Location: Winter Haven
Do Not Show Listings
2518 14TH CT SE, WINTER HAVEN, FL 33884
$209,0004 Days on yellowkey MLS ID: L4961012
0 Days Off yellowkey (back on 4/10/2026)
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1806 Built: 1970 Tax: $1,875 (2025)Community: South Roy ShoresSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$1,875
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Under contract-accepting backup offers. It's all about Location! Nestled in between Lake Roy and Lake Summit! Welcome home! The living room and dining area wrap around the kitchen. New Island with breakfast bar that sits 6! The eat in nook area and doors to step out to the screened room and shady backyard, a perfect spot for reading, napping and relaxing. The Primary bedroom is of nice size and the two additional bedrooms are down the hall and have ample closet space. The Inside Utility has access to the side breezeway and the garage. Endless possibilities! Need a seasonal home instead of renting or investment property? This is it! This home's location can’t be beat in the beautiful center of Winter Haven known for the Chain of Lakes for fishing, boating and water sports, Legoland, Shopping, Dining in beautiful Winter Haven. Easy commute to Central Florida Attractions! Call today for more details and showing!
Listing is courtesy of: KELLER WILLIAMS REALTY SMART (863-577-1234)
Listing Agent: Tina Heim, Pa (863-370-1786)
108 LAKE REGION BLVD N, WINTER HAVEN, FL 33881
$425,000132 Days on yellowkey MLS ID: L4957549
REDUCED by $14,000 (3.2%) on 04/13/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2495 Built: 1996Monthly Fee: $85 Tax: $3,479 (2025)Community: Gates Of Lake RegionSingle Family
Taxes:$3,479
Elementary School: Elbert Elem
High School: Winter Haven Senior
Middle School: Denison Middle
Remarks: Gated custom home in the Gates of Lake Region! This quiet and highly-desirable neighborhood has the look, feel and privacy of an age-restricted community, but it is open to all ages. This property was constructed as a builder’s model home so it offers numerous upgrades and architectural details that can be found throughout. Located within the quaint, gated community of The Gates of Lake Region and built by Alan Ulch Construction, the home offers nearly 2,500 square feet of spacious living area. Construction includes high-efficiency Ytong concrete block, providing superior sound reduction, enhanced structural performance, and meaningful energy savings. This elegant home features 4 spacious bedrooms (one currently used as an office), 2 full baths, and 1 half bath. Refined interior finishes include crown molding, oversized custom doors, handcrafted double entry doors, custom cabinetry, ceiling fans, a jetted tub in the primary suite, and a generously sized laundry room. Lush landscaping and a covered front entry create a warm and inviting arrival. Inside, the foyer opens to formal living and dining areas highlighted by high ceilings and detailed trim work—creating an inviting setting for both everyday living and entertaining. The well-appointed kitchen offers abundant cabinetry, solid-surface countertops, a closet pantry, and a light-filled breakfast nook overlooking the screened porch and private, brick-walled backyard. The comfortable family room features a granite-faced gas fireplace, adding warmth and ambiance. A split-bedroom layout ensures privacy for the primary suite, which includes a roomy walk-in closet, soaking tub, and tiled walk-in shower. The guest wing features two additional bedrooms with ample closet space and convenient access to the guest bath. Outdoor living is highlighted by a large screened lanai, mature tropical landscaping, and a private brick-walled backyard. Additional features include an oversized two-car garage, natural gas water heater, irrigation system, and an efficient interior laundry room with extra storage. The Gates of Lake Region is a peaceful, well-maintained community known for its scenic ponds, fountains, and quiet streets, located just minutes from the Winter Haven Chain of Lakes, multiple golf courses, the Country Club of Winter Haven, medical facilities, local dining and shopping, and Downtown Winter Haven. A brand-new Publix is planned to open nearby in 2026. Orlando, Tampa, international airports, and both Florida coasts are all an easy drive away. Come discover the charm and convenience of The Gates of Lake Region.
Listing is courtesy of: THE STONES REAL ESTATE FIRM (863-412-2080)
Listing Agent: Michael Stone (863-412-9733)
111 KRENSON BAY LOOP, WINTER HAVEN, FL 33881
$295,00040 Days on yellowkey MLS ID: S5145191
REDUCED by $10,000 (3.3%) on 04/13/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1543 Built: 2023Monthly Fee: $83 Tax: $3,628 (2025)Community: Krenson BaySingle Family
Taxes:$3,628
Elementary School: Jewett School of the Arts
Remarks: One or more photo(s) has been virtually staged. Short Sale. Welcome to this beautifully maintained 3-bedroom, 2-bath home with a 2-car garage, offering 1,512 square feet of comfortable living space in a desirable gated community in Winter Haven. Built just two years ago, this nearly new home blends modern design with a warm, family-friendly feel. Step inside to find vaulted ceilings and tile flooring throughout the main living areas, creating a bright and open atmosphere. The spacious kitchen features stainless steel appliances, a large island, and ample cabinet space, perfect for everyday living or gathering with friends and family. The split floor plan provides privacy, while the generous primary suite includes double sinks, a garden tub, separate shower, and walk-in closet. Enjoy Florida living outdoors on the covered lanai, with a backyard perfect for relaxing afternoons or weekend playtime. Conveniently located near Downtown Winter Haven, Polk State College, Winter Haven Hospital, shopping, dining, and major attractions like LEGOLAND. For those who love lifestyle and entertainment, the home is also just about 15 minutes from the popular Port 27, a vibrant waterfront destination known for its live music, great food, desserts, and beautiful lake scenery—the perfect place to unwind and enjoy time with family and friends. This move-in ready home offers comfort, style, and location all in one. Schedule your showing today!
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Carolina Flores, Llc (954-471-5909)
3112 ST CHARLES PL, WINTER HAVEN, FL 33884
$300,000183 Days on yellowkey MLS ID: O6351027
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1829 Built: 2023Monthly Fee: $75 Tax: $3,361 (2024)Community: OrleansSingle Family
Taxes:$3,361
Tax Year: 2024
Remarks: Short Sale. Perfect starter home or investment property! Welcome to this 4-bedroom, 2-bathroom residence located in the desirable Orleans community. Built in 2023, this charming corner-lot home offers an open floor plan with a spacious living area, kitchen, and dinette—all featuring easy-to-maintain tile flooring. A sliding glass door leads to the covered lanai, perfect for relaxing or entertaining. The primary bedroom is privately situated at the back of the home and includes a large walk-in closet and an ensuite bathroom with dual vanities and a separate stand-alone shower. Toward the front of the home, you’ll find three additional bedrooms and a full guest bath, offering plenty of space for family or visitors. Additional highlights include a laundry closet with washer/dryer hookups, a two-car garage, and a spacious backyard thanks to the corner lot. With a low HOA and peace of mind from a newer roof, HVAC, and water heater, this home offers both comfort and value. Conveniently located less than a mile from Legoland Florida Resort, and close to shopping, dining, medical facilities, and hospitals—this property truly has it all.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Veronica Figueroa (407-519-3980)
525 7TH ST NE, WINTER HAVEN, FL 33881
$283,99918 Days on yellowkey MLS ID: O6393718
REDUCED by $6,001 (2.1%) on 04/06/2026
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1528 Built: 1980 Tax: $3,119 (2025)Community: Martha HeightsSingle Family
Taxes:$3,119
Remarks: Welcome to a rare blend of space, flexibility, and opportunity at 525 7th St NE in the heart of Winter Haven. Set on a desirable corner lot with NO HOA, this property invites you in with a bright, open-concept design that feels both airy and welcoming from the moment you arrive. The main living area is thoughtfully designed for everyday comfort and effortless entertaining, featuring three spacious bedrooms and three full bathrooms. The kitchen serves as the centerpiece of the home, showcasing elegant stone (quartz) countertops, stainless steel appliances, updated cabinetry with under-cabinet lighting, and a generous dining area perfect for gathering with family and friends. A standout feature of this property is the private in-law suite, complete with its own entrance, bedroom, bathroom, and built-in kitchenette. Whether you're hosting guests, accommodating multigenerational living, or seeking rental income, this space offers exceptional versatility. Currently leased to a reliable tenant through April 30, 2026 with potential to extend. It provides immediate income potential for investors or future flexibility for homeowners. Significant upgrades add both value and peace of mind, including a new roof (2023), updated HVAC system (2022), smart garage door (2022), and approximately $60,000 in renovations completed between 2022–2023. Additional highlights include new flooring throughout, fresh carpet in key areas, and a custom built-in entertainment center with a Murphy bed for added functionality. Step outside to enjoy a fully fenced yard designed for relaxation and enjoyment. The welcoming front porch sets the tone, while the backyard offers a lush collection of fruit and plantings. You can find in the backyard mango, cherry, banana, lemon, and aloe vera creating your own private oasis. Conveniently located near Lake Elbert, Downtown Winter Haven, Polk State College, and a wide range of shopping, dining, parks, and medical facilities, this home delivers on both lifestyle and location. Whether you're searching for a primary residence, an income-producing property, or a home with flexible living options, this one truly has it all. Schedule a tour today.
4502 RAPALLO AVE, WINTER HAVEN, FL 33884
$340,990Listed 04/13/2026 9:00AM MLS ID: L4961043
0 Days Off yellowkey (back on 4/13/2026)
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2005 Built: 2026Monthly Fee: $18Community: VillamarSingle Family
Taxes:$0
Remarks: New construction home with 2005 square feet on one-story including 3 bedrooms plus a den, 2 baths, and an open living area. Enjoy an open kitchen with Silestone countertops, Samsung stainless steel appliances, a walk-in pantry, and a spacious island, fully open to the dining café and gathering room. The living area, laundry room, and baths include luxury wood vinyl plank flooring, with stain-resistant carpet in the bedrooms. Your owner's suite is complete with a walk-in wardrobe and a private en-suite bath with dual vanities, a tiled shower, and a closeted toilet. Plus, enjoy a covered lanai, 2-car garage, custom-fit window blinds, architectural shingles, energy-efficient insulation and windows, and a full builder warranty. ***Please note - Virtual Tour showcases the home layout; colors and design options in actual home for sale may differ. Furnishings and décor do not convey!
Listing is courtesy of: CAMBRIDGE REALTY OF CENTRAL FL (863-797-4999)
Listing Agent: George Lindsey, Iii (863-797-4999)
3228 COUNTRY WALK CLUB CIR, WINTER HAVEN, FL 33881
$382,900160 Days on yellowkey MLS ID: TB8443346
REDUCED by $900 (0.2%) on 04/13/2026
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)
2105 9TH ST NE, WINTER HAVEN, FL 33881
$249,90014 Days on yellowkey MLS ID: O6395140
Bed: 3 Bath: 1.0 Liv Area Sq Ft: 1042 Built: 1967 Tax: $2,442 (2025)Community: Lake Idyll EstatesSpa: NoSingle Family
Taxes:$2,442
High School: Lake Region High
Remarks: Move-in ready home with major system upgrades already completed—featuring a NEW roof (2024), updated electrical system, and a new water heater (2025), saving the future homeowner thousands in immediate expenses. Unlike many homes in the area, this property offers an additional BONUS ROOM with an extra BATHROOM, providing extra versatility for today’s lifestyle needs. With its solid improvements, flexible layout, and convenient location near shopping, dining, and major highways, this home presents a unique opportunity in today’s market. Don’t miss your chance to own a home with key upgrades already done—schedule your showing today!
Listing is courtesy of: COLDWELL BANKER REALTY (407-352-1040)
Listing Agent: Vivian Correa (401-263-5921)
104 SANDERLING DR, WINTER HAVEN, FL 33881
$425,00021 Days on yellowkey MLS ID: O6392989
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2277 Built: 2004Monthly Fee: $34 Tax: $6,245 (2025)Community: Hamilton West Ph 01Single Family
Taxes:$6,245
Remarks: Welcome to this beautifully reimagined 4-bedroom, 2-bathroom pool home, perfectly positioned on a premium corner lot. Thoughtfully updated with a new roof (2021), HVAC (2024), and fresh interior paint throughout—including ceilings and the pool deck—this residence offers effortless, move-in-ready living. Inside, a refined layout unfolds with a formal dining space and a flexible bonus room, ideal for a private office or curated living area. The heart of the home showcases an open-concept design, where the living room flows seamlessly into a sophisticated kitchen and breakfast space, perfect for both intimate gatherings and entertaining. The kitchen is appointed with quartz countertops, high-end appliances, a built-in bar fridge, and a convenient pot filler, blending style with function. A desirable three-way split floor plan ensures privacy and comfort throughout. Outdoors, enjoy a screened-in patio overlooking a sparkling pool, complemented by a generously sized, fully fenced backyard, your own private retreat designed for the Florida lifestyle. Experience the perfect blend of modern upgrades and timeless comfort. Schedule your private showing today!
Listing is courtesy of: COLDWELL BANKER REALTY (407-647-1211)
Listing Agent: Kevin Asenjo (407-844-5252)
1444 KINGFISH LN, WINTER HAVEN, FL 33884
$270,00078 Days on yellowkey MLS ID: P4937632
REDUCED by $15,000 (5.3%) on 03/31/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2005 Built: 2004Monthly Fee: $45 Tax: $2,715 (2025)Community: Lake Dexter MooringsSingle Family
Taxes:$2,715
Elementary School: Garden Grove Elem
Remarks: Beautifully Maintained 2 bedroom, 2 bath home with a large 2 car garage, perfectly situated on a corner lot. Nestled in Lake Dexter Moorings with a Low Monthly HOA fee! Enjoy access to the neighborhood amenities - a sparkling community pool, a private boat ramp, and a dock. Freshly painted interior! Spanning just over 2,000 square feet of living space, this home offers a spacious great room, an expansive Florida room, and a bright and airy kitchen with a cozy dinette. Large sliding doors open up to the Florida room, creating a seamless transition, allowing easy access to additional space for your entertainment needs. The primary bedroom is complete with an en suite bathroom featuring dual sinks and a walk-in shower. Step outside to your custom brick paver patio, perfect for savouring your morning coffee, having a weekend BBQ, or simply relaxing after a long day. Don't miss this WONDERFUL home, call today!
Listing is courtesy of: ASSOCIATE REALTY (863-618-4000)
Listing Agent: Chrissi Jasso (863-618-4000)
310 OGDEN ST, WINTER HAVEN, FL 33880
$250,000Listed 04/13/2026 12:00PM MLS ID: TB8496642
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1151 Built: 1974 Tax: $3,043 (2025)Community: Jan Phyl Village Unit 16Single Family
Taxes:$3,043
Elementary School: Lake Shipp Elem
Middle School: Westwood Middle
Remarks: Come Live in Paradise! Welcome to this spacious and well-maintained 3-bedroom 2 full-bathroom home located in the heart of Winter Haven. Featuring a desirable open floor plan, this home offers an abundance of living space perfect for both everyday living and entertaining. The large living room flows seamlessly into the dining area, creating a comfortable and inviting layout. The kitchen truly serves as the heart of the home, complete with ample cabinetry and generous counter space—ideal for cooking, storage, and gathering with family and friends. Whether you're hosting elegant dinners or enjoying a quick meal, this space is designed to bring people together. Beautifully updated 3-bedroom, 2-bathroom block home offers a classic ranch-style property with a perfect blend of comfort and modern updates, making it ideal as a starter home or a great investment opportunity. Step inside to find a spacious living room just off the entry, featuring neutral two-tone paint and durable wood-look vinyl plank flooring (2021) throughout. The eat-in kitchen has been tastefully updated with newer countertops, cabinets, and stainless steel appliances, creating a functional and inviting space for everyday living. Enjoy indoor-outdoor living with sliding glass doors that lead to a patio overlooking a private, fenced backyard—perfect for relaxing or entertaining. Additional features include a utility room with extra storage for added convenience. Enjoy peace of mind with major updates already completed, including a new A/C system and roof (January 2019).Conveniently located just a short drive to parks, shopping, dining, schools, and easy access to FL-540, this home offers both comfort and accessibility. Don’t miss your chance to see this move-in ready home—schedule your showing today!
Listing is courtesy of: MARK SPAIN REAL ESTATE (855-299-7653)
Listing Agent: Natalie Bailey (863-698-5427)
979 SUN BURST RD, WINTER HAVEN, FL 33880
$319,90029 Days on yellowkey MLS ID: L4960253
REDUCED by $10,000 (3.0%) on 04/13/2026
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2616 Built: 2022Monthly Fee: $56 Tax: $6,036 (2025)Community: Squires Grove Ph 2Single Family
Taxes:$6,036
Remarks: One or more photo(s) has been virtually staged. Welcome to this spacious and beautifully maintained 5-bedroom, 3-bathroom two-story home built in 2022, perfectly positioned on a desirable corner lot in Winter Haven. With 2,616 square feet of living space, this home offers the ideal combination of modern design, flexible living areas, and a fantastic location in one of Central Florida’s most sought-after growing communities. Step inside to discover a freshly painted interior that feels bright, clean, and move-in ready. The thoughtfully designed open-concept floor plan makes everyday living and entertaining effortless. The kitchen features stainless steel appliances and flows seamlessly into the expansive great room, creating a welcoming central space for gathering with family and friends. The first floor also includes a private office, perfect for working from home, along with a guest bedroom and full bathroom, providing excellent flexibility for visitors or multi-generational living. Upstairs, you’ll find a large loft area that can serve as a second living room, media space, or play area. Three additional generously sized bedrooms and a conveniently located upstairs laundry room make daily living easy and efficient. The massive primary suite is a true retreat, complete with a full en-suite bathroom and plenty of space to unwind. Outside, the property continues to impress with a two-car garage, oversized driveway, and a large yard with fresh landscaping, offering plenty of room for outdoor entertaining, relaxing evenings, or future customization. Located in Winter Haven, this home benefits from the area’s rapidly growing appeal, known for its chain of lakes, recreational opportunities, shopping, dining, and easy access to nearby cities throughout Central Florida. If you’re looking for a nearly new home with space, style, and a prime Winter Haven location, this one is a must-see.
Listing is courtesy of: BHHS FLORIDA PROPERTIES GROUP (863-701-2350)
Listing Agent: Jason Stone (863-838-8972)
1522 ECKART DR, WINTER HAVEN, FL 33881
$389,99913 Days on yellowkey MLS ID: L4959745
REDUCED by $10,001 (2.5%) on 04/13/2026
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 Agent: Russ Rhoads (863-604-1570)
5520 TAVERNA LOOP, WINTER HAVEN, FL 33884
$279,999250 Days on yellowkey MLS ID: TB8415205
REDUCED by $10,000 (3.4%) on 04/07/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1615 Built: 2025Monthly Fee: $18 Tax: $2,292 (2025)Community: Villa MarSingle Family
Taxes:$2,292
Elementary School: Pinewood Elem
Remarks: BELOW MARKET INTEREST RATES with use of Seller's Preferred Lender. Feel at home with the Magenta, a single-story home with 3 bedrooms, 2 bathrooms, and a 2-car garage. This layout is a true gem, seamlessly blending modern comfort with Florida charm. Open concept living dazzles with luxury vinyl plank flooring throughout the main living areas. The kitchen, featuring quartz countertops, new stainless-steel appliances and ample storage overlooks the dining and living area. A dreamy, covered lanai, accessible through sliding glass doors, invites you to take full advantage of the Florida climate. The owner’s suite boasts double vanities, a walk-in shower and a substantial walk-in closet, while the additional bedrooms and full bathroom are located off the kitchen for added privacy. With a brand-new washer and dryer conveniently located off the foyer, a smart thermostat with voice control to maintain energy efficient living, and professionally curated landscaping, the Magenta is designed to make every day extraordinary. Just off US-27 with quick access to I-17, Villa Mar puts you close to local hotspots, and everything that makes Central Florida shine. Discover Winter Haven’s Chain of Lakes, explore the historic downtown district, or enjoy a fun-filled day with the family at LEGOLAND® Florida Resort. At Villa Mar, you’ll enjoy a fresh approach to relaxed living, with everyday essentials and local favorites right around the corner. Images shown are for illustrative purposes only and may differ from actual home. Completion date subject to change. Contact or make an appointment for more details on interest rates.
Listing is courtesy of: CASA FRESCA REALTY (813-343-4383)
Listing Agent: Michael Human (813-343-4383)
21 CASARENA CT, WINTER HAVEN, FL 33881
$285,000162 Days on yellowkey MLS ID: L4956453
Bed: 2 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 2045 Built: 1984Monthly Fee: $310 Tax: $3,325 (2024)Community: Casarena On LakesSingle Family
Taxes:$3,325
Elementary School: Inwood Elem
Remarks: Move in ready and located on the Winter Haven Chain of Lakes! Welcome to the gated community of Casarena on the Lakes. This well-designed and meticulously maintained home is set up just right for indoor and outdoor living. The first floor is an open design with the fireplace separating the living and dining area. Enjoy granite countertops and updated appliances in the spacious kitchen that provides the perfect setting to create all of your favorite culinary delights. The living area is a versatile space with a cove for a hosting or exercise area. The main floor is also equipped with a half bath. Head upstairs to the loft that overlooks the living area and separates the two bedrooms. The primary bedroom leads to an open balcony on one side and an updated bathroom on the other. Both bedrooms are oversized with plenty of closet space. The new metal roof was installed in October 2023, The HVAC system has been well maintained, there is a new water heater and the home is also equipped with a whole home generator that is tested regularly. Enjoy the community pool, tennis or pickleball court and access to Lake Cannon, which is on the Winter Haven Chain of Lakes. Downtown Winter Haven is only 10 minutes away and you have quick access to Hwy 92 and 27. Call today for your private showing.
Listing is courtesy of: HOMETRUST REAL ESTATE & PTY MGT (863-450-0602)
Listing Agent: Kami Rickert (954-629-7828)
4019 CARTERET DR, WINTER HAVEN, FL 33884
$274,90032 Days on yellowkey MLS ID: S5145776
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 and 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) and 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)
1629 NANTUCKET WAY, WINTER HAVEN, FL 33884
$303,90020 Days on yellowkey MLS ID: TB8490344
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1526 Built: 2025Monthly Fee: $95Community: Peach CrossingsSingle Family
Remarks: Welcome home to Peach Crossings, a brand-new community in Winter Haven! This stunning three-bedroom, two-bathroom home is designed for modern living, featuring an open-concept layout and stylish finishes. The kitchen is a chef’s dream, offering plenty of counter space for meal prep and entertaining. It comes fully equipped with Whirlpool appliances, including a refrigerator, stove, dishwasher, and microwave—all included at no extra cost! The granite countertops and sleek cabinetry add a touch of elegance and timeless appeal. This home also features high ceilings, enhancing the open and airy feel throughout the living spaces. Step outside to the covered patio, a perfect spot for relaxing, dining, or enjoying the beautiful Florida weather. This home is also packed with energy-efficient upgrades, including double-pane windows, a programmable thermostat, coach lighting, and a Wi-Fi-enabled garage door opener for added convenience. A mudroom located off the garage provides a dedicated space to store shoes, bags, and coats, keeping your home neat and organized. Plus, it’s conveniently placed next to the laundry room for maximum functionality. Nestled in Polk County, Peach Crossings offers a perfect blend of serene lake living with easy access to shopping, dining, and top attractions. Families will love the highly-rated Polk County schools, while the community itself features a playground and a picnic area for residents to enjoy. This home is move-in ready with all upgrades included! Schedule your tour today
Listing is courtesy of: LGI REALTY- FLORIDA, LLC (904-449-3938)
Listing Agent: Gayle Van Wagenen (904-449-3938)
2708 ATTWATER LOOP, WINTER HAVEN, FL 33884
$269,99912 Days on yellowkey MLS ID: O6395048
3 Days Off yellowkey (back on 4/13/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1561 Built: 2017Monthly Fee: $486 Tax: $769 (2025)Community: Traditions Ph 02Single Family
Taxes:$769
Remarks: Under contract-accepting backup offers. Impeccably maintained home in the sought-after Traditions 55+ community in Winter Haven! This spacious 2-bedroom, 2-bath home with a dedicated office/den offers over 1,500 square feet of open-concept living space, designed for both comfort and functionality. The home features new flooring throughout, upgraded countertops, 36-inch kitchen cabinets, and modern lighting fixtures, creating a bright and inviting kitchen and living area perfect for everyday living or entertaining. Both bathrooms have been tastefully upgraded, and additional improvements include a new water heater and recently replaced AC coil for added efficiency and peace of mind. The home was freshly painted inside and out in 2023, giving it a clean, modern feel throughout. Step outside to enjoy the new screened-in porch, ideal for relaxing mornings or evening gatherings while overlooking the newly installed sod that enhances the home’s curb appeal. The extended driveway provides additional parking and convenience, and the home is handicap accessible, offering added functionality and ease of living. Residents of Traditions enjoy resort-style amenities, including community boat ramp access, fishing, dock, and private water access, along with a community pool and recreational facilities. The HOA includes cable TV, internet, exterior, grounds maintenance, pool maintenance, recreational facilities, and security, making this a truly low-maintenance lifestyle. Located just minutes from shopping, dining, and major roadways, this move-in ready home combines modern updates, accessibility, and the vibrant lifestyle of one of Winter Haven’s most desirable active adult communities.
Listing is courtesy of: CREEGAN GROUP (407-622-1111)
Listing Agent: Chris Creegan (407-622-1111)
292 SPIRIT LANDINGS CIR, WINTER HAVEN, FL 33880
$299,000348 Days on yellowkey MLS ID: O6305100
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2332 Built: 2023Monthly Fee: $102 Tax: $4,760 (2024)Community: Spirit LndgsSingle Family
Taxes:$4,760
Remarks: Short Sale. MAKE AN OFFER ON This better than new construction stunning 4-bedroom, 3-bathroom home is just 2 years young and beautifully maintained—ready for you to move right in! Step into a bright and spacious open-concept layout featuring luxury vinyl flooring throughout, soaring high ceilings, and a seamless flow between the living room and kitchen. The kitchen boasts elegant cabinetry, sleek countertops, and modern finishes. Energy-efficient solar panels help keep utility costs low, and the property is fully enclosed with a new vinyl fence for added privacy. The master suite offers a spacious walk-in closet and a spa-like bathroom complete with an extended walk-in shower, dual sink vanity, and a dedicated towel closet. A second bedroom features its own private ensuite, while a third full bathroom is ideal for guests or inlaws. Relax in your fenced in back patio and enjoy the peace and privacy of your surroundings. Conveniently located near shopping where more stores are being built like a new Target, dining, hospitals, schools and top Central Florida attractions—Legoland is 15 minutes away--this home has it all and more. Don’t miss the opportunity to make it yours!
Listing is courtesy of: KELLER WILLIAMS ADVANTAGE III (407-207-0825)
Listing Agent: Marisol Rivera (407-607-5201)
1802 WHITE ELEPHANT LOOP, WINTER HAVEN, FL 33884
$344,900388 Days on yellowkey MLS ID: TB8364884
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1863 Built: 2025Monthly Fee: $95Community: Peach CrossingsSingle Family
Remarks: Welcome to the Summit model in Peach Crossings, a beautiful brand-new home featuring four bedrooms and two bathrooms with an inviting open-concept design. This home boasts high ceilings, enhancing the spacious and airy feel throughout. The master retreat is a true sanctuary, offering a generously sized bedroom that connects to a luxurious en-suite bathroom with a dual sink vanity for added convenience and a step-in shower for a spa-like experience. The kitchen is designed for both function and style, featuring exceptional counter space and brand-new Whirlpool appliances, including a refrigerator, stove, dishwasher, and microwave. A spacious hall closet provides extra storage, keeping everything organized. The family room is the perfect space for cozy movie nights, with ample room for a large sectional and entertainment setup. Whether it’s a movie marathon or a casual night in, this space is designed for relaxation, laughter, and quality time with loved ones. Step outside to the lanai, an ideal spot for enjoying warm Florida evenings with family and friends. The home also features professional front yard landscaping, adding to its curb appeal. Located in the heart of Polk County, Peach Crossings offers the best of lake living with easy access to shopping, dining, and top attractions. Families will love the highly-rated Polk County schools, and the community features a children’s playground and picnic area for added enjoyment. With all upgrades included, this home is move-in ready! Schedule your showing today!
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