Location: Winter Haven , 33884
Do Not Show Listings
416 CORSO LOOP, WINTER HAVEN, FL 33884
$364,50067 Days on yellowkey MLS ID: P4938389
4 Days Off yellowkey (back on 5/26/2026)
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2616 Built: 2021Monthly Fee: $18 Tax: $7,428 (2025)Community: Villamar Ph 1Single Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$7,428
Elementary School: Chain O Lakes Elem
High School: Lake Region High
Tax Year: 2025
Middle School: McLaughlin Academy Of Excellence
Remarks: Under contract-accepting backup offers. •Motivated seller! Seller will contribute $10,000 at closing to be used at buyers' discretion for a permanent or temporary interest rate buy-down or closing fee. Move-In Ready 5 Bedroom Home with Resort-Style Amenities in Villamar This beautifully maintained 5 bedroom, 3 bathroom, 2,616 sq ft home is located in the desirable Villamar community. The home features both a living room and a family room that opens to the kitchen. The open-concept floor plan includes a spacious gathering room that flows into the dining area and a well-appointed kitchen complete with stainless steel appliances, shaker-style cabinets, a breakfast bar, and a walk-in pantry. The private owner’s suite offers a large walk-in closet, dual sinks, and a private water closet. Luxury vinyl plank flooring enhances the interior. A versatile downstairs bedroom and full bath provide flexible living options, ideal for a home office, guest suite, or multigenerational accommodations. Enjoy outdoor living on the covered lanai and large screened porch overlooking the preserve, along with beautifully maintained, Florida-friendly landscaping with irrigation. The community resort-style pool is perfect for relaxing in the Florida sun.
Listing is courtesy of: COLDWELL BANKER REALTY (863-294-7541)
Listing Agent: Irene Bryan (863-289-6789)
508 CODY CALEB DR, WINTER HAVEN, FL 33884
$340,00032 Days on yellowkey MLS ID: TB8508208
1 Days Off yellowkey (back on 5/26/2026)
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2460 Built: 2005 Tax: $4,860 (2025)Community: Savannah EstatesSingle Family
Taxes:$4,860
Elementary School: None
High School: None
Middle School: None
Remarks: Under contract-accepting backup offers. Experience comfort, style, and thoughtful updates in this spacious 5-bedroom, 3-bath home featuring inviting architectural details and functional living spaces throughout. The welcoming entry showcases six stained-glass side windows surrounding the front door, complemented by a large display window above that fills the foyer with natural light. The open-concept kitchen offers abundant space for gathering and entertaining, complete with a walk-in pantry and seamless flow into the main living areas. A separate dining room provides additional flexibility for formal meals, celebrations, or everyday use. All bathrooms have been tastefully remodeled and updated with modern finishes. The primary suite includes a private en suite bath with a separate water closet for added convenience and privacy. Sliding glass doors lead to a generously sized backyard enclosed with durable vinyl fencing—ideal for outdoor enjoyment, recreation, or entertaining. The outdoor space is further enhanced by mature fruit and ornamental trees, including 2 cherry trees, 1 orange tree, 1 lime tree, and 1 fig tree, creating a beautiful and functional backyard setting. Additional features include a 2-car attached garage and spacious accommodations throughout the home. Don’t miss the opportunity to make this beautifully updated property your next home—schedule your private showing today!
Listing is courtesy of: EPIQUE REALTY, INC. (888-893-3537)
Listing Agent: Rob Bermes (630-915-2686)
100 EL CAMINO DR #111, WINTER HAVEN, FL 33884
$65,000160 Days on yellowkey MLS ID: S5141094
REDUCED by $6,000 (8.5%) on 05/26/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 931 Built: 1971 Tax: $1,178 (2025)Community: GranadaSpa: NoCondo
Taxes:$1,178
Elementary School: Garden Grove Elem
High School: Winter Haven Senior
Middle School: Denison Middle
Remarks: Owner motivated and ready to negotiate — WOW! This BEAUTIFUL 931 SF 1BR/1BA FIRST-FLOOR condo in Orchid Springs offers stunning lagoon views! Located in the 55+ Granada Building, where at least one occupant must be 55+. IMMEDIATELY AVAILABLE and MOVE-IN READY! Step into an open, airy floor plan with tile throughout, creating a bright and spacious feel. The dining area, living room, and bonus room flow seamlessly together, all overlooking the tranquil lagoon. As an end unit, the living room and bedroom enjoy extra windows with peaceful courtyard views. The bedroom features a walk-in closet plus an additional hallway closet, providing excellent storage. The bathroom includes a custom vanity and a tub/shower combo. A washer and dryer are included, offering added convenience. Additional highlights include assigned parking directly in front of the unit. Perfect for year-round living or a seasonal retreat in a serene, well-maintained community.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Sharon Gastelbondo (863-800-4655)
100 EL CAMINO DR #101, WINTER HAVEN, FL 33884
$89,50073 Days on yellowkey MLS ID: S5147114
REDUCED by $15,490 (14.8%) on 05/26/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1361 Built: 1971 Tax: $393 (2025)Community: Orchid SpringsSpa: NoCondo
Taxes:$393
Remarks: Owner motivated and ready to negotiate — WOW! This BEAUTIFUL 1361SF 2BR/2BA FIRST-FLOOR condo in Orchid Springs offers stunning lagoon/pond views! Located in the 55+ Granada Building, where at least one occupant must be 55+. IMMEDIATELY AVAILABLE and MOVE-IN READY! Step into an open, airy floor plan with tile throughout, creating a bright and spacious feel. The dining area, living room, and bonus room flow seamlessly together, all overlooking the tranquil lagoon. As an end unit, the living room and bedrooms enjoy extra windows with peaceful courtyard views. The primary bedroom features a walk-in closet plus an additional hallway closet, providing excellent storage. Both bathrooms are well-appointed, with one offering a custom vanity and a tub/shower combo. Additional highlights include assigned parking directly in front of the unit. Perfect for year-round living or a seasonal retreat in a serene, well-maintained community.
277 MARIPOSA, WINTER HAVEN, FL 33884
$215,00051 Days on yellowkey MLS ID: L4961311
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1142 Built: 1977Monthly Fee: $5 Tax: $2,118 (2025)Community: Florida Highland CoSingle Family
Taxes:$2,118
Elementary School: Elbert Elem
Remarks: Welcome to this charming 2 bedroom, 2 bathroom home in Orchid Springs, a non–age-restricted community where all ages are welcome, located in SE Winter Haven. Thoughtfully updated, this home features new wood plank tile flooring. The open floor plan is highlighted by a spacious and light-filled great room with vaulted ceilings creating a warm and inviting space ideal for everyday living. Just off the great room is a beautiful atrium to fill with your favorite plants or enjoy the evenings outside in your private sanctuary. The primary suite includes built-in closets, sliding glass door open to the back courtyard and an en-suite bathroom with updated wood plank tile flooring, updated vanity and mirror the secondary bedroom is generously sized and located next to the guest bathroom, which features updated vanity and tile flooring. Additional highlights include a one-car garage with laundry area Outdoors, enjoy a paver patio courtyard ideal for BBQs and entertaining. There are plenty of private outdoor spaces for relaxing there is are front and rear screened porches as well as the outdoor courtyard. Orchid Springs is a well-established community offering a swimming pool and clubhouse, with lawn maintenance and amenities included for a low monthly fee. Conveniently located within minutes of shopping, dining, medical facilities, and LEGOLAND® Florida, and centrally positioned between Tampa and Orlando for easy access to theme parks and international airports. Call today to schedule your private showing.
Listing is courtesy of: LOCKHART & ASSOCIATES INC (863-293-1234)
Listing Agent: Anita Lowe (863-269-6461)
4048 PHOENICIAN WAY, WINTER HAVEN, FL 33884
$435,000209 Days on yellowkey MLS ID: O6361389
REDUCED by $10,000 (2.2%) on 04/20/2026
Bed: 3 Bath: 2.0 Gar: 3 Liv Area Sq Ft: 2354 Built: 2007Monthly Fee: $5 Tax: $8,124 (2024)Community: Lake Ashton West Ph 01Single Family
Taxes:$8,124
Tax Year: 2024
Remarks: SELLER MOTIVATED!! Welcome to an exceptional opportunity in Lake Ashton West, where refined elegance meets effortless resort-style living. This highly upgraded 3-bedroom, 2-bath St. John floor plan—with a versatile office or additional living space—offers a residence that is nothing short of breathtaking. From the moment you arrive at the beveled double French glass door entry, a sense of sophistication unfolds. Inside, the home reveals impeccable craftsmanship at every turn—graceful round columns frame the formal dining area, while raised archways seamlessly guide you into the heart of the home. The great room is a true showpiece, highlighted by coffered ceilings with recessed lighting, crown molding, and expansive 8-foot triple sliders that invite natural light to pour in while opening to the lanai. The kitchen is designed to impress and perform, featuring 42-inch raised-panel custom cabinetry with crown molding, gleaming granite countertops, stainless steel appliances, pendant lighting, and an abundance of drawer storage. A breakfast bar and adjoining nook create the perfect setting for both casual mornings and elegant entertaining. Thoughtfully designed with a split-bedroom layout, privacy is paramount. The primary suite is a tranquil retreat, offering serene views and direct lanai access. The en-suite bath elevates daily living with dual walk-in closets, double vanities, a soaking tub, a walk-in shower, and a dedicated linen closet. Step outside to the expansive screened lanai, where sweeping views of the 13th hole, a peaceful pond, and surrounding nature create a picturesque backdrop for relaxation or gathering with friends. Every inch of this home reflects meticulous care—this is a property that has been exceptionally maintained, offering peace of mind with no concerns awaiting its next owner. Beyond the home, Lake Ashton delivers an unparalleled lifestyle. This premier 55+ golf community is rich with amenities, including a movie theatre, bowling alley, pickleball, tennis, bocce courts, fitness centers, pools, dog parks, and two beautifully appointed clubhouses. Enjoy access to fishing, a private marina, boat ramp, and the security of 24-hour guard-gated entry with private roads. The Health and Fitness Center further enhances the experience with an indoor pool, sauna, racquetball, and basketball courts. Endless clubs, social events, dances, and entertainment ensure there is always something to enjoy. With a newer roof installed in 2021 and all appliances included, this home is move-in ready and waiting to be enjoyed. Opportunities like this do not linger—schedule your private showing today and experience firsthand why this home stands apart.
Listing is courtesy of: HEROES REAL ESTATE GROUP LLC (407-947-6420)
Listing Agent: Armando Perez (407-947-6420)
237 OKALOOSA DR, WINTER HAVEN, FL 33884
$300,00025 Days on yellowkey MLS ID: L4961962
3 Days Off yellowkey (back on 5/25/2026)
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1573 Built: 1964 Tax: $1,933 (2025)Community: Eloise Woods East Lake MariamSingle Family
Taxes:$1,933
Remarks: Under contract-accepting backup offers. Versatile corner-lot property just minutes from LEGOLAND, offering multiple use possibilities. The main home features 3 bedrooms and 2 baths, plus an attached flex room with water, air, and electric—ideal for a studio, hobby space, or office. A detached approx. 1,200 sq ft building includes central heat/air, water, electric, and a half bath—excellent for a workshop, creative space, or to explore conversion potential with added walls, a kitchen, and a full bath (buyer to verify). An additional detached approx. 600 sq ft building with electric and wall A/C, plus three storage sheds, provide abundant space for projects and storage. Property needs a new roof and interior updating—bring your vision and add value. Convenient location near shopping, dining, and attractions.
Listing is courtesy of: KELLER WILLIAMS REALTY SMART 1 (863-508-3000)
Listing Agent: Sarah Armstrong (863-287-0252)
6468 DOMIZIO DR, WINTER HAVEN, FL 33884
$250,49094 Days on yellowkey MLS ID: O6390115
1 Days Off yellowkey (back on 5/25/2026)
REDUCED by $5,000 (2.0%) on 05/25/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1880 Built: 2026Monthly Fee: $320 Tax: $32 (2025)Community: Villa Mar 40'SSingle Family
Taxes:$32
Elementary School: Pinewood Elem
Remarks: 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. Villa Mar is a masterplan community of new single-family homes. Near Historic downtown Winter Haven. There are lots of shops, restaurants, bike paths, and easy access to nearby highways. Close to Legoland and Bok Tower Gardens. The much anticipated “Villar Mar” community is what you have been looking for. A safe small town feel with convenience.
Listing is courtesy of: LENNAR REALTY (800-229-0611)
Listing Agent: Ben Goldstein (407-310-7677)
2371 BRASSIE CT, WINTER HAVEN, FL 33884
$318,00095 Days on yellowkey MLS ID: O6389688
REDUCED by $1,999 (0.6%) on 05/20/2026
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2522 Built: 2022Monthly Fee: $15 Tax: $6,349 (2025)Community: Villamar Ph 3Single Family
Taxes:$6,349
Remarks: Back on Market one more chance for you.This stunning 5-bedroom, 3-bathroom home offers the perfect blend of modern comfort, energy efficiency, and scenic beauty. Located in the desirable VillaMar community, this spacious home features an open-concept layout ideal for family living and entertaining. Enjoy peaceful mornings with breathtaking pond views right in your backyard — your private retreat for relaxation and tranquility. The home also includes solar panels, helping you save on energy bills while living sustainably. With elegant finishes, a large kitchen, and plenty of natural light throughout, this home is move-in ready and waiting for its new owners. Features resort-style community amenities including a zero-entry swimming pool with a lap lane, a playground, a dog park and sidewalks.Conveniently located near shopping, restaurants, and top-rated schools — this is the lifestyle you’ve been looking for in Winter Haven!
Listing Agent: Karina Turcios (407-346-7606)
511 MARCIA LOOP, WINTER HAVEN, FL 33884
$284,900202 Days on yellowkey MLS ID: L4957392
Bed: 4 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 2159 Built: 1993Monthly Fee: $27 Tax: $3,345 (2025)Community: Crystals LandingSpa: YesSingle Family
Taxes:$3,345
Remarks: 4 bedrooms, private backyard retreat with a hot tub, expansive Florida room, and solar-powered efficiency, located in S.E. Winter Haven!!! Welcome to 511 Marcia Loop, a spacious 4-bedroom, 2.5-bath home offering over 2,150 sq. ft. of living space, plus a 14' x 18' Florida room and a cabana-enclosed hot tub—perfect for entertaining in style. With a newer roof (2020), A/C system (2020), and leased solar panels (2024) keeping the average electric bill around $35/month, this home combines comfort, fun, and efficiency. From the moment you step inside, you’ll notice the expansive feel created by soaring ceilings, abundant natural light, and two updated skylights that brighten the main living areas. The flexible layout features two spacious living spaces — ideal for both everyday living and hosting. One area can easily function as a formal dining room, while the other serves as a welcoming family room for relaxing and gathering. The kitchen is designed with both function and entertaining in mind, showcasing stainless steel appliances, two closet pantries, and dual breakfast bars — including one with a secondary prep sink, perfect for cooking, serving, or casual meals. The generously sized primary suite offers a peaceful retreat with rich wood flooring, a walk-in closet, and an en-suite bath featuring an updated handicap-accessible walk-in shower. Three additional bedrooms provide comfortable accommodations and are conveniently located near the second full bath with tub. A separate half bath offers added convenience for guests. The enclosed Florida room at the rear of the home truly expands your living space. With a wall of windows, durable tile flooring, and built-in cabinetry with counter space, it offers excellent potential for a summer kitchen or serving station for gatherings. Step outside to your private backyard oasis, thoughtfully designed with low-maintenance landscaping including pavers, decorative rock, and mature plantings. Enjoy outdoor dining on the paver patio, then relax in the enclosed cabana featuring a hot tub with waterfall and built-in lounging seat — a standout entertaining space that feels like a private retreat. A powered storage shed provides space for tools, lawn equipment, hobbies, or could easily function as a workshop or creative studio. Additional features include a one-car garage with laundry area, screened front porch, irrigation system with timer, rain gutters, new window screens, multiple interior storage and linen closets, and a mature fruit-bearing mango tree. Conveniently located within five minutes of Publix, Walmart, restaurants, Legoland Florida, and the new AdventHealth ER, this home offers everyday convenience along with proximity to Central Florida’s major attractions. Positioned between Tampa and Orlando, commuting to theme parks, business centers, or international airports is simple and convenient. Whether you’re seeking a spacious family home, a low-maintenance retirement option, or a property designed for entertaining, 511 Marcia Loop delivers space, efficiency, and an exceptional backyard lifestyle. Schedule your private showing today!
Listing is courtesy of: THE STONES REAL ESTATE FIRM (863-412-2080)
Listing Agent: Deanna Stone (863-412-2080)
1854 ELOISE COVE DR, WINTER HAVEN, FL 33884
$440,000143 Days on yellowkey MLS ID: L4958664
0 Days Off yellowkey (back on 5/23/2026)
REDUCED by $5,000 (1.1%) on 05/19/2026
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2888 Built: 2006Monthly Fee: $94 Tax: $3,516 (2025)Community: Eloise CoveSingle Family
Taxes:$3,516
Remarks: Under contract-accepting backup offers. PRICED REDUCED!! This wonderful 4-bedroom, 3-bath pool home is located in the gated community of Eloise Cove and is a former Lennar model featuring the highly sought-after Sheffield floor plan. NEW ROOF 9/2025. Water heater 2021. The spacious kitchen offers granite countertops, stainless steel appliances, double ovens, and a breakfast bar—perfect for entertaining. The home boasts a separate living room, dining room, family room, and office, along with a split bedroom floor plan for added privacy. The primary suite features a walk-in closet, dual vanities, a jetted soaking tub, and a separate shower. Additional highlights include a laundry room, crown molding, tinted windows, a security system, and magnificent decorator faux finishes with custom window treatments already in place for the next owner. Enjoy Florida living at its finest on the large screened lanai overlooking a private pool and fully fenced backyard. Residents also have access to a community dock on Lake Eloise, part of the renowned Chain of Lakes. Call today to schedule your private showing!
Listing Agent: Amy Reynolds (863-412-2279)
1774 WHITE ELEPHANT LOOP, WINTER HAVEN, FL 33884
$409,90022 Days on yellowkey MLS ID: S5150525
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2336 Built: 2025Monthly Fee: $95 Tax: $761 (2025)Community: Peach CrossingsSingle Family
Taxes:$761
Remarks: Welcome to the Spring model in Peach Crossings, a spacious five-bedroom, three-bathroom, two-story home perfectly positioned on a premium corner lot with no rear neighbors, offering added privacy and an open, peaceful setting. From the moment you walk through the door, you’re greeted by a long, inviting foyer that sets the tone for this warm and welcoming home. The first floor features a bright, open-concept family room that’s perfect for entertaining or everyday living. The modern kitchen is designed with both style and function in mind, showcasing a large island with breakfast bar seating, plenty of cabinet space, and brand-new Whirlpool appliances. A downstairs guest bedroom and full bathroom provide the perfect setup for visitors, multigenerational living, or a private home office. Upstairs, the spacious owner’s suite offers plenty of room for a king-sized bed, additional furniture, and even a cozy sitting area or reading nook. The en-suite bathroom includes dual vanities, a linen closet, and an oversized walk-in closet with ample storage. The additional bedrooms are all generously sized, giving everyone their own comfortable space while also offering flexibility for a playroom, gym, office, or hobby room. With three full bathrooms throughout the home, busy mornings are made easy. You’ll also love the oversized upstairs laundry room complete with extra storage and a dedicated closet for added convenience. Step outside and enjoy the covered back patio and charming covered front porch ideal for relaxing with your morning coffee or entertaining guests year-round. Located in the highly desirable Peach Crossings community, this move-in-ready home offers easy access to top-rated Polk County schools, shopping, dining, and local attractions. Best of all, all upgrades are already included, making this home truly turnkey. Schedule your private showing today!
Listing is courtesy of: LA ROSA REALTY CW PROPERTIES L (407-910-2168)
Listing Agent: Kennia Lozada Rivera (407-259-9096)
4130 BEDFORD AVE, WINTER HAVEN, FL 33884
$309,90022 Days on yellowkey MLS ID: L4962090
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1819 Built: 2006Monthly Fee: $485 Tax: $1,268 (2025)Community: Traditions Ph 01Single Family
Taxes:$1,268
Remarks: WELCOME TO CAREFREE LIVING WITH THIS WELL-MAINTAINED RESIDENCE WITHIN THE DESIRABLE 55+ GATED, LAKEFRONT COMMUNITY AT "TRADITIONS OF RUBY LAKE". This home is MOVE IN READY and is situated withing very close proximity to the clubhouse and Lake Ruby!!! NEW ROOF and NEW HOT WATER HEATER both installed in 2023. With nearly (1,820 Sqft.) of heated and cooled space, this OPEN-CONCEPT SPLIT PLAN with SOARING CEILINGS will not disappoint. There is plenty of room for the chef in the family with your OVERSIZED KITCHEN that has an ABUNDANCE of cabinetry and GRANITE COUNTERTOPS! The kitchen also has 2 windows, giving you a pleasant view along with plenty of extra natural light. Just off the kitchen sits the great room leading into 2 bedrooms and another room (11 x 10) that would be perfect for an office, craft room, or out of town guests. You'll love the (21 x 9) BONUS ROOM that has its own AC and gives you so much extra cooled living space. As if this wasn't enough, the bonus room also overlooks a (21 x 9) SCREENED, PAVERED PATIO for outside grilling or just relaxing. The large primary en-suite has a WALK-IN-SHOWER WITH BUILT-IN BENCH and GLASS SLIDERS, DUAL SINKS, and OVERSIZED WALK-IN-CLOSET. You have direct access to the bonus room from the primary bedroom. Cleaning is a breeze in this home featuring NO CARPET!!! The clubhouse is beautiful and boasts amazing views beyond the pool of 2 lakes (Ruby and Bess). The clubhouse also features an oversized pool and spa, dock, boat ramp, boat slips, tennis courts, pickle ball, basketball, shuffleboard, ball room, billiards, library, craft room, fitness center, dog park and much more! Golf carts are allowed in the community for ease of navigating. Traditions is centrally located in close proximity to medical, shopping, restaurants, 2 major international airports (Tampa/Orlando) and the up and coming airline Avelo in Lakeland, FL. LEGOLAND, FL is just minutes away!
Listing Agent: Bryan Dicks (863-287-7851)
222 TERRANOVA BLVD, WINTER HAVEN, FL 33884
$295,00031 Days on yellowkey MLS ID: TB8508353
2 Days Off yellowkey (back on 5/23/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2089 Built: 2003Monthly Fee: $55 Tax: $4,057 (2025)Community: Terranova Ph 02Spa: NoSingle Family
Taxes:$4,057
Remarks: One or more photo(s) has been virtually staged. Situated in the desirable gated community of Terranova, this beautiful 4-bedroom, 3-bath home offers peaceful pasture views, a spacious open-concept layout, and a premium homesite with no rear neighbors. Designed for both comfortable everyday living and entertaining, the home features a split-bedroom floor plan, generous living spaces, and a large backyard with plenty of room for outdoor enjoyment. Inside, engineered bamboo flooring and tile run throughout the main living areas, complementing the expansive great room that serves as the heart of the home. The kitchen is thoughtfully designed with granite countertops, stainless steel Frigidaire appliances, breakfast bar seating, a dinette area, and ample cabinet space. A separate formal dining room provides additional flexibility and could easily function as a second living area, media room, or home office. The private primary suite offers a retreat complete with ensuite that includes a walk-in closet, dual sink vanity, garden tub, and separate shower. All 3 guest bedrooms are generously sized and share convenient access to a Jack-and-Jill bathroom, along with an additional full guest bath. Additional highlights include an inside laundry room, two-car garage, and close proximity to highly rated Chain of Lakes Elementary School. Conveniently located near LEGOLAND Florida Resort, shopping, dining, and with easy access to both Tampa and Orlando, including major attractions and international airports.
Listing is courtesy of: COASTAL PROPERTIES GROUP INTER (813-553-6869)
Listing Agent: Whitney Bentley (704-614-6759)
239 GOLF AIRE BLVD, WINTER HAVEN, FL 33884
$394,000220 Days on yellowkey MLS ID: P4936940
REDUCED by $5,000 (1.3%) on 05/06/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2263 Built: 1998Monthly Fee: $500 Tax: $2,634 (2024)Community: Lake Bess Country CcSingle Family
Taxes:$2,634
Elementary School: Frank E. Brigham Academy
Remarks: PRICE IMPROVEMENT OF $5K MOTIVATED SELLER BEAUTIFUL GATED GOLF COURSE COMMUNITY An exceptional opportunity to own a beautiful 3brm/2.5 bath home nestled on the 4th hole of the highly sought-after Lake Bess Country Club and Golf Course in Winter Haven. As you step inside, you are welcomed by a charming foyer featuring 10-ft ceilings that create an open and airy ambiance throughout the home. The living room, enhanced by a cozy gas fireplace, provides a perfect setting for those cool winter evenings in Florida. This space effortlessly connects to a spacious breakfast nook, both of which open onto a large lanai that offers tranquil views of the golf course, framed by majestic oak trees draped in moss-ideal for an evening glass of wine. Through French doors off the living room, you will find a stunning study\office equipped with built -in wood shelving with additional storage, perfect for work or leisure. The layout thoughtfully includes two generous sized bedrooms and a full bath on this side of the home. At the heart of the house, the well-appointed kitchen is a dream for any cook. It boasts ample space, views of the golf course, and a breakfast nook for casual dining. A bar area allows friends and family to gather and socialize while meals are being prepared. For more formal occasions, the designated dining room offers an elegant setting. The primary suite is an impressive retreat, featuring a tray ceiling, his and hers walk-in closets, and a spacious bathroom equipped with a large shower and vanity. A private water closet and a hidden washer and dryer behind closet doors add to the convenience of this remarkable space. The home also includes an oversized 2-car garage, perfect for tools and a work table. As part of this vibrant community, you'll enjoy access to the clubhouse, community pool and golf course. This hidden gem offers easy access to Legoland, Highway 27, and I-4, making it a prime location for both relaxation and adventure. The purchase price also includes 1 of 49 shares to the golf club which includes 2 free memberships and unlimited Golfing, enhancing the value of this exceptional property. I invite you to discover this property and envision the lifestyle that awaits you at Lake Bess Country Club. Please let me know if you would like to schedule a viewing or if you have any questions.
Listing is courtesy of: DALTON WADE INC (888-668-8283)
Listing Agent: Christina Ashley (941-780-0291)
4114 FISHERMANS LNDG, WINTER HAVEN, FL 33884
$295,00027 Days on yellowkey MLS ID: L4961951
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1992 Built: 1986Monthly Fee: $83 Tax: $3,800 (2025)Community: Cypress Landing Ph 01Single Family
Taxes:$3,800
Remarks: Welcome Home To This Spacious 3-Bedroom, 2-Bathroom Residence Featuring An Open-Concept Floor Plan Built For Florida Living. Recently Refurbished With Fresh Interior And Exterior Paint And Luxury Vinyl Flooring Throughout, Modern Custom Kitchen Cabinets With Granite Counter Tops. This Home Is Move-In Ready From Day One. The Expansive Living/Dining Room Combo Flows Into A Well-Appointed Kitchen, Anchored By A Dramatic Full Brick Fireplace Wall That Adds Warmth And Character You Rarely Find At This Price Point. A Utility Room Is Conveniently Located Between The Kitchen And Garage, Perfect For Daily Function. The Primary Suite Is A True Retreat, Positioned With Direct Access To A Dedicated Office/Nursery Flex Space And A True Interior Florida Room Filled With Windows And Natural Light, Creating A Connected Rear Wing That Adapts To However You Live. Two Additional Bedrooms Share A Full Secondary Bath, And The Attached 2-Car Garage With Concrete Side Patio Rounds Out A Home Built For Real Life. The Home; Situated Just Steps From The Amenities Of Cypress Landing On Lake Dexter — A Peaceful Lakeside Community Offering Pickleball And Tennis Courts, Boat Storage, A Private Boat Ramp, Dock, Community Pool, And Clubhouse. Located Just 1.8 Mile From Legoland Florida, Nestled Between Orlando And Tampa With Easy Access To Theme Parks And Beaches, And Just Minutes From 5 Star Rated Dining And Shopping In Downtown Winter Haven And Other Nearby Cities.
Listing Agent: Patrick Thurmond (863-450-8847)
5110 KINSLEY DR, WINTER HAVEN, FL 33884
$420,10423 Days on yellowkey MLS ID: S5150452
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3030 Built: 2026Monthly Fee: $38Community: Seasons At Annabelle EstatesSingle Family
Taxes:$0
Remarks: Under Construction. The main floor of the inviting Ammolite plan offers a private study and versatile flex space, which can be optioned as an additional bedroom and bathroom or a guest suite, complete with living room. You’ll also appreciate a convenient powder room; a nook; a great room and a well-appointed kitchen with a center island, a large pantry and optional additional cabinets. Upstairs, discover an airy loft, a convenient laundry, three secondary bedrooms and a lavish primary suite boasting an expansive walk-in closet and a private bath. This plan also features a patio and a 2-car garage. Make it uniquely your own by adding a bedroom in lieu of the loft, extending one of the secondary bedrooms and opting for an alternate kitchen layout and a covered patio. SAMPLE PHOTOS. Actual homes as constructed may not contain the features and layouts depicted and may vary from image(s). 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)
5118 KINSLEY DR, WINTER HAVEN, FL 33884
$418,95023 Days on yellowkey MLS ID: S5150451
150 EL DORADO #105, WINTER HAVEN, FL 33884
$105,00023 Days on yellowkey MLS ID: P4938785
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1372 Built: 1980Monthly Fee: $548 Tax: $1,487 (2025)Community: Hawaiian A CondoCondo
Taxes:$1,487
Remarks: Discover this charming first-floor corner unit condo in the highly sought after Orchid Springs community in SE WInter Haven. This 2 bedroom 2 bathroom condo features a desirable split floor plan with an oversized living area perfect for entertaining or relaxing. Both bedrooms boast generous walk-in closets , and offers abundant storage throughout. Enjoy the convenience of a first floor corner location with a covered parking spot. The nice open layout makes every day maintenance free living easy and comfortable. Residents of Orchid Springs love the prime location minutes from shopping,dining, medical facilities, and Legoland, while being centrally situated between Tampa and Orlando for easy access to everything Central Florida has to provide. The HOA takes care of the details including grounds maintenance, water , sewer and gas giving you more time to enjoy the Florida Lifestyle. Whether you are looking for a primary residence or a winter retreat , this first floor corner unit is a fantastic opportunity in a desirable community. Schedule your showing today and make this condo your new home!
Listing is courtesy of: ALLSTATE REALTY SERVICES (863-965-0207)
Listing Agent: Rosalia Abreu (954-854-3694)
4526 RAPALLO AVE, WINTER HAVEN, FL 33884
$330,77023 Days on yellowkey MLS ID: L4962125
0 Days Off yellowkey (back on 5/22/2026)
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2005 Built: 2026Monthly Fee: $18Community: VillamarSingle Family
Remarks: Under Construction. 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)
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