Old Greenwich, CT Homes for Sale

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  /40

  $7,995,000

  $1M PRICE DROP

  • 6 Beds
  • 6.5 Baths
  • 7,456 Sq Ft

  546 Lake Ave, Greenwich, CT 06830

  Situated on prestigious Lake Avenue in the coveted Greenwich mid-country, the storied Chadeline is a reimagined English Manor estate evoking a private European retreat. Set on 2.83 majestic riverfront acres, this fieldstone Tudor blends historic elegance with a full modern renovation. Sunlit interiors feature soaring ceilings, original details & refined finishes. At the home's epicenter, the

  Kevin Sneddon Compass Connecticut, LLC

  546 Lake Ave, Greenwich, CT 06830
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  /18

  $2,750,000

  Coming Soon

  • 4 Beds
  • 4 Baths
  • 2,941 Sq Ft

  58 Arch St, Riverside, CT 06878

  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 fireplace, eat-in-kitchen, large family room adjacent to kitchen. Sun-room overlooks the generous slate patio and fenced-in yard. Three bedrooms on the first floor, with Primary suite on the second floor.Huge family room in the

  Jane Potocki Sotheby's International Realty

  58 Arch St, Riverside, CT 06878
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  /40

  $3,200,000

  • 4 Beds
  • 4.5 Baths
  • 4,599 Sq Ft

  62 Wallacks Dr, Stamford, CT 06902

  Welcome to historic Wallack's Point, arguably Stamford's most prestigious waterfront enclave. Situated on more than an acre with nearly 100 feet of direct Long Island Sound frontage, this extraordinary former boathouse has been transformed into a remarkable luxury compound. Defined by striking architectural design, soaring walls of glass, and sweeping water views, the property seamlessly blends

  David Turner Compass Connecticut, LLC

  62 Wallacks Dr, Stamford, CT 06902
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  /6

  $19,950,000

  $5M PRICE DROP

  • 9 Beds
  • 13 Baths
  • 16,154 Sq Ft

  16 Doubling Rd, Greenwich, CT 06830

  GREAT INVESTMENT OPPORTUNITY-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 elevated acres within Greenwich's elite Golden Triangle. Commanding panoramic views over one of Greenwich's historic Country Club golf courses, plus Long Island Sound views from the 2nd and 3rd floors, A truly

  Jill Kelly Sotheby's International Realty

  16 Doubling Rd, Greenwich, CT 06830
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  /22

  $289,000

  • 2 Beds
  • 1 Bath
  • 875 Sq Ft

  71 Strawberry Hill Ave Unit 519, Stamford, CT 06902

  Welcome to Fountain Terrace, where comfort and convenience meet in the heart of Stamford. Situated on the 5th floor, this bright and inviting two-bedroom residence features a private balcony overlooking the community's picturesque fountain, an ideal spot to enjoy your morning coffee or unwind at the end of the day. The home offers updated features including modern crown molding, a stylish kitchen

  Jeremy Gonzalez Keller Williams Prestige Prop.

  71 Strawberry Hill Ave Unit 519, Stamford, CT 06902
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  /38

  $935,000

  Open Thu 5PM - 7PM $40K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 2,531 Sq Ft

  96 Turner Rd, Stamford, CT 06905

  Charming picture-perfect Colonial Cape set on a beautifully landscaped property, this meticulously maintained home is filled with warmth, character, and timeless appeal. Light and bright throughout, the inviting open floor plan is ideal for both everyday living and entertaining. The welcoming foyer with coat closet and powder room opens to a gracious living room featuring a fireplace and bay

  Elaine Parruccini William Raveis Real Estate

  96 Turner Rd, Stamford, CT 06905
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  /17

  $735,000

  • 2 Beds
  • 1 Bath
  • 853 Sq Ft

  14 Spezzano Dr, Riverside, CT 06878

  Charming 2-bedroom, 1-bath home in the sought-after Riverside area. Features a working fireplace, cozy layout, and detached garage. Conveniently located near the railroad, shopping, and dining. A great condo alternative with potential for future expansion.

  Lorin Pratley Coldwell Banker Realty

  14 Spezzano Dr, Riverside, CT 06878
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  /36

  $509,000

  • 2 Beds
  • 2 Baths
  • 1,506 Sq Ft

  62 Bellmere Ave, Stamford, CT 06906

  A charming 1870's antique colonial with rocking chair front porch is located toward the quiet end of the cul de sac in this wonderful walk to everything location. A 2006 addition rebuilt the garages and bumped out the rear of the main level to create a wonderful open kitchen family room combination with french doors to a blue stone patio framed by a masonry stone knee wall. A full sized laundry

  Barbara Hickey William Pitt Sotheby's Int'l

  62 Bellmere Ave, Stamford, CT 06906
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  /22

  $2,895,000

  • 4 Beds
  • 4.5 Baths
  • 3,408 Sq Ft

  47 Ridge St, Greenwich, CT 06830

  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 point: sophisticated single-level main-floor living over a fully finished walk-out lower level, all on a private 0.34-acre setting. The main floor delivers four bedrooms - three with private en-suite full baths, including a

  Joy Kim Metalios Houlihan Lawrence

  47 Ridge St, Greenwich, CT 06830
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  /7

  $4,950,000

  • Land
  • 2.11 Acres
  • $2,345,972 per Acre

  6 Sheffield Way, Greenwich, CT 06831

  A two-plus-acre parcel at the corner of Sheffield Way and Lismore Lane, on an especially quiet stretch of mid-country Greenwich - a street where it is easy to enjoy the outdoors. Old stone walls and a root cellar on the land are enduring features that tie the parcel to its own history. Complete feasibility studies in hand -septic, perc, drainage, setbacks, and house siting - with town water and

  Leslie McElwreath Sotheby's International Realty

  6 Sheffield Way, Greenwich, CT 06831
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  /22

  $799,000

  $36K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 2,256 Sq Ft

  250 High Ridge Rd, Stamford, CT 06905

  Timeless charm meets modern comfort in this beautifully maintained 3-bedroom, stone-front Colonial set back from the road and rich with quintessential 1920 period details. Step inside to reveal how new triple pane windows throughout create a remarkably quiet and comfortable interior environment. Truly a move in ready residence! Unlike many homes situated on busy roads, driveway access is provided

  Aimee Sciglimpaglia Keller Williams Prestige Prop.

  250 High Ridge Rd, Stamford, CT 06905
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  /12

  $300,000

  $50K PRICE DROP

  • 1 Bed
  • 1 Bath
  • 891 Sq Ft

  70 Strawberry Hill Ave Unit 2-2B, Stamford, CT 06902

  Enjoy effortless living in this sun-filled one-bedroom, one-bath condo, perfectly situated in a beautifully maintained community in the heart of Stamford, offering a blend of timeless character and modern comfort. The thoughtfully designed layout features generous living and dining areas, gleaming hardwood floors, oversized windows, and high ceilings that create an open, airy feel throughout. The

  Chris Carozza RE/MAX Right Choice

  70 Strawberry Hill Ave Unit 2-2B, Stamford, CT 06902
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  /40

  $4,375,000

  $375K PRICE DROP

  • 5 Beds
  • 3.5 Baths
  • 3,443 Sq Ft

  215 Ocean Dr W, Stamford, CT 06902

  Set on 150 feet of private sandy beach along Stamford Harbor, this exceptional Shippan Point waterfront offers a rare combination of direct sandy beachfront, striking views, and an exceptional position along the waterfront. With a western-facing orientation, the property enjoys beautiful sunsets and sweeping water views across the harbor and out toward the New York City skyline. Approached by a

  Joshua Weisman William Raveis Real Estate

  215 Ocean Dr W, Stamford, CT 06902
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  /36

  $1,849,000

  New Construction

  • 5 Beds
  • 4.5 Baths
  • 4,278 Sq Ft

  6 Walnut Ridge Ct, Stamford, CT 06905

  Exceptional NEW construction in a coveted mid-city location offers the perfect blend of refined comfortable living. This sensational 5-bedroom, 4.5 bathroom home with well proportioned rooms throughout, showcases sophisticated design together with an open-concept. The gourmet kitchen serves as the heart of the home, boasting a large center island, walk-in pantry, and abundant cabinet and counter

  Barbara Hickey William Pitt Sotheby's Int'l

  6 Walnut Ridge Ct, Stamford, CT 06905
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  /21

  $680,000

  • 2 Beds
  • 2 Baths
  • 1,371 Sq Ft

  25 Forest St Unit 6L, Stamford, CT 06901

  Rarely available and ready for its next chapter, this expansive 1,371 sq ft residence offers what downtown Stamford buyers chase and seldom find: real space, a...Rarely available and ready for its next chapter, this expansive 1,371 sq ft residence offers what downtown Stamford buyers chase and seldom find: real space, all on one level, in the heart of the city. Set on the sixth floor of a brick

  Alexander Walton RE/MAX Heritage

  25 Forest St Unit 6L, Stamford, CT 06901
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  /7

  $123,500

  7 River Rd Unit Boat Slip E3, Cos Cob, CT 06807

  Barbara Stephens Sotheby's International Realty

  7 River Rd Unit Boat Slip E3, Cos Cob, CT 06807
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  /32

  $259,000

  • 1 Bed
  • 1 Bath
  • 725 Sq Ft

  91 Strawberry Hill Ave Unit 425, Stamford, CT 06902

  LOCATION, LOCATION, LOCATION! Beautifully renovated and move-in ready 1-bedroom condo located just minutes from vibrant Downtown Stamford. This bright and spacious unit features a desirable open floor plan with brand new carpeting throughout, a generously sized bedroom with abundant closet space, and a sun-filled living room that opens to a private corner private balcony with beautiful city

  Irene Sorial BHGRE Shore & Country

  91 Strawberry Hill Ave Unit 425, Stamford, CT 06902
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  /45

  $5,695,000

  • 5 Beds
  • 5.5 Baths
  • 6,301 Sq Ft

  7 Hearthstone Dr, Riverside, CT 06878

  Exceptional HOBI Award-winning shingle-style home by Argus Development on one of Riverside's most coveted streets. Thoughtfully designed for everyday living and entertaining, this home features a chef's kitchen with oversized island and banquette, family room with custom built-ins and fireplace, private study, mudroom, luxurious primary suite, and en-suite baths for every bedroom. French doors

  Rhonda Squires Houlihan Lawrence

  7 Hearthstone Dr, Riverside, CT 06878
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  /20

  $1,795,000

  • 4 Beds
  • 2.5 Baths
  • 2,033 Sq Ft

  5 Old Kings Hwy, Old Greenwich, CT 06870

  Beautifully designed & maintained, this stylish home is tucked away on a quiet street in Old Greenwich. An inviting front porch welcomes you into well appointed interiors featuring soaring 12 foot ceilings in the living/dining rooms, a fireplace, custom built-ins, and abundant natural light. A gourmet chef's kitchen outfitted with high-end appliances, quartz countertops & a generous center

  Maria Crowley Houlihan Lawrence

  5 Old Kings Hwy, Old Greenwich, CT 06870
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  /21

  $449,000

  • 1 Bed
  • 1 Bath
  • 875 Sq Ft

  25 Forest St Unit 7F, Stamford, CT 06901

  Beautifully renovated, spacious, and sun-filled condo located in the heart of downtown. Rich engineered wood floors run throughout, complementing a stylish kitchen featuring stainless steel appliances, white cabinetry, black granite countertops, new gas stove and a convenient breakfast bar. The expansive living area offers endless possibilities for entertaining, along with a perfect nook for a

  Cecilia Nino Coldwell Banker Realty

  25 Forest St Unit 7F, Stamford, CT 06901
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  /20

  $1,125,000

  • 6 Beds
  • 4 Baths
  • 3,034 Sq Ft

  124 Pine Hill Ave, Stamford, CT 06906

  Well-maintained and thoughtfully updated 2-family in Stamford's highly sought-after Glenbrook neighborhood. This side-by-side property features two spacious 3BR/1.5BA units, each offering a functional and modern layout ideal for both owner-occupants and investors alike. Inside, both units showcase a bright living room that flows seamlessly into an open-concept dining area and kitchen, complete

  Aaron Ramkalawan Keller Williams Prestige Prop.

  124 Pine Hill Ave, Stamford, CT 06906
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  /25

  $19,000,000

  • 5 Beds
  • 8.5 Baths
  • 8,248 Sq Ft

  207 Long Neck Point Rd, Darien, CT 06820

  This dramatic property offers 200 feet of waterfront frontage with your own private beach in the premier Long Neck Point area of Darien. Offering two separately deeded parcels ( that create this magical estate to ensure the peace and tranquility of your own private oasis. East facing views are enjoyed from most rooms in this spectacular home offering natural light throughout the day. Once owned

  Shelly Tretter Lynch Compass Connecticut, LLC

  207 Long Neck Point Rd, Darien, CT 06820
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  /47

  $3,095,000

  Open Sun 1PM - 3:30PM

  • 4 Beds
  • 3 Baths
  • 3,543 Sq Ft

  51 Dandy Dr, Greenwich, CT 06831

  Idyllic 1.03-acre luxury oasis. Four bedroom home blends elegant design with seamless indoor-outdoor living. Sun-drenched great room boasts vaulted beamed ceilings, arched windows & French doors to expansive decks. Chef's kitchen features premium Wolf/Sub-Zero appliances, granite counters, island & breakfast bar. Formal living room/library offers custom built-ins. Primary suite features walk-in

  Jennifer O'Brien Houlihan Lawrence

  51 Dandy Dr, Greenwich, CT 06831
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  /33

  $1,395,000

  Open Sun 12PM - 2PM

  • 4 Beds
  • 2 Baths
  • 1,605 Sq Ft

  38 Francis Ln, Greenwich, CT 06831

  Filled with natural light and impeccably maintained, this beautifully updated 4-bedroom, 2-bath Cape is located in the highly desirable Glenville School District and combines timeless charm with modern comfort. The inviting layout features a gracious living room with a stone fireplace and custom built-ins, a stunning renovated kitchen with a quartz island and GE Cafe stainless steel appliances,

  Sue Frano Coldwell Banker Realty

  38 Francis Ln, Greenwich, CT 06831
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  /34

  $1,850,000

  • 3 Beds
  • 3 Baths
  • 2,823 Sq Ft

  507 W Lyon Farm Dr, Greenwich, CT 06831

  Located in one of Greenwich's most desirable communities, this West Lyon Farm residence, on a quiet cul-de-sac has a bright main level with living and dining areas boasting soaring ceilings, a wood-burning fireplace and access to a deck for morning coffee. A spacious kitchen, third bedroom/den and full bath complete the first floor. Upstairs, the primary suite features a large bedroom, dressing

  Diana Whyte BHHS New England Properties

  507 W Lyon Farm Dr, Greenwich, CT 06831
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  /31

  $2,350,000

  $149K PRICE DROP

  • 5 Beds
  • 5 Baths
  • 3,598 Sq Ft

  201 Shore Rd, Greenwich, CT 06830

  On sought-after Belle Haven peninsula near town, this 2008 expanded 5 bed, 3.2 bath home boasts breathtaking Greenwich Harbor views. Perfectly designed for harborside living & entertaining, the sunlit gourmet chef's kitchen & great room boast an expansive island, custom cabinetry and a wall of windows overlooking harbor & park. The spacious living room, complete with wood burning fireplace &

  Meg McAuley Kaicher Coldwell Banker Realty

  201 Shore Rd, Greenwich, CT 06830
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  /21

  $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''. For Sale with TENANT Renewed Lease 12-2026. Luxury Downtown High Rise with 24/7 Concierge. AMAZING Unobstructed VIEWS over the Mill River Park- Beautiful Sunsets. Great for Buyer who does can wait to move-in yet or Investor. Sophisticated, spacious 1BR 1100sqft with 1.5 Baths. Hardwood floors in ALL rooms. Open floorplan with Gourmet kitchen.

  Sharon Giglio Sharon Giglio Luxury Real Estate

  1 Broad St Unit 17C, Stamford, CT 06901
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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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  /16

  $28,500,000

  New Construction

  • 7 Beds
  • 12 Baths
  • 18,370 Sq Ft

  39 Brookridge Dr, Greenwich, CT 06830

  Set along a quiet street 3 mins from town, this exceptional 2027 new construction blends timeless architecture w modern livability. A striking white brick façade, steep gables, and dark-framed windows create a refined yet welcoming presence. Warm interior light highlights expansive living spaces, including a dramatic kitchen and family room designed for both everyday living and elevated

  Amanda Bates Houlihan Lawrence

  39 Brookridge Dr, Greenwich, CT 06830
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  /24

  $780,000

  • 2 Beds
  • 2 Baths
  • 1,286 Sq Ft

  1 Putnam Hill Unit 3C, Greenwich, CT 06830

  Move right in! Downtown Greenwich Living at Its FinestExperience the perfect blend of serenity and convenience in this secure, private enclave set on a beautifully maintained 10-acre campus.Designed for effortless living, this bright and airy residence offers generous space and a true sense of sanctuary. Features include updated Andersen windows, a custom kitchen by Dean, and brand-new

  Lin Lavery Coldwell Banker Realty

  1 Putnam Hill Unit 3C, Greenwich, CT 06830
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  /21

  $399,000

  • 3 Beds
  • 2.5 Baths
  • 1,471 Sq Ft

  37 Greenwich Ave Unit 2-1, Stamford, CT 06902

  Welcome to your beautiful freshly painted 3 bedroom, 2.5 bath townhouse, offering the perfect blend of comfort, style and convenience. This end unit offers lots of updates, new dishwasher, newer refrigerator and stove. Gleaming hardwood floors on the first level and spacious living room. Upstairs the primary suite offers a generous sized bedrooms with ample closet space and full bathroom along

  Debbie Ramnath Keller Williams Prestige Prop.

  37 Greenwich Ave Unit 2-1, Stamford, CT 06902
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  /40

  $4,850,000

  New Construction

  • 5 Beds
  • 6.5 Baths
  • 5,773 Sq Ft

  85 Indian Field Rd, Greenwich, CT 06830

  Stunning Colonial, reimagined and rebuilt by Prime Renovations, offering exceptional craftsmanship & sophisticated finishes. This impressive residence features 5 en-suite bedrooms, 6 full and 1 half baths across four finished levels of living space.The gracious floor plan is enhanced by wide hallways, dramatic 5-foot-wide staircases, premium white oak flooring, abundant natural light, &

  Maria Crowley Houlihan Lawrence

  85 Indian Field Rd, Greenwich, CT 06830
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  /29

  $3,150,000

  $180K PRICE DROP

  • 5 Beds
  • 3.5 Baths
  • 3,176 Sq Ft

  37 Mary Ln, Riverside, CT 06878

  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 by Abode Interiors NYC. A striking bend of graceful arches, soaring 9 & 10 foot cathedral ceilings, wide Brazilian oak floors, a marble fireplace, & all-new windows filling the space with light. At the heart is an Architectural

  Jason Saphire www.HomeZu.com

  37 Mary Ln, Riverside, CT 06878
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  /30

  $2,795,000

  • 4 Beds
  • 5 Baths
  • 2,828 Sq Ft

  93 Summit Rd, Riverside, CT 06878

  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 fireplace and the sun-filled dining room leading to the open plan kitchen, breakfast area, and family room. Step out from both main rooms through French doors to the beautiful covered deck with fireplace and flagstone surround

  Julie Church Houlihan Lawrence

  93 Summit Rd, Riverside, CT 06878
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  /26

  $695,000

  $80K PRICE DROP

  • 2 Beds
  • 1.5 Baths
  • 985 Sq Ft

  2 Putnam Hill Unit 1A, Greenwich, CT 06830

  Welcome to 2 Putnam Hill, Unit 1A where comfort meets convenience. This beautifully maintained 2 bedroom, 1.1 bath home offers effortless first floor living. The open floor plan creates a seamless flow between living and dining spaces, perfect for both everyday living and entertaining. The second bedroom is currently configured as a home office, providing flexibility for today's lifestyle. Enjoy

  Kristen Studwell Compass Connecticut, LLC

  2 Putnam Hill Unit 1A, Greenwich, CT 06830
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  /40

  $1,500,000

  $75K PRICE DROP

  • 2 Beds
  • 2.5 Baths
  • 1,910 Sq Ft

  115 River Rd Unit 3, Cos Cob, CT 06807

  Unparalleled water views and boater's dream. Quality renovation, includes 30' boat slip, 16 units at River Landing. Channel access to Long Island Sound. Common fees include private dock. Updated eat-in kitchen w/Bosch SS appliances. Dining room features river views. Relax by the fireplace in LR or step through sliders onto your scenic deck. Primary suite w/completely updated bath, Waterworks

  Roxana Bowgen Sotheby's International Realty

  115 River Rd Unit 3, Cos Cob, CT 06807
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  /12

  $9,500,000

  • Land
  • 2.43 Acres
  • $3,909,465 per Acre

  39 Brookridge Dr, Greenwich, CT 06830

  A rare opportunity to build a significant Greenwich estate in one of the town's most desirable locations. 2.43 level acres in a 1 acre zone with no wetlands, this property is a mere three minutes from town and offers space for an exceptional 14,000SF (above grade) main residence with pool, tennis court and an 800SF secondary structure. Final stages of town approval for residence and eight-bedroom

  Amanda Bates Houlihan Lawrence

  39 Brookridge Dr, Greenwich, CT 06830
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  /45

  $4,250,000

  $545K PRICE DROP

  • 3 Beds
  • 3.5 Baths
  • 2,890 Sq Ft

  40 W Elm St Unit 3D/E, Greenwich, CT 06830

  Experience true concierge living in one of Greenwich's premier full-service doorman buildings, ideally located just one block from Greenwich Avenue. Residences of this size, with park & Long Island Sound views, rarely become available in this building and are uncommon in the Greenwich condominium market, offering a unique opportunity for full-service, in-town living. This elegantly updated

  Joan Suter BHHS New England Properties

  40 W Elm St Unit 3D/E, Greenwich, CT 06830
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  /38

  $849,000

  $51K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 3,214 Sq Ft

  33 Colonial Rd Unit 9, Stamford, CT 06906

  Welcome to 33 Colonial Road Unit 9, Stamford, CT 06906, with a mailing address of 60 Pine Hill Avenue, Stamford, CT 06906. This 4 bedroom, 2 bathroom home is designed with flexibility in mind. The thoughtfully laid out lower level living area features 2 bedrooms, 1 full bath, and private access through the attached 2 car garage, creating the ideal setup for extended living, guests, or additional

  Jake Woodward mygoodagent

  33 Colonial Rd Unit 9, Stamford, CT 06906
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  /21

  $1,150,000

  $175K PRICE INCREASE

  • 3 Beds
  • 2 Baths
  • 1,244 Sq Ft

  42 Nicholas Ave, Greenwich, CT 06831

  Filled with natural light, this beautifully maintained home offers timeless curb appeal and a warm, inviting feel. The interiors feature a comfortable layout and a great flow, ideal for both everyday living and entertaining. A two-car garage provides added convenience, while the exterior showcases mature landscaping and charming outdoor space. Close to Glenville, schools, park and transportation,

  Barbara Zaccagnini Coldwell Banker Realty

  42 Nicholas Ave, Greenwich, CT 06831

Showing Results 161 - 200, Page 5 of 8