Old Greenwich, CT Homes for Sale

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  /25

  $410,000

  • 1 Bed
  • 1 Bath
  • 885 Sq Ft

  2289 Bedford St Unit G7, Stamford, CT 06905

  Experience modern comfort and style in this spacious ranch-style condo, perfectly situated in a sought-after gated community in mid-city Stamford. With a prime central location, two sparkling pools, and thoughtful updates throughout, this home stands out as an ideal residence or smart investment. Sunlight pours into the open-concept living area, flowing seamlessly into the dining space and

  

  Andrei Balaj

  Higgins Group Real Estate

  (203) 666-4434

  2289 Bedford St Unit G7, Stamford, CT 06905
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  /33

  $1,200,000 Open Sun 1PM - 3PM

  • 3 Beds
  • 3.5 Baths
  • 2,099 Sq Ft

  131 Henry St, Greenwich, CT 06830

  Welcome to this completely renovated 3-bedroom, 3.5-bath luxury home in Greenwich. This stunning residence has been fully updated from top to bottom, featuring a brand-new roof, plumbing, and electrical systems. Designed for modern living, the home offers high-efficiency appliances, Andersen windows, central air, gas furnace, and a tankless water heater-ensuring comfort, performance, and low

  

  Federico Martinez

  Keller Williams Prestige Prop.

  (203) 793-6238

  131 Henry St, Greenwich, CT 06830
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  /40

  $1,750,000

  • 6 Beds
  • 5 Baths
  • 3,461 Sq Ft

  47 Hollow Tree Ridge Rd, Darien, CT 06820

  PRICE ADJUSTMENT. A Rare Darien Gem and opportunity to own this historic Federal Colonial 2-family home, one of Darien's few multi-family properties. Spanning over 3,460 SF on .47 acres, this turn-key furnished residence blends timeless elegance with modern versatility, ideal for investors, families, multi-generational households, or those seeking rental income. Historic Charm, Modern Comfort: *

  

  Karen Finn

  Gatehouse Realty Inc

  (475) 325-5924

  47 Hollow Tree Ridge Rd, Darien, CT 06820
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  /11

  $235,000

  • 1 Bath
  • 491 Sq Ft

  1856 Summer St Unit 1856, Stamford, CT 06905

  INVEST IMMEDIATELY OR LIVE IN LATER! LEASE IN PLACE UNTIL MARCH 2026. This Bright, open and well presented studio is tucked away in the heart of mid-city and features your own private entrance & reserved parking - this fabulous studio has a newer white kitchen that leads to a sunny open floor plan, featuring great lighting, private storage and a little patio space to enjoy the outdoors. Your

  

  Melanie Healey

  Coldwell Banker Realty

  (203) 816-6362

  1856 Summer St Unit 1856, Stamford, CT 06905
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  /21

  $319,900 Open Sun 1PM - 3PM

  • 1 Bed
  • 1 Bath
  • 557 Sq Ft

  127 Greyrock Place Unit 607, Stamford, CT 06901

  Stylish, impeccably maintained 1BR/1BA condo at The Biltmore, downtown Stamford's coveted full-service luxury tower. This warm and inviting residence offers a smart, open layout with engineered hardwood floors, an updated kitchen with granite counters and breakfast bar, and a sun-filled living/dining area ideal for comfortable everyday living. The bedroom features a large walk-in closet and

  

  Len Schwartz

  Keller Williams Prestige Prop.

  (203) 350-7296

  127 Greyrock Place Unit 607, Stamford, CT 06901
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  /20

  $1,600,000

  • 6 Beds
  • 5 Baths
  • 2,550 Sq Ft

  61 Aberdeen St, Stamford, CT 06902

  This exceptional four-family house, located in a sought-after Stamford neighborhood, offers a unique blend of modern luxury and investment practicality. Situated just minutes from vibrant local shopping centers and easily accessible to major highways, it is a prime location for professionals and working families seeking both convenience and a suburban feel. The property is designed with a clear

  

  Scott Kadison

  Scott Kadison Real Estate

  (475) 264-5439

  61 Aberdeen St, Stamford, CT 06902
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  /32

  $685,000 Coming Soon

  • 3 Beds
  • 4 Baths
  • 2,070 Sq Ft

  65 Riverside Ave, Stamford, CT 06905

  Stunning, move-in-ready tri-level townhome nestled on the banks of the Rippowam River in a sought-after mid-city neighborhood. This home delivers a rare blend of privacy, space and convenience. The main floor includes a garage entrance, foyer, kitchen with hardwood floors and stainless-steel appliances, living room with surround sound, and a dining area. The living room opens to a spacious deck

  

  Hy Natarajan

  Keller Williams Prestige Prop.

  (203) 349-9730

  65 Riverside Ave, Stamford, CT 06905
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  /13

  $1,995,000

  • 4 Beds
  • 4.5 Baths
  • 3,363 Sq Ft

  282 Bruce Park Ave Unit 2, Greenwich, CT 06830

  Close to Metro North train station! 4BR, 4.5 Bath Luxury Four-story Living-Top floor - 1b/1b with sky windows full of nature lights. plus an extra office space or gym room; 2nd floor - 2b/2b, Primary bedroom suite has custom designed walk-in closet/dressing room and jacuzzi bath with gas fireplace; Guest room also has full bath with dress room. 1st fl - open floor plan, Gourmet kitchen has

  

  Glenn Marr

  Marr and Caruso Realty Group

  (203) 601-7427

  282 Bruce Park Ave Unit 2, Greenwich, CT 06830
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  /10

  $1,799,000

  • 4 Beds
  • 3 Baths
  • 2,480 Sq Ft

  116 Hillcrest Park Rd, Greenwich, CT 06870

  House sits on 1.29 acres back lot off private road boarding with wooded and wetlands, tongue and groove cedar siding with stone veneer, asphalt roof, central a/c, heat and central vacuum, vaulted ceilings, stone veneer fireplaces, second floor deck wrapping around side and back overlooking wooded and wetland areas, five-minute drive to I95 or Merritt Parkway, five-minute walk to elementary

  David White OwnerEntry.com

  116 Hillcrest Park Rd, Greenwich, CT 06870
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  /14

  $640,000

  • 3 Beds
  • 3 Baths
  • 2,005 Sq Ft

  100 Hope St Unit 10, Stamford, CT 06906

  Welcome to 100 Hope Street, Unit 10! A bright, spacious tri-level townhouse offering 3 bedrooms, 3 full baths, and over 2,000 sq ft of flexible living space in one of Stamford's most convenient locations. Just minutes to both the Stamford and Glenbrook train stations, this home blends comfort, versatility, and commuter-friendly convenience. The main level offers a beautiful kitchen with granite

  Wende Foreman William Pitt Sotheby's Int'l

  100 Hope St Unit 10, Stamford, CT 06906
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  /20

  $1,299,000

  • 2 Beds
  • 2.5 Baths
  • 2,466 Sq Ft

  105 Hamilton Ave Unit 9, Greenwich, CT 06830

  Near Downtown Greenwich - This spacious end-unit has high ceilings, lots of storage and a flexible floor plan. Seller has made various updates; and the home is well maintained. The primary suite has a sitting area w/ fireplace and a large walk-in closet. There is a second floor w/d. The kitchen opens to an informal eat-in area; and family room with another fire place. The dining area has coffered

  Mary Ann Clark Douglas Elliman of Connecticut

  105 Hamilton Ave Unit 9, Greenwich, CT 06830
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  /39

  $1,050,000

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

  33 Dora St, Stamford, CT 06902

  Exceptional multi-family with 2 spacious three bed/one bath units a heartbeat away from Stamford's most active beach. The curb appeal of this rare multi-family make it a perfect owner-occupied opportunity where you can live in one unit and potentially halve your mortgage by renting out the other. This well-maintained property also offers additional growth options as an investment property. Both

  Ned Osterhus Coldwell Banker Realty

  33 Dora St, Stamford, CT 06902
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  /38

  $6,300,000

  • 9 Beds
  • 6.5 Baths
  • 6,841 Sq Ft

  78 Khakum Wood Rd, Greenwich, CT 06831

  78 Khakum Wood occupies a premier position in one of Greenwich's most distinguished private enclaves. Originally envisioned by Newton Phelps Stokes and developed in collaboration with the renowned Olmsted Brothers, this exceptional property is set on 2.95 beautifully landscaped acres. The residence showcases its charming Tudor architecture with the characteristic pitched gabled roof, decorative

  Deborah Huffard Houlihan Lawrence

  78 Khakum Wood Rd, Greenwich, CT 06831
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  /40

  $2,125,000

  • 5 Beds
  • 3.5 Baths
  • 4,154 Sq Ft

  75 Saddle Rock Rd, Stamford, CT 06902

  Nestled at the edge of Shippan Point, this stunning coastal retreat offers modern luxury and serene water views just moments from the Long Island Sound. Built in 2011 above the flood plain-with a transferable FEMA policy under $800/year-this 5-bedroom, 3.5-bath home combines timeless design with practical comfort across a light-filled, open layout. The heart of the home is a gourmet kitchen with

  Ryan Dichter Compass Connecticut, LLC

  75 Saddle Rock Rd, Stamford, CT 06902
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  /40

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

  • 7 Beds
  • 3 Baths
  • 3,479 Sq Ft

  15 Rose St, Stamford, CT 06906

  GLENBROOK INVESTORS-TAKE NOTICE!This fully occupied three-family home is primed for its next owner. This three-unit property has the ability to produce strong cash flow today with outstanding upside for future growth. All three units have been beautifully renovated. Unit 1 and Unit 2 each feature spacious 3-bedroom, 1-bath layouts that live much larger than expected, while Unit 3 offers an

  Evan Philippopoulos RE/MAX Right Choice

  15 Rose St, Stamford, CT 06906
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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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  /32

  $450,000

  • 2 Beds
  • 2 Baths
  • 1,225 Sq Ft

  44 Strawberry Hill Ave Unit 5L, Stamford, CT 06902

  Step into sophisticated city living with this beautifully appointed 2BR 2BA residence in the desirable Hayes House, one of Stamford's most distinguished condo buildings. The home welcomes you with expansive open-concept living and dining areas, where oversized windows and sliders frame breathtaking western sunset views. A spacious private balcony extends your living space, offering the perfect

  Aaron Ramkalawan Keller Williams Prestige Prop.

  44 Strawberry Hill Ave Unit 5L, Stamford, CT 06902
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  /47

  $6,500,000

  • 5 Beds
  • 10 Baths
  • 7,632 Sq Ft

  21 Calhoun Dr, Greenwich, CT 06831

  Welcome to ''Park Hill'', a reimagined 1923 English Manor in a Prestigious Private Association. Thoughtfully refreshed for modern living while preserving the architectural character that makes it timeless. Set on 1.81 private, park-like acres, this 7,632 sq. ft. manor blends historic charm with contemporary luxury in a way few properties can. 1923 English Tudor Revival with 2025 updates. Rare

  Danielle Claroni Sotheby's International Realty

  21 Calhoun Dr, Greenwich, CT 06831
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  /31

  $315,000

  • 2 Beds
  • 1 Bath
  • 875 Sq Ft

  71 Strawberry Hill Ave Unit 421, Stamford, CT 06902

  Welcome home to this spacious 2 bedroom, 1 bath end unit on the 4th floor, perfectly located near everything you need. Enjoy a lifestyle of comfort and convenience with heat and hot water included in your HOA. Kitchen and bathroom renovations have been done, nothing to do here! Please note, the two year elevator upgrades in this building have been completed. The community offers fantastic

  Robyn-Anne Blosio BHGRE Shore & Country

  71 Strawberry Hill Ave Unit 421, Stamford, CT 06902
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  /11

  $235,000

  • 1 Bed
  • 1 Bath
  • 510 Sq Ft

  8 Wardwell St Unit 6, Stamford, CT 06902

  The seller is motivated! Bring your best offer and make this move-in-ready condo yours today! Don't miss out on this amazing opportunity! One-bedroom condo in the heart of Stamford, with recent renovations, new appliances, and all the perks- beaches, parks, libraries, you name it, it's all within proximity. Fully gutted and updated with professional work and building permits. Act fast before it's

  Kamrun Mannan US Asset Realty

  8 Wardwell St Unit 6, Stamford, CT 06902
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  /23

  $470,000

  • 2 Beds
  • 2 Baths
  • 1,125 Sq Ft

  238 Madison Ave, Port Chester, NY 10573

  Make this charming two-bedroom, two-bath home your new home TODAY! Thoughtfully maintained, this home features high ceilings, skylights, LED recessed lighting, and gleaming hardwood floors throughout. The modern kitchen showcases granite countertops, a stove with hood, and state-of-the-art stainless-steel appliances, including a premium refrigerator. The partially finished, waterproofed basement

  Onyinyechi Ekpecham Keller Williams Realty NYC Grp

  238 Madison Ave, Port Chester, NY 10573
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  /43

  $24,950,000

  • 10 Beds
  • 19 Baths
  • 17,878 Sq Ft

  97 Pecksland Rd, Greenwich, CT 06831

  Truly unique 19 Acre estate in the heart of mid country! Prepared to be captivated by this custom built masterpiece of design and craftsmanship. Completed in 2009, and offered to the market for the first time since completion, 97 Pecksland has an unrivaled combination of lot size, quality and privacy. Enter through the grand gated entrance and dramatic driveway to the elevated main house on the

  Robert Johnson Brown Harris Stevens CT, LLC

  97 Pecksland Rd, Greenwich, CT 06831
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  /21

  $280,000

  • 2 Beds
  • 1 Bath
  • 875 Sq Ft

  91 Strawberry Hill Ave Unit 636, Stamford, CT 06902

  Make your home in this corner unit offering a bright inviting layout. The generous living area flows into a dedicated dining space, creating an ideal setting for relaxing or entertaining. Large windows frame impressive distant views, giving you a stunning backdrop from nearly every angle. The kitchen features abundant cabinetry and ample counter space. Just off the main living area, a private

  Carmen Soto Keller Williams Prestige Prop.

  91 Strawberry Hill Ave Unit 636, Stamford, CT 06902
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  /27

  $375,000

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

  61 Riverside Ave Unit 14, Stamford, CT 06905

  Spacious 2-bedroom, 2-bath condominium in the desirable River House complex, offering a prime mid-city Stamford location. This second floor unit features sliding glass doors leading to a private balcony with views of the pool below and the Rippowam River, creating a peaceful backdrop. Enjoy the convenience of in-unit washer and dryer, generous room sizes, eat-in kitchen, one assigned parking spot

  Catherine Aaron Berkshire Hathaway NE Prop.

  61 Riverside Ave Unit 14, Stamford, CT 06905
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  /17

  $1,600,000

  • 3 Beds
  • 2.5 Baths
  • 1,940 Sq Ft

  50 Church St Unit 5, Greenwich, CT 06830

  Spectacular and immaculate modern design with an open floor plan. The eat-in kitchen has generous counter space and flows freely to a dining area with an oversized glass window allowing in ample light. The living room hosts a wood-burning fireplace, hardwood floors, and is easily accessible to the center foyer, central air, a large rear yard with a patio and easy access to restaurants, shops,

  Barbara Zaccagnini Coldwell Banker Realty

  50 Church St Unit 5, Greenwich, CT 06830
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  /5

  $1,499,000

  • 9 Beds
  • 4 Baths
  • 3,924 Sq Ft

  1845 Summer St, Stamford, CT 06905

  This corner-lot building at 1845 Summer Street offers four total units in a prime, high-visibility Stamford location. Three units are residential/income-producing, and one unit is currently configured and used as office space, providing valuable mixed-use potential. The property sits on a manageable lot that maximizes street exposure while keeping maintenance efficient for an investor. The roof

  Monica Osorio Realty ONE Group Connect

  1845 Summer St, Stamford, CT 06905
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  /35

  $750,000

  • 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
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  /49

  $3,499,000

  • 5 Beds
  • 4.5 Baths
  • 5,389 Sq Ft

  399 Stanwich Rd, Greenwich, CT 06830

  Set amid scenic beauty, this custom-built Colonial offers over 5,300± square feet of elegant living space across four levels, complete with an indoor swimming pool and a charming guest cottage. Sun-filled formal living and dining rooms showcase soaring ceilings and beautiful natural light, while the kitchen with breakfast room opens to a comfortable family room. The serene primary suite provides

  Leslie McElwreath Sotheby's International Realty

  399 Stanwich Rd, Greenwich, CT 06830
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  /6

  $1,700,000

  • 6 Beds
  • 4.5 Baths
  • 7,600 Sq Ft

  12 Old Mill Ln, Stamford, CT 06902

  Great Opportunity!! Amazing Home waiting for your touch in the Newfield Area, one hour to New York City. Close to major highways, public transportation, golf course. Subject to Bank Approval. Don't let this opportunity pass by.

  Jennifer Ramirez Smart Realty

  12 Old Mill Ln, Stamford, CT 06902
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  /18

  $15,000,000

  • 8 Beds
  • 10.5 Baths
  • 10,171 Sq Ft

  16 Windrose Way, Greenwich, CT 06830

  Waterfront estate in coveted Mead Point, one of a few gated communities in Greenwich, ready for the next chapter. Prominently sited on 2 glorious acres with 225' of shorefront, luxurious pool and expansive open lawns. Amazing privacy with the Windrose Association 5-acre park next door, which has dock with electricity & water. Seven ensuite bedrooms; main floor primary suite. Grand reception hall

  Amanda Miller Houlihan Lawrence

  16 Windrose Way, Greenwich, CT 06830
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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

  Rare Townhouse-Style Maisonette with Private Patio Near Downtown GreenwichA truly rare offering, this beautiful townhouse-style maisonette is one of only eight such units in the entire complex, delivering exceptional privacy and a modern, spacious layout. Ideally located just a short distance from downtown Greenwich Avenue, you’ll enjoy easy access to premier shopping, dining, and

  Elizabeth Eckert William Raveis Real Estate

  84 Putnam Park Unit 84, Greenwich, CT 06830
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  /11

  $499,000 Open Sun 3PM - 4PM

  • 3 Beds
  • 2.5 Baths
  • 1,749 Sq Ft

  19 Stillwater Ave Unit E, Stamford, CT 06902

  Built in 2005 and move-in ready, this townhouse offers an exceptional blend of space, location, and value-with low HOA of just $250/month. This sun-filled 3-bedroom, 2.5-bath end unit spans three levels of well-designed living space. The main level showcases hardwood floors, a spacious open-concept living and dining area with access to a private balcony, and a modern, functional kitchen-perfect

  Elizabeth Vernes Find Real Estate LLC

  19 Stillwater Ave Unit E, Stamford, CT 06902
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  /40

  $3,500,000

  • 6 Beds
  • 7.5 Baths
  • 8,543 Sq Ft

  177 Long Close Rd, Stamford, CT 06902

  Perched high on a scenic knoll off a private road and set on nearly 4 acres of manicured grounds, this timeless estate is a rare opportunity to own one of Westover's most distinguished properties. Showcasing an 8,543 sq ft Georgian brick manor, built in 1989 with masterful attention to quality and detail, this renovated home offers a luxurious lifestyle with warmth and sophistication throughout.

  Anthony Ardino William Raveis Real Estate

  177 Long Close Rd, Stamford, CT 06902
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  /30

  $8,750,000

  • 5 Beds
  • 8 Baths
  • 9,619 Sq Ft

  10 Birch Ln, Greenwich, CT 06830

  Impeccably constructed colonial in Greenwich's Golden Triangle on 1.35 acres with pool bordered by a scenic pond. A double-height foyer leads to the formal living room and library, both with fireplaces. Chef's kitchen adjoins the family room with fireplace, butler's pantry, and formal dining room. French doors open to terrace with heated pool, barbecue and firepit. Mudroom and attached 4-car

  Joseph Barbieri Sotheby's International Realty

  10 Birch Ln, Greenwich, CT 06830
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  /40

  $759,000

  • 4 Beds
  • 2 Baths
  • 1,853 Sq Ft

  78 Warren St, Stamford, CT 06902

  Welcome to Stamford! Voted as one of the best places to live in Connecticut... it's a vibrant city that will not disappoint! Fall love with this beautifully updated home, located in the coveted "Cove" neighborhood. Set up as a magnificent single-family residence...you'll have the ability to convert (or expand) it into a 2 family, due to its current R5 Zone (should you choose). From the vaulted

  Daniel D. Thomas D. Thomas Homes

  78 Warren St, Stamford, CT 06902
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  /11

  $315,000

  • 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
• 

  

  /22

  $399,999

  • 2 Beds
  • 1 Bath
  • 990 Sq Ft

  151 Courtland Ave Unit 6, Stamford, CT 06902

  Move into this Beautiful updated townhouse! the living room has hardwood floors, Up dated eat in kitchen with new stainless steel appliances, sliders leading to patio Upstairs 2 good size bedrooms both with hardwood floors. Updated bath. Close to Shopping and highway. Heat and hot water included in common charges All you need to do is bring your furniture and enjoy living in this great unit.

  Phil Caruso William Pitt Sotheby's Int'l

  151 Courtland Ave Unit 6, Stamford, CT 06902
• 

  

  /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
• 

  

  /7

  $1,200,000

  • Land
  • 0.12 Acre
  • $10,000,000 per Acre

  9 S Water St, Greenwich, CT 06830

  53' x 100' Vacant Lot adjacent to 111 Mill St (offered for sale $3.5m)Potential Development Site Combined

  Robert DiDonato William Raveis Real Estate

  9 S Water St, Greenwich, CT 06830
• 

  

  /18

  $1,100,000

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

  84 Putnam Park, Greenwich, CT 06830

  A truly rare offering, this beautiful townhouse-style maisonette is one of only eight such units in the entire complex, delivering exceptional privacy and a modern, spacious layout. Ideally located just a short distance from downtown Greenwich Avenue, you'll enjoy easy access to premier shopping, dining, and entertainment. Whole Foods is nearby, and award-winning Bruce Park-perfect for outdoor

  Liz Eckert William Raveis Real Estate

  84 Putnam Park, Greenwich, CT 06830

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