Location: Winter Haven, 33881
Do Not Show Listings
1055 30TH ST NW, WINTER HAVEN, FL 33881
$199,90063 Days on yellowkey MLS ID: TB8507249
2 Days Off yellowkey (back on 6/30/2026)
REDUCED by $10,000 (4.8%) on 06/13/2026
Bed: 4 Bath: 1.0 Liv Area Sq Ft: 1020 Built: 1955 Tax: $1,715 (2025)Community: Rosewood ManorSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$1,715
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Under contract-accepting backup offers. **Price Improvement** Move-in ready and fully remodeled from top to bottom, this 4-bedroom, 1-bathroom home at 1055 30th Street NW in Winter Haven is a true turnkey opportunity. Brand new roof (2026), brand new AC (2026), brand new windows (2026), new plumbing, and a new water heater mean all the big-ticket items are already handled — just bring your furniture and move right in. Inside, you'll find all new vinyl flooring throughout, a beautifully updated kitchen, and a flexible bonus room that can easily serve as a 4th bedroom, home office, playroom, or guest bedroom — whatever fits your lifestyle. Tucked into a quiet Winter Haven neighborhood with quick access to Highway 17, US-27, and Legoland, you're minutes from shopping, dining, and some of Polk County's best lakes.
Listing is courtesy of: YELLOWFIN REALTY (813-347-7547)
Listing Agent: Philips Joseph (813-955-1966)
337 MEREDITH BLVD, WINTER HAVEN, FL 33881
$294,990159 Days on yellowkey MLS ID: O6379298
0 Days Off yellowkey (back on 6/1/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1480 Built: 2026Monthly Fee: $6 Tax: $2,808 (2025)Community: Willowbrook NorthSingle Family
Taxes:$2,808
Elementary School: Fred G. Garnier Elem
High School: Winter Haven Senior
Middle School: Denison Middle
Remarks: MOVE-IN READY! Welcome to your dream home in the sought-after Willowbrook North community! This stunning Ranch-style, one-story residence offers effortless living with 3 spacious bedrooms, 2 full bathrooms, and a versatile flex space—perfect for a home office, playroom, or additional living area. You'll fall in love with the modern open-concept layout, featuring quartz countertops throughout, soft-close cabinets and drawers, and smart home features designed for comfort and convenience. Enjoy peaceful mornings and relaxing evenings with serene pond views right outside your front door. Built with quality and style in mind, this home is the perfect blend of elegance and functionality—ready for you to move in and make it your own. Don't miss this opportunity to own a beautifully crafted home in a growing, vibrant community!
Listing is courtesy of: DRB GROUP REALTY, LLC (407-270-2747)
Listing Agent: Adam Schott (407-270-2747)
1085 BRENTON MANOR DR, WINTER HAVEN, FL 33881
$289,000217 Days on yellowkey MLS ID: TB8448346
REDUCED by $1,000 (0.3%) on 06/30/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1770 Built: 2015Monthly Fee: $32 Tax: $2,217 (2024)Community: Brenton ManorSingle Family
Taxes:$2,217
Elementary School: Alta Vista Elem
High School: Haines City Senior High
Tax Year: 2024
Middle School: Dundee Ridge Middle
Remarks: Charming and inviting, this 3-bed, 2-bath home sits in a lovely Winter Haven community with a very low HOA. Built in 2015, it offers a modern design, a comfortable one-level layout, a 2-car garage, and all appliances included. Tucked into the vibrant Chain of Lakes region, you’re surrounded by peaceful views, leafy lakes, and plenty of outdoor fun from boat cruises to paddle boarding. And when it’s time for entertainment, you couldn’t be better located: you’re just 20 minutes from LEGOLAND Florida Resort, and only about 30 miles from Walt Disney World, making magical Orlando day trips effortless.
Listing is courtesy of: MARZUCCO REAL ESTATE (813-679-1365)
Listing Agent: Clarisa Moody (813-446-2003)
592 LAKE SMART BLVD, WINTER HAVEN, FL 33881
$415,00075 Days on yellowkey MLS ID: S5148989
3 Days Off yellowkey (back on 6/30/2026)
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2944 Built: 2021Monthly Fee: $55 Tax: $4,862 (2025)Community: Lake Smart PointeSingle Family
Taxes:$4,862
Remarks: Under contract-accepting backup offers. Welcome to a home that offers more than just space — it delivers lifestyle, efficiency, and long-term value. Situated on a premium oversized corner lot, this 5-bedroom, 3-bathroom residence in Winter Haven is designed for those who appreciate both comfort and smart living. From the moment you enter, the clean, elegant tile flooring sets the tone for a modern and refined experience. The kitchen serves as the heart of the home, featuring soft-close cabinetry and elevated finishes — perfect for both everyday living and hosting guests. Step outside and envision your custom outdoor oasis. With hot and cold water lines already installed, your future outdoor kitchen is ready to come to life — ideal for entertaining and enjoying Florida living at its finest. But what truly sets this home apart is its fully paid-off solar panel system at closing — giving you immediate energy savings and a significant financial advantage from day one. Homes that combine space, upgrades, and built-in efficiency like this are rare. If you're looking for a move-in-ready property that delivers both lifestyle and smart investment value, this is one you don’t want to miss.
Listing is courtesy of: MY REALTY GROUP, LLC. (786-847-7421)
Listing Agent: Oscar Allende Melendez (787-409-2175)
257 MEADOWBROOK BLVD, WINTER HAVEN, FL 33881
$284,500174 Days on yellowkey MLS ID: P4937588
REDUCED by $3,450 (1.2%) on 06/30/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1725 Built: 2020Monthly Fee: $17 Tax: $6,306 (2025)Community: Lucerne Park ReserveSingle Family
Taxes:$6,306
Elementary School: Lake Alfred Elem
Middle School: Daniel Jenkins Academy of Technology Middle
Remarks: PRICE IMPROVEMENT! Motivated seller! Welcome to this super spacious 3-bedroom, 2-bath home located in Lucerne Park Reserve in Winter Haven. Built in 2020, this home offers a modern split floorplan, perfect for everyday living. The open layout creates a bright and airy feel throughout, with generous room sizes and excellent flow. Furniture is negotiable, making this a flexible move-in-ready opportunity for buyers. Enjoy outdoor living with an added screened-in patio/lanai overlooking a fully fenced backyard—ideal for pets, play, or relaxing in privacy. Situated in a well-maintained community featuring a pool, playground, and clubhouse, this home offers both comfort and convenience. Enjoy the benefits of newer construction paired with desirable neighborhood amenities, all just minutes from shopping, dining, and major roadways. A great opportunity to own a better than new home in a fantastic Winter Haven location.
Listing is courtesy of: KELLER WILLIAMS REALTY SMART 1 (863-508-3000)
Listing Agent: Katherine Montana - De Jesus (863-508-3000)
1004 AVENUE G NE, WINTER HAVEN, FL 33881
$310,000737 Days on yellowkey MLS ID: P4931111
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1398 Built: 1954 Tax: $3,355 (2023)Community: Jarvis HeightsSingle Family
Taxes:$3,355
Tax Year: 2023
Remarks: Welcome to your dream home! This stunning three-bedroom, two-bathroom residence boasts beautiful ceramic tile flooring and luxurious vinyl throughout. The modern kitchen is a chef's delight, equipped with stainless steel appliances including a refrigerator, dishwasher, microwave, and range. Enjoy the spacious living room, perfect for entertaining, and an additional bonus room that offers versatile space to suit your needs. Cozy up by the fireplace on cooler evenings and create lasting memories. Located just seconds away from Polk State College, this home is ideal for investors or families alike. Plus, you're only an hour away from the magic of Disney and more attractions, and a mere 10 minutes from the fun at Legoland. For boating enthusiasts, there's a convenient boat ramp less than a quarter of a mile from the home. Don’t miss the opportunity to make this exceptional property yours!
Listing is courtesy of: STACEY TOWNS REALTY LLC (863-422-1585)
Listing Agent: Austin Towns (863-221-2586)
610 AVENUE A NE, WINTER HAVEN, FL 33881
$215,000161 Days on yellowkey MLS ID: O6379847
0 Days Off yellowkey (back on 5/29/2026)
REDUCED by $4,900 (2.2%) on 05/07/2026
Bed: 3 Bath: 1.5 Liv Area Sq Ft: 1512 Built: 1910 Tax: $3,038 (2025)Community: Revised Map Of Fernwood AddSingle Family
Taxes:$3,038
Remarks: Under contract-accepting backup offers. Price Reduced. Excellent Investment Opportunity. Zoning MX district. Seller Motivated. Recived $10,000 toward buyers closing cost. Charming Colonial Home — Elegantly Renovated in Central Winter Haven. Welcome to timeless charm blended with modern comfort in this beautifully Colonial residence, perfectly situated in the heart of Winter Haven, Florida. Meticulously updated while honoring its historic character, this home offers the ideal blend of classic architectural details and contemporary living. As you approach, you’re greeted by a stately façade showcasing symmetrical Colonial proportions, a welcoming front porch, and original period craftsmanship that has stood the test of time. Current zoning classification is MX (Mixed-Use), which allows a wide range of commercial and residential uses. Typical permitted uses examples are: Professional and medical offices, Assisted living facilities, ALF) / senior care, Group homes and supportive housing, Multifamily residential buildings, Live/work units and mixed commercial-residential developments.
Listing is courtesy of: CENTRAL REALTY GROUP AND PROPERTIES (407-582-9011)
Listing Agent: Raul Briceno (407-715-2550)
1646 TRESSEL CT, WINTER HAVEN, FL 33881
$280,00090 Days on yellowkey MLS ID: P4938246
REDUCED by $10,000 (3.4%) on 06/30/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1846 Built: 2020Monthly Fee: $50 Tax: $4,864 (2025)Community: Buckeye TraceSingle Family
Taxes:$4,864
Remarks: PRICE DROP!! Nestled within a secure, gated community with impressively low HOA fees, this beautiful 4-bedroom, 2-bathroom home offers true peace of mind. The highly versatile layout easily adapts to your lifestyle, whether you need extra space for a growing family, a dedicated home office, or a welcoming guest suite. Beyond the front door, you're just minutes from top-rated schools, medical services, and daily conveniences like Publix. Spend your weekends exploring the vibrant dining and nightlife of Downtown Winter Haven or making memories at nearby Legoland. More than just a house, this property is an extraordinary opportunity to secure a lifestyle of comfort and convenience. Schedule your tour today before it slips away!
Listing is courtesy of: LA ROSA REALTY PRESTIGE (863-940-4850)
Listing Agent: Twanna Dewdney (863-207-1634)
2786 ADELINE AVE, WINTER HAVEN, FL 33881
$289,900119 Days on yellowkey MLS ID: O6391683
REDUCED by $4,000 (1.4%) on 06/10/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1498 Built: 2026Monthly Fee: $8 Tax: $3,456 (2025)Community: Willowbrook SouthSingle Family
Taxes:$3,456
Elementary School: Elbert Elem
Remarks: Under Construction. Located in the heart of Winter Haven, Willowbrook South puts you close to the area's Chain of Lakes, beautiful parks, and an array of dining and shopping. With top attractions and everyday conveniences just minutes away, your new home here keeps you connected to everything you love. Your new home at Willowbrook South places you right where you want to be. Now let me Introduce you to the Freeport II this 1498 sqft, 4 Bedroom 2 Bath home is just to die for. This home provides Luxury Vinyl tile in all the wet areas and Great room and Quartz Counter tops in the Kitchen and both Bathrooms. The Kitchen includes a Stove, Microwave, Dishwasher and Refrigerator, all Stainless Steel by Whirlpool and the laundry room also includes a Washer and Dryer. With 2 Spare Bedrooms in the Front one in the Middle and an Owners Suite in the Back. The Owners Suite can easily fit a King size bed and has a large Walk-in closet. It also includes a Home Smart System. Come by today! *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)
2216 STARBOARD, WINTER HAVEN, FL 33881
$215,00016 Days on yellowkey MLS ID: TB8524293
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1549 Built: 1974Monthly Fee: $140 Tax: $2,780 (2025)Community: Hartridge LandingSpa: NoSingle Family
Taxes:$2,780
Elementary School: Walter Caldwell Elem
High School: Auburndale High School
Middle School: Westwood Middle
Remarks: Check out this wonderful opportunity to own a spacious 3-bedroom, 2.5-bath home in the desirable 55+ community of Hartridge Landings! This well-maintained community offers a low HOA fee that includes access to the community pool and a private boat ramp on Lake Hartridge, providing access to Winter Haven's renowned Chain of Lakes. Step inside to an open and versatile floor plan featuring two expansive living areas that have endless possibilities for entertaining, relaxing, or creating a dedicated den, formal living room, or family room. The spacious first-floor primary suite serves as a private retreat, complete with an en-suite bathroom featuring dual sinks and a walk-in shower. The galley-style kitchen is conveniently located just off the dining area and offers the perfect space for a cozy breakfast nook. Also on the first floor are a half bath, a generously sized laundry room with built-in shelving, and a flexible office/bonus room with a built-in desk. Both the kitchen and office provide direct access to the private courtyard, creating a great space for outdoor relaxation or entertaining. Upstairs, you'll find two generously sized guest bedrooms and a full bathroom, providing plenty of space for family and visitors. Conveniently located near shopping, dining, medical facilities, and everyday conveniences, this home offers the perfect combination of comfort, functionality, and low-maintenance living. Schedule your private showing today!
Listing is courtesy of: KELLER WILLIAMS TAMPA CENTRAL (813-865-0700)
Listing Agent: Bree Allison (863-207-8595)
800 WARE AVE NE, WINTER HAVEN, FL 33881
$242,49990 Days on yellowkey MLS ID: O6399008
REDUCED by $500 (0.2%) on 06/29/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1000 Built: 2023 Tax: $1,293 (2025)Community: Swan Lake EstatesSingle Family
Taxes:$1,293
Remarks: EXCELLENT INVESTMENT OPPORTUNITY! Welcome to 800 Ware Ave NE, Winter Haven, where immediate rental income meets exceptional long-term potential! TENANT OCCUPIED with a reliable, long-term tenant already in place through January 2027, this EXCELLENT INVESTMENT offers the perfect addition to your portfolio while giving you the flexibility to make it your future home. This newer 3-bedroom, 2-bathroom residence welcomes you with a bright, open-concept floor plan designed for both everyday comfort and effortless entertaining. Durable laminate flooring flows throughout the home, creating a modern, low-maintenance living space, while the spacious kitchen overlooks the living and dining areas so everyone stays connected, whether you're hosting family and friends or enjoying a quiet evening at home. Natural light fills the interior, creating a warm and inviting atmosphere you'll love coming home to. Step outside to the fully fenced backyard, where you can envision children and pets playing freely, weekend barbecues with friends, gardening, or simply relaxing with your morning coffee or evening drink in your own private outdoor retreat. Situated on a spacious corner lot, the home offers additional yard space, enhanced privacy, and wonderful curb appeal. Beyond the home itself, you'll enjoy everything that makes Winter Haven one of Central Florida's fastest-growing communities. Located just minutes from Downtown Winter Haven and the beautiful Chain of Lakes, you'll have endless opportunities for boating, fishing, waterfront dining, parks, festivals, and year-round outdoor recreation. Everyday conveniences are all within easy reach, including Publix, Polk State College, Winter Haven Hospital, local medical offices, banks, fitness centers, and a wide variety of popular restaurants, coffee shops, and shopping destinations. Catch the latest blockbuster at the nearby movie theater, spend the day at LEGOLAND Florida Resort, or enjoy convenient access to Lakeland, Davenport, and Orlando for even more entertainment and employment opportunities. The home is approximately 15 minutes from LEGOLAND Florida Resort, 25 minutes to Lakeland, 30 minutes to Posner Park in Davenport, 45 minutes to Walt Disney World, and about one hour to both Orlando and Tampa, making commuting and weekend adventures incredibly convenient. With continued residential and commercial growth throughout Winter Haven, demand for housing continues to remain strong, making this an outstanding opportunity for investors and future homeowners alike. Whether you're looking for immediate cash flow, long-term appreciation, or a place to call home in the future, this EXCELLENT INVESTMENT OPPORTUNITY offers the ideal combination of location, lifestyle, and lasting value. Schedule your private showing today and discover everything 800 Ware Ave NE has to offer!
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Veronica Figueroa (407-519-3980)
900 LAKE JESSIE DR, WINTER HAVEN, FL 33881
$450,000109 Days on yellowkey MLS ID: S5146723
REDUCED by $19,900 (4.2%) on 06/06/2026
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 1828 Built: 1948 Tax: $4,023 (2025)Community: East View PkwySpa: NoSingle Family
Taxes:$4,023
Elementary School: Auburndale Central Elem
Remarks: One or more photo(s) has been virtually staged. Welcome to a place where everyday life feels like a getaway. Set along the peaceful shores of Lake Jessie, part of Winter Haven’s renowned Chain of Lakes, this lakefront retreat is more than just a home, it’s a lifestyle defined by water, sunshine, & unforgettable experiences. Start your mornings with breathtaking sunrises shimmering across the lake, coffee in hand from your private dock or patio. Spend your days exactly how you choose, cruising the Chain of Lakes by boat, casting a line in some of Central Florida’s best freshwater fishing, or enjoying world-class watersports like skiing, wakeboarding & paddleboarding right from your backyard. With nearby slalom courses & open water, this is truly a paradise for water enthusiasts. Lake Jessie is especially cherished for its tranquil atmosphere, offering a rare sense of calm while still being full of life. One of its most unique features is the seaplane activity, where you can watch planes gracefully land and take off across the water, an experience that never gets old and adds to the charm of lakeside living. Nature lovers will also appreciate the frequent sightings of all kinds of birds & other beautiful wildlife. The home itself offers a thoughtfully designed single-story layout with over 1,800 square feet, featuring 3 bedrooms & 3 bathrooms. An open-concept living space is filled with natural light and showcases stunning lake views, while a split-bedroom design provides comfort & privacy. A private in-law suite with its own entrance adds flexibility for guests, multi-generational living, or additional income potential. This residence offers plenty of parking space with its oversized driveway & an additional carport providing covered parking as well. The home has been updated with modern finishes and includes a metal roof installed in 2019. This home would make a perfect full time residence, investment property or second home. Beyond the water, the location is just as appealing. You’re right around the corner from a brand new Publix store and minutes from the heart of Winter Haven, where you’ll find charming local restaurants, shops, parks, and community events. Legoland Florida Resort is just a short drive away and there is convenient access to both Tampa and Orlando, so world-class attractions, dining & entertainment are always within reach. Whether you're seeking adventure, relaxation, or a smart investment, this Lake Jessie property delivers it all, offering the rare opportunity to live, play & unwind in one of Florida’s most iconic lakefront settings. Book your showing today!
Listing is courtesy of: RE/MAX HERITAGE PROFESSIONALS (863-256-2188)
Listing Agent: Patricia De Graaff, Llc (863-307-0061)
6775 BRENTWOOD DR NE, WINTER HAVEN, FL 33881
$132,500109 Days on yellowkey MLS ID: S5146696
REDUCED by $4,400 (3.2%) on 05/18/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1320 Built: 1985Monthly Fee: $46 Tax: $147 (2025)Community: Lake N Golf EstatesSpa: NoManufactured Home
Taxes:$147
Remarks: One or more photo(s) has been virtually staged. Welcome to 6775 Brentwood Dr NE, located in the desirable, no pet community of Lake N Golf Estates, a 55+ lakefront community offering the best of Florida living. This well maintained, mostly furnished home offers 3 bedrooms & 2 bathrooms with a spacious & functional layout, including a Florida room, formal dining room, breakfast nook & a dedicated laundry/storage room, providing plenty of flexibility for everyday living & entertaining. Updated HVAC system (2024) & automated thermostat. Additional exterior features include awnings for added shade and energy efficiency, along with a spacious carport for convenient covered parking. The home already passed the insurance/4-pointe inspection & will come with a one-year home warranty at closing. It is situated within an established, beautifully maintained community known for its welcoming atmosphere & convenient access to nearby shopping, dining, medical facilities, & major roadways. Residents of Lake N Golf Estates enjoy fantastic amenities including a clubhouse, heated pool, spa, shuffleboard courts and community boat slip access, perfect for taking full advantage of the scenic lakefront setting. With OWNED land, low maintenance living, this community offers both comfort & peace of mind. Whether you're looking for a seasonal retreat or a fulltime residence, this is a wonderful opportunity to enjoy the Florida lifestyle at its finest. Schedule your private showing today & experience all that Lake N Golf Estates has to offer!
530 SANCTUARY BLVD, WINTER HAVEN, FL 33881
$639,900144 Days on yellowkey MLS ID: S5144344
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3619 Built: 2023Monthly Fee: $83 Tax: $7,594 (2025)Community: Sanctuary By The Lake Ph OneSpa: NoSingle Family
Taxes:$7,594
Remarks: Welcome to this exceptional custom-built 2023 luxury residence located within the gated community of Sanctuary by the Lake, where modern elegance, thoughtful design, & everyday comfort come together seamlessly. Perfectly positioned on a spacious corner lot directly across from the lake, this stunning home immediately impresses with its commanding presence & refined architectural detail. Step through the beautiful double front doors & experience an immediate sense of openness, highlighted by soaring ceilings, abundant natural light, & expansive living spaces designed to feel both grand & inviting. With over 3,600 square feet of living space, the thoughtfully designed open layout effortlessly connects formal & casual living areas, creating an ideal setting for both entertaining & relaxed daily living. At the heart of the home lies a beautifully appointed chef’s kitchen, featuring Granite countertops, upgraded Stainless-Steel appliances, a breakfast bar, walk-in pantry & a generous prep space, perfect for hosting gatherings or enjoying quiet mornings at home. The kitchen flows naturally into the impressive great room & dining areas, enhancing the home’s seamless indoor living experience. One of the standout features is the oversized covered and enclosed Florida room, custom added by the owners to extend the living space year-round. Whether hosting celebrations, entertaining guests, or simply unwinding while enjoying peaceful surroundings, this space truly elevates the lifestyle this home offers. Designed with privacy in mind, the desirable triple split floor plan includes 4 spacious bedrooms, 3 full bathrooms & a dedicated private office, ideal for remote work or flexible living needs. The luxurious primary suite serves as a private retreat, complete with dual vanities, a garden tub, separate walk-in shower, makeup vanity & a very generous walk-in closet. Beautiful luxury vinyl plank flooring flows throughout the main living areas, complemented by tasteful finishes & quality craftsmanship that reflect the home’s custom construction. A well-equipped laundry room with cabinetry, countertop workspace & sink adds everyday convenience. A 50-amp generator port was added for peace of mind. Beyond the home itself, the location offers the best of Central Florida living. Just minutes from downtown Winter Haven, residents enjoy award-winning restaurants, local boutiques, parks & year-round entertainment, while nearby access to Lakeland & I-4 provides an easy commute to both Tampa and Orlando. Florida’s Atlantic and Gulf beaches are approximately 90 minutes away, making weekend coastal escapes effortlessly accessible. This is more than a home, it is a refined living experience combining space, luxury, and lifestyle within one of Winter Haven’s most desirable gated communities.
6825 S LAKE HENRY DR NE, WINTER HAVEN, FL 33881
$239,000154 Days on yellowkey MLS ID: S5143698
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1790 Built: 1991Monthly Fee: $46 Tax: $2,317 (2025)Community: Lucerne Park Fruit AssnSpa: NoManufactured Home
Taxes:$2,317
Remarks: One or more photo(s) has been virtually staged. Enjoy true Florida lakefront living in this spacious 2-bedroom, 2-bath home offering almost 1800 square feet of heated living space, perfectly positioned on a waterfront lot with your OWN private dock, ideal for relaxing, fishing, or simply taking in the peaceful views of Lake Henry. Inside, the home features a large kitchen with a center island, Stainless Steel appliances including a built-in oven & cooktop, with plenty of cabinet space for storage & functionality. The oversized family room offers some of the most beautiful lake views in the home, creating a bright & welcoming gathering space. French doors lead into the additional Florida room under air and heat, where the panoramic water views continue and provide a perfect year-round retreat. Both bedrooms are generously sized, with the primary suite featuring a large ensuite bathroom complete with a walk-in closet, double sinks, a shower, & a garden tub. The guest bathroom has been updated, offering a fresh and modern feel. Additional interior features include an entry foyer, inside laundry room, and ample storage space including a dedicated storage room. Outdoor living is just as impressive, with oversized parking, a carport, a large, screened room, a paved open patio, & an additional storage shed. The combination of covered and open spaces makes it easy to enjoy the Florida lifestyle throughout the year. Major updates include a new roof in 2025, updated windows, & updated plumbing for added peace of mind. Located in Lake n Golf Estates, a desirable lakefront, LAND-OWNED 55+ community, residents enjoy access to amenities including a pool, spa, clubhouse, shuffleboard, & community boat ramp & dock, with boat slips available subject to availability. Conveniently situated near Hwy 27, medical facilities, shopping, and dining, the community also offers low HOA fees of $550 per year, adding to its overall appeal. Schedule your private showing today, lakefront homes at this price point do not last long.
1740 2ND ST NE, WINTER HAVEN, FL 33881
$230,000275 Days on yellowkey MLS ID: L4956531
REDUCED by $5,000 (2.1%) on 06/18/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1683 Built: 2025 Tax: $308 (2024)Community: Maud MeadowsSingle Family
Taxes:$308
Remarks: Price reduced to $235,000. This newer construction 3-bedroom, 2-bath home offers a compelling opportunity for buyers looking for location, layout flexibility, and upside potential. Built in 2025, the property features an open living area, laminate wood flooring, white cabinetry, stainless steel appliances, and a tankless water heater. The functional floor plan allows for a variety of uses, whether for primary residence, multigenerational living, or investment purposes. Located just minutes from Downtown Winter Haven, the Chain of Lakes, hospitals, shopping, and dining, and with no HOA, this property offers convenience and long-term appeal. Sold as-is.
Listing is courtesy of: KELLER WILLIAMS REALTY SMART (863-577-1234)
Listing Agent: Daryl Ash, Ii (863-934-1548)
1303 NE STATELY OAKS DR NW, WINTER HAVEN, FL 33881
$279,00030 Days on yellowkey MLS ID: L4962781
REDUCED by $19,000 (6.4%) on 06/29/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1693 Built: 1960 Tax: $3,477 (2025)Community: Stately OaksSpa: NoSingle Family
Taxes:$3,477
Elementary School: Inwood Elem
Remarks: Welcome to this beautifully refreshed 3-bedroom, 2-bath pool home in Winter Haven with NO HOA! Situated on a spacious lot in the established Stately Oaks community, this move-in ready property offers comfort, flexibility, and the Florida lifestyle buyers are looking for. Inside, you’ll find bright updated living spaces with fresh finishes, abundant natural light, and a functional layout designed for everyday living and entertaining. The kitchen features clean modern updates, ample cabinetry, and flows seamlessly into the main gathering areas. Step outside to your private backyard retreat featuring a sparkling pool, covered outdoor space, and plenty of room to relax, entertain, and enjoy year-round outdoor living. The oversized driveway offers additional parking and convenience. Additional features include public water and public sewer connections and no HOA restrictions. Conveniently located near shopping, dining, schools, recreation, and major roadways with easy access throughout Central Florida. Schedule your private showing today!
Listing is courtesy of: CENTURY 21 MYERS REALTY (863-875-5656)
Listing Agent: Chelsey Palmowski (863-326-2279)
28 CASARENA CT, WINTER HAVEN, FL 33881
$165,000114 Days on yellowkey MLS ID: S5146381
REDUCED by $10,000 (5.7%) on 06/29/2026
Bed: 2 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2045 Built: 1989Monthly Fee: $310 Tax: $3,928 (2025)Community: Casarena On LakesSpa: NoTownhouse
Taxes:$3,928
Remarks: Welcome to this charming two-story townhome located in the Casarena gated community in Winter Haven, offering 2 bedrooms and 2.1 bathrooms designed for comfort and flexibility. The inviting main living area features a cozy fireplace, perfect for relaxing or entertaining, while the functional layout flows seamlessly into the dining and kitchen spaces. Upstairs, enjoy your own private second-floor balcony—an ideal spot for morning coffee or unwinding in the evening. Enjoy family gatherings in the large screened in patio that is ready to be converted into your ideal outdoors living space. Additional highlights include a convenient laundry closet in the garage and ample storage throughout. Whether you're a first-time buyer, downsizing, or seeking a low-maintenance lifestyle, this home checks all the boxes—schedule your private showing today and make it yours! This home is being sold in As Is condition. All buyers must view the home before submitting an offer.
Listing is courtesy of: REALTYCITY INC (863-438-6605)
Listing Agent: Jesse Carriedo (863-438-6605)
2710 AVENUE J NW, WINTER HAVEN, FL 33881
$169,00039 Days on yellowkey MLS ID: TB8515967
REDUCED by $10,000 (5.6%) on 06/29/2026
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 672 Built: 1956 Tax: $2,320 (2025)Community: InwoodSpa: NoSingle Family
Taxes:$2,320
Remarks: Welcome to a NO HOA 2 bedroom 1 bath located right between Orlando and Tampa. This starter home is close to everything you need plus wonderful lakes, nature trails, Legoland, and more. Walking into the living room there is plenty of space for unwinding after a long day. The first bedroom is connected to the livingroom. Just to the left of the livingroom is the kitchen. In the kitchen there is plenty of storage and cooking space. The next bedroom is just outside the kitchen. Both bedrooms provide all the essentials and boast a ceiling fan. The side door from the kitchen leads to the carport which could easily act as an awesome covered outdoor space. Walking around the house, a large yard for family activities welcomes you. Come find out why you should make this home yours. Ask about Seller Financing Terms.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Gregory Watson (863-224-6431)
2105 9TH ST NE, WINTER HAVEN, FL 33881
$245,000106 Days on yellowkey MLS ID: O6395140
REDUCED by $9,900 (3.9%) on 05/21/2026
Bed: 3 Bath: 1.0 Liv Area Sq Ft: 1042 Built: 1967 Tax: $2,442 (2025)Community: Lake Idyll EstatesSpa: NoSingle Family
Taxes:$2,442
High School: Lake Region High
Remarks: Welcome to this beautifully renovated, move-in-ready home offering the perfect combination of style, comfort, and convenience! This charming property has been thoughtfully updated and features a bright open layout filled with natural light, creating a warm and inviting atmosphere for family and friends. Recent improvements include a bonus room with a bathroom, a new roof (2024), updated electrical system (2025), new water heater (2025), updated flooring, fresh interior and exterior finishes, and a modern kitchen with contemporary cabinetry and ample counter space. The spacious living areas provide flexibility for everyday living and entertaining, while the generously sized backyard offers endless possibilities to create your own outdoor retreat. Conveniently located in the heart of Winter Haven, this home offers easy access to US-17, Cypress Gardens Boulevard, and the Polk Parkway, making commuting throughout Central Florida simple. Enjoy being just minutes from LEGOLAND Florida Resort, Downtown Winter Haven, local restaurants, shopping centers, grocery stores, medical facilities, and beautiful lakes known throughout the area. Outdoor enthusiasts will appreciate the nearby parks, walking trails, boating, fishing, and recreational activities that make Winter Haven one of Central Florida’s most desirable communities. Also close to Walt Disney World, Disney Springs, Universal Orlando Resort, Orlando International Airport (MCO), schools, hospitals, golf courses, and everyday conveniences. Whether you’re a first-time homebuyer, looking to downsize, or searching for a great investment opportunity, this beautifully updated home offers exceptional value, modern upgrades, and an unbeatable Central Florida location. A bonus room and an additional bathroom may not be reflected in public records. Buyer to verify all measurements, permits, and property information. Property sold AS-IS. Schedule your private showing today and discover everything this wonderful home has to offer!
Listing is courtesy of: COLDWELL BANKER REALTY (407-352-1040)
Listing Agent: Vivian Correa (401-263-5921)
Please select an email frequency other than None since you have chosen for us to email you with changes that match your search.