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Browse All Greenwich CT Historical Properties for Sale

50 Havemeyer Ln, Greenwich image
50 Havemeyer Ln, Greenwich $1,375,000

Old Greenwich living made easy. Welcome to Havemeyer House, where a relaxed coastal lifestyle meets the comfort and convenience of a thoughtfully updated home. Set in one...

  • 3 Beds
  • 2 Baths
  • 24217090 MLS
12 Grimes Rd, Greenwich image
12 Grimes Rd, Greenwich $2,999,000

Enjoy the best of Old Greenwich living in Shorelands, a private waterfront association ideally located near the Village's restaurants, shops, schools, parks, train statio...

  • 4 Beds
  • 3 Baths
  • 24217404 MLS
3 Huntzinger Dr, Greenwich image
3 Huntzinger Dr, Greenwich $2,399,000

Enjoy peaceful pond views and the convenience of being just minutes from town in this beautifully maintained 4-bedroom, 2.5-bath home. Bright, spacious living areas and g...

  • 4 Beds
  • 3 Baths
  • 24217013 MLS
37 Midbrook Ln, Greenwich image
37 Midbrook Ln, Greenwich $2,795,000

Walk to town, train, Binney Park and bike to beach and come home to a private gated setting. Located on a quiet lane in Old Greenwich, this recently renovated 5 bedroom r...

  • 5 Beds
  • 4 Baths
  • 24216790 MLS
18 Booth Pl, Greenwich image
18 Booth Pl, Greenwich $1,497,000 ▲

A rare, prestinely move-in ready multifamily opportunity in Greenwich. Fully turn-key side-by-side two-family home tucked away on a quiet dead-end street in Greenwich's C...

  • 5 Beds
  • 4 Baths
  • 24216424 MLS
32 Hollow Wood Ln, Greenwich image
32 Hollow Wood Ln, Greenwich $999,999

An exceptional opportunity to enjoy Greenwich at an attractive price point! This inviting Pemberwick home offers 4 bedrooms and 3 full baths, featuring a new roof, new si...

  • 4 Beds
  • 3 Baths
  • 24216356 MLS
37 Arch St, Greenwich image
37 Arch St, Greenwich $3,475,000

A rare opportunity in the heart of downtown Greenwich! Just two doors from Greenwich Avenue, this charming circa-1815 property offers exceptional versatility for investor...

  • 9 Beds
  • 3 Baths
  • 24215289 MLS
37 Arch St, Greenwich image
37 Arch St, Greenwich $3,475,000

Rare opportunity to acquire a distinctive commercial property in the heart of downtown Greenwich, just two doors from Greenwich Avenue. This circa-1815 building offers 2,...

  • 3 Baths
  • 24215292 MLS
8 Somerset Ln, Greenwich image
8 Somerset Ln, Greenwich $5,095,000 ▼

2026 Riverside Harborview New Construction by Frattaroli Construction Group. A statement in modern luxury, this 6-bedroom, 6.1-bath residence situated on a desirable cul-...

  • 6 Beds
  • 7 Baths
  • 24210273 MLS
Greenwich image
Greenwich $1,495,000

Move-in ready and completely renovated by the owner/builder for his own family, this beautifully appointed four-bedroom home offers exceptional craftsmanship and effortle...

  • 4 Beds
  • 4 Baths
  • 24214072 MLS
351 Delavan Ave, Greenwich image
351 Delavan Ave, Greenwich $1,195,000

Fully renovated and modernized, this farmhouse seamlessly blends historic charm with contemporary style across four finished levels. The 4-bedroom, 2-bath home features e...

  • 4 Beds
  • 2 Baths
  • 24213307 MLS
52 Lafayette Pl Unit 2B, Greenwich image
52 Lafayette Pl Unit 2B, Greenwich — Fairfield House $479,000

An exceptional opportunity in the heart of central Greenwich! Located at 52 Lafayette Place, this 585-sq ft condominium offers the perfect canvas for a complete transform...

  • 1 Beds
  • 1 Baths
  • 24213899 MLS
  • Fairfield House Bldg.
7 Idlewild Mnr, Greenwich image
7 Idlewild Mnr, Greenwich $2,000,000

Welcome to 7 Idlewild Manor, ideally situated on a quiet cul-de-sac in the heart of Greenwich, just moments from downtown shops, restaurants, and all that town has to off...

  • 2 Beds
  • 1 Baths
  • 24213728 MLS
4 Tremont St, Greenwich image
4 Tremont St, Greenwich $1,495,000

Currently set up as a multifamily in a single family zone. Exceptional opportunity in one of Cos Cob's most desirable neighborhoods! This charming two-family offers incre...

  • 4 Beds
  • 3 Baths
  • 24213198 MLS
4 Tremont St, Greenwich image
4 Tremont St, Greenwich $1,495,000

Exceptional opportunity in one of Cos Cob's most desirable neighborhoods! This charming two-family offers incredible versatility for investors, builders, and end users. R...

  • 4 Beds
  • 3 Baths
  • 24213196 MLS
25 Westview Pl, Greenwich image
25 Westview Pl, Greenwich $1,699,000

Welcome home to this beautifully expanded Cape, perfectly positioned on a sought-after cul-de-sac. Completely renovated in 2021, this residence effortlessly blends timele...

  • 5 Beds
  • 2 Baths
  • 24212623 MLS
73 Cos Cob Ave, Greenwich image
73 Cos Cob Ave, Greenwich $1,395,000

Rare, fully leased legal three-family in the heart of Cos Cob--a turnkey investment in one of Greenwich's most desirable neighborhoods. All three units are occupied and i...

  • 5 Beds
  • 3 Baths
  • 24211176 MLS
38 Amherst Rd, Greenwich image
38 Amherst Rd, Greenwich $2,425,000

Thoughtfully updated and truly move-in ready, 38 Amherst Road offers a fresh, design-forward take on Riverside living. The light-filled main level brings together the kit...

  • 4 Beds
  • 3 Baths
  • 24211508 MLS
190 North St, Greenwich image
190 North St, Greenwich $12,750,000

Welcome to "Nor Tor," one of Greenwich's most distinguished English manor estates, privately nestled on 3.44 acres in the heart of town. An extraordinary residence where ...

  • 7 Beds
  • 11 Baths
  • 24209367 MLS
23 Daffodil Ln, Greenwich image
23 Daffodil Ln, Greenwich $4,295,000

Set on an elevated, private acre in Greenwich, 23 Daffodil Lane is a thoughtfully updated Colonial with mature, expansive grounds anchored by a stone patio for outdoor en...

  • 4 Beds
  • 5 Baths
  • 24208670 MLS
20 Thistle Ln, Greenwich image
20 Thistle Ln, Greenwich $1,750,000

Welcome to 20 Thistle Lane, a beautifully updated raised ranch home set on a tranquil Greenwich cul-de-sac. A private one acre lot directly abutting Pemberwick Park, the ...

  • 4 Beds
  • 3 Baths
  • 24209200 MLS
6 Lincoln Ave, Greenwich image
6 Lincoln Ave, Greenwich $1,750,000

Rare opportunity to create a custom home in one of Old Greenwich's most coveted neighborhoods. Set on a flat, rectangular 0.19-acre lot outside the FEMA-designated flood ...

  • 4 Beds
  • 2 Baths
  • 24209456 MLS
113 Pilgrim Dr, Greenwich image
113 Pilgrim Dr, Greenwich $949,000

Lovingly cared for by the same family for 30+ years, this well-maintained 4-bed, 2-bath Cape is ideally located in the desirable Glenville School District. The main level...

  • 4 Beds
  • 2 Baths
  • 24203860 MLS
58 Sheephill Rd, Greenwich image
58 Sheephill Rd, Greenwich $1,750,000 ▼

Welcome to 58 Sheephill Rd, a thoughtfully expanded and extensively updated home offering exceptional space and flexibility. The first floor features new flooring, update...

  • 4 Beds
  • 5 Baths
  • 24206943 MLS
181 Hobart Ave, Greenwich image
181 Hobart Ave, Greenwich $999,000

Welcome to this wonderful three-bedroom, two-bath home, ideally situated on a beautiful piece of property. Offering a comfortable layout, spacious living areas, and plent...

  • 4 Beds
  • 2 Baths
  • 24207573 MLS
31 Meadow Wood Dr, Greenwich image
31 Meadow Wood Dr, Greenwich $6,995,000

An extraordinary opportunity to acquire a waterfront residence within the exclusive & highly coveted Belle Haven Association - at an unusually low ''cost of entry'' point...

  • 3 Beds
  • 4 Baths
  • 24207087 MLS
Greenwich image
Greenwich $1,495,000

Outstanding opportunity to build your dream home on an oversized lot in the coveted Glenville School district. Large lot provides ample room for a home of @4,500 sq. ft. ...

  • 3 Beds
  • 2 Baths
  • 24206719 MLS
105 Glenville St, Greenwich image
105 Glenville St, Greenwich $1,449,000

Completely renovated and move-in ready, this beautifully updated split-level sits on a generous 0.33-acre level lot in Greenwich's desirable Glenville neighborhood. With ...

  • 3 Beds
  • 2 Baths
  • 24206577 MLS
17 Thornhill Rd, Greenwich image
17 Thornhill Rd, Greenwich $1,649,000 ▼

Welcome to 17 Thornhill, a beautifully appointed home offering exceptional space, versatility and effortless indoor-outdoor living. Sun-filled interiors feature hardwood ...

  • 4 Beds
  • 3 Baths
  • 24205832 MLS
21 Calhoun Dr, Greenwich image
21 Calhoun Dr, Greenwich $6,150,000

A rare opportunity in one of Greenwich's most coveted in-town settings, 21 Calhoun Drive combines the timeless presence and character of a classic Greenwich estate with e...

  • 5 Beds
  • 8 Baths
  • 24205524 MLS
61 Center Dr, Greenwich image
61 Center Dr, Greenwich $1,575,000 ▲

Welcome to 61 Center Drive, a move-in-ready Old Greenwich home at the end of a cul de sac. Thoughtfully updated across two levels, this 5-bedroom, 3-full bath home offers...

  • 5 Beds
  • 3 Baths
  • 24200241 MLS
9 Old Forge Rd, Greenwich image
9 Old Forge Rd, Greenwich $3,250,000

Privately set on two magnificent acres at the end of a quiet Mid-Country cul-de-sac, this beautifully updated four-bedroom residence offers an exceptional blend of unders...

  • 4 Beds
  • 3 Baths
  • 24198837 MLS
14 Shoreham Club Rd, Greenwich image
14 Shoreham Club Rd, Greenwich $4,000,000

A rare Shorehame Association lot with unobstructed Long Island Sound sight lines offered as an amazing opportunity to build new or reimagine the existing residence in one...

  • 4 Beds
  • 3 Baths
  • 24205297 MLS
7 Bailiwick Rd, Greenwich image
7 Bailiwick Rd, Greenwich $3,950,000 ▼

The best of brand-new living! Set on 1.4+ beautifully level acres in Greenwich's coveted Bailiwick Association, this 5,400+ SF custom transitional Colonial offers excepti...

  • 5 Beds
  • 6 Baths
  • 24205146 MLS
32 Josephine Evaristo Ave, Greenwich image
32 Josephine Evaristo Ave, Greenwich $995,000

HIGHEST AND BEST DUE MONDAY OCT 12TH AT 12 PM EST. Unique two-family opportunity offering immediate income and future redevelopment potential. The existing up/down two-fa...

  • 4 Beds
  • 2 Baths
  • 24204567 MLS
37 Mary Ln, Greenwich image
37 Mary Ln, Greenwich $2,999,000

Completely reimagined and expanded to nearly twice its original footprint, this exceptional Riverside residence is the result of a meticulous gut renovation by Abode Inte...

  • 5 Beds
  • 4 Baths
  • 24201047 MLS
14 Highview Ave, Greenwich image
14 Highview Ave, Greenwich $3,495,000

Rich with classic character this 1918 Colonial sits on one of the most coveted streets in Old Greenwich. With an expansive 3,670 square feet, this charm filled home pairs...

  • 4 Beds
  • 3 Baths
  • 24203497 MLS
74 Glenville Rd, Greenwich image
74 Glenville Rd, Greenwich $4,390,000 ▼

A Greenwich classic, this distinguished five-bedroom residence combines timeless architecture, exceptional craftsmanship, and grand-scale rooms designed for both entertai...

  • 5 Beds
  • 6 Baths
  • 24202628 MLS
55 Cos Cob Ave, Greenwich image
55 Cos Cob Ave, Greenwich $1,800,000

Beautifully renovated and move-in ready. This turnkey 3-bedroom, 2.5-bath home is set in a desirable Cos Cob neighborhood and offers four finished levels of comfortable, ...

  • 3 Beds
  • 3 Baths
  • 24201010 MLS
241 Pemberwick Rd, Greenwich image
241 Pemberwick Rd, Greenwich $2,100,000 ▼

A rare opportunity to create your own private retreat, this beautifully reimagined 6-bedroom, 4 full and 1 half bath home offers nearly 3,000 square feet of versatile liv...

  • 6 Beds
  • 5 Baths
  • 24197775 MLS
42 Gerry St, Greenwich image
42 Gerry St, Greenwich $1,189,000

Welcome to 42 Gerry Street, a thoughtfully updated two-family property where the big-ticket improvements are already checked off the list, so you can spend more time enjo...

  • 5 Beds
  • 2 Baths
  • 24198916 MLS
16 Dale Dr, Greenwich image
16 Dale Dr, Greenwich $1,695,000

Stylish four-bedroom Colonial with private Trex deck, quiet backyard and seasonal second floor River views is ideally located on a cul-de-sac convenient to schools, park,...

  • 4 Beds
  • 3 Baths
  • 24197486 MLS
1 Hendrie Dr Extension, Greenwich image
1 Hendrie Dr Extension, Greenwich $3,300,000

A once-in-a-generation waterfront opportunity in Old Greenwich, perched above Greenwich Cove with breathtaking sunsets, expansive water views, and direct access to "The C...

  • 5 Beds
  • 3 Baths
  • 24194050 MLS
4 Hassake Rd, Greenwich image
4 Hassake Rd, Greenwich $1,495,000

Move right in and enjoy this charming 3-bedroom home, immediate occupancy and a quick closing. Whether you're looking to settle in before the school year begins or create...

  • 3 Beds
  • 2 Baths
  • 24195428 MLS
25 W Elm St Unit 37, Greenwich image
25 W Elm St Unit 37, Greenwich — Winthrop House $1,350,000 ▼

Ideally located just off Greenwich Avenue, this spacious two-bedroom, two-bath residence is set in a classic 1930s luxury doorman building with an elevator. This condo fe...

  • 2 Beds
  • 2 Baths
  • 24186688 MLS
  • Winthrop House Bldg.
5 Griffith Rd, Greenwich image
5 Griffith Rd, Greenwich $1,429,000 ▼

This beautiful move-in ready Colonial is tucked away on a peaceful cul-de-sac in the desirable Riverside neighbourhood. It offers the perfect blend of modern style and...

  • 4 Beds
  • 3 Baths
  • 24194042 MLS
28 Gregory Rd, Greenwich image
28 Gregory Rd, Greenwich $1,695,000 ▼

Opportunity awaits in one of Greenwich's most desirable communities. Located on a quiet residential street in Cos Cob, this spacious home offers 3,597 square feet of livi...

  • 4 Beds
  • 3 Baths
  • 24191798 MLS
15 Henry St, Greenwich image
15 Henry St, Greenwich $799,000

Multifamily development opportunity. Currently a single family home. Ideal for investors, builders, or end-users looking to customize. Convenient access to Metro-North in...

  • 2 Beds
  • 2 Baths
  • 24191313 MLS
52 Francis Ln, Greenwich image
52 Francis Ln, Greenwich $1,795,000 ▼

Located in one of Greenwich's most desirable neighborhoods, this meticulously maintained home offers the perfect blend of timeless elegance and modern comfort. Thoughtful...

  • 3 Beds
  • 4 Baths
  • 24182873 MLS
11 Butternut Hollow Rd, Greenwich image
11 Butternut Hollow Rd, Greenwich $3,495,000

Sun-filled Colonial set on 2 private acres with desirable east/west exposures, offering exceptional privacy and natural beauty. Thoughtfully updated throughout, the home ...

  • 5 Beds
  • 6 Baths
  • 24185738 MLS

The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 SmartMLS, Inc.

Greenwich Historical Real Estate

Our website features the best real estate search for historical properties available in Greenwich and surrounding areas. It is the only site you will ever need! It is easy-to-use and updated by the official Realtor®’s database every 15 minutes. 

You can save searches, and get daily email alerts of new listings, price changes, sold data, and market reports. Our Interactive Map Search allows you to view properties on a map or refine your search by drawing the boundaries around the area you desire. 

Curious about what’s happening in your neighborhood? You can create a custom market report to see what’s active, under contract, and sold in your neighborhood! 

Considering selling or refinancing your home? Get an INSTANT property valuation now!

Contact us today to find out how we can be of assistance to you!

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Michael Parsell
Trusted Realty Partners
(203) 880-9675
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Trusted Realty Partners, LLC

324 Elm Street, Suite 105B

Monroe, CT 06468

Broker: John Fontana REB.0794755

(203) 880-9675
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