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

A little piece of peace a private retreat in the heart of Cortlandt Manor! Welcome home and welcome to 535 Westbrook Rd, a beautifully updated 3-bedroom, 1-bath home set on a generous. 46-acre property. Thoughtfully updated in 2023, this inviting residence blends modern comfort with exceptional outdoor living. Step outside to your own backyard oasis, complete with an above-ground pool and hot tub, surrounded by beautifully decorated and thoughtfully designed spaces perfect for entertaining, relaxing, and making memories. From al fresco gatherings to peaceful evenings and smores under the stars, this is a home you'll be proud to welcome friends and family to. Conveniently located near public transportation, shopping, restaurants, and everyday amenities, this home offers the perfect balance of privacy and convenience. Come discover the lifestyle you've been dreaming of!

Welcome to the heart of Hudson Valley. This home is minutes away from restaurants, shop's, hiking, bike riding, walking trails and experiencing all that nature has to offer and less than an hour away from the city. This 4-bedroom, 2 full bath home with full eat in kitchen and updated appliances gives a lot of natural sunlight yet gives a privacy for entertaining and pool use. Come and see what this home has to offer

Welcome to this beautifully maintained 3 bedroom, 2 bathroom ranch nestled in the desirable Continental Village community. Thoughtfully designed for both comfort and everyday living, this inviting home features hardwood floors throughout the main level and a bright, sun-filled living room with oversized windows and a floor to ceiling stone fireplace that serves as the heart of the home. The spacious kitchen offers direct access to a large back deck, creating the perfect space for outdoor dining, entertaining guests, or simply relaxing while enjoying the peaceful backyard setting. The finished lower level adds about 325 square feet of valuable living space and versatility, ideal for a family room, home office, or recreation area. Additional highlights include central air conditioning, a one car attached garage, basement laundry, and plenty of storage. As a resident of Continental Village, you'll enjoy the lake lifestyle with access to the community's nonmotorized lake and private beach,

Looking for versatility? Look no further—this is the one! Welcome to this flexible 4-to-5-bedroom, 2-to-3-bathroom home located in a quiet Mohegan Lake neighborhood, within walking distance of a private lake that offers fishing, swimming, and boating. The spacious entry takes you up to a large living room featuring high ceilings, spiral stairs, an office area, and a loft. The roomy kitchen includes a door leading out to a porch, as well as a laundry/mechanical room with direct backyard access. There is also a huge formal dining room and a primary bedroom with a full en-suite bath. Hardwood floors run throughout the main level, which offers four bedrooms and two full bathrooms. The second floor features a loft, a hallway, and a large family/guest room complete with a full bathroom, a wet bar, and a separate entrance. Additional features include a two-car garage, an oversized driveway, and a private backyard. In addition, the house features a recently updated roof, boiler, and fuel tank,

Exceptional 3-Unit Investment Property in the Heart of Cold Spring Rare opportunity to own a well-maintained three-unit residential rental property on a side street in the charming Village of Cold Spring. This income-producing building features three spacious two-bedroom apartments, each with separate electric meters, electric heat, and electric hot water—offering convenience and simplified management. Each apartment includes a generous eat-in kitchen, comfortable living room, and in-unit washer/dryers. The top-floor unit also features a dishwasher. The property is currently fully furnished and may be acquired furnished or unfurnished, creating flexible rental options for owners or tenants. Additional value-and opportunities include a large attic with approximately 7-foot ceilings—ideal for storage, studio, or office use—as well as a full basement for additional storage needs. Residents enjoy an unbeatable location close to Cold Spring’s celebrated shops, restaurants, hiking trails, an

Designed for privacy, natural light, and indoor-outdoor living, this distinctive multi-level residence offers dramatic architectural details, generous living spaces, and exceptional potential. Vaulted ceilings, skylights, multiple wood-burning fireplaces, floor to ceiling glass doors and windows and expansive decks create a wonderful connection to the mature landscaped surroundings. The spacious living room features a striking stone fireplace, vaulted ceiling, skylights, and floor-to-ceiling windows and doors opening to an expansive deck with peaceful treetop views. Across from the living room, the formal dining room offers an inviting setting and leads to the oversized eat-in kitchen which features its own wood-burning fireplace, vaulted ceiling, skylights, and doors leading to the decks and backyard. A convenient laundry area and updated powder room complete this level. Just a few steps from the living room is a spacious family/TV room with vaulted ceilings, providing another comfort

Be the first to live in this home that was completely reimagined by architect Jorge B. Hernandez, R. A. A.I.A and constructed within the original footprint. Nestled in the Hudson Highlands with seasonal Hudson River views this home offers the quality, efficiency, systems and functionality of true new construction while preserving the character of an established Hudson Highlands neighborhood. Featuring and open concept floor plan with four generous sized bedrooms and two gorgeous full bathrooms. Main level living room with stone surround electric fireplace opens to a stunning center island designer kitchen with premium shaker cabinetry, quartz counters, stylish ceramic tile backsplash and GE Stainless Steel appliance package. Main level has 3 bedrooms and full bathroom offering flexibility for guests, multi-generational living or a home office. Spacious primary suite with walk-in closet and full bath en-suite occupies the 2nd floor, creating ultimate privacy. Premium hand-scraped solid

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 uniqu

Welcome to 48 Dunderberg Road, an beautifully maintained home offering a flexible layout, inviting outdoor spaces, and exceptional pride of ownership throughout. Both bedrooms and a full bathroom with radiant heat all conveniently located on the main level, providing the ease and practicality of one-level bedroom living. Upstairs, a large beautiful, light-filled living loft provides versatile additional space for a family room, home office, creative studio, or private retreat. Step directly from the loft onto a private second-floor terrace an ideal spot for morning coffee or relaxing outdoors. A patio surrounded by thoughtfully landscaped terraced gardens creates a peaceful setting for entertaining and unwinding. Ample level parking is conveniently located immediately beside the home’s entrance. Additional highlights include central air conditioning, supplemental heat pump system, individually controlled heat zones and a propane gas stove. This distinctive Putnam Valley home combines m

Beyond its rustic stone wall, discover 212 Old Albany Post Road, a charming split-level three-bedroom, two-bath ranch tucked back on a lovely, level two-acre parcel in Garrison, New York. A generous setback provides both privacy and wonderful curb appeal along this historic country lane as it meanders through Garrison's bucolic landscape. Cheerful and inviting, the home offers a pass-through floor plan, two-inch oak floors, two wood-burning fireplaces—one in the living room and another in the primary bedroom—a kitchen with newly updated appliances and granite countertops, and large, sun-flooded picture windows with picture-perfect views of the front lawn. Extending the living space outdoors, an expansive two-level deck offers nearly 1,000 square feet for dining, entertaining and relaxing, with easy access to the backyard. Together, the front and back lawns provide plenty of room for games, picnics, gardening and entertaining. Recent improvements include a new roof and fresh exterior pa

Charming Petite Home with Room to Make It Your Own Wonderfully maintained, this petite one-bedroom home offers an inviting alternative to condo living, combining the ease of a low-maintenance lifestyle with the space, privacy, and independence of a standalone home. Set on a generous 1/3-acre lot at the end of a quiet, low-traffic no-through street, the property offers a rare sense of breathing room. Inside, a thoughtful and functional layout features a light-filled L-shaped living room, cozy bedroom, beautiful hardwood floors, and a recently updated kitchen and dining area. A convenient laundry room is tucked just off the main living space. The unfinished walk-out basement adds valuable storage and flexible space for a workshop, studio, home gym, or future finished living area. Outside, a large front deck overlooks serene woodland views, while the generous lawn offers plenty of room for gardens, entertaining, or creating your own private outdoor retreat. A detached garage provides addi

Space, versatility, and thoughtful updates come together in this beautifully maintained Mohegan Lake home, primely located in the wonderful Lakeland School District! The heart of the home is the oversized center-island kitchen, featuring quartz countertops, stainless steel appliances, abundant cabinetry, and plenty of space to gather and entertain. Just off the kitchen, a large breakfast area with sliding glass doors leads directly to the private patio and backyard. An oversized laundry room conveniently doubles as a walk-in pantry, providing exceptional additional storage. The main level continues with a generous formal dining room and bright living room with bay window, complemented by oak hardwood floors, crown moldings, and an abundance of natural light throughout. Upstairs features a spacious primary bedroom, 2 additional bedrooms, and a full bath with walk-in shower and quartz vanity. The lower level offers a family room/playroom, additional sitting room, full bath, and separate

Beautiful, bright, and spacious 3-bedroom, 3-bath Raised Ranch situated in a desirable neighborhood. The main level features a generous living room with hardwood floors, a dining room with a skylight and sliding glass door leading to the deck, and an updated kitchen with new cabinetry, stainless steel appliances, and granite countertops. The main level also offers a full hall bathroom, two bedrooms, and a spacious primary bedroom with a private primary bathroom. The finished lower level provides additional versatile living space, including a den/office, bathroom, laundry room, and a large family room with a door leading directly to the backyard. Perfect for relaxing, entertaining, working from home, or accommodating guests, this home offers plenty of space and flexibility. Close to parks, shopping, restaurants, train station(MetroNorth), schools and more. Come make this home your own! Schedule your showing today!

Highest and best offers to be submitted by Thursday, September 17th at 12:00 noon. Well-maintained and move-in ready, this charming ranch offers comfortable one-level living with plenty of space and potential. The entire home was just freshly painted, with every room getting a fresh coat of paint. Hardwood floors run throughout the main living areas, including the spacious living room and dining area. The generously sized bedrooms offer great storage, with the primary bedroom featuring two oversized closets. The main bathroom also has plenty of storage, and central air keeps the home comfortable year-round. The full unfinished basement offers endless possibilities, with space for a home office, gym, den, or future living area. The attached one-car garage is conveniently accessed through the basement. Outside, enjoy a flat, private backyard that's perfect for relaxing or entertaining. The oversized driveway can accommodate approximately 10 cars, providing plenty of parking. Whether you'

Located in the center of the Village, this jewel box features its own private driveway for up 2 cars. Move right into one of the original houses in Cold Spring, fully-renovated in turn-key condition. Perfect for a full-time residence or weekend home where you can leave the car and walk to the train. Bright living room has potential for a gas fireplace, with a cozy dining room and convenient kitchen. Upstairs, a full bedroom and showered bathroom. Expansive basement with natural light, washer & dryer and ample storage. Charming cafe area on the side and lovely blooming garden with rose-covered trellis in the front

Beautifully updated Colonial with sweeping mountain views and over 4,000 square feet of living space. Set on a quiet cul-de-sac, this spacious 4-bedroom home is filled with natural light and features new hardwood floors throughout. A dramatic two-story foyer opens to impressive living spaces with cathedral ceilings, skylights and a double-sided fireplace connecting the living and family rooms. The eat-in kitchen offers a timeless design and functional layout, opening to the family room and a large deck where beautiful mountain views and sunsets provide the backdrop. A formal dining room, butler's pantry, mudroom/laundry room and powder room complete the main level. Upstairs, the spacious primary suite features two walk-in closets and a private bath with double vanity, soaking tub and separate shower. Three additional bedrooms and a full hall bath complete the second floor. The 1,355-square-foot finished walk-out lower level adds exceptional living space, with plenty of room for a media

Surround yourself with nature at 5 Trolley Rd, a beautifully updated 3-bedroom, 3-bathroom raised ranch privately nestled on. 68 lush acres in a prime Cortlandt Manor location. Set on a quiet dead-end street surrounded by evergreens, this inviting home offers the perfect blend of modern updates, comfortable living, and a peaceful country setting—yet is conveniently located approximately one hour from NYC, 30 minutes to White Plains, minutes to Route 6 and Bear Mountain, and just 5 miles to Metro-North. Bright and sun-filled, the home welcomes you with an open floor plan designed for easy everyday living and entertaining. The updated kitchen features a center island and stainless-steel appliances and flows seamlessly into the main living spaces. Warm hardwood floors, a cozy fireplace, central air, an attic fan, and three zones of oil heat add comfort and charm throughout. The versatile lower level provides exceptional additional living space, including a spacious family room with projec

Welcome to this move-in ready three-bedroom, two-bathroom brick ranch in Continental Village, beautifully set on one-third of an acre with mature lush landscaping and an exceptionally tranquil outdoor setting. A rare zen-like koi pond, built-in above-ground pool, stone fire pit, sunset views, multiple gardening areas, and outdoor storage create a backyard designed for relaxing, entertaining, and enjoying the outdoors. At the heart of the home is the eat-in kitchen—a bright and inviting space with excellent flow to both the outdoor deck and dining room. The positioning, natural lighting, and high ceilings make this one of the home's standout rooms, creating a welcoming gathering space for everyday living and entertaining. An expansive living area features a wood-burning fireplace and bow windows, creating a warm and comfortable setting with plenty of natural light and room to relax. The finished lower level offers exceptional versatility and is currently used as a media room, game room,

Completely renovated in 2025, this turnkey 2-bedroom ranch offers true single-level living with incredible extra space and updates throughout. The home features a bright, spacious living room, formal dining room, and a brand-new kitchen equipped with stainless steel appliances, including a new refrigerator. Outstanding mechanical upgrades include a brand-new boiler and hot water heater. A major highlight is the 898 sq. Ft. finished walk-out basement with two separate entries—ideal for additional storage or versatile use (sq. Footage not included in the total home square footage). Freshly painted and move-in ready. Ideally situated close to downtown Peekskill shops, public transit, and easy access to the Bear Mountain State Parkway. Commuter’s dream—approximately 50 minutes to Grand Central via Metro-North! (Taxes listed do not reflect basic STAR exemption savings)

Welcome to sought-after Forest View in Peekskill! This picture perfect 4-bedroom, 2 full and 2 half-bath tri-level home offers generous living space, soaring ceilings and beautiful indoor-outdoor flow. The entry foyer opens to an oversized living room and dining room featuring high ceilings. Gleaming hardwood flooring on the main and upper levels. The custom kitchen with center island opens to a dramatic family room with soaring ceilings, custom windows, fireplace and double sliding glass doors leading to the composite deck. The perfect spot for relaxing or entertaining. The main level also offers a powder room, laundry and access to the 2-car garage. Upstairs, the primary suite features a spacious private bath with tub and shower. Three additional generously sized bedrooms include one currently designed as a custom dressing room, plus a full hall bath. The lower level expands the living space with an oversized family room featuring a bar, powder room, storage and utility areas. Slidin

Welcome to 39 E Hill Road, a young Farmhouse Colonial in turn key condition, nestled in a desirable neighborhood and offering an inviting blend of style, comfort, and privacy. The welcoming front porch leads into a thoughtfully designed open floor plan, where the formal living and dining rooms flow seamlessly into the spacious great room and eat-in kitchen—an ideal setting for both everyday living and entertaining. Sliding doors open to a deck overlooking the beautifully landscaped lawn, with stairs descending to a private, fully fenced backyard. The second floor offers a spacious primary suite featuring a generous walk-in closet an oversized bathroom with dual sinks, tub and separate oversized shower. Three additional bedrooms, a hall bath, and convenient second-floor laundry complete the upper level. The walkout lower level provides versatile space for storage and opens to a fully paved lower outdoor area, as well as lawn, ideal for gardening and outdoor activities. A wood-burning ou

Welcome to a beautifully maintained ranch that is ready for you to move in! Conveniently located in Westchester, NY, this home provides an effortless lifestyle for commuters and those seeking a seamless suburban retreat. Nestled on a quiet dead-end street and surrounded by trees, this charming home offers privacy and a serene escape. Enjoy a bright and sunny open-concept floor plan with spacious living and dining areas that flow seamlessly into a kitchen with stainless steel appliances, abundant cabinetry, and generous counter space. Two great-sized bedrooms with closet storage, a full bathroom, and a dedicated workspace complete this floor. A convenient side door opens directly onto a stone patio, creating an ideal setting for everyday relaxation and cozy gatherings. Enjoy a beautiful backyard for your outdoor entertainment. In addition, a full unfinished basement and attic provide tons of storage space. The house is on municipal water. New driveway installed in 2026. A commuter dream

Welcome to 3725 Barger Street in Shrub Oak, a beautifully maintained split-level home offering generous living space, thoughtful updates, and a flexible floor plan. Featuring three bedrooms and 2.5 baths, the home offers additional space that can easily function as a fourth bedroom, home office, or guest space. The main level features an expansive living room, renovated kitchen, dining room, and comfortable den with sliding doors leading to the backyard patio. Just off the dining area is a separate studio with access to the garage, offering a versatile space ideal for a home office, guest suite, or additional living area. Upstairs are three bedrooms, including one with an ensuite half bath, along with a full hall bath. The lower level provides expansive bonus space with the option for an additional bedroom, recreation room, home gym, or playroom, as well as the laundry area. Outside, the completely level backyard is complemented by beautiful landscaping and a patio, creating plenty of

Welcome to 308 Nelson Avenue, a beautifully restored Queen Anne Victorian in Peekskill’s historic Fort Hill neighborhood. Built in the 1880s, this distinctive home blends period craftsmanship with thoughtful updates. Original details include restored wood inlaid floors, intricate custom millwork, pocket doors, and a hand-stenciled living room ceiling recreated in a period-appropriate design. A restored lemonade porch welcomes you into the home. On the main level, a series of gracious rooms flow effortlessly from one to the next, connected by pocket doors and creating a wonderful layout for entertaining while still preserving the character and intimacy of each space. The updated kitchen combines original hickory floors with maple cabinetry and a French Lacanche gas range. Upstairs, the primary bedroom features a charming adjoining dressing room. Out back, the extra-deep, level yard offers a wonderful blank canvas for gardening and outdoor living, while the backyard pergola creates the p

Serene Country Living with a Metro Vibe. Welcome to this one-of-a-kind village retreat in the heart of Cold Spring. Bright and airy by day, warm and inviting by night. This charming 1860s two-bedroom, 1.5-bath home was completely renovated in 2013. The rooms are large and bright, with beautiful wide-plank hard wood floors, original molding, and architectural detail. Overall it offers a wonderful blend of historic character, modern comfort, and an enviable village location. Built in 1860 and completely renovated in 2013, the rooms are large and bright, with beautiful wide-plank hard wood floors, original molding, and architectural detail Tucked away on a peaceful side street, 13 Kemble Avenue is just steps from the Hudson River, Scenic Hudson’s West Point Foundry Preserve, Metro-North, and the shops, restaurants, galleries, and cafés of Main Street. It’s a rare combination: the tranquility of a country retreat with the convenience of a highly walkable village—and an easy commute to New

Set on 22+ acres in Garrison, NY, this extraordinary historic Hudson Valley estate offers a rare opportunity to restore and reimagine a one-of-a-kind country property. Once part of the storied c. 1900s Dick’s Castle estate, the property served as servants’ quarters and a working farm. More than a century later, the estate retains an incredible degree of architectural integrity, with slate roofs, stone cottages, original details, and a striking three-story barn that has been thoughtfully adapted as a pool house and game room overlooking the in-ground pool. Beyond the main residence, two additional cottages and three outbuildings offer tremendous flexibility for guests, studios, or other creative pursuits. The surrounding acreage accented with native meadows and mature fruit trees gives total privacy while remaining close to everything that makes the Hudson Valley so desirable. The Hudson River, Cold Spring Village, Metro-North trains, hiking trails, shops and restaurants, are all just m

Privately set on nearly 20 acres in Garrison, 19 Twin Bridges Road offers an incredible sense of space and seclusion surrounded by the natural beauty of the Hudson Highlands. Inside, nearly 6,000 square feet of living space centers around a dramatic great room with soaring ceilings, clerestory windows, a stone fireplace and walls of glass overlooking the wooded property. The spacious kitchen and light-filled dining area are designed for gathering, while a handsome wood-paneled office with custom built-ins and its own fireplace provides a dedicated place to work from home. A main-level primary suite, additional bedrooms and flexible living spaces provide plenty of room to spread out, host guests or create spaces that suit your needs, with a finished walk-out lower level adding even more possibilities. Outside, nearly 20 wooded acres adjoin New York State land, creating a peaceful, private setting that feels worlds away. Whether as a full-time residence or weekend escape, this is a home

If you’re searching for a peaceful retreat surrounded by natural beauty, this exceptional Contemporary home is the one you’ve been waiting for. Offering 4 bedrooms and 4 1/2 baths, this spacious residence combines comfort, style, and privacy on 2.8 picturesque acres featuring a stream and views of Barger Pond. The main level showcases a sun-filled living room with vaulted ceilings, a wood-burning fireplace, and scenic water views, along with a dining area, updated kitchen with center island, home office, and a spacious primary suite complete with a full bath and 2 walk-in closets. A second bedroom and full bath complete this level. Upstairs, a private third bedroom with its own full bath and walk-in closet provides an ideal space for guests or extended living. The beautifully finished lower level offers exceptional additional living space, including a family room with fireplace and sliding doors to the deck, a recreation room with a wet bar and deck access, a fourth bedroom, and a spa-

Beautifully updated 4-bedroom, 2-bath Cape located in a desirable neighborhood. Enter into a welcoming open-concept living area featuring a wood-burning fireplace, kitchen, and dining area. The first floor also offers two bedrooms and a full bathroom. Upstairs, you’ll find two additional generously sized bedrooms and another full bathroom. The partially finished basement provides a laundry area with washer and dryer, along with plenty of storage space. Numerous updates include a new boiler (2018), roof (2015), water softener, well pump, well expansion tank, updated baseboards (2023), plumbing, 200-amp electrical service, updated bathrooms, drainage membrane (2024) and more. Enjoy the spacious, level yard, ideal for relaxing or entertaining. The property is situated to feel like two lots, with a driveway located at the rear and access from Cherry Place. Close to parks, shopping, restaurants, train station(MetroNorth), schools and more. Come make this home your own! Schedule your showing

Welcome to your dream home at 1630 Park Street in Peekskill, NY! This beautifully maintained single-family townhouse presents a fantastic opportunity for first-time homebuyers seeking a vibrant community to settle in. Spanning three levels, this spacious home features two comfortable bedrooms on the second level, with a full hall bath. The inviting main level boasts a bright kitchen and a seamless living and dining area that opens up to a large deck—perfect for entertaining or enjoying quiet outdoor moments. The lower level offers a versatile recreation room, half bath, utilities, and an in-unit washer/dryer, with direct access to the parking lot and carport for ease of use. Recent updates include fresh paint throughout, new wall-to-wall carpeting in the bedrooms, and newly refinished hardwood floors on the main level. With baseboard heating, a gas boiler, and a standalone gas hot water heater for efficiency, this home combines comfort and practicality. Located conveniently near highwa