$1,975 Per Month
- 3 Beds
- 2 Baths
- 1,792 Sq Ft
- House for Rent
2108 Jonathan Ln, Winter Haven, FL 33884
LOVELY 3BED, 2 BATH HOME IS CLOSE TO LEGOLAND WINTER HAVEN
1,297
Winter Haven, FL Homes for Rent under $3,000
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2108 Jonathan Ln, Winter Haven, FL 33884
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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
1101 Eagle Pond Dr, Winter Haven, FL 33884Affordability 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
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$1,050 Per Month
- 2 Beds
- 1 Bath
- 750 Sq Ft
- 2-Bedroom WITH SUNROOM Home for Rent in Downtown Winter Haven!!
1730 Broxey Ct NE, Winter Haven, FL 33881
1730 Broxey Ct NE, Winter Haven, FL 33881This bright and airy apartment offers ample room for you and your family. With 2 Bedrooms WITH SUNROOM and 1 bathrooms, there's plenty of space for everyone. The open floor plan and generous square footage create a welcoming atmosphere perfect for both relaxation and entertaining.Conveniently located in a desirable neighborhood, this unit won't last long! Apply today to make this your new
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$1,000 Per Month
- 1 Bed
- 1 Bath
- 600 Sq Ft
- Apartment for Rent
301 Avenue B SE Unit 4, Winter Haven, FL 33880
301 Avenue B SE Unit 4, Winter Haven, FL 33880Cozy 1 bedroom, 1 bathroom unit located on the second floor. Situated in a calm, residential neighborhood near a local school, with convenient access to downtown just minutes away. Approximately 10–15 minutes from Legoland, offering an ideal central location. No pets allowed. First month’s rent and security deposit required. A great option for comfortable and convenient living.
Lilhana Masis MASIS ROYALTY REAL ESTATE
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$1,895 Per Month
- 4 Beds
- 2 Baths
- 1,607 Sq Ft
- LIKE NEW!!! 4-Bedroom, 2-Bathroom in Villamar/Winter Haven
4442 Rapallo Ave, Winter Haven, FL 33884
4442 Rapallo Ave, Winter Haven, FL 33884This gorgeous 4-bedroom, 2-bathroom home is loaded with space and comes with stainless appliances as well as a spacious two-car garage.The location doesn't get any better than this as its walking distance to the best schools! Call to schedule your showing and come see this beautiful home TODAY!HOA APPROVAL MANDATORYAll residents are enrolled in the Resident Benefits
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$1,350 Per Month
- 2 Beds
- 1 Bath
- 826 Sq Ft
- Condo for Rent
1100 Martinique Dr Unit 212, Winter Haven, FL 33884
1100 Martinique Dr Unit 212, Winter Haven, FL 33884Beautifully renovated 2/1 in Winter Haven’s Orchid Springs. This community is NOT 55+, although the area is quiet and relaxed. The unit features LVP in the living room, stainless steel appliances, and modern features throughout such as a barn door, black switch plates and black trims in the bedroom area, and black ac vents. The condo is truly a sight to be seen. Water, sewer, trash, and gas ARE
Alexios McDonald THE K TEAM REAL ESTATE SERVICES LLC
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$2,495 Per Month
- 6 Beds
- 1 Bath
- 1,602 Sq Ft
- Spacious Remodeled 6BR/1BA Winter Haven Home!
2554 Palm Dr NE, Winter Haven, FL 33881
2554 Palm Dr NE, Winter Haven, FL 33881Beautiful 6BR/1BA Home, Modern Gray Luxury LVT Wood Finish Flooring Throughout! Oversized Den Off Of The Kitchen & Large Fenced-In Backyard, Walking Distance To Lake Conine Public Dock. **Call or TEXT NOW for a Showing!**
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$1,450 Per Month
- 3 Beds
- 1 Bath
- 1,140 Sq Ft
- House for Rent
106 Shelton St, Winter Haven, FL 33880
106 Shelton St, Winter Haven, FL 33880Welcome home to this charming three-bedroom, one-bath residence that is move-in ready and waiting for its next occupants. You’ll likely find yourself spending plenty of time on the generous screened-in porch, the perfect spot for family gatherings, relaxing evenings, or enjoying your morning coffee. Inside, the home offers a comfortable layout designed for everyday living. Ready for immediate
William Beasley STAR REALTY OF WINTER HAVEN
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$949 Per Month
- 1 Bed
- 1 Bath
- Condo for Rent
329 7th St SW Unit A, Winter Haven, FL 33880
329 7th St SW Unit A, Winter Haven, FL 33880 -
$1,100 Per Month
- 2 Beds
- 1 Bath
- 800 Sq Ft
- Apartment for Rent
140 Avenue W NW Unit 2, Winter Haven, FL 33881
140 Avenue W NW Unit 2, Winter Haven, FL 33881One or more photo(s) has been virtually staged. Spacious rental located in the heart of Winter Haven! This updated unit offers comfortable living with generous room sizes and a functional layout. Conveniently located near shopping, dining, schools, and major roadways, making daily commutes a breeze. Public water and sewer, city utilities, and easy access to everything Winter Haven has to offer.
David Small KELLER WILLIAMS REALTY SMART 1
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$1,600 Per Month
- 3 Beds
- 1 Bath
- 1,075 Sq Ft
- 3 Bedroom, 1 bathroom Duplex Winter Haven
1830 2nd St NW, Winter Haven, FL 33881
1830 2nd St NW, Winter Haven, FL 338813 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
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$2,000 Per Month
- 3 Beds
- 2 Baths
- 1,483 Sq Ft
- House for Rent
4973 Kaia Ave, Winter Haven, FL 33884
4973 Kaia Ave, Winter Haven, FL 33884Welcome 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
Paola Martinez CENTURY 21 MCBRIDE REALTY GROUP
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$1,899 Per Month
- 4 Beds
- 2 Baths
- 1,754 Sq Ft
- 4 Bedroom 2 Bathroom in Winter Haven
4506 Rapallo Ave, Winter Haven, FL 33884
4506 Rapallo Ave, Winter Haven, FL 33884This gorgeous 4-bedroom, 2-bathroom home is loaded with spaceThe location doesn't get any better than this as its walking distance to the best schools! Call to schedule your showing and come see this beautiful home TODAY!HOA APPROVAL MANDATORYAll residents are enrolled in the Resident Benefits Package (RBP) at a cost of $25/per month, which includes HVAC air filter
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$1,190 Per Month
- 1 Bed
- 1 Bath
- 550 Sq Ft
- Apartment for Rent
955 6th St SE Unit 5, Winter Haven, FL 33880
955 6th St SE Unit 5, Winter Haven, FL 33880The renovated first-floor apartment features laminate floors throughout, beautiful kitchen cabinets, appliances include a stove, microwave, and refrigerator and Washer & Dryer It also features an A/C unit Hight efficiency, modern lighting lamps and blinds. Security cameras on property exteriors. Great location offering walking distance to the bus line, Winter Haven High School, municipal offices,
Manuel Paredes LA ROSA REALTY LLC
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$1,450 Per Month
- 2 Beds
- 2 Baths
- 1,073 Sq Ft
- Condo for Rent
350 Winter Ridge Blvd, Winter Haven, FL 33881
350 Winter Ridge Blvd, Winter Haven, FL 33881This beautifully updated 2-bedroom, 2-bathroom condo in the sought-after Winter Ridge community offers a perfect blend of modern comfort and tranquil lakeside living. Located just minutes from downtown Winter Haven, this move-in-ready home is designed for those who appreciate a low-maintenance lifestyle with premium views.Featuring 1,073 sq. ft. of bright, open living space with a great
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$1,950 Per Month
- 3 Beds
- 2.5 Baths
- 1,463 Sq Ft
- Townhouse for Rent
4615 Linda Dr, Lake Wales, FL 33859
4615 Linda Dr, Lake Wales, FL 33859Stunning brand-new townhome for rent in Annabelle Estates! This property offers 3 bedrooms, 2.5 bathrooms, a modern open-concept design, plenty of natural light, and brand-new appliances. Ideally located in a growing area close to shopping, dining, schools, and just minutes from LEGOLAND. Rent includes HOA; tenant pays utilities. Community amenities are currently under construction. HOA approval
Angela Ortiz MY REALTY GROUP, LLC.
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$1,200 Per Month
- 2 Beds
- 1 Bath
- 880 Sq Ft
- Condo for Rent
265 25th St SW Unit 265 25th St SW Unit B, Winter Haven, FL 33880
265 25th St SW Unit 265 25th St SW Unit B, Winter Haven, FL 33880 -
$1,900 Per Month
- 3 Beds
- 2 Baths
- 1,483 Sq Ft
- House for Rent
3912 Giorgio Dr, Winter Haven, FL 33884
3912 Giorgio Dr, Winter Haven, FL 33884Brand new, energy-efficient home available NOW for rent! Retreat to your primary suite located in the back of the home for plenty of privacy and offers a huge walk-in closet. This is a split floor plan allowing everyone their privacy. The square footage is the perfect size so you don't feel crowded, but you won't spend an eternity trying to keep it clean. Enjoy the easy clean up in your spacious
Rick Scott KEY PREMIER REALTY
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$1,950 Per Month
- 3 Beds
- 2 Baths
- 2,080 Sq Ft
- House for Rent
855 Turner Ln, Winter Haven, FL 33884
855 Turner Ln, Winter Haven, FL 33884Amazing location! In this beautiful house you will find a 3 bedroom 2 full bath and a bonus room (use it as an extra bedroom, office, etc.) This modern house sits on a corner lot, spacious living area, very sunny and inviting, ceramic tiles, stainless steal appliances, quartz counter tops, walking closet and a 2 car garage. Call to schedule a showing and move in to this lovely community.
Britzeida Pichardo LA ROSA REALTY CENTRAL FLORIDA LLC
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$2,300 Per Month
- 3 Beds
- 2 Baths
- 1,535 Sq Ft
- House for Rent
2587 Sage Valley Way, Winter Haven, FL 33884
2587 Sage Valley Way, Winter Haven, FL 33884Welcome to your dream home! This beautiful property offers 3 spacious bedrooms, 2 modern bathrooms, and is move-in ready with top-of-the-line finishes. Located in the desirable Winter Haven area, this home features appliances and smart home technology, offering you the convenience of a fully integrated, intelligent home system. Key Features: 3 Bedrooms – Generously sized for comfort. 2 Modern
Mardonia Gina EXP REALTY LLC
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$2,600 Per Month
- 4 Beds
- 3 Baths
- 2,093 Sq Ft
- House for Rent
521 Reggie Rd, Winter Haven, FL 33884
521 Reggie Rd, Winter Haven, FL 33884Rent a home and have an extra area for your friends or family to live while visiting . This near new !! 4 bedroom 3 bathroom Lennar Next Gen home available for lease in Peace Creek Reserve in Winter Haven. This layout features a private mother in law suite with its own entrance, living area, kitchenette, bedroom, and full bath, ideal for multigenerational living or added privacy. Main home offers
Michael Hochadel BHHS FLORIDA PROPERTIES GROUP
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$1,000 Per Month
- 1 Bed
- 1 Bath
- 400 Sq Ft
- House for Rent
Unlisted Address
Unlisted AddressFurnished Mini Master Bedroom Suite for rent in beautiful private home. Rent includes all utilities and Wi-Fi. Private fridge available for tenant's use. Owner looking for single professional or travel nurse.
Patricia Townsend MAHOGANY REAL ESTATE GROUP
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$2,600 Per Month
- 4 Beds
- 2.5 Baths
- 2,386 Sq Ft
- House for Rent
1042 Michelangelo Ln, Winter Haven, FL 33884
1042 Michelangelo Ln, Winter Haven, FL 33884Like New Home in Haines City offers, two-story layout with four bedrooms and 2.5 bathrooms. The open, spacious floor plan includes a loft and a bonus room that can adapt to your needs, while the kitchen features granite countertops, a central island, and stainless steel appliances open to family room. All bedrooms are on 2nd floor for added privacy. A large fenced-in yard provides outdoor privacy
Kristen Ackley Chowdhury ACKLEY FLORIDA PROPERTY MANAGEMENT INC
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$1,775 Per Month
- 3 Beds
- 2 Baths
- 1,336 Sq Ft
- House for Rent
2214 Avenue B SW, Winter Haven, FL 33880
2214 Avenue B SW, Winter Haven, FL 33880Available for immediate move-in! Experience the perfect blend of historic charm and modern updates in this beautifully remodeled 1957 home, ideally located in the heart of Winter Haven. Just off First Street and minutes from shopping, public transportation, and major roadways, this home offers both convenience and character. Inside, you'll find a contemporary interior with brand-new flooring and
Sylvain Sara HOMETRUST REALTY GROUP
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$1,695 Per Month
- 3 Beds
- 2 Baths
- 1,016 Sq Ft
- House for Rent
1743 Avenue C NE, Winter Haven, FL 33881
1743 Avenue C NE, Winter Haven, FL 338813BR/2BA home available now in Winter Haven! This home features all ceramic tile flooring, fresh paint, nice recently renovated kitchen, and a single car garage.
Tracey Crews SUPERIOR PROPERTY MGMT & SALES
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$1,950 Per Month
- 3 Beds
- 2 Baths
- 1,709 Sq Ft
- House for Rent
3904 Osprey Pointe Cir, Winter Haven, FL 33884
3904 Osprey Pointe Cir, Winter Haven, FL 33884Modern design with comfort in mind! MOVE IN READY! SUMMER MOVE IN SPECIAL: $1,950.00/month! Spacious 3-Bedroom, 2-Bath Home in a Charming Winter Haven Neighborhood Welcome to this beautifully maintained 3-bedroom, 2-bath home offering over 1,700 square feet of living space in a quaint and friendly community. Conveniently located near downtown Winter Haven, with easy access to theme parks,
Oswald Carrerou CARREROU ENTERPRISES, LLC
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$2,000 Per Month
- 3 Beds
- 2.5 Baths
- 1,568 Sq Ft
- House for Rent
4458 Rapallo Ave, Winter Haven, FL 33884
4458 Rapallo Ave, Winter Haven, FL 33884Brand New 3BR + Loft Home | Modern Finishes | Be the First to Live Here! Be the first to occupy this stunning, never-lived-in two-story home. Offering 1,568 sq. ft. of bright, open living space, this property features a designer kitchen with Silestone countertops, Samsung stainless steel appliances, and a massive island perfect for entertaining. The layout includes a versatile upstairs loft—ideal
Shirley Gomez Dalton Wade, Inc.
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$1,699 Per Month
- 3 Beds
- 2 Baths
- 1,450 Sq Ft
- House for Rent
506 Eagle Landing Blvd, Winter Haven, FL 33880
506 Eagle Landing Blvd, Winter Haven, FL 33880Make this your new home today! This property will not last long! Live in this 3 Bedroom, 2 Bathroom home for rent in Winter Haven! Located in the Eagle Landing Subdivision. Corner Lot one-story Home. Open Floor Plan. Open Kitchen with Breakfast Bar features granite countertops, and al Stainless Steel Kitchen Appliances are included (Refrigerator, Dishwasher, Range, and Microwave. Living & Dining
Elizabeth Santiago ALLEGIANT MANAGEMENT GROUP INC
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$1,450 Per Month
- 2 Beds
- 2 Baths
- 1,017 Sq Ft
- Condo for Rent
1707 Eagle Pond Dr, Winter Haven, FL 33884
1707 Eagle Pond Dr, Winter Haven, FL 33884MOVE-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
Kayly Malinas JOHN WOOD REALTY, INC.
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$2,200 Per Month
- 3 Beds
- 2.5 Baths
- House for Rent
4056 Giorgio Dr, Winter Haven, FL 33884
4056 Giorgio Dr, Winter Haven, FL 33884Welcome to Villamar in beautiful Winter Haven — a perfect place for families looking for comfort, space, and the opportunity to enjoy a brand-new home in a peaceful community.This beautiful new construction home offers the independence and privacy families are searching for, with modern finishes, open living spaces, and a warm neighborhood atmosphere designed for everyday living.Residents of
Maria del Pilar Padilla Olivera My Realty Group, LLC.
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$2,250 Per Month
- 3 Beds
- 2 Baths
- 1,690 Sq Ft
- House for Rent
257 Spirit Landing Cir, Winter Haven, FL 33880
257 Spirit Landing Cir, Winter Haven, FL 33880Spacious 3-bedroom, 2-bathroom rental home featuring an open layout, a versatile bonus room perfect for an office or playroom, and a garage for parking and extra storage. This well-maintained property offers comfort, space, and flexibility for modern living.
Enmanuel Carballo LPT REALTY, LLC
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$1,600 Per Month
- 1 Bed
- 1 Bath
- 600 Sq Ft
- Townhouse for Rent
222 7th St NW Unit 2, Winter Haven, FL 33881
222 7th St NW Unit 2, Winter Haven, FL 33881Charming Furnished Cottages for Rent in the Heart of Winter HavenWelcome to Rose Hill Cottages, a thoughtfully restored collection of furnished cottages nestled in a quiet, established neighborhood just minutes from downtown Winter Haven. These cottages offer the perfect blend of charm, comfort, and convenience — ideal for professionals, relocations, extended stays, or anyone seeking a
Veronica Bard LA ROSA REALTY PRESTIGE
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$1,595 Per Month
- 2 Beds
- 1.5 Baths
- 1,260 Sq Ft
- Condo for Rent
5850 Cypress Gardens Blvd Unit 604, Winter Haven, FL 33884
5850 Cypress Gardens Blvd Unit 604, Winter Haven, FL 33884Welcome 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
Markus W Khalil LPT REALTY, LLC
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$2,700 Per Month
- 4 Beds
- 3 Baths
- 2,080 Sq Ft
- House for Rent
652 Grove St, Winter Haven, FL 33884
652 Grove St, Winter Haven, FL 33884TWO living spaces for ONE price. This exceptional property in the heart of Winter Haven offers a spacious main home plus a fully independent Mother-in-Law Suite all under the same roof. The primary residence features 3 bedrooms, 2 bathrooms, a dedicated office/flex space, an open-concept layout filled with natural light, and a 2-car garage designed for comfortable everyday living. What truly
Lizandra Troisi Passos MY REALTY GROUP, LLC.
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$2,000 Per Month
- 4 Beds
- 2 Baths
- House for Rent
1019 Gotthard Pass Dr, Winter Haven, FL 33881
1019 Gotthard Pass Dr, Winter Haven, FL 33881Prime location! Just minutes from malls, shopping centers, restaurants, and with easy access to major highways — perfect for commuting and daily convenience.Vacant and move-in ready. Easy to show. Exceptional value for the areaThis home won’t last long!Schedule your private showing today and secure this amazing rental before it’s gone! Please ask your clients and all agents not to use the
Maria Villacis Avanti Way Realty LLC
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$1,300 Per Month
- 1 Bed
- 1 Bath
- 792 Sq Ft
- Apartment for Rent
2025 San Marcos Dr SE Unit 27, Winter Haven, FL 33880
2025 San Marcos Dr SE Unit 27, Winter Haven, FL 33880Beautiful first-floor apartment, conveniently located near restaurants, shopping, and the hospital. This one-bedroom, one-bathroom home features a granite vanity, a laundry room, and a kitchen with granite countertops. Currently available and a must-see!
Marisol Padilla CENTURY 21 WATSON & MYERS REALTY
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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
1005 Eagle Pond Dr, Winter Haven, FL 33884MOVE-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.
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$1,550 Per Month
- 2 Beds
- 2 Baths
- 904 Sq Ft
- Townhouse for Rent
324 Avenue Y NE Unit B, Winter Haven, FL 33881
324 Avenue Y NE Unit B, Winter Haven, FL 33881This is a 2 bedroom/2 bath with one bedroom having an en-suite bath. Open floor plan, all new stainless steel appliances with washer/dryer included. Also, luxury vinyl plank flooring through out the unit for easy cleaning. Come and see if this is for you. Will not be on the market for too long.
Hitesh Lallu WEICHERT REALTORS HALLMARK PRO
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$1,499 Per Month
- 3 Beds
- 2 Baths
- 1,520 Sq Ft
- Apartment for Rent
2249 9th St SE, Winter Haven, FL 33880
2249 9th St SE, Winter Haven, FL 33880One or more photo(s) has been virtually staged. Check out this 3 bedroom 2bath townhome. Open floor plan, formal dining room, open lanai, Spacious master bedroom with double walk in closets and vaulted ceilings. 2 car carport.Freshly painted, new carpets upstairs. LVP flooring downstairs. Open lanai. Great community. Close to shopping and grocery store. Washer and dryer hook ups. Administration
John-Michael Elliott S & D REAL ESTATE SERVICE LLC
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$1,900 Per Month
- 2 Beds
- 2 Baths
- 1,575 Sq Ft
- House for Rent
616 Crystals Blvd, Winter Haven, FL 33884
616 Crystals Blvd, Winter Haven, FL 33884Spacious 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
Jeff Inman FHG REALTY, LLC
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