Location: Winter Haven
Do Not Show Listings
2729 GLADIOLA RD, WINTER HAVEN, FL 33884
$254,99069 Days on yellowkey MLS ID: O6376046
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1673 Built: 2025Monthly Fee: $164 Tax: $1,773 (2025)Community: Harmony On Lake Eloise Phase 4Townhouse
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$1,773
Elementary School: John Snively Elem
High School: Lake Region High
Tax Year: 2025
Middle School: Denison Middle
Remarks: Under Construction. The Glen is one of our two-story townhome floorplans featured in our Harmony at Lake Eloise community in Winter Haven, Florida. Welcome to this stylish and modern townhome nestled in a serene community. Boasting three spacious bedrooms, two and a half luxurious baths, and a convenient two-car garage, this residence offers the perfect blend of comfort and functionality. This all-concrete block construction home is sure to please, with 1,673 square feet, 3 bedrooms and 2 and a half bathrooms. Step inside to discover sleek, contemporary design elements complemented by high-end finishes throughout. The open concept living area is ideal for both relaxation and entertainment, featuring a kitchen equipped with stainless-steel appliances, granite countertops, and ample cabinet space. Enjoy seamless indoor-outdoor living with a covered rear lanai, perfect for dining or simply soaking in the sunshine. Upstairs, the primary bedroom serves as a tranquil retreat, complete with a lavish ensuite bath featuring dual sinks and a separate walk-in shower. Two additional bedrooms offer flexibility for guests, home offices, or hobbies, while a convenient laundry room adds practicality to daily life. Experience the ultimate convenience with smart home technology integrated throughout, allowing you to control lighting, temperature, security, and more with ease. With energy-efficient features and modern amenities, this townhome provides a sophisticated urban lifestyle in a desirable location. Contact us today and find your home at Harmony at Lake Eloise. *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)
321 ORANGE BLOSSOM DR, WINTER HAVEN, FL 33880
$220,0001 Day on yellowkey MLS ID: S5146754
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1407 Built: 2001Monthly Fee: $408 Tax: $2,757 (2025)Community: Waters Edge Unit 01 A RepTownhouse
Taxes:$2,757
Elementary School: None
High School: None
Middle School: None
Remarks: Whether you're a first-time buyer, downsizing, or investing, this canal-front townhome is an opportunity you don't want to miss. Enjoy access to Winter Haven's Chain of Lakes at a fraction of typical waterfront prices. This home features an open layout with modern finishes, ideal for everyday living and entertaining. A private lanai and second-story balcony overlook the canal, which connects to Lake Lulu, Lake Roy, Lake Eloise, and the 15 interconnected lakes of the Southern Chain of Winter Haven's Famous Chain of Lakes spanning over 9,000 acres of waterways. Or take some time for yourself to relax at the community pool on the banks of Lake Lulu. This townhome is centrally located near shopping, dining, and major roadways, offering convenient access to all things Winter Haven. Schedule your showing today.
Listing is courtesy of: THE PROPERTY ADVISERS (863-651-5691)
Listing Agent: Jay Scharff, Jr (863-651-5691)
2642 RUTLEDGE CT, WINTER HAVEN, FL 33884
$199,9001 Day on yellowkey MLS ID: A4688023
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1419 Built: 2006 Tax: $1,794 (2024)Community: Traditions Ph 01Townhouse
Taxes:$1,794
Elementary School: Chain O Lakes Elem
Tax Year: 2024
Middle School: Mclaughlin Middle
Remarks: Light and bright 2/2/1 in The Verandah's at Lake Reeves. The Verandahs offers a community pool and fishing dock on Lake Reeves. The low HOA fee includes ground maintenance, basic cable and internet, exterior painting and more. Easy access to shopping, Legoland, chain of lakes. Light and bright, move in ready. Dual master bedroom set up. Den/office off of main living area. Vaulted ceilings, large kitchen, open living plan.
Listing is courtesy of: FLATFEE.COM (954-965-3990)
Listing Agent: Cliff Glansen
2735 RUTLEDGE CT, WINTER HAVEN, FL 33884
$220,00077 Days on yellowkey MLS ID: TB8462826
0 Days Off yellowkey (back on 3/30/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1419 Built: 2006Monthly Fee: $250 Tax: $1,639 (2025)Community: Traditions Ph 01Townhouse
Taxes:$1,639
Remarks: Under contract-accepting backup offers. Move-in-ready, one-story townhome is now available in the highly sought-after Verandahs at Lake Reeves community. This well-maintained home offers 2 spacious bedrooms and 2 full bathrooms, plus a large bonus room that can be used as an office, den, or potential third bedroom. The kitchen features solid wood cabinetry, solid surface countertops, and ample space for cooking and entertaining. High ceilings and an open floor plan create a bright, airy atmosphere throughout the home. Enjoy relaxing on the screened lanai overlooking peaceful community greenspace. Residents of The Verandahs enjoy access to a community pool and fishing pier on scenic Lake Reeves. The low monthly HOA covers internet, cable, and lawn maintenance—so you can stay cool and carefree in the Florida sunshine. Furnture can be included with purchase if buyer has interest in it. Major updates include a new roof in 2018, along with a recently replaced water heater and dryer. Simply move in and start enjoying the Florida lifestyle.
Listing is courtesy of: KELLER WILLIAMS TAMPA PROP. (813-264-7754)
Listing Agent: Cynthia Kladakis (813-415-7277)
28 CASARENA CT, WINTER HAVEN, FL 33881
$195,0009 Days on yellowkey MLS ID: S5146381
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 2045 Built: 1989Monthly Fee: $26 Tax: $3,928 (2025)Community: Casarena On LakesTownhouse
Taxes:$3,928
Elementary School: Fred G. Garnier Elem
High School: Winter Haven Senior
Middle School: Westwood Middle
Remarks: Welcome to this charming two-story townhome located in the Casarena gated community in Winter Haven, offering 2 bedrooms and 2.1 bathrooms designed for comfort and flexibility. The inviting main living area features a cozy fireplace, perfect for relaxing or entertaining, while the functional layout flows seamlessly into the dining and kitchen spaces. Upstairs, enjoy your own private second-floor balcony—an ideal spot for morning coffee or unwinding in the evening. Enjoy family gatherings in the large screened in patio that is ready to be converted into your ideal outdoors living space. Additional highlights include a convenient laundry closet in the garage and ample storage throughout. Whether you're a first-time buyer, downsizing, or seeking a low-maintenance lifestyle, this home checks all the boxes—schedule your private showing today and make it yours! This home is being sold in As Is condition. All buyers must view the home before submitting an offer.
Listing is courtesy of: REALTYCITY INC (863-438-6605)
Listing Agent: Jesse Carriedo (863-438-6605)
1502 NE BUCKEYE RD NE #2, WINTER HAVEN, FL 33881
$279,90021 Days on yellowkey MLS ID: O6389762
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 2004 Built: 1974Community: Buckeye HeightsTownhouse
Taxes:
Tax Year:
Remarks: Experience lakefront living at its best in this 2-story townhouse with 3 bedroom 3 bath on Lake Buckeye, located just minutes from Winter Haven. Christian School. !Enjoy breathtaking panoramic lake views from the living room, master bedroom balcony, . this spacious home is perfect for anyone looking to customize their living space. This property has great potential and features an oversized attached 2-car garage with ample storage space and access to a private lift station. Don't miss out on the chance to make this lakefront gem your own. Investment Only.Tenant Occupied. Lease start on 04/01/2026 & Expire On 03/31/2026. $1950/M.CASH FLOW INVESTMENT. INVESTMENT OLY WITH 20% DOWN. DSCR BUSINESS LOAN.
Listing is courtesy of: KURUVILA REALTY ASSOCIATES LLC (954-530-9477)
Listing Agent: Joe Kuruvila (954-822-7900)
349 WHARF WAY, WINTER HAVEN, FL 33881
$249,90041 Days on yellowkey MLS ID: L4959545
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1604 Built: 2026Community: Harbor At Lake HenryTownhouse
Remarks: Under Construction. 2-story new construction townhome with 1,604 square feet, 3 bedrooms, and a covered lanai, located in the brand-new Harbor of Lake Henry community. Downstairs, enjoy an open layout and a gourmet kitchen with, shaker-style wood cabinets, Samsung stainless steel appliances, including a pantry. The spacious gathering room opens to your covered lanai. The entire lower level and upstairs baths are finished with luxury vinyl plank flooring, with stain-resistant carpet in the bedrooms. Upstairs, you'll find three spacious bedrooms including your owner's suite complete with a walk-in wardrobe, linen closet, and a private en-suite bath with dual vanities and a tiled shower. Additional features for your convenience include a half bath downstairs, upstairs hall bath for the secondary bedrooms, energy-efficient insulation and windows, and a full builder warranty.
Listing is courtesy of: CAMBRIDGE REALTY OF CENTRAL FL (863-797-4999)
Listing Agent: George Lindsey, Iii (863-797-4999)
410 ORANGE BLOSSOM DR, WINTER HAVEN, FL 33880
$269,90037 Days on yellowkey MLS ID: P4937953
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1439 Built: 1993Community: Waters Edge Unit 01 A RepTownhouse
Remarks: PRICE JUST REDUCED ON THIS TRUE LAKEFRONT ON THE BEAUTIFUL CHAIN OF LAKES!!! Sunsets are magnificent from the screened & tiled lanai! Lake Lulu is a quiet lake on the Chain with wildlife and an abundant array of birds in a serene & tranquil setting. You can pull your boat up directly behind your 2bedroom 2.5 bath waterfront townhome! This home has been remodeled and offers two large primary suites with remodeled en-suite bathrooms. The kitchen is open & bright with a newer refrigerator, newer hot water heater, new windows. All of these items have been replaced within the past 6 months. You'll like the tile floors throughout for easy maintenance, an electric fireplace and the home is tastefully decorated with a neutral color scheme. Enjoy boating, fishing & lakefront living from this centrally located gem! The property also has a one-car garage and is close to the community pool for swimming and recreation. Walk to Publix and shopping and just minutes to medical and LEGOLAND. Call today for an appointment to see all this townhome has to enjoy!!
Listing is courtesy of: THE K TEAM REAL ESTATE SERVICES LLC (863-604-1601)
Listing Agent: Cathy Kluytenaar (863-604-6220)
2705 GLADIOLA RD, WINTER HAVEN, FL 33884
$267,990152 Days on yellowkey MLS ID: O6356986
6 Days Off yellowkey (back on 12/9/2025)
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1758 Built: 2025Community: Harmony At Lake EloiseTownhouse
Remarks: Under Construction. The Vale is one of our two-story townhome floorplans featured in our Harmony at Lake Eloise community in Winter Haven, Florida. Welcome to this stylish and modern townhome nestled in a serene community. Boasting three spacious bedrooms, two and a half luxurious baths, and a convenient two-car garage, this residence offers the perfect blend of comfort and functionality. This all-concrete block construction home is sure to please, with 1,758 square feet, 3 bedrooms and 2 and a half bathrooms. Step inside to discover sleek, contemporary design elements complemented by high-end finishes throughout. Entertaining is a breeze, as this townhome features a spacious kitchen island, breakfast nook/dining area and a spacious walk-in pantry. The open concept living area is ideal for both relaxation and entertainment, featuring a kitchen equipped with stainless-steel appliances, granite countertops, and ample cabinet space. As you enter the foyer you are welcomed with a powder room, and a spacious family room overlooking a covered rear lanai, perfect for dining or simply soaking in the sunshine. Upstairs, the primary bedroom serves as a tranquil retreat, complete with a lavish ensuite bath featuring dual sinks and a separate walk-in shower. Two additional bedrooms has flexibility for guests, home offices, or hobbies, while a convenient laundry room adds practicality to daily life. Experience the ultimate convenience with smart home technology integrated throughout, allowing you to control lighting, temperature, security, and more with ease. With energy-efficient features and modern amenities, this townhome provides an urban lifestyle in a desirable location. *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.*
301 ORANGE BLOSSOM DR, WINTER HAVEN, FL 33880
$219,900 MLS ID: P4937548
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1407 Built: 1996Community: Waters Edge Unit 01 A Rep 02Townhouse
Remarks: NEW PRICE POINT, REDUCED!!! WATERFRONT! ON THE CANAL TO THE CHAIN OF LAKES!! Renovated, updated & remodeled. This townhouse is low-maintenance and offers a tranquil setting right in the middle of town, great location! Features include a neutral color scheme, renovated kitchen with plenty of cabinet space and a convenient pass-through bar leading to an open living room and dining area, primary bedroom with ensuite and screened-in balcony, one car garage and open concrete patio. The screened patio is perfect for enjoying views of boaters and paddle boarders passing between the lakes. Focusing on recreation, this home is in the perfect spot for a multitude of outdoor activities. Community features include a sparkling pool and a fee based recreational vehicle parking area. Fish from your backyard at the bank of Lake Lulu! This residence is convenient to The Freedom Boat Club, great restaurants, medical, shopping, entertainment, and LEGOLAND! Call today to see what Florida waterfront living is all about!
503 AVENUE B NW #503, WINTER HAVEN, FL 33881
$325,000 MLS ID: P4938108
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1408 Built: 1982Community: Haven PlaceTownhouse
Remarks: Under contract-accepting backup offers. ***More Pictures Coming Soon*** Experience refined living in the heart of Downtown Winter Haven with this architecturally significant residence just moments from the city’s vibrant lakeside lifestyle. Perfectly positioned within walking distance of local restaurants, boutiques, parks, and entertainment, this exceptional residence places you at the center of one of Central Florida’s most charming downtown districts. Residents will also enjoy quick access to LEGOLAND® Florida Resort, the renowned Chain of Lakes, and nearby tennis and recreation facilities. Originally designed by celebrated architect Gene Leedy, a pioneer of the Sarasota School of Architecture, this residence showcases the timeless elegance of Florida modernism. Clean architectural lines, open living spaces, and distinctive exposed concrete elements reflect Leedy’s philosophy of blending structural beauty with functional design. Expansive interiors allow natural light to flow throughout the home, creating a seamless connection between indoor comfort and the surrounding Florida landscape. Inside, the thoughtfully designed floor plan offers 2 spacious bedrooms, 2 full bathrooms, and a convenient half bath, with 1,408 square feet of living space that balances openness with privacy. The residence provides a comfortable setting for professionals, couples, or small families seeking both style and convenience in one of Winter Haven’s most desirable walkable locations. With its architectural pedigree, prime downtown setting, and close proximity to the lakes, recreation, and major attractions, 503 Avenue B NW #503 offers a rare opportunity to enjoy living in the heart of Winter Haven.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: James Barris (863-258-6321)
2646 RUTLEDGE CT, WINTER HAVEN, FL 33884
$225,000 MLS ID: O6339713
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1419 Built: 2006Community: Traditions Ph 01Townhouse
Remarks: Welcome to this beautifully maintained two-bedroom, two-bathroom townhome with a versatile flex space, perfectly situated in one of Winter Haven's most desirable communities. As you step inside, you’ll be greeted by soaring 16-foot ceilings, an open floor plan filled with natural light, and tasteful finishes that create an inviting atmosphere. Just off the entry, a spacious guest bedroom with an attached full bath offers comfort and privacy, while the primary suite is tucked away at the back of the home, complete with serene views and an oversized 12’ x 5’ walk-in closet. A set of double pocket doors leads to the flexible bonus room, ideal as a third bedroom, home office, den, or even a formal dining room to fit your lifestyle. The kitchen and living areas flow seamlessly together, making entertaining easy and everyday living a joy. Step outside to enjoy the well-kept community, where a sparkling pool overlooks the lake, and a private fishing pier adds to the charm of the neighborhood. The HOA takes care of exterior building and roof maintenance, landscaping, cable, and internet, allowing for truly low-maintenance living. With recent updates including exterior paint in 2025, new appliances in 2021, plus the roof, HVAC, water heater, and bedroom flooring replaced in 2018, this home offers peace of mind and modern comfort. Conveniently located near world-class attractions, shopping, and dining, this townhome is the perfect blend of comfort, convenience, and lifestyle. Don’t miss the opportunity to make this exceptional property your new home in Central Florida.
Listing is courtesy of: KELLER WILLIAMS CLASSIC (407-292-5400)
Listing Agent: Nancy Lezotte (407-907-7671)
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