Old Greenwich, CT Homes for Sale

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  /50

  $5,750,000

  • 6 Beds
  • 7 Baths
  • 7,600 Sq Ft

  6 Dorchester Ln, Riverside, CT 06878

  Just Completed! 2025 Luxury new construction in a fabulous Riverside location! This beautifully designed home features a double height entrance with front to back views, a sophisticated living room with coffered ceiling, dining room, and office with access to a covered terrace and outdoor fireplace. The gourmet kitchen with high-end appliances and breakfast area is next to the family room with a

  Gloria Gimenez-Ferrer Berkshire Hathaway HS NE Prop.

  6 Dorchester Ln, Riverside, CT 06878
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  /9

  $495,000

  • 2 Beds
  • 1 Bath
  • 1,098 Sq Ft

  75 Frank St, Stamford, CT 06902

  Great opportunity for investor or first-time homebuyer near Cummings Beach. Level lot, private backyard with garage, lower level and attic. Easy access to school, parks, and shopping.

  Patricia Rattray William Pitt Sotheby's Int'l

  75 Frank St, Stamford, CT 06902
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  /15

  $512,900

  • 3 Beds
  • 1.5 Baths
  • 1,302 Sq Ft

  28 Linden Place Unit 4, Stamford, CT 06902

  28 Linden Place, Stamford, CT is ideally situated near Washington Boulevard, offering easy access to Stamford's vibrant downtown area. Conveniently located close to I-95 and Route 1, this property provides excellent transportation links, making it a prime location for commuters and those looking to enjoy the amenities of downtown Stamford.

  Evelin Rojas Keller Williams Realty Group

  28 Linden Place Unit 4, Stamford, CT 06902
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  /22

  $518,000

  • 1 Bed
  • 1.5 Baths
  • 1,106 Sq Ft

  1 Broad St Unit 17C, Stamford, CT 06901

  High Style luxury living at ''1 BROAD STREET''. Luxury Downtown High Rise with 24/7 Concierge. Special Unobstructed VIEWS over the Mill River Park- Beautiful Sunsets. Current TENANT Lease To Transfer to Buyer. Sophisticated, spacious 1BR 1100sqft with 1.5 Baths. Hardwood floors in ALL rooms. Open floorplan with Gourmet kitchen. Primary Suite with Extra-large Bedroom and Extra-large

  Sharon Giglio Sharon Giglio Real Estate LLC

  1 Broad St Unit 17C, Stamford, CT 06901
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  /22

  $749,000 Open Sat 12PM - 2:30PM

  • 3 Beds
  • 2 Baths
  • 2,268 Sq Ft

  16 Neponsit St, Stamford, CT 06902

  Location! Location! On a small cul de sac so there is no through traffic. And you are close to everything. If you have to commute, I-95 is about 2 minutes away. Cove Island Park is down the street so you can walk to the beach, go fishing or boating. Hungry? You can find places to eat on Cove Rd or East Main Street. Have the sushi special at Blue Ginger. And if you want to go downtown it is a very

  Edward Yuchowitz Real Broker CT, LLC

  16 Neponsit St, Stamford, CT 06902
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  /38

  $6,300,000

  • 9 Beds
  • 6.5 Baths
  • 6,841 Sq Ft

  78 Khakum Wood Rd, Greenwich, CT 06831

  78 Khakum Wood occupies a premier position in one of Greenwich's most distinguished private enclaves. Originally envisioned by Newton Phelps Stokes and developed in collaboration with the renowned Olmsted Brothers, this exceptional property is set on 2.95 beautifully landscaped acres. The residence showcases its charming Tudor architecture with the characteristic pitched gabled roof, decorative

  Deborah Huffard Houlihan Lawrence

  78 Khakum Wood Rd, Greenwich, CT 06831
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  /15

  $379,000

  • 2 Beds
  • 2 Baths
  • 1,324 Sq Ft

  1 Strawberry Hill Ct Unit 2B, Stamford, CT 06902

  This spacious 2 bedroom 2 bath unit offers generous living space of over 1,300 square feet, six large closets throughout, a spectacular 30' living room with sliders to a balcony where the sunsets are spectacular. Updated bathrooms, 1 garage space. Regency Towers also features a live-in superintendent, door staff, laundry on each floor, updated security monitoring throughout the common areas and

  Jeff Roberts William Pitt Sotheby's Int'l

  1 Strawberry Hill Ct Unit 2B, Stamford, CT 06902
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  /37

  $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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  /27

  $584,999

  • 3 Beds
  • 1 Bath
  • 1,289 Sq Ft

  18 Oaklawn Ave, Stamford, CT 06905

  Please come see this beautiful antique home in the Newfield section of Stamford. This house has Three Beautiful Large Bedrooms and Two Full Baths. This New England style cape has a wrap around porch with skylights. Built in 1790 this home has very unique features: wide plank flooring, built-ins, nooks, clawfoot tub, and antique windows. The main level has a large Living Room w/fireplace and

  Kenny Clyburn BHGRE Shore & Country

  18 Oaklawn Ave, Stamford, CT 06905
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  /33

  $1,250,000

  • 2 Beds
  • 2.5 Baths
  • 1,611 Sq Ft

  147 Holly Hill Ln Unit 2, Greenwich, CT 06830

  This sun-filled condo features an open-plan first level with a spacious living room with fireplace, dining area and kitchen with stainless steel appliances. A first floor powder room is perfect for visitors. The second level has a large primary bedroom with two closets (one walk-in) and bathroom with shower and bathtub. Second bedroom has an ensuite bathroom with tub/shower combo. Enjoy your

  Roseann Benedict Compass Connecticut, LLC

  147 Holly Hill Ln Unit 2, Greenwich, CT 06830
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  /40

  $2,400,000

  • 6 Beds
  • 5.5 Baths
  • 6,543 Sq Ft

  86 Wallacks Dr, Stamford, CT 06902

  Prestigious Waterfront Estate at Wallack's Point Experience the pinnacle of coastal luxury with this once-in-a-lifetime opportunity to own 1.46 acres of DIRECT Long Island Sound frontage in the gated enclave of Wallack's Point. With sweeping, unobstructed water views and nightly sunsets that feel like art, this premier waterfront property is among the most coveted on the Connecticut shoreline.

  Carla Kupiec William Raveis Real Estate

  86 Wallacks Dr, Stamford, CT 06902
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  /49

  $6,800,000

  • 5 Beds
  • 10 Baths
  • 7,632 Sq Ft

  21 Calhoun Dr, Greenwich, CT 06831

  Welcome to ''Park Hill'', a stunning English Tudor Revival Manor known as ''The House of Seven Gables''. Updated in 2025, this renovated gem nestled in the heart of Greenwich on a 1.81-acre oversized lot, offers privacy & a unique blend of timeless elegance with modern conveniences. Located in the desirable Calhoun Drive Association, this property boasts both beauty & charm. The manor's

  Danielle Claroni Sotheby's International Realty

  21 Calhoun Dr, Greenwich, CT 06831
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  /49

  $5,950,000

  • 7 Beds
  • 8 Baths
  • 8,068 Sq Ft

  2 Winding Ln, Greenwich, CT 06831

  LOCATION, LOCATION LOCATION Set back on 2 private acres very close to town & landscaped to perfection, this exquisite property with over sized salt water pool, tennis court, children's playground, exquisite gardens & entertaining terraces offer today's buyers the perfect lifestyle. 8000+sq.ft. brick residence w/ new slate composite roof features 6 bdrms/6 bths, private office., lg light filled

  Helene Barre Sotheby's International Realty

  2 Winding Ln, Greenwich, CT 06831
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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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  /35

  $754,500

  • 4 Beds
  • 2 Baths
  • 1,620 Sq Ft

  17 Alden St, Stamford, CT 06902

  West Side Charmer - This well maintained 2 family home will impress buyers the moment you drive by. Great curb appeal from the manicured fenced-in property, private patio and beautiful artisan stone wall that shows pride ownership by current owner. Each floor features a spacious eat-in kitchen, living room, two bedrooms and 1 bath. First floor tenant is currently using the partially finished

  Antoinette Mallozzi William Raveis Real Estate

  17 Alden St, Stamford, CT 06902
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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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  /9

  $3,995,000

  • 4 Beds
  • 2.5 Baths
  • 3,650 Sq Ft

  30 Milbank Ave, Greenwich, CT 06830

  Welcome to The Robert Mead House - a magnificent 1854 Federal with a prominent downtown location in Greenwich. Sensitively preserved and extensively renovated over the past 18 years, this elegant building has immense character and charm. Large scale rooms, 12' ceiling height with beautiful mill work and tall windows throughout. With many different ways to enjoy this property please see

  B.K. Bates Houlihan Lawrence

  30 Milbank Ave, Greenwich, CT 06830
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  /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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  /6

  $750,000

  • 3 Beds
  • 2 Baths
  • 1,007 Sq Ft

  57 Prospect St, Greenwich, CT 06830

  Rach Style Home in great location .Don't miss this opportunity to own a wonderful ranch house close to I-95

  Iryna Rosales Smart Realty Services Corp

  57 Prospect St, Greenwich, CT 06830
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  /9

  $265,000

  • 2 Beds
  • 2 Baths
  • 1,100 Sq Ft

  421 Sylvan Knoll Rd, Stamford, CT 06902

  Priced to sell - Sylvan Knoll Complex-owner occupied only. 2-bedroom 2 baths (lower-level bath w/jacuzzi) Eat-in kitchen, partially finished basement with laundry area -Great location of complex with park-like rear grounds - lovely patio. Pet friendly and convenient to beaches and Highway - Proof of funds and pre-approval required. This is a wonderful opportunity to make this your home. Seller

  Antoinette Mallozzi William Raveis Real Estate

  421 Sylvan Knoll Rd, Stamford, CT 06902
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  /28

  $13,950,000

  • 6 Beds
  • 11 Baths
  • 15,171 Sq Ft

  537 North St, Greenwich, CT 06830

  Exquisite six-bedroom stone manor executed to the highest standards sited on a majestic knoll amidst 2.97 picturesque acres in the heart of Mid-Country Greenwich. Chic and sophisticated interiors by Amy Hirsch throughout three levels of light filled living space with extra high ceilings, oversized custom windows and all modern amenities. Elegant double height entry hall with marble flooring and a

  Leslie McElwreath Sotheby's International Realty

  537 North St, Greenwich, CT 06830
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  /16

  $4,250,000

  • 4 Beds
  • 3.5 Baths
  • 3,400 Sq Ft

  6 Benedict Place, Greenwich, CT 06830

  Welcome to this newly renovated 3,500 sq ft gem nestled in the heart of downtown Greenwich, CT. A quick walk to MetroNorth and steps away from the amenities, restaurants and shops, this unique space is designed with the modern executive or family in mind. The home seamlessly blends comfort, functionality, and style and can be adapted effortlessly to suit your needs.Benedict Place is

  Wendy Hill Sotheby's International Realty

  6 Benedict Place, Greenwich, CT 06830
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  /34

  $22,000,000

  • 7 Beds
  • 5.5 Baths
  • 6,166 Sq Ft

  36, 38, 0 Game Cock Rd, Greenwich, CT 06830

  36, 38 and 0 Game Cock Road make up this 1.1+ acre island property that has been enjoyed as a multi generational family compound. One of only a few Island properties in Greenwich, let alone the Connecticut shoreline, to have it's own private bridge for access. The property boasts a 7 bedroom, 5 bath 6166 SQ FT main house, 3 en-suite bedroom 3238 SQ FT guest house, boathouse for entertaining,

  Brett Smith Brown Harris Stevens CT, LLC

  36, 38, 0 Game Cock Rd, Greenwich, CT 06830
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  /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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  /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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  /3

  $4,000,000

  • Land
  • 1 Acre
  • $4,000,000 per Acre

  74 Long Neck 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

  74 Long Neck Point Rd, Darien, CT 06820
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  /11

  $4,500,000

  • Land
  • 1.14 Acres
  • $3,947,368 per Acre

  88 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

  88 Pear Tree Point Rd, Darien, CT 06820
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  /11

  $6,150,000

  • 4 Beds
  • 2 Baths
  • 5,889 Sq Ft

  75 Mason St, Greenwich, CT 06830

  Own a corner in downtown Greenwich. Exclusive opportunity to purchase and renovate or develop two adjoining parcels, totaling .40 acres , with 20 parking spots, in the CGB Zone These mixed use properties are located at 75 Mason Street & 6 Lincoln Avenue in Greenwich, CT. This downtown prime corner location is in the heart of the thriving business and residential community, steps away from

  Stacy Young William Raveis Real Estate

  75 Mason St, Greenwich, CT 06830
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  /2

  $1,198,888

  • 4 Beds
  • 3 Baths
  • 2,125 Sq Ft

  700 Summer St, Stamford, CT 06901

  ### **Downtown Stamford Investment Portfolio - 3 Income-Producing Condos**### **Offered as a Turnkey Package | Listing Price: $1,198,888** **Monthly Rental Income: $7,700 | Annual Income: $92,400** **Total Living Area: Approx. 2,125 Sq Ft | Monthly Maintenance: $1,452 | Annual Taxes: $5,929** **Property Overview:** An exceptional opportunity to acquire a portfolio of **three fully leased

  Richard Esman Douglas Elliman of Connecticut

  700 Summer St, Stamford, CT 06901
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  /29

  $1,300,000

  • 2,208 Sq Ft

  18 Sherman Ave, Greenwich, CT 06830

  Hon Cheung Park Allyn Realty Associates,

  18 Sherman Ave, Greenwich, CT 06830
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  /28

  $1,200,000

  • 2,236 Sq Ft

  14 Sherman Ave, Greenwich, CT 06830

  James Hoffman Greenwich Connecticut Properties

  14 Sherman Ave, Greenwich, CT 06830
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  /16

  $9,800,000 New Construction

  • 6 Beds
  • 9.5 Baths
  • 10,078 Sq Ft

  41 Mohawk Ln, Greenwich, CT 06831

  Set on 4 acres of gated, private, west-facing land in the heart of Backcountry Greenwich, this 10,000+ sq ft modern masterpiece is a triumph of minimalist design and exceptional craftsmanship. Conceived by a bespoke local builder in collaboration with renowned Vakota Architecture, the 6 bedroom, 9.1 bath residence blends timeless architecture with the finest European design elements. A grand

  Jeffrey Jackson Corcoran Centric Realty

  41 Mohawk Ln, Greenwich, CT 06831
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  /36

  $1,899,900 New Construction

  • 4 Beds
  • 3.5 Baths
  • 1,977 Sq Ft

  18 Sound Beach Ave, Old Greenwich, CT 06870

  The build is complete - welcome to 18 Sound Beach Avenue! This exceptional NEW 4-bedroom, 3.5-bathroom home has been fully reconfigured and thoughtfully designed with modern elegance and functionality in mind. The exterior showcases timeless white James Hardie siding, sleek black windows, and clean architectural lines that create striking curb appeal. Step inside to a bright, open-concept main

  Karly Worth Call It Closed Realty

  18 Sound Beach Ave, Old Greenwich, CT 06870
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  /38

  $2,289,000 New Construction

  • 5 Beds
  • 4.5 Baths
  • 3,900 Sq Ft

  31 Rosano Rd, Stamford, CT 06905

  New construction tucked at the end of a quiet cul-de-sac in Stamford's Mid-Ridges, 31 Rosano Road offers a rare blend of privacy, openness, and thoughtful design. Mature trees frame the property, creating a peaceful backdrop for this 5-bedroom modern farmhouse built with balance, precision, and lasting craftsmanship. Spanning 3,900 sq. ft, the home includes a main-level primary suite and a lower

  Kyle Foti Nizzardo Real Estate Services

  31 Rosano Rd, Stamford, CT 06905
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  /40

  $9,850,000 New Construction

  • 6 Beds
  • 8.5 Baths
  • 10,745 Sq Ft

  3 Anderson Rd, Greenwich, CT 06830

  2025 New Consruction residence sits on 0.78 acres combines privacy, elegance, and timeless design just moments Greenwich Ave. Built by Hobi Award winner, RA Land Development, interiors by the acclaimed Laura Michael Design. This home features soaring ceilings, light filled rooms, and seamless indoor-outdoor living. Highlights include a rooftop deck with Long Island Sound views that crowns the

  Sabrina Adorno William Raveis Real Estate

  3 Anderson Rd, Greenwich, CT 06830
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  /35

  $2,775,000 New Construction

  • 6 Beds
  • 3.5 Baths
  • 4,000 Sq Ft

  30 Lake Dr, Darien, CT 06820

  Spectacular, luxury new construction nestled in one of Darien's most lovely neighborhoods. Thoughtfully designed and impeccably crafted, this home combines timeless sophistication with modern comforts. A dramatic double-height paneled foyer welcomes you inside, leading to a soaring vaulted ceilinged living room, which is anchored by a refined shiplapped gas fireplace. The space opens seamlessly

  Alison Hanson Compass Connecticut, LLC

  30 Lake Dr, Darien, CT 06820
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  /37

  $7,699,000 New Construction

  • 5 Beds
  • 5.5 Baths
  • 7,028 Sq Ft

  48 Lexington Ave, Greenwich, CT 06830

  Extraordinary new construction crafted by a highly regarded local builder. Every detail of this 5-bedroom, 5.1-bathroom home timeless design exudes excellence offering the best that in-town living can be! Tucked away on a quiet street, it offers the perfect balance of privacy and convenience to everything downtown Greenwich has to offer. An open floor plan, meticulously crafted with exceptional

  Stacy Young William Raveis Real Estate

  48 Lexington Ave, Greenwich, CT 06830
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  /28

  $997,000 New Construction

  • 3 Beds
  • 3 Baths
  • 3,150 Sq Ft

  105 Houston Terrace, Stamford, CT 06902

  NEW CONSTRUCTION single family home in The Cove. Walk to Beach, walk to public transportation, moments to I-95 at Exit 9. Can launch your boat at the Cove Harbor Marina/ramp with permit. Cove Park also offers Basketball, Tennis Courts, Ice Rink (indoor), and many acres of natural beauty (Stamford charges to access by the day). RARE OPPORTUNITY to live in a brand new home while keeping the home to

  Heide Moeller Coldwell Banker Realty

  105 Houston Terrace, Stamford, CT 06902
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  /29

  $380,000 Coming Soon

  • 3 Beds
  • 1 Bath
  • 1,100 Sq Ft

  71 Strawberry Hill Ct Unit 305, Stamford, CT 06902

  It is very rare that a three bedroom condo comes on the market in this building. It is all updated and in a well-maintained elevator building. This home stands out with exquisite lighting design throughout - crafted by the owner, a professional electrician, who has created a warm and inviting atmosphere with custom fixtures and thoughtful illumination in every room, including the closets. Enjoy

  Pasquale Cardone William Raveis Real Estate

  71 Strawberry Hill Ct Unit 305, Stamford, CT 06902
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  /38

  $599,000 Open Sat 12PM - 2PM

  • 2 Beds
  • 1 Bath
  • 1,055 Sq Ft

  31 Woodridge Dr S, Stamford, CT 06902

  Bright, stylish, and commuter-friendly - 31 Woodridge Drive S delivers Stamford living with a modern edge. Behind custom double entry doors, an open, sunlit layout connects a granite kitchen with island seating, 3 year old stainless appliances, and gas cooking to a spacious living area with a classic fireplace and oversized windows. French doors lead to a large, completely renovated private deck

  Eva Casoria eXp Realty

  31 Woodridge Dr S, Stamford, CT 06902

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