Location: Winter Haven
Do Not Show Listings
1550 11TH ST NE #B6, WINTER HAVEN, FL 33881
$1,42557 Days on yellowkey MLS ID: L4959252
0 Days Off yellowkey (back on 4/6/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1148 Built: 1974Community: Lake Buckeye CondoCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:
Elementary School: None
High School: None
Tax Year:
Middle School: None
Remarks: Enjoy this modern, remodeled 2/2 condo. This condo features granite countertops and has a washer/dryer inside the unit. Enjoy the most peaceful views of the lake and pool from the back porch. Renters insurance is required.
Listing is courtesy of: TRIBUTE REALTY LLC (863-450-2910)
Listing Agent: Mindy Emerson-Hunley (863-669-0528)
724 GROVE ST, WINTER HAVEN, FL 33881
$2,15056 Days on yellowkey MLS ID: TB8473324
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1848 Built: 2023Community: Inman Grvs Ph 2Single Family
Remarks: Modern 4-Bedroom Home for Rent – Winter Haven, FL Welcome to 724 Grove Street, Winter Haven, FL 33881, a beautiful single-story home built in 2023 and located in the desirable Inman Groves Phase 2 community. This spacious residence offers 4 bedrooms, 2 bathrooms, and 1,848 sq ft of comfortable living space with a modern, open layout designed for everyday convenience. Property Features Modern kitchen with stainless steel appliances and generous counter space Open floor plan, ideal for entertaining and daily living Washer and dryer included for added convenience Attached 2-car garage with extra storage space Pet-friendly (breed restrictions and pet deposit apply) No association approval required Excellent Location Just minutes from: Legoland Florida Resort Shopping centers Dining options Major highways for easy commuting Enjoy a peaceful neighborhood with quick access to everything Winter Haven has to offer. Move-In Ready With modern finishes, spacious interiors, and a prime location, this home is an excellent choice for long-term living. This home won’t stay on the market for long. Contact us today to schedule a tour!
Listing is courtesy of: LOKATION (954-545-5583)
Listing Agent: Maria Lopez (305-742-1187)
107 AVENUE F SW, WINTER HAVEN, FL 33880
$1,650105 Days on yellowkey MLS ID: P4937357
Bed: 3 Bath: 1.0 Liv Area Sq Ft: 1876 Built: 1928Community: South College Add RevSingle Family
Elementary School: Lake Shipp Elem
High School: Winter Haven Senior
Middle School: Denison Middle
Remarks: Available for immediate move-in! Experience the perfect blend of historic charm and modern updates in this beautifully remodeled 1928 home, ideally located in the heart of Winter Haven. Just off First Street and minutes from shopping, public transportation, and major roadways, this home offers both convenience and character. Inside, you'll find a contemporary interior with brand-new flooring and crisp paint that highlights the home's timeless features. With three generously sized bedrooms, a giant living room, seperate dining room, and versatile mud rooms at the front and back entrance, there's plenty of space to spread out. Washer and dryer hookups are conveniently located just inside the back door. Enjoy easy access to everything Winter Haven has to offer in a home that's as practical as it is charming. Contact us for a showing today!
Listing is courtesy of: PROPERTY MANAGEMENT OF POLK (863-259-4600)
Listing Agent: Christin Davis (863-259-4600)
1019 GOTTHARD PASS DR PASS, WINTER HAVEN, FL 33881
$2,10035 Days on yellowkey MLS ID: S5144857
INCREASED by $100 (5.0%) on 04/06/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1717 Built: 2023Community: Lake Lucerne IiSingle Family
Elementary School: Chain O Lakes Elem
High School: Chain of Lakes Collegiate High
Middle School: Westwood Middle
Remarks: Prime location! Just minutes from malls, shopping centers, restaurants, and with easy access to major highways — perfect for commuting and daily convenience. Vacant and move-in ready. Easy to show. Exceptional value for the area This home won’t last long! Schedule your private showing today and secure this amazing rental before it’s gone!
Listing is courtesy of: AVANTI WAY REALTY LLC (305-229-1146)
Listing Agent: Maria Del Villacis (786-200-1063)
3007 EAGLE NEST VIEW DR, WINTER HAVEN, FL 33881
$1,90034 Days on yellowkey MLS ID: P4938044
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1744 Built: 2017Community: Eagle CrestSingle Family
Elementary School: Elbert Elem
Remarks: Beautiful home for rent in Eagle Crest, Winter Haven, just minutes from Polk State College. This property offers an open floor plan with 3 bedrooms and 2 bathrooms, den for office space, screened lanai, plus a fenced-in yard. HOA approval required. Tenant must provide renters insurance.
Listing is courtesy of: CENTURY 21 WATSON & MYERS REALTY (863-324-1000)
Listing Agent: Marisol Padilla (863-604-7252)
2085 ISLE ROYALE CT SE #189, WINTER HAVEN, FL 33880
$1,2005 Days on yellowkey MLS ID: L4960815
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 648 Built: 2004Community: Park LakeCondo
Elementary School: John Snively Elem
Remarks: FOR RENT - 1 Bedroom/1 Bathroom Executive Condo in beautiful Park Lake. This ground floor unit has access to Lake Lulu, a community pool, a dock, and a clubhouse/recreational facility. The association fees are included in the rent. If you like skiing, Winter Haven is the Ski Capital of World! Downtown Winter Haven has about a dozen restaurants plus activities for the family every month. These activities include arts and crafts/farmer's markets, music, games, and more. The Winter Haven Public Library offers not only books but movies, family activities and a "kiddie corner". Winter Haven has 26 buildings registered with the US National Register of Historic Places. DISNEYWORLD and the Orlando attractions are only 45 minutes away. You just can't beat it...an active community, with parks, lakes, theatres, and restaurants. Just come to Winter Haven...it's the home of LEGOLAND!
Listing is courtesy of: COLDWELL BANKER REALTY (863-294-7541)
Listing Agent: Linda Andre (863-852-5747)
1174 HAINES DR, WINTER HAVEN, FL 33881
$2,1006 Days on yellowkey MLS ID: S5145960
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1682 Built: 2018Community: Lakes At Lucerne Park Ph 02Single Family
Remarks: Beautiful 4 bed / 2 bath home with modern upgrades throughout! This energy-efficient property features solar panels included at no extra cost—helping you save on electricity from day one. Enjoy tile flooring throughout the entire home, a remodeled kitchen and bathrooms, fresh interior paint, and brand-new appliances. Washer and dryer are also included for your convenience. The home offers a double garage and sits on a premium lot with gated access to both the backyard and side yard—ideal for extra space and privacy. The backyard is fully fenced, perfect for outdoor enjoyment. Additional features include a water softener, security cameras, and a covered patio. Pest control is also included at no extra cost—adding even more value. Prime location! Just 3.6 miles from US-27, 8.2 miles Dundee Rd, 14 miles from i-4, making commuting to Lakeland or Orlando easy. Conveniently close to shopping, dining, and entertainment, including Publix, Walmart, Manny’s Chophouse, Port 27, LEGOLAND® , Lake Eva Park, and Posner Park. No smoking permitted. All occupants 18+ must complete application and screening. Rent: $2,100/month. Security deposit: $2,100. Last month’s rent due at signing (waiver may be considered for exceptionally qualified applicants with strong credit and verified landlord references)
Listing is courtesy of: ONE TEAM REALTY (407-530-5006)
Listing Agent: Maria Cruz Vazquez (863-602-6968)
4004 CYPRESS LNDG S, WINTER HAVEN, FL 33884
$1,7005 Days on yellowkey MLS ID: P4938327
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1572 Built: 1986Community: Cypress Landing Ph 02Single Family
Elementary School: Garden Grove Elem
Remarks: Discover this beautiful 2-bedroom, 2-bath home with an additional flex room, perfect for a home office, den, or guest space, enclosed with a stylish barn door. Located in the desirable lakefront community of Cypress Landing, this home offers a welcoming and open layout with vaulted ceilings and abundant natural light. The kitchen is designed for both function and style, featuring ample cabinetry, generous counter space, and a breakfast bar that flows seamlessly into the dining area. A sliding glass door leads to a cozy 7x15 screened lanai—ideal for relaxing with your morning coffee. The primary suite is a private retreat, complete with an en-suite bathroom including a walk-in shower and 5x5 walk-in closet. The primary bedroom also has elegant French doors giving access to the flex room. Additional highlights include an inside utility room, updated laminate flooring throughout most of the home, and a fenced backyard for added privacy. Residents of Cypress Landing enjoy fantastic community amenities, including a clubhouse with social events, a heated pool, tennis courts, and a private boat ramp with lake access for fishing, boating, and watersports on Lake Dexter. Conveniently located just minutes from Legoland, shopping, and dining, this move-in-ready home offers the perfect balance of comfort and convenience.
Listing is courtesy of: STAR REALTY OF WINTER HAVEN (863-299-7827)
Listing Agent: Carlee Marchetti (863-258-3338)
715 MAGNOLIA PL, WINTER HAVEN, FL 33884
$1,6505 Days on yellowkey MLS ID: P4938303
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1078 Built: 1987Community: Winterset 03 A Condo Ph 01Condo
High School: Lake Region High
Remarks: Gorgeous sunset views over Lake Winterset… this is the kind of rental you don’t come across often. Located in the gated Winterset community, this well-maintained 2-bedroom, 2-bath upstairs condo with a private one-car garage offers easy, low-maintenance lakeview living. Inside, you’ll find an open and airy layout with vaulted ceilings, skylights, and large sliding glass doors that bring in tons of natural light while framing peaceful lake views. The spacious great room serves as the main living area, while the kitchen is tucked just off to the side featuring an eat-in area, breakfast bar, closet pantry, and a convenient laundry closet with washer/dryer. The primary suite overlooks the lake and offers private access to the screened-in lanai, along with a large walk-in closet and an updated en-suite bath with a walk-in shower. The split bedroom layout provides privacy, with the guest bedroom offering ample space and easy access to a full second bath with a tub/shower combination. Guest parking is available nearby. Winterset residents enjoy access to a lakeside community pool, clubhouse, tennis courts, and a private boat ramp with direct access to the Chain of Lakes—ideal for boating, fishing, and enjoying lake life. Conveniently located near Publix, Walmart, Legoland, dining, shopping, medical facilities, and easy access to Highway 27. Move-in ready—schedule your showing today.
WINTER HAVEN, FL 33880
$1,79957 Days on yellowkey MLS ID: TB8474920
INCREASED by $50 (2.9%) on 04/03/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1718 Built: 2018Community: Squires GroveSingle Family
Remarks: Take a look at this beautiful home, Clean and Move-In Ready, featuring 3 bedrooms, 2 bathrooms, 2 car garage and approximately 1,718 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)
2893 WHISPERING TRAILS DR, WINTER HAVEN, FL 33884
$1,90014 Days on yellowkey MLS ID: S5146531
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1268 Built: 2017Community: Whispering Trails Ph 02Single Family
Remarks: This cozy and well-maintained home offers a warm and inviting layout, ideal for comfortable and easy living. The property features a functional floor plan with a modern kitchen, bright and spacious bedrooms, and low-maintenance living areas designed for convenience. Centrally located with quick access to US-27, US-17, SR-540, and I-4, this home provides easy commutes to Orlando and Tampa, as well as proximity to major attractions such as Disney and Legoland. Enjoy being just minutes away from lakes, parks, shopping centers, and a variety of dining options. A perfect rental opportunity for those seeking comfort, convenience, and a well-connected location in the growing Winter Haven area.
Listing is courtesy of: LIFESTYLE INTERNATIONAL REALTY (305-809-8085)
Listing Agent: Jenny Caso (407-694-9682)
2249 9TH ST SE, WINTER HAVEN, FL 33880
$1,6506 Days on yellowkey MLS ID: L4960800
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1520 Built: 1974Apartment
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)
2214 Ave B SW SW 2214 AVE B SW, WINTER HAVEN, FL 33880
$1,7756 Days on yellowkey MLS ID: S5146974
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1336 Built: 1957Community: Lathers Grove Sub Pb 37 Pg 17Single Family
Elementary School: Wahneta Elem
Remarks: Available for immediate move-in! Experience the perfect blend of historic charm and modern updates in this beautifully remodeled 1957 home, ideally located in the heart of Winter Haven. Just off First Street and minutes from shopping, public transportation, and major roadways, this home offers both convenience and character. Inside, you'll find a contemporary interior with brand-new flooring and crisp paint that highlights the home's timeless features. With three generously sized bedrooms, a giant Florida room, and easy access to everything Winter Haven has to offer, this home is as practical as it is charming.
Listing is courtesy of: HOMETRUST REALTY GROUP (813-444-5777)
Listing Agent: Sylvain Sara (727-623-5327)
233 KENSINGTON VIEW BLVD, WINTER HAVEN, FL 33880
$1,9756 Days on yellowkey MLS ID: O6395911
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1491 Built: 2021Community: Kensington ViewSingle Family
Remarks: Discover modern living in this stunning newly built 3-bedroom, 2-bath home, where style meets comfort. Bright, spacious bedrooms provides the perfect retreat, while sleek, thoughtfully designed bathrooms add a touch of luxury. The open-concept layout flows effortlessly from the kitchen to the living and dining areas, ideal for entertaining or relaxing. A generous walk-in closet keeps everything organized in style. Step outside to your private, pet-friendly backyard, perfect for play, lounging, or weekend barbecues. With high-end finishes, abundant natural light, and a warm, welcoming vibe, this move-in-ready home is everything you’ve been looking for. Don’t miss the home you've been looking for! Excuse the front facing photo of property. Yard has been maintained and cleaned.
Listing is courtesy of: EXP REALTY LLC (407-392-1800)
Listing Agent: Christopher Gallon, Pa (407-967-9363)
1116 TYLER LOOP, WINTER HAVEN, FL 33884
$2,2006 Days on yellowkey MLS ID: O6395894
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)
616 CRYSTALS BLVD, WINTER HAVEN, FL 33884
$1,9006 Days on yellowkey MLS ID: O6395877
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1575 Built: 1993Community: Crystals LandingSingle Family
Remarks: Spacious and beautifully laid out home now available for rent! This open floor plan features 2 bedrooms, 2 bathrooms, plus a versatile flex space that can easily function as a third bedroom, office, or additional living area. Inside, you’ll find laminate flooring throughout with tile in the bathrooms, along with fresh interior paint and updated finishes that enhance the home’s overall appeal. The kitchen is designed for both functionality and style, offering a counter-height breakfast bar, movable island, oak cabinetry, two pantries, and ample counter space. The generously sized bedrooms provide comfort and flexibility, while additional features include upgraded ceiling fans, pull-down attic access, a lawn irrigation system, and a fully fenced backyard for added privacy. Conveniently located near Legoland, shopping, dining, and major roadways, this home offers both comfort and accessibility. Don’t miss this opportunity. Schedule your showing today!
Listing is courtesy of: FHG REALTY, LLC (407-505-7600)
Listing Agent: Jeff Inman (407-505-7600)
361 WINTER RIDGE BLVD #361, WINTER HAVEN, FL 33881
$1,60031 Days on yellowkey MLS ID: O6388844
REDUCED by $50 (3.0%) on 04/02/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1073 Built: 2000Community: Winter Ridge CondoCondo
Remarks: AVAILABLE UNFURNISHED CONDO FOR RENT AT THE CHAIN OF LAKES Community of Winter Ridge Condominiums between Lake Smart and Lake Conine! This corner unit property offers stunning views across Lake Smart and the canal to Lake Conine. The master ensuite offers access to the porch with view to enjoy the panorama of the canal and Lake Smart. This spacious bedroom provides a large walk-in closet with loads of organized cabinetry, its bathroom has a tiled walk-in shower. This desirable community has a heated pool, clubhouse, chain of lake access with boat dock, boat slips, and more! Rent includes maintenance of grounds along with trash. It’s a convenient location near Polk state college, Bay Care Hospital, Advent Health, restaurants, and much more. HOA BACKGROUND AND CREDIT APPLICATION Required.
Listing is courtesy of: TWIN HOMES REALTY (407-839-9731)
Listing Agent: Alvaro Molina (407-839-9731)
1313 DIEGO TER #In-Law Suite, WINTER HAVEN, FL 33884
$1,47542 Days on yellowkey MLS ID: O6385566
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 2093 Built: 2024Community: Peace Crk ReserveSingle Family
High School: Bartow High
Middle School: Bartow Middle
Remarks: One or more photo(s) has been virtually staged. For Rent: Charming In-Law Suite in Winter Haven, FL – $1,500/Month Looking for a cozy and private living space in a beautiful community? This in-law suite in Winter Haven, FL offers comfort, convenience, and access to great amenities. Key Features: Monthly Rent: $1,500 Lease Term: Minimum 12 months Security Deposit: $1,500 Requirements: First month’s rent + security deposit required at move-in Application Fee: $50 (non-refundable) Maximum Occupancy: 2 persons Parking: Street parking Amenities: Enjoy access to the community pool and playground area Additional Information: Pets: No pets allowed. This suite is perfect for someone seeking a peaceful home with easy access to main roads in winter haven. Interested? Contact us today to schedule a viewing or to request more information.
Listing is courtesy of: DALTON WADE INC (888-668-8283)
Listing Agent: Andrea Jastemski (813-516-0865)
3032 SPIRIT LAKE DR, WINTER HAVEN, FL 33880
$1,79920 Days on yellowkey MLS ID: L4960415
INCREASED by $39 (2.2%) on 04/02/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1329 Built: 1966Community: Spirit Lake SubSingle Family
Remarks: One or more photo(s) has been virtually staged. Check out this 3 bedroom 2 bath totally renovated an updated home. The gorgouse home offers so much! Updated kitchen with granite solid surface counter tops, stainless steel applainces and closet pantry. The home offers an open floor plan. Spacious master bedroom with an totally updated ensute master bath that offers a step in glass shower and vanity. Washer and dryer connections available. Updated lighting with LED accients, upgraded electrical outlets with USB jacks. Never go without a phone charger again! LVP flooring throughout home (no carpeting). Large fenced yard with large oak trees perfect for shade. Other upgrades include smart motion activated light swithces to help save on energy costs. Tesla car charger, new energy efficent windows. No HOA! Great location with easy accesss to Polk Parkway and I4. 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 -PestShare Service -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 -One time Late Fee Forgiveness -$500 Rebate after closing if you purchase a home with one of our preferred Realtors
2702 ROCHELLE DR, WINTER HAVEN, FL 33881
$1,97542 Days on yellowkey MLS ID: P4937784
0 Days Off yellowkey (back on 4/2/2026)
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2150 Built: 2006Community: Lake Rochelle EstatesSingle Family
Remarks: HOME IS REALTY BEAUTIFUL WIDE OPEN FLOOR PLAN. VAULTED CEILING IN PART OF HOME. A MUST TO SEE.
Listing Agent: William Beasley (863-299-1256)
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