Old Greenwich, CT Homes for Sale with Garage

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  /38

  $849,000

  $51K PRICE DROP

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

  60 Pine Hill Ave, 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

  60 Pine Hill Ave, Stamford, CT 06906
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  /41

  $13,500,000

  • 5 Beds
  • 4 Baths
  • 3,330 Sq Ft

  22 Northway, Old Greenwich, CT 06870

  Live like you're on vacation all year round in Old Greenwich with spectacular 200 feet of waterfront with stunning views of Manhattan. Amazing vistas from every room of this 5 bedroom designer house. Sliding doors open to expansive deck, both covered and uncovered overlooking private pier with ramp to floating dock. Dine al fresco with stunningly beautiful sunsets, and enjoy sailing, boating,

  Megan Epand Houlihan Lawrence

  22 Northway, Old Greenwich, CT 06870
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  /38

  $449,900

  • 1 Bed
  • 1 Bath
  • 1,315 Sq Ft

  143 Hoyt St Unit 4K, Stamford, CT 06905

  Welcome to 143 Hoyt Street, Unit 4K, a spacious and beautifully updated condominium offering 1,315 square feet of comfortable living space in downtown Stamford. This oversized 1BR residence features an additional room, ideal for a home office, or 2nd bedroom. The bright, open-concept kitchen was fully renovated in 2025 and features white shaker cabinetry, quartz countertops, a wine refrigerator,

  Kim Papachristou William Raveis Real Estate

  143 Hoyt St Unit 4K, Stamford, CT 06905
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  /39

  $24,900,000

  • 7 Beds
  • 8 Baths
  • 18,217 Sq Ft

  44 & 40 Mayo Ave, Greenwich, CT 06830

  Nestled within the prestigious Belle Haven, Fairholme Estate is a magnificent English Manor that exudes timeless elegance and grandeur. Set on 2.74 beautifully landscaped acres, this seven-bedroom masterpiece features a spectacular pool, gracious wraparound porch, formal gardens, and expansive lawns, complemented by a charming coachman's cottage. Meticulously preserved to honor its historic

  Joanne Mancuso Houlihan Lawrence

  44 & 40 Mayo Ave, Greenwich, CT 06830
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  /24

  $2,150,000

  Open Thu 10AM - 12:30PM

  • 4 Beds
  • 3.5 Baths
  • 4,366 Sq Ft

  200 Old Church Rd, Greenwich, CT 06830

  First time on the market in over 50 years, this exceptional 1.08-acre property offers a rare opportunity on one of Greenwich's most coveted streets, just minutes from town. Set high on an elevated site with desirable east-west exposures, the property is home to the historic Laurence McGuire House, one of the few remaining examples of Spanish Eclectic architecture in Greenwich. The existing

  Krissy Blake Sotheby's International Realty

  200 Old Church Rd, Greenwich, CT 06830
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  /30

  $4,995,000

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

  177 Indian Head Rd, Riverside, CT 06878

  One of Riverside's most coveted waterfront enclaves, this elegant colonial offers refined living with a sense of privacy and tranquility set on nearly 2 acres. A new cedar just completed in 2025. The first level features a living room with fireplace, expansive family room, formal dining room, and sunny gallery passageway with French doors. Access the secluded back patio from the open kitchen,

  Remy Cook Corcoran Centric Realty LLC

  177 Indian Head Rd, Riverside, CT 06878
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  /40

  $540,000

  • 1 Bed
  • 1.5 Baths
  • 1,112 Sq Ft

  1 Broad St Unit 12B, Stamford, CT 06901

  Elevate your lifestyle in this stunning 12th-floor residence at Park Tower, one of downtown Stamford's premier luxury high-rise communities. Offering approximately 1,112 square feet of thoughtfully designed living space, this sophisticated one-bedroom, one-and-a-half-bath home combines modern elegance with comfort. The sun-filled open-concept layout features rich flooring, oversized windows, and

  Wilson Alcantara eXp Realty

  1 Broad St Unit 12B, Stamford, CT 06901
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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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  /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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  /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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  /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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  /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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  $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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  /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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  /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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  /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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  /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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  /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
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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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  /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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  /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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  /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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  /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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