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Winter Haven, FL Condos for Rent with Community Pool

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  • /44

    $1,400 Per Month

    • 2 Beds
    • 2 Baths
    • 930 Sq Ft
    • Condo for Rent

    8302 Waterview Way, Winter Haven, FL 33884

    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 &

    Agent Photo

    CarLee Marchetti

    STAR REALTY OF WINTER HAVEN

    8302 Waterview Way, Winter Haven, FL 33884
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    $1,400

    Total Monthly Price

    • 2 Beds
    • 1 Bath
    • 1,260 Sq Ft
    • Condo for Rent

    5850 Cypress Gardens Blvd Unit 607, Winter Haven, FL 33884

    This property at 5850 Cypress Gardens Blvd unit #607 features 2 bedrooms and 1 bathroom within a total of 1,260 square feet. The living room offers ample space for relaxation and entertainment, while the bedrooms provide comfortable accommodations. The bathroom is equipped with standard fixtures. Amenities include air conditioning for climate control, a washer and dryer for laundry convenience,

    5850 Cypress Gardens Blvd Unit 607, Winter Haven, FL 33884
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    $1,400

    Total Monthly Price

    • 2 Beds
    • 2 Baths
    • 1,073 Sq Ft
    • Condo for Rent

    357 Winter Ridge Blvd Unit 357, Winter Haven, FL 33881

    Available NowLakefront Condo on Lake Smart. The community of Winter Ridge Condos offer a community swimming pool, club house, and private boat dock. This Lakefront inviting condo features 2 large bedrooms and 2 bathrooms and covered car-port. An open layout living/dinning combo and abundant natural light. No Smoking. $1400 rent per month plus one month security deposit and utilities

    357 Winter Ridge Blvd Unit 357, Winter Haven, FL 33881
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    $1,500

    Total Monthly Price

    • 2 Beds
    • 2 Baths
    • 1,017 Sq Ft
    • Condo for Rent

    901 Eagle Pond Dr Unit 901 Eagle Pond, Winter Haven, FL 33884

    Beautifully Renovated First-Floor Apartment in prestigious Cypresswood Gated Golf Course CommunityWelcome home to this beautifully fully renovated 1,017-square-foot first-floor apartment, located in a highly desirable gated golf course community. This move-in-ready home features 2 spacious bedrooms with walk-in closets, 2 full bathrooms, 2 linen closets, and a convenient laundry closet

    901 Eagle Pond Dr Unit 901 Eagle Pond, Winter Haven, FL 33884
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    $1,425 Per Month

    • 2 Beds
    • 2 Baths
    • 1,030 Sq Ft
    • Condo for Rent

    333 Lake Howard Dr NW Unit 312C, Winter Haven, FL 33880

    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

    Linda Andre COLDWELL BANKER REALTY

    333 Lake Howard Dr NW Unit 312C, Winter Haven, FL 33880
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    $1,450 Per Month

    • 2 Beds
    • 2 Baths
    • 1,017 Sq Ft
    • Condo for Rent

    704 Eagle Pond Dr Unit 7D, Winter Haven, FL 33884

    Lovely GROUND FLOOR Eagle Pond condominium in the highly sought-after gated community of Cypresswood Golf and Country Club. 10-foot high ceilings, complimenting the open concept living area complete with expansive living and dining areas, including a kitchen breakfast bar. All NEW luxury vinyl flooring, NEW windows and sliding glass patio door, NEW kitchen countertops, and fresh interior paint.

    Kayly Malinas JOHN WOOD REALTY, INC.

    704 Eagle Pond Dr Unit 7D, Winter Haven, FL 33884
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    $1,450 Per Month

    • 2 Beds
    • 2 Baths
    • 1,017 Sq Ft
    • Condo for Rent

    1105 Eagle Pond Dr Unit 11E, Winter Haven, FL 33884

    Second floor Eagle Pond condominium in the highly desirable 24-hour guard-gated community of Cypresswood Golf and Country Club. High ceilings, breakfast bar, and open-concept living area are just a few features this property offers. The spacious primary bedroom features an en suite bathroom while both bedrooms offer walk-in closets. Additional linen storage exists in the main bedroom and hallway,

    Kayly Malinas JOHN WOOD REALTY, INC.

    1105 Eagle Pond Dr Unit 11E, Winter Haven, FL 33884
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    $1,550 Per Month

    • 2 Beds
    • 2 Baths
    • 1,017 Sq Ft
    • Condo for Rent

    802 Eagle Pond Dr, Winter Haven, FL 33884

    FULLY FURNISHED and EQUIPPED including linens and dishes.Minimum 7 month lease.Enjoy the serene pond front views from this first floor 2 bedroom 2 bathroom condo located in the Eagle Pond Neighborhood in Gated, Cypresswood Golf and Country Club.MOVE IN WITH YOUR SUITCASE!Amenities include 24 hour manned gate, community pool, brand new pickleball and tennis courts, clubhouse with

    Steven Smith, PA LOCKHART & ASSOCIATES INC

    802 Eagle Pond Dr, Winter Haven, FL 33884
  • /42

    $1,500 Per Month

    • 2 Beds
    • 2 Baths
    • 1,030 Sq Ft
    • Condo for Rent

    333 Lake Howard Dr NW Unit 303A, Winter Haven, FL 33880

    Welcome to 333 Lake Howard Dr NW #303A, where everyday living comes with beautiful views of Lake Howard and the convenience of being just minutes from downtown Winter Haven. This 3rd-floor condo offers a peaceful setting overlooking one of Winter Haven’s most loved lakes, creating the perfect backdrop for morning coffee, quiet evenings, or simply enjoying the Florida lifestyle from home. Inside,

    Chris Loschiavo RE/MAX HERITAGE PROFESSIONALS

    333 Lake Howard Dr NW Unit 303A, Winter Haven, FL 33880
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    $1,650 Per Month

    • 2 Beds
    • 2 Baths
    • 1,579 Sq Ft
    • Condo for Rent

    100 El Camino Dr Unit 309, Winter Haven, FL 33884

    Welcome to easy, low-maintenance living in this charming 2-bedroom, 2-bath condo located in a peaceful 55+ community tucked away from the main road. This spacious home features an open-concept layout with a large living and dining area, perfect for relaxing or entertaining. Enjoy your morning coffee or unwind in the beautiful Florida room overlooking a serene lagoon. The community offers a

    Chrissi Jasso ASSOCIATE REALTY

    100 El Camino Dr Unit 309, Winter Haven, FL 33884
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    $1,500 Per Month

    • 2 Beds
    • 2 Baths
    • 930 Sq Ft
    • Condo for Rent

    5202 Waterview Way, Winter Haven, FL 33884

    A comfortable first-floor 2 bed, 2 bath condo in the gated Winterset community, this home offers an easy, open layout with plenty of natural light and convenient ground-level access. Each bedroom has its own full bathroom, giving you a setup that works well for roommates, guests, or anyone who wants a little extra privacy. The condo can be leased furnished for a turnkey move-in or unfurnished if

    Christin Davis PROPERTY MANAGEMENT OF POLK

    5202 Waterview Way, Winter Haven, FL 33884
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    $1,650 Per Month

    • 2 Beds
    • 2 Baths
    • 1,252 Sq Ft
    • Condo for Rent

    702 Country Ln NE Unit 702, Winter Haven, FL 33881

    LAKEFRONT LIVING AT ITS BEST. REFRESHED FIRST FLOOR 2BR-2BA CONDO WITH COVERED PARKING AND BEAUTIFUL VIEWS OF LAKEBUCKEYE. FEATURES INCLUDE FRESH INTERIOR PAINT THROUGHOUT, LUXURY VINYL WOOD PLANK FLOORING, STAINLESS REFRIGERATORAND MICROWAVE, OPEN GREAT ROOM DESIGN WITH LIVING AND DINING COMBO. RELAX IN THE FLORIDA ROOM OVERLOOKING THELAKE AND ENJOY STUNNING SUNRISE VIEWS WITH YOUR

    Glenda Pruitt FLORIDA HOME CHOICE REALTY

    702 Country Ln NE Unit 702, Winter Haven, FL 33881
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    $1,400 Per Month

    • 2 Beds
    • 1.5 Baths
    • 1,260 Sq Ft
    • Condo for Rent

    5850 Cypress Gardens Blvd Unit 607, Winter Haven, FL 33884

    Recently updated condo in a great location! Walking distance to Legoland. Featuring 2 bedrooms, 1.5 bathrooms - giving you lots of room and a nice back porch to enjoy on a peaceful Florida afternoon. Call or text to see it today. $50 application fee/person.

    Renee Butler BROKERS REALTY OF CENTRAL FLOR

    5850 Cypress Gardens Blvd Unit 607, Winter Haven, FL 33884
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    $1,325 Per Month

    • 2 Beds
    • 2 Baths
    • 960 Sq Ft
    • Condo for Rent

    2001 San Marcos Dr SE Unit 11, Winter Haven, FL 33880

    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.

    William Beasley STAR REALTY OF WINTER HAVEN

    2001 San Marcos Dr SE Unit 11, Winter Haven, FL 33880
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    $1,400 Per Month

    • 2 Beds
    • 2 Baths
    • 1,078 Sq Ft
    • Condo for Rent

    2050 San Marcos Dr SE Unit 214, Winter Haven, FL 33880

    Discover a spacious 2-bedroom, 2-bathroom second floor condo nestled in one of the most sought-after complexes in town. This home offers a perfect blend of comfort and convenience, featuring an open floor plan, natural light, and premium finishes throughout. The condo is located right across from the community's office and mailboxes. The two bedrooms provide plenty of space and privacy, with the

    Christin Davis PROPERTY MANAGEMENT OF POLK

    2050 San Marcos Dr SE Unit 214, Winter Haven, FL 33880
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    $1,400 Per Month

    • 2 Beds
    • 2 Baths
    • 1,017 Sq Ft
    • Condo for Rent

    1101 Eagle Pond Dr, Winter Haven, FL 33884

    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

    Lienyvette Grimaldo MAZELG REALTY

    1101 Eagle Pond Dr, Winter Haven, FL 33884
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    $1,450 Per Month

    • 2 Beds
    • 2 Baths
    • 1,017 Sq Ft
    • Condo for Rent

    1202 Eagle Pond Dr Unit B12, Winter Haven, FL 33884

    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

    Steven Smith, PA LOCKHART & ASSOCIATES INC

    1202 Eagle Pond Dr Unit B12, Winter Haven, FL 33884
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    $1,400 Per Month

    • 2 Beds
    • 2 Baths
    • 1,190 Sq Ft
    • Condo for Rent

    700 Mirror Terrace NW Unit 705, Winter Haven, FL 33881

    GREAT DEAL WITH ALL UTILITIES INCLUDED: $1,400 PER MONTH FOR A CENTRAL FLORIDA LAKEFRONT CONDO. .**AGE 55+ HOWEVER, A LOWER AGE MAY BE CONSIDERED. NICELY FURNISHED & 1,190 SQUARE FEET OF LIVING SPACE. THERE IS NO LONGER A PRIVATE 2ND BEDROOM AS IT HAS BEEN INCORPORATED AS MORE LIVING SPACE. THE LANDLORD IS LOOKING FOR A LONG-TERM TENANT & NO SMOKING OR PETS ALLOWED. BOAT SLIP CURRENTLY AVAILABLE

    Chris Goode JUDY B CLEAVES PROPERTIES INC

    700 Mirror Terrace NW Unit 705, Winter Haven, FL 33881
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    $1,850 Per Month

    • 2 Beds
    • 2 Baths
    • 1,351 Sq Ft
    • Condo for Rent

    700 Mirror Terrace NW Unit 507, Winter Haven, FL 33881

    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

    Scott Kline KLINE REAL ESTATE SERVICES

    700 Mirror Terrace NW Unit 507, Winter Haven, FL 33881
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    $1,650 Per Month

    • 3 Beds
    • 2 Baths
    • 1,218 Sq Ft
    • Condo for Rent

    333 Lake Howard Dr NW Unit 211B, Winter Haven, FL 33880

    Remodeled and updated 2nd floor condo with picturesque views of the pool and lush landscaping. This 3 bedroom unit is ready for immediate occupancy. Recent updates include fresh interior paint, new flooring, new kitchen cabinets and solid surface counters.This established 55 and over community is nestled on the shores of Lake Howard on the famous Chain of Lakes and includes a community boat

    Steven Smith, PA LOCKHART & ASSOCIATES INC

    333 Lake Howard Dr NW Unit 211B, Winter Haven, FL 33880
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    $1,875 Per Month

    • 2 Beds
    • 2 Baths
    • 1,017 Sq Ft
    • Condo for Rent

    306 Eagle Pond Dr, Winter Haven, FL 33884

    Now available for lease or sale! Beautiful completely updated condo in the highly desirable gated community of Cypresswood Golf and Country Club. It features tile flooring throughout the whole condo, marble kitchen countertops with an extended breakfast island, matching marble on both bathroom vanities, upgraded lighting fixtures/ceiling fans, interior laundry with washer and dryer, pond view,

    Amy Sullivan COLDWELL BANKER REALTY

    306 Eagle Pond Dr, Winter Haven, FL 33884
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    $1,600 Per Month

    • 2 Beds
    • 2 Baths
    • 1,017 Sq Ft
    • Condo for Rent

    1005 Eagle Pond Dr, Winter Haven, FL 33884

    MOVE-IN READY Eagle Pond condominium in the highly desirable gated community of Cypresswood Golf and Country Club available beginning 12/1/2023. This meticulously-maintained condo features hard floors throughout (no carpet!), new interior paint, NEW kitchen appliances, interior laundry (with brand new front load LG washer/dryer provided), and so much more. The spacious master bedroom features an

    Kayly Malinas JOHN WOOD REALTY, INC.

    1005 Eagle Pond Dr, Winter Haven, FL 33884
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    $1,500 Per Month

    • 2 Beds
    • 2 Baths
    • 1,017 Sq Ft
    • Condo for Rent

    1003 Eagle Pond Dr Unit 1003, Winter Haven, FL 33884

    GROUND FLOOR Eagle Pond condominium in the highly desirable gated community of Cypresswood Golf and Country Club. This professionally-managed condominium includes interior laundry with washer/dryer included, walk-in closets, open concept living space, all hard flooring throughout (no carpet anywhere!), and so much more. The spacious master bedroom features an en suite bathroom while both bedrooms

    Kayly Malinas JOHN WOOD REALTY, INC.

    1003 Eagle Pond Dr Unit 1003, Winter Haven, FL 33884
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    $1,550 Per Month

    • 2 Beds
    • 2 Baths
    • 1,073 Sq Ft
    • Condo for Rent

    502 Winter Terrace Unit 121, Winter Haven, FL 33881

    The community of Winter Ridge Condos has a lot to offer: Swimming pool, club house and private boat dock on lake Smart. This tranquil community is everybody's dream to enjoy and relax. this bright and inviting condo features 2 large bedrooms and 2 bathrooms. An open layout living/dinning combo and abundant natural light, Conveniently located near shopping, dining, and major roadways, this

    Luz Solano AGENT TRUST REALTY CORPORATION

    502 Winter Terrace Unit 121, Winter Haven, FL 33881
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    $1,450 Per Month

    • 2 Beds
    • 2 Baths
    • 1,017 Sq Ft
    • Condo for Rent

    407 Eagle Pond Dr Unit 4F, Winter Haven, FL 33884

    Upstairs 2 bedroom 2 bath corner unit condo located in the Eagle Pond neighborhood at Cypresswood Golf and Country Club. 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

    Steven Smith, PA LOCKHART & ASSOCIATES INC

    407 Eagle Pond Dr Unit 4F, Winter Haven, FL 33884
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    $1,550 Per Month

    • 2 Beds
    • 2 Baths
    • 1,073 Sq Ft
    • Condo for Rent

    60 Winter Ridge Rd Unit 67, Winter Haven, FL 33881

    Welcome to this beautifully maintained 2-bedroom, 2-bath condominium located in the desirable Winter Ridge community in Winter Haven. Offering approximately 1,073 square feet of comfortable living space, this inviting home features a bright and open floor plan designed for both everyday living and entertaining. The spacious living and dining areas flow seamlessly, creating a warm and welcoming

    Isamanda Hernandez EG ORLANDO LLC

    60 Winter Ridge Rd Unit 67, Winter Haven, FL 33881
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    $1,700 Per Month

    • 2 Beds
    • 2 Baths
    • 1,017 Sq Ft
    • Condo for Rent

    903 Eagle Pond Dr Unit C9, Winter Haven, FL 33884

    This absolutely gorgeous MOVE-IN READY Eagle Pond condominium on the GROUND FLOOR has been luxuriously remodeled from top to bottom with no expense spared! Located in the highly desirable 24-hour guard gated community of Cypresswood Golf and Country Club, this meticulously-maintained condo features hardwood floors throughout (no carpet!), upgraded light fixtures, interior laundry, and so much

    Kayly Malinas JOHN WOOD REALTY, INC.

    903 Eagle Pond Dr Unit C9, Winter Haven, FL 33884
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    $1,400 Per Month

    • 2 Beds
    • 1 Bath
    • 826 Sq Ft
    • Condo for Rent

    1100 Martinique Dr Unit 106, Winter Haven, FL 33884

    Virtually Staged. Nestled within the peaceful and highly desirable Orchid Springs Village, this beautifully renovated ground-floor condominium offers the perfect blend of modern style, low-maintenance living, and an unbeatable Winter Haven location. Designed with comfort and functionality in mind, the bright open floor plan seamlessly connects the living and dining areas, creating an inviting

    David Small KELLER WILLIAMS REALTY SMART 1

    1100 Martinique Dr Unit 106, Winter Haven, FL 33884
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    $1,500 Per Month

    • 2 Beds
    • 2 Baths
    • 1,017 Sq Ft
    • Condo for Rent

    508 Eagle Pond Dr Unit 5H, Winter Haven, FL 33884

    Looking for a Country Club lifestyle?? Conveniently Located in Cypresswood Golf & Country Club. This Immaculate 2 bed/2 bath condominium offers an open concept with a spacious kitchen open to great room. Both bedrooms feature walk-in closets. Pretty blinds and ceiling fans throughout, a full size washer & dryer, 10' ceilings, crown molding, ceramic tile and carpet. Outside storage closet for your

    Laura Barnes CHAIN OF LAKES REALTY INC

    508 Eagle Pond Dr Unit 5H, Winter Haven, FL 33884
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    $1,690 Per Month

    • 3 Beds
    • 2 Baths
    • 1,073 Sq Ft
    • Condo for Rent

    605 Ridge Terrace Unit 605, Winter Haven, FL 33881

    Located in the attractive and quiet Winter Ridge area! This is an excellent single-story home featuring 3 bedrooms and 2 bathrooms, situated right by Smart Lake. The house boasts numerous upgrades, including fresh paint throughout and kitchen appliances, a washer, a dryer, and an electric water heater that are all just one year old. It also features a spacious covered patio and a good-sized yard.

    Rafael Casallas, Pa EMPIRE NETWORK REALTY

    605 Ridge Terrace Unit 605, Winter Haven, FL 33881

Rental Home Trends

Number of Condos for Rent
30
Median Condo Rent
$1,375
Median 1 Bedroom Condo Rent
$1,100
Median 2 Bedroom Condo Rent
$1,400
Median 3 Bedroom Condo Rent
$1,650
How to Rent a Home