Location: Winter Haven
Do Not Show Listings
2029 CARROLL LN., WINTER HAVEN, FL 33880
$2,30022 Days on yellowkey MLS ID: S5150858
REDUCED by $200 (8.0%) on 06/20/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2097 Built: 2024Single Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:
Elementary School: Pinewood Elem
High School: Lake Region High
Tax Year:
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)
287 INMAN BLVD, WINTER HAVEN, FL 33881
$2,00016 Days on yellowkey MLS ID: S5151261
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1560 Built: 2023Community: Inman Grvs Ph 2Spa: NoSingle Family
Elementary School: Elbert Elem
High School: Winter Haven Senior
Middle School: Denison Middle
Remarks: Welcome home to this beautifully maintained, like-new residence in one of Winter Haven's growing and convenient locations. Offering a modern open-concept design, this home provides the perfect blend of comfort, style, and functionality. Step inside to find a bright and inviting living space that flows seamlessly into the kitchen and dining area, creating an ideal setting for both everyday living and entertaining. The kitchen features ample cabinetry, modern finishes, and a large island perfect for meal preparation, casual dining, or gathering with friends and family. The spacious primary suite offers a private retreat with an en-suite bathroom and generous closet space, while the additional bedrooms provide flexibility for family members, guests, or a home office. Tile flooring in the wet areas and comfortable carpeting in the bedrooms add both practicality and warmth throughout the home. Conveniently located near Downtown Winter Haven, the Chain of Lakes, shopping, dining, medical facilities, and major roadways including US-27, this home offers easy access to everything Central Florida has to offer. A new Publix shopping center is located approximately one mile away, making daily errands a breeze. Lawn service is included in the monthly rent of $2,000, providing added convenience and value. Rental Requirements: Monthly Rent: $2,000 First Month's Rent, Last Month's Rent, and Security Deposit Required $75 Application Fee per Adult Applicant Background and Credit Check Required No Smoking No Pets Allowed Don't miss this opportunity to lease a well-maintained, move-in-ready home in a desirable Winter Haven location. Schedule your private showing today!
Listing is courtesy of: RE/MAX HERITAGE PROFESSIONALS (863-256-2188)
Listing Agent: Chris Loschiavo (863-280-2201)
1172 TYLER LOOP, WINTER HAVEN, FL 33884
$1,30021 Days on yellowkey MLS ID: O6412037
REDUCED by $100 (7.1%) on 06/20/2026
Bed: 1 Bath: 1.0 Gar: 2 Liv Area Sq Ft: 600 Built: 2023Community: Peace Creek Reserve 50SSingle Family
Elementary School: Wahneta Elem
Remarks: Beautiful and fully equipped In-Law Suite with a private, independent entrance located within a Main House, which has its own separate entrance and is rented separately. This one-story suite offers a comfortable and functional layout, featuring modern finishes, quartz countertops, newer appliances, upgraded lighting, and ceiling fans. Enjoy a cozy living space with access to a fenced backyard and covered patio area. Located in Peace Creek Reserve, residents benefit from a community pool, playground, and convenient proximity to schools, shopping, dining, and recreation.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Rhansel Acevedo Rodriguez (407-668-0143)
1701 36TH ST NW, WINTER HAVEN, FL 33881
$1,8005 Days on yellowkey MLS ID: S5151961
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 1815 Built: 1960Community: InwoodSingle Family
Elementary School: None
High School: None
Middle School: None
Remarks: Spacious and move-in ready! This beautifully updated 4-bedroom, 2-bath rental home offers over 1,800 square feet of comfortable living space and sits on a rare 0.40-acre corner lot with NO HOA restrictions. Inside, you'll find a bright and functional floor plan featuring modern flooring, an updated kitchen with stylish cabinetry and stainless-steel appliances, and refreshed bathrooms with contemporary finishes. Recent improvements to the HVAC, electrical, and plumbing systems provide added comfort and peace of mind. The oversized lot offers plenty of outdoor space and ample parking for multiple vehicles. Whether you need room for work trucks, recreational equipment, or simply enjoy having extra outdoor space, this property delivers flexibility that is hard to find. Conveniently located near shopping, restaurants, schools, medical facilities, and major roadways, this home combines small-town comfort with easy access to everything Winter Haven has to offer. Property Features: • 4 Bedrooms • 2 Full Bathrooms • Over 1,800 Sq. Ft. of Living
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: Jose Hooker-Gomez (407-272-6986)
WINTER HAVEN, FL 33880
$2,35026 Days on yellowkey MLS ID: O6410714
REDUCED by $150 (6.0%) on 06/19/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1345 Built: 2022Community: Village/Crystal BeachSingle Family
Elementary School: Garden Grove Elem
Remarks: Beautiful 3-bedroom, 2-bath home available for rent in Winter Haven! This well-maintained property features a spacious open-concept layout with the living and dining areas seamlessly connected to the kitchen, creating the perfect space for everyday living and entertaining. Enjoy a large backyard with plenty of room for outdoor activities, family gatherings, or simply relaxing. Conveniently located near shopping, dining, schools, and major roadways. Rent is $2,500/month unfurnished or $2,800/month furnished. Schedule your private showing today!
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Mirna Hernandez (877-366-2213)
1111 CYPRESS GARDENS BLVD SE #12, WINTER HAVEN, FL 33880
$80072 Days on yellowkey MLS ID: L4960990
0 Days Off yellowkey (back on 6/19/2026)
Bed: 0 Bath: 1.0 Liv Area Sq Ft: 500 Built: 1970Community: Royonne Place ResubApartment
Remarks: A studio apartment with 1 bath for rent off of Lake Roy. Included in the rent is Water, and Lawn service. This property does not have a washer or dryer hook-up. Call soon before this property is gone! Application Fee runs $50 per adult with a onetime $50 Lease Fee. For this home we are asking for First Month's Rent ($800), and Security Deposit ($1000) making total move in cost assuming one adult to be $1900 if you move in on the first of the month.
Listing is courtesy of: AT YOUR SERVICE REALTY, LLC (863-665-5663)
Listing Agent: Daniel Gonzalez (863-226-9614)
616 CRYSTALS BLVD, WINTER HAVEN, FL 33884
$1,70079 Days on yellowkey MLS ID: O6395877
REDUCED by $200 (10.5%) on 06/19/2026
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)
658 AVENUE B NW, WINTER HAVEN, FL 33881
$99528 Days on yellowkey MLS ID: P4938796
REDUCED by $100 (9.1%) on 06/17/2026
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 (863-443-8845)
3008 SAINT PAUL DR #3012, WINTER HAVEN, FL 33880
$1,3971 Day on yellowkey MLS ID: S5152185
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 914 Built: 1984Community: Winter Lake ManorHalf Duplex
Remarks: Beautiful 2/1 VIEW TODAY!
Listing is courtesy of: ADAN INVESTMENTS REAL ESTATE GROUP, PLLC (407-967-2867)
Listing Agent: Adan Ordonez (407-967-2867)
1019 MOCKINGBIRD CIR, WINTER HAVEN, FL 33884
$1,65090 Days on yellowkey MLS ID: L4960465
REDUCED by $50 (2.9%) on 06/01/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1662 Built: 1977Community: Garden Grove South Ph 1 And 2Single Family
Remarks: 3 bedroom 2 bath home with 2 car garage located in SE Winter Haven near Legoland. Modern custom cabinets throughout the home, open island kitchen design with pantry, bedrooms with plenty of closet space. Large master suite with roomy walk-in closet, spacious tiled master bath, and sliding doors to screened porch. Double pane windows throughout. Fenced yard. Located in a family friendly neighborhood right down the street from Garden Grove Elementary School. Convenient to Walmart, CVS, and Walgreen, and just a short drive away from Eagle Ridge Mall.
Listing is courtesy of: REMAX EXPERTS (863-802-5262)
Listing Agent: Donna Williams (863-701-3663)
1743 AVENUE C NE, WINTER HAVEN, FL 33881
$1,59536 Days on yellowkey MLS ID: L4961926
REDUCED by $100 (5.9%) on 06/15/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1016 Built: 1988Community: Elbert AcresSingle Family
Remarks: 3BR/2BA home available now in Winter Haven! This home features all ceramic tile flooring, fresh paint, nice recently renovated kitchen, and a single car garage.
Listing is courtesy of: SUPERIOR PROPERTY MGMT & SALES (863-853-2770)
Listing Agent: Tracey Crews (863-698-1783)
2007 9TH ST NE, WINTER HAVEN, FL 33881
$1,75051 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. 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 JULY MOVE IN SPECIALS: FREE APPLICATION & FIRST MONTH HALF OFF
Listing is courtesy of: RODRIGUEZ PROPERTY MANAGEMENT (407-936-4061)
Listing Agent: Francisco Medina (407-931-6738)
$1,79967 Days on yellowkey MLS ID: TB8497765
0 Days Off yellowkey (back on 6/1/2026)
REDUCED by $20 (1.1%) on 05/27/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1300 Built: 2010Community: Central PointeSingle Family
Remarks: Take a look at this beautiful home, Clean and Move-In Ready, featuring 4 bedrooms, 2 bathrooms, 2 car garage and approximately 1,300 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.
Listing is courtesy of: TAH FLORIDA LLC (844-874-2661)
Listing Agent: Laidy Mataushek (407-298-0779)
WINTER HAVEN, FL 33884
$1,90967 Days on yellowkey MLS ID: TB8497756
0 Days Off yellowkey (back on 6/5/2026)
REDUCED by $30 (1.5%) on 05/27/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2150 Built: 2006Community: Whispering Trls Ph 01Single Family
Remarks: Take a look at this beautiful home, Clean and Move-In Ready, featuring 4 bedrooms, _3 bathrooms, 2 car garage and approximately 2,150 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.
$2,03929 Days on yellowkey MLS ID: TB8511683
REDUCED by $40 (1.9%) on 06/10/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2136 Built: 1991Community: Cypresswood MdwsSingle Family
Remarks: Take a look at this beautiful home, Clean and Move-In Ready, featuring 3 bedrooms, 2 bathrooms, 2 car garage and approximately 2,136 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.
$1,88924 Days on yellowkey MLS ID: TB8512569
REDUCED by $10 (0.5%) on 06/17/2026
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.
$1,80929 Days on yellowkey MLS ID: TB8511692
REDUCED by $30 (1.6%) on 06/17/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1961 Built: 1989Community: Whisper Lake 01Single Family
Remarks: Take a look at this beautiful home, Clean and Move-In Ready, featuring 3 bedrooms, 2 bathrooms, 2 car garage and approximately 1,961 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.
1241 N LAKE ELBERT DR NE, WINTER HAVEN, FL 33881
$2,3003 Days on yellowkey MLS ID: L4962823
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2196 Built: 1960Community: Bettes & Ewing SubSingle Family
Remarks: LAKEFRONT! LAKE ELBERT! CLOSE TO POLK STATE COLLEGE! Enjoy the lake views and waterfront activities from this updated 3 bedroom, 2 and 1/2 bath home. Features include split bedrooms, stainless appliances, family room with fireplace, large laundry room, attached 2 car garage and a separate 2 car carport. Bring your boat, kayak, canoe, paddle board or pool noodle. Whatever will get you out on the water.
Listing is courtesy of: LOCKHART & ASSOCIATES INC (863-293-1234)
Listing Agent: Steven Smith, Pa (863-224-2297)
3349 COSTELLO CIR, WINTER HAVEN, FL 33884
$1,9003 Days on yellowkey MLS ID: O6417748
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1516 Built: 2023Community: Villamar Ph 5Single Family
Remarks: You'll definitely want to check out this beautiful, like-new property! The zero entry resort style community pool and playground overlooks one of the many beautiful lakes in Winter Haven. Villamar is a wonderful community close to a top rated Elementary School. Enjoy the privacy of this lot, as it does not have rear neighbors, but instead overlooks a quaint pond and conservatory area! Make sure to schedule your showing today!
Listing is courtesy of: VALOR REALTY SERVICES LLC (407-668-2448)
Listing Agent: Marian Benson (954-205-3075)
912 LAKE JESSIE DR, WINTER HAVEN, FL 33881
$2,0003 Days on yellowkey MLS ID: L4962721
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 1100 Built: 1956Single Family
Remarks: Experience lakefront living in this recently updated 2-bedroom, 2-bath residence offering approximately 1,100 square feet of comfortable living space. Rent includes utilities, providing exceptional value and convenience. The home features a well-equipped kitchen with range, dishwasher, and refrigerator, along with a tankless water heater for added efficiency. Enjoy stunning water views and direct access to Lake Jessie from your private dock with electricity, perfect for fishing, kayaking, or relaxing by the water. Additional features include a private driveway for parking. No smoking and no pets permitted. Contact today to schedule your private showing and experience this unique waterfront rental opportunity.
Listing is courtesy of: HOUSE OF GLASS REAL ESTATE PM (863-940-3756)
Listing Agent: Tiffani Kline (863-450-0207)
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