Old Greenwich, CT Homes for Sale

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  /32

  $1,475,000

  • 2 Beds
  • 2.5 Baths
  • 2,077 Sq Ft

  77 Havemeyer Ln Unit 420, Stamford, CT 06902

  Penthouse Duplex with Dual Private Terraces in Exclusive Palmer Hill. This exceptional 2,077 sq. ft. penthouse duplex offers a rare opportunity within Palmer Hill, the premier gated community on the Greenwich/Stamford border. Soaring ceilings, floor-to-ceiling windows, and abundant natural light create an elegant, airy retreat.The home features two spacious primary suites and two-and-a-half

  Stacy Young William Raveis Real Estate

  77 Havemeyer Ln Unit 420, Stamford, CT 06902
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• 

  

  

  /22

  $975,000

  • 4 Beds
  • 1.5 Baths
  • 1,961 Sq Ft

  41 Chapel St, Greenwich, CT 06831

  Sought-after Greenwich location offers easy access to schools, park, shopping, dining and trains from this classic four-bedroom Colonial with gracious front porch, expansive entertaining deck and partly fenced-in backyard. This well-maintained home showcases a newly renovated top floor bedroom/versatile space with sliding barn door storage. Stunning architectural details including French doors,

  Brian Amen Houlihan Lawrence

  41 Chapel St, Greenwich, CT 06831
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  /28

  $395,000

  • 2 Beds
  • 2 Baths
  • 1,276 Sq Ft

  50 Glenbrook Rd Unit 4B, Stamford, CT 06902

  Elegant and light-filled corner residence offering over 1,200 square feet of refined living space. This beautifully updated two-bedroom, two-bath condominium features a sophisticated open-concept layout with a renovated kitchen showcasing granite countertops and stainless-steel appliances that seamlessly flow into the spacious living and dining areas. Numerous windows capture multiple sunlit

  Robin Bartholomew Berkshire Hathaway NE Prop.

  50 Glenbrook Rd Unit 4B, Stamford, CT 06902
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  /7

  $1,550,000

  • Land
  • 0.4 Acre
  • $3,875,000 per Acre

  45 Sunshine Ave, Greenwich, CT 06878

  .4042 acre buildable lot in North Mianus area with town approved building plans for 4047 sq ft house (plus attic and lower level). Water, sewer, gas and electric (underground) connected. No wetlands. HOA (no fees) for private street, open space and underground utilities.

  Ayelet Steinberg Executive Real Estate

  45 Sunshine Ave, Greenwich, CT 06878
• 

  

  

  /22

  $599,000 Open Sat 1PM - 3PM

  • 2 Beds
  • 1 Bath
  • 1,184 Sq Ft

  172 Joffre Ave, Stamford, CT 06905

  Welcome to this immaculate, fully renovated home in the highly desirable Newfield neighborhood! This beautifully and elegantly redone residence truly has the wow factor-just move right in and enjoy. Offering 2 bedrooms, 2 additional dens, a sun-filled bonus room or office, a full basement, and a generous .43-acre lot, the layout is both spacious and flexible. Every detail has been thoughtfully

  Terez DePasquale William Pitt Sotheby's Int'l

  172 Joffre Ave, Stamford, CT 06905
• 

  

  /20

  $260,000

  • 1 Bed
  • 1 Bath
  • 725 Sq Ft

  91 Strawberry Hill Ave Unit 925, Stamford, CT 06902

  This units has had a total reconstruction and has a new kitchen new bathroom all new floors new refrigerator and stove as well as new ac units. Freshly painted as well as everything to make it as new. Gas stove. balcony.

  Tom Hanson BHGRE Shore & Country

  91 Strawberry Hill Ave Unit 925, Stamford, CT 06902
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  /24

  $345,000 Open Sat 12PM - 3PM

  • 1 Bath
  • 1,206 Sq Ft

  1 Landmark Square Unit 109, Port Chester, NY 10573

  Welcome to One Landmark Square! This expansive studio is the largest in the building ! The very spacious entryway affords a host of possibilities including extra sleeping space for guests. Continue on into the expansive living room/dining area with soaring 15-foot ceilings and hardwood floors located throughout the first floor. The updated kitchen boasts new hardwood cabinets, granite countertops

  Jason Mehler William Raveis-New York LLC

  1 Landmark Square Unit 109, Port Chester, NY 10573
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  /33

  $1,225,000

  • 2,084 Sq Ft

  38 Alexander St, Greenwich, CT 06830

  Discover the potential in this three-family home, ideally located in Greenwich. This property offers an opportunity for investors or end-users to generate steady rental income or create a multi-generational living arrangement. Each unit features spacious layouts, natural light, and the flexibility to update or modernize to your taste. Nestled close to shops, restaurants, schools, and the train,

  Barbara Zaccagnini Coldwell Banker Realty

  38 Alexander St, Greenwich, CT 06830
• 

  

  /23

  $319,900

  • 2 Beds
  • 1 Bath
  • 1,100 Sq Ft

  171 Sylvan Knoll Rd, Stamford, CT 06902

  Welcome home to this charming and very well-maintained two-bedroom, one full bath, co-op townhouse offers warmth, comfort, and everyday ease in one of Stamford's owner-occupied, pet-friendly communities. Hardwood floors throughout, a bright and inviting living area, an eat in kitchen perfect for gatherings. The finished lower level provides flexible space for a home gym, office or playroom

  Xanthoula Ananiadis Coldwell Banker Realty

  171 Sylvan Knoll Rd, Stamford, CT 06902
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  /16

  $279,900

  • 1 Bed
  • 1 Bath
  • 820 Sq Ft

  124 Woodside Green Unit 3B, Stamford, CT 06905

  Enjoy this beautifully updated and sun-filled 1-bedroom, 1-bath top-floor corner unit - one of the largest in the desirable Woodside Green community. The home features hardwood floors throughout, a generous living room, and a spacious bedroom. The kitchen offers a breakfast bar and abundant granite counter space, perfect for cooking and entertaining. Woodside Green is known for its beautifully

  Yulka Markevich Iron Gates Realty

  124 Woodside Green Unit 3B, Stamford, CT 06905
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  /29

  $679,000

  • 2 Beds
  • 2 Baths
  • 1,300 Sq Ft

  4 Putnam Hill Unit 1C, Greenwich, CT 06830

  Welcome to Putnam Hill, a sought-after, 10 acre complex in central Greenwich. This spacious 2-bedroom, 2-bathroom unit offers 1,300 sf. of living space with a private garden & patio and is ready to customize. Sunny & gracious entry foyer, expansive living room & the largest kitchen in the complex. OK to add a W/D. Enjoy the peace of mind that comes with a well-maintained building, featuring a new

  Karen Scrivanos Oztemel BHHS New England Properties

  4 Putnam Hill Unit 1C, Greenwich, CT 06830
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  /33

  $1,595,000

  • 4 Beds
  • 3 Baths
  • 2,869 Sq Ft

  228 Pemberwick Rd, Greenwich, CT 06831

  Possible five+ bedroom Contemporary with treetop views and expansive Zuri deck offers a great alternative to Condo living conveniently close to schools, shops, and Greenwich/PC trains. Sunny 2869 sq. ft. interior spans three generous levels with newly refinished wood floors and stunning glass enclosed center staircase. Open plan with so many possibilities; main level features chef's kitchen with

  Spencer Sodokoff Houlihan Lawrence

  228 Pemberwick Rd, Greenwich, CT 06831
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  /33

  $399,000

  • 3 Beds
  • 2 Baths
  • 1,800 Sq Ft

  18 Brown Ave Unit 22, Stamford, CT 06902

  This updated three-bedroom, two-bath townhouse-style condo offers modern living in one of Stamford's most convenient locations. Just minutes from the Stamford Train Station, Downtown, and I-95, this home combines style, comfort, and accessibility. The spacious open layout features hardwood floors and recessed lighting throughout the main and upper levels. The renovated kitchen includes stainless

  Astrit Sadiki Compass Connecticut, LLC

  18 Brown Ave Unit 22, Stamford, CT 06902
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  /11

  $329,000

  • 2 Beds
  • 1 Bath
  • 763 Sq Ft

  1046 E Main St Unit 4, Stamford, CT 06902

  Look no further! Beautifully updated 2 bedroom condo with newly renovated kitchen, hardwood floors throughout and CENTRAL AIR!! This is the only unit with central air in the complex and its newly installed 2 years ago! Plenty of parking available in rear for self & guests. Conveniently located to all shopping, public transportation, I95 and all that vibrant Stamford has to offer. Move right in or

  Judy Amster William Raveis Real Estate

  1046 E Main St Unit 4, Stamford, CT 06902
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  /21

  $320,000 Open Sat 10AM - 1PM

  • 2 Beds
  • 1.5 Baths
  • 1,100 Sq Ft

  274 Sylvan Knoll Rd, Stamford, CT 06902

  Welcome home to this beautifully maintained 2-bedroom, 1.5-bath co-op townhouse offering comfort, charm, and modern updates throughout. Freshly painted with a remodeled lower level and newly added half bath, this home blends practicality with a warm, inviting feel. The main level features a bright living area that flows into an eat-in kitchen - perfect for family dinners or weekend gatherings.

  David Quito Modern Day Real Estate

  274 Sylvan Knoll Rd, Stamford, CT 06902
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  /24

  $799,000

  • 3 Beds
  • 2 Baths
  • 2,662 Sq Ft

  17 Meadow Dr, Greenwich, CT 06831

  Charming 3-Bedroom Home with endless potential in prime location. Nestled in one of the most desirable neighborhoods, this classic 3-bedroom, 2-bath home offers a rare opportunity to create your dream space. While the interior awaits your personal touch, the home features a finished lower level and sits on a beautiful, level lot perfect for outdoor enjoyment or future expansion. Enjoy the

  Kelly Feda Coldwell Banker Realty

  17 Meadow Dr, Greenwich, CT 06831
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  /28

  $1,650,000

  • 3 Beds
  • 3 Baths
  • 2,233 Sq Ft

  626 W Lyon Farm Dr, Greenwich, CT 06831

  In one of Greenwich's most desirable communities, this updated West Lyon Farm home combines ease, comfort, and classic style. Hardwood floors throughout, a vaulted-ceiling living room with a wood-burning fireplace, and great natural light from its open floor plan and eastern exposure. The flexible layout offers 3 bedrooms and 3 full baths, plus a first-floor den that easily functions as a fourth

  Stacey Delikat Houlihan Lawrence

  626 W Lyon Farm Dr, Greenwich, CT 06831
• 

  

  /27

  $475,000

  • 2 Beds
  • 1.5 Baths
  • 2,266 Sq Ft

  69 Maple Tree Ave Unit 4, Stamford, CT 06906

  Located in the desirable Glenbrook community of Stamford, this charming & freshly painted 2 bed 1.5 bath townhouse offers the perfect balance of convenience and comfort. Enjoy easy access to downtown, shopping, and major commuting routes, all while coming home to a peaceful setting. A welcoming front porch provides an ideal spot to relax and unwind. Enter to find a spacious living room and an

  Elyse Merolla William Raveis Real Estate

  69 Maple Tree Ave Unit 4, Stamford, CT 06906
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  /18

  $1,100,000

  • 3 Beds
  • 2.5 Baths
  • 2,136 Sq Ft

  84 Putnam Park Unit 84, Greenwich, CT 06830

  Discover your dream home in this delightful Maisonette, offering stair-free access and a large private courtyard for your enjoyment. This stylish 3-bedroom residence features an open floor plan that seamlessly merges comfort and elegance, complete with a cozy fireplace and dual entry doors. This bright and airy corner unit boasts pristine hardwood floors throughout.Nestled in the heart of

  Elizabeth Eckert William Raveis Real Estate

  84 Putnam Park Unit 84, Greenwich, CT 06830
• 

  

  /23

  $1,050,000

  • 4 Beds
  • 1.5 Baths
  • 1,770 Sq Ft

  98 Holmes Ave, Darien, CT 06820

  Welcome to 98 Holmes Avenue - a charming and inviting home offering warmth, flexibility, and a convenient lifestyle. With approximately 1,770 square feet of living space, the main level flows beautifully and features a spacious living room with fireplace, a sunroom that can either serve as a playroom or office, a dining room, and a kitchen that opens to a large screened-in porch - perfect for

  Genevieve Schettino Compass Connecticut, LLC

  98 Holmes Ave, Darien, CT 06820
• 

  

  /14

  $215,000

  • 2 Beds
  • 1 Bath
  • 1,010 Sq Ft

  62 Maple Tree Ave Unit 62, Stamford, CT 06906

  WE ARE CALLING FOR YOUR HIGHEST AND BEST OFFERS TO BE SUBMITTED BY 12:00 PM MONDAY NOVEMBER 3. SUPER LOCATION AND $$$ OPORTUNITY FOR SAVVY INVESTOR/PERSON LOOKING TO RENOVATE. Easy commuter living on the Darien border! Conveniently located less than 1/2 mile from the Glenbrook Metro-North or one mile to Darien shopping, dining, Whole Foods and much more! Charming residential neighborhood setting

  Debbie Gore Coldwell Banker Realty

  62 Maple Tree Ave Unit 62, Stamford, CT 06906
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  /20

  $185,000

  • 1 Bed
  • 1 Bath
  • 740 Sq Ft

  108 Strawberry Hill Ave Unit 1, Stamford, CT 06902

  Wonderful mid-city location. This Hampshire House apt is a short walk to vibrant downtown, Tully Center, restaurants, theater, shopping, transportation, etc. One level living with hardwood floors throughout, extra storage unit, and well-maintained grounds. Heat, hot water and taxes included in common charges. Don't miss out on this well-maintained unit. No dogs allowed, only cats

  Marc Romano Marr Caruso Realty Group

  108 Strawberry Hill Ave Unit 1, Stamford, CT 06902
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  /5

  $675,000

  • 2 Baths
  • 1,800 Sq Ft

  518 Locust Ave, Port Chester, NY 10573

  Spacious Two Family Home with Great Investment Opportunity. Ideal for Investors. Fully occupied - Turn Key Investment. Newer Roof, Updated 1st and 2nd floor Kitchen and Bathrooms. Freshly Painted and Property Professionally Landscaped. Close to Highways, Buses, Restaurants and Shops.

  Jason Mehler William Raveis-New York LLC

  518 Locust Ave, Port Chester, NY 10573
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  /10

  $1,575,000

  • Land
  • 0.52 Acre
  • $3,028,846 per Acre

  9 Walnut St, Cos Cob, CT 06807

  .52 Acre Buildable Lot with Existing Cottage — North Mianus Nestled at the end of a private road in the desirable North Mianus neighborhood, this .52-acre property offers a unique combination of privacy, potential, and flexibility. The lot is fully entitled with plans to build a 4,200 sq. ft. custom home, making it ideal for builders, investors, or end-users looking to create their dream

  Peter Janis BHHS New England Properties

  9 Walnut St, Cos Cob, CT 06807
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  /39

  $1,325,000

  • 7 Beds
  • 4 Baths
  • 3,122 Sq Ft

  21 Holcomb Ave, Stamford, CT 06906

  Prime Multi-Family Investment! Outstanding opportunity to own a turnkey 4-unit property in the center of town. This well-maintained building offers strong, consistent rental income, low operating expenses, and a proven low-vacancy history. Each unit is separately metered with updated systems, efficient layouts, and solid tenant appeal. Ideal for investors seeking immediate cash flow with

  Christopher Spadaro Coldwell Banker Realty

  21 Holcomb Ave, Stamford, CT 06906
• 

  

  /22

  $239,000

  • 1 Bed
  • 1 Bath
  • 504 Sq Ft

  43 Crescent St Unit 11, Stamford, CT 06906

  Sunny Spacious 1 Bedroom 1 Bath Unit in Glenbrook Area, Heat & Hot Water included. Minutes to Glenbrook train Station. The unit is newly renovated through out with brand new luxury vinyl flooring & freshly painted, assigned parking & ready to go! Attention All Investors. The best deal in Stamford!

  Peter Rosato Coldwell Banker Realty

  43 Crescent St Unit 11, Stamford, CT 06906
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  /34

  $499,900

  • 2 Beds
  • 1.5 Baths
  • 2,190 Sq Ft

  60 Lawn Ave Unit 11, Stamford, CT 06902

  This beautifully maintained two-bedroom townhouse offers the perfect blend of comfort, style, and convenience within the sought-after Greenway Condominium community. Spanning three levels of living space, the home welcomes you with a bright open-concept main floor featuring brand-new hardwood floors, fresh paint, and generous natural light throughout. The kitchen boasts granite countertops,

  Charles Driza Houlihan Lawrence

  60 Lawn Ave Unit 11, Stamford, CT 06902
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  /9

  $1,250,000

  • 1 Bed
  • 2,939 Sq Ft

  543 Newfield Ave, Stamford, CT 06905

  FOR SALE OR LEASE - 543 Newfield Avenue, Stamford, CT 06905 Nizzardo Real Estate Services is pleased to present this rare mixed-use investment opportunity located at the highly visible and heavily trafficked intersection of Newfield Avenue and Oaklawn Avenue in Stamford, Connecticut. This standalone 4-unit building sits on 0.19 acres with ample on-site parking. The main level is currently

  Cody Nizzardo Nizzardo Real Estate Services

  543 Newfield Ave, Stamford, CT 06905
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  /29

  $419,000

  • 1 Bed
  • 1 Bath
  • 1,100 Sq Ft

  1 Landmark Square Unit 601, Port Chester, NY 10573

  Perched atop The Landmark — a storied 1923 brick building in the heart of downtown Port Chester — this freshly painted duplex perfectly blends industrial character with modern design. Step inside the entry level to find a spacious hallway, a sleek full bath, and a serene bedroom with generous closet space and sliding glass doors that open to a huge private terrace. It’s the ideal spot to start

  Eva Casoria eXp Realty

  1 Landmark Square Unit 601, Port Chester, NY 10573
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  /28

  $4,495,000

  • 5 Beds
  • 6 Baths
  • 4,095 Sq Ft

  43 Sawmill Ln, Greenwich, CT 06830

  Settle into your new home for the holidays! This mid-country quintessential Greenwich colonial welcomes you with just over 5000 square feet of elegant living space on a beautifully landscaped 1.2 acres. The warm interior, featuring 5 bedrooms, 4 full baths, and 2 half-baths, is complemented by an outdoor area perfect for families and entertaining. The heart of the home is a wonderful kitchen,

  Stephen Archino Sotheby's International Realty

  43 Sawmill Ln, Greenwich, CT 06830
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  /49

  $6,500,000 Open Sun 12PM - 2PM

  • 6 Beds
  • 8 Baths
  • 5,590 Sq Ft

  16 Martin Dale N, Greenwich, CT 06830

  Exceptional design and the finest craftsmanship defines this pristine, all-ensuite 6-bedroom home on one of central Greenwich's highly coveted streets. Soaring ceilings, white oak wood flooring, a gourmet kitchen, all Waterworks bathrooms, solid Mahogany windows, and bespoke European materials encompass the home. With a smart flow and endless light, the first floor is captivating offering a

  Meg McQuillan Sotheby's International Realty

  16 Martin Dale N, Greenwich, CT 06830
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  /38

  $435,000

  • 2 Beds
  • 1.5 Baths
  • 1,519 Sq Ft

  825 Hope St Unit 4, Stamford, CT 06907

  Spacious townhouse-style condo in the convenient Springdale neighborhood! Features include an attached 1-car garage, large living room with fireplace, formal dining room, and eat-in kitchen with white cabinets and black/stainless appliances. Hardwood floors on the main level, freshly painted interior, and new carpeting throughout upper and lower levels. Two large bedrooms upstairs-primary with

  Concetta Connie Gallo Howard Hanna Rand Realty

  825 Hope St Unit 4, Stamford, CT 06907
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  /38

  $3,995,000

  • 5 Beds
  • 3.5 Baths
  • 4,000 Sq Ft

  7 Stanwich Rd, Greenwich, CT 06830

  Welcome to this beautifully renovated home, centrally located with easy access to all schools, town amenities and trains. This home effortlessly blends historic architectural elements such as a stone, slate, brick and copper exterior with the luxuries of modern living. A light-filled entry way immediately opens into two gracious living areas with high ceilings and a stunning floor to ceiling

  Wendy Hill Sotheby's International Realty

  7 Stanwich Rd, Greenwich, CT 06830
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  /37

  $245,000

  • 1 Bed
  • 1 Bath
  • 725 Sq Ft

  91 Strawberry Hill Ave Unit 1022, Stamford, CT 06902

  Discover a sophisticated lifestyle in this beautiful 10th floor one bedroom condo. South east facing sun-filled living spaces features an open concept living/dining area, crown molding, and wood-look flooring that sets an elevated tone throughout. Kitchen is bright and airy and features modern cabinetry. The serene oversized bedroom offers comfort and convenience. Marble bathroom also impresses

  Max Dober Keller Williams Prestige Prop.

  91 Strawberry Hill Ave Unit 1022, Stamford, CT 06902
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  /40

  $499,900

  • 4 Beds
  • 2 Baths
  • 1,878 Sq Ft

  40 Orchard St, Stamford, CT 06902

  Great Investment Opportunity! Waterside Single Family Home with 4 Bedrooms, 2 Full Baths. The current tenant uses the Living Room as a 5th Bedroom. On the Main Level, left of the staircase is a Master Bedroom. Hallway leads to the Upgraded Eat in Kitchen with SS Appliances . Living Room leads to the Back Deck. Second Floor consists of 2 Bedrooms with Laminated Floors & 1 Full Bath with Tile

  Irene Cheung BHGRE Shore & Country

  40 Orchard St, Stamford, CT 06902
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  /37

  $5,795,000 Open Sat 12PM - 2PM

  • 5 Beds
  • 7 Baths
  • 3,571 Sq Ft

  8 Quintard Ave, Old Greenwich, CT 06870

  Tucked away on a private road in the Greenwich Cove Park Association, 8 Quintard Avenue offers deeded dock rights and exclusive water access—an exceptional lifestyle opportunity in the heart of Old Greenwich. Originally built in 1929, this beautifully preserved and thoughtfully updated English manor is a timeless architectural gem. Rich in character and charm, it blends classic period details

  Lindsay Clauss Sheehy Compass Connecticut, LLC

  8 Quintard Ave, Old Greenwich, CT 06870
• 

  

  /22

  $1,999,000

  • 6 Beds
  • 4 Baths
  • 3,260 Sq Ft

  48 Meyer Place, Riverside, CT 06878

  Completely redone in 2025, this Riverside residence blends modern comfort with timeless style in one of Greenwich's most sought after neighborhoods. The main level features a bright kitchen, dining room, and living room, along with a primary bedroom with bath, 2 more bedrooms and another full bath. The ground level adds exceptional flexibility with a spacious family room that opens to the patio,

  Robert Tedesco NestSeekers International

  48 Meyer Place, Riverside, CT 06878
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  /32

  $599,000

  • 4 Beds
  • 2 Baths
  • 1,491 Sq Ft

  36 Old Barn Rd S, Stamford, CT 06905

  A charming 4-bedroom Cape Cod style home with an open floor plan. The spacious remodeled kitchen is the hub of the home and opens to the dining area and fire lit family room. The sun-filled living room leads to two bedrooms that could also serve as a den or home office. A full bath completes the first floor. Upstairs you will find the cozy primary bedroom, a full bath, laundry, and a fourth

  Larry Palma William Pitt Sotheby's Int'l

  36 Old Barn Rd S, Stamford, CT 06905
• 

  

  /35

  $750,000 Open Sun 1PM - 3PM

  • 2 Beds
  • 1 Bath
  • 881 Sq Ft

  95 Byram Rd, Greenwich, CT 06830

  Welcome to this absolutely charming 1932 cottage-style home, nestled on a picturesque .15-acre lot in the R-6 Zone of Greenwich, Connecticut. This delightful home features a newer kitchen equipped with modern appliances, perfect for culinary enthusiasts. The interior boasts refinished hardwood floors throughout, creating a warm and inviting atmosphere. Freshly painted, this residence is move-in

  Stephen Archino Sotheby's International Realty

  95 Byram Rd, Greenwich, CT 06830
• 

  

  /14

  $315,000

  • 2 Beds
  • 1 Bath
  • 676 Sq Ft

  737 Cove Rd Unit D2, Stamford, CT 06902

  Welcome to this beautifully updated 2-bedroom, 1-bath condo in the heart of Stamford's sought-after Cove neighborhood. Freshly painted throughout with brand new carpeting, this home is move-in ready and full of natural light-including a spacious living room with a stunning skylight. The fully renovated kitchen features all-new stainless steel appliances, quartz countertops, modern cabinetry, and

  Dannel Malloy NestSeekers International

  737 Cove Rd Unit D2, Stamford, CT 06902

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