Displaying: For Rent
Location: Winter Park
Property Type(s): Townhomes
Price: $2,500 to $3,499
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Winter Park - 7 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)
2233 SHADOWLAND LOOP, WINTER PARK, FL 32792
$2,90023 Days on yellowkey MLS ID: O6412826
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2312 Built: 2019Community: Enclave At Hawks CrestTownhouse
Remarks: Welcome home to this spacious and beautifully maintained 3-bedroom, 2.5-bath townhome residence in Winter Park. Featuring modern fixtures and an open-concept layout, this home offers both comfort and functionality. The well-appointed kitchen overlooks generous living and dinning spaces, making it ideal for everyday living and entertaining. Separate sitting or living space as you enter the home. Enjoy Florida living year-round from the screened-in rear patio, perfect for relaxing or outdoor dining. Upstairs, a versatile loft area furnished with an L-shaped couch provides additional living space, home office potential, or media room flexibility. The split-bedroom floor plan offers privacy, with the expansive primary suite occupying one side of the home and featuring a spacious bathroom with an oversized walk-in closet. Across the loft area are two additional bedrooms, each equipped with ceiling fans and walk-in closets. A convenient upstairs laundry room includes washer and dryer units. Rent includes Wi-Fi service and routine A/C maintenance. Residents enjoy access to community amenities including a pool, playground, and picnic areas. Conveniently located off Howell Branch Road near shopping, dining, and everyday conveniences, with easy access to major roadways, Winter Park attractions, and surrounding Orlando destinations. Additional Application & Move-In Requirements: A non-refundable application fee of $75 for each applicant is required for all occupants age 18 and older. Renter's Insurance is required and must be obtained prior to move-in. Proof of coverage must be provided before possession of the property will be granted. No pets permitted. Any exceptions, if considered, must receive prior written approval from the Landlord before any animal is brought onto the property. No smoking or vaping is permitted inside the home or garage. Applicants requiring an immediate move-in should plan accordingly. Following application approval, the leasing office requires a minimum of 7 days to prepare lease documentation and receive all required move-in items, including proof of renter's insurance and utility account setup. Utility accounts must be activated and verified at least 24 hours prior to the scheduled move-in date. Once a security deposit is received, the property will be removed from the market. Any remaining move-in funds must be paid in full no later than 7 days prior to the move-in date. If the property is located within a Homeowners Association (HOA), applicants acknowledge that they may be subject to additional HOA application fees, deposits, lease registration fees, approval requirements, rules, regulations, processing timelines, and board review procedures. Applicants are responsible for complying with all HOA requirements. Zen Living Homes & Management is not responsible for HOA processing times, approval decisions, fees, or delays that may impact occupancy dates.
Listing is courtesy of: ZEN LIVING HOMES LLC (407-800-2717)
Listing Agent: Yarmmys Vargas (407-988-6364)
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)
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)
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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