Vintage homes for sale & real estate in West Side-Waterside-South End, CT

4 homes

Sort:

Recommended

ABOUT THIS HOME
Vintage Home for sale in West Side-Waterside-South End, CT:
This exquisitely maintained home in the Davenport Point Association sits on a level . 44-acre lot and offers comfort, efficiency, and unbeatable convenience near Stamford's waterfront. A major highlight is the owned Tesla Solar Roof with three Powerwalls-a sleek, all-in-one system that delivers clean power, cuts electric bills, and provides seamless whole-home backup. Inside, the main level features a warm living room with a large fireplace and wood-stove insert, hardwood floors, and a dining room overlooking the expansive backyard. The custom kitchen includes granite countertops, an island, and a natural gas stove and oven. The primary bedroom has an en-suite bath, with two additional bedr

$1,025,000

3 beds2 baths2,268 sq ft

34 Davenport Dr, Stamford, CT 06902

Bluestone patio • Owned powerwalls • Japanese maple

ABOUT THIS HOME
Vintage Home for sale in West Side-Waterside-South End, CT:
Great Investment Opportunity! Waterside Single Family Home with 4 Bedrooms, 2 Full Baths. The current tenant uses the Living Room as a 5th Bedroom. On the Main Level, left of the staircase is a Master Bedroom. Hallway leads to the Upgraded Eat in Kitchen with SS Appliances . Living Room leads to the Back Deck. Second Floor consists of 2 Bedrooms with Laminated Floors & 1 Full Bath with Tile Floor. Large Third Floor Bedroom with closet + office section is carpeted. Basement has Laundry Hookup & Plenty of Storage Space. Kitchen access to Basement, it also with 2 Outside Entrances and 1 inside Entrance to the Eat In Kitchen. Gas Cooking, Central Heat (Gas), Window AC. (Public Recor

$499,900

4 beds2 baths1,878 sq ft

40 Orchard St, Stamford, CT 06902

Tile floor • Back deck • Laminated floors

ABOUT THIS HOME
Vintage Home for sale in West Side-Waterside-South End, CT:
This exceptional four-family house, located in a sought-after Stamford neighborhood, offers a unique blend of modern luxury and investment practicality. Situated just minutes from vibrant local shopping centers and easily accessible to major highways, it is a prime location for professionals and working families seeking both convenience and a suburban feel. The property is designed with a clear division: a spacious, high-end 3 bedroom 2 bath owner's unit on the second floor and three 1 bedroom income-generating units on the first floor.

$1,600,000

6 beds5 baths2,550 sq ft

61 Aberdeen St, Stamford, CT 06902

Four-family house • 4,791 sq ft lot • Built 1930

ABOUT THIS HOME
Vintage Home for sale in West Side-Waterside-South End, CT:
West Side Charmer - This well maintained 2 family home will impress buyers the moment you drive by. Great curb appeal from the manicured fenced-in property, private patio and beautiful artisan stone wall that shows pride ownership by current owner. Each floor features a spacious eat-in kitchen, living room, two bedrooms and 1 bath. First floor tenant is currently using the partially finished lower level and 1 car detached garage. Second floor apartment is bright and ready for occupancy with refinished hardwood floors and freshly painted. The lower level is a perfect playroom or multi use finished space with plenty of storage areas: (Pantry, wine cellar and utility room) Each apartment provi

$754,500

4 beds2 baths1,620 sq ft

17 Alden St, Stamford, CT 06902

Artisan stone wall • Private patio • 4,356 sq ft lot

Viewing page 1 of 1

End of results

Nearby homes that match your criteria

ABOUT THIS HOME
Vintage Home for sale in West Side-Waterside-South End, CT:
Discover this charming first-floor apartment located in the heart of Downtown Stamford! This pet-friendly building offers a bright and inviting unit that has been freshly painted throughout and features hardwood floors and an open-concept kitchen with granite countertops. The HOA provides an exceptional range of amenities, including basic cable TV, internet, cooking gas, heat, hot water, insurance, and grounds maintenance, meaning the new owner will only need to cover electricity each month. Residents can enjoy excellent on-site amenities, including a beautiful swimming pool, a well-equipped fitness center, 24-hour security, storage areas, and ample visitor parking. With an unbeatable locat

$299,900

2 beds1 bath875 sq ft

71 Strawberry Hill Ave Apt 118, Stamford, CT 06902

$700 HOA • Parking • Pool

OPEN SAT, 12:30PM TO 2:30PM

ABOUT THIS HOME
Vintage Home for sale in West Side-Waterside-South End, CT:
This end unit is unique because it has no shared walls with neighbors. It is a stunning unit with beautiful refinished hardwood floors, lots of windows, high ceilings, fully redone kitchen cabinets, freshly painted, plaster walls, curved archways and pretty views. The parking lot is just steps away. Two spaces are included. Woodside Green is located about a mile from the train station. It is an easy walk to downtown. There is shopping, gym, Starbucks , restaurants just across the street from the complex. The grounds are lovely with specimen trees and a park-like setting.

$320,000

2 beds1 bath872 sq ft

102 Summer St Unit 2A, Stamford, CT 06840

$475 HOA • 2 parking spots • Built 1939

ABOUT THIS HOME
Vintage Home for sale in West Side-Waterside-South End, CT:
Centrally located three bedroom house with wood floors. Owner created an office in attic area, and a playroom in garage which can easily be converted back to two car garage. Useable space in basement suitable to creating a home working environment. Additional parking spaces in front of garage and property has been fenced in front. Property to be sold as is.

$725,000

3 beds2 baths2,397 sq ft

74 W North St, Stamford, CT 06902

Wood floors • Fenced in front • Office in attic

ABOUT THIS HOME
Vintage Home for sale in West Side-Waterside-South End, CT:
Welcome to 70 Strawberry Hill Avenue! This spacious, updated studio features classic charm with modern touches, including gleaming hardwood floors and 9-foot ceilings throughout. The kitchen has been updated, and the large open living area includes a dedicated dining space-perfect for relaxing or entertaining. The well-maintained grounds feature a peaceful center courtyard with a park-like setting. Monthly common charges cover heat and hot water, and the complex offers ample rear parking along with on-site laundry. Ideally located just steps from downtown Stamford, restaurants, Metro-North, and local parks. No assessments. Dishwasher does not works

$235,000

— beds1 bath660 sq ft

70 Strawberry Hill Ave Apt 3-2A, Stamford, CT 06902

$400 HOA • Built 1939 • Listed 7 days

ABOUT THIS HOME
Vintage Home for sale in West Side-Waterside-South End, CT:
Welcome to your new home in the heart of downtown Stamford. Meticulously updated 2-bedroom, 2 bath, Office/Den sunny apartment. Spacious living area with large windows full of natural light. Perfect for entertaining or relaxing at the end of a long day. Freshly painted, new floors, and large storage closet. Ensuite bathroom in master bedroom with walk-in closet. Secured building steps to popular restaurants, night life, the library, theatre, parks, UCONN, and so much more. 15-minute walk to the train station and easy access to 95. Ample Street Parking available. Parking is also available in the back parking lot from 5:30pm-7:30am during the week and 24 hours on the weekends.

$329,000

2 beds2 baths1,250 sq ft

125 Prospect St Apt 2E, Stamford, CT 06901

Large windows • Walk-in closet • Secured building

ABOUT THIS HOME
Vintage Home for sale in West Side-Waterside-South End, CT:
Back on market . .buyer changed plans. Excellent opportunity for next buyer ! Prime Downtown Stamford! Smashing, completely renovated one-bedroom offers modern turnkey living! Chef's kitchen featuring quartz counters, stainless appliances, and a built-in beverage center. The bonus room, currently used as an office, adds valuable flexibility for work-from-home or additional storage. One assigned parking space plus plenty of visitor parking. Recent improvements include fresh paint throughout, a new stylish barn door, new in-unit washer and dryer, and a newer hot water heater. Complex recently replaced roof, & painted exterior. Nothing to do but move right in - ideal for a homeowner or an

$299,000

1 bed1 bath1,100 sq ft

5 Hundley Ct Unit 1E, Stamford, CT 06902

$449 HOA • Parking • Built 1880

Property at 71 Strawberry Hill Ave #305, Stamford, CT 06902, 3 beds, 1 bath

$380,000

3 beds1 bath1,100 sq ft

71 Strawberry Hill Ave #305, Stamford, CT 06902

Property at 71 Strawberry Hill Ave Apt 421, Stamford, CT 06902, 2 beds, 1 bath

$315,000

2 beds1 bath875 sq ft

71 Strawberry Hill Ave Apt 421, Stamford, CT 06902

Property at 75 Saddle Rock Rd, Stamford, CT 06902, 5 beds, 3.5 baths

$2,125,000

5 beds3.5 baths4,154 sq ft

75 Saddle Rock Rd, Stamford, CT 06902

Property at 108 Strawberry Hill Ave #1, Stamford, CT 06902, 1 bed, 1 bath

$185,000

1 bed1 bath740 sq ft

108 Strawberry Hill Ave #1, Stamford, CT 06902

Property at 54 W North Street St #419, Stamford, CT 06902, 2 beds, 1 bath

$215,000

2 beds1 bath900 sq ft

54 W North Street St #419, Stamford, CT 06902

Property at 22 Glenbrook Rd #414, Stamford, CT 06902, 1 bed, 1 bath

$199,000

1 bed1 bath535 sq ft

22 Glenbrook Rd #414, Stamford, CT 06902

Property at 28 Anderson St, Stamford, CT 06902, 4 beds, 2 baths

$799,000

4 beds2 baths1,857 sq ft

28 Anderson St, Stamford, CT 06902

Property at 90 Strawberry Hill Ave #3, Stamford, CT 06902, 2 beds, 1 bath

$245,000

2 beds1 bath860 sq ft

90 Strawberry Hill Ave #3, Stamford, CT 06902

Property at 104 Strawberry Hill Ave #2, Stamford, CT 06902, 2 beds, 1 bath

$240,000

2 beds1 bath900 sq ft

104 Strawberry Hill Ave #2, Stamford, CT 06902

Property at 1856 Summer St #1856, Stamford, CT 06905, 1 bath

$235,000

— beds1 bath491 sq ft

1856 Summer St #1856, Stamford, CT 06905

Property at 33 Halsey Dr, Old Greenwich, CT 06870, 3 beds, 2 baths

$1,495,000

3 beds2 baths1,481 sq ft

33 Halsey Dr, Old Greenwich, CT 06870

Vintage Homes for Sale in West Side-Waterside-South End

There are currently 4 vintage homes for sale in West Side-Waterside-South End at a median listing price of $777K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in West Side-Waterside-South End stay on the market for 50 days. Popular neighborhoods include Newfield-Westover-Turn of River, Eastern Greenwich, Shippan Point, Shippan, and Long Island. This map is refreshed with the newest listings in West Side-Waterside-South End every 15 minutes.

In the past month, 6 homes have been sold in West Side-Waterside-South End. In addition to houses in West Side-Waterside-South End, there were also 11 condos, 0 townhouses, and 3 multi-family units for sale in West Side-Waterside-South End last month. Find your dream home in West Side-Waterside-South End 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 West Side-Waterside-South End are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in West Side-Waterside-South End. If you're looking to sell your home in the West Side-Waterside-South End area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in West Side-Waterside-South End with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

More real estate resources for West Side-Waterside-South End, CT

Nearby Neighborhoods

Cities

Nearby Neighborhoods with Vintage Homes

Nearby Cities with Vintage Homes

More to explore in West Side-Waterside-South End, CT

How to buy a house in West Side-Waterside-South End, CT

How much house can I afford?

How to buy a house in 10 steps

First-time homebuyer's guide

See more home buying guides

Popular Markets in Connecticut

Download the Redfin App on the Apple App Store

Download the Redfin App from the Google Play Store

Join us

Become an Agent

Get referrals

Careers

Find homes faster

About us

Why Redfin?

Community Impact

Diversity & Inclusion

Find us

Subsidiaries

Affiliated Business

Countries

United States

Canada

Updated September 2025: By searching, you agree to the Terms of Use, and Privacy Policy.

Do not sell or share my personal information.

REDFIN and all REDFIN variants, WALK SCORE, and the R logos, are trademarks of Redfin Corporation, registered or pending in the USPTO.

California DRE #01521930

Redfin is licensed to do business in New York as Redfin Real Estate. NY Standard Operating Procedures

New Mexico Real Estate Licenses

TREC: Info About Brokerage Services, Consumer Protection Notice

All mortgage lending products and information are provided by Rocket Mortgage, LLC | NMLS #3030; www.NMLSConsumerAccess.org. Licensed in 50 states. This site is not authorized by the New York State Department of Financial Services for mortgage solicitation or loan applications activities related to properties located in the State of New York.

Redfin Corporation is an affiliated business of Rocket Limited Partnership. Each company, and their subsidiaries, are separate legal entities operated and managed through its own management and governance structures.

If you are using a screen reader, or having trouble reading this website, please call Redfin Customer Support for help at 1-844-759-7732.

REDFIN IS COMMITTED TO AND ABIDES BY THE FAIR HOUSING ACT AND EQUAL OPPORTUNITY ACT. READ REDFIN'S FAIR HOUSING POLICY AND THE NEW YORK STATE FAIR HOUSING NOTICE.