Newest Homes for Sale in Lewisboro, NY

Welcome to 239 Deer Hill Road in Oakridge Condominiums. This top-floor 1-bedroom, 1-bath unit offers 1,000 square feet of updated, turn-key living with low taxes and access to the sought-after Katonah-Lewisboro School District (Meadow Pond Elementary). Recent upgrades include newer appliances, refreshed flooring, and a sleek modern bathroom. The main level features a bright living room with a

Cate Hegarty Compass Greater NY, LLC

This beautifully updated 2-bedroom, 2.5-bath townhouse in The Meadows blends modern comfort with exceptional amenities. Step inside to discover a fully renovated kitchen featuring leathered granite countertops, soft-close cabinetry, new appliances, and upgraded lighting. A large living room, with sliders to the deck, dining area and a freshly painted half bath complete the first floor. Upstairs

Patricia Hinkley Coldwell Banker Realty

Welcome to this traditional farmhouse set on 9 stunning acres—ready to be restored to its former beauty and transformed to suit your vision. This five-bedroom home offers a rare blend of tranquility and versatile living space. The main level features a spacious chef’s kitchen with an eat-in area opening to a warm family room with a fireplace, plus a cozy living room with a second fireplace, a

Mark Boyland Keller Williams Realty Partner

Charming lake-area cottage offering an inviting retreat in the heart of South Salem. It lives like a two-bedroom, with two bonus rooms that can serve as an office, guest space, or creative studio. Enjoy lake rights with access to a private dock—perfect for relaxing, kayaking, or soaking in the serene water views. The property includes a carport and a driveway accommodating two to three cars,

Mark Boyland Keller Williams Realty Partner

Discover this charming South Salem farmhouse nestled on two beautiful acres. It features three bedrooms and an open concept chefs kitchen. Enjoy cozy times in front of the fireplace in this warm and inviting ambience. The property offers the perfect blend of country living and modern comfort. With two first floor bedrooms and an open floor plan this home provides ample space for family gatherings

Cyndi David William Raveis-New York, 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

Welcome to 43 Park Road, a stylish 2-bedroom, 2.1-bath townhome in Goldens Bridge featuring tasteful and modern finishes! The spacious tiled entry welcomes you with recessed lighting, a bath, and a convenient laundry area. Upstairs, the main living level offers an open floor plan with a bright living room, dining area, and modern kitchen with brand-new stainless steel appliances, quartz

Anthony Altimari Houlihan Lawrence Inc.

Set on over two spectacular acres in a premier location in Pound Ridge, this custom built Colonial offers an extraordinary blend of scale, craftsmanship, and complete privacy. Tucked along a quiet country road, this home has exquisite architectural detail throughout that includes extensive custom millwork, gleaming hardwood floors, soaring ceilings, and spacious rooms that create an atmosphere of

Nikki McMann William Raveis-New York LLC

Perched atop a hill in the sought after West Mountain neighborhood of Ridgefield, this 1898 farmhouse tells a story that's been shaped, expanded, and perfected over time. What began as the original farmhouse on the hill now blends antique character with the ease of modern living, set on 3.21 private acres and bordered by 12 acres of protected land to the east. Inside, 5 bedrooms and 3.5 baths

Ryan Kundrat Keller Williams Realty

Tri-level townhome with two bedrooms plus a loft in Oakridge. Granite counters in kitchen, breakfast nook and dining area. Living room has a fireplace and sliders to a patio. Oakridge amenities include 2 pools, tennis court, basketball court and walking paths.

James Bergstraser RE/MAX Classic Realty

Set on 3.7 private acres in South Salem, NY, this inviting country estate offers an ideal blend of space, comfort, and outdoor enjoyment. The home features a gorgeous eat-in kitchen, vaulted ceilings, custom millwork, built-ins, and expansive entertaining areas, including a massive composite deck with lighting that spans the back of the home and overlooks the heated pool and pool house. The pool

Adam Hade Compass Greater NY, LLC

Welcome to 384 West Lane, an exceptional Estate Property that defines timeless Connecticut luxury across 13 exquisite, park-like acres- straddling Westchester County & just an hour from NYC. At its heart stands a classic Georgian Manor-7,500 SqFt of architectural mastery where perfectly scaled rooms, soaring ceilings, and refined millwork create an atmosphere of enduring elegance. Designed by the

Karla Murtaugh Compass Connecticut, LLC

1827 Greek Revival Colonial with many of the period features. 3 levels with an additional finished attic and full basement with wine cellar. 5.42 acres with the remnants of the original mill pond and saw mill, lots of granite stone work, wrought iron fencing and root cellar. Over 6000 square feet of living space, 15 rooms, 6 bedrooms and multiple fireplaces. This pre-Civil War property known as

James Bergstraser RE/MAX Classic Realty

Western Views. Two park-like acres with level lawns, flowering plantings and towering Oak. First time listed in years, expanded country Ranch with hardwood floors and bay windows. Sun-filled Living Room with rustic pine paneling and fireplace. Dining Room with built-in hutch. Country Kitchen with breakfast area and door to Screened Porch. Three Bedrooms. Separate legal accessory apartment.

Lisa Fitz Ginnel Real Estate

Magical 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.

Paul Tollefson William Raveis-New York LLC

Welcome home to this exquisitely crafted and meticulously maintained colonial, perfectly set on 9 acres of serene natural beauty—offering the comfort, elegance, privacy and charm you’ve been searching for! Step through the grand mahogany doors and discover a spacious living room with a fabulous fireplace, an elegant dining room ideal for holiday gatherings, and a stunning French Country kitchen

Kristina Pepdjonovic Julia B Fee Sothebys Int. Rlty

Beautifully set on 4 bucolic acres in South Salem, this impeccably maintained 4-bedroom Contemporary Colonial offers elegance, privacy, and exceptional living spaces. A gracious entry with vaulted ceilings leads to formal living and dining room with fireplace, both ideal for entertaining plus an additional family room. The spectacular chef’s kitchen, designed by Maggie Nielsen Interiors, features

Patricia Palumbo Coldwell Banker Realty

Welcome to 45 Pine Hill Drive, where modern luxury meets timeless sophistication. This fully renovated 4-bedroom, 3.5-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

The Quintessential Getaway. Long, gated drive through spectacular grounds to ultimate privacy and seclusion. Twenty glorious acres with level lawns, ancient trees, ornamental shrubs and flowering perennials. Fenced grounds with woodland walking trails throughout. Absolutely breathtaking backdrop for the perfect country lifestyle. Fabulous raised terrace overlooking the stunning swimming pool.

Mary Anne Condon Ginnel Real Estate

Welcome to 132 Stone Meadow, a thoughtfully designed condo nestled in the heart of South Salem’s coveted Oakridge community. With over 1,100 square feet of living space, this one-bedroom, one-bathroom home offers more than just comfort—it delivers flexibility and style. A spacious loft adds a layer of versatility, perfect for a home office, guest room, or creative studio. The open layout is

Lisa Sgobbo Century 21 Alliance Rlty Group

Spacious and sun-filled townhome that lives like a single-family in Goldens Bridge in the Katonah-Lewisboro school district. Located on a quiet cul-de-sac, this home is truly private, adjacent to the six-acre Wild Oaks preserve. This desirable end unit in The Glen, surrounded by trees and flowering gardens, offers a convenient lifestyle with its open concept design and proximity to all. Main

Cheryl Neuburger Ginnel Real Estate

A Timeless Retreat with Modern Luxury in LewisboroTucked away on 5.33 private acres, this extraordinary Cape Cod-Split Ranch is a seamless fusion of classic elegance and modern sophistication. Thoughtfully redesigned and fully upgraded in the past five years, this 5-bedroom, 4.5-bathroom estate spans 3,648 sq. ft., offering an unparalleled living experience. With five-zone heating and

Zulleyma Alvarez Compass Greater NY, LLC

Generational Compound with all the luxuries & amenities one desires. Cascading pool with waterfall spa, guest house, pond, gardens and private property. Set down a quiet lane this resort-style estate is prime living-just one hour from NYC. A tranquil place to call home for the discerning buyer who can spot special custom home. A thoughtful and tasteful full renovation was completed in 2013. The

Michael Kaplan Michael J. Kaplan

Exquisitely renovated, this 4-bedroom, 3-bath residence showcases a timeless elegance with every detail thoughtfully reimagined. The first-floor primary suite offers the ease of single-level living, while the chef’s kitchen—complete with a peninsula and bar seating—serves as a stylish gathering place. Graceful living and dining rooms, each with its own fireplace and enhanced by soaring ceilings,

Monica Webster Douglas Elliman Real Estate

The Perfect Country Colonial. Peaceful setting at the end of a desirable cul-de-sac. Nearly three serene acres with level lawns, flowering plantings, stone walls and towering trees. Fabulous rear terrace with firepit, built-in barbecue and fridge for fun outdoor entertaining. Absolutely turn-key Colonial with light and airy rooms. Stunning interior with great circular flow, high ceilings and

Nancy Lacavalla Ginnel Real Estate

Sophisticated & Serene. The perfect country retreat. Over eight, peaceful acres along a desirable country road. Gated drive to private oasis with gorgeous plantings, three ponds, rolling lawns and woodland walking paths. Infinity edge salt-water swimming pool with spa and your own tennis court. Meticulous stone and shingle Country House with 5500 square feet of sun-filled living space. Fabulous

Mary Anne Condon Ginnel Real Estate

Discover effortless luxury in this beautifully updated South Salem condominium—a perfect fusion of modern convenience and residential warmth.Step into the welcoming living room where a charming fireplace sets the stage for intimate evenings or gracious entertaining. The thoughtfully designed layout features a generously proportioned bedroom and a versatile loft space that adapts to your

AnnMarie Sementilli Julia B Fee Sothebys Int. Rlty

Tucked away on a quiet, wooded lane, this contemporary retreat is all about the setting - private, peaceful, and naturally dramatic. Set against a backdrop of exposed rock formations and mature trees, the backyard is a true sanctuary. Whether you're entertaining on the expansive deck, relaxing in the in-ground pool and jacuzzi, or enjoying a quiet morning coffee surrounded by nature, this outdoor

Igor Krasnoperov Rising Star Realty

Elegantly updated Modern Colonial with majestic curb appeal on a quiet country cul-de-sac. Ten minutes to Wilton/New Canaan (Connecticut) train stations. Picture perfect corner lot in gorgeous Northern Westchester, A grand foyer with double height ceilings ushers you into generously sized rooms with three cozy wood burning fireplaces. Eight French doors from three welcoming rooms open out onto a

Juergen Hess Five Corners Properties Inc

Welcome to a unique sanctuary that marries expert design with masterful craftsmanship in every detail. This lakefront home greets you with a welcoming lodge-style entry, leading to an open and flexible floor plan that epitomizes resort-style living. Architectural highlights include exposed structural wood beams, vaulted ceilings, walls of windows, French doors, reclaimed dark wood flooring, and

Jonathan Gineo Jonathan D. Gineo