Lewisboro NY Real Estate & Homes for Sale

In a private gated community of Kensington Woods, this elegant home is just 20 miles north of NYC and is nestled at the end of a cul-de-sac. Sophistication and elegance, this home boasts custom finishes with many high-end upgrades and is filled with custom designer touches and fine craftsmanship including custom wood floors, custom cabinetry with glass display shelving and in-cabinet lighting, wainscotting and tray ceilings. Sunny, spacious rooms offer a wonderful flow for sophisticated style and comfort. Master bedroom on first floor has Scalamandre carpeting, completely renovated master bath with double vanity and marble tile countertop finishes. Living room features gas fireplace and gorgeous hardwood floors throughout. Cook's kitchen has a gas fireplace in dining area, thermador double oven and microwave with stainless steel GE Monogram appliances, granite counters with tumbled stone backsplash, plenty of cabinets and countertop work space. This home is a must see!! Homeowners association is responsible for landscaping, snow removal, and gutter maintenance.

NEW Listing in a prime location! This farmhouse-style home boasts a completely refreshed kitchen with brand new countertops and flooring, as well as freshly painted interiors. Conveniently situated near the New Canaan train station, shopping centers, and restaurants, this property offers easy access to amenities. Step into a welcoming foyer leading to a spacious living room with a cozy fireplace and an adjoining dining area. The eat-in kitchen, which opens onto a deck, is perfect for entertaining guests. Additionally, the main level features an office and a guest room. Upstairs, the master suite awaits with a recently renovated bathroom, vaulted ceilings, ample windows, and a walk-in closet. Three more generously sized bedrooms provide plenty of space for family or guests. The walk-out lower level includes a mudroom, den, laundry facilities, and ample storage space. Outside, a separate three-bay barn/garage offers parking for five or more vehicles, along with a workshop area suitable for motorcycles and heavy equipment. Surrounded by lush foundation plantings, lawns, woodlands, and a tranquil pond, this property offers a serene landscape for relaxation and enjoyment.

Step into a world of enchantment with this captivating 2-bedroom, 1.5-bathroom cape-cod style cottage nestled amidst serene nature in the heart of South Salem. Surrounded by absolute serenity and beautiful scenery, this property exudes charm reminiscent of a magical fairytale. Meticulously maintained, the all-original house retains its timeless allure while offering modern comfort and convenience. Recently upgraded with a brand-new boiler, warmth and comfort are ensured throughout the seasons. The spacious bedrooms provide a cozy retreat, inviting relaxation after a long day. Perfectly situated, this cottage offers the ideal blend of rural tranquility and urban convenience. It's not just a haven for nature lovers; it's also a commuter's dream retreat, being within an hour's reach of NYC. Whether you're seeking a peaceful escape or a charming residence to call home, don't miss the opportunity to own this slice of paradise in South Salem. Schedule a viewing today and immerse yourself in the enchanting ambiance of this captivating cottage.

Fabulous contemporary privately set on two acres in a convenient locale. Designed for easy living, entertaining and working from home year-round or as a weekend retreat. Welcoming two-story entry with abundant natural light through clerestory windows and skylights provides an instant wow factor. Enjoy views of the open yard through generously sized living and dining room windows. The sleek kitchen with large center island flows into a cozy den, mudroom, powder room and out to a lovely deck, rolling lawn and stone walls. A separate office flexes as a studio or gym. The upper level features a large primary bedroom with spa bathroom; two bedrooms, bathroom, laundry room, and a mezzanine area - perfect as office/den/guest space. This special property is approximately one mile from Scotts Corners. Ideally located close to nature preserves, the elementary school, town park, award-winning golf, The Inn by Jean-Georges, New Canaan shops, restaurants, and train.

Highest & Best Offers will be reviewed after 5:00pm deadline Monday May 20th. Completely refreshed in 2024! This beautiful, classic colonial is situated on a quiet cul-de-sac, providing a sense of peace and tranquility. As you approach the gated entrance, down an allee of flowering pear trees, you're greeted with an estate-like feeling that sets the tone for what's to come, and you'll be delighted to discover a beautiful and level 2.1-acre lot, creating a private setting for you to call home. Step into the backyard oasis, and you'll be amazed by the spectacular in-ground heated pool with spa and waterfall, all perfect for those warm summer days. The deck, gazebo and summer kitchen offer an ideal space for outdoor entertaining, while the lush greenery imparts a sense of serenity that's hard to find. Inside, the sun-filled great room is the perfect place to relax and unwind, while the custom kitchen with center island offers plenty of space to prepare your favorite meals. The luxurious primary suite provides the perfect place to rest and rejuvenate after a long day. For the artist in you, the art studio (or 5th Bedroom/Home Office) with vaulted ceilings and fireplace provides a peaceful space to unleash your creativity. This property offers the perfect blend of luxury, privacy, convenience, making it the perfect place to call home. Just down the road are recreation facilities at the Onatru Farm Park with fields for baseball, soccer and lacrosse, tennis courts and a play area. Easy commute to NYC, just 54 miles to Grand Central Terminal.

Sophisticated and spacious 4 bedroom home set on 3 acres close to town and the border of New Canaan. Quiet and private street, lovely setting with mature plantings. Well cared for home with tasteful upgrades and a convenient floorpan. Bright and open with high ceilings throughout. Many windows and natural light with beautiful attention to detail. Home office with French doors off the entrance, bonus room on second floor with many possibilities. Large lower level area perfect for the home gym and walkout to the outdoors. Potential pool site. Peaceful and quiet setting yet all the conveniences nearby, 5 minutes to Scott's Corners and 10 minutes to downtown New Canaan and the train.

Nestled on one of the highest points on Kitchawan Road, this fabulous light-filled 3-bedroom, 2.5 bathroom home offers 2256 square feet of spacious living space. With the added bonus of a 4 bedroom septic, this home offers great flexibility for expansion. Set on a half acre level lot with mature landscaping, the main level welcomes you with a spacious foyer leading into a bright and airy living area complete with fireplace and adjacent dining room. The eat-in kitchen is equipped with new appliances leading out to a covered patio perfect for entertaining. Additionally, the main level includes a den offering the perfect space for a home office, complemented by a convenient powder room. Also on the main level is one large bedroom featuring an ensuite bath and an additional room with patio access. On the second floor, you'll find a generously sized second bedroom with versatile possibilities, a full bath and a third bedroom with two spacious closets. The property is located in a serene outdoor environment. In addition to its many upgrades, also featured is a new well pump installed in 2024. A prime location just 10-15 minutes to Ridgefield, Bedford, Pound Ridge, New Canaan, and Katonah. Outdoor enthusiasts will appreciate the proximity to Ward Pound Ridge, Leon Levy Preserve, Onatru Park and all the amenities of Lewisboro Town Park, including a playground, and a state-of-the-art town pool and tennis courts. With its convenient proximity to various recreational and lifestyle amenities including world class dining and shopping, this home provides an idyllic retreat while still being in proximity to NYC.

Real North Country feel the moment you turn onto this unique, private road in Pound Ridge - like stepping onto the wooded lane to the lake in New Hampshire or Maine. Cute cottage with lot's of potential/needs lot's of work/sold strictly as is. Cash offers only. Short hike to large, clear lake. A worthy project and a special place.

THE HOUSE THAT HAS IT ALL- Sophisticated yet totally livable 5 bedroom Contemporary home designed by noted architect Vuko Tashkovich (trained under I.M. Pei & Eliot Noyes) and sited on 3.27 acres of spectacularly landscaped property with a pool, pool house with a changing room, bath and outdoor shower, a 1/2 basketball court, sports field and lake with a dock- perfect for kayaking, fishing, etc. Minutes to the charming town of Pound Ridge, Scotts Corners, with farmers markets and an array of eclectic shops and restaurants. The public spaces flow beautifully with walls of glass showcasing the verdant views of the outdoors. All of the rooms that a buyer could desire are here: renovated eat-in kitchen, screened/glassed in porch, work-out room, home offices, family room, guest suite and more. The outdoors have mature specimen plantings including Japanese Maples, Dogwoods, Weeping Beech, Lilacs, Weeping Cherry- mesmerizing views from every room.

Catch incredible western sunsets at this expansive country contemporary perfectly sited down a long driveway on one of the prettiest roads in all of Pound Ridge. This property has over three private acres of rolling lawns and stone walls and is the ultimate in outdoor living. The headline is the spectacular infinity edge saltwater pool with waterfall, sun pavilion, doubled tiered terraces and a built-in fire pit. The fun continues with the awesome sport court, separate 8 person spa, built-in outdoor kitchen (42" grill, double burner, double beverage drawers, refrigerator and sink), custom built tree house and private zip line. This home is a mere 3 minutes to the super charming town of Scotts Corners for great dining, shopping and activities. Immaculate and streaming with light, it is 100% move in ready. The house has a massive generator as well as an additional detached garage.

Exquisite Contemporary Colonial nestled on 3+ acres of bucolic woodlands with flowering perennials, specimen plantings, and stunning outcroppings. This modern farmhouse is offered in pristine, move-in condition with sought-after amenities, quality detailing, and superb craftsmanship. Includes custom millwork, wide-plank wood floors, soaring ceilings with hand-notched wood beams and 3 fireplaces. Effortless flow enhanced by oversized windows and glass doors providing abundant natural light. Main level encompasses formal Living & Dining Room that open to two large decks, eat-in chef's Kitchen w/dutch door, all-season Sunroom, & Powder Room. Three Bedrooms on 2nd level including Primary Suite w/fireplace, loft & luxurious en-suite bath w/heated floors. Lower level features spacious Family Room w/walk out slider to stone patio. New whole house generator, Lutron lighting, Sonos sound system, bluestone walkways, & fresh paint inside and out. Quiet cul-de-sac just minutes to Scott's Corners.

Escape to your very own country retreat in Pound Ridge, where tranquility and nature converge to offer the ultimate retreat to unwind and recharge. Tucked away in one of Westchester County's best-kept secrets, only an hour from Manhattan, this contemporary abode awaits, promising a sanctuary of privacy and natural beauty. Bordering 16 acres of protected land, this home is a true nature lover's paradise with the reassurance that your slice of paradise will remain untouched and unspoiled. Whether you're lounging in the sun-drenched living room or savoring a quiet moment on the deck, every corner of this home exudes an atmosphere of peace and tranquility. Nearby a vibrant community and array of activities awaits in Scotts Corner, Pound Ridge's business district. Discover your own hidden gem in the woods a private oasis that must be seen to be truly appreciated. Welcome home.

Welcome to Griffon Farm, a captivating mini-estate nestled in the heart of Pound Ridge, approximately one hour from New York City. This meticulously updated farmhouse, with modern interiors, exudes a perfect blend of separation and connection, with five bedrooms in the main house and an additional bedroom in the guest cottage. The new chef's kitchen with custom cabinets, top of the line appliances and oversize center island is open to the sun-filled family room with soaring ceilings. The formal dining room, complete with a built-in buffet and doors out to a charming sitting area, sets the stage for more elegant gatherings. The stunning bar with stone counter and the warmth of the fireplace add a cozy touch to the living room, perfect for relaxing or entertaining guests. The home office and the guest cottage both provide a private sanctuary for remote work while the media room and the gym each offer separate, more casual spaces. Retreat to the primary suite, complete with a new marble bathroom, dual walk-in closets and French doors to the stone patio overlooking the serene landscape with perennial gardens, broad lawns and specimen trees. The property features a large gunite pool, prolific apple orchard with 8 varieties of trees, four stall barn, paddocks and an all weather riding ring offering ample opportunities for outdoor enjoyment. Whether you're seeking privacy, a hobby or equestrian farm, weekend or full-time residence or simply a tranquil haven, Griffon Farm presents an exceptional opportunity to live the lifestyle you've always dreamed of.

Discover unparalleled charm at this exquisite Colonial, nestled on a lush acre within the serene enclave of Pound Ridge. This remarkable residence boasts 2,592 sq ft of refined living space, highlighted by a meticulously updated kitchen, A Thermador gas oven, refrigerator, and dishwasher. a family room with soaring vaulted ceilings, and an inviting array of spacious, sun-drenched rooms. The property features four beautifully appointed bedrooms and two and a half baths, ensuring ample space for family and guests alike. Outside, the stunning grounds offer a private retreat, complete with a breathtaking pool and a beautifully landscaped backyard perfect for entertainment or quiet relaxation. With its attached two-car garage and supreme privacy on a quiet road, this home is a true sanctuary of style and comfort.

Nestled on two pristine acres in the serene town of Pound Ridge, New York, this Ranch-style contemporary home offers both tranquility and architectural charm. The property is a haven of natural beauty, featuring meticulously maintained specimen plantings, mature trees, and classic stone walls that encapsulate the essence of refined country living. Spanning 2,619 square feet on the main level with an additional 916 square feet in the finished lower level, this residence boasts a total of 3 bedrooms (with additional guest rooms) and three and a half baths. The large eat-in kitchen is a chef's delight, equipped with cherry cabinets, granite countertops, and a cozy fireplace, ideal for both culinary creations and intimate gatherings. The home's layout flows seamlessly into a step-down Great room, with high ceilings and oversized windows that frame expansive views of the lush surroundings. This room also includes a second fireplace, adding warmth and ambiance to the elegant space. The master suite is a retreat within itself, featuring cathedral ceilings and direct access to a private deck overlooking the backyard. Two additional bedrooms and a full bath complete the first-floor layout. The lower level is home to a family room adorned with a stone fireplace, a guest room (or office), and a bathroom, providing ample space for family and guests alike. While the home offers tremendous potential, it is priced to reflect the need for updates, particularly in the bathrooms and the back deck. This property represents an exceptional value for a home of this size and location in Pound Ridge, set on such a beautifully appointed lot. Ideal for those looking to customize a space to their own tastes and standards, this home awaits a new owner ready to embrace its limitless possibilities.

Western Views. Impeccably maintained Modern Colonial with beautifully proportioned rooms, high ceilings and great light. Nearly 4600 square feet of well-designed living space. Warm and inviting Living and Dining Rooms for more formal entertaining. Heart-of-the-home Kitchen open to Family Room with vaulted ceiling and fireplace. Large Recreation/Playroom. Private Home Office for working remotely. Four Bedrooms include a spacious Primary Suite with luxurious Bath. Second Floor Gym/Yoga Room overlooking the Family Room. At end of desirable cul-de-sac, long drive to over two peaceful acres. Large terrace with raised bed gardens overlooking the Swimming Pool with Spa and the firepit. Convenient location just minutes to shopping, restaurants, commuting arteries and the Ward Pound Ridge Reservation. A spectacular offering!

Modern Masterpiece. Striking and sophisticated Contemporary with elements of a Mid-Century Modern. Impressive rooms with natural finishes of fine woods and hand-cut stone. 5400 square feet of airy, loft-like living space positioned to capture views of the protected Pound Ridge Reservation. Beautifully scaled main rooms with vaulted ceilings, finished in warm woods, stone and hardwood floors and walls of glass. Spacious Reception Hall with stunning floor-to-ceiling wall of stacked stone. Striking Living Room w/doors to wrap-around porch for indoor-outdoor living. Formal Dining Room perfectly scaled for elegant entertaining. Open Concept Kitchen and Family Room for more casual everyday living. Spacious first floor Primary Suite. Four additional Bedrooms. Gated drive to nearly seven exceptionally landscaped acres with stone walls and terraces, rolling lawns and an array of specimen plantings. Privately sited Tennis Court, 45' Pool and lake rights. The perfect, peaceful refuge.

Welcome to a slice of paradise nestled on over 2.3 acres of picturesque grounds conveniently located between the towns of Bedford and Pound Ridge. This unique property offers a harmonious blend of a ranch-style home and a significant barn designed for a car enthusiast with 6 garage doors on the barn and 2 attached to the house complete with Wolverine surface in all garages, welding station, car lifts, and compressed air system and more including an electric car charger. All in the midst of an idyllic retreat for those seeking luxury and tranquility. Additional 1148 functional sq feet above the barn. A stunning gunite pool with a Steelers logo on the bottom of the pool floor beckons you on warm summer days. Surrounded by a meticulously landscaped patio and central to the property, the pool is heated by solar. Unwind in style or host unforgettable gatherings with a top-of-the-line outdoor kitchen, complete with premium appliances and ample seating. Town has approved plans for a second floor on the ranch. NEW 4 bedroom septic system. Please see the Special Features sheet for more information.

At the end of a private stone-wall lined driveway, your quintessential 2-bed, 1-bath sanctuary awaits amidst serene bucolic surroundings, enhanced by a picturesque pond. Overflowing with potential, this tranquil Pound Ridge home sits on 3.49 acres of park-like grounds, providing an escape from the hustle and bustle of everyday life. Offering an inviting canvas for investors or those seeking to infuse their style, this home presents a rare opportunity for personalized transformation. This property caters to those seeking either a full-time residence or weekend getaway, promising a lifestyle defined by elegance and the allure of nature. Conveniently located .4mi to Pound Ridge Elementary School, .5 mi to The Inn at Pound Ridge, 1.1 mi to the Pound Ridge Town Park, & .7mi to the Pound Ridge Library, 2.4 miles to Scotts Corners for shopping, restaurants, etc. 1 hour drive to NYC.

Escape to your own private sanctuary, where the stresses of the world simply fade away. Located just an hour away from the bustling streets of NYC, this enchanting retreat invites you to leave behind the chaos and immerse yourself in tranquility. Experience the essence of luxury retreat living! Step into this enchanting French Colonial, where every detail embodies splendor and elegance. As you enter the grand foyer, high ceilings and intricate touches welcome you into a world of opulence and peace. Multiple fireplaces cast a gentle glow, creating an atmosphere of warmth and comfort. Indulge in the spacious layout, perfect for hosting intimate gatherings or simply unwinding with loved ones. Delight in refined dining experiences in the elegant dining room, or relax in the airy living room, adorned with expansive windows offering serene views of the surrounding landscape. The gourmet kitchen, complete with vaulted ceilings and a stunning stone fireplace, is perfect for culinary enthusiasts, featuring top-of-the-line appliances and ample counter space, along with a charming butler's pantry. Entertain with flair in the sophisticated bar room, sure to impress guests with its inviting ambiance. For those seeking solitude, the home office provides a tranquil space to focus, with built-ins ensuring organization and efficiency. Retreat to the luxurious primary suite, boasting a spacious layout, custom closets, and a sumptuous bath with a jacuzzi and a fireplace, offering an oasis of relaxation. Four additional bedrooms, 3 with their own en-suite baths, provide comfort and privacy for family and guests alike. Imagine the possibilities as you adorn the spacious rooms with your favorite art pieces, arrange furniture to reflect your style, and infuse every corner with your personality. Nestled amidst picturesque grounds, the inviting built-in pool beckons for moments of refreshing leisure. Enhancing the allure of this residence are its charming verandas, providing inviting spaces to unwind, while basking in the natural beauty of the surroundings. This home epitomizes luxury living, with meticulous attention to detail that exudes elegance and sophistication. Conveniently situated near major highways, shopping centers, and restaurants, it offers a perfect balance of comfort and convenience.

Welcome to 314 Salem Rd, a charming, single-family residence nestled on a spacious 2.21-acre parcel consisting of a level yard, an in ground pool, serene walkways and decks and an additional 2 car detached garage with additional storage. This predominantly one-level home exudes character and offers ample space for comfortable living. The home features four bedrooms and three full baths, providing room for all. Step inside to discover a welcoming foyer with a wood burning stove, a bonus family room and full bathroom. Use the gorgeous staircase or a slider at the rear of the house to access the main level of the home which is highlighted by a wonderful living room with fireplace, dining area, kitchen and access to the many outdoor spaces. Crafted with quality materials, this home exudes enduring craftsmanship and character. Warmth and comfort are ensured with 2 wood burning fireplaces and a wood burning stove promising cozy winters and central air conditioning for pleasant summers. Parking is a breeze with an attached garage offering space for two vehicles, as well as another detached garage providing 2 more spaces as well as a loft area and work shop. Embrace the bucolic surroundings of Pound Ridge, where tranquility meets convenience. This property offers a peaceful retreat while being just moments away from local amenities. Walking distance to Ward Pound Ridge Reservation. One hour to NYC. Part of the award winning Katonah Lewisboro School district. Don't miss the opportunity to make this incredible residence your own.

Located between historic Bedford Village and Pound Ridge, New York is 6.1 acres waterfront property on the private 46 acre Blue Heron Lake. This stunning and exclusive property is surrounded on three sides by water and overlooks the 36 acre Morgantheau Preserve. The sun filled 1982 contemporized colonial has 3 family bedrooms and 3.1 bathrooms. Highlights include a first floor Primary suite with bathroom, large walk-in-closet, dressing area and nursery. Walls of windows overlook panoramic views of Blue Heron Lake. Added amenities include a 2 bedroom cottage and a clay tennis court. A private dock provides endless opportunities to swim, canoe, kayak and fish from the privacy of your property! Blue Heron Lake is home to over 120 species of birds, a bird watcher's paradise. Mature specimen trees gives life to a picturesque landscape. 28 Heron Lake Dr offers the ultimate lakefront lifestyle, within 60 minutes of NYC. Minutes to shopping and train.

Approx 60 mins to NYC. Minutes to Main Street w shopping, restaurants & CT first Cultural District. This inviting custom colonial sits on a secluded 3-acre lot with a gated entrance. The wrap-around porch & classic facade set the stage for this meticulous home. A double-height entrance hall is winged with the living room & dining room featuring transom windows & impeccable millwork. Hardwood floors & 9' ceilings throughout. The chef's kitchen features custom cabinetry, a spacious island, and top-grade appliances. The family room has a coffered ceiling, stone fireplace, & French doors leading to the stone terrace. The primary suite has a large bedroom, sitting area, and walk-in closets. The ensuite bath has dual vanities, a glass shower, & WC. Two bedrooms include ensuite baths, and two additional bedrooms share a full bath with private W.C. The lower level has an office, media room, large bedroom w full bath, butler's pantry, dining area, & workout space. Ideal for in-laws or au pair.

Spectacular Nantucket style waterfront directly on Blue Heron Lake with breathtaking views. This country home is gated, fenced and completely private with truly beautiful land, gardens and fabulous dock, pool and pool house. Blue Heron is a private, 45 acre spring fed lake with crystal clear water for swimming, boating, fishing and ice skating in winter. There are only 13 private homes on the lake and no public access. The open front-to-back entry with water views leads to spacious great rooms made for both entertaining and everyday family living. The lovely chef's kitchen and top-of-the-line baths make the house a joy to be in. This is the perfect location under one hour from NYC, moments to the charming town of Scotts Corners for dining and shopping, amazing cultural institutions and year round recreation with the Henry Morgenthau Preserve on the north end of lake for hiking and cross country skiing. Brand new cedar shingle roof!

Circa 1790 Landmark. Step into the past! The former Amos Dixon Homestead with spectacular period detailing including incredible wide board floors. Rocking chair front porch. Warm and inviting Living Room with fireplace, hand-hewn beams and the original Parson's cupboard. Den/Office with fireplace ideal for working remotely. Formal Dining Room with fireplace and pass-through to aged Oak paneled Bar. Beautifully updated Kitchen with original cooking fireplace and door to covered rear porch. Three (potentially Four) Bedrooms including a Primary Suite with fireplace. Charming reading/meditation nook. Over two magnificently landscaped acres with perennial gardens, potting shed, rock outcroppings and old stone walls. Specimen shrubs and majestic age-old sugar maples. Privately sited Swimming Pool. Part of Pound Ridge's rich history.