$381,602Average Value$264Average Price per Sq Ft3Homes 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
Barbara Myslinski-Krucko,
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 55 days. The median sale price for homes in Derby, CT over the last 12 months is $327,450, up 1% from the median home sale price over the previous 12 months.
A unique three family unit. One unit by it self and two units in the front .Comes with lots of potential to be a Cash cow for a owner or investor. Back yard ends at street behind the rear house. Comes with new roofs, new windows, lots and lots of updates.
Welcome to 71 Sentinel Drive, a beautifully maintained and thoughtfully designed home offering space, light, and versatility in Hilltop, a desirable Derby neighborhood. A charming front porch invites you in, while a private back deck provides the perfect setting for entertaining outdoors. The main living areas feature an open and functional layout filled with natural light from skylights and
BEAUTIFUL VICTORIAN, 7 Bedrooms, 3 Full Baths and detached barn with carport. This stunning Victorian home is rich in character and craftsmanship, highlighted by a 30+ foot wraparound porch-perfect for entertaining family and friends or simply relaxing outdoors. The property also features a two-story barn/workshop with and potting area. The main level welcomes you with a grand foyer accented by a
Barbara ZinkColdwell Banker Realty
$259,000
Land
19.00 Acre Lot
Excellent opportunity to purchase 19 +/- acres with parcels in both Derby on Belleview Drive and Woodbridge fronting on Baldwin Road. Previously approved for 4 building lots on Bellview and a feasibility survey shows one additional lot possible in Woodbridge. This property, depending on how it is subdivided, has the additional value of substantial open woodlands. Maps and details available upon
**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
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.
27 McLaughlin Terrace is a spacious two family home situated on a comer lot, Located in the hill top neighborhood of Derby, CT. One unit consist of 2 bedrooms, & 1 full bath. The other has 3 bedrooms, & 1 full bath. Each unit is side by side with their own small paved driveway. The left side unit has been modestly updated over the years with minimal work needed. the second unit could use some
Where Residential Comfort Meets Commercial Possibilities Here is your opportunity to own a side-by-side two-family property located on a short dead-end street in a desirable area near Griffin Hospital, multiple outpatient medical facilities, and a local shopping and business district. Zoned C-Central Commercial District, this property offers potential for owner-occupants, investors, or
Unique Opportunity with Flexible Layout and Oversized Garage. 91 Division Street offers a unique and versatile opportunity for homeowners, investors, business owners, or developers. Currently configured as a single-family residence, the home features two kitchens, three bedrooms, and two full bathrooms, providing flexible living arrangements. The layout and structure suggest the property may have
Stunning Direct Waterfront Home with Private Beach, Hot Tub & Two Docks Experience the best of waterfront living in this beautifully updated 2-bedroom, 1.5-bath home located directly across from the picturesque Indian Wells State Park. Offering exceptional water access, modern upgrades, and abundant outdoor living spaces, this property is a rare find. Step outside to your two private floating
This is a work in progress. this second floor one bedroom unit is bright and spacious, great closet space, freshly painted, new kitchen, new flooring in the living room, hall and kitchen areas, BR has hardwood floors, double closets. Landlord prefers credit score 650 or better, no collections, charge offs or evictions. Income verification, with job history of at lease 12 months. There is no
ALL UTILITIES INCLUDED in this spacious 2 bedroom, 1 full bath unit set high on the hill with scenic city views. The home offers generously sized rooms, a welcoming living room, two bedrooms, hardwood flooring and excellent closet and storage space. The kitchen includes a gas range, refrigerator, ample cabinet and counter space, and vinyl flooring. Laundry is located in the unit. A shared bonus
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
Welcome to this well-maintained two bedroom, one-bath rental offering comfort and convenience in a desirable location. The home features refinished hardwood floors throughout and an updated bathroom. The layout includes two bedrooms offering a tandem-style setup-ideal for use as a primary suite with an adjoining office, nursery, or dressing room.
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
Freshly renovated and move-in ready! This beautifully updated home at 30 Hawkins St in Derby offers modern finishes while maintaining a comfortable and welcoming feel. The interior features a newly updated kitchen with stylish cabinetry and updated appliances, refreshed bathrooms, and bright living spaces with plenty of natural light. Spacious bedrooms and a functional layout make it perfect for
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
Welcome home to 23 Derbyshire -- a space designed to be lived in and enjoyed. Set in a quiet Derby neighborhood, this large, private, endunit condo offers comfort, light, and room to breathe. Inside, new flooring and an easy, open flow make the home feel fresh and inviting from the moment you walk in. Natural light fills the space, creating a calm, welcoming atmosphere throughout the day. With
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
Ready for immediate occupancy! First floor unit currently features 2 bedrooms, 1 bathroom, a washer & dryer, with a spacious garage and off-street parking. A large unfinished loft space above the garage is available for a studio or storage space (additional fee for use upon request). (Pictures taken prior to current tenants)
Prime Main-Level Apartment | Walk to Parks & Bus Line - Perfect Commute Location! Accessible and convenient! This well-maintained main-level space is ideal for commuters, with an easy walk to nearby parks and the local bus line. Enjoy a spacious living area featuring beautiful hardwood floors, a private bedroom for your personal retreat, and a functional kitchen ready for everyday use. Move-in
Two bedroom townhouse living in multi-family home. Private entrance. Unit has been completely repainted and all new carpets installed throughout. Eat-in kitchen with half bath. Two good size bedrooms on upper level. Full bath on upper level. Full unfinished basement with door to backyard. W/D hookups in basement. Fenced in back yard. Small deck off of kitchen door. Back deck is for use by
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