Old Greenwich, CT Homes for Sale

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  /30

  $4,995,000

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

  177 Indian Head Rd, Riverside, CT 06878

  Set on nearly 2 acres in one of Riverside's most coveted waterfront enclaves, this elegant colonial offers refined living and a sense of privacy and tranquility. A new cedar roof 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

  Remy Cook Corcoran Centric Realty LLC

  177 Indian Head Rd, Riverside, CT 06878
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  /28

  $5,475,000

  • 4 Beds
  • 3.5 Baths
  • 3,821 Sq Ft

  636 Steamboat Rd Unit 3ABE, Greenwich, CT 06830

  LUXURY WATERFRONT LIVING IN HEART OF DOWNTOWN GREENWICH!Experience the best of luxury and convenience in this newly constructed 4-bedroom, 3.1-bath New York-style Co-op, featuring three private balconies... two balconies with breathtaking views of Greenwich Harbor extending to the open Sound.Designed for both style and function, the spectacular chef's kitchen boasts a sleek center island,

  Giselle Gibbs BHHS New England Properties

  636 Steamboat Rd Unit 3ABE, Greenwich, CT 06830
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  /30

  $899,000

  • 4 Beds
  • 4 Baths
  • 3,386 Sq Ft

  180 Madison Ave, Port Chester, NY 10573

  Turn Key Multi Family Home in Port Chester with 4 parking spots! Two apartments, and previous dental lab on the 1st floor plus basement/storage. All separate on demand Navien Heaters for all units. Close to NYS Thruway, CT and walking distance to bus stops, shopping, and restaurants. Great Investment! 1st floor unit was used as a DENTAL LAB. Now Vacant. Call TODAY

  Joseph Lukic Compass Greater NY, LLC

  180 Madison Ave, Port Chester, NY 10573
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  /21

  $515,000

  • 2 Beds
  • 2 Baths
  • 1,038 Sq Ft

  127 Greyrock Place Unit 1112, Stamford, CT 06901

  Welcome to your dream downtown gem at The Biltmore—a redesigned 2-BD, 2-BA condo with a 24-hour concierge service. High Floor - Sunlit South Exposure! Enjoy an open floor plan with gorgeous newer flooring and a contemporary kitchen featuring quartz countertops and 6-year-old SS appliances. The inviting bar connects seamlessly to the spacious living and dining area. Retreat to a beautifully

  Sharon Giglio Sharon Giglio Real Estate LLC

  127 Greyrock Place Unit 1112, Stamford, CT 06901
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  /16

  $269,999

  • 1 Bed
  • 1 Bath
  • 599 Sq Ft

  140 Grove St Unit 5F, Stamford, CT 06901

  Investor-friendly and income-producing from day one, this well-maintained 1-bedroom condo in a downtown Stamford mid-rise comes with a tenant already in place. The unit features an open floorplan, ample closet space, and a reserved parking spot #45 conveniently located near the stair-free entrance. The building offers a welcoming lobby and on-site laundry, while the $495 monthly HOA covers heat,

  Jhonatan Restrepo Jarah Tuttle

  140 Grove St Unit 5F, Stamford, CT 06901
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  /23

  $3,100,000

  • 3 Beds
  • 3.5 Baths
  • 3,163 Sq Ft

  25 Woodland Dr Unit C, Greenwich, CT 06830

  Single-family home, one of 2 in the community, nestled in the rear of Avenue Terrace, a private 6 home community. Brilliantly bright 20'x20' family room; Sub Zero and Wolf appliances; fireplace, built-ins and paneled walls; separate 1st floor office. Sumptuous primary bath and beamed ceiling primary bedroom with fully outfitted walk-in closet; separate laundry room; lower level family room/media

  Dianne Orlando Houlihan Lawrence

  25 Woodland Dr Unit C, Greenwich, CT 06830
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  /64

  $16,750,000

  • 5 Beds
  • 9 Baths
  • 13,031 Sq Ft

  50 Dingletown Rd, Greenwich, CT 06830

  Peace and tranquility amid 7.37 lush acres, just minutes from Downtown Greenwich: this is Harkaway Farm, a distinguished Georgian Colonial estate set behind stately stone pillars and impressive gates. A meandering drive carries you over a stone bridge fording a gentle stream, to the recently transformed home. Built exceptional craftsmanship the facade of the stately manner was preserved and

  Francine Ehrlich Sotheby's International Realty

  50 Dingletown Rd, Greenwich, CT 06830
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  /21

  $485,888

  • 1 Bed
  • 1.5 Baths
  • 965 Sq Ft

  25 Forest St Unit 11M, Stamford, CT 06901

  Experience Luxury Living at The Classic - 25 Forest Downtown. Offers a prestigious 24/7 concierge and an upscale high-rise lifestyle. RENOVATED Stunning Large 1-BD, 1.5-BA, Den-Dining boasts an expansive floor plan. A versatile Den/Dining/Office Area provides valuable 9x9 space. New Wood Floors in every room! The gourmet kitchen gleaming White marble countertops and cabinetry. Step out onto the

  Sharon Giglio Sharon Giglio Real Estate LLC

  25 Forest St Unit 11M, Stamford, CT 06901
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  /19

  $799,000

  • 4 Beds
  • 2 Baths
  • 1,857 Sq Ft

  28 Anderson St, Stamford, CT 06902

  2Family Multifamily in Stamford -- 1st Unit is middle and bottom floor w attached garage -- 2 br, 1 bath on middle floor / 1 br, 1 bath on bottom floor. 2nd unit (3rd floor) unit has 2 bedroom / 1 bath. Two electrical meters. Nice back yard & deck. Interior needs work. Tenant currently upstairs, will be leaving when sold. 14 Minute walk to downtown. New Developments being built up nearby. Own

  Brent Hanson BHGRE Shore & Country

  28 Anderson St, Stamford, CT 06902
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  /37

  $775,000

  • 3 Beds
  • 1.5 Baths
  • 1,568 Sq Ft

  90 Courtland Hill St, Stamford, CT 06906

  Welcome to this updated Colonial in the neighborhood of Glenbrook! Featuring three bedrooms, multiple baths, and flexible bonus rooms, this home offers a layout designed for both comfort and versatility. The main level includes a dining room that opens to a bright kitchen with quartz countertops and stainless-steel appliances, a separate living room, and a family room. A convenient half bath

  Jose Javier Flores BHHS Darien/New Canaan

  90 Courtland Hill St, Stamford, CT 06906
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  /24

  $905,000

  • 3 Beds
  • 1.5 Baths
  • 1,883 Sq Ft

  415 West Ave, Darien, CT 06820

  Freshly priced to sell, this Darien home offers timeless style and comfort in one of the area's most desirable neighborhoods. With a charming brook alongside the property, enjoy added privacy and no neighbor on that side. It is your own peaceful retreat at a new, incredible value. With its exciting new price, there has never been a better time to make your move. This classic 1927 colonial-style

  Jennifer Baukol Coldwell Banker Realty

  415 West Ave, Darien, CT 06820
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  /32

  $519,000

  • 2 Beds
  • 2 Baths
  • 1,700 Sq Ft

  143 Hoyt St Unit 1A, Stamford, CT 06905

  Welcome home to this delightful 2-Bedroom 2-Bath apartment in the heart of downtown Stamford! Step into a bright and airy open-concept living and dining area, complete with large windows that flood the space with natural light. The kitchen features modern appliances, ample cabinetry, and plenty of counter space; perfect for cooking and entertaining. Both bedrooms are generously sized with large

  Mathew Sokal eRealty Advisors, Inc.

  143 Hoyt St Unit 1A, Stamford, CT 06905
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  /31

  $1,999,000

  • 4 Beds
  • 2.5 Baths
  • 2,540 Sq Ft

  37 Miltiades Ave, Riverside, CT 06878

  This timeless Colonial, completely rebuilt in 2002, offers sun-filled living with hardwood floors and water views from several rooms. The main level includes a living room with fireplace, formal dining, family room, and a kitchen with island, stainless appliances, quality cabinetry, and ample counter space, plus a mudroom to a wisteria-covered deck. A versatile office/bedroom and half bath

  Linda Blackwell Houlihan Lawrence

  37 Miltiades Ave, Riverside, CT 06878
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  /20

  $1,100,000

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

  84 Putnam Park, 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

  Liz Eckert William Raveis Real Estate

  84 Putnam Park, Greenwich, CT 06830
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  /11

  $325,000

  • 2 Beds
  • 1.5 Baths
  • 1,070 Sq Ft

  107 Lockwood Ave Unit 1B, Stamford, CT 06902

  Welcome to this warm and cozy 2 bedroom, 1.5 bath condo unit in the Cove area. The layout works perfectly with the living room flowing into the dining area and then into the kitchen. You will love the shiny hardwood floors, the high ceiling, central air and having your own laundry right in the laundry. The location is super convenient. It's just minutes away from restaurants, shopping schools,

  Gedna Jean-Pierre Keller Williams Prestige Prop.

  107 Lockwood Ave Unit 1B, Stamford, CT 06902
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  /14

  $240,000

  • 2 Beds
  • 1 Bath
  • 900 Sq Ft

  104 Strawberry Hill Ave Unit 2, Stamford, CT 06902

  Price Reduction-Welcome to Hampshire House, Quiet, Affordable & Comfortable Co-Op Living in Great Mid City Location. Two Spacious Bedrooms with Large Ample Closets, in Unit Full Size Laundry, Hardwood Floors Throughout, Sunny First Floor, One Level, End Unit, Beautiful Grounds, Heat and Hot Water, Taxes Included in Common Charges. Co -ops are Owner Occupied Only, No Rentals Allowed, Assigned

  Eileen Carpanzano William Pitt Sotheby's Int'l

  104 Strawberry Hill Ave Unit 2, Stamford, CT 06902
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  /31

  $945,000

  • 6 Beds
  • 3 Baths
  • 2,880 Sq Ft

  95 Frederick St, Stamford, CT 06902

  Take notice! Legal two family dwelling in sought after Cove section of Stamford. Each unit features four rooms, two good size bedrooms, one full bath, eat in kitchen. This can be used as a full investment property or you can occupy one floor and rent the other for positive cash flow. Enclosed porch, large level rear yard with shed, close to many local businesses. Don't miss this one, this could

  Rosania Melo Century 21 Scala Group

  95 Frederick St, Stamford, CT 06902
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  /10

  $1,469,000

  • 4,965 Sq Ft

  18 Beech St, Greenwich, CT 06830

  An industrial area, office space, and two garages in one unique commercial property. Super accessible location; Seconds from I-95 and just over the border of Westchester, in the Byram Area of Greenwich. It's an ideal mix of space for an owner/user. Almost 4000 sq currently being used as a fabrication woodshop. Above that, about 1000 sq ft of pristine office space and below, 1000 sq ft of

  Mike Parelli Mike Parelli Real Estate LLC

  18 Beech St, Greenwich, CT 06830
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  /29

  $2,350,000

  • 5 Beds
  • 4 Baths
  • 3,897 Sq Ft

  76 Deepwood Rd, Darien, CT 06820

  Set on a full acre in one of Darien's most sought-after neighborhoods, this property presents a rare and versatile opportunity for visionary buyers. Whether you choose to undertake a renovation-reviving the charm of mid-century modern design-or build a custom new construction estate from the ground up, the potential here is extraordinary. Surrounded by multi-million dollar homes, this centrally

  Carolyn Brook William Pitt Sotheby's Int'l

  76 Deepwood Rd, Darien, CT 06820
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  /22

  $395,000

  • 2 Beds
  • 1 Bath
  • 1,069 Sq Ft

  700 Summer St Unit 4L, Stamford, CT 06901

  Great Investor property in desirable Downtown Stamford. Occupied by Tenant in place until June, 2026. Large and spacious 2 BR / 1 Full bath, end unit apartment with walk out Balcony located near Stamford Town Center Mall, Metro North Train, restaurants, theaters, and more. This building is very well maintained and managed. Heat, hot water and cooking gas are included in common charges. Included

  Louise Petersen Century 21 AllPoints Realty

  700 Summer St Unit 4L, Stamford, CT 06901
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  /37

  $3,100,000

  • 4 Beds
  • 4.5 Baths
  • 3,866 Sq Ft

  22 Ocean Dr N, Stamford, CT 06902

  Experience luxurious waterfront living in this stunning home in the coveted Shippan Point neighborhood, offering breathtaking water views, seamless indoor-outdoor entertaining spaces, & exclusive access to the ALC association's private park, beach, & playground with an annual membership. The open-concept first floor features a gourmet kitchen with a gas Wolf Range, Sub-Zero refrigerator,

  Dannel Malloy NestSeekers International

  22 Ocean Dr N, Stamford, CT 06902
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  /7

  $85,000

  7 River Rd Unit Boat Slip A-2, Cos Cob, CT 06807

  Boat slip at palmer point marina located at A-2. Currently rented for this season.

  James Capparelle Coldwell Banker Realty

  7 River Rd Unit Boat Slip A-2, Cos Cob, CT 06807
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  /43

  $3,895,000

  • 6 Beds
  • 5.5 Baths
  • 5,175 Sq Ft

  119 Hendrie Ave, Riverside, CT 06878

  This spacious Riverside Colonial is located on one of the less traveled streets extending from Riverside School to Binney Park. Artfully expanded & renovated from its original 40's design, the main rooms feature high ceilings, wide windows and generous scale. The dramatic three-story entrance hall is flanked by a formal living room & large family room , both w handsome fireplaces, & it extends to

  Heather Platt Sotheby's International Realty

  119 Hendrie Ave, Riverside, CT 06878
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  /37

  $8,490,000

  • 5 Beds
  • 7 Baths
  • 4,448 Sq Ft

  10 W Crossway, Old Greenwich, CT 06870

  See Video....Welcome to your dream vacation-like setting! This bright and spacious 5 bed 7 bath property boasts a tranquil ambiance with stunning sunsets that will take your breath away. Perfect for cozy evenings looking at the water. Multiple options for offices including bonus space above the garage are the perfect Zoom refuge. Entertain and relax on the inviting patios while taking in the

  Christian Perry Sotheby's International Realty

  10 W Crossway, Old Greenwich, CT 06870
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  /19

  $1,399,000

  • 7 Beds
  • 3 Baths
  • 2,760 Sq Ft

  212 Davis Ave, Greenwich, CT 06830

  Renovated 3-Unit Multi-Family - Prime Location in Greenwich, CT! Whether you're looking to generate solid rental income or occupy one unit while renting out the others, this is a rare opportunity in the heart of Greenwich. Conveniently located near Greenwich Avenue, parks, schools, Metro-North, and I-95. Updates include: new roof, siding, insulation, electrical...

  Nico Jackson Corcoran Centric Realty

  212 Davis Ave, Greenwich, CT 06830
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  /29

  $1,299,000 Open Sun 1PM - 4PM

  • 3 Beds
  • 3.5 Baths
  • 3,446 Sq Ft

  104 Ritch Ave W Unit 6, Greenwich, CT 06830

  Beautifully designed brick townhouse in the heart of Byram. Built in 1999, this 2,446 sq ft home offers 3 bedrooms, 3.5 baths, and a two-car detached garage. The sun-filled interior features hardwood floors, an open-concept living area with fireplace, and a chef's kitchen with stainless steel appliances, stone countertops, and ample cabinetry. Upstairs includes a spacious primary suite with

  Peter Janis BHHS New England Properties

  104 Ritch Ave W Unit 6, Greenwich, CT 06830
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  /33

  $995,000

  • 3 Beds
  • 2 Baths
  • 1,508 Sq Ft

  4 Putnam Hill Unit 4, Greenwich, CT 06830

  Nicely updated and bright 3BR, 2 bath top floor apartment w/great space, large windows, exceptional views, pretty finishes and fixtures with great attention to detail. There is a large open living room with built-ins, a breakfast & dining area, lovely cherry/ granite kitchen with top appliances, including gas cooktop. Adjacent to the dining area are large sliders that open to an oversized private

  Edward Mortimer Sotheby's International Realty

  4 Putnam Hill Unit 4, Greenwich, CT 06830
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  /31

  $995,000

  • 3 Beds
  • 3 Baths
  • 1,508 Sq Ft

  4 Putnam Hill Rd, Greenwich, CT 06830

  Nicely updated and bright 3BR, 2 bath top floor apartment with great space, large windows, exceptional views, pretty finishes and fixtures with great attention to detail. There is a large open living room with built-ins, a breakfast & dining area, a lovely cherry and granite kitchen with top appliances, including a gas cooktop. Adjacent to the dining area are large sliders that open to an

  Edward Mortimer Sotheby's International Realty

  4 Putnam Hill Rd, Greenwich, CT 06830
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  /31

  $734,000

  • 3 Beds
  • 2 Baths
  • 1,890 Sq Ft

  20 Wild Horse Rd, Stamford, CT 06905

  Tucked away in the charming and welcoming area of Turn of River this lovingly maintained colonial home feels warm and charming. Inside this 3 bedroom, 2 bath home you'll find a home that's been cared for with 1890 square feet of comfortable living space on a beautifully kept lot offering a peaceful retreat that's perfect for anyone looking to settle into a cozy, private setting. The cute

  Teresa K Real Estate By Teresa LLC

  20 Wild Horse Rd, Stamford, CT 06905
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  /16

  $518,000

  • 1 Bed
  • 1.5 Baths
  • 1,069 Sq Ft

  2289 Bedford St Unit A6, Stamford, CT 06905

  Located in ones of Stamford's most desired neighborhoods, come see this 1 bedroom 1 bath townhome available for sale! This unit offers a spacious living room with fireplace, outdoor deck, and a large bedroom with ample storage space! And don't miss the full bathroom with a double vanity and skylights to start up your every morning with radiance! A gated community, clubhouse with in-ground pool

  Chris Buswell DBA Options Real Estate

  2289 Bedford St Unit A6, Stamford, CT 06905
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  /16

  $835,000

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

  1 Broad St Unit PH26E, Stamford, CT 06901

  One of the highest demand buildings in Stamford. Unit features 2 large bedrooms with updated kitchen. 3 custom designed closets provide more than usual storage space. Open walls provide a much more spacious look and feel. Must be seen to truly appreciate. I would hurry since this unit will be gone before you know it.

  Jeff Stern Grand Estates LLC

  1 Broad St Unit PH26E, Stamford, CT 06901
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  /19

  $245,000

  • 2 Beds
  • 1 Bath
  • 860 Sq Ft

  90 Strawberry Hill Ave Unit 3, Stamford, CT 06902

  Walk to Vibrant Downtown Stamford from this beautifully updated two bedroom apartment. Open layout with newer updated Kitchen with granite countertops and SS appliances, sun-filled living room, and dining area all with beautiful hardwood floors. Two nice size bedrooms and updated bath. W/D in unit and extra storage in the basement. Close to transportation, schools, shopping etc. Don't miss the

  Paul Dedvukaj NGI Asset Management

  90 Strawberry Hill Ave Unit 3, Stamford, CT 06902
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  /35

  $3,250,000

  • 3 Beds
  • 2 Baths
  • 2,859 Sq Ft

  40 Bruce Park Dr, Greenwich, CT 06830

  Nestled on a scenic knoll in the heart of Greenwich, just moments from downtown & directly across from the picturesque Bruce Park, this fully renovated home offers the perfect blend of timeless mid-century design & modern luxury. Boasting an open-concept layout, the sun-drenched interior features three spacious bedrooms & two elegant bathrooms. The gourmet kitchen flows effortlessly into the

  Danielle Claroni Sotheby's International Realty

  40 Bruce Park Dr, Greenwich, CT 06830
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  /23

  $2,695,000

  • 5 Beds
  • 5.5 Baths
  • 2,885 Sq Ft

  65 Sherwood Place, Greenwich, CT 06830

  Exquisite individual custom built 2014 condominium unit it a two unit complex. Prime In Town location, walk to Greenwich Avenue. Unit has four levels with four bedrooms and three baths on second floor, Bedroom and bath on attic level. Bedroom and full bath with fireplace on lower level.

  Scott Kelland CLS Group

  65 Sherwood Place, Greenwich, CT 06830
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  /36

  $11,250,000

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

  200 Shore Rd, Old Greenwich, CT 06870

  Spectacular Waterfront Living in Lucas Point!Wake up to breathtaking sunrise views of Long Island Sound from this stunning Nantucket-style coastal retreat, nestled in the heart of sought-after Lucas Point. Just a short stroll to the private association beach, boat dock, and iconic Tod's Point, this home is your gateway to the ultimate Greenwich lifestyle.Thoughtfully designed for

  Robert Johnson Brown Harris Stevens CT, LLC

  200 Shore Rd, Old Greenwich, CT 06870
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  /26

  $2,795,000

  • 5 Beds
  • 4.5 Baths
  • 4,108 Sq Ft

  32 Meyer Place, Riverside, CT 06878

  This attractive and spacious 5-bedroom Colonial on peaceful cul-de-sac in Riverside was rebuilt and expanded in 2006 with a modern floor plan. The interior extends to 4,100 sq ft. with recent upgrades and extra ceiling height in many of the rooms providing generous scale and abundant natural light. The large kitchen with breakfast area flows to the expansive family room with fireplace. French

  Christopher Finlay Brown Harris Stevens CT, LLC

  32 Meyer Place, Riverside, CT 06878
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  /28

  $675,000

  • 3 Beds
  • 2.5 Baths
  • 2,172 Sq Ft

  30 Lenox Ave, Stamford, CT 06906

  A large colonial in the heart of Glenbrook. This home has 3 bedroom, 2 full bathrooms and a half bathroom, a large living room, formal dining room. Hardwood floors throughout. Finished walk out basement. A must see.

  Valeria Amarante Century 21 Scala Group

  30 Lenox Ave, Stamford, CT 06906
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  /11

  $1,720,000

  • 3,265 Sq Ft

  555 W Putnam Ave, Greenwich, CT 06830

  Excellent income-producing investment in Central Greenwich along West Putnam Avenue and Old Post Road #3. Surrounded by some of the area's busiest retail outlets and commercial development projects, and zoned LBR-2, the two lots together provide both residential and local business opportunities while generating substantial income. There are 5 income-producing units: 4 residential apartments and

  Ted Hildner Coldwell Banker Realty

  555 W Putnam Ave, Greenwich, CT 06830
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  /23

  $22,000,000

  • 8 Beds
  • 12 Baths
  • 14,071 Sq Ft

  8 Fox Run Ln, Greenwich, CT 06831

  Ultra-stylish 2024 custom-built Contemporary from visionary developer SBP Homes graces nearly 5.5 private, gated acres very close to town with pool, spa, two-bedroom pool house, porches, outdoor kitchen, fireplace and tennis court designed for optimum indoor/outdoor entertaining and relaxed living. Luxurious details elevate the 11,000+ sq. Interior with Bulthaup kitchen, living room bar; walls

  James Hoffman Houlihan Lawrence

  8 Fox Run Ln, Greenwich, CT 06831
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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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