Displaying: For Rent
Location: Winter Haven
Property Type(s): Condos
Price: $1,000 to $1,499
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Winter Haven - 13 properties found
2085 ISLE ROYALE CT SE #284, WINTER HAVEN, FL 33880
$1,285Listed 06/23/2026 8:27PM MLS ID: O6418491
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 648 Built: 2004Community: Park LakeCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:
Elementary School: John Snively Elem
High School: Winter Haven Senior
Tax Year:
Middle School: Denison Middle
Remarks: CURRENTLY AVAILABLE!! CORNER UNIT WITH VAULTED CEILINGS, PRIVATE BALCONY AND LAKEFRONT COMMUNITY- Welcome to your new retreat in the highly sought-after chain of lakes community of Park Lake — where comfort, style, and location come together beautifully. Step inside this charming one-bedroom, one-bath home and you’ll immediately notice the open feel created by vaulted ceilings and luxury vinyl flooring throughout the main living areas. The kitchen is a true highlight, featuring quartz countertops, sleek cabinets, stylish backsplash a modern tile floor, and all-new stainless steel appliances — including a five-burner stove, low-profile microwave, and refrigerator with exterior ice-maker. Thoughtful upgrades like new sinks, faucets, a garbage disposal, and modern lighting add both function and sophistication. The bathroom feels spa-like with a sleek tile shower, coordinating tile floor, quartz countertop, new sink, fixtures, and an elegant multi-illuminating with anti fog mirror that provides perfect lighting for any time of day. Two sliding glass doors — one from the living room and another from the bedroom — open to your private screened balcony, filling the home with natural light and offering peaceful outdoor views. The spacious bedroom includes a large closet, providing plenty of storage. Updated blinds, modern ceiling fans, and an inside utility with a washer/dryer combo add even more comfort and convenience. One designated parking space along with additional parking nearby. Just five minutes from vibrant downtown Winter Haven and next door to the state-of-the-art Advent Health Field House — complete with basketball courts and an Olympic-size swimming pool — this home’s location can’t be beat. Park Lake sits on the shores of beautiful Lake Lulu, where residents can fish from the pier or enjoy skiing right on the water. Perfectly centered near shopping, dining, and grocery stores, this prime location truly offers it all — comfort, convenience, and the best of the Florida lifestyle.
Listing is courtesy of: LIONHEART BROKERS (321-214-4640)
Listing Agent: Claudia Centesimo (407-383-8882)
100 EL CAMINO DR #111, WINTER HAVEN, FL 33884
$1,05068 Days on yellowkey MLS ID: S5148060
REDUCED by $150 (12.5%) on 06/24/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 931 Built: 1971Community: Orchid Spgs Vill 100 CondoSpa: NoCondo
Elementary School: None
High School: None
Middle School: None
Remarks: Available May 1st — Bright and well-kept 1/1 first-floor condo offering 931 sq ft of comfortable living space and a relaxing pond view from the rear of the unit. Enjoy easy access with no stairs and a peaceful setting. Condo board approval is required for all occupants and pets. One pet under 20 lbs is permitted with association approval. Ideal for anyone seeking a quiet, well-managed community.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Sharon Gastelbondo (863-800-4655)
900 AVENUE Z SE #A3, WINTER HAVEN, FL 33880
$1,37537 Days on yellowkey MLS ID: O6408764
0 Days Off yellowkey (back on 6/23/2026)
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 840 Built: 1974Community: Sandy Cove Winter HavenCondo
Remarks: Welcome to your new home at 900 Avenue Z SE in the heart of Winter Haven! This beautifully updated ground-floor 2-bedroom, 1-bathroom unit offers 840 square feet of comfortable living space with no carpet throughout. Enjoy brand-new vinyl plank flooring in the bedrooms, while the living room features a stylish combination of tile and bamboo flooring for a modern touch. The kitchen is equipped with sleek stainless steel appliances and includes a convenient top and bottom loader washer and dryer. Step outside to your small covered balcony, perfect for relaxing, and take advantage of the front space ideal for chairs and unwinding after a long day. This unit also includes one designated parking spot and access to a community pool for your enjoyment. Rent includes water and trash services for added value. ESA-designated pets are welcome with proper documentation, making this a great place to call home!
Listing Agent: Nomar Rosa (646-673-3900)
8302 WATERVIEW WAY #8302, WINTER HAVEN, FL 33884
$1,4001 Day on yellowkey MLS ID: P4939121
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 930 Built: 1988Community: Garden Villas Condo Ph 01Condo
Elementary School: Chain O Lakes Elem
High School: Lake Region High
Remarks: Cute and clean downstairs end unit in Winterset, a gated community. Features wood laminate flooring in living area and bedrooms and ceramic tile in the wet areas. Open floor plan, kitchen with breakfast bar overlooking living room with mirror wall and dining area. Master bedroom has sliding glass doors to a private 6x7 screened in patio. Master suite includes walk-in closet, stackable washer & dryer, tile walk-in shower with shelving in the bathroom, plus another lien closet or storage space outside. Guest bath also has a tile walk-in shower. Enjoy the amenities Winterset offers, includes waterfront gated community, tennis courts, clubhouse, community heated pool and hot tub, access to Lake Winterset and Chain-of-Lakes. Great location and easy access to shopping centers, Publix & Walmart, and Legoland.
Listing is courtesy of: STAR REALTY OF WINTER HAVEN (863-299-7827)
Listing Agent: Carlee Marchetti (863-258-3338)
2085 ISLE ROYALE CT SE #189, WINTER HAVEN, FL 33880
$1,02582 Days on yellowkey MLS ID: L4960815
REDUCED by $125 (10.9%) on 06/21/2026
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 (863-294-7541)
333 LAKE HOWARD DR NW #312C, WINTER HAVEN, FL 33880
$1,42564 Days on yellowkey MLS ID: L4961272
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1030 Built: 1974Community: Imperial Harboursphases 01 & 02Condo
Remarks: FOR RENT - 2 Bedroom/2 Bath Condo at Imperial Harbours. This community is for ages 55+. The unit comes with all of the appliances and faces the garden area. The bedrooms are generously sized, and the porch area is enclosed. The community features a very nice pool with a TIKI Bar area for relaxing and sipping your favorite drinks. In the distance you can watch the sun rise over Lake Howard in the early morning hours of the day. The amenities include an in-ground community pool, pool maintenance, grounds maintenance, one assigned parking space, elevator access, WI-FI, landscaping, sewer, and trash collection. Come visit this lovely unit today!
1103 CYPRESS GARDENS BLVD #17, WINTER HAVEN, FL 33884
$1,20036 Days on yellowkey MLS ID: L4961998
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 575 Built: 1980Community: Lamplighter VillageSpa: NoCondo
Remarks: Virtually Staged. Chain of Lakes WATERFRONT living with stunning views of Lake Roy! This beautifully updated 1-bedroom condo offers the perfect blend of peaceful lakeside charm and everyday convenience, located just minutes from shopping, dining, and entertainment. Step inside to find wood-look tile flooring throughout, fresh calming oasis-blue paint, and abundant natural light pouring in through updated windows showcasing picturesque lake views. The spacious living area flows into a versatile window-lined nook, ideal for a home office, reading corner, or expanded seating area. The updated kitchen features modern appliances and an efficient layout designed to maximize space and functionality. The bedroom offers two closets for ample storage along with a convenient stackable washer and dryer nook. The bathroom has been tastefully renovated with a modern subway-tiled tub surround. Just outside your front door, enjoy a large HOA-maintained green space with picnic seating overlooking the water. Beyond that, you’ll have direct access to Lake Roy, perfect for kayaking, paddle boarding, or simply soaking in the serene setting. The community dock provides additional space for fishing, relaxing, and enjoying breathtaking lakefront sunsets. Don’t miss this rare opportunity to lease a charming lakeside retreat on the Chain of Lakes!
Listing is courtesy of: REMAX EXPERTS (863-802-5262)
Listing Agent: Jake Bellamy (863-838-7804)
1707 EAGLE POND DR #1707, WINTER HAVEN, FL 33884
$1,45077 Days on yellowkey MLS ID: P4938394
0 Days Off yellowkey (back on 6/5/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1017 Built: 2009Community: Eagle Pond CondoCondo
Elementary School: Elbert Elem
Remarks: MOVE-IN READY upstairs Eagle Pond condominium in the highly desirable gated community of Cypresswood Golf and Country Club. This professionally-managed condominium includes interior laundry, walk-in closets, open concept living space, 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 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. Monthly rent includes maintenance and repairs, pest control, and trash collection. Up to three pets allowed with prior approval; applications approved based on creditworthiness and income equal to at least 3x monthly rent, otherwise additional security deposit may be required.
Listing is courtesy of: JOHN WOOD REALTY, INC. (863-324-9663)
Listing Agent: Kayly Malinas, Pa (863-258-1426)
1202 EAGLE POND DR #1202, WINTER HAVEN, FL 33884
$1,45020 Days on yellowkey MLS ID: L4962446
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1017 Built: 2005Community: Eagle Pond CondoCondo
Remarks: Updated 2 bedroom 2 bath first floor end unit condo located in the Eagle Pond neighborhood at Cypresswood Golf and Country Club. This unit has just undergone a professional interior paint job along with the installation of new laminate flooring. The country club amenities include access to the clubhouse with bar and grill, jr. olympic swimming pool and pickleball/tennis courts. The championship 18 hole golf course is open to the public. As an added bonus, Publix just opened a brand new location just a mile down the road which is sure to attract other popular businesses.
Listing is courtesy of: LOCKHART & ASSOCIATES INC (863-293-1234)
Listing Agent: Steven Smith, Pa (863-224-2297)
2001 SAN MARCOS DR SE #11, WINTER HAVEN, FL 33880
$1,32521 Days on yellowkey MLS ID: P4938907
REDUCED by $25 (1.9%) on 06/04/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 960 Built: 1984Community: Park LakeCondo
Remarks: A SPACIOUS GROUND FLOOR END UNIT NEAR FAST FOOD, SHOPPING & BUS LINE. UNIT HAS GAS RANGE & HOT WATER, PLUS GAS HEAT, READY TO MOVE IN NO AGE RESTRICTIONS. CLUB HOUSE & POOL WITH DOCK ON CHAIN OF LAKE.
Listing Agent: William Beasley (863-299-1256)
1550 11TH ST NE #G3, WINTER HAVEN, FL 33881
$1,32560 Days on yellowkey MLS ID: P4938529
REDUCED by $50 (3.6%) on 06/04/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1148 Built: 1974Community: Lake Buckeye CondoCondo
Remarks: Welcome to Lake Buckeye Condos, where easy living meets everyday comfort. Enjoy access to the community pool without the hassle of maintenance, just relax and unwind. This move-in ready 2 bedroom, 2 bathroom condo offers a cozy and inviting layout perfect for making yourself at home. Step outside onto the spacious porch, an ideal spot to enjoy your morning coffee in the Florida sunshine or unwind in the evenings after a long day. Conveniently located and ready for its next tenant, this charming unit has everything you need to settle in comfortably. Call today to schedule your private showing.
1101 EAGLE POND DR #1101, WINTER HAVEN, FL 33884
$1,40086 Days on yellowkey MLS ID: S5146256
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1017 Built: 2003Community: Eagle Pond CondoCondo
Remarks: Affordability meets Comfort. First Floor unit for easy access in a highly desirable gated community of Cypresswood Golf & Country Club. This rental will include access to community pool, 24-hour security, exterior maintenance, common area taxes, trash service, pest control, and private road upkeep. Residents can also enjoy an 18-hole golf course, on-site restaurant, tennis courts, and a fitness center. Conveniently accessible to Hwy 27, I-4, medical facilities, Legoland, shopping, & dining. Applicants must complete the application form for pre-screening, once the landlord review the application & ready to proceed there will be an application fee of $50 for a background screening. All applicants 18 years old and above must complete a background screening. Applicants must provide proof of Verifiable Income & must meet landlord minimum income requirements, Proof of Employment, Valid Proof of Identification, & must honestly disclose the number of occupants residing in the home. Showing schedules are by appointment only.
Listing is courtesy of: MAZELG REALTY (863-399-0226)
Listing Agent: Lienyvette Grimaldo (863-399-0226)
1550 11TH ST NE #B6, WINTER HAVEN, FL 33881
$1,425134 Days on yellowkey MLS ID: L4959252
0 Days Off yellowkey (back on 4/6/2026)
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)
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