Old Greenwich, CT Homes for Sale

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  /64

  $16,750,000

  • 5 Beds
  • 9 Baths
  • 13,031 Sq Ft

  50 Dingletown Rd, Greenwich, CT 06830

  Peace and tranquility amid 7.37 lush acres, just minutes from Downtown Greenwich: this is Harkaway Farm, a distinguished Georgian Colonial estate set behind stately stone pillars and impressive gates. A meandering drive carries you over a stone bridge fording a gentle stream, to the recently transformed home. Built exceptional craftsmanship the facade of the stately manner was preserved and

  Francine Ehrlich Sotheby's International Realty

  50 Dingletown Rd, Greenwich, CT 06830
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  /23

  $1,675,000

  • 4 Beds
  • 3.5 Baths
  • 3,892 Sq Ft

  151 Hamilton Ave, Greenwich, CT 06830

  Beautifully refreshed, this inviting 4-bedroom home blends classic character with modern comfort just moments from downtown Greenwich. As one of only two homes in a Planned Unit Development, this charming home features an updated kitchen that opens to a comfortable family room, along with a welcoming living room and formal dining room - ideal for both everyday living and entertaining. The second

  Joanne Mancuso Houlihan Lawrence

  151 Hamilton Ave, Greenwich, CT 06830
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  /18

  $4,050,000

  • 6,892 Sq Ft

  151 & 151A Hamilton Ave, Greenwich, CT 06830

  A rare opportunity to acquire two single-family homes on one gated property - perfect for investors, rental income seekers, or those creating a multigenerational family compound. The front residence is a charming, recently refreshed 4-bedroom, 3.5 bath home. Set privately in the back of the property is a newly built 4-bedroom residence featuring a spacious deck, backyard and a versatile finished

  Joanne Mancuso Houlihan Lawrence

  151 & 151A Hamilton Ave, Greenwich, CT 06830
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  /36

  $1,649,900

  • 4 Beds
  • 3.5 Baths
  • 2,736 Sq Ft

  24 Harold St Unit E, Cos Cob, CT 06807

  Experience luxury living with this modern townhouse. The open floor plan is ideal for everyday living and entertaining featuring multiple sun-filled sitting areas that seamlessly connect to beautiful private outdoor spaces. At the center of the home is a gourmet kitchen with top of the line appliances, sleek cabinetry and high-end finishes. Large living/family room is equipped with gas fireplace

  Elena Pymm Coldwell Banker Realty

  24 Harold St Unit E, Cos Cob, CT 06807
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  /21

  $875,000

  • 2 Beds
  • 2 Baths
  • 1,528 Sq Ft

  333 Palmer Hill Rd Unit 2E, Riverside, CT 06878

  Move right in! Enjoy one level living with an open floor plan at Miller's Crossing in Riverside. Gourmet kitchen with great storage and breakfast bar opens to living, dining, and sitting area with wood burning fireplace. Two private patios overlook a park like setting. Very spacious primary suite with walk-in closet, room for home office and sitting area. New washer and dryer. Two dedicated

  Elsa Case Houlihan Lawrence

  333 Palmer Hill Rd Unit 2E, Riverside, CT 06878
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  /35

  $5,575,000

  • 6 Beds
  • 8 Baths
  • 6,520 Sq Ft

  25 Dialstone Ln, Riverside, CT 06878

  Experience exceptional craftsmanship in this new construction 6-bedroom, 6.2-bath home on a desirable Riverside cul-de-sac. Spanning over 6,500 sq. ft. across four levels, this thoughtfully designed residence blends luxury, comfort, and convenience. The main level features 10-foot ceilings, white oak floors, and a dramatic double-height family room with a gas fireplace. The show-stopping eat-in

  Jennifer Leahy Compass Connecticut, LLC

  25 Dialstone Ln, Riverside, CT 06878
• 

  

  /23

  $465,000

  • 3 Beds
  • 1 Bath
  • 912 Sq Ft

  56 Bradley Place, Stamford, CT 06905

  Attention Visionaries!! Small but Cozy 3 Bedroom & 1 Bath Ranch located in one of the best neighborhoods in Stamford. Lots of potential for adding square footage to this jewel. A MUST SEE !!

  Juan Garcia Sunbelt Sales & Development

  56 Bradley Place, Stamford, CT 06905
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  /14

  $240,000

  • 2 Beds
  • 1 Bath
  • 900 Sq Ft

  104 Strawberry Hill Ave Unit 2, Stamford, CT 06902

  Price Reduction-Welcome to Hampshire House, Quiet, Affordable & Comfortable Co-Op Living in Great Mid City Location. Two Spacious Bedrooms with Large Ample Closets, in Unit Full Size Laundry, Hardwood Floors Throughout, Sunny First Floor, One Level, End Unit, Beautiful Grounds, Heat and Hot Water, Taxes Included in Common Charges. Co -ops are Owner Occupied Only, No Rentals Allowed, Assigned

  Eileen Carpanzano William Pitt Sotheby's Int'l

  104 Strawberry Hill Ave Unit 2, Stamford, CT 06902
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  /11

  $4,500,000

  • Land
  • 1.24 Acres
  • $3,629,032 per Acre

  92 Pear Tree Point Rd, Darien, CT 06820

  This is a rare opportunity to build the home of your dreams on Long Neck Point - one of the most sought after and picturesque communities on the Eastern Seaboard! As part of a 4 unit subdivision, you will have shared use of two boat docks and Long Island Sound access! Your newly constructed home will enjoy amazing views to Gorham's Pond and Long Island Sound. Walk or bike to Pear Tree Point or

  Jon Magnotta Outlook Realty

  92 Pear Tree Point Rd, Darien, CT 06820
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  /50

  $13,750,000

  • 6 Beds
  • 8 Baths
  • 9,418 Sq Ft

  52 Carriglea Dr, Riverside, CT 06878

  Experience unparalleled luxury in this extraordinary custom-built Riverside waterfront residence. Nestled on 1.45 acres with 9,418 square feet of living space, this exceptional home, designed by acclaimed architect Cormac Byrne, boasts a seamless open-concept layout that promotes effortless flow throughout. Soaring ceilings and expansive windows flood the interiors with natural light,

  Stephen Archino Sotheby's International Realty

  52 Carriglea Dr, Riverside, CT 06878
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  /2

  $265,000

  • Land
  • 0.12 Acre
  • $2,208,333 per Acre

  0 Bowen St, Stamford, CT 06907

  An amazing Springdale opportunity for Investors or to build your own home. This property is located in a lovely residential area and is close to the Springdale train station, shopping, restaurants and highways.

  Linda Moorhead Coldwell Banker Realty

  0 Bowen St, Stamford, CT 06907
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  /29

  $1,299,000

  • 3 Beds
  • 3.5 Baths
  • 2,950 Sq Ft

  104 Ritch Ave W Unit 6, Greenwich, CT 06830

  Beautifully designed brick townhouse in the heart of Byram. Built in 1999, this 2,446 sq ft home offers 3 bedrooms, 3.5 baths, and a two-car detached garage. The sun-filled interior features hardwood floors, an open-concept living area with fireplace, and a chef's kitchen with stainless steel appliances, stone countertops, and ample cabinetry. Upstairs includes a spacious primary suite with

  Peter Janis BHHS New England Properties

  104 Ritch Ave W Unit 6, Greenwich, CT 06830
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  /21

  $425,000

  • Land
  • 0.3 Acre
  • $1,416,667 per Acre

  18 Highland Rd, Stamford, CT 06902

  Calling all builders !! A developers project in the heart of downtown Stamford yet tucked away. This RM-1 zoned land at .30 acres... possible 2/3 townhomes built at 3750 SQFT each. This property will not qualify for a mortgage. City views! Value is in the land . There is a house and two out buildings on property. Gas, Sewer, Public Water are all in street and readily available to connect. Buyer

  Shelly Olivadoti Berkshire Hathaway NE Prop.

  18 Highland Rd, Stamford, CT 06902
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  /2

  $220,000

  • 1 Bed
  • 1 Bath
  • 480 Sq Ft

  59 Courtland Ave Unit 2T, Stamford, CT 06902

  Opportunity To Acquire This All Amenties Luxury community For Actv Adult 55+, This Bright And freshly Painted Unit Has Ex Large Closet Spaces, Res Enjoy The Grand Rm/Fp, Library, Fitness Center, Utilities Include A/C, Ht, H/W, Elec, 2 storage units. PHOTOS COMING SOON

  Paula Ditimi Higgins Group Real Estate

  59 Courtland Ave Unit 2T, Stamford, CT 06902
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  /15

  $589,000

  • 2 Beds
  • 2 Baths
  • 1,403 Sq Ft

  2700 Bedford St Unit J, Stamford, CT 06905

  Lovely two bedroom ranch style condo with many appealing features: hardwood floors, fireplace, central air, breakfast room off of the kitchen, balcony, lower level family room, a private storage room and a carport a few steps from your door. Conveniently located between I-95 and the Merritt, this home could not have a better location. Walk to Ridgeway Shopping, Whole Foods and numerous

  Barbara Deysson William Raveis Real Estate

  2700 Bedford St Unit J, Stamford, CT 06905
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  /28

  $5,475,000

  • 4 Beds
  • 3.5 Baths
  • 3,821 Sq Ft

  636 Steamboat Rd Unit 3ABE, Greenwich, CT 06830

  LUXURY WATERFRONT LIVING IN HEART OF DOWNTOWN GREENWICH!Experience the best of luxury and convenience in this newly constructed 4-bedroom, 3.1-bath New York-style Co-op, featuring three private balconies... two balconies with breathtaking views of Greenwich Harbor extending to the open Sound.Designed for both style and function, the spectacular chef's kitchen boasts a sleek center island,

  Giselle Gibbs BHHS New England Properties

  636 Steamboat Rd Unit 3ABE, Greenwich, CT 06830
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  /30

  $4,995,000

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

  177 Indian Head Rd, Riverside, CT 06878

  Set on nearly 2 acres in one of Riverside's most coveted waterfront enclaves, this elegant colonial offers refined living and a sense of privacy and tranquility. A new cedar roof 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

  Remy Cook Corcoran Centric Realty LLC

  177 Indian Head Rd, Riverside, CT 06878
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  /23

  $10,350,000

  • 5 Beds
  • 4 Baths
  • 8,223 Sq Ft

  111 Byram Shore Rd, Greenwich, CT 06830

  Dramatic views of Long Island Sound extend from this spectacular 1.50-acre property with 185 ft of direct water frontage, an 80-ft dock, a sandy boat launch and a 528 sq.ft. antique cottage. Walls of glass in the current 5-bedroom residence open to a spectacular deck with pool and panoramic views. Once part of the 43-acre Edgar Marston estate, the property includes c.1885 Queen Anne-style cottage

  Joseph Barbieri Sotheby's International Realty

  111 Byram Shore Rd, Greenwich, CT 06830
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  /34

  $650,000

  • 4 Beds
  • 2 Baths
  • 1,173 Sq Ft

  223 Hillandale Ave, Stamford, CT 06906

  Nestled in a peaceful neighborhood, this inviting new Cape Cod listing blends timeless charm with modern comfort. The home features four spacious bedrooms and two updated baths, offering plenty of room for everyday living or welcoming guests. The cozy main living room provides a warm, welcoming atmosphere with a comfortable layout The updated well-designed eat-in kitchen is designed for both

  Janine Vairo William Raveis Real Estate

  223 Hillandale Ave, Stamford, CT 06906
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  /19

  $245,000

  • 2 Beds
  • 1 Bath
  • 860 Sq Ft

  90 Strawberry Hill Ave Unit 3, Stamford, CT 06902

  Walk to Vibrant Downtown Stamford from this beautifully updated two bedroom apartment. Open layout with newer updated Kitchen with granite countertops and SS appliances, sun-filled living room, and dining area all with beautiful hardwood floors. Two nice size bedrooms and updated bath. W/D in unit and extra storage in the basement. Close to transportation, schools, shopping etc. Don't miss the

  Paul Dedvukaj NGI Asset Management

  90 Strawberry Hill Ave Unit 3, Stamford, CT 06902
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  /37

  $3,600,000

  • 4 Beds
  • 4.5 Baths
  • 4,095 Sq Ft

  148 E Elm St Unit 2, Greenwich, CT 06830

  Introducing 148 E Elm Street, Unit 2- Another amazing property by R&R Homes where luxury blends with modern comfort in this exquisite downtown Greenwich townhome. Designed to cater to the most discerning homeowner, this residence offers a spacious layout with 4 bedrooms and 4.1 baths. The gourmet kitchen is a chef's delight, featuring premium appliances, custom cabinetry, and a central island

  Jenny Allen Compass Connecticut, LLC

  148 E Elm St Unit 2, Greenwich, CT 06830
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  /34

  $2,995,000

  • 3 Beds
  • 3.5 Baths
  • 3,648 Sq Ft

  10 Tomahawk Ln, Greenwich, CT 06830

  Ideally located near everything, this beautifully updated modern farmhouse-style home offers a perfect blend of comfort and elegance. Situated on a quiet cul-de-sac in Mid Country Greenwich, this private and peaceful residence features a custom design with striking architectural details. The spacious, open-concept living area boasts soaring 24-foot cathedral ceilings, a floor-to-ceiling

  Alison Farn-Leigh Brown Harris Stevens CT, LLC

  10 Tomahawk Ln, Greenwich, CT 06830
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  /20

  $260,000

  • 1 Bed
  • 1 Bath
  • 725 Sq Ft

  91 Strawberry Hill Ave Unit 925, Stamford, CT 06902

  This units has had a total reconstruction and has a new kitchen new bathroom all new floors new refrigerator and stove as well as new ac units. Freshly painted as well as everything to make it as new. Gas stove. balcony.

  Tom Hanson BHGRE Shore & Country

  91 Strawberry Hill Ave Unit 925, Stamford, CT 06902
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  /28

  $2,200,000

  • 2 Beds
  • 2.5 Baths
  • 2,496 Sq Ft

  12 Sawmill Terrace, Greenwich, CT 06830

  Tucked away down quiet mid-country lane, surrounded by pretty woodlands is this modern styled one level home with 3 bedroom septic. Large open reception hall, large living room with fireplace, high ceilings, study/office area with built-ins, and large formal south facing dining room with oversized windows that overlook the front yard and lovely mature trees. A step down from the dining room

  Edward Mortimer Sotheby's International Realty

  12 Sawmill Terrace, Greenwich, CT 06830
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  /21

  $399,000

  • 1 Bed
  • 1 Bath
  • 720 Sq Ft

  25 Forest St Unit 8C, Stamford, CT 06901

  Experience Downtown Luxury Living at "The Classic," located With 24/7 Concierge Service. Modern Condo 8C offers a unique combination of upscale amenities and breathtaking city views in One Level Living. Step inside to find beautiful wood floors throughout, freshly painted walls. The gourmet kitchen with gas stove, granite countertops and a breakfast bar, Limestone bath and enjoy the convenience

  Sharon Giglio Sharon Giglio Luxury Real Estate

  25 Forest St Unit 8C, Stamford, CT 06901
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  /37

  $3,100,000

  • 4 Beds
  • 4.5 Baths
  • 3,866 Sq Ft

  22 Ocean Dr N, Stamford, CT 06902

  Experience luxurious waterfront living in this stunning home in the coveted Shippan Point neighborhood, offering breathtaking water views, seamless indoor-outdoor entertaining spaces, & exclusive access to the ALC association's private park, beach, & playground with an annual membership. The open-concept first floor features a gourmet kitchen with a gas Wolf Range, Sub-Zero refrigerator,

  Dannel Malloy NestSeekers International

  22 Ocean Dr N, Stamford, CT 06902
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  /36

  $1,225,000

  • 2,084 Sq Ft

  38 Alexander St, Greenwich, CT 06830

  Discover the potential in this three-family home, ideally located in Greenwich. This property offers an opportunity for investors or end-users to generate steady rental income or create a multi-generational living arrangement. Each unit features spacious layouts, natural light, and the flexibility to update or modernize to your taste. Nestled close to shops, restaurants, schools, and the train,

  Barbara Zaccagnini Coldwell Banker Realty

  38 Alexander St, Greenwich, CT 06830
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  /16

  $518,000

  • 1 Bed
  • 1.5 Baths
  • 1,069 Sq Ft

  2289 Bedford St Unit A6, Stamford, CT 06905

  Located in ones of Stamford's most desired neighborhoods, come see this 1 bedroom 1 bath townhome available for sale! This unit offers a spacious living room with fireplace, outdoor deck, and a large bedroom with ample storage space! And don't miss the full bathroom with a double vanity and skylights to start up your every morning with radiance! A gated community, clubhouse with in-ground pool

  Chris Buswell DBA Options Real Estate

  2289 Bedford St Unit A6, Stamford, CT 06905
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  /15

  $2,200,000

  • Land
  • 0.46 Acre
  • $4,782,609 per Acre

  46 Signal Rd, Stamford, CT 06902

  Sound Beach Landing, an exceptional new waterfront community, where luxury meets tranquility in Stamford, Connecticut. Nestled along the beachfront shores of the Long Island Sound, this private enclave showcases breathtaking views of the historic Stamford Lighthouse. Design your new home on one of four half-acre lots, each boasting 100 feet of sandy beach and direct water frontage. The

  Leslie McElwreath Sotheby's International Realty

  46 Signal Rd, Stamford, CT 06902
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  /19

  $495,000

  • 2 Beds
  • 2.5 Baths
  • 1,500 Sq Ft

  209 Seaside Ave Unit 2, Stamford, CT 06902

  Spacious Three-Level Townhouse in Stamford's Desirable Cove Beach Area! Welcome to this great 2-bedroom, 2.5-bath townhouse offering comfort, style, and convenience. The main level features hardwood floors, a bright and open living space, and access to your private deck and yard-ideal for relaxing or entertaining. The lower level provides excellent potential for additional living space, a home

  Nelly Patric Navarrete Keller Williams Prestige Prop.

  209 Seaside Ave Unit 2, Stamford, CT 06902
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  /17

  $16,750,000

  • 8 Beds
  • 11 Baths
  • 16,300 Sq Ft

  90 Oneida Dr, Greenwich, CT 06830

  Build your legacy in one of Greenwich, CT's most sought-after downtown gated communities. Approved plans and ready to break ground with local Award winning developer, Greenwich Custom Homes. A magnificent estate will be built with precision and finished with elegance, continuing to raise the bar for the finest living in Greenwich CT. This waterfront Georgian Colonial blends timeless elegance with

  Brian Milton Compass Connecticut, LLC

  90 Oneida Dr, Greenwich, CT 06830
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  /32

  $1,450,000

  • 2 Beds
  • 2.5 Baths
  • 2,077 Sq Ft

  77 Havemeyer Ln Unit 420, Stamford, CT 06902

  Penthouse Duplex with Dual Private Terraces in Exclusive Palmer Hill. This exceptional 2,077 sq. ft. penthouse duplex offers a rare opportunity within Palmer Hill, the premier gated community on the Greenwich/Stamford border. Soaring ceilings, floor-to-ceiling windows, and abundant natural light create an elegant, airy retreat.The home features two spacious primary suites and two-and-a-half

  Stacy Young William Raveis Real Estate

  77 Havemeyer Ln Unit 420, Stamford, CT 06902
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  /15

  $215,000

  • 2 Beds
  • 1 Bath
  • 900 Sq Ft

  54 W North St Unit 419, Stamford, CT 06902

  Live close to it all! This bright and spacious 2-bedroom, 1-bath co-op is just minutes from Downtown Stamford's shopping, dining, and nightlife. The unit offers recessed lighting, generous closet space throughout and nice city views. Off street parking is located at the rear of building and features two level 2 charging stations for EV owners. Monthly maintenance includes heat, hot water, gas,

  Sheryl Morrison Keller Williams Prestige Prop.

  54 W North St Unit 419, Stamford, CT 06902
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  /37

  $27,500,000

  • 8 Beds
  • 8 Baths
  • 11,536 Sq Ft

  276 Otter Rock Dr, Greenwich, CT 06830

  Magnificent formal gardens by renowned landscape architect Paul Gazerwitz set the stage for this historic 1890 Queen Anne with a pool and carriage house in the coveted Belle Haven Association. Blending historic elegance with modern sophistication, the 11,536 sq ft house was exquisitely restored and renovated by Markham Roberts, one of Architectural Digest's AD100 top interior designers. Featuring

  Joseph Barbieri Sotheby's International Realty

  276 Otter Rock Dr, Greenwich, CT 06830
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  /19

  $799,000

  • 4 Beds
  • 2 Baths
  • 1,857 Sq Ft

  28 Anderson St, Stamford, CT 06902

  2Family Multifamily in Stamford -- 1st Unit is middle and bottom floor w attached garage -- 2 br, 1 bath on middle floor / 1 br, 1 bath on bottom floor. 2nd unit (3rd floor) unit has 2 bedroom / 1 bath. Two electrical meters. Nice back yard & deck. Interior needs work. Tenant currently upstairs, will be leaving when sold. 14 Minute walk to downtown. New Developments being built up nearby. Own

  Brent Hanson BHGRE Shore & Country

  28 Anderson St, Stamford, CT 06902
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  /44

  $2,695,000

  • 4 Beds
  • 4.5 Baths
  • 3,826 Sq Ft

  681 River Rd, Cos Cob, CT 06807

  Timeless in its design, this architecturally crafted contemporary home blends soaring vaulted ceilings with panoramic views, creating a seamless connection to the outdoors. Thoughtfully sited on 2.32 peaceful and private acres, it captures natural light throughout the seasons while remaining just minutes from every convenience.The open-concept layout is ideal for both grand entertaining and

  Paula Waldman BHHS New England Properties

  681 River Rd, Cos Cob, CT 06807
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  /29

  $880,000

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

  14 Park St, Stamford, CT 06902

  Discover the potential of 14 Park Street in desirable Stamford, Connecticut. A LEGALLY zoned two-family property currently being utilize as a spacious single-family home with a brand NEW Roof. This versatile home offers an exceptional opportunity for investors seeking growth opportunity or for buyers looking for a large, flexible living space. This home offers a generous layout, welcoming foyer,

  Leslie Figueroa Keller Williams Realty Prtnrs.

  14 Park St, Stamford, CT 06902
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  /18

  $899,900

  • 3 Beds
  • 2 Baths
  • 1,388 Sq Ft

  84 Havemeyer Ln, Old Greenwich, CT 06870

  Lovely cared for 3 Bedroom ranch is ready for a new generation to move right-in or to expand for your dream home. Living Room w/fireplace, family rm w/sliders lead to walk-out patio. Set back from street with classic stone wall in front and nice level treed and fenced backyard. Additional 1056 SF in basement. Attached garage. N. Mianus Elementary and Eastern Middle.

  James Lacerenza Sotheby's International Realty

  84 Havemeyer Ln, Old Greenwich, CT 06870
• 

  

  /23

  $309,900

  • 2 Beds
  • 1 Bath
  • 1,100 Sq Ft

  171 Sylvan Knoll Rd, Stamford, CT 06902

  Welcome home to this charming and very well-maintained two-bedroom, one full bath, co-op townhouse offers warmth, comfort, and everyday ease in one of Stamford's owner-occupied, pet-friendly communities. Hardwood floors throughout, a bright and inviting living area, an eat in kitchen perfect for gatherings. The finished lower level provides flexible space for a home gym, office or playroom

  Xanthoula Ananiadis Coldwell Banker Realty

  171 Sylvan Knoll Rd, Stamford, CT 06902
• 

  

  /20

  $3,995,000

  • 5 Beds
  • 6.5 Baths
  • 4,570 Sq Ft

  59 Locust St Unit A, Greenwich, CT 06830

  Unparalleled opportunity to own a luxury condo with elevator right in the heart of downtown Greenwich. This is one of the most sought-after locations in Greenwich. This quiet tree lined one way street is walking distance to everything the downtown area has to offer- train, shops, library and restaurants.

  Nina Frandson Berkshire Hathaway NE Prop.

  59 Locust St Unit A, Greenwich, CT 06830

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