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 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 104527

• Residential
• Village North Parkway
• Area Greenwich
• Junior High Western
• Year Built 2011

A private country compound on 5.7 lakefront acres, set in the estate section of Round Hill Rd. Exacting attention to detail is evidenced throughout this 9 bedroom Georgian Colonial. The stately facade gives way to gallery-like interior spaces. Dramatic Great Room with wood-beam cathedral ceiling and stone fireplace, professionally equipped kitchen, breakfast room and bi-level family room with floor-to-ceiling windows displaying panoramic pastoral and lake views. Extraordinary master suite, all bedrooms with en suite baths, gym, massage room, and guest house with recording studio and living quarters. Exquisite gardens, terraces, lush lawns, and sparkling pool with cabana and pavilion, all overlook lake with private island and footbridge.

Listed by Compass Connecticut, LLC

MLS Number 104864

• 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 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)

MLS Number 102430

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

Round hill on a quiet side lane close to town. Superb shingle style home by joeb moore overlooks beautifully landscaped property, bordered by horseneck brook with the sounds of a lovely waterfall. Spectacular center hall has gracious curving stairway, wetbar & a powder room. Wide bow windows in the grand living room & the dining room which opens to a verandah. Richly panelled library is lined by bookcases. The center of daily living is the fabulous family room opening into the ultimate kitchen w/lovely views and access to the pool terrace with fabulous umbrellas. The master suite is totally special w/amazing dressing closets & fantastic bathroom. Broad hallway leads to all bedrooms. The 2 br/2ba guest house is totally private & there is a separate pilates studio or office with a bath.

Listed by David Ogilvy and Associates

MLS Number 102651

• Residential
• Village South Parkway
• Area Greenwich
• Junior High Central
• Bathroom 5

Spectacular new construction stone and clapboard house to be built on 5.38 acres in premier mid-country, salt water pool and a guesthouse/sports court. Masterfully designed this custom home has extraordinary attention to detail, custom millwork, wide plank floors, high ceilings, luxurious finishes.A double height entry, formal living room, dining room and library. The gourmet chef's kitchen with adjacent breakfast room. Family room with a wall of windows opens onto a covered porch with fireplace and onto a stone terrace with built-in-BBQ. Stunning master bedroom suite with marble bath, his and her walk-in-closets. 2nd floor playroom that can be built as 2 bedrooms and a bathroom. Finished lower level. Guest house or sports court. A rare opportunity to make this your own.

Listed by Douglas Elliman of Connecticut LLC

MLS Number 103147

• Residential
• Village South of Post Road
• Address 51 Mayo Avenue
• Area Greenwich
• Junior High Central

Belle Haven Association-Completely renovated 1920 colonial showcases timeless elegance on a gorgeous park-like 1.1 acre with a pool and guest house. This notable 1920's colonial beautifully integrates historical elements with a stunning modern aesthetic. The gracious center hall entryway unfolds to reveal superb original architectural detailing that includes high ceilings, custom millwork and four wood burning fireplaces. The stately living room is anchored by a fireplace that is flanked by luminous French doors that access a stone patio and leads into the handsome, walnut paneled library. Sensational kitchen seamlessly expands into a family room with fireplace. The sophisticated master suite and three additional bedrooms, plus a fabulous third floor playroom and office complete this home.

Listed by Houlihan Lawrence