Displaying: For Rent
Location: Winter Park
Property Type(s): Townhomes
Living Area Square Feet: 1500 to 1999
Do Not Show Listings
Winter Park - 9 properties found
1351 MERRYDALE WAY, WINTER PARK, FL 32792
$2,87540 Days on yellowkey MLS ID: O6408378
REDUCED by $100 (3.4%) on 06/23/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1755 Built: 2018Community: Enclave At Hawks CrestTownhouse
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:
Elementary School: Eastbrook Elementary
High School: Lake Howell High
Tax Year:
Middle School: Tuskawilla Middle
Remarks: Fantastic, Modern townhome WITH 3 beds & 2.5 baths. Hawk's Crest is a gated community in Winter Park. This home is has a very spacious open floor plan with a water view! The kitchen has granite countertops and is fully equipped with stainless steel Whirlpool appliances; oven, stove, microwave, refrigerator, dishwasher, and garbage disposal. The kitchen area also has a large pantry! This energy star-certified home features , large two car garage and private driveway, tile flooring throughout the first floor, carpet on stairs and in bedrooms. The home has a large back patio that is partially covered and that overlooks the beautiful pond. The backyard is very private and quiet with no on-looking neighbors. The extra large primary is upstairs, features a walk-in closet. The primary bathroom boasts two sinks with beautiful granite countertops. The two guest bedrooms have large closets and views of the lake. The guest bathroom upstairs, has a shower/tub combo. The laundry room with a whirlpool washer and dryer. The home has a large two car garage with cabinets for extra storage. The garage entry way has a mudroom section for your jackets and coats. High-speed Spectrum Wifi is included in the rent. The community features a resort-style pool, outdoor grills, and a playground only one block away from the home. There is on-street parking for guests. Foxtail Coffee and Kelly's Ice Cream are a 5 minute walk away. Downtown Maitland and Park Avenue are both a quick 10 minute drive.
Listing is courtesy of: FANNIE HILLMAN & ASSOCIATES (407-644-1234)
Listing Agent: Jackie O'Leary (407-718-0887)
2737 BRIGHT BIRD LN, WINTER PARK, FL 32792
$2,6007 Days on yellowkey MLS ID: O6417872
Bed: 3 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 1782 Built: 2024Community: Grayson SquareTownhouse
Elementary School: None
High School: None
Middle School: None
Remarks: DO not miss out on this thoughtfully designed townhome! This gorgeous end unit Marigold two-story townhome has no direct rear neighbors, water view and features a Craftsman exterior. Townhome offers 3 bedrooms, 2 full bathrooms, a powder room, a two-car garage and a covered lanai. The kitchen is fully equipped with a pantry, modern gray cabinetry, a Suite Arabesque ceramic tile backsplash, Lagoon quartz countertops and beautiful Positano Blanco porcelain tile flooring. Upstairs the primary Suite features a spacious walk-in closet, and the primary bathroom offers a double sink quartz-topped vanity, a linen closet, private water closet and walk-in shower. Grayson Square is an intimate gated luxury townhome community located minutes away from downtown Winter Park, right off Howell Branch Road! This neighborhood has gated access, a resort-style pool with cabana and 1GB high-speed fiber optic internet, along with 75 streaming cable and music channels included in rent!!! Schedule your showing today!
Listing Agent: Nicole Howell (321-217-7918)
7628 ALOMA PINES CT, WINTER PARK, FL 32792
$2,4958 Days on yellowkey MLS ID: O6416150
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1787 Built: 2018Community: Aloma TrailsTownhouse
Remarks: This 3 bedroom, 2.5 bathroom townhouse is located in the gated community of Aloma Trails near downtown Winter Park and local shops, restaurants, and schools. Features include an open floor plan with tile flooring throughout the downstairs main living area. The upgraded kitchen features 42" cabinets, granite counter tops, stainless steel appliances, tiled back splash, an island, and walk-in pantry. Upstairs you will find the carpeted bedrooms and primary suite with dual sinks, walk-in shower, and 2 walk-in closets. Additional home features include a 2 car garage, patio with quiet backyard area, and laundry closet. Sorry, no students. Pets under 50 lbs. 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)
2817 BRIGHT BIRD LN, WINTER PARK, FL 32792
$2,80021 Days on yellowkey MLS ID: O6412306
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1907 Built: 2024Community: Grayson SquareTownhouse
Remarks: Welcome to Grayson Square in Winter Park. This beautifully maintained 3-bedroom, 2.5-bath townhome is located in one of the area’s newer gated communities and shows like new throughout. Exceptionally clean and well cared for, this home is truly move-in ready. The open-concept living and dining area offers a comfortable layout for both everyday living and entertaining. The covered lanai overlooks a peaceful pond, providing a relaxing outdoor space with a serene view. The kitchen features stainless steel appliances, quartz countertops, ample cabinetry, and generous storage. Upstairs, the spacious owner’s suite includes a walk-in closet and a private bathroom with dual sinks, quartz countertops, and a glass-enclosed shower. The second full bathroom includes a tub with shower combination. A washer and dryer are included for added convenience. Residents enjoy gated entry, a resort-style pool, and cabana amenities. Rent includes 1GB fiber-optic internet service along with 75 streaming cable and music channels. Conveniently located just minutes from Downtown Winter Park and Park Avenue, with easy access to SR 436, SR 434, and SR 417. Close to shopping, dining, and everyday essentials including Publix, Walmart, and Starbucks. Zoned for highly regarded Seminole County schools.HABLO ESPANOL.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Denise Del Castillo (321-960-3110)
2648 GALLIANO CIR, WINTER PARK, FL 32792
$2,25035 Days on yellowkey MLS ID: S5150250
REDUCED by $49 (2.1%) on 05/29/2026
Bed: 2 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1550 Built: 2004Community: Vistas At Lake HowellTownhouse
Remarks: This property will not last long! Schedule a showing today! Winter Park Two Story 2/2.5 Townhome located in the Private - Gated Community of Vistas at Lake Howell. All Stainless Steel Kitchen Appliances Included (Dishwasher, Range, Refrigerator, and Microwave). Living & Dining Room Combo. All bedrooms are located on the second floor. Primary Bedroom has custom closet design and ensuite bathroom. Ceiling Fans in Many Rooms. Half Bathroom Downstairs. Screened in Private Back Patio/Porch. Attached One Car Garage. Convenient to SR-436 & I-4. Laundry Room is upstairs near bedrooms. Washer and Dryer Convenience Only. Separate HOA Application & Approval Required. Schedule a showing today! All our residents are enrolled in our Resident Benefits Package for $55.00 per month, charged as additional rent. This package includes Pest Assurance powered by Pest Share, access to an online resident portal, and availability of a dedicated 24/7 maintenance portal. Additionally, it offers monthly reporting of rental payments to Experian RentBureau, bi-monthly home delivery of replacement HVAC filters, and the use of resident-completed inspection technology. Residents are entitled to one late fee waiver during their residency and have access to concierge utility services
Listing is courtesy of: ALLEGIANT MANAGEMENT GROUP INC (407-557-3164)
Listing Agent: Elizabeth Santiago Moyet (321-231-2105)
2760 BRIGHT BIRD LN, WINTER PARK, FL 32792
$2,67548 Days on yellowkey MLS ID: O6405946
0 Days Off yellowkey (back on 5/28/2026)
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1907 Built: 2023Community: Grayson SquareSpa: NoTownhouse
Remarks: Stunning 3 beds/2.5 bath/1car garage townhome ready to move-in June at Grayson Square, Winter park. RENT INCLUDES high-speed 1GB fiber optic internet & 75 streaming cable and music channels. The first floor is efficiently laid out with the kitchen, powder room, and spacious gathering room perfect for entertaining with a sliding glass door that opens to the covered lanai and patio that overlooks a pond. Enjoy indoor/outdoor entertaining in your new home. Well-appointed kitchen with top-of-the-line stainless steel appliances and a large quartz countertop. Ample storage throughout. Upstairs you will find a master suite with a spacious walk-in closet. Luxurious ensuite bathroom with glass-door shower and quartz countertop and double sinks. 2 additional bedrooms and a laundry closet with washer and dryer. Grayson Squares offers: Community Pool with Cabana, Zoned for Seminole County Schools, Gated Entry, Near Major Roadways Providing Easy Daily Commutes, Minutes to Shopping and Dining Options on Park Ave. in Downtown Winter Park, 3 Miles to SR 417, 20 Minutes to Downtown Orlando and Orlando Area Attractions. Welcome Home! Equal Housing Opportunity
Listing is courtesy of: P & C PROPERTIES (407-233-1372)
Listing Agent: Fabian Berastegui (407-233-1372)
1415 HARMON AVE, WINTER PARK, FL 32789
$3,06028 Days on yellowkey MLS ID: O6407290
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1700 Built: 2008Community: Henkels Add/Winter ParkTownhouse
Remarks: In the heart of Winter Park on a quiet cobbled street, this Mediterranean style 3-bedroom, 3-bathroom house is available to rent today. With beautiful Travertine floors throughout the downstairs of the home, granite countertop kitchen, marble countertop bathrooms, and limestone ornate pillars throughout the home, this home boasts character. Upstairs the home enjoys three bedrooms, two bathrooms, two balconies, and an upstairs utility room. The powder room is downstairs, and patio and a nice size back garden that the tenant can tend to as their own. The front of the house is a brick courtyard. New stainless-steel fridge 2023. 0.9 miles from Rollins College. Perfect for three tenants. Call today Weeks and Months Available
Listing is courtesy of: LA ROSA REALTY ORLANDO LLC (407-288-8201)
Listing Agent: Moire Mckibbin (407-361-1139)
784 S PENNSYLVANIA AVE, WINTER PARK, FL 32789
$5,50037 Days on yellowkey MLS ID: O6408937
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1940 Built: 1988Community: Pennsylvania Station 01 CondoTownhouse
Remarks: Discover modern living in this beautifully designed townhome located in the heart of Winter Park. This residence has a spacious layout with contemporary finishes, high ceilings, modern light fixtures and shades, and abundant natural light. Enjoy the convenience of a well-appointed kitchen, an inviting living area, and a private patio for relaxing, and private access to the community pool! The property provides access to community amenities and is situated near local shops, dining, and entertainment venues. Experience the vibrant lifestyle Winter Park has to accord.
Listing is courtesy of: BEYCOME OF FLORIDA LLC (804-656-5007)
Listing Agent: Steven Koleno (804-656-5007)
1951 CANNY CV, WINTER PARK, FL 32792
$2,80047 Days on yellowkey MLS ID: O6406363
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1782 Built: 2023Community: Grayson SquareTownhouse
Remarks: Enjoy comfortable Winter Park living in this freshly painted 3-bedroom, 2.5-bath townhome located in the gated community of Grayson Square. Thoughtfully designed for everyday living, this home features a spacious open-concept living and dining area, perfect for entertaining, with direct access to a covered lanai for relaxing outdoors. The kitchen offers stainless steel appliances, quartz countertops, and ample cabinet space for storage and functionality. Upstairs, the owner’s suite includes a large walk-in closet and a private bathroom with dual sinks, quartz counters, and a glass-enclosed shower. A washer and dryer are also included for added convenience. Additional highlights include a two-car garage with epoxy floors and ceramic tile flooring throughout the main living areas, providing both style and easy maintenance. Residents of Grayson Square enjoy gated access, a community pool with cabana, and 1GB high-speed fiber optic internet included in the rent, along with 75 streaming cable and music channels. Ideally located near downtown Winter Park, this home offers easy access to Howell Branch Road, 436, 434, and 417. Starbucks, Publix, and Walmart are just minutes away, while the shopping and dining of Park Avenue are approximately 15 minutes away. Top-rated Seminole County schools are also nearby. A wonderful opportunity to lease a well-maintained home in a convenient Winter Park location. ¡Hablo Español!
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