Old Greenwich, CT Homes for Sale

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  /42

  $5,495,000

  • 5 Beds
  • 7 Baths
  • 8,082 Sq Ft

  583 Lake Ave, Greenwich, CT 06830

  Exquisite 1942 washed brick colonial, in the highly coveted ''Golden Triangle'' abutting Rockwood Lane. Flanked by stone pillars and a circular drive set back from the road, the sprawling 3-acre lawn adorned with specimen trees and plantings ensures privacy and serenity. Step inside and be captivated by the elegant and sophisticated ambiance that permeates every corner of this home. The large

  Cate Keeney Sotheby's International Realty

  583 Lake Ave, Greenwich, CT 06830
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  /29

  $599,900

  • 2 Beds
  • 2 Baths
  • 1,437 Sq Ft

  35 W Broad St Unit 417, Stamford, CT 06902

  These Loft units don't come along too often. Move right in to this beautifully updated penthouse offering the perfect blend of style, space, and convenience in the heart of downtown Stamford. Soaring 18-foot ceilings and dramatic walls of windows fill the home with natural light, creating an open and airy atmosphere. The versatile floor plan features 2 spacious bedrooms plus a loft overlooking

  Jodi Boxer Keller Williams Prestige Prop.

  35 W Broad St Unit 417, Stamford, CT 06902
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  /33

  $1,950,000

  • 5 Beds
  • 3 Baths
  • 3,757 Sq Ft

  84 Hobson St, Stamford, CT 06902

  Water Views, Without the Waterfront Price Tag. Set toward the top of a gently sloping street, this home captures sweeping views of Long Island Sound from an elevated vantage point - the visual benefit of waterfront living, without the taxes or price premium that come with it. A rare position in Shippan Point. A grand two-story entry welcomes you in, anchored by a curved staircase and open-air

  Ryan Dichter Compass Connecticut, LLC

  84 Hobson St, Stamford, CT 06902
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  /27

  $11,750,000

  New Construction

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

  41 Mohawk Ln, Greenwich, CT 06831

  LUMEN HOUSE Set behind a private bridge on four gated acres of west-facing land, Lumen House is a 10,000+ square foot modern estate that transcends the ordinary. Conceived through a rare collaboration between Boutique Project Development, Atkins Construction Group, and the celebrated Vakota Architecture, this six-bedroom, nine-and-a-half-bath residence stands as one of Backcountry Greenwich's

  Jeffrey Jackson Corcoran Centric Realty LLC

  41 Mohawk Ln, Greenwich, CT 06831
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  /25

  $549,000

  $40K PRICE DROP

  • 1 Bed
  • 2.5 Baths
  • 1,653 Sq Ft

  2539 Bedford St Unit 34C, Stamford, CT 06905

  Welcome to sought-after Chesterfield! Rarely available, this desirable Waterford-style unit offers an exceptional blend of space, style and convenience. The skylit, renovated kitchen impresses with vaulted ceilings, quartz countertops and stainless steel appliances. A bright living room with fireplace and sliders opens to a private deck. The dining area and powder room complete the main level.

  John Pellegrino William Raveis Real Estate

  2539 Bedford St Unit 34C, Stamford, CT 06905
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  /28

  $565,000

  $30K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 1,058 Sq Ft

  76 Maple Tree Ave Unit 3, Stamford, CT 06906

  Welcome to River View Terrace...desirable well maintained association in a highly convenient location right on the Stamford/Darien border. This ground floor 2BD condo is an excellent choice for anyone who enjoys easy private and secure access to their home but also seeks the convenience of one car garage, an oversized storage and a beautiful seasonal in ground pool in a nice serene location to

  Lenka Hladikova Keller Williams Prestige Prop.

  76 Maple Tree Ave Unit 3, Stamford, CT 06906
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  /23

  $1,340,000

  $159K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 1,668 Sq Ft

  86 Sound Beach Avenue Extension, Greenwich, CT 06878

  Located minutes from schools, parks, and shopping in the North Mianus school district, this home delivers on both location and livability. The open floor plan centers around a vaulted-ceiling living room, with hardwood flooring flowing throughout and a kitchen outfitted with brand-new stainless steel appliances. Three bedrooms plus a flexible office/nursery and a family room make for room to

  Stacey Delikat Houlihan Lawrence

  86 Sound Beach Avenue Extension, Greenwich, CT 06878
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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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  /15

  $259,999

  • 1 Bed
  • 1 Bath
  • 650 Sq Ft

  444 Bedford St Unit 3B, Stamford, CT 06901

  Location, Location, Location! Welcome to this bright and well-appointed condo in the heart of downtown, where convenience is truly at your doorstep. Enjoy being within walking distance of shopping, dining, entertainment, and everything the downtown area has to offer. The sunny living room features an attached private balcony, creating a comfortable space to relax or entertain. The unit also

  Michael Crandall Coldwell Banker Realty

  444 Bedford St Unit 3B, Stamford, CT 06901
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  /39

  $1,799,000

  $151K PRICE DROP

  • 4 Beds
  • 3.5 Baths
  • 6,503 Sq Ft

  354 Oaklawn Ave, Stamford, CT 06905

  Welcome to 354 Oaklawn Avenue, a hidden haven where timeless craftsmanship, sophisticated design, exceptional privacy, and elevated outdoor living come together to create a truly remarkable custom-built Colonial. Rebuilt in 2017, this property offers over 6,500 square feet of thoughtfully designed living space, this home delivers the rare combination of grand-scale luxury and everyday comfort.

  Jeremy Gonzalez Keller Williams Prestige Prop.

  354 Oaklawn Ave, Stamford, CT 06905
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  /3

  $985,000

  • 4 Beds
  • 3 Baths
  • 3,044 Sq Ft

  34 Raymond St, Stamford, CT 06902

  Great multi-family investment opportunity in Stamford!

  Wende Foreman William Pitt Sotheby's Int'l

  34 Raymond St, Stamford, CT 06902
• 

  

  /27

  $1,099,000

  $100K PRICE DROP

  • 5 Beds
  • 3.5 Baths
  • 2,714 Sq Ft

  36 Larkin St, Stamford, CT 06907

  Exceptional investment opportunity in a highly convenient Stamford location! This unique mixed use property features three residential units plus a commercial space, offering multiple streams of income and outstanding flexibility for investors and owner-occupants alike. The residential units include a spacious 2 bedroom apartment, a 1 bedroom apartment, and a studio, providing strong rental

  Geo Crume Keller Williams Realty

  36 Larkin St, Stamford, CT 06907
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  /24

  $1,950,000

  • 4 Beds
  • 3 Baths
  • 1,832 Sq Ft

  8 Ernel Dr, Riverside, CT 06878

  Tucked at the end of a quiet cul-de-sac, this classic Cape offers a rare blend of convenience and timeless Riverside charm. Backed by a lush protected forest, the property provides privacy and an ideal setting for everyday living, outdoor play, gardening, or unwinding, balancing a secluded feel with a well-located address. Inside, sun-filled rooms and flexible spaces support relaxed routines and

  Jenny Allen Compass Connecticut, LLC

  8 Ernel Dr, Riverside, CT 06878
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  /30

  $1,525,000

  • 4 Beds
  • 3 Baths
  • 1,969 Sq Ft

  276 Bruce Park Ave, Greenwich, CT 06830

  Great opportunity for a buyer or investor to own this Bruce Park walk to train and town center two-family home. There are 2 side-by-side units. The 700 SF unit (A) is a luxurious 2-Bedroom 1 bath retreat with designer touches: gut renovated gem offers a harmonious blend of modern comfort and upscale living. Custom-designed kitchen which boasts a Bertazoni range and custom cabinetry, creating a

  Hannelore Kaplan William Raveis Real Estate

  276 Bruce Park Ave, Greenwich, CT 06830
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  /40

  $1,895,000

  • 5 Beds
  • 3.5 Baths
  • 3,519 Sq Ft

  129 Emery Dr E, Stamford, CT 06902

  A backyard worthy of a luxury resort, thoughtfully renovated interiors, and one of Westover's most desirable addresses...this is the home buyers have been waiting for. This exceptional five-bedroom home blends timeless architecture with sophisticated modern updates and an extraordinary backyard designed for everyday living and unforgettable entertaining. Minutes from downtown, Metro North and

  Robin Schultz The Agency

  129 Emery Dr E, Stamford, CT 06902
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  /9

  $99,000

  7 River Rd Unit Boat Slip C-8, Cos Cob, CT 06807

  Boat Slip at the River Club of Greenwich, Palmer Point. The most desirable C dock in Palmer Point Marina! Over 4 feet of water at low tide. Steps away from the parking area

  Amanda Bates Houlihan Lawrence

  7 River Rd Unit Boat Slip C-8, Cos Cob, CT 06807
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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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  /18

  $225,000

  • 1 Bath
  • 590 Sq Ft

  700 Summer St Unit 1F, Stamford, CT 06901

  . Attention investors! This office condo offers excellent potential for residential conversion, subject to obtaining a Certificate of Occupancy (CO) from City Hall. Buyers are encouraged to perform their own due diligence. With light renovations, this approximately 600 sq ft space can be transformed into a stylish studio or one-bedroom apartment in a prime location. Low common charges add to the

  Yulka Markevich Iron Gates Realty

  700 Summer St Unit 1F, Stamford, CT 06901
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  /29

  $4,250,000

  $250K PRICE DROP

  • 5 Beds
  • 5.5 Baths
  • 4,573 Sq Ft

  16 Vineyard Ln, Greenwich, CT 06831

  Set on two picturesque acres in a premier Greenwich estate neighborhood, this exceptional property offers the perfect canvas to design and build your ultimate dream home. Surrounded by natural beauty with a serene, park-like setting, it provides both privacy and prestige. Ideally located just minutes from downtown, Greenwich Avenue, top-rated schools, and the Metro-North train station, offering

  Alison Farn-Leigh Brown Harris Stevens CT, LLC

  16 Vineyard Ln, Greenwich, CT 06831
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  /44

  $1,590,000

  • 2 Beds
  • 3 Baths
  • 2,406 Sq Ft

  30 Chapel St, Greenwich, CT 06831

  Original farm house (unit 1) was renovated in 2018. The tiled entry leads to the family room w adjoining dining room and full bath.. Kitchen features modern white cabinets, quartz countertops, stainless steel appliances and separate pantry. Second floor features a landing leading to the bedroom with ensuite bath and large office/WIC. Separate laundry area and door to access the rear yard. 3rd

  Michael Thornton White Oak Realty, Inc.

  30 Chapel St, Greenwich, CT 06831
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  /27

  $7,599,000

  $396K PRICE DROP

  • 5 Beds
  • 8 Baths
  • 9,716 Sq Ft

  24 Stillman Ln, Greenwich, CT 06831

  Sport lovers dream - Set on a quiet cul-de-sac within Sherwood Farms, this custom-built 2013 residence offers four finished levels of thoughtfully designed living space paired with exceptional recreational and lifestyle amenities. High ceilings, abundant natural light and seamless flow define the main level, where formal living and dining rooms connect effortlessly to an expansive open-concept

  Amanda Bates Houlihan Lawrence Inc.

  24 Stillman Ln, Greenwich, CT 06831
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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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  /24

  $1,485,000

  • 2 Beds
  • 2 Baths
  • 1,373 Sq Ft

  25 W Elm St Unit 37, Greenwich, CT 06830

  Ideally located just off Greenwich Avenue, this spacious two-bedroom, two-bath residence is set in a classic 1930s luxury doorman building with an elevator. This condo features large, light-filled rooms, hardwood floors throughout, oversized windows, a fireplace, and a flexible floor plan that easily accommodates today's lifestyle. Freshly painted and new windows throughout, this home is move-in

  Julie Hancock Houlihan Lawrence

  25 W Elm St Unit 37, Greenwich, CT 06830
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  /12

  $390,000

  • 2 Beds
  • 1 Bath
  • 978 Sq Ft

  39 Glenbrook Rd Unit 5F, Stamford, CT 06902

  Desirable downtown location close to shopping, dining, public transportation, and major conveniences. Easy access to I-95 for commuters. This beautifully renovated unit features an updated kitchen and bathroom, a spacious living room with ample storage, and bright, sunny bedrooms. Hardwood floors run throughout the home, and all rooms have been freshly painted. Laundry facilities in the basement

  Shan Guan Coraland Realty

  39 Glenbrook Rd Unit 5F, Stamford, CT 06902
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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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  /28

  $175,000

  • 2 Beds
  • 1 Bath
  • 900 Sq Ft

  54 W North St Unit 417, Stamford, CT 06902

  A rare renovation opportunity offering accessible entry into one of Stamford's most competitive housing markets. River Haven is an owner-centric co-op residence, uniquely positioned in a residential neighborhood between Scalzi and Mill River Park adjacent, alongside Hart Magnet and Cloonan public schools with Ridgeway Shopping Center just moments away and downtown Stamford a short, pleasant

  Connie Kim Coldwell Banker Realty

  54 W North St Unit 417, Stamford, CT 06902
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  /8

  $298,000

  • 2 Beds
  • 1 Bath
  • 1,100 Sq Ft

  214 Sylvan Knoll Rd, Stamford, CT 06902

  Welcome to the highly desirable Sylvan Knoll Section 2! This inviting two-bedroom townhouse offers a comfortable layout with plenty of potential to make it your own. The main level features a bright living room, dining area, and kitchen, while upstairs you'll find two spacious bedrooms, a full bath with a new exhaust fan, and convenient attic storage. The lower level provides versatile extra

  Stephanie Devaney Coldwell Banker Realty

  214 Sylvan Knoll Rd, Stamford, CT 06902
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  /26

  $5,600,000

  $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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  /34

  $11,250,000

  • 6 Beds
  • 6 Baths
  • 5,638 Sq Ft

  200 Shore Rd, Old Greenwich, CT 06870

  One of only 11 waterfront homes in the Lucas Point Association. At 200 Shore Road, the water is not just a view, it is a way of life. Mornings arrive with a stillness only the Sound can offer, as light dances across the water and every moment feels slowed, softened, intentional. This Nantucket inspired residence is designed entirely around that experience, from the wraparound porch to the private

  Angela Swift Compass Connecticut, LLC

  200 Shore Rd, Old Greenwich, CT 06870
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  /7

  $3,300,000

  • 5 Beds
  • 2.5 Baths
  • 2,092 Sq Ft

  1 Hendrie Dr Extension, Old Greenwich, CT 06870

  A once-in-a-generation waterfront opportunity in Old Greenwich, CT. Nestled above the tranquil waters of Greenwich Cove, build or renovate at 1 Hendrie Drive Extension to capture breathtaking sunsets, expansive water views, and direct access to ''The Cove'' and Long Island Sound. With a private dock, elevated setting, and extraordinary natural surroundings, this property offers a lifestyle rarely

  Susan Connal Coldwell Banker Realty

  1 Hendrie Dr Extension, Old Greenwich, CT 06870
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  /43

  $1,695,000

  • 4 Beds
  • 2.5 Baths
  • 1,904 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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  /32

  $945,000

  Coming Soon

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

  1 Broad St Unit PH26E, Stamford, CT 06901

  Experience Elevated Penthouse Living In This Exceptional 26E At One Of Stamford's Most Coveted Full-Service Residences, Where Sophistication, Comfort, And Breathtaking Eastern Water Views Create An Extraordinary Lifestyle. Imagine Coming Home To Effortless Elegance In A Beautifully Renovated, Expanded Two-Bedroom Floor Plan, Bathed In Natural Light Through Dramatic Floor-To-Ceiling Windows. High

  Sharon Giglio Sharon Giglio Luxury Real Estate

  1 Broad St Unit PH26E, Stamford, CT 06901
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  /21

  $489,000

  • 1 Bed
  • 1 Bath
  • 767 Sq Ft

  52 Lafayette Place Unit 2H, Greenwich, CT 06830

  BEST VALUE IN GREENWICH! Ideal end unit with very private new balcony (2026),New Stainless appliances throughout the kitchen (2023), Updated electric (2025), This unit is centrally located close to Greenwich Avenue + Metro North. Walk to Whole Foods, YMCA, Greenwich Hospital and our award winning Greenwich Library. There is Laundry and a secure bike storage room on the lower level. This is a

  Andy Healy Sotheby's International Realty

  52 Lafayette Place Unit 2H, Greenwich, CT 06830
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  /10

  $199,000

  • 1 Bed
  • 1 Bath
  • 535 Sq Ft

  22 Glenbrook Rd Unit 414, Stamford, CT 06902

  Sun Drenched Top Floor Corner Unit 1 Bedroom 1 Bath Condo in Prewar Building Just Steps Away From Downtown Stamford. Brand New Hardwood Floors Thru-Out. Heat and Hot Water Included in Common Charges. Shared Coin-Op Laundry on the Floor. Parking is $75.00/per month. Two cats allowed, No Dogs.

  Patrick Conetta Urban Connections Realty

  22 Glenbrook Rd Unit 414, Stamford, CT 06902
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  /38

  $699,000

  $26K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,547 Sq Ft

  94 Mathews St, Stamford, CT 06902

  Discover refined living at 94 Mathews Street, where charm meets modern comfort in the Cove East Side Neighborhood. This thoughtfully updated home welcomes you with bright, open floor plan a beautifully remodeled kitchen ideal for cooking and gathering. One bedroom completes the first floor. The serene backyard situated on a corner lot offers a peaceful retreat with room for outdoor dining,

  Lynn Fiorillo William Raveis Real Estate

  94 Mathews St, Stamford, CT 06902
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  /18

  $1,500,000

  • 5 Beds
  • 3 Baths
  • 2,208 Sq Ft

  18 Sherman Ave, Greenwich, CT 06830

  Wonderful opportunity to own a well-maintained two-family home in Greenwich! Situated on a level 0.21-acre lot with front and back yards and a detached 2-car garage. Unit 1 offers 2 bedrooms, 1.5 baths, living room, dining room, kitchen, and in-unit washer/dryer. Unit 2 features 3 bedrooms, 2 baths, living room, dining room, kitchen, walk-out deck, and in-unit washer/dryer. Move right in, rent

  Mary Childs BHHS New England Properties

  18 Sherman Ave, Greenwich, CT 06830
• 

  

  /27

  $385,000

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

  154 Cold Spring Rd Unit 80, Stamford, CT 06905

  First time on the market in over 25 years!! This 3-bedroom 2 bath condominium is located within the sought-after peaceful Candlelight Terrace Association complex. This home features a spacious floor plan and a private carport to protect your car from the New England weather, along with an additional space for owner parking. Additional features include a front to back living room, a dedicated

  Ruth Held Coldwell Banker Realty

  154 Cold Spring Rd Unit 80, Stamford, CT 06905
• 

  

  /35

  $1,299,000

  $200K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,547 Sq Ft

  53 Maple St, Darien, CT 06820

  A rare opportunity to live, earn, or invest, all in one property! Stylishly renovated main residence paired with a fully renovated one bedroom cottage, creating a rare opportunity for supplemental income, multigenerational living, or a private home office. Both residences are currently leased below market rents, offering immediate upside for future income potential. Each home has been updated to

  Shannon Drury Berkshire Hathaway NE Prop.

  53 Maple St, Darien, CT 06820

Showing Results 41 - 80, Page 2 of 7