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- O6397475 - 2025 SAN MARCOS DR SE #29, WINTER HAVEN, FL 33880 Just Added on 04/08/2026 3:46PM
$1,300 | Apartment | 1 beds | 1.0 baths
Step into this inviting one-bedroom, one-bath apartment in the heart of Winter Haven, where comfort meets convenience. The kitchen is a chef’s delight, featuring elegant white cabinets, sleek granite countertops, and modern appliances including a refrigerator, dishwasher, and an electric water heater. An in-unit washer and dryer add an extra layer of ease to daily living. The living spaces are bright and welcoming, adorned with ceiling fans that keep the air fresh and circulate light throughout the rooms. Plush carpeting in the bedroom and living areas provides warmth and comfort underfoot, while sliding door windows invite natural light and create a seamless connection to the outdoors. A built-in closet offers ample storage, keeping your space organized and clutter-free. Every detail of this apartment has been thoughtfully designed to create a harmonious living environment. Whether you’re cooking a meal in the well-appointed kitchen, relaxing in the cozy living area, or enjoying the ease of modern amenities, this home offers the perfect blend of style and functionality.
Listing is courtesy of: SAFETYNET REALTY
EAGLE POND CONDO - P4938394 - 1707 EAGLE POND DR #1707, WINTER HAVEN, FL 33884 Just Added on 04/08/2026 1:36PM
$1,450 | Condo | 2 beds | 2.0 baths
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.
VILLAMAR - O6397232 - 2772 SAN MARCO WAY, WINTER HAVEN, FL 33884 Just Added on 04/08/2026 6:00AM
$2,200 | Single Family Home | 4 beds | 3.0 baths | 2 gar
Welcome to the desirable Villamar community in Winter Haven, where comfort, convenience, and modern living come together in one of the area’s fastest-growing neighborhoods. This FULLY FENCED like-new 4-bedroom, 3-bathroom home offers a thoughtfully designed layout that perfectly balances functionality and style, making it ideal for families, entertaining, or simply enjoying everyday life. Designed with both comfort and connection in mind, the open-concept floor plan flows effortlessly through the main living areas. The spacious great room opens to the dining area and kitchen, creating a bright and inviting atmosphere filled with natural light. The kitchen overlooks the living space, allowing you to stay connected with family and guests while preparing meals, making it the true heart of the home. Location truly sets this home apart. Villamar offers a variety of community amenities including a pool, playground, dog park, and scenic walking paths, creating a lifestyle that’s both active and relaxing. Just minutes away, you’ll find everyday conveniences like Publix and Walmart, along with quick access to US-27 for an easy commute. Enjoy weekends full of fun just 5 minutes from LEGOLAND Florida Resort, or take a short 10-minute drive to explore dining, shopping, and entertainment in downtown Winter Haven. Zoned near local elementary and middle schools just minutes away, this home offers convenience for families at every stage. This is more than just a home, it’s a lifestyle opportunity in one of Central Florida’s most convenient and growing communities. Don’t miss your chance to own this beautiful, move-in ready home in Villamar. Schedule your private tour today!
Listing is courtesy of: LIFESTYLE INTERNATIONAL REALTY
ELOISE WOODS LAKE MARIAM UNIT - P4938372 - 227 VOLUSIA DR, WINTER HAVEN, FL 33884 1 Day on yellowkey
$1,900 | Single Family Home | 2 beds | 2.0 baths | 2 gar
Located in an established neighborhood this home offers 2 bedrooms and 2 bathrooms. Galley kitchen overlooking large fenced backyard. Inside laundry room and 2 car garage. Available and ready for immediate occupancy.
Listing is courtesy of: THE HOME COMPANY
WOODPOINTE PHASE THREE - P4938374 - 1787 LAKEHILL DR, WINTER HAVEN, FL 33884 1 Day on yellowkey
$4,500 | Single Family Home | 3 beds | 3.0 baths | 2 gar
Beautiful 3-bedroom/3-bathroom home with additional bonus room ideal for an office, den, gym, or play room in the prestigious Woodpointe community of SE Winter Haven! Elegant custom and designer finishes throughout, screened lanai, walk-in closets, open-concept and split-bedroom floor plan, and so much more. Applications evaluated on creditworthiness and income equal to at least 3x monthly rent and income.
- P4938371 - 5320 LAUREL OAK DR, WINTER HAVEN, FL 33880 1 Day on yellowkey
$1,650 | Manufactured Home | 3 beds | 2.0 baths | 2 car
One or more photo(s) has been virtually staged. This welcoming 3 bedroom, 2 bathroom home in the Winter Haven Oaks 55+ community blends comfort, convenience, and an upbeat, easygoing lifestyle. The layout offers three flexible bedrooms along with a bright sun room that quickly becomes the heart of the home — an ideal spot for morning coffee, quiet afternoons, or simply enjoying the peaceful surroundings. An attached carport provides effortless covered parking, and there is also a storage shed located under the carport for added convenience. Residents can choose the setup that fits their needs: $1,650 per month unfurnished or $1,750 per month fully furnished for a true move-in-ready experience. Monthly rent includes water, pest control, lot rent, and lawn care, keeping living simple and stress-free. Winter Haven Oaks elevates the experience with two clubhouses, two swimming pools, and a charming teahouse overlooking the lake. The community also features a large hot tub, tennis courts, pickleball courts, billiards and a game room, a fitness room, and shuffleboard. Numerous weekly planned activities create plenty of opportunities to stay social and engaged. As a gated community, it also provides an added sense of safety and peace of mind. With friendly neighbors, well-kept grounds, and amenities designed for an enjoyable 55+ lifestyle, this home offers a warm and inviting place to settle in and feel right at home.
Listing is courtesy of: PROPERTY MANAGEMENT OF POLK
EDGEWOOD RESUB - K4903395 - 1019 2ND ST SE, WINTER HAVEN, FL 33880 1 Day on yellowkey
$1,350 | Half Duplex | 2 beds | 1.0 baths
Charmingly renovated 2 bedroom, 1 bathroom duplex in Downtown Winter Haven! Featuring stylish tile floors throughout, modern kitchen with quartz countertops, stainless appliances and washer dryer hookups. Perfect for urban living with contemporary comforts. Call today to schedule a tour!
Listing is courtesy of: 1513 REALTY LLC
WEST WINTER HAVEN REP - L4960848 - 422 22ND ST SW, WINTER HAVEN, FL 33880 1 Day on yellowkey
$1,600 | Single Family Home | 3 beds | 1.0 baths | 1 car
FOR RENT - 3 Bedroom/1 Bath Single Family Home - Very clean cement block home. The home comes with beautiful ceiling fans, nice light fixtures, a range, and a refrigerator. It also features two sheds in the fenced, back yard. 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
- O6396884 - 3304 WHITE INDIGO RD, WINTER HAVEN, FL 33884 1 Day on yellowkey
$1,817 | Single Family Home | 3 beds | 2.0 baths | 2 gar
WINTER HAVEN NEW BUILD 3 BED/2 BATH HOME FOR RENT! MOVE-IN SPECIAL! Priced Low, Call Now! Very Clean Property, Move-in Ready, 2 Car Garage, Brand New Build—First Tenancy! Huge Master Suite, Eat-In Kitchen, Corian Countertops, Upgraded Kitchen, Brand New Kitchen, Carpeted Bedrooms, Laminate Wood-Look Flooring, COMMUNITY Pool, COMMUNITY Playground, COMMUNITY Multiple Lakes, COMMUNITY Walking & Nature Trails, Convenient to LEGOLAND Florida, Convenient to Lake Eloise Boat Ramp Access, New Appliances, New Window Treatment, Stainless Steel Appliances INCLUDED, Blinds INCLUDED, Washer and Dryer in Unit. The deposit amount is based upon the application results. Pets: OK - 1 Small only (up to 35 lbs.) (Dangerous Pets are not permitted, Pit Bulls, etc.) Priced $1,750.00 for the first 4 months, $1,850.00 for the remaining 8 months (Average: $1,817.00/mo). AVAILABLE: NOW
Listing is courtesy of: ORLANDO REALTY & PROPERTY MGNT
JAN PHYL VILLAGE - P4938363 - 606 HOLT CIR, WINTER HAVEN, FL 33880 3 Days on yellowkey
$1,700 | Single Family Home | 3 beds | 2.0 baths | 1 car
This 3 bedroom, 2 bathroom home brings a fun mix of comfort and flexibility, featuring a bonus room that’s ready to become whatever you need next — a home office, gaming room, craft space, or an extra spot to unwind. The interior offers an easy, functional flow with bedrooms that make the most of the home’s footprint, and the primary suite includes its own private bath for added convenience. Step outside and you’ll find one of the property’s biggest highlights: a large fenced-in backyard with room to spread out, garden, host weekend cookouts, or give pets the space they deserve. It’s a manageable home with great energy, solid potential, and a location in Winter Haven that keeps daily errands, dining, and recreation close by. Schedule your tour today!
ESTATES OF LAKE FLORENCE - L4960871 - 1063 MICHELANGELO LN, WINTER HAVEN, FL 33884 3 Days on yellowkey
$2,150 | Single Family Home | 4 beds | 2.0 baths | 2 gar
Immaculate home still feels like brand new construction! 4 bedroom 2 bath home in the Estates of Lake Florence. This home is ideally located in Winter Haven minutes from HWY 17, near I-4 and SR 60, for easy access to the Greater Orlando Area and Lakeland. The living area is bright and open connecting the living room space with the dining area and kitchen. The stylish kitchen showcases a convenient island, a large single bowl sink, white cabinets, granite countertops and Whirlpool stainless steel appliances including a dishwasher, microwave, and range. This home makes great use of space, the primary bedroom is located at the back of the house, featuring a full primary bathroom with dual sinks, a step in shower with private water closet, and large closet space. Bedrooms 2 and 3 are located at the front of the house and share the hall bath. The 4th bedroom sits by itself, perfect for a home office or bonus room. The large laundry room features extra storage space. Small pet may be accepted with owner's approval and non-refundable pet fee.
Listing is courtesy of: REMAX EXPERTS
PARK LAKE - L4960815 - 2085 ISLE ROYALE CT SE #189, WINTER HAVEN, FL 33880 6 Days on yellowkey
$1,200 | Condo | 1 beds | 1.0 baths
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!
WINTERSET 03 A CONDO PH 01 - P4938303 - 715 MAGNOLIA PL, WINTER HAVEN, FL 33884 6 Days on yellowkey
$1,650 | Condo | 2 beds | 2.0 baths | 1 gar
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.
Listing is courtesy of: STAR REALTY OF WINTER HAVEN