Old Greenwich, CT Homes

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  /49

  $6,800,000

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

  21 Calhoun Dr, Greenwich, CT 06831

  Welcome to ''Park Hill'', a stunning English Tudor Revival Manor known as ''The House of Seven Gables''. Updated in 2025, this historic gem nestled in the heart of Greenwich on a 1.81-acre oversized lot, offers privacy & a unique blend of timeless elegance with modern conveniences. Located in the desirable Calhoun Drive Association, this property boasts both beauty & charm. The manor's

  Danielle Claroni Sotheby's International Realty

  21 Calhoun Dr, Greenwich, CT 06831
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  /40

  $1,975 - $2,400 per month

  The Davenport

  Studio-1 Bed

  84 W Park Place, Stamford, CT 06901

  Welcome to The Davenport, "a new classic". Built in 1915 by Robert Francis Adams and J. Hawley Ingalls as a hotel and completely remodeled and converted into luxury apartments by Empire Residential, LLC in 2023. The Davenport is a Stamford historical landmark. The Davenport boasts 27 modern, elegant apartments in the heart of Downtown Stamford. All units are equipped with sleek, modern

  84 W Park Place, Stamford, CT 06901
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  /31

  $1,953,000 Sold Apr 22, 2025

  • 3,254 Sq Ft
  • $600/SF
  • 2 Days On Market

  • 5 Beds
  • 4 Baths
  • Built 1920

  64 Orchard St, Cos Cob, CT 06807

  Welcome to this exquisite 5-bedroom residence in the desirable heart of Cos Cob, offering luxurious living at its finest. This beautifully renovated and expanded home boasts an inviting kitchen and living space, perfect for modern family living and entertaining. Ideally located near schools and scenic parks, it provides the perfect balance of convenience and tranquility. Unwind on your private

  Jessica Sigmund Compass Connecticut, LLC

  64 Orchard St, Cos Cob, CT 06807
• 

  Est $476,429 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,080 Sq Ft

  850 E Main St Unit 208, Stamford, CT 06902

  850 E Main St Unit 208, Stamford, CT 06902
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  /11

  $293,500

  • 1 Bed
  • 1 Bath
  • 815 Sq Ft

  87 Glenbrook Rd Unit 7B, Stamford, CT 06902

  This one bedroom, corner unit offers abundant natural light and privacy. The kitchen is ideal for those who enjoy cooking or entertaining. The modern design and high-end finishes ensure that this space is both functional and stylish. Enjoy tranquility with the new double-pane sliders, and head out from your spacious bedroom or living room to relax on the balcony - ideal for your morning coffee or

  Sally Possidente-Ruiz Coldwell Banker Realty

  87 Glenbrook Rd Unit 7B, Stamford, CT 06902
• 

  

  /23

  $19,000 per month

  • 4 Beds
  • 2 Baths
  • 2,562 Sq Ft
  • House for Rent

  8 Cherry Ln, Old Greenwich, CT 06870

  Adorable short-term rental on the coveted area south of the village, on a private lane only two blocks from all the wonderful Old Greenwich restaurants and shops, the train, Old Greenwich School, the Farmer's Market, and the beach and sailing at Greenwich Point. You can enjoy the outdoors on the very private brick terrace. This three to four bedroom (4th bedroom w/closet could be used as an

  Jackie Hammock Coldwell Banker Realty

  8 Cherry Ln, Old Greenwich, CT 06870
• 

  $556,000 Sold Apr 22, 2025

  • 1,464 Sq Ft
  • $380/SF
  • 19 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1924

  177 Culloden Rd, Stamford, CT 06902

  Welcome to this terrific colonial home in a very convenient location! A classic front entry porch leads to the bright living room with vintage trim and moldings. There is a nice dining room as well and a generously sized kitchen with access to the covered back porch, perfect for outdoor dining. On the second floor, there are three bedrooms with hardwood floors, as well as a full bath. A large

  Kevin Quick William Pitt Sotheby's Int'l

  177 Culloden Rd, Stamford, CT 06902
• 

  Est $554,398 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,359 Sq Ft

  850 E Main St Unit 203, Stamford, CT 06902

  850 E Main St Unit 203, Stamford, CT 06902
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  /40

  $1,250,000

  • 2 Beds
  • 2.5 Baths
  • 1,550 Sq Ft

  77 Havemeyer Ln Unit 416, Stamford, CT 06902

  Spectacular, sun-drenched corner unit in multi-award winning gated development Palmer Hill....This rare beautiful 2-bedroom, den offers 2 terraces, gourmet kitchen and marble bathrooms....living room boasts floor to ceiling windows and French doors to expansive terrace.....This Dogwood Model has been professionally decorated and updated. Enter to the building from a beautifully landscaped

  Maria Stevens Berkshire Hathaway NE Prop.

  77 Havemeyer Ln Unit 416, Stamford, CT 06902
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  /37

  $2,350 - $2,500 per month

  504 Glenbrook

  1 Bed

  504-508 Glenbrook Rd, Stamford, CT 06906

  Convenient, connected, and with amenities that include top of the line appliances, oversized windows, polished concrete floors, resident rooftop deck, fitness center, community room, theatre room, and in-unit washer and dryer. This elevator building has parking available, is steps to metro north, and is pet friendly.

  504-508 Glenbrook Rd, Stamford, CT 06906
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  /2

  $1,775,000 Sold Apr 22, 2025

  • 2,396 Sq Ft
  • $741/SF
  • 63 Days On Market

  • 3 Beds
  • 4 Baths
  • Built 1976

  16 Georgetowne N Unit 16, Greenwich, CT 06831

  FEES: HOA & SPECIAL DISTRICT TAX $996/mo + $8,893/yr GREENWICH TAXES. Please note Zillow Payment Calculator is incorrect, taxes are NOT $33,000/yr, can be verified by listing agent. Conveniently located minutes from Greenwich Ave., this 3 bed, 3.5 bath townhouse is pure sophistication in every corner. Stunning gourmet Deane kitchen w/ deluxe Wolf appliances, steam oven, induction stove, Sub-Zero

  Holly Debartolo Compass Connecticut, LLC

  16 Georgetowne N Unit 16, Greenwich, CT 06831
• 

  Est $627,165 Not Listed For Sale

  • 8 Beds
  • 8 Baths
  • 3,648 Sq Ft

  26 Alden St Unit A, Stamford, CT 06902

  26 Alden St Unit A, Stamford, CT 06902
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  /24

  $9,950,000

  • 6 Beds
  • 8 Baths
  • 8,896 Sq Ft

  35 Club Rd, Riverside, CT 06878

  Sought after Riverside location showcases a stunning six-bedroom Colonial built by Sound Beach Partners with pool, porches, outdoor fireplace and grill on beautifully manicured .71 acres with private yard dotted with sequentially flowering trees. Offers easy access to trains, schools, water and Yacht Club. This pristine home exudes classic elegance with superb architectural details, wood floors,

  Andrew Smith Houlihan Lawrence

  35 Club Rd, Riverside, CT 06878
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  /12

  $1,975 per month

  • 1 Bath
  • 563 Sq Ft
  • Condo for Rent

  30 Glenbrook Rd Unit 10C, Stamford, CT 06902

  Spectacular views of the Long Island Sound from this 10th floor spacious studio in a fabulous building, conveniently located close to shops, restaurants, movie theaters, beaches, train and I95 for an easy commute! Eat in kitchen, great closet space...laundry room on each floor...reserved parking space. This one has it all!

  Roberta Jurik BHHS New England Properties

  30 Glenbrook Rd Unit 10C, Stamford, CT 06902
• 

  $665,000 Sold Apr 22, 2025

  • 2,048 Sq Ft
  • $325/SF
  • 46 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1920

  564 Fairfield Ave, Stamford, CT 06902

  This house is a 4 BR 3 Bath Two Family with hardwood floors, 1st floor has Living Room with stone fireplace and nice view overlooking Greenwich golf course. 2BRs 1 Bath each unit with separate utilities. Second floor - same tenant for past 20 years - month to month lease. 2 Car detached garage plus additional parking. Covered front porch. Full unfinished basement with washer & dryer. Gas Heat &

  Silvana Orsaia BHGRE Shore & Country

  564 Fairfield Ave, Stamford, CT 06902
• 

  Est $484,309 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,372 Sq Ft

  177 West Ave Unit 4, Stamford, CT 06902

  177 West Ave Unit 4, Stamford, CT 06902
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  /40

  $27,950,000

  • 8 Beds
  • 12 Baths
  • 13,428 Sq Ft

  45 Binney Ln, Old Greenwich, CT 06870

  This unparalleled custom-built modern waterfront estate, winner of 2021 HOBI-award, is a true oasis with 300'+ water frontage, pool, guest house, boat house, spa, expansive terraces integrated with gardens and deep water pier. Joeb Moore + Partners, Arthur Dunnam for Jed Johnson Studio, Reed Hilderbrand & Prutting Custom Builders collaborated on this spectacular LEED certified 13,428 sf compound

  Ellen Mosher Houlihan Lawrence

  45 Binney Ln, Old Greenwich, CT 06870
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  /28

  $2,637 - $6,560 per month

  Sofi At 50 Forest

  1-3 Beds

  50 Forest St, Stamford, CT 06901

  Sofi at 50 Forest is a new living space in the heart of the Stamford—where bars and shopping converge with pubs and restaurants, where sushi meets tacos, and music collides with performing arts. Oh yeah, and we're right off the I-95. From Stamford Town Center and the Avon Theatre to The Palace and Cove Island Park, there is always fun to explore the community surrounding our Stamford

  50 Forest St, Stamford, CT 06901
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  /40

  $4,000,000 Sold Apr 22, 2025

  • 7,500 Sq Ft
  • $533/SF
  • 216 Days On Market

  • 5 Beds
  • 6 Baths
  • Built 2022

  49 Indian Mill Rd, Cos Cob, CT 06807

  Gorgeous midcountry property, recently custom built located at the end of a private cul-de-sac with its own private entrance to the Mianus River trails. This 5 bedroom home sits on over 2 private acres with a possible pool site. The glass entry opens to a formal dining and living room with wine closet and gas fireplace. Stunning modern gourmet kitchen with breakfast area flows seamlessly into a

  Graham Gyesky Greenwich Realty Group LLC

  49 Indian Mill Rd, Cos Cob, CT 06807
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  /10

  Est $3,639,489 Not Listed For Sale

  • 4 Beds

  3 Juniper Hill Rd, Greenwich, CT 06830

  3 Juniper Hill Rd, Greenwich, CT 06830
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  /37

  $5,500,000

  • 5 Beds
  • 6 Baths
  • 5,012 Sq Ft

  50 North St, Greenwich, CT 06830

  Nestled in the heart of Greenwich, this romantic 1905 Victorian home sits on an oversized .94 acre flat lot with mature trees. High ceilings, expansive rooms & private terraces exude timeless elegance. This spacious home features 5 bedrooms, 5 1/2 bathrooms & two-car garage with port cochere. The sports court, pool, & spacious pool house welcome you home for a relaxing day. Enjoy your front

  Danielle Claroni Sotheby's International Realty

  50 North St, Greenwich, CT 06830
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  /26

  $10,000 per month

  • 4 Beds
  • 3 Baths
  • 2,473 Sq Ft
  • House for Rent

  19 Bayside Terrace, Riverside, CT 06878

  This 4-bedroom, 2.5-bath home is located on a quiet cul-de-sac in Riverside, CT. It features a functional layout with an open living and dining area, a kitchen with updated appliances, and a primary suite with a private bath. Additional highlights include a private backyard, attached garage, laundry room and proximity to parks, schools, and the train station.

  Christopher Conetta Houlihan Lawrence

  19 Bayside Terrace, Riverside, CT 06878
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  /15

  $375,000 Sold Apr 21, 2025

  • 665 Sq Ft
  • $564/SF
  • 6 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 1975

  1535 E Putnam Ave Unit 204, Old Greenwich, CT 06870

  Welcome to 1535 East Putnam Ave in Old Greenwich! This charming 1-bedroom, 1-bathroom condo offers 665 sq ft of comfortable living space with low taxes and hot water included in the HOA. Conveniently located near public transportation and just minutes from Stamford, this well-maintained building features an elevator, on-site laundry, and easy access to shopping, dining, and the nearby Hyatt

  Michael Spindler RE/MAX RIGHT CHOICE

  1535 E Putnam Ave Unit 204, Old Greenwich, CT 06870
• 

  Est $692,803 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 1,680 Sq Ft

  87 Bridge St, Stamford, CT 06905

  87 Bridge St, Stamford, CT 06905
• 

  

  /29

  $1,099,999

  • 4 Beds
  • 2.5 Baths
  • 2,176 Sq Ft

  56 Leonard St, Stamford, CT 06906

  Welcome to 56 Leonard St, a well-maintained two family plus in law property in the desirable Belltown neighborhood. This investment opportunity features a 3-bedroom unit (rent: $3,400/month), and two 1-bedroom units (currently rented at $2,000 and $2,100/month). The property offers: Total Living Area: 3642 sq ft., Lot Size: 10,018 sq ft, Year Built: 1923. Separate utilities for each unit.

  Michelle Lorenzetti Premier Re Group LLC

  56 Leonard St, Stamford, CT 06906
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  /35

  $2,384 - $7,385 per month

  Atlantic Station West

  Studio-2 Beds

  405 Atlantic St, Stamford, CT 06901

  Tucked in the heart of Stamford and central to everything you need, Atlantic Station is your highly-connected, well-appointed, next-level place to live. This is luxury designed with you in mind. Enjoy private, intimate spaces in the outdoor terraces. Unwind. Take in the sweeping views of both the city skyline and Long Island Sound. Stroll a few blocks to the train or the citys best venues,

  405 Atlantic St, Stamford, CT 06901
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  /13

  $615,000 Sold Apr 21, 2025

  • 1,000 Sq Ft
  • $615/SF
  • 17 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1975

  102 Valley Rd Unit 23, Cos Cob, CT 06807

  Don't miss this charming condo in the Portal Rock Complex. Convenient living which includes newly updated kitchen and baths. This two bedroom unit has a large side terrace with ample space as well as a pull down for storage. New hot water heater. Includes one assigned parking space and plenty of guest parking.

  Emily Klaeboe Compass Connecticut, LLC

  102 Valley Rd Unit 23, Cos Cob, CT 06807
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  /46

  Not Listed For Sale

  • 5 Beds
  • 5 Baths
  • 4,529 Sq Ft

  340 Valley Rd Unit 7, Cos Cob, CT 06807

  340 Valley Rd Unit 7, Cos Cob, CT 06807
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  /31

  $5,250,000

  • 6 Beds
  • 7 Baths
  • 6,469 Sq Ft

  5 Spring St, Riverside, CT 06878

  Welcome to 5 Spring Street, a distinguished 6 bedroom, 5.2 bath English Cotswold in Riverside. This grand estate blends modern elegance with sophistication on a double, expansive lot, emphasizing privacy & tranquility with room for expansion. Upon entering, a gracious foyer sets the tone for the thoughtfully expanded home. The main level features a chef's kitchen, renovated in 2020, perfect for

  Lindsay Sheehy Compass Connecticut, LLC

  5 Spring St, Riverside, CT 06878
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  /14

  $7,000 per month

  • 1 Bed
  • 2 Baths
  • 990 Sq Ft
  • Condo for Rent

  63 Church St Unit 2L, Greenwich, CT 06830

  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, wide-plank oak floors, and designer finishes. The gourmet

  Mike Parelli Mike Parelli Real Estate LLC

  63 Church St Unit 2L, Greenwich, CT 06830
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  /16

  $4,900,000 Sold Apr 21, 2025

  • 3,000 Sq Ft
  • $1633/SF
  • 10 Days On Market

  • 4 Beds
  • 4 Baths
  • Built 1972

  680 Steamboat Rd Unit 8, Greenwich, CT 06830

  Gorgeous waterfront setting on Long Island Sound with western sunsets overlooking the Harbor and southern views looking towards Long Island. Easy one floor living in this 3-4 bedroom exquisite penthouse co-op with wrap around terrace overlooking LIS. The spectacular sunlit interior has high ceilings, expansive waterfront windows on 3 sides and an open floor plan. Beautiful Living room w FP,

  B.K. Bates Houlihan Lawrence

  680 Steamboat Rd Unit 8, Greenwich, CT 06830
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  /29

  Not Listed For Sale

  • 4 Beds
  • 5 Baths
  • 2,905 Sq Ft

  15 Taylor Dr, Cos Cob, CT 06807

  15 Taylor Dr, Cos Cob, CT 06807
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  /9

  $650,000

  • 1 Bed
  • 1 Bath
  • 1,069 Sq Ft

  9 River Rd Unit 408, Cos Cob, CT 06807

  Welcome to Palmer Point! A waterfront condominium community with spectacular water views only half a mile from Cos Cob train station. This one bedroom with a den unit features a large living room with a gas fireplace and sliding glass door to a private serene balcony. Enjoy the convenience of an in-unit washer/dryer, covered assigned parking in a gated garage, ample visitor parking and private

  Wende Foreman William Pitt Sotheby's Int'l

  9 River Rd Unit 408, Cos Cob, CT 06807
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  /27

  $2,100 - $2,300 per month

  Southwood Square

  1-2 Beds

  14 Southwood Dr, Stamford, CT 06902

  Never has Stamford living been so ideal! Southwood Square offers you the luxurious conveniences of living in the city PLUS all the comforts you only find in the suburbs. Our professionally designed garden-style residences and private entry townhomes will satisfy your every need. You will marvel at how easy your life will be at Southwood Square. Take advantage of our suburban comforts like free

  14 Southwood Dr, Stamford, CT 06902
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  /21

  $785,000 Sold Apr 21, 2025

  • 2,398 Sq Ft
  • $327/SF
  • 23 Days On Market

  • 2 Beds
  • 4 Baths
  • Built 2005

  39 Maple Tree Ave Unit 16, Stamford, CT 06906

  Move right in to this spacious townhome, conveniently located in a quiet pocket of Stamford, right near the Darien border. Newly updated kitchen with Carrara porcelain tile and new stainless steel appliances. Built in 2005, this freshly painted, four-floor unit has hardwood floors, updated appliances, an attached garage and tons of storage. The primary suite features a large walk-in closet and a

  Stacey Delikat Houlihan Lawrence

  39 Maple Tree Ave Unit 16, Stamford, CT 06906
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  /37

  Not Listed For Sale

  • 5 Beds
  • 5 Baths
  • 5,637 Sq Ft

  82 Birch Ln, Greenwich, CT 06830

  82 Birch Ln, Greenwich, CT 06830
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  /28

  $475,000

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

  217 Bridge St Unit A3, Stamford, CT 06905

  A rare mid-city Stamford condo offering the perfect blend of space, location, and lifestyle. With over 1,800 sq ft of usable space, this home features 1,225 sq ft of living area plus a fully finished 613 sq ft half-basement, ideal for a home gym, office, or extra room. Enjoy a primary bedroom with peaceful golf course views and a walk-in closet. The bright kitchen faces the side yard, and there

  Holly Hurd Houlihan Lawrence

  217 Bridge St Unit A3, Stamford, CT 06905
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  /25

  $5,500 per month

  • 4 Beds
  • 2.5 Baths
  • 2,240 Sq Ft
  • House for Rent

  184 W North St, Stamford, CT 06905

  Come see your new home!!!! This Spacious & Bright Colonial home beautifully set along the fairway of E. Gaynor Brennan golf course in popular Hubbard Heights neighborhood! Features include: Open Airy Flow, Sun-filled Kitchen-Great Room Combo with Sliders to Deck overlooking the golf course, Gleaming Hardwood Flooring, Large formal living and dining rooms, Generous bedrooms, including a sizable

  Maxwell Erni The Bridge Realty Inc

  184 W North St, Stamford, CT 06905
• 

  $1,359,000 Sold Apr 21, 2025

  • 3,420 Sq Ft
  • $397/SF
  • 35 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1927

  222 Hubbard Ave, Stamford, CT 06905

  Nestled in the prestigious and historic Hubbard Heights neighborhood, this classic New England Colonial seamlessly blends timeless elegance with modern smart home upgrades. The state of the art chef's kitchen is flooded with natural light and features a spacious center island, top of the line appliances, a coffee bar, vaulted ceilings, and sliders leading to an oversized deck overlooking the

  Max Dober Keller Williams Prestige Prop.

  222 Hubbard Ave, Stamford, CT 06905
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  /6

  Not Listed For Sale

  • 2 Beds
  • 4 Baths
  • 2,172 Sq Ft

  69 Riverdale Ave Unit 302, Greenwich, CT 06831

  69 Riverdale Ave Unit 302, Greenwich, CT 06831

Showing Results 401 - 440, Page 11 of 18