$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
1,115
Winter Haven, FL Homes for Rent under $2,000
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2108 Jonathan Ln, Winter Haven, FL 33884
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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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$1,050 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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$1,900 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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$1,895 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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$1,950 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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$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 -
$1,000 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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$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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$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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$1,899 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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$1,695 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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$1,450 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 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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$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 -
$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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$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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$2,000 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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$1,200 Per Month
- 1 Bed
- 1 Bath
- 575 Sq Ft
- Condo for Rent
1103 Cypress Gardens Blvd Unit 17, Winter Haven, FL 33884
1103 Cypress Gardens Blvd Unit 17, Winter Haven, FL 33884One or more photo(s) has been 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
Jacob Bellamy REMAX EXPERTS
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$1,780 Per Month
- 3 Beds
- 2 Baths
- 1,444 Sq Ft
- House for Rent
1744 Teagan Ln, Winter Haven, FL 33884
1744 Teagan Ln, Winter Haven, FL 33884Beautiful Property | 3 Bedrooms | 2 Bathrooms | Peace Creek Reserve. This beautiful single-family home featuring 3 bedrooms and 2 bathrooms, located in the desirable Peace Creek Reserve community. This move-in ready home offers a modern open floor plan, ideal for comfortable living and entertaining. The upgraded kitchen includes quartz countertops, solid cabinets, and stainless-steel appliances
Edgar Brito A & V FLORIDA REALTY GROUP LLC
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$1,550 Per Month
- 2 Beds
- 2 Baths
- 1,073 Sq Ft
- Townhouse for Rent
245 Winter Ridge Blvd, Winter Haven, FL 33881
245 Winter Ridge Blvd, Winter Haven, FL 33881One or more photo(s) has been virtually staged. Nestled in the peaceful Winter Ridge community, this beautifully renovated 2-bedroom, 2-bath END-UNIT condo villa offers comfort, convenience, and low-maintenance Florida living. Recent upgrades include a NEW ROOF (2024), TILE FLOORING THROUGHOUT. Tucked away toward the back of the community, this home provides added privacy and a serene setting.
Jennifer Rios R&J REALTY AND PROPERTY MANAGEMENT LLC
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$1,900 Per Month
- 3 Beds
- 2 Baths
- 1,597 Sq Ft
- House for Rent
3927 Palazzo Place, Winter Haven, FL 33884
3927 Palazzo Place, Winter Haven, FL 33884MOVE-IN READY and available now! Rare opportunity to lease the FINAL Amarylis model in the community—a beautifully maintained 2023-built home offering modern comfort, style, and convenience. Featuring 3 bedrooms, 2 bathrooms, soaring ceilings, a bright open-concept layout, luxury vinyl flooring throughout the main living areas, and an inviting walk-in foyer. The spacious primary suite includes a
Iliana Perez MAINFRAME REAL ESTATE
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$2,000 Per Month
- 3 Beds
- 2 Baths
- 1,664 Sq Ft
- House for Rent
728 Lake Ned Rd, Winter Haven, FL 33884
728 Lake Ned Rd, Winter Haven, FL 33884This move-in ready home is located in the Garden Grove area. Minutes away from Lake Ned boat ramp, Legoland, Publix, Walmart, Starbucks, banks, restaurants, and shopping. Home includes stainless steel kitchen appliances, washer and dryer. The home offers neutral colors and tile flooring throughout, a split floor plan, ample storage, interior laundry room, formal living room/bonus room, primary
Caitlin Meadows KELLER WILLIAMS REALTY SMART 1
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$1,819 Per Month
- 4 Beds
- 2 Baths
- 1,300 Sq Ft
- House for Rent
Unlisted Address
Unlisted AddressTake a look at this beautiful home, Clean and Move-In Ready, featuring 4 bedrooms, 2 bathrooms, 2 car garage and approximately 1,300 heated square feet. Enjoy the freedom of a virtually maintenance free lifestyle while residing in a great community. Smart Home Tech - $21.95/mo; Washer/Dryer - $35/mo; High Speed Cable/Internet (if applicable by 3rd Party user) $55/mo; Renters insurance reqrd, Pool
Cathy Behe TAH FLORIDA LLC
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$1,700 Per Month
- 3 Beds
- 2 Baths
- 1,662 Sq Ft
- House for Rent
1019 Mockingbird Cir, Winter Haven, FL 33884
1019 Mockingbird Cir, Winter Haven, FL 338843 bedroom 2 bath home with 2 car garage located in SE Winter Haven near Legoland. Modern custom cabinets throughout the home, open island kitchen design with pantry, bedrooms with plenty of closet space. Large master suite with roomy walk-in closet, spacious tiled master bath, and sliding doors to screened porch. Double pane windows throughout. Fenced yard. Located in a family friendly
Donna Williams REMAX EXPERTS
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$1,900 Per Month
- 3 Beds
- 2 Baths
- 1,269 Sq Ft
- House for Rent
4981 Kaia Ave, Winter Haven, FL 33884
4981 Kaia Ave, Winter Haven, FL 33884Welcome to this beautiful brand new property in winter I am pleased to introduce a wonderful opportunity located at , Winter Haven. This 3-bedroom, 2-bathroom property was recently built in 2025 and offers a modern living space in a prime location. The home is ideally situated close to Highway 27, providing easy access to major commuting routes while remaining conveniently located near a variety
Jorge Barcelo LA ROSA REALTY LLC
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$2,000 Per Month
- 3 Beds
- 2 Baths
- 1,725 Sq Ft
- House for Rent
241 Meadowbrook Blvd, Winter Haven, FL 33881
241 Meadowbrook Blvd, Winter Haven, FL 33881Welcome home! This cheerful 3-bedroom, 2-bath beauty is just four years young and sits in the sought-after community of Lucerne Park Reserve. Step inside, and bright open spaces and plenty of space for the whole family will greet you. The island kitchen is ready for real everyday living with stainless steel appliances and a roomy pantry that keeps everything in its place. The primary suite offers
Luis Colon, Jr EXP REALTY LLC
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$1,700 Per Month
- 2 Beds
- 2 Baths
- 1,152 Sq Ft
- Condo for Rent
208 Lake Howard Dr NW Unit 104, Winter Haven, FL 33880
208 Lake Howard Dr NW Unit 104, Winter Haven, FL 33880THIS IS A SUPER CLEAN CONDO. HASSLE-FREE OPEN KITCHEN THAT OPENS UP TO LIVING ROOM WITH EXPANSIVE VIEWS OF LAKE HOWARD AND THE TRAIL. WALKING DISTANCE TO ALL OF DOWNTOWN RESTAURANTS. BEAUTIFUL SUNSETS.
Chris Collany COLLANY PROPERTIES
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$1,550 Per Month
- 3 Beds
- 1 Bath
- 1,156 Sq Ft
- House for Rent
729 Crestwood Dr, Winter Haven, FL 33881
729 Crestwood Dr, Winter Haven, FL 33881This 3-bedroom, 1-bathroom home at 729 Crestwood Dr in Winter Haven offers a comfortable and practical living space in a quiet, cozy community. Featuring hardwood floors throughout, the home provides a clean, classic feel that’s easy to maintain. A dedicated laundry room includes washer and dryer hookups for added convenience. Step outside to a spacious backyard complete with a storage
Jaquis McCullough CORA PROPERTIES LLC
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$1,100 Per Month
- 1 Bed
- 1 Bath
- 600 Sq Ft
- Apartment for Rent
118 Oak Crest Dr NW, Winter Haven, FL 33881
118 Oak Crest Dr NW, Winter Haven, FL 33881Recently updated apartment available for lease! This bright and comfortable unit features updated cabinets, crown molding, ceiling fans, and modern light fixtures throughout, making it both stylish and easy to maintain. Enjoy private off-street parking. Located on a quiet street with no thru traffic and just minutes from shopping, dining, parks, and everyday conveniences.
David Small KELLER WILLIAMS REALTY SMART 1
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$1,400 Per Month
- 1 Bed
- 1 Bath
- 2,093 Sq Ft
- House for Rent
1313 Diego Terrace Unit In-Law Suite, Winter Haven, FL 33884
1313 Diego Terrace Unit In-Law Suite, Winter Haven, FL 33884One or more photo(s) has been virtually staged. For Lease: Private In-Law Suite in Winter Haven, FL – $1,400/Month Looking for a clean, private rental in Winter Haven? This 450 sq. ft. in-law suite offers comfortable living in a quiet, well-located neighborhood. Important: This is a separate in-law suite attached to the main home. The main house is owner-occupied. This listing is not for the full
Andrea Jastemski DALTON WADE INC
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$1,975 Per Month
- 3 Beds
- 2 Baths
- 1,491 Sq Ft
- House for Rent
233 Kensington View Blvd, Winter Haven, FL 33880
233 Kensington View Blvd, Winter Haven, FL 33880Discover modern living in this stunning newly built 3-bedroom, 2-bath home, where style meets comfort. Bright, spacious bedrooms provides the perfect retreat, while sleek, thoughtfully designed bathrooms add a touch of luxury. The open-concept layout flows effortlessly from the kitchen to the living and dining areas, ideal for entertaining or relaxing. A generous walk-in closet keeps everything
Christopher Gallon, Pa EXP REALTY LLC
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