500+ Connecticut Properties

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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
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

865 Hollow Tree Ridge Road
$19,000,000

Darien, CT
House
Rooms: 24
Bedrooms: 6
Bathrooms: 8
Web ID: 24043900

Combining refined elegance with complete privacy, this 9.5-acre estate is the quintessential sanctuary for those seeking an elevated, sophisticated lifestyle in a tranquil and secluded setting. Situated at the end of a gravel drive lined with Bradford Pear trees, the compound features a 10,000-square-foot main house, a luxurious pool and pool house, a charming two-bedroom guest cottage, and an exceptional field house that truly takes your breath away. Renowned architect Louise Brooks has seamlessly blended the main home's historic charm with sleek, contemporary living spaces designed for modern needs. Positioned below the main house, the Brooks-designed field house offers a versatile space for casual recreation and entertainment. Highlights include an indoor batting cage with retractable steel windows, a two-lane bowling alley, and a resistance pool, all complemented by stylish social areas crafted for relaxation and enjoyment. Merging classic American style with cutting-edge design, 856 Hollow Tree Ridge Road...

(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 385 Harbor Road, Fairfield, Connecticut - Bedrooms: 6 
Bathrooms: 7.5 
Rooms: 12  - $16,000,000 Previous PhotoNext Photo

385 Harbor Road
$16,000,000

Fairfield, CT
House
Rooms: 12
Bedrooms: 6
Bathrooms: 7.5
Web ID: 24032329

For 170 years, Rose Hill has graced the crest of Harbor Road, offering breathtaking views considered among the best on the East Coast. This magnificent Italianate landmark boasts 265 feet of direct waterfront access, complete with a private dock. Situated on nearly 2 acres, it stands as one of the largest and most commanding properties in Southport Village, offering unparalleled vistas of the Harbor, the Country Club of Fairfield golf course, and Long Island Sound. The meticulously restored Main House exudes charm and sophistication, featuring large public rooms with high ceilings that provide elegant spaces for entertaining. The spacious bedrooms and bathrooms offer stunning views, ensuring comfort and luxury. Additionally, a delightful guest apartment and wine cellar are located above the detached garage. Experience the epitome of refined living by dining al fresco, lounging by the pool, playing a game of bocce, tending to the garden, or relaxing on one...

(203) 253-1800

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

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

25 West Way
$15,000,000

Old Greenwich, CT
House
Bedrooms: 6
Bathrooms: 5.5
Web ID: 121570

This sun-filled 2021 custom home offers dramatic views of Greenwich Cove with curved exterior walls of glass. The luxury finishes throughout highlight the attention to detail from the gourmet kitchen to Primary bedroom with fireplace, luxurious bath and hidden outdoor shower. Formal/informal entertaining spaces all connect to terraces, Lanai and stairs to beautiful Shoreline saltwater pool. 6 bedrooms , 5 baths and 2 powder rooms. Some features are elevator, generator, undercover cabana area and private dock. Set within Lucas Point, a private assoc near Tod's Point with it's own beach and boatyard.

Joann P. Erb
(203-869-8100

153 Ferry Road
$15,000,000

Lyme, CT
House
Rooms: 21
Bedrooms: 5
Bathrooms: 6.5
Web ID: 24045750

Elevate Your Lifestyle on a Hilltop Masterpiece of History and Luxury. Discover an unparalleled living experience at a 30-acre waterfront estate perched atop the serene landscapes of the lower Connecticut River, with natural physical barriers that provide security and protection. This masterpiece, designed by architect Alfred Hopkins, is not just a home but a private sanctuary enriched by nature's beauty and history. A Storied Legacy. Host to figures like Albert Einstein and Katharine Hepburn, its rich history adds a layer of grandeur. Exquisite Residences. The main chateau features 5 bedrooms, 8 bathrooms, and has undergone a meticulous 5-year renovation, blending modern luxury with timeless elegance. The 1820s guest house, with 3 bedrooms, 4 bathrooms, is a charming retreat. Unmatched Amenities. A new 3-bay garage and spacious tobacco barn cater to hobbyists and entertainers. The private dock accommodates a 36' Hinckley, providing safety with access to the river and Long Island...

(203) 253-1800

5 Fraser Road
$14,770,000

Westport, CT
House
Rooms: 19
Bedrooms: 6
Bathrooms: 9.5
Web ID: 24022031

Prepare to experience the extraordinary and discover the future at this new residence by Skyview Builders. Now complete and ready for immediate enjoyment, this world-class estate elevates the standard against which all others are measured. Set on two spectacular, level acres in the heart of Westport's premier estate section, long considered a haven for celebrities & influential figures. The gated approach leads to an unrivaled custom home characterized by innovative materials & finishes incl a mirror-effect glass partial facade, glass entry canopy, KLAR windows/doors w/triple pane glass & quality construction practices that represent the future of building technology. Enter a refined environment where every intuitively designed space flows harmoniously. As you explore the interior, you will encounter customized built-ins, porcelain accents, linear fireplaces, LED-lit curtain channels, fine fixtures & much more. The hub of this home is the awe-inspiring gourmet kitchen/Great room w/sliding glass wall to the rear, hidden prep...

(203) 253-1800

88 Cedar Cliff Road
$14,750,000

Riverside, CT
House
Bedrooms: 7
Bathrooms: 10
Web ID: 120121

Magnificent one of a kind Riverside Estate designed by award winning architect Douglas Vanderhorn showcases sweeping waterviews and stunning interior brimming with classical elements and luxurious finishes. This thoughtfully 2008 custom built home boasts impeccable details, high ceilings with walls of windows facing the Sound and fabulous covered porches, ideal for indoor / outdoor living, pool and terraces. Original 1929 guest/pool cottage has been beautifully designed to seamlessly connect to the main house through enchanting covered terrace. Expansive 1.77 acres within the coveted Indian Head Association with beach rights.

(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

14 Dewart Road
$13,995,000

Greenwich, CT
House
Bedrooms: 6
Bathrooms: 8.5
Web ID: 120896

Magnificent new build from Hawthorne Design & Development epitomizes the ultimate Greenwich lifestyle. Showcasing an ultra-stylish Modern Colonial with resort-style amenities including salt-water pool, cabana with outdoor shower, covered heated porch with fireplace & patio with outdoor kitchen on 2.17 gated acres in picturesque Mid-country. Boasts 11' ceilings, white oak floors, 4 fireplaces, exquisite millwork & elevator. Main level offers chef's kitchen, breakfast room, family room plus stunning formal rooms. Sumptuous primary suite with his/hers closets, sundeck, 4 en-suite bedrooms & spacious laundry room comprise 2nd floor. Lower level sports a golf simulator room, gym, rec/playroom, guest suite, 2nd laundry room & storage room. Top floor has additional 1165 sf. Attached 4-car garage

(203) 253-1800
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