Location: Winter Haven
Do Not Show Listings
3048 CAPTAIN JAX WAY, WINTER HAVEN, FL 33884
$219,99085 Days on yellowkey MLS ID: O6401056
5 Days Off yellowkey (back on 7/14/2026)
REDUCED by $7,500 (3.3%) on 05/14/2026
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1386 Built: 2026Monthly Fee: $193 Tax: $32 (2025)Community: Serenity At Peace Creek ThTownhouse
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$32
Elementary School: None
High School: Bartow High
Tax Year: 2025
Middle School: Bartow Middle
Remarks: Under Construction. Open flow sets the tone for this elegant new Crestone II two-story townhome. There are a total of three bedrooms. The first level features a spacious and flexible open-concept layout shared between the kitchen, dining room and family room, maximizing the interior living space. Two secondary bedrooms and a lavish owner’s suite featuring a full bathroom comprise the second floor. Serenity at Peace Creek Reserve is a masterplan community of new townhomes with a beautiful natural creek. Winter Haven is the chain of lakes city, with over 26 linked together by a canal. There are lots of shops, restaurants, and 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)
4 ENCLAVE DR, WINTER HAVEN, FL 33884
$247,500Listed 07/14/2026 7:31AM MLS ID: P4939268
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1526 Built: 1995Monthly Fee: $435 Tax: $739 (2025)Community: Cypresswood Enclave Ph 01Townhouse
Taxes:$739
High School: None
Middle School: None
Remarks: THIS HOUSE QUALIFIES FOR $0 DOWN!!! Welcome to 4 Enclaves Dr., Winter Haven, FL—an exceptional opportunity to own a beautifully maintained home in one of Winter Haven's desirable gated golf course communities. Perfectly situated on a corner lot at the end of a quiet cul-de-sac, this immaculate residence offers privacy with a private entrance, curb appeal, and a peaceful setting. HOA covers all outside maintenance, including the roof. From the moment you arrive, you'll appreciate the home's pristine condition and inviting exterior, complete with a 2-car garage and spacious yard. Inside, the home has been meticulously cared for, making it truly move-in ready. Unwind year-round on the screened-in porch, the perfect place to enjoy your morning coffee, entertain guests, or relax while taking in the Florida breeze. Beyond the home, you'll enjoy the lifestyle that makes Winter Haven so desirable. The community offers the security and exclusivity of gated living along with the beauty of a golf course setting. Just minutes away, you'll find LEGOLAND® Florida Resort, the charming shops and restaurants of Downtown Winter Haven, the area's famous Chain of Lakes for boating, fishing, and waterfront recreation, as well as nearby Bok Tower Gardens and an easy drive to both Orlando and Tampa for world-class entertainment, shopping, and airports. Strategically located by US27. If you've been searching for a home that combines an outstanding location, immaculate condition, and an exceptional Florida lifestyle, 4 Enclaves Dr. is ready to welcome you home. Schedule your private showing today!
Listing is courtesy of: KELLER WILLIAMS REALTY SMART 1 (863-508-3000)
Listing Agent: Malak Hassani Benbachir (863-624-7266)
3009 CAPTAIN JAX WAY, WINTER HAVEN, FL 33884
$219,99022 Days on yellowkey MLS ID: O6419257
1 Days Off yellowkey (back on 7/13/2026)
REDUCED by $4,000 (1.8%) on 07/08/2026
2217 KNIGHTS RD, WINTER HAVEN, FL 33880
$102,00055 Days on yellowkey MLS ID: L4962078
3 Days Off yellowkey (back on 7/13/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1252 Built: 1984Monthly Fee: $137 Tax: $2,616 (2025)Community: Stonebridge Villas Ph2Townhouse
Taxes:$2,616
Remarks: Amazing potential. This 2-bedroom, 2-bathroom townhouse features a spacious 1,252 square foot floor plan and is located in the established Stonebridge community.
Listing Agent: Sarah Armstrong (863-287-0252)
532 WINTER TER, WINTER HAVEN, FL 33881
$164,000171 Days on yellowkey MLS ID: O6376627
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1073 Built: 1996Monthly Fee: $251 Tax: $2,473 (2025)Community: Winter Ridge CondoTownhouse
Taxes:$2,473
Remarks: FULLY UPGRADED & MOVE-IN READY! Beautiful 3BR/2BA home located in the heart of Winter Haven in a desirable lakeside community. This home features brand-new flooring throughout, all new stainless-steel appliances, new AC, and new water heater. Open-concept living, dining, and kitchen layout with upgraded cabinets and matching stainless-steel appliances. Spacious living room and generously sized bedrooms. The primary bedroom is privately situated and includes two closets and an en-suite bath with a large walk-in shower. Additional features include two private parking spaces, bonus outdoor den, and extra storage. Enjoy community amenities such as a large pool, clubhouse, and private boat dock with lake access. Great value with excellent upgrades and amenities. Must see! Schedule your showing today !!
Listing is courtesy of: BEST ORLANDO LIVING REALTY (407-963-6692)
Listing Agent: Taufiq Ul Islam (347-251-7885)
2634 RUTLEDGE CT, WINTER HAVEN, FL 33884
$240,00033 Days on yellowkey MLS ID: L4962710
0 Days Off yellowkey (back on 7/11/2026)
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1536 Built: 2006Monthly Fee: $250 Tax: $3,814 (2025)Community: Traditions Ph 01Townhouse
Taxes:$3,814
Remarks: Under contract-accepting backup offers. Welcome to easy, maintenance-free living in the highly sought-after Verandahs at Traditions on Lake Reeves! This beautifully maintained one-story corner unit townhouse offers 2 bedrooms, 2 bathrooms plus a versatile bonus room, perfect for a home office, fitness, or guest space. Enjoy an open floorplan filled with natural light, enhanced by high ceilings and impact resistant tinted windows. The spacious kitchen features stainless steel appliances, maple cabinetry, and Corian countertops, flowing seamlessly into the living and dining areas—ideal for everyday living and entertaining. The primary suite offers a relaxing retreat with a walk-in shower and dual sinks, while the screened-in lanai provides a peaceful space to unwind with no rear neighbors. Residents enjoy access to Lake Reeves with a community dock, plus resort-style amenities including a community pool. The $250/month HOA covers internet, cable TV, lawn care, exterior maintenance, and roof, making this perfect for season living, downsizing, or low-maintenance living.
Listing Agent: Michelle Howard (863-944-9920)
2723 GLADIOLA RD, WINTER HAVEN, FL 33884
$252,9005 Days on yellowkey MLS ID: O6424234
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1673 Built: 2026Monthly Fee: $130 Tax: $1,773 (2025)Community: Harmony On Lake EloiseTownhouse
Taxes:$1,773
Elementary School: John Snively Elem
High School: Lake Region High
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)
2771 GLADIOLA RD, WINTER HAVEN, FL 33884
$273,9905 Days on yellowkey MLS ID: O6424150
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1758 Built: 2026Monthly Fee: $130 Tax: $1,773 (2025)Community: Harmony On 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 ad 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, quartz 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 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.*
2741 GLADIOLA RD, WINTER HAVEN, FL 33884
$273,9905 Days on yellowkey MLS ID: O6424142
117 NEMO LN, WINTER HAVEN, FL 33881
$249,90030 Days on yellowkey MLS ID: L4962759
INCREASED by $7,000 (2.9%) on 07/08/2026
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1544 Built: 2026Monthly Fee: $100Community: Harbor At Lake HenryTownhouse
Taxes:$0
Remarks: Brand-new 3-bedroom, 2.5-bath two-story townhome with garage in Winter Haven, FL. The open-concept main level features a spacious living area, flex space, powder room, and private covered lanai. The professionally designed kitchen includes a breakfast bar, 36-inch soft-close birch cabinets, premium laminate countertops, walk-in pantry, and Samsung stainless steel appliances. Upstairs, the owner’s suite offers a walk-in closet and en-suite bath with dual vanities and a tiled shower, while two additional bedrooms share a dual-vanity hall bath. Features include luxury vinyl plank flooring in main areas and baths, stain-resistant carpet in bedrooms, LED lighting, built-in pest control, and energy-efficient construction with Low-E windows, R-30 insulation, and a programmable thermostat. Move-in ready and easy to maintain.
Listing is courtesy of: CAMBRIDGE REALTY OF CENTRAL FL (863-797-4999)
Listing Agent: George Lindsey, Iii (863-797-4999)
3060 CAPTAIN JAX WAY, WINTER HAVEN, FL 33884
$239,99085 Days on yellowkey MLS ID: O6400964
REDUCED by $4,000 (1.6%) on 07/08/2026
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1423 Built: 2026Monthly Fee: $193 Tax: $32 (2025)Community: Serenity At Peace Creek ThTownhouse
Remarks: Under Construction. This upscale new Summit two-story townhome provides ample space to live and grow with a total of three bedrooms. The first level features a spacious and flexible open-concept layout shared between the kitchen and family room, maximizing the interior living space. Two secondary bedrooms and a lavish owner’s suite featuring a full bathroom comprise the second floor. Serenity at Peace Creek Reserve is a masterplan community of new townhomes with a beautiful natural creek. Winter Haven is the chain of lakes city, with over 26 linked together by a canal. There are lots of shops, restaurants, and 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.
3025 CAPTAIN JAX WAY, WINTER HAVEN, FL 33884
$239,99022 Days on yellowkey MLS ID: O6419265
3013 CAPTAIN JAX WAY, WINTER HAVEN, FL 33884
$219,99022 Days on yellowkey MLS ID: O6419263
2330 SE ROYAL ISLE, WINTER HAVEN, FL 33880
$215,00075 Days on yellowkey MLS ID: O6402947
REDUCED by $5,000 (2.3%) on 05/12/2026
Bed: 2 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1312 Built: 1996Monthly Fee: $250 Tax: $613 (2025)Community: Townhouses At Park LakeTownhouse
Taxes:$613
Remarks: Beautifully updated 2 bed, 2 1/2 bath townhome in the desirable Park Lake Community. Enjoy a modern kitchen (2023) plus a new A/C, renovated master bathroom with a relaxing soaking tub (2024). Located in a quiet neighborhood just minutes from downtown, shopping, restaurants, hotels and only 10 minutes to Legoland. Right next to the Advent Sports Complex. Great location with recent upgrades, bring your offers.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Janet Lynn (407-314-6198)
10 ENCLAVE DR, WINTER HAVEN, FL 33884
$219,90062 Days on yellowkey MLS ID: P4938719
REDUCED by $4,100 (1.8%) on 07/03/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1368 Built: 1996Monthly Fee: $435 Tax: $1,981 (2025)Community: Cypresswood Enclave Ph 01Townhouse
Taxes:$1,981
Remarks: WELCOME TO THIS CHARMING TOWNHOUSE located in the sought-after Cypresswood Golf & Country Club community in beautiful Winter Haven! This inviting 2 BD / 2 BA home offers comfortable Florida living with a spacious open-concept living and dining room combination, abundant natural light, and a thoughtfully designed layout perfect for both relaxing and entertaining. The kitchen features beautiful granite countertops, handsome cabinetry, and a cozy eat-in space ideal for casual dining. The primary suite is generously sized and includes a custom walk-in closet, dual sink vanity, skylight, and an attractive walk-in shower creating a bright and airy retreat. The guest bedroom also offers a custom closet for added organization and convenience. Additional features include skylights that fill the home with natural light, spacious living areas, and a warm, welcoming atmosphere throughout. Residents of Cypresswood enjoy a gated golf course community with beautifully maintained grounds, scenic surroundings, clubhouse amenities, tennis courts, community pool, restaurant access, and an 18-hole championship golf course, all conveniently located near shopping, dining, medical facilities, and easy access to both Orlando and Tampa. Come experience the peaceful lifestyle and exceptional community setting this lovely townhouse has to offer!
Listing is courtesy of: COLDWELL BANKER REALTY (863-294-7541)
Listing Agent: Erin Floyd (863-412-2286)
2711 GLADIOLA RD, WINTER HAVEN, FL 33884
$254,90019 Days on yellowkey MLS ID: O6420341
REDUCED by $9,090 (3.4%) on 06/30/2026
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.
3023 CANEEL ST, WINTER HAVEN, FL 33884
$235,00068 Days on yellowkey MLS ID: TB8504638
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1385 Built: 2020 Tax: $3,384 (2025)Community: Traditions Ph 2ATownhouse
Taxes:$3,384
Elementary School: Chain O Lakes Elem
Remarks: Welcome to the vibrant lifestyle of Traditions, one of Winter Haven’s most desirable gated 55+ communities! Built in 2020, this impeccably maintained villa offers 2 bedrooms, 2 bathrooms, and 1,385 sq. ft. of beautifully designed living space that perfectly blends comfort, elegance, and low-maintenance Florida living. Step inside to an inviting open-concept floor plan filled with natural light, high ceilings, and stylish ceramic tile flooring throughout the main living areas. The spacious living and dining areas are ideal for entertaining guests or simply relaxing in comfort. The modern kitchen is a standout feature, showcasing solid wood cabinetry, granite countertops, stainless steel appliances, and generous prep space for everyday living and special gatherings alike. The spacious primary suite offers a large walk-in closet and a private en-suite bath designed for comfort and convenience. Sliding glass doors lead to a screened-in porch where you can unwind and enjoy Florida’s beautiful weather year-round. Living in Traditions means enjoying an exceptional array of resort-style amenities, including a lakeside heated pool, elegant clubhouse, fitness center, tennis, pickleball, and shuffleboard courts, plus private access to Lake Ruby with a community boat ramp and dock. Even better, the HOA covers exterior maintenance, lawn care, and high-speed internet, allowing you to truly enjoy a carefree lifestyle. Ideally located near shopping, dining, hospitals, and Legoland, this stunning villa offers the perfect opportunity to enjoy the best of Central Florida living. Don’t miss your chance to own a beautiful home in one of Winter Haven’s premier active adult communities!
Listing is courtesy of: DALTON WADE INC (888-668-8283)
Listing Agent: Marco Silva Bravo (813-720-9857)
2642 RUTLEDGE CT, WINTER HAVEN, FL 33884
$179,900107 Days on yellowkey MLS ID: A4688023
2 Days Off yellowkey (back on 6/30/2026)
REDUCED by $10,000 (5.3%) on 06/01/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1419 Built: 2006 Tax: $1,794 (2024)Community: Traditions Ph 01Townhouse
Taxes:$1,794
Tax Year: 2024
Middle School: McLaughlin Academy Of Excellence
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
28 CASARENA CT, WINTER HAVEN, FL 33881
$165,000114 Days on yellowkey MLS ID: S5146381
REDUCED by $10,000 (5.7%) on 06/29/2026
Bed: 2 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2045 Built: 1989Monthly Fee: $310 Tax: $3,928 (2025)Community: Casarena On LakesSpa: NoTownhouse
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)
137 NEMO LN, WINTER HAVEN, FL 33881
$259,900167 Days on yellowkey MLS ID: L4959021
Remarks: Under Construction. Brand-new 3-bedroom, 2-story townhome with garage in Winter Haven, FL! This professionally designed home features an open-concept main level with a spacious gathering room, flex space, powder room, and private covered lanai. The modern kitchen offers shaker-style soft-close cabinets, premium laminate countertops, stainless steel Samsung appliances, a breakfast bar, and walk-in pantry. Upstairs includes a private owner’s suite with walk-in closet and dual-vanity en-suite bath, plus two generous secondary bedrooms sharing a dual-vanity hall bath. Enjoy low-maintenance luxury vinyl plank flooring, stain-resistant carpet, energy-efficient LED lighting, built-in pest control, and energy-saving features including R-30 insulation, Low-E windows, and a programmable thermostat—move-in ready with style and efficiency.
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