Old Greenwich, CT Homes for Sale

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  /21

  $1,299,000

  • 5 Beds
  • 4 Baths
  • 2,775 Sq Ft

  442 Pepper Ridge Rd, Stamford, CT 06905

  Construction is now complete and turn-key! Come and see this beautiful home. Experience the thoughtful design of this beautifully remodeled 5-bedroom, 4-bathroom home in Stamford, CT. Spanning 2,775 square feet on a flat half-acre lot, this stunning residence has been completely renovated with a brand-new roof, electrical, plumbing, and HVAC systems to ensure efficiency and peace of mind. The

  Daniel Morris Keller Williams Realty Group

  442 Pepper Ridge Rd, Stamford, CT 06905
• 

  

  

  /23

  $679,000

  • 3 Beds
  • 1.5 Baths
  • 1,375 Sq Ft

  34 Amherst Place, Stamford, CT 06902

  Nestled on a peaceful cul-de-sac in a desirable Stamford neighborhood, this well-maintained 3-bedroom, 1.5-bath home offers comfort, space, and convenience. Step inside to find a bright and inviting living room with bay window, a separate dining area, terrific for gatherings and sliding doors out to the back deck and patio, perfect for outdoor entertaining! The kitchen offers a dining area, as

  Kevin Quick William Pitt Sotheby's Int'l

  34 Amherst Place, Stamford, CT 06902
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  /28

  $695,000

  • 2 Beds
  • 1 Bath
  • 1,123 Sq Ft

  58 Riverdale Ave, Greenwich, CT 06831

  Set high above western Greenwich, this adorable 2 bedroom pre war colonial, with wood floors throughout, has a vibe that must be seen to be appreciated. The enclosed sunporch is the perfect place to work from home or create your next artistic masterpiece. The backyard is low maintenance and pollinator friendly, filled with meadowscaping, beautiful tall flowers and a fruit producing apple tree,

  Stefanie Lacoff BHHS New England Properties

  58 Riverdale Ave, Greenwich, CT 06831
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  /36

  $695,000

  • 3 Beds
  • 1.5 Baths
  • 1,539 Sq Ft

  12 Deacon Hill Rd, Stamford, CT 06905

  Charming solid Cape off High Ridge Road just south of Rippowam Middle School. Enter the inviting living room with glistening hardwood floor just refinished, large front windows flanked by bookshelves, and a fireplace. Cozy sunroom/enclosed porch off the living room with access to the patio and pool area. Patio with in ground pool access, and a large fenced and sloping back yard. Separate dining

  William Hensley William Raveis Real Estate

  12 Deacon Hill Rd, Stamford, CT 06905
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  /26

  $649,000

  • 3 Beds
  • 3 Baths
  • 1,875 Sq Ft

  17 Rock Spring Rd, Stamford, CT 06906

  An updated and spacious classic Cape with extra spaces for flexible living. Renovations include professionally finished basement with new full bath, new roof & windows, dual stage boiler, radiators. An endearing home with arched doorways, plaster walls, oak floors. Main level: updated kitchen, large living room w fireplace, dining room, bedroom + full bath, 3-season porch. The upper level holds

  Sabrina Mancini Century 21 AllPoints Realty

  17 Rock Spring Rd, Stamford, CT 06906
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  /36

  $765,000

  • 3 Beds
  • 2.5 Baths
  • 2,430 Sq Ft

  48 Powell Place, Stamford, CT 06902

  Discover timeless elegance in this wonderful gutted to the stud 3 bedrooms, 2 full and one half-bathroom residence nestled in a premier location. The open concept main level offers a generous living room with electric fireplace, formal dining room, and renovated kitchen features stainless steel appliances, 36" gas range, custom built arch with hood, quartz countertop, white shaker cabinetry.The

  Naima Mazouzi Eagle Eye Realty PLLC

  48 Powell Place, Stamford, CT 06902
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  /26

  $1,195,000

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

  105 Houston Terrace, Stamford, CT 06902

  NEW CONSTRUCTION single family home in The Cove. Walk to Beach, walk to public transportation, moments to I-95 at Exit 9. Can launch your boat at the Cove Harbor Marina/ramp with permit. Cove Park also offers Basketball, Tennis Courts, Ice Rink (indoor), and many acres of natural beauty (Stamford charges to access by the day). RARE OPPORTUNITY to live in a brand new home while keeping the home

  Heide Moeller Coldwell Banker Realty

  105 Houston Terrace, Stamford, CT 06902
• 

  

  /22

  $1,295,000

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

  15 Devonshire Dr, Darien, CT 06820

  Just beyond the stone walls and perennial gardens you will find this charming, 1927 storybook home in move-in condition. Special features incl: LR/FPL, FR/FPL, spacious EIK w/granite cttps.. Primary en-suite, 2 additional bedrooms, 2.5 baths, walk-up attic, 20 kw generator & 2-bay garage. Only 1/2 mile from the Norton Heights train, restaurants, and shops. Owner broker.

  Caron Bott William Pitt Sotheby's Int'l

  15 Devonshire Dr, Darien, CT 06820
• 

  

  /35

  $1,975,000

  • 4 Beds
  • 4 Baths
  • 2,802 Sq Ft

  108 Orchard St, Cos Cob, CT 06807

  Turnkey, newly built from the foundation up in 2021! Prime location, close to town, metro north, and schools! Designed by Ani Mandara Design, spanning 2800 square feet of living space on 3 floors with an open floor plan. The first floor includes a 2 story foyer, large family room, eat-in kitchen, living room, full bath and a bedroom. Primary suite with walk-in closet plus 2 additional bedrooms

  Courtney Houghton Sotheby's International Realty

  108 Orchard St, Cos Cob, CT 06807
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  /25

  $589,000

  • 3 Beds
  • 2 Baths
  • 1,599 Sq Ft

  194 Courtland Ave, Stamford, CT 06906

  This solidly built and well-maintained ranch-style home, built in 1940, is great for those who love to entertain with ease. It has many updates, and an open, easy floor plan with abundant natural light throughout. There's a spacious living room with built-ins, dining area, and expansive family room with fireplace off the kitchen. Step out onto the deck from here and appreciate a flat, fenced in

  Robin Schultz The Agency

  194 Courtland Ave, Stamford, CT 06906
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  /24

  $480,000

  • 2 Beds
  • 2 Baths
  • 1,193 Sq Ft

  73 Riverside Ave Unit 3B, Stamford, CT 06905

  In ground pool for association use. One level open concept garden style apt with 2 bed and 2 full bath, fully renovated with large double slider to private deck surrounded by greenery.Granite countertops and white shaker cabinets, fully tiled and modern bathrooms, one with shower and other with bathtub. Full sized washer and dryer for laundry in closet. Plenty of Closet space, and storage bin in

  Lilian Fong Park Allyn Realty Associates

  73 Riverside Ave Unit 3B, Stamford, CT 06905
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  /31

  $1,550,000

  • 5 Beds
  • 3.5 Baths
  • 4,365 Sq Ft

  28 Carriage Dr, Stamford, CT 06902

  ALL OFFERS IN TODAY (Sunday June 15) BY 1PM. WESTOVER | Welcome home to this beautifully updated 5-bedroom, 3.5-bath classic Colonial, ideally situated on a large, level corner lot in one of Stamford's most sought-after neighborhoods. Offering timeless curb appeal and modern amenities, this home is designed for both comfort and entertaining. Step inside to a spacious open-concept layout featuring

  Claudia Smeriglio Brown Harris Stevens

  28 Carriage Dr, Stamford, CT 06902
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  /30

  $350,000

  • 1 Bed
  • 1 Bath
  • 940 Sq Ft

  950 Cove Rd Unit C4, Stamford, CT 06902

  Live the Cove Lifestyle! Welcome to this bright and sunny 1-bedroom ranch-style condo located in the sought-after Cove Island Park neighborhood - just a short stroll to the beach, park, and walking trails. Enjoy the coastal lifestyle year-round in this inviting home featuring a spacious living room with dining area, wood-burning fireplace and sliders leading to a private balcony. The large

  Carol Frattaroli William Pitt Sotheby's Int'l

  950 Cove Rd Unit C4, Stamford, CT 06902
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  /14

  $345,000

  • 2 Beds
  • 1 Bath
  • 1,050 Sq Ft

  264 Glenbrook Rd Unit D, Stamford, CT 06906

  Spacious 2 Bedroom Condo on the second floor in the "Linden House", a Lovely Garden Style Complex. End corner Unit with privacy! Additional Off street parking on Glenbrook Road or Hamilton Avenue. Separate Storage and Laundry in the shared basement. Onsite Common Laundry Room in the shared basement. Heat, Hot Water, Cooking Gas & 1 Reserved Parking Space included in the community common charges.

  Shilpa Kulkarni Eagle Eye Realty PLLC

  264 Glenbrook Rd Unit D, Stamford, CT 06906
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  /30

  $1,775,000

  • 4 Beds
  • 2.5 Baths
  • 1,858 Sq Ft

  74 Valleywood Rd, Cos Cob, CT 06807

  Charming 1929 home in one of Cos Cob's most desirable neighborhoods, close to town and schools. Sun-filled open floor plan with hardwood floors, classic detailing and beautiful landscaping. Living and dining rooms feature two walls of windows and a wood burning fireplace. Eat in kitchen with new appliances, breakfast nook, and family room with built-ins open to a stone terrace and tiered, fenced

  Amanda Bates Houlihan Lawrence Inc.

  74 Valleywood Rd, Cos Cob, CT 06807
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  /20

  $310,000

  • 2 Beds
  • 1 Bath
  • 1,100 Sq Ft

  407 Sylvan Knoll Rd, Stamford, CT 06902

  Impeccable 2 bedroom, 1 bathroom townhouse located in beautiful Sylvan Knoll! Come see this gem with a remodeled rustic kitchen and stainless steel appliances. Beautiful hardwood floors throughout. Ample sized bedrooms along with a spacious renovated lower level family room. HVAC system installed in 2018 and hot water system installed in 2020. Walking distance to two different beach parks.

  Alec Nyman Corcoran Centric Realty

  407 Sylvan Knoll Rd, Stamford, CT 06902
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  /32

  $745,000

  • 4 Beds
  • 2 Baths
  • 2,072 Sq Ft

  102 Houston Terrace, Stamford, CT 06902

  Discover the charm of 102 Houston Terrace, a delightful cape located in the sought-after Cove neighborhood of Stamford, CT. Just a stone's throw from the waterfront, this well-kept property boasts a functional kitchen, a versatile ground-floor bedroom suitable for a home office, and a brightly lit living/dining area. The second floor houses the master suite, two additional bedrooms, and a

  Bozena Tisch Coldwell Banker Realty

  102 Houston Terrace, Stamford, CT 06902
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  /28

  $1,995,000

  • 4 Beds
  • 3.5 Baths
  • 2,790 Sq Ft

  12 Abbey Rd, Darien, CT 06820

  Welcome to 12 Abbey Road, a picturesque home in one of Darien's most sought-after neighborhoods. This classic colonial has been thoughtfully updated. The main floor features a spacious layout, perfect for both everyday living and entertaining. A stunning dining room flows seamlessly into the newly renovated and spacious eat-in-kitchen. The kitchen has significant counter space, top of the line

  Sarah Caras Houlihan Lawrence

  12 Abbey Rd, Darien, CT 06820
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  /38

  $550,000

  • 3 Beds
  • 2 Baths
  • 1,400 Sq Ft

  17 Avon Ln, Stamford, CT 06907

  Modern Luxury Meets Everyday Convenience - Just Steps from Springdale Station. Welcome to this exquisite 3 BR, 2 BTH townhouse in Stamford's highly desirable Springdale neighborhood-where upscale finishes, modern smart features, and commuter-friendly convenience come together at an unbeatable price. Just 0.4 miles to Springdale Metro-North, this home makes commuting to NYC effortless, while

  Sandra Lukic Christofor Realty II LLC

  17 Avon Ln, Stamford, CT 06907
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  /33

  $525,000

  • 2 Beds
  • 1 Bath
  • 1,502 Sq Ft

  39 Depinedo Ave, Stamford, CT 06902

  Welcome to 39 Depinedo Ave, a well maintained home nestled in the heart of Stamford's West Side neighborhood. This charming property offers a spacious layout. Nice private backyard ideal for relaxing or entertaining. Located in a quiet community, the home is just minutes from downtown Stamford's vibrant shopping, dining, and entertainment scene. Commuters will love the easy access to I-95, the

  Ed Villeda William Pitt Sotheby's Int'l

  39 Depinedo Ave, Stamford, CT 06902
• 

  

  /22

  $449,000

  • 1 Bed
  • 1.5 Baths
  • 1,066 Sq Ft

  2437 Bedford St Unit E5, Stamford, CT 06905

  Lovely 1-Bedroom, 1.5-Bath Townhouse-Style Condo in the Sought-After Chesterfield Complex - a gated community with 24-hour security and a serene, park-like setting in the heart of Mid-City Stamford. This sunny corner unit features a bright eat in kitchen with tall ceilings, skylight, window, granite countertops. The spacious living and dining areas offer an ideal layout for everyday living and

  Vi Iaropoli Coldwell Banker Realty

  2437 Bedford St Unit E5, Stamford, CT 06905
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  /29

  $7,000,000

  • 5,088 Sq Ft

  63 Church St Unit A, Greenwich, CT 06830

  5.5% Cap Investment with 5 Units in downtown Greenwich. Presenting The Midtown by Fisk Hospitality: Exclusive Luxury Living, Hotel-Style Comfort. A boutique collection of four Manhattan-style lofts and one townhome at 63 Church Street, The Midtown seamlessly blends modern sophistication with classic Greenwich charm. These spacious residences boast open-concept layouts, soaring ceilings,

  Mike Parelli Mike Parelli Real Estate LLC

  63 Church St Unit A, Greenwich, CT 06830
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  /25

  $1,500,000

  • 3 Beds
  • 2 Baths
  • 1,578 Sq Ft

  20 Church St Unit A34, Greenwich, CT 06830

  Luxurious downtown Greenwich doorman building. Incredibly spacious 3rd floor unit with south and west exposures. Exceptional entryway foyer and sitting area, large living room with southern exposure, formal dining room, kitchen with newer stainless appliances. Primary suite with bath, great closets. Two large secondary bedrooms with shared bath. and southwest facing balcony. The location is one

  Edward Mortimer Sotheby's International Realty

  20 Church St Unit A34, Greenwich, CT 06830
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  /7

  $2,200,000

  • Land
  • 0.32 Acre
  • $6,875,000 per Acre

  9 Carleton St, Greenwich, CT 06830

  Listing for sale includes 0 Hollis Street (0.144 acres) ID 07-2039/S and 9 Carleton Street (0.1751 acres) ID 07-2108/S. All tax and property information includes both properties.Centrally located near town amenities, the two abutting properties totaling 0.32 acres in R-7 zone comprise a vacant lot and a lot with a single family 1,683 SF ranch with a studio in the lower level not included in the

  Miha Zajec Miha Zajec

  9 Carleton St, Greenwich, CT 06830
• 

  

  /20

  $3,495,000

  • 5 Beds
  • 4.5 Baths
  • 4,257 Sq Ft

  27 Waverly Rd, Darien, CT 06820

  Ready for coastal living? Located in Darien's coveted Noroton Bay Association, this beautifully renovated and expanded shingle-style Colonial is just a short golf cart ride away from the private beach, a kayak launch point, snack bar, and waterfront playground. Fully renovated in 2018, this turnkey home features 5 bedrooms and 4.5 bathrooms. The main level boasts a sun-drenched open floor plan

  Jennifer Leahy Compass Connecticut, LLC

  27 Waverly Rd, Darien, CT 06820
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  /20

  $925,000

  • 3 Beds
  • 4 Baths
  • 1,958 Sq Ft

  43 Harold St Unit B, Cos Cob, CT 06807

  Fantastic Townhouse with a Movie Theater you would only find in a Multi-Million Dollar Home!Fabulous 3 bedrooms/3.5 baths, open plan home. 1st floor has a powder room, spacious kitchen with new SS appliances, inviting dining room, living room with a gas stone fireplace and home office that opens to a carport in winter, patio for entertaining in warmer months. The carport has exterior storage,

  Terri Afromowitz William Raveis Real Estate

  43 Harold St Unit B, Cos Cob, CT 06807
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  /35

  $1,750,000

  • 7 Beds
  • 6 Baths
  • 4,258 Sq Ft

  29 Maplewood Dr, Cos Cob, CT 06807

  Don't miss this rare opportunity to own a spacious and versatile seven bedroom, five and a half bath colonial in sought-after Cos Cob! Set on a generous half-acre lot, this home offers 4,258+/- square feet of flexible living space-ideal for multi-generational living arrangement-with a private entrance for added comfort and independence. The main level features a welcoming living room, bright

  Angela Alfano Coldwell Banker Realty

  29 Maplewood Dr, Cos Cob, CT 06807
• 

  

  /19

  $1,200,000

  • 3 Beds
  • 3.5 Baths
  • 1,621 Sq Ft

  26 Homestead Ln Unit A, Greenwich, CT 06831

  Brand New Development consisting of four Luxury 3 bedroom 3.5 bathroom New Construction Townhomes located on quiet dead-end street minutes from shopping, train, parks, and schools. Built with the best finishes In mind, you'll enjoy a flexible open floor plan, hardwood floors throughout and the ultimate dream kitchen featuring custom cabinetry, large pantry, stainless steel chefs appliances, white

  Edward Zislis Higgins Group Real Estate

  26 Homestead Ln Unit A, Greenwich, CT 06831
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  /25

  $1,925,000

  • 5 Beds
  • 4 Baths
  • 2,761 Sq Ft

  15 Macarthur Dr, Old Greenwich, CT 06870

  Move right in to this bright and updated Havemeyer Park colonial. Situated on a corner lot, this 5 bedroom, 3.5 bath home is part of the North Mianus and Eastern School districts. The kitchen was recently expanded to offer great entertaining space and modern upgrades. The first floor includes an open living/dining room area, family room, 2 fireplaces, and bedroom with full bath. The 2nd floor

  Ally Shaule BHHS New England Properties

  15 Macarthur Dr, Old Greenwich, CT 06870
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  /15

  $5,900,000

  • 6 Beds
  • 7 Baths
  • 7,000 Sq Ft

  6 Dorchester Ln, Riverside, CT 06878

  Luxury new construction (Sept 2025) in a fabulous Riverside location! This beautifully designed home features a double height entrance with front to back views, a sophisticated living room, dining room with tray ceiling, and office with access to a covered terrace and outdoor fireplace. The gourmet kitchen with high-end appliances and breakfast area is next to the family room with a fireplace,

  Gloria Gimenez-Ferrer Berkshire Hathaway HS NE Prop.

  6 Dorchester Ln, Riverside, CT 06878
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  /37

  $1,695,000

  • 4 Beds
  • 4 Baths
  • 2,031 Sq Ft

  65 Halsey Dr, Old Greenwich, CT 06870

  Welcome to this beautifully updated 4-bdrm, 4-bath Colonial on a quiet street in the sought-after North Mianus/Eastern school district. Surrounded by mature trees, this home features freshly painted interiors and classic hardwood floors. The renovated kitchen with quartz countertops and stainless appliances opens to the family room, perfect for gatherings. The spacious primary suite offers two

  Katie Andre Schaller Coldwell Banker Realty

  65 Halsey Dr, Old Greenwich, CT 06870
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  /37

  $1,350,000

  • 4 Beds
  • 2.5 Baths
  • 4,831 Sq Ft

  20 Winding Brook Ln, Stamford, CT 06902

  Set in Stamford's sought-after Westover neighborhood, this beautifully updated Colonial offers space, style, and comfort in a tranquil, tree-lined setting. A two-story foyer welcomes you into sunlit interiors with hardwood floors throughout. The living room and family room each feature a gas fireplace, creating warm, inviting spaces. The kitchen boasts abundant cabinetry, stainless steel

  Chris Carozza RE/MAX Right Choice

  20 Winding Brook Ln, Stamford, CT 06902
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  /19

  $1,300,000

  • 3 Beds
  • 2 Baths
  • 1,613 Sq Ft

  2 River Ln, Cos Cob, CT 06807

  Charming 3 bedroom, 2 bath Cape with sun-filled rooms and hardwood floors. Fabulous location close to schools, train, shops and water on a well loved street with cul de sac in Cos Cob. Has separate laundry room, office, stone terrace and white fence. Opportunity to expand. A must see!

  Margaret Miao Sotheby's International Realty

  2 River Ln, Cos Cob, CT 06807
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  /39

  $405,900

  • 2 Beds
  • 2 Baths
  • 1,339 Sq Ft

  1 Strawberry Hill Ct Unit 1A, Stamford, CT 06902

  Attractive updates + ez & spacious one level living(1300+ square feet), and of course, a convenient location, perfectly describes this wonderful 2 BR, 2 BTH Regency Towers condo! A renovated kitchen boasts stainless steel appliances w/ a new Samsung French door refrigerator, and is enhanced by an eat-in breakfast nook peninsula. New classy luxury vinyl flooring highlight the large LR and DR

  Garth Schwamm Berkshire Hathaway NE Prop.

  1 Strawberry Hill Ct Unit 1A, Stamford, CT 06902
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  /40

  $899,000

  • 5 Beds
  • 3 Baths
  • 2,236 Sq Ft

  10 Andover Rd, Stamford, CT 06902

  Expect to be WOWED, by the expert craftsmanship and attention to detail that is evident in every room, from the minute you walk in the front door. This beautifully re-imagined Colonial, recently converted from a Cape Cod, offers all of the designer touches that will resonate with today's buyers. Renovated from top to bottom, making every day living feel like luxury, you will find the Chef's

  Joanne Vanaria Weichert Realtors

  10 Andover Rd, Stamford, CT 06902
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  /31

  $1,649,000

  • 5 Beds
  • 4.5 Baths
  • 4,375 Sq Ft

  1249 Shippan Ave, Stamford, CT 06902

  Historic Charm Meets Beach Community Living - 1249 Shippan Avenue, Stamford, CT Welcome to one of Shippan Point's most historic treasures, built in 1850 and beautifully blending classic New England charm with today's conveniences. This spacious 5-bedroom, 4.5-bathroom home is set on a generous 0.27-acre lot and offers the rare opportunity to own a piece of Stamford history - all while enjoying

  Joseph Pasquino Compass Connecticut, LLC

  1249 Shippan Ave, Stamford, CT 06902
• 

  

  /9

  $495,000

  • 2 Beds
  • 1 Bath
  • 1,098 Sq Ft

  75 Frank St, Stamford, CT 06902

  Great opportunity for investor or first-time homebuyer near Cummings Beach. Level lot, private backyard with garage, lower level and attic. Easy access to school, parks, and shopping.

  Patricia Rattray William Pitt Sotheby's Int'l

  75 Frank St, Stamford, CT 06902
• 

  

  /40

  $1,600,000

  • 5 Beds
  • 5.5 Baths
  • 6,458 Sq Ft

  124 Westover Ln, Stamford, CT 06902

  Highest and best offers due Tuesday, the 10th by 3pm. Welcome to 124 Westover Ln - A Private, Spacious Retreat Nestled at the end of a quiet cul-de-sac, this beautifully updated residence sits on a professionally landscaped 1-acre lot, offering exceptional privacy. With 5 bedrooms each has it's own en-suite bathroom, and a full basement, this home provides generous space for both everyday living

  Evan Philippopoulos RE/MAX Right Choice

  124 Westover Ln, Stamford, CT 06902
• 

  

  /35

  $1,298,000

  • 5 Beds
  • 3 Baths
  • 2,594 Sq Ft

  159 Pond Rd, Stamford, CT 06902

  WELCOME HOME! This beautiful, lovingly and meticulously maintained five-bedroom Colonial is located in the heart of Wonderful Westover! The home has everything you could need or want. Boasts eat-in kitchen with breakfast bar plus large dining area. Large living room with fireplace, built-ins and 2 huge bay windows with fabulous views of nature and the lovely grounds! Ample dining room with bay

  Suzanne Cingari William Pitt Sotheby's Int'l

  159 Pond Rd, Stamford, CT 06902
• 

  

  /18

  $319,900

  • 2 Beds
  • 1 Bath
  • 1,068 Sq Ft

  30 Glenbrook Rd Unit 10E, Stamford, CT 06902

  Don't miss this opportunity to own a bright and spacious top-floor corner unit in the heart of downtown Stamford! This 2-bedroom unit offers a functional layout featuring kitchen, dining area, living room, and generous closet space. Enjoy peace and privacy with no one above you and take in sweeping views from your private balcony, perfect for relaxing or entertaining. The HOA includes gas for

  Jacob Bivona Keller Williams Prestige Prop.

  30 Glenbrook Rd Unit 10E, Stamford, CT 06902

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