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 114861

• Residential
• Bedrooms 12
• Full Bath 12
• Square Feet 25000
• Acreage 6.26

Orchard's End, built in 1929 designed by New York architect William B. Tubby, his outstanding designs include Waveny House in New Canaan, Dunnellen Hall in Greenwich & William H. Childs House in Brooklyn. In 2014 the current owners retained world renowned architect Dinyar Wadia to embark on a 3-year $6MM renovation perfecting the already expansive 10,000 square foot addition completed by the previous owners. The main residence improved & expanded upon a brand new 4-bedroom guest house, along with a custom designed 5,000 square foot wellness center, a custom pool with spa and new terraces transformed Orchard's End into a true masterpiece. In a recent interview with Dinyar, he stated he believes in today's market the main house alone would cost in excess of 25 million dollars to replicate.

Listing Courtesy of Nest Seekers International

MLS Number 114549

• Residential
• Bedrooms 8
• Full Bath 9
• Square Feet 14037
• Acreage 4.75

Luxuriate in resort-style living off Round Hill Road. Fabulous indoor and outdoor entertaining space characterizes this magnificent mid-country compound set back on 4.75 gated acres. Unparalleled six-bedroom stone/shingle home anchors this picturesque, private property outfitted with country club amenities including pool, pool house, tennis court, amazing party barn and two-bedroom guest house. The understated, elegant interior of the main home, designed for both intimate get-togethers and formal gatherings, combines 1920's details with modern updates. Boasts double height skylit entry; chef's kitchen open to sitting room with fireplace; stone patios off living, dining, family, playrooms and sensational billiards room. Also offers two main level guest suites and second floor primary

Listing Courtesy of Houlihan Lawrence

MLS Number 115743

• Residential
• Bedrooms 8
• Full Bath 9
• Square Feet 10370
• Acreage 4.04

This gated Greenwich estate on 4 pastoral acres in the heart of Round Hill boasts endless options for lifestyle and entertaining. Over 10,000 SF of beautifully appointed rms features a Pool, Tennis Court & 2 Br Guest/Pool House in a private setting. Traditional charm abounds in this magnificent house with exquisite detailing, 11' ceilings, wide width planked floors & 7 FPs. Gorgeous large LR & DR w Fr doors, paneled LIB w wet bar, amazing Adirondack rm w vlted ceil, walls of Fr drs and large stone hearth FP. Country EIK w brkfst rm & adj FR w FP & a lge office. Lovely 4 season Solarium. Beautiful first floor guest ste w terrace. Sumptuous Primary Ste w office, h/h baths & dressing rms. 6 Ensuite DBRS . Outdoor living w open + covered terraces offer incredible privacy. Fantastic lifestyle.

Listing Courtesy of Houlihan Lawrence

MLS Number 114987

• Residential
• Bedrooms 6
• Full Bath 7
• Square Feet 11902
• Acreage 5.2

Experience the best of the Greenwich lifestyle from this New Construction, Ultra-stylish Modern colonial by Hawthorne Development. A long driveway leads you to this spectacular 5+ acres with a salt-water pool and pool house with western views for the ultimate Mid-Country setting. Luxurious interior boasts high ceilings, wide plank floors and exquisite millwork. Showcases extra height ceilings, gourmet kitchen with breakfast room, family room that unfolds to fabulous stone terrace with built-in barbecue, stunning living room with covered porch access spotlighting an outdoor fireplace, formal dining room. Luxurious Primary Suite with bath and walk-in closets. Lower level complete with golf simulator room, gym, family room and guest suite. Private Resort Style living. Completion Q1 2023

Listing Courtesy of Houlihan Lawrence

MLS Number 115721

• Residential
• Bedrooms 5
• Full Bath 6
• Square Feet 4847
• Acreage 4

Unlimited potential awaits as this existing house on 4 acres is available to be purchased along with 960 Lake Ave, consisting of 8.66 acres adjoining this property for a total or 12.66, quiet, private, level useable acres. Build your dream home, a family compound or 3 separate homes, all with the possibility of guest/pool homes, pools, tennis/pickle-ball, and great potential to be an amazing equestrian property, located directly on the GRTA trail system. Live comfortably in the existing the home while construction takes place. The owner is a builder and will work with the buyer to build a custom home if desired.

Listing Courtesy of Berkshire Hathaway N.E. Properties

MLS Number 115711

• Residential
• Bedrooms 7
• Full Bath 8
• Square Feet 11500
• Acreage 3

Magnificent new construction to be completed in August 2022. Experience the best of Greenwich with resort style living in this fabulous modern home with all of the amenities one would expect. Beyond the gates, you'll find 3 manicured acres of rolling lawns with mature trees, private guest quarters with full kitchen and bath above the additional heated garages, a heated in-ground pool, and possible tennis court site. The open floor plan makes this house ideal for entertaining. For those who prefer a more traditional layout, the builder will gladly add walls, panoramic style doors or similar on the main floor to create privacy between the kitchen/family room, dining room and living room.

Listing Courtesy of Berkshire Hathaway N.E. Properties

MLS Number 114599

• Residential
• Bedrooms 7
• Full Bath 9
• Square Feet 14532
• Acreage 4

This extraordinary stone, brick and slate European manor style residence is prominently sited above a lovely free flowing pond on 4 acres in a prime mid-country location. The generously scaled rooms with extra ceiling height, floor to ceiling windows and fine intricate millwork along with a modern floor plan provides a desirable alternative. The 7 en-suite bedrooms with 9 bathrooms plus the guest cottage offers flexibility in the living space. New interior design work in 2020 transformed the formal spaces to demonstrate a more contemporary vibe. Interior highlights include a luxury master suite with 2 bathrooms plus sitting room with fireplace and a spacious gourmet kitchen adjacent the family room. The lush estate grounds feature the enchanting stone guest house, a tennis court and pool.

Listing Courtesy of Brown Harris Stevens CT,LLC