Location: Winter Haven , 33881
Do Not Show Listings
2782 ADELINE AVE, WINTER HAVEN, FL 33881
$279,90076 Days on yellowkey MLS ID: O6391785
REDUCED by $2,090 (0.7%) on 05/29/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1328 Built: 2026Monthly Fee: $8 Tax: $3,456 (2025)Community: Willowbrook SouthSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$3,456
Elementary School: Elbert Elem
High School: Winter Haven Senior
Tax Year: 2025
Middle School: Denison Middle
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. Let me Introduce you to the Archer II this 1328 Sqft. 3 Bedroom 2 Bath home is just to die for. This home provides Luxury Vinyl tile in all the wet areas, Living and Dining Rooms 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 also includes a Washer/Dryer. The Archer II has an Open Floor plan that allows you to entertain guest even if they are in the living or dining room. Spacious bedrooms Owners Suite that can easily fit a King size bed. And on top of all that it also comes with our Home Smart System. Come by today!
Listing is courtesy of: DR HORTON REALTY OF CENTRAL FLORIDA LLC (407-250-7299)
Listing Agent: Paul King (407-519-3940)
2790 ADELINE AVE, WINTER HAVEN, FL 33881
$277,90076 Days on yellowkey MLS ID: O6391726
REDUCED by $6,090 (2.1%) on 05/29/2026
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. Let me Introduce you to the Archer II this 1328 Sqft. 3 Bedroom 2 Bath home is just to die for. This home provides Luxury Vinyl tile in all the wet areas, Living and Dining Rooms 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 also includes a Washer/Dryer. The Archer II has an Open Floor plan that allows you to entertain guest even if they are in the living or dining room. 2 Spare Bedrooms and an Owners Suite that can easily fit a King size bed. And on top of all that it also comes with our 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.*
225 FRANKLIN CT, WINTER HAVEN, FL 33881
$427,500131 Days on yellowkey MLS ID: L4958723
0 Days Off yellowkey (back on 5/24/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2362 Built: 2014Monthly Fee: $74 Tax: $5,287 (2025)Community: Hampton CoveSingle Family
Taxes:$5,287
Remarks: Under contract-accepting backup offers. ***PRICE REDUCTION*** Refined luxury meets modern efficiency in this stunning 4-bedroom, 3-bath home located in the private gated community of Hampton Cove, tucked away on a peaceful cul-de-sac, accented by elegant brick exterior detailing. Designed for both sophistication and comfort, this meticulously upgraded home offers timeless finishes, flexible living spaces, and exceptional energy efficiency. Inside, luxury vinyl plank flooring flows throughout, complemented by granite countertops in every space. The chef-inspired kitchen is beautifully appointed with stainless steel appliances, rich granite surfaces, a designer backsplash, deep drawer storage, and soft-close cabinetry, a breakfast bar, and a sunlit dinette-creating a space that is as functional as it is striking. A dedicated dining room provides the perfect setting for hosting and formal gatherings. The primary suite serves as a serene retreat, featuring a private sitting area and a spa-style en-suite bath with a soaking tub and walk-in shower. Bedrooms two, three, and four are generously sized, offering comfort and flexibility for family, guests, or additional work-from-home needs. Both guest bathrooms are thoughtfully designed with walk-in showers, offering elevated comfort for family and guests alike. A versatile flex room allows effortless customization—ideal for a private office, fitness studio, or creative space. Outdoors, the expansive fenced backyard provides abundant room for a resort-style pool, with a strategically located bathroom perfectly suited for future pool access. The property also features a separate irrigation water meter, offering added convenience and potential utility savings. This home is enhanced with top-tier systems and energy-conscious upgrades, including: • Lennox 19.5 SEER high-efficiency A/C (2018) with damper system and four thermostats • Fully paid solar panels • 16kW whole-home Generac generator powered by natural gas • Hybrid water heater (2018) • Roof, A/C, and water heater replaced in 2018 • Energy Recovery Ventilator (ERV) in the garage for improved air quality and humidity balance • Double-pane windows throughout • Backyard fencing added in 2023 • Washer and dryer (2025) included. This exceptional home delivers luxury, resilience, and efficiency in one elegant package—an opportunity rarely found.
Listing is courtesy of: THE STONES REAL ESTATE FIRM (863-412-2080)
Listing Agent: Jessica Willaford (863-662-8549)
514 AVENUE C NE, WINTER HAVEN, FL 33881
$579,000138 Days on yellowkey MLS ID: L4958429
REDUCED by $10,500 (1.8%) on 05/07/2026
Bed: 9 Bath: 0.0 Liv Area Sq Ft: 3196 Built: 1930 Tax: $3,335 (2025)Community: Coker A B AddApartment
Taxes:$3,335
Elementary School: Fred G. Garnier Elem
Remarks: Income-producing 5-unit multifamily property in Winter Haven with 3 units currently leased and one vacant unit offering additional income potential. Recent improvements include a new metal roof, updated HVAC system, and interior/exterior upgrades completed within the past year. Located near shopping, dining, schools, and major roadways in a strong rental market. Ideal for investors seeking cash flow, portfolio expansion, or value-add potential.
Listing is courtesy of: BHHS FLORIDA PROPERTIES GROUP (863-701-2350)
Listing Agent: Michael Hochadel (863-604-0018)
820 AVENUE Z NW, WINTER HAVEN, FL 33881
$197,5005 Days on yellowkey MLS ID: S5150017
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 2082 Built: 1925 Tax: $3,824 (2025)Community: Hartridge ManorSingle Family
Taxes:$3,824
Elementary School: Frank E. Brigham Academy
Middle School: None
Remarks: Short Sale. Discover a wonderful opportunity in the desirable Winter Haven area. This inviting residence offers comfortable living with a practical and welcoming layout. Bright natural light enhances the interior, creating a warm and airy feel throughout. The living areas flow seamlessly, making everyday living and entertaining effortless. A functional kitchen provides plenty of space for cooking and gathering. Spacious bedrooms showcase relaxing retreats for rest and privacy. The home sits on a generous lot with room to enjoy outdoor living. The backyard is perfect for relaxing evenings, gardening, or weekend gatherings. With no HOA, you’ll enjoy added flexibility and freedom. Ample parking adds convenience for residents and guests alike. The location provides easy access to shopping, dining, and daily essentials. Nearby parks and lakes fit outdoor recreation opportunities year-round. Major roadways are just a short drive away for easy commuting. This property is a great fit for homeowners or investors seeking value and potential. Come explore the possibilities this home has to show for.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Cesar Estrada, Pa (321-209-4782)
517 ITUNA CIR, WINTER HAVEN, FL 33881
$313,7105 Days on yellowkey MLS ID: L4962260
0 Days Off yellowkey (back on 5/28/2026)
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1715 Built: 2026Monthly Fee: $50Community: Harbor At Lake HenrySingle Family
Taxes:$0
Elementary School: None
High School: None
Remarks: Under Construction. New construction home with 1715 square feet on one-story including 4 bedrooms, 2 baths, and an open living area. Enjoy an open kitchen with Quartz countertops, Samsung stainless steel appliances, a walk-in pantry, and a spacious island, fully open to the dining café and 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 walk-in wardrobe and a private en-suite bath with dual vanities, a tiled shower, and a closeted toilet. Plus, enjoy a covered lanai, 2-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 décor do not convey!
Listing is courtesy of: CAMBRIDGE REALTY OF CENTRAL FL (863-797-4999)
Listing Agent: George Lindsey, Iii (863-797-4999)
28 CASARENA CT, WINTER HAVEN, FL 33881
$175,00071 Days on yellowkey MLS ID: S5146381
REDUCED by $10,000 (5.4%) on 05/28/2026
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
Middle School: Westwood Middle
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)
306/308 AVE P NW, WINTER HAVEN, FL 33881
$449,00084 Days on yellowkey MLS ID: L4960150
REDUCED by $1,000 (0.2%) on 05/12/2026
Bed: 4 Bath: 0.0 Liv Area Sq Ft: 2804 Built: 2025Community: Harrington A B SubApartment
High School: Lake Region High
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Brand-New NO HOA, NO CDD, 2025 Duplex Appraised $484,000 walk into this with equity build in– An exceptional investment opportunity in the thriving heart of Winter Haven, just minutes from world-renowned theme parks. Each unit showcases a spacious, modern design with 2 bedrooms and 2 bathrooms, offering the perfect balance of style, comfort, and functionality for long-term tenants or short-term guests. Built with quality craftsmanship, this property features luxury vinyl plank flooring, sleek granite countertops, and premium stainless steel appliances (including refrigerator, range hood, and microwave) in both units. The open-concept layout, combined with abundant natural light, creates a warm and contemporary living environment. Adding to its value, each unit comes with separate electric and sewer meters—a rare and highly desirable feature that enhances convenience for both owners and tenants. Whether you’re seeking a turnkey rental investment, a vacation property near top Florida attractions, or a low-maintenance income-producing duplex, this brand-new build delivers it all. Don’t miss out—schedule your private tour today!
Listing is courtesy of: TRUE FLORIDA REALTY LLC (863-337-9667)
Listing Agent: Amalia Lucena (904-614-1930)
1096 SANDPIPER LOOP, WINTER HAVEN, FL 33881
$442,50062 Days on yellowkey MLS ID: S5146706
2 Days Off yellowkey (back on 5/28/2026)
Bed: 5 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2536 Built: 2022Monthly Fee: $60 Tax: $739 (2025)Community: Chestnut CrkSpa: NoSingle Family
Taxes:$739
Remarks: Under contract-accepting backup offers. Fall in love with this expansive 5-bedroom, 3-bath, 3-car garage home situated on a quarter-acre of land, where luxury, functionality, and energy efficiency come together. Explore every corner of this stunning property right now through a 3D interactive walkthrough or a full video tour. Designed with an open layout and split bedrooms for privacy, the home feels massive yet efficient. The heart of the home is a wide-open living area and a huge kitchen featuring a gigantic island, 42-inch upper cabinets, a spacious pantry, and top-of-the-line stainless steel appliances. Whether you are relaxing, hosting, or cooking, the home provides boundless space to move and mingle. High-quality finishes are found throughout, including granite countertops in the bathrooms, luxury vinyl plank flooring in the main areas, and premium carpeting in the bedrooms. This isn't just a home; it’s an investment featuring $30,000 in upgrades available for your review! One of the standout benefits of this property is the incredible energy efficiency. Powered by solar panels plus a solar-powered attic fan, the home’s energy costs are cut in half compared to neighboring homes that have much smaller living areas. The solar panel lease is a manageable $180 a month, which keeps the actual electric bill payable to TECO energy as low as $5 to $20 a month. For added convenience, the home also includes a paid security system and a water softener system paired with reverse osmosis in the kitchen. The outdoor space is just as impressive, featuring a large, private backyard on a quarter-acre lot fully enclosed by a vinyl fence. You can enjoy the Florida weather from the comfort of a huge, screened-in lanai, surrounded by custom pavers that wrap seamlessly around the sides and back of the home. The meticulous landscaping is easily maintained by a full irrigation system. Located in a quiet, peaceful community in Polk County, you are perfectly positioned near Highway 27 for an easy drive to Disney and the Orlando Airport. Best of all, there are no CDD fees and a low HOA of only $725 a year. This home is being sold AS IS and is ready for you to move in. Schedule your showing today!
Listing is courtesy of: MAZELG REALTY (863-399-0226)
Listing Agent: Mary Sorrell (765-434-1802)
3827 POMELO DR, WINTER HAVEN, FL 33881
$319,90056 Days on yellowkey MLS ID: O6396937
REDUCED by $10,590 (3.2%) on 05/28/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1828 Built: 2026Monthly Fee: $69 Tax: $2,606 (2025)Community: Harmony On Lake Eloise Phase 4Single Family
Taxes:$2,606
Elementary School: John Snively Elem
Remarks: Under Construction. Introducing the Cali floorplan at Harmony at Lake Eloise, in Winter Haven, Florida, where every square foot is put to use with sophistication and comfort. Inside this 4-bedroom, 2-bathroom home, you’ll find 1,828 square feet of comfortable living. This meticulously designed residence combines modern convenience with timeless elegance, showcasing quartz counters and luxury vinyl plank floors throughout. As you step inside, you are greeted by an inviting foyer that leads you into the heart of the home. The open-concept layout seamlessly connects the living room, dining area, and kitchen, creating a perfect space for entertaining family and friends. The spacious living room features abundant natural light, thanks to large windows that provide picturesque views of the surrounding landscape. With ample room for seating, it's an ideal spot for relaxation and gatherings. The kitchen is a true highlight, including quartz countertops, sleek stainless-steel appliances, a walk-in pantry and an oversized island with a breakfast bar. Whether you're preparing a casual meal or hosting a formal dinner, this kitchen is well-equipped to meet your culinary needs. The four generously sized bedrooms have flexibility for various lifestyles. The primary suite located in the rear of the home is a tranquil retreat, featuring a private ensuite bathroom with dual sinks, a separate shower, and a walk-in closet. The remaining three bedrooms share one well-appointed bathroom, making morning routines a breeze. Laundry won't be a chore with its dedicated space convenient to all bedrooms. Like all homes in Harmony at Lake Eloise, the Cali includes smart home technology, which allows you to control your home anytime with your smart device while near or away. Whether you're seeking a peaceful family retreat or a stylish place to call your own, this home is sure to meet your every need. *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.*
4099 ISLAND LAKES DR, WINTER HAVEN, FL 33881
$389,000427 Days on yellowkey MLS ID: P4934266
REDUCED by $5,000 (1.3%) on 05/28/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1603 Built: 2006Monthly Fee: $17 Tax: $5,194 (2024)Community: Island LakesSingle Family
Taxes:$5,194
Tax Year: 2024
Remarks: One or more photo(s) has been virtually staged. NEW ROOF 2/9/2026 + $5K PRICE IMPROVEMENT on 5/26! Now offered at another improved price, this waterfront home on Lake Rochelle delivers the best value currently available on the Winter Haven Chain of Lakes. Located in the desirable Island Lakes community, this well-maintained 3-bedroom, 2-bath home combines lakefront living, major recent updates, and everyday functionality. A brand new roof was installed in February 2026, offering added peace of mind and potential insurance advantages for the next owner. Fresh landscaping and new sod create excellent curb appeal, while the open split-bedroom floorplan provides comfortable living with beautiful natural light throughout. The spacious primary suite overlooks the water and includes a private bath and walk-in closet. The living and dining areas flow easily into the kitchen, making the home ideal for entertaining, weekend guests, or simply enjoying the lake lifestyle. Step outside and enjoy direct access to the Chain of Lakes with boating, fishing, kayaking, and sunset views right from your backyard. Conveniently located near shopping, dining, medical facilities, and major roadways while still offering a peaceful waterfront setting. Whether you’re looking for a primary residence, winter retreat, or investment opportunity, this property checks all the boxes for Florida lakefront living. Schedule your private showing today.
Listing is courtesy of: KELLER WILLIAMS REALTY SMART 1 (863-508-3000)
Listing Agent: Don Jerue (863-259-9550)
262 OLEANDER ST, WINTER HAVEN, FL 33881
$274,90084 Days on yellowkey MLS ID: TB8479025
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1743 Built: 2017Monthly Fee: $49 Tax: $2,428 (2025)Community: Lakes/Lucerne Park Ph 3Single Family
Taxes:$2,428
Elementary School: Lake Alfred Elem
Remarks: One or more photo(s) has been virtually staged. SUPER DEAL on a big four bedroom home! Clean, fresh and well maintained home! PLUS, an American Preferred Home Warranty is included! With American Home Warranty, if you ever need to use it, you get to choose your own preferred vendors! Enjoy room for the family and privacy for mom and dad in the spacious split bedroom layout . You are going to like the open-concept living areas, big island kitchen with walk-in kitchen pantry. The large master suite with ensuite bath has a large walk in closet. Plenty of natural light brightens your living spaces from the energy efficient windows. All bedrooms are generously sized. Style and comfort welcome you with brand new beautiful, premium style, extra thick, waterproof luxury vinyl plank flooring in all the living areas. Fresh new carpet in all bedrooms. Pretty ceramic tile in wet areas. ROOF 2024! A fresh coat of premium exterior paint has been done and seals the deal for years to come. MOVE IN READY! Come and see this lovely home in the well-maintained Lakes at Lucerne community today!
Listing is courtesy of: DALTON WADE INC (888-668-8283)
Listing Agent: Patty Wolfgang (813-389-5226)
909 CAMBRIDGE DR, WINTER HAVEN, FL 33881
$276,90046 Days on yellowkey MLS ID: G5111142
REDUCED by $5,000 (1.8%) on 05/27/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1506 Built: 2022Monthly Fee: $13 Tax: $3,310 (2025)Community: Lucerne Park ReserveSingle Family
Taxes:$3,310
Remarks: Short Sale. – PRICED TO SELL! Welcome to this 2022-built 3-bedroom, 2-bathroom home located in the growing Lucerne Park Reserve community of Winter Haven. This newer construction single-story home features a desirable open-concept floor plan, perfect for comfortable everyday living and easy entertaining. The spacious kitchen overlooks the living and dining areas, creating a bright and inviting central gathering space. The primary suite offers a private bathroom and generous closet space, while two additional bedrooms provide flexibility for guests, family, or a home office. Home includes solar panels, offering potential energy efficiency benefits for the new owner. Conveniently located near shopping, dining, schools, and major highways with easy access to Lakeland, Orlando, and surrounding Central Florida areas. Ideal opportunity for first-time buyers, investors, or anyone looking to add value in a rapidly growing area. Short Sale – subject to lender approval. Property sold as-is. MOTIVATED SELLERS!!!
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Mariel Espinal (407-921-5868)
1806 17TH ST NW, WINTER HAVEN, FL 33881
$360,00026 Days on yellowkey MLS ID: L4961741
0 Days Off yellowkey (back on 5/27/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1750 Built: 1925 Tax: $2,771 (2025)Community: Kenilworth ParkSingle Family
Taxes:$2,771
Elementary School: Inwood Elem
Remarks: Mediterranean Revival residence combining historic charm, remarkable updates, and an ideal Central Florida location. Welcome to 1806 17th St NW in the "Chain of Lakes City" of Winter Haven. Discover this beautifully restored and extensively renovated Spanish bungalow, thoughtfully updated in 2021–2022 while preserving its timeless character. Major system improvements include a new roof, new electrical, new plumbing, new HVAC systems with ductwork, and a well-fed sprinkler system—rare peace of mind for a historic home. Additional upgrades include refinished hardwood floors, replastered and retextured walls, remodeled kitchen and baths, fresh interior and exterior paint, Tiffany-style fans, and period-inspired lighting. With city water and sewer, this historic property offers the charm of another era without sacrificing modern convenience. Ideally positioned across from Lake Cannon and near Lake Mirror on the scenic Winter Haven Chain of Lakes, the home is surrounded by tree-lined streets, beautifully preserved residences, and refreshing lake breezes. Curb appeal shines with textured stucco, arched windows, mature palms, and an oversized double lot. A covered two-car carport, new concrete driveway, detached workshop, and professional landscaping complete the exterior setting. Inside, warm and inviting living spaces are filled with architectural detail and authentic character. The formal living room features Saltillo tile floors, beadboard ceilings, and arched windows overlooking lush gardens. Nearby, the family room showcases original hardwood floors, a coved ceiling, and a gas-burning brick fireplace. A cozy computer nook creates the perfect work or study space. The formal dining room highlights softly curved ceilings, arched transitions, and charming glass-front corner built-ins. The updated kitchen blends vintage styling with modern function, featuring wood cabinetry, soft-close drawers, granite countertops, stainless steel appliances, and a walk-in pantry with laundry connections. Three bedrooms and two beautifully remodeled baths include a private primary suite with French doors opening directly to the rear patio. Outdoor living is equally impressive, offering a secluded patio and expansive backyard ideal for entertaining, gardening, or simply relaxing beneath the shade of mature landscaping. The detached 18x19 workshop with roll-up door, electricity, and concrete slab provides exceptional flexibility for woodworking, hobbies, storage, or creative space. Located just minutes from downtown Winter Haven, shopping, dining, medical facilities, and major highways, this move-in-ready historic residence also offers convenient access to public boat ramps and the full Chain of Lakes lifestyle. A rare opportunity to own a thoughtfully restored Spanish bungalow where timeless architecture and modern upgrades blend seamlessly.
Listing Agent: Michael Stone (863-412-9733)
6433 JACARANDA AVE NE, WINTER HAVEN, FL 33881
$145,00095 Days on yellowkey MLS ID: S5144807
INCREASED by $5,100 (3.6%) on 05/27/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 912 Built: 1982Monthly Fee: $34 Tax: $1,597 (2025)Community: Brookhaven VillageManufactured Home
Taxes:$1,597
Remarks: Significant price improvement and a highly motivated seller make this an exceptional opportunity in the sought-after 55+ Brookhaven Village community. This well-maintained manufactured home is truly move-in ready and offers both comfort and value. Major updates provide peace of mind, including a new roof installed in October 2024, fresh interior paint completed in March 2025, and an HVAC system replaced in 2022. Inside, you’ll find a bright and spacious layout featuring two bedrooms and two full bathrooms, a generous living area, and a welcoming enclosed Florida room — perfect for relaxing or entertaining year-round. The home also includes updated tie-downs and sits on a desirable corner lot, offering additional space and privacy. Residents enjoy low HOA fees and access to community amenities such as a heated pool, clubhouse, shuffleboard courts, and RV parking area. Conveniently located near I-4, with easy access to Legoland, Disney, shopping, dining, and medical facilities, this home combines lifestyle, location, and affordability. Opportunities like this don’t last — schedule your private showing today.
Listing is courtesy of: LA ROSA REALTY ORLANDO LLC (407-288-8201)
Listing Agent: Adriana Morales (407-860-8867)
6304 RED HERRING DR, WINTER HAVEN, FL 33881
$245,00015 Days on yellowkey MLS ID: S5149412
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1592 Built: 2016Monthly Fee: $15 Tax: $3,864 (2025)Community: Lakeside Landings Ph 01Spa: NoSingle Family
Taxes:$3,864
Remarks: Welcome to this move-in-ready home 3 Bedroms, 2 Bathrooms. This beautifully maintained residence offers a spacious and functional floor plan, featuring modern finishes and an abundance of natural light throughout. The heart of the home boasts a contemporary kitchen with ample cabinetry and sleek appliances, overlooking an expansive living area perfect for entertaining. Retreat to the generous primary suite, complete with a private en-suite bath and walk-in closet. Step outside to find a sizable backyard, offering endless possibilities for outdoor living and relaxation in the Florida sun. Situated in the growing city of Winter Haven, you are just minutes away from world-class attractions like LEGOLAND, premier golf courses, and the famous Chain of Lakes. This home combines comfort, style, and a prime location—schedule your private showing today and discover your Florida dream!
Listing is courtesy of: MY REALTY GROUP, LLC. (786-847-7421)
Listing Agent: Maria Gomez Arevalo, Pa (407-705-7203)
2235 LAKERIDGE DR, WINTER HAVEN, FL 33881
$305,00053 Days on yellowkey MLS ID: P4938412
REDUCED by $10,000 (3.2%) on 05/14/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1893 Built: 2015Monthly Fee: $65 Tax: $2,614 (2025)Community: Lakeridge EstatesSingle Family
Taxes:$2,614
Remarks: Welcome to 2235 Lakeridge Estates, your opportunity to enjoy the Florida lifestyle in one of Winter Haven's growing and desirable communities near scenic Lake Hartridge and the Beautiful Winter Haven Chain of Lakes. An exceptional opportunity to own a beautifully designed home in the heart of Winter Haven. Nestled within the desirable Lakeridge Estates community near scenic Lake Hartridge, this well-maintained 3-bedroom, 2-bathroom residence offers nearly 1,893 square feet of thoughtfully designed living space, blending comfort, functionality, and Florida lifestyle appeal. From the moment you arrive, you’re greeted by a welcoming entry that opens into a bright, open-concept floor plan featuring vaulted ceilings and a seamless flow between the living and dining areas—perfect for both everyday living and entertaining. The spacious kitchen is a standout, complete with stainless steel appliances, ample cabinetry, a center island, and a pantry, making it as practical as it is stylish. The split-bedroom layout offers privacy and comfort, with a generously sized primary suite featuring a walk-in closet and an en-suite bath with dual features designed for relaxation. Two additional bedrooms provide flexibility for guests, family, or a home office. Step outside to one of this home’s most desirable features—a spacious backyard, ideal for outdoor gatherings, pets, or creating your own private oasis. The covered rear porch extends your living space outdoors, capturing the essence of Florida indoor-outdoor living. Location is key, and this home delivers. You’re just minutes from everyday conveniences including shopping destinations, along with casual dining options. Beyond daily conveniences, Winter Haven is known for its vibrant charm and attractions. Enjoy weekends exploring the nearby Chain of Lakes, or take a short drive to world-renowned destinations like LEGOLAND Florida Resort, a major area highlight for entertainment and recreation. The revitalized downtown district offers local boutiques, dining, and community events, adding to the area’s growing appeal. Whether you’re a first-time buyer, growing household, or investor, 2235 Lakeridge Drive presents a compelling blend of space, location, and lifestyle—an inviting place to call home in one of Central Florida’s most steadily growing markets.
Listing is courtesy of: LA ROSA REALTY CENTRAL FLORIDA LLC (407-861-8009)
Listing Agent: Maria Elena Fernandez (407-704-0732)
333 MEREDITH BLVD, WINTER HAVEN, FL 33881
$356,9407 Days on yellowkey MLS ID: O6410465
INCREASED by $15,000 (4.4%) on 05/26/2026
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2371 Built: 2026Monthly Fee: $6 Tax: $2,808 (2025)Community: Willowbrook NorthSingle Family
Taxes:$2,808
Remarks: Under Construction. The Ponte Vedra floor plan at Willowbrook North offers spacious two-story living with 5 bedrooms, 3 full baths, and approximately 2,371 square feet of thoughtfully designed space. This open-concept home features a modern kitchen overlooking the great room and dining area, a spacious primary suite, flexible living areas, and available options. Located near Lake Fannie and adjacent to Willowbrook Golf Club, Willowbrook North offers scenic surroundings with convenient access to shopping, dining, parks, downtown Winter Haven, and major commuter routes to Orlando and Tampa. Buyers will also enjoy energy-efficient features and modern interior finishes.
Listing is courtesy of: DRB GROUP REALTY, LLC (407-270-2747)
Listing Agent: Adam Schott (407-270-2747)
3228 COUNTRY WALK CLUB CIR, WINTER HAVEN, FL 33881
$369,400209 Days on yellowkey MLS ID: TB8443346
REDUCED by $100 (0.0%) on 05/27/2026
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2616 Built: 2020Monthly Fee: $30 Tax: $5,440 (2024)Community: Country Walk/Winter Haven Ph 2Single Family
Taxes:$5,440
Remarks: One or more photo(s) has been virtually staged. Welcome to 3228 Country Walk Club Cir in Winter Haven! This spacious two-story home features 5 bedrooms and 3 bathrooms, offering plenty of room for family and entertaining. The home has been updated with fresh interior paint, brand-new carpet and vinyl flooring throughout, and modern lighting fixtures. The kitchen comes equipped with new stainless steel appliances and opens to the dining and living area for a comfortable, functional layout. One bedroom is conveniently located on the first floor, with four additional bedrooms upstairs. The master suite features two walk-in closets and an updated bathroom with dual vanities and a newly tiled walk-in shower. The second upstairs bathroom also includes dual vanities for added convenience. A bonus area upstairs provides flexible space perfect for a playroom, home office, or media room, along with an upstairs laundry room for easy access. Outside, enjoy a large backyard and an attached two-car garage. Schedule your showing today! Some photos in this listing have been virtually staged to help illustrate the property’s potential. No physical changes have been made to the property.
Listing is courtesy of: PALM ISLAND REALTY (813-843-2233)
Listing Agent: James Nagy, Pa (813-843-2233)
908 LAKE JESSIE DR, WINTER HAVEN, FL 33881
$299,90013 Days on yellowkey MLS ID: P4938735
REDUCED by $9,100 (2.9%) on 05/27/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1200 Built: 1952 Tax: $3,909 (2025)Community: East View PkwySingle Family
Taxes:$3,909
Remarks: Sitting on Lake Jessie and on a beautiful lot along the Winter Haven Chain of Lakes, this property offers an incredible opportunity to own waterfront living at an affordable price point. Known as the “Chain of Lakes City,” Winter Haven features dozens of interconnected lakes perfect for boating, fishing, watersports, and enjoying the true Florida lifestyle. Whether you’re looking for a full-time residence, seasonal snowbird retreat, or a smart long-term investment opportunity, this home is priced right for someone ready to make a few updates while securing a spot on the highly desirable main Chain of Lakes. Opportunities like this are becoming harder and harder to find. The home includes a metal roof, updated AC system, and updated plumbing, giving you a solid foundation to make it your own. The oversized lot provides plenty of extra driveway space and room to add a large garage or additional storage for boats, trailers, or recreational vehicles. Relax and unwind in the screened-in area while enjoying the peaceful lake breeze and beautiful waterfront surroundings. With endless potential and a low price, this property is a rare chance to create your dream lakefront getaway without breaking the bank.
Listing is courtesy of: LA ROSA REALTY PRESTIGE (863-940-4850)
Listing Agent: Keith St. Onge (863-651-1397)
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