Apartments for Rent in Downtown Winter Haven, Winter Haven, FL

Property Id: 742061 Welcome to this beautifully renovated and professionally furnished top-floor 2-bedroom, 2-bath condo in The Haven, one of downtown Winter Haven's most distinctive historic buildings. The spacious living area features an 85" smart TV, comfortable seating, sleeper sofa and a striking custom feature wall. Original vintage Cypress Gardens water skis from the 1950s-60s connect the condo to Winter Haven's legendary water-skiing history and give Unit 606 character you won't find in a typical furnished rental. The fully equipped kitchen offers generous cabin

Get $500 Off First Full Month’s Rent! Don't miss this opportunity to save big on your new home—limited-time offer. *Disclaimer: These visuals are just artistic representations for marketing. The final build, finishes, and layout may vary. This welcoming apartment offers modern conveniences in a comfortable setting. Enjoy the ease of off-street parking and essential appliances. - Features an electric range and refrigerator - Equipped with forced air for heating - Durable and easy-to-clean linoleum flooring Experience the benefits of understated, clean living with all th

Get $1000 Off First Full Month’s Rent! Don't miss this opportunity to save big on your new home—limited-time offer. Discover this attractive apartment with open living spaces. Featuring a modern kitchen and off-street parking, this unit is perfect for comfortable living. - Electric Range and Refrigerator included - Efficient Forced Air heating - Durable Linoleum flooring - Convenient Off-Street Parking Enjoy easy access to local shops and public transportation in a vibrant neighborhood. 1 Gig internet service for $65.95/month. Please confirm service availability with o

Property Status: Pending This 1 bedroom, 1 bathroom unit sits in a charming duplex right in the heart of downtown Winter Haven, just steps from 1st Street and all the local shops, cafes, and events that make the area so walkable and convenient. Inside, the home offers a simple, comfortable layout with a bright living area and a practical kitchen suited for everyday routines. The bedroom provides a relaxing space to unwind, and the bathroom is clean and easy to maintain. Washer and dryer hookups are located in the living room closet, giving you the convenience of in-home la

Property Status: Active Virtually Staged. This inviting two-bedroom, one-bath home places you just moments from First Street and the lively downtown Winter Haven district, giving you quick access to local restaurants, coffee shops, lakes, parks, and the growing downtown scene. Inside, the bright living area leads into a kitchen with a comfortable eating space that's perfect for casual meals or a quiet start to your day. The home features two bedrooms and a bathroom with a tub and shower, offering the essentials you need in a convenient, central location. With everyday erra

Welcome to your new home in Winter Haven, FL! This charming property is ideally situated near excellent dining options and several department stores, making it a vibrant place to live. You'll appreciate the convenience of Winter Haven Hospital just five minutes away, as well as the nearby Trailhead Park Playground and South Lake Howard Nature Park, perfect for outdoor enthusiasts. Key features of this property include central heating and cooling, along with air conditioning and ceiling fans to ensure your comfort year-round. While rent does not include utilities such as

Property Status: Active This charming 2-bedroom, 1-bathroom duplex offers the perfect combination of comfort, location, and accessibility. Ideal for those seeking a quiet location yet close to everything essential. Located just minutes from Winter Haven Hospital, clinics, doctors' offices, supermarkets, restaurants, and multiple entertainment options. A strategic and central location for your lifestyle! The interior features a functional design, well-distributed spaces, and plenty of natural light, creating a cozy and practical environment for daily living. Call or write t

Property Status: Pending Discover easy downtown living in this bright and inviting studio apartment located in the heart of Winter Haven. The spacious combined living and bedroom area offers plenty of room to relax and make the space your own. A large sliding glass door fills the apartment with natural light and opens to a large, quiet yard. This studio blends comfort, convenience, and simplicity, all within steps of the energy and amenities of downtown Winter Haven. Office Phone: (863) 259-4600 Copyright © 2026 Stellar MLS. All rights reserved. All information provided by

Discover this beautifully renovated 2-bedroom, 1-bathroom downstairs apartment, available now just steps from the scenic shores of Lake Howard and in the heart of downtown Winter Haven. Thoughtfully designed for comfort and convenience, this home maximizes every inch of space to create a warm, inviting atmosphere. Enjoy a spacious bedroom with a generous walk-in closet and a well-appointed bathroom offering dual access from both the bedroom and the main living area—perfect for hosting guests while maintaining privacy. The bright, airy living space features oversized window

Discover charm and comfort in this adorable 3-bedroom, 2-bathroom home near downtown Winter Haven. Featuring vinyl plank flooring throughout and airy living areas flow seamlessly, ideal for both relaxation and entertaining. Upon entrance you arrive in the spacious living room flowing into the dining area and kitchen. Kitchen equipped with stainless steel appliances and plenty of counter space and cabinets. Primary bedroom boasts 6x4 walk-in closet and private en-suite with walk-in tile shower. Large second bedroom with hall bathroom including title tub/shower down the hall

Beautiful 2 Bedroom 1 Bathroom apartment in Winter Haven. Second month Free!!!! HOA APPROVAL MANDATORY Lessee(s) are required to provide proof of liability insurance in the amount of $100,000, prior to occupancy. Real Property Management Lakeside can provide the required coverage for an additional charge of $12.00 per month or you can purchase coverage from your preferred provider. All residents are enrolled in the Resident Benefits Package (RBP) at a cost of $25/per month, which includes HVAC air filter delivery (for applicable properties), utility concierge service ma

***BRAND NEW CONSTRUCTION*** Everything is new!! Never lived in 3 bed 1 bath unit. Beautiful kitchen with open eating concept, granite countertops, and stainless steel appliances. The units also come with a stackable washer and dryer included! Great layout with plenty of storage. Your rent also includes your water and trash for convenience and simplicity. Great location near downtown Winter Haven and within walking distance to Lake Howard. Call now to set up a time to come see these beautiful units for yourself. All Pro X Property Management The Swain Group. LLC r

Beautiful first floor, one-bedroom apartment on Lake Silver. Enjoy Winter Haven living at Lake Silver Apartments. This community is located at 207 N Lake Silver Dr in Winter Haven. Lake Silver Apartments is in Downtown Winter Haven in the city of Winter Haven. Here you’ll find three shopping centers within 0.4 miles of the property. One park is within 6.8 miles, including the Street Nature Center. Pets Allowed Based on PetScreening. com Results. Fees/rents based on results. Tenants are required to sign up for our Resident Benefits Package that includes renter's insurance

Property Status: Active Welcome to this comfortable and private studio efficiency located in Winter Haven! This back-room unit features its own private entrance, bathroom, and kitchen, offering convenience and independence. Water and utilities are included in the monthly rent, making budgeting simple and stress-free. The space offers a functional layout ideal for comfortable everyday living. Conveniently located near shopping, dining, major roadways, and local amenities. Ready for immediate occupancy. Schedule your showing today! Office Phone: (772) 579-3242 Copyright © 20

Property Status: Active Spacious 3-bedroom, 2-bathroom rental home located in the heart of Winter Haven! This well-maintained property offers comfortable living with a functional floor plan, generously sized bedrooms, and ample natural light throughout. Water service is included in the monthly rent, providing added value and convenience. Conveniently located near shopping, dining, schools, parks, and major roadways for easy commuting. Don't miss this opportunity to make this charming home your next residence. Schedule your showing today! Office Phone: (786) 541-4409 Copyri

Property Status: Active Virtually Staged. Discover modern comfort and privacy in this fully renovated single-family home just moments from downtown Winter Haven. Thoughtfully updated from top to bottom, the home features a new roof, new A/C, and a beautifully redesigned kitchen and bathroom with granite countertops and sleek finishes. Porcelain tile flooring flows throughout the home, complementing the high ceilings and large windows that fill the space with natural light. The open-concept living area centers around a cozy fireplace, creating the perfect spot to unwind. St