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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
$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
$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
$1,450,000
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
$5,950,000
5 Beds ⋅ 5 Baths ⋅ 997057 MLS
Blue Heron at Peach Lake is a rare lakefront retreat tucked away on 3.46 private acres at the end of a quiet cul-de-sac in North Salem. This exceptional 5-bedroom, 4.5-bath estate offers direct waterfront living with a private dock, sandy beach, and sweeping views of Peach Lake. Designed for both entertaining and everyday luxury, the outdoor setting features an in-ground pool with integrated spa, poolside cabana with bathroom, expansive stone patios, perennial gardens, and mature specimen trees. Gas-plumbed real-flame lanterns and a built-in firepit create a resort-like atmosphere across multiple outdoor gathering spaces. Inside, timeless craftsmanship is showcased through extensive custom millwork, generous living spaces, and a stunning oversized eat-in kitchen that anchors the home’s main level. Radiant heated floors run throughout the home and garage, adding year-round comfort and luxury. The expansive lower level offers a large gym, bonus/recreation room, and abundant storage, providing exceptional flexibility for lifestyle and entertaining needs. Set in the heart of Westchester’s celebrated horse country, the property combines privacy and convenience — approximately one hour from NYC, one hour to the Catskills, and just minutes to Metro-North. A truly rare offering combining acreage, privacy, refined craftsmanship, and authentic lakefront living.

6 Brookside Lane, North Salem
$1,149,000
4 Beds ⋅ 3 Baths ⋅ 986322 MLS
Tucked away on a quiet lane in North Salem, this one-of-a-kind contemporary home offers a rare blend of privacy, design, and natural beauty. Set amidst a breathtaking perennial garden with meandering paths, the property invites you into a serene, zen-like retreat complete with a tranquil pool and hot tub. Inside the approximately 2,900 square foot residence showcases an open, airy floor plan highlighted by abundant natural light, numerous skylights, and two fireplaces that anchor the living and dining spaces. The kitchen flows seamlessly onto an inviting deck-perfect for morning coffee or effortless outdoor entertaining. The home features four bedrooms and two-and-a-half baths, including thoughtfully designed details such as Japanese toilets. An upper-level space provides flexibility for a home office or yoga room, adding to the home's versatility. The grounds are equally captivating, with cleared areas ideal for vegetable gardening-where abundant harvests have thrived. The architecture evokes a timeless, Frank Lloyd Wright inspired aesthetic, harmonizing beautifully with the surrounding landscape. Located just 55 miles north of New York City, this property offers convenient access to trains and major highways, making it ideal for both full-time living and weekend escapes. North Salem's renowned equestrian culture and expansive open spaces further enhance the appeal of this exceptional offering. A truly special and well maintained hidden gem - this home is where nature, design, and lifestyle come together in perfect balance.

213 Vail Lane, North Salem
$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
$1,895,000
948718 MLS
Spectacular Opportunity to purchase this 13 acre newly Approved 7 lot Subdivision set up high with panoramic views including seasonal views of the Titicus Reservoir. Board of Health Approved. Create your own enclave of 7 new single family homes on park-like level setting with stone walls and mature trees. Located just minutes from the Purdy's train station and 684 for easy access to all. Approved Subdivision as of 8/4/2021. Board of Health Approved. Resolution available upon request. Site Map and Close Up of Notes for additional details on approvals available. Well dug/in place for 1st lot on right. Don't miss this opportunity.

8 Maple Ridge Trail, 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.