Winter Park Townhomes For Rent - 13 townhouses

Remarks: Welcome to this beautiful 3-bedroom, 2.5-bath townhome featuring modern finishes and a serene setting. Enjoy cooking in the kitchen with elegant granite countertops, durable tile flooring downstairs, and stylish luxury vinyl plank flooring upstairs. Step outside to your private fenced patio with peaceful conservation views, perfect for relaxing or entertaining. Available NOW! **All Remi Emerson Residential tenants are enrolled in the Resident Benefits Package (RBP) for an additional $50 a month which includes your $100,000 tenant liability insurance, quarterly HVAC air filter delivery, credit building to help boost the resident’s credit score with timely rent payments, up to $1M Identity Theft Protection, move-in concierge service making utility connection and home service setup a breeze during your move-in, plus on-demand pest control! If you have an animal/pet you must click on the Pet Screening link in the application.**Security deposit is due upon lease signing. The first full month's rent is due 1 week prior to move in date. The 2nd month of rent is prorated. Every person 18 yrs or older must fill out an application. Please upload your last 2 months of paystubs in your application. Only complete applications will be considered. A one time admin fee of $250 due upon approval. A lease renewal fee of $125 after 1 year.**

Listing is courtesy of: REMI EMERSON RESIDENTIAL (407-490-1848)

Listing Agent: Shelley Davis (407-625-3489)

Remarks: Great 3 bedroom 2.5 bath townhouse. 1 car garage with two drive way spots.

Listing is courtesy of: OAK HOLLOW PROPERTIES (407-949-8809)

Listing Agent: Jakki Kim (407-949-8809)

Remarks: For rent this 3-bedroom, 2.5-bathroom townhome with a 2-car garage is located in the desirable gated community of Enclave at Hawks Crest. The first floor features an open living area, modern kitchen with stainless steel appliances, and dining space that opens to a covered patio. A versatile flex room on the main level is currently set up as a home office, along with a convenient half bath for guests. Upstairs, all bedrooms are located together, including a spacious primary suite with tray ceilings, walk-in closet, and en-suite bath with dual vanities and a glass-enclosed shower. Just off the bedrooms is a comfortable loft-style living area, perfect for relaxing or entertaining. A full-size washer and dryer are also located upstairs for convenience. Residents enjoy access to a community pool, playground, and easy access to Downtown Winter Park, shopping, dining, and major highways. Bonus: Internet & cable are included with the rent. This home is move-in ready—schedule your showing today!

Listing is courtesy of: LINEAGE REAL ESTATE (407-497-4717)

Listing Agent: Ryan Ditmar (407-497-4717)

Remarks: SPACIOUS, Updated Townhome in Winter Park, on quiet street near the Hospital. Newer Kitchen and baths. Vaulted ceilings, Tile flooring in living areas, generous sized bedrooms. Enjoy the Enclosed/Screen Patio with green View and Courtyard, Solar Boosted Water Heater, 2 car garage. Close to shopping, restaurants and parks. Call today for showing.

Listing is courtesy of: FANNIE HILLMAN & ASSOCIATES (407-644-1234)

Listing Agent: Jackie O'Leary (407-718-0887)

Remarks: Welcome to this beautifully maintained 3-bedroom, 2-bathroom townhome in the highly desirable area of Winter Park—perfect for renters seeking comfort, convenience, and a vibrant community lifestyle. Step inside to an open-concept layout designed for modern living, featuring stylish tile flooring and a spacious kitchen with granite countertops that flows effortlessly into the living and dining areas—ideal for entertaining or relaxing at home. The generous primary suite offers a private retreat with dual walk-in closets and an ensuite bathroom, while two additional bedrooms provide flexibility for roommates, guests, or a home office. Residents will love the resort-style community amenities, including tennis courts, pickleball courts, two sparkling pools, a playground, a putting green, and a clubhouse—giving you plenty of ways to unwind and stay active right at home. Location is everything, and this property delivers. You’ll be just 15 minutes from the shops, dining, and nightlife of Park Avenue, approximately 7 miles from University of Central Florida, and only 1.7 miles from Full Sail University—making it an excellent option for aspiring academics, faculty, or professionals alike. Don’t miss the opportunity to live in a well-appointed home with unbeatable amenities and a prime location!

Listing is courtesy of: STOCKWORTH REALTY GROUP (407-909-5900)

Listing Agent: Samuel Kingsford (407-808-6633)

Remarks: Welcome to the Four Seasons Condominiums! This great PARTIALLY FURNISHED 2 bedroom, 1.5 bath townhouse condo has much to offer. This completely uniquely designed townhouse features a sunken living room with glass sliding door that open to the private covered patio area, dining room , generous modern kitchen with a colorful glass subway tile backsplash , stainless steel appliances and quartz countertops. First floor also features entry way and half bath for guest. Upstairs features a split bedroom floor plan with two ample bedrooms with loads of closet space. Also upstairs is the modern style full bath with a large vanity and back lit mirror.medicine cabinet. Added features are the washer/dryer combo, laminate floor through out, Ecobee thermostat, new windows and glass doors, window treatments, one assigned carport space with extra open parking, and designer color scheme. Tenant will have access to the pool areas, tennis courts etc. Walk out your door with steps away to the Ward Memorial Park. Association approval is required. Water , sewer and trash is included. Owner will consider pet. Looking for a minimum of a years lease. Available JUNE 2026 SHOWINGS BY APPOINTMENT ONLY. ADVANCED NOTICE NEEDED.

Listing is courtesy of: OLDE TOWN BROKERS INC (407-425-5069)

Listing Agent: John Abbott, Jr (407-398-2330)

Remarks: This 2 bedroom, 2.5 bathroom townhome is located in Winter Park's desirable Sandlewood Creek community. Enjoy Park Avenue's shops and restaurants, Winter Park Village, highly rated schools, and an abundance of entertainment options to include Mead Gardens, WP Tennis Center, WP Golf Course, and much more. Features include a spacious main living area with open living room and dining room, a gorgeous kitchen with quartz countertops, stainless steel appliances, and breakfast bar, a lovely primary suite with custom bathroom finishes, laundry closet, and a rear patio. Community amenities include a pool. Sorry, no pets. Schedule a showing or submit an application online. All Real Property Management & Realty residents enjoy convenience and well-maintained homes, with our safe and secure online portal where you can submit maintenance requests and pay online with multiple payment options, and a 24/7 emergency maintenance response team. Please note the listed amenities may not be accurate.

Listing is courtesy of: REAL PROPERTY MANAGEMENT AND REALTY (407-897-3366)

Listing Agent: Matthew Kirsch (407-897-3366)

Remarks: Two master bedrooms upstairs, one half bathroom and laundry room downstairs. one fenced patio on the back. Water is included. Two parking spaces belong to this property.

Listing is courtesy of: U S GLORY REALTY (407-222-7801)

Listing Agent: He Gao (407-955-0138)

Remarks: One or more photo(s) has been virtually staged. Welcome to Lake Killarney Townhomes, a modern luxury and new construction waterfront community. Nestled in the heart of Winter Park, just north of downtown Orlando, these exclusive townhomes offer a unique blend of urban contemporary design and comfort. This home features a private terrace perfect for relaxing in style with slight views of Lake Killarney. Bright, open interiors with expansive storefront-style windows and soaring 10'6" ceilings create an atmosphere of elegance and comfort. This home is a two-story concrete block construction complemented by woodgrain composite siding. The layout offers three spacious bedrooms on the second floor and three-and-a-half luxurious bathrooms. The modern kitchen includes sleek cabinetry, premium Samsung appliances with a natural gas cooktop and built-in wall oven, expansive quartz countertops, and a generous walk-in pantry. The bathrooms each showcase unique porcelain tile, modern backlit mirrors, frameless glass shower enclosures, undermount sinks, and custom-built closet systems. Step outside to your expansive outdoor patio, designed with glass railings and pre-plumbed for a future summer or cocktail kitchen, perfect for hosting gatherings or simply enjoying the outdoors. An inviting back patio is great for dining alfresco or enjoying the amazing central Florida weather this time of year. Every detail has been thoughtfully curated to ensure ultimate comfort and style. Enjoy the serene beauty of Lake Killarney from your side patio, or relax at the inviting lakefront pavilion. The location offers unparalleled convenience, being close to downtown Winter Park, Park Avenue, I-4, and just a short drive to neighboring towns like College Park and Maitland. The community also provides kayak, canoe, and paddle-board racks for a leisurely day on the water. Enjoy the perfect blend of luxury and convenience. This home is available for rent immediately.

Listing is courtesy of: COMPASS FLORIDA LLC (407-203-9441)

Listing Agent: Kris Kennedy (813-947-3509)

Remarks: Updated Winter Park Townhome!! If you are looking for LOCATION this is the property for you. This well maintained unit is move in ready: two-story 3 Bedrooms 2.5 Bath townhome style condo with two designated parking spaces. Upon entering you are greeted with a large living and dining room space. Tiled floors, tons of light, neutral colors, wet bar area are a few of the amazing qualities of this space. Just off the dining room you will find the kitchen and eat in kitchen area.few stainless steel appliances and tons of storage. The eat in kitchen space is highlighted with a decorative wall and sliders leading to your fully fenced private backyard space. Upstairs you will find hardwood flooring, three bedrooms and master bathroom with a single vanity . Hidden Oaks community features on-site security, community pool & fenced playground area. Near Full Sail, UCF, Valencia & Rollins College, with easy access to shopping, Winter Park schools, Medical Facilities, Downtown Orlando, Downtown Winter Park, FL-408, FL-417 and the airport. This wonderful unit has it all...the only thing missing is YOU!

Listing is courtesy of: APPLE REALTY (407-647-6766)

Listing Agent: Manoj Patel (407-451-5872)

Remarks: Nestled in the heart of Winter Park just off Howell Branch Rd., in the gated community of VISTAS AT LAKE HOWELL awaits this charming, spacious well equipped 2bedroom/2.5bathroom/1car garage with a loft and screen enclosed patio. This townhome features a modern aesthetic from upgraded recessed lighting and ceiling fans, upgraded wall switches, granite counter-tops, stainless steel appliances, kitchen center island, breakfast nook, stone floors downstairs, and wood laminate upstairs, large loft, high ceilings, front loading washer & dryer, ample closets, 2/private baths on the 2nd floor, half bath on the 1st. The master bedroom has a walk-in closet, the master bath is equipped with his & her vessel sinks with granite counters, a step-in tub with shower, bedroom #2 has a private bath with access from the bedroom or the loft. Downstairs enjoy the intimacy of relaxing on the patio just off of the living room, open the sliding glass doors completely then tune out the world with the natural greenery designed to set the mood and enjoy the experience of suburban Living. Just minutes from Esporta fitness, the 436 highway & Rt 417, restaurants, shopping and charming downtown Winter Park, great schools and universities makes this residence and location an ideal place to call home.

Listing is courtesy of: REALTY HUB (407-900-1001)

Listing Agent: Barbarite Adams Llc (407-288-6712)

Remarks: Welcome to Lazy Oaks condominium. This townhome features two levels with an open floor plan that consist of 2 bedrooms, 2.5 bathrooms, and a Florida Room. Over 1200 sqft of living space awaits you with an upgraded laminate flooring, baseboards, lighting, and ceiling fans. A prime location that is nestled near Full Sail, UCF, Lynx bus stop, major shopping centers, restaurants, I-4, 408, & Orlando International Airport. Home is available furnished at $2,100/mo. Schedule your showing today!

Listing is courtesy of: MAYERS REAL ESTATE LLC (407-717-0105)

Listing Agent: Damon Mayers (407-717-0105)

Remarks: Welcome to 2372 Shadowland Loop – Comfort, Style & Location in the Heart of Winter Park Step into this beautifully maintained rental home located in one of Winter Park’s most desirable and convenient areas. From the moment you walk in, you’ll appreciate the open layout, natural light, and inviting living spaces designed for both relaxing and entertaining. The spacious living and dining areas flow seamlessly into a well-appointed kitchen, featuring ample cabinet space and a functional layout perfect for everyday living. Whether you're hosting guests or enjoying a quiet night in, this home offers the flexibility and comfort you’re looking for. The primary suite provides a private retreat with generous closet space and an en-suite bathroom, while additional bedrooms offer versatility for guests, a home office, or family living. Step outside to enjoy your outdoor space—ideal for morning coffee, evening relaxation, or weekend gatherings. Location is everything, and this home delivers. Conveniently situated just minutes from shopping, dining, major roadways, and top-rated schools, you’ll have easy access to everything that makes Winter Park one of Central Florida’s most sought-after communities. ? Spacious, open floor plan ? Bright and inviting living areas ? Private primary suite ? Flexible secondary bedrooms ? Convenient Winter Park location Available now—schedule your private showing today and experience the lifestyle this home has to offer.

Listing is courtesy of: RE/MAX ASSURED (800-393-8600)

Listing Agent: William Grim, Iii (407-314-9784)