Location: Winter Haven , 33884
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3601 CYPRESS GARDENS RD #6, WINTER HAVEN, FL 33884
$1,20030 Days on yellowkey MLS ID: P4938440
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1200 Built: 1975Community: Fla Highlands Co SubApartment
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:
Elementary School: Garden Grove Elem
High School: Winter Haven Senior
Tax Year:
Middle School: Denison Middle
Remarks: Spacious 2-bedroom/2-bathroom apartment in a prime southeast Winter Haven location. New luxury vinyl flooring throughout, minutes from Legoland Florida Resort, tons of convenient restaurant, grocery, shopping, and dining options. Extremely commutable to Highway 27 and the Polk Parkway.
Listing is courtesy of: JOHN WOOD REALTY, INC. (863-324-9663)
Listing Agent: Kayly Malinas, Pa (863-258-1426)
810 TERRANOVA RD, WINTER HAVEN, FL 33884
$1,90035 Days on yellowkey MLS ID: S5149408
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2056 Built: 2006Community: Terranova Ph VSingle Family
Elementary School: None
High School: None
Middle School: None
Remarks: FOR RENT: Spacious 4 bedrooms and 2 bathrooms all tile home ready to move in. Large open kitchen combo family room. Seperate laundry room.
Listing is courtesy of: LA ROSA REALTY LLC (321-939-3748)
Listing Agent: Mark Peters (407-552-1499)
5850 CYPRESS GARDENS BLVD #604, WINTER HAVEN, FL 33884
$1,59531 Days on yellowkey MLS ID: S5149588
Bed: 2 Bath: 1.5 Liv Area Sq Ft: 1260 Built: 1975Community: Royal Crescent CondoSpa: NoCondo
Remarks: Welcome to Cypress Gardens Blvd-SE, Winter Haven, charming and completely updated, move-in ready 2-bedroom, 1.5-bath condo for LEASE! nestled right on Cypress Gardens Blvd in Winter Haven — just minutes from shopping, dining, and walking distance from the famous LEGOLAND Florida Resort! Spacious kitchen with an eat-in space. Bedrooms are upstairs with a full bath for privacy. A fenced patio provides outdoor relaxation, 2 designated parking lots, a community pool is just steps away, and a tennis court - call the listing agent for a quick process and see this property
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Markus Khalil (407-929-3450)
236 RUBY LAKE LN, WINTER HAVEN, FL 33884
$4,500106 Days on yellowkey MLS ID: B4902182
Bed: 3 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2266 Built: 2000Spa: NoSingle Family
Remarks: One or more photo(s) has been virtually staged. Wake up every morning to the most breath taking views imaginable. Almost every room in the home overlooks the spectacular private Lake Ruby & Lake Bess. Upon entering the home you will find yourself captivated with the spacious and luxurious open floor plan and high degree of natural light that envelops you. Besides having the exquisite view, this home also features a screened in pool and spa with lost of room to entertain. Both the pool and jacuzzi were resurfaced just a couple of years ago. The house, which was built in 2000, has many alluring features including a 3 car garage, cathedral ceilings, an extra large master suite, formal living room, and a family room with a fireplace over looking the lake. This property also features the use of you own private doc, boat house with life and a very important boat ramp since there is no public access to the lake. Please note: the rental includes $300 toward electric and $100 toward the water bill each month. An additional overages will be du by the lessee, Nature calls to those who enjoy water as fishing, boating, and skiing are outstanding on clean Ruby Lake, Some of the best views are from this home. Since it is connected to Lake Bess there are also two slalom courses nearby. The Ruby Lake community is gated an is also close to shopping and restaurants. Hwy 27 is only about 2 miles away. It is only 1 mile to Legoland. After enjoying all of the daily activities this property and nearby attractions, the home offers the night time sunsets that are gorgeous and a wonderful way to end the day. Both Tampa International and Orlando International airports are close by
Listing is courtesy of: KLINE REAL ESTATE SERVICES (863-287-0204)
Listing Agent: Scott Kline (863-287-0204)
3905 GIORGIO DR, WINTER HAVEN, FL 33884
$2,10033 Days on yellowkey MLS ID: O6406247
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1707 Built: 2026Single Family
Remarks: Brand new corner-lot home for rent in the desirable Villamar community! This beautifully designed 3-bedroom + flex room home offers a bright open-concept layout, modern finishes, and a versatile flex space perfect for a home office, playroom, or additional living area. Enjoy added privacy with the premium corner lot location and the convenience of included washer and dryer. The owner is also considering installing a backyard fence for additional outdoor privacy. Located in a resort-style community with pool, clubhouse, playground, and easy access to shopping, dining, and major highways. Move-in ready!
Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)
Listing Agent: Carolina Inacio (407-401-6340)
630 PAVARE CT #630, WINTER HAVEN, FL 33884
$1,25034 Days on yellowkey MLS ID: L4961715
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 823 Built: 1982Community: Lake Kit CondoCondo
Elementary School: Elbert Elem
Remarks: Welcome to 630 Pavare Ct, a charming 2-bedroom, 2-bath end-unit condo available for rent in the desirable Orchid Springs community. This second-floor residence offers 823 square feet of comfortable living space with an open floor plan, ceramic tile flooring throughout, with carpet in the bedrooms and neutral paint tones. The spacious great room flows into the dining area and kitchen, creating a functional layout for everyday living. The kitchen includes a gas range, microwave, refrigerator, garbage disposal, closet pantry, and a stackable washer and dryer. The primary bedroom features a walk-in closet and private bath with a walk-in shower, while the guest bathroom offers a tub/shower combination. Enjoy relaxing views from the private balcony. An assigned parking space is located near the unit, with additional guest parking available. Conveniently located near shopping, dining, entertainment, medical facilities, and major roadways with easy access to Tampa and Orlando. Call today for your private showing!
Listing is courtesy of: LOCKHART & ASSOCIATES INC (863-293-1234)
Listing Agent: Amy Reynolds (863-412-2279)
3412 COSTELLO CIR, WINTER HAVEN, FL 33884
$2,50037 Days on yellowkey MLS ID: O6404736
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2540 Built: 2025Community: Villamar Ph 6 & Ph 6DSingle Family
Remarks: Discover your next rental home! This spectacular two-story property in Winter Haven offers 5 spacious bedrooms, 3 full bathrooms, and a versatile second-floor loft perfect for your lifestyle. With 2,447 square feet, you will enjoy an open-concept layout that seamlessly connects the modern kitchen, dining area, and large living room, creating the ideal space for entertaining. Features include a 2-car garage, walk-in closets, and premium finishes for a life without limits on comfort. Open for section 8. Move-in ready so you can start enjoying all its amenities immediately!
Listing is courtesy of: VENOSA REALTY LLC (407-442-6164)
Listing Agent: Kelita Uzcategui (772-203-9845)
100 EL CAMINO DR #309, WINTER HAVEN, FL 33884
$1,65037 Days on yellowkey MLS ID: P4938609
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1579 Built: 1971Community: Orchid Spgs Vill 100 CondoCondo
Remarks: 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 refreshing pool, convenient elevator access, and on-site laundry facilities. Even better, your monthly rent includes water, cable, internet, and gas—making this an exceptional value in a quiet, well-kept setting.
Listing is courtesy of: ASSOCIATE REALTY (863-618-4000)
Listing Agent: Chrissi Jasso (863-618-4000)
616 CRYSTALS BLVD, WINTER HAVEN, FL 33884
$1,90069 Days on yellowkey MLS ID: O6395877
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)
408 LAKE NED, WINTER HAVEN, FL 33884
$2,10038 Days on yellowkey MLS ID: P4938618
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1470 Built: 1970Single Family
Remarks: FOR RENT – 3BR / 2BA Home Features a covered back porch, garage workshop, and fenced yard. Conveniently located near a gym, great restaurants, and plenty of shopping.
Listing is courtesy of: LA ROSA REALTY PRESTIGE (863-940-4850)
Listing Agent: Michelle Ellis (904-382-9100)
715 MAGNOLIA PL #715, WINTER HAVEN, FL 33884
$1,65068 Days on yellowkey MLS ID: P4938303
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1078 Built: 1987Community: Winterset 03 A Condo Ph 01Condo
Elementary School: Chain O Lakes Elem
High School: Lake Region High
Remarks: 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 (863-299-7827)
Listing Agent: Carlee Marchetti (863-258-3338)
368 KAYDEN CV, WINTER HAVEN, FL 33884
$2,29042 Days on yellowkey MLS ID: O6402509
Bed: 5 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2112 Built: 2026Community: Peace Creek Reserve 40'SSingle Family
Elementary School: Wahneta Elem
Middle School: Westwood Middle
Remarks: Welcome to 368 Kayden Cove, a beautifully designed home offering a spacious and functional open-concept floor plan perfect for modern living. The layout features a bright living area that flows seamlessly into the kitchen and dining space, ideal for entertaining and everyday comfort. The kitchen is equipped with ample cabinetry, modern appliances, and a central island that adds both style and convenience. The bedrooms are generously sized, with a comfortable primary suite that includes a private bathroom and walk-in closet. Located in a well-maintained community, residents can enjoy amenities such as a resort-style pool, playground, and walking areas that enhance the neighborhood’s appeal. The home is conveniently situated in Winter Haven, providing easy access to shopping, dining, schools, and major roadways for commuting. You’ll also be just a short drive from local attractions and the beautiful chain of lakes the area is known for. The application process is simple and straightforward, making it easy to move forward quickly. Don’t miss the opportunity to make this wonderful home yours!
Listing is courtesy of: GLASSTONE GROUP INC (321-988-4663)
Listing Agent: Ashley Porto (407-360-7386)
3511 COSTELLO CIR, WINTER HAVEN, FL 33884
$2,10085 Days on yellowkey MLS ID: O6391046
REDUCED by $100 (4.5%) on 04/21/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2234 Built: 2025Community: Villamar Ph 6 & Ph 6DSingle Family
Middle School: Mclaughlin Academy Of Excellence
Remarks: Like brand new 4-bedroom, 2-bath home located in the desirable Villa Mar community in Winter Haven for rent. This property offers 1,665 sq ft of living space with an open-concept floor plan that connects the kitchen, dining, and living areas, creating a functional layout for everyday living and entertaining. The kitchen features modern finishes, ample cabinet space, and a center island. The primary suite includes a walk-in closet and private bathroom. Three additional bedrooms provide flexibility for guests, office space, or family needs. The home also includes a 2-car garage, driveway parking, and a landscaped yard. Villa Mar residents enjoy community amenities including a swimming pool, playground, dog park, and walking trails. Conveniently located near major roads, shopping, dining, entertainment and more.
Listing is courtesy of: PROPERTY PARTNERS REALTY INC (407-803-1393)
Listing Agent: Patricia Padron (407-803-1393)
7903 WATERVIEW WAY #7903, WINTER HAVEN, FL 33884
$1,600170 Days on yellowkey MLS ID: P4936543
REDUCED by $50 (3.0%) on 04/20/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 930 Built: 1989Community: Garden Villas Condo Ph 01Spa: NoCondo
Remarks: 2BR/2BA Ground Floor Condo in the Gated neighborhood of Winterset. Wood laminate flooring (no carpet) throughout. New granite countertops and appliances in kitchen. Updated bathrooms. Primary bedroom has a very large walk in closet. Full size washer and dryer included. Community features a clubhouse with swimming pool overlooking Lake Winterset, tennis courts, boat ramp, and dock for fishing. Great SE location near medical, shopping, restaurants, and Legoland! Sorry NO PETS!
3889 GIORGIO DR, WINTER HAVEN, FL 33884
$2,00058 Days on yellowkey MLS ID: V4948423
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1483 Built: 2025Single Family
Remarks: Welcome to this brand-new 2025-built home located in the highly desirable Villa Mar community in Winter Haven! Offering 3 bedrooms, 2 full bathrooms, this modern residence combines style, functionality, and comfort in one beautifully designed floor plan. Step inside to an open-concept layout filled with natural light, creating the perfect space for both everyday living and entertaining. The primary suite provides a private retreat with a well-appointed en-suite bath, while two additional bedrooms giving flexibility for family, guests, or a home office. Built in 2025, this home offers the peace of mind and energy efficiency of new construction. Home is ideal for growing families or anyone seeking a move-in-ready property in a thriving community. Villa Mar is known for its welcoming, family-friendly atmosphere, featuring sidewalks, green spaces, and convenient access to schools, shopping, dining, and major roadways.
Listing is courtesy of: CENTURY 21 MCBRIDE REALTY GROUP (386-866-1007)
Listing Agent: Paola Martinez (386-866-1007)
4973 KAIA AVE, WINTER HAVEN, FL 33884
$2,00058 Days on yellowkey MLS ID: V4948422
1787 LAKEHILL DR, WINTER HAVEN, FL 33884
$4,50064 Days on yellowkey MLS ID: P4938374
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2944 Built: 2024Community: Woodpointe Phase ThreeSingle Family
Remarks: Beautiful 4-bedroom/3.5-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.
2772 SAN MARCO WAY, WINTER HAVEN, FL 33884
$2,20063 Days on yellowkey MLS ID: O6397232
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1988 Built: 2024Community: VillamarSpa: NoSingle Family
Remarks: 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 (305-809-8085)
Listing Agent: Fanny Stollmeyer (704-905-0698)
748 REGGIE, WINTER HAVEN, FL 33884
$2,60073 Days on yellowkey MLS ID: TB8491693
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 1933 Built: 2023Townhouse
Remarks: Welcome to this beautiful tranquil home. Prime Location, Beautiful Community many amenities. Highly sought Peace Creek Reserve Community in Winter Haven. Modern Living in today's busy world. High end kitchen, Many architectural features sets this home off from others. Upgraded bathrooms. Very large space for family gatherings. Large bedrooms. Plenty of storage. Two car garage. Credit Score Required 620. Easy to Show
Listing is courtesy of: GOLDEN SANDS S. FLORIDA REALTY (954-588-1207)
Listing Agent: Donna Galloway (954-588-1207)
1220 TYLER LOOP, WINTER HAVEN, FL 33884
$2,095141 Days on yellowkey MLS ID: O6375534
Bed: 5 Bath: 2.0 Liv Area Sq Ft: 2254 Built: 2024Community: Peace Crk ReserveSingle Family
Remarks: Pet-Friendly 5-Bedroom Home in Winter Haven, FL! This new construction 5-bedroom, 2.5-bath home combines style and practicality, ideal for modern living. Highlights include: Gourmet kitchen with granite countertops, stainless steel appliances, and elegant cabinetry Spacious living area, perfect for guests or multi-generational living Primary suite featuring dual sinks, a walk-in closet, plus additional bedrooms and a laundry room 2-car garage for extra storage and convenience Located in a nice neighborhood, enjoy both tranquility and easy access to local amenities. Schedule a visit today to see your future home!
Listing is courtesy of: RESZI MANAGEMENT I, LLC (949-542-7559)
Listing Agent: Morgan Evans (949-542-7559)
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