Greenwich CT Homes with Guest Houses

MLS Number 117291

• Residential
• Bedrooms 6
• Full Bath 3
• Square Feet 5105
• Acreage 0.65

Wonderful classic Shippan Point 1900s Shore Colonial, directly across from its beachfront access and located on one of Stamford's finest streets. Grand interior spaces, high ceilings, and classic molding throughout. Beautiful master suite includes huge dressing room and luxury bath. Perfect level property makes ideal play yard. Heated pool, separate guest house, all attractively framed by light gravel circular driveway leading to port cochere entrance. True elegance in a extremely desirable neighborhood.

Listing Courtesy of Houlihan Lawrence

MLS Number 115545

• Residential
• Bedrooms 4
• Full Bath 4
• Square Feet 5467
• Acreage 4.09

Great opportunity - House has brand new roof and exterior freshly re-painted. Custom-designed Cape Cod, beautifully sited, with front to back foyer and a cathedral ceilinged family room leading out to a stone terrace. And in addition to the formal LR and DR and large eat-in kitchen, the first floor also offers a library, study/computer room, pretty tile-floored sun room, and a first floor primary bedroom/ guest room suite.The upstairs primary suite has a dressing room and sitting room and a large balcony with sweeping views of the landscaped lawn and spring-fed pond. 3 traditional brick fireplaces, detailed woodwork, and built-ins throughout enrich the character of this unique and charming home. And the trails and meadows of Converse Brook's 72 acre Preserve begin just down the road.

Listing Courtesy of Brown Harris Stevens CT,LLC

MLS Number 115841

• Residential
• Bedrooms 4
• Full Bath 2
• Square Feet 3138
• Acreage 0.8

Unique opportunity to live on a prime level .80 acre lot in the exclusive Harbor Point Association, the only gated community in Riverside sited at the end of coveted Indian Head Road. 10 Highgate is in need of a complete renovation. Another option is to build a custom home with a dramatic rooftop entertaining area to enjoy water views. The Association perks include a marina, a crescent private beach looking out onto the open Long Island Sound as well as guard house to welcome your guests. Idyllic coastal lifestyle minutes to schools, shopping, dining and train.

Listing Courtesy of Houlihan Lawrence

MLS Number 115852

• Residential
• Bedrooms 7
• Full Bath 6
• Square Feet 6198
• Acreage 3.6

An opportunity to acquire this 1935 Regency style manor house set atop 3.6 private acres with manicured gardens and woodland trails.This stately seven- bedroom six bath home offers three finished floors with 6827 sqft. of living space. Generously proportioned rooms, exquisite herringbone oak floors, and architectural detail reflect the exceptional quality and craftsmanship of the period. A gracious entry foyer leads to the large formal living and dining rooms, each with fireplace and French doors opening to a stone terrace with stunning views of the Rippowam River and land trust beyond. A seamless addition designed by noted New Canaan modern architect John Black Lee features a unique curved picture window and generous family room/ kitchen directly adjacent to a private guest wing.

Listing Courtesy of William Pitt Sotheby's Int'l

MLS Number 117083

• Residential
• Bedrooms 6
• Full Bath 5
• Square Feet 5400
• Acreage 0.3

Available Spring 2023, this farmhouse offers 4 levels of stylish living. Customize to create your dream home!Entry foyer leads to open gourmet kitchen, w/large island, which flows into family room w/wood burning fireplace. Kitchen opens to screened porch and to granite terrace. Butler's pantry, formal dining, home office/den/guest bedroom, full bath. Mudroom off kitchen leads to 2 car garage. Laundry option on first and second floors. 2nd floor offers luxurious master suite w/fireplace in primary bedroom, generous closets, dressing room and sumptuous primary bath w/steam shower, heated flooring. Two more double bedrooms on this level. 3rd floor w/ light-filled living area/playroom and possible 6th bedroom. LL w/large rec room, exercise room, home office, fifth bedroom with full bathroom

Listing Courtesy of Compass Connecticut,LLC

MLS Number 115782

• Residential
• Bedrooms 7
• Full Bath 7
• Square Feet 7884
• Acreage 5.29

A one-of-a-kind chic modern home, overlooking Wilshire Pond, uniquely designed with unrivaled elements. Three zones of luxurious living areas are defined by large public rooms, a 7-bedroom wing leading to an underground stone tunnel and a stone pool house with guest suite. Unlike anything you've ever seen, the architecture surprises at every turn. A gym with floor to ceiling windows, indoor sunken stone fire pit, a poolside kitchen and living room open to an oasis; a most unique grotto-like free form pool and diving rock. Stone patios and paths weave through the resplendent 5.3 acres of specimen plantings to the professionally lit tennis court and level sports lawn.

Listing Courtesy of Compass Connecticut,LLC

MLS Number 117364

• Residential
• Bedrooms 7
• Full Bath 7
• Square Feet 6673
• Acreage 2.63

A rare estate one half mile from town overlooking Long Island Sound, ''Stoneleigh'' is the original manor house of 40-acre Kellam Farm. The heart of the main house is the fabulous updated gourmet kitchen with walk-in pantry, brick mudroom and marble island with adjacent large breakfast room and family room.The dramatic entrance hall stretches from front to back from the porte-cochere to the veranda. The most remarkable asset of this house is the expanded gallery veranda stretching along the entire back of the house and wrapping around the west side. The comprehensive restoration of this stone and shingle house has 7 bedrooms, 7 full and 2 half baths, separate guest quarters and finished third floor and lower levels.

Listing Courtesy of Douglas Elliman of Connecticut

MLS Number 116003

• Residential
• Bedrooms 5
• Full Bath 5
• Square Feet 8564
• Acreage 5.5

As brokers we see many homes. The first time we drove up to 78 Pastures Lane our jaws dropped. The presence of this property is dramatically captivating. Set on two subdivided lots, totally 5.5 acres host to weddings and family events, it is clearly a valued, memorable, and spectacular home. Though updated, 78 Pastures Lane offers old world charm throughout with warmth and flexible layout. Various family living spaces, multiple home office options, and a guest house offer numerous living arrangements. For the active lifestyle, you'll enjoy a full-sized pool, tennis court, and expansive grounds for recreation and entertainment. We look forward to your private tour. 985 of the 8,500 total square feet are in the guest house.

Listing Courtesy of The Agency