165 Connecticut Properties

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545 Indian Field Road
$49,500,000

Greenwich, CT
House
Bedrooms: 6
Bathrooms: 7.5
Web ID: 121395

An idyllic coastal resort, this regal stone Georgian features 450 feet of direct waterfront acreage with expansive water views of the Long Island Sound to the NYC skyline, inside the exclusive Mead Point Association with 24hr guard-gated security. Masterfully designed and meticulously constructed in 2014 with inspiration from the original 1928 stone manor, this sophisticated residence offers 12,492± square feet of living space highlighting the enchanting water views. French doors from all the main rooms open directly to waterside terraces with coastal breezes and stunning open water views in three directions. The spacious rooms all feature high ceilings, walls of windows with water views and custom millwork. The estate includes a dock, a waterfront pool and an onsite private beach. Enjoy a vacation lifestyle year round a mere 35 miles from Midtown Manhattan.

(203) 253-1800

10 Cliffdale Road
$35,000,000

Greenwich, CT
House
Bedrooms: 8
Bathrooms: 8.5
Web ID: 121348

Nestled on 66 acres of picturesque pastures and woods, the historic Beinecke estate features a stunning 9,300 sq. ft. Georgian Colonial home. The main floor includes a grand entry hall, a cozy library with custom wood paneling, and a spacious living room with two fireplaces. A large screened porch offers sweeping views. The second floor boasts a luxurious primary suite with a fireplace, along with three ensuite bedrooms and a home office. Additional amenities include a pool with a pool house, a tennis court, two carriage houses with apartments, greenhouses, a caretaker cottage, paddocks for livestock, and hiking trails. This estate beautifully blends historic charm and modern comfort, making it a rare opportunity for serene country living. The property features elegant French doors that open onto a second screened-in porch. On the second floor, you'll find three spacious ensuite bedrooms, including a large primary suite complete with a cozy fireplace,...

(203) 253-1800

7 John Street
$34,500,000

Greenwich, CT
House
Bedrooms: 10
Bathrooms: 14.5
Web ID: 120468

'Robin Hill Farm' and 'Smokey Hill Farm' are situated at one of the highest points in Greenwich in bucolic backcountry. This magnificent estate encompasses the main house, represented in this listing data sheet, two cottages, stables and gorgeous paddocks, Indoor and outdoor pools, tennis house, tennis court, and two ethereal fountains. Originally designed in 1937 by Augusta L.Noel (designer of the Whitney Museum) and completely restored with additions constructed over the years to create a majestic family compound. The grounds which take your breath away, were designed by landscape architect, Jacqueline Osty, known for beautifying many of the great parks and boulevards in Paris.

(203) 253-1800

30 Field Point Drive
$30,000,000

Greenwich, CT
House
Bedrooms: 11
Bathrooms: 9.5
Web ID: 120358

Remarkable Belle Haven Classic Georgian Colonial with only 2 previous owners. The estate sits on almost 6.4 acres. Circular driveway is flanked by a guest house and care-takers cottage. A brick walled inner courtyard leads to the front door. The grand center hall with fireplace and wood paneling opens to a columned terrace overlooking the beautiful property. Original home was built in 1900 and was enlarged over the years with the largest addition in 1991, nearly doubling the home. The magnificent library entrance is through a doorway from the Grosvenor House, London. Formal dining room with marble fp. Living rm has raised wainscoting, marble fp and beautiful murals. 2nd fl has grand primary suite as well as 6 bedrooms. This is a unique property with unparalleled privacy and beauty.

Joann P. Erb
(203-869-8100

97 Pecksland Road
$28,500,000

Greenwich, CT
House
Bedrooms: 10
Bathrooms: 14.5
Web ID: 119962

Truly unique 19 Acre Estate in the heart of mid country! Prepared to be captivated by this custom built masterpiece of design and craftsmanship. Completed in 2009, and offered to the market for the first time since completion, 97 Pecksland has an unrivaled combination of lot size, quality and privacy. Enter through the grand gated entrance and dramatic driveway to the elevated main house on the primary lot of 8.71 acres, with 2 further sep parcels of 5.3 and 5.13 acres for a total of 19.14 acres in the 2 acre zone. A substantial amount of mature trees balance wide open park like spaces with lawns to the front and rear of the main home. Classically designed to show a high degree of architectural integrity and balance. The Grand entry foyer with double staircase set the tone for the living spaces within. Large informal and formal spaces blend for an...

Rob Johnson
(203-869-8100

57 John Street
$28,500,000

Greenwich, CT
House
Bedrooms: 4
Bathrooms: 14.5
Web ID: 120564

''Robin Hill Farm'' is situated on one of the highest points in Greenwich in bucolic backcountry.This magnificent estate encompasses the main house, represented in this listing data sheet, two cottage, stables and gorgeous paddocks, indoor and outdoor pools, tennis house, tennis court and two ethereal fountains. Originally designed in 1937 by Augusta L. Noel (designer of the Whitney Museum) and completely restored with additions constructed over the years to create a majestic family compound. They grounds, which take your breath away, were designed by landscape architect, Jacqueline Osty, known for beautifying many of the great parks and boulevards in Paris.

(203) 253-1800

Creamer Hill Road
$24,750,000

Greenwich, CT
House
Bedrooms: 6
Bathrooms: 9
Web ID: 119165

CREAMER HILL FARM: Perched on a hillside overlooking 81.45 undulating acres of seemingly remote woodlands, this substantial landed estate includes a 14,200+ SF main house with floor to ceiling picture windows framing endless treetop views, a separate 3-bedroom guest house, workshop/barn, baseball field, tennis court, outdoor pool with slide, spa, organic vegetable garden and Zen garden. Timber-clad home offers dramatic vaulted ceilings, double-height stone fireplaces, family rooms, a billiards room with full bar, 5,000-bottle wine cellar, gym and indoor lap pool. Dramatic primary suite overlooking pond with sauna, dual bathtubs, showers & closets. Part of two gated associations with exquisite privacy, there are 9 additional subdivided, building lots for potential development.

(203) 253-1800

36380 Game Cock Road
$22,000,000

Greenwich, CT
House
Bedrooms: 7
Bathrooms: 5.5
Web ID: 120739

36, 38 and 0 Game Cock Road make up this 1.1+ acre island property that has been enjoyed as a multi generational family compound. One of only a few Island properties in Greenwich, let alone the Connecticut shoreline, to have it's own private bridge for access. The property boasts a 7 bedroom, 5 bath 6166 SQ FT main house, 3 en-suite bedroom 3238 SQ FT guest house, boathouse for entertaining, private beach, deep water protected dockage for multiple boats, formal gardens and much more. Property is meticulously maintained and has had rolling renovations over the years through May of 2024. With direct water views across The Sound to the Shores of Long Island, exclusive island life and ease to all local and regional amenities provides for a very unique paradise.

Brett Smith
(203-869-8100

Contract Signed
Property for Sale at 547 Lake Avenue, Greenwich, Connecticut - Bedrooms: 7 
Bathrooms: 11  - $21,000,000 Previous PhotoNext Photo

547 Lake Avenue
$21,000,000

Greenwich, CT
House
Bedrooms: 7
Bathrooms: 11
Web ID: 121481

Superb craftsmanship and great attention to detail hallmark this sensational, completely renovated brick Georgian Colonial set back on 3.62 gated acres brimming with resort-style amenities including pool, cabana with sauna, outdoor kitchen, wonderful terraces, outdoor fireplace, tennis court and indoor basketball court. Masterfully renovated in 2017 by Hobbs, Inc., this meticulously maintained home boasts high ceilings, wide plank oak floors, nine gas fireplaces, elevator, radiant heated floors and custom woodwork on three levels. Highlights include seven en-suite bedrooms, nine full baths and 3 half baths, rec room, wine cellar, gym, playroom, media rm, primary suite with spa bath, fabulous chef's kitchen with deluxe butler's pantry, outdoor atrium and six car garage snd two lifts.

(203) 253-1800

7 Cobb Island Drive
$18,500,000

Greenwich, CT
House
Bedrooms: 6
Bathrooms: 5.5
Web ID: 119098

This truly magnificent 10-acre waterfront compound on Long Island Sound has a remarkably private setting with 440' of direct water frontage. The panoramic vistas to the east and south across Cos Cob Harbor and out to the Long Island Sound provide an incredible array of breathtaking water views. The property is bordered to the south by the 50-acre Copper Beech Farm. The 5-bedroom shingle style residence was completely renovated in 2018 highlighted by an exquisite glistening kitchen and incredible bathrooms with extraordinary marble slab designs. In addition to the waterside pool and spa, the expansive compound includes a Vermont style barn serving as a guest house and party barn flanked by a lighted tennis court. This unique waterfront estate has a back country secluded ambiance, yet it is close to town. Truly a rare opportunity to acquire a world-class property and enjoy in the current state or build an incredible...

Christopher B. Finlay
(203-869-8100

543 Stanwich Road
$17,495,000

Greenwich, CT
House
Bedrooms: 7
Bathrooms: 10.5
Web ID: 120903

Nestled on four parklike acres in Greenwich's exclusive backcountry, this modern colonial mansion effortlessly combines grand and intimate spaces, perfect for both lavish entertaining and luxurious everyday living. Crafted with meticulous precision, it offers an unparalleled sensory experience. The dramatic 26-foot entryway, featuring dual staircases and Italian marble porcelain floors, sets a tone of opulence. Custom chandeliers and sconces illuminate the stately formal living and dining rooms. The gourmet kitchen dazzles with a 15-foot Bogwood custom countertop island, Thermador appliances, a butler's pantry, and a charming breakfast room. Additional highlights include a piano room with a crystallo illuminated top full-service bar, & a richly appointed wood-paneled home office. The primary suite is an oasis of luxury, offering two spacious walk-in closets, a cozy sitting room with fireplace, elegant bathroom equipped with soaking tub, dual steam showers, tray ceilinged bedroom, fireplace, & private balcony completes this refined retreat. Four additional ensuite...

(203) 253-1800

50 Dingletown Road
$16,900,000

Greenwich, CT
House
Bedrooms: 5
Bathrooms: 8.5
Web ID: 119120

Harkaway: A captivating retreat in the heart of Greenwich with a storied pedigree, this distinguished Georgian Colonial was home to the late Mary Tyler Moore. Following a meandering stream to Oakley Pond, the long, gated drive leads to the quietly secluded stone house on 7.37 acres of private, sweeping grounds landscaped by Janice Parker and buffered by 5 acres of conservation. Exquisitely expanded and renovated, the 13,825 sq ft floor plan designed by architect Stephen Wang features 2,000+ sq ft primary suite with dual baths, dressing rooms and generous closets. Separate 1-bdrm apartment with kitchen and bath above 3-bay garage. Exceptional amenities include 23' x 23' glass conservatory, gym with spa facilities: jacuzzi, steam shower & sauna, elevator, 65-ft pool with outdoor fireplace.

(203) 253-1800
Contract Signed
Property for Sale at 218 Clapboard Ridge Road, Greenwich, Connecticut - Bedrooms: 8 
Bathrooms: 10  - $15,800,000 Previous PhotoNext Photo

218 Clapboard Ridge Road
$15,800,000

Greenwich, CT
House
Bedrooms: 8
Bathrooms: 10
Web ID: 121645

''Linden Court'', a pure architectural gem located in Round Hill's mid-country Khakum Wood Association. A long drive to a cobblestone motor court leads to this handsome 1929 English country manor that had undergone a 4-year transformative renovation designed by David Easton and rebuilt to the exacting standards of Jim Xhema. 12,386 sf. 8 bedroom/8 bath home with front-to-back grand entry and elegant well-proportioned rooms, accented by 8 exquisitely detailed fireplaces, French doors, oversized windows and exceptional millwork. A home to accommodate all - complete with elevator, recreation room, media room and wine cellar. Renowned landscaper Madison Cox contributed to this oasis of horticultural flora within a 5.1-acre botanical garden highlighted by historic fountains and statuary... Perfectly level, high, south facing double lot with sweeping lawns and western vistas include a pool and tennis pavilion. Inviting nature paths through allée of linden, sycamore and cedar grove exemplify the maturity...

(203) 253-1800
Contract Signed
Property for Sale at 200 Clapboard Ridge Road, Greenwich, Connecticut - Bedrooms: 6 
Bathrooms: 9  - $15,500,000 Previous PhotoNext Photo

200 Clapboard Ridge Road
$15,500,000

Greenwich, CT
House
Bedrooms: 6
Bathrooms: 9
Web ID: 120449

LOCATION LOCATION LOCATION Desirable Khakum Wood Assn, LAKEFRONT (2 lots).Representing 1 of the most significant properties in the Round Hill area. This is a legendary Grande Dame Landmark. High elevation. Floating staircase, panoramic vista of lake, noble sized public rms. Spectacular pool hse. Featured in ''The Modern Estate''. Famous Master Architect, Mott Schmidt in 1940. Georgian Revival. Known for his stately designed hms for the Rockefellers, Astors, Vanderbilts, Gracie Mansion & more prominent owners. Completely renovated in recent yrs by Allan Greenberg & Barry Bronfman. Richness in history. LL finished walk-out, an add.2,000 -/+ not included in sq.ft. Wellness rm/office/exercise on 2nd flr. Canoe in the summer/ice skate winter! New renov primary & kitchen. FOREVER HOME!

(203) 253-1800

3537 Andrews Farm Road
$14,500,000

Greenwich, CT
House
Bedrooms: 7
Bathrooms: 10.5
Web ID: 120934

Exquisitely designed home defines elegance and exclusivity. This one of a kind 7 bedroom, 8.4 bath, 12,000+sq ft estate home in the Andrews Farm Association, nestled in the prestigious back country of Greenwich. Situated on 8 manicured acres, this property boasts an awe-inspiring garden designed by Penelope Hobhouse; featuring fruit orchards, a greenhouse, raised vegetable gardens, fountains, parterre and allée gardens, to create a captivating and serene outdoor retreat. Recently renovated to include the latest technology.The property features a gorgeous pool, outstanding tennis court, and garage apt w/ lvrm, bedrm, bath and kitchen. The gated entry ensures privacy and security. A major highlight to this property, is the potential to build additional +/-10,000sq HOA $31,294.00 yearly - billed semi-annually at $15,647.00 Garage apartment complete with living room, bedroom and full bath.

(203) 253-1800

1 Windrose Way
$14,500,000

Greenwich, CT
House
Bedrooms: 5
Bathrooms: 6.5
Web ID: 119768

Windrose Way-Mead Point, 24 hr guard-gated association w private beach on LI Sound. 9,000+sf brick home w slate roof on 2 level acres, 30+ feet above sea level with year-round water views of Long Island Sound, heated pool w spa and all-weather tennis court w 2 pickle ball courts. Expansive bluestone terraces, large outdoor stone fireplace, pergola, expansive grass play areas, covered outdoor seating area. 160' deep water boat dock + shared ownership of 5-acres of waterfront parkland overlooking Chimney Cove for Windrose Way residents. Clearly an investment beyond the property lines. (1st Floor-Double height entrance hall; spectacular two story custom oak wood paneled great room w impressive structural wood trusses and built in bar, double mantle fireplace; beautiful wood paneled living room w coffered ceiling and fireplace; formal dining room; large gourmet kitchen with adjacent family rooms, wood beamed ceiling and fireplace; exercise room w french doors out to...

(203) 253-1800
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