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$1,000,000
4 Beds 4 Baths 1029241 MLS
Private Estate Retreat on 2.6 Acres with Resort-Style Grounds. Nestled on 2.6 private acres and set well back from the road, this exceptional estate-like residence offers over 4,000 square feet of living space in a truly serene and picturesque setting. A long, private driveway leads to this one-of-a-kind property, where natural beauty and thoughtful design come together to create an extraordinary lifestyle. The spectacular outdoor environment is a true oasis, featuring a solar-heated gunite pool, tranquil pond, and a trickling stream surrounded by beautifully landscaped grounds. Multiple outdoor living spaces...including expansive patios, decks, and a screened-in porch, provide endless opportunities to relax, entertain, and enjoy the peaceful surroundings. Inside, the home's unique layout and warm character are equally impressive. A welcoming entry foyer opens to a cozy living room highlighted by a wood-burning fireplace. The dining room flows seamlessly into the beautifully updated kitchen, showcasing Corian countertops, custom mahogany shelving, and upgraded appliances. Large windows and sliding glass doors frame breathtaking views of the pond, pool, and surrounding landscape, bringing the outdoors in. Just beyond the kitchen, an open den offers the perfect space for reading, yoga, meditation, or quiet reflection. The kitchen also overlooks a spacious family room and separate TV nook, both with direct access to the deck and screened porch, creating an ideal setting for everyday living and entertaining. The main level features a private primary suite with an en-suite bath and sliding doors leading to a charming courtyard. A separate wing of the home provides two additional bedrooms and a full bath, each bedroom offering sliders to a deck overlooking the pool and grounds. Upstairs, a private guest suite includes an en-suite bath and adjoining office/den, creating a perfect retreat for guests, extended family, or work-from-home flexibility. The lower level expands the living space even further with an oversized exercise room, laundry area, and an incredible office or studio space with sliding doors opening to a patio overlooking the pond. Additional highlights include a three-car garage, extensive landscaping, and numerous recent improvements that enhance both comfort and value. Ideally located just over the Westchester border within the North Salem School District, this remarkable property offers the perfect balance of privacy and convenience. Just 4 miles to I-684 and less than 3 miles to the Metro-North train station. Rarely does a property combine such exceptional outdoor amenities, versatile living space, and prime location. This is a truly unique opportunity to own a private estate retreat unlike any other.

394 N Salem Road, Brewster

$1,525,000
4 Beds 4 Baths 1022482 MLS
A Historic Farmhouse Estate on 8+ Acres in North Salem, NY - backing up to the Audubon property! Easy access to the Purdy's & Croton Falls train stations to NYC. Resort-like estate offering a 50-foot in-ground pool & pool house surrounded by nature to enjoy summer days! This antique farmhouse dates back to the late 1700s featuring two original fieldstone wood-burning fireplaces offering a rare balance of historic soul and modern comfort. Thoughtfully expanded in the mid-2000s, the home weaves original craftsmanship offering high ceilings throughout, spacious rooms, reclaimed chestnut hardwood floors & exposed beams together with high-end upgrades including marble bathrooms, commercial-grade appliances, cedar shingle siding, and copper gutters. Formal rooms offering a setting for entertaining and gathering. The gourmet kitchen is a showstopper: pine shiplap ceilings, custom pine cabinetry, Carrara marble countertops, a butcher block island, and a farmhouse sink, all outfitted with Wolf and Sub-Zero appliances. Cooks will appreciate the three ovens (two gas, one electric), a 4-burner gas cooktop with center griddle, and a pot filler above the range. The main-floor layout includes first-floor dedicated office/den and a second-floor loft ideal for both work & downtime. Guest room with large closet space perfect for hosting. The primary suite offers en-suite bath with Carrara marble finishes, a whirlpool soaking tub, a steam shower, and a rain shower. Upper level: two overly spacious bedrooms with vaulted pine shiplap ceilings share a generous common flex and recreation room and a full bath featuring double sinks and a classic clawfoot tub - vintage character with everyday comfort. Equestrian buyers will love the proximity to Stony Creek Horse Farm (full-time boarding, lessons, and full facilities) and Old Salem Farm, a 120-acre training and boarding facility with 66 permanent stalls. Local favorites Harvest Moon Farm & Orchard and Outhouse Orchards are just a short drive away. Zoned for the highly regarded North Salem School District. Separate barn featuring 3 car garage a loft area and sweeping views which can be finished as usable space. A rare opportunity to own a piece of history — beautifully preserved, thoughtfully expanded, and ready for its next chapter.

209 Hardscrabble Road, North Salem

$1,399,000
4 Beds 4 Baths 1007138 MLS
A Stunning Craftsman Home AND a Separate Cottage on an oversized 2+ acre lot set high up on one of the most scenic roads in North Salem, with multi seasonal views of the Titicus Reservoir and unrivaled sunsets. Main home has a Mid-Century modern feel and offers 3 Bedrooms, 2.5 Baths, an additional office/flex space with separate entrance, a bright open kitchen, dining and living area, additional family room w/ wood burning fireplace. Stone patio off kitchen offers dining al fresco and fire pit gatherings. The front yard is level and grassy. Attached 2 car garage and separate storage shed. Further down the property you will find the 1BR legal accessory cottage - offering superb privacy for both residences, with a separate address (185 Mills Rd.) on the intersecting road, and outfitted with it's own driveway and 2 car garage. This open and airy vaulted ceiling cottage has 1 Bedroom, a "loft" bonus/flex space, 1 full bath, kitchen, dining and living room with sweeping views of the Titicus Reservoir across the street from the west facing deck. Wonderful for extended families, a separate work or artist retreat, or simply an income generating rental. This opportunity does not present itself often! Shared well, separate septic systems.

4 Wheeler Road, North Salem

$949,000
4 Beds 3 Baths 901284 MLS
This meticulously maintained classic 4 bedroom Colonial in the North Salem School District makes you feel instantly at ease. 26 Hickory Ridge Road welcomes you with a wide, rocking-chair front porch leading to the interior of the home that perfectly balances traditional charm with a layout designed for modern life. The main level flows seamlessly from light filled entertaining spaces, including a sun room off the kitchen, to cozy corners for relaxing. Upstairs, the four generous bedrooms with spacious closets offer plenty of versatility for a primary retreat, guest rooms and/or a dedicated home office. Updated mechanical systems provide the ultimate peace of mind. Set on a private lot, with magnificent trees, stone patio and lovely gardens, just minutes from local favorites in North Salem, Brewster, Ridgefield and Danbury this property offers the space you need and the character you’ve been searching for in the heart of North Salem horse country.

26 Hickory Ridge Road, Brewster

$4,295,000
9 Beds 7 Baths 981686 MLS
OldWalls is one of the area’s finest historic properties, originally envisioned by the legendary American sculptor Chester Beach and his artist wife Eleanor. Completed in 1918, the estate was constructed of massive hand-laid native stone with walls over two feet thick, crowned by a slate roof — a testament to old-world craftsmanship rarely seen today. The compound includes nine bedrooms across multiple stone buildings, designed in the Arts & Crafts style and enriched with Beach’s original artistry: hand-hewn chestnut beams, whimsical friezes, artisan plaster walls, stained glass, antique doors, and built-in sculptures created by Chester Beach himself. Highlights include a soaring Great Room with fireplace, a spacious Living Room with 112 hand-painted ceiling tiles, and a chef’s kitchen. Stone terraces open to breathtaking western vistas and sunsets. The grounds are a living landscape of English gardens, wisteria-draped arbors, fruit trees, roses, specimen plantings, and a majestic European beech. A potential pool site and grass tennis court (restorable or repurposable) expand the lifestyle options. Additional structures include the original Stone Artist Studio (c.1914), now a guest cottage; “The Camp,” a 1940s renovated cottage with Great Room, kitchen, two bedrooms, and loft; and a five-stall equestrian barn with heated tack room, laundry, hayloft, and groom’s quarters, complemented by fenced pastures, paddocks, and a riding arena. Set on ten+ acres across two parcels, OldWalls is a rare historic estate — a blend of history, artistry, and enduring elegance.

283-289 Starr Ridge Road Unit #283-289 and 299, Brewster

$7,950,000
8 Beds 10 Baths 997025 MLS
INLAND VALE. Steeped in history. One of Northern Westchester’s most significant Country Estates. Magnificent and majestic stone and shingle residence originally built in the 1850’s. Renovated by Stanford White for Ulysses S. Grant, Jr. Remarkable preserved details including spectacular aged paneling, ten fireplaces with vintage mantles and tile, and extensive millwork. Long tree-lined drive to dramatic stone entrance. Magnificent oak paneled Great Hall with grand staircase and ceiling of Tiffany stained glass. Beautifully proportioned main rooms designed for entertaining on the grand scale. Impressive Living Room with mirroring fireplaces and French doors to columned porch. Formal Dining Room. Chef’s Kitchen with high-end appliances. Sun-filled Family Room with Breakfast Area and doors to outdoor terrace in walled garden. Remarkable Primary Suite with spacious Dressing Room and two Baths. Six additional Bedrooms. Playroom with built-in desks, game closet and doors to rooftop porch. Full Third Floor with glass-ceilinged Sitting Room, second Kitchen, Art Room/Studio and Exercise Room. Lower Level with Game Room, Wine Cellar and Pool Cabana. All mechanicals are updated including center air conditioning and a generator. Baths are Waterworks with luxurious radiant heat. Over eleven park-like acres with specimen trees, flowering shrubs and verdant lawns. Incredible old world stonewalls and terraces. The perfect retreat complete with swimming pool, tennis and half-basketball court. A once in a lifetime opportunity!

640 Grant Road, North Salem

$1,189,000
4 Beds 4 Baths 1002914 MLS
Welcome to a rare gem that seamlessly blends elegance, comfort, & the Lakeside lifestyle. This four-bedroom, four full bath 2018 contemporary ranch offers not just a home, but an unparalleled way of life with deeded lake rights to the highly sought after Peach Lake. Step inside & be greeted by a light-filled main level with sliding glass door to the huge deck. The living room, dining room, & kitchen connect seamlessly, creating an inviting and open space for entertaining with spectacular views of the lake. The private primary suite occupies the second level, creating a tranquil retreat with its own luxurious spa-inspired bath, dressing area and a walk-in closet, this suite offers privacy & comfort. The main level offers an additional primary bedroom with en-suite & walk-in closet, and two additional bedrooms that share a beautifully appointed hall bath. The fully finished walkout lower level adds even more versatility to this home, complete with a full bath, large rec room, gym area, laundry room, office, door to the oversized one-car garage and a full home generator. From here, step outside to the backyard & follow the path to the lakefront, where you'll find a shared dock. Lake activities are just steps away from boating, kayaking, fishing, paddleboarding and water skiing. The neighborhood also offers a beach, clubhouse and golf. Whether you’re seeking a full-time residence or a weekend retreat this home offers a perfect blend of convenience and relaxation.

34 Lakeside Drive, North Salem

$1,450,000
4 Beds 4 Baths 994673 MLS
Stunning 5145 sq ft renovated colonial set on 2.16 private, park-like acres on the Brewster-North Salem border. Enjoy Brewster taxes with sought-after North Salem schools. Perched atop a hill with breathtaking forever panoramic views, this home offers privacy and luxury in a move-in ready package. A long, tree-lined driveway leads to the house, where soaring ceilings, gleaming hardwood floors and abundant natural light create an open, flowing layout perfect for both everyday living and entertaining. The gourmet kitchen features top-of-the-line appliances and opens to a large family room with a striking stone fireplace and built-in bar. The home includes 4 generous bedrooms and 3.5 beautifully renovated bathrooms, highlighted by a spa-like primary suite. A fully finished walk out basement provides excellent additional space for a home office, gym and recreation area. Outside, enjoy a backyard oasis overlooking picturesque horse property complete with a built-in pizza oven and fire pit and plenty of room for entertaining. Additional features include central air, 2 car garage, and dual driveway access. Conveniently located near Route 684, 84, Metro North train, restaurants, and the Danbury Mall, yet peacefully private. This is a true turnkey home with nothing left to do but move in and enjoy peace and tranquility.

9 Hickory Ridge Road, Brewster

$1,895,000
4 Beds 3 Baths 959925 MLS
Tamoset. A truly magical setting overlooking a scenic pond. Long drive to peaceful privacy. Six spectacular acres with rolling lawns, old stone walls, ornamental trees and perennial gardens. Sophisticated Country House originally built in the 1930’s. Spectacular renovation with airy loft-like spaces. Sun-filled rooms with vaulted ceilings, random-width pine floors and custom lighting. Walls of windows capture natural light and scenic views. Dramatic Great Room with floor-to-ceiling stone fireplace. Dining Area with doors to two decks with a fabulous water view. Gourmet Kitchen with custom backlit cabinetry, granite and stainless countertops and professional appliances. First floor Primary Suite with door to private terraced garden. Two additional Bedrooms, one with loft sleeping area. Guest Room with Bath and doors to Screened Porch and two sun decks. Lower Level with pine-paneled Family Room, Sauna, and Wine Cellar. Covered porch with automatic screens, cold plunge tub, and hot tub. Covered Lap Pool with swim jet and automatic phantom screens. Detached Outbuilding with Gym. Fabulous location just moments from the apple orchards. Truly remarkable!

258 Hardscrabble Road, North Salem

$2,139,000
3 Beds 3 Baths 958475 MLS
Truly Unique, custom-built cedar home nestled on 10.91 private acres with two additional subdivided adjacent lots (4.174 acres and 4.99 acres) totaling 20.4 acres. One level living with sun-filled open floor plan. Unparalleled craftsmanship with quality finishes and abundant architectural details throughout using the most beautiful wood imported from British Columbia. The heart of the home is the spacious living room with natural stone floor-to-ceiling fireplace with three French doors opening out to gorgeous patio for luxurious living and entertaining. All main level living areas flow seamlessly and include an oversized chef's kitchen, dining room, family room, primary bedroom suite with private terrace and secondary bedroom suite. Fully finished lower level offers more amazing living space with high ceilings and walk-out to additional patio area! Generously sized bedroom, full bath, dining room, living room with gorgeous stone fireplace/wood burning stove and large recreation room plumbed for kitchen. Use this space to suit your lifestyle, perfect for guests, au pair, extended family and/or private office. Equestrian-friendly with access to the North Salem Bridle Trail making this home a perfect location for a stable, paddock, riding ring and groom's quarters. This listing represents 3 subdivided lots - Ownership options do exist to lower taxes! This opportunity is special, just bring your dreams!

1-3 Saddle Brook Rd, North Salem

Listings courtesy of OneKey® MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of . All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.