Location: Winter Haven
Do Not Show Listings
2733 ATTWATER LOOP, WINTER HAVEN, FL 33884
$359,500111 Days on yellowkey MLS ID: P4937444
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2032 Built: 2018Monthly Fee: $485 Tax: $2,824 (2025)Community: Traditions Ph 02Single Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$2,824
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: This meticulously maintained 3-bedroom, 3-bath home showcases eco-smart features and true pride of ownership, all within the sought-after 55+ gated community of Traditions. Thoughtfully designed and beautifully upgraded, this residence offers comfort, efficiency, and a relaxed Florida lifestyle. Upon arrival, you’re greeted by Florida-friendly landscaping accented with stone curb edging and a decorative paved walkway. The welcoming foyer features a transom window and a convenient coat closet. The spacious living and dining areas offer an open-concept layout enhanced with tile flooring—ideal for entertaining. Oversized sliding glass doors open to an extended screened-in lanai, seamlessly expanding the living space outdoors. The well-equipped kitchen features 42" upper cabinetry trimmed with crown molding, a stainless steel appliance package, and a walk-in pantry to meet all your culinary needs. A center island adorned with quartz countertops perfectly complements the glass tile backsplash, adding both function and style. The generously sized primary bedroom suite is a luxurious retreat, offering wall-to-wall carpeting and dual walk-in closets. The primary bath impresses with a handicap-accessible tiled shower featuring decorative listello tile, a comfort-height double-sink vanity, and a linen closet. A junior bedroom suite includes a private en-suite bath with a comfort-height vanity and quartz countertop—ideal for guests or extended stays. Step outside to your private oasis, where the paved screened lanai provides a peaceful setting for outdoor entertaining. This premium lot with no rear neighbors enhances privacy and tranquility. Additional Features & Upgrades Screened-in front entrance with paved walkway, Smart thermostat and smart home technology, Hybrid water heater, Low-E double-pane windows, Ring doorbell and MyQ garage door opener, Laundry room with washer and dryer, In-wall pest control system and termite bait traps, Exterior carriage lighting, Gutters, Two-car garage with epoxy finished floor. The picturesque Community of Traditions offers Planned Community Activities and an array of amenities such as a Lake Front Clubhouse, Dock & Boat Ramp, Heated Swimming Pool and Spa, Ballroom, Billiards, Meeting Room, Library, Computer Room, Craft Room, Dog Park, Tennis Courts, Basketball Court, Bocce, Shuffleboard, Fitness Center, and Aerobics Studio. Conveniently located near Shopping, Restaurants, Legoland and Major Routes, this home offers the perfect combination of luxury, comfort, and convenience.
Listing is courtesy of: CENTURY 21 MYERS REALTY LAKE WALES (863-676-4448)
Listing Agent: Eileen Belanger (863-221-0229)
207 24TH CT SW, WINTER HAVEN, FL 33880
$285,000104 Days on yellowkey MLS ID: L4958315
1 Days Off yellowkey (back on 4/8/2026)
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1296 Built: 1976 Tax: $4,614 (2025)Community: West Of Lake HowardSingle Family
Taxes:$4,614
Elementary School: Inwood Elem
High School: Winter Haven Senior
Middle School: Westwood Middle
Remarks: Welcome home to this charming 3-bedroom, 2-bath residence nestled on a spacious lot in the heart of Winter Haven. Offering nearly 1,300 square feet of comfortable living space, this well-maintained home features a functional layout with a kitchen and family room combination, ceiling fans throughout, and plenty of natural light. Step outside to your private backyard oasis complete with an in-ground pool—perfect for relaxing, entertaining, or enjoying Florida’s sunshine year-round. A one-car garage adds convenience, while the absence of HOA fees provides flexibility and freedom. Ideally located near schools, shopping, dining, and major roadways, this home is a wonderful opportunity for homeowners or investors alike. NEW ROOF 2020, NEW AC 2022. Don’t miss your chance to make this inviting Winter Haven property your own!
Listing is courtesy of: KELLER WILLIAMS REALTY SMART (863-577-1234)
Listing Agent: Melissa Mottern (863-860-1808)
3857 GIORGIO DR, WINTER HAVEN, FL 33884
$292,990259 Days on yellowkey MLS ID: O6327573
0 Days Off yellowkey (back on 4/8/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1988 Built: 2025Monthly Fee: $15Community: VillamarSpa: NoSingle Family
Taxes:$0
Elementary School: Chain O Lakes Elem
High School: Lake Region High
Middle School: Denison Middle
Remarks: Brand new, energy-efficient home available NOW! Open floor plan creates a unified living space with a large great room that overlooks the kitchen. Visit Villamar and explore new single-family homes for sale in Winter Haven, FL. Residents will have access to two resort-style amenity centers featuring a clubhouse, pool, and playground. Winter Haven is known for its beautiful chain of lakes with lakeside restaurants and its award-winning community theater. Nearby attractions include Legoland Florida and Peppa Pig Theme Park. A brand-new model and new phase are coming soon. Each of our homes is built with innovative, energy-efficient features designed to help you enjoy more savings, better health, real comfort and peace of mind.
Listing is courtesy of: MERITAGE HOMES OF FL REALTY (813-703-8860)
Listing Agent: Bryan Sumner (813-336-5895)
126 HOMEWOOD DR, WINTER HAVEN, FL 33880
$335,00078 Days on yellowkey MLS ID: L4959293
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2113 Built: 1994 Tax: $1,396 (2025)Community: Homewood SubSingle Family
Taxes:$1,396
Remarks: One or more photo(s) has been virtually staged. BRAND NEW A/C installed 4/7/2026 and NEW ROOF to be installed 4/16/2026! The moment you walk up you’ll discover your own private & peaceful setting under the paved Pergola area incorporated with a running fountain pond awaiting more koi fish. You’ll enjoy your shaded space with the feel & sounds of nature surrounding you. Your entire home is equipped with installed roll-up hurricane shutters (some are hardwired for a flip of a switch, and some are manual). If you love to cook, you’ll love this chef’s dream kitchen offering plenty of cooking/prepping countertop space. Kitchen has an island with electric, gas range, wide breakfast bar open to the living areas and a walk-in pantry. This home offers a split plan layout, wide hallways, ceiling fans, recessed lighting, large closets, high 10 ft ceilings throughout. You will find you have multiple uses of living/family/dining /office areas. The options are endless. Main bedroom has 2 walk-in closets and access to the nice screened-in back patio. The main bedroom bathroom offers a double sink make-up vanity, walk-in shower, and a linen closet. The 2nd full bathroom offers a shower/tub combo with access to the back screened-in patio. The half bathroom is located off the entry to bedroom #3. The inside utility room is equipped with shelving, a utility sink, a cabinet unit, and a built-in ironing board. New luxury vinyl plank flooring in the utility room and bedroom #3. If all this wasn’t enough there is more…. You will love enjoying the 11x25 covered & screened-in back patio. Your front entryway is also covered. The 2-car garage has a newer electric garage door opener, shelving on both sides & a cabinet for storage. It also provides a keyless touchpad for access from the outside. NEW A/C April 2026. Ring doorbell. You won’t want to miss the 12x14 workshop/shed equipped with electric, a work bench, storage shelving, and an access ramp. Your home is situated on a beautiful lot with mature landscaping. The lawn and landscaping is beautiful and will snap back as we just had the FL record-breaking cold front when pictures were taken so see past that. It will all green up beautifully in no time. Lawn irrigation is on a well water system equipped with a timer system. NO HOA!!! Home has been overhead plumbed. All of this conveniently located close to the 570 Toll Rd taking you to Orlando/Tampa. Be sure to check back for the virtual tour link coming soon and will be attached to the listing. Welcome Home!
Listing is courtesy of: S & D REAL ESTATE SERVICE LLC (863-824-7169)
Listing Agent: Jennifer Smith (863-559-1229)
3935 PALAZZO PL, WINTER HAVEN, FL 33884
$290,00052 Days on yellowkey MLS ID: L4960079
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2601 Built: 2023Monthly Fee: $250 Tax: $6,788 (2025)Community: VillamarSpa: NoSingle Family
Taxes:$6,788
Middle School: Mclaughlin Middle
Remarks: Short Sale. Welcome to your 5 bedroom 3 bathroom home located conveniently in Winter Haven with easy access to dining, shopping, and major roadways. This home features tile flooring throughout the living areas and an open floor plan making it perfect for entertaining. There is a separate living room at the front of the home which could make the perfect office or library. The large kitchen provides a large island, granite countertops, updated lighting, tiled backsplash, stainless steel appliances, and a closet pantry. The large family room is adjacent to the kitchen. You’ll also find sliding doors to your outdoor patio and backyard. One of the 5 bedrooms is located downstairs with its own bathroom, the perfect spot for guests. The primary bedroom is upstairs and features an en-suite with a stand up shower, dual sink vanity and 2 walk in closets! The remaining bedrooms provide plenty of space and share the main hall bathroom with a dual sink vanity and tub/shower combo. This home checks all the boxes! Schedule your private showing today!
Listing Agent: Casandra Vann (863-546-5446)
3827 POMELO DR, WINTER HAVEN, FL 33881
$329,49023 Days on yellowkey MLS ID: O6396937
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1828 Built: 2026Monthly Fee: $69 Tax: $2,606 (2025)Community: Harmony On Lake Eloise Phase 4Single Family
Taxes:$2,606
Elementary School: John Snively Elem
Remarks: Under Construction. Introducing the Cali floorplan at Harmony at Lake Eloise, in Winter Haven, Florida, where every square foot is put to use with sophistication and comfort. Inside this 4-bedroom, 2-bathroom home, you’ll find 1,828 square feet of comfortable living. This meticulously designed residence combines modern convenience with timeless elegance, showcasing quartz counters and luxury vinyl plank floors throughout. As you step inside, you are greeted by an inviting foyer that leads you into the heart of the home. The open-concept layout seamlessly connects the living room, dining area, and kitchen, creating a perfect space for entertaining family and friends. The spacious living room features abundant natural light, thanks to large windows that provide picturesque views of the surrounding landscape. With ample room for seating, it's an ideal spot for relaxation and gatherings. The kitchen is a true highlight, including quartz countertops, sleek stainless-steel appliances, a walk-in pantry and an oversized island with a breakfast bar. Whether you're preparing a casual meal or hosting a formal dinner, this kitchen is well-equipped to meet your culinary needs. The four generously sized bedrooms have flexibility for various lifestyles. The primary suite located in the rear of the home is a tranquil retreat, featuring a private ensuite bathroom with dual sinks, a separate shower, and a walk-in closet. The remaining three bedrooms share one well-appointed bathroom, making morning routines a breeze. Laundry won't be a chore with its dedicated space convenient to all bedrooms. Like all homes in Harmony at Lake Eloise, the Cali includes smart home technology, which allows you to control your home anytime with your smart device while near or away. Whether you're seeking a peaceful family retreat or a stylish place to call your own, this home is sure to meet your every need. *Photos are of similar model but not that of the exact house. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Home and community information including pricing, included features, terms, availability, and amenities are subject to change and prior sale at any time without notice or obligation. Please note that no representations or warranties are made regarding school districts or school assignments; you should conduct your own investigation regarding current and future schools and school boundaries.*
Listing is courtesy of: DR HORTON REALTY OF CENTRAL FLORIDA LLC (407-250-7299)
Listing Agent: Paul King (407-519-3940)
4 CASARENA CT, WINTER HAVEN, FL 33881
$529,00023 Days on yellowkey MLS ID: P4938356
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 3911 Built: 1984Monthly Fee: $320 Tax: $4,267 (2025)Community: Casarena On The LakesSingle Family
Taxes:$4,267
Remarks: This dynamically unique home in Winter Haven offers waterfront living, with direct access to the renowned Chain of Lakes. Ideally situated on Lake Cannon, the property delivers stunning water views and a peaceful setting that’s hard to match. Located within a gated, low-maintenance community, this home allows you to enjoy all the perks of ownership without the added upkeep. The community pool and hot tub sits just steps away—offering the feel of a personal pool without the responsibility. Residents also enjoy access to a community dock with first-come, first-served boat slips, making it easy to embrace the lake lifestyle. The property itself features an extended lot, a fenced yard, and a beautiful pergola—perfect for relaxing, entertaining, or enjoying the serene lakefront setting. The garage is equipped with a 2021 split-unit AC system, creating a versatile space ideal for a workshop, gym, or even additional living area. For added peace of mind, the home includes a gas-powered generator that automatically kicks on when needed. Inside, the home is nothing short of impressive—boasting soaring cathedral ceilings, expansive balconies with breathtaking views, and a layout that is both majestic and thoughtfully designed. The primary suite is a true retreat, featuring a private balcony, dual vanities, and a luxurious soaking tub designed for relaxation. Additional office and bonus spaces offers flexibility and can easily be converted into extra bedrooms to fit your needs. Updates include two AC units installed in 2017, along with a durable metal roof added in 2021 and the roof tiles were sealed and coated for an extra long life. Whether you’re looking for a full-time residence, a seasonal getaway, or a place to gather with family and friends, this home delivers a warm, inviting atmosphere with unique architectural character throughout. Enjoy peaceful mornings overlooking the lake, afternoons gardening in your yard, or evenings unwinding on the balcony while taking in the surrounding wildlife. Conveniently located near shopping, grocery stores, and Home Depot, this is more than just a home—it’s a lifestyle. A property like this must be seen in person to truly appreciate the grandeur and exceptional living experience it offers.
Listing is courtesy of: LA ROSA REALTY PRESTIGE (863-940-4850)
Listing Agent: Keith St. Onge (863-651-1397)
5457 HOGAN LN, WINTER HAVEN, FL 33884
$589,00023 Days on yellowkey MLS ID: P4938326
Bed: 4 Bath: 2.0 Gar: 3 Liv Area Sq Ft: 2676 Built: 2013Monthly Fee: $5 Tax: $8,313 (2025)Community: Lake Ashton West Atlee AddSpa: YesSingle Family
Taxes:$8,313
Remarks: Welcome to 5457 Hogan Lane, Winter Haven, FL, a stunning home with lake views and a SPOOL (8x16) in Lake Ashton, an Exclusive 55 Plus community with Resort Style Amenities & Planned Activities! The CDD Debt has been PAID IN FULL on this home. This Ashton Floor plan home with an oversize garage(30x23) features a double car entry & separate single car entry. It has amazing curb appeal with flower bed retaining walls and additional pavers. This 4 bedroom / 2 Bath home is positioned on an oversized lot with no rear neighbors; this property offers an exceptional level of privacy and space and amazing water views. Designed with a thoughtful layout and a luxurious blend of upgrades, this home is both elegant and highly functional. The gourmet kitchen features SS appliances, Vented range with applique & induction cook top, expansive cabinetry, granite counter tops, under cabinet lighting, single level breakfast bar, recessed lighting for ambiance and accent. It opens seamlessly into a spacious family room with trey ceiling, creating the perfect space for entertaining, while a large formal dining room provides an ideal setting for gatherings and celebrations. Offering an abundance of natural light, this upgraded home features: upgraded Casement Windows, Plantation Shutters, Triple Sliders that stack into a pocket in the LR, Engineered hardwood flooring, front entry with double doors and screened enclosure, an epoxy garage floor, whole house surge protector, whole house water treatment equipment (Culligan), Crown Moulding, 250 gallon Propane tank that services the Spool, newer carpet in 2 bedrooms, utility sink in the laundry/flex room, Magic Chef wine cooler in the flex room, silhouette and slider shades, Rheem Platinum 50 Gallon Heat Pump Electric Water Heater, Roof Replacement (2023), newer garage door openers, LG French Door Refrigerator (2024), complete lanai paver resetting, Home Exterior painted (2024), complete lanai rescreen (2024), resealed all pavers (2024) 2 Pumps and Motor Replacement for the SPOOL ( 2025) and Master Temp 400,000 BTU Gas Heater for Spool (2025). These upgrades enhance the home's upscale architectural appeal. Additional living spaces include an oversized Bedroom 2 and Guest Bath. The laundry/flex room has a generous amount of shelving & counter top space, ideal for crafts & storage needs. The generously sized Primary suite with walk in closets serves as a peaceful retreat with a luxurious En-suite bathroom. The Primary Suite has Engineered Hardwood floors, French Doors that lead to the Outdoor Living area and Trey Ceiling. The Primary Bath features a large soaking tub, His and Her Vanities, Oversized Walk In Shower and separate Water Closet. A cozy eat-in kitchen nook offers the perfect spot for casual meals. The screened lanai with lake view is a true highlight—complete with a SPOOL, perfect for relaxing in the Florida sunshine or unwinding with a sunset view. The oversized lot not only enhances curb appeal but also provides rare privacy in community living. Located in Lake Ashton, residents enjoy a vibrant, resort-style lifestyle with access to a 36-hole private golf course, two community clubhouses, resort-style swimming pools, tennis and pickleball courts, fitness centers, a bowling alley, movie theater, ballroom, craft and game rooms, an on-site Pro Shop and bar, and a calendar full of clubs and social events. The community is golf cart-friendly, making it easy to explore and enjoy everything it has to offer.
Listing is courtesy of: LAKE ASHTON REALTY INC. (863-221-5970)
Listing Agent: Lori Raath (863-409-6899)
1109 BRIMSTONE CIR, WINTER HAVEN, FL 33884
$330,000136 Days on yellowkey MLS ID: L4957925
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1697 Built: 2023Monthly Fee: $30 Tax: $3,769 (2025)Community: Harmony/Lk Eloise Ph 1Spa: NoSingle Family
Taxes:$3,769
Remarks: Seller is offering up to $10,000 toward Buyer’s closing costs, prepaid items, or interest rate buy-down (subject to lender approval). Location, Location, Location! Welcome to this beautifully upgraded D.R. Horton home, enhanced with extensive custom finishes and thoughtful owner improvements throughout. Fresh interior and exterior paint complement crown molding, recessed lighting, updated decorative light fixtures, ceiling fans, French doors, and a modern glass front entry door. Window treatments are installed throughout, offering both style and convenience. The open kitchen features stainless steel appliances, a large island, pantry, upgraded lighting, an under-sink Reverse Osmosis drinking water filtration system, and a whole-home water treatment system. Bathrooms have been tastefully updated with new mirrors, upgraded hardware, high-efficiency toilets, and an added vanity in the secondary bathroom. The primary suite includes a walk-in closet, dual sinks, and a walk-in shower. Outdoor living is enhanced by a covered rear patio with an added swing, improved landscaping around the home, rear irrigation, installed gutters, and updated exterior lighting. The home also includes an indoor laundry room and a 2-car garage. Located in the master-planned community of Harmony at Lake Eloise, residents currently enjoy access to a community pool, sidewalks throughout the neighborhood, walking paths around scenic ponds, and a designated bike accessway. Future community plans include a proposed lakefront amenity center on Lake Eloise and a planned commercial area with neighborhood shops (subject to development timelines and approvals). Conveniently located near LEGOLAND Florida Resort, the AdventHealth Fieldhouse and Conference Center, and the Freedom Boat Club Winter Haven – Lake Eloise location nearby—offering an additional boating lifestyle option by membership. Additional sports and recreation facilities are planned nearby, including four collegiate-level baseball fields projected to generate economic activity for the City of Winter Haven (based on publicly discussed plans). Cypress Junction Montessori is planned nearby and is currently accepting enrollment for 2026. Polk County has begun clearing and dredging efforts at nearby Lake Lulu, with discussions suggesting a future canoe and kayak launch and park area (subject to county completion and final designation). With continued infrastructure investment, future recreational access to the Chain of Lakes is anticipated in some form, subject to approvals.
Listing is courtesy of: CENTURY 21 WATSON & MYERS REALTY (863-324-1000)
Listing Agent: John Calhoun (863-528-7973)
3306 OAK HILL PL, WINTER HAVEN, FL 33884
$297,50076 Days on yellowkey MLS ID: L4959302
0 Days Off yellowkey (back on 3/12/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1722 Built: 2004Monthly Fee: $148 Tax: $4,783 (2025)Community: Oakgrove SubSingle Family
Taxes:$4,783
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Welcome home to easy Florida living in the beautiful, gated golf community of Cypresswood/Oak Grove! Tucked away on a quiet street, this 3-bedroom, 2-bath home offers the perfect blend of comfort, space, and relaxed lifestyle — plus major updates for peace of mind. From the moment you walk in, you’ll notice the soaring ceilings and natural light that make the home feel open and inviting. The layout flows effortlessly, with a formal dining space for holiday meals and special gatherings, along with a spacious eat-in kitchen featuring a breakfast bar that opens right into the family room — keeping everyone connected whether you’re entertaining or enjoying a cozy night in. The family room showcases tray ceilings and sliding glass doors leading to the enclosed patio — the perfect place for morning coffee, evening relaxation, or casual weekend get-togethers. It’s a wonderful extension of your living space and ideal for enjoying Florida’s year-round sunshine. The primary suite offers a peaceful retreat at the end of the day, while the additional bedrooms provide flexibility for guests, a home office, or hobbies. Even better, big-ticket items have already been taken care of — the roof was replaced in 2021, the water heater was replaced in 2023, home was freshly painted in 2022, and the A/C unit was replaced in 2018, giving you added confidence and long-term value. Living in Cypresswood means more than just owning a home — it’s about embracing the lifestyle. Residents enjoy a 24-hour manned gate, championship golf course, community pool, tennis courts, fitness center, and clubhouse. Spend your mornings on the course, afternoons by the pool, and evenings strolling through this beautifully maintained neighborhood. Conveniently located near shopping, dining, medical facilities, and major roadways, you’re close to everything while still enjoying the privacy and charm of a gated community. If you’ve been looking for comfort, community, smart updates, and a relaxed Florida lifestyle — this is it. Schedule your showing today!
Listing is courtesy of: KELLER WILLIAMS REALTY SMART 1 (863-508-3000)
Listing Agent: David Small (407-601-8351)
1799 CARNOSTIE RD, WINTER HAVEN, FL 33884
$309,00052 Days on yellowkey MLS ID: P4938087
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1680 Built: 2022Monthly Fee: $18 Tax: $5,703 (2025)Community: Villamar Ph 3Single Family
Taxes:$5,703
Remarks: ***PRICE REDUCTION***Your turnkey oasis awaits! Welcome to a home that still feels brand new. This 2022-built gem in the peaceful Villa Mar community offers four spacious bedrooms and a bright, open floor plan designed for making memories. Whether you're hosting a dinner party in the modern kitchen or relaxing on your private, custom-screened lanai, every inch of this 1,680 sq. ft. home reflects quality and care. The interior boasts durable ceramic tile through the main living areas for a sleek, low-maintenance look, while the primary suite serves as a true retreat with elegant stone counters and dual vanities. Beyond the front door, the lifestyle is just as impressive. You’ll have access to fantastic community amenities like a resort-style pool, dog park, and playground, all while being located near top-rated schools. Best of all, you are just a short drive away from the world-class fun of Legoland, making this the perfect home base for weekend adventures. With a two-car garage and a generously sized laundry room, this home delivers the ultimate blend of style and convenience. Come see for yourself why this Villa Mar beauty is the perfect place to call home!
Listing Agent: Twanna Dewdney (863-207-1634)
1051 LENA RUN CT, WINTER HAVEN, FL 33880
$477,55578 Days on yellowkey MLS ID: L4959294
Bed: 4 Bath: 2.0 Gar: 3 Liv Area Sq Ft: 2428 Built: 2016Monthly Fee: $123 Tax: $3,613 (2025)Community: Hidden CreekSingle Family
Taxes:$3,613
Elementary School: Eagle Lake Elem
Remarks: Welcome home to this well-priced, beautifully maintained 4-bedroom, 2-bath residence located in the highly sought-after gated Hidden Creek Community of Winter Haven. Perfectly positioned just minutes from the Polk Parkway, LEGOLAND Florida Resort, and conveniently situated between Lakeland and Winter Haven, this home offers both comfort and unbeatable accessibility. From the moment you arrive, you’ll appreciate the extra-long, widened driveway accented with elegant stone pavers leading to a spacious 3-car garage—ideal for guests, toys, or extra storage. Step inside to discover a bright, open living space filled with natural light, creating a warm and welcoming atmosphere perfect for everyday living and entertaining. The expansive great room features large windows and sliding glass doors overlooking the enormous, screened lanai (please note, only a screen enclosure no pool ever installed), seamlessly blending indoor and outdoor living. The open floor plan flows effortlessly into the kitchen, which is equipped with 42-inch cabinetry, granite countertops, stainless steel appliances, and an oversized island, making it the heart of the home. Ceiling fans and lighting throughout add a fresh, modern touch. The primary suite is a true retreat, showcasing a tray ceiling, generous walk-in closets, and a spa-like ensuite bath complete with dual vanities, a garden tub, walk-in shower, and private water closet—perfect for unwinding at the end of the day. One of the standout features of this home is the massive screened-in lanai, offering the ideal space for morning coffee, weekend barbecues, or relaxing evenings with family and friends. Bring your imagination for the outdoor living area that could be enhanced. Hidden Creek is located next to preserved land on the northwest side that brings peaceful living when in this community. Homes in this desirable gated community do not last long. Schedule your private showing today and experience the lifestyle Hidden Creek has to offer.
Listing is courtesy of: COLDWELL BANKER REALTY (863-294-7541)
Listing Agent: Brandy Duncan (863-585-6849)
634 WEXFORD CT, WINTER HAVEN, FL 33884
$244,90097 Days on yellowkey MLS ID: L4958804
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1328 Built: 1980Monthly Fee: $130 Tax: $1,723 (2025)Community: Cypresswood Patio HomesSingle Family
Taxes:$1,723
Remarks: MOVE IN CONDITION! Nestled on a beautifully landscaped and tree shaded lot this well maintained 2 bedroom 2 bathroom patio home features split bedrooms with ample closets, an expansive great room with space for living and dining areas, breakfast nook in the kitchen and an attached 2 car garage. Additional amenities include an oversized rear screened porch overlooking a picturesque greenspace with large shade-producing oak trees, Architectural Shingles, Pull-down Attic Stairs in the garage, Gas Water Heater and a 2-Car Garage. Cypresswood Golf & Country Club offers a variety of amenities, including an 18-hole golf course, clubhouse with pro shop and lounge, Jr Olympic swimming pool and a soon-to-be-completed tennis, pickleball and recreation area. Located in close proximity to HWY 27 affords easy access to I-4 and within 1.5 hours of either coast. This ideal location is just a mile down the road from a brand new Publix set to open shortly as well as being conveniently close to shopping, restaurants, and Legoland.
Listing is courtesy of: LOCKHART & ASSOCIATES INC (863-293-1234)
Listing Agent: Steven Smith, Pa (863-224-2297)
865 3RD ST, WINTER HAVEN, FL 33881
$270,000199 Days on yellowkey MLS ID: O6351732
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1550 Built: 2025 Tax: $37 (2025)Community: Ida Lake SubSingle Family
Taxes:$37
Remarks: LOCATION, LOCATION! 17 minutes from Cypress Gardens! 8.2 miles away from LEGOLAND! 6 mins from Winter Haven Airport! 11 miles from I-4 east Ramp! 5 mins from Publix and many local restaurants, parks, lakeside views and much more. Located on a quiet road, the newly built 1550 sq ft modern home includes continuous luxury vinyl flooring on both floors, luxury quartz countertops with matching backsplash, two tone kitchen cabinets, neutral paint throughout , high ceilings. Ceiling fans throughout, with glass front door accent. Two tone exterior with ambient lighting and black and gold accents throughout the home. Kitchen includes Calacatta quartz countertop on 6 ft island and backsplash with off white uppers and oak lowers, half bathroom downstairs includes a black and gold designer vanity, upstairs guest bathroom has a pop of black and white arched mosaic detail in the shower included in the vanity mirror as well as the vanity. Master bathroom includes a double fluted wood vanity with drawers and shelves, LED light up mirror and large format black and white Calacatta porcelain tile in entire shower. Chic exterior with a pop of sage green on the front door. Chrome and brush nickel finishings, matching interior lower cabinets and all bathroom vanities are with a pop of color modern finishing included throughout such as LED lights, curved mirrors and matching bathroom tiles.
Listing is courtesy of: UNITED REAL ESTATE PREFERRED (407-243-8840)
Listing Agent: Lajuan Chambers (321-477-8805)
1215 26TH ST NW, WINTER HAVEN, FL 33881
$379,00050 Days on yellowkey MLS ID: S5145609
Bed: 4 Bath: 4.0 Liv Area Sq Ft: 2083 Built: 1940 Tax: $4,946 (2025)Community: Inwood #1Spa: NoSingle Family
Taxes:$4,946
Remarks: Unique and spacious property offering flexibility and great outdoor living! This home features multiple living areas with beautiful exposed wood beam ceilings, updated flooring throughout, and plenty of natural light. The layout offers generously sized bedrooms and a functional kitchen with ample cabinetry and workspace, perfect for everyday living and entertaining. One of the standout features of the property is the separate guest house structure located in the backyard, providing great potential for extended family, guests, a home office, or additional living space. The backyard also features a pool and a large yard, creating an ideal setting for outdoor gatherings and relaxation. Conveniently located near shopping, dining, schools, and major roadways in Winter Haven.
Listing is courtesy of: LIFESTYLE INTERNATIONAL REALTY (305-809-8085)
Listing Agent: Talitha Lastre (305-772-8849)
390 16TH ST NE, WINTER HAVEN, FL 33881
$238,90071 Days on yellowkey MLS ID: P4937879
REDUCED by $1,000 (0.4%) on 04/07/2026
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 2178 Built: 1959 Tax: $3,631 (2025)Community: Lake Elbert Heights Unit 02 02 RepSingle Family
Taxes:$3,631
Elementary School: Elbert Elem
Remarks: The seller is OFFERING UP TO $14,000 toward a NEW ROOF or may apply this contribution toward the BUYER'S CLOSING COSTS, providing added flexibility and value. This spacious 4-bedroom, 3-bath ranch-style home offers an impressive amount of living space (2,178 sqft) filled with natural light and designed for comfort and flexibility. The many windows throughout the home create a bright, welcoming atmosphere, while multiple living areas provide room to spread out and enjoy. The remodeled kitchen features a refrigerator, dishwasher, and range, along with a convenient breakfast bar and adjacent dining area—perfect for everyday living and entertaining. A formal living room greets you at the front entry, and the oversized family room offers exceptional gathering space, complete with a built-in desk and direct access to the screened lanai. The generous primary suite includes a walk-in closet, garden tub, separate shower, and an additional wall A/C unit for added comfort. A desirable mini–master suite with its own private bath provides ideal space for guests, extended family, or a private home office. Built-in cabinetry throughout the home adds both character and abundant storage. Situated on a large corner lot, the expansive yard offers endless possibilities for outdoor living, recreation, or future enhancements. The chain-link fenced backyard provides security and functionality while maintaining an open feel. With no HOA restrictions, you’ll enjoy the freedom to personalize the property to suit your needs. Combining space, natural light, a sizable yard, and the advantage of no HOA, this property delivers comfort, flexibility, and room to grow.
Listing Agent: Michelle Heath (863-528-3123)
310 17TH ST NE, WINTER HAVEN, FL 33881
$300,00090 Days on yellowkey MLS ID: L4958640
0 Days Off yellowkey (back on 4/7/2026)
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
Remarks: Under contract-accepting backup offers. Enclosed Saltwater Pool | Corner Lot | 4 Bedrooms in Winter Haven 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. 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)
111 SUNSET DR E, WINTER HAVEN, FL 33881
$215,00064 Days on yellowkey MLS ID: P4937961
Bed: 4 Bath: 1.0 Liv Area Sq Ft: 2078 Built: 1964 Tax: $1,193 (2025)Community: Chris Brown Cemetery ReplatSingle Family
Taxes:$1,193
Elementary School: Jewett School of the Arts
Remarks: PRICE ADJUSTMENT***Don't Miss This Opportunity! This home offers amazing potential and features 4 bedrooms and 1 full bath, making it ideal for homeowners or investors. The kitchen is just off from the spacious dining area, great for family gatherings, while the spacious living room and family room provides extra space to relax. The primary bedroom as well as the other rooms are generously sized, offering a built-in closets. This home is a great candidate to be transformed into your ideal living space or added to your rental portfolio. Property is being sold As-Is. All buyers MUST view the home in person before submitting an offer. Opportunities like this don't last long, schedule your showing today before it's gone! ** FURNISHINGS, WASHER, DRYER, OR REFRIGERATOR DOES NOT CONVEY WITH THE SALE OF HOME.
21 LAKE AVE, WINTER HAVEN, FL 33880
$550,00066 Days on yellowkey MLS ID: L4959669
5 Days Off yellowkey (back on 4/7/2026)
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 2018 Built: 1957 Tax: $5,302 (2025)Community: Aqualane HeightsSingle Family
Taxes:$5,302
Remarks: SELLER IS MOTIVATED AND SAYS BRING OFFERS! Wake up to the kind of sunrise most people only see on vacation. This fully renovated 3-bedroom, 3-bath lakefront home sits on an expansive lot along the pristine shores of Eagle Lake, offering the perfect mix of comfort, privacy, and natural beauty. Inside, the open, sun-filled floor plan was designed to capture panoramic water views from nearly every angle. Natural light pours in, highlighting the modern finishes and thoughtful updates throughout. This home is completely move-in ready! The primary suite is a true retreat. Imagine waking up to unobstructed lake views, then stepping into a spa-inspired en-suite bath featuring a freestanding soaking tub, custom tile shower, and high-end finishes that feel straight out of a luxury resort. It’s a space designed to help you unwind. Two additional bedrooms and bathrooms offer plenty of room for family and guests. The expansive family room creates an ideal gathering space for holidays, game nights, or relaxed weekends by the water. Step outside and the lifestyle really begins. The oversized lot provides space to spread out, whether you envision lakeside games, a garden, a pool or simply quiet evenings under the sky. A large open patio overlooks the peaceful shoreline, perfect for morning coffee at sunrise or dinner as the light reflects off the water. With your private, brand new dock you can swim, boat, fish, or kayak straight from your backyard. Eagle Lake becomes part of your everyday life. Located in a quiet neighborhood with no HOA and no thru streets, you’ll enjoy rare lakefront privacy and peace. This is lakeside living at its best. Updated, turnkey, and ready for new owners
Listing is courtesy of: BERRY REALTY & APPRAISAL SERVICES PA (863-224-6857)
Listing Agent: Kylie Berry (863-224-6857)
2102 CHRIS DR, WINTER HAVEN, FL 33884
$265,74024 Days on yellowkey MLS ID: O6396702
1 Days Off yellowkey (back on 4/7/2026)
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1824 Built: 2026Monthly Fee: $16 Tax: $2,015 (2025)Community: Peace Creek Reserve 50'SSingle Family
Taxes:$2,015
Elementary School: South Pointe Elementary
Remarks: One or more photo(s) has been virtually staged. This new single-story Celeste is a modern take on a classic design. Down the foyer is a spacious and open-plan family room which has direct access to the cozy dining room, well-equipped kitchen and attached patio, perfect for everyday living. In a private corner is the owner’s suite with a convenient adjoining bathroom, while on the opposite side of the home are three secondary bedrooms. Peace Creek Reserve is a masterplan community of new single-family homes with a beautiful natural creek. Winter Haven is the chain of lakes city, with over 26 linked together by canal. There are lots of shops, restaurants, bike paths. Peace Creek Reserve is what you have been looking for. A safe small town feel with convenience, the perfect place to raise a family.
Listing is courtesy of: LENNAR REALTY (800-229-0611)
Listing Agent: Ben Goldstein (407-310-7677)
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