Greenwich CT Homes with Guest Houses

MLS Number 102528

• Residential
• Village South of Post Road
• 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

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

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

MLS Number 102914

• Residential
• Village South of Post Road
• Address 66 Glenwood Drive
• Area Greenwich
• Junior High Central

This new Belle Haven Association estate with sensational panoramic water views from every level includes a charming 4-bedroom guest house. The 8-bedroom shingle-style design perched on an elevated property just steps from the waterfront is finished with a clean contemporary style and open floor plan. The expansive level property includes a rectangular sports field and features a variety of landscape designed outdoor living rooms and dining areas connected to the relaxing pool area. The dramatic 4-story staircase is flooded with natural light from above which highlights the ambiance of the open light filled interior. The sleek kitchen design is loaded with essential appliances and each bathroom is outfitted with wall mounted toilets and back lit mirrors. The only new home in Belle Haven.

Listed by Halstead Real Estate

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

MLS Number 103042

• Residential
• Village South of Post Road
• Area Greenwich
• Junior High Central
• Year Built 1922

Completely renovated waterfront Georgian Colonial located in private Indian Harbor Association convenient to town, trains and parks. This idyllic 6 bedroom, 6.2 bathroom residence features a private dock, breathtaking views of Long Island Sound and 24-hour neighborhood security. Gourmet kitchen with fireplace opens to a light-filled family room with a unique circular, vaulted ceiling. Expansive living room with coffered ceiling and water views, wood paneled library with wet bar. Magnificent master suite with fireplace has his/her bathrooms and dressing rooms. Pristine landscape with heated pool and spa, bluestone terraces, outdoor kitchen and wood burning fireplace. Completely renovated guest house with full kitchen and bath.

Listed by Houlihan Lawrence

MLS Number 102632

• Residential
• Village South Parkway
• Address 16 Rock Ridge Avenue
• Area Greenwich
• Junior High Central

Elegant, stone georgian, 7 bedroom, 8.2 bath compound in private ''rock ridge association'' is set on 3.40 park like, professionally landscaped acres. 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. A guest house with hdgolf simulator, fully equipped home gym, pool house, 50' saltwater pool with spa and tennis court complete this luxurious retreat. The perfect home for intimate 0r grand entertaining and just minutes from downtown greenwich, train & schools!Architect rendering for attached additional 3 car garage. Per architect: main house 9,648 sq ft, guest house 2,470 sq ft, pool house 608 sq ft. Video tour: https://youtu.Be/62y0dtfhs9m

Listed by Berkshire Hathaway N.E. Properties

MLS Number 103738

• Residential
• Village North Parkway
• Area Greenwich
• Junior High Western
• Year Built 1992

Set on 7+ acres just off Round Hill Road, this modern estate designed by the world famous architect Ulrich Franzen has a wonderful open plan and architectural details throughout. Leisure time can be spent in the indoor pool, outdoor pool, tennis court, spa or billiard room. Relax in the master bedroom suite with fireplace, outdoor patio, gracious closets and bathrooms. Spectacular glass living spaces juxtaposed with cozy lounge areas throughout. Enjoy indoor/outdoor entertaining among fountains, lush lawns, mature trees and glorious lakeside vistas. Separate 2-bedroom guest house, garaging for 6 cars, generator, outdoor kitchen and even an indoor ice cream parlor! This is the Hamptons in Greenwich.

Listed by Houlihan Lawrence

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

MLS Number 103141

• Residential
• Village Byram
• Address 61 Byram Shore Road
• Area Greenwich
• Junior High Western

A rare opportunity in one of the most sought-after waterfront neighborhoods in Greenwich. This move in ready home is sure to impress with its lush gardens and landscaping leading to the Long Island Sound. This property features an infinity pool along with a private dock in deep water to accommodate 30'+ boats. This home is complete with a guest house boasting 6 full bedrooms and 7 full baths along with 3 powder rooms. A wine cellar big enough for any collection and a private gym with exterior access are found in the lower level. Almost every room in the home has water views of 180 degrees. This is the perfect weekend get-away home, while also suitable for families.

Listed by The Higgins Group (ST/GR Regional)