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$699,000
4 Beds ⋅ 2 Baths ⋅ 1027327 MLS
Opportunity awaits in the heart of Katonah! Nestled on a quiet cul-de-sac in the highly sought-after Katonah-Lewisboro School District, this 4-bedroom, 2-bath Cape Cod offers the perfect opportunity to create your dream home in one of Northern Westchester's most desirable communities. Ideally located just minutes from Katonah Elementary School, Katonah Village, Metro-North, shopping, restaurants, parks, tennis courts, and town amenities, this home combines an exceptional location with outstanding potential. Features include a spacious layout, walk-out basement, and attached one-car garage. This property offers an excellent opportunity for buyers looking to renovate and customize the home to their own taste and style. Ideal for homeowners, contractors, or investors, it presents tremendous upside in a neighborhood where homes rarely become available. Improvements made to the property have the potential to significantly enhance its value. Enjoy all that Katonah has to offer, from charming boutiques and dining along Katonah Avenue to community pools, playgrounds, parks, and convenient Metro-North access for an easy commute to New York City. A rare opportunity to own in one of Westchester's most sought-after villages. Bring your vision and make this Katonah gem your own!

15 Nightingale Road, Katonah
$1,550,000
3 Beds ⋅ 3 Baths ⋅ 1025934 MLS
Escape to your own private waterfront retreat on Lake Oscaleta! This natural glacial lake offers peaceful scenery and year-round recreation. The updated, 2,226-square-foot lakehouse combines quiet privacy with the warmth of a welcoming lake community. A private dock and sandy shallows provide gradual water entry, creating an ideal place for summer swimming, launching a kayak, fishing or simply relaxing at the water's edge. As the seasons change, the lake becomes a backdrop for boating, brilliant fall foliage, winter ice skating, spring birdwatching, and countless opportunities to reconnect with nature. Entertain outdoors on the slate patio and spacious lawn, or enjoy the ever-changing lake views from inside the home. Life on Lake Oscaleta is more than waterfront living -- it is a rare opportunity to experience the beauty, recreation, and sense of escape that only a lake community can offer. The open-concept kitchen, dining, and living areas are designed to maximize the views, anchored by hardwood floors and a wood-burning fireplace. A primary bedroom, full bathroom, versatile den or study, and second bathroom complete the main floor. Upstairs, a second primary bedroom and adjacent sitting room offer expansive vistas in any season, while a third bedroom and another full bathroom complete the upper level. A practical breezeway connects the home and garage, offering an additional sheltered outdoor space. Downstairs, a large unfinished basement is ready for storage and calls out for a home gym or a future recreation room. Whole-house emergency generator (propane). Katonah-Lewisboro School District, Twin Lakes Village/Two Lake Club HOA. Additional photos to follow... This property will not last—come see it for yourself before it is too late!

56 Twin Lakes Road, South Salem
$899,000
4 Beds ⋅ 3 Baths ⋅ 1022032 MLS
Nestled on two private, wooded acres, this beautifully updated 4-bedroom, 2.5-bath contemporary home offers the perfect blend of modern comfort and natural serenity. With walls of windows and elevated views of the surrounding trees, the home has the peaceful, airy feel of a luxury tree house, bringing the beauty of nature indoors in every season. Access to Mt. Holly Preserve is granted right outside for hiking and relaxing. The thoughtfully updated interior features spacious, light-filled living areas with an open, flowing floor plan ideal for both everyday living and entertaining. The renovated kitchen and baths combine timeless style with today's conveniences, while generous bedrooms provide comfortable retreats for family and guests. Step outside to enjoy the privacy and tranquility of your own wooded oasis, where expansive decks and outdoor living spaces invite morning coffee, evening gatherings, or simply relaxing among the treetops. Despite its secluded setting, this exceptional home is just minutes from schools, shopping, dining, and Metro North, offering an easy commute while providing a true escape from the everyday. Experience the rare combination of contemporary design, turnkey updates, and a one-of-a-kind setting that makes this home as inspiring as it is convenient.

231 Increase Miller Road, Katonah
$2,595,000
4 Beds ⋅ 4 Baths ⋅ 1020428 MLS
INDOOR POOL! Primary on the main level. Set behind gates on more than 13 acres, with an indoor pool, this subdividable, thoughtfully renovated country property offers a rare combination of privacy, space, and convenience just minutes from the heart of Katonah. With over 4,000 square feet of updated living space, the home features a welcoming layout designed for comfortable everyday living and entertaining. Seasonal glimpses of the reservoir complement the property's natural setting. The home includes four bedrooms - primary on the main level; four renovated baths; an updated kitchen; expansive gathering spaces; and a heated indoor pool that provides year-round enjoyment -- an amenity rarely found in the area. Large windows bring in abundant natural light and frame views of the surrounding landscape. Recent improvements, including a new roof, energy-efficient windows, all-new plumbing, durable Hardie(R)Plank siding, and extensive interior renovations, provide the benefits of modern updates along with peace of mind. Whether as a full-time residence or a weekend retreat, this distinctive property offers generous acreage with easy access to Katonah Village, Metro-North, schools, and major commuting routes. A unique opportunity to enjoy updated country living in one of northern Westchester's most desirable locations.

380 Cross River Road, Katonah
$999,999
5 Beds ⋅ 5 Baths ⋅ 1023189 MLS
First time ever offered on the market! Welcome to 9 Lois Lane, a rare opportunity in one of Katonah’s most desirable settings. Located on a quiet cul-de-sac, this 5-bedroom, 4.5-bath home sits on over 2 beautiful, level acres offering privacy, space, and endless potential. The property features a spacious layout, two-car garage, in-ground pool, and an incredible flat backyard surrounded by mature trees. The home is ready for its next chapter and offers the perfect canvas for renovation, customization, or creating your dream estate. Conveniently located close to Katonah Village, Metro-North, shops, restaurants, parks, and major highways. Property, pool, deck, and all structures are being sold strictly as-is. Bring your vision and take advantage of this special opportunity to transform this property into something truly special.

9 Lois Lane, Katonah
$1,695,000
5 Beds ⋅ 6 Baths ⋅ 1020960 MLS
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 space to the next, creating a comfortable setting for both everyday living and entertaining. A welcoming entry opens to the formal dining room and wet bar, then leads into the heart of the home: a spacious kitchen and great room overlooking the backyard. The kitchen features a Viking range, Sub-Zero refrigerator, generous island, dining area, and an adjoining sitting area with fireplace. Walls of glass and oversized windows bring in beautiful natural light while framing views of the rolling lawn, mature trees, and charming barn beyond. The main level also includes a home office with full bath, as well as a separate guest wing with a bedroom, full bath, and laundry. Just off the entry, the formal living room is slightly elevated and offers hardwood floors, dramatic ceiling height, a wood-burning stove, and French doors to a deck overlooking the grounds. From the living room, stairs lead to the bedroom level, where the spacious primary suite feels like a private retreat with vaulted ceilings, fireplace, oversized walk-in closet, and spa-inspired bath. Three additional bedrooms complete this level, along with spiral stairs to a loft area ideal for a game room, creative space, storage, or secondary office. Above the garage, the private guest quarters offer exceptional flexibility for extended guests, multigenerational living, a refined work-from-home setup, or supplemental income potential. This space includes its own entry, living room, kitchen, two bedrooms, and a full bath. The lower level adds even more usable space with an additional bedroom and bath, home gym, storage, and walk-out access to the yard. Outside, expansive decks and patios overlook the rolling lawn and mature woodland, creating a peaceful setting for entertaining, quiet mornings, or simply enjoying the beauty of the property. A barn adds charm and function for the hobbyist, gardener, or outdoor enthusiast, and the grounds offer plenty of room for a pool. Additional highlights include a three-car attached garage, abundant storage, and numerous recent improvements, including a new roof, refinished cedar exterior, new garage doors, and meticulous maintenance throughout. Located within the Katonah-Lewisboro School District, this special South Salem retreat offers the ideal balance of privacy and convenience, just minutes from Metro-North, Ward Pound Ridge Reservation, local hamlets, shopping, dining, and major commuting routes.

South Salem
$1,750,000
4 Beds ⋅ 7 Baths ⋅ 1014445 MLS
Katonah, a private oasis nestled on almost 3 acres of lush parklike property, just moments from town, elementary school, and Metro-North, this exceptional 3,738 sqft home offers the perfect blend of tranquility and commuter convenience. Designed for comfortable living, the unique home features an open floor plan with soaring vaulted ceilings, skylights, and beautifully refinished hardwood floors throughout most of the home. Offering 4 bedrooms that live like five, along with 4 full and 3 half baths, the flexible layout includes the option of a first-floor primary suite or an equally inviting second-floor suite. The finished lower level with walkout access to patio and gated pool, adds 2,186 sqft, and includes an entertainment area with fireplace, an abundance of storage, and changing rooms. It also offers endless possibilities, including space for an in-law suite or home office, and was previously used as a doctor's office with a separate entrance and a renovated waiting area. The newly renovated chef's kitchen features a Sub-Zero refrigerator, all-new Bosch appliances, including an induction cooktop, quartz counters, and premium finishes. Many upgrades throughout the home, including new HVAC system, all new pool equipment, and freshly painted interior and exterior. Surrounded by mature landscaping and tranquil natural beauty, this gated and fully fenced property feels like a private retreat. A rare offering that is move-in ready yet brimming with potential.

60 Cherry Street, Katonah
$2,250,000
4 Beds ⋅ 4 Baths ⋅ 1016941 MLS
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 architecturally distinctive new homes in South Salem, this modern, mid-century inspired residence offers a fresh interpretation of contemporary living. Nestled on a private one-acre site along a gated road, the single-level floor plan embraces clean architectural lines, expansive glass, and a seamless connection to the surrounding landscape. Offering approximately 3,000 square feet, the proposed home features four bedrooms and three-and-one-half baths, with the opportunity to collaborate directly with the builder to personalize interior finishes and selections. Located within the Katonah-Lewisboro School District, this exceptional offering combines architectural sophistication with innovative construction, all within easy reach of shopping, dining, schools, and outdoor recreation.

Lot 6 Sachem Way, South Salem
$649,000
4 Beds ⋅ 2 Baths ⋅ 1016167 MLS
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, a fireplace warms the front parlor and living room. Beyond, the kitchen opens to a dining room and an expanded family room with a stone fireplace, home office/den, and a large outdoor deck, forming the hub of this four-bedroom home. There are two bedrooms upstairs and two down, with a full bathroom on each floor. Extra storage is available in an attic easily accessible from the second floor as well as in a large unfinished basement. The level backyard includes a fenced area, old stone walls, mature trees, a concrete pad/patio with a basketball hoop, and plenty of room for a garden.

9 Stewart Road, South Salem
$1,595,000
3 Beds ⋅ 4 Baths ⋅ 1008473 MLS
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 interiors, rich wood floors, a fabulous fireplace, and an excellent floor plan for everyday living and entertaining. At the heart of the home is a classic Poggenpohl kitchen, as functional and elegant today as when it was first installed, opening seamlessly to inviting gathering spaces filled with natural light. Offering three bedrooms and three-and-a-half baths, the home lives comfortably with generous entertaining areas, excellent indoor flow, and peaceful views of the spacious deck and surrounding property. The expansive grounds provide exceptional privacy and ample room for a pool, creating the opportunity to further enhance this special setting. A rare offering in a coveted South Salem location, 78 Old Church Lane is ready to be enjoyed from day one.

78 Old Church Lane, Pound Ridge
$849,000
3 Beds ⋅ 3 Baths ⋅ 1007931 MLS
Nestled on a private, picturesque 1-acre property, this move-in-ready home offers the perfect blend of comfort, convenience, and natural beauty. Freshly painted throughout, the home features newly refinished hardwood floors that shine with warmth and character. The spacious interior boasts two fireplaces, creating inviting gathering spaces for every season, while a beautiful bay window fills the home with natural light and frames peaceful views. The updated kitchen is equipped with stainless steel appliances, including a recently replaced dishwasher and microwave, making everyday living both stylish and practical. The primary suite offers a generous walk-in closet, and central air conditioning ensures year-round comfort. For added peace of mind, the home is generator-ready and includes a spacious two-car garage. Step outside and enjoy the stunning wraparound two-tier deck, perfect for entertaining, dining al fresco, or simply relaxing while taking in the seasonal water views and serene surroundings. A charming white fence enhances the property's curb appeal and sense of privacy. Ideally located just off Route 35, this exceptional home offers easy access to the Goldens Bridge Metro-North station on the Harlem Line, providing a convenient commute to New York City. The station also offers ample parking, making travel effortless. With its private setting, thoughtful updates, and desirable location, this beautifully maintained home is ready for its next owner to move right in and enjoy. Enjoy Seasonal lake views.

58 Gilbert Street, South Salem
$1,899,000
4 Beds ⋅ 3 Baths ⋅ 987381 MLS
Experience the perfect union of sophistication and comfort in this meticulously designed home, crafted to enhance effortless living at every turn. From the moment you step inside, you’re greeted by an expansive open floor plan, soaring double-height ceilings, and a tranquil ambiance that exudes natural serenity. Every element has been thoughtfully curated to create a refined yet inviting atmosphere. Nestled on over 5 pristine acres, this property has been impeccably maintained by its original owners. Wide-plank wood floors lend warmth and timeless character, while ample storage solutions ensure a clutter-free, organized living space. The first-floor primary suite is a haven of relaxation, featuring multiple walk-in closets and a spa-like ensuite bath—a private retreat designed to rejuvenate. An additional bedroom and a dedicated office on the main level offer versatile space for guests or work-from-home needs. On the second floor, two generously sized bedrooms and a full bath provide both comfort and privacy for family or visitors. The full-footprint basement offers unlimited potential (currently finished and unfinished storage) Another standout feature of this home is the three-car garage, with one bay conveniently located off the kitchen. This space presents exciting opportunities for conversion into an office, workshop, or additional living area. This property is more than just a residence—it’s an invitation to create the lifestyle you’ve always imagined.

60 Old Aspetong Road, Katonah
$2,995,000
4 Beds ⋅ 5 Baths ⋅ 995187 MLS
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 thoughtfully designed to enhance both beauty and livability. The three ponds are supported by aerator systems that maintain water quality, circulation, and ecological balance, allowing them to remain vibrant and visually striking year-round. A wireless deer fence system, along with perimeter fencing, helps preserve the integrity of the landscape and plantings, ensuring the setting remains peaceful, natural, and undisturbed. The result is an environment that feels both curated and effortless, offering a true sense of calm and connection to nature. Outdoor living is elevated with an infinity-edge saltwater pool and spa positioned to overlook the property, a full tennis court, and multiple outdoor spaces designed for both entertaining and quiet relaxation. The residence, a meticulously maintained stone and shingle Country House, offers over 5,500 square feet of light-filled living space. A two-story entrance hall introduces the home, leading into a series of elegant yet comfortable interiors defined by high ceilings, custom millwork, and walls of windows that bring the outdoors in. At the center of the home, a dramatic great room with a soaring ceiling and fireplace anchors the main living level, flowing seamlessly into a chef’s kitchen with a large center island and adjoining breakfast area. Formal living and dining rooms provide a more classic setting, while the overall layout remains open and adaptable for modern living. The home offers four bedrooms, including a first-floor primary suite designed as a true private retreat. The suite features a double-sided fireplace, a spa-like en-suite bath, and custom walk-in closets, along with direct access to the grounds, creating a seamless connection between indoor comfort and the surrounding landscape. Additional spaces include a large playroom, multiple offices, and flexible bonus rooms suited for today’s lifestyle. A screened porch and expansive rear terrace extend the living spaces outdoors, creating a natural flow for entertaining or quiet evenings overlooking the property. Complete with a three-car garage and surrounded by preserved land and natural beauty, this is a home that offers both substance and ease. Just minutes to Katonah, Bedford Village, Ridgefield CT and Metro-North, yet entirely removed, this is Pound Ridge at its best: understated, private, and enduring.

127 Boutonville Road, Pound Ridge
$1,695,000
3 Beds ⋅ 4 Baths ⋅ 997072 MLS
Welcome to 158 Mead Street — offered for the first time, this custom-designed sanctuary is nestled in the heart of Waccabuc and lives like four bedrooms (4 bedroom septic). Privately sited on over four park-like acres, this elegant residence is surrounded by mature trees, creating a serene retreat just minutes from town, train, and everyday conveniences. Inside, the home seamlessly blends rustic elegance with sophisticated comfort. The dramatic living room is anchored by vaulted ceilings, authentic rustic beams, and a wood-burning fireplace, creating a warm yet refined gathering space. For today’s remote lifestyle, a handsome den/home office with custom paneling and built-ins offers the perfect work-from-home setting. At the heart of the home is the expansive kitchen, uniquely warmed by a double-sided wood-burning fireplace. Entertain effortlessly in the character-filled formal dining room or unwind in the sun-drenched sunroom, which opens directly to the sprawling rear patio and picturesque grounds beyond. A rare and highly sought-after feature, the luxurious first-floor primary suite offers exceptional convenience and privacy, complete with two oversized walk-in closets and a spa-like bath. The second level provides incredible flexibility with two additional bedrooms, two full bathrooms, a dedicated second office, and an expansive playroom or media/recreation space. Experience the quiet luxury of Northern Westchester living in a home that truly has it all.

158 Mead Street, Waccabuc
$835,000
2 Beds ⋅ 2 Baths ⋅ 992940 MLS
A rare opportunity in the charming Truesdale Lake community of South Salem. This quaint cottage is in need of renovation and is being sold as-is, offering outstanding potential for restoration, investment, or new construction. Truesdale Lake is an 83-acre private lake community known for its peaceful setting, natural beauty, and long-established neighborhood character. Located in the Town of Lewisboro near the Connecticut border, the property offers access to the quiet appeal of Northern Westchester while remaining convenient to Ridgefield, Pound Ridge, Katonah, New Canaan, and surrounding towns. Ideal for builders, contractors, investors, or end users with vision. Buyer to verify all property details, lake rights, association membership, condition, permits, and building potential. Spend year round at one of Westchester's most coveted Lake communities. Buyer to do due diligence.

8 Hoyt Street, South Salem
$3,250,000
4 Beds ⋅ 5 Baths ⋅ 979591 MLS
The Cross Pond Residence, designed by acclaimed architect Frank Lupo, FAIA, is a rare architect-designed estate set on 3.48 private acres overlooking a large pond in Pound Ridge. Conceived as a series of interconnected structures thoughtfully positioned within the landscape, the property offers a level of design, craftsmanship, and flexibility seldom found in residential architecture. The main residence is organized around dramatic living spaces that embrace the surrounding landscape through expansive walls of glass, soaring ceilings, and carefully framed views of the water and grounds. The primary living area flows seamlessly to dining and kitchen spaces, creating an environment equally suited for everyday living and entertaining. The upper level serves as a private retreat with a spacious primary suite, while the lower level provides additional recreation and gathering space. Complementing the main residence is a fully self-contained secondary living quarters featuring its own living room, dining area, kitchen, bedroom, elevator, and private primary suite. Ideal for extended family, guests, live-in staff, or multigenerational living, it offers complete independence while remaining architecturally integrated with the overall composition. Additional structures include a substantial heated studio building with exceptional flexibility for creative work, hobbies, fitness, collector use, or additional vehicle storage, as well as a detached six-car garage with front and rear access, providing ample space for automobiles, equipment, and storage. Constructed with a level of detail and material quality rarely seen today, the residence incorporates steel framing, glulam beams, commercial-grade window systems, lead-coated copper roofing, standing-seam metal roofing, cedar siding, radiant heating, humidity control, and a hydraulic elevator. The result is a home designed not only for visual impact, but for longevity and performance. The grounds are equally compelling, with expansive lawns, mature trees, exposed rock outcroppings, gardens, and a large pond that serves as the focal point of the property. The landscape was conceived as an extension of the architecture, creating a seamless relationship between built form and nature. For buyers seeking additional outdoor amenities, the property offers attractive opportunities for a future pool installation. Conceptual plans have been prepared illustrating both a garage-side pool pavilion overlooking the pond and a more secluded pool retreat adjacent to the studio building, allowing future owners to tailor the outdoor experience to their lifestyle and entertaining preferences. Published in The New American House 2: Innovations in Residential Design and Construction, The Cross Pond Residence represents a rare opportunity to own an architecturally significant estate where design, landscape, and function exist in complete harmony.

54 Cross Pond Road, Pound Ridge

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.