$385,461Average Value$267Average Price per Sq Ft8Homes For Sale
Small town feel in southwest Connecticut
Derby is a small town in southwest Connecticut that offers its roughly 12,000 residents affordable homes, access to beautiful parks, and a traditional suburban lifestyle with a small-town feel. “Derby is really nice,” says Nickie O'Toole, a Realtor with O'Toole Realty LLC who lives in nearby Seymour and has been selling real estate for over 20 years. “The neighborhoods are nice, and people go out a lot after dinner and walk. The state park is really beautiful, too."
Cape Cods, Colonials and raised ranch-style houses
Newcomers to Deby will find quiet, wide residential streets lined with various home styles like Cape Cods, Colonials and raised ranch-style houses. While some homes were built as long ago as 1900, most are from the 1950s and 1960s. They sit close together on verdant, landscaped lawns and many feature garages. While sidewalks are scarce, the streets offer space for residents to take afternoon walks and kids to ride their bikes. Prices range from 190,000 for 900 square feet to $595,000 for 2,600 square feet. Those looking to add personal touches to a home can find fixer-uppers averaging about 150,000 for 1,300 square feet. Condos are also available, ranging from $92,000 for 700 square feet to $300,000 for 1,500 square feet.
Try this charming Cape Cod-style home in Derby.
Its easy to sit on your front porch and relax in the Derby neighborhood.
Many homes in the Derby neighborhood are bright and vibrant.
Hawthorne Avenue homes have an immense amount of character in Derby, CT.
Coppola Terrace homes in Derby, CT feature an almost standardized lot size.
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Kids attend Derby Middle and Derby High
Area kids may start their education at Irving School, one of several elementary schools that serve the city. From there, they move on to Derby Middle School and Derby High School. All three schools have a C rating on Niche. Derby High serves about 375 students and has a student-teacher ratio of 12-to-1. It offers students many clubs and organizations to join, including Future Business Leaders of America, Drama Club and STEAM Club. Families considering private education for their kids have several faith-based schools in the area to choose from.
Derby High School readies students for the college experience.
Derby Middle School gives students access to many extracurricular activities.
Irving School is a highly regarded elementary school in Derby.
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Osbornedale State Park is a big draw
One of Derby’s biggest draws is Osbornedale State Park, a sprawling 417-acre recreation area off the east bank of the Housatonic River. Residents hike the numerous trails that wind throughout the park and fish in the multiple ponds during the summer. The park is also popular when it snows, according to O’Toole. "They have great hills to sled down in the winter,” she says. Osbornedale State Park also contains the Kellog Environmental Center, which offers workshops, nature activities, and lectures, and The Osborne Homestead Museum, a colonial revival-style homestead that was the home of Frances Osborne Kellog, an influential 20th-century Derby resident.
Dew Drop Inn is a local favorite
Pershing Drive bisects the town and leads to a large shopping center with national retailers that help residents cross everything off their weekly to-do lists, including three grocery stores: Aldi Stop & Shop and ShopRite. They also stock up on bulk buys at BJ’s and find bargains at Family Dollar. They can choose from several popular chain restaurants while there, like Panera Bread and McDonald’s, or they head south towards Roosevelt Drive and belly up to the bar at the Dew Drop Inn, a local favorite for its extensive beer selection and pub grub. Another local staple is Roseland Apizza, which has been serving New Haven-style pizza, lobster ravioli, and other Italian favorites since 1935.
Enjoy a beer and some conversation at Bad Sons Beer Co. in Derby.
The Dew Drop Inn is a popular spot in Derby for wings, burgers, steaks and craft brews.
Amici's Restaurant is cozy and has warm and welcoming staff to mirror the food options in Derby.
Pershing Drive shopping and dining options abound in Derby, CT.
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Route 8 leads to Waterbury and I-84
Route 8 runs through the city's center, and residents take it to get to Waterbury and Interstate 84, about 18 miles north. New Haven is about 10 miles east along Derby Avenue, and Hartford is about 45 miles northeast. Those who want to reduce their time in the car can pick up the Amtrak train in New Haven and take it to New York, Boston, or just about anywhere else in the northeast United States they want to go.
Written By
Hannah Rainey
Photography Contributed By
Stephen Mihalchik
Video By
Matthew Bloch
Interested in learning more about homes in this area?
Reach out to
Matthew Langston,
an experienced agent in this area.
GreatSchools:
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On average, homes in Derby, CT sell after 52 days on the market compared to the national average of 56 days. The median sale price for homes in Derby, CT over the last 12 months is $335,000, up 2% from the median home sale price over the previous 12 months.
The perfect beginning! Tidy ranch tucked away on lovely level lot is sought after local is destined to impress. Main level features spacious living room appointed with hardwood floors and fireplace, remodeled eating space kitchen offering stainless appliances, granite counter tops, tile flooring and breakfast nook, laundry room with half bath, three bedrooms all boasting hardwood flooring, and
Spacious oversized Cape offering 3 bedrooms and 2 full baths, with the flexibility of a primary bedroom on both the first and second floors. Features include an eat-in kitchen, dining room, hardwood floors on the main level, and a functional layout with great flow - perfect for everyday living and entertaining. New roof and siding in 2025. Newer replacement windows and mechanicals 2020. Let's not
**SELLER CREDIT IS AVAILABLE**. LOW PROPERTY TAXES. NICE & WELL KEPT TWO-FAMILY HOME. MANY UPDATES, THE BATHROOMS, THE ROOF, FLOORING, TWO NATURAL GAS HEATING SYSTEMS, TWO ELECTRIC WATER HEATERS. BOTH UNITS ARE FRESHLY PAINTED, HAVE NEW KITCHEN CABINETS AND BACK SPLASHES. FRONT PARKING CAN HOLD 4 CARS & BACK YARD. 2 COVERED PORCHES THAT LET YOU SEE THE BEAUTIFULL HOUSATONIC RIVER DOWN BELOW.
Johnny GlozyGreystone Real Estate And Property Management
Discover a rare opportunity to own a beautifully situated home at 23 Washington Street in Derby, Connecticut. Tucked away on a dead-end street, this 5-bedroom property offers exceptional privacy along with breathtaking views and a stunning natural backdrop that changes with the seasons, creating a peaceful and picturesque setting year-round. Step inside to find spacious, light-filled rooms
EXCELLENT HILLTOP LOCATION. BUILT IN 2010 TWO STORY WITH SAME UPSTAIRS/DOWNSTAIRS LAYOUT OF 3 BEDROOMS, FULL BATH & KITCHEN ON EACH FLOOR. NINE FOOT CEILINGS THROUGHOUT. HUGE BASEMENT. SHED IN BACK FOR TRACTORS, ETC. BEAUTIFUL PROPERTY IN A CONVENIENT LOCATION AVAILABLE IMMEDIATELY. EXECUTOR SALE-NO DISCLOSURES. POSSIBLE SIDE LAND PROPERTY PURCHASE.
Perched high atop a hill in the heart of Derby, this spacious 4-bedroom, 2.5-bath home offers beautiful views, a private setting, and plenty of room for everyone. Ideal for extended or multigenerational living, the flexible floor plan features generous living spaces and endless potential to customize to your needs. Enjoy the convenience of an in-town location while relaxing in the peaceful
444' of frontage on Bank St, 1.91 AC. Across from the back of the church - zoning requires 10,000 sq ft per duplex so a number of development possibilities. Lots of development is happening downtown - check with planning and zoning for more info.
Charming single-family ranch home in a desirable Hilltop/East Derby neighborhood, perfectly situated on a spacious 0.23-acre level lot! This well-maintained newer roof, windows, and vinyl siding. comfortable living space with three generous bedrooms with an optional main level fourth bedroom/office. Updated full bath-ideal for first-time buyers, downsizers. Step inside to find a functional layout
Welcome to 50 Hawthorne Ave, a must-see home to appreciate! Motivated sellers moving out of state. This well-maintained single-family home, offering exceptional flexibility, and long-term value in one of Derby's most convenient walkable pockets. Step inside to a bright, inviting layout featuring an oversized kitchen, a spacious living room, a sun filled sitting room, and three well-appointed main
Offering two private suites, generous living space, and thoughtful updates throughout, this exceptional home seamlessly blends comfort, versatility, and convenience in a desirable Orange location. The privately situated main level suite would be ideal as a bedroom, home office, exercise room or even serve a multi-generational need. The eat-in-kitchen, with direct access to a large deck and
Space, Privacy & an Incredible Garage-This 4-Bedroom Home Has It All! If you need room to live, work, store, and enjoy the outdoors, this is the rental you've been waiting for! This spacious single-family home features four generously sized bedrooms, including a convenient first-floor primary bedroom, two full bathrooms, first-floor laundry, hardwood flooring, and a fully applianced kitchen. Car
Waterfront luxury living at Cedar Village at the Locks, a brand new residential community located at 281 Canal Street in Shelton, CT. Now leasing for June 1, 2026 move-ins, this newly constructed building offers a mix of thoughtfully designed studio, one-bedroom, and two-bedroom apartments featuring modern finishes, open-concept layouts, and select units with beautiful canal
Remodeled efficiency unit. with updated kitchen, newer appliances, windows, flooring. Unit will be freshly painted prior to occupancy. laundry in the lower level, assigned parking, one year lease. Landlord prefers credit of 630 or better, no evictions, charges offs or collection accounts. No pets preferred, will consider a cat. NO smoking or vaping in the building.
Welcome to Cedar Village at Minerva Square — a premier residential community built in 2024, offering modern luxury, convenience, and exceptional management in one of the most desirable locations in the Valley.Perfectly positioned on the border of Shelton and Derby, CT, Cedar Village delivers the best of both communities — quiet suburban comfort with easy access to shopping, dining, major
Picture waking up to breathtaking views of the Housatonic River flowing past your window at Merion Riverwalk Apartment Homes. Located at 185 Canal St E, our apartments in Shelton, CT create an exceptional living experience for those who value both sophistication and convenience. Our location is ideal for professionals, students, and everyone in between, with quick access to Yale/New Haven
Welcome to Derby Manor. This historical landmark, formerly the Krause Corset Factory now converted to charming and well maintained apartment homes. Every unit has a different layout; some with river views and some with a brick accent wall. Not all ceilings are made of wood and apartments have either hardwood floors or carpeting. Convenient to I-84, Route 8, Route 34, Griffin Hospital, Sikorski
This property is available. Please inquire on this site to schedule a showing. Discover comfortable living at 23 Rufus Street, Unit 2, nestled within a charming multi-level residence in Ansonia, CT. This property offers a welcoming presence with its classic white siding, black shutters, and a well-maintained front yard featuring mature trees and a covered porch. A dedicated driveway
Easy access to Rte. 8, rte. 15 ,train station Bus stations, shopping first floor apartment 1 car off street Utilities included Oil heating will discussWasher and Dryer in unit
Recently renovated and move-in ready! This spacious townhouse-style half duplex offers three levels of living space with 5 bedrooms and 2 full baths. The main level features an eat in kitchen, bedroom, full bath and living room. The second floor includes 3 bedrooms, the third floor offers 1 additional bedroom and a full bath. A/C units are available throughout house. Additional features shed,
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