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All Greenwich Mid Country Houses For Sale

14 Meadow Lane, Greenwich image
14 Meadow Lane, Greenwich $34,995,000

Designed by award-winning Paul Stephan Marchese & Associates and built by highly regarded Hobbs, Inc., this exceptional custom Georgian Colonial is beautifully sited on 1...

  • 5 Beds
  • 8 Baths
  • 125972 MLS
380 North Street, Greenwich image
380 North Street, Greenwich $28,500,000

Historically known as ''Electric Hill,'' this extraordinary estate occupies one of the highest points in Mid-Country Greenwich, commanding year-round views of Long Island...

  • 5 Beds
  • 8 Baths
  • 125833 MLS
39 Brookridge Drive, Greenwich image
39 Brookridge Drive, Greenwich $28,500,000

Set along a quiet, serene in-town street, this exceptional 2027 new construction blends timeless architecture with modern livability. A striking white brick façade, steep...

  • 7 Beds
  • 12 Baths
  • 124682 MLS
16 Doubling Rd, Greenwich image
16 Doubling Rd, Greenwich $19,950,000

MOVE RIGHT IN- Bellavista is a 16,000+sf estate designed by architect Anthony Minichetti, comprised of 9 bedrooms, 9 full baths, and 4 half baths, set on 2.93 private ele...

  • 9 Beds
  • 13 Baths
  • 24207664 MLS
16 Doubling Road, Greenwich image
16 Doubling Road, Greenwich $19,950,000 ▼

MOVE RIGHT IN-Bellavista is a 16,000+sf estate designed by architect Anthony Minichetti, comprised of 9 bedrooms, 9 full baths, and 4 half baths, set on 2.93 private elev...

  • 9 Beds
  • 13 Baths
  • 124884 MLS
8 Sheffield Way, Greenwich image
8 Sheffield Way, Greenwich $17,950,000

Set on 3.13 acres just off Round Hill Road, 8 Sheffield Way brings Modern Greenwich Living to one of Greenwich's most desirable mid-country locations. Here, striking arch...

  • 7 Beds
  • 10 Baths
  • 125914 MLS
164 Round Hill Road, Greenwich image
164 Round Hill Road, Greenwich $14,600,000

An allée of majestic magnolia trees underplanted with sculpted boxwoods lines a white-pebble drive leading to one of Greenwich's most iconic Great Estates. Inspired by th...

  • 8 Beds
  • 14 Baths
  • 125814 MLS
133 Doubling Road, Greenwich image
133 Doubling Road, Greenwich $14,375,000

Newly completed and masterfully built, this gated exceptional new construction by renowned architect Alex Kaali-Nagy, AIA, blends timeless design, modern luxury, and impe...

  • 7 Beds
  • 9 Baths
  • 125839 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
524 Lake Avenue, Greenwich image
524 Lake Avenue, Greenwich $12,100,000

A gated drive opens to this elegant six-bedroom Mid-Country Manor. A stone courtyard introduces the dramatic four-story residence with elegant foyer, where sweeping butte...

  • 6 Beds
  • 13 Baths
  • 124826 MLS
16 Park Avenue, Greenwich image
16 Park Avenue, Greenwich $11,950,000

Prime Park Avenue location - blending in town and mid country living! This 4-story elevated custom English Cotswold inspired home, designed with incredible thoughtfulnes...

  • 6 Beds
  • 8 Baths
  • 125800 MLS
15 Zaccheus Mead Lane, Greenwich image
15 Zaccheus Mead Lane, Greenwich $10,950,000

New Construction. Perched on a hill within Greenwich's prestigious Rock Ridge neighborhood, this 7,400 sq. ft. residence underwent a complete architectural top to bottom ...

  • 6 Beds
  • 7 Baths
  • 126005 MLS
608 North Street, Greenwich image
608 North Street, Greenwich $9,750,000

A Mid-Country luxury retreat combining classic architecture with a modern sensibility, set back on 2.36 impeccably landscaped acres. This exceptional 11,925-square-foot,...

  • 6 Beds
  • 9 Baths
  • 125863 MLS
107 Maple Avenue, Greenwich image
107 Maple Avenue, Greenwich $8,800,000

107 Maple Avenue represents a rare achievement: a historic Greenwich home whose original spirit has been respected and enhanced. Beautifully restored, comprehensively mod...

  • 5 Beds
  • 9 Baths
  • 125959 MLS
174 Round Hill Road, Greenwich image
174 Round Hill Road, Greenwich $8,500,000

Set high on two exceptional acres in the coveted Golden Triangle, this custom-built home offers a great lifestyle just minutes from town and schools. The sun-filled six-b...

  • 6 Beds
  • 8 Baths
  • 125515 MLS
7 Calhoun Drive, Greenwich image
7 Calhoun Drive, Greenwich $8,495,000

This timeless estate, situated in an exclusive private association moments from town, masterfully blends turn-of-the-century grandeur with 21st-century luxury. The main h...

  • 6 Beds
  • 10 Baths
  • 125811 MLS
12 Woodside Road, Greenwich image
12 Woodside Road, Greenwich $8,350,000 ▼

DEER PARK WOODSIDE: This distinguished 1930's brick Georgian is set on a serene, oversized lot within Deer Park Association, embodying the timeless architectural presence...

  • 6 Beds
  • 8 Baths
  • 125174 MLS
64 Hillside Rd, Greenwich image
64 Hillside Rd, Greenwich $7,495,000

Exceptional, new 2027 construction showcases an architecturally stunning in-town Colonial on .72 acres with pool, private yard and resort-style amenities close to world-c...

  • 5 Beds
  • 8 Baths
  • 24194488 MLS
64 Hillside Road, Greenwich image
64 Hillside Road, Greenwich $7,495,000

Exceptional new 2027 construction showcases an architecturally stunning in-town Colonial on .72 acres with pool, private yard and resort-style amenities close to world-cl...

  • 5 Beds
  • 8 Baths
  • 125572 MLS
1 Loch Lane, Greenwich image
1 Loch Lane, Greenwich $6,950,000

Privately positioned on 3.5 acres at the end of a quiet mid-country Greenwich cul-de-sac, this distinguished stone and brick estate offers an exceptional blend of timeles...

  • 5 Beds
  • 8 Baths
  • 125925 MLS
12 Hedgerow Lane, Greenwich image
12 Hedgerow Lane, Greenwich $6,950,000

A rare offering where timeless architecture, exceptional scale and resort-style living come together in a spectacular private setting. Designed for both gracious entertai...

  • 5 Beds
  • 7 Baths
  • 125845 MLS
273 Riversville Road, Greenwich image
273 Riversville Road, Greenwich $6,850,000

Set high across 2 acres in Greenwich on private Saddle Ridge Lane this stunning 2023 built Colonial offers room to play, run, sled and bike without losing the proximity t...

  • 8 Beds
  • 11 Baths
  • 125933 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
21 Calhoun Drive, Greenwich image
21 Calhoun Drive, 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
  • 125808 MLS
580 Lake Avenue, Greenwich image
580 Lake Avenue, Greenwich $5,745,000

There are homes you visit, and there are homes you never want to leave. Rich in character & thoughtfully reimagined, this classic residence is the latter. A rare blend of...

  • 6 Beds
  • 8 Baths
  • 125905 MLS
21 Pecksland Road, Greenwich image
21 Pecksland Road, Greenwich $5,495,000 ▼

One level living at its best! A gated drive introduces this beautifully appointed stone residence, gracefully set on over two exquisitely landscaped Mid-Country acres. Li...

  • 5 Beds
  • 6 Baths
  • 125265 MLS
135 & 129 Zaccheus Mead Lane, Greenwich image
135 & 129 Zaccheus Mead Lane, Greenwich $5,495,000 ▼

LOCATION ,LOCATION, LOCATION! Striking, sophisticated, & contemporary w/a true WOW factor. This exceptional residence is tucked within the celebrated Golden Triangle, sur...

  • 3 Beds
  • 5 Baths
  • 124681 MLS
121 Round Hill Road, Greenwich image
121 Round Hill Road, Greenwich $4,995,000

Ready to Build YOUR Dream Home with YOUR design ideas & permits in Greenwich's Golden Triangle. This 2.3-acre property/land for a discerning buyer who values beauty, time...

  • 5 Beds
  • 5 Baths
  • 125639 MLS
151 Stanwich Road, Greenwich image
151 Stanwich Road, Greenwich $4,795,000

Hamptons Style Meets Greenwich Sophistication. Stunning, gut-renovated Colonial reimagined by acclaimed Hamptons designer Karen Gorman. Set on a picturesque, private acre...

  • 5 Beds
  • 5 Baths
  • 126033 MLS
739 Lake Ave, Greenwich image
739 Lake Ave, Greenwich $4,500,000

Your own private oasis in a prime Midcountry location. 739 Lake Avenue blends peaceful private living with easy access to downtown and all that Greenwich has to offer. Th...

  • 5 Beds
  • 6 Baths
  • 24204371 MLS
74 Glenville Road, Greenwich image
74 Glenville Road, 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...

  • 4 Beds
  • 6 Baths
  • 125732 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
54 Old Mill Road, Greenwich image
54 Old Mill Road, Greenwich $4,100,000

Greenwich, CT real estate rarely offers a home like 54 Old Mill Road known as the Mead-Close House. The Mead-Close Farm dates back to 1735. A major 2019 renovation blends...

  • 5 Beds
  • 5 Baths
  • 126074 MLS
248 Stanwich Road, Greenwich image
248 Stanwich Road, Greenwich $3,995,000 ▼

Set on 1.21 acres, this beautifully maintained home has exceptional indoor and outdoor living designed for entertaining. Home was completely taken down to the studs in 20...

  • 3 Beds
  • 4 Baths
  • 125500 MLS
34 Thunder Mountain Road, Greenwich image
34 Thunder Mountain Road, Greenwich $3,990,000 ▼

Welcome to 34 Thunder Mountain Rd - Set on a quiet cul-de-sac with easy access to Glenville, Central Greenwich and Westchester. Substantially re-built in 2024/2025 this m...

  • 5 Beds
  • 6 Baths
  • 125270 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
7 Bailiwick Road, Greenwich image
7 Bailiwick Road, 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
  • 125788 MLS
35 Turner Drive, Greenwich image
35 Turner Drive, Greenwich $3,695,000

Set on a private 1.14-acre property at the end of Turner Drive, this light-filled four-bedroom, two-and-a-half-bath home offers generous living spaces in the sought-after...

  • 4 Beds
  • 3 Baths
  • 126053 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
11 Butternut Hollow Road, Greenwich image
11 Butternut Hollow Road, Greenwich $3,495,000 ▲

Beautifully updated Colonial in a fabulous Greenwich location, offering exceptional privacy and a peaceful natural setting.** Set on two picturesque acres, the home featu...

  • 4 Beds
  • 6 Baths
  • 125316 MLS
73 Thunder Mountain Road, Greenwich image
73 Thunder Mountain Road, Greenwich $2,650,000

Charming center hall colonial at the end of a quiet mid country cul-de-sac. The location is convenient yet offers wonderful seclusion. Set on a park-like, level 2.3 acres...

  • 4 Beds
  • 4 Baths
  • 125114 MLS
51 Glen Road, Greenwich image
51 Glen Road, Greenwich $2,499,999 ▼

Close to town from this rare in-town Greenwich gem -- a corner lot home on a quiet cul-de-sac, just steps from Greenwich Avenue's shops, restaurants, and cafés, the Green...

  • 5 Beds
  • 4 Baths
  • 124257 MLS
7 Flower Lane, Greenwich image
7 Flower Lane, Greenwich $2,350,000

Set on a gentle rise across 1.45 acres in a RA-1/ 1 acre zone, this 1950s ranch enjoys treetop views and wonderful East/West sun exposure. The existing home offers 3 bedr...

  • 3 Beds
  • 3 Baths
  • 125992 MLS
12 Sawmill Terrace, Greenwich image
12 Sawmill Terrace, Greenwich $2,149,000 ▼

Serene & Private Escape. With a trending modern sensibility, this light-filled residence showcases oversized windows and doors, and soaring ceilings throughout the home. ...

  • 3 Beds
  • 3 Baths
  • 124059 MLS
59 Stanwich Road, Greenwich image
59 Stanwich Road, Greenwich $1,850,000

Tastefully renovated in 2020 , this property features a chic, modern esthetic. Gourmet kitchen with custom cabinetry ,high end appliances, hardwood floors, and all new ba...

  • 4 Beds
  • 3 Baths
  • 126000 MLS
127 Lake Avenue, Greenwich image
127 Lake Avenue, Greenwich $1,495,000

Built in the early 20th century and full of character newer homes try to imitate, 127 Lake Avenue pairs classic charm with a location that's hard to beat: Driveway on Pro...

  • 4 Beds
  • 3 Baths
  • 126044 MLS
205 Glenville Road, Greenwich image
205 Glenville Road, Greenwich $1,375,000

This thoughtful new construction Greenwich residence perfectly balances modern comfort with an effortless flow for entertaining. Fully built from the original foundation ...

  • 3 Beds
  • 2 Baths
  • 125850 MLS
1 Putnam Hill Unit 3C, Greenwich image
1 Putnam Hill Unit 3C, Greenwich $780,000

Move right in! Downtown Greenwich Living at Its Finest Experience the perfect blend of serenity and convenience in this secure, private enclave set on a beautifully main...

  • 2 Beds
  • 2 Baths
  • 125126 MLS
53 Rock Maple Road, Greenwich image
53 Rock Maple Road, Greenwich $35,000

Updated classic set on a quiet Mid-Country cul-de-sac on 2.24 beautifully landscaped acres with rolling lawns, rock outcroppings and mature plantings. Private outdoor set...

  • 6 Beds
  • 6 Baths
  • 125944 MLS
386 North Street, Greenwich image
386 North Street, Greenwich $35,000 ▼

Experience the pinnacle of Mid-Country Greenwich living in this sprawling 10,000 sq ft estate, set on 2.3 manicured acres. Extensively updated in 2026, the residence blen...

  • 5 Beds
  • 9 Baths
  • 125394 MLS
17 Witherell Drive, Greenwich image
17 Witherell Drive, Greenwich $25,000

Unique opportunity to rent this newly updated residence in the heart of the coveted Rock Ridge Association. Set on an exceptionally private, level 2 acre park-like proper...

  • 5 Beds
  • 5 Baths
  • 125840 MLS
173 Stanwich Road, Greenwich image
173 Stanwich Road, Greenwich $15,000

This stunning contemporary retreat with a pool is privately situated on 2.5 acres along a quiet lane off Stanwich Road. Offered fully furnished for either long- or short-...

  • 4 Beds
  • 4 Baths
  • 125916 MLS
63 Church Street Unit 1, Greenwich image
63 Church Street Unit 1, Greenwich $15,000

Welcome to The Madrid at The Five Greenwich. Presented by Corner North Ventures & designed by Fofie & Mia's, this designer-furnished luxury townhome blends modern Europea...

  • 2 Beds
  • 3 Baths
  • 125481 MLS
18 Osee Place, Cos Cob image
18 Osee Place, Cos Cob $14,900

Classic Center Hall Georgian Colonial in convenient Cos Cob location. Modern 5 bedroom 5.5 bath on a cul-de-sac street. Close to Cos Cob Elementary, Newly Built Central M...

  • 5 Beds
  • 6 Baths
  • 126055 MLS
8 Farley Street Unit B, Greenwich image
8 Farley Street Unit B, Greenwich $11,000 ▼

Newly renovated 3-bed, 3.5-bath home on a quiet dead-end street near downtown Greenwich. This stylish two-story residence blends classic New England charm with modern lux...

  • 3 Beds
  • 4 Baths
  • 126017 MLS
46 Valleywood Road, Greenwich image
46 Valleywood Road, Greenwich $10,750 ▼

Amazing Halloween neighborhood, street closes to car traffic. Wonderful opportunity to rent a furnished or unfurnished, updated four-bedroom Tudor with bluestone patio an...

  • 4 Beds
  • 4 Baths
  • 125411 MLS
63 Church Street Unit 3, Greenwich image
63 Church Street Unit 3, Greenwich $10,000

Welcome to The Tokyo at The Five Greenwich. Presented by Corner North Ventures & designed by Fofie & Mia's, this fully furnished luxury residence delivers a rare downtown...

  • 1 Beds
  • 2 Baths
  • 125561 MLS
63 Church Street Unit 4, Greenwich image
63 Church Street Unit 4, Greenwich $9,000

Welcome to The Paris at The Five Greenwich. Presented by Corner North Ventures & designed by Fofie & Mia's, this fully furnished luxury residence delivers a rare downtown...

  • 1 Beds
  • 2 Baths
  • 125559 MLS
75 Angus Road North, Greenwich image
75 Angus Road North, Greenwich $8,990 ▼

Newly renovated, this spectacular open floor plan has ample windows allowing natural light to flood the spaces creating a warm and welcoming environment. The comfortable ...

  • 3 Beds
  • 3 Baths
  • 125631 MLS
147 Holly Hill Lane Unit 2, Greenwich image
147 Holly Hill Lane Unit 2, Greenwich $8,750

Experience effortless luxury with the flexibility of a short-term, 6-month rental (Also available Long Term) Available now, this beautifully updated home sits within an ...

  • 2 Beds
  • 3 Baths
  • 126090 MLS
147 Holly Hill Lane Unit 2, Greenwich image
147 Holly Hill Lane Unit 2, Greenwich $8,500 ▼

Ready to make your move to Greenwich? Experience effortless luxury Beautifully updated and set within an exclusive 10-residence enclave, professionally managed this sophi...

  • 2 Beds
  • 3 Baths
  • 125659 MLS
63 Church Street Unit 2, Greenwich image
63 Church Street Unit 2, Greenwich $8,000

Welcome to The Monaco at The Five Greenwich. Presented by Corner North Ventures & designed by Fofie & Mia's, this fully furnished luxury residence delivers a rare downtow...

  • 1 Beds
  • 2 Baths
  • 125562 MLS
8 Farley Street Unit A, Greenwich image
8 Farley Street Unit A, Greenwich $7,250 ▼

Newly renovated 3-bed, 1.5-bath home on a quiet dead-end street near downtown Greenwich. This classic New England two-story sits on a tree-lined street with a covered fr...

  • 3 Beds
  • 2 Baths
  • 126016 MLS
39 Church Street Unit 1, Greenwich image
39 Church Street Unit 1, Greenwich $3,800 ▼

Prime in-town location meets classic style in this turn-key 2BR/1BA first-floor unit at 39 Church St. Situated steps from local dining, shopping, and everyday convenience...

  • 2 Beds
  • 1 Baths
  • 125733 MLS
67 Church Street Unit 2A, Greenwich image
67 Church Street Unit 2A, Greenwich $3,600

Charming, sun-filled two-bedroom residence in the heart of downtown Greenwich, featuring a renovated bathroom, an updated kitchen with new appliances, and hardwood floors...

  • 2 Beds
  • 1 Baths
  • 126023 MLS
18-20 Greenwich Avenue Unit 2-1, Greenwich image
18-20 Greenwich Avenue Unit 2-1, Greenwich $3,200 ▼

Fully renovated, like new modern-transitional one-bedroom apartment in the heart of Greenwich Avenue. This spacious, turn-key residence features hardwood flooring throug...

  • 1 Beds
  • 1 Baths
  • 125880 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.

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