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Greenwich CT Homes with Guest Houses

Scroll to view current single family homes with a gues house on the market in Greenwich Connecticut. Love what you see? Register with us to save your favorites and to get daily updates when similar properties are posted. Already have an account? Log in here! For more information about Greenwich, its available properties or insights into other residential properties that might be coming to market contact Edward Mortimer today
110 Clapboard Ridge, Greenwich, CT 06830

Price$29,500,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 97600

  • Residential
  • Village South Parkway
  • Area Greenwich
  • Junior High Central
  • Year Built 2011

Approached by a long drive, this stately mansion features a hand cut granite exterior, solid Indiana limestone accents and columns, and an impressive Vermont slate roof. Architectural details and tasteful refinements suggest Pre-war substance and quality, yet this house features every modern amenity throughout four floors of living space with a five car garage. Enjoy a sumptuous Master suite, theater, wine cellar, gym, indoor pool and spa, sauna and more! The spectacular guest house has two bedrooms, three baths, a great room, kitchen, pool changing rooms and direct access to the 25' by 50' outdoor pool.

Listed by Sotheby's International Realty

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Sothebyʼs International Realty
One Pickwick Plaza
Greenwich CT, 06830
Office: 203.618.3160

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Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.94% last updated on 2017-12-21

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

32 Chateau Ridge, Greenwich, CT 06831

Price$25,000,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 100396

  • Residential
  • Village North Parkway
  • Area Greenwich
  • Junior High Western
  • Year Built 1927

Spectacular Great Estate, the Ream Chateau close to Round Hill Rd renovated, expanded by Jim Xhema & decorated to an amazing standard with a glorious courtyard, exceptional gardens, extraordinary pool & hot tub and grotto, poolhouse with 2 new baths, stone tennis house w/ bath, luxurious 2 BR guest house. Lovely pergola at rear courtyard. Memorable Great room with 20 foot ceiling with fiber optic stars. Imported antique panelling, special floors. Antique library panelling by Grinling Gibbons. Beamed Center Great Hall is 91 ft long, fabulous staircases, sumptuous master suite - hall of mirrors dressing room, oval sittng room, panelled study; 3rd floor suite with exercise room, steam room & bedroom. Completely unique & special! Adjoins 14 acre Land Trust. Additional 23.34 acres available.

Listed by David Ogilvy and Associates

{$agent->Name}

Sothebyʼs International Realty
One Pickwick Plaza
Greenwich CT, 06830
Office: 203.618.3160

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Do not fill in this field:

Save FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.94% last updated on 2017-12-21

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

118 Glenwood, Greenwich, CT 06830

Price$15,500,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 99681

  • Residential
  • Village South of Post Road
  • Address 118 Glenwood Drive
  • Area Greenwich
  • Junior High Central

This Belle Haven Association custom built shingle-style home is ideally positioned to capture the spectacular and dramatic views of Great Captain Island and across Long Island Sound. The floor plan was designed to provide incredible water views from every room. The modern construction of the 5-bedroom home includes high ceilings, over-sized windows, cherry floors and expansive covered porch. The detached garage includes; 2 bays, a guest suite, office and pool house. A beautiful sloping lawn leads up to this gracious waterside home with a private pool area in the back wrapped in magnificent gardens. Truly a once in a life time opportunity to acquire a front row position on the Belle Haven waterfront.

Listed by Halstead Real Estate

{$agent->Name}

Sothebyʼs International Realty
One Pickwick Plaza
Greenwich CT, 06830
Office: 203.618.3160

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Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.94% last updated on 2017-12-21

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

78&80 Cedar Cliff, Riverside, CT 06878

Price$12,500,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 95888

  • Residential
  • Village Riverside
  • Area Riverside
  • Junior High Eastern
  • Year Built 1935

Truly spectacular, oversized 2.5 acre waterfront property, owned & cherished by one family for 43 years. Magical views of the harbor, tod's point & long island sound from carpet-like lawns w/280 feet of shoreline, sweeping terraces, pool, tennis court & floating dock. Beautifully maintained center hall colonial oriented to capture breathtaking water views from most rooms, including 6 bedrooms. Oval marble floor reception hall w/three story staircase leads by way of paneled doorways to elegant living room w/fireplace & formal dining room. Exciting great room, step down family room off kitchen & library each w/inviting fireplaces. French doors lead directly to outdoor living spaces. Additional one car garage & guest house. Adjacent to conservation land.

Listed by Coldwell Banker/GFP

{$agent->Name}

Sothebyʼs International Realty
One Pickwick Plaza
Greenwich CT, 06830
Office: 203.618.3160

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Save FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.94% last updated on 2017-12-21

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

309 Taconic, Greenwich, CT 06831

Price$12,000,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 101645

  • Residential
  • Village North Parkway
  • Address 309 Taconic Road
  • Area Greenwich
  • Junior High Central

This stunning home on 21 acres, provides lots of light and great living space, including a kitchen and family room that no one ever wants to leave(!), a perfectly proportioned dining room for your holiday feasts, cozy living rooms, a breathtaking, handcrafted wood paneled library, a billiard room and a first floor guest suite with separate entrance.Rounding out the house's amenities, is a 3,000 bottle wine cellar, professional home theater, a fifty-foot indoor lap pool, gym and sauna, an all-floors elevator and garage spaces for up to eight cars. Most of the living spaces have access to a private deck and veranda to enjoy the natural and quiet surroundings. The 21 acres includes two possible 4 acre building lots.

Listed by Kinard Realty Group

{$agent->Name}

Sothebyʼs International Realty
One Pickwick Plaza
Greenwich CT, 06830
Office: 203.618.3160

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Save FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.94% last updated on 2017-12-21

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

216 John, Greenwich, CT 06831

Price$10,995,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 101089

  • Residential
  • Village North Parkway
  • Address 216 John Street
  • Area Greenwich
  • Junior High Western

Bydale is a breathtaking 43 acre estate which has been cherished by the same family for nearly a century. The magical setting encompasses frontage on Richmond Hill, John St and Bedford Road. Dating to 1735, an incredibly charming 9 bedroom main house abounds with old world charm. The handsome colonial boasts 5 FPs and wide plank floors with lovely formal rooms. The expansive property features 2 ponds, 2 swimming pools and a clay tennis court. Numerous out buildings incl a guest house where George Gershwin reportedly composed parts of "An American In Paris," a second guest house, caretaker's cottage and a barn with office and 3 room apt. The 43 acres are being offered as one parcel, with an approved 8 lot subdivision. Truly an unparalleled opportunity to own a piece of Greenwich history.

Listed by Houlihan Lawrence

{$agent->Name}

Sothebyʼs International Realty
One Pickwick Plaza
Greenwich CT, 06830
Office: 203.618.3160

Do not fill in this field:

Do not fill in this field:

Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.94% last updated on 2017-12-21

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

781 Lake, Greenwich, CT 06830

Price$10,950,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 101060

  • Residential
  • Village South Parkway
  • Address 781 Lake Avenue
  • Area Greenwich
  • Junior High Western

Exceptional, Mid-Country compound encompasses 5+ acres of spectacular gardens, specimen trees & sweeping lawns. Walled by New England stone & wrought iron fencing, there are 2 custom gated entries. The light-filled 10,000+ sq ft English manor house has been completely & masterfully renovated to the highest standards & meticulously maintained. Characterized by beautifully proportioned rooms, high ceilings, magnificent architectural detail & extraordinary craftsmanship, this remarkable residence offers amenities for the contemporary lifestyle while retaining the original ambiance & timeless elegance. A fabulous guest house offering a 3-room apt. & cabana, carriage house w/ huge unfinished space above, lovely heated pool w/spa & all-weather tennis court complete this very special estate.

Listed by Sotheby's International Realty

{$agent->Name}

Sothebyʼs International Realty
One Pickwick Plaza
Greenwich CT, 06830
Office: 203.618.3160

Do not fill in this field:

Do not fill in this field:

Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.94% last updated on 2017-12-21

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

36 French, Greenwich, CT 06831

Price$9,250,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 99994

  • Residential
  • Village South Parkway
  • Address 36 French Road
  • Area Greenwich
  • Junior High Central

A bespoke design by award-winning Greenwich architect Joeb Moore, this refined Shingle style home is secluded on 2.5 lush, private acres on a quiet cul-de-sac near town off prestigious Round Hill Road. Built and maintained by Hobbs Inc., the 9, 823A+/- sq. ft. home creates a fresh and gracious environment for modern living. Fine millwork in light-infused interiors overlook broad tree-lined lawns with landscaping by Devore Associates. Exquisite family room, dining room and library with French doors opening to terrace. Separate 1, 694 sq. ft., two-bedroom, two-bathroom tennis pavilion/guest house designed by Shope Reno Wharton overlooks Har-Tru tennis court and sports court. Second, smaller 781 sq. ft. cottage adjacent to fenced-in vegetable garden. Generator.

Listed by Sotheby's International Realty

{$agent->Name}

Sothebyʼs International Realty
One Pickwick Plaza
Greenwich CT, 06830
Office: 203.618.3160

Do not fill in this field:

Do not fill in this field:

Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.94% last updated on 2017-12-21

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

36 Rockwood, Greenwich, CT 06830

Price$8,250,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 100693

  • Residential
  • Village South Parkway
  • Address 36 Rockwood Lane
  • Area Greenwich
  • Junior High Central

Located on coveted Rockwood Lane, Stone Harbor delivers an exciting stone and clapboard home designed by Austin Patterson Disston that beautifully blurs the line between modern and classic. Flooded with natural light, high ceilings and an open floor plan the house evokes that Hamptons feeling. Gorgeous 2 acre, corner property with town approved pool site. First floor guest room, finished lower level, Generator. Very close to town, schools and train station

Listed by Douglas Elliman of Connecticut LLC

{$agent->Name}

Sothebyʼs International Realty
One Pickwick Plaza
Greenwich CT, 06830
Office: 203.618.3160

Do not fill in this field:

Do not fill in this field:

Save FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.94% last updated on 2017-12-21

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

85 Round Hill, Greenwich, CT 06831

Price$6,495,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 101232

  • Residential
  • Village South Parkway
  • Address 85 Round Hill Road
  • Area Greenwich
  • Junior High Western

Stunning brick Georgian on 3.8 gorgeous acres in mid country Round Hill estate area. 7 Br, 7 bath including a pool/guest house in a very private setting. Gracious formal rooms blend modern sophistication with timeless elegance. Lovely pine paneled living room and handsome library with fireplaces. Formal dining room , sunroom and spectacular kitchen and family room open onto the expansive terrace overlooking the exquisite oversized property and pool. Large master suite w sitting room,fp, balcony and his/her baths. LL billiard rm, wine cellar, mudroom and generator. 4 car garage. Magnificent! 8 bedroom septic.

Listed by Houlihan Lawrence

{$agent->Name}

Sothebyʼs International Realty
One Pickwick Plaza
Greenwich CT, 06830
Office: 203.618.3160

Do not fill in this field:

Do not fill in this field:

Save FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.94% last updated on 2017-12-21

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Listing data provided by Greenwich MLS