Vintage homes for sale & real estate in Overlook, CT

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25 Calumet St, Waterbury, CT 06710

ABOUT THIS HOME
Vintage Home for sale in Overlook, CT:
Super Overlook location! Full length gracious porch provides cover from weather, a place for relaxing, and adds to curb appeal! Plenty of parking between the extended driveway and two car detached garage. The fenced yard makes it easy to have pets, pool, play yard, garden, and privacy! The interior features beautiful hardwood floors - no allergies here! This very livable home is convenient to all amenities, including great highway access. Owner is licensed real estate salesperson

$275,000

3 beds1.5 baths1,466 sq ft

25 Calumet St, Waterbury, CT 06710

6,098 sq ft lot • 2 garage spots • Car-dependent

15 Yates Ave, Waterbury, CT 06710

ABOUT THIS HOME
Vintage Home for sale in Overlook, CT:
Welcome to this charming Colonial-style single-family home, located in the heart of Waterbury's sought-after Historic District. This 3-bedroom, 1.5-bath has beautiful hardwood floors throughout, an elegant formal dining room, and a spacious living room with a cozy fireplace - perfect for family gatherings or a quiet evening alone. The kitchen has been thoughtfully updated with stainless steel appliances and plenty of cabinet space. Upstairs, you'll find generously sized bedrooms, offering plenty of natural light. The home's Colonial design shines with traditional details like crown moldings, large windows, and a classic staircase. Enjoy a private backyard with a deck ideal for entertaining

$300,000

3 beds1.5 baths1,540 sq ft

15 Yates Ave, Waterbury, CT 06710

6,969 sq ft lot • 2 garage spots • Somewhat walkable

108 Randolph Ave, Waterbury, CT 06710

ABOUT THIS HOME
Vintage Home for sale in Overlook, CT:
Spacious dutch colonial situated on a corner lot in the historic Overlook section of Waterbury. This home is for sale for the first time in nearly 3 decades! With 5 bedrooms and 2.5 bathrooms, there is plenty of space for everyone! This house has had several improvements over the last few years including an updated kitchen and new furnace. There is additional living and storage space to be had in the walk up attic and full basement. Don't miss out on this great opportunity-grab it before it's gone!

$360,000

5 beds2.5 baths1,960 sq ft

108 Randolph Ave, Waterbury, CT 06710

7,840 sq ft lot • Somewhat walkable

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101 Leffingwell Ave, Waterbury, CT 06710

ABOUT THIS HOME
Vintage Home for sale in Overlook, CT:
101 Leffingwell Ave. is really the place. very well maintained and ready to move in. its a Beautiful 4 bedroom colonial with dining, living, family, sunrooms, and one and a half bathrooms, it has a fenced-in yard and 2 car airconditioned detached garage.

$339,900

4 beds1.5 baths1,600 sq ft

101 Leffingwell Ave, Waterbury, CT 06710

6,969 sq ft lot • 2 garage spots • Car-dependent

28 Trowbridge St, Waterbury, CT 06710

ABOUT THIS HOME
Vintage Home for sale in Overlook, CT:
Welcome to 28 Trowbridge Street on a quiet secluded street in Waterbury's Hillside Historic District surrounded by beautiful historic mansions and within walking distance from beautiful Fulton Park and Driggs Elementary School. This 100-year-old home was built to last. This home sits on a large size yard, freshly painted inside and out with brand new windows. This stunning, uniquely spacious, fully remodeled 4-bedroom / 2 Full Bathroom home with high ceilings and oversized high ceiling garage is one of a kind, it is truly unique. Beautiful hardwood flooring throughout, high ceilings, large living room, large formal dining room off the kitchen. Newly remodeled large kitchen with white cabine

$374,999

4 beds2 baths2,025 sq ft

28 Trowbridge St, Waterbury, CT 06710

0.33 acre lot • Garage • Very walkable

773 Cooke St, Waterbury, CT 06710

ABOUT THIS HOME
Vintage Home for sale in Overlook, CT:
773 Cooke Street, unique residence near beautiful parks. Boasting three bedrooms and extra rooms, this charming Colonial home has a blend of historical beauty and functionality, ideal for modern living. NEW upgrades enhance the home's value and aesthetic appeal, including * new roof installed in 2022, accompanied by fresh gutters. * The hot water heater was recently replaced in early 2023. * New for 2024, the kitchen floors and cabinetry has been enhanced. * A new backyard entrance deck has been built (2024) and a brand new blacktop asphalt driveway enhances the functionality with off street parking. * Outside, the property is adorned with mature trees and shrubbery for both shade

$300,000

3 beds1 bath1,690 sq ft

773 Cooke St, Waterbury, CT 06710

6,098 sq ft lot • Car-dependent

Vintage Homes for Sale in Overlook

There are currently 3 vintage homes for sale in Overlook at a median listing price of $288K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Overlook stay on the market for 86 days. Popular neighborhoods include Willow Plaza, Bunker Hill, Mill Plain, Hillside, Brooklyn, Bucks Hill, Town Plot, Berkeley Heights, Waterville, and Washington Hill. This map is refreshed with the newest listings in Overlook every 15 minutes.

In the past month, 2 homes have been sold in Overlook. In addition to houses in Overlook, there were also 0 condos, 0 townhouses, and 1 multi-family unit for sale in Overlook last month. Find your dream home in Overlook 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 Overlook are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Overlook. If you're looking to sell your home in the Overlook area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Overlook with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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