Location: Winter Haven
Do Not Show Listings
5013 KAIA AVE, WINTER HAVEN, FL 33884
$329,99032 Days on yellowkey MLS ID: TB8502448
REDUCED by $23,130 (6.6%) on 05/28/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1988 Built: 2026Monthly Fee: $15Community: VillamarSpa: NoSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$0
Elementary School: Chain O Lakes Elem
High School: Lake Region High
Tax Year: 2025
Middle School: Denison Middle
Remarks: Under Construction. Brand new, energy-efficient home available by May 2026! Open floor plan creates a unified living space with a large great room that overlooks the kitchen. Visit Villamar and explore new single-family homes for sale in Winter Haven, FL. Residents will have access to two resort-style amenity centers featuring a clubhouse, pool, and playground. Winter Haven is known for its beautiful chain of lakes with lakeside restaurants and its award-winning community theater. Nearby attractions include Legoland Florida and Peppa Pig Theme Park. A brand-new model and new phase are coming soon. Each of our homes is built with innovative, energy-efficient features designed to help you enjoy more savings, better health, real comfort and peace of mind.
Listing is courtesy of: MERITAGE HOMES OF FL REALTY (813-703-8860)
Listing Agent: Bryan Sumner (813-336-5895)
5029 KAIA AVE, WINTER HAVEN, FL 33884
$295,99032 Days on yellowkey MLS ID: TB8502450
REDUCED by $14,000 (4.5%) on 05/28/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1607 Built: 2026Monthly Fee: $14Community: VillamarSpa: NoSingle Family
Remarks: Under Construction. Brand new, energy-efficient home available by May 2026! An open floorplan that makes entertaining easy in the open kitchen, dining, and great room that flow to the patio. The primary suite is tucked in the rear of the home offering plenty of privacy and features a spacious walk-in closet and shower. Visit Villamar and explore new single-family homes for sale in Winter Haven, FL. Residents will have access to two resort-style amenity centers featuring a clubhouse, pool, and playground. Winter Haven is known for its beautiful chain of lakes with lakeside restaurants and its award-winning community theater. Nearby attractions include Legoland Florida and Peppa Pig Theme Park. A brand-new model and new phase are coming soon. Each of our homes is built with innovative, energy-efficient features designed to help you enjoy more savings, better health, real comfort and peace of mind.
541 ADRIEL AVE, WINTER HAVEN, FL 33880
$345,00039 Days on yellowkey MLS ID: S5149295
0 Days Off yellowkey (back on 5/28/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2280 Built: 2007Monthly Fee: $9 Tax: $4,216 (2025)Community: Ridge Acres Ph 02Single Family
Taxes:$4,216
Elementary School: None
High School: None
Middle School: None
Remarks: Under contract-accepting backup offers. Welcome home to 541 Adriel Avenue — where Florida living meets wide-open space. Set on an expansive 0.69-acre estate-style lot, this 4-bedroom Florida ranch offers a rare combination of privacy, square footage, and modern peace of mind. Step through the arched entry into a sun-filled great room with soaring vaulted ceilings, elegant archways, and a thoughtfully designed open floor plan. The kitchen features rich granite countertops, stainless steel appliances, oak cabinetry, and a center island built for entertaining. The primary suite includes a private bath with a garden soaking tub and separate walk-in shower. Beyond the formal dining room, French doors open to a generous Florida room with a full secondary kitchen — granite counters, gas range, and abundant cabinetry. The fully fenced backyard backs to open land with no rear neighbors, offering room for RVs, trailers, or future expansion. New roof and AC in 2025. USDA-eligible. Schedule your private showing today.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Javier Herrera Jimenez (863-259-9010)
1096 SANDPIPER LOOP, WINTER HAVEN, FL 33881
$442,50073 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)
1019 ROBIN LN, WINTER HAVEN, FL 33884
$305,00026 Days on yellowkey MLS ID: P4938690
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1390 Built: 2003Monthly Fee: $38 Tax: $3,920 (2025)Community: Audubon PlaceSingle Family
Taxes:$3,920
Elementary School: Garden Grove Elem
High School: Winter Haven Senior
Remarks: Under contract-accepting backup offers. This wonderful 3-bedroom, 2-bath home is sited in the desirable community of Audubon Place just a short walk to the Audubon Nature trail. Upon arrival, you’ll be greeted by a charming covered entrance, a paved walkway, and a lushly landscaped yard. This desirable split bedroom floor plan offers high ceilings throughout, enhancing the spacious feel of the home. The living room is warm and inviting with wood laminate flooring and a glass door that extends your living space into the screened-in lanai. The remodeled kitchen features custom cabinetry with crown molding, oil-rubbed bronze hardware, soft-close hinges, and undermount lighting. The breakfast bar, adorned with pendant lighting and granite countertops, adds both style and functionality. The upgraded appliance suite includes a gas range and a pantry with pull-out shelves, perfect for all your cooking needs. A charming breakfast nook overlooks the front yard, providing a cozy spot for morning coffee. The primary bedroom is a true retreat, offering views of the back patio and a walk-in closet. The en-suite bath, accessed through a pocket door, continues the custom cabinetry theme with dual sinks, bronze hardware, soft-close hinges, and granite countertops. The seated walk-in shower features decorative listello tile surround and French glass door access. Custom upgrades extend to the guest bathroom as well. For outdoor relaxation, this property won't disappoint. The lovely screened lanai with a ceiling fan and patio provides an ideal space for entertaining. The picturesque, fenced-in backyard features an array of landscape plantings, creating a serene environment. Other amenities include Two well-appointed guest bedrooms, Solid surface flooring throughout, Glass storm entrance door with transom window and smart lock access, Gas water heater 2019, Washer and gas dryer, Pull-down attic stairs, In-wall pest system, Gutters, Irrigation system with shallow well, New roof (2022), HVAC system (2018), Water Softener System, Amcrest smart home doorbell with cameras, Double-pane windows, Paved driveway, Keyless garage door pad, Utility sink in garage, 2-car garage with workbench, garage door opener, and keyless entry pad. This beautiful property is located in an established community on a cul-de-sac, centrally located close to shopping, schools, restaurants, and Legoland. This home is truly a gem, offering comfort, style, and convenience in one perfect package.
Listing is courtesy of: CENTURY 21 MYERS REALTY LAKE WALES (863-676-4448)
Listing Agent: Eileen Belanger (863-221-0229)
3901 GIORGIO DR, WINTER HAVEN, FL 33884
$329,990138 Days on yellowkey MLS ID: O6375585
REDUCED by $1,270 (0.4%) on 05/05/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1840 Built: 2026Monthly Fee: $154 Tax: $2,005 (2026)Community: VillamarSpa: NoSingle Family
Taxes:$2,005
Tax Year: 2026
Remarks: Under Construction. Brand new, energy-efficient home available by Feb 2026! Prepare dinner while catching up on the days events from this home's open kitchen which overlooks a spacious great room and dining area. Retreat to your primary suite that is conveniently situated in the back of the home for plenty of privacy. Visit Villamar and explore new single-family homes for sale in Winter Haven, FL. Residents will have access to two resort-style amenity centers featuring a clubhouse, pool, and playground. Winter Haven is known for its beautiful chain of lakes with lakeside restaurants and its award-winning community theater. Nearby attractions include Legoland Florida and Peppa Pig Theme Park. A brand-new model and new phase are coming soon. Each of our homes is built with innovative, energy-efficient features designed to help you enjoy more savings, better health, real comfort and peace of mind.
4099 ISLAND LAKES DR, WINTER HAVEN, FL 33881
$389,000438 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
$274,90095 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)
1210 ZAMBRANA CT, WINTER HAVEN, FL 33884
$339,00044 Days on yellowkey MLS ID: O6401308
REDUCED by $36,000 (9.6%) on 05/26/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2360 Built: 2021Monthly Fee: $13 Tax: $6,968 (2024)Community: Villamar Ph 2Single Family
Taxes:$6,968
Remarks: Welcome to your next home in the heart of Winter Haven! Located on a peaceful cul-de-sac, this charming property at 1210 Zambrana Ct offers the perfect blend of comfort, space, and convenience. Featuring a bright and open layout, this home is designed for both relaxing and entertaining. Enjoy spacious living areas filled with natural light, a functional kitchen with plenty of storage, and well-sized bedrooms that provide comfort for the whole family. The outdoor space offers the perfect setting to unwind or host gatherings, while the location places you just minutes from shopping, dining, and everyday essentials. Whether you're looking for your primary residence or a great investment opportunity, this home checks all the boxes.
Listing is courtesy of: PAK HOME REALTY (909-351-5105)
Listing Agent: Ivanna Mendoza Heredia (417-335-1572)
4913 JACKSON ST, WINTER HAVEN, FL 33884
$239,900146 Days on yellowkey MLS ID: O6374521
2 Days Off yellowkey (back on 3/30/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1425 Built: 2023Monthly Fee: $67 Tax: $3,152 (2025)Community: Jackson LndgSingle Family
Taxes:$3,152
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Short Sale. Short Sale opportunity on a 2023-built 3BR/2BA home offering modern design, open living space, indoor laundry, and a 2-car garage. A rare chance to own newer construction at an affordable price point. Ideal for first-time buyers or investors seeking strong long-term potential. Conveniently located near shopping, dining, and major roadways. Lender approval required.
Listing is courtesy of: NONA LEGACY POWERED BY LA ROSA (407-270-6841)
Listing Agent: Wanda Turner (407-756-2194)
129 MORNING GLORY CIR, WINTER HAVEN, FL 33884
$304,99982 Days on yellowkey MLS ID: P4938153
INCREASED by $99 (0.0%) on 05/26/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1888 Built: 2002Monthly Fee: $52 Tax: $3,638 (2025)Community: Morningside Ph 02Single Family
Taxes:$3,638
Remarks: New price adjustment creates an excellent opportunity to own in this sought-after community. Designed for the way you live today, this beautifully updated 3BR/2BA home offers a modern, open floor plan ideal for gathering with family, entertaining friends and great for enjoying relaxed backyard barbecues. Built in 2002, offering just under 1900 square feet of comfortable living space. Topped with a long-lasting, low maintenance tile roof designed for lasting durability, this home is ideally positioned with no direct neighbors-backing up to peaceful green space for added privacy. Thoughtfully updated with numerous recent improvements, providing peace of mind for the next owner. Major upgrades include new HVAC system (2023), hot water heater (2025), new flooring throughout (2025), freshly painted, complemented by new ceiling fans, light fixtures and hardware throughout. While functionality has been enhanced inside recent upgrades outside include irrigation improvements (2023), a garden sump pump (2026) and exterior paint just completed, offering even more value and curb appeal. Enjoy resort-style living in this gated community featuring a heated pool, spa, tennis/pickleball courts and Community Clubhouse. Residents also have access to a private boat ramp and dock-perfect for fishing or taking in breathtaking sunsets on Lake Winterset. Winter Haven is a vibrant and growing lakeside city known for its Chain of Lakes lifestyle, charming downtown with weekend farmers market and ski shows. Winter Haven is also home to attractions like LEGOLAND Florida Resort and Peppa Pig-offering the perfect balance of relaxation, recreation and convenience to Lakeland/Tampa, Orlando, major airports and both coasts. The perfect place to call home!
Listing Agent: Laurie Nock (937-218-0031)
3407 FOX RIDGE ST, WINTER HAVEN, FL 33884
$284,90047 Days on yellowkey MLS ID: L4961410
1 Days Off yellowkey (back on 5/28/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1143 Built: 1988 Tax: $3,339 (2025)Community: Fox RidgeSpa: NoSingle Family
Taxes:$3,339
Remarks: Under contract-accepting backup offers. SPLISH SPLASH--THE SOUND OF SUMMER--WELCOME TO 3407 FOX RIDGE ST WINTER HAVEN FL--THREE BEDROOM TWO BATH POOL HOME IS WAITING FOR NEW OWNER-- MANY UPGRADES IN 2025 INCLUDE NEW KITCHEN CABINETS,NEW KITCHEN COUNTER TOPS, NEW APPLIANCES, NEW AC SYSTEM, NEW POOL MARCITE, NEW POOL SYSTEM, NEW BLINDS AND CEILING FANS, NEW PAINT INSIDE AND OUT. THE NEW UPGRADES FOR 2026 INCLUDE NEW ROOF AND NEW GAS HOT WATER HEATER. THIS HOME IS MOVE IN READY SO DONT HESITATE TAKE THE PLONGE AND MAKE APPOINTMENT TO SEE TODAY---CONVENIENT TO SHOPPING AND LEGO LAND
Listing is courtesy of: COLDWELL BANKER REALTY (863-687-2233)
Listing Agent: Esther Skipper (863-712-7632)
2553 PARTRIDGE DR, WINTER HAVEN, FL 33884
$399,90017 Days on yellowkey MLS ID: P4938801
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2186 Built: 1998Monthly Fee: $100 Tax: $2,807 (2025)Community: Eloise Pointe EstatesSpa: NoSingle Family
Taxes:$2,807
Remarks: Don't miss out on this very rare opportunity to secure a home in the prestigious Eloise Pointe Estates, as homes in this gated subdivision rarely come on the market. This split-bedroom, open-plan POOL home is on an oversized lot and features 4 bedrooms, a den, and 2 baths. Upon arrival, the twin large oak trees that dominate the front yard serve to bracket the home. The mature landscaping is irrigated by an automatic system fed by a well, a real money saver. The side-load double garage is at the end of a wide driveway with a parking pad. The covered front entry leads to a front door with a leaded-glass insert. Once inside, the welcoming foyer receives additional natural light from the leaded-glass sidelights and the over-the-transom window. The dining room access from the foyer is defined by beautiful architectural arches and pass-through openings. The dining room gets great ambient light from the large arched double window at the front of the home. On the opposite side of the foyer, near the front door, is the home office/den. The den's double doors are a welcome feature when privacy is desired. The den also has a double arched window, adding symmetry to the front of the home, and a ceiling fan. The foyer opens into the great room via an arch. The great room has a quadriple slider that opens to the covered lanai and pool area, a ceiling fan, and crown molding. Adjacent to the great room is the chef's delight kitchen with its stainless steel appliances, ample cabinetry and counter space, handy snack bar, and walk-in pantry. The dining room is easily accessed from the kitchen through another archway. Next to the kitchen is the dinette. The architectural glass in the dinette gives great visibility to the pool and backyard. Just off the kitchen is the west wing and the short hallway that leads to the primary bedroom suite. The huge primary bedroom has a raised tray ceiling, a ceiling fan with light, and is at the rear of the home. The primary suite has a large walk-in closet and a primary bath with a linen closet, dual vanities, a private toilet area, a stall shower with a glass door, and a corner jetted tub. Also behind the kitchen is the indoor laundry room, which doubles as the mudroom for the attached two-car garage. The washer and dryer stay with the new owners. The entire east wing holds the 3 other bedrooms. Bedrooms 2 and 3 have ceiling fans and walk-in closets. Bedroom 4 is at the front of the home and has a ceiling fan and a reach-in closet. The hall connecting all 3 bedrooms houses the guest bath with a combined tub and shower. There are many architectural touches throughout that increase the "coolness" of this home. Special woodwork, a creche, crown molding, and built-in features abound. The covered lanai area has 2 ceiling fans. The 16x32 pool sits inside a large birdcage area and has a safety fence and attachments for pool volleyball. The pool has a "V"- shaped bottom and easy-access steps and railings at both ends. The backyard has a vinyl fence, perfect for the family's furry member. The home also has 35 solar panels, which greatly impacts the electric bill. Of special importance is that the roof was replaced in 2020, the water heater in 2022, and the AC in 2024. Don't miss out on the chance to move into the highly desirable Eloise Pointe Estate.
Listing is courtesy of: A+ REALTY LLC (863-293-1141)
Listing Agent: Michael Krigelski (863-651-7272)
1806 17TH ST NW, WINTER HAVEN, FL 33881
$360,00037 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
Middle School: Westwood Middle
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 is courtesy of: THE STONES REAL ESTATE FIRM (863-412-2080)
Listing Agent: Michael Stone (863-412-9733)
5384 HOGAN LN, WINTER HAVEN, FL 33884
$345,500334 Days on yellowkey MLS ID: P4935506
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1682 Built: 2006Monthly Fee: $5Community: Lake Ashton West Ph 01Spa: NoSingle Family
Remarks: **MOTIVATED SELLER** FRESH INTERIOR PAINT (2026) NEW WATER HEATER (2026) NEW A/C COMPRESSOR (2026) NEW ROOF (2025) NEW A/C (2020). This charming Devon Pool home is ready to welcome you HOME! The freshly painted interior offers a blank canvas just waiting for your personal touch. The inviting landscaping catches your eye as you arrive, and inside you’re greeted by bright, open spaces with views of the beautifully maintained pool "JUST IN TIME FOR SUMMER". Located in the Lake Ashton community, this home blends comfort, accessibility, and resort-style living. Enjoy the versatile den that can serve as an office, craft room, or more add to its appeal. The extended kitchen features a bay window with scenic pond views, while the primary bedroom has private lanai access and an en suite with dual vanities, a walk-in shower with grab bars, and pocket doors for convenience. Outside, relax in your screened-in solar-heated pool, overlooking peaceful green space and the pond. Hurricane shutters surround the home, with two motorized screens on the lanai for added safety. Have peace of mind with two gated entrances with 24/7 guard service and a stunning clubhouse with a grand ballroom, movie theater, bowling lanes, and on-site dining at Charm City and Eagle Nest. Stay active with indoor and outdoor pools, fitness centers, racquetball, tennis, pickleball, bocce, shuffleboard, and more. Whether relaxing or staying active, this home has it all.
Listing is courtesy of: LAKE ASHTON REALTY INC. (863-221-5970)
Listing Agent: Candra Alston (407-257-5204)
3228 COUNTRY WALK CLUB CIR, WINTER HAVEN, FL 33881
$369,400220 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)
847 CHANNING ST, WINTER HAVEN, FL 33880
$265,000309 Days on yellowkey MLS ID: P4935775
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1478 Built: 2022Monthly Fee: $58 Tax: $3,439 (2024)Community: Village/Crystal BeachSingle Family
Taxes:$3,439
Remarks: Short Sale. $50,000 PRICE REDUCTION! Welcome to your perfect retreat in this exclusive gated community, where tranquility meets convenience! Enjoy easy access to shopping, dining, and the exciting attractions of Winter Haven, including Legoland Theme Park, all just minutes away. This charming three-bedroom, two-bathroom home features a modern open-concept layout and a split bedroom design for added privacy. You'll love the luxury vinyl flooring throughout the living areas, with cozy carpet in the bedrooms. Step outside to your large, fully fenced backyard—perfect for relaxation without any rear neighbors. Unwind in your spacious screened-in lanai, ideal for enjoying the outdoors year-round! Additional highlights include an 8 x 5 fireproof storage closet in the garage, providing peace of mind for your valuables, as well as a well-maintained irrigation system and beautiful landscaping that enhances the curb appeal. With quick access to the Polk Parkway and Interstate 4, Central Florida adventures are at your fingertips. Don’t miss out on this fantastic opportunity—schedule your showing today!
Listing Agent: David Small (407-601-8351)
5018 STRADA DR, WINTER HAVEN, FL 33880
$220,000577 Days on yellowkey MLS ID: TB8320717
0 Days Off yellowkey (back on 9/29/2025)
Bed: 4 Bath: 2.5 Gar: 3 Liv Area Sq Ft: 3020 Built: 2004Monthly Fee: $14 Tax: $4,657 (2023)Community: Sunridge Village EastSingle Family
Taxes:$4,657
Elementary School: Eagle Lake Elem
Tax Year: 2023
Remarks: Under contract-accepting backup offers. Short Sale. Packed with potential! This spacious two-story home, featuring 4 bedrooms, 2.5 baths, and a versatile bonus room needs some repairs, cleaning, and TLC, but that’s where the attractive price comes in! The main floor includes a large great room, white kitchen with granite countertops, front living room/den, laundry, enclosed bonus room and a 3-car garage. The lanai offers a great outdoor entertaining space. Upstairs, the primary suite offers dual sinks, tub and separate shower, and dual walk-in closets, and the other bedrooms. Not in a flood zone and low HOA fees of $165/year ensure long-term low cost of ownership. Trustee Sale, must sell!
Listing is courtesy of: FUTURE HOME REALTY INC (813-855-4982)
Listing Agent: Tanja Cisliek (727-480-4155)
3027 RICHMOND DR, WINTER HAVEN, FL 33884
$295,00050 Days on yellowkey MLS ID: L4961338
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1994 Built: 2006Monthly Fee: $236 Tax: $3,832 (2025)Community: Richmond Square Ph 02Single Family
Taxes:$3,832
Remarks: One or more photo(s) has been virtually staged. Behind the gates of Winterset, one of Winter Haven’s most sought-after lakefront communities, this 3-bedroom, 2-bath home built in 2006 offers 1,994 SF of comfortable living space. A covered, screened front porch welcomes you into a spacious great room that opens to a 550 SF screened rear porch with beautiful porcelain tile, ideal for indoor-outdoor living. NO Carpeting throughout, durable laminate flooring in 2020 was placed in the entire house. The split floor plan includes secondary bedrooms, sharing a hall bath with tub and linen closet. Inside laundry room includes washer and dryer, new water heater (2026), HVAC is 2021. Additional features include a tile roof with a brick paver driveway, 2-car garage and a garage screen door, offering added ventilation and flexible use of the garage. Situated on a large corner lot, this home provides added space and privacy.. Winterset community amenities include a lakefront clubhouse overlooking Lake Winterset, heated pool and spa, tennis and pickleball courts, shuffleboard, and a private boat ramp with access to Lake Winterset, part of the renowned Winter Haven Chain of Lakes. HOA fees include exterior maintenance, grounds maintenance, security, and access to all community amenities. Conveniently located near LEGOLAND® Florida, shopping, dining, and medical facilities. Centrally positioned between Tampa and Orlando with easy access to theme parks, beaches, and airports, this home offers comfort, natural beauty, and resort-style living in a peaceful, gated community.
Listing is courtesy of: REMAX EXPERTS (863-802-5262)
Listing Agent: Laura Slocumb (863-660-7000)
307 STERLING DR, WINTER HAVEN, FL 33884
$260,00017 Days on yellowkey MLS ID: S5150673
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1444 Built: 1997Monthly Fee: $24 Tax: $3,343 (2025)Community: BerryhillSingle Family
Taxes:$3,343
Remarks: Short Sale. Short Sale. Looking for a nice home with amazing potential and opportunity to gain equity? This one may be IT for you! Welcome to this 3-bedroom, 2-bath move-in ready home located in the peaceful and sought-after SE Winter Haven area! Situated on an OVERSIZED corner lot, this home features a fully fenced backyard, high ceilings, and ceramic tile flooring throughout the main living spaces. You’ll love the screened-in lanai and Private Pool—perfect for relaxing or entertaining year-round. The kitchen boasts custom cabinetry, a cozy dinette with wraparound windows, and direct access to an oversized garage. The spacious master bedroom features a walk-in closet, while the additional bedrooms are ideal for family or guests. This home has AMAZING POTENTIAL and nestled in a quiet, well-kept neighborhood, just minutes from Legoland and all of Central Florida’s top attractions. Call today to schedule your private showing—this home is priced to sell and won’t last long!
Listing is courtesy of: KELLER WILLIAMS ADVANTAGE III (407-207-0825)
Listing Agent: Krichely Gonzalez Rodriguez (407-953-4377)
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