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Greenwich CT Homes for Sale ($2MM - $4MM)
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
- 24179259 MLS
Experience exceptional new construction by Build Casa Tua on Halsey Drive. Spanning four finished levels, this home blends timeless architecture with modern luxury. A dra...
- 5 Beds
- 7 Baths
- 24188747 MLS
Experience exceptional new construction by Build Casa Tua on Halsey Drive. Spanning four finished levels, this home blends timeless architecture with modern luxury. A dra...
- 5 Beds
- 7 Baths
- 125402 MLS
A rare opportunity to own a classic Shore Colonial in one of Old Greenwich's most sought-after neighborhoods. Set on 0.36 acres and significantly expanded in 2004, this s...
- 6 Beds
- 5 Baths
- 24180733 MLS
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
Vacation at home in this exceptional five bedroom residence, where refined design, resort inspired amenities and the flexibility of optional single level living create an...
- 5 Beds
- 6 Baths
- 125537 MLS
A rare single-level luxury compound set on two private acres - Greenwich address, Stamford taxes and schools. Designed for effortless resort-style living, the home center...
- 5 Beds
- 5 Baths
- 24167441 MLS
A rare single-level luxury compound set on two private acres - Greenwich address, Stamford taxes and schools. Designed for effortless resort-style living, the home center...
- 5 Beds
- 5 Baths
- 124742 MLS
Beautifully reconstructed and expanded modern home in downtown Greenwich offering 4-5 bedrooms, 5 baths, and four levels of light-filled living. The open floor plan featu...
- 5 Beds
- 5 Baths
- 125324 MLS
Beautifully reimagined modern farmhouse on a quiet Greenwich cul-de-sac, offering 4 bedrooms, 4 full & 1 half baths across four finished levels. Renovated with a timeless...
- 4 Beds
- 5 Baths
- 24187684 MLS
Beautifully reimagined modern farmhouse on a quiet Greenwich cul-de-sac, offering 4 bedrooms, 4 full & 1 half baths across four finished levels. Renovated with a timeless...
- 4 Beds
- 5 Baths
- 125400 MLS
Potential for residential conversion in the heart of downtown Greenwich. Located just two doors from Greenwich Avenue and moments from the Metro-North train station, 37 A...
- 8 Beds
- 3 Baths
- 24174202 MLS
37 Arch Street presents a rare opportunity to own a boutique commercial building in the heart of downtown Greenwich, just two doors from Greenwich Avenue and moments from...
- 124949 MLS
37 Arch Street presents a rare opportunity to own a boutique commercial building in the heart of downtown Greenwich, just two doors from Greenwich Avenue and moments from...
- 3 Baths
- 24174195 MLS
Handsome brick Georgian just off Round Hill Road, renovated and expanded in 2010 with pool and spa, set on 2.41 landscaped and private acres. Custom built with exceptiona...
- 5 Beds
- 8 Baths
- 125361 MLS
Impeccably maintained, stunning classic colonial, tucked away on a private road in one of Greenwich's most sought-after enclaves. A combination of traditional New England...
- 4 Beds
- 5 Baths
- 24177801 MLS
Impeccably maintained, stunning classic colonial, tucked away on a private road in one of Greenwich's most sought-after enclaves. Traditional New England architecture wit...
- 4 Beds
- 5 Baths
- 125330 MLS
Welcome to 189 Connecticut Ave, a move-in-ready single-family home offering all the benefits and convenience of downtown Greenwich living. The light-filled first floor fe...
- 4 Beds
- 5 Baths
- 125128 MLS
Within the private Sabine Farm Association, this 5.13-acre parcel offers a rare opportunity to create an exceptional estate in one of Greenwich's most desirable mid-count...
- 125474 MLS
A private drive winds through over four acres of beautifully wooded grounds to this charming five-bedroom home offering exceptional privacy and a flexible floor plan for ...
- 5 Beds
- 6 Baths
- 125368 MLS
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
Private 2 acres in fabulous location! Discover this beautifully updated Colonial nestled on two private acres, offering exceptional privacy, picturesque grounds, and a p...
- 5 Beds
- 6 Baths
- 125316 MLS
Rarely does a home in this coveted pocket of Greenwich come to market. This beautifully expanded seven-bedroom residence offers turnkey living on a private one-acre lot o...
- 7 Beds
- 4 Baths
- 24189025 MLS
Rarely does a home in this coveted pocket of Greenwich come to market. This beautifully expanded seven-bedroom residence offers turnkey living on a private one-acre lot o...
- 7 Beds
- 4 Baths
- 125514 MLS
Set on over an acre at the end of a quiet cul-de-sac within the private Lia Fail Association in Greenwich, CT (Cos Cob), this exceptional stone and clapboard Colonial mas...
- 4 Beds
- 7 Baths
- 24194524 MLS
A unique opportunity awaits the new owner to put their own footprint on this lovely 1911 home. This house is beautifully sited on 2.27 acres in one acre zoning and cannot...
- 7 Beds
- 5 Baths
- 125092 MLS
Beautifully updated 4/5 bedroom 4 1/2 bath residence offering a turnkey lifestyle with the perfect blend of modern luxury and timeless character, privately set on 1.95 se...
- 4 Beds
- 5 Baths
- 24174933 MLS
Beautifully updated 4/5BR, 4.1BA residence blending modern luxury & timeless character on 1.95 serene, park-like acres. Circular driveway, fenced yard, pool, expansive pa...
- 4 Beds
- 5 Baths
- 124981 MLS
Wonderful opportunity to live in highly sought-after, close to downtown Greenwich neighborhood. This charming, 3179 sq ft sun-filled home has a terrific, traditional lay...
- 3 Beds
- 4 Baths
- 125505 MLS
Nestled behind thoughtful & mature landscaping, 219 Orchard St is a beautifully crafted Colonial that combines timeless architecture with a floor plan of 5,442sf on 4 fin...
- 6 Beds
- 6 Baths
- 125546 MLS
Belle Haven Peninsula-one of Greenwich's most coveted coastal enclaves, where harbor breezes, in-town convenience, and quiet residential character come together in a way ...
- 4 Beds
- 4 Baths
- 125111 MLS
Step into this fully gut-renovated, reimagined rare gem in Riverside. Expanded to nearly double its original footprint, this beautiful home has been meticulously designed...
- 5 Beds
- 4 Baths
- 24168121 MLS
Step into this fully gut-renovated, reimagined rare gem in Riverside. Expanded to nearly double its original footprint, this beautiful home has been meticulously designed...
- 5 Beds
- 4 Baths
- 124752 MLS
Set on a beautifully landscaped property with a coveted Riverside address, 23 Riverside Lane offers 5 bedrooms, 4.1 baths, and approximately 4,300 square feet of thoughtf...
- 5 Beds
- 5 Baths
- 125471 MLS
Mesmerizing lakefront living in desirable Bailiwick Association. Extensively renovated, 3,843 sq.ft. light-filled, 4 Bedroom/4.5 bath contemporary home with open spaces, ...
- 4 Beds
- 5 Baths
- 125076 MLS
Brand New Luxury Home in Old Greenwich Experience luxury living in this stunning New Construction, minutes away from Old Greenwich train station, Tod's Point and top rat...
- 6 Beds
- 6 Baths
- 125164 MLS
Exceptional opportunity in the heart of Old Greenwich! A rare opportunity to own a flat, build-ready lot in the heart of Old Greenwich, offering the perfect setting to ex...
- 24189224 MLS
Exceptional opportunity in the heart of Old Greenwich! A rare opportunity to own a flat, build-ready lot in the heart of Old Greenwich, offering the perfect setting to ex...
- 4 Beds
- 3 Baths
- 24189215 MLS
Exceptional opportunity in the heart of Old Greenwich! A rare opportunity to own a flat, build-ready lot in the heart of Old Greenwich, offering the perfect setting to ex...
- 4 Beds
- 3 Baths
- 125434 MLS
Exceptional opportunity in the heart of Old Greenwich! A rare opportunity to own a flat, build-ready lot in the heart of Old Greenwich, offering the perfect setting to ex...
- 4 Beds
- 3 Baths
- 125433 MLS
Rare downtown Greenwich opportunity with income in place. This 3-bedroom townhouse in Avenue Terrace, a private six-home enclave moments from Greenwich Avenue and Metro-N...
- 3 Beds
- 4 Baths
- 125568 MLS
Build your dream estate on 4+ private, level acres in the heart of backcountry Greenwich, surrounded by multi-million-dollar homes and just minutes from top transportatio...
- 24182945 MLS
Build your dream estate on 4+ private, level acres in the heart of backcountry Greenwich, surrounded by multi-million-dollar homes and just minutes from top transportatio...
- 3 Beds
- 2 Baths
- 125234 MLS
Tucked at the end of a private road in Cos Cob, this newly built (2025) Louis Contadino-designed home offers a layout rarely available in central Greenwich at this price ...
- 4 Beds
- 5 Baths
- 24168793 MLS
Tucked at the end of a private road in Cos Cob, this newly built (2025) Louis Contadino-designed home offers a layout rarely available in central Greenwich at this price ...
- 4 Beds
- 5 Baths
- 124781 MLS
Bruce Park -- Close to town, restaurants, museum, park, Island Beach/Captain's Island ferries, and the train from this beautiful 3-bedroom single-style townhouse. Located...
- 3 Beds
- 3 Baths
- 124898 MLS
Classic four bedroom Colonial in a convenient Riverside location has been thoughtfully renovated and expanded over the years. Entertain in the spacious living room with f...
- 4 Beds
- 5 Baths
- 124721 MLS
Unlock the potential of this diamond in the rough in this PRIME Riverside location! Spacious and sun-filled 4 bedroom home overlooking Binney Park. Living room with firep...
- 4 Beds
- 4 Baths
- 24188087 MLS
Unlock the potential of this diamond in the rough in this PRIME Riverside location! Spacious and sun-filled 4 bedroom home overlooking Binney Park. Living room with firep...
- 4 Beds
- 4 Baths
- 125395 MLS
Unlock the potential of this diamond in the rough in this PRIME Riverside location! Spacious and sun-filled 4 bedroom home overlooking Binney Park. Living room with fi...
- 4 Beds
- 4 Baths
- 125356 MLS
Inviting four-bedroom Tudor enjoys a beautiful, private backyard elevated by bluestone patio and lush, mature plantings on a desirable road near schools, shops and trains...
- 4 Beds
- 4 Baths
- 24188511 MLS
Inviting four-bedroom Tudor enjoys a beautiful, private backyard elevated by bluestone patio and lush, mature plantings on a desirable road near schools, shops and train...
- 4 Beds
- 4 Baths
- 125410 MLS
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
Nestled on a peaceful cul-de-sac in a desirable Cos Cob neighborhood, this beautifully crafted 2003 traditional offers approximately 4,800 sq. ft. on 1.25 private acres. ...
- 4 Beds
- 4 Baths
- 125372 MLS
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
Elegant 2023 new construction offering 5 bedrooms, 4 full and 1 half baths on four finished levels of exceptional living. Designed w/custom millwork, sophisticated finish...
- 5 Beds
- 5 Baths
- 24189668 MLS
Elegant 2023 new construction offering 5 bedrooms, 4 full and 1 half baths on four finished levels of exceptional living. Designed w/custom millwork, sophisticated finish...
- 5 Beds
- 5 Baths
- 125429 MLS
Private Cos Cob oasis designed for effortless single-level living, with the added flexibility of a spacious second-floor great room ideal as second home office, fitness s...
- 4 Beds
- 3 Baths
- 24188875 MLS
Tucked away in a private Cos Cob setting, this thoughtfully designed home offers easy single-level living with a flexible second-floor bonus space perfect for a home offi...
- 4 Beds
- 3 Baths
- 125420 MLS
Welcome to the Cummings-Wilson House, built in 1835 for a ship captain, a rare Federal-style charming home in the heart of Cos Cob. This 4-bedroom, 4-bath home, including...
- 4 Beds
- 4 Baths
- 125452 MLS
Exquisite individual custom built 2014 condominium unit it a two unit complex. Prime In Town location, walk to Greenwich Avenue. Unit has four levels with four bedrooms a...
- 5 Beds
- 6 Baths
- 24188704 MLS
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- 5 Beds
- 6 Baths
- 125417 MLS
Rare Greenwich opportunity! This side-by-side duplex at 9 Columbus Ave sits on a quiet dead-end street in Chickahominy - offering the perfect house-hack setup: live in on...
- 4 Beds
- 4 Baths
- 125529 MLS
Rare four-unit multi-family opportunity in Greenwich's Chickahominy neighborhood. 11 Columbus Ave offers 8 bedrooms and 4 bathrooms total across four separate units on a ...
- 8 Beds
- 2 Baths
- 125528 MLS
Rare Greenwich opportunity! This side-by-side duplex at 9 Columbus Ave sits on a quiet dead-end street in Chickahominy - offering the perfect house-hack setup: live in ...
- 4 Beds
- 4 Baths
- 24191640 MLS
Rare four-unit multi-family opportunity in Greenwich's Chickahominy neighborhood. 11 Columbus Ave offers 8 bedrooms and 4 bathrooms total across four separate units on ...
- 8 Beds
- 4 Baths
- 24191639 MLS
A Connecticut Classic: Julia & Elijah Lyon Jr. House (circa 1848). Pairing pedigree with possibilities, this quintessential New England home marries historic charm with c...
- 4 Beds
- 4 Baths
- 125404 MLS
Welcome to 10 Elskip Lane, a timeless Colonial set on a picturesque one-acre property in one of Greenwich's most desirable neighborhoods. Offering 4,539 square feet of th...
- 4 Beds
- 5 Baths
- 24193740 MLS
Welcome to 10 Elskip Lane, a timeless Colonial set on a picturesque one-acre property in one of Greenwich's most desirable neighborhoods. Offering 4,539 square feet of th...
- 4 Beds
- 5 Baths
- 125542 MLS
Freshly transformed and wonderfully light and bright with its recent interior repaint, this exceptional value in Cos Cob with direct access to Mianus Park is now even mor...
- 5 Beds
- 4 Baths
- 124905 MLS
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
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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