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$1,500,000
920256 MLS
321 Guinea Road in the Town of Southeast presents a rare opportunity with flexible RC (Rural Commercial) zoning that permits a range of uses including retail, offices, restaurants, and light commercial operations. The property also offers potential subdivision opportunities with approvals and variances, adding further development value. At the same time, its rural setting makes it equally attractive as a private estate or equestrian retreat (with conditional approval), with ample acreage suitable for custom homes, paddocks, or stables. Conveniently located near I-84 and I-684, this property is well positioned for both commercial users and developers seeking to serve the Hudson Valley, Westchester, and Connecticut markets, while also offering the charm and possibilities of estate living. This parcel is part of the Reed Road assemblage and can be purchased individually or together with neighboring properties for a package of up to 232 acres.

321 Guinea Road Avenue, 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

$35,000
912427 MLS
Build Your Dream Home in Carmel! Discover an exceptional opportunity with this .79-acre parcel of raw land, perfectly located in one of Carmel’s most sought-after areas. This property offers a blank canvas ready for your vision—whether you’re planning your forever home or an investment project. Enjoy the convenience of being just minutes from Lake Carmel’s dining, shopping, and recreation, as well as close proximity to I-84, the Southeast Train Station, Brewster, and Centennial Golf Course. Land is in Zone X-An Area That Is Determined To Be Outside The 100- And 500-Year Floodplains according to FEMA. Your insurance company can confirm the flood zone. Not currently BOH approved. Buyer to conduct their own due diligence. Property is the vacant land in between 26 and 40 Ludington Ct.

Ludington, Carmel

$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

$400,000
895215 MLS
The Scenic Hamlet of Garrison in Putnam Valley has long been a refuge from the city with its never ending natural beauty, serenity, and cultural hub for many non-profits. It’s the perfect gateway town to all the Hudson Valley has to offer with amazing access to New York City. And now you can build your dream home in this sought after town where inventory of existing homes is sparse. Situated on Rt 9D - this 2.89 acre lot has full board of health approval. Your mountainous backyard is a wooded haven to hike and explore. You can even catch up to the Appalachian trail or the beautiful trails of Manitoga and Anthony’s Nose - without ever getting in your car. There is a beautiful babbling brook which is so meditative and rock deposits that look perfectly curated. And with western exposure you would catch the most beautiful sunlight all afternoon, not to mention those sunsets over the Hudson River. The property is 5 minutes from the Garrison Train Station, The Philipstown Depot, Dolly's Restaurant, the Garrison School, The Garrison Library and the Bear Mountain Bridge. 10 minutes Cold Spring and 20 minutes to Beacon. Garrison is just 50 miles north of the George Washington Bridge.

TBD Rt-9d, Garrison

$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

$29,000
882254 MLS
Three adjoining parcels—Lot 11 Traverse Road, Lot 13 Walnut Road, and Lot 15 Walnut Road in Lake Peekskill, New York 10537—are now being offered together as one combined opportunity. Individually, each lot tells its own story: a slice of wooded hillside, a quiet path between rustic roads, and a glimpse of the tranquil lake just down the hill. But together, they form something rare—a generous piece of land that invites imagination and possibility in one of Putnam County’s most charming lake communities. The setting is peaceful yet convenient. Traverse and Walnut are small country roads where neighbors wave, dogs are walked daily, and the sound of wind in the trees replaces the noise of traffic. This location is part of the Lake Peekskill community, known for its scenic water views, private beaches, and relaxed weekend feel—just about an hour from New York City. Here, weekends can blend into weekdays, with the lake always nearby for kayaking, fishing, or quiet reflection. The seller is offering all three contiguous parcels as a single sale, creating a rare buildable footprint in an area where land is scarce. Together, they offer more space, more flexibility, and more privacy than a single small lot could provide. Whether the buyer envisions a year-round home, a weekend retreat, or simply an investment in a growing area, this collection of parcels gives them the breathing room to design something truly special. Even better, the seller will allow the buyer to obtain Board of Health Approval (BOHA)—a valuable chance to move forward with confidence and secure the necessary approvals for a future home. This open-door approach adds real value, giving the next owner both control and peace of mind through the process. Opportunities like this rarely come along in Lake Peekskill. Three lots, one vision, and a seller willing to support your plans. The land is ready for someone with imagination—a buyer who sees more than trees and slopes, who sees a future home nestled in the woods just minutes from the lake. Lot 11 Traverse, Lot 13 Walnut, and Lot 15 Walnut Road—sold together, offered together, ready to become something more.

Lot 11 Traverse Lot 13 Walnut and Lot 15 Walnut Road, Lake Peekskill

$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

$275,000
862041 MLS
Turn-key opportunity to own a beloved and well-established diner in the heart of Putnam County, serving breakfast and lunch six days a week. This long-standing local favorite boasts a large dining room and bar area, and comes fully equipped with all kitchen equipment and proprietary recipes. With 13 years remaining on the lease, new ownership will benefit from a locked-in rent rate and a rock-solid foundation. The current staff is open to staying on, providing a seamless transition for any buyer. The diner is known for popular community programs like kids' craft events and senior brunch days, and holds several catering accounts with local businesses, offering additional income streams. Whether you want to keep things running as-is or add your own flair, this is a true plug-and-play opportunity. Financials available with signed NDA.

565 Route 6 Unit #1 & 2, Mahopac

$4,250,000
H6255507 MLS
Welcome to Mahopac's premier diner, now available for sale! Situated on an expansive lot of nearly one acre, this beloved establishment offers a fantastic opportunity for investors and entrepreneurs. Located in the heart of Mahopac, NY, this property boasts an unbeatable location with a daily traffic count of over 20,000 cars passing by, ensuring maximum visibility and exposure. The space and property also allows for other businesses to be started or take over! The diner spans an impressive 8,557 square feet, providing ample space for guests to relax and indulge in delicious meals. With a seating capacity of 215 people, there is plenty of room to accommodate both large groups and intimate gatherings. The diner's longstanding reputation and loyal customer base provide a solid foundation for continued success. With the high daily traffic count and the potential for growth, the possibilities for this diner are endless!

195 Route 6, Mahopac

$970,000
H6251011 MLS
BUILDING PERMIT OBTAINED for Lakefront homesite. One of a kind 48-acre Estate lot with full approvals to build a 5 BR home (architectural home design attached) overlooking Bird Pond. Homesite staked out and shovel ready. (now under construction) --Water well installation and w PCBOH water test complete & pristine. Multiple use footprint Approved in a ultra quiet, private pristine setting. Waterfront homesite only 65 minutes from Manhattan just off the Taconic Parkway and contiguous to the most protected West Branch Watershed area. Includes over six figures plus in engineering, improvements and design. Architect and area fine home builder available for consultation. Suitable for accessory uses to include tennis, equestrian, professional studio, accessory apartment, fishing on spring fed lake (10 plus /minus acres) loaded with bass, and more. Serene setting north of the Gipsy Trail Club. INCREDIBLE PRISTINE LAKEFRONT PROPERTY.

Gipsy Trail Road, Carmel

$1,900,000
H6324636 MLS
Welcome to 53 acres of stunning land in Patterson, NY. This remarkable property offers a unique opportunity to own a piece of history. Originally part of a border dispute between New York and Connecticut, this land became part of New York in 1731 and shortly thereafter was acquired by one of Quaker Hill's oldest families who farmed it for generations. The parcel is beautifully ringed with mature trees, providing privacy and a peaceful ambiance. The land is divided into three expansive hay fields, separated by narrow tree lines, creating a picturesque and functional landscape. The center of the property is nearly level, with gentle slopes rising to the west and descending to the east, offering an elevation change of approximately 100 feet. With numerous potential homesites, each boasting outstanding views, this land is perfect for those looking to build their dream home. The fertile soil and open fields make it ideal for organic gardening, crops, livestock, equine activities, or outdoor sports. The current Ag exemption in place reduces taxes from $10,754 to $1,875. Despite its serene and rural feel, this property is conveniently located just 3 minutes from Thunder Ridge Ski Area, Route 22 with local restaurants and shopping, and only 5 minutes from the Patterson Metro-North station, making it an easy commute to New York City. Don’t miss this rare opportunity to own a piece of Quaker Hill’s rich history and create your own legacy on this exceptional property. Be sure to click on the virtual tour icon to do a 360 degree panorama tour from four different areas of this incredible parcel.

245 Birch Hill 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.