Lewisboro NY Homes For Sale

MLS Number H6076888

• Residential
• Bedrooms 8
• Bathroom 9
• LivingArea 8,900
• Acreage 18.41

35 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.

Listed by Melissa Colabella and Anthony F Lando of Julia B Fee Sothebys Int. Rlty

MLS Number H6076215

• Residential
• Bedrooms 4
• Bathroom 8
• LivingArea 7,725
• Acreage 55.44

Sequestered 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.

Listed by Catherine Workman of Houlihan Lawrence Inc.

MLS Number H4961648

• Residential
• Bedrooms 3
• Bathroom 4
• LivingArea 1,400
• Acreage 62

Birdstone Farm Cross River, NY Presiding over 62 private acres is one of Westchester's premier equestrian properties. This property has bucolic green pastures, lush woodlands, and a sylvan pond. The outstanding professional 20 stall equestrian facility has an attached indoor ring, a 100' x 180' outdoor sand ring, a 3BR attached managers cottage, groom's apt., a 7 large paddocks, & 3 run in sheds. The farm s proximity to the 4700 acre Pound Ridge Reservation offer endless hours of recreational horseback riding and hiking trails!

Listed by Ghylaine Manning of Vincent & Whittemore R.E.

MLS Number H4901307

• Residential
• Bedrooms 4
• Bathroom 4
• LivingArea 2,599
• Acreage 27.82

A Very Charming Family Compound located on Historic Todd Rd. Hardwood Floors, Stainless Steel Appliances, Relaxing Sunroom, Fireplace, Patio and Above Ground Pool. Great Backyard Views of Nature. Very Private Setting. #251-4BR Main House + 2BR totally renovated in 2017 Cottage(1500sqft)+ Huge Barn on 22.4 acres + #263 Land only on 5.42 acres gives a total 27.82 acres for your Private Use. Possible subdivision. Peaceful Serene Surroundings with lots of Beautiful Trees and Natural Beauty. Close to Rt 684, Schools and Train

Listed by Teresa L Chang of Houlihan Lawrence Inc.

MLS Number H6089808

• Residential
• Bedrooms 5
• Bathroom 5
• LivingArea 5,470
• Acreage 10.24

Sophisticated modern country estate set back on over 10 spectacular acres with amazing western sunset views. The gated property with pool, tennis and pool house is accessed by a long tree-lined allee and offers total privacy and quiet yet is minutes to everything. This house was completely re-built in 2014 with walls of glass, state of the art materials and a Control4 system. The show-stopping great room is the focus of the house and serves as the gathering point for friends and family alike. Amazing first floor primary bedroom suite with two fireplaces, sitting room, luxurious bath & views over the landscape. Work from home with 2 offices, gym, private family/music room & a fabulous enclosed sunroom/porch w/radiant heat & wood burning fireplace to be enjoyed all year long. Additional new 3 car garage/barn w/loft space above. Property is comprised of two separate tax lots fully deer fenced. Walk to Waccabuc Country Club, the lake and numerous nature preserves. Full house generator.

Listed by Angela Kessel of Houlihan Lawrence Inc.

MLS Number H6094108

• Residential
• Bedrooms 4
• Bathroom 7
• LivingArea 6,700
• Acreage 10.38

Discerning. 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.

Listed by Aimee M Scher and Michael Neeley of Compass Greater NY, LLC

MLS Number H6095167

• Residential
• Bedrooms 5
• Bathroom 7
• LivingArea 7,460
• Acreage 14.94

This 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.

Listed by Shaylene Neumann Kelley and Joseph K Kelley of Neumann Real Estate

MLS Number H6045482

• Residential
• Bedrooms 5
• Bathroom 9
• LivingArea 9,212
• Acreage 4.03

Nestled 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.

Listed by Susan Stillman of Houlihan Lawrence Inc.

MLS Number H6068437

• Residential
• Bedrooms 4
• Bathroom 8
• LivingArea 6,256
• Acreage 4.9

Located 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!

Listed by Karen Burchetta and Doris Seidlitz of Houlihan Lawrence Inc.

MLS Number H6062648

• Residential
• Bedrooms 4
• Bathroom 6
• LivingArea 3,738
• Acreage 3.99

Extraordinary 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.

Listed by Peter Giner of Giner Real Estate Inc.

MLS Number H6072933

• Residential
• Bedrooms 4
• Bathroom 5
• LivingArea 4,222

Nature 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.

Listed by Ghylaine Manning of Vincent & Whittemore R.E.