Location: Winter Haven
Do Not Show Listings
1740 2ND ST NE, WINTER HAVEN, FL 33881
$235,000239 Days on yellowkey MLS ID: L4956531
REDUCED by $5,000 (2.1%) on 06/08/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1683 Built: 2025 Tax: $308 (2024)Community: Maud MeadowsSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$308
Elementary School: None
High School: None
Tax Year: 2024
Middle School: None
Remarks: Price reduced to $235,000. This newer construction 3-bedroom, 2-bath home offers a compelling opportunity for buyers looking for location, layout flexibility, and upside potential. Built in 2025, the property features an open living area, laminate wood flooring, white cabinetry, stainless steel appliances, and a tankless water heater. The functional floor plan allows for a variety of uses, whether for primary residence, multigenerational living, or investment purposes. Located just minutes from Downtown Winter Haven, the Chain of Lakes, hospitals, shopping, and dining, and with no HOA, this property offers convenience and long-term appeal. Sold as-is.
Listing is courtesy of: KELLER WILLIAMS REALTY SMART (863-577-1234)
Listing Agent: Daryl Ash, Ii (863-934-1548)
44 LAKE ELOISE CT, WINTER HAVEN, FL 33884
$619,50039 Days on yellowkey MLS ID: P4938605
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2916 Built: 1989Monthly Fee: $42 Tax: $4,168 (2025)Community: Harbour EstatesSingle Family
Taxes:$4,168
Tax Year: 2025
Remarks: BEAUTIFUL SE POOL HOME LOCATED ON A QUIET CUL-DE-SAC IN DESIRABLE HARBOR ESTATES. SITUATED ON A SPACIOUS WOODED LOT OF OVER 1/2 ACRE. THIS PROPERTY OFFERS PRIVACY, MATURE LANDSCAPING AND PLENTY OF OUTDOOR LIVING SPACE FOR ENTERTAINING OR FOR THOSE FAMILY GATHERINGS. THIS HOME FEATURES 4BR PLUS A PRIVATE GUEST BEDROOM AND BATH, IDEAL FOR GUESTS, MULTI GENERATIONAL LIVING OR FLEXIBLE HOME OFFICE SPACE. ENJOY THIS 38X10 LANAI OVERLOOKING THE SCREEN ENCLOSED POOL, PERFECT FOR ENTERTAINING AND RELAXING YEAR ROUND. LARGE ENTRY FOYER WITH FORMAL LIVING ROOM WITH FIREPLACE, PLANTATION SHUTTERS THROUGHOUT. FORMAL DINING ROOM FOR THOSE FAMILY DINNERS. LARGE OPEN KITCHEN WITH ABUNDANCE OF CABINETS, LARGE CENTER ISLAND WITH GRANITE COUNTERTOPS AND STAINLESS APPLIANCES, A CHEF'S DELIGHT. 20 X 16 FAMILY ROOM WITH FULL STORAGE WALL. SPACIOUS PRIMARY BEDROOM HAS MASTER BATH WITH DOUBLE VANITIES AND STEP IN SHOWER. WALK IN CLOSET WITH ORGANIZER SHELVING. DON'T NEED TO FORGET ... THE OVERSIZED SIDE ENTRY GARAGE HAS A MINI SPLIT AC UNIT AND HAS PREVIOUSLY COOLED THE SPACE FOR AN ART STUDIO, SO MANY POSSIBILITIES. THIS HOME IS CONVENIENTLY LOCATED NEAR SHOPPING, DOWNTOWN EVENTS, RESTAURANTS AND NEAR AREA LAKES ON OUR FAMOUS WINTER HAVEN CHAIN OF LAKES. THIS IS A RARE OPPORTUNITY TO OWN A HOME IN ONE OF OUR SE WINTER HAVEN'S MOST ESTABLISHED COMMUNITIES.
Listing is courtesy of: FLORIDA HOME CHOICE REALTY (863-412-2727)
Listing Agent: Glenda Pruitt (863-412-2727)
3322 OAK HILL PL, WINTER HAVEN, FL 33884
$333,00039 Days on yellowkey MLS ID: O6404080
0 Days Off yellowkey (back on 6/8/2026)
REDUCED by $4,000 (1.2%) on 05/21/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2109 Built: 2006Monthly Fee: $155Community: Oakgrove SubSingle Family
Taxes:$0
Remarks: WELCOME HOME to this beautifully updated 3-bedroom, 2-bath residence located in the pristine gated community of Cypresswood! From the moment you enter the neighborhood, you’ll feel the charm of this private, resort-style community nestled in the heart of Polk County—just minutes from US Hwy 27, providing easy access to all that Central Florida has to offer. Step through the front door into a grand foyer with soaring ceilings that opens to a spacious, light-filled living room—perfect for entertaining guests or enjoying quiet evenings at home. The kitchen is designed to impress, featuring beautiful cabinetry, abundant pantry space, and brand-new stainless steel appliances that elevate both style and functionality. Just off the kitchen, the oversized laundry room offers even more storage along with a convenient laundry sink. On the opposite side, a charming breakfast nook overlooks the large backyard—ideal for morning coffee or casual dining. The generously sized primary suite is a true retreat, complete with an expansive walk-in closet, dual vanities, a walk-in shower, and private access to the screened lanai—perfect for enjoying Florida evenings. Bedrooms two and three both feature double closets, providing plenty of storage space for family or guests. Major updates give you peace of mind for years to come, including the roof (2021), new A/C (2024), gas water heater 2021, new stainless appliances. This move-in-ready gem offers comfort, style, and thoughtful upgrades in one of the area’s most desirable golf communities which include an 18 hole champion designed course, pro shop, wellness center, Pub/restaurant, clubhouse, swimming pool and more! Don’t miss your opportunity to make it yours—schedule your private showing today!
Listing is courtesy of: INFINITE REAL ESTATE POWERED BY ILIST (321-689-8731)
Listing Agent: Michelle Keohane (850-866-5905)
2953 WHISPERING TRAILS DR, WINTER HAVEN, FL 33884
$230,00026 Days on yellowkey MLS ID: O6407939
REDUCED by $10,000 (4.2%) on 06/04/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1274 Built: 2018Monthly Fee: $96 Tax: $3,757 (2025)Community: Whispering Trails Ph 02Spa: NoSingle Family
Taxes:$3,757
Remarks: Come see 2953 Whispering Trails Dr, a residence showcasing recent fresh interior paint and fresh exterior paint for a clean, cohesive appearance. The kitchen is equipped with all stainless steel appliances, and the primary bathroom provides practical double sinks. Outside, a welcoming patio leads to a fully fenced in backyard. This move-in ready property blends comfort and recent updates seamlessly. Included 100-Day Home Warranty with buyer activation
Listing is courtesy of: OPENDOOR BROKERAGE LLC (480-462-5392)
Listing Agent: Karen Albright (480-462-5392)
1100 CAREFREE COVE DR, WINTER HAVEN, FL 33881
$217,00028 Days on yellowkey MLS ID: O6407265
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1019 Built: 1969 Tax: $1,264 (2025)Community: Carefree CoveSpa: NoSingle Family
Taxes:$1,264
Remarks: Come see 1100 Carefree Cove Dr, recently improved with a new roof, fresh exterior paint, and fresh interior paint, presenting a comprehensively refreshed presentation. Partial flooring replacement further updates the interior living spaces, while a fenced in backyard provides practical outdoor areas. This property embodies a fresh approach to comfortable living. Included 100-Day Home Warranty with buyer activation
1059 MICHELANGELO LN, WINTER HAVEN, FL 33884
$365,000132 Days on yellowkey MLS ID: S5142551
REDUCED by $4,000 (1.1%) on 04/29/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1844 Built: 2024Monthly Fee: $55 Tax: $3,878 (2025)Community: Estates/Lk FlorenceSpa: NoSingle Family
Taxes:$3,878
Elementary School: Elbert Elem
High School: Winter Haven Senior
Middle School: Denison Middle
Remarks: Welcome home to this immaculate 4 bedroom / 2 bathroom / 2 car garage home in Winter Haven! Shows like a model! No CDD! Low HOA fees, and lower taxes. GREAT OPEN FLOORPLAN with lots of living space, this home was BUILT IN 2024 and has plenty of features throughout. The home has tiled flooring throughout the main living areas and a huge great room, perfect for entertaining! The kitchen features a spacious center island, granite countertops, stainless steel appliances, tiled backsplash, and plenty of cabinetry space. There are 4 spacious bedrooms. The owner's suite boasts an en suite bathroom with dual sinks. The backyard is generously sized and is FULLY FENCED and includes a screened patio and a shed for a perfect outside living experience for relaxing, entertaining and family gatherings. Lots of upgrades! Close to shopping, dining, and Legoland. Perfectly situated between Orlando and Tampa .
Listing is courtesy of: RIGHT TRACK REALTY (953-437-4747)
Listing Agent: Phyllis Haigler (804-641-9763)
1701 36TH ST NW, WINTER HAVEN, FL 33881
$259,999115 Days on yellowkey MLS ID: S5143914
REDUCED by $3,000 (1.1%) on 05/20/2026
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 1815 Built: 1960 Tax: $2,806 (2025)Community: InwoodSingle Family
Taxes:$2,806
Elementary School: Frank E. Brigham Academy
High School: Auburndale High School
Middle School: Westwood Middle
Remarks: Welcome to this spacious and recently upgraded home sitting on a rare 0.40-acre corner lot with NO HOA and NO CDD, giving you the freedom and space you’ve been looking for. Major recent improvements include updated HVAC, electrical, and plumbing systems for added peace of mind, along with attractive interior upgrades featuring modern flooring, an updated kitchen with stylish cabinetry and stainless-steel appliances, and refreshed bathrooms with contemporary tile finishes. The oversized lot offers endless possibilities and plenty of room to park your RV, boat, jet ski, work vehicles, or recreational toys worry-free — something hard to find in today’s market. Conveniently located near major supermarkets, restaurants, schools, and main roads for easy commuting, this property is ideal for homeowners seeking space and flexibility or investors looking for a strong opportunity. Schedule your private showing today and discover the value, freedom, and potential this unique property has to offer!
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: Jose Hooker-Gomez (407-272-6986)
2954 PLANTATION RD, WINTER HAVEN, FL 33884
$744,90012 Days on yellowkey MLS ID: P4938830
Bed: 5 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 4190 Built: 1989Monthly Fee: $137 Tax: $7,558 (2025)Community: Cypress PlantationsSpa: YesSingle Family
Taxes:$7,558
Elementary School: Garden Grove Elem
Remarks: Under contract-accepting backup offers. PRICED BELOW RECENT APPRAISED VALUE OF $795,000 — APPRAISAL AVAILABLE FOR REVIEW! (Real Matterport Tour & Videos in Virtual Tour Links) Rare opportunity to own one of the most desirable waterfront golf course homes in Cypresswood Golf & Country Club. Positioned on a private corner lot overlooking the pond, 4th green, and 5th tee, this extensively updated 5-bedroom, 4.5-bath estate offers nearly 4,200 SQ FT of luxury living with breathtaking views, incredible sunsets, and no rear neighbors. Inside, soaring ceilings, engineered hardwood floors, custom finishes, a gas fireplace, expansive entertaining spaces, and a completely secret hidden room create a one-of-a-kind luxury experience unlike anything else on the market. The chef’s kitchen features stainless LG appliances, propane gas range, custom cabinetry, oversized island, and seamless flow into the family room and entertainer’s wet bar — all designed around the stunning golf and water views. The downstairs owner’s suite offers a private retreat with spa-style bath, oversized closet, and direct pool views, while upstairs features spacious guest suites and a dedicated movie room/loft ideal for entertaining, working from home, or multigenerational living. The screened outdoor living area feels like a private resort with a sparkling pool, newer gas heater, outdoor summer kitchen with gas grill, and peaceful panoramic golf course and waterfront scenery. Major upgrades include new downstairs HVAC (2025), updated engineered hardwood flooring, newer pool equipment and pump, tankless gas water heaters, roof updates and annual inspections, fresh interior paint, and more. Located inside the 24-hour guard-gated Cypresswood Golf & Country Club community featuring championship golf, tennis, pickleball, clubhouse dining, fitness center, and resort-style amenities. Conveniently located near Legoland, Disney, Orlando attractions, top restaurants, shopping, malls, medical facilities, and major highways with easy access to both Tampa and Orlando. Luxury golf properties with this combination of views, privacy, updates, lot positioning, and value rarely become available.
Listing is courtesy of: KELLER WILLIAMS REALTY SMART 1 (863-508-3000)
Listing Agent: Justino Zoppe (417-848-1383)
472 ARCHAIC DR, WINTER HAVEN, FL 33880
$538,0004 Days on yellowkey MLS ID: L4962519
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2725 Built: 2003Monthly Fee: $79 Tax: $3,572 (2025)Community: Village Spirit Lake Ph 01Spa: NoSingle Family
Taxes:$3,572
Elementary School: Eagle Lake Elem
High School: Lake Region High
Remarks: Lake-access living meets modern comfort in this beautifully updated corner-lot home. Welcome to 472 Archaic Drive, originally custom built, this updated 4-bedroom, 3-bath home is situated on a corner lot in one of Winter Haven's most desirable gated communities. With a heated pool, fully fenced yard, oversized garage with tool shed/workshop, and access to outstanding neighborhood amenities, this almost 2,800 sqaure foot home offers the perfect combination of comfort, style, and functionality. You'll appreciate the spacious layout, soaring ceilings, abundant natural light, and thoughtful upgrades throughout. The stunning chef-inspired kitchen serves as the heart of the home, showcasing abundant 42" custom cabinetry, luxury stone countertops, a large center island with additional sink, stainless steel appliances, and a stylish subway tile backsplash, a walk-in pantry, and breakfast nook. Thoughtfully updated with modern finishes and timeless design, this kitchen is perfectly suited for everyday living and entertaining alike. The thoughtfully designed split-bedroom floor plan provides privacy for everyone. The spacious primary suite serves as a true retreat, featuring a luxurious ensuite bath complete with dual vanities, a relaxing soaking tub, a separate walk-in shower, and a private water closet. Generous closet space and a serene atmosphere make this the perfect place to unwind at the end of the day. Two additional bedrooms are well-sized with built in storage window seats, and separated by a unique jack-and-jill bathroom with dual vanities, creating an ideal layout for families and guests. The fourth bedroom with closet makes a great added space to the home. A third full bathroom conveniently provides supplemental access to the backyard oasis where a heated self-cleaning swimming pool, covered lanai, and fully fenced yard create the ultimate setting for year-round entertainment. Residents of this sought-after gated community enjoy access to outstanding amenities including a clubhouse, community pool, playground, private boat ramp, and dock, providing endless opportunities for recreation and enjoyment. Easy access to get to Bartow and the Polk Parkway With a new roof in 2021, this beautifully updated, meticulously maintained, and ideally located home offers the perfect combination of luxury, comfort, and Florida living.
Listing Agent: Suzie Rudd (863-508-3000)
113 CITRUS DR, WINTER HAVEN, FL 33884
$288,000117 Days on yellowkey MLS ID: O6382305
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2016 Built: 1960 Tax: $3,241 (2024)Community: Elwood HeightsSingle Family
Taxes:$3,241
Remarks: Short Sale. SHORT SALE APPROVED. LIST PRICE APPROVED BY BANK. Amazing opportunity to purchase a 3 bedroom, 2 bath home situated on a spacious ¼ acre lot with NO HOA. Priced to sell and offering exceptional value, this property will not last long. The home features an open floor plan with a spacious living room, kitchen and dining combination, and additional family room space. The primary bedroom is generously sized and includes a private en suite bathroom. A bonus room with exterior access provides flexible space for a home office, game room, or additional living area. Attached oversized 1 car garage. The kitchen includes appliances and a breakfast bar. The covered outdoor area and wood deck have great potential for entertaining, and the fenced backyard with no rear neighbors adds privacy and space. Subject to lender approval. Home does now have some deferred maintenance.
Listing is courtesy of: THE AGENCY FL (407-335-4119)
Listing Agent: Cristina Porretto (407-264-1870)
1522 ECKART DR, WINTER HAVEN, FL 33881
$359,99969 Days on yellowkey MLS ID: L4959745
REDUCED by $19,901 (5.2%) on 06/08/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1524 Built: 1982 Tax: $3,192 (2025)Community: Rochelle GardensSingle Family
Taxes:$3,192
Elementary School: Lake Alfred Elem
Remarks: This updated 3-bedroom, 2-bath home offers comfort, functionality, and plenty of outdoor space to enjoy Florida living. Inside, you’ll love the spacious open floor plan featuring a Great Room, dining area, and family room combination with cathedral ceilings, wood burning fireplace, laminate wood flooring, and abundant recessed lighting. French doors from the dining room lead to an open patio and a large backyard—ideal for entertaining or relaxing outdoors. This home is light and bright and move-in ready just for you! The kitchen features white raised-panel PVC cabinetry, black tile countertops, a closet pantry, and updated appliances including a refrigerator (2026) and stove (2022). Major system upgrades include a new 3.5-ton A/C system with new ductwork and a roof replaced in 2022. The split-bedroom layout offers privacy, with both bathrooms very nicely updated. The spacious primary suite includes a beautiful bath with stone floors, a quartz vanity with integral sink and wall-mounted faucet, and a walk-in shower with new tile, glass doors, and drain pan—part of a $15,000 renovation. Additional highlights include a garage with mini-split A/C, insulated garage door, pull-down ladder for attic access, washer/dryer hookup, and laundry sink. Outside you will have a 10’x12’ shed with electric, and a well house with a Culligan water softener system. A new black aluminum fence surrounds the property, with vinyl PVC privacy fencing along the left side, 12-foot gates on both sides plus a 6-foot front gate—perfect for storing a boat, RV, or extra vehicles. A covered rear carport adds even more flexibility. Conveniently located on a large corner lot near lakes, parks, recreation areas, LEGOLAND, Hwy 27 & I-4, and all that Central Florida has to offer. Welcome home!
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Russ Rhoads (863-604-1570)
447 SAN JOSE DR, WINTER HAVEN, FL 33884
$239,900118 Days on yellowkey MLS ID: P4937807
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1600 Built: 1980Monthly Fee: $5 Tax: $1,532 (2025)Community: Orchid Springs Patio HomesSingle Family
Taxes:$1,532
Remarks: With expanded living areas and versatile spaces, this home offers a comfortable and practical Florida lifestyle in a well-established Winter Haven community. New flooring and fresh interior paint provide a clean, neutral foundation ready for its next owner. Tucked toward the back of the community and accessed by charming, canopy tree-lined roads, the setting offers a peaceful, neighborhood feel ideal for evening walks or bike rides. The enclosed Florida room adds valuable square footage and serves as a flexible extension of the main living area, perfect for everyday living or casual entertaining. A fully enclosed and roofed former atrium creates a unique bonus space that can be enjoyed year-round, offering additional flexibility for hobbies, relaxation, or storage. The fenced backyard provides a private outdoor retreat and features resident koi fish, adding a tranquil touch. The home is equipped with a whole-house generator, offering dependable peace of mind. Residents also enjoy access to the community clubhouse and amenities. Conveniently located near shopping, dining, medical facilities, and major roadways, this property combines comfort, function, and location within a charming, established neighborhood.
Listing is courtesy of: COLDWELL BANKER REALTY (863-294-7541)
Listing Agent: J. Michael Nolen, Jr (863-294-7541)
4019 CARTERET DR, WINTER HAVEN, FL 33884
$265,00088 Days on yellowkey MLS ID: S5145776
REDUCED by $4,999 (1.9%) on 06/08/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1719 Built: 2006Monthly Fee: $484 Tax: $1,704 (2025)Community: Traditions Ph 01Spa: NoSingle Family
Taxes:$1,704
Remarks: Welcome to this beautifully maintained residence located in the lakefront community of Traditions, one of Winter Haven’s premier 55+ gated communities known for its vibrant lifestyle & exceptional amenities. Fully upgraded with a brand new HVAC system and water heater installed (both in March 2026), an updated roof (November 2023), updated kitchen appliances (2024), refreshed landscaping (2026), newer irrigation controller and bidet (2025), fresh interior paint (December 2025), exterior paint (2024). This thoughtfully designed 2 bedroom, 2 bathroom home also includes a versatile office that can easily serve as a third bedroom, along with a spacious family room that provides additional living space for relaxing or entertaining. As you arrive, you’re welcomed by a covered and screened front entry. Inside, the open concept floor plan is enhanced by vaulted ceilings and a stylish blend of luxury vinyl flooring in the main living areas and ceramic tile in the kitchen, bathrooms and laundry room, creating both elegance and easy maintenance. The eat in kitchen is bright and inviting, featuring a closet pantry, stainless steel appliances that are just two years old and a comfortable dining space ideal for everyday meals. An interior laundry room is conveniently located just off the kitchen and provides direct access to the two car garage. Sliding glass doors from the living room lead to a screen enclosed patio, offering the perfect spot to unwind, entertain guests, or simply enjoy Florida’s beautiful year round weather. The primary suite serves as a relaxing retreat, highlighted by a tray ceiling, walk in closet and an ensuite bathroom with a double sink vanity and step-in shower. Outside, the property is beautifully framed by mature landscaping, with an attached two car garage, brick paved driveway and walkway that enhance the home’s inviting curb appeal. Residents of Traditions enjoy a true resort style lifestyle, featuring a lakefront clubhouse with a library, fitness center, card room, and billiards, as well as a resort style pool, hot tub and sauna. Additional amenities include tennis and shuffleboard courts, a dog park, a boat ramp and a dock overlooking Ruby Lake, providing endless opportunities for relaxation and recreation. The $484 monthly HOA fee covers lawn care (including bush/tree trimming and mulch replacement), exterior painting, cable, and internet. Ideally located near shopping, dining, and medical facilities with Publix opening soon just down the street, this home offers the perfect combination of comfort, convenience, and an active community lifestyle.
Listing is courtesy of: RE/MAX HERITAGE PROFESSIONALS (863-256-2188)
Listing Agent: Patricia De Graaff, Llc (863-307-0061)
3927 PALAZZO PL, WINTER HAVEN, FL 33884
$303,000110 Days on yellowkey MLS ID: O6383833
REDUCED by $2,000 (0.7%) on 05/03/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1597 Built: 2023Monthly Fee: $40 Tax: $4,716 (2025)Community: Villamar Ph 4Single Family
Taxes:$4,716
Remarks: Do you want to own a true one of a kind? A true one of one? This is truly a special opportunity to own a home that is as unique as it is inviting. This property is the FINAL Amarylis model available in the entire community — a rare find that offers both distinction and immediate availability. Unlike new construction opportunities that often involve lengthy build timelines, unexpected delays, and months of uncertainty, this home is completely MOVE-IN READY. No waiting, no construction process, no guesswork — just the ability to step inside and immediately begin enjoying your new home. From the moment you enter, the home creates a lasting impression. The soaring ceilings and welcoming walk-in foyer set the tone for a bright, open, and airy living experience. The elevated ceiling height dramatically enhances the feeling of space, giving the home a grand and expansive presence that feels far larger than expected. Natural light pours through the living areas, creating a warm and uplifting atmosphere throughout the day. Designed for modern living and meaningful moments, the open-concept floor plan encourages connection and comfort. The seamless flow between the kitchen, dining, and living spaces makes everyday life effortless while providing the perfect backdrop for gatherings, celebrations, and quiet evenings at home. Luxury vinyl flooring throughout the main living areas adds both style and durability, creating a cohesive and low-maintenance environment that complements any design aesthetic. Built in 2023, this residence offers the peace of mind that today’s buyers value most. Everything reflects newer construction standards, meaning you can enjoy your home without the typical concerns of replacing major components or tackling costly updates. Simply move in and focus on living. Adding even more value and convenience, the home includes a full security system with installed cameras that convey with the property, providing comfort and confidence from day one. With three bedrooms and two bathrooms, this home offers flexibility for a variety of lifestyles. Whether accommodating guests, creating a home office, or designing a playroom, the space adapts beautifully to your needs. The primary suite provides a relaxing retreat, complete with a spacious walk-in closet and a well-appointed bathroom featuring a dedicated vanity seating area — a small but meaningful touch that enhances everyday routines. Step outside and the lifestyle continues. A charming front porch offers a welcoming space to relax and unwind, while the backyard provides the perfect setting for entertaining, grilling, or enjoying peaceful outdoor moments. The included playground set adds both convenience and enjoyment. The location of the home is equally appealing, offering exceptional convenience with close proximity to a variety of shopping, dining, and everyday essentials. Residents also benefit from the community’s amenities, including a large resort-style pool with abundant seating and shaded cabana areas, as well as recreational spaces designed for enjoyment and leisure. This is more than just a home — it is an opportunity to skip the wait, avoid construction uncertainties, and immediately embrace a space designed for comfort, connection, and everyday living. Don’t miss your chance at beautiful, easy living!
Listing is courtesy of: MAINFRAME REAL ESTATE (407-513-4257)
Listing Agent: Iliana Perez (407-990-7293)
441 MCKENNA DR, WINTER HAVEN, FL 33881
$335,00060 Days on yellowkey MLS ID: O6398240
REDUCED by $18,000 (5.1%) on 05/26/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2360 Built: 2021Monthly Fee: $17 Tax: $6,548 (2025)Community: Lucerne Park ReserveSingle Family
Taxes:$6,548
Remarks: One or more photo(s) has been virtually staged. Welcome to 441 McKenna Dr, a well-maintained 4-bedroom, 2.5-bath home in the Lucerne Park Reserve community, where modern design, energy efficiency, and everyday functionality come together in a comfortable Winter Haven setting. From the moment you enter, the home feels bright and open, featuring a clean, neutral palette and durable tile flooring throughout the main living areas. The open-concept layout seamlessly connects the kitchen, dining, and living spaces, creating an ideal environment for both daily living and entertaining. Here is a clean, MLS-appropriate disclaimer you can use: --- All information provided is deemed reliable but is not guaranteed and should be independently verified by buyers and their agents. Room dimensions are approximate and should be measured for accuracy. HOA fees, rules, and restrictions are subject to change and must be confirmed directly with the association. Information regarding the solar system, roof, utilities, and other property features is based on seller representations and has not been independently verified. Listing broker and seller make no warranties, expressed or implied, as to the accuracy of the information provided. The kitchen serves as the heart of the home, showcasing white cabinetry, stainless steel appliances, quartz countertops, ample prep space, and a central island that naturally brings everyone together. The living area is enhanced by a decorative feature wall with a fireplace focal point, adding character and visual interest beyond standard finishes. Large sliding glass doors invite in natural light and provide direct access to the fenced backyard, offering a versatile outdoor space for relaxing, entertaining, or pets. The primary suite features a spacious bathroom with dual sinks, quartz countertops, a glass-enclosed shower, and built-in shelving for added storage and convenience. Additional bedrooms offer flexibility for guests, a home office, or hobbies, while the half bath provides added convenience for visitors. A dedicated laundry room further enhances the home's functionality. This home also includes smart outlet features compatible with Alexa, allowing for convenient voice-controlled functionality and adding a modern smart-home element that enhances everyday living. One of the standout features is the seller-reported solar panel system, designed to produce 100% of the home’s energy consumption. According to the seller, the electric bill is typically around $40 or less per month, reflecting primarily the grid connection charge. The seller will also pay for the solar transfer, adding significant long-term value. Additionally, the seller reports a new roof installed in 2024. Located in Lucerne Park Reserve, residents enjoy access to community amenities including a pool, playground/tot lot, and scenic lakes. The Winter Haven location offers convenient access to shopping, dining, healthcare, schools, and local attractions including LEGOLAND Florida Resort. This property offers a compelling combination of modern features, energy efficiency, and community living—making it an excellent opportunity for buyers seeking both comfort and long-term value. One or more photo(s) has been virtually staged.
Listing is courtesy of: NEXTHOME MY WAY (407-544-4545)
Listing Agent: Angel Pabon (407-544-4545)
719 AVENUE Q SE, WINTER HAVEN, FL 33880
$220,0004 Days on yellowkey MLS ID: O6409223
3 Days Off yellowkey (back on 6/8/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1181 Built: 1968Monthly Fee: $100 Tax: $487 (2025)Community: Parkland VillageSingle Family
Taxes:$487
Remarks: Welcome to this well-maintained 2-bedroom, 2-bath home located in a desirable 55+ community in Winter Haven! Situated on a spacious corner lot, this home features engineered hardwood flooring throughout the entire home, creating a warm and cohesive feel. Major updates include a 2025 roof and 2020 water heater, offering peace of mind for the new owner. Enjoy comfortable living with a functional layout, abundant natural light, and low-maintenance living in a quiet established community. Conveniently located near shopping, dining, medical facilities, and local attractions. Don’t miss this opportunity to own a move-in ready home in a great location!
Listing is courtesy of: LA ROSA REALTY ORLANDO LLC (407-288-8201)
Listing Agent: Moire Mckibbin (407-361-1139)
5331 MICKEY AVE, WINTER HAVEN, FL 33884
$344,999218 Days on yellowkey MLS ID: S5137804
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2670 Built: 2025Monthly Fee: $38Community: Seasons At Annabelle EstatesSingle Family
Remarks: Discover this must-see Tourmaline home. Included features: an inviting covered entry; an expansive great room; a well-appointed kitchen offering 42" cabinets, quartz countertops, a roomy pantry, a center island and an adjacent dining area; a beautiful primary suite showcasing an immense walk-in closet and a private bath; a convenient laundry; an airy loft; a storage area and a covered patio. This home also offers ceiling fan prewiring in select rooms. *Take advantage of special financing on quick move-in homes OR buy a to-be-built home and enjoy up to $20,000 in Flex Funds toward homes that can close in a timely manner! Options may vary by community, and offers are available on select homes on a first-come, first-served basis. Contact builder for more information!
Listing is courtesy of: AXEN REALTY, LLC (480-399-1218)
Listing Agent: Stephanie Morales, Llc (407-399-2055)
541 HEATHER GLEN DR, WINTER HAVEN, FL 33884
$269,999131 Days on yellowkey MLS ID: O6377141
REDUCED by $15,001 (5.3%) on 06/08/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1453 Built: 2000Monthly Fee: $33 Tax: $740 (2025)Community: Heather Glen Ph 01Single Family
Taxes:$740
Remarks: Short Sale. SHORT SALE!! SUBMIT YOUR OFFER & WE WILL SUBMIT TO THE BANK. Welcome to Heather Glen, a gated community in the heart of Winter Haven with an HOA of ONLY $150 A YEAR! This charming 3 bedroom, 2 bathroom home with an attached 2-car garage offers comfort, security, and convenience & ready for a quick close & move in. Featuring neutral gray walls, wood-look tile flooring, and plantation shutters throughout, this open-concept home is filled with natural light and boasts a spacious master suite with walk-in closet and private bath, two additional bedrooms with a guest bath, and a bright kitchen with plenty of counter space, a window over the sink, and a cozy dinette area for your morning coffee. Enjoy the convenience of an interior laundry room, newer roof and A/C unit, and a fully fenced backyard with a separate well for irrigation. Located just minutes from Legoland, Peppa Pig Theme Park, shopping, dining, medical facilities, and downtown Winter Haven, this pristine home is the perfect rental in a sought-after location. Schedule your showing today!
Listing Agent: Jeavanna Lanza Pa (585-313-3408)
109 REBECCA DR NE, WINTER HAVEN, FL 33881
$239,500187 Days on yellowkey MLS ID: L4957719
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1560 Built: 1993 Tax: $510 (2024)Community: Saxon-Myers Rep Ph 02Single Family
Taxes:$510
Remarks: One or more photo(s) has been virtually staged. Beautifully remodeled in 2024, this move-in ready home offers modern updates, energy efficiency, and timeless comfort—all with no HOA. Step inside to an open-concept floor plan featuring high ceilings and abundant natural light. The brand-new kitchen impresses with contemporary finishes, while the updated bathrooms offer a fresh, stylish feel. A desirable split floor plan provides added privacy, making the home ideal for both families and guests. Major improvements include a newer roof and full re-plumbing, giving peace of mind for years to come. The home is also equipped with solar panels for low-cost energy, along with a natural-gas stove and gas water heater—perfect for efficiency and everyday convenience. Outside, enjoy great curb appeal, a fully fenced backyard for pets or play, and a spacious attached 2-car garage. With no HOA restrictions, you have the freedom to personalize, park, and use your property exactly the way you want. This beautifully updated home truly checks every box—style, function, efficiency, and freedom.
Listing Agent: David Small (407-601-8351)
1215 26TH ST NW, WINTER HAVEN, FL 33881
$374,00090 Days on yellowkey MLS ID: S5145609
REDUCED by $5,000 (1.3%) on 05/08/2026
Bed: 4 Bath: 4.0 Liv Area Sq Ft: 2083 Built: 1940 Tax: $4,946 (2025)Community: Inwood #1Spa: NoSingle Family
Taxes:$4,946
Remarks: MAIN HOME + SEPARATE LEGAL GUEST HOUSE + NO HOA — This is the one. 3 bed / 3 bath main home (2,083 sf) with a fully legal, separate 1 bed / 1 bath guest house (352 sf) on a 0.34-acre double corner lot. Use the guest house for family, a long-term tenant, or short-term rental income — Polk County ADUs are renting $1,400–$2,200/month. Every major system updated: ROOF 2024 | AC 2021 | WATER HEATER 2022 | APPLIANCES 2024. Renovated bathrooms, new laminate flooring, freshly painted interior. Above-ground pool. No HOA. Minutes from downtown Winter Haven and the Chain of Lakes. Schedule your showing today.
Listing is courtesy of: LIFESTYLE INTERNATIONAL REALTY (305-809-8085)
Listing Agent: Talitha Lastre (305-772-8849)
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