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JAN PHYL VILLAGE - O6412151 - 506 HOLT CIR, WINTER HAVEN, FL 33880 Just Added on 06/01/2026 11:59AM
$1,700 | Single Family Home | 3 beds | 2.0 baths | 1 car
Located in the welcoming Jan Phyl Village community, this beautifully refreshed 3-bedroom, 2-bathroom home offers comfort, convenience, and plenty of outdoor space. Featuring a fresh neutral color palette and abundant natural light, this move-in-ready residence is designed for easy everyday living. Step outside to enjoy the large backyard, perfect for relaxing, entertaining, or spending time outdoors. Small pets considered. Conveniently located just minutes from Recker Highway and Cypress Gardens Boulevard, with easy access to shopping, dining, and major roadways throughout Winter Haven and surrounding areas.
Listing is courtesy of: LA ROSA REALTY CW PROPERTIES L
SPRING LAKE TOWERS - P4938774 - 700 MIRROR TER NW #705, WINTER HAVEN, FL 33881 Just Added on 05/31/2026 11:03PM
$1,500 | Condo | 1 beds | 2.0 baths | 1 car
FLORIDA LAKEFRONT (age 55+) CONDO FOR RENT, $1,500 PER MONTH. THE LANDLORD IS LOOKING FOR A LONG-TERM TENANT. NO SMOKING, & NO PETS ARE ALLOWED. APPLICATION FEE AND BACKGROUND CHECK AND MEETING WITH BOARD ARE REQUIRED. CREDIT CHECK FEE PAID BY TENANT. MONTHLY RENT AMOUNT INCLUDES ELECTRICITY, CABLE, INTERNET, WATER, SEWER, TRASH, USE OF RECREATIONAL FACILITIES & ONE ASSIGNED COVERED PARKING SPACE. This open floor plan has plenty of natural lighting, a beautiful lake view and is nicely furnished. The updated kitchen with stainless steel appliances has a pass-through to the dining area. The oversized bedroom easily accommodates a king-size bed, has an en-suite bathroom and a walk-in closet. The bonus room and Florida room provide additional living space along with a storage closet. This condo has a washer & Dryer for your convenience. Northgate Shopping Center with Publix grocery store is across the adjacent street. One assigned covered parking space is provided. The swimming pool, dock, library, fitness room, and laundry are located on the basement/lake level. The association occasionally offers activities if you wish to participate. Immaculate and well-managed condominium complex that has successfully completed the integrity inspections. The association & landlord must both approve the tenant. The Background check/application fees are non-refundable. Tenant and any visiting guest are required to abide by all association rules and restrictions. A boat slip may be available with approval and a yearly fee.
Listing is courtesy of: JUDY B CLEAVES PROPERTIES INC
PEACE CREEK RESERVE 50S - O6412037 - 1172 TYLER LOOP, WINTER HAVEN, FL 33884 2 Days on yellowkey
$1,400 | Single Family Home | 1 beds | 1.0 baths | 2 gar
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
PEACE CREEK RESERVE 50S - O6411165 - 1172 TYLER LOOP, WINTER HAVEN, FL 33884 2 Days on yellowkey
$2,200 | Single Family Home | 4 beds | 2.0 baths | 2 gar
One or more photo(s) has been virtually staged. Spacious one-story home for rent featuring 3 bedrooms, 2 full bathrooms, and an office. The home includes quartz countertops, newer appliances, upgraded lighting, ceiling fans, and a fenced backyard with a covered patio. The property also features an In-Law Suite with its own private, separate entrance, which is rented separately. Located in Peace Creek Reserve with access to a community pool, playground, and nearby schools, shopping, and dining.
SPRING LAKE TOWERS - B4902265 - 700 MIRROR TER NW #507, WINTER HAVEN, FL 33880 3 Days on yellowkey
$1,850 | Condo | 2 beds | 2.0 baths | 1 car
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
LAKE SMART ESTATES - S5150873 - 3711 JULIUS ESTATES BLVD, WINTER HAVEN, FL 33881 3 Days on yellowkey
$2,100 | Single Family Home | 4 beds | 2.0 baths | 2 gar
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
- S5150858 - 2029 CARROLL LN., WINTER HAVEN, FL 33880 3 Days on yellowkey
$2,500 | Single Family Home | 4 beds | 3.0 baths | 2 gar
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
LARAMORE SUB - O6411725 - 1830 2ND ST NW #B, WINTER HAVEN, FL 33881 3 Days on yellowkey
$1,600 | Half Duplex | 3 beds | 1.0 baths
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
LARAMORE SUB - O6411721 - 1830 2ND ST NW #A, WINTER HAVEN, FL 33881 4 Days on yellowkey
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.
KENSINGTON VIEW - WINTER HAVEN, FL 33880 5 Days on yellowkey
$1,929 | Single Family Home | 3 beds | 2.0 baths | 2 gar
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
EAGLE POND CONDO - P4938816 - 1005 EAGLE POND DR #1005, WINTER HAVEN, FL 33884 5 Days on yellowkey
$1,550 | Condo | 2 beds | 2.0 baths
MOVE-IN READY second floor Eagle Pond condominium in the highly desirable gated community of Cypresswood Golf and Country Club. This meticulously-maintained condo features hard floors throughout (no carpet!), newer interior paint, newer kitchen appliances, interior laundry (with newer front load LG washer/dryer provided), and so much more. The spacious master bedroom features an en suite bathroom while both bedrooms offer walk-in closets. Additional linen storage exists in the main bedroom and hallway, plus an additional outside storage closet offers plenty of room to store all of your extras. The Cypresswood community features an 18-hole championship golf course designed by Ron Garl, junior Olympic-sized community pool, lighted tennis courts, clubhouse, event space, and so much more. The pool and tennis amenities, repairs, pest control, and trash collection are INCLUDED with your lease! Minutes from Highway 27 and the I-4 corridor, Winter Haven's very own Legoland Florida Resort, the Polk Parkway, and in the center of a thriving community with many convenient grocery, restaurant, shopping, and commuting options, this one will surely not last long. Applications are approved based on creditworthiness and monthly income equal to at least 3x monthly rental amount. One pet up to 25 lbs allowed with $100.00 non-refundable pet fee and $25.00/month.
Listing is courtesy of: JOHN WOOD REALTY, INC.
EAGLE CREST - P4938778 - 2429 TWIN LAKE VIEW RD, WINTER HAVEN, FL 33881 5 Days on yellowkey
$2,350 | Single Family Home | 4 beds | 2.0 baths | 2 gar
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
BOUNT & WHITLEDGE SUB - S5150683 - 2529 PINE PL, WINTER HAVEN, FL 33881 5 Days on yellowkey
$1,895 | Single Family Home | 3 beds | 2.5 baths | 2 gar
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
BOUNT & WHITLEDGE SUB - S5150681 - 2607 TANOAK TER, WINTER HAVEN, FL 33881 5 Days on yellowkey
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.