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

Set on a peaceful one-acre parcel in the heart of the Hudson Valley, this spacious raised ranch offers room to settle in, gather, and enjoy the surrounding landscape. With 3,132 square feet, 4 bedrooms, and 2.5 baths, there is plenty of space for everyday living, working from home, hosting friends, or simply having room to spread out. The updated kitchen and bathrooms bring a fresh feel to the home, while the kitchen’s granite countertops and center island create a natural gathering place for morning coffee, casual meals, or evenings with family and friends. A formal dining area adds space for more traditional gatherings. Throughout the home, hardwood and carpeted floors add warmth and comfort, while the full basement provides generous storage and the flexibility to create a space that fits your needs. Recent improvements include a well pump approximately 3 months old, UV water treatment system, boiler installed in 2018. Outside, the deck is a natural place to slow down and take in the

This compelling multi-family property, set on the mountain in Cornwall on Hudson, offers an opportunity to own while covering annual taxes, heating and electric bills and property maintenance, with significant rental income. Three rental units in the cottage and in the bi-level have the potential of approximately $72k annually. The main house is a stunning example of early c. 1900s architecture, that has retained gorgeous original details including, huge multi-pane windows and doors that feature authentic wavy glass, preserving the home's historic charm. The entire house up and down offers hardwood floors in fantastic condition and an elaborate'volute' spiral endpiece to the foyer staircase. Much of the property is in need of a revitalizing facelift! The large kitchen area is a clean, open footprint with no demolition costs to you and here, you can create a kitchen that matches your design aesthetic to make it your own. 23 Maple has a wonderful flow throughout the first floor and featu

Lovely 3 bedroom/1.5 bath split level home situated on a half acre of land in Cortlandt Manor. Lakeland School District/Lakeland High School. Municipal water and sewer. Enter the main floor to a spacious living room with pellet fireplace, a dining room and an eat-in kitchen with stainless steel appliances. There is a cozy three season room right off of the dining area through the sliding doors. The upper level offers 3 bedrooms, pull down attic, and a full hall bath. There are hardwood floors on the main and second levels. The lower level has a large family room, closet, 1/2 bath, laundry room and storage/pantry room with a door out. The backyard has a patio that is perfect for grilling out and a shed for all your gardening supplies. The size of the backyard is perfect for family gatherings and parties. There is even room enough for a pool if so desired. The extra wide driveway can fit 6-8 cars. BASIC STAR refund of $1,547 is NOT included in overall taxes

A spectacular expanded family room with a toasty fireplace serves as the heart of the home, offering an abundance of natural light through expansive windows that showcase breathtaking views of the backyard oasis. The formal living room is equally inviting, featuring another large picture window overlooking the meticulously placed perennials creating the perfect space to gather and unwind. Upstairs, you'll find a luxurious spa-inspired bathroom exquisitely finished with marble walls and flooring, radiant heated floors, heated towel racks, and even a heated bidet toilet seat, delivering an elevated level of comfort and sophistication. This exceptional home also offers numerous valuable updates and modern conveniences, including a brand-new pool, newer hot water heater, 220-amp electric service, and newer split-system air conditioning units with condenser, providing peace of mind for years to come. Step outside to your own private retreat. The professionally landscaped grounds are adorned

Bring your vision to life in the quaint Hudson View Terrace community! This 2-bedroom, 2-full-bath manufactured home offers an affordable entry into first-time homeownership or a low-maintenance, main-level lifestyle. The primary bedroom features an en-suite full bathroom with both a shower stall and soaking tub, flowing seamlessly into a spacious living room ideal for entertaining. The cozy kitchen provides a warm space for everyday meals, while the second bedroom offers convenient access to the dedicated laundry room and second full bathroom. Updates include a newer refrigerator and boiler. After a short flight of stairs, enjoy main-level living featuring an open-concept on the main floor, plus a convenient storage shed outside. Central air details available in remarks. The land is not included in the sale. Owner in the process of packing. Property being sold as is. Note photos enhanced by AI. In addition to the sale, buyers are subject to final park/property management approval proc

Geometric, energy effient home. Creates natural air flow, wind resistance, balance sunlight and better climate control. New roof, new driveway, new above ground oil tank, new appliances, some new cabinets in kitchen, freshly painted. 2bedrms, den, 2.5 baths and 2 decks. LL set up as quest quarters with separate entrance

OK Here it is! Just bring your luggage! An almost new home built in 2000 but designed as an Antique Home! Truly well done-Major Crown moulding thru-out most of the house on approximately 2 flat gorgeous acres! The floors are amazing like the old days but sparkling! The wide plank floors have 26' panels-OMG. This home has lots of space to grow. Three nice size bedrooms with enough baths for all! Walk in closet and a nice size bathroom for the primary Bedroom! The Garage alone is 768 square feet. Wow I hope you have a lot of toys to put in there! Stone walls surround the property. Long flat driveway gives this home such a grandeur entrance. Great curb appeal!

Move right in to this beautifully maintained raised ranch home offering the perfect blend of comfort, style and functionality. Filled with natural light, this inviting home features three bedrooms, one-and-a-half bath, hardwood floors, central air conditioning and a spacious 2 car garage. The heart of the home is the expansive great room with vaulted ceiling and skylights creating an open and airy atmosphere for everyday living and entertaining. The spacious layout flows seamlessly to your backyard oasis featuring a large level yard, above ground pool with a spacious deck, all ideal for summer gatherings and outdoor fun or simply relaxing in your private retreat. Conveniently located and offering exceptional indoor and outdoor living space, this move-in-ready home is one you don't want to miss

Welcome to this charming Ranch in Fortmongomery NY! Offering a flexible layout, hardwood floors, abundant natural light and plenty of potential for its next owner. This home features a comfortable living room, a separate dining area, an eat-in kitchen with stainless-steel appliances, and a full bathroom. A spacious bonus room with a dramatic stone fireplace providing additional living space and access to the backyard; where you can enjoy a private yard with room for gardening, relaxing or outdoor dining & entertaining. The property has served as a rental for more than 20 years, presenting an opportunity for investors, first-time buyers or those looking to personalize a home of their own. Conveniently located near West Point, Woodbury Common Premium Outlets, Harriman State Park, Bear Mountain State Park and the Garrison Metro-North train station, with easy access to shopping, recreation and transportation

Tucked into a secluded, wooded setting in Putnam Valley, this spacious 4-bedroom, 3-bath home offers approximately 3,000 square feet of open, light-filled living space with distinctive chalet-style architecture and a touch of mid-century modern character. Set well back from the road, the property provides exceptional privacy while remaining convenient to Metro-North, nearby villages, outdoor recreation, cultural destinations, shops, and restaurants. A dramatic two-story wall of glass is the architectural centerpiece, filling the main living area with natural light and framing peaceful views of the surrounding trees. Vaulted ceilings, exposed wood beams, warm finishes, and expansive windows enhance the open and airy atmosphere. The living room features a fireplace and flows into the formal dining area and kitchen, creating an easy layout for everyday living and entertaining. Since 2024, the current owners have completed several significant improvements. The kitchen has been updated with

Welcome to 1 Stonefield Court, an impressive four-bedroom Classic Colonial offering approximately 3,216 square feet of beautifully proportioned living space on nearly an acre of private property. Ideally positioned on a quiet cul-de-sac in Cortlandt Manor, this gracious home welcomes you with a charming front porch—the perfect place to enjoy your morning coffee or simply take in the peaceful surroundings. Inside, abundant natural light creates a warm and inviting atmosphere throughout. The expansive, flexible floor plan features generously sized rooms designed for comfortable everyday living and effortless entertaining. The main level includes a formal living room, an elegant dining room, and a beautiful center-island kitchen that opens to an expansive great room with a gas fireplace. Upstairs, the spacious primary bedroom features an en-suite bath and walk-in closet. Three additional bedrooms and a full hall bath complete the second level. The finished lower level provides fabulous re

Easy to show! Only cash buyers – calling all investors! Property is being sold as is, in its current condition. Subject to lender short sale approval. Property will be delivered vacant at closing. Seller will satisfy all liens and monetary judgments prior to closing. We have a full title report available and can provide a copy upon request. Annual hoa fee: approximately $4,000. Welcome to 298 Old Albany Post Road in the desirable Lake Celeste Association in Garrison, NY. Enjoy private lake access with swimming, fishing, kayaking, boating, and a sandy beach. The community also offers tennis and basketball courts, a playground, clubhouse, hiking trails, and beautiful natural surroundings. The HOA includes snow removal, trash collection, road maintenance, and maintenance of the common areas. A rare opportunity to own in one of the Hudson Valley's most desirable private lake communities. Cash buyers only

Great opportunity! This 2 bedroom, 1 bath home offers plenty of potential and is ready for your vision. Features include hardwood floors, a cozy fireplace with wood burning insert, a bonus/flex room and an exterior access walk-out basement with laundry. Conveniently located just minutes from West Point Military Academy and the Garrison Metro-North station, offering easy access to NYC. This property needs significant updating and is being sold as is. Priced to sell. Don't miss the chance to transform this property into something special!

Attention contractors, builders, investors, and visionaries! This 1.3-acre property in desirable Cortlandt Manor presents an outstanding opportunity to renovate, rebuild, or create something entirely new. The existing home is being sold as is and may be an ideal candidate for a complete transformation. Nestled on a beautiful, private lot with a creek along the rear of the property, this unique setting offers the perfect backdrop for your next project. Whether you're looking to renovate the existing home or build your dream home, the possibilities are endless. Bring your ideas and unlock the potential of this exceptional property in a sought-after location

Just 60 minutes from Manhattan, this exceptional Hudson Highlands retreat offers a rare combination of architectural character, protected natural surroundings, and direct access to some of the region's most celebrated outdoor destinations. Set on 13 private acres across two separate lots-including a second vacant, buildable parcel-the property is tucked away on a quiet dirt road known for its strong sense of community, minimal traffic, and remarkable tranquility. Bordering the 8,000-acre Hudson Highlands State Park Preserve with more than 70 miles of trails, the estate enjoys a setting that feels both deeply secluded and endlessly connected to nature. Outdoor recreation begins at your doorstep. The property features its own trail network and private trailhead connecting directly to the Appalachian Trail, offering true hike-on, hike-off access. Walk to nearby lakes, explore the trails of the Russel Wright Design Center, hike to Anthony's Nose, or cycle directly from the property to Bear

Welcome to 13 Gilbert Lane, an exceptional 4-bedroom, 4-bath modern retreat set on 1.31 acres in beautiful Putnam Valley. This beautifully updated 4,400 sq ft home blends luxury, comfort, and functionality, offering an ideal layout for multi-generational living, extended guests, or anyone seeking flexible space. With two primary suites, two laundry rooms, a full spa-style wellness wing, and heated salt-water pool this property delivers a rare combination of amenities not often found at this price point. Step inside to a bright, open-concept main level featuring a chef’s kitchen with quartzite countertops, a large center island, high-end appliances, and an adjoining dining area filled with natural light. The spacious living room offers seamless flow for entertaining, highlighted by elegant finishes, recessed lighting, and views of the backyard oasis. The first of two primary suites is located on the main level, complete with a walk-in closet and a beautifully appointed en-suite bath. Up

Nestled on a quiet, tree-lined road in the heart of Cortlandt Manor, this charming 3-bedroom, 2-bath ranch-style home offers the perfect blend of privacy, character, and convenience. Set on a spacious hillside lot with lush, wooded surroundings, this approximately 1,760 sq. Ft. retreat feels like a true escape — without sacrificing easy access to everything you need. Step inside and discover a thoughtfully laid-out floor plan featuring rich hardwood floors, large bedrooms, and an open eat-in kitchen. The expansive family room is anchored by a cozy pellet stove and cedar-accented walls, creating a warm, inviting atmosphere year-round. Sliding glass doors lead directly to a beautifully appointed patio area — perfect for entertaining or simply enjoying the scenic natural surroundings. Outside, a wraparound deck offers sweeping views of the wooded landscape which provides instant curb appeal. With a walk-out basement providing abundant storage and flexible living potential, this home truly

Welcome to this beautifully updated 4-bedroom ranch situated on a desirable corner lot. This move-in ready home features a spacious living room with a charming fireplace, gleaming hardwood floors, a brand-new kitchen with stainless steel appliances, a fully renovated bathroom, new carpeting, and fresh paint throughout. The thoughtful layout offers comfortable living space for family and guests alike. Step outside to enjoy the beautiful patio, perfect for entertaining or relaxing. Conveniently located close to shopping, dining, and the train, this home combines modern updates, comfort, and accessibility. Don’t miss this exceptional opportunity to own a turnkey home in a sought-after location

Welcome home to this warm and inviting Raised Ranch, offered for the first time on the market. Tucked away in a private, nature-filled setting, this special property offers the rare combination of seclusion and convenience. Cross your own private bridge to arrive at a rustic retreat surrounded by mature trees and the soothing sights and sounds of nature. Inside, you'll find a bright, spacious layout designed for both comfortable everyday living and effortless entertaining. The thoughtfully designed floor plan features a private primary suite on one side of the home, while two additional bedrooms are situated on the opposite wing, providing ideal separation and privacy. The open-concept living and dining rooms create a welcoming space for gatherings, while the generously sized kitchen flows seamlessly into the family room and out to the oversized deck—perfect for hosting relatives and friends or simply relaxing while taking in the tranquil surroundings. Nature lovers will delight in wat

Welcome to this beautifully maintained 4-bedroom, 3-bathroom home offering the perfect blend of comfort, space, and functionality. Featuring a spacious and sun-filled layout, this home boasts generously sized bedrooms, well-appointed bathrooms, and inviting living areas ideal for both everyday living and entertaining. The full basement provides endless possibilities—perfect for additional living space, recreation, storage, or future customization. Enjoy a warm and welcoming atmosphere throughout, with ample natural light and a layout designed for modern living. Conveniently located near shopping, dining, parks, and major transportation, this home is a true opportunity you don’t want to miss

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 conve

Strong investment opportunity in the heart of Cold Spring Village. This well-positioned 2-family property offers immediate income with one unit currently occupied by a long-term tenant, providing stable, flexible cash flow with upside potential. The second unit is available for occupancy or leasing, allowing the next owner to optimize rents to market rates and enhance overall return. Each unit is 2 bedrooms and 1 bathroom. The main floor unit has a laundry room and basement access. This corner lot with its prime walk-to-town location, proximity to Metro-North, shops, dining, and the Hudson River, this property benefits from consistently strong rental demand and low vacancy risk. Ideal for investors seeking a value-add opportunity, owner-occupants looking to offset expenses, or portfolio expansion in a high-demand Hudson Valley area

Welcome to this sophisticated 4-bedroom, 2.5-bathroom Peekskill residence, where timeless elegance meets modern ease. The main level is bathed in an abundance of natural light, showcasing an expansive living room centered around a genuine wood-burning fireplace—ideal for quiet, cozy evenings or gatherings with friends. Daily life flows effortlessly into the formal dining room and a beautifully updated chef’s kitchen equipped with premium appliances, balancing everyday convenience with seamless hosting. Outside, the professionally landscaped backyard serves as a private oasis, featuring a tranquil gazebo and a dedicated area for a fire pit, complemented by a spacious front driveway that ensures stress-free parking for residents and guests alike. Upstairs, the primary suite offers a luxurious retreat complete with a spa-inspired bath and jacuzzi soaking tub, while three additional bright bedrooms provide excellent versatility for a dedicated home office or guest accommodations. Positione

Step into this stunning contemporary home, where soaring ceilings and intentional design create a truly elevated experience, set on an acre of land, on the private picturesque hills of Fort Montgomery. Flooded with natural light, the open concept floor plan seamlessly connects the kitchen, dining, and living areas, including two fireplaces. Perfect for entertaining or relaxing. This meticulously kept residence features 4 bedrooms, 3 full baths, and dedicated media room, for the ultimate movie experience. The chef inspired kitchen features luxury premium appliances designed for every day cooking and high end entertaining. The primary suite serves as a retreat with fireplace, large sliding glass door that leads to a substantial private balcony, perfect for morning coffee or unwinding in the evening while looking over a resort style swimming pool with slide, hot tub, and pool house with full bath, perfect for hosting outside gatherings. This bedroom also boasts an extensive walk in closet

Welcome to this light-filled, well maintained 3-bedroom, 2-bathroom Ranch, offering the perfect blend of comfort, convenience and privacy. Ideally situated on a quiet, tree-lined street and set on a beautiful, level half-acre property, this home offers an exceptional outdoor setting with scenic surroundings and plenty of space to enjoy. Inside, effortless one-level living awaits with beautiful hardwood floors throughout, a bright and open living area with vaulted ceilings and a cozy fireplace. The kitchen flows directly to the dining area, where sliding doors open to an expansive deck overlooking the picturesque flat backyard-a perfect setting for outdoor dining, morning coffee, entertaining or simply relaxing and taking in the peaceful natural surroundings. The main level also features 3 spacious bedrooms, a full hall bath, and a primary suite with its own private half bath. The walk-out lower level adds valuable additional living space and flexibility, filled with natural light, comp

Sleek two-family home in a convenient pocket of Peekskill offering strong income potential, flexibility, and long-term value. With recent upgrades throughout, a highly functional layout, and a fenced in backyard, this property is well-suited for buy-and-hold investors or primary occupants looking to offset the cost of their mortgage by living in one unit and renting the other. Detached carport with two generous parking spaces and private parking for everyday convenience. Ample street parking available as needed, centralized location and easy access to local shops, schools, parks, waterfront amenities, and all commuter routes. A solid opportunity to develop equity in a growing Westchester River town with multiple ways to offset carrying costs or enhance lifestyle for the next owner. Photos have been emptied with existing furniture and virtually staged (Tenant occupied)

Built in 2009 with quality craftsmanship and thoughtful design, this exceptional Putnam Valley home sits on 1.5+ private acres less than an hour from NYC. Tucked away at the end of a quiet drive, it offers the perfect balance of privacy, convenience, and modern construction. The open-concept main level features soaring ceilings, hardwood flooring, and a spacious great room anchored by a wood-burning fireplace. The chef's kitchen is equipped with granite countertops, a large center island, premium appliances, and flows seamlessly into the dining area with access to the rear deck. The primary suite includes a spa-inspired bath with dual vanities, a soaking tub with Jacuzzi jets, and a separate shower. Two additional bedrooms, a beautifully updated full bath, and generous closet space complete the main level. The finished lower level adds valuable living space with a large family room, office area, third full bath, laundry room, and walkout access to the backyard. A spacious attic offers

Better Than New in Cortlandt Manor! Built in 2023 and thoughtfully enhanced with extensive owner upgrades, this beautifully appointed Colonial offers the rare opportunity to enjoy the benefits of nearly new construction without the wait or additional expense. Perfectly situated on a quiet cul-de-sac bordering Hollow Brook Golf Course, the home combines timeless design with today's most desirable smart home features. A welcoming front porch opens to a sun-filled, open concept floor plan where the spacious living room flows seamlessly into the dining area and designer kitchen with center island, granite countertops, stainless steel appliances and direct access to the backyard patio. The first floor also features a separate laundry room, powder room and attached two-car garage. Upstairs, an oversized loft creates the perfect flex space for a home office, media room or play area. The spacious primary suite offers a walk-in closet that’s large enough to double as a nursery, and luxurious ba

Welcome to 800 Oakwood Drive, a well-maintained two-family home on a quiet, tree-lined Peekskill neighborhood. This versatile property is an exceptional opportunity for both investors and owner-occupants alike. Each unit offers a spacious layout with two bedrooms, plus an additional generously sized room currently used for laundry and storage that could easily serve as a third bedroom, home office, or flex space. Lovingly cared for over the years, the home provides a solid foundation while offering the opportunity to make cosmetic updates and add your own personal touches. Situated on a generous lot, the property features a rare three-car garage, ample off-street parking, and expansive outdoor space perfect for entertaining, gardening, or simply relaxing. 2506 sf plus 567 finished lower level. Conveniently located near shopping, dining, schools, parks, and major commuter routes, including the Bear Mountain Parkway, this property offers easy access to everything Westchester and the Huds

Nestled on a picturesque, perfectly level one-acre property on a quiet street in the heart of Putnam Valley, this charming 4-bedroom Cape offers the perfect balance of privacy, tranquility, and convenience. Lovingly maintained by the same owner for the past 60 years, this special home is ready for its next chapter and the fortunate buyers who will make it their own. Surrounded by nature and peaceful surroundings, the property provides a true sense of escape, feeling as though you're hundreds of miles from the pressures of everyday life while remaining just minutes from the Taconic State Parkway for an easy commute to New York City. Thoughtfully cared for over the years, the home features a newer roof, a furnace replaced approximately three years ago, and a brand-new oil tank recently installed in the basement and relocated from the garage. Additional value and peace of mind come with a barely used portable generator that the seller is including with the sale. Enjoy the expansive, level