243 properties for sale in South Highland, Philipstown town Putnam County New York

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

Set within the desirable Villas on the Lake community, this two-bedroom townhouse offers a spacious, well-designed layout along with lake rights and sought-after community amenities. The main level features an inviting entry foyer that opens to the kitchen with breakfast nook, dining area, and living room with a gas fireplace and sliding glass doors leading to a private patio. The open layout provides an easy flow for both everyday living and entertaining. Upstairs, each bedroom features its own private full bathroom, and double closets, and the primary bedroom includes a window bench. There is also a conveniently located laundry area with newer washer and dryer. Additional features include central air conditioning, gas heating, new hot water heater, freshly painted rooms, new hardwired carbon dioxide detectors installed and smoke detectors in each bedroom, and a private storage shed in backyard. Enjoy community lake rights with boating access, a lakeside swimming pool, clubhouse, tenn

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

Welcome to this recently renovated Cape Cod in Highland Falls, offering 3-4 bedrooms, 2 baths, and 1,797 square feet of living space on a 0.32-acre lot. The bright interior features hardwood and tile flooring, a spacious living room with a large picture window, and an open flow into the dining area. The kitchen offers ample cabinetry, quartz counters and stainless-steel appliances, while 2 den/office areas provide flexibility for working from home, hobbies, storage or guest rooms. Spacious bedrooms with large windows bring in plenty of sunlight, while the tiled bathroom features a tub/shower combination. The unfinished basement provides substantial storage capacity and includes a roughed-in bath for added future flexibility. The outdoor spaces are a standout feature, with a large Trex deck offering multiple areas for dining, lounging, and entertaining. A separate firepit area creates another space to enjoy the property, while mountain views can be seen from the grounds and deck. The ho

Set on just over 4 tree-lined acres in the heart of Garrison, this beautifully maintained Colonial offers a spacious and thoughtfully designed layout with timeless appeal. A dramatic two-story foyer welcomes you into a freshly painted interior featuring hardwood floors throughout the main level, a first-floor bedroom, and a full bath—ideal for guests, a home office, or flexible living. The kitchen with stainless steel appliances opens to a durable, low-maintenance deck overlooking the backyard, creating an easy indoor-outdoor flow. The inviting living room features a wood-burning fireplace, adding warmth and character to the main living space. Upstairs, the generous primary suite offers a large walk-in closet and an en-suite bath with double vanity, separate shower, and Jacuzzi tub. Two additional bedrooms, each with double closets, share a full hall bath, while a finished bonus room above the attached two-car garage provides versatile space for work, recreation, or storage. Recent imp

If you've been waiting for an affordable home with character, lake views, and room to grow, this one deserves your attention. Nestled on desirable Lake Drive, one of the area's most beloved streets, this charming home offers far more living space and potential than its footprint suggests. While officially 834 square feet, the home lives much larger thanks to a full 646-square-foot walk-out basement to finish as you desire. Whether you envision a family room, guest space, home office, workshop, or recreation area, the options are endless. One of the home's standout features is the wraparound porch overlooking the lake, a perfect place to start your morning with coffee or unwind at the end of the day. Inside, you're welcomed by a bright enclosed porch filled with natural light. This flexible space currently serves as a sitting area and laundry room but could easily become a home office, reading nook, or sunroom. The updated eat-in kitchen features stainless steel appliances and opens to

Freshly renovated and full of charm, this inviting Highland Falls home offers the perfect blend of comfort, style, and setting. Nestled on a quiet street, it features a spacious deck overlooking a large backyard, ideal for relaxing, gardening, entertaining, or simply enjoying the peaceful surroundings. Thoughtfully updated throughout, the home showcases a brand-new kitchen, beautifully renovated bathrooms, a new gas boiler and water heater, updated 200 amp electrical panel, new roof, driveway, and deck, along with many additional improvements, providing both modern convenience and long-term peace of mind. Commuters will appreciate the proximity to Metro-North stations in Garrison and Peekskill, as well as quick access to the Palisades Parkway, making travel to surrounding areas simple and efficient. The location offers an exceptional balance of everyday convenience and outdoor recreation. Roe Park’s pool, sports fields, and gazebo are just moments away, while the Hudson River and Bear

Welcome to 13 Muller Ave — a fully remodeled 3-bedroom, 1-bath home in the heart of Highland Falls, where historic charm meets modern craftsmanship. Every square inch of this 1,344 sq ft home has been thoughtfully updated, delivering true turnkey living in one of the Hudson Valley's most storied villages. Set on a low-maintenance 3,920 sq ft lot, this home offers the rare combination of small-village character and big-time convenience. Highland Falls sits directly at the gates of the United States Military Academy at West Point, making this an ideal home base for Academy staff, faculty, and contractors connected to the post — with the commute measured in minutes, not miles. Beyond the Academy, you're minutes from the shops and restaurants of Main Street, the scenic overlooks of Trophy Point, the Hudson River waterfront, and quick access to Route 9W and the NY Thruway for a straightforward commute to Newburgh, Poughkeepsie, or NYC-bound rail connections. Inside, the remodel touches ever

Welcome to 195 Oscawana Lake Road, a charming 1930 Cape Cod that blends timeless character with comfortable, updated living in the scenic heart of Putnam Valley. Set on approximately 0.70 acres, this inviting three-bedroom, two-bath home offers warmth, privacy and a wonderful connection to the outdoors. Step inside to beautiful hardwood floors and a welcoming living room—the perfect setting for quiet evenings or gathering with friends. The lovely archway leads to a modern dine-in kitchen. The kitchen provides a comfortable space for everyday meals and entertaining, and features a multi purpose nook. The adjacent family room adds another layer of character with its vaulted ceiling and a wood-burning stove, creating a cozy retreat throughout the seasons. The main level features two bedrooms and a full bath, offering flexibility for guests, a home office or one-level living needs. Upstairs, the private primary en-suite bedroom creates its own peaceful escape away from the main living area

Fantastic investment opportunity in the heart of Highland Falls! This well-maintained duplex features two units, each offering 2 bedrooms and 1 full bath, making it ideal for investors or owner-occupants looking to offset their mortgage with rental income. Both units provide comfortable living spaces, functional layouts, and strong rental potential. Features new flooring and freshly painted units. Tenants are responsible for their own utilities. Conveniently located just minutes from the charming Village of Highland Falls, residents can enjoy easy access to local shops, restaurants, cafes, parks, and community events. Proximity to Bear Mountain State Park, scenic hiking trails. The property is also located near West Point Military Academy, major commuter routes including Route 9W and the Palisades Interstate Parkway and is within a short drive to Metro-North train stations. Whether you're looking to expand your investment portfolio or occupy one unit while generating income from the ot

Tucked away in a peaceful Putnam Valley setting, 27 Brookdale Road is a charming two-bedroom cottage offering privacy, simplicity, and a true connection to the surrounding natural landscape. Set back in a secluded setting surrounded by mature trees and greenery, this home provides a cozy retreat with two bedrooms, one full bathroom, and an inviting atmosphere throughout. A wood-burning stove adds warmth and character to the living room, while hardwood floors bring timeless appeal to the adjoining dining room. Outside, the property feels immersed in nature, with an abundance of seasonal wildflowers—including buttercups and forget-me-nots—adding color and charm to the surrounding landscape. Located within the Brookdale Gardens community, residents also enjoy access to one of the neighborhood’s most distinctive amenities—a natural community pool complete with a beach area, offering the perfect setting to swim, relax, and enjoy summer days close to home. Beyond the neighborhood, Putnam Val

Calling all investors, contractors, and buyers looking for their next renovation project! This 2-bedroom, 1-bath cottage in the Lake Peekskill community offers tremendous potential and is ready for a complete transformation. Original character remains throughout, including a welcoming living room with a stone fireplace, a spacious formal dining room, original woodwork and seasonal water view. The large attic presents the opportunity to create additional living space, while the private, level backyard provides plenty of room for outdoor enjoyment. With vision and renovation, this property could become the perfect starter home, weekend retreat, or investment opportunity. Property is being sold as is. Cash deal only

Welcome Home to this sun-filled, well-maintained ranch, offering a wonderful blend of comfort, convenience, and privacy. This charming home set on beautiful property provides the ease of one-level living. Inside you’ll find a welcoming living area with plenty of room to relax and entertain, an eat-in kitchen, two generously sized bedrooms, and a full bath. In addition, there is convenient access to the unfinished lower level, offering flexible space with possibilities for a home office, guest area, hobby room, or additional living space, storage, and more, adding endless possibilities. This home is conveniently located to schools, shopping, restaurant's, highways, etc

First time on the market in 60 years. This much loved and well maintained home is in a quiet neighborhood of similar styled homes that is also convenient to all that the Cortlandt Manor area has to offer. Walk to stores. Minutes to Metro North Trains, Taconic State Parkway and Route 9. The main level features a living room and dining room, kitchen and a full bath, plus two bedrooms. The second level has two huge bedrooms, a full wall of closets, and another full bath. Laundry is in the huge basement that is just waiting to be your next workshop or playroom. There is a one car attached garage and plenty of parking in the driveway. New roof, central air, and hard wood floors throughout. Make 127 Rita Dr yours today!