Location: Winter Haven
Do Not Show Listings
115 GRADY POLK RD, WINTER HAVEN, FL 33880
$220,0009 Days on yellowkey MLS ID: TB8510959
1 Days Off yellowkey (back on 5/24/2026)
Bed: 3 Bath: 1.0 Liv Area Sq Ft: 1264 Built: 1963 Tax: $2,193 (2025)Community: Grady Polk RoadSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$2,193
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Under contract-accepting backup offers. Welcome home to this beautifully updated 3-bedroom, 1-bath block home offering over 1,250 square feet of living space on a spacious lot just over a quarter acre! Located on a quiet street in the growing community of Winter Haven in Polk County, this move-in ready home combines modern upgrades, energy efficiency, and plenty of space both inside and out — with NO HOA, NO CDD, and located outside of a special flood hazard zone! Major updates include a brand-new roof and new drain field, giving peace of mind for years to come. Inside, you’ll find all new luxury vinyl plank flooring, upgraded 5.25-inch baseboards, fresh interior paint, along with all new ceiling fans and lighting throughout. The exterior has also been freshly painted and updated with beautiful landscaping, decorative rock, and new plants for outstanding curb appeal. The fully renovated kitchen features soft-close hardwood cabinetry, granite countertops, stainless steel appliances, and even a convenient pasta pot filler — perfect for everyday cooking and entertaining. The open living and dining room layout creates a bright and welcoming feel as soon as you walk in. The massive primary bedroom offers exceptional flexibility and includes its own separate exterior entrance, ideal for privacy, guests, or a potential home office setup. Additional upgrades include a newer AC system that was recently serviced with new ductwork, newer well pump, Culligan water softener system, gutters, and fully paid-off solar panels installed in 2023 — helping keep utility costs incredibly low, often under $20 per month! Outside, enjoy the fully fenced backyard, large storage shed, plus two separate driveways offering plenty of parking for vehicles, trailers, boats, or guests. Conveniently located near shopping, dining, schools, and major roadways, while still tucked away in a peaceful neighborhood setting. Polk County continues to see tremendous growth thanks to its central location between Tampa and Orlando, making Winter Haven one of Central Florida’s most desirable and rapidly expanding areas. Conventional, FHA, VA and USDA Eligible! Borrowers may qualify for up to $35,000 in Down Payment Assistance with our preferred lender! Schedule your private showing today!
Listing is courtesy of: DALTON WADE INC (888-668-8283)
Listing Agent: Bryan Czajkowski (518-330-4291)
555 LUCERNE BLVD, WINTER HAVEN, FL 33881
$280,00082 Days on yellowkey MLS ID: S5145385
REDUCED by $10,000 (3.4%) on 05/18/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1980 Built: 2016Monthly Fee: $49 Tax: $2,414 (2025)Community: Lakes/Lucerne Park Ph 4Single Family
Taxes:$2,414
Remarks: This 4 bedroom, 2 bathroom home offers a rare combination of move in readiness and income potential, making it ideal for homeowners, seasonal residents, or savvy investors. Add seller is willing to assist with buyers closing cost. You have options!!! Step inside to a bright, open layout filled with natural light, spacious living areas, and a functional kitchen designed for everyday living and easy entertaining. Enjoy Florida living at its best with a screened-in lanai perfect for morning coffee or winding down in the evening without the bugs. Major upgrades already done for you NEW roof (May 2025) with transferable warranty, Water filtration system installed no worries about that hard water here, Turn-key condition, Located just minutes from shopping, dining, beautiful lakes, and attractions like LEGOLAND Florida Resort, this home delivers both lifestyle and location. Whether you're looking to move right in, generate rental income, or secure a second home in Central Florida, this property checks all the boxes. Opportunities like this don’t sit long—schedule your private showing today.
Listing is courtesy of: RE/MAX HERITAGE PROFESSIONALS (863-256-2188)
Listing Agent: Laura Medina Ruiz (863-207-4784)
1774 WHITE ELEPHANT LOOP, WINTER HAVEN, FL 33884
$409,9007 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
Elementary School: Pinewood Elem
High School: Lake Region High
Middle School: Denison Middle
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)
603 MAGGIE CIR, WINTER HAVEN, FL 33880
$255,0007 Days on yellowkey MLS ID: O6410507
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1482 Built: 1973 Tax: $3,025 (2025)Community: Jan Phyl VillageSingle Family
Taxes:$3,025
Remarks: No HOA, no CDD! Jump in to get a deal! Charming brick home nestled only few min from Downtown Winter Heaven and near Legoland. Luxury upgraded and boast lots of improvements - brand new roof, new luxury vinyl planks floor throughout, new interior and exterior paint, new bathroom and new shower room, new pluming, brand new kitchen cabinets and granite counters, new Stainless Steel appliances, new lights throughout, all new doors and door frames. Brand new landscaping and fence in back yard. Schedule private showing today - close it tomorrow and enjoy your dream home with your family! This is only for you!!!
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: Larysa Tsyupenko (407-780-5456)
3905 WARBLER DR, WINTER HAVEN, FL 33880
$279,9007 Days on yellowkey MLS ID: G5112816
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2101 Built: 2004Monthly Fee: $12 Tax: $3,712 (2025)Community: Queens Cove Ph 04Spa: NoSingle Family
Taxes:$3,712
Remarks: Fully remodeled two story 4 bedrooms 3 bathrooms home featuring a modern neutral color palette, white cabinets, vinyl plank flooring throughout, and brand new stainless steel appliances. Bright and updated interior with a clean contemporary feel. Move-in ready and designed for low-maintenance living.
Listing is courtesy of: NUMBER ONE CHOICE REALTY CORP (352-404-5638)
Listing Agent: Daulis Webb Gagnon (407-234-9789)
206 DILLON ST, WINTER HAVEN, FL 33880
$217,0007 Days on yellowkey MLS ID: L4962158
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1017 Built: 1996 Tax: $1,600 (2025)Community: Jan Phyl VillageSingle Family
Taxes:$1,600
Middle School: Westwood Middle
Remarks: 3 bedroom, 2 bathroom concrete block home with a 1-car garage situated on a corner lot in the Jan Phyl Village area of Winter Haven with NO HOA. Several major updates were completed in 2021 including the roof, kitchen, flooring, guest bathroom flooring, and hot water heater. The home also features a newer dishwasher and new garage door. The backyard includes irrigation and provides a great space for relaxing or entertaining. Conveniently located near Polk Parkway access, shopping, dining, schools, and surrounding Central Florida areas for an easier commute. Located in an established neighborhood with friendly neighbors and just a short distance from Winter Haven’s Chain of Lakes area. A solid option for a primary residence or investment property at an affordable price point.
Listing is courtesy of: KELLER WILLIAMS REALTY SMART 1 (863-508-3000)
Listing Agent: Aubrie Flint (863-618-6347)
4130 BEDFORD AVE, WINTER HAVEN, FL 33884
$309,9007 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 is courtesy of: COLDWELL BANKER REALTY (863-294-7541)
Listing Agent: Bryan Dicks (863-287-7851)
715 GROVE ST, WINTER HAVEN, FL 33881
$300,00072 Days on yellowkey MLS ID: O6383497
REDUCED by $5,000 (1.6%) on 05/01/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1560 Built: 2023Monthly Fee: $42 Tax: $3,611 (2025)Community: Inman Grvs Ph 2Single Family
Taxes:$3,611
Elementary School: Fred G. Garnier Elem
High School: Winter Haven Senior
Remarks: ***This home can be yours for 4.75% Interest rate on a assumable loan*** Located in the desirable Inman Grove solar community in Winter Haven, this 3 bedroom, 2 bathroom home with a fully fenced backyard offers the perfect combination of energy efficiency, modern design, and convenient Central Florida living. Built in 2023, NO CDD, LOW HOA of less than $45.00 a month, LOW ELECTRIC BILL MONTHLY..averaging $30-$83 a month ***=SAVINGS***, this newer construction home features solar power to help reduce monthly utility costs, making it an excellent option for buyers searching for energy-efficient homes in Polk County. ****Inside, the home offers a bright open floor plan with tile flooring throughout the main living areas and carpet in the bedrooms for added comfort. The kitchen overlooks the living and dining space and features quartz countertops, stainless steel appliances, modern cabinetry, and plenty of counter space, ideal for everyday living or entertaining guests. Natural light fills the main living area, creating a clean and inviting feel throughout the home. The split bedroom layout provides privacy, with the primary suite located toward the rear of the home and secondary bedrooms positioned near the front. The primary bedroom includes a private bathroom with updated finishes and generous closet space. Both bathrooms feature contemporary vanities and quartz countertops, giving the home a modern clean look buyers are searching for. Enjoy the outdoors in the fenced backyard, perfect for pets, gatherings, or relaxing evenings. The yard offers space to personalize while still being easy to maintain. Inman Grove is known for its solar-powered homes, newer construction, and peaceful residential setting, while still being close to everyday conveniences. The home is conveniently located near LEGOLAND, shopping centers, restaurants, schools, medical facilities, and major roadways, with easy access to Orlando, Lakeland, and Tampa. This property is ideal for buyers looking for.... New construction homes in Winter Haven, Solar homes in Florida, Move-in ready homes near Legoland, Fenced yard homes in Polk County Energy-efficient homes with low utility costs Schedule your showing today and see why so many buyers have chosen this Winter Haven community.
Listing is courtesy of: NORKIS & CO REALTY (407-506-7070)
Listing Agent: Jannese Garcia Vazquez Pa (407-921-4418)
222 TERRANOVA BLVD, WINTER HAVEN, FL 33884
$295,00016 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
Elementary School: Chain O Lakes Elem
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)
1540 N LAKE MIRROR DR NW, WINTER HAVEN, FL 33881
$950,000359 Days on yellowkey MLS ID: P4934907
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 3885 Built: 1967 Tax: $6,494 (2025)Community: Mirro MacSingle Family
Taxes:$6,494
Elementary School: Inwood Elem
Remarks: Lakefront living on the Winter Haven Chain of Lakes takes on a completely different feel at The Guest House , a rare Mid-Century Modern residence designed and built by internationally recognized architect Gene Leedy. Quietly tucked away at the end of a cul-de-sac on the crystal-clear waters of Lake Mirror, the setting feels surprisingly hidden despite being just minutes from shopping, dining, and convenient access to Lakeland, the Polk Parkway, and Interstate 4 for an easy commute between Tampa and Orlando. Originally commissioned for Thelma Guest, "The Guest House" is a striking example of Leedy’s signature architectural style, blending precast concrete construction, dramatic cantilevered forms, walls of glass windows and doors, deep overhangs, and natural light in a way that still feels timeless today. From the street, the design sits perfectly among mature trees and lush landscaping, setting the stage for what awaits inside. The layout was thoughtfully designed around openness, symmetry, and connection to the outdoors. A towering two-story glass entry and interior atrium create an immediate architectural focal point, while the open staircase and original vintage elevator add both character and functionality between levels. The main living spaces are positioned upstairs to maximize natural light and elevated lake views, with expansive glass overlooking the pool, shoreline, and towering oaks draped in Spanish moss. Nearly every upstairs bedroom and living area opens onto long covered balconies, creating seamless indoor and outdoor living. Downstairs offers an entirely different experience with additional flexible living areas surrounding the central atrium and opening directly to the lakefront grounds and pool area . The heated salt-filtered pool feels perfectly integrated into the original architecture, framed by Leedy’s iconic double “T” beam design and expansive covered patios that naturally extend the living space outdoors. The clean geometry, broad overhangs, and shaded entertaining areas create a resort-like atmosphere that feels both private and connected to the lakefront setting. The property itself offers direct frontage on beautiful Lake Mirror , known for its clear water, scenic shoreline, and access to the larger Winter Haven Chain of Lakes — a connected system of more than 20 lakes popular for boating, skiing, fishing, waterfront dining, and exploring by water. A lightly used public boat ramp located immediately next door makes launching effortless without sacrificing usable shoreline space on the property itself. Additional highlights include solar panels, tasteful modern updates, integrated storage and closet systems true to the Mid-Century aesthetic, two covered carports, circular drive, low-maintenance landscaping, and no HOA restrictions. Rarely does a home combine architectural significance, true Chain of Lakes waterfront living, privacy, and Central Florida convenience in such a compelling way. The Guest House is more than a lakefront residence — it is a piece of Winter Haven architectural history.
Listing is courtesy of: THE STONES REAL ESTATE FIRM (863-412-2080)
Listing Agent: Michael Stone (863-412-9733)
310 17TH ST NE, WINTER HAVEN, FL 33881
$300,000120 Days on yellowkey MLS ID: L4958640
Bed: 4 Bath: 2.5 Liv Area Sq Ft: 1796 Built: 1958 Tax: $2,575 (2025)Community: Lake Elbert Heights Unit 2 2Nd ReplatSingle Family
Taxes:$2,575
Elementary School: Elbert Elem
Remarks: Enclosed Saltwater Pool | Corner Lot | 4 Bedrooms in Winter Haven - New Roof May 2026! Welcome to 310 17th St NE in Winter Haven, FL — a charming 4-bedroom, 2.5-bath pool home set on a spacious 0.28-acre corner lot in an established neighborhood. This home offers a blend of character, space, and opportunity for the next owner. Inside, you'll find nearly 1,800 sq ft of living space with a functional layout that includes four bedrooms, 2 full bathrooms and a convenient half bath, offering flexibility for guests, home office space, or everyday living. The kitchen and bathrooms retain their original style, giving buyers the chance to update and personalize over time. Step outside and enjoy the enclosed saltwater pool (installed in 2018), creating a private outdoor space for relaxing or gathering with friends. The fenced backyard and large corner lot provide room to spread out and enjoy outdoor living. Major systems have already been updated, including AC (2020) and water heater (2018). The home also offers 2,267 total square feet under roof, adding additional usable space. FHA Appraisal came in at $322k! Conveniently located near shopping, dining, schools, and major roadways, this property combines the charm of an established Winter Haven neighborhood with everyday convenience.
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Jenelle Grabowicz (863-604-0834)
239 GOLF AIRE BLVD, WINTER HAVEN, FL 33884
$394,000205 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
Tax Year: 2024
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 Agent: Christina Ashley (941-780-0291)
329 LAKE DAISY LOOP, WINTER HAVEN, FL 33884
$330,00016 Days on yellowkey MLS ID: G5112198
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1563 Built: 1995 Tax: $3,888 (2025)Community: Lake Daisy EstatesSingle Family
Taxes:$3,888
Remarks: 329 Lake Daisy Loop | NO HOA Welcome to this beautiful 3BR/2BA home in Lake Daisy Estates, offering over 1,500 sq. ft. of comfortable living space on a spacious corner lot—and best of all, NO HOA, giving buyers the freedom they want. This home features a bright formal living and dining area, a spacious kitchen with Frigidaire appliances, and a large family room with vaulted ceilings and a wood-burning fireplace. Sliding doors open to a generous enclosed patio, perfect for relaxing or entertaining. The master suite includes a walk-in closet, jetted tub, separate shower, double sinks, and private access to the patio. Additional highlights include: Marble flooring installed in 2025, New AC (2025), Roof replaced in 2017, Window shades installed in 2025, Indoor laundry room 2-car garage Located just minutes from Legoland (5 min), Walmart (4 min), shopping centers, restaurants, schools, and medical facilities. A fantastic opportunity in a prime location with no HOA—highly attractive for today’s buyers.
Listing is courtesy of: LA ROSA RTY WINTER GARDEN LLC (407-614-5158)
Listing Agent: Jasmin Vargas (407-747-2367)
4114 FISHERMANS LNDG, WINTER HAVEN, FL 33884
$295,00012 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)
2122 LAKE BLVD, WINTER HAVEN, FL 33881
$248,000110 Days on yellowkey MLS ID: S5143521
REDUCED by $2,000 (0.8%) on 05/05/2026
Bed: 3 Bath: 1.0 Liv Area Sq Ft: 985 Built: 1978 Tax: $2,387 (2025)Community: InwoodSingle Family
Taxes:$2,387
Remarks: Rent-to-Own Opportunity! Experience easy Florida living with serene lake views right from the front of this charming home. Bright and welcoming, the home is filled with natural light and features a comfortable, functional layout designed for both everyday living and effortless entertaining. The thoughtfully planned interior offers low-maintenance living without sacrificing comfort or style. A standout feature is the fully fenced yard, providing privacy and versatility—perfect for pets, outdoor gatherings, gardening, or creating your own personal retreat. Combined with the tranquil water views, the outdoor space offers a peaceful and inviting setting. Ideal for first-time buyers, downsizers, seasonal residents, or investors, this property blends charm, flexibility, and scenic surroundings—along with a unique path to ownership in one of Central Florida’s most desirable areas.
Listing is courtesy of: IAD FLORIDA LLC (407-720-0020)
Listing Agent: Catherine Torres (863-632-4177)
2121 RIVER HAWK LOOP, WINTER HAVEN, FL 33880
$342,9009 Days on yellowkey MLS ID: S5149725
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1741 Built: 2026Monthly Fee: $98 Tax: $228 (2025)Community: Residences At Winter HavenSingle Family
Taxes:$228
Elementary School: Lake Shipp Elem
Remarks: Under Construction. Under Construction. Welcome to the Residences at Winter Haven, a new single-family community designed for those who value both quality and connection. The Key West floor plan offers a functional, open-concept design that prioritizes modern convenience and high-end finishes. The layout includes a dedicated formal dining room and a kitchen anchored by a full waterfall countertop island. This 3-bedroom, 2-bathroom residence is equipped with a smart home package and a dedicated laundry room. The estimated completion date is at the end of June.
Listing is courtesy of: KELLER WILLIAMS REALTY AT THE LAKES (407-566-1800)
Listing Agent: Rodrigo Gomes De Almeida (407-837-8173)
2122 RIVER HAWK LOOP, WINTER HAVEN, FL 33880
$344,90012 Days on yellowkey MLS ID: S5149889
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1741 Built: 2026Monthly Fee: $98 Tax: $228 (2025)Community: Residences/Winter HavenSingle Family
Remarks: Under Construction. Under Construction. Welcome to the Residences at Winter Haven, a new single-family community designed for those who value both quality and connection. This Key West model floor plan features a functional 4-bedroom, open-concept layout centered around a kitchen with a full waterfall countertop island. The home includes a covered lanai for outdoor living, a dedicated laundry room, and a smart home package.The estimated completion date is at the end of June.
878 KILLEARN BLVD, WINTER HAVEN, FL 33880
$245,000120 Days on yellowkey MLS ID: O6377826
REDUCED by $10,000 (3.9%) on 05/23/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1467 Built: 1983 Tax: $3,710 (2025)Community: Cinnamon Ridge Ph 03Spa: NoSingle Family
Taxes:$3,710
Remarks: BACK ON THE MARKET! PRICE CHANGE – NO HOA & PRICED TO SELL! Opportunity meets value in this 3-bedroom, 2-bath home located in a well-established Winter Haven neighborhood. Positioned on a spacious, fully fenced corner lot, this property offers exceptional outdoor space and includes an above-ground pool, perfect for cooling off on hot Florida days, entertaining guests, or enjoying your own private backyard retreat. Inside, you’ll find a functional, comfortable layout with great natural light and flexible living space. This home presents an excellent opportunity for buyers looking to add personal style, build equity, or secure a solid investment property in a growing area. Whether you’re a first-time buyer, downsizing, or expanding your investment portfolio, this home offers strong potential, location convenience, and everyday livability. Ideally located near shopping, dining, Downtown Winter Haven, and the Polk Parkway, with easy access to both Orlando and Tampa for commuting or weekend travel. If you’re looking for space, flexibility, and long-term value with NO HOA restrictions, this is one you don’t want to miss. Schedule your private showing today and explore the possibilities.
Listing is courtesy of: SIGNATURE INTERNATIONAL REAL E (561-404-7263)
Listing Agent: Barbi Rodriguez, Llc (352-404-2377)
548 MARTIN LUTHER KING BLVD NE, WINTER HAVEN, FL 33881
$160,000234 Days on yellowkey MLS ID: L4956442
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2182 Built: 1970 Tax: $3,632 (2024)Community: Campbell & Henry SubSingle Family
Taxes:$3,632
Remarks: ** Back to market and reviewing multiple offers: submit all offers by Monday 5:00 pm 5/25/26** Spacious 3-bedroom, 2-bathroom home in Winter Haven priced to sell! This fixer-upper is perfect for investors, flippers, FHA 203(k) buyers, or first-time homeowners looking to build instant equity. With 2,182 sq ft of living space on an 8,442 sq ft lot, this property offers plenty of room for cosmetic and structural improvements. Priced well below market, buyers can capitalize on a significant value-add opportunity in a growing neighborhood. Renovate to create your dream home, or take advantage of strong resale and rental potential.
Listing is courtesy of: KELLER WILLIAMS REALTY SMART (863-577-1234)
Listing Agent: Daryl Ash, Ii (863-934-1548)
104 SANDERLING DR, WINTER HAVEN, FL 33881
$419,00067 Days on yellowkey MLS ID: O6392989
REDUCED by $6,000 (1.4%) on 05/02/2026
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)
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