Nestled on a quiet hillside street in Seymour, 21 Cherry Street is a distinctive and beautifully updated Colonial residence that blends timeless character with refined comfort. Offering 3 bedrooms, a flexible bonus room, and 1.5 baths, this inviting home showcases a unique mid-century-inspired aesthetic, generous natural light, and an effortless sense of warmth and style.
From the moment you arrive, the home makes a memorable impression. A welcoming sunroom entry leads into an elegant reception space highlighted by a striking feature wall, setting the tone for the thoughtfully designed interiors beyond. The main level unfolds with a bright, open-concept layout that is both sophisticated and functional ideal for everyday living as well as entertaining.
The living and dining areas are beautifully proportioned and filled with sunlight through oversized windows, creating an airy and elevated atmosphere throughout. The kitchen is rich in charm and practicality, offering ample cabinetry, expansive counter space, and newly installed flooring that extends through the kitchen, pantry, powder room, and back porch. The result is a space that feels both polished and welcoming.
Upstairs, you'll find three comfortable bedrooms, along with an additional flex space perfectly suited for a private office, dressing room, guest retreat, playroom or creative studio.
Outdoors, the property opens to a spacious yard with picturesque valley views, offering a peaceful backdrop for quiet mornings, outdoor gatherings, or simple relaxation surrounded by greenery. Off-street parking for up to four vehicles adds to the home's everyday convenience.
The residence is currently partially furnished, and the landlord is willing to tailor the furnishings to suit the tenant's needs, offering a more customized and effortless move-in experience. Furnishings can also be moved for tenants who want to bring their own. A brand-new washer and dryer provide added convenience and ease.
Ideally positioned for access to Shelton, New Haven, Fairfield, Danbury, and Hartford, and just moments from schools, shopping, dining, parks, and public transportation, this home offers an exceptional combination of privacy, charm, and accessibility. Its location makes it especially appealing for professionals, academics, medical personnel, and anyone seeking a distinctive rental with style and substance.
A one-year lease is preferred. Tenant is responsible for all utilities. First month's rent plus two months' security deposit are due at signing. Rental is subject to application, credit check, and background screening. No pets, though small dogs may be considered.
House for rent
Accepts Zillow applications
$3,200/mo
21 Cherry St, Seymour, CT 06483
3beds
1,573sqft
This listing now includes required monthly fees in the total monthly price. Price shown reflects the lease term provided. Learn more|
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Single family residence
Available now
No pets
In unit laundry
Off street parking
What's special
Flexible bonus roomStriking feature wallElegant reception spaceAiry and elevated atmosphereWelcoming sunroom entryThree comfortable bedroomsUnique mid-century-inspired aesthetic
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Zillow last checked:
Listing updated:
Travel times
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 3
- Bathrooms: 2
- Full bathrooms: 1
- 1/2 bathrooms: 1
Appliances
- Included: Dryer, Freezer, Microwave, Oven, Refrigerator, Washer
- Laundry: In Unit
Features
- Flooring: Hardwood
- Furnished: Yes
Interior area
- Total interior livable area: 1,573 sqft
Property
Parking
- Parking features: Off Street
- Details: Contact manager
Features
- Exterior features: Bicycle storage, No Utilities included in rent
Details
- Parcel number: SEYMM1010L76
Construction
Type & style
- Home type: SingleFamily
- Property subtype: Single Family Residence
Community & HOA
Location
- Region: Seymour
Financial & listing details
- Lease term: 1 Year
Price history
| Date | Event | Price |
|---|---|---|
| 6/30/2026 | Listed for rent | $3,200$2/sqft |
Source: Zillow Rentals Report a problem | ||
| 9/23/2025 | Sold | $315,000+6.8%$200/sqft |
Source: | ||
| 9/23/2025 | Pending sale | $295,000$188/sqft |
Source: | ||
| 7/21/2025 | Listed for sale | $295,000$188/sqft |
Source: | ||
Neighborhood: 06483
Nearby schools
GreatSchools rating
- 7/10Chatfield Lopresti Elementary SchoolGrades: K-5Distance: 0.8 mi
- 6/10Seymour Middle SchoolGrades: 6-8Distance: 2.4 mi
- 5/10Seymour High SchoolGrades: 9-12Distance: 1.7 mi
- Connecticut
- New Haven County
- Seymour
- 06483
- 21 Cherry St







