Vintage homes for sale & real estate in Derby, CT

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ABOUT THIS HOME
Vintage Home for sale in Derby, CT:
Step into the nostalgic charm of this Victorian-style home, featuring stained glass windows, exposed wood beams, and 10-foot ceilings that give it a mid-19th-century mansion feel. Value Value Value! The R-5 zoning allows for two-family dwellings, offering the opportunity to create a unique multi-family property full of character. Finishing the basement and attic brings the home to a total of 2,389 sq. ft. Additional value includes a garage foundation which was completed with a permit. Major upgrades already taken care of, with a new roof and freshly paved driveway. Enjoy 5+ parking spaces (not including tandem parking) and easy access to the Merritt Parkway and I-95 ramps, just 1 mile away.

$385,000

3 beds2 baths1,433 sq ft

436 New Haven Ave, Derby, CT 06418

Garage foundation • Exposed wood beams • 10 foot ceilings

ABOUT THIS HOME
Vintage Home for sale in Derby, CT:
Welcome to this completely renovated and move-in ready Cape Cod-style home, offering over 1,200 square feet of beautiful turnkey living space. Every detail has been updated for you, featuring a brand-new roof, new exterior paint, renovated kitchen, bathrooms and gorgeous new floors throughout. The heart of the home is a large, updated kitchen showcasing modern poured concrete countertops and stainless steel appliances, flowing effortlessly into the cozy living room and dining area. The main level boasts a convenient bedroom suite with a half bath and flexible extra space perfect for an office or exercise area, while the upstairs features a massive second bedroom suite complete with a full b

$399,900

2 beds1.5 baths1,253 sq ft

90 Grove Ave, Derby, CT 06418

Covered gazebo • Fenced yard • Renovated kitchen

ABOUT THIS HOME
Vintage Home for sale in Derby, CT:
Welcome to 184 Derby Avenue, Derby, CT! This versatile and well-maintained multi-family home offers spacious living areas, thoughtful updates, and flexible living arrangements-perfect for owner-occupants or investors. The first-floor unit features an inviting open-concept living and dining area, a generously sized bedroom, and an updated kitchen complete with an island. Additional highlights include an updated bathroom, in-unit washer and dryer, and beautiful hardwood flooring throughout. The second unit offers a spacious living room, a separate dining area, an updated kitchen and bathroom, in-unit washer and dryer, and a comfortable main-floor bedroom. The walk-up third floor provides even

$495,000

5 beds2 baths2,253 sq ft

184 Derby Ave, Derby, CT 06418

Hardwood flooring • Updated kitchen • Multi-family home

ABOUT THIS HOME
Vintage Home for sale in Derby, CT:
Investment opportunity at 14-16 Eleventh Street in Derby! This two-family property features two bedrooms and one full bathroom in each unit. The first-floor apartment includes access to basement laundry, the driveway, and garage, while the second-floor apartment uses on-street parking. Both units enjoy shared outdoor space. Currently occupied by month-to-month tenants, with monthly rents of $1,200 for the first floor and $1,050 for the second floor, totaling $2,250 per month. Tenants pay their own heat, electricity, and hot water; the owner pays for water. A great opportunity to establish or expand your rental portfolio, with flexibility for future owner occupancy.

$399,999

4 beds2 baths2,476 sq ft

14-16 Eleventh St, Derby, CT 06418

Shared outdoor space • Two family property • On street parking

ABOUT THIS HOME
Vintage Home for sale in Derby, CT:
Perfect opportunity to own a solid 3-family house in Derby. It's ideal for both investors and owner-occupants. Two of the three units are occupied both units are leased. The first and second floor units offer spacious layouts and generous room sizes. Full basement with plenty of storage space. Newer furnaces and water heaters.

$434,900

6 beds3 baths3,231 sq ft

2-4 Cottage St, Derby, CT 06418

Water heaters • Newer furnaces • Full basement

Property at 64 Academy Hill Rd, Derby, CT 06418, 3 beds, 1.5 baths

$494,000

3 beds1.5 baths1,786 sq ft

64 Academy Hill Rd, Derby, CT 06418

Property at 18 High St, Derby, CT 06418, 6 beds, 3 baths

$549,900

6 beds3 baths1,940 sq ft

18 High St, Derby, CT 06418

Property at 22 Camptown Ave, Derby, CT 06418, 4 beds, 2 baths

$209,900

4 beds2 baths1,280 sq ft

22 Camptown Ave, Derby, CT 06418

Property at 321 Olivia St, Derby, CT 06418, 4 beds, 2 baths

$600,000

4 beds2 baths2,532 sq ft

321 Olivia St, Derby, CT 06418

Property at 10 Washington St, Derby, CT 06418, 2 beds, 1.5 baths

$285,000

2 beds1.5 baths1,056 sq ft

10 Washington St, Derby, CT 06418

Property at 55 Hawkins St, Derby, CT 06418, 7 beds, 4 baths

$575,000

7 beds4 baths3,190 sq ft

55 Hawkins St, Derby, CT 06418

Property at 205 Hawkins St, Derby, CT 06418, 5 beds, 3 baths

$575,000

5 beds3 baths2,999 sq ft

205 Hawkins St, Derby, CT 06418

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NEW 4 HRS AGO

ABOUT THIS HOME
Vintage Home for sale in Derby, CT:
Welcome to 33 Monroe St, Shelton! This beautifully remodeled Colonial offers approximately 1,727 square feet of living space, featuring 3 bedrooms, 1 full bathroom, and 1 half bathroom. The home boasts hardwood floors, a spacious kitchen, a separate dining room, and a comfortable living room. Additional features include central air, natural gas heating, public water and sewer, a full walk-out basement, a walk-up attic, an enclosed porch, and a deck. Conveniently located in Shelton, this property offers a blend of classic Colonial charm and modern updates, with flexible spaces to suit a variety of needs. Buyer to perform their own due diligence regarding property condition, permitted uses, a

$444,777

3 beds1.5 baths1,727 sq ft

33 Monroe St, Shelton, CT 06484

Separate dining room • Spacious kitchen • Central air

ABOUT THIS HOME
Vintage Home for sale in Derby, CT:
AMAZING INCOME POTENTIAL is this spacious, side-by-side Townhome style duplex! Each unit offers a private front porch and rear deck exit, two finished levels of living space with living room, eat-in kitchen, 4 bedrooms, full 1 bath, separate unfinished basement with high ceilings & W/ D hookups, and separate unfinished spacious walk-up attic. Separately metered utilities include electric and natural gas heat and hot water. Perfect for an owner occupant looking to offset their living expenses, or a seasoned investor that recognizes a phenomenal investment when they see one. Thoroughly updated inside and out, both units offer LVP flooring, newer white kitchens and appliances, updated ba

$539,000

8 beds2 baths2,504 sq ft

24-26 Arch St, Ansonia, CT 06401

Private front porch • W d hookups • Rear deck exit

ABOUT THIS HOME
Vintage Home for sale in Derby, CT:
Fully rented three family in the Sunnyside school district, this property presents itself as an investor opportunity. The current rents are below market value for their size, condition and location. Detached two car garage with new doors, and separate 60 amp elect. service. The exterior of the home and staircases were recently painted and the roof is newer. USE RIGHT SIDE STAIRCASE FOR ACCESS TO 2ND & 3RD FLOORS. Two car garage adds $200-300 to rent roll. City water. There is sewer hook-up on adjacent street.

$670,000

5 beds3 baths2,274 sq ft

21 Gordon Ave, Shelton, CT 06484

New doors • Newer roof • 0.23 acre lot

ABOUT THIS HOME
Vintage Home for sale in Derby, CT:
This beautiful single -family home for sale in Seymour is a fantastic condo alternative, offering residential living with no HOA fees. This newly renovated ranch features two bedrooms, 1 bathroom, laundry room, and open living space. It also offers a partially finished basement that provides excellent potential for additional living or storage space. Conveniently located, the property is just a short walk to the local restaurants and stores along the scenic Housatonic River, and only minutes away from Lake Zoar. Whether you are looking to purchase your first home or searching for an ideal downsize, this single-family ranch is a must see!

$310,000

2 beds1 bath932 sq ft

174 Roosevelt Dr, Seymour, CT 06483

No hoa fees • 1.42 acre lot • Built 1950

FLOOR PLAN

ABOUT THIS HOME
Vintage Home for sale in Derby, CT:
Your own private retreat in Ansonia's desirable Hilltop neighborhood! Set on nearly half an acre, this beautifully landscaped 3/4 bedroom home offers the perfect balance of comfort, versatility, and resort-style living. A spacious driveway welcomes you with ample parking, an heated two-car garage, and a separate detached garage ideal for hobbyists, storage, or a workshop. Refreshed just a few years ago, the home features central air, a beautiful kitchen with quartz countertops, spacious living and dining areas, and a convenient main-level half bath. The inviting family room features a beautiful bay window overlooking the backyard, filling the space with natural light, along with direct acce

$500,000

3 beds1.5 baths1,608 sq ft

159 Pulaski Hwy, Ansonia, CT 06401

Quartz countertops • Bay window • Main-level half bath

ABOUT THIS HOME
Vintage Home for sale in Derby, CT:
Historic Loft Living in Downtown Shelton! Discover distinctive loft living at The Birmingham on the River. This top-floor 2-bedroom, 2-bath condo blends historic industrial character with modern comfort. Originally an 1890 factory, the building was transformed into loft-style condominiums in 2007, preserving its unique architectural charm. The impressive open atrium, balconies, skylights, landscaped garden areas, and expansive windows with picturesque river views create a memorable first impression. Inside the unit, soaring 15-foot ceilings, exposed beams, oversized windows that fill the home with natural light and rustic brick accents highlight the spacious, open-concept design. The expans

$284,900

2 beds2 baths1,050 sq ft

145 Canal St #503, Shelton, CT 06484

Open atrium • Expansive windows • Soaring ceilings

Property at 34 Brookdale Rd, Seymour, CT 06483, 3 beds, 1 bath

$245,000

3 beds1 bath1,200 sq ft

34 Brookdale Rd, Seymour, CT 06483

Property at 5 Avon St, Ansonia, CT 06401, 3 beds, 1.5 baths

$369,900

3 beds1.5 baths1,584 sq ft

5 Avon St, Ansonia, CT 06401

Property at 2 Rufus St, Ansonia, CT 06401, 2 beds, 2 baths

$339,000

2 beds2 baths1,307 sq ft

2 Rufus St, Ansonia, CT 06401

Property at 25 Elm St, Ansonia, CT 06401, 3 beds, 1.5 baths

$425,000

3 beds1.5 baths1,532 sq ft

25 Elm St, Ansonia, CT 06401

Property at 821 Bayberry Ln, Orange, CT 06477, 5 beds, 3.5 baths

$629,000

5 beds3.5 baths2,617 sq ft

821 Bayberry Ln, Orange, CT 06477

Property at 34 Elm St, Ansonia, CT 06401, 2 beds, 1 bath

$292,000

2 beds1 bath900 sq ft

34 Elm St, Ansonia, CT 06401

Property at 23 Mountain View Rd, Ansonia, CT 06401, 4 beds, 2.5 baths

$434,900

4 beds2.5 baths1,920 sq ft

23 Mountain View Rd, Ansonia, CT 06401

Property at 96 Prospect St, Ansonia, CT 06401, 5 beds, 2 baths

$550,000

5 beds2 baths2,064 sq ft

96 Prospect St, Ansonia, CT 06401

Property at 145 Canal St #13, Shelton, CT 06484, 2 beds, 2 baths

$229,000

2 beds2 baths1,042 sq ft

145 Canal St #13, Shelton, CT 06484

Property at 18 Coram Rd, Shelton, CT 06484, 3 beds, 1 bath

$399,900

3 beds1 bath1,500 sq ft

18 Coram Rd, Shelton, CT 06484

Property at 15-17 Hodge Ave, Ansonia, CT 06401, 3 beds, 2 baths

$469,900

3 beds2 baths2,114 sq ft

15-17 Hodge Ave, Ansonia, CT 06401

Property at 107 Division St, Ansonia, CT 06401, 4 beds, 2 baths

$400,000

4 beds2 baths1,509 sq ft

107 Division St, Ansonia, CT 06401

Property at 15 Belleview Ter, Ansonia, CT 06401, 3 beds, 1 bath

$317,700

3 beds1 bath900 sq ft

15 Belleview Ter, Ansonia, CT 06401

Property at 685 Main St, Ansonia, CT 06401, 3 beds, 1 bath

$289,900

3 beds1 bath1,280 sq ft

685 Main St, Ansonia, CT 06401

Vintage Homes for Sale in Derby

There are currently 12 vintage homes for sale in Derby at a median listing price of $342K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Derby stay on the market for 41 days. Popular neighborhoods include Derby Hill, Ponte Vedra by the Sea, West Ansonia, Hilltop, and Long Island. This map is refreshed with the newest listings in Derby every 15 minutes.

In the past month, 10 homes have been sold in Derby. In addition to houses in Derby, there were also 15 condos, 0 townhouses, and 12 multi-family units for sale in Derby last month. Find your dream home in Derby using the tools above. Use filters to narrow your search by price, square feet, beds, and baths to find homes that fit your criteria. Our top-rated real estate agents in Derby are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Derby. Our Derby real estate stats and trends will give you more information about home buying and selling trends in Derby. If you're looking to sell your home in the Derby area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Derby with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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