Location: Winter Haven
Do Not Show Listings
3256 AVENUE M NW, WINTER HAVEN, FL 33881
$205,00078 Days on yellowkey MLS ID: S5142533
0 Days Off yellowkey (back on 4/6/2026)
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1097 Built: 2007 Tax: $2,660 (2025)Community: InwoodSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$2,660
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Under contract-accepting backup offers. This charming Winter Haven home offers comfort, functionality, and a convenient location. Featuring a well-designed layout with spacious living areas and natural light throughout, this property is perfect for homeowners or investors alike. The kitchen provides ample cabinet space and flows easily into the main living area, creating an inviting space for everyday living and entertaining. The bedrooms are comfortably sized, and the home offers a functional floor plan ideal for a variety of lifestyles. Situated in a quiet neighborhood, this property is close to shopping, dining, schools, and major roadways, providing easy access to all that Winter Haven has to give. Whether you’re a first-time buyer, downsizing, or looking for an investment opportunity, this home delivers great value and potential.
Listing is courtesy of: DALTON WADE INC (888-668-8283)
Listing Agent: Phillip Randall (407-202-2096)
1115 29TH ST NW, WINTER HAVEN, FL 33881
$214,950180 Days on yellowkey MLS ID: L4956589
0 Days Off yellowkey (back on 3/27/2026)
Bed: 3 Bath: 1.0 Liv Area Sq Ft: 1129 Built: 1955 Tax: $785 (2025)Community: Rosewood ManorSingle Family
Taxes:$785
Remarks: Welcome to this newly renovated 3-bedroom, 1-bath home conveniently located near Lake Cannon and just minutes from all the dining, shopping, and entertainment that Winter Haven and Auburndale have to offer! Step through the front door to find fresh interior paint, new carpet in all bedrooms, and inviting living spaces. The kitchen has been refreshed with brand-new appliances, provides plenty of cabinetry storage and counter space, and has a convenient layout for everyday cooking and entertaining. The bathroom is your own personal retreat featuring a new vanity and a walk-in shower with a dual shower head system. Major updates include a new roof and a newer A/C unit, giving you peace of mind and comfort year-round. Outside, the property is truly unique. Enjoy mornings on your screened-in front porch, or host gatherings on the spacious screened-in back porch complete with an attached utility room. The fenced backyard offers plenty of space for pets or play, and comes complete with a firepit, detached shed, and extra covered storage. There is also an extra wide driveway providing plenty of off-street parking. This home is the perfect blend of comfort, outdoor space, and accessibility to the amenities near you. Don’t miss your chance to see this one!
Listing is courtesy of: PORCHLIGHT HOMES LLC (863-529-3369)
Listing Agent: Angie Reynolds (863-838-1090)
2097 AVENUE H NW, WINTER HAVEN, FL 33881
$349,00012 Days on yellowkey MLS ID: S5147044
Bed: 4 Bath: 0.0 Liv Area Sq Ft: 1758 Built: 1952 Tax: $4,086 (2025)Community: Howard Cannon Park ResubApartment
Taxes:$4,086
Remarks: Perfect for Investors! This duplex is located on a corner lot in a very affordable market. This property features two units, each consisting of two bedrooms and one bathroom. Both units are approximately 1758 ft.² generating roughly 2800 a month rental income. Roof was replaced in 2023, new AC unit in unit two, newly repainted.
Listing is courtesy of: IRON VALLEY REAL ESTATE OSCEOLA (407-698-4663)
Listing Agent: Marcy Smiley Theobald (407-908-4042)
5365 HOGAN LN, WINTER HAVEN, FL 33884
$599,90015 Days on yellowkey MLS ID: P4938226
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2591 Built: 2007Monthly Fee: $5 Tax: $5,104 (2025)Community: Lake Ashton West Ph 01Single Family
Taxes:$5,104
Remarks: Welcome to the next exciting chapter of your life in Lake Ashton, Central Florida’s premier 55+ active-adult community, where this immaculately maintained three-bedroom, two-bath home with a den offers exceptional comfort and elegance, including a beautiful primary suite with its own relaxing sitting room and a sparkling 7½' x 36' bromine pool awaiting your enjoyment. From the striking stone front elevation and bronze screened front entry to the expansive 51' x 13' bronze screened veranda, this home impresses at every turn. Perfectly positioned on a large pond with a nature preserve beyond, it provides delightful sunrise views and frequent sightings of the abundant wildlife that makes Lake Ashton so special. Step inside through the elegant double glass doors and immediately notice the clean, crisp, and welcoming feel that creates the ideal setting for both relaxed everyday living and gracious entertaining. The interior showcases stunning terraced crown molding, coffered ceilings in both the living room and primary bedroom, and five solar tubes that fill the home with abundant natural light. The kitchen is beautifully appointed with gorgeous cabinetry featuring two glass-front cabinets, a wine rack, and rich black granite countertops, complemented by a large walk-in pantry offering generous storage space. Both bathrooms include walk-in showers and granite counters, adding style and convenience. One of the home’s most remarkable highlights is the expansive screened enclosure with pool at the rear of the property, where the views of the pond, wildlife, and nature preserve are among the finest along Hogan Lane. Additional peace of mind comes from an updated air conditioning system and a roof that is only three years old. Residents of Lake Ashton enjoy unmatched amenities including two championship 18-hole golf courses, a 26,000-square-foot clubhouse, a state-of-the-art health and fitness center, theater, pickleball courts, bowling alley, and so much more, creating an active and fulfilling lifestyle. This exceptional property offers the perfect blend of comfort, convenience, and community—schedule your private showing today and experience the very best of Florida living.
Listing is courtesy of: GLOBAL LIFESTYLE LLC (727-455-2709)
Listing Agent: Brad Kirwan (863-280-0390)
880 OLEANDER DR SE, WINTER HAVEN, FL 33880
$279,900207 Days on yellowkey MLS ID: P4936348
1 Days Off yellowkey (back on 4/6/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1860 Built: 1958 Tax: $1,154 (2024)Community: Cooper EstatesSingle Family
Taxes:$1,154
Tax Year: 2024
Remarks: Under contract-accepting backup offers. Welcome to this inviting 3 bedroom, 2 bath home with 1,860 sqft of living space in one of Southeast Winter Haven’s desirable neighborhoods. Enjoy a spacious family room surrounded by large glass windows on three sides, flooding the home with natural light and providing a perfect spot to relax or entertain. The cozy living room features a fireplace with built-in bookshelves, creating a warm and welcoming atmosphere. Enjoy a fully fenced backyard, offering privacy and plenty of space for outdoor living, gardening, or pets. Located in a sought-after area, this home combines comfort, character, and convenience—close to schools, shopping, dining, Legoland and all that Winter Haven has to offer. Don’t miss the opportunity to make this beautiful property your own—schedule your showing today!
Listing is courtesy of: LOCKHART & ASSOCIATES INC (863-293-1234)
Listing Agent: Steve Lockhart (863-289-9801)
221 WHITMAN RD, WINTER HAVEN, FL 33884
$275,00011 Days on yellowkey MLS ID: L4960816
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1511 Built: 1970 Tax: $2,444 (2025)Community: Fla Highlands Co SubSingle Family
Taxes:$2,444
Remarks: Under contract-accepting backup offers. Welcome to this well-maintained 3-bedroom, 2-bathroom home situated on a desirable corner lot in Winter Haven. Conveniently located in the heart of Central Florida, Winter Haven is known for its Chain of Lakes, Legoland, local parks, shopping, dining, and easy access to both Orlando and Tampa. This property offers a functional layout with thoughtful updates throughout. The updated kitchen features quartz countertops, ample dark wood cabinetry, and a convenient breakfast bar. Recent improvements include tile flooring and an upgraded electrical panel, adding both style and peace of mind. The primary bedroom includes a walk-in closet, while the additional bedrooms provide flexibility for a variety of uses. Step outside to enjoy the large screened-in porch, ideal for relaxing or entertaining, all within a fully fenced yard with durable PVC fencing. The irrigation system is controlled by a Hydrawise WiFi system, allowing for easy and efficient lawn maintenance. Additional highlights include a 2-car garage, a circular driveway for added parking and convenience, and a roof replaced in 2018. With no HOA or CDD fees, this property offers added flexibility and fewer restrictions. Located near Winter Haven’s popular Chain of Lakes, as well as nearby shopping, dining, and major roadways, this home provides both comfort and accessibility.
Listing is courtesy of: KELLER WILLIAMS REALTY SMART (863-577-1234)
Listing Agent: Garrett Robinson (863-838-5210)
606 TURNBERRY CT, WINTER HAVEN, FL 33884
$280,00027 Days on yellowkey MLS ID: O6390721
4 Days Off yellowkey (back on 4/6/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1891 Built: 1980Monthly Fee: $17 Tax: $3,745 (2025)Community: Cypresswood Patio HomesSingle Family
Taxes:$3,745
Remarks: Under contract-accepting backup offers. Looking for a gated community, 3 bedroom home with a bonus room? No need to look any further! Welcome to the highly sought-after Cypresswood Golf Community, where comfort, security, and convenience come together in this spacious 3-bedroom, 2-bath home with an added air conditioned Florida Room that offers a flexible bonus space perfect for anything your lifestyle calls for. Enjoy beautiful golf course views right from your backyard...a peaceful and scenic setting you won’t want to miss! From the moment you arrive, you’ll appreciate the private front patio, offering a peaceful outdoor space to relax or entertain. Step inside to a home that is completely carpet-free, featuring durable laminate and tile flooring throughout, including the garage which is designed for both easy maintenance and a clean, modern feel. The interior layout provides a generous and open living space, with natural flow between the living, dining, and kitchen areas, making it ideal for everyday living and gatherings. One of the standout features is the Florida Room (with A/C), offering incredible flexibility. Whether used as a playroom, home office, guest space, or private suite, this area can easily be adapted to fit your needs complete with the option for a separate private entrance. The garage has been thoughtfully enhanced with a full kitchen setup, creating a unique and functional space perfect for outdoor entertaining, hosting, or extended cooking needs..an efficient and valuable addition. Community features you’ll love living in Cypresswood Golf & Country Club means access to: 24-hour guarded and gated entry,Community pool,Tennis courts,18-hole championship golf course, Clubhouse and on-site restaurant.Prime location conveniently located near U.S. Highway 27, I-4, and the Polk Parkway. This home offers easy access to everything Central Florida has to offer, including:LEGOLAND, Pega Pig Theme Park, Walt Disney World, Orlando International Airport and Tampa International Airport,Gulf Coast beaches near St. Petersburg and Tampa! Surrounded by a growing area filled with shopping, dining, and everyday conveniences, this location supports both lifestyle and accessibility. This home offers versatility, unique features, and access to a lifestyle-rich community—a true opportunity to enjoy the best of Florida living. Don't miss this opportunity! Come see it today!
Listing is courtesy of: NEW HEIGHTS REALTY GROUP (407-934-0305)
Listing Agent: Daniel Rodriguez (407-934-0305)
3204 HERON CV, WINTER HAVEN, FL 33884
$810,000224 Days on yellowkey MLS ID: P4936093
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3640 Built: 1999Monthly Fee: $214 Tax: $6,459 (2025)Community: Heron CaySingle Family
Taxes:$6,459
Remarks: Price Improvement. Offered for the first time, this stunning custom-built luxury home in SE Winter Haven in the gated community of Heron Cay. This exquisite Mediterranean style home features 3,640 square feet of living space with 4 bedrooms, plus a large flex room, 3 ½ baths plus a gorgeous pool and outside entertaining area on a lot measuring .61 acres. As you enter through the front double doors with custom decorative iron work and a soaring ceiling of over 21 feet, you are in a magnificent foyer. The living room has the first of two wood/gas fireplaces with views and access to your private pool via the oversized arched glass French doors on either side of the fireplace. The elegant dining room is oversized and perfect for large family gatherings or entertaining and is adjacent to your cook’s dream kitchen. In addition, off the entry foyer is a home office with a massive built in book case and desk with the flexibility to also be a 4th bedroom. The kitchen is a culinary dream with custom cabinetry, granite countertops, a spacious island, a walk-in pantry and upscale stainless appliances including a gas stove and double wall oven. The kitchen overlooks the great room, the breakfast nook and the pool. The great room ceiling beams are another architectural feature, and a second wood/gas fireplace is a focal point of this amazing room. Crown molding, columns, hurricane rated windows, and a neutral color palette are throughout this home. Next to the great room is a large bonus/ flex space with French doors that can be used as a playroom, a library or even a workout space. The oversized primary bedroom has access out to the pool and features a spa type ensuite complete with a soaking tub and dual vanities. Twin oversized, walk-in closets feature built in shelves for keeping everything organized with access being via barn doors with glass panels. The guest rooms on the other side of the house have separate toilet/vanity areas with a shared tub/shower and private hallway. These are the only two rooms with carpet and it is a low pile neutral Berber style. Both guest rooms have oversized, walk in closets and there is a large linen closet in the private hallway. An indoor laundry room with built ins is well-located next to the kitchen and includes a laundry tub. Outdoor entertaining is perfect for celebrations in the screened lanai with your heated pool and outdoor kitchen! It is also a tranquil space to enjoy your friends and family as the pool features both a fountain and an area for plants. A pool bathroom is off the covered lanai and features a shower making an after swim shower really convenient. All of this beauty is set on professionally landscaped grounds with a whole house natural gas generator (2023) fed from the street and hurricane rated windows. The attached 3 car garage is oversized and features 3 separate garage doors and a driveway complete with a paver turnaround area for easy access in and out of the home. The home features a tile roof and many exterior trim details including landscape lighting only found in a custom, luxury home like this. The irrigation system is from this home’s private well. Built by the original owners and meticulously maintained showing pride of ownership throughout. This home has a low HOA that includes cable tv and Wi-Fi and is convenient to shopping, doctors, hospitals and local state colleges. Centrally located for an easy commute to Orlando or Tampa. Enjoy the virtual tour via the link.
Listing is courtesy of: COLDWELL BANKER REALTY (863-294-7541)
Listing Agent: Susan Mayrant (863-255-2715)
2783 SAN MARCO WAY, WINTER HAVEN, FL 33884
$349,990376 Days on yellowkey MLS ID: O6296379
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2298 Built: 2025Monthly Fee: $18 Tax: $3,035 (2024)Community: Villamar Ph 5Single Family
Taxes:$3,035
Elementary School: Chain O Lakes Elem
High School: Lake Region High
Middle School: Mclaughlin Middle
Remarks: READY NOW! The Lancaster, located in the highly sought-after Villamar community, is where timeless charm meets contemporary living. This exquisite two-story home from our Heritage Collection combines classic architectural elements with modern design, offering a perfect balance of style and functionality. As you step inside, you're greeted by a spacious foyer that leads into the expansive open-concept living spaces. The main floor features upgraded tile flooring throughout, creating a seamless and inviting atmosphere. This level also includes a versatile 4th bedroom and full bath, adding flexibility and convenience to the floor plan. The chef-inspired kitchen boasts stainless steel appliances, quartz countertops, and a side-by-side refrigerator. The kitchen opens to the dining area and great room, making it an ideal space for both everyday living and entertaining. Upstairs, a spacious loft area with wood railings offers the perfect setting for a home office, media room, or a place to unwind. The laundry room, ideally located near the secondary bedrooms, comes equipped with a washer and dryer. The second floor also includes a full bath with a shower/tub combo. The primary suite is a private retreat, featuring a spa-like ensuite bath and an expansive walk-in closet for ultimate convenience. Equipped with Smart Home features such as a Ring Video Doorbell, Smart Thermostat, Keyless Entry Smart Door Lock, and DEAKO Switches, this home ensures enhanced security and convenience. The exterior of The Lancaster impresses with thoughtful architectural details, adding to its curb appeal. The 2-car garage and extended patio provide ample space for storage and outdoor living. Landscaping and an irrigation system enhance the home's beauty while keeping maintenance to a minimum. This home also comes with a full builder warranty, providing peace of mind for years to come. Situated in the Villamar community, you’ll enjoy top-tier amenities, including a resort-style swimming pool, clubhouse, playground, dog park, and more. Discover the perfect blend of elegance, convenience, and modern living in The Lancaster. Schedule your tour today!
Listing is courtesy of: NEW HOME STAR FLORIDA LLC (407-803-4083)
Listing Agent: Charles Pennant (407-305-4317)
2154 CHRIS DR, WINTER HAVEN, FL 33884
$272,49050 Days on yellowkey MLS ID: O6384811
3 Days Off yellowkey (back on 4/6/2026)
REDUCED by $13,000 (4.6%) on 04/03/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1880 Built: 2025Monthly Fee: $16 Tax: $32 (2024)Community: Peace Creek Reserve 40'SSingle Family
Taxes:$32
Elementary School: Wahneta Elem
Middle School: Westwood Middle
Remarks: One or more photo(s) has been virtually staged. Under Construction. Beautiful Corner Lot!! This expansive two-story Columbus has a well-designed layout, featuring a first floor dedicated to shared living and entertaining. The open concept design seamlessly connects the kitchen, dining room and family room, with a patio extending the interior space outdoors. Upstairs, a spacious loft separates the three secondary bedrooms from the serene owner's suite. Completing the home is a convenient two-car garage. Peace Creek Reserve is a masterplan community of new single-family homes with a beautiful natural creek. Winter Haven is the chain of lakes city, with over 26 linked together by canal. There are lots of shops, restaurants, bike paths. Peace Creek Reserve is what you have been looking for. A safe small town feel with convenience, the perfect place to raise a family.
Listing is courtesy of: LENNAR REALTY (800-229-0611)
Listing Agent: Ben Goldstein (407-310-7677)
1022 NW 30TH ST, WINTER HAVEN, FL 33881
$250,00033 Days on yellowkey MLS ID: P4938094
Bed: 3 Bath: 1.0 Liv Area Sq Ft: 1129 Built: 1955 Tax: $2,147 (2025)Community: Rosewood ManorSpa: NoSingle Family
Taxes:$2,147
Elementary School: Frank E. Brigham Academy
High School: Winter Haven Senior
Remarks: Beautifully remodeled 4-bedroom, 1-bath home featuring an open floor plan, bright living spaces, and a modern kitchen with brand-new stainless steel appliances. Spacious bedrooms filled with natural light and a large backyard perfect for outdoor enjoyment. Conveniently located near parks, schools, and shopping. Schedule your showing today!
Listing is courtesy of: LA ROSA REALTY LLC (321-939-3748)
Listing Agent: Jose Ferrer (787-238-6505)
1124 SAWGRASS DR, WINTER HAVEN, FL 33884
$360,000371 Days on yellowkey MLS ID: P4934195
REDUCED by $8,000 (2.2%) on 04/06/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2113 Built: 2022Monthly Fee: $5 Tax: $5,743 (2024)Community: Lake Ashton West Ph Ii SouthSingle Family
Taxes:$5,743
Remarks: Master suite paint updated. Custom built-in bookcases in Den/Office. Club Car golf cart conveys with home purchase. Welcome to your next chapter in beautiful Lake Ashton—Central Florida’s premier 55+ active adult community. This immaculate, nearly new home (just 3 years young!) offers a perfect blend of comfort, style, and Florida charm. With 3 spacious bedrooms, 2 full baths, and a flexible den/office that enjoys tranquil views of the tee box on the 10th fairway of Lake Ashton’s West Golf Course, this home is ideal for both relaxed living and entertaining. Certified as a Green Home by Environments for Living, it also comes with a like-new Onward model Club Car golf cart—featuring lithium batteries—which conveys with the purchase! As you arrive, you’ll be welcomed by elegant architectural details including glass block windows in the master bath, a transom window, sidelight by the front door, and a lovely dining room window, all contributing to the home’s bright, sunlit ambiance. Triple sliding glass doors open up to the veranda, blending indoor and outdoor living with ease. The heart of the home—the kitchen—is a chef’s delight, showcasing Skylar maple cabinetry in a rich Shale finish, beautifully complemented by Silver Frost granite countertops with a beveled edge and fingerprint-resistant stainless-steel appliances. The primary suite is a serene retreat with his-and-hers walk-in closets, while the ensuite bath features handicap-height fixtures and a spacious soaking tub for unwinding at the end of the day. A generous 2-car garage plus a separate golf cart bay adds convenience and storage. This thoughtfully designed home offers a gracious and tasteful setting for everyday enjoyment and entertaining alike. Lake Ashton is more than a neighborhood—it’s a lifestyle. Residents enjoy two 18-hole championship golf courses, a 26,000 sq ft clubhouse, a state-of-the-art Health & Fitness Center, pickleball courts, bowling alley, on-site restaurant, and a vibrant calendar of social events and clubs. Don’t miss this exceptional opportunity to own a home that truly has it all. Call today to schedule your private showing—your Florida dream awaits!
1812 2ND ST NW, WINTER HAVEN, FL 33881
$189,00075 Days on yellowkey MLS ID: TB8469792
1 Days Off yellowkey (back on 3/11/2026)
Bed: 3 Bath: 1.0 Liv Area Sq Ft: 1163 Built: 1995 Tax: $1,940 (2025)Community: Habitat For Humanity 01Single Family
Taxes:$1,940
Remarks: Under contract-accepting backup offers. NEW ROOF PRIOR TO CLOSING! Welcome to this 3 bedroom, 1 bathroom newly updated home. The Seller has placed new luxury vinyl flooring throughout which will provide durability in the home. The kitchen has also been updated and once the roof is completed you should have a maintenance free property. This home is locataed in the heart of Winter Haven and is move-in ready ideal for first time home buyers or growing families. Sellers Concessions are available!
Listing is courtesy of: LOKATION (954-545-5583)
Listing Agent: Richard Carey (913-963-9800)
2036 WHISPERING TRAILS BLVD, WINTER HAVEN, FL 33884
$230,00047 Days on yellowkey MLS ID: P4937721
2 Days Off yellowkey (back on 4/6/2026)
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1148 Built: 2006Monthly Fee: $96 Tax: $3,259 (2025)Community: Whispering Trails Ph 01Single Family
Taxes:$3,259
Remarks: Under contract-accepting backup offers. Charming 3-bedroom, 2-bath home located in a desirable HOA community in Winter Haven! This well-maintained residence offers 1,148 square feet of comfortable living space with a functional layout designed for everyday living. Enjoy the convenience of an interior laundry area and a spacious living room that flows into the dining and kitchen areas. The primary suite features a private bathroom, while two additional bedrooms provide flexibility for family, guests, or a home office. Step outside and take advantage of the community amenities, including a refreshing community pool perfect for relaxing and enjoying Florida living year-round. Conveniently located near shopping, dining, schools, and major roadways. Great opportunity for homeowners or investors alike!
Listing is courtesy of: LA ROSA REALTY PRESTIGE (863-940-4850)
Listing Agent: Marisela Quintero (863-605-1566)
3119 LAUREL OAK LN, WINTER HAVEN, FL 33884
$299,900160 Days on yellowkey MLS ID: L4957104
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1754 Built: 2025Monthly Fee: $17Community: VillamarSingle Family
Taxes:$0
Remarks: Move-in ready 4-bedroom home for sale in Winter Haven, Florida! A Craftsman-style front porch welcomes you into the fully open living area featuring airy volume ceilings and sunny natural lighting. Unwind in your private owner's suite complete with a large walk-in wardrobe and a private en-suite bath with dual vanities, a tiled glass-enclosed shower, private toilet, and a linen closet. Plus, enjoy outdoor living on your front porch and screened-in lanai! This home includes features and finishes hand-selected by our professional designers to provide you with enduring style, move-in convenience, and easy home maintenance: Well-appointed kitchen with: A counter-height island. Quartz countertops. 36-in shaker-style cabinets with crown moulding and decorative knobs/pulls. Stainless steel undermount sink with a pull-down faucet. Walk-in pantry. Samsung stainless steel appliances: 5-burner smooth-top electric range with wi-fi smart controls. Fingerprint-resistant microwave with ventilation system. ENERGY STAR(R) quiet-operation dishwasher. ENERGY STAR(R) large capacity side-by-side refrigerator. . Dining space at the island and the adjacent cafe. . Low-maintenance luxury vinyl plank flooring throughout the entire home. Convenient drop zone at the garage entry. Energy-efficient LED lighting in the kitchen and gathering room. Custom-fit 2-in. faux wood window blinds . Built-in pest control. Architectural shingles with a limited-lifetime warranty. Fully sodded homesite with Florida-friendly landscaping and an irrigation system. ... and much more!. Save on utilities with energy-efficient R-30 insulation, foam-injected block insulation, double-pane Low-E windows, and a programmable thermostat. For your VIP showing of this beautiful, professionally designed new home in Winter Haven, FL, call or email us today!
Listing is courtesy of: CAMBRIDGE REALTY OF CENTRAL FL (863-797-4999)
Listing Agent: George Lindsey, Iii (863-797-4999)
201 RICHBURG RD, WINTER HAVEN, FL 33880
$110,000270 Days on yellowkey MLS ID: L4954499
3 Days Off yellowkey (back on 9/3/2025)
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 816 Built: 1960 Tax: $618 (2024)Community: NoneSingle Family
Taxes:$618
Remarks: Being sold as is. Fixer upper needs a new owner willing to give it some TLC. Cash or renovation loan only.
Listing is courtesy of: SWAN CITY REALTY LLC (863-535-7271)
Listing Agent: Tonya Lockamy (863-535-7271)
2362 BRASSIE CT, WINTER HAVEN, FL 33884
$274,90053 Days on yellowkey MLS ID: O6384404
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1260 Built: 2022Monthly Fee: $18 Tax: $5,003 (2025)Community: VillmarSingle Family
Taxes:$5,003
Middle School: Denison Middle
Remarks: One or more photo(s) has been virtually staged. Nestled in the growing Villamar community, this beautifully maintained 3-bedroom, 2-bath Meritage Home offers modern comfort and an ideal location near Chain of Lakes Elementary. Built with energy efficiency in mind, this newer home features an inviting open-concept floor plan where the kitchen flows seamlessly into the spacious great room—perfect for entertaining and everyday living. The kitchen showcases quartz countertops, stainless steel appliances, a pantry, and ample cabinetry for storage. Sliding glass doors off the family living area leads to the backyard, offering easy indoor-outdoor living. The thoughtfully designed split-bedroom floor plan provides privacy, with two secondary bedrooms and a guest bath located at the front of the home, while the primary suite is tucked away off the great room. The spacious owner’s retreat includes quartz countertops, dual sinks, a walk-in tile shower, and a generous walk-in closet. Ceramic tile flooring enhances the main living areas with a clean, modern aesthetic, while the bedrooms provides comfortable carpeting. Residents of Villamar enjoy resort-style amenities, including a community pool with lap lane overlooking Crystal Lake, playground, and convenient community mailboxes. The location offers quick access to Route 27 for commuting to Orlando and is just minutes from Legoland, shopping centers, Publix, and Walmart. This community is only two miles from Legoland and in close proximity to Posner Park which offers many stores, restaurants and entertainment for your family, as well as the Orlando's theme parks. Discover the perfect blend of comfort, convenience, and community in this move-in ready home. The photographs included in this listing were taken during a previous rental listing. The property may appear slightly different at time of showing. One or more photos have been modified or virtually staged for illustrative purposes.
Listing is courtesy of: RE/MAX INNOVATION (407-281-1053)
Listing Agent: Millie Brockmeyer (407-970-9782)
1454 GRAND CAYMAN CIR, WINTER HAVEN, FL 33884
$272,0009 Days on yellowkey MLS ID: O6396319
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1366 Built: 1987Monthly Fee: $45 Tax: $2,901 (2025)Community: Lake Dexter MooringsSingle Family
Taxes:$2,901
Remarks: Beautifully maintained and move-in ready 2BR/2BA home in desirable SE Winter Haven, located in Lake Dexter Moorings with low HOA and access to a community pool, private boat ramp, and dock on Lake Dexter. Major updates include a brand new roof installed February 2026 and fresh exterior paint, showcasing true pride of ownership. This well-cared-for home features a split bedroom plan with the primary suite in the rear and guest bedroom in the front. Spacious living/dining room combo flows into a bright kitchen with breakfast nook and ceiling fan. New laminate flooring throughout (tile in entry). Enjoy the large Florida room with sliding door access—perfect for entertaining. The primary suite offers a walk-in closet and en suite bath with a walk-in shower, and skylight. Guest bath is also updated with a skylight. Additional highlights include a fenced backyard, custom tile patio, and a 2-car garage with washer/dryer hookups, utility sink, and screened sliding door. A truly well-maintained home you don’t want to miss!
Listing is courtesy of: SUNSHINE INTERNATIONAL REALTY LLC (407-314-1827)
Listing Agent: Lizzie Zirillo (407-314-1827)
2438 4TH ST NE, WINTER HAVEN, FL 33881
$239,90035 Days on yellowkey MLS ID: L4960053
1 Days Off yellowkey (back on 4/5/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1135 Built: 2026 Tax: $223 (2025)Community: Lincoln SubSingle Family
Taxes:$223
Remarks: Under contract-accepting backup offers. Welcome to this beautiful brand-new construction home featuring 3 bedrooms and 2 bathrooms with a thoughtfully designed layout. This home offers tile flooring throughout, sleek stainless steel appliances, and a convenient indoor laundry room for added functionality. Enjoy the privacy of a fully fenced backyard, perfect for relaxing or entertaining. No HOA so bring all your Toys! Located in a quiet neighborhood with a great location close to shopping, dining, and everyday amenities, and just a short drive from LEGOLAND, this home combines comfort, style, and convenience. Call me today for a private showing!
Listing Agent: Sandra Canales (863-205-2641)
1280 DENALI DR, WINTER HAVEN, FL 33881
$409,00075 Days on yellowkey MLS ID: G5107453
INCREASED by $10,000 (2.5%) on 04/05/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2566 Built: 2024Monthly Fee: $92 Tax: $6,203 (2025)Community: Lake Lucerne IiSingle Family
Taxes:$6,203
Elementary School: Bethune Academy
Middle School: Daniel Jenkins Academy of Technology Middle
Remarks: One or more photo(s) has been virtually staged. Move-In Incentive Available! Qualified buyers who finance with our affiliated lender may choose one of the following: a 4.5 interest rate or $5,000 toward closing costs (buyer must qualify; incentive applies only when using our affiliated lender). Welcome to this stunning 3-bedroom, 2.5-bath two-story home located on a quiet cul-de-sac in the desirable Lake Lucerne II community. Built in 2024 and beautifully enhanced with thoughtful upgrades, this home offers the peace of new construction with the added value buyers are looking for. The backyard is truly a showstopper, backing up to conservation land with a serene pond view, creating the perfect setting to enjoy your morning coffee or unwind at the end of the day. Vinyl fencing along the sides and a rear metal fence preserve privacy without obstructing the view. Inside, the home features high ceilings throughout, luxury vinyl flooring (with carpeted stairs and tile in bathrooms and laundry), an open-concept floor plan, and elegant design touches including a detailed foyer wall and a charming electric fireplace in the living room. The upgraded kitchen boasts stone countertops, beautiful cabinetry, stainless steel appliances, a large island with bar seating, and a pantry, making it ideal for both everyday living and entertaining. Downstairs also includes a flex room perfect for a home office or guest space, a half bath, and a 2-car garage. Upstairs, a spacious loft offers endless possibilities, family room, playroom, or potential 4th bedroom. The primary suite is a true retreat, featuring tray ceilings, generous space for a king-sized bed, and an upgraded California Closet–designed walk-in closet offering exceptional storage and organization. The primary bath includes dual sinks and a walk-in shower. Two additional bedrooms, a full bath, and a well-appointed laundry room with sink complete the upper level. Additional upgrades include a whole-home water filtration system, security system, and a hybrid heat-pump water heater that efficiently heats water while cooling the garage. Enjoy resort-style living with no CDD, a community clubhouse, two pools, and a playground. Conveniently located near shopping, golf courses, and with easy access to I-4, you’re perfectly positioned between Orlando and Tampa, sunrise to sunset. This home is move-in ready and truly special. Schedule your private showing today and experience it for yourself.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Luisa Hurtado (646-259-1153)
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