Lewisboro NY Real Estate & Homes for Sale
The median home value in Lewisboro, NY is $841,500.
This is
higher than
the county median home value of $630,700.
The national median home value is $219,700.
The average price of homes sold in Lewisboro, NY is $841,500.
Approximately 82.57% of Lewisboro homes are owned,
compared to 7.08% rented, while
10.35% are vacant.
Lewisboro real estate listings include condos, townhomes, and single family homes for sale.
Commercial properties are also available.
If you see a property you’re interested in, contact a Lewisboro real estate agent to arrange a tour today! 
ADDITIONAL INFORMATIONWelcome to Lakeside at Laurel Ridge Luxury Townhomes. A hidden Gem in the suburbs, Premium location overlooking the mesmerizing lake. Beautiful townhomes offering every attention to detail with a masterful eye for design and flawless floor plans. Boasting almost 3,000 sf, this 3 bedroom, 2 full and 1 half-bath townhome lives like a single family home with privacy and effortless lifestyle. Great value, Low taxes and Low HOA fees, featuring HardiPlank exteriors, custom hrdwd floors on the main level, FP, large deck, Gourmet kitchen with top of the line SS appliances, fine wood cabinetry, granite/marble counter tops. Lux Master suite, w/sitting room, balcony, Xtra-large walk-in closets, spa bath w/double vanity & large custom tile shower. 2 add'l generous size BRs. Finished walkout LL with terrace, can be flex space:office/gym/theater/fam. room/rec room. Attchd 2 car garage heated. Conveniently located to fine shopping, restaurants, train, airports, hiking, parks, golf. Pools & tennis included in HOA fee. Award winning schools.This is NEW CONSTRUCTION,TO BE BUILT. $1,179,00039 Knapp Road Lewisboro, NY 10590
Open House: Sunday, 2/28 11:00-1:00PM View additional info
Courtesy: William Raveis-New York LLC
ADDITIONAL INFORMATIONMagical lakefront retreat! Spectacular well maintained contemporary home located on Lake Oscaleta with 146 feet of direct lake access. Bright three level VIEW home. Soaring ceilings, skylights, floor to ceiling windows, wood-burning fireplace, and private setting. Wrap around view deck. Flexible floor plan. Main floor with kitchen, spacious living room/dining area, den, bedroom, and full bath. Upper level has spacious master suite, with dressing area, bath and expansive lake views. Lower level has full bath and space perfect for guests or private office with separate entrance. Connected by direct access to Lake Waccabuc and Lake Rippowam. Fresh water lake! U shaped dock perfect for water lovers! Swim, boat, fish, and ice skate - year-round outdoor enjoyment. This amazingly special view home will not last! 
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Courtesy: Coldwell Banker Signature Prop
ADDITIONAL INFORMATIONOne look will do. The perfect first home. Gorgeous level 1.1 acre property with fenced yard and shed. DR with slider out to a patio and private yard. The patio has a Sun Screener awning. Oversized attached garage with a workshop. Master BR with SGD to large deck with views. Taxes under $10,000 with STAR exemption. All this can be yours. $699,50010 Laurie Lane Lewisboro, NY 10590
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Courtesy: William Raveis-New York LLC
ADDITIONAL INFORMATIONEasy one-level living within the Katonah-Lewisboro School District. The expansive living room with walls of windows, fireplace and dining area flows beautifully into the sun-drenched great room and eat-in kitchen. The master bedroom w/bath and two more bedrooms and bathroom round out the main level. There are hardwood floors and plentiful storage throughout. This home will delight with it's entertaining flow inside and out onto the large deck overlooking the level back yard. The walkout lower level has a full bath and offers plenty of space for storage or play. Local trails and backroads for hikers and cyclists of all levels. John Jay Schools. $2,950,0002 Murray Place Lewisboro, NY 10590
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Courtesy: Neumann Real Estate
ADDITIONAL INFORMATIONThis Majestic Colonial home is prominently located on 15 gorgeous acres with a gated entrance on a private setting. The home offers elegant finishing touches w/the finest materials used. The impressive Foyer welcomes you with a circular staircase, soaring ceilings, an elegant formal Living Room, private Office, Library w/built-ins, Formal Dining Room & Chefs Kitchen. The main level Master Suite offers his/her closets w/built-in wardrobes, sitting room & Master Bath. This stunning home has 5 bedrooms with 5 1/2 bathrooms, 4 fireplaces, gleaming hardwood/marble flooring, 9' ceilings, French doors, oversized windows & exquisite millwork to reflect a sense of elegance & grandeur. The home offers 7,460 sq.ft. of living space with an add'l 2,000 sq. ft. on the lower level to include a large Rec Room with bar, gym, yoga studio & sophisticated wine cellar. The property also offers an in-ground pool, hot tub, pool house, outdoor Kitchen w/stone terraces, gardens, attached & detached garages. $1,299,00068 Ridgefield Avenue Lewisboro, NY 10590
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Courtesy: Compass Greater NY, LLC
ADDITIONAL INFORMATIONThis private, breathtaking estate in South Salem is alive with luxury and beauty. Built in 1790, this pristine 5,600 sq. ft. Colonial claims only three owners in its history. Every inch has been renovated to perfection with chestnut floors, three fireplaces and original hand hewn boards. The two story great room boasts coffered ceilings. The dining room with butler s pantry ensures elegance. The gourmet white kitchen features granite counters and top-of-the-line appliances. The spacious breakfast room is sheathed in glass for beautiful views. A spa-like bath joins the serene master bedroom. The stone patio faces the stunning natural surroundings. A new detached garage with studio is ideal for hobby enthusiasts. Bordered by a protective screen of greenery, the private level 5.43 acre lot affords the potential for a sculpted pool. South Salem is a charming community offering a high standard of living in a woodland sanctuary, rarely found within 60 minutes of Manhattan. 
ADDITIONAL INFORMATIONGorgeous new construction direct lakefront 3 BR condo townhome with 2 car garage, just 1+ mile north of New Canaan, CT border in scenic hamlet of South Salem, NY. Fabulous views from each of 3 levels. Each home individually framed so no common walls. Carefree, sophisticated living in Laurel Ridge complex with pools, tennis and basketball courts and walking trails. Walkable to shopping, restaurants, post office and other local amenities. Ten minutes (5.4 miles) to New Canaan train station. VERY low taxes, common charges and utilities. Luxury living with less overhead. Viking appliances in kitchen, gas fireplace in living room, bluestone patio overlooking lake, optional outdoor gas BBQ hookup. Water softener/filtration system included. Home is framed and viewable, with time to still choose finishes and features. Model home with different layout is available to view quality construction and finishes. INTERIOR LISTING PHOTOS ARE OF MODEL, NOT THIS HOME. *Note: Zillow, because of its own algorithms, has taxes listed incorrectly. Correct taxes, per assessor and on his listing, are $8022. $209,000160 Laurel Ridge Lewisboro, NY 10590
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Courtesy: Coldwell Banker Realty
ADDITIONAL INFORMATIONMove right in to this recently renovated pet friendly unit in Oakridge condos, fabulous location close to all shopping and amenities - Living room w/ wood burning fireplace, dining room, New flooring throughout (including kitchen and Bath) New cabinets in kitchen w/granite countertops, Newer stainless steel appliances ( Brand new fridge), Newer Front end loader washer & dryer, New high efficient 40 gallon hot water heater (Dec. 2020), New fireplace mantel w/tiled hearth, GORGEOUS renovated New bathroom w/new vanity, tiled shower, full-size sliding glass door to private deck/porch, Property includes an outside storage unit, Walk to local market, pharmacy, pizza place, service station, hardware, deli, nail salon, etc. Enjoy all the amenities, BEAUTIFUL recently renovated pool & Hot tub, also Tennis!! Taxes Do Not include Basic STAR savings of $1,689 $3,000,00056 Conant Valley Road Lewisboro, NY 10576
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Courtesy: Compass Greater NY, LLC
ADDITIONAL INFORMATIONDiscerning. Modern. Curated. Timeless. Private. If these words define your sensibilities look no further than 56 Conant Valley Road, a rare architectural gem sited on 10+ spectacularly-landscaped acres of level, wooded and rolling land a short distance to New Canaan, Ridgefield and The Inn At Pound Ridge. A private, gated driveway winds through bamboo clusters and impressive stone outcroppings to an approximately 6,700sf showcase of wood, steel and glass modernist design, replete with 4 bedrooms, 7 bathrooms, a private guest apartment, and multiple decks and patios. From the moment you enter you're greeted by bold expressions like the oversized, walnut pivot door and a glamorous helical staircase that echoes the wall itself. Twenty-foot ceilings add volume to the fresh, airy space, while the living room makes its own statement: awash in natural light through walls of windows, it features an enormous wood-burning, stone fireplace, an abundance of entertaining space and an expansive deck overlooking stunning mature specimen trees and shrubbery--the ultimate cocktail-party backdrop! Toward the eastern wing of the main level, a formal dining room and solarium flow beautifully to a large, sleek and chic Varenna kitchen equipped with every culinary essential. Like the adjacent media room, it too is accessible to a sprawling deck that features an outdoor kitchen and access to the private office/1-bedroom apartment with full bathroom. The home s upper level offers three bright and comfortable guest rooms with two well-appointed bathrooms, and a master wing that enjoys a wood-burning fireplace, walk-in closet, large deck and spectacular Thassos marble spa-bath. To round out this exceptional home, the walk-out lower level ensures endless versatility for your gym, media room, playroom, art studio, au pair suite whatever your needs. Bonus Features include a 3-car garage, a putting green and integrated AV system. Swimming Pool plans are approaching approval. Located just 1 hour from NYC, this magnificent home is convenient to multiple hiking trails, golf courses, mass transit, equestrian facilities and numerous local attractions. $205,00057 Fox Run Lewisboro, NY 10590
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Courtesy: William Raveis Real Estate
ADDITIONAL INFORMATIONPrivate corner unit on second level with loft area, cathedral ceilings, ceiling fans, wood burning fireplace and private deck. Perfect for working professionals or investors looking for rental income. Walk to shopping in Oakridge, and close to all transportation. 10 min to New Canaan CT business center, and 8 min to Pound Ridge NY shops. $1,350,00032 Gideon Reynolds Road Lewisboro, NY 10518
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Courtesy: William Raveis-New York LLC
ADDITIONAL INFORMATIONRare Opportunity to own spacious Michelle Estates contemporary colonial residence w/one-of-a-kind floor plan and gunite salt water pool! Conveniently-located near award-winning KLSD schools and local shopping, this custom home s double door entry beckons your presence into a meticulously-maintained space w/high ceilings, hardwood floors, a front and back stairway as well as updated baths throughout. An expansive light-filled great room complete w/butler s pantry and wood-burning fireplace opens to dining room for easy entertaining w/outdoor access to new Trex deck. Gourmet kitchen w/top-of-the-line appliances faces an airy window-wrapped breakfast area w/secondary access to outside relaxation and recreational space. A peaceful first floor master bedroom suite looks out on private backyard and includes a generously-sized bath. The first floor also has a beautiful extra room with full finished closet which easily can be used for your very own best use - office, tv room, nursery, exercise room and/or guest room. A roomy laundry room and two powder rooms complete the first floor. Second floor includes another bedroom suite w/sitting area and private bath as well as two additional bedrooms and a hall bath. Walk-out basement has two finished rooms plus full bath (960 sq ft included in total listing square footage), closets and ample unfinished storage. Level driveway leads to oversized two car garage and a backyard w/in-ground pool adjacent to Michelle Estates open space. Humidifier, generator (2013), new boiler and hot water heater (2014). Move right in and enjoy! 
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Courtesy: Coldwell Banker Realty
ADDITIONAL INFORMATIONWelcome to Lakeside at Laurel Ridge Luxury Townhomes. A hidden Gem in the suburbs, Premium location overlooking the mesmerizing lake. Beautiful townhomes offering every attention to detail with a masterful eye for design and flawless floor plans. Boasting almost 3,000 sf, this 3 bedroom, 2 full and 1 half-bath townhome lives like a single family home with privacy and effortless lifestyle. Great value, Low taxes and Low HOA fees, featuring HardiPlank exteriors, custom hrdwd floors on the main level, FP, large deck, Gourmet kitchen with top of the line SS appliances, fine wood cabinetry, granite/marble counter tops. Lux Master suite, w/sitting room, balcony, Xtra-large walk-in closets, spa bath w/double vanity & large custom tile shower. 2 add'l generous size BRs. Finished walkout LL with terrace, can be flex space:office/gym/theater/fam. room/rec room. Attchd 2 car garage heated. Conveniently located to fine shopping, restaurants, train, airports, hiking, parks, golf. Pools & tennis included in HOA fee. Award winning schools.This is NEW CONSTRUCTION,TO BE BUILT. $2,395,00023 Beaver Pond Lane Lewisboro, NY 10590
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Courtesy: Houlihan Lawrence Inc.
ADDITIONAL INFORMATIONLocated at the end of a cul-de-sac, the long, private driveway, edged with trees to the gated entry brings you into a private oasis On almost 5 acres and surrounded by 30+ acres of conservancy land, you will see the stately brick Colonial and separate studio cottage with a bath. Total privacy, magnificent grounds and many custom features, including magnificent millwork. A double height entrance with sweeping staircases and coffered ceilings. Large, gracious formal rooms, living room with fpl, a paneled Library/home office, a Chef's Kitchen with breakfast area opens to the family room with built-ins and a fpl. The spacious dining room has a fpl and large windows. The master has a sitting room, fpl, bth. 3 additional bedrooms with en suite baths and a bonus room. The walkout lower level features a great room, large bar, media room,game table room, gym, 1100 bottle wine cellar. Beautiful pool with a spa and a gas fireplace, a terrace and a deck. Extensive landscaping. 5 car garage. Home! $450,0003 Howe Street Lewisboro, NY 10590
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Courtesy: Keller Williams Realty
ADDITIONAL INFORMATIONCozy Truesdale Lake home with a short commute to NYC! Make yourself comfortable in this beautiful 2/1 ranch style home. This house has one of the largest decks you will see in a residential home! Perfect for summer entertaining and family BBQs after your time spent down by the lake. The sun-filled chef-inspired kitchen has ample amounts of usable space and an attached dining area. Two oversized bedrooms allow for a large bed set and plenty of room for extra furniture. The owner is currently using the second bedroom as an office/den. The 1 car garage is great for storage and the driveway is large enough for multiple vehicles. Truesdale Lake offers a "vacation-like" setting on over 83 acres and is the largest privately-owned lake in Westchester county. Enjoy swimming, kayaking, biking, fishing, and relaxing in a private neighborhood setting. Don't forget to take a peek at the beautiful maple tree in the backyard! $8,900,000128 Mead Street Lewisboro, NY 10597
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Courtesy: Houlihan Lawrence Inc.
ADDITIONAL INFORMATIONSequestered on 55-acres, this exceptional country estate in historic Waccabuc is a peaceful retreat. Bordered by the Waccabuc Country Club Golf Course and three preserves, this exquisite 7725-sf Georgian-style residence flawlessly integrates sophisticated country elegance with sought-after modern amenities & timeless design. Classically appointed formal rooms, lavish spaces for entertaining & luxurious areas for everyday living includes main level office, stunning glass-enclosed conservatory, billiards room, custom chef s kitchen & airy garden room with doors to an expansive stone patio. Four en suite bedrooms include the master suite with sitting room, oversized terrace & spa-like master bath. Third level playroom/study area & gym. Roof-top cupola with breathtaking 360 views. Beautiful grounds highlighted by sensational in-ground pool & spa with pool house complex, outdoor fireplace and a professional grade tennis court. Utterly private, yet convenient to shops, train, highway & schools. $350,00019 Nash Road Lewisboro, NY 10560
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Courtesy: Keller Williams Realty Partner
ADDITIONAL INFORMATIONA GREAT FIXER-UPPER ON BEAUTIFUL LEVEL 1.4 ACRES PROPERTY IN TOWN OF LEWISBORO. Colonial Home in very quiet street with a large barn and 2 car detached garage. *EXCELLENT SCHOOLS* BRING YOUR IMAGINATION, TEAR IT DOWN AND BUILD YOUR DREAM HOME OR REPAIR EXISTING!!! Septic is 1000 gallon replaced 2005, new well pump 2018. COMMUTERS DREAM: only a few minute drive to 684 and Goldens Bridge Train Station, close to shopping, restaurants, riding trails, apple orchards, hiking and fishing..The house is in Town of Lewisboro, ( North Salem Address Only) $13,200,00035 Schoolhouse Road Lewisboro, NY 10597
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Courtesy: Julia B Fee Sothebys Int. Rlty
ADDITIONAL INFORMATION35 Schoolhouse is a one-of-a-kind private country estate with breathtaking verdant views and an award winning landscape design. Owned by Tony Award winning producers, this stately landscape is its own work of art, offering a custom built amphitheater that has hosted performances by Christopher Plummer, the NY Philharmonic, James Earl Jones, Tommy Tune, Marvin Hamlisch and more. Luxuriously designed with two water features, a Hanneke Beaumont Bronze sculpture, in-ground pool with cabana rooms, a tennis court, a wooded walking path & sculpture gardens, this home is like owning your very own Storm King. Conveniently located only one hour from midtown Manhattan, this 18 acre estate is near Westchester's largest nature preserve & offers the most serene retreat. This home is comprised of a four bedroom main house and a four bedroom guest house with an idyllic layout for seamless entertaining. The interior offers a modern country aesthetic and each room provides its own magical view. $1,349,0001 Bluestone Lane Lewisboro, NY 10590
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Courtesy: Charles Rutenberg Realty, Inc.
ADDITIONAL INFORMATIONNEW Construction !! Do not Miss out on your chance to own a New Custom home on a Small Private development Surrounded by preserved land !! Bluestone Lane Private Community is one of the very few New Developments in beautiful Lewisboro Township. Opportunity to customize all finishes and build your dream home. Enjoy private hiking access to the Leon Levy preserve. Convenience of Ridgefield Shops and restaurants just 5 mins away. Work from home and enjoy the privacy surrounded by nature . POOL Site approved, asking price does not reflect pool install. $1,950,00025 Beaver Pond Lane Lewisboro, NY 10590
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Courtesy: Douglas Elliman Real Estate
ADDITIONAL INFORMATIONThis stately 5 bedroom colonial sits on a 9.6 acre private oasis with a sweeping back yard, heated gunite pool/spa with automatic cover, "s'mores" pit, raised garden beds and private hiking trails connecting to another 31 acres of land trust trails. Inside, the main level features a limestone entry flanked by a formal living room and an enormous formal dining room. The open-plan kitchen and family room with a stone gas fireplace all open onto a huge west-facing maintenance-free deck with a retractable awning overlooking the spectacular backyard. A spacious and well-designed mudroom connects to both the side entrance and heated three-car garage. Upstairs, the primary bedroom suite features its own stone gas fireplace, walk-in closet and bath with spa tub. Four more bedrooms, two baths, laundry room and an unfinished bonus room complete the second level. The finished lower level is wide-open and carpeted with french doors to the yard and pool. Whole-house generator and irrigation system. 
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Courtesy: Vincent & Whittemore R.E.
ADDITIONAL INFORMATIONNature lover's estate. This handsome 4 BR, 3.2 bath colonial is sited on 14 open horse friendly acres. The interior includes a Great room with a floor to ceiling stone fireplace, oak board floors, and a paneled ceiling. Included is a window wrapped sunroom with flagstone floors. A hand painted wall mural graces the formal Dining room with a fireplace. Wood beamed country eat in kitchen w/large island, wide board floors and a wood burning fireplace. Master bedroom suite with fireplace, Master bath with jacuzzi, and a private interior balcony overlooking the Great room. The exterior includes an expansive flagstone terrace, in-ground swimming pool with spa, a sparkling pond, meadows and a separate fenced 5.7 acre lot with a run-in shed . Adjacent to the 4700 acre Pound Ridge Reservation with direct access to riding trails. Close proximity to Old Salem, Fairfield, Ox Ridge and Hits horse shows. 1 hour to NYC. Ag exemption not reflected in taxes. Taxes with AG exemption $60830. $1,595,00057 Cross Pond Road Lewisboro, NY 10576
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Courtesy: Ginnel Real Estate
ADDITIONAL INFORMATION475 WATERFRONT - Fabulous setting overlooking the lake. Long drive to over seven private acres. Dramatic Country House perfectly sited to capture the water view. Incredible Great Room with soaring ceiling exposed beams and floor-to-ceiling brick fireplace. Doors to decks perfect for an indoor-outdoor lifestyle. Spacious Master Suite with fireplace, Dressing Room and Bath. Maple Kitchen with Quartz counters and glass subway tile backsplash. Fabulous Office perfect for working from home. Luxurious Spa Room. Private Pool overlooking the lake. Steps down to private sandy beach with dock. Fish, swim paddleboard or kayak--a wonderful lake lifestyle! $1,150,00090 Spring Street Lewisboro, NY 10590
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Courtesy: Compass Greater NY, LLC
ADDITIONAL INFORMATIONThis is the quintessential country retreat. Step inside this custom built farmhouse & enjoy the balance of this historic, yet modern home. The home has been deconstructed & opened up to expose beams & let light flow freely throughout the house. The house features: open chefs kitchen leading to the outdoor patio, dining & living areas, artisanal stone fireplace, wet bar, master suite/professional office, laundry/mudroom, wine cellar, full house generator, 2.5 baths & a barn that can be built-out to become anything from a loft & separate home office to a private guest suite or remain as a double horse stable. Original hand hewn timber, wide white oak & American chestnut flooring, & energy efficient heating & cooling systems round out this spectacular home. Set on 3 private acres with two streams, you can enjoy your private flagstone patio, deck & organic vegetable garden. Close to market, restaurant, yoga studio & riding trails all of this just 10 minutes from Katonah train station. $950,00011 Elmwood Road Lewisboro, NY 10590
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Courtesy: Jeffrey F. Wright
ADDITIONAL INFORMATIONWell kept Country Charmer has a wonderful flow, on 2.3 acres of idyllic grounds. This bright gem has 2 fireplaces 1 in the striking sky lit family rm and 1 in the Country Kitchen w granite tops, breakfast bar and French doors to the full length relaxing deck and 3 season rm. The inviting dining and living rm can accommodate largest of gatherings. Plenty of space upstairs with Master Suite, 3 bedrooms and a full bath. Lower level has 600+ sqft , laundry, pantry, office, rec room. The canopied property focal point is its breezeway leads you to the attached garage, workshop and garden area. Post and Beam barn separate high ceiling tranquil office space, 2 car garage and expandable loft is gorgeous. Location, location, location! Being one of the highest ranked school districts in the country it is great place to live, raise a family or just a retreat from the city life. Easy Commute to Trains, Shopping, Restaurants, Parks. Borders Ridgefield, New Canaan, Pound Ridge. A True MUST SEE! $1,995,00052 Mead Street Lewisboro, NY 10597
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Courtesy: Giner Real Estate Inc.
ADDITIONAL INFORMATIONExtraordinary opportunity to own one of Mead Street s iconic homes. A circular driveway leads to a traditional Waccabuc Colonial, perfectly placed on 4 level acres of rolling meadows, tall grasses, and mature trees. Enjoy amazing sunsets while sitting by the pool surrounded by sprawling fields and a rustic country barn. Located adjacent to the Waccabuc Country Club golf course and within walking distance to 138 acre Lake Waccabuc, this elegant four bedroom home offers an escape from the city. Easy access to I-684 and Metro North provides less than an hour commute. Close to park and trails, local restaurants and shopping! full house generator. $2,595,00019 Rock Shelter Road Lewisboro, NY 10597
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Courtesy: Houlihan Lawrence Inc.
ADDITIONAL INFORMATIONNestled privately on over 4 acres in Waccabuc, this exceptional shingle style residence offers perfect private spaces for everyone. Thoughtfully restyled, the floor plan features a beautifully landscaped courtyard; a light-filled entry with soaring ceilings and tall windows, Brazilian cherry floors & wide entries. A custom study w/fireplace perfect for work at home. Impressive Great Room w/stone fireplace; chefs kitchen w/large center island, conservatory-style breakfast room, butler's pantry and mudroom w/side entry. 2nd floor master suite w/round windows, spa-quality bath & oversize dressing room. Addtl 4 bedrooms & 4 full baths, exercise room, 5th bedroom w/ full bath (great bonus room) & laundry. 3rd floor beam & gable ceiling is ready to be a large home office/ artists studio with access to a porch. Garden level theater w/cinema seating; restaurant quality bar & billiards; indoor sports/hockey court w/locker room & kitchen. Sparkling pool w/terrace & arbor.
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