Lewisboro, NY Homes for Sale

SPACIOUS OAKRIDGE TOWNHOUSE. One of the largest available units and the original model. Spacious and bright living spaces with vaulted ceilings and sun-filled rooms. Living Room with vaulted ceiling and wood burning fireplace. Nicely scaled Dining Room. Maple Kitchen with granite counters, tile backsplash and updated appliances. Open Family Room with vaulted ceiling and doors to terrace

George D'Ambrosio Ginnel Real Estate

Fresh, stylish, and thoughtfully designed, this exceptional new construction offers inviting spaces, abundant natural light, and carefully selected finishes. Set within a natural woodland setting, this home is well sited on a corner lot with a circular driveway approach and is nicely set back from the road. A dramatic foyer with clerestory windows welcomes you in, with extended sightlines through

Michael Neeley William Raveis-New York LLC

Location. Location. Location! Live the quintessential Northern Westchester lifestyle in this beautifully-sited and meticulously-maintained Country Colonial in highly sought-after Michelle Estates within the award-winning Katonah-Lewisboro School District. A covered entry and gracious two-story foyer welcome you to a flexible, open floor plan with generously-sized rooms and effortless flow for

Wendy Loring William Raveis-New York LLC

Welcome to 9 Laurel Road, a spacious home set on 1.5 acres along a quiet residential street in the desirable South Salem area. Surrounded by mature trees and wooded views, the property offers a peaceful setting with plenty of privacy, a generous lawn, and expansive backyard space. The home features 4 bedrooms, hardwood floors, a spacious living room, dining area, eat-in kitchen, and a comfortable

Blaise Nastasio Manhattan Network Inc

Move-in ready and beautifully maintained, 9 Cross Pond Road offers refined country living in a private South Salem setting. Beautiful landscaping, stonework, hardwood flooring throughout, and a newly resealed driveway create a welcoming first impression. A privacy fence and direct proximity to the Leon Levy Preserve provide a serene, natural backdrop. The updated kitchen and beautifully renovated

Beth Silfen Compass Greater NY, LLC

Set behind an elegant iron gate and long private driveway, this beautifully landscaped 3.46-acre property offers a rare combination of privacy, space, and potential. With 0.5-acre zoning, for possible subdivision.Tucked away from the road, this contemporary four-bedroom, 2.5-bath home offers spacious and versatile living, including eat-in kitchen, dining room, inviting family room with

Karina Guiteau William Raveis-New York LLC

Lake days. Dinner reservations. The best of both worlds. This updated 4-bedroom, 3.1-bath Colonial offers 2,924 square feet and the relaxed rhythm of Truesdale Lake, just minutes from the restaurants, shopping, theater and acclaimed arts and entertainment venues in Ridgefield, Katonah and Danbury. Set on .47 acres of level property with lake views, TEA membership for private beach access and

Hope Ross Mazzola Coldwell Banker Realty

Rare Duplex available in the sought after Goldens Bridge Lake Community, also known as The Colony. One ground level 2 BR/1 BA unit and one 1 BR/1 BA second floor unit, perfect for those looking for an investment opportunity (no AirBnBs allowed). Each unit has been recently refinished with SS appliances, quartz countertops, and sleek, modern bathrooms.Set on a reserve of approximately 150

Komal Garewal Winwin Realty

Welcome to your beautifully updated oasis at 23 Briar Court, nestled in The Meadows community within the Katonah-Lewisboro School District. Newly refreshed, this turnkey home features a spacious, renovated kitchen and upgraded bathrooms, highlighting a primary bath with a marble countertop, a soaking tub, and premium Italian Grohe fixtures. High-end finishes shine throughout, including new

Michael Neeley William Raveis-New York LLC

Introducing you're new lake house, 21 Twin Lakes Road — a stunning, completely transformed high-end renovation that is as close to new construction as you'll find. Every detail has been thoughtfully reimagined, from the sun-filled open floor plan to the gorgeous authentic reclaimed beams and marble countertops that give the home instant character and warmth. A separate 1st floor bonus room along

Juliska Martino Compass Greater NY, LLC

Conveniently located in the sought-after Wild Oaks community, this exceptional townhome is just minutes from I-684, shopping, and the Metro-North Goldens Bridge station. Enjoy all that Lewisboro has to offer, including beautiful town parks with opportunities for residents of all ages to explore nature, enjoy outdoor recreation, and participate in community events.This thoughtfully updated

Carol Aprile Houlihan Lawrence Inc.

Gracious Country Colonial! Originally built in 1932 and thoughtfully renovated, this timeless antique Colonial seamlessly blends historic character with modern updates. Offering approximately 2,800 square feet of beautifully appointed living space, the home features hardwood floors, period millwork, abundant natural light, French doors, and nicely proportioned rooms throughout. Former owner Liz

Cheryl Neuburger Ginnel Real Estate

Stunning 4000+ sq. ft. contemporary colonial on over six sprawling acres in one of Waccabuc’s most sought after cul-de-sac neighborhoods. Set back amidst classic stone walls, rolling lawns, soaring uplit trees in front and back, and blooming perennials, this immaculate home offers an exceptional indoor/outdoor lifestyle in a profoundly peaceful setting. Inside, a sunlit entry foyer with high

William Stuart Berkshire Hathaway HS NE Prop

Nestled on one of South Salem's most picturesque country lanes, 78 Old Church Lane offers a beautiful blend of privacy, comfort, and timeless style. Set on 4.6 magical, level acres surrounded by classic architecture and rolling countryside, this beautifully maintained residence is move-in-ready and designed for effortless living. Completely renovated in 2004, the home features sun-filled

Jody Rosen Julia B Fee Sothebys Int. Rlty

Offered for sale for the first time, this three-bedroom, two-and-a-half-bath home is set back from the road on two private acres. Beautifully cared for throughout, the kitchen and baths have a fresh, updated feel, complementing the home's comfortable proportions and easy floor plan. Outside, mature trees and open lawn create a peaceful setting with plenty of room to garden, gather or simply enjoy

Spencer Matthews Houlihan Lawrence Inc.

This lake community home has deeded access to Truesdale Lake and is located in the award-winning Katonah-Lewisboro School District. Located on a quiet cul-de-sac, this expanded cape cod-style home has good bones and great potential. Upon entering, the front parlor includes a hearth. Beyond, the kitchen opens to a dining room and an expanded family room with a working stone fireplace, home

Larry Mango Giner Real Estate Inc.

Architecturally distinctive and beautifully connected to its natural surroundings, this custom cedar contemporary offers a refreshing alternative to the traditional colonial. Set on over 4 private acres in the heart of South Salem, the home blends dramatic volume, natural light, privacy, and flexible living spaces designed for modern living.The home’s layout flows easily from one inviting

Danielle Raguzin Re-Max Experience

A special opportunity to own a piece of Westchester's sought after private lake communities! Beautifully sited on 83 acre Lake Truesdale. It has a large deck and dock overlooking the water, along with a private driveway. This 1930 antique colonial is full of character - beamed ceilings, a fireplace and glass doors opening to a deck built for lakeside living. The spacious living room with

Barbara Tremain Houlihan Lawrence Inc.

Welcome to 45 Pine Hill Drive, where modern luxury meets timeless sophistication. This fully renovated 4-bedroom, 4.5-bath residence has been transformed into a true showpiece, offering every amenity for elevated living. Inside, discover a breathtaking open-concept kitchen by Leicht (Germany) with premium electric stainless steel appliances, dual sinks, and a striking oversized island—perfect for

Joseph Lukic Compass Greater NY, LLC

Looking for a great opportunity? Look no more! This property has tons of potential and is average in living space size for the neighborhood. It is located close to main roads with easy access to local amenities, such as shopping, banking, schools, and various eateries. Per our Appraisal describe the property as a SFR (colonial) built in 1980. It has a GLA of approx. 2100 and has 3 bedrooms and

Christopher Rose REALHome Services & Solutions

A rare opportunity to own a Silvermine Preserve home where sophisticated design, exceptional craftsmanship and thoughtful technology come together. Engineered as a high-performance home, it incorporates geothermal heating and cooling along with advanced energy-efficient building systems that enhance year-round comfort, efficiency, and long-term value. Set within an exclusive enclave of

Michael Neeley William Raveis-New York LLC

Set high on 2.94 landscaped acres in South Salem, This home is a distinctive Yates Colonial that feels equally suited to everyday life as it does to a weekend country getaway. Freshly painted inside and out, the home retains the unique architectural character that makes it memorable. A cedar shingle multidimensional roofline, custom copper-topped turret, shaker shingle siding and a welcoming

Joanne Padawer Houlihan Lawrence Inc.

A rare opportunity to own an 1800’s country property in Northern Westchester. Nestled beside Ward Pound Ridge Reservation with views of the Cross River Reservoir, the estate has the look and feel of an Upstate New York retreat. The center hall Colonial retains its original two-sided brick fireplace and 14-inch-wide wood plank floors. Plenty of period charm and natural light throughout the home.

Spencer Matthews Houlihan Lawrence Inc.

Open the door to 2 Tommy’s Lane, where thoughtful design, beautiful finishes, and effortless living come together. From the curb, this timeless transitional Colonial sits quietly on just shy of two flat, sun-drenched private acres with a pool. Open the dramatic custom black glass front doors, however, and the entire experience changes. A dramatic two-story foyer introduces interiors that feel as

Melissa Marcogliese Compass Greater NY, LLC

A rare opportunity to own a custom-designed home in Silvermine Preserve, an exclusive enclave of architecturally distinctive residences in South Salem. Set on 1.33 private acres at the entrance to Sachem Way, this exceptional residence was envisioned by the builder in collaboration with acclaimed architect Teo Siguenza, inspired by the enduring character of the farmhouse and reimagined through a

Michael Neeley William Raveis-New York LLC

Welcome to this beautifully maintained townhouse in the highly desirable Meadows community. Ideally located near shopping, restaurants, and schools, this home offers affordable living, excellent amenities, and low taxes within the sought-after Katonah-Lewisboro School District. Situated in one of the most private locations in the development, the home is just a short walk to the community pool

Judith Collins-Turi William Raveis-New York LLC

Direct waterfront on Lake Oscaleta! This completely reimagined 4-bedroom home is a perfect blend of modern luxury and timeless lakefront living. Gut renovated from top to bottom, it is designed to maximize the breathtaking water views through expansive Marvin windows that fill the interiors with natural light. At the heart of the home is a dramatic two-story great room with soaring wood ceilings

Angela Kessel Houlihan Lawrence Inc.

Nestled on a picturesque road in the heart of South Salem, this beautifully maintained 4-bedroom, 3-full-bath home offers the perfect balance of privacy, comfort, and convenience. Lovingly cared for by only its second owner, this exceptional home has been thoughtfully updated over the years while maintaining its warmth and charm. Set amid mature woodlands, the hilltop retreat offers a peaceful

Karen Susan Savir Coldwell Banker Realty

Welcome to 15 Flat Rock Drive; an irresistible opportunity to live on a highly sought after **cul-de-sac street** just moments from Ridgefield's vibrant village center. This prime location delivers the best of both worlds: a peaceful neighborhood setting paired with unbeatable convenience close to town, the NY border, and top NYC commuting options. Inside, the home shines with a bright, flowing

Michele Isenberg Coldwell Banker Realty

Welcome to Brooke Hollow, a private and refined country estate set on over 8.7 acres along one of Pound Ridge’s most desirable roads. Tucked behind a gated entrance, the property unfolds into a quiet, beautifully composed landscape of rolling lawns, mature plantings, three serene ponds, and wooded walking paths that create a true sense of privacy and permanence.The grounds are

Samuel Berek Serhant LLC