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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

$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

$1,495,000
5 Beds 4 Baths 1006452 MLS
Exceptional mixed-use investment opportunity offering a rare blend of dependable income, historic significance, and long-term appreciation potential in the heart of North Salem. This one-of-a-kind property encompasses three income-producing structures across two mailing addresses and is zoned for both neighborhood business and residential use, providing exceptional flexibility for investors. Ideally situated with immediate access to I-684 and just moments from the Purdy's Metro-North station, the property enjoys outstanding commuter convenience and sustained tenant demand. Located within the highly sought-after North Salem School District, this is a truly unique offering in one of Northern Westchester's most desirable and tightly held communities. Anchoring the property is a striking three-bedroom Craftsman-style residence that lives like a four, believed to have been rebuilt in 1940, offering a rare blend of historic character, craftsmanship, and enduring appeal. The home has been thoughtfully maintained and enhanced through substantial capital improvements, including a newer roof, HVAC system, central air conditioning, and updated septic systems, providing lasting value and operational confidence. One of the property's most distinguished attributes is the historic Purdy's Station Post Office, an irreplaceable community landmark combining rich heritage with dependable long-term tenancy and a cherished community landmark that has served the area for nearly 180 years. Occupied under a long-term lease, the post office provides a stable, government-backed income stream and has been extensively renovated to meet modern operational standards while preserving its historic character. Above the post office, a spacious two-bedroom, one-bath apartment generates additional rental revenue, further strengthening the property's diversified income profile. Adding yet another revenue-generating component is a detached four-car garage, originally built in 1925, with existing leases extending through May 2027. This additional income-producing asset enhances cash flow while presenting future flexibility and potential value-add opportunities. Combining multiple established income streams, long-term tenancy, favorable mixed-use zoning, significant infrastructure improvements, and an irreplaceable location near major transportation corridors and commuter rail service, this is a true legacy asset positioned for both stability and growth. Opportunities of this caliber are exceedingly rare!

1 Main Street, Purdys

$520,000
4 Beds 3 Baths 1007732 MLS
A place where every day feels like a summer weekend or a vacation. This is updated four bedroom home in the sought-after Vails Grove community on Peach Lake offers the ultimate lakeside lifestyle within the North Salem School District. The main level features a bright, modern kitchen open to a great room that flows seamlessly through glass doors onto an spacious deck. The gardens and sweeping western views capture the lake’s most spectacular sunsets. The primary suite, complete with its own full bath, and two additional bedrooms and full bath are also on the main floor. The lower level layout offers incredible flexibility with a fourth bedroom, another full bath, and a bonus room perfect for a home office, art studio, or kids' playroom. Living in Vails Grove means you’re steps away from its community beach with swimming, boating and playground. Feel worlds away from the hustle, but be just minutes to Croton Falls with shops, Metro North Train Station and seasonal Saturday North Salem farmers market, and to Danbury and Ridgefield with restaurants, arts, entertainment and shopping.

56 Vails Lakeshore Drive, Brewster

$12,995,000
5 Beds 7 Baths 1008597 MLS
Red Horse Farm. An unparalleled opportunity to acquire 102 private acres in the heart of North Salem Equestrian Country. The approach is nothing short of captivating - with a winding driveway enveloped by lush greenery, rolling fields, classic stone walls, 360 degree panoramic views, and a sense of profound peacefulness. The spectacular 9,500 sq ft main residence exudes understated luxury - at its finest. Walls of French doors throughout the home blur the line between exquisite interior spaces and outdoor beauty. Upon entry, you are graced by an elegant, airy foyer with soaring ceilings, a stunning mahogany staircase, and striking molding and paneling throughout. The sensibility is one of old world charm & extraordinary quality, with a modern understanding of living and incredible room scale. The main floor includes a light filled living room with fireplace, formal dining room, a cozy paneled library with fireplace, family room with fireplace, butler’s pantry, wet bar, and a state-of-the-art chef’s kitchen with two inch thick marble countertops, viking appliances, and custom fixtures and cabinetry. French doors lead from the kitchen to a large screened-in porch with a massive stone fireplace, all positioned to survey the breathtaking views beyond while overlooking the enormous 30’ x 65’ Gunite pool & spa, with expansive terrace and entertaining area. Also on the main floor, there are two powder rooms, a light-filled mud room/ potting room with side entrance, wide back staircase, access to the three car garage and a well-designed laundry room. Located in its own wing on the main level through a private entry hall, the marvelous first floor primary bedroom suite offers a true refuge with outstanding his and hers bathrooms and closets, as well as french doors to a private seating area. Upstairs, there are two en-suite guest bedrooms, as well as two family bedrooms with a sitting area and full bath. There is also expansive attic space, additional storage rooms, and a lower level basement with 12 ft ceilings for endless possibilities of additional expansion. This remarkable property has served as a thriving alpaca farm for the past decade, with several Equestrian structures and possibilities still in place. Presently, there is a King Construction built 14 stall main barn with two wash stalls, two powder rooms, an office, a tack room, multiple outdoor shedrow barns, 17 grass turnout paddocks, a 180’ x 72’ Indoor Arena, a 135’ x 300’ site for an outdoor arena, two 1 bedroom, 1 bath grooms’ apartments, a commercial size 6 bay storage garage, plus a 3 bedroom, 2.5 bath Caretaker's residence. The property has coveted direct North Salem Bridle Trails access, abuts Olympic caliber stables and significant estates on all sides, and is located 1.7 miles from Old Salem Farm and within close proximity to other top area horse shows. Minutes to highways and the train, one hour from NYC. A rare and unreplicable offering.

364 Hardscrabble Road, North Salem

$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

$1,450,000
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

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.