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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! 
21 Vista, Greenwich, CT 06830

Price$45,000,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 102528

  • Residential
  • Village South Parkway
  • Address 21 Vista Drive
  • Area Greenwich
  • Junior High Central

One of the most impressive properties in the country, this magnificent indian harbor estate is poised on its own 6 acre peninsula, rimmed by the sparkling waters of long island sound,reestablishing its original beauty. The present owners have indulged in extensive remodeling and additions including a sensational guest house with luxury suites and indoor pool. A three story rotunda introduces the regal main rooms each with commanding views of the pool, putting green, tennis court and manicured lawns, 3 fully equipped staff apartments.

Listed by Coldwell Banker/GFP

{$agent->Name}

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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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.

110 Clapboard Ridge, Greenwich, CT 06830

Price$24,995,000The 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

{$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:

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.

134 Indian Head, Riverside, CT 06878

Price$14,450,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 101947

  • Residential
  • Village Riverside
  • Address 134 Indian Head Road
  • Area Riverside
  • Junior High Eastern

2.69 level acres of wide lawns Amenities of pool, tennis, squash pavilion, guesthouse & path to private dockhttps://www.wellcomemat.com/mls/k9fc5751a6be62v.Custom-built house incorporates natural light into its timeless design A wide transverse hallway creates great flow between a balance of large & small rooms. Living room, dining room, library & family room-all w/fireplaces- enjoy views across great grounds There' a gourmet kitchen w/multiple pantries & informal dining areaalong w/back hall mudroom outfitted for sports enthusiast s.7 bedrooms in main house comprise master suite w/lavish bath & great closets, 4 secondary bedrooms coupled on either side of a wide book lined hallway, a first floor guest suite w/ separate entrance & a large apartment over 3 car garage.

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.

118 Glenwood, Greenwich, CT 06830

Price$13,900,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 102729

  • 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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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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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.

16 Rock Ridge, Greenwich, CT 06831

Price$11,900,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 102632

  • Residential
  • Village South of Post Road
  • Address 16 Rock Ridge Avenue
  • Area Greenwich
  • Junior High Central

Elegant 7 bedroom, 8.2 bath estate in private ''rock ridge association'', is set on 3.40 park like, professionally landscaped acres. This 11,337+/- sq ft georgian stone home has 6 fireplaces, hardwood floors, beautiful moldings & includes a guest house with hdgolf simulator & pool house. The front to back entry foyer opens to step down living room w/fireplace, a grand formal dining room w/ fireplace & gracious library w/fireplace. A billiard room adjoins the wood paneled library w/ fireplace & wet bar. Beautiful gourmet custom designed eat-in kitchen adjoins the family room with cozy fireplace & french doors open to a large entertaining terrace overlooking lush gardens. On the 2nd floor is a private master suite w/fireplace, luxurious master bath & 2 large dressing rooms. 4 ensuite

Listed by Berkshire Hathaway N.E. Properties

{$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.

78&80 Cedar Cliff, Riverside, CT 06878

Price$10,750,000The 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

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.

781 Lake, Greenwich, CT 06830

Price$9,950,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 101060

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

New price! Amazing value! Exceptional Mid-Country estate encompasses 5+ acres of spectacular gardens, specimen trees & sweeping lawns. The light-filled 10,000+ sf English manor house has been completely & masterfully renovated to the highest standards under the expert guidance of Laurent DuPont. 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-rm apt. & pool cabana, carriage house w/3 add'l garage bays & huge unfinished space above, lovely heated pool w/spa & all-weather tennis court complete this very special gated compound, minutes from town.

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.

23 Carrington, Greenwich, CT 06831

Price$9,950,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 102637

  • Residential
  • Village Out of Town
  • Address 23 Carrington Drive
  • Area Greenwich
  • Junior High Out of Town

Rare Equestrian Family Estate of 23.4 acres June Hill Farm Land/Horse Facilities: A fantasy! A property of elegance and grandeur. World-class barn, nine stalls, paddocks, 150 miles of close riding trails! A little touch of Ireland in Connecticut. House: This young custom designed home has stunning appeal with its elegant approach and Greenwich address. Open, airy living spaces, incredible detailed millwork, stonewalled fireplaces and high ceilings... Master and four ensuite bedrooms, exquisite wraparound porch, walkout entertainment area... and handsome gunite pool. Glass guest house with pool/views beyond compare. Even a tennis court and fruit tree orchard. The new Greenwich Country Day High School just down Stanwich Road opens Sept. 2019.

Listed by William Pitt Sotheby's Int'l

{$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
  • This Web site is not the official Web site of Sotheby's International Realty, Inc. (R). Sotheby's International Realty, Inc. (R) does not make any representation or warranty regarding any information, including without limitation its accuracy or completeness, contained on this Web site. Sotheby's International Realty Inc. (R) is Owned and Operated by NRT LLC. Edward Mortimer is a licensed real estate broker with Sotheby's International Realty Inc.(R). Visit Sotheby's International Realty >>