204 houses for sale in South Highland, Philipstown town Putnam County New York

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 u

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This is a Real Estate-Owned (REO)/post-foreclosure home owned or managed by a bank. All offers are considered; however, the highest and best will most likely be accepted

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This is a Real Estate-Owned (REO)/post-foreclosure home owned or managed by a bank. All offers are considered; however, the highest and best will most likely be accepted

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

Looking for an investment property? This unique multi-family opportunity is located in a charming, established neighborhood within walking distance of both United States Military Academy at West Point and historic downtown Highland Falls. The property features two separate residences, each with its own private entrance, making it an attractive option for investors or owner-occupants seeking rental income. The lower level offers a 3-bedroom unit, while the upper level features a 2-bedroom unit. Conveniently located just 14 minutes (approximately 9.5 miles) from the nearest Metro-North Railroad station and only 13 minutes from Woodbury Common Premium Outlets. Property highlights include: Roof and windows approximately 10 years old Two furnaces (1 of which was installed 18 months ago) Two electric meters Two water heaters Garage Basement Spacious backyard Annual operating expenses include taxes, insurance, sewer, and lawn care. Tenants are responsible for all remaining utilities and expen

They didn't build many true two-family homes here, which is exactly why 361 Lake Drive is so extraordinary. In fact, it's one of the only ones in town. Whether you're looking for an exceptional investment, a place where rental income helps offset expenses, or a flexible setup where loved ones can live together while maintaining their own privacy, this property offers versatility that is incredibly hard to come by. Then there's the house itself. What sets this home apart is the character you simply cannot recreate. Beautifully updated while honoring its original design, every space showcases timeless qualities and distinguished touches that make it truly special. Stunning built-in bookshelves, original woodwork, antique doorways, a wood-burning fireplace, and graceful flow throughout creates a sense of warmth, charm, and individuality. There are two spacious separate apartments, each with its own private entrance and electric meter, plus an additional landlord meter servicing the baseme

Some neighborhoods simply have a feeling about them, and Gabriel Drive has always been one of Cortlandt Manor's most treasured places to call home. Tucked at the very end of this sought-after cul-de-sac, right at its quiet point, sits a property that has been lovingly cared for and thoughtfully improved over the years. As an added bonus, this section offers natural gas service, a feature owners truly appreciate. Although you'll be just minutes from shopping, schools, Metro-North, major highways, restaurants, and everything you need, life here feels wonderfully tucked away. It's easy to see why homes on this street are so highly sought after. From the moment you arrive, you'll know this is something special. The curb appeal immediately draws you in, and once you step inside, it only gets better. A welcoming entry with a built-in bench and generous closet space leads into a gracious living room that flows effortlessly into the remodeled kitchen. Maple cabinetry, gleaming granite countert

Tucked away on more than half an acre, where privacy meets the beauty of nature, you’ll find a charming Craftsman-style retreat that feels like it was plucked from the pages of a storybook. Surrounded by greenery and peaceful views, with access to the lake for sun-soaked summer days, this enchanting home invites you to slow down, breathe deeply, and simply enjoy where you are. From the moment you arrive, there’s a feeling that this home is something special. Step onto the updated Trex deck, settle into the charming hanging swing bench, and let the worries of the day drift away. Here, mornings begin with coffee and birdsong, afternoons invite you to linger outdoors, and evenings are made for stargazing and gathering with the people you love. Inside, sunlight dances across gleaming hardwood floors, streaming through oversized windows and skylights. Soaring vaulted ceilings create an airy, uplifting sense of space, while the thoughtful design gives every room its own warmth and personalit

Welcome to this beautifully maintained home nestled on a quiet cul-de-sac in the heart of Putnam Valley! From the moment you step inside, you'll be greeted by a stunning staircase that creates a warm and elegant first impression. The home features a bright and inviting sunroom, perfect for enjoying your morning coffee, reading a book, or simply relaxing year-round. Newly updated wood burning fireplace and hot tub in the backyard. Outside, you'll appreciate the brand-new driveway, recently replaced and professionally repaved, adding both curb appeal and convenience. The expansive backyard offers endless possibilities for recreation, gardening, or simply enjoying the outdoors. A spacious rear patio is ideal for summer barbecues, entertaining guests, or unwinding after a long day. A two-car garage provides plenty of room for vehicles, storage, and hobbies. Conveniently located with easy access to major roadways, shopping, restaurants, parks, and schools, this home also offers a great opti

Set on a quiet road in the Lake Peekskill community, 140 Nardin Road is designed for easy indoor-outdoor living. Connected living spaces open to a bluestone patio with pergola, a flat lawn, and a vegetable garden, creating inviting spaces for quiet mornings, outdoor gatherings, and everyday living. The kitchen and living room flow together, creating a warm, light-filled space for family and friends. Doors to both the front and backyard strengthen the home's connection to the outdoors. Hardwood floors run throughout the living spaces and bedrooms, complemented by tile in the kitchen and baths. Upstairs, all three bedrooms are generously sized with deep closets and room for full bedroom furnishings. The primary suite features vaulted ceilings that add character and openness. A one-car attached garage, two separate driveways, and a storage shed provide exceptional everyday convenience, while the property's setting offers privacy and room to enjoy the outdoors. Located in Lake Peekskill, r

Welcome to 169 Walnut Road, a charming 3-bedroom, 1-bath home in the Lake Peekskill community of Putnam Valley. Set on a private, wooded property, this home offers a warm and inviting interior with hardwood floors, exposed beams, natural wood details and plenty of character throughout. The main level features a comfortable living area, kitchen, three bedrooms and a full bath, while ductless mini-split units provide cooling throughout the living space and bedrooms. The home’s finished full walk-out basement adds valuable additional space with flexibility for a recreation area, home office, studio, hobby space, storage or other uses. Laundry is also conveniently located on the lower level. Outside, enjoy a peaceful setting surrounded by mature trees, with a backyard, patio area and storage shed offering plenty of opportunity to relax, garden or create your own outdoor retreat. The property also features private well and septic systems. Located in Lake Peekskill within the Town of Putnam

Lovely high ranch set in private setting on hill with spectacular Hudson Valley views within village of Highland Falls. Walk to all villages conveniences, shops, restaurants, Cafe, West Point. Enjoy History, culture and sports in this town. Just a 55 minute commute to city via Garrison or Peekskill train lines. 3 Bedroom, optional 4th bedroom, den, office or family room. Spcious open kitchen, dining room, living room. Outdoor decks for relaxing/entertaining or enjoying nature, gardens. The Hudson Valley boasts the scenic outdoors of Bear Mountain/Harriman state parks. Its trails for hiking, lakes for kayaking. Skiing etc. Can't go wrong in this sweet town!

Waterfront Living in Lake Peekskill! Welcome to this move-in ready 4-bedroom, 3-bath home offering beautiful waterfront views and the opportunity to enjoy lakeside living right from home. Thoughtfully laid out with plenty of space for everyday living, this property combines comfort, functionality, and a truly scenic setting. The home features four bedrooms and three full bathrooms, providing flexibility for a variety of living arrangements. Enjoy breathtaking water views and the peaceful surroundings from this desirable waterfront location. A walk out basement offers valuable storage space and additional versatility. Located in Lake Peekskill, this home offers a tranquil setting while remaining convenient to local amenities and major commuter routes. Whether you're relaxing at home or taking in the beautiful views, this is a wonderful opportunity to make waterfront living your own

The best kept secret and best deal in Putnam Valley has officially arrived! Handyman specials like this are becoming nearly impossible to find — especially in the highly sought-after Oscawana Lake community with coveted lake rights and even a walking path to the lake right beside the home. Yes, this is real… and yes, the opportunity is absolutely incredible! Whether you’re dreaming of your next flip, a profitable rental investment, or creating your own lakeside retreat, the potential and equity upside here are truly enormous. Tucked peacefully at the very end of a quiet dead-end street, this charming home immediately captures your heart the moment you pull in. There’s something special about the setting — private, serene, and filled with possibility. The home offers parking for at least four cars, a spacious shed for storage, and a smooth pathway leading you inside. Step into a surprisingly spacious interior featuring a large dining area and office space with soaring ceilings and slide

Looking for a home close to West Point? This beautifully updated colonial offers the perfect blend of comfort, style, and privacy—tucked away on a private road shared with only two other homes. Start your mornings on the welcoming front porch, enjoying peaceful views with your coffee. Inside, you'll find gleaming wood floors and a cozy living room centered around a gas stove fireplace. The thoughtfully designed kitchen is a chef’s dream, featuring marble countertops, a 36-inch gas range, second oven, and a spacious island—perfect for cooking and entertaining. The main level also boasts a family room with soaring cathedral ceilings, a walk-in closet, and direct access to the deck. A dining area and a convenient half bath complete the first floor. Upstairs offers three comfortable bedrooms and a full bath. The unfinished basement provides ample space for storage or future expansion. Pet lovers will appreciate the invisible dog fence, built-in chicken coop in the side yard and garden, whi

3 Bedrooms 2 Bathrooms updated home. Newer Kitchen with granite counter tops, stainless steel appliances, open floor plan that flows into dining room and living room. Large first floor bathroom, newer windows, upgraded electric, Newer roof, newer hot water heater and water softener and an Outside generator hookup. Enjoy endless hiking outside your back door with direct access to the Appalachian trail and Fahnstock state park. If privacy and a quiet lifestyle is what you're looking for with all amenities close by, then you have found your new home. Only 6 miles to the Garrison train station

Lakeside Living on Lake Oscawana. A rare opportunity to own a lakefront retreat on the sought-after shores of Lake Oscawana. Tucked into a quiet and scenic section of the lake, this special property offers the perfect blend of modern comfort and nostalgic lake living. The home features an inviting open floor plan, beautiful lake views, and a spacious great room with direct access to the grounds and water. A main-level bedroom and bath provide easy one-floor living, while the generous living spaces are designed for relaxed gatherings. Step outside to enjoy almost half an acre of waterfront, complete with a private dock and boathouse and boat hoist—ideal for swimming, boating, fishing, kayaking, or simply enjoying peaceful days by the water. Located just 55 miles from New York City and short drive to Metro North trains this is an exceptional escape for weekends and summers, while offering all the comforts needed for year-round living. A special opportunity to embrace the timeless pleasur

Welcome to 88 Becker Street, a charming home that blends character, comfort, and everyday functionality. From the moment you arrive, you'll appreciate the beautifully landscaped yard, inviting curb appeal, and private driveway. Inside, warm hardwood floors and an abundance of natural light create a welcoming atmosphere throughout the spacious living room. The updated kitchen features granite countertops, white cabinetry, stainless steel appliances, and a convenient breakfast bar that opens to the dining area—perfect for everyday living and entertaining. The home also offers generously sized bedrooms, an updated full bathroom, and a versatile floor plan to suit a variety of lifestyles. Step outside to enjoy the large second-story balcony, ideal for relaxing with your morning coffee or unwinding at the end of the day. Conveniently located near shopping, dining, schools, parks, and major commuter routes, this home offers the perfect combination of comfort and convenience. Don't miss your

Welcome to this beautifully updated 4-bedroom, 2-bathroom Cape in the highly sought after town of Cortlandt Manor. From the moment you arrive you will appreciate the thoughtful improvements throughout this charming home. Step inside to a bright four-season sunroom, the perfect spot to enjoy your morning coffee, unwind with a good book or simply take in the views of the property. The main level features a comfortable living room that flows into the eat-in kitchen, complete with stainless steel appliances and direct access to the deck, making outdoor dining a breeze. The deck overlooks a picturesque backyard providing plenty of space for relaxing, recreation or entertaining. The thoughtfully designed layout offers excellent flexibility for a variety of living arrangements. Two spacious bedrooms and an updated bathroom are located on the main level, and two additional bedrooms and another updated bathroom are located on the second level. The lower level adds even more usable space and can