)
Listing Agent: David Small (407-601-8351)
2791 ADELINE AVE, WINTER HAVEN, FL 33881
$286,840179 Days on yellowkey MLS ID: O6367908
REDUCED by $2,900 (1.0%) on 04/17/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1498 Built: 2025Monthly Fee: $8 Tax: $3,456 (2025)Community: Willowbrook SouthSingle Family
Taxes:$3,456
Elementary School: Elbert Elem
High School: Winter Haven Senior
Middle School: Denison Middle
Remarks: Under Construction. The Freeport II floor plan at Willowbrook South offers the perfect blend of comfort, functionality, and modern design. Built with durable all-concrete block construction, this one-story home maximizes living space with a bright, open-concept layout that’s ideal for everyday living and entertaining. As you enter through the foyer, you’ll find two spacious guest bedrooms and a full guest bath with a modern vanity. A convenient linen closet is positioned between the bathroom and bedrooms for easy storage. Further down the hallway, a third bedroom offers flexibility for a home office or guest space, alongside a private laundry area and direct access to the two-car garage. The heart of the home features a well-appointed kitchen with stainless steel appliances, overlooking the dining area, great room, and covered patio perfect for gatherings and family time. Tucked at the rear of the home, the primary bedroom offers a peaceful retreat with a walk-in closet and a spa-inspired bathroom featuring a double vanity sink and a spacious shower. Every home in Willowbrook South comes equipped with the Home Is Connected Smart Home Technology package, allowing you to control locks, thermostat, and more right from your smartphone whether you’re home or away. With its thoughtful design and modern features, the Freeport makes owning a new home in Winter Haven, FL both easy and enjoyable. *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.*
Listing is courtesy of: DR HORTON REALTY OF CENTRAL FLORIDA LLC (407-250-7299)
Listing Agent: Paul King (407-519-3940)
2783 ADELINE AVE, WINTER HAVEN, FL 33881
$304,640172 Days on yellowkey MLS ID: O6369254
5 Days Off yellowkey (back on 5/8/2026)
REDUCED by $3,100 (1.0%) on 04/17/2026
Bed: 5 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1708 Built: 2026Monthly Fee: $8 Tax: $3,455 (2025)Community: Willowbrook SouthSingle Family
Taxes:$3,455
Remarks: Under Construction. Let me Introduce you to our 5 Bed 2 Bath 1708sqft floor plan the Dundee. This home provides you with Luxury Vinyl Tile in all the wet areas and the living and dining rooms with Quartz Counter Tops in the Kitchen and Bathrooms. The Kitchen provides Stainless Steel Whirlpool Appliances that Including a Stove, Microwave, Refrigerator and Dishwasher, and a Washer and Dryer in the Laundry room. You have 4 Spare Bedrooms and an Owners Suite that can easily fit a King size bed with walk in closet. Beautiful Master bath with two Adult Vanity sinks and Quartz Countertops.
1303 37TH ST NW, WINTER HAVEN, FL 33881
$215,00037 Days on yellowkey MLS ID: TB8506143
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 640 Built: 1957 Tax: $1,707 (2025)Community: Inwood Unit 6Single Family
Taxes:$1,707
Elementary School: Inwood Elem
Middle School: Westwood Middle
Remarks: Welcome to this beautifully renovated 3-bedroom, 2-bath home located in the heart of Winter Haven. Thoughtfully updated with modern finishes while maintaining its charm, this spacious property offers flexible living areas and plenty of room to spread out. Recent renovations provide a fresh, move-in-ready feel throughout the home. Previous owners added extra rooms and expanded living spaces, offering versatility for a home office, guest space, or bonus room. Square footage to be confirmed by buyer, as additions may not reflect current public records. Conveniently located near shopping, dining, schools, and all that Winter Haven has to offer, this property is a fantastic opportunity for homeowners or investors alike.
Listing is courtesy of: MARK SPAIN REAL ESTATE (855-299-7653)
Listing Agent: Patrick Massey (931-337-1678)
6121 FOREST RIDGE WAY, WINTER HAVEN, FL 33881
$310,00068 Days on yellowkey MLS ID: TB8491651
REDUCED by $5,000 (1.6%) on 05/08/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2526 Built: 2017Monthly Fee: $90 Tax: $3,073 (2025)Community: Forest RidgeSingle Family
Taxes:$3,073
Remarks: One or more photo(s) has been virtually staged. $15,000 deduction on 5/8! 2500 sq ft for $310,000! Step into comfort, space, and opportunity in this move-in ready 4-bedroom, 2.5-bath home located in the established Forest Ridge community of Winter Haven—with no CDD. From the moment you arrive, the inviting covered front porch and mature landscaping set the tone for what’s inside. The thoughtfully designed layout offers the perfect balance of everyday comfort and flexible living. The main level features an open kitchen and living area, a versatile bonus room near the entry—ideal for a home office, playroom, or creative space—and a convenient half bath for guests. At the center of the home, the open-concept kitchen is built for connection, featuring a center island, black and stainless steel appliances, and seamless flow into the dining and living areas—perfect for entertaining or simply enjoying day-to-day life. Recently upgraded dishwasher and garbage disposal. Durable tile flooring and recently upgraded carpet throughout all the main living spaces and upstairs bedrooms adds a clean, modern feel and abundant natural light creates a bright, welcoming atmosphere. Upstairs, you’ll find all four bedrooms, including a spacious primary suite designed for relaxation, along with two full bathrooms and a conveniently located laundry area equipped with a smart washer and dryer. Each space is designed with comfort and functionality in mind. Step outside to a generously sized backyard ready for your vision—whether it’s a future pool, outdoor kitchen, garden, or play space, the possibilities are endless. Set within the peaceful surroundings of Forest Ridge, you’ll enjoy quiet streets while being just minutes from Highway 27 and a short drive to I-4, giving you easy access to shopping, dining, schools, and everything Central Florida has to offer. This home checks all the boxes—space, flexibility, location, and value. Schedule your private showing today and see the potential for yourself!
Listing is courtesy of: KELLER WILLIAMS SUBURBAN TAMPA (813-684-9500)
Listing Agent: Daniel Henzler (813-293-3603)
1550 11TH ST NE #D7, WINTER HAVEN, FL 33881
$130,000131 Days on yellowkey MLS ID: P4937703
REDUCED by $5,000 (3.7%) on 05/07/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1148 Built: 1976Monthly Fee: $361 Tax: $2,265 (2025)Community: Lake Buckeye CondomiCondo
Taxes:$2,265
Remarks: Welcome home to this inviting upstairs condo located in the peaceful Lake Buckeye Condo community, where tranquil lake views and relaxed living come together. Step inside to find laminate and ceramic tile flooring throughout, offering both durability and easy maintenance. The open living and dining area is light and welcoming, seamlessly extending to a private 3x7 balcony, the perfect place to enjoy your morning coffee or unwind at the end of the day. Just beyond, the well-appointed kitchen comes complete with all appliances, granite countertops, and an adjacent utility room with washer/dryer hookups and extra cabinet storage. The split-bedroom floor plan provides excellent privacy. The primary suite features a walk-in closet and a private en-suite bathroom with a walk-in tile shower, while the second bedroom is conveniently located near the hall bath, ideal for guests or a home office. Residents enjoy access to community amenities, including a sparkling pool overlooking beautiful Lake Buckeye and community docks, perfect for lakeside relaxation and peaceful views. This condo offers a wonderful blend of comfort, convenience, and serene surroundings—an opportunity you won’t want to miss!
Listing is courtesy of: STAR REALTY OF WINTER HAVEN (863-299-7827)
Listing Agent: Carlee Marchetti (863-258-3338)
305 MEADOWBROOK BLVD, WINTER HAVEN, FL 33881
$340,000122 Days on yellowkey MLS ID: O6381073
REDUCED by $10,000 (2.9%) on 04/25/2026
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2696 Built: 2020Monthly Fee: $17 Tax: $6,152 (2025)Community: Lucerne Park ReserveSingle Family
Taxes:$6,152
Middle School: Daniel Jenkins Academy of Technology Middle
Remarks: One or more photo(s) has been virtually staged. PRICE IMPROVEMENT! SELLER MOTIVATED! Needs new carpet - giving buyers a clear opportunity to update the flooring to their own style and make it their own. Completed in 2020 and ready for immediate occupancy, this property blends modern construction with thoughtful recent upgrades. Notable features include a brand-new roof installed in 2023, fully paid solar panels, a freshly painted interior, and professionally serviced and cleaned air ducts, all contributing to energy efficiency and average utility costs of approximately $20–$100 a month. The home is equipped with smart home technology and constructed with concrete block on both the first and second floors, offering added durability and peace of mind. Inside, the kitchen opens naturally to the main living spaces, creating an inviting layout for everyday living and entertaining. A future flooring update provides an easy opportunity to personalize the space. Bedrooms are generously sized, with the primary suite located upstairs, and a fully fenced backyard enhances privacy and functionality. Ideally positioned within the community, the home is just a short walk to the mailbox, pool, and playground, with convenient access to shopping, dining, grocery stores, major roadways, just a short drive to LEGOLAND® and less than one hour from Walt Disney World.
Listing is courtesy of: KELLER WILLIAMS ADVANTAGE REALTY (407-977-7600)
Listing Agent: Kristin Duncan (407-274-5911)
4856 SUMMERFIELD CIR, WINTER HAVEN, FL 33881
$309,90038 Days on yellowkey MLS ID: O6405577
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1688 Built: 2016Monthly Fee: $36 Tax: $4,268 (2025)Community: Country Club EstatesSpa: NoSingle Family
Taxes:$4,268
Remarks: One or more photo(s) has been virtually staged. Discover the perfect blend of modern updates and serene living in this stunning 4-bedroom, 2-bathroom home. Located in the highly sought-after Country Club Estates, this residence offers the privacy you've been searching for with a screened-in back patio overlooking a peaceful pond-meaning no rear neighbors, just tranquil water views. Step inside to find a bright and airy open floor plan, freshly enhanced with new interior and exterior paint. The home is designed for both style and durability: Elegant luxury vinyl plank in all bedrooms and easy-to-maintain ceramic tile throughout the main living areas. Features timeless oak cabinetry, sleek granite countertops, and plenty of prep space. The popular split-bedroom floor plan ensures a private primary retreat, separate from the guest rooms.A dedicated inside laundry room and a spacious 2-car garage provide ultimate functionality. Location is everything! Enjoy the quiet atmosphere of an established community while being just moments away from modern conveniences. The brand-new Publix shopping center is right around the corner, making grocery runs and errands a breeze.Schedule your private showing today and experience Florida living at its finest!
Listing is courtesy of: ORLANDO REO PROF I INC (407-704-6924)
Listing Agent: Ronald Gentile (407-247-0849)
3006 ELM ST, WINTER HAVEN, FL 33881
$215,00038 Days on yellowkey MLS ID: P4938656
Bed: 3 Bath: 1.5 Liv Area Sq Ft: 1172 Built: 1955 Tax: $2,592 (2025)Community: Biltmore ShoresSingle Family
Taxes:$2,592
Elementary School: Auburndale Central Elem
High School: Auburndale High School
Remarks: Welcome to 3006 Elm Street in beautiful Winter Haven — a charming home full of potential and perfectly positioned for convenience! This 3-bedroom, 1.5-bath home also features a flexible office space that could easily serve as a 4th bedroom, playroom, hobby room, or home gym. Step inside to find new tile flooring, a remodeled bathroom, a newer roof, and updated ceilings that give the home a fresh and modern feel. The spacious kitchen offers plenty of room to cook, gather, and get creative with your dream design ideas. Outside, the backyard is a blank canvas ready for your personal touch — create the garden, outdoor kitchen, pool area, or entertaining space you've always wanted! Conveniently located near shopping, dining, attractions, and with easy access for commuting to both Tampa and Orlando, this property offers the perfect blend of comfort, opportunity, and location. Whether you're looking for your first home, investment property, or extra space to grow, this Winter Haven gem is ready to welcome you home!
Listing is courtesy of: DALTON WADE INC (888-668-8283)
Listing Agent: Michele Elchin (863-514-6880)
507 SHORT LN, WINTER HAVEN, FL 33881
$340,00038 Days on yellowkey MLS ID: O6404950
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1867 Built: 2022Monthly Fee: $54 Tax: $5,124 (2025)Community: Inman Grvs Ph 1Single Family
Taxes:$5,124
Remarks: ""SELLER MOTIVATED – PRICE IMPROVEMENT! BRING YOUR OFFER!"" Beautiful and well-maintained home featuring 4 spacious bedrooms and 2 bathrooms, offering plenty of space for comfortable family living and entertaining guests. Sliding glass doors lead to a covered patio and a private grassy backyard, perfect for relaxing and enjoying Florida’s outdoor lifestyle. The kitchen comes fully equipped with all appliances and features beautiful wood cabinetry and granite countertops, offering the perfect blend of style and functionality. The home also includes a 2-car garage and a fully equipped laundry room for added convenience. Located in a desirable community, this property offers comfort, practicality, and excellent investment potential. Conveniently located near LEGOLAND Florida Resort, Chain of Lakes Park, Downtown Winter Haven, shopping centers, restaurants, grocery stores, medical facilities, and provides easy access to Highway 27 for convenient travel to Orlando and Tampa. Winter Haven is also known for its beautiful Chain of Lakes, offering boating, fishing, and outdoor recreation opportunities. Currently tenant-occupied with a lease in place through November 2026 at $2,150 per month. After the lease term ends, the new owner may choose to renew or terminate the lease. Great opportunity for both investors and future homeowners.
Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)
Listing Agent: Anderson Siqueira, Sr (407-912-4688)
226 HILL CT, WINTER HAVEN, FL 33881
$320,00057 Days on yellowkey MLS ID: L4961129
0 Days Off yellowkey (back on 5/6/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1821 Built: 2002Monthly Fee: $150 Tax: $1,898 (2025)Community: Hartridge HillsSingle Family
Taxes:$1,898
Elementary School: Fred G. Garnier Elem
Remarks: Welcome To Hartridge Hills!! This Gorgeous Gated Community is one of Polk County's Hidden Treasures. An established and well maintained community of charming custom homes, each one uniquely it's own. Nestled between Lake Pansy and Lake Hartridge, this community offers boat lovers their own private boat ramp with access to the Chain of Lakes. This community also has been home to many pilots over the years and is conveniently located beside the Winter Haven Airport and only minutes to Publix and all major medical facilities making this community a perfect location. Situated on a corner lot, this well built home by Ernie White is a split plan offering 3 bedrooms & 2 baths plus a den or office space. The dining room, living area and bedrooms have new luxury vinyl. There is High ceilings throughout, crown molding, updated granite in the kitchen and bathrooms. The roof was replaced in 2017. HOA fee's include lawn care and the irrigation system is on a small well, saving you money on your water bill! Grab your favorite beverage & Relax and Enjoy the water views on your enclosed back lanai. Come check out this beautiful property, You'll love being a part of this quaint community!!
Listing is courtesy of: PREMIER HOMES AND REAL ESTATE (863-937-8942)
Listing Agent: Christy Smith (863-409-8709)
13 BOGEY DR, WINTER HAVEN, FL 33881
$1,799,900151 Days on yellowkey MLS ID: L4958559
REDUCED by $95,100 (5.0%) on 05/06/2026
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 4708 Built: 1994 Tax: $7,481 (2025)Community: N/ASingle Family
Taxes:$7,481
Remarks: Opportunities like this are nearly extinct. Just minutes from Winter Haven Country Club, this remarkable estate offers 10.98 acres of privacy, natural beauty, and flexibility in one of Winter Haven’s most coveted and tightly held locations—where land, space, and convenience rarely coexist. The 3,800 sq ft main residence has been completely remodeled with a refined, modern vision that blends luxury with everyday livability. Designed for both entertaining and comfortable living, the open-concept layout showcases luxury vinyl plank flooring throughout, expansive living areas, and a beautifully upgraded chef’s kitchen that serves as the heart of the home. With 4 bedrooms and 4 full bathrooms, the residence provides generous space for family and guests alike. Outdoors, a private pool invites relaxation while remaining surrounded by peaceful, natural views. Adding exceptional value and versatility, the property includes a 1,300 sq ft detached guest house featuring 2 bedrooms and 2 bathrooms, along with an upgraded kitchen and bath—ideal for extended family, long-term guests, or a private work-from-home or creative space. The land itself is what truly sets this property apart. The nearly 11-acre setting offers a thoughtful balance of open usable acreage, mature landscaping, and a scenic private pond, creating a sense of separation and tranquility that enhances both privacy and lifestyle. Multiple outbuildings, including a barn/garage and lean-to structure, provide ample room for storage, hobbies, equipment, or future expansion. In a market where acreage is disappearing and privacy is priceless, properties offering this scale of land, level of renovation, and proximity to town are exceptionally rare. This is not just a home—it’s a private retreat, a long-term asset, and an opportunity to own something truly irreplaceable.
Listing is courtesy of: THE MARKET REALTY COMPANY (863-999-4643)
Listing Agent: Brock Jennings (863-990-5846)
244 MEREDITH BLVD, WINTER HAVEN, FL 33881
$299,99049 Days on yellowkey MLS ID: G5111556
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1938 Built: 2026Monthly Fee: $6 Tax: $500 (2024)Community: Willowbrook NorthSingle Family
Taxes:$500
Remarks: MULBERRY model is located in the highly sought-after community of Willowbrook near a beautiful golf course in Winter Haven, FL. This spacious 4-bedroom, 2 and a half-bath home offers 1,938 square feet of living space, and provides excellent curb appeal in it's elevation. Inside, you'll find gorgeous gray cabinets complemented by sleek quartz countertops in the kitchen, creating a modern, bright atmosphere. The open layout is perfect for family gatherings and entertaining guests. The sample photos included are of the model home and are meant to showcase the craftsmanship and design quality.
Listing is courtesy of: OLYMPUS EXECUTIVE REALTY INC (407-469-0090)
Listing Agent: Nancy Pruitt, Pa (352-552-7574)
604 SARNER PASS WAY, WINTER HAVEN, FL 33881
$340,00039 Days on yellowkey MLS ID: O6404949
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2004 Built: 2022Monthly Fee: $76 Tax: $4,998 (2025)Community: Lake Lucerne Ph 5Single Family
Taxes:$4,998
Remarks: Seller motivated — great opportunity for investors or future homeowners! This beautiful corner lot home features 4 bedrooms and 2 bathrooms, offering comfort, space, and excellent income potential. The spacious kitchen comes fully equipped with all appliances, including a refrigerator, stove, microwave, and dishwasher, making it move-in ready from day one. The open-concept layout seamlessly connects the living and dining areas, creating the perfect space for entertaining guests or enjoying everyday family life. Sliding glass doors lead to a large backyard, ideal for outdoor activities, gatherings, or simply relaxing. Additional highlights include a 2-car garage, an already equipped laundry room, and a well-designed floor plan that offers both functionality and comfort. Located in the desirable Lake Lucerne community, residents enjoy great amenities, including a clubhouse, swimming pools, playground, and sidewalks for walking. Conveniently situated near Lake Alfred Elementary School, Daniel Jenkins Academy, Haines City Senior High School, as well as shopping, restaurants, and major roads with easy access to US-27, making commuting to Winter Haven, Davenport, and Orlando attractions even more convenient. Investor alert: The property is currently tenant-occupied with a lease in place through November 2026, generating $1,950/month in rental income. After the lease term ends, the new owner may choose to renew the lease or have the tenant vacate. Don’t miss this incredible opportunity!
1414 26TH ST NW, WINTER HAVEN, FL 33881
$239,000292 Days on yellowkey MLS ID: O6338922
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1102 Built: 2005 Tax: $2,122 (2024)Community: InwoodSingle Family
Taxes:$2,122
Remarks: Charming Inwood home, located one block to lake Alfred. This 3 bedroom , 2 bathroom is perfect for 1st time home buyer or as an investment property. Its close to school and shopping. The drain field was done approximately 8 mths ago, New kitchen cabinets were put in, also both toilets and vanity, plus a new hot water tank. Please note that the hose will need a new A/C unit., however if the buyer does not want to put in new central air then they can use the window AC units(4). The house does not comes with appliances, there is a refrigerator in the garage that can be used in the kitchen.
Listing is courtesy of: LIBERTY HOME SALES INC (321-256-0500)
Listing Agent: Baijnauth Singh (212-518-7621)
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