Old Greenwich, CT Homes for Sale

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  /26

  $340,000

  • 1 Bed
  • 1.5 Baths
  • 1,080 Sq Ft

  65 Glenbrook Rd Unit 6C, Stamford, CT 06902

  Exceptionally bright, spacious and thoughtfully updated, this 1-bedroom, 1.5-bath condo offers approximately 1,080 square ft of comfortable living with beautiful city views. The open layout with h/w floors features a generously sized living and dining area that flows seamlessly to a private balcony-perfect for relaxing or enjoying the skyline. The updated kitchen is designed for both style and

  Priti Kothari William Raveis Real Estate

  65 Glenbrook Rd Unit 6C, Stamford, CT 06902
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• 

  

  /2

  $2,750,000

  • 5 Beds
  • 5.5 Baths
  • 3,482 Sq Ft

  43 Dubois St, Darien, CT 06820

  A beautiful modern interpretation of a traditional colonial, this 3,482 SF residence was built by award winning Hemingway Construction and is ideally located near the train, town, beaches and Great Island all short walk away. The neighborhood is zoned for Blue Ribbon award-winning Hindley Elementary School, where everyone can enjoy biking and walking to school together. The first floor features

  Chichi Mayhew Compass Connecticut, LLC

  43 Dubois St, Darien, CT 06820
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  /36

  $2,400,000

  • 5 Beds
  • 4 Baths
  • 3,644 Sq Ft

  61 Hobson St, Stamford, CT 06902

  Set in Stamford's coveted Shippan Point waterfront community, this renovated home offers a flexible, livable layout. The main level features hardwood floors, a chef-caliber kitchen with high-end appliances and generous prep space, a large dining area, a comfortable living room, and a wraparound deck overlooking a private patio. Three nicely sized bedrooms on the main level include one of two

  Thaddea Sheridan William Raveis Real Estate

  61 Hobson St, Stamford, CT 06902
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  /25

  $550,000

  • 3 Beds
  • 1.5 Baths
  • 1,684 Sq Ft

  8 Barnstable Ln, Stamford, CT 06907

  Desirable Springdale location boasts an inviting three-bedroom, three-level Rowhouse and outdoor patio offering exceptional value with no HOA fees. Spacious home has a total square feet of 2364 living space, features gourmet kitchen with stainless steel appliances and sliding doors to private, fenced-in new patio, comfortable living room, adjacent dining room and powder room. Second floor reveals

  Megan Epand Houlihan Lawrence

  8 Barnstable Ln, Stamford, CT 06907
• 

  

  

  /17

  $7,450,000

  • 4 Beds
  • 5.5 Baths
  • 5,140 Sq Ft

  47 Husted Ln, Greenwich, CT 06830

  Elegant Regency style single-level living in a fabulous Greenwich location. This beautifully designed four-bedroom, five-and-one-half bath Home offers approximately 5,100 square feet of sun-filled living space with refined finishes and gracious proportions throughout. Expansive living and entertaining rooms, a stunning dining room, and a beautifully appointed kitchen create an effortless flow for

  Salley Maloney Houlihan Lawrence

  47 Husted Ln, Greenwich, CT 06830
• 

  

  /19

  $850,000

  • 3 Beds
  • 3 Baths
  • 2,024 Sq Ft

  74 Palmer Ave, Stamford, CT 06902

  Just blocks from the beach, this updated 3-bedroom Cape on a cul-de-sac offers versatile living spaces and modern amenities. The eat-in kitchen features new appliances, while the dining room includes a charming built-in corner cabinet. An enclosed porch provides additional space for relaxing or entertaining. Two bedrooms upstairs feature sky-lights, vaulted ceilings, and built-ins, while the

  Jessica Conte Berkshire Hathaway NE Prop.

  74 Palmer Ave, Stamford, CT 06902
• 

  

  /22

  $875,000

  • 3 Beds
  • 2 Baths
  • 1,064 Sq Ft

  11 Rex St, Greenwich, CT 06831

  A wonderful opportunity to own in the Glenville School district for under $1M! Set on a quiet dead-end street along the Byram River and a stone's throw from Pemberwick Park, this 3-bedroom Mediterranean-style bungalow offers charm and easy living. The inviting, vaulted-ceiling living room with wood-burning fireplace flows easily into the dining area and kitchen. Hardwood floors throughout. The

  Stacey Delikat Houlihan Lawrence

  11 Rex St, Greenwich, CT 06831
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  /18

  $829,900

  • 4 Beds
  • 2 Baths
  • 2,580 Sq Ft

  14 Park St, Stamford, CT 06902

  Rare opportunity in Stamford's desirable Shippan neighborhood! This spacious 4-bedroom, 2-bath home offers over 2,500 sq ft of living space and is legally zoned as a two-family - providing incredible flexibility for homeowners and investors alike. Currently configured as a single-family residence, the home features a welcoming foyer, large living room with fireplace, generous bedrooms, and a

  Leslie Figueroa Keller Williams Realty Prtnrs.

  14 Park St, Stamford, CT 06902
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  /4

  $900,000

  • 5 Beds
  • 2 Baths
  • 2,815 Sq Ft

  424 Willett Ave, Port Chester, NY 10573

  This two-family Colonial-style home features two bedrooms, two full baths, two eat-in kitchens, and a two-car garage. The information provided is estimated to the best of our abilities at this time.

  Todd Yovino Island Advantage Realty LLC

  424 Willett Ave, Port Chester, NY 10573
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  /39

  $995,000

  • 3 Beds
  • 2.5 Baths
  • 1,864 Sq Ft

  22 Auldwood Rd, Stamford, CT 06902

  WALK TO THE BEACH!! SHIPPAN POINT--COVETETD ALC neighborhood. Immaculate home w/open floor plan. Remodeled kitchen with custom cabinets, granite counters, stainless-steel appliances. Dining room with sliders to deck. Living room with huge windows and gas fired stove. Three bedrooms and 2 full updated baths complete the first floor, w/hardwood floors throughout. Lower level has large family room

  Suzanne Cingari William Pitt Sotheby's Int'l

  22 Auldwood Rd, Stamford, CT 06902
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  /42

  $13,995,000

  • 6 Beds
  • 8 Baths
  • 10,286 Sq Ft

  7 Parsonage Rd, Greenwich, CT 06830

  An extraordinary newly constructed residence in the heart of Greenwich, Seven Parsonage Road is a masterfully crafted white brick manor on 1.12 acres, defined by timeless elegance and modern sophistication. Spanning four expansive light filled levels served by an elevator, this six-bedroom, six full and two half-bathroom home offers over 10,200+/- square feet of meticulously designed living

  Leslie McElwreath Sotheby's International Realty

  7 Parsonage Rd, Greenwich, CT 06830
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  /20

  $180,000

  • 1 Bed
  • 1 Bath
  • 740 Sq Ft

  108 Strawberry Hill Ave Unit 1, Stamford, CT 06902

  Wonderful mid-city location. This Hampshire House apt is a short walk to vibrant downtown, Tully Center, restaurants, theater, shopping, transportation, etc. One level living with hardwood floors throughout, extra storage unit, and well-maintained grounds. Heat, hot water and taxes included in common charges. Don't miss out on this well-maintained unit. No dogs allowed, only cats

  Marc Romano Marr Caruso Realty Group

  108 Strawberry Hill Ave Unit 1, Stamford, CT 06902
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  /7

  $85,000

  7 River Rd Unit Boat Slip A-2, Cos Cob, CT 06807

  Boat slip at palmer point marina located at A-2.

  James Capparelle Coldwell Banker Realty

  7 River Rd Unit Boat Slip A-2, Cos Cob, CT 06807
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  /44

  $18,500,000

  • 6 Beds
  • 9 Baths
  • 10,275 Sq Ft

  41 Meadow Wood Dr, Greenwich, CT 06830

  With breathtaking views of Long Island Sound, this custom-built Mediterranean-style home is nestled in an exclusive gated community known as Quarry Farm in Belle Haven. Featuring a terracotta-tiled roof, this luxurious home boasts 6-bedrooms and 6.3 baths on 4.7 acres of land. The central courtyard, which serves as the heart of the home, is surrounded by common living areas with extra-height

  Jennifer Ho Douglas Elliman of Connecticut

  41 Meadow Wood Dr, Greenwich, CT 06830
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  /14

  $869,000

  • 2 Beds
  • 1.5 Baths
  • 1,463 Sq Ft

  115 Top Gallant Rd Unit 6, Stamford, CT 06902

  Enjoy the ease of condo living with the privacy of a single-family home in this freestanding townhouse ideally located on the Old Greenwich-Stamford border. Offering a low-maintenance lifestyle, this residence is perfect as a full-time home or weekend retreat. Conveniently situated close to the train, shops, restaurants, golf, beaches, and major highways. Recent updates include a roof and

  Melinda Chanaud Berkshire Hathaway NE Prop.

  115 Top Gallant Rd Unit 6, Stamford, CT 06902
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  /34

  $8,250,000

  • 6 Beds
  • 9 Baths
  • 9,295 Sq Ft

  34 Dublin Hill Dr, Greenwich, CT 06830

  Ideally located on a picture-perfect cul-de sac, this Shingle Style house has had just one owner since it was built in 2005. A well-conceived 9,295 +/-SF floor plan comprises six bedrooms, seven full bathrooms and two powder rooms, plus five fireplaces. High ceilings invite an abundance of light, while exquisite millwork, rich hardwood floors and a desirable layout highlight the appealing

  Leslie McElwreath Sotheby's International Realty

  34 Dublin Hill Dr, Greenwich, CT 06830
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  /17

  $7,995,000

  • Land
  • 1.9 Acres
  • $4,207,895 per Acre

  2 Vista Dr, Greenwich, CT 06830

  Stunning waterfront building lot in the private downtown Indian Harbor Association with 24-hour security. This gated community has many luxury waterfront homes in the district. The expansive lot has 1.9 acres in a 1/2 zone, allowing for a substantial home to be built. This lot is not subdividable. There is 290 feet of waterfront on Long Island Sound with its own pier and dock. The owners had

  Barbara Wells Houlihan Lawrence

  2 Vista Dr, Greenwich, CT 06830
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  /27

  $2,995,000

  • 4 Beds
  • 2.5 Baths
  • 2,998 Sq Ft

  45 Hillcrest Park Rd, Old Greenwich, CT 06870

  Set on 1.35 level acres in the desirable Hillcrest Park private association, this 2025 renovated 4-bedroom, 2.1-bath home offers move-in ready living with expansion potential. 1st floor-large living room with french doors to welcoming covered porch, sun-filled family room with french doors to stone terrace, eat-in-kitchen, and generously sized mudroom. 2nd floor-spacious primary suite with

  Alexandra Kelly Sotheby's International Realty

  45 Hillcrest Park Rd, Old Greenwich, CT 06870
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  /39

  $350,000

  • 3 Beds
  • 1 Bath
  • 886 Sq Ft

  23 Standish Rd Unit 2, Stamford, CT 06902

  Investor Opportunity!!!! Immediate Income, No Rental Restrictions. Start your investment journey with this rare 3-bedroom condo located just minutes from the beach. The unit is already rented through August, providing instant cash flow from day one. Fully renovated with an open-concept layout, plenty of closets, in-unit laundry, an individual storage unit, and two off-street parking spaces.

  Aida Pedroza William Pitt Sotheby's Int'l

  23 Standish Rd Unit 2, Stamford, CT 06902
• 

  /2

  $1,395,000 Open Sat 1PM - 3PM

  • 3 Beds
  • 3.5 Baths
  • 2,180 Sq Ft

  53 Hoyt St, Darien, CT 06820

  Welcome to this absolutely charming bungalow-style cottage set in a desirable and convenient location, where timeless character and thoughtful updates throughout come together beautifully. From the moment you arrive, the inviting front porch sets the tone-perfect for morning coffee, evening unwinding, and everything in between. Inside, the home has been beautifully updated throughout, featuring a

  Daria Kamford Houlihan Lawrence

  53 Hoyt St, Darien, CT 06820
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  /21

  $3,795,000

  • 5 Beds
  • 4.5 Baths
  • 4,187 Sq Ft

  16 Summit Rd, Riverside, CT 06878

  Stop-the-Car - come experience the inside of this 4,187 sq ft Riverside Colonial, thoughtfully updated to today's standards. This is a rare opportunity to own a turnkey Riverside home that combines location, space, and everyday livability near Riverside Elementary, Binney Park, Old Greenwich Village, and two Metro-North stations. This 5-bedroom, 4.1-bath home blends classic architecture with the

  Felipe Dutra Leite Compass Connecticut, LLC

  16 Summit Rd, Riverside, CT 06878
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  /29

  $295,000

  • 1 Bed
  • 1 Bath
  • 875 Sq Ft

  44 Strawberry Hill Ave Unit 9M, Stamford, CT 06902

  Discover comfort and expansive living in this well-maintained 1BR/1BA residence at the sought-after Hayes House Condominiums. This spacious layout features classic parquet floors throughout and oversized windows that fill the home with natural light while showcasing open city views. The generous living room offers exceptional scale rarely found in one-bedroom units and flows seamlessly to a

  Aaron Ramkalawan Keller Williams Prestige Prop.

  44 Strawberry Hill Ave Unit 9M, Stamford, CT 06902
• 

  

  /17

  $1,725,000

  • 3 Beds
  • 2.5 Baths
  • 2,185 Sq Ft

  115 River Rd Unit 7, Cos Cob, CT 06807

  This striking waterfront townhome, which INCLUDES A BOAT SLIP, has undergone a comprehensive, top-to-bottom renovation of all 4 levels, blending modern design with refined craftsmanship. Amazing eat-in kitchen with counter seating and Bosch stainless steel appliances. Open floorplan with spacious dining room and living room that opens to a sun-filled deck overlooking Cos Cob Harbor. All new

  Amanda Miller Houlihan Lawrence

  115 River Rd Unit 7, Cos Cob, CT 06807
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  /22

  $575,100

  • 3 Beds
  • 3 Baths
  • 1,680 Sq Ft

  50 Glenbrook Rd Unit 9C, Stamford, CT 06902

  Bright Sun-filled 3BR/3BTH, Corner unit in desirable Down Town Stamford high-rise Building. Spacious 1,680 SF layout with open living and dining areas w abundant natural light. Two private balconies offer views of Long Island Sound & Sun Set views w Stamford skyline. Large primary suite with walk-in closet & In-Suite bath. Common charges include Heat, Hot Water, Cooking Gas, Grounds Maintenance,

  Jyoti Bathija Dolle Realty, LLC

  50 Glenbrook Rd Unit 9C, Stamford, CT 06902
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  /15

  $575,000

  • 2 Beds
  • 2.5 Baths
  • 1,566 Sq Ft

  1611 Washington Blvd Unit 1, Stamford, CT 06902

  Spacious and beautiful townhouse now available in the highly sought-after Washington Mews community. This inviting condo has been freshly painted and features brand-new vinyl flooring throughout. The kitchen cabinets have been beautifully refinished, adding a fresh, modern touch. Bright, spacious, and move-in ready-this home is just waiting for its new owner. Ideally located with an easy walk to

  Melanie Boucos Pro Property Management, LLC

  1611 Washington Blvd Unit 1, Stamford, CT 06902
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  /37

  $24,900,000

  • 7 Beds
  • 8 Baths
  • 18,217 Sq Ft

  44 & 40 Mayo Ave, Greenwich, CT 06830

  Nestled within the prestigious Belle Haven, Fairholme Estate is a magnificent English Manor that exudes timeless elegance and grandeur. Set on 2.74 beautifully landscaped acres, this seven-bedroom masterpiece features a spectacular pool, gracious wraparound porch, formal gardens, and expansive lawns, complemented by a charming coachman's cottage. Meticulously preserved to honor its historic

  Joanne Mancuso Houlihan Lawrence

  44 & 40 Mayo Ave, Greenwich, CT 06830
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  /8

  $7,995,000

  • 8 Beds
  • 11.5 Baths
  • 10,646 Sq Ft

  68 Dearfield Dr, Greenwich, CT 06831

  Perched high on a hill in downtown Greenwich, 66 Dearfield is unparalleled in its grandeur with 10,646 square feet of luxury living spanning 4 floors. Close to Greenwich Library, Greenwich Avenue, the train and all downtown amenities. This exquisite colonial boasts stone chimneys with extra height ceilings on each floor. Upon entry, the 2 story foyer nestled between the living room and dining

  Nina Frandson BHHS New England Properties

  68 Dearfield Dr, Greenwich, CT 06831
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  /30

  $4,995,000

  • 4 Beds
  • 3.5 Baths
  • 6,915 Sq Ft

  177 Indian Head Rd, Riverside, CT 06878

  One of Riverside's most coveted waterfront enclaves, this elegant colonial offers refined living with a sense of privacy and tranquility set on nearly 2 acres. A new cedar just completed in 2025. The first level features a living room with fireplace, expansive family room, formal dining room, and sunny gallery passageway with French doors. Access the secluded back patio from the open kitchen,

  Remy Cook Corcoran Centric Realty LLC

  177 Indian Head Rd, Riverside, CT 06878
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  /39

  $2,995,000

  • 3 Beds
  • 2 Baths
  • 2,859 Sq Ft

  40 Bruce Park Dr, Greenwich, CT 06830

  Nestled on a scenic knoll in the heart of Greenwich just moments from downtown & directly across from picturesque Bruce Park, this fully renovated home offers the perfect blend of timeless mid-century design & modern luxury. Boasting an open-concept layout, the sun-drenched interior features three spacious bedrooms & two elegant bathrooms. The gourmet kitchen flows effortlessly into the dining &

  Danielle Claroni Sotheby's International Realty

  40 Bruce Park Dr, Greenwich, CT 06830
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  /31

  $3,195,000

  • 3 Beds
  • 3.5 Baths
  • 3,512 Sq Ft

  403 Stanwich Rd, Greenwich, CT 06830

  Come see this total and complete renovation!. New design, expanded Sq ft, custom hand built kitchen, all new mechanicals, roof, siding, windows, baths, etc. New granite pool deck, private 1.23 acres on desirable Stanwich rd. location.

  Stephen Kane Sotheby's International Realty

  403 Stanwich Rd, Greenwich, CT 06830
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  /38

  $4,750,000

  • 6 Beds
  • 8 Baths
  • 6,762 Sq Ft

  66 Stanton Rd, Darien, CT 06820

  Welcome to 66 Stanton Road. Set on 1.34 landscaped acres, this classic 1938 clapboard colonial blends architectural charm with thoughtful updates, including a full renovation and expansion completed in 2009. Designed for effortless living and entertaining, the home offers refined formal rooms and relaxed gathering spaces. A gracious foyer with sweeping curved staircase is flanked by sunlit living

  Amanda Spatola Houlihan Lawrence

  66 Stanton Rd, Darien, CT 06820
• 

  

  /31

  $15,995,000

  • 6 Beds
  • 8 Baths
  • 8,962 Sq Ft

  44 Khakum Wood Rd, Greenwich, CT 06831

  Located in Khakum Wood Association, a premier Greenwich location. The extensive 3 year expansion & renovation completed in 2025 is the collaboration of Top 100 Architectural Digest designers and architects: McAlpine House,Studio Mellone, Mario Neivera,with construction by the Tallman Builders.Reimagined for today's living.Pool, Carriage house with apartment, gym, infrared sauna, Savant smart

  Robin Kencel Compass Connecticut, LLC

  44 Khakum Wood Rd, Greenwich, CT 06831
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  /65

  $8,395,000

  • 6 Beds
  • 9 Baths
  • 8,370 Sq Ft

  56 Winthrop Dr, Riverside, CT 06878

  Completed in '24 by Edgewater Development and architect Steven Mueller, this exceptional residence is set on one of Riverside's most sought after streets. Positioned on .57 acres, the home blends modern sophistication with timeless design.Spanning 3 levels, sun filled interiors feature clean architectural lines and refined finishes throughout. The main level is designed for both entertaining

  Jenny Allen Compass Connecticut, LLC

  56 Winthrop Dr, Riverside, CT 06878
• 

  

  /22

  $945,000

  • 2 Beds
  • 2 Baths
  • 1,205 Sq Ft

  15 River Rd Unit 222, Cos Cob, CT 06807

  DIRECT WATERFRONT! Experience the serenity of living on the water in this beautifully renovated, sun-filled end unit! The open concept floor plan features a living room with a wood-burning fireplace, dining area, gourmet kitchen with stone countertops, stainless steel appliances and white custom cabinetry and a full size laundry. There is a first floor bedroom/den and a full bathroom. The second

  MJ Bates-Hvolbeck Sotheby's International Realty

  15 River Rd Unit 222, Cos Cob, CT 06807
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  /28

  $685,000

  • 2 Beds
  • 3.5 Baths
  • 2,040 Sq Ft

  2435 Bedford St Unit 3A, Stamford, CT 06905

  Welcome to Chesterfield gated community! Lovely 2 bedroom, 3.5 bath tri-level townhouse with attached garage.Deck looking over river. Enjoy two pools and club house, crown molding in living room with fireplace and dining area, hardwood floors two decks... one off the living room is being replaced and second deck is located off family room. Enjoy the convenience of Chesterfield! HIGHGEST AND BEST

  Linda Pitman Brown Harris Stevens

  2435 Bedford St Unit 3A, Stamford, CT 06905
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  /30

  $1,375,000

  • 3 Beds
  • 3 Baths
  • 2,063 Sq Ft

  11 Patton Dr, Darien, CT 06820

  The seller has requested all offers to be submitted by Sunday at 5PM. The sellers attorney is Michael Murray 203-358-0800 mmurray@dmoc.com Located in one of the most sought-after CT gold coast communities, this meticulously maintained 3-bedroom, 3 full bath expanded colonial home offers an open, light-filled layout designed for everyday living and entertaining. Highlights include a living room

  Holly Hawes Compass Connecticut, LLC

  11 Patton Dr, Darien, CT 06820
• 

  

  /21

  $2,999,999

  • 5 Beds
  • 4 Baths
  • 3,302 Sq Ft

  51 Glen Rd, Greenwich, CT 06830

  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 Greenwich Library, renowned private schools including Brunswick School and Greenwich Academy, and minutes to Metro-North Greenwich Station, with effortless access to parks, the waterfront, and all that downtown Greenwich offers. This

  Monica Webster Douglas Elliman of Connecticut

  51 Glen Rd, Greenwich, CT 06830
• 

  

  /20

  $1,600,000

  • 6 Beds
  • 5 Baths
  • 2,550 Sq Ft

  61 Aberdeen St, Stamford, CT 06902

  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

  Scott Kadison Scott Kadison Real Estate

  61 Aberdeen St, Stamford, CT 06902
• 

  

  /26

  $1,495,000

  • 4 Beds
  • 2 Baths
  • 1,759 Sq Ft

  25 Hillside Ave, Darien, CT 06820

  Sun-filled, Beachy Colonial ideally located beside a coveted private cul-de-sac just moments from the Darien train & Darien Commons. Thoughtfully updated with numerous improvements and upgrades, including a stylish, top-of-the-line eat-in kitchen designed for both everyday living and effortless entertaining.The open, flexible floor plan offers the rare option of a primary suite on either the main

  Kathryn Bates Compass Connecticut, LLC

  25 Hillside Ave, Darien, CT 06820
• 

  

  /17

  $7,995,000

  • Land
  • 1.9 Acres
  • $4,207,895 per Acre

  2 Vista Dr, Greenwich, CT 06830

  Stunning waterfront building lot in the private downtown Indian Harbor Association with 24-hour security. This gated community has many luxury waterfront homes in the district. The expansive lot has 1.9 acres in a 1/2 zone, allowing for a substantial home to be built. This lot is not subdividable. There is 290 feet of waterfront on Long Island Sound with its own pier and dock. The owners had

  Barbara Wells Houlihan Lawrence

  2 Vista Dr, Greenwich, CT 06830

Showing Results 41 - 80, Page 2 of 6