Colonial Homes for Sale in Old Greenwich, CT

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  /28

  $999,999

  • 4 Beds
  • 3.5 Baths
  • 3,653 Sq Ft

  215 Knickerbocker Ave, Stamford, CT 06907

  Welcome to 215 Knickerbocker Avenue, an expansive 4-bedroom, 3.5-bath Colonial offering exceptional space, flexibility, and comfort in Stamford's desirable Springdale neighborhood. The main level is ideal for both everyday living and entertaining, featuring a kitchen with quartz countertops, a large center island, pantry, and stainless-steel appliances, opening to an expansive family room. Formal

  

  Seamus Costigan

  Marr Caruso Realty Group

  215 Knickerbocker Ave, Stamford, CT 06907
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  /55

  $3,495,000

  • 5 Beds
  • 4.5 Baths
  • 5,354 Sq Ft

  89 Indian Field Rd, Greenwich, CT 06830

  Beautifully designed and thoughtfully finished, this exceptional New home blends sophisticated style with modern comfort and effortless everyday living. From the moment you enter, wide-plank French oak floors, 9-foot ceilings, Andersen windows, and curated designer details create a warm yet elevated atmosphere. The dining room and office make a statement with rich color-drenched finishes, while

  

  Danielle Malloy

  Serhant Connecticut LLC

  89 Indian Field Rd, Greenwich, CT 06830
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  /16

  $719,000

  $120K PRICE DROP

  • 6 Beds
  • 3 Baths
  • 2,476 Sq Ft

  140 Terrace Ave, Port Chester, NY 10573

  Owner is Motivated and has Authorized a Huge Price Reduction.Prime Mixed-Use Investment Opportunity in the Heart of Port ChesterThis well-located mixed-use building only 5 minutes away from Greenwich, CT. features two fully occupied residential units generating strong, consistent rental income, with current rents below market value—providing immediate upside potential through future

  

  Cosmo Iadanza

  E Realty International Corp

  140 Terrace Ave, Port Chester, NY 10573
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  /26

  $14,375,000

  • 7 Beds
  • 9 Baths
  • 10,496 Sq Ft

  133 Doubling Rd, Greenwich, CT 06830

  Newly completed and masterfully built, this gated exceptional new construction by renowned architect Alex Kaali-Nagy, AIA, blends timeless design, modern luxury, and impeccable craftsmanship. This stunning Colonial spans four finished levels with refined architectural details, extensive custom millwork, and thoughtfully designed living spaces. A luxurious primary suite features dual walk-in

  

  Megan Sullivan

  Douglas Elliman of Connecticut

  133 Doubling Rd, Greenwich, CT 06830
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  /37

  $1,195,000

  $100K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 3,132 Sq Ft

  38 Doral Farm Rd, Stamford, CT 06902

  Nestled in the coveted Westover neighborhood of Stamford, this beautifully appointed single-family residence in the prestigious Doral Farm association offers an exceptional blend of privacy and low-maintenance living. Enjoy the lifestyle of a standalone home with the added convenience of maintenance-free grounds and outstanding amenities.Spanning approximately 3,132 square feet, this

  

  Robin Bartholomew

  BHHS New England Properties

  38 Doral Farm Rd, Stamford, CT 06902
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  /38

  $775,000

  • 3 Beds
  • 1.5 Baths
  • 1,488 Sq Ft

  17 Alton Rd, Stamford, CT 06906

  Fall in love from the moment you step inside! Timeless character meets sophisticated modern style in this beautifully updated Stamford home, perfectly set on a picturesque, tree-lined street. Rich hardwood floors, graceful archways and glass-paneled doors create warmth and architectural charm, while stunning updates give this home the fresh, polished look today's buyers crave. The showstopping

  

  Todd Auslander

  Keller Williams Prestige Prop.

  17 Alton Rd, Stamford, CT 06906
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  /37

  $3,250,000

  • 5 Beds
  • 5 Baths
  • 2,762 Sq Ft

  19 Old Club House Rd, Old Greenwich, CT 06870

  Idyllic south of the village location in coveted Shorelands Association offers deeded private beach and dock rights, perfect for kayaking/boating, and a sprawling five-bedroom Colonial. Set on a level .26 acre just one house in from the water on a quiet yet convenient cul-de-sac providing very easy access to shopping, dining, trains and schools and a short distance to Tod's Point. Enjoy this

  

  Spencer Sodokoff

  Houlihan Lawrence

  19 Old Club House Rd, Old Greenwich, CT 06870
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  /40

  $749,000

  • 4 Beds
  • 4.5 Baths
  • 4,058 Sq Ft

  638 Hope St Unit 4, Stamford, CT 06907

  This accommodating colonial home offers the perfect blend of style, space and function! Offering 4 Bedrooms, an attached, but separate studio space, 2 car garage, 4 full baths + large, finished flexible lower level, you'll delight in the wealth of possibilities here! Enjoy an easy, open flow of sunfilled rooms and maintenance free living with central a/c and natural gas heating! Located in the

  

  Melanie Healey

  Coldwell Banker Realty

  638 Hope St Unit 4, Stamford, CT 06907
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  /37

  $1,250,000

  • 5 Beds
  • 3.5 Baths
  • 2,658 Sq Ft

  29 Verplank Ave, Stamford, CT 06902

  Location, opportunity, and endless potential in the heart of Shippan Point. Just a short stroll from Long Island Sound, this 2,600 square foot home sits on a 0.36 acre lot and is ready for its next chapter. Featuring a welcoming front porch, hardwood floors, and a detached two car garage, this is a wonderful opportunity to renovate and create the home you have always wanted in one of Stamford's

  Joshua Weisman William Raveis Real Estate

  29 Verplank Ave, Stamford, CT 06902
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  /33

  $2,650,000

  Open Sat 2PM - 4PM

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

  316 Valley Rd, Cos Cob, CT 06807

  Escape the ordinary at this European inspired Greenwich, CT retreat offering exceptional privacy, sweeping river views, and effortless access to the Cos Cob village amenities. Set above the Mianus River, the property features multilevel stone terraces, outdoor fireplaces, mature gardens, and an all season stone gazebo sculpted by the former head designer of the New York Botanical Garden, creating

  Suzanne Armstrong Compass Connecticut, LLC

  316 Valley Rd, Cos Cob, CT 06807
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  /40

  $799,000

  • 4 Beds
  • 2.5 Baths
  • 1,688 Sq Ft

  200 Woodridge Dr S, Stamford, CT 06902

  Welcome to 200 Woodridge Dr S, a charming 1964 Colonial offering 4 bedrooms, 2.5 bathrooms, and almost 2000 square feet of comfortable living space on a 0.24-acre lot in Stamford. This lovingly maintained home flows gracefully from the spacious living room and dining area, into the kitchen and den. The bright kitchen showcases updated countertops, a stylish backsplash, a new sink, and modern

  Joe Balestriere William Raveis Real Estate

  200 Woodridge Dr S, Stamford, CT 06902
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  /18

  $1,149,000

  $50K PRICE DROP

  • 1 Bed
  • 2 Baths
  • 1,271 Sq Ft

  51 Forest Ave Unit 70, Old Greenwich, CT 06870

  Set in one of the most desirable locations within The Gables, this renovated, move-in-ready ground-floor corner unit offers single-level living with exceptional privacy. The oversized one-bedroom, two-bath floor plan can easily be converted to a two-bedroom configuration. The updated kitchen opens to the dining and living areas and offers ample storage. Recent improvements include renovated

  Charles Aysseh Aysseh Real Estate

  51 Forest Ave Unit 70, Old Greenwich, CT 06870
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  /34

  $1,749,000

  • 4 Beds
  • 2.5 Baths
  • 2,106 Sq Ft

  60 Middlesex Rd, Darien, CT 06820

  Experience the timeless allure of 60 Middlesex Road, a quintessential New England Colonial that perfectly captures the spirit of Darien living. This warm residence offers a serene escape while keeping the town center, top-rated schools, and commuter links just moments away. From the moment you step inside, the home feels both sophisticated and deeply welcoming. The expansive living room, anchored

  Jennifer Friedman Compass Connecticut, LLC

  60 Middlesex Rd, Darien, CT 06820
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  /45

  $2,249,000

  $450K PRICE DROP

  • 5 Beds
  • 4.5 Baths
  • 4,200 Sq Ft

  43 Burdsall Dr, Greenwich, CT 06831

  Experience exceptional craftsmanship and modern luxury in this stunning 2023-built residence, offering 5 bedrooms, 4 full baths, and 1 half bath across four beautifully finished levels. Thoughtfully designed with custom millwork, sophisticated finishes, hardwood floors, and all-new systems throughout, this turnkey home seamlessly blends timeless elegance with today's most coveted amenities. At

  Kelly Feda Coldwell Banker Realty

  43 Burdsall Dr, Greenwich, CT 06831
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  /53

  $3,795,000

  • 4 Beds
  • 3.5 Baths
  • 3,271 Sq Ft

  15 Shorelands Place, Greenwich, CT 06870

  Classic Old Greenwich character meets modern living in this beautifully renovated 1907 Shore Colonial. A covered wraparound porch welcomes you to light-filled interiors, highlighted by a vaulted family room with skylights and fireplace. The gorgeous eat-in kitchen features a Bertazzoni professional range and generous center island. Four bedrooms and 3.5 new baths include a private primary suite

  Susan Isaak Coldwell Banker Realty

  15 Shorelands Place, Greenwich, CT 06870
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  /18

  $7,495,000

  • 5 Beds
  • 7.5 Baths
  • 6,975 Sq Ft

  64 Hillside Rd, Greenwich, CT 06830

  Exceptional new 2027 construction showcases an architecturally stunning in-town Colonial on .72 acres with pool, private yard and resort-style amenities close to world-class shops, restaurants and Schools. Expertly built by acclaimed Sonny Anand/AR Luxury Homes, this sunlit residence reflects their signature blend of sophisticated design, superior craftsmanship and outstanding architectural

  Amanda Bates Houlihan Lawrence

  64 Hillside Rd, Greenwich, CT 06830
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  /50

  $28,500,000

  • 5 Beds
  • 8 Baths
  • 12,006 Sq Ft

  380 North St, Greenwich, CT 06830

  Historically known as ''Electric Hill,'' this extraordinary estate occupies one of the highest points in Mid-Country Greenwich, commanding year-round views of Long Island Sound across the treetops. Once part of a larger estate owned by Edward H. Johnson, Thomas Edison's associate and a pioneer in residential electrification, the property pairs a storied legacy with timeless architecture. Designed

  Caroline McNally Sotheby's International Realty

  380 North St, Greenwich, CT 06830
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  /45

  $8,495,000

  • 6 Beds
  • 10 Baths
  • 8,704 Sq Ft

  7 Calhoun Dr, Greenwich, CT 06831

  This timeless estate, situated in an exclusive private association moments from town, masterfully blends turn-of-the-century grandeur with 21st-century luxury. The main house was extensively renovated and expanded in 2006 by award-winning architects Austin Patterson Disston. It showcases grand-scale rooms, soaring ceilings, and impeccable millwork. In 2016 the current owners made it their own by

  Victoria Thorman Sotheby's International Realty

  7 Calhoun Dr, Greenwich, CT 06831
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  /23

  $1,749,000

  Pre-Foreclosure

  • 4 Beds
  • 3 Baths
  • 1,990 Sq Ft

  17 Thornhill Rd, Riverside, CT 06878

  Welcome to 17 Thornhill, a beautifully appointed home offering exceptional space, versatility and effortless indoor-outdoor living. Sun-filled interiors feature hardwood floors and an inviting flow from the spacious living room to a warm family room anchored by a striking floor-to-ceiling stone fireplace. The eat-in kitchen offers granite countertops, stainless steel appliances and direct access

  Joy Kim Metalios Houlihan Lawrence

  17 Thornhill Rd, Riverside, CT 06878
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  /58

  $4,195,000

  • 6 Beds
  • 7 Baths
  • 6,343 Sq Ft

  5 Hunter St, Old Greenwich, CT 06870

  Introducing a newly constructed Contemporary Colonial, by Alfieri Enterprises, that captures the essence of Old Greenwich living offering a seamless blend of classic architecture and modern design on a quiet cul-de-sac near schools, shops and the train. Defined by extraordinary craftsmanship, custom details and curated finishes in a stunning 6,000 sq. ft. home. Great for entertaining in open plan

  Megan Epand Houlihan Lawrence

  5 Hunter St, Old Greenwich, CT 06870
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  /40

  $1,295,000

  • 5 Beds
  • 4 Baths
  • 3,094 Sq Ft

  34 Downs Ave, Stamford, CT 06902

  Offered for the first time in over 80 years, this cherished Shippan Point residence has been proudly owned by the same family since 1943. Set on a beautifully landscaped .37-acre lot, this classic 5-bedroom, 2 full and 2 half bath home blends timeless character. Rich hardwood floors extend throughout all five bedrooms, the spacious living room with fireplace, formal dining room, and inviting

  Dannel Malloy NestSeekers International

  34 Downs Ave, Stamford, CT 06902
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  /22

  $755,000

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

  424 Willett Ave, Port Chester, NY 10573

  2 Family Colonial Style Home. This Home Features 6 Bedrooms, 2 Full Baths, 2 Eat In Kitchens & 2 Car Garage. Centrally Located To All. Don't Miss This Opportunity!

  Todd Yovino Island Advantage Realty LLC

  424 Willett Ave, Port Chester, NY 10573
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  /36

  $2,999,999

  • 6 Beds
  • 5.5 Baths
  • 4,300 Sq Ft

  20 Sound Beach Ave, Greenwich, CT 06870

  Remarks: Brand New Luxury Home in Old Greenwich Experience luxury living in this stunning New Construction, minutes away from Old Greenwich train station, Tod's Point and top rated schools. Offering 4300 sqft of designer living space. This 5 bedroom, 5.5 bathroom custom home features wide plank white oak floors, soaring ceilings, premium finishes and exceptional natural light throughout. Chef's

  Kaltrina Xhema-Latifi Higgins Group Greenwich

  20 Sound Beach Ave, Greenwich, CT 06870
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  /7

  $9,350,000

  • 6 Beds
  • 8 Baths
  • 7,072 Sq Ft

  12 Woodside Rd, Greenwich, CT 06830

  DEER PARK WOODSIDE: This distinguished 1930's brick Georgian is set on a serene, oversized lot within Deer Park Association, embodying the timeless architectural presence of a classic pre-war brick manor. Originally designed as an elegant six-bedroom, six-bath residence, the home offers an exciting opportunity to be reimagined for its next chapter. The exceptional grounds unfold across expansive,

  Leslie McElwreath Sotheby's International Realty

  12 Woodside Rd, Greenwich, CT 06830
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  /35

  $6,995,000

  • 3 Beds
  • 3.5 Baths
  • 2,425 Sq Ft

  31 Meadow Wood Dr, Greenwich, CT 06830

  An extraordinary opportunity to acquire a waterfront residence within the exclusive & highly coveted Belle Haven Association - at an unusually low ''cost of entry'' point. One of just eight residences in historic Quarry Farms - which has its own gated entrance, this gut renovated 3-bedroom. 3.5 bathroom home is privately set on 1.2 acres with 220' of direct Long Island Sound frontage. Unique

  Kevin Sneddon Compass Connecticut, LLC

  31 Meadow Wood Dr, Greenwich, CT 06830
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  /57

  $4,950,000

  $450K PRICE DROP

  • 5 Beds
  • 9 Baths
  • 8,603 Sq Ft

  20 Oak St, Greenwich, CT 06831

  Set on a quiet private lane, this 8,600-square-foot residence spans four finished levels with elevator access throughout. A marble entry gallery with soaring ceilings introduces expansive living and entertaining spaces, including a formal dining room with wet bar, chef's kitchen with Viking, Bosch, and Sub-Zero appliances, and a sunlit family room opening to outdoor dining areas. The home offers

  Matthew Tallett Brown Harris Stevens CT, LLC

  20 Oak St, Greenwich, CT 06831
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  /19

  $965,000

  $10K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 2,708 Sq Ft

  151 Sun Dance Rd, Stamford, CT 06905

  Welcome home! This spacious 4-bedroom, 2.5-bathroom home offers the perfect blend of comfort and convenience. Inside, you'll find plenty of room to spread out, featuring generously sized bedrooms and a versatile layout designed for modern living. The outdoor space is just as impressive, boasting a beautifully maintained large yard perfect for weekend BBQs, gardening, or simply relaxing. Location

  omar arce Marr Caruso Realty Group

  151 Sun Dance Rd, Stamford, CT 06905
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  /26

  $5,600,000

  Open Sun 1PM - 3PM $200K PRICE DROP

  • 5 Beds
  • 3.5 Baths
  • 4,324 Sq Ft

  8 Indian Point Ln, Riverside, CT 06878

  Tucked within the secluded Indian Point Association, this 1.55-acre waterfront sanctuary in coveted Riverside invites you to imagine the lifestyle that you have always wanted. From its sweeping southwestern vantage point, the property opens to mesmerizing views of Long Island Sound-a living canvas that shifts with every season, every tide, every change of light. A charming 1949 built house sits

  Patte Nusbaum Sotheby's International Realty

  8 Indian Point Ln, Riverside, CT 06878
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  /43

  $1,595,000

  $100K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 2,914 Sq Ft

  16 Dale Dr, Greenwich, CT 06831

  Timeless curb appeal blends with a tastefully updated and renovated interior designed foreffortless everyday living and entertaining in this stylish four-bedroom Colonial with Trex deck, quiet backyard and seasonal second floor River views on a cul-de-sac near schools, shops, park, trains and highway. Sundrenched interior features chef's kitchen with Quartz clad center island offering seating

  Deborah Needle Houlihan Lawrence

  16 Dale Dr, Greenwich, CT 06831
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  /38

  $3,295,000

  • 6 Beds
  • 5.5 Baths
  • 7,310 Sq Ft

  25 Sagamore Rd, Stamford, CT 06902

  Reimagined and elevated, this top grade colonial offers over 7,000 sq ft of living space across 4 finished levels, enhanced by an extensive, no-expense-spared renovation. Beautiful millwork sets the tone from the statement-making 2-story foyer. The kitchen, dining room, and family room were opened into one sun-filled gathering space, anchored by a fully updated chef's kitchen with induction

  Ryan Dichter Compass Connecticut, LLC

  25 Sagamore Rd, Stamford, CT 06902
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  /8

  $799,900

  Open House 10/11

  • 4 Beds
  • 2 Baths
  • 2,295 Sq Ft

  93 Ridgewood Ave, Stamford, CT 06907

  Great spacious colonial with bedroom on main level with open floor plan including a spacious family room. A gardeners delight with many fruit trees and with a double level of two yard tiers. Must see to appreciate all this home has to offer.

  Susan Morelli Coldwell Banker Realty

  93 Ridgewood Ave, Stamford, CT 06907
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  /34

  $1,469,000

  $30K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 1,750 Sq Ft

  5 Griffith Rd, Riverside, CT 06878

  This beautiful move-in ready Colonial is tucked away on a peaceful cul-de-sac in the desirable Riverside neighbourhood. It offers the perfect blend of modern style and everyday comfort. The sun-filled open floor plan is designed for today's lifestyle, featuring a stunning chef's kitchen with quartz countertops, a large center island, stainless steel appliances, and abundant cabinetry. The

  Irene Cheung BHGRE Shore & Country

  5 Griffith Rd, Riverside, CT 06878
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  /32

  $2,695,000

  • 4 Beds
  • 4.5 Baths
  • 2,745 Sq Ft

  9 Maple St, Cos Cob, CT 06807

  Brand new construction in Cos Cob features four finished levels and an abundance of natural light. The main level offers an inviting open-concept kitchen, breakfast area, and family room, leading to a private deck and backyard, extending the living space outdoors. Glass walls along the staircase create a striking architectural detail while allowing light to flow through the home. The luxurious

  Julie Church Houlihan Lawrence

  9 Maple St, Cos Cob, CT 06807
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  /32

  $4,000,000

  • 4 Beds
  • 2.5 Baths
  • 2,014 Sq Ft

  14 Shoreham Club Rd, Old Greenwich, CT 06870

  A rare Shorehame Association lot with unobstructed Long Island Sound sight lines offered as an amazing opportunity to build new or reimagine the existing residence in one of Old Greenwich's most sought after waterfront settings. The .28 acre property sits within a private association that includes sandy beach access, a boat launch ramp for paddle boarding, kayaking and boating and a large

  Catherine Aaron Berkshire Hathaway NE Prop.

  14 Shoreham Club Rd, Old Greenwich, CT 06870
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  /49

  $4,674,000

  • 5 Beds
  • 7 Baths
  • 5,497 Sq Ft

  58 Halsey Dr, Old Greenwich, CT 06870

  Experience exceptional new construction by Build Casa Tua on Halsey Drive. Spanning four finished levels, this home blends timeless architecture with modern luxury. A dramatic double-height foyer opens to sun-filled living spaces with soaring ceilings, wide-plank white oak floors, and walls of glass leading to a covered deck and private fenced backyard. The custom white oak kitchen features

  Natalya Parker William Raveis Real Estate

  58 Halsey Dr, Old Greenwich, CT 06870
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  /7

  $3,950,000

  • Land
  • 1.14 Acres
  • $3,464,912 per Acre

  35 Turner Dr, Greenwich, CT 06831

  Set on a beautiful, private property, 35 Turner Drive offers a wonderful combination of open lawn, mature trees, natural rock formations, and established landscaping. The gently rolling terrain creates an attractive sense of depth while providing generous usable lawn areas for recreation, entertaining, and outdoor living. The property is located at the end of a cul-de-sac. The current home has

  Peter Janis BHHS New England Properties

  35 Turner Dr, Greenwich, CT 06831
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  /35

  $2,595,000

  • 3 Beds
  • 4.5 Baths
  • 4,904 Sq Ft

  65 Castle Ct, Stamford, CT 06907

  Enjoy an exceptional lifestyle at River Oaks, a sought after gated community with lush landscaped grounds, clubhouse, pool and amenities. This beautifully maintained 3-bedroom, 4.5-bath home with first floor primary suite showcases custom finishes and thoughtful enhancements. The spacious living room features a stone fireplace and French doors opening to a balcony and a private, level backyard.

  Karen Scrivanos Oztemel BHHS New England Properties

  65 Castle Ct, Stamford, CT 06907
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  /18

  $12,995,000

  • 5 Beds
  • 7.5 Baths
  • 7,610 Sq Ft

  209 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 one acre of east facing views that can be enjoyed from most rooms in this spectacular home offering natural light throughout the day. Once owned by Christopher Plummer of The Sound of Music, the current owners have meticulously renovated and restored

  Shelly Tretter Lynch Compass Connecticut, LLC

  209 Long Neck Point Rd, Darien, CT 06820
• 

  

  /35

  $3,110,000

  Open Sat 12PM - 3PM

  • 4 Beds
  • 4.5 Baths
  • 2,716 Sq Ft

  7 Tait Rd, Old Greenwich, CT 06870

  Welcome to 7 Tait Road, an exquisite Colonial home offering superior quality construction and thoughtful modern design in coveted Old Greenwich. Step onto the welcoming flagstone entrance and discover an expansive open-concept living space defined by exceptional interior finishes. Highlights include 5' White Oak hardwood floors, custom glass door separating the mud room from the kitchen allowing

  Jennifer Bello Compass Connecticut, LLC

  7 Tait Rd, Old Greenwich, CT 06870
• 

  

  /40

  $970,000

  Open Fri 11AM - 1PM Coming Soon

  • 5 Beds
  • 2.5 Baths
  • 3,318 Sq Ft

  678 Westover Rd, Stamford, CT 06902

  Westover Opportunity - Not to Be Missed! Here's the chance to use your designer energy & vision to create your dream home in Stamford's prized Westover community! This gracious, freshly painted 5-BR, 2.5B Colonial w/newer windows is privately set on parklike propty where it offers 3318sf of space in a wonderful floor plan designed for easy living & entertaining, indoors & out. Sunny,

  Alyssa Bernstein Berkshire Hathaway NE Prop.

  678 Westover Rd, Stamford, CT 06902

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