304

Old Greenwich, CT Homes for Sale

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  • /24

    $1,150,000

    • 5 Beds
    • 2 Baths
    • 3,157 Sq Ft

    1143 Shippan Ave, Stamford, CT 06902

    Welcome to this charming home in the highly sought-after Shippan area. Currently configured as a two-family residence. This property offers the flexibility to be easily converted into a spacious single-family home, with potential for expansion to suit your needs. This home is ideal for multi-generational living, rental income or a seamless transition to a unified layout. The first floor boasts an

    Grace Mons Higgins Group Real Estate

    1143 Shippan Ave, Stamford, CT 06902
  • /31

    $8,950,000

    • 6 Beds
    • 6 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
  • /40

    $1,995,000

    • 5 Beds
    • 4 Baths
    • 3,127 Sq Ft

    45 Homestead Rd, Greenwich, CT 06831

    Beautifully renovated 5 bedroom Colonial on a quiet cul-de-sac in the Glenville school district. This home has a great layout for entertaining family & friends. Enter into a 2-story foyer with a curved staircase. The living room has several windows & fireplace. There is a formal dining room off the stunning redone kitchen & an adjacent family room with fireplace. Both rooms lead to acovered large

    Barbara Wells Houlihan Lawrence

    45 Homestead Rd, Greenwich, CT 06831
  • /16

    $2,250,000

    • Land
    • 0.46 Acre
    • $4,891,304 per Acre

    50 Signal Rd, Stamford, CT 06902

    Sound Beach Landing, an exceptional new waterfront community, where luxury meets tranquility in Stamford, Connecticut. Nestled along the beachfront shores of the Long Island Sound, this private enclave showcases breathtaking views of the historic Stamford Lighthouse. Design your new home on one of four half-acre lots, each boasting 100 feet of sandy beach and direct water frontage. The

    Leslie McElwreath Sotheby's International Realty

    50 Signal Rd, Stamford, CT 06902
  • /16

    $2,250,000

    • Land
    • 0.46 Acre
    • $4,891,304 per Acre

    46 Signal Rd, Stamford, CT 06902

    Sound Beach Landing, an exceptional new waterfront community, where luxury meets tranquility in Stamford, Connecticut. Nestled along the beachfront shores of the Long Island Sound, this private enclave showcases breathtaking views of the historic Stamford Lighthouse. Design your new home on one of four half-acre lots, each boasting 100 feet of sandy beach and direct water frontage. The

    Leslie McElwreath Sotheby's International Realty

    46 Signal Rd, Stamford, CT 06902
  • /16

    $2,250,000

    • Land
    • 0.53 Acre
    • $4,245,283 per Acre

    42 Signal Rd, Stamford, CT 06902

    Sound Beach Landing, an exceptional new waterfront community, where luxury meets tranquility in Stamford, Connecticut. Nestled along the beachfront shores of the Long Island Sound, this private enclave showcases breathtaking views of the historic Stamford Lighthouse. Design your new home on one of four half-acre lots, each boasting 100 feet of sandy beach and direct water frontage. The

    Leslie McElwreath Sotheby's International Realty

    42 Signal Rd, Stamford, CT 06902
  • /16

    $2,250,000

    • Land
    • 0.46 Acre
    • $4,891,304 per Acre

    54 Signal Rd, Stamford, CT 06902

    Sound Beach Landing, an exceptional new waterfront community, where luxury meets tranquility in Stamford, Connecticut. Nestled along the beachfront shores of the Long Island Sound, this exclusive enclave offers breathtaking views of the historic Stamford Lighthouse. Design your new home on one of four half-acre lots, each boasting 100 feet of sandy beach and direct water frontage. The Association

    Leslie McElwreath Sotheby's International Realty

    54 Signal Rd, Stamford, CT 06902
  • /69

    $2,985,000

    • 4 Beds
    • 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 and

    Paula Waldman BHHS New England Properties

    681 River Rd, Cos Cob, CT 06807
  • /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
  • /15

    $419,900

    • 1 Bed
    • 1 Bath
    • 714 Sq Ft

    2 Homestead Ln Unit 212, Greenwich, CT 06831

    Do not miss the opportunity to invest in this prime piece of real estate located in Greenwich, CT at 2 homestead lane. Greenwich Gate is a newly constructed condominium from 2005 complete with elevator, fitness center/gym, indoor parking garage and is in close proximity to town, parks, beaches, and perfect for commuting via train and highway. Unit 212 is situated as a corner unit on the second

    Akenmisire Musa The Agency

    2 Homestead Ln Unit 212, Greenwich, CT 06831
  • /7

    $1,995,000

    • Land
    • 0.71 Acre
    • $2,809,859 per Acre

    9 Brook Dr, Greenwich, CT 06830

    Build your dream home up to 6,590 SF or FAR on 0.71 acres of land at the end of a cul-de-sac on the Belle Haven peninsula. Close to I-95, metro north, downtown Greenwich, restaurants, shopping, parks, tennis courts, ferry to beach, Bruce Museum and everything downtown has to offer.

    Jennifer Danzi-glenn Jennifer M Danzi, Broker

    9 Brook Dr, Greenwich, CT 06830
  • /53

    $1,695,000

    • 4 Beds
    • 3 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
  • /56

    $5,995,000

    • 6 Beds
    • 6 Baths
    • 5,942 Sq Ft

    26 Glen Avon Dr, Riverside, CT 06878

    Spectacular/whole-house, architect-guided renovation and addition of this 1985 ''Beach Victorian''. A grand entrance and sweeping stairway set the tone for this amazing home. Huge, inviting kitchen/family room with French doors leading to large flagstone terrace and enormous lawn area featuring a stone barn/garage, sports-court, and likely pool-site. Six bedrooms, 5 1/2 baths, including a truly

    Gideon Fountain Houlihan Lawrence

    26 Glen Avon Dr, Riverside, CT 06878
  • /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
  • /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
  • /26

    $669,000

    • 3 Beds
    • 3.5 Baths
    • 2,461 Sq Ft

    18 Fenway St, Stamford, CT 06902

    Welcome to 18 Fenway! This delightful home features 3 bedrooms and 3.5 bathrooms, complete with stylish modern finishes. Step inside to an inviting open floor plan that exudes warmth and comfort. The cozy living room, highlighted by a fireplace and beautiful hardwood floors, flows seamlessly into the formal dining area. From there, step onto the spacious hardwood deck-ideal for entertaining

    Edison Andrade Modern Day Real Estate

    18 Fenway St, Stamford, CT 06902
  • /23

    $4,350,000

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

    121 Round Hill Rd, Greenwich, CT 06831

    Premier Round Hill Rd location! Fabulous property, pool, stable, the perfect blend of tranquil manicured and natural landscapes. Move right into this 5 bedroom 4 1/2 bath home, also featuring upgrades like generator, irrigation system, and largely new windows. Given this top location, capture much value ''runway'' and create your perfect kitchen and living improvements. Limitedless upside. See

    Sabine Schoenberg PrimeSites, Inc.

    121 Round Hill Rd, Greenwich, CT 06831
  • /11

    $385,000

    • 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
  • /49

    $7,250,000

    • 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
  • /39

    $16,990,000

    • 6 Beds
    • 8 Baths
    • 8,111 Sq Ft

    6 Windrose Way, Greenwich, CT 06830

    Newly updated, stunning waterfront home with heated pool in the exclusive Mead Point Association. Sited on 2 beautiful acres with 230ft of frontage, the property has been recently landscaped to maximize the water views. West-facing rooftop terraces and decks act as a seamless extension of the modern, glass-walled interiors overlooking Indian Harbor. This custom-built home with 6 bedrooms and 7

    Joseph Barbieri Sotheby's International Realty

    6 Windrose Way, Greenwich, CT 06830
  • /34

    $6,590,000

    • 4 Beds
    • 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
  • /17

    $7,995,000

    • Land
    • 1.90 Acres
    • $4,207,895 per Acre

    2 Vista Dr, Greenwich, CT 06830

    Stunning waterfront building lot in the private downtown Indian Harbor Association with 24-hour security. This gated community has many luxury waterfront homes in the district. The expansive lot has 1.9 acres in a 1/2 zone, allowing for a substantial home to be built. This lot is not subdividable. There is 290 feet of waterfront on Long Island Sound with its own pier and dock. The owners had

    Barbara Wells Houlihan Lawrence

    2 Vista Dr, Greenwich, CT 06830
  • /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
  • /26

    $233,000

    • 1 Bath
    • 680 Sq Ft

    70 Strawberry Hill Ave Unit 3-3B, Stamford, CT 06902

    Very spacious and bright, well maintained corner unit with hardwood floors and high ceilings overlooking courtyard. New A/C unit, New Gas Stove. Plenty of extra parking in lot. Lovely courtyard in complex. Heat & hot water included in the Common Charges.

    Silvana Orsaia BHGRE Shore & Country

    70 Strawberry Hill Ave Unit 3-3B, Stamford, CT 06902
  • /17

    $7,995,000

    • Land
    • 1.90 Acres
    • $4,207,895 per Acre

    2 Vista Dr, Greenwich, CT 06830

    Stunning waterfront building lot in the private downtown Indian Harbor Association with 24-hour security. This gated community has many luxury waterfront homes in the district. The expansive lot has 1.9 acres in a 1/2 zone, allowing for a substantial home to be built. This lot is not subdividable. There is 290 feet of waterfront on Long Island Sound with its own pier and dock. The owners had

    Barbara Wells Houlihan Lawrence

    2 Vista Dr, Greenwich, CT 06830
  • /9

    $4,295,000

    • 4 Beds
    • 3 Baths
    • 3,650 Sq Ft

    30 Milbank Ave, Greenwich, CT 06830

    Welcome to The Robert Mead House - a magnificent 1854 Federal with a prominent downtown location in Greenwich. Sensitively preserved and extensively renovated over the past 18 years, this elegant building has immense character and charm. Large scale rooms, 12' ceiling height with beautiful mill work and tall windows throughout. With many different ways to enjoy this property please see

    B.K. Bates Houlihan Lawrence

    30 Milbank Ave, Greenwich, CT 06830
  • /18

    $849,000

    • 3 Beds
    • 2 Baths
    • 1,345 Sq Ft

    156 Henry St, Greenwich, CT 06830

    Rare completely renovated single family 3 bed/2 bath home with great parking and garage, central air, and a private yard. Brand new kitchen with adjacent dining and living room. Living room leads out to a private intimate backyard. 3 bedrooms, with a main bedroom with fireplace. Finished lower level features great storage and or more living space. Laundry room also in basement. Lower level not

    Mike Parelli Mike Parelli Real Estate LLC

    156 Henry St, Greenwich, CT 06830
  • /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
  • /38

    $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
  • /37

    $4,275,000

    • 5 Beds
    • 8 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
  • /4

    $569,000

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

    157 Cold Spring Rd, Stamford, CT 06905

    Desirable neighborhood in Stamford! It is conveniently located near highways, public transportation, shopping, restaurants, etc. ESTATE SOLD AS IS, WHERE IS. Agents, please read the agent-only remarks section.

    Katerina Hendrickson Coldwell Banker Realty

    157 Cold Spring Rd, Stamford, CT 06905
  • /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
  • /33

    $4,995,000

    • 5 Beds
    • 6 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
  • /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
  • /11

    $4,350,000

    • Land
    • 2.30 Acres
    • $1,891,304 per Acre

    121 Round Hill Rd, Greenwich, CT 06831

    This property is one of the premier addresses in Greenwich, CT. This oversized, 2.3-acre property is located only minutes to town, public and private schools, and convenient to NYC. Land can't be appreciated from the street. 121 RHR offers a unique blend of privacy and open, magnificent backyard. Manicured lawns, plantings, and old stonewalls bordered by Nature provide the ultimate in

    Sabine Schoenberg PrimeSites, Inc.

    121 Round Hill Rd, Greenwich, CT 06831
  • /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
  • /41

    $10,950,000

    • 6 Beds
    • 8 Baths
    • 9,258 Sq Ft

    142 Cedar Cliff Rd, Riverside, CT 06878

    Exquisite 2016 French Normandy manor designed by premier architect, Douglas VanderHorn blends classic elegance with 3 levels of stunning modern aesthetics in coveted Riverside association with Shoreline pool and neighborhood private beach. Sophisticated, custom crafted interior with Italian marble mantels framing four fireplaces, quarter-sawn white oak flooring, 10 ft. ceilings, French doors to

    Alison Farn-Leigh BHHS New England Properties

    142 Cedar Cliff Rd, Riverside, CT 06878
  • /39

    $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 oak

    Ellen Mosher Houlihan Lawrence

    7 Jones Park Dr, Riverside, CT 06878
  • /6

    $750,000

    • 3 Beds
    • 2 Baths
    • 1,007 Sq Ft

    57 Prospect St, Greenwich, CT 06830

    Rach Style Home in great location .Don't miss this opportunity to own a wonderful ranch house close to I-95

    Iryna Rosales Smart Realty Services Corp

    57 Prospect St, Greenwich, CT 06830

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