Greenwich CT Homes with Guest Houses

MLS Number 111224

• Residential
• Bedrooms 11
• Full Bath 9
• Square Feet 18068
• Acreage 6.38

Remarkable Belle Haven Classic Georgian Colonial with only 2 previous owners. The estate sits on almost 6.4 acres. 2, 1 acre lots have been subdivided thus able to create a compound in addition to the guest house and cottage flanking the driveway. A brick walled inner courtyard leads to the front door. Grand center hall with fireplace and wood paneling opens to a columned terrace overlooking the beautiful property. It was built in 1900 and enlarged over the years with the largest addition in 1991, nearly doubling the home. The magnificent library features a doorway from Grosvenor House, London. Formal dining room with marble fp. Living room has raised wainscoting, marble fp. 2nd fl has grand master suite as well as 6 bedrooms. A unique property with unparalleled privacy and beauty.

Listing Courtesy of Brown Harris Stevens CT,LLC

MLS Number 114067

• Residential
• Bedrooms 16
• Full Bath 11
• Square Feet 20639
• Acreage 8

One of a kind offering on 8 acres presents this iconic STONEHILL compound in the coveted Greenwich countryside. Impressive Georgian scale is woven throughout this unique and exquisite offering. The 14,000+ SF, 3-story, main estate, formerly owned by Tommy Hilfiger, is outfitted with luxurious features of architectural note. Resort-like amenities throughout the lower level include a gym, sport court and home theater. This private estate combines into a sophisticated living experience with pool, pool house, synthetic turf tennis court and mature gardens. Plenty of room for guests or extended family in the additional three homes which include an updated 4 BR guest house, a 3 BR cottage and a 2 BR cottage. 3 gated entries access the property. Main house offered for sale separately.

Listing Courtesy of Compass Connecticut,LLC

MLS Number 114065

• Residential
• Bedrooms 7
• Full Bath 7
• Square Feet 14798
• Acreage 4

STONEHILL, an Iconic Greenwich compound offers an unparalleled sophisticated lifestyle. Impressive Georgian scale is woven throughout this exquisite manse, starting with the pleached linden tree-lined drive into the grand center hall, and within each of the 20 distinctly designed rooms. Every area of this 14,000+ SF home, formerly owned by Tommy Hilfiger, is endowed with unique and glamorous architectural notes. Standout features include a dining room which comfortably seats 40 guests, a signature two-story Great Room, and a luxurious master suite with fireplace, spa bath & dressing rooms. The lower level boasts a gym, massage room, sports court, wine cellar & world-class home theater. Immaculate exteriors incorporate a luxe pool, pool house, synthetic turf tennis court and mature gardens.

Listing Courtesy of Compass Connecticut,LLC

MLS Number 114549

• Residential
• Bedrooms 6
• Full Bath 5
• Square Feet 9552
• Acreage 4.75

Unparalleled six-bedroom stone and shingle style home, part of a magnificent mid country compound, sits on 4.75 gated acres with pool, pool house, tennis court, two-bedroom guest house with gym, fabulous party barn and lush gardens off Round Hill Road. Completely rebuilt and expanded to perfection, the stylish interior combines original 1920's details with modern updates. Boasts double height skylit entry; vintage floors in dining room; chef's kitchen open to sitting room with fireplace; stone patios off living, dining, family and play rooms; billiards room, two main level guest suites and second floor primary suite with fireplace, dressing room and spa bath. Entertaining barn, designed by Geoffrey Hall, offers catering kitchen, great room with stone fireplace, bar and multiple game rooms.

Listing Courtesy of Houlihan Lawrence

MLS Number 114490

• Residential
• Bedrooms 7
• Full Bath 7
• Square Feet 10393
• Acreage 3.12

Stroll to town from this fully renovated Greenwich estate, majestically sited on 3.12 beautifully landscaped acres. Living and dining rooms flank grand entry hall; butler's pantry leads to enormous eat-in kitchen and family room; adjoining terrace with outside fireplace overlooks the pool, providing many months of dining al fresco. Primary suite with balcony has luxurious bath, two walk-in closets and dressing area. Gracious guest suite and three additional bedrooms, a huge sun-filled playroom/upstairs family room complete the second floor. Spacious office, massage room, bath and two bedrooms complete the third floor. Lower level has gym, movie room, wine and tasting rooms. Elevator, three-bedroom 2883 sq ft guest house, three-car garage. Rare opportunity to own a Greenwich classic

Listing Courtesy of Houlihan Lawrence

MLS Number 113970

• Residential
• Bedrooms 7
• Full Bath 7
• Square Feet 8315
• Acreage 2.71

Exquisite gated estate sited down a long driveway on private mid-country lane with impeccably renovated 5-bedroom main house, guest house, pool pavilion and exceptional grounds. This secluded oasis is surrounded by green and highlighted by botanical gardens with staged blooms, an expansive lawn area, a stone grilling station covered by wisteria filled trellis, outdoor fireplace, play-set area and beautiful pool with pool house. Since the complete renovation work in 2016, the house and grounds have been meticulously maintained. The pristine interior of this stone and shingle-style home is flooded with natural light and the living space extends to 8,315 sq. ft. on three levels. Separate guest quarters above the detached garage structure. A truly unique home new to the market - move in ready

Listing Courtesy of Brown Harris Stevens CT,LLC