Location: Winter Haven, 33881
Do Not Show Listings
1830 2ND ST NW #B, WINTER HAVEN, FL 33881
$1,600Listed 05/29/2026 11:08AM MLS ID: O6411725
Bed: 3 Bath: 1.0 Liv Area Sq Ft: 1075 Built: 2006Community: Laramore SubHalf Duplex
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:
Elementary School: None
High School: None
Tax Year:
Middle School: None
Remarks: 3 Bedroom, 1 bathroom Duplex Winter Haven! Freshly painted, new flooring on bedrooms. Tile floors throughout living areas. Spacious open kitchen to the living room. Close to shopping and restaurants. Stackable Washer and dryer!
Listing is courtesy of: HAMPTON & HAMPTON MGMT LEASING (407-219-3297)
Listing Agent: Jessica Martinez Cestero (407-219-3297)
1830 2ND ST NW #A, WINTER HAVEN, FL 33881
$1,600Listed 05/28/2026 4:11PM MLS ID: O6411721
Remarks: 3 Bedroom, 1 bathroom Duplex Winter Haven! Freshly painted, new flooring on bedrooms. Tile floors throughout living areas. Spacious open kitchen to the living room. Close to shopping and restaurants. Washer and dryer hookups. No pets.
2007 9TH ST NE, WINTER HAVEN, FL 33881
$1,75029 Days on yellowkey MLS ID: S5148784
REDUCED by $50 (2.8%) on 05/18/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1242 Built: 1967Community: Lake Idyll EstatesSingle Family
Remarks: Welcome to this well-maintained home located at 2007 9th St NE, offering comfort, convenience, and a prime location. This inviting property features a spacious layout with plenty of natural light, creating a warm and welcoming atmosphere throughout. Step outside to a generous yard—ideal for outdoor enjoyment, gatherings, or simply unwinding after a long day. Key Features: * Spacious living areas * Ample natural light * Functional kitchen with storage * Private yard space * Convenient location near amenities Easy to Qualify!!! NO CREDIT CHECK
Listing is courtesy of: RODRIGUEZ PROPERTY MANAGEMENT (407-936-4061)
Listing Agent: Francisco Medina (407-931-6738)
161 GREENVIEW DR #161, WINTER HAVEN, FL 33881
$2,10038 Days on yellowkey MLS ID: S5148304
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 950 Built: 1987Manufactured Home
Remarks: Furnished 2/2 in Swiss Golf & Tennis — Winter Haven's Premier 55+ Lakefront Community Move-in ready furnished home on 850-acre Lake Henry. Includes 2006 Club Car electric golf cart. Water, sewer, trash, cable/internet, and landscaping all included — tenant pays electric only. Amenities: 18-hole golf course, two pools, clubhouse, restaurant and pub, tennis, pickleball, fitness room, and lake access. Gated with 24/7 security. 12-month lease. Community application and approval required. Small pets considered.
Listing is courtesy of: CENTURY 21 WOLF'S CROSSING REALTY (407-449-0000)
Listing Agent: Daniel Bustamante (863-207-7046)
658 AVENUE B NW, WINTER HAVEN, FL 33881
$1,0956 Days on yellowkey MLS ID: P4938796
REDUCED by $200 (15.4%) on 05/28/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 440 Built: 1925Community: Winter HavenSpa: NoApartment
Remarks: Enjoy the charm of historic Winter Haven in this newly renovated ground-floor 1-bedroom, 1-bath apartment located just minutes from Lake Howard and downtown Winter Haven. This cozy unit offers a private fenced yard, giving you your own outdoor space to relax, garden, or enjoy the Florida weather. Inside, the apartment features updated countertops, newer appliances, a renovated bathroom with new vanity and shower, and classic built-in details that add character. The kitchen includes an electric range and refrigerator, and the home is cooled with AC window units. Please note this is a lower-ceiling unit, adding to the cozy cottage-style feel of the space. Water is included in the rent, and residents also enjoy 1 assigned parking space plus onsite coin laundry facilities. Conveniently located near shopping, dining, parks, and downtown attractions. Contact us today to schedule your showing.
Listing is courtesy of: HAINES AND HAVEN RESIDENTIAL (863-443-8845)
Listing Agent: Lucas Oliveira (407-538-2096)
669 AVENUE B NW #4, WINTER HAVEN, FL 33881
$1,1956 Days on yellowkey MLS ID: P4938795
REDUCED by $100 (7.7%) on 05/28/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 582 Built: 1925Spa: NoApartment
Remarks: Discover the charm of historic Winter Haven in this newly renovated 1-bedroom, 1-bath apartment located just steps from beautiful Lake Howard and within walking distance to downtown Winter Haven. This updated unit blends classic character with modern touches, featuring built-in details, new countertops, updated appliances, a new vanity, and a newly renovated shower. The kitchen includes an electric range and refrigerator, and the home is cooled with AC window units. Water is included in the rent, and residents also enjoy 1 assigned parking space plus access to onsite coin laundry facilities. Enjoy lakeside living with nearby shopping, dining, parks, and downtown attractions all just minutes away. Contact us today to schedule your private showing!
2529 PINE PL, WINTER HAVEN, FL 33881
$1,8952 Days on yellowkey MLS ID: S5150683
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1625 Built: 2024Community: Bount & Whitledge SubSingle Family
Remarks: One or more photo(s) has been virtually staged. Waterfront Living in Winter Haven – Beautiful 3-Bedroom Home with Stunning Views! Welcome to 2529 Pine Pl, a beautifully maintained 3-bedroom, 2.5-bath home offering the perfect blend of comfort, style, and peaceful waterfront living in Winter Haven, FL. Wake up to serene water views and enjoy relaxing mornings or quiet evenings right from your own backyard. This inviting home features a spacious open-concept layout ideal for both everyday living and entertaining. The modern kitchen offers excellent functionality and style, while the generously sized living spaces create a warm and welcoming atmosphere throughout. The private primary suite serves as a relaxing retreat with plenty of space and comfort, making it the perfect place to unwind after a long day. With thoughtful design and beautiful natural surroundings, this home truly stands out. Conveniently located near shopping, dining, schools, and major roadways, this property offers both tranquility and accessibility. Don’t miss your chance to make this waterfront gem your next home—schedule your private tour today!
Listing is courtesy of: TRANSCEND REALTY (407-518-7653)
Listing Agent: Jacob Hara (407-933-5478)
2607 TANOAK TER, WINTER HAVEN, FL 33881
$1,8952 Days on yellowkey MLS ID: S5150681
Remarks: One or more photo(s) has been virtually staged. Modern 3-Bed, 2.5-Bath Townhome in Winter Haven – Style, Space & Convenience! Welcome to 2607 Tanoak Terrace, a beautifully designed 3-bedroom, 2.5-bathroom townhome nestled in a peaceful community in Winter Haven, FL. This spacious and modern home offers the perfect blend of comfort and functionality—ideal for families, professionals, or anyone seeking low-maintenance living in a prime location. Step into an open-concept floor plan filled with natural light, featuring a stylish kitchen with stainless steel appliances, plenty of cabinet space, and a large center island perfect for casual meals or entertaining. The adjoining living and dining areas flow seamlessly, creating a welcoming space to relax and unwind. Upstairs, the primary suite offers a private retreat with a walk-in closet and an en-suite bathroom. Two additional bedrooms and a second full bath provide space for family, guests, or a home office. A convenient half-bath is located downstairs for added functionality. Enjoy outdoor time in your private patio area, and take advantage of the community’s amenities and great location—just minutes from shopping, dining, schools, and major highways.
395 QUENTIN AVE NW #397, WINTER HAVEN, FL 33881
$1,45022 Days on yellowkey MLS ID: S5149428
0 Days Off yellowkey (back on 5/27/2026)
Bed: 2 Bath: 1.5 Liv Area Sq Ft: 912 Built: 1971Community: Inmans AllotmentHalf Duplex
Remarks: CONTEMPORARY DUPLEX WITH AN AMAZING KITCHEN WITH GRANITE COUNTERTOP, TILE IN ALL HOUSE, APPLIANCES INCLUDED. YOU GOT TO COME AND SEE IT TODAY
Listing is courtesy of: ADAN INVESTMENTS REAL ESTATE GROUP, PLLC (407-967-2867)
Listing Agent: Adan Ordonez (407-967-2867)
2429 TWIN LAKE VIEW RD, WINTER HAVEN, FL 33881
$2,3502 Days on yellowkey MLS ID: P4938778
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1858 Built: 2018Community: Eagle CrestSpa: NoSingle Family
Remarks: Welcome home to this beautifully maintained 4-bedroom, 2-bath single-family residence in Winter Haven offering 1,860 square feet of thoughtfully designed living space. Featuring rich real wood flooring, this home combines warmth, character, and timeless appeal with the comfort and functionality today’s tenants are looking for. The spacious layout offers generous living areas perfect for both everyday living and entertaining, while the well-designed floorplan provides flexibility for families needing extra bedrooms, a home office, or guest space. Natural light enhances the inviting interior, creating a bright and welcoming atmosphere throughout. Ideally suited for those seeking space, comfort, and a polished residential setting, this home offers the feel of upscale living at an exceptional value. Conveniently located near shopping, dining, schools, and major roadways, residents will enjoy both everyday convenience and the comfort of a well-established Winter Haven location. A rare rental opportunity offering space, style, and classic charm. Schedule your private showing today.
Listing is courtesy of: AMERICAN HOMES REALTY GROUP (800-913-8384)
Listing Agent: Reva Martin (863-206-8478)
712 GROVE ST, WINTER HAVEN, FL 33881
$1,9003 Days on yellowkey MLS ID: S5149718
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1560 Built: 2023Community: Inman Grvs Ph 2Single Family
Remarks: Beautiful 3-bedroom, 2-bathroom home built in 2023, located in the desirable Inman Groves community. This modern single-story property features an open-concept floor plan with spacious living and dining areas, a well-appointed kitchen with modern appliances, walk-in closets, and a dedicated laundry room with washer and dryer included. Enjoy energy-efficient living with roof-mounted solar panels, helping reduce utility costs. The home also offers a covered garage, patio, and contemporary finishes throughout. Conveniently located near shopping, dining, schools, and major highways. Available July 1, 2026. Minimum 12-month lease required. Tenant screening required.
Listing is courtesy of: HOMESIDE REALTY CORP. (305-266-1708)
Listing Agent: Noemi Sosa (407-300-3941)
1705 3RD ST NW #A, WINTER HAVEN, FL 33881
$1,65015 Days on yellowkey MLS ID: L4961475
REDUCED by $50 (2.9%) on 05/26/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1472 Built: 2023Community: Inmans AllotmentSingle Family
Remarks: 1/2 DUPLEX - UNIT A Be the next to enjoy this newer construction (2023) 3-bedroom, 2-bathroom duplex unit offering 1,472 sq ft of modern living! Unit A features a bright open-concept floor plan with tile flooring throughout the entire unit, a spacious living room and dining room area, and a well-appointed kitchen with stainless steel appliances, granite countertops, and ample cabinetry. The home includes a beautifully tiled shower, generously sized bedrooms with large closet space, and a dedicated indoor laundry room for added convenience. Neutral finishes throughout create a clean, modern feel. You will find this unit to be conveniently located near downtown Winter Haven where there is plenty of shopping, dining, and near major roadways. Note: This is Unit A. See separate listing for Unit B.
Listing is courtesy of: LA ROSA REALTY PRESTIGE (863-940-4850)
Listing Agent: Chelsey Collins (863-873-3989)
2414 WILLOW WAY, WINTER HAVEN, FL 33881
$1,8509 Days on yellowkey MLS ID: S5150332
Remarks: One or more photo(s) has been virtually staged. Modern Comfort Meets Style – Beautiful 3-Bed, 2.5-Bath Home in Winter Haven! Welcome to 2414 Willow Way, a stunning and move-in-ready 3-bedroom, 2.5-bathroom home nestled in one of Winter Haven’s most desirable and fast-growing communities! Step into a bright and open floor plan designed for both relaxing and entertaining. The spacious living area flows effortlessly into a modern kitchen featuring sleek countertops, ample cabinet space, and stainless steel appliances—perfect for cooking up your favorite meals. Upstairs, you’ll find three generously sized bedrooms, including a private primary suite with a walk-in closet and en-suite bath. The additional bedrooms are ideal for family, guests, or a home office. With 2.5 baths, there’s plenty of space for everyone. Enjoy Florida living in the private backyard, perfect for weekend barbecues or morning coffee. This home also features an attached garage, indoor laundry, and plenty of storage throughout. Conveniently located near shopping, dining, schools, and major highways—everything you need is just minutes away! Don’t miss this opportunity to live in comfort and style—schedule your showing today!
326 MEADOWBROOK BLVD, WINTER HAVEN, FL 33881
$2,60084 Days on yellowkey MLS ID: S5144995
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2696 Built: 2021Community: Lucerne Park ReserveSingle Family
Remarks: One or more photo(s) has been virtually staged. Welcome to this stunning two-story rental home located in the heart of Winter Haven! Built in 2021, this spacious 4-bedroom, 2.5-bath residence offers 2,696 sq. ft. of thoughtfully designed living space, combining modern comfort with everyday functionality. The open floor plan features a bright and inviting living area, perfect for relaxing or entertaining guests. The kitchen offers ample cabinetry and generous counter space — ideal for meal prep, hosting, and daily living. Upstairs, you’ll find generously sized bedrooms that provide comfort and privacy for the entire household. Enjoy added peace of mind with a recently repaired roof and the benefit of newer construction. Perfectly situated with convenient access to the best of Winter Haven, including shopping, dining, schools, and major roadways. Now available for lease — don’t miss the opportunity to make this beautiful property your next home. Schedule your private showing today.
Listing is courtesy of: NORKIS & CO REALTY (407-506-7070)
Listing Agent: David Gonzalez Martell, Pa (407-760-0792)
460 MCKENNA DR, WINTER HAVEN, FL 33881
$2,10022 Days on yellowkey MLS ID: R4911228
0 Days Off yellowkey (back on 5/25/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1844 Built: 2021Community: Lucerne Park ReserveSingle Family
Remarks: Welcome to this beautifully maintained 4-bedroom, 3-bathroom home in one of Winter Haven’s most convenient and desirable locations! Designed with both comfort and style in mind, this spacious open-concept floor plan is perfect for entertaining, family gatherings, and everyday living. The bright and airy interior features abundant natural light, a modern kitchen with granite countertops, ample cabinetry, and generous prep space, along with matching granite finishes in the bathrooms for a polished touch throughout. The expansive living and dining areas flow seamlessly into the enclosed rear patio — an ideal space to relax, entertain guests, or enjoy Florida living year-round. Enjoy the added benefit of solar panels, helping reduce monthly electric costs while providing energy-efficient living. Community amenities include a sparkling pool, playground, and recreation areas for residents to enjoy. Ideally located just minutes from grocery stores, restaurants, shopping, hospitals, parks, and world-famous theme parks, this home offers the perfect combination of convenience, comfort, and lifestyle. Don’t miss this opportunity to lease a spacious, energy-efficient home in the heart of Winter Haven!
Listing is courtesy of: LAWHUN ENTERPRISES IV, LLC DBA: FLORIDA REALTY INVESTMENTS IV (407-207-2220)
Listing Agent: Carolina Estevez (407-595-4343)
669 AVENUE B NW #10, WINTER HAVEN, FL 33881
$1,2956 Days on yellowkey MLS ID: P4938794
2014 10TH ST NW, WINTER HAVEN, FL 33881
$1,6007 Days on yellowkey MLS ID: O6410263
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1038 Built: 1953Community: Villa ManorSingle Family
Remarks: Step into this renovated farmhouse charm : 2-bedroom, 2-bathroom home, nestled on a spacious lot in the established Villa Manor neighborhood. NO HOA This move-in-ready residence presents luxury finishes, laminate flooring throughout, a sleek new kitchen with updated cabinets, carrara quarts countertops, and stainless steel appliances, and a freshly tiled bathroom with contemporary finishes. Fresh interior and exterior paint, and upgraded lighting fixtures. Roof 2020 - - Repipe 2025 - The large backyard offers plenty of space for outdoor living or future expansion. Located minutes from local schools, parks, and downtown Winter Haven’s shops and restaurants.
Listing is courtesy of: KELLER WILLIAMS LEGACY REALTY (407-855-2222)
Listing Agent: Daniel Araque (321-276-0747)
295 LAKE SMART CIR, WINTER HAVEN, FL 33881
$2,1007 Days on yellowkey MLS ID: L4962064
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1725 Built: 2021Community: Lake Smart PointeSingle Family
Remarks: 295 Lake Smart Circle in Winter Haven offers comfortable Florida living with scenic water views in a peaceful lakeside setting. This well-maintained 3-bedroom, 2-bath home features a spacious open floor plan with plenty of natural light, creating a warm and inviting atmosphere throughout. The kitchen offers ample cabinet and counter space and opens to the main living and dining areas, making it ideal for both everyday living and entertaining. The primary suite includes a private bathroom and generous closet space, while the additional bedrooms provide flexibility for family, guests, or a home office. Enjoy relaxing lake views from the front of the property and take advantage of the home’s convenient location near shopping, dining, schools, parks, and major roadways. Combining comfort, convenience, and beautiful surroundings, this home is a great opportunity to enjoy the best of Central Florida living.
Listing is courtesy of: COLDWELL BANKER REALTY (863-294-7541)
Listing Agent: Marquita Smith (863-289-3343)
680 GROVE ST, WINTER HAVEN, FL 33881
$2,1007 Days on yellowkey MLS ID: S5150395
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2080 Built: 2023Community: Inman Grvs Ph 2Single Family
Remarks: Welcome to this beautiful newer construction home located in the desirable community of Inman Groves in Winter Haven. Built in 2023, this spacious 3-bedroom, 2-bath residence offers over 2,000 square feet of comfortable living space with a modern open-concept design perfect for everyday living and entertaining. The home features a bright and inviting layout with stylish finishes throughout, a spacious kitchen with modern appliances, built-in features, and a large living area filled with natural light. In addition to the bedrooms, the home also includes a versatile flex space perfect for a home office, playroom, formal dining area, gym, or additional sitting room. The primary suite offers plenty of space and privacy, while the additional bedrooms provide comfort and flexibility for family or guests. Enjoy the convenience of a 2-car garage, indoor laundry room with washer and dryer included, and a pet-friendly policy for small dogs and cats. Conveniently located near shopping, dining, schools, and major roadways with easy access throughout Central Florida. Available June 1st. Schedule your private showing today before it’s gone!
Listing is courtesy of: RE/MAX HERITAGE PROFESSIONALS (863-256-2188)
Listing Agent: Vicky Torres Rodriguez (863-258-9439)
245 WINTER RIDGE BLVD, WINTER HAVEN, FL 33881
$1,5508 Days on yellowkey MLS ID: S5150403
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1073 Built: 1992Community: Winter Ridge CondoHalf Duplex
Elementary School: Fred G. Garnier Elem
High School: Winter Haven Senior
Middle School: Denison Middle
Remarks: One or more photo(s) has been virtually staged. Nestled in the peaceful Winter Ridge community, this beautifully renovated 2-bedroom, 2-bath END-UNIT condo villa offers comfort, convenience, and low-maintenance Florida living. Recent upgrades include a NEW ROOF (2024), TILE FLOORING THROUGHOUT. Tucked away toward the back of the community, this home provides added privacy and a serene setting. Inside, you’ll find a bright and open floor plan with spacious living and dining areas filled with natural light. The kitchen features ample cabinetry, generous counter space, and a breakfast bar perfect for casual dining. The primary suite includes a walk-in closet and private en-suite bathroom, while the second bedroom is ideal for guests, a home office, or flex space. Enjoy relaxing mornings and evenings on the private enclosed rear lanai overlooking mature landscaping. Washer and dryer are included for added convenience. Residents of Winter Ridge enjoy access to a community pool, scenic walking paths, and a private dock on Lake Smart, perfect for fishing and boating enthusiasts. Conveniently located near shopping, dining, golf courses, and downtown Winter Haven. Don’t miss this opportunity to enjoy the Florida lifestyle in a quiet lakeside community!
Listing is courtesy of: R&J REALTY AND PROPERTY MANAGEMENT LLC (407-729-3280)
Listing Agent: Jose Marrero Cruz (407-729-3280)
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