Vintage homes for sale & real estate in Greenwich, CT

57 homes

Sort:

Recommended

NEW 2 HRS AGO

ABOUT THIS HOME
Vintage Home for sale in Greenwich, CT:
Stunning sun-filled 2-bedroom, 1-bath end unit fully renovated in 2021 with designer finishes throughout. Bright and airy with hardwood floors and incredible natural light flowing through every room from three exposures. The chef-inspired kitchen features custom cabinetry and newer stainless steel appliances, paired with a full-size, newer full size washer and dryer for true convenience. Both bedrooms offer excellent light and comfort, and the beautifully updated bathroom provides a sleek, spa-like feel. Enjoy indoor-outdoor living with a private balcony perfect for relaxing or entertaining. Additional storage includes a pull down attic plus shared basement space. Minutes to downtown Greenw

$695,000

2 beds1 bath986 sq ft

36 Putnam, Greenwich, CT 06830

Custom cabinetry • Fully renovated • Pull down attic

COMING SOON

ABOUT THIS HOME
Vintage Home for sale in Greenwich, CT:
Located in Riverside with exceptional proximity to the village of Old Greenwich and its train station offering a direct connection to New York City! This home blends quiet residential living with everyday convenience. Beaches, parks, shops, restaurants, are all nearby, along with access to the Greenwich's high ranking public schools. INTERIOR PHOTOS COMING SOON!

$2,795,000

4 beds2.5 baths3,022 sq ft

22 Summit Rd, Riverside, CT 06878

0.25 acre lot • Garage • Built 1948

OPEN SAT, 12PM TO 3PM

ABOUT THIS HOME
Vintage Home for sale in Greenwich, CT:
Renovate, Expand, or build new on one of Cos Cob's coveted streets. Two bedroom, with tons of potential for expansion. Highlights include fireplace in living room, hardwood floors, central air, and a 300 sq. foot heated sun room located off the kitchen overlooking private back yard. The unfinished basement offers additional sq. footage ready to be finished with plumbing for bath already in place. FAR allows for 2822 sq. ft subject to town regs.

$1,200,000

2 beds1.5 baths1,328 sq ft

88 Valleywood Rd, Cos Cob, CT 06807

7,840 sq ft lot • Garage • Built 1953

OPEN SAT, 1PM TO 3PM

ABOUT THIS HOME
Vintage Home for sale in Greenwich, CT:
Welcome to this completely renovated 3-bedroom, 3.5-bath luxury home in Greenwich. This stunning residence has been fully updated from top to bottom, featuring a brand-new roof, plumbing, and electrical systems. Designed for modern living, the home offers high-efficiency appliances, Andersen windows, central air, gas furnace, and a tankless water heater-ensuring comfort, performance, and low utility costs. Ideal commuter location with easy access to shopping, dining, I-95. The main level showcases a beautifully appointed eat-in kitchen with direct deck access, perfect for entertaining. The kitchen features white shaker cabinets, granite countertops, a large island, stainless steel appliance

$1,200,000

3 beds3.5 baths2,099 sq ft

131 Henry St, Greenwich, CT 06830

3,484 sq ft lot • Garage • Built 1889

ABOUT THIS HOME
Vintage Home for sale in Greenwich, CT:
Newly renovated 7,168 SF 6-bedroom Colonial on 2.44 level acres with pool & pool house. Light & bright Hamptons vibes inside & out coupled with stylish fixtures & finishes. Luxury living, functional & entertaining spaces abound. 1st FL features a double-height foyer, grand open kitchen/family room with vaulted ceilings plus inviting living & dining rooms, den, home office, 3 powder rooms, 2 mudrooms, gym, large stone terrace with outdoor kitchen & fireplace plus heated 3-car garage. 2nd FL features a large primary suite, 4 additional ensuite bedrooms, 6th bedroom/office, family room, homework area & laundry. 3rd level playroom plus a dream rec

$4,695,000

6 beds6.5 baths7,168 sq ft

17 Will Merry Ln, Greenwich, CT 06831

Pool house • Pool • Vaulted ceilings

Property at 15 Henry St, Greenwich, CT 06830, 2 beds, 1.5 baths

$650,000

2 beds1.5 baths1,258 sq ft

15 Henry St, Greenwich, CT 06830

Property at 30 Sherman Ave, Greenwich, CT 06830, 3 beds, 1.5 baths

$869,000

3 beds1.5 baths1,699 sq ft

30 Sherman Ave, Greenwich, CT 06830

Property at 276 Otter Rock Dr, Greenwich, CT 06830, 8 beds, 6.5 baths

$27,500,000

8 beds6.5 baths11,536 sq ft

276 Otter Rock Dr, Greenwich, CT 06830

Property at 188 Hamilton Ave, Greenwich, CT 06830, 6 beds, 4 baths

$1,349,000

6 beds4 baths2,989 sq ft

188 Hamilton Ave, Greenwich, CT 06830

Property at 3 John St, Greenwich, CT 06831, 3 beds, 2.5 baths

$1,750,000

3 beds2.5 baths2,906 sq ft

3 John St, Greenwich, CT 06831

Property at 141 Putnam Park #141, Greenwich, CT 06830, 2 beds, 2 baths

$895,000

2 beds2 baths1,218 sq ft

141 Putnam Park #141, Greenwich, CT 06830

Property at 3 Putnam Hl Unit 2B, Greenwich, CT 06830, 2 beds, 2 baths

$680,000

2 beds2 baths1,300 sq ft

3 Putnam Hl Unit 2B, Greenwich, CT 06830

Property at 145 Porchuck Rd, Greenwich, CT 06831, 5 beds, 4.5 baths

$3,195,000

5 beds4.5 baths4,209 sq ft

145 Porchuck Rd, Greenwich, CT 06831

Property at 24 Valley Rd, Cos Cob, CT 06807, 4 beds, 4.5 baths

$2,398,000

4 beds4.5 baths3,221 sq ft

24 Valley Rd, Cos Cob, CT 06807

Property at 48 Richland Rd, Greenwich, CT 06830, 2 beds, 2 baths

$1,999,000

2 beds2 baths4,081 sq ft

48 Richland Rd, Greenwich, CT 06830

Property at 411 Stanwich, Greenwich, CT 06830, 6 beds, 7 baths

$13,750,000

6 beds7 baths9,189 sq ft

411 Stanwich, Greenwich, CT 06830

Houlihan Lawrence Inc.

Property at 53 Shady Ln, Greenwich, CT 06831, 5 beds, 7 baths

$3,000,000

5 beds7 baths5,607 sq ft

53 Shady Ln, Greenwich, CT 06831

Property at 47 Lafayette Pl Apt 6J, Greenwich, CT 06830, 1 bed, 1 bath

$759,000

1 bed1 bath769 sq ft

47 Lafayette Pl Apt 6J, Greenwich, CT 06830

Property at 98 Lewis St, Greenwich, CT 06830, 3 beds, 4.5 baths

$3,995,000

3 beds4.5 baths3,035 sq ft

98 Lewis St, Greenwich, CT 06830

Property at 1018 North St, Greenwich, CT 06831, 3 beds, 1.5 baths

$999,000

3 beds1.5 baths1,546 sq ft

1018 North St, Greenwich, CT 06831

Property at 38 Alexander St, Greenwich, CT 06830, 7 beds, 3 baths

$1,225,000

7 beds3 baths2,084 sq ft

38 Alexander St, Greenwich, CT 06830

Property at 175 Lake Ave, Greenwich, CT 06830, 5 beds, 4.5 baths

$3,295,000

5 beds4.5 baths3,056 sq ft

175 Lake Ave, Greenwich, CT 06830

Property at 95 Byram Rd, Greenwich, CT 06830, 2 beds, 1 bath

$750,000

2 beds1 bath881 sq ft

95 Byram Rd, Greenwich, CT 06830

Property at 32 Locust Rd, Greenwich, CT 06831, 3 beds, 3.5 baths

$2,100,000

3 beds3.5 baths2,441 sq ft

32 Locust Rd, Greenwich, CT 06831

Property at 4 Lafayette Ct, Greenwich, CT 06830, 3 beds, 3 baths

$4,495,000

3 beds3 baths2,464 sq ft

4 Lafayette Ct, Greenwich, CT 06830

Property at 84 Putnam Park #84, Greenwich, CT 06830, 3 beds, 2.5 baths

$1,100,000

3 beds2.5 baths2,136 sq ft

84 Putnam Park #84, Greenwich, CT 06830

William Raveis Real Estate

Property at 43 Sterling Rd, Greenwich, CT 06831, 7 beds, 7 baths

$3,895,000

7 beds7 baths9,267 sq ft

43 Sterling Rd, Greenwich, CT 06831

Property at 4 Putnam Hill Ln, Greenwich, CT 06830, 3 beds, 3 baths

$995,000

3 beds3 baths1,508 sq ft

4 Putnam Hill Ln, Greenwich, CT 06830

Property at 37 Miltiades Ave, Riverside, CT 06878, 4 beds, 2.5 baths

$1,999,000

4 beds2.5 baths2,540 sq ft

37 Miltiades Ave, Riverside, CT 06878

Property at 3 Finney Knoll Ln, Riverside, CT 06878, 4 beds, 3.5 baths

$3,299,000

4 beds3.5 baths4,600 sq ft

3 Finney Knoll Ln, Riverside, CT 06878

Property at 106 Patterson Ave, Greenwich, CT 06830, 5 beds, 4 baths

$4,500,000

5 beds4 baths3,448 sq ft

106 Patterson Ave, Greenwich, CT 06830

Property at 26 Shady Ln, Greenwich, CT 06831, 9 beds, 7.5 baths

$2,660,000

9 beds7.5 baths7,437 sq ft

26 Shady Ln, Greenwich, CT 06831

Property at 546 Lake Ave, Greenwich, CT 06830, 6 beds, 6.5 baths

$9,870,000

6 beds6.5 baths7,456 sq ft

546 Lake Ave, Greenwich, CT 06830

Property at 105 Woodside Dr, Greenwich, CT 06830, 6 beds, 7.5 baths

$7,950,000

6 beds7.5 baths8,970 sq ft

105 Woodside Dr, Greenwich, CT 06830

Property at 15 Lafayette Ct Unit 4D, Greenwich, CT 06830, 2 beds, 2 baths

$1,495,000

2 beds2 baths1,290 sq ft

15 Lafayette Ct Unit 4D, Greenwich, CT 06830

Property at 4 Putnam Hl Unit 4G, Greenwich, CT 06830, 3 beds, 2 baths

$995,000

3 beds2 baths1,508 sq ft

4 Putnam Hl Unit 4G, Greenwich, CT 06830

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

Property at 177 Indian Head Rd, Riverside, CT 06878, 4 beds, 3.5 baths

$4,995,000

4 beds3.5 baths6,915 sq ft

177 Indian Head Rd, Riverside, CT 06878

Property at 79 Richmond Hill Rd, Greenwich, CT 06831, 6 beds, 7 baths

$5,450,000

6 beds7 baths7,447 sq ft

79 Richmond Hill Rd, Greenwich, CT 06831

Property at 84 Putnam Park, Greenwich, CT 06830, 3 beds, 2.5 baths

$1,100,000

3 beds2.5 baths2,136 sq ft

84 Putnam Park, Greenwich, CT 06830

Property at 508 Round Hill Rd, Greenwich, CT 06831, 6 beds, 4.5 baths

$6,395,000

6 beds4.5 baths4,629 sq ft

508 Round Hill Rd, Greenwich, CT 06831

Viewing page 1 of 2

Based on information submitted to the MLS GRID as of Sat Nov 29 2025. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

Vintage Homes for Sale in Greenwich

There are currently 57 vintage homes for sale in Greenwich at a median listing price of $3M. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Greenwich stay on the market for 49 days and receive 1 offers. Popular neighborhoods include North Stamford, Eastern Greenwich, Purchase, West Harrison, and Shippan Point. This map is refreshed with the newest listings in Greenwich every 15 minutes.

In the past month, 59 homes have been sold in Greenwich. In addition to houses in Greenwich, there were also 70 condos, 0 townhouses, and 11 multi-family units for sale in Greenwich last month. Find your dream home in Greenwich 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 Greenwich are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Greenwich. Our Greenwich real estate stats and trends will give you more information about home buying and selling trends in Greenwich. If you're looking to sell your home in the Greenwich area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Greenwich 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 Greenwich, CT

Zip Codes

Neighborhoods

Nearby Cities

Nearby Cities with Vintage Homes

Nearby Neighborhoods with Vintage Homes

More to explore in Greenwich, CT

How to buy a house in Greenwich, 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.