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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
9 Sabine Farm, Greenwich, CT 06831

Price$31,500,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 99220

  • Residential
  • Village South Parkway
  • Address 9 Sabine Farm Road
  • Area Greenwich
  • Junior High Central

Picturesque 1910 fieldstone Manor on 19.48 acres on Round Hill Road with meadows, gardens, sweeping lawns and allees of trees. A meticulous restoration and expansion. English oak paneling, plasterwork and fireplaces superbly restored. Poggenpohl kitchen with butler's pantry. Front to back hall with magnificent staircase leads to beautiful rooms and serene garden terraces. A most elegant master suite features three fireplaces, two dressing rooms, two baths and a private study. Guest apartment and 4 car garage. A sophisticated and supremely private Greenwich home with a pool, cabana and additional three bedroom house. Offering is 3 lots 10-2894 w/9.36 acres T= $94, 635.00, 10-3545 w/7.79 acres T= $34, 198.00 and 10-3617 w/2.32 acres T= $24, 654.00. Video can be seen at sabinefarm.com.

Listed by Sotheby's International Realty

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: 3.95% last updated on 2017-04-27

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$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

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: 3.95% last updated on 2017-04-27

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

, Greenwich, CT 06830

Price$20,000,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 97554

  • Residential
  • Village South Parkway
  • Area Greenwich
  • Junior High Central
  • Year Built 1906

''North Court'' a stunning Mid-Country Gated Compound, featured in Architectual Digest 2016 set on 3+ parklike acres has been renovated to jaw dropping urban chic standards. This one of a kind estate includes 12, 500 sq.ft limestone and brick manor, plus a newly constructed 3000 sq ft LL with large family room, theater, wine cellar/tasting room, yoga/massage room and sauna. There is a large Equinox equipped gym, separate 2 bedroom guesthouse/ultra contemporary 2 office suite, pool, tea house, covered loggia w/ fireplace for outdoor entertaining, lighted tennis court, formal gardens and courtyards with fountain. Grand wrought iron gates and a long allee of tall Hornbeams offer complete privacy and security with stone walls, mature trees, extensive outdoor lighting and security cameras.

Listed by Sotheby's International Realty

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: 3.95% last updated on 2017-04-27

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

11 Mayfair, Greenwich, CT 06831

Price$19,250,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 96137

  • Residential
  • Village South Parkway
  • Address 11 Mayfair Lane
  • Area Greenwich
  • Junior High Western

Exquisitely designed Twachtman chateau. 13 acres. Impeccable interior renovation by Bray-Schaible. Handsome guest house, aquatic center, 60-ft pool. Featured in Architectural Digest. Elegant, stunning aesthetics. Barreled & cross-vault ceilings; leaded casement windows & doors; bluestone, heart pine flooring. 3-exposure LR with 10 1/2 ft ceiling. 2-story mahogany LIB. Gourmet KIT w stainless countertops, mahogany cabinets, Garland range, Traulsen fridge. Breakfast room w stone walls, beamed ceiling, stone flooring. 3-exposure 660+/- sq ft MBR with double-height vaulted ceiling, clerestory windows, h/h mahogany dressing rms, luxurious baths. Vaulted-ceiling family room. Expansive terrace. Beautifully landscaped by Andropogon Assoc. Carriage house. State-of-the-art systems. www.11mayfair.com

Listed by Houlihan Lawrence

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: 3.95% last updated on 2017-04-27

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$17,975,000The 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

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: 3.95% last updated on 2017-04-27

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

51 Glen Avon, Riverside, CT 06878

Price$15,900,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 99199

  • Residential
  • Village Riverside
  • Address 51 Glen Avon Drive
  • Area Riverside
  • Junior High Eastern

Exquisite waterfront estate offering the ultimate family compound for luxurious living and year-round entertaining.Gated entry with gas lanterns opens to a circular courtyard designed with reclaimed antique Belgium block and formal gardens by award- winning landscape designer, Janice Parker.This custom-built Stone and Clapboard Georgian delivers remarkable details throughout including hand-rolled glass for all windows and doors, a mahogany library with English Bar, all built-ins and cabinetry by Christopher Peacock and a nautical-themed bunkroom that sleeps 6.Experience a resort-like lifestyle cooking at one of two outdoor kitchens, lounging by the oversized infinity pool, retreating to the charming guest house with full bath and second bunk room or taking sunset cruises off the private dock

Listed by Sotheby's International Realty

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: 3.95% last updated on 2017-04-27

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

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: 3.95% last updated on 2017-04-27

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

137 Old Mill, Greenwich, CT 06831

Price$11,500,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 98253

  • Residential
  • Village North Parkway
  • Address 137 Old Mill Road
  • Area Greenwich
  • Junior High Western

Superbly restored classic georgian decorated by noted designer howard slatkin with wonderful additions in character by famed english architect christopher smallwood - 2 story library wing (one is octagonal)in a manner of dalyesford and garden room after osterly house, two of the most famous 18th century english homes designed by robert adam. Grand scale, high ceilings, superb detailing - living room with exquisite paneling, memorable dining room, great country kitchen/family room plus upstairs family room. Two bedroom guest house with living room, wet bar and bathroom. Charming pool house.

Listed by David Ogilvy and Associates

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: 3.95% last updated on 2017-04-27

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

16 Old Mill, Greenwich, CT 06830

Price$11,450,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 93420

  • Residential
  • Village South Parkway
  • Address 16 Old Mill Road
  • Area Greenwich
  • Junior High Western

Exceptional, Mid-Country estate encompasses 5.29 acres of spectacular gardens, specimen trees & sweeping lawns. Walled by New England stone & wrought iron fencing, there are 2 custom gated entries. The pre-war stone, stucco & timbers English manor house has been completely & masterfully renovated to the highest standards & meticulously maintained. Characterized by beautifully proportioned sun-filled rooms, hi ceilings, magnificent architectural detail & extraordinary craftsmanship, this remarkable residence offers amenities for the contemporary lifestyle while retaining the original ambiance & timeless elegance. Fabulous 2329 sq ft guest house w/ 2 apts, carriage house w/ huge unfinished space above, gorgeous heated pool w/spa & all-weather tennis court complete this very special compound.

Listed by Sotheby's International Realty

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: 3.95% last updated on 2017-04-27

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

20 Sherwood, Greenwich, CT 06831

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

Est. Mortgage: $/month

MLS Number 97255

  • Residential
  • Village North Parkway
  • Address 20 Sherwood Avenue
  • Area Greenwich
  • Junior High Western

Built to perfection brick & limestone ''smart'' house w/21st century technology & mechanicals. 4 acres (in 2 acre zone) of manicured perfection with beautiful wrought iron gates & stone walls for privacy & security. The exterior outdoor entertaining areas feature expansive terraces w/cooking center, fireplace, spa, pool, pool house, organic vegetable garden, lake w/fountain & lush lawns. The interior opens to two story marble entry with dual staircase, formal living room w/french doors, large entertaining room, eat in kitchen w/ professional grade appliances, formal dining room & pantry. 1st floor hall leads to guest suite over garage. 2nd level w/beautiful balconies thru out features 6 ensuite bedrooms. Lower level offers large theatre, wine cellar, & 2 addit'l rooms. Full capacity generator

Listed by Sotheby's International Realty

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: 3.95% last updated on 2017-04-27

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