Old Greenwich, CT Homes for Sale with Parking

• 

  

  

  /20

  $1,495,000

  • 4 Beds
  • 3 Baths
  • 2,259 Sq Ft

  52 Center Dr, Old Greenwich, CT 06870

  There is more than meets the eye in this sweet colonial on oversized lot in R7 zone. A prior expansion creates flexible space on the first floor. A spacious living room with fireplace is flanked by an office/playroom, ample formal dining room and a first floor primary bedroom with full bath which can alternately be used as a family room. Archways lend a special charm to the formal rooms.

  Lisa DeFonce Houlihan Lawrence

  52 Center Dr, Old Greenwich, CT 06870
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  /33

  $1,250,000

  • 2 Beds
  • 2.5 Baths
  • 1,611 Sq Ft

  147 Holly Hill Ln Unit 2, Greenwich, CT 06830

  This sun-filled condo features an open-plan first level with a spacious living room with fireplace, dining area and kitchen with stainless steel appliances. A first floor powder room is perfect for visitors. The second level has a large primary bedroom with two closets (one walk-in) and bathroom with shower and bathtub. Second bedroom has an ensuite bathroom with tub/shower combo. Enjoy your

  Roseann Benedict Compass Connecticut, LLC

  147 Holly Hill Ln Unit 2, Greenwich, CT 06830
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  /51

  $11,400,000

  • 8 Beds
  • 10 Baths
  • 10,935 Sq Ft

  151 Old Church Rd, Greenwich, CT 06830

  ''Oak Castle Farm'', an extraordinary 7-bedroom turn-of-the-century English-style granite and shingle home, masterfully renovated and expanded under the supervision of noted architect, Alisberg Parker. Stunning 2014 transition incorporates relaxed grandeur with all modern-day luxuries. Exquisite detail, quality and scale with high ceilings throughout. Spectacular landscape and manicured grounds

  John McAtee Coldwell Banker Realty

  151 Old Church Rd, Greenwich, CT 06830
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  /26

  $9,999,999

  • 1,611 Sq Ft

  147 Holly Hill Ln, Greenwich, CT 06830

  Prime opportunity to acquire a turn-key investment property featuring 9 duplex-style townhomes nestled in a well-maintained, established community. Each spacious unit offers 2 bedrooms, 2 full bathrooms, plus a convenient powder room on the main level, with thoughtfully designed interiors that include a bright living room with gas fireplace, dedicated dining area, and a charming wrap-around front

  Dena Zarra Compass Connecticut, LLC

  147 Holly Hill Ln, Greenwich, CT 06830
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  /40

  $5,495,000

  • 6 Beds
  • 5.5 Baths
  • 6,543 Sq Ft

  86 Wallacks Dr, Stamford, CT 06902

  Prestigious Waterfront Estate at Wallack's Point Experience the pinnacle of coastal luxury with this once-in-a-lifetime opportunity to own 1.46 acres of DIRECT Long Island Sound frontage in the gated enclave of Wallack's Point. With sweeping, unobstructed water views and nightly sunsets that feel like art, this premier waterfront property is among the most coveted on the Connecticut shoreline.

  Carla Kupiec William Raveis Real Estate

  86 Wallacks Dr, Stamford, CT 06902
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  /38

  $2,175,000

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

  39 Riverside Ave, Riverside, CT 06878

  This light and bright 5BR, 4.1BA Colonial, renovated to the studs in 2021, features modern conveniences with original charm. The open floor plan offers a gourmet kitchen with quartz/marble countertops, new luxury baths, a woodburning fireplace, built-ins, convenient laundry/mudroom, and a finished 3rd floor with office, bedroom and full bath. Finished lower level (additional 365+ sf) with

  Gloria Gimenez-Ferrer BHHS New England Properties

  39 Riverside Ave, Riverside, CT 06878
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  /14

  $190,000

  • 1 Bed
  • 1 Bath
  • 740 Sq Ft

  80 Strawberry Hill Ave Unit 3, Stamford, CT 06902

  Welcome to Hampshire House. Rare opportunity came up on the market. Absolutely gem unit. Great one BR, opened kitchen. Hardwood floors throughout unit. Beautiful completely remodeled bathroom with the marble floor and a new tub. Washer and dryer in unit. These two items make it marvelously convenient living. Lots of windows and light. Truly the most inexpensive way to live in an expensive area.

  Anna Halynski William Raveis Real Estate

  80 Strawberry Hill Ave Unit 3, Stamford, CT 06902
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  /50

  $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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  /42

  $27,950,000

  • 8 Beds
  • 11.5 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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  /44

  $6,750,000

  • 5 Beds
  • 9 Baths
  • 9,974 Sq Ft

  386 North St, Greenwich, CT 06830

  This 9,974 sq. ft. estate, nestled in 2.3 acres of pristine, park-like grounds, epitomizes understated luxury. A handcrafted brick facade and hand-split shingle roof frame interiors adorned with rare materials and custom millwork. A grand, 2-story foyer leads to a formal area designed for refined entertaining. The luxury primary suite provides a serene retreat with a double private office and a

  Stephen Archino Sotheby's International Realty

  386 North St, Greenwich, CT 06830
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  /18

  $11,000,000

  • 8 Beds
  • 7 Baths
  • 8,751 Sq Ft

  111 Byram Shore Rd, Greenwich, CT 06830

  Experience panoramic views from this 1.5-acre waterfront estate. The views stretch across the Long Island Sound from Greenwich to Oyster Bay, allowing you to enjoy both sunrises and sunsets over the water- all in complete privacy from neighboring properties. This one-of-a-kind distinctive contemporary offers a truly unique blend of cutting-edge modern design and historic charm, complete with

  Julie Church Houlihan Lawrence

  111 Byram Shore Rd, Greenwich, CT 06830
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  /13

  $1,995,000

  • 4 Beds
  • 1.5 Baths

  33 Parsonage Rd, Greenwich, CT 06830

  Beautiful property, on a desirable road, in the heart of Greenwich. Conveniently located close to schools and downtown. Move in, renovate, or build your dream home!*newly subdivided lot, assessment and taxes determined at time of sale.

  Bryan Tunney Brown Harris Stevens CT, LLC

  33 Parsonage Rd, Greenwich, CT 06830
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  /11

  $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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  /63

  $43,000,000

  • 6 Beds
  • 11 Baths
  • 11,500 Sq Ft

  579 Indian Field Rd, Greenwich, CT 06830

  This stunning 2.72 acre waterfront property in Mead Point has panoramic South and Easterly views across the Sound to Long Island, New York and to Tods Point and Riverside. Enjoy sunrises from almost every room in this custom-built stone and shingle colonial. The current owners intention to preserve the original house, was not possible, and they built new with the goal of retaining old world

  Heather Platt Sotheby's International Realty

  579 Indian Field Rd, Greenwich, CT 06830
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  /9

  $11,900,000

  • 6 Beds
  • 9 Baths
  • 9,836 Sq Ft

  32 Pheasant Ln, Greenwich, CT 06830

  Welcome to 32 Pheasant Lane, a stunning completely rebuilt and expanded modern Colonial on one of Greenwich's most coveted streets. This exceptional 6 bedroom, 7.2 bath home offers over 9800 square feet of luxurious finished living space on 4 levels. An expansive front porch invites you inside where you will discover an open, airy floor plan with 10ft ceilings and custom details. White oak floors

  Maria Crowley Houlihan Lawrence

  32 Pheasant Ln, Greenwich, CT 06830
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  /75

  $13,750,000

  • 6 Beds
  • 8 Baths
  • 9,418 Sq Ft

  52 Carriglea Dr, Riverside, CT 06878

  Experience unparalleled luxury in this extraordinary custom-built Riverside waterfront residence. Nestled on 1.45 acres with 9,418 square feet of living space, this exceptional home, designed by acclaimed architect Cormac Byrne, boasts a seamless open-concept layout that promotes effortless flow throughout. Soaring ceilings and expansive windows flood the interiors with natural light,

  Stephen Archino Sotheby's International Realty

  52 Carriglea Dr, Riverside, CT 06878
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  /20

  $1,995,000

  • 4 Beds
  • 3 Baths
  • 3,284 Sq Ft

  297 Cognewaugh Rd, Cos Cob, CT 06807

  Nestled within the serene beauty of Greenwich's sought-after Cos Cob community, this elegant property is set on two private, wooded acres. This refined 4-bedroom, 3-bathroom residence spans over 3,200 square feet of meticulously designed living space, perfect for the discerning buyer.Exquisite hardwood floors, sunlit interiors, and architectural details create an atmosphere of understated

  Mark Pruner Compass Connecticut, LLC

  297 Cognewaugh Rd, Cos Cob, CT 06807
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  /31

  $8,950,000

  • 6 Beds
  • 5.5 Baths
  • 5,040 Sq Ft

  33 Meadow Wood Dr, Greenwich, CT 06830

  In the gated Quarry Farm neighborhood of the enchanting Belle Haven Association with 24hr security, this property offers a unique opportunity to renovate or build new, 16,000+ sq ft waterfront home. Overlooking Byram Harbor and Long Island Sound, the current 6-bedroom house sits on 2.78 acres with a pool, adjacent to a 1.09-acre protected lot. Once a quarry and later acquired as part of the

  Joseph Barbieri Sotheby's International Realty

  33 Meadow Wood Dr, Greenwich, CT 06830
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  /69

  $2,730,000

  • 4 Beds
  • 4.5 Baths
  • 3,826 Sq Ft

  681 River Rd, Cos Cob, CT 06807

  Timeless , this architecturally designed contemporary home blends soaring vaulted ceilings with panoramic views, creating a seamless connection to the outdoors. Thoughtfully sited on 2.32 peaceful, private acres, the home embraces natural light as the seasons change, all while remaining minutes from every convenience possible.The open-concept floor plan is ideal for both grand entertaining

  Paula Waldman BHHS New England Properties

  681 River Rd, Cos Cob, CT 06807
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  /23

  $33,000,000

  • 8 Beds
  • 14 Baths
  • 18,954 Sq Ft

  555 Lake Ave, Greenwich, CT 06830

  Overlooking 8+park-like acres, this majestic brick Georgian was transformed to blend top of the line appointments with a rich array of custom detailing. Crowned by a 3-story chandelier, the impressive reception hall with Wenge walnut parquetry floor opens to a formal Dining Room with fireplace and elegant Living Room with fireplace and custom bar. Distinguished two-story English mahogany library

  Leslie McElwreath Sotheby's International Realty

  555 Lake Ave, Greenwich, CT 06830
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  /53

  $1,595,000

  • 4 Beds
  • 2.5 Baths
  • 3,827 Sq Ft

  24 Rippowam Rd, Cos Cob, CT 06807

  This newly and tastefully renovated sun-filled home offers a modern open-concept design with large windows and an abundance of natural light throughout. Featuring 4 spacious bedrooms, 2 1/2 baths and a beautiful brick fireplace with approximately 3,827 sq. ft. including the 1,033 sq. ft. (per Realty Plans) in the lower-level playroom, this truly turnkey home is ready for immediate occupancy.

  Stephen Archino Sotheby's International Realty

  24 Rippowam Rd, Cos Cob, CT 06807
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  /13

  $4,350,000

  • 5 Beds
  • 4.5 Baths
  • 3,858 Sq Ft

  121 Round Hill Rd, Greenwich, CT 06831

  This home was built with great bones and is now ready for a full renovation. OR, take it down and build new - see photos. Gorgeous 2.3 acres combine with a premier Round Hill Rd. address! The topography of 121 Round Hill Road offers uncommon long vistas from all floors with a unique blend of openness and privacy. Irrigated, manicured lawns, plantings, old stonewalls, and natural areas provide a

  Sabine Schoenberg Primesites, Inc.

  121 Round Hill Rd, Greenwich, CT 06831
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  /27

  $3,295,000

  • 4 Beds
  • 4.5 Baths
  • 5,436 Sq Ft

  1 Home Place Unit B, Greenwich, CT 06830

  INVESTORS OPPORTUNITY! Tenant in place until 07/26, $15,500 monthly. Whispering Pond - Where Lifestyle is Everything. Experience year-round serenity near Bruce Park in this exquisite residence designed to feel like a single-family home. Spanning over (+-) 6,000 sq. ft., its open floor plan is ideal for entertaining, featuring French oak hardwood floors and a gourmet Porcelanosa kitchen with

  Ira Tamigian Douglas Elliman of Connecticut

  1 Home Place Unit B, Greenwich, CT 06830
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  /16

  $3,295,000

  • 4 Beds
  • 4.5 Baths
  • 5,954 Sq Ft

  1 Home Place Unit A, Greenwich, CT 06830

  INVESTORS OPPORTUNITY! Tenant in place until 12/25, $15,000 monthly. Whispering Pond - Where Lifestyle is Everything. Experience year-round serenity near Bruce Park in this exquisite residence designed to feel like a single-family home. Spanning over (+-)6,000 sq. ft., its open floor plan is ideal for entertaining, featuring French oak hardwood floors and a gourmet Porcelanosa kitchen with custom

  Steven Magnuson Douglas Elliman of Connecticut

  1 Home Place Unit A, Greenwich, CT 06830
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  /23

  $4,350,000

  • 6 Beds
  • 4.5 Baths
  • 4,958 Sq Ft

  121 Round Hill Rd, Greenwich, CT 06831

  Rare find - property on one of Greenwich' estate roads, Round Hill Rd. Oversized, private property, pool, stable, with a perfect blend of tranquil, manicured and natural landscapes. Enjoy your morning coffee gazing across beautiful east-facing rear vistas.Move right into this 5 bedroom 4 1/2 bath home, featuring upgrades like generator, irrigation, and largely new windows. Create your

  Sabine Schoenberg PrimeSites, Inc.

  121 Round Hill Rd, Greenwich, CT 06831
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  /11

  $375,000

  • 2 Beds
  • 1.5 Baths
  • 1,239 Sq Ft

  300 Seaside Ave Unit 1E, Stamford, CT 06902

  Sunny, immaculate & spacious corner unit condo in popular Cove neighborhood at the Nearwater! featuring engineered hardwood floors throughout, kitchen with bright white appliances and a sun drenched living/dining room with sliders to french balcony. Two large bedrooms each with sliders to french balcony and generous closet space. Renovated full bathroom. Full size washer and dryer in unit. Move

  Patrick Conetta Urban Connections Realty

  300 Seaside Ave Unit 1E, Stamford, CT 06902
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  /49

  $6,395,000

  • 7 Beds
  • 8 Baths
  • 8,068 Sq Ft

  2 Winding Ln, Greenwich, CT 06831

  LOCATION, LOCATION LOCATION Set back on 2 private acres very close to town & landscaped to perfection, this exquisite property with over sized salt water pool, tennis court, children's playground, exquisite gardens & entertaining terraces offer today's buyers the perfect lifestyle. 8000+sq.ft. brick residence w/ new slate composite roof features 6 bdrms/6 bths, private office., lg light filled

  Helene Barre Sotheby's International Realty

  2 Winding Ln, Greenwich, CT 06831
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  /34

  $6,590,000

  • 4 Beds
  • 4.5 Baths
  • 5,372 Sq Ft

  1 Home Place Unit A / B, Greenwich, CT 06830

  INVESTORS OPPORTUNITY! TWO UNITS COMBINED. Incredible opportunity for the saavy investor; Unit A leased until 12/25, $15,000/mth. Unit B is $15,500/mth until 7/26. Both units are mirror images of each other, with some differences in fixtures and colors. Listing details are for 1 unit. Spanning over 10,000 sq ft combined, featuring French oak hardwood floors and a gourmet Porcelanosa kitchen with

  Steven Magnuson Douglas Elliman of Connecticut

  1 Home Place Unit A / B, Greenwich, CT 06830
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  /35

  $799,900

  • 4 Beds
  • 2 Baths
  • 1,620 Sq Ft

  17 Alden St, Stamford, CT 06902

  West Side Charmer - This well maintained 2 family home will impress buyers the moment you drive by. Great curb appeal from the manicured fenced-in property, private patio and beautiful artisan stone wall that shows pride ownership by current owner. Each floor features a spacious eat-in kitchen, living room, two bedrooms and 1 bath. First floor tenant is currently using the partially finished

  Antoinette Mallozzi William Raveis Real Estate

  17 Alden St, Stamford, CT 06902
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  /19

  $2,799,000

  • 5 Beds
  • 5.5 Baths
  • 4,525 Sq Ft

  32 Jeffrey Rd, Greenwich, CT 06830

  A hidden gem close to town, updated and at the end of a cul-de-sac on a great quiet street, this beautiful 4,525-square-ft home on 1 acre offers a perfect blend of tranquility and convenience, located just minutes from town, the property boasts offices, 5 bedrooms, 5.5 baths, creating flexible layout, a perfect lifestyle for today's owner. Perfect for working from home or pursuing your passions.

  Lin Lavery Coldwell Banker Realty

  32 Jeffrey Rd, Greenwich, CT 06830
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  /40

  $2,200,000

  • 5 Beds
  • 7.5 Baths
  • 6,354 Sq Ft

  25 Cogswell Ln, Stamford, CT 06902

  This stunning 5-bedroom, 7.5 bath brick contemporary blends timeless elegance with modern sophistication. From the grand foyer, showcasing skylights and a limestone feature wall, to the living room with a quartzite fireplace and cathedral ceiling, every space in this home is designed for both beauty and function. The formal dining room, features a large bay window, offering picturesque views. The

  Jim Caldarone William Pitt Sotheby's Int'l

  25 Cogswell Ln, Stamford, CT 06902
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  /37

  $4,275,000

  • 5 Beds
  • 7.5 Baths
  • 6,725 Sq Ft

  490 North St, Greenwich, CT 06830

  Rare opportunity to own a 200 year old Barn on one mid-country acre, designed in the 70's by renowned architect Charles Gwathmey. Owners updated it to add additional bedrooms and seamlessly connect indoor and outdoor spaces offering year-round entertainment. Main entrance opens to an expansive 30 X 35' Great room filled with natural light, original beams, and impressive fireplace. A generous

  Spencer Sodokoff Houlihan Lawrence

  490 North St, Greenwich, CT 06830
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  /40

  $4,995,000

  • 5 Beds
  • 5.5 Baths
  • 4,286 Sq Ft

  29 Lockwood Dr, Old Greenwich, CT 06870

  Stylish five-bedroom Contemporary provides a modern oasis with stunning pool, Ipe wood decks and secluded backyard on a quiet drive south of the village near shops, trains, school and beach. Striking architectural details ranging from maple wood floors, glass stair railings on three levels, high ceilings, expansive windows, sliding doors and skylights enhance 4,286 sq. ft. interior. Boasts sleek

  Julie Lowe Houlihan Lawrence

  29 Lockwood Dr, Old Greenwich, CT 06870
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  /40

  $1,075,000

  • 4 Beds
  • 2 Baths
  • 4,672 Sq Ft

  49 Plymouth Rd, Stamford, CT 06906

  GLENBROOK INVESTORS, TAKE NOTICE! This fully occupied, two-family home is primed for its next owner! Currently rented at market-value rates, this four-story property delivers strong cash flow now, with incredible potential for future growth. Both units are beautifully renovated 2-bedroom, 1-bath apartments featuring spacious layouts that live much larger. Each includes an additional den/office,

  Michael A Tarallo Giner Real Estate

  49 Plymouth Rd, Stamford, CT 06906
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  /10

  $7,995,000

  • 8 Beds
  • 11.5 Baths
  • 10,646 Sq Ft

  68 Dearfield Dr, Greenwich, CT 06831

  Perched high on a hill in downtown Greenwich, 66 Dearfield is unparalleled in its grandeur with 10,646 square feet of luxury living spanning 4 floors. Close to Greenwich Library, Greenwich Avenue, the train and all downtown amenities. This exquisite colonial boasts stone chimneys with extra height ceilings on each floor. Upon entry, the 2 story foyer nestled between the living room and dining

  Nina Frandson BHHS New England Properties

  68 Dearfield Dr, Greenwich, CT 06831
• 

  

  /23

  $475,000

  • 3 Beds
  • 1 Bath
  • 912 Sq Ft

  56 Bradley Place, Stamford, CT 06905

  Attention Visionaries!! Small but Cozy 3 Bedroom & 1 Bath Ranch located in one of the best neighborhoods in Stamford. Lots of potential for adding square footage to this jewel. A MUST SEE !!

  Juan Garcia Sunbelt Sales & Development

  56 Bradley Place, Stamford, CT 06905
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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
• 

  

  /38

  $5,995,000

  • 6 Beds
  • 7 Baths
  • 6,673 Sq Ft

  7 Jones Park Dr, Riverside, CT 06878

  Nestled on a beloved tree-lined cul-de-sac, this custom-built residence perfectly blends a traditional coastal Connecticut shingle style with a sun-filled, modern open-plan interior all just steps from Riverside Yacht Club, schools, and train. Thoughtfully designed, the home incorporates bespoke architectural elements including tall ceilings, custom millwork, expansive windows and wide-plank

  Ellen Mosher Houlihan Lawrence

  7 Jones Park Dr, Riverside, CT 06878
• 

  

  /42

  $8,950,000

  • 10 Beds
  • 9 Baths
  • 9,483 Sq Ft

  14 Meadow Dr, Greenwich, CT 06831

  DISCOVER BREEZEMORE Experience the rare opportunity to own a piece of history with the stunning Breezemore estate located in Greenwich, Connecticut. Built in 1909, this magnificent property offers 10,000 square feet of architectural splendor, old-world charm, and modern conveniences. Set high on 3.2 private, park-like acres within close distance of downtown Greenwich, this property stands

  Ryan Hoffman Houlihan Lawrence

  14 Meadow Dr, Greenwich, CT 06831
• 

  

  /29

  $2,499,000

  • 5 Beds
  • 5 Baths
  • 3,598 Sq Ft

  201 Shore Rd, Greenwich, CT 06830

  1st house on Belle Haven peninsula offers bucolic commuter convenience in a most sought-after enclave overlooking Greenwich Harbor. Positioned atop slope with outstanding Harbor views, this 5 bed, 3 full & two half bathroom residence spans 3,598 sqft. Cleverly renovated to maximize water views with upgraded systems & interior improvements, this home marries smart functional privacy with today's

  Meg McAuley Kaicher Coldwell Banker Realty

  201 Shore Rd, Greenwich, CT 06830

Showing Results 161 - 200, Page 5 of 6