Lewisboro NY Real Estate & Homes for Sale

A lovely end unit located in sought after OAKRIDGE CONDOMINIUMS. Lots of natural light. Condo has been nicely updated and is move in ready. Numerous Updates: Full Bathroom Renovation 2023, Front Storm Door 2023, Hot Water Heater 2021, Washer/Dryer 2020, Anderson Slider 2019, Carpet & Flooring 2019, Updated Appliances. Additional Storage outside. Assigned parking right outside unit. Enjoy the following ammenities: Tennis Courts, Basketball Court, Swimming Pool, Walking Paths and lake. This unit is a "Middle Income" unit with a salary caps. The Middle Income Unit offers Low HOA $186.00 and low taxes. A wonderful opportunity to own in South Salem, NY.

Welcome to 10 Tommys Lane, South Salem! This charming & completely updated 1 level 3-bed, 2 bath home is ready to welcome a new owner. The bright and open kitchen with an island, stainless appliances & quartz countertops is a perfect spot to whip up a new recipe. The cozy wood-burning fireplace is the focal point of the spacious Living Room. You'll love the hardwood floors throughout & enjoy a sunny day on the large back deck. Additionally there's an 2 car attached garage It's the real deal!

Experience the epitome of convenience and comfort in this beautifully updated end-unit condo in South Salem, NY. Offering one-level living, this home is move-in ready and perfectly blends the ease of condo amenities with the warmth of a private residence. Step into the inviting living room, where a charming fireplace creates a cozy ambiance for relaxation or entertaining. The condo features two generously sized bedrooms, including a primary suite with an en-suite bathroom. The updated eat-in kitchen boasts Quartz countertops, a stylish backsplash, and a convenient pantry. Entertain with ease in the family room, which flows seamlessly onto a private patio, providing an idyllic outdoor retreat. The separate dining room adds a touch of formality, ideal for hosting special occasions. Additional bonus space on the upper level offers versatility for an office, den, or playroom. Convenience is key with a garage, additional parking spaces, and outdoor storage. Hardwood floors, high ceilings, and abundant natural light enhance the home's airy feel. Modern comforts include central air, new windows, a new hot water heater, and a new heat pump. The complex itself boasts two pools, tennis and basketball courts, pond views, and a play area. Located moments from the train station and essential amenities like shopping, dining, and schools, this condo offers a lifestyle of luxury and ease. Don't miss the opportunity to own this tranquil, Ranch-style condo. Schedule your private showing today and step into a home that's ready for you to make it your own a testament to elegance and a lifestyle choice that offers the best of both worlds.

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.

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.

Nestled on nearly 3 acres of meticulously landscaped grounds, this sun-drenched Pound Ridge colonial blends classic style with casual elegance. Boasting 4 bedrooms and 3 1/2 baths, this home offers the versatility of living like a 5 bedroom, complete with a guest suite featuring its own private bath on the main level ideal for visitors, an au pair, or extended family. As you walk through the home, you are surrounded by exquisite millwork and architectural touches, including crown molding, wainscot paneling, transom windows, recessed lighting, and beautifully finished hardwood floors. The chef's kitchen, adorned with handcrafted cabinetry reminiscent of fine furniture, seamlessly flows into the eat-in breakfast area. A commercial-style range and exhaust, high-end appliances, granite counters, and a tile backsplash adds to its function and beauty. The living room features a cozy fireplace, while the dining room impresses with a vaulted ceiling, a second fireplace, and built-in bookcases with window bench seat. The kitchen, living, and dining rooms all open up to the outdoor stone patio offering the perfect layout for entertaining. A separate den provides the ideal home office space. Upstairs, the primary bedroom suite invites you in with custom built-ins, a walk-in closet, and its own en-suite bath. Three more generously sized bedrooms and a beautiful hall bathroom complete the upper level. Now, step outside to your private oasis, featuring a stunning in-ground heated swimming pool, stone patio, lush, landscaped grounds with flowering trees and specimen plantings, a pool shed, and a detached oversized two-car garage with an electric vehicle charging station. This home, located just outside of Scotts Corners in sought-after Pound Ridge, is under ten minutes to the New Canaan Metro North station, and is just a short distance to the center of town. The perfect blend of paradise and convenience. Welcome home.

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 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.

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.

This beautiful Pound Ridge center hall colonial on a quiet cul-de sac is now ready for its new owner! Enjoy the privacy of being nestled away in this 4 bedroom 2 and 1/2 bathroom house set on 2.34 acres with inground pool. The sun-filled entry is an inviting opening to all that this house has to offer. The first floor includes a large eat-in kitchen with center island and Viking stainless steel appliances. Kitchen seamlessly flows into a family room with vaulted ceiling, and wood burning fireplace. An additional bonus room provides tremendous space for play and recreation. The formal dining and living room have an open layout, office, powder room and laundry room complete the first floor. Second floor has a large primary bedroom, walk-in closet and spa bathroom with free standing glass shower and soaking tub. The 3 additional bedrooms have ample closet space & share a generously sized hall bath. At-home fitness center is located in the loft space and overlooks the family room below. Unfinished lower level has high ceilings and is spacious. Offering tons of extra storage space. 2 car attached gargage. Just over an hour to Grand Central station on Metro North.

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.

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.

This South Salem ranch offers a comfortable and spacious layout. With 3 bedrooms and 2 full baths there is space for everyone. The large eat-in-kitchen is a focal point, featuring a mud room, laundry room with its own entrance conveniently located off the kitchen. The open layout seamlessly connects the dining room and living room, anchored by a cozy fireplace, creating a warm and inviting space. Outside a spacious deck provides an ideal spot for outdoor entertaining or simply enjoy the peaceful surroundings. This property includes 2 lots offering additional space and potential for expansion and landscaping opportunities. With a 2 car garage there is plenty of space for cars and storage. While the house is being sold strictly "as is" it presents an excellent opportunity for buyers to customize and make it their own. Don't miss the chance to transform this into your South Salem dream home.

A Country Classic. Sophisticated and distinctive Colonial with beautifully proportioned rooms. Airy, open spaces flooded with natural light. Over 3400 square feet of finely finished living space with gleaming hardwood floors, custom built ins, French doors and two fireplaces. Impressive Two-story Entrance Hall. Formal Living and Dining Rooms for entertaining. Chef's Kitchen open to Family Room with soaring ceiling. Private Home Office for working remotely. Spacious Primary Suite with Sitting Area, Two Walk-in Closets and Bath. Three additional Family Bedrooms. Lower Level with Recreation, Billiard and Exercise Rooms. Sound system throughout. Incredible outdoor spaces with private terrace, level lawns, fenced in vegetable garden, and in-ground, saltwater, gunite swimming pool with spa. Full-house generator, security system, invisible fence, central vacuuming system are some additional amenities. Direct access to miles of trails of Pound Ridge's Clark Preserve. Perfection!

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.

Beautiful Raised Ranch w/ "Mid-Modern" Feel and Breath-taking Views of Truesdale Lake in the Charming Hamlet of South Salem. Enjoy Lake views, neighboring Woods & Artistic Landscaped Gardens - featuring a wide variety of Blooming Perennials - from windows & outside sitting areas of this lovely home. Screened-in Porch & Deck offer add'l relaxation & entertainment spots. Wood-burning Fireplace in Living Room. Primary Bedroom Suite. Two Full Baths on Main Level, and add'l Half Bath in Lower Level. Walk-out Basement. Eat-in-Kitchen And Dining Room Area. HUGE 2-Car Garage w/ walk-up loft/ storage, allowing full use of Lower Level as living space. Add'l off-street parking for 4+ vehicles. Close to shopping & cultural centers of Ridgefield, CT & Katonah, NY. Short Commute to 684, Merritt & Metro North. Close to local parks & reserves: Mountain Lakes, Ward Pound Ridge, Lewisboro Town Park, & CT Shoreline. Short walk to lake beach, dock & boat slips. Westchester Lake-Living at its best!

The Ivy Barn. Set on over three acres, a stunning Converted Barn dating back to the 1700's. Completely renovated to perfection with every modern amenity imaginable! Exquisitely appointed living space rich in architectural detail. Wide board floors, exposed beams and three fireplaces. Incredible Great Room for entertaining with vaulted ceiling and fireplace. Family Room, purportedly an 1860 tavern, with stone fireplace, exposed beams and antique paneling. Formal Dining Room with vaulted beamed ceiling. Spectacular Chef's Kitchen. Circular Breakfast Room. Wonderful Home Office for working remotely. Large Gym. Private Primary Suite with fireplace, two walk-in closets and Bath. Three additional Bedrooms. Absolutely breathtaking grounds with countless specimen plantings and large pond. Spacious deck, ideal for entertaining, overlooking the private Glen Gate Pool and spa with waterfall. Private bridge to abutting 150+ acre Zofnass nature preserve with miles of walking trails.

Set on 20 acres, Maison De Ville is an exquisite property that offers unparalleled privacy. The land is open; a brilliant landscape of cultivated gardens, towering trees and rolling lawn. Inspired by its namesake hotel in New Orleans, the residence centers on a common courtyard terrace accessed from the kitchen, family room and a main floor primary bedroom suite. The primary suite includes a dressing room with multiple closets and two private baths. Adjacent is a shimmering 20 by 40 foot pool. The house exudes unique character with a finely detailed interior design. Separate, second floor bedroom suites are accessed from both front and rear staircases. Multiple outdoor and indoor entertaining areas provide distinctive locations for family gatherings and recreation for all ages. Located within minutes of the villages of Katonah and Ridgefield, CT, 133 Boway Road is an extraordinary offering that blends beauty with convenience and is a rare opportunity to pursue a wonderful lifestyle.

Bedford's best kept secret! Private, gated drive through gorgeous woodlands to peaceful private hilltop. 100 park-like acres with incredible stone walls, large expanses of verdant lawns, ancient trees and views. Ten separate tax lots, including a five plus acre lot with 1940's Country Colonial, pool and pool cabana. Fabulous convenient location with easy access to the Ward Pound Ridge Reservation, Katonah and Bedford Village. A once in a lifetime opportunity.

Country Gem w/Stunning Sunsets! Turn-key Home Loaded with Light Overlooks 1-1/2 Park-like Acres w/Large 2 Car Garage w/Built-in Storage Shelving & Heat. This Wonderful Renovated Ranch Style Home Offers New Cedar Shingle Siding, New Front Porch & Door, Hardwood Floors, Stunning Kitchen w/New Cabinets & Hardware w/Granite Raised Island & Stainless Steel Appliances, Open to Great Room, Fabulous Stone Fireplace w/Antique Mantle & Raised Hearth, Primary Bedroom w/Super Bath on 1st Floor, Office/Guest on 1st Floor, 3 Bedrooms on Lower Level w/Door Out, Office Area, Full Bath, Family Room, Sliders to Bluestone Patio, Laundry, & Utilities. This is a Nature Lover's Paradise w/Sweeping Lawns, Mature Trees, Stonewalls, Fenced Vegetable Garden, Gorgeous Perennial Gardens, Apple & Pear Fruit Trees, Blueberry Bushes, 5 Zone Irrigation System, Stone Firepit, & Totally Fenced Property. This South Salem Location is So Close to John Jay Middle & High School Campus, Increase Miller Elementary, Lewisboro Town Park w/Brand New Playground, Cross River Shopping, Close to Goldens Bridge Metro North Train. There are 2 Possible Pool Sites - This is a Rare Offering! Home Sweet Home!

Welcome to 167 Main Street-impeccable,captivating 4 bedroom turnkey colonial- every detail has been meticulously crafted for your comfort. A stunning renovated kitchen that will delight any culinary enthusiast boasting custom cabinetry,granite countertops,stainless steel appliances. Elegant dining room adorned w/ beautiful millwork, crown moldings. Unwind in the family room by the wood burning fireplace. Hardwood floors throughout. Powder room & laundry on the 1st floor. Outside thru the sliding glass door onto the spacious deck overlooking the glorious land with plenty of room to play.Upstairs,retreat to the primary suite featuring a renovated bath w/2 sinks, luxurious shower,walk in closet. 3 addt'l bedrooms, renovated hall bath. The basement is full of space and unfinished allowing one to do whatever. Updates include new roof 2017, Hardiplank siding 2017, GE washer/dryer 2019, full interior paint 2019, boiler 2023, driveway reseal 2024. A bit over 1 acre, come call this home yours!