Old Greenwich, CT Homes for Sale

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  /37

  $899,000

  • 3 Beds
  • 2 Baths
  • 2,240 Sq Ft

  516 Stillwater Rd, Stamford, CT 06902

  Perfectly positioned in Stamford's sought after Westover neighborhood, this charming home offers comfort, flexibility, and beautiful golf course views. Featuring 3 bedrooms and 2 full bathrooms, the thoughtfully designed layout includes a desirable main level primary bedroom, providing the option for easy one floor living while offering additional space upstairs for family, guests, or a home

  Staci Zampa Compass Connecticut, LLC

  516 Stillwater Rd, Stamford, CT 06902
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  /29

  $799,900

  $29K PRICE DROP

  • 7 Beds
  • 2 Baths
  • 2,408 Sq Ft

  60 Stephen St, Stamford, CT 06902

  Rental Income $3,600 + $2,600. Cap Rate 7%+. Spacious Stamford 2 Family with strong income potential in convenient West Side location. Updated 2nd & 3rd Floor unit featuring 3 Bedrooms, Office, Large Bonus Room, Modern Eat-In Kitchen with Quartz Countertops and newer appliances. 1st Floor offers 2 Bedrooms, Office/3rd Bedroom, Eat-In Kitchen and Living Room. Gas heat & cooking. Separate

  Irene Cheung BHGRE Shore & Country

  60 Stephen St, Stamford, CT 06902
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  /44

  $1,650,000

  • 4 Beds
  • 3 Baths
  • 2,495 Sq Ft

  347 Delavan Ave, Greenwich, CT 06830

  Jakob Satir William Raveis Real Estate

  347 Delavan Ave, Greenwich, CT 06830
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  /38

  $2,499,999

  $600K PRICE DROP

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

  51 Glen Rd, Greenwich, CT 06830

  Close to town from this rare in-town Greenwich gem -- a corner lot home on a quiet cul-de-sac, just steps from Greenwich Avenue's shops, restaurants, and cafés, the Greenwich Library, renowned private schools including Brunswick School and Greenwich Academy, and minutes to Metro-North Greenwich Station, with effortless access to parks, the waterfront, and all that downtown Greenwich offers. This

  Monica Webster Douglas Elliman of Connecticut

  51 Glen Rd, Greenwich, CT 06830
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  /36

  $600,000

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

  69 Willowbrook Ave, Stamford, CT 06902

  Welcome to 69 Willowbrook Avenue, a charming beachside home in one of Stamford's most convenient coastal locations. Offered for the first time in 70 years, this well-maintained and lovingly cared-for home features 2 bedrooms, 2 full baths, central air, fresh paint, a finished basement, and a flat, usable yard. The boiler and hot water tank are approximately 2 years old, adding peace of mind.

  Claudia Smeriglio Brown Harris Stevens

  69 Willowbrook Ave, Stamford, CT 06902
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  /20

  $1,600,000

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

  61 Aberdeen St, Stamford, CT 06902

  This exceptional four-family house, located in a sought-after Stamford neighborhood, offers a unique blend of modern luxury and investment practicality. Situated just minutes from vibrant local shopping centers and easily accessible to major highways, it is a prime location for professionals and working families seeking both convenience and a suburban feel. The property is designed with a clear

  Scott Kadison Scott Kadison Real Estate

  61 Aberdeen St, Stamford, CT 06902
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  /4

  $2,525,000

  • 8 Beds
  • 3 Baths
  • 3,443 Sq Ft

  2646 Boston Post Rd, Darien, CT 06820

  Home with seasonal water views of Holly Pond. Present use: Boarding House. Sold "As Is".

  Angela Abate William Raveis Real Estate

  2646 Boston Post Rd, Darien, CT 06820
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  /5

  $299,000

  Open Sat 12PM - 3PM $10K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 775 Sq Ft

  182 Seaton Rd Unit 4, Stamford, CT 06902

  Welcome to 182 Seaton Road #B-4 This is a very well maintained Unit and Complex Close to Metro-North and I-95.

  Dennis Cotto Realty ONE Group Connect

  182 Seaton Rd Unit 4, Stamford, CT 06902
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  /48

  $12,100,000

  • 5 Beds
  • 5.5 Baths
  • 5,560 Sq Ft

  123 Saddle Rock Rd, Stamford, CT 06902

  Surrounded by the Long Island Sound on three sides, this extraordinary waterfront compound has defined the southern tip of Shippan Point for more than a century. Set on a private peninsula, it offers the rare privilege of watching the sun rise over the Sound and set back into the water with the Manhattan skyline shimmering in the distance.Designed by Hunt & Hunt Architects and completed in

  Leslie McElwreath Sotheby's International Realty

  123 Saddle Rock Rd, Stamford, CT 06902
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  /7

  $425,000

  • 3 Beds
  • 2 Baths
  • 1,317 Sq Ft

  154 Cold Spring Rd Unit 19, Stamford, CT 06905

  Just in time for SUMMER, there is a SPARKLING POOL and communal grills on the beautiful grounds of Candlelight Terrace. COMPLETELY UPDATED 3 bed, 2 bath condo in Candlelight Terrace. Centrally located in the heart of Stamford and within walking distance to Bull's Head, Ridgeway Shopping Center, and Scalzi Park. Not only has the condo been completely updated with a NEW KITCHEN, NEW BATHS, and

  Amy Otworth Dagny's Real Estate

  154 Cold Spring Rd Unit 19, Stamford, CT 06905
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  /37

  $2,599,000

  New Construction $100K PRICE INCREASE

  • 15 Beds
  • 15 Baths
  • 5,760 Sq Ft

  281 Greenwich Ave, Stamford, CT 06902

  New Construction - Units are now completed with Certificate of Occupancy. rented at $3,500. each with leases beginning on July 1, 2025. Low maintenance 5 unit townhouses. Each unit has 3 bedrooms and 3 bathrooms. There are 12 parking spaces in all and washer/dryer in each unit. Attic storage. Alarm system with camera. All separate utilities. Walk to the Stamford Train Station and minutes to

  Silvana Orsaia BHGRE Shore & Country

  281 Greenwich Ave, Stamford, CT 06902
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  /31

  $1,295,000

  • 3 Beds
  • 2.5 Baths
  • 1,843 Sq Ft

  14 Greenwich Hills Dr Unit 14, Greenwich, CT 06831

  Spacious and thoughtfully renovated condominium offering the perfect blend of comfort, style and functionality. The heart of the home is an open concept gourment kitchen with island ideal for both everyday living and entertaining. The second floor features three generously sized bedrooms including an en-suite primary with walk in closet. The large finsihed lower level provides exceptional

  Marje Vance Allocco Sotheby's International Realty

  14 Greenwich Hills Dr Unit 14, Greenwich, CT 06831
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  /12

  $319,900

  • 2 Beds
  • 1 Bath
  • 1,100 Sq Ft

  337 Sylvan Knoll Rd, Stamford, CT 06902

  Exceptional value with this location. This sun filled, southern exposure unit is ideally located. It faces a large, beautifully landscaped courtyard in front as well as a peaceful grassy area behind. This provides serene views, privacy and a quiet location. Other top features include an updated bathroom and a family room on the lower level which extends the full length of the basement. Units

  Barbara Deysson William Raveis Real Estate

  337 Sylvan Knoll Rd, Stamford, CT 06902
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  /17

  $527,000

  $28K PRICE DROP

  • 2 Beds
  • 2.5 Baths
  • 1,571 Sq Ft

  1900 Summer St Unit 7, Stamford, CT 06905

  Located in the desirable Greenbriar complex on Summer Street in Stamford, this 2nd and 3rd floor townhouse style condominium offers spacious living with convenient access to downtown, shopping, dining, Metro-North, and Scalzi Park. This 2-bedroom, 2.5-bath unit features a clean and functional layout with generously sized rooms, abundant storage, and reserved garage parking. The main level

  Salvatore Spadaccino Spadaccino Realty Team

  1900 Summer St Unit 7, Stamford, CT 06905
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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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  /29

  $470,000

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

  50 Glenbrook Rd Unit 7C, Stamford, CT 06902

  Spacious and beautifully updated 3-bedroom, 3-bath residence in a desirable doorman building, offering stunning city views from the 7th floor. This open-concept home features gleaming hardwood floors throughout and two private balconies facing south/east and west-perfect for enjoying both sunrise and sunset. The renovated eat-in kitchen boasts granite countertops, stainless steel appliances, and

  Todd Auslander Keller Williams Prestige Prop.

  50 Glenbrook Rd Unit 7C, Stamford, CT 06902
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  /8

  $825,000

  • 5 Beds
  • 3 Baths
  • 1,732 Sq Ft

  41 Young Dixon Way, Stamford, CT 06902

  Turnkey 3-family property featuring recently remodeled interiors enhancing both functionality and appeal for New Buyers ,tenants and investors alike, the main floor and upper units mirror each other featuring two large bedrooms,1 full bath, and One bedroom 1 bath on third unit ,leaving room and eat-in-kitchen, brand new stainless steel appliances, beautiful modern tiled bathrooms, 676 square feet

  Jacqueline Castro Keller Williams Prestige Prop.

  41 Young Dixon Way, Stamford, CT 06902
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  /39

  $249,000

  • 2 Beds
  • 1 Bath
  • 900 Sq Ft

  54 W North St Unit 305, Stamford, CT 06902

  ELEVATOR blg an NO Spec Assmnts! A DIAMOND in the rough! 2026 REMODELED 2 bedrm sunny corner unit in a residential neighborhd of recent million $ homes sold steps away in historic Hubbard Heights & Parc Tower! HOA incl HEAT H/W COOKING GAS and even PROPERTY TAXES! D/R is a versatile room for office, gym etc. Priv. parking. Laundry. STEPS AWAY are 2 city parks (Scalzi & Mill River) UCONN, library,

  Tina Angelos Berkshire Hathaway NE Prop.

  54 W North St Unit 305, Stamford, CT 06902
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  /33

  $1,680,000

  • 4 Beds
  • 2 Baths
  • 2,563 Sq Ft

  150 Holmes Ave, Darien, CT 06820

  Sunlit modern Victorian home effortlessly blends classic elegance with contemporary comfort and technology. Lovingly maintained and thoughtfully updated. High ceilings, large rooms, and abundant natural light throughout three stories create an airy, open feel, designed for style and function. Warm and inviting spaces for living and entertaining. Hardwood floors throughout first floor living and

  Keiley Fuller Compass Connecticut, LLC

  150 Holmes Ave, Darien, CT 06820
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  /8

  $799,000

  • 4 Beds
  • 2 Baths
  • 1,514 Sq Ft

  171 Henry St, Stamford, CT 06902

  Exceptional opportunity to own an income-producing multifamily property in the heart of Stamford's highly sought-after South End. This well-maintained property features two spacious units, each occupying its own level and offering 2 bedrooms, 1 full bathroom, a generously sized living room, and an eat-in kitchen. Both units enjoy access to the welcoming front porch. Additional features include an

  Jennifer Leahy Compass Connecticut, LLC

  171 Henry St, Stamford, CT 06902
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  /30

  $299,000

  $18K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 1,100 Sq Ft

  214 Sylvan Knoll Rd, Stamford, CT 06902

  Terrific opportunity to own in the desirable Sylvan Knoll Section 2. This two-bedroom townhouse offers a main level with a living room, dining area, and kitchen, ready for your finishing touches. Upstairs are two bedrooms, a full bath with a new bathroom fan, and attic storage for added convenience. The lower level provides flexible space for a family room, office, or recreation area, and the

  Thaddea Sheridan William Raveis Real Estate

  214 Sylvan Knoll Rd, Stamford, CT 06902
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  /30

  $2,995,000

  • 4 Beds
  • 4 Baths
  • 2,740 Sq Ft

  6 Meadowbank Rd, Old Greenwich, CT 06870

  Updated with a Modern flair this four-bedroom home is near the water, Tod's Point & located on a quiet cul-de-sac in Old Greenwich. Spacious & bright, there is an open design, sun-filled rooms & hardwood floors. A flexible floor plan makes living & working at home easy. The first floor has a gourmet kitchen w/stainless steel appliances, living room w/fireplace, formal dining room, primary suite

  Barbara Wells Houlihan Lawrence

  6 Meadowbank Rd, Old Greenwich, CT 06870
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  /40

  $2,600,000

  $95K PRICE DROP

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

  681 River Rd, Cos Cob, CT 06807

  Chalet d'Amour This home is priced at least a cool $1 million below the floor for comparable Greenwich houses - and below what the empty land alone would cost. So the 3,826-square-foot, architect-designed contemporary? Effectively free. Both claims are easy to check. The land: every comparable Greenwich lot - same town, same schools, two-plus acres - is offered for more than the asking price

  Paula Waldman Berkshire Hathaway NE Prop.

  681 River Rd, Cos Cob, CT 06807
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  /32

  $599,900

  $99K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,530 Sq Ft

  1515 Summer St Unit 601, Stamford, CT 06905

  One of the largest and most desirable floor plans at The Metropolitan, this impressive 1,530 sq ft residence offers exceptional space, flexibility, and value. Common charges include delivery of heat and central air, hot water, cooking gas, concierge service, fitness center, and building amenities. The building has recently completed significant improvements, all fully paid with no current

  Vi Iaropoli Coldwell Banker Realty

  1515 Summer St Unit 601, Stamford, CT 06905
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  /33

  $729,000

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

  31 Edward Place, Stamford, CT 06905

  Location, location, location! Welcome to this lovingly cared-for ranch nestled in a sought-after neighborhood, offering the perfect blend of comfort, charm, and convenience. From the moment you step through the front door, you are greeted by a bright and spacious living room featuring a cozy wood-burning fireplace, gleaming hardwood floors, and an inviting open flow into the charming dining room.

  Terry LaPolice Berkshire Hathaway NE Prop.

  31 Edward Place, Stamford, CT 06905
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  /39

  $13,500,000

  • 4 Beds
  • 7 Baths
  • 7,142 Sq Ft

  16 Indian Point Ln, Riverside, CT 06878

  Presenting a rare Riverside home, this SBP Homes masterpiece, custom-built in 2009, is now on the market for the first time. Designed to capture breathtaking water views and stunning sunsets. Situated in a peaceful private association within the desirable 1-acre zone off Indian Head Road. Manhattan skyline in the distance, regular Summer firework displays can be seen from Rye Playland as the

  Robert Johnson Brown Harris Stevens CT, LLC

  16 Indian Point Ln, Riverside, CT 06878
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  /30

  $685,000

  $25K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,060 Sq Ft

  43 Harbor Dr Unit 311, Stamford, CT 06902

  Welcome to 43 Harbor Drive in beautiful Shippan, where coastal living meets comfort and convenience. This spacious 2 bedroom, 2 bath residence offers stunning harbor views and an ideal open layout for everyday living and entertaining. The primary suite features a luxurious bath complete with a double vanity, Jacuzzi tub, and heat lamp for added comfort. The inviting living room includes a

  Michael Carriero Keller Williams Prestige Prop.

  43 Harbor Dr Unit 311, Stamford, CT 06902
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  /38

  $1,299,000

  • 7 Beds
  • 3 Baths
  • 3,800 Sq Ft

  80 Coolidge Ave, Stamford, CT 06906

  Beautifully renovated legal two-family home in a convenient location. Unit 1 features 4 bedrooms and 2 full bathrooms across two levels, including a finished walkout lower level with private entrance. Unit 2 offers 3 bedrooms and 1 full bathroom. Extensive exterior improvements include new vinyl siding, a new roof, thermopane windows, a newly paved driveway, deck, and professional landscaping.

  George Flagg William Raveis Real Estate

  80 Coolidge Ave, Stamford, CT 06906
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  /26

  $625,000

  • 2 Beds
  • 2 Baths
  • 1,604 Sq Ft

  26 Melrose Place, Stamford, CT 06902

  This beautifully renovated 2-bedroom home in the heart of Stamford offers a rare combination of modern luxury and suburban ease. This turn-key residence is ideally situated near top amenities and major transit hubs. I-95 Thruway and Stamford Train Station are only 1.5 miles away. Also located a few blocks from the town of Greenwich. Experience a bright, open-concept layout with contemporary

  omar arce Marr Caruso Realty Group

  26 Melrose Place, Stamford, CT 06902
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  /24

  $299,000

  • 2 Beds
  • 1 Bath
  • 1,115 Sq Ft

  37 Greenwich Ave Unit 2-6, Stamford, CT 06902

  Location! Location! Location!!! Mid-City living at its best! SPACIOUS & BRIGHT unit in quiet COMPLEX. Walking distance to beautiful MILL RIVER PARK. Good size 2 bedrooms (perfect to work from the home) Primary Bedroom with walk in closet. Newer Washer, Dryer & Hot water Heater. Laundry in the unit. OPEN LAYOUT provides comfortable living. Unit has 1 assigned parking space in garage and one

  Meera Banta BHGRE Shore & Country

  37 Greenwich Ave Unit 2-6, Stamford, CT 06902
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  /12

  $258,000

  • 1 Bed
  • 1 Bath
  • 570 Sq Ft

  151 Courtland Ave Unit 1, Stamford, CT 06902

  Investment opportunity. Tenant in place with lease until 3/15/2027. Charming 1-Bedroom in Sought-After Courtland East. Open floor plan with a new kitchen and island, spacious living/dining area, and a working fireplace that adds cozy charm. Features include hardwood floors, new windows, and French doors leading to a front porch with building entrance. The large bedroom offers plenty of closet

  Agi Zwierz William Raveis Real Estate

  151 Courtland Ave Unit 1, Stamford, CT 06902
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  /37

  $13,890,000

  $1M PRICE DROP

  • 5 Beds
  • 7 Baths
  • 6,069 Sq Ft

  4 Little Cove Ln, Old Greenwich, CT 06870

  Exceptional new construction waterfront home set on a private cul-de-sac in one of Old Greenwich's most desirable enclaves. This custom-built residence offers 180-degree unobstructed water views from every bedroom and living space, with beautiful NYC skyline views. Designed for modern coastal living, the home spans three levels with six decks and seamless indoor-outdoor flow. Walls of glass and

  Alexandra Robinson Corcoran Centric Realty

  4 Little Cove Ln, Old Greenwich, CT 06870
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  /30

  $419,000

  • 1 Bed
  • 1 Bath
  • 831 Sq Ft

  127 Greyrock Place Unit 1508, Stamford, CT 06901

  Beautiful, newly renovated 15/F 1-bedroom residence w/ stunning sunrise & city views in The Biltmore Luxury Condominium building. Brand-new LVP floors throughout. Kitchen w/ new white quartz countertops, new wood cabinetry, new appliances. Freshly painted walls w/ elegant crown moldings. Ceramic tile flooring in kitchen & bathroom. The Biltmore amenities include 24/7 concierge, 2,000 SQFT fitness

  Sharon Giglio Sharon Giglio Luxury Real Estate

  127 Greyrock Place Unit 1508, Stamford, CT 06901
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  /21

  $250,000

  $25K PRICE DROP

  • 1 Bath
  • 716 Sq Ft

  70 Strawberry Hill Ave Unit 6-3C, Stamford, CT 06902

  This immaculate third-floor unit offers the perfect blend of comfort, style, and convenience. Recently updated throughout, you enter into a versatile entryway that can serve as a home office, flowing seamlessly into a spacious and bright living room. Just steps away, the dining area features modern lighting and ample space for entertaining. The bright kitchen is filled with natural light and

  Jessica Gaglio Brown Harris Stevens

  70 Strawberry Hill Ave Unit 6-3C, Stamford, CT 06902
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  /22

  $5,995,000

  New Construction Coming Soon

  • 4 Beds
  • 4.5 Baths
  • 3,827 Sq Ft

  25 Cove Rd, Old Greenwich, CT 06870

  Experience unparalleled luxury in this brand-new, just-completed masterpiece by Braydan Construction. Located in the exclusive Lucas Point association, this stunning 4-bedroom, 4.5-bath home offers coveted access to a neighborhood beach and private pier. Defined by a ''coastal chic'' aesthetic, natural light pours through the home, highlighting exquisite hand-sewn oak beams, top-of-the-line

  Alison Farn-Leigh Brown Harris Stevens CT, LLC

  25 Cove Rd, Old Greenwich, CT 06870
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  /41

  $890,000

  • 2 Beds
  • 2.5 Baths
  • 1,406 Sq Ft

  138 N Water St, Greenwich, CT 06830

  Tastefully renovated and extensively improved since 2014, this charming Colonial offers a flexible three-level floor plan with hardwood floors throughout, including a finished walkout lower level with fireplace. The luxurious primary suite features a spa-like bath, walk-in closet, and convenient laundry. Custom closets throughout and a walk-up attic provide excellent storage and expansion

  Mary Childs BHHS New England Properties

  138 N Water St, Greenwich, CT 06830
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  /36

  $899,000

  $36K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,864 Sq Ft

  18 Cook Rd, Stamford, CT 06902

  Wow- amazing price point to get into one of Stamford's best neighborhoods! Charming beach area Cape home just over the Old Greenwich line in the Private Davenport Point Waterfront Assoc. with association docks! This home has been updated and modernized with newer kitchen and baths. Bring your boat/kayak/fishing pole and love for the sea- great family neighborhood with private roads and real sense

  Jordan Dolger Higgins Group Real Estate

  18 Cook Rd, Stamford, CT 06902
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  /40

  $4,950,000

  • 2 Beds
  • 3.5 Baths
  • 2,949 Sq Ft

  212 Milbank Ave Unit South, Greenwich, CT 06830

  Stunning brick-clad Georgian Townhome boasts a private, enchanting courtyard terrace with fountain and fireplace ideally located on the corner of Milbank, just two blocks from Greenwich Avenue. This elegant home showcases a grandly scaled, sunwashed interior with soaring ceiling heights and striking architectural details including French door terrace access, ideal for indoor/outdoor entertaining.

  Deborah Needle Houlihan Lawrence

  212 Milbank Ave Unit South, Greenwich, CT 06830
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  /26

  $1,579,000

  $71K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 2,720 Sq Ft

  4 Cos Cob Ave, Cos Cob, CT 06807

  Move right into this beautifully maintained 4-bedroom home in the heart of Cos Cob! The first floor offers a wonderful open-concept family room flowing seamlessly into the eat-in kitchen, creating the perfect space for everyday living and entertaining. A formal dining room, full bath, private office, and study complete the main level. Upstairs, you'll find four generously sized bedrooms and two

  Katie Benson Houlihan Lawrence

  4 Cos Cob Ave, Cos Cob, CT 06807
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  /40

  $3,150,000

  • 4 Beds
  • 3.5 Baths
  • 4,397 Sq Ft

  4 Mercia Ln, Greenwich, CT 06830

  Belle Haven Peninsula-one of Greenwich's most coveted coastal enclaves, where harbor breezes, in-town convenience, and quiet residential character come together in a way few addresses can offer. Privately sited on a tranquil cul-de-sac and close to downtown, this 4-BR, 3.5-BA residence is approx. 4,300 sq ft of graciously scaled living space. Built in 1995 and impeccably maintained, the home

  Evangela Brock Douglas Elliman of Connecticut

  4 Mercia Ln, Greenwich, CT 06830

Showing Results 121 - 160, Page 4 of 8