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New Canaan Real Estate, Homes and Condos for sale

All New Canaan homes currently listed for sale in New Canaan as of 12/19/2018 are shown below.  You can change the search criteria at any time by pressing the 'Change Search' button below.

If you have any questions or you would like more information about any New Canaan homes for sale or other New Canaan real estate, please contact us and one of our knowledgeable New Canaan REALTORS® would be pleased to assist you.


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  Page 1 of 12  
 
$8,500,000
218 Sleepy Hollow Road, New Canaan CT 06840
4
BEDS
5
BATHS
5,616
SQFT
$1,514
$/SQFT
6.33
ACRES
1952
BUILT
"One of the stars of New Canaan s legacy of mid-century modernism, the Wiley House, designed by Philip Johnson in the early 1950 s, was restored by Roger Ferris + Partners. Johnson s double-height glass pavilion with its living room and subtly hidden but generous galley kitchen cantilevers out over the fieldstone base. The slope of the land allows the lower-level rooms with the light marble floors full views of the property. The vintage swimming pool with its original diving pad is a twin to the circular pool at Johnson s Glass House. A new pool house built into the hill and the reconstructed barn/art gallery form their own separate courtyard. A stand of towering Hickory trees creates a cathedral space around the house."
* LISTED OVER 120 DAYS 
$7,995,000
141/95 Briscoe Road, New Canaan CT 06840
7
BEDS
8
BATHS
11,131
SQFT
$718
$/SQFT
13.33
ACRES
1944
BUILT
"Magnificent white brick Georgian with guest/pool house, barn, tennis courts and paddle court with lights for night play and heated pool. Gracious home features seven bedrooms, six full baths, six fireplaces and a whole-house generator. Masterfully renovated and expanded, meticulously maintained with state-of-the-art systems. Sited on stunning private hilltop with dramatic east/south views including LI Sound. Spectacular property includes covered porch with outdoor stone fireplace, sweeping lawns, specimen trees, distant meadows and professionally-maintained perennial gardens. See LB for complete Property Highlights. Listing encompasses 2-lots #141 and #95. Assessment, taxes and acreage combined. Field Card states 6 BRs/4 Full Baths. House on 8.56 acre parcel (Lot #141) is also available for sale for $6,500,000. See MLS # 170029051."
* LISTED OVER 120 DAYS 
$7,750,000
64B Wydendown Road, New Canaan CT 06840
11
BEDS
12
BATHS
16,566
SQFT
$468
$/SQFT
9.65
ACRES
2005
BUILT
"Stunning European Colonial. Gourmet kitchen with large eating area features granite counters, ceiling height cabinets, double wall oven, 6 burner gas stove and island. Family living room with coffered ceilings and fireplace with french doors to stone patio. Mahogany Library with oversized viewing screen and floor to ceiling built-ins. First floor Master Bedroom with full bath and fire place . Second floor Master Bedroom features 2 beautiful full baths and 2 walk in dressing rooms with french doors to stone balcony. 6 Additional bedrooms complete the upper level. Walk up unfinished attic. Full finished lower level rec room. Multiple patios overlooking tranquil 9.6 professionally landscaped property. Playground and full tennis court; pond with fountain. Properties Include a care taker's home or investment property with 2 apartments and bonus room, 20 garage spots and 3 stall barn."
* LISTED OVER 120 DAYS 
$7,700,000
523 Oenoke Ridge, New Canaan CT 06840
3
BEDS
4
BATHS
11,000
SQFT
$700
$/SQFT
2.20
ACRES
2018
BUILT
"Historic 1953 Philip Johnson house with a spectacular new companion structure inspired by the Barcelona Pavilion. Philip Johnson's Alice Ball House, which has been called a liveable version of the Glass House, was designed in 1953. This airy two-bedroom jewel on New Canaan's Oenoke Ridge, will gain a second structure an elegant, three-bedroom house nestled into the landscape. The horizontal lines and planes of the new residence are inspired by Ludwig Mies Van der Rohe's Barcelona Pavilion, a seminal building that has inspired many modern architects. Philip Johnson designed the Ball House as a modest one-story house with a site plan that gives the house the feeling of a romantic garden villa or a little pavilion in the woods. The new residential structure and the historic house will harmonize as one composition with minimal structure, transparent walls, a floating wall, and long vistas that help blur the borders between inside and outside. The newer structure will feature generous living space and a large sky-lit underground garage with enough space for a collection of cars or an expansive studio. Landscaping including native grasses and wild flowers, stone walls, tumble gravel, and pervious pavers will enhance the courtyard space between the two structures. Interior options and configurations can be customized. Internationally known Bakh Design interprets the masters of modern design with a contemporary vision."
$7,285,000
26 Pequot Lane, New Canaan CT 06840
6
BEDS
8
BATHS
12,385
SQFT
$588
$/SQFT
4.00
ACRES
2008
BUILT
"One of New Canaan's best kept secrets. This extraordinary Brick Estate, with 5/6 bedrooms & 6.2 baths, was custom built by Bueti Construction for the present owners. With every desirable amenity & no expense spared on every aspect of the construction, this estate home has it all. Pure elegance abounds from the grand two-story entrance down to the hand-chiseled stone fireplace surrounds. Luxuriate in the private back grounds & finished lower level complete with pool, spa, waterfall, tennis & sport court, sauna, elevator, wine cellar, full bar, double open fire place, fitness room & covered arch patios. The landscaping features stone walls, railings & privacy. Truly a horticulturist's dream with specimen trees & screening that provides privacy for one of the richest retreats in town."
* LISTED OVER 120 DAYS 
$6,700,000
5 North Wilton Road, New Canaan CT 06840
7
BEDS
11
BATHS
10,238
SQFT
$654
$/SQFT
7.57
ACRES
1936
BUILT
"Set on an enviable 7.5 gated acres, this brick Georgian compound is the epitome of sophisticated country elegance. Surrounded in beautiful gardens with rolling lawns & specimen trees creating sought-after privacy, it also features a completely renovated carriage/caretaker s house, a Lord & Burnham greenhouse, a guest house with second 4-car garage (perfect for the collector), tennis court, & a heated pool with entertaining terrace; & a charming pool house with pergola. Inside, finely-detailed appointments on every level include beam ceilings, custom millwork & cabinetry, rich paneling, & beautifully carved fireplaces. An inviting entry with an elegant curved-staircase; a richly paneled study with fireplace & walls of custom cabinetry; a spacious gourmet kitchen with bespoke cabinetry, butler s kitchen, & separate breakfast room; & a sleek three-exposure sun room with coffered ceiling, tall windows, & French doors to the pool & gardens create a luxurious setting for entertaining. The lower level features a paneled billiards room with coffered ceiling and side full bar with media center, a state of the art home theater with lounge seats for 12, wine cellar, & an exercise room with full bath, steam shower & sauna. A spacious master suite with tray ceiling, custom cabinetry & private balcony also features dual luxury baths & fitted dressing closets. Moments to every convenience & easy access to major highways & trains, this spectacular Georgian estate is truly incomparable."
$6,595,000
64 Wydendown Road, New Canaan CT 06840
8
BEDS
9
BATHS
11,484
SQFT
$574
$/SQFT
5.10
ACRES
2005
BUILT
"Stunning European Colonial. Gourmet kitchen with large eating area features granite counters, ceiling height cabinets, double wall oven, 6 burner gas stove and island. Family living room with coffered ceilings and fireplace with french doors to stone patio. Mahogany Library with oversized viewing screen and floor to ceiling built-ins. First floor Master Bedroom with full bath and fire place . Second floor Master Bedroom features 2 beautiful full baths and 2 walk in dressing rooms with french doors to stone balcony. 6 Additional bedrooms complete the upper level. Walk up unfinished attic. Full finished lower level rec room. Multiple patios overlooking tranquil 5.1 professionally landscaped property. Playground and full tennis court; pond with fountain."
* LISTED OVER 120 DAYS  * PRICE LOWERED - $6,995,000 TO $6,595,000 
$6,500,000
141 Briscoe Road, New Canaan CT 06840
7
BEDS
8
BATHS
11,131
SQFT
$584
$/SQFT
8.56
ACRES
1944
BUILT
"Magnificent white brick Georgian with guest/pool house, barn, tennis courts and paddle court with lights for night play and heated pool. Gracious home features seven bedrooms, six full baths, six fireplaces and a whole-house generator. Masterfully renovated and expanded, meticulously maintained with state-of-the-art systems. Sited on stunning private hilltop with dramatic east/south views including LI Sound. Spectacular property includes covered porch with outdoor stone fireplace, sweeping lawns, specimen trees, distant meadows and professionally-maintained perennial gardens. See LB for complete Property Highlights. Field Card states 6 BRs/4 Full Baths. House is also available for sale on full 13.33 acres for $7,995,000. Lot #141 (8.56 acres) and Lot #95 (4.77 acres). See MLS # 99185649."
* LISTED OVER 120 DAYS 
$5,995,000
76 Turtle Back Lane, New Canaan CT 06840
8
BEDS
11
BATHS
14,724
SQFT
$407
$/SQFT
7.25
ACRES
1990
BUILT
"A striking and architecturally significant home designed by Harvey Kaufman, one of the principals of Kaufman Black Lyons Architects, displays a blend of elegant classic refinement and the finest craftsmanship. Sited to capture the splendor of nature and professionally manicured grounds from almost every room and offering a serene private feeling in the outdoor entertaining spaces, this bright eight bedroom eight full and three half bath home presents an unparalleled aesthetic of grace with gourmet kitchen, extensive custom wood work throughout, cabinetry, and shelving adding elegance to the grandly sized rooms. Numerous balconies and expansive patio provide resplendent indoor/outdoor living spaces designed to enjoy the extensive mature landscaping. The lower level offers home theater, game room, billiard room, dance/exercise area plus a separate laundry room and bath. The wonderful pool area offers heated pool, separate spa, covered pool house with full bath, dressing room and kitchenette. Thoughtfully sited to service both the pool area and the lighted tennis court, this pool house is the perfect gathering place. A thoughtful and meticulous attention to detail throughout creates the harmony of vision of a private oasis for those who covet privacy yet yearn for convenience."
$5,995,000
84 Turtle Back Road, New Canaan CT 06840
5
BEDS
7
BATHS
9,036
SQFT
$663
$/SQFT
7.16
ACRES
1996
BUILT
"This private seven-acre estate s identity resides in its magnificent vistas of sunsets, dramatic clouds formations, the undulating hills of CT and NY State and the glow that bounces off LI Sound and the Manhattan skyline. Artists and architects will tell you it is all about the light and the views. This residence maximizes both throughout the house with its open floor plan, soaring ceilings, oversized windows and doors, terraces and strategically placed balconies. Gracious shingle style home custom designed by Louise Brooks and built by Hobbs Inc. features 5 bedrooms, 5 full baths, 4 fireplaces, coffered ceilings and elegant millwork, elevator, indoor and outdoor pools, outdoor fireplace, exercise room, wine cellar and more Own the key to one of the most remarkable and treasured homes in New Canaan. House constructed in 1995 -1996, portion of foundation and garage area built 1959"
* LISTED OVER 120 DAYS 
$5,995,000
729 Smith Ridge Road, New Canaan CT 06840
6
BEDS
7
BATHS
9,100
SQFT
$659
$/SQFT
4.33
ACRES
2017
BUILT
"This extraordinary new construction built by Nordic Builders is located near other private estates. WE CAN CUSTOMIZE THE SIZE, LOOK, INTERIOR AND EXTERIOR TO YOUR LIKING. Designed with great attention to details both fresh and transitional: 10 ft ceilings, wide moldings, 4 fireplaces and luxurious baths. An exceptional custom kitchen, enthralling even for the best of chefs, opens to grand covered terraces with built-in fireplace/pit. The spacious paneled library with fireplace and a wall of French doors overlook the stunning property with pool, pool house and tennis court. This magnificent offering earns the distinction of being Best In Class ."
* LISTED OVER 120 DAYS  * PRICE LOWERED - $6,450,000 TO $5,995,000 
$5,995,000
99 Huckleberry Hill Road, New Canaan CT 06840
6
BEDS
9
BATHS
11,488
SQFT
$522
$/SQFT
8.38
ACRES
1982
BUILT
"Huckleberry House is an extraordinary Palladian residence majestically sited on 8.4 acres. Designed by the internationally renowned classical architect Alan Greenberg in 1982, the main house, pool house & guest cottage are surrounded by gardens. This magnificent home has been featured in numerous publications on the essence of great architecture. The elegant proportions & stunning drama of the 3 story rotunda provide the perfect central axis of the home. A masterpiece of style & sophistication the beautiful dining room painted Chinese wallpaper, the handsome Culin & Colella kitchen cabintry & millwork, the magnificent mahogany library, the majestic water views are only a few elements of this singular residence. An estate for all seasons."
* LISTED OVER 120 DAYS  * PRICE LOWERED - $6,995,000 TO $5,995,000 
$5,950,000
33 Sunset Hill Road, New Canaan CT 06840
6
BEDS
8
BATHS
8,771
SQFT
$678
$/SQFT
2.00
ACRES
2009
BUILT
"A truly exceptional opportunity to own one of New Canaan s finest residences offering the ultimate in luxurious living combined with a location on Sunset Hill that is unparalleled. Welcomed by an alle of beautiful hornbeam trees and a courtyard of tailored boxwoods, the classic elegance of this 2009 custom built Stone and Clapboard home is immediately apparent. A handsome limestone front entry flanks the lacquered front door with leaded glass above and custom floor to ceiling windows set the tone for what is awaiting inside. Customized design elements by renowned architect and designers blend the spacious formal and informal rooms, creating a perfect fusion of modern lifestyle with sophisticated elegance. Three floors of living are highlighted by a grand, open kitchen with Calcutta Marble walls, a Family Room with custom limestone fireplace and leather lined bookcases, a very impressive Master Suite, and 5 additional bedrooms with en-suite beautifully appointed baths and custom closets. Large open hallways are naturally sunlit as the numerous French doors seamlessly lead to the outdoor spaces with stone terraces, expansive yard, porch with fireplace, pool and spa. This is a home that transcends others and one senses from the moment you enter that this an exceptional residence."
* LISTED OVER 120 DAYS  * PRICE LOWERED - $6,500,000 TO $5,950,000 
$5,700,000
87 North Wilton Road, New Canaan CT 06840
5
BEDS
7
BATHS
9,017
SQFT
$632
$/SQFT
6.63
ACRES
1951
BUILT
"REAL ESTATE REDEFINED l Poised majestically on nearly seven acres, this elegant and stately, yet comfortable manse stylishly welcomes family and friends. A long drive gently winds through a breathtaking orchard to a sundrenched home of casual elegance and ultimate privacy, with orchestrated rooms that create many wonderful spaces for family living as well as for intimate or grand entertaining. This home is timeless in design, providing luxury and comfort on two sprawling and finely proportioned levels of living space, newly rejuvenated and masterfully taken to the next level. Spanning nearly 10,000 square feet, the traditional Colonial exterior gives way to a light-filled interior characterized by a restful, soft and warm palate of blues and beiges, higher ceilings, and time-honored wooden floors. The plan flows freely from the inviting entrance hall to formal public rooms and also to the more intimate living quarters, including a custom designed and built gourmet kitchen and family room. Upstairs find four generous family bedrooms and a luxurious master suite. Along with the stunning main house, this exceptional estate is enhanced by a charming guest cottage, heated pool, fully equipped pool house with cabanas and tennis court. Magnificent acreage includes stunning gardens, delightful cutting/vegetable plots, stone terraces and apple orchard to make this an alluring and private retreat. Certainly one of New Canaan's most lauded estate properties - put simply, it's Magical."
$5,695,000
56 Pequot Lane, New Canaan CT 06840
5
BEDS
8
BATHS
9,093
SQFT
$626
$/SQFT
4.30
ACRES
2015
BUILT
"This exquisite shingle-style home, designed and built by Wadia Associates, is a benchmark for the sought-after transition between grand tradition and sophisticated contemporary ease. With over 9000sf of elegance, craftsmanship and the best materials on 3 floors, this home speaks quietly of excellence. It features 5 spacious bedrooms, 6 luxury baths, and a kitchen anyone who cooks and entertains would be proud of. It utilizes a state-of-the-art Encon geo-thermal heating and cooling system for comfort and energy-efficiency. The home features the finest materials, including a 100-year Vermont slate roof and Brazilian marble countertops. The hilltop location and 4.3 acres provides space and privacy an estate of this quality requires."
* LISTED OVER 120 DAYS  * PRICE LOWERED - $5,895,000 TO $5,695,000 
$5,495,000
183 West Road, New Canaan CT 06840
6
BEDS
6
BATHS
6,671
SQFT
$824
$/SQFT
3.68
ACRES
1790
BUILT
"Historic New Canaan landmark property recently restored to perfection by current designer/owner is being offered completely furnished and decorated. Classic elegance is reimagined in each graciously proportioned room with custom interior woodwork to maintain the New England design & aesthetic. The finest amenities & finishes create an elegant mix of classic architecture & modern touches. This beautiful estate includes: Main home w/5 bedrooms, spectacular modern pool house w/every amenity, charming guesthouse w/soaring cathedral ceilings, & a stunning newly built country barn/office. Recently constructed gorgeous stone walls, terraced gardens and a revitalized formal garden add to the charm and aesthetic of this premier antique property....A Showcase in Perfection!"
$5,480,000
709 West Road, New Canaan CT 06840
6
BEDS
9
BATHS
11,162
SQFT
$491
$/SQFT
4.03
ACRES
1998
BUILT
"CLASSIC CONNECTICUT COLONIAL RENOVATED TOP-TO-BOTTOM IN A PRESTIGIOUS PART OF NEW CANAAN. This LIKE NEW home on four remarkable acres offers an unmatched lifestyle of sophistication, beauty and privacy. Recently renovated with magazine-worthy finishes and details throughout, this impressive home offers six luxurious en-suite bedrooms, new systems and new roof. The lifestyle of this stunning home is enhanced with exceptional landscaping surrounding the custom pool house complete with bath and fireplace, infinity pool and spa, two outdoor cooking areas, and multiple terraces. The expansive lower level includes top-of-the-line twelve seat home theater, 1500 bottle wine cellar and gym. Serene and private, yet very convenient, this home is 1 hour to Manhattan. 5 minutes to New Canaan town center and schools. There hasn t been and probably won t be something like this on the market for some time. Truly exceptional."
* LISTED OVER 120 DAYS 
$4,995,000
85 Carter Street, New Canaan CT 06840
5
BEDS
7
BATHS
7,833
SQFT
$638
$/SQFT
2.75
ACRES
2018
BUILT
"Proposed construction by Greenleaf-Properties for stunning 5-bedrm (possible 6 bedrm) Nantucket style home designed by renowned architect, built to highest quality standards & handsomely set on 2.75 magnificent acres w/ elegant curb appeal and privacy. Gracious rooms flow seamlessly for formal entertaining or casual living. Open flr plan w/10 ceilings leads to open flat yard w/ stone terrace and FP. Fabulous Master suite w/His & Her dressing rms, FP & sitting area. Exquisite attention to detail is noteworthy in stone accents, covered porch w/ gazebo, sleek millwork, 6 firepls, paneled library, home office & coffered ceilings. Unfinished walk-out LL has FP. Third flr and LL plumbed for full bath. 1.5 miles to town. Room for future pool, pool house & tennis court. (Land only is available at $1,799,000 MLS # 99194820)."
* LISTED OVER 120 DAYS 
$4,975,000
1480 Ponus Ridge, New Canaan CT 06840
6
BEDS
8
BATHS
10,256
SQFT
$485
$/SQFT
3.24
ACRES
2007
BUILT
"Private country estate minutes from downtown New Canaan sited on the most stunning flat property with 200 feet of frontage on Rippowam River and unobstructed vistas over open land. Custom built to the highest standards for current owners by noted architect & builder, Alex Kaali-Nagy, this classic stone colonial is rich in architectural details with exquisite millwork throughout. Gated entrance, front & back covered porches overlooking gardens, lawn & specimen plantings. Pool and tennis court sites"
* LISTED OVER 120 DAYS 
$4,895,000
723 Oenoke Ridge, New Canaan CT 06840
6
BEDS
8
BATHS
10,622
SQFT
$461
$/SQFT
4.29
ACRES
1997
BUILT
"Classic and renovated Georgian with Vermont slate roof on prestigious Oenoke w/4.3 landscaped acres w/pool & year-round spa makes quite a statement. 22'ceiling grand foyer w/floating staircase greets your arrival. 13'coffered ceiling in the living room w/fpl. & bank of French doors to covered patio defines elegance. The dining room has a fpl.& is adjacent to new butler's pantry.A sundrenched solarium adds up to its name. The mahogany library is impressive. A newly redone sparkling white kitchen is spectacular w/oversized quartz island, a large breakfast room & the kitchen is open to an 18' vaulted ceiling family room w/its fpl.& built-ins. You will love coming into the newly remodeled crisp & white mudroom w/cubbies, as well as a large closet. The master is perfect w/its brand new white large bath & sitting room w/fpl. & fridge. Five other bdrms., ( all with interior baths), which includes a guest suite that has its own sitting room. A large 2nd floor bonus room has both a outdoor deck and a Juliet balcony overlooking 1st flr. family room. In the walkout lower level you'll find a gym, billiard room, changing rooms, 2nd laundry room, full bth. & a cool music room that serves as family's karaoke venue. Outdoors, enjoy the pool, extensive patios, year-round spa, & gorgeous landscaping. There is also a generator. Only minutes to town, train, and shops. A most special offering."
* LISTED OVER 120 DAYS 
$4,895,000
35 Charter Oak Lane, New Canaan CT 06840
6
BEDS
9
BATHS
9,724
SQFT
$503
$/SQFT
2.08
ACRES
2006
BUILT
"Nestled on over 2 professionally groomed and private gated acres on a quiet culdesac, this 6-bedroom 8-bath, and over seventy five hundred square foot custom-built home is absolutely stunning. Amazing four finished floors with elevator access to all, au-pair/in-law suite, wine cellar, exercise rooms, indoor/outdoor entertaining space, and heated pool/spa/pool house. Even the most discerning of buyers will be impressed with the attention put into building this marvelous home."
* LISTED OVER 120 DAYS  * PRICE LOWERED - $5,295,000 TO $4,895,000 
$4,800,000
61 Sturbridge Hill Road, New Canaan CT 06840
5
BEDS
7
BATHS
10,800
SQFT
$444
$/SQFT
2.43
ACRES
2019
BUILT
"New construction on a hilltop, this stunning Sturbridge Hill home offers seasonal views of Long Island Sound! A bright and sunny 7300 sf Colonial offers elegance, comfort, and style with 10' ceilings, 8' windows and doorways. Three finished floors include a stately library, chef's kitchen, 5 bdrms, 5 full and 2 half baths, 4 masonry fireplaces, and a 3 car garage. A walk-out lower-level can add 2,000 sf of living space. Exterior features include first floor ship-lap, 3 stone chimneys, copper gutters, and a heated, covered slate veranda with western exposure overlooking your potential pool and tennis court! Luxury at it's best, you have time to customize this outstanding state-of-the art home, designed by Halper Architects and Hobi builder-of-the year Fotis Dulos and Fore Group."
$4,750,000
549 Oenoke Ridge, New Canaan CT 06840
6
BEDS
8
BATHS
9,225
SQFT
$515
$/SQFT
2.22
ACRES
2018
BUILT
"Absolutely stunning architectural masterpiece by award winning Riverside Design & Build LLC amidst some of New Canaan's most iconic estates. A gated entry with field stone walls leads to this enchanting 6 bedroom home. Amenities include elevator serving 4 floors, 4 fireplaces, 10 ft ceilings & whole house generator. Custom double island kitchen by Deane with butlers pantry. Master bedroom suite with fireplace, sitting room and 2 walk-in closets. Heated pool with waterfall, patio and pool house with bath, kitchenette & outdoor shower. Sunroom with eleven arch top double French casement windows. Stone terrace and patio overlook the private backyard. Unfinished basement has over 3000 square feet of additional space. Beautifully proportioned rooms, refined elegance and luxurious amenities make this an unforgettable home. New Construction."
$4,749,000
106 Bennington Place, New Canaan CT 06840
6
BEDS
7
BATHS
9,984
SQFT
$476
$/SQFT
2.05
ACRES
1999
BUILT
"Magnificent sun-filled home with every possible detail and a special spot for all. Generous mudroom with computer and charging stations. Library with custom builtins and winding stairway to wine cellar which holds 2070 bottles. Butlers pantry with refrigerator drawers, wine refrigerator and storage. 2nd floor study (possible bedroom) with many custom built-ins, window seats and moldings. MBR bath with coffee station and small refrigerator. Lower level sports haven with builtins, wet bar, gym and climbing wall. This handsome home sits amid lush landscaping on a lovely cul-de-sac off of Ponus Ridge. Walking distance to Country School and West School. Five fireplaces."
 
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