Location: Winter Haven
Do Not Show Listings
730 W CENTRAL AVE, WINTER HAVEN, FL 33880
$1,10031 Days on yellowkey MLS ID: TB8503264
REDUCED by $50 (4.3%) on 05/30/2026
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 8232 Built: 1920Community: Lake AddApartment
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:
Elementary School: None
High School: None
Tax Year:
Middle School: None
Remarks: Charming, updated, and ideally located this recently renovated 2 bedroom, 1 bath apartment offers comfortable living just one mile from downtown Winter Haven. The thoughtfully designed layout features a bright and inviting living area, well proportioned bedrooms, and a cozy kitchen equipped with a microwave and dishwasher for everyday convenience. Natural light fills the space, complemented by serene water views of Lake Howard, creating a warm and relaxing atmosphere. Additional highlights include shared on-site laundry and included utilities water, sewer, and trash adding even more value and ease to your living experience. $75 App fee/adult, $300 non-refundable pet fee per pet, security deposit equal to one month's rent, $75 tenant annual processing fee per household after acceptance, renters insurance required.
Listing is courtesy of: DENNIS REALTY PROPERTY MGMT. (813-949-7444)
Listing Agent: Kelly Lamplugh (610-999-8687)
3711 JULIUS ESTATES BLVD, WINTER HAVEN, FL 33881
$2,100Listed 05/29/2026 5:06PM MLS ID: S5150873
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1842 Built: 2014Community: Lake Smart EstatesSpa: NoSingle Family
Elementary School: Garden Grove Elem
High School: Winter Haven Senior
Middle School: Stambaugh Middle
Remarks: Welcome home to this beautifully maintained 4-bedroom, 2-bath rental located in the desirable Lake Smart Estates community of Winter Haven! This spacious home features an open and functional floor plan with high ceilings, a large living and dining area, and a bright kitchen complete with breakfast bar and ample cabinet space. Enjoy laminate flooring throughout, generously sized bedrooms, and a private primary suite designed for comfort and relaxation. Step outside to the screened lanai, perfect for enjoying Florida evenings. Community amenities include a pool and lakefront dock with access to Lake Julius and the Winter Haven Chain of Lakes.
Listing is courtesy of: CENTURY 21 WOLF'S CROSSING REALTY (407-449-0000)
Listing Agent: Stephanie Florez (407-810-5874)
2029 CARROLL LN., WINTER HAVEN, FL 33880
$2,500Listed 05/29/2026 12:21PM MLS ID: S5150858
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2097 Built: 2024Single Family
Elementary School: Pinewood Elem
High School: Lake Region High
Middle School: Westwood Middle
Remarks: Welcome to this stunning new-construction home (2024), situated in the highly sought-after community of Sutton Preserve in Winter Haven. This beautifully designed single-story residence features a spacious open floor plan comprising 4 bedrooms and 3 bathrooms—including a spacious primary suite highlighted by a large walk-in closet and private en-suite bath. Enjoy a modern kitchen equipped with quartz countertops, brand-new stainless steel appliances, and generous storage space. The split-bedroom layout ensures both privacy and functionality, with abundant natural light filling every living area. A fully fenced backyard offers ample space and security to meet all your needs. Additional features include large walk-in closets in several bedrooms and a two-car garage. Conveniently located just minutes from LEGOLAND, as well as local shops, restaurants, and the area's major attractions.
Listing is courtesy of: AGENT TRUST REALTY CORPORATION (407-251-0669)
Listing Agent: Marilin Lugo (407-285-6145)
115 AVENUE F SW #B, WINTER HAVEN, FL 33880
$95050 Days on yellowkey MLS ID: P4938400
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 288 Built: 1952Community: South College Add RevSingle Family
Elementary School: Elbert Elem
Remarks: This brand-new studio apartment in Winter Haven offers efficient, low-maintenance living with an open layout and vinyl flooring throughout. The space features a bright main living area and a bathroom with a walk-in shower. With its fresh construction and easy-care design, the space maintains a straightforward, functional feel ideal for someone seeking a no-frills place to call home.
Listing is courtesy of: PROPERTY MANAGEMENT OF POLK (863-259-4600)
Listing Agent: Christin Davis (863-259-4600)
1116 TYLER LOOP, WINTER HAVEN, FL 33884
$1,97558 Days on yellowkey MLS ID: O6395894
0 Days Off yellowkey (back on 5/29/2026)
REDUCED by $125 (6.0%) on 05/26/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2174 Built: 2026Community: Peace Crk ReserveSingle Family
Remarks: Discover modern comfort and thoughtful design in this newly built home at 1116 Tyler Loop in Winter Haven, FL, crafted by Lennar Homes. This residence showcases high-quality construction paired with stylish finishes, including an open-concept layout perfect for both everyday living and entertaining. The home features energy-efficient systems, smart home technology, and a contemporary kitchen equipped with sleek cabinetry, stainless steel appliances, and ample counter space. Spacious bedrooms and well-appointed bathrooms provide a relaxing retreat, while the private outdoor space offers room to unwind or host gatherings. Residents also enjoy access to desirable community amenities, which include a resort-style pool, clubhouse, playground, and beautifully maintained common areas that enhance the neighborhood’s appeal. With Lennar’s signature attention to detail and included upgrades, this home delivers exceptional value, convenience, and a move-in-ready experience.
Listing is courtesy of: JOHN SILVA REALTY & ASSOCIATES (407-420-7908)
Listing Agent: Julien Silva (352-348-9219)
700 MIRROR TER NW #507, WINTER HAVEN, FL 33880
$1,850Listed 05/29/2026 5:47PM MLS ID: B4902265
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1351 Built: 1970Community: Spring Lake TowersSpa: NoCondo
Remarks: Winter Haven's premier condominium located directly overlooking the picturesque Lake Spring that is part of the famous 17-lake Winter Haven Chain of Lakes. Be the first to enjoy this beautiful extensively remodeled and upgraded 5th floor deluxe center unit directly off of the elevators. Lots of natural light through the expansive windows looking out to Lake Spring & Lake Mirror and directly down to the pool area. Lots of storage closets and an extra storage locker too. Its turn-key ready to move into and hasn't been occupied since finishing the remodeling. Exquisitely maintained building and has passed the newly required Florida state mandated Milestone Inspection & Reserve Study. Many community amenities including a covered assigned parking space, car washing area, garbage shut drop, designated guest parking, boat slips & fishing pier, paver brick pool area with cornhole & shuffle board, large equipped fitness room, library and community room w/ kitchen & big screen TV. Outdoor grills for your use, & patio furniture on the huge pool deck overlooking Lake Spring. Publix shopping center by walking across the side street is a great convenience. Close to downtown No pets or smoking. Owner will consider different leasing and/or purchase options. Short term seasonal or long term lease. Tenants and/or buyers have to be approved and interviewed by the HOA as this is a 98% owner occupied building. It is a 55+ building, but is under the minimum number of under 55+ required. Nicest condominium building in Polk County with full-time maintenance and management on-site daily.
Listing is courtesy of: KLINE REAL ESTATE SERVICES (863-287-0204)
Listing Agent: Scott Kline (863-287-0204)
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
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! Applications will ONLY be processed if you have viewed the inside of the home, submitted all applications and dropped off a holding deposit. We will hold the property for the first application and deposit received.
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
$1,6001 Day on yellowkey 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. Applications will ONLY be processed if you have viewed the inside of the home, submitted all applications and dropped off a holding deposit. We will hold the property for the first application and deposit received.
2007 9TH ST NE, WINTER HAVEN, FL 33881
$1,75030 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)
1103 CYPRESS GARDENS BLVD #30, WINTER HAVEN, FL 33884
$1,10033 Days on yellowkey MLS ID: P4938564
REDUCED by $100 (8.3%) on 05/28/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 475 Built: 1980Community: Lamplighter VillageCondo
Middle School: Denison Middle
Remarks: This charming first-floor 1 bed, 1 bath condo sits just off Cypress Gardens Blvd, tucked in a spot where the lake becomes part of your everyday view. As you pull into the parking lot, the water is the first thing you see — calm, open, and only a short walk from your front door. The unit itself offers easy living with a simple, comfortable layout and an in-unit washer and dryer for added convenience. Being on the ground floor means quick access in and out, and the lakeside path just steps away gives you a peaceful place to unwind, sip your morning coffee, or enjoy the quiet at the end of the day. Reach out to schedule a tour and see the tranquility for yourself.
116 HOLMES PL, WINTER HAVEN, FL 33884
$2,80046 Days on yellowkey MLS ID: P4938445
0 Days Off yellowkey (back on 5/28/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1875 Built: 1967Community: Fla Highlands Co SubSpa: NoSingle Family
Remarks: One or more photo(s) has been virtually staged. Experience refined Florida living in this elegant 4 bedroom, 3 bathroom residence, where thoughtful design and upscale comfort come together seamlessly. The home welcomes you with spacious living areas, a well-appointed kitchen, and a layout that offers both openness and privacy. The primary suite provides a serene retreat, while the additional bedrooms and baths offer flexibility for guests, family, or a dedicated workspace. A 2-car garage adds convenience and secure storage. Step outside to your private backyard sanctuary, fully fenced for peace of mind and designed for effortless outdoor enjoyment. The highlight of the home is the stunning in-ground pool, enclosed within an expansive, fully screened structure that creates a resort-style environment perfect for lounging, entertaining, and year-round relaxation. With pool maintenance included in the rent, you can indulge in the luxury without lifting a finger. This home blends sophistication, comfort, and an elevated outdoor lifestyle into one exceptional living experience. Schedule your tour today!
161 GREENVIEW DR #161, WINTER HAVEN, FL 33881
$2,10039 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 Agent: Daniel Bustamante (863-207-7046)
1568 HUMMINGBIRD RD, WINTER HAVEN, FL 33884
$1,80024 Days on yellowkey MLS ID: O6405552
REDUCED by $100 (5.3%) on 05/28/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1740 Built: 2024Community: Harmony/Lk Eloise Ph 2Townhouse
Remarks: Welcome! Please call today for this 4-Bedroom home in Harmony at Lake Eloise in Winter Haven, Fl. Looking for a fresh start in a stunning newer home? Look no further! Welcome to 1568 Hummingbird Road, a brand-new, never-lived-in 4-bedroom, 2-bath home located in the desirable Harmony at Lake Eloise community in Winter Haven. This beautifully designed home offers 1740 sq ft of modern living space with elegant porcelain tile flooring through-out. Modern Kitchen with stainless steel appliances, granite island, and ample cabinet space. Bright great room combining dining and living areas. Split bedroom layout for extra privacy. Smart home technology! Large backyard. Community Pool-the perfect place to relax and unwind. Prime Location: Just minutes from Highway 27, downtown Winter Haven, shopping, dining, and entertainment. Easy commute to Lakeland, Tampa and Orlando. Homes like this don't stay on the market long-call today to schedule your private tour for this stunning home!
Listing is courtesy of: JAT PROPERTY MANAGEMENT LLC (321-303-1312)
Listing Agent: Joe Torres (321-303-1312)
2249 9TH ST SE, WINTER HAVEN, FL 33880
$1,44958 Days on yellowkey MLS ID: L4960800
REDUCED by $50 (3.3%) on 05/28/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1520 Built: 1974Apartment
Elementary School: John Snively Elem
Remarks: One or more photo(s) has been virtually staged. Check out this 3 bedroom 2bath townhome. Open floor plan, formal dining room, open lanai, Spacious master bedroom with double walk in closets and vaulted ceilings. 2 car carport.Freshly painted, new carpets upstairs. LVP flooring downstairs. Open lanai. Great community. Close to shopping and grocery store. Washer and dryer hook ups. Administration Fee: Upon approval tenants will be subject to a $250 one-time administration fee. ***This property is proud to offer deposit-free living to qualified renters through Obligo! We understand that moving costs can add up, so we want to extend financial flexibility to our residents.*** Resident Benefit Package (Included in rental amount): -Bi-monthly A/C Filter Delivery -$100,000 Tenant Liability Insurance/ $10,000 Content Coverage -Identity Protection -Credit building (All Credit Bureaus) -Piñata Tenant Rewards Program -Tenant Portal Access: Online payments & submission of maintenance requests -24 Hour Emergency Maintenance Hotline -Pest control
Listing is courtesy of: S & D REAL ESTATE SERVICE LLC (863-824-7169)
Listing Agent: Richard Eijo (863-397-5707)
658 AVENUE B NW, WINTER HAVEN, FL 33881
$1,0957 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
$1,1957 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!
WINTER HAVEN, FL 33880
$1,9293 Days on yellowkey MLS ID: TB8512569
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1678 Built: 2021Community: Kensington ViewSingle Family
Remarks: Take a look at this beautiful home, Clean and Move-In Ready, featuring 3 bedrooms, 2 bathrooms, 2 car garage and approximately 1,678 heated square feet. Enjoy the freedom of a virtually maintenance free lifestyle while residing in a great community. Smart Home Tech - $21.95/mo; Washer/Dryer - $35/mo; High Speed Cable/Internet (if applicable by 3rd Party user) $55/mo; Renters insurance reqrd, Pool service (if applicable) is $150/mo, Septic System (if applicable)- $35/mo; Admin Fee - $150 after lease is generated. Applications are First Come First Serve basis. Variable Rent Option – go to “Apply” on website and select Term for monthly rental options. This home is professionally managed and maintained by Owner. You deserve single family rental living at its best!
Listing is courtesy of: TAH FLORIDA LLC (844-874-2661)
Listing Agent: Cathy Behe (689-244-9559)
2529 PINE PL, WINTER HAVEN, FL 33881
$1,8953 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
$1,8953 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
$1,45023 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)
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