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$1,375,000
4 Beds ⋅ 3 Baths ⋅ 965469 MLS
One of Putnam Valley's Most Exceptional Private Estates—Nearly 60 Acres Bordering Fahnestock State Park, Offering Unmatched Privacy, Natural Beauty, and a Convenient Location Near New York City. Set on nearly 60 acres of rolling countryside and directly adjoining protected state parkland, this extraordinary property offers a level of peace, space, and natural beauty that is increasingly rare to find. From the moment you arrive, the setting is captivating. A long private driveway winds through mature trees, landscaped gardens, and sunlit clearings, revealing a home perfectly positioned within its surroundings. The grounds are truly remarkable. Explore approximately 1.5 to 2 miles of private trails, enjoy elevated views across the landscape, watch wildlife in its natural habitat, or spend quiet afternoons beside the property's charming pond, once enjoyed as a winter skating destination. Every season brings a new perspective, creating a setting that feels worlds away while remaining conveniently accessible. Custom built and meticulously maintained by its original owner, the nearly 3,900-square-foot Colonial combines timeless design with comfortable living. A dramatic two-story foyer welcomes you inside, flanked by formal living and dining rooms that flow effortlessly into the heart of the home. The spacious family room, anchored by a wood-burning fireplace, opens to a well-appointed kitchen with granite countertops and abundant workspace. Just beyond, an expansive screened porch provides the perfect place for morning coffee, outdoor dining, entertaining, or simply taking in the beauty of the surrounding landscape. The main level also includes a powder room, laundry area, garage access, and a versatile bonus room with a separate staircase, offering flexibility for a home office, studio, fitness room, recreation space, or guest accommodations. Upstairs, four generously sized bedrooms include a beautifully updated primary suite featuring a spa-like bath with radiant heated floors, a freestanding soaking tub, glass-enclosed shower, and two walk-in closets. A dedicated office provides additional space for remote work or creative pursuits. Whether enjoyed as a year-round residence or a peaceful escape from city life, the property offers an exceptional balance of seclusion and convenience. Major highways, Metro-North, shopping, dining, the Hudson River, and the many attractions of the Hudson Valley are all within easy reach. Properties of this scale and setting rarely become available. Bordering thousands of acres of protected parkland and offering an extraordinary connection to nature, this is a truly special opportunity to own one of Putnam Valley's most distinctive properties.

580 Oscawana Lake Road, Putnam Valley
$1,590,000
3 Beds ⋅ 2 Baths ⋅ 980531 MLS
Half Moon Farm Set on over three idyllic acres in the heart of the Hudson Valley, this exquisitely restored 19th-century farmhouse offers a rare blend of historic charm and thoughtfully curated modern living. Originally dating to the early 1800s, the historically registered residence has been meticulously updated while preserving its authentic character, including original wood floors, classic proportions, and a warm, inviting atmosphere throughout. The home features three bedrooms and two baths with interiors designed to maximize natural light and seamless indoor-outdoor flow. A gracious entry leads to a sun-filled living room anchored by a wood-burning fireplace, complemented by a cozy reading nook, custom built-ins, and direct access to a covered patio wrapped in climbing grape vines—a sun-kissed haven perfect for quiet mornings or evening entertaining. This enchanting outdoor space adorns an organic herb garden growing rosemary, oregano, thyme, basil, lavender, dill, chives, sage and lemon balm, between the roses and butterfly bushes. The entrance to the garden was intentionally adorned with honeysuckle, in order to invite the hummingbirds. The updated kitchen pairs rustic sophistication with functionality, showcasing custom cabinetry, butcher block countertops, and stainless-steel appliances. The kitchen is further complemented by an expansive, well-appointed pantry offering exceptional storage. The grounds are equally enchanting and the ample acreage is suited for the addition of guest cottages. Mature maple trees— some of which were 200 to 300 years old —frame a serene bluestone saltwater pool set within a former sheep paddock. Lush gardens with organically curated soil feature aromatic herbs, vegetables, flowering roses, and restored stonework. This private oasis fosters a natural sanctuary where eagles, screech owls, rabbits, indigenous tortoises and turkey families are frequently spotted. Additional highlights include a finished lower level with heated floors, a recreation space, and direct access to the landscaped backyard, as well as auxiliary structures including a sizable garden shed. This one-of-a-kind country escape embodies a rare opportunity to own a storied property where history, design, and nature exist in perfect harmony. One hour drive from Manhattan and just down the road from the Sedgewood Club Beachfront & Golf Course.

521 Barrett Hill Road, Mahopac
$648,900
3 Beds ⋅ 3 Baths ⋅ 967490 MLS
If you are looking for a well maintained unique home that offers privacy, consider viewing this Ranch style home near Lake Kirk. It's located on a private road in a beautiful neighborhood and is situated on just under 1 acre (0.93). The neighborhood has access to the lake. This home offers 3 bedrooms, 3 baths and 2 fireplaces with a large open dining/family room, a finished basement with a summer kitchen and wine cellar. It has hardwood floors, custom-designed ceilings, crown moldings, recessed lighting, skylights and oversize windows. You will also enjoy sitting on the large rear deck on a summer evening, which overlooks a large back yard and wooded area. There is a large second deck off the kitchen that is perfect for entertaining. If you like gardening you will enjoy an awesome backyard that has two sheds, a fenced in garden area and there is an apple, pear and peach tree to enjoy. There are 2 nearby golf courses: Putnam CC which is public and Mahopac CC which is private. Along with enjoying the lake there are bike paths, hiking trails and tennis courts in the area. There are also many award-winning restaurants nearby to choose from. Commuting is easy by train or highway, the Metro-North Croton Falls Station offers a close and easy commute to NYC. Mahopac is an awesome place to live, located just 50 miles from NYC.

21 Jackson Road, Mahopac
$690,000
2 Beds ⋅ 1 Baths ⋅ 967675 MLS
Welcome to a hidden gem in the Lake Valhalla private community. This 2 bedroom 1 bath log cabin style home has Soaring cathedral ceilings, skylights in livingroom and primary bedroom. Stone fireplace, gleaming hardwood floors, and wrap around porch make for the perfect cozy get away. Low HOA fees, large level, wooded lot. This is must see lake property that won't disappoint. Won't last long. Call for your private appointment.

167 Highland Road, Cold Spring
$425,000
2 Beds ⋅ 2 Baths ⋅ 971326 MLS
165 West Lakeshore Drive, Carmel, NY Wake up every day to breathtaking lake views in this charming lakeside home overlooking beautiful Lake Carmel. Perfectly positioned to capture the water from multiple rooms, this property offers a rare opportunity to enjoy peaceful lake living just minutes from town. Step inside and you’ll immediately notice the sun-filled living spaces and panoramic lake views. The spacious living room features large windows that frame the water, filling the home with natural light and creating a relaxing atmosphere year-round. A bright dining area with lake views makes the perfect spot for morning coffee or evening meals while enjoying the scenery. The home offers a functional layout with multiple levels of living space, providing flexibility for everyday living, weekend getaways, or hosting guests. The kitchen provides ample cabinet space and flows easily into the main living areas. Outside, the property truly shines. The terraced yard and stone patio areas create a natural setting for outdoor gatherings, summer barbecues, or simply relaxing while overlooking the lake. Mature trees provide privacy and shade, while the elevated position gives the home a beautiful vantage point over the water. Additional features include: • Off-street parking with driveway • Lower level with laundry and additional storage space • Multiple outdoor areas to enjoy the lake setting • Large windows throughout bringing in natural light and views • Convenient location near shops, restaurants, and major commuting routes Whether you’re looking for a weekend retreat, year-round home, or investment opportunity, this property offers incredible potential in a sought-after lake community. Enjoy boating, fishing, kayaking, and all the outdoor recreation that Lake Carmel living has to offer. Come see the views and imagine the possibilities — this lakeside home is ready for its next chapter.

165 W Lakeshore Drive, Carmel
$1,300,000
4 Beds ⋅ 3 Baths ⋅ 962616 MLS
A rare opportunity to own over 5.9 acres across three separate parcels in the heart of Garrison. The main residence at 111 Philipse Brook Road is a 4-bedroom, 2.5-bath Colonial built in 1987, offering approximately 2,294 square feet of living space on 1.83 acres. The home features a gracious layout with spacious living and dining areas, wood-beamed ceilings, two fireplaces, a finished lower-level recreation room, open and screened porches, and an attached two-car garage. Included in this offering are two additional separately deeded parcels: 2.25-acre lot 1.83-acre lot All three parcels together provide flexibility for estate expansion, compound living, long-term investment, or preservation of privacy. The combined acreage offers a rare opportunity to control surrounding land in this highly desirable Garrison location. Located within the Garrison School District and just minutes to Metro-North, hiking trails, the Hudson River, and the cultural attractions of Cold Spring and Beacon. A unique offering with exceptional potential — available as a package with all three parcels included in the sale.

111 Philipse Brook Road, Garrison
$999,000
10 Beds ⋅ 6 Baths ⋅ 958315 MLS
Set on five private, wooded acres in one of Putnam County’s most desirable locations, this exceptional 21-room estate offers rare privacy, scale, and architectural significance. Originally built in 1928 and featured in House Beautiful, the home was designed by Ilonka Karasz, renowned artist and co-founder of MoMA. After serving as a wellness retreat, the property has been thoughtfully restored to a stunning single-family residence. A grand foyer opens to a dramatic vaulted living area anchored by a striking fireplace and sliding doors to a garden terrace. The dining area flows seamlessly into a sunlit wet bar and a newly renovated, lofted chef’s kitchen with high-end stainless steel appliances, oversized windows, and a statement granite island. A winding hallway leads to ten renovated bedrooms, five with en-suite baths. A lofted library with a fireplace connects the bedroom wings, while an additional living room or study opens through Andersen doors to a private rear terrace. A winding staircase leads to a beautifully renovated studio with panoramic views and its own terrace. Additional spaces include a billiards and poker room, fitness center, wine cellar, and attached two-car garage. Outdoor amenities feature a 35-foot swimming pool, a tranquil pond, and a covered carport creating a true estate setting with exceptional versatility. With its scale, layout, and prior use, the property offers outstanding flexibility for a variety of lifestyle or income-producing opportunities, including a boutique bed-and-breakfast, luxury short-term rental, wellness or retreat center, private event venue, or multigenerational compound, subject to approvals.

584 Milltown Road, Brewster
$369,900
3 Beds ⋅ 2 Baths ⋅ 956253 MLS
Don’t miss the opportunity to own this charming 3-bedroom, 2-bath home offering a galley-style kitchen, deck for outdoor enjoyment, and a classic white picket fence that adds curb appeal. The home requires TLC but offers solid potential and is conveniently located. The neighborhood is known for its quiet, lakeside setting and proximity to Lake Secor. Residents also enjoy access to local shops, dining, parks, and major roadways for commuting. Sold as-is. Buyer to pay NYS and any applicable local transfer taxes. Offers with financing must include a pre-qualification letter; cash offers must include proof of funds. Please see agent remarks for access, showing instructions, and offer presentation details.

219 Elm Road, Mahopac
$709,500
4 Beds ⋅ 2 Baths ⋅ 950241 MLS
Please DO NOT DISTURB the occupants, contact with occupants is prohibited. Opportunity to own a charming raised ranch offering just under 2,000 square feet of comfortable living space. This well-proportioned home features four bedrooms and two full bathrooms, providing flexibility for a variety of living arrangements. The finished lower level includes an additional room, ideal for a home office, guest space, or recreation area. The property is further enhanced by off-street parking, including a two-car garage and an extended driveway that accommodates additional vehicles with ease. A spacious yard offers the perfect setting for outdoor entertaining, family gatherings, or future enhancements. Ideally situated in a prime location, the home is just moments from public transportation and a selection of dining options. With convenient access to nearby highways, the property is especially commuter-friendly, allowing for efficient daily travel. Listed while occupied, no showings allowed. Offered strictly "as-is", this property is subject to no contingencies or inspections. The buyer will be responsible for obtaining possession of the property upon closing. No interior photos available.

110 Wayacross Road, Mahopac
$625,000
6 Beds ⋅ 3 Baths ⋅ 941328 MLS
Nestled just off Route 9 and bordered by a gently rolling creek, this charming Dutch Colonial offers a rare opportunity to experience the natural beauty and quiet lifestyle Cold Spring, NY is known for. Set on over an acre of land, the home is surrounded by mature trees and open lawn, creating a private and peaceful retreat. The property features a versatile 4-bedroom residence with a 2-bedroom walk-out below, ideal for extended family, guests, or flexible living arrangements. Outdoor space abounds, with room to garden, relax, or simply enjoy the tranquil woodland setting. A detached work shed at the rear of the property provides additional storage or creative space, while a separate front storage area adds convenience. The long driveway offers ample parking, making it easy to host visitors while maintaining privacy. Whether you’re drawn to the charm of a classic Dutch Colonial, the flexibility of a multi-unit layout, or the calming presence of nature just outside your door, this unique property captures the essence of Hudson Valley living.

11 Cross Creek Road, Cold Spring
$349,000
3 Beds ⋅ 2 Baths ⋅ 941206 MLS
Come check out this commuter's dream close to train station and highways before it's gone! Step into this stunning 3-bedroom, 2-bath home, where an impressive open-concept layout and soaring cathedral ceilings create a sense of luxury from the moment you enter. Flooded with natural light and designed for effortless living and entertaining, this home delivers the space, style, and comfort buyers are searching for. Set on a serene 0.86-acre lot, the property offers exceptional privacy along with beautiful seasonal views—your own peaceful retreat just minutes from everyday essentials. Enjoy unbeatable convenience with quick access to the train schools, and premier shopping, making this an ideal location for commuters. With its modern interior, desirable layout, and perfect blend of tranquility and accessibility, this home is a must-see and won’t stay on the market for long.

10 Green Acres Lane, Brewster
$1,399,000
6 Beds ⋅ 7 Baths ⋅ 916431 MLS
Set on 36 acres along one of the area's most beautiful roads, 898 Gipsy Trail Road feels like a private country retreat overlooking Bird Pond. This estate was built as a place for gathering, with six bedrooms, six bathrooms, and a layout designed to welcome family and friends with ease. The foyer sits at the heart of the home, connecting the spaces that define the main level. To one side, the primary suite offers its own fireplace and a quiet retreat. Nearby, an additional bedroom provides flexibility for guests. The main living room opens to the back deck and frames sweeping lawn and lake views, while the dining room and chef’s kitchen create a natural hub for entertaining. A second living room and a sunroom with a dramatic stone fireplace add yet more options for relaxation in every season. Upstairs, four bedrooms are balanced by a bright family room at the center, ideal for gathering or play. The walk-out lower level extends the living space with a bonus room, two oversized playrooms, a sauna, and a full bath. Outdoors, the property stretches in every direction. Rolling lawns slope down toward the pond, while an expansive pool with pool house anchors the summer setting. More than a house, this is a true compound, an escape that can host generations, while being just minutes to the Trail Club & highways to be in the city in 1 hour. Taxes being grieved.

898 Gipsy Trail Road, Carmel
$4,995,000
8 Beds ⋅ 7 Baths ⋅ 871871 MLS
Gothic Revival Country House. Welcome to the Hurst-Pierrepont Estate. This Gothic beauty, situated in the picturesque Hudson Valley is truly a one of a kind offering. The house completed in 1867, designed by Alexander Jackson Davis for Edwards Pierrepont as a country home, sits on almost 20 verdant acres with pool, patio, pond, perennial gardens and specimen trees. Preserving the home's rich history inside, the period features continue throughout. Beginning with the dramatic entrance showcasing the grand, keyhole staircase, the generous public spaces with many fine trim details, paned windows , archways and niches abound. A layout that offers great flow for entertaining as well as many nooks in which to retreat to relax. A slice of country life without being too remote. This hidden sanctuary in the center of Garrison awaits its next owner to enjoy all the history and beauty it has to offer. Privacy without sacrificing convenience. A perfect retreat.

1070 Route 9D, Garrison
$549,000
2 Beds ⋅ 2 Baths ⋅ 911189 MLS
Where modern updates, leisure, and home converge. Here, lake access is not just a privilege but a way of life, with boating, tennis, and basketball just beyond your doorstep. This move-in ready 2 bed (with bonus room), 2 bath home offers the lake lifestyle you’ve been waiting for. Thoughtfully updated from the mechanicals to the refined finishes, every detail is in place for comfort and ease. At its heart, a dramatic open living room rises with cathedral ceilings, anchored by a soaring floor-to-ceiling stone fireplace. The extended kitchen, with abundant cabinetry and counter space, flows effortlessly into the dining room and breakfast bar—designed for gathering and everyday living alike. The main level also features a generous bedroom, a full bath, study, and a versatile family room or additional bedroom. Upstairs, the magnificent primary suite spans the entire floor; lofted with full bath, and exceptional privacy. The lower level provides a one-car attached garage and ample storage, while outside, the property is set within a desirable lake community offering boating, tennis, basketball, and lake access. Updated. Inviting. Ready to enjoy—this is more than a house; it’s your chance to embrace lake living.

35 Lake Trail, Carmel
$949,999
3 Beds ⋅ 3 Baths ⋅ 891269 MLS
Welcome to your own private retreat in the historic Milltown area of Southeast. This 3-bedroom with a bonus room that could be an office/den or 4th bedroom, 3-bathroom home is set on 1.67 beautifully landscaped acres, offering the perfect balance of privacy, nature, and convenience—just one hour from NYC. Thoughtfully designed and custom-built by a local builder for his own family, every detail reflects quality and character. Imagine summer days lounging by the in-ground pool, evenings dining on the patio surrounded by mature plantings, and cozy nights in a home that feels both refined and welcoming. The chef’s kitchen is a dream for cooking and entertaining, featuring high-end appliances like a Wolf induction cooktop, Sub-Zero fridge, Miele dishwasher, and granite counters. If you’ve been searching for a home that offers peaceful living without compromising on style or location, this is the one.

7 Fox Hollow Road, Brewster
$585,000
4 Beds ⋅ 4 Baths ⋅ 873850 MLS
Pre-Construction Opportunity: Select Your Custom 3–4 Bedroom Smart Home with Private Lake Access This listing offers the opportunity to build a 3–4 bedroom home on one of two available 10,000 sq ft parcels in a peaceful, well-connected neighborhood. Located just a few feet from public transportation and a 10-minute drive to the MTA, the property combines convenience with privacy. Buyers can explore a virtual tour and view multiple home designs online at the property website, with the option to choose and customize layouts to fit their needs. Each home is designed with today’s lifestyle in mind, featuring modern smart home integration for lighting, climate, security, and entertainment. Enjoy private lake beach and fishing rights, along with proximity to ski resorts, hiking trails, and a nearby nature preserve — all within a 1-hour commute to Grand Central Station. Preliminary DOH approval, engineering, and site plans are complete, with floorplans available for review and selection.

8 Newburgh Road, Patterson
$1,500,000
5 Beds ⋅ 4 Baths ⋅ H6329306 MLS
BUILD IS 90 % COMPLETE - PURCHASE AS IS OR BUILDER CAN FINISH FOR ADDITIONAL PRICE - Designed to capture and highlight the landscape, once inside you disappear into unparalleled living, experience or holiday weekends. This open concept is perfect for entertaining inside and out. Showcasing the heated salt water infinity pool. The home has walls of glass connecting you to stunning views. High quality materials and craftsmanship is apparent throughout. Gourmet kitchen 6 burner stove, double oven, microwave, Solid wood cabinets, high end appliances, custom front door. Spray-foam installation, generator, outdoor kitchen on sundeck. Additional Information: ParkingFeatures:3 Car Attached, Architectural renderings have been thoughtfully created to scale to illustrate potential design concepts and showcase the home's aesthetic and functional possibilities.

55 Ridgecrest, Putnam Valley

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.