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$950,000
4 Beds ⋅ 3 Baths ⋅ 1045792 MLS
Historic character meets a complete modern transformation at 20 Division Street in the heart of Cold Spring Village. Originally built in 1790, this four-bedroom, two-and-a-half-bathroom home has been thoughtfully reimagined from the inside out, offering 2,000+ square feet of beautifully finished living space. The fully renovated interior features an open, light-filled floor plan designed for both everyday living and entertaining. A brand-new kitchen anchors the main level, complemented by new hardwood floors, custom built-ins, exposed beamed ceilings, and carefully considered architectural details throughout. A newly added powder room completes the first floor. Upstairs, the hall bathroom has been completely updated, while the transformed primary suite features a new private full bathroom. Every space feels fresh, refined, and entirely move-in ready while preserving the character of the home’s historic origins. Outside, updated siding, a newer roof, and new paver work create an inviting exterior with lasting curb appeal. Set within one of the Hudson Valley’s most beloved villages, the home is just moments from Cold Spring’s shops, restaurants, hiking trails, and the Hudson River. This is a rare opportunity to own a fully renovated historic residence offering modern comfort, timeless character, and an exceptional village lifestyle.

20 Division Street, Cold Spring
$765,000
2 Beds ⋅ 2 Baths ⋅ 1041977 MLS
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 York City. Inside, the home retains its old-world charm while offering todays comforts. The sun-filled, eat-in kitchen features ample counter and prep space and stainless-steel appliances, while the bright living spaces provide an inviting setting for both relaxed evenings and entertaining. Updated kitchen and bath spaces complement the home’s historic character without sacrificing practicality. And then there’s the yard—a truly special feature. Step outside into an oversized, beautifully landscaped garden, where mature trees create a peaceful canopy over an English-style garden with an Asian-inspired touch. It’s an idyllic place for morning coffee, afternoon reading, summer dinners, or simply enjoying the quiet. With residential parking, oil heat, and an above-ground oil tank, the home offers comfortable, uncomplicated village living. Whether you’re looking for a full-time residence, a weekend escape, or a Hudson Valley home with easy access to the city, this property offers an exceptional opportunity to enjoy all that Cold Spring has to offer. This is village living at its best—and a wonderful place to call home. Note, this home is adjacent to, and could be combined with, 11 Kemble Ave (also on the market MLS: 988773) providing the discriminating and creative buyer the opportunity to create a one-of-a-kind home & yard on this historic street.

13 Kemble Avenue, Cold Spring
$700,000
4 Beds ⋅ 3 Baths ⋅ 1043555 MLS
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, and a roof approximately 10 years old, offering thoughtful updates for everyday peace of mind. Outside, the deck is a natural place to slow down and take in the mountain views and changing Hudson Valley scenery. Whether you're enjoying a quiet morning, gathering for dinner outdoors, or simply appreciating the privacy of your surroundings, the one-acre setting offers a little breathing room while still being close to the character and amenities of the area. With a private well and septic system, this home offers a comfortable balance of space, privacy, and the simple pleasure of Hudson Valley living.

26 Woods Road, Cold Spring
$6,500,000
8 Beds ⋅ 8 Baths ⋅ 1039174 MLS
Winter Hill, a flagship property in the Hudson Highlands, stands at the intersection of preservation, nature conservation and modern design. This timeless Tudor Revival in the heart of Garrison is a one-of-a-kind home, perched atop twenty acres of verdant, natural beauty. As you enter the property and approach the house on the long, winding drive, open fields flanked by stately trees stretch out to your left. When the house comes into view along the ridge, you begin to enter a different state of mind. Blood pressure drops, worries fade, and you are home. This is the home you have always wanted. A home where you can welcome family and friends. Built in 1883 for Rev. Walter Thompson and restored and modernized for use as an office over the past decade by a team of skilled architects, designers and craftsmen, Winter Hill emerges in full view as you crest the ridge. Park in either the sprawling forty space lot, perfect for entertaining many guests, or under the porte-cochere, connected to the wrap-around porch. Open the double doors and enter the main foyer, with a unique wall design, and find yourself in an elegant living room, centered on a huge wood-burning fireplace. Original details - pocket doors, gleaming hardwood floors and walls of multi-paned windows - are accentuated by the modern glass chandelier. Beyond is the front parlor, with striking bay window seating. Behind, you will find the massive central dining room, with amazing original fireplace details, then a perfect home office space or potential formal library, with its own fireplace. All of these rooms flow together to make an amazing space for entertaining. Imagine friends, family and community gathering here, in your home. Off the central hall, find the chef's dream kitchen, with beautifully unique light fixtures, stainless appliances, two ovens, a prep sink and abundant counter space. More on this level: a back room that would be a great first floor bedroom, two half baths and a bonus room. Everywhere are open or wooded views. Step out to the covered front porch and slate patio. Here, you'll host drinks in the evening, or simply sit with a cup of tea in the morning, looking over the serene fields. On the second level, arrived at via the convenient, full four-floor elevator, or gorgeous front staircase, opportunity abounds. Currently used as offices, the many large and bright rooms here can be converted into guest bedrooms, family rooms, playrooms and more. Two of the rooms have fireplaces. Other 1800's details, like wood floors and leaded glass windows, are here, as elsewhere. Most rooms have views to the gorgeous grounds. One floor up, find even more bright spaces - bedrooms, guest areas, artist and craft rooms, or wherever your vision takes you. Let’s hop in the elevator and jet down to the lowest level, to discover large spaces that are perfect for home gyms and media rooms. There are huge storage rooms and the new utility systems, including state of the art electrical and a/v rooms. Leaving the basement through the walkout, we exit to the side yard and look out to the fields flowing before us. At the side is the private guest cottage above the two-car garage. This cottage has views of its own, a kitchen and full bathroom. This is a perfect spot for your guests, or extended family. Nearby, the large water tower ensures never running out of fresh water. From here, we can see the property at a different angle. The home’s cedar shingle siding and roof, with stately brick chimneys, rises before us. To our right, protected land, to our left the park-like land and rolling hills stretching out to the tree line, almost as far as you can see. All of this, just minutes to the train and the heart of Cold Spring. Come, visit Winter Hill and join its living story.

20 Nazareth Way, Garrison
$6,500,000
1039176 MLS
Winter Hill, a flagship property in the Hudson Highlands, is a meeting of two amazing worlds. A marriage of stately 19th century craftsmanship and 21st century cutting edge construction techniques, these buildings offer tremendous opportunity for both investors and end-users. Set on twenty rolling acres of verdant, natural beauty, with stone walls, mature trees and well maintained plantings, the main house was built in 1883 for Rev. Walter Thompson. It has been restored and modernized for use as an office over the past decade by a team of skilled architects, designers and craftsmen. Off a quiet, country road and down a long, gently curving driveway, Winter Hill emerges in full view as you crest the ridge. The well lit, paved parking lot has space for forty cars, with additional parking elsewhere. The main original double door entrance, under a classic porte-cochere, has been enhanced with a keyless entrance security system. Inside, the large, grand lobby is centered around a huge wood-burning fireplace. Original details - pocket doors, gleaming hardwood floors and walls of multi-paned windows are accentuated by the contemporary glass chandelier. Beyond is a library, waiting room or potentially a private office, with a fireplace of its own. Next, is the massive conference room, with a projector and screen for presentations. Another fireplace, with amazing original woodworking surrounding it, is at the head of this room. Behind, there is a large, open office space with moveable dividers. Another private office and a copier room complete this area. Nearby, a full chef's kitchen, well suited for catered events, can be found. Also on this level are two half bathrooms and a separate, accessible entrance. There are open or wooded views from every room. The covered porch and slate patio is a perfect spot to host client events, or to simply relax between meetings. On the second level, arrived at via the convenient, full four-floor elevator, or gorgeous front staircase, there is additional abundant office space. At the top of the stairs, find a potential second lobby or open office space. Off of this, there are two large offices, one with a second, private office connected. All of these rooms are brilliantly lit with both natural light and an automatic, energy conscious lighting system. Two of the rooms have original fireplaces and views to the rolling grounds. Other original details, like wood floors and stained glass windows, are here as well. There is also a kitchenette, copier room and two more bathrooms. One floor up, find four more offices. As with the rest of the building, a fire suppression system keeps this level safe and nearly every room has its own heating zone. Let’s jump in the elevator and jet down to the lowest level, to find two more large offices, one with it's own separate entrance. There are also huge storage rooms, access to the new utility systems, including state of the art electrical and a/v rooms, a kitchenette, janitor's room and a bathroom. Leaving the basement through the walkout, we climb up to the second building, a garage/ with residential unit above. This space has views of its own, a kitchen and full bathroom. Nearby, the 22,000 gallon water tower ensures never running out of fresh water. Let’s not forget the storage shed with a backup generator next to it. From here, we can see the property at a different angle. The building's cedar shingle siding and roof, with stately brick chimneys rises before us. To our right, protected land, to our left the park-like fields and rolling hills stretching out to the tree line, almost as far as you can see. All of this, just minutes to the train and the heart of Cold Spring. The entire Hudson Valley opens before us, with NYC one hour south and Albany less than two hours north. Don't miss this opportunity.

20 Nazareth Way, Garrison
$1,150,000
4 Beds ⋅ 3 Baths ⋅ 1043322 MLS
Welcome to this recently updated single-family home offering comfort, style, and modern amenities in the beautiful Hudson Valley community of Cold Spring. Featuring 4 bedrooms and 3 full bathrooms, this spacious residence combines thoughtful updates with inviting living spaces and exceptional entertaining features. Inside, oak hardwood flooring runs throughout the home, complemented by recessed lighting and vaulted ceilings that create an open and airy feel. The chef’s kitchen features marble countertops, a large center island, stainless steel appliances, dishwasher, electric cooktop, and exhaust fan, making it both functional and ideal for entertaining. The home also offers a welcoming entrance foyer, formal dining room, ceiling fans, generous storage, and walk-in closets. The primary bedroom is conveniently located on the first floor, offering added privacy and accessibility. Additional highlights include in-home washer and dryer, a dedicated wine cellar and wine bar, and plenty of storage throughout. Comfort is enhanced by Mitsubishi mini-split systems for heating and cooling, complemented by backup oil heating. Outdoor living includes both a balcony and deck, while covered carport parking provides convenient protection from the elements. The property also features a shed for additional storage, four exterior security cameras, and a four-zone music system for added convenience and entertainment. Located in scenic Cold Spring, this home offers easy access to the area's charming village atmosphere, restaurants, cafés, boutique and antique shopping, and the Hudson River waterfront. Outdoor enthusiasts will appreciate the nearby hiking, kayaking, parks, and Hudson Highlands recreation. The Metro-North Hudson Line provides convenient access toward New York City, while attractions such as Boscobel House and Gardens, West Point Foundry Preserve, and the Hudson Highlands are all nearby. Enjoy the best of Hudson Valley living with modern comforts, entertaining spaces, and the charm of Cold Spring right at your doorstep.

24 Babbling Brook Lane, Cold Spring
$2,300,000
6 Beds ⋅ 7 Baths ⋅ 1041990 MLS
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 minutes away, with New York City accessible in just over an hour by train or car. A one-of-one historic estate with acreage, architectural integrity, privacy, and proximity, Normandy Grange offers the opportunity to create a distinctive Hudson Valley legacy property. Property is being sold as-is.

15-18 Normandy Grange, Garrison
$695,000
3 Beds ⋅ 2 Baths ⋅ 1040231 MLS
Discover timeless charm and modern convenience in this beautifully preserved historic brick home, ideally located in the heart of Cold Spring. Built in 1845, this special residence is just a short walk to village shops, restaurants, the majestic Hudson River, and the Metro-North train station, offering an exceptional blend of village living and Hudson Valley beauty. Original hardwood floors add warmth and character throughout the home. The main level features an inviting living room with a distinctive antique light fixture from Paris, a convenient full bath, and an updated kitchen with stainless steel appliances and a center island. A bright bay window creates a charming dining nook, while the formal dining room is easily accessed from both the kitchen and living room, making everyday living and entertaining effortless. The second floor offers two bedrooms, a full bath, and a versatile sitting room ideal for a home office, reading room, or additional living space. Step outside onto the private balcony overlooking the beautifully maintained courtyard and lush gardens. The light-filled third-floor bedroom is a peaceful retreat, complete with breathtaking mountain views. Outside, a spacious backyard deck provides the perfect setting for dining and entertaining, while the secluded courtyard offers a tranquil escape surrounded by colorful flowers and mature plantings. With hiking trails just minutes away and all that charming Cold Spring has to offer at your doorstep, this distinctive home perfectly balances historic character, modern comforts, and an enviable Hudson Valley lifestyle.

7 Railroad Avenue, Cold Spring
$712,000
2 Beds ⋅ 2 Baths ⋅ 1027839 MLS
Experience upscale, carefree living in Glassbury Court at Cold Spring, a premier 55+ active-adult community. This beautifully appointed Highland model enjoys a prime location within the complex, surrounded by lush flowerbeds and mature landscaping. Designed for comfortable one-level living, the home offers two bedrooms, a versatile den, and an expanded patio ideal for relaxing and entertaining. The welcoming foyer features a raised ceiling and opens to an elegant formal dining room with a tray ceiling. The vaulted great room, highlighted by a gas fireplace, flows seamlessly into the kitchen with a granite center island, stainless steel appliances, and a spacious pantry. Wood floors extend throughout the main living areas and primary bedroom, while the second bedroom and den feature carpeting. Additional amenities include radiant-floor and hydro-air heating, central air, central vacuum, a heated two-car garage, and a convenient storage room off the patio. Residents enjoy a clubhouse, fitness center, movie theater, heated swimming pool, and tennis courts. North Highlands Park of Philipstown, with its scenic pond and hiking trails, is nearby, while the Metro-North train station is approximately five miles away—offering an ideal balance of natural beauty, recreation, and convenience.

5 Maggie May Way, Cold Spring
$1,350,000
4 Beds ⋅ 3 Baths ⋅ 1030795 MLS
A nature lover’s paradise on 3.8 private acres, just minutes from the Village of Cold Spring. Set on a quiet mountain road bordering Fahnestock State Park, this character-filled contemporary home offers serenity, seclusion, and direct access to one of the Hudson Valley’s most treasured outdoor playgrounds — over 14,000 acres and 50 miles of hiking trails right at your doorstep. Inside, the home blends warm architectural detailing with modern updates, including stunning crown moulding, custom wainscoting, stone feature walls, and rich wood flooring that together create a refined yet inviting atmosphere. The main level features a welcoming living room with a wood-burning fireplace, a dining room framed by stone accents, a half bath, and a spacious kitchen with a slider leading to a large deck overlooking the pool and forested grounds. Upstairs, you’ll find three bedrooms, including a generous primary suite with a recently renovated ensuite bath. A fourth room serves perfectly as a den, office, or guest bedroom, complemented by a full hall bath. The lower level is a standout — an artfully renovated entertaining space designed for effortless indoor-outdoor living. A full kitchen with bar seating, marble countertops, stone tile walls, a wine cooler, and shelving crafted from locally sourced wood creates a stylish retreat for gatherings. Two sliders open to a covered porch and the inground pool, surrounded by lush landscaping, perennial blooms, and frequent hummingbird visitors. The expansive front yard adds another dimension to the property — a wide, open lawn perfect for kids to play soccer, football, tag, or simply frolic among the peaceful sounds of nature. It’s a rare combination of usable space and mountain tranquility. Additional features include abundant storage (attic + shed), an attached two-car garage, and multiple parking areas. Whether you’re seeking a full-time residence or a serene weekend escape, this home offers the perfect blend of privacy, convenience, and natural beauty. Only 15 minutes to Cold Spring, 25 minutes to Beacon, 40 minutes to Poughkeepsie, and 1.5 hours to Manhattan.

541 E Mountain Road N, Cold Spring
$698,000
2 Beds ⋅ 2 Baths ⋅ 1024506 MLS
If you have been patiently waiting for the perfect Hudson Valley home that checks every single box—from effortless one-floor living and high-end barefoot luxury to a vibrant, resort-style social scene—your wait is officially over! Welcome to 10 Maggie May Way, an exceptional single-level residence that seamlessly pairs next-generation green technology with an unparalleled lifestyle. Offering rare privacy and sweeping curb appeal, fully heated garage design, this eco-luxury end-unit delivers the classic, stately aesthetic of a detached home with all the maintenance free ease of a premier condominium association. Step inside to an expansive, sun-drenched floor plan warmed from the ground up by radiant heated floors and anchored by the ambient glow of an elegant gas fireplace. The gourmet kitchen is a true centerpiece, with double oven and stove top, beautifully appointed with premium granite countertops that offer both timeless durability and sophisticated style. Advanced geothermal technology ensures flawless climate control year-round with an incredibly small carbon footprint and radically low utility costs. When it's time to unwind, retreat to a luxurious primary suite featuring a magnificent spa-style bathtub—your own private sanctuary for long, soothing soaks. Need an extra room? Here you have a flex space you can use for a den, office or hobby room. Beyond your front door lies a vibrant, 20-acre playground designed for wellness and connection. Here you have one of Hudson Valley’s premier 55+ luxury lifestyle communities. Glassbury Court’s spectacular luxury clubhouse serves as your extended living room, featuring a fully equipped fitness center, a billiards room with a premium pool table and bar, a private movie theater, a sparkling heated outdoor pool and so much more. Whether you are starting your morning with a fast-paced match on the tennis or pickleball courts, watching your pup play in the dedicated community dog park, hiking the scenic trails around the lake, or gathering with neighbors, the lifestyle here is rich, active, and entirely maintenance-free. Minutes from historic downtown Cold Spring and the Metro-North, this is the ultimate Hudson Valley retreat you've been searching for.

10 Maggie May Way, Cold Spring
$1,300,000
4 Beds ⋅ 3 Baths ⋅ 1020810 MLS
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 improvements include a new roof, Renewal by Andersen replacement windows, new siding, a Buderus boiler and hot water heater, an automatic whole-house generator, and owned solar panels that deliver exceptional energy efficiency with little to no electric costs. Conveniently located just minutes from Cold Spring, Metro-North, hiking trails, and the Hudson River, this special home offers comfort, efficiency, and ease of living in a highly desirable Hudson Valley setting.

310 Avery Road, Garrison
$390,000
1019929 MLS
Wonderful end-user or investment opportunity in the Hudson Valley: 9.6 acres of prime residential land in Cold Spring. This spectacular woodland sanctuary represents a rare prospect for a developer or a private client seeking to build a world-class retreat, a sophisticated residential compound, significantly streamlining the development timeline in one of the region’s most coveted locations. Beyond its development potential, the land offers unique heritage value, featuring preserved trails integrated. This is a premier opportunity to acquire a storied canvas and execute a high-end bespoke vision in a high-demand market. . #RealEstateDevelopment #HudsonValleyInvestment #ColdSpringNY #LandDevelopment #LuxuryRealEstate #NYRealEstate #InvestmentOpportunity !

599 E Mountain Road N, Cold Spring
$15,000
1020060 MLS
Tucked along a quiet stretch of Steuben Road in Garrison, NY, this .303-acre parcel offers a rare opportunity for a buyer who understands land, zoning, and long-term potential. Set within the R-40 zoning district, the property measures approximately 60 feet of road frontage and is being sold strictly as is, with no existing approvals in place. This is not a turnkey building lot — and that’s exactly what makes it interesting. At just under one-third of an acre, the parcel will most likely require a variance to support residential development. For the right buyer, builder, or investor, this represents a chance to step into a project with eyes wide open and create value through proper planning, zoning review, and town-level approvals. Parcels like this don’t appeal to everyone — but for those who understand the process, they often present some of the most rewarding opportunities. The surrounding area reflects the charm Garrison is known for: mature trees, established homes, and a strong sense of place within the Hudson Highlands. The location offers privacy and character while still being convenient to major routes, Metro-North, and the natural beauty that draws people to this part of Putnam County. This property is best suited for a buyer who is comfortable doing due diligence, and collaborating with local professionals, and engaging with the zoning and variance process. Whether the end goal is a modest residence, a long-term hold, or a carefully designed home that fits the neighborhood, the potential lies in the vision — not in prepackaged approvals. Vacant land with road frontage in Garrison is increasingly scarce. Opportunities like this don’t come with guarantees — they come with possibilities. For those willing to navigate the path forward, 57 Steuben Road offers a blank canvas in one of the Hudson Valley’s most desirable communities.

57 Steuben Road, Garrison
$255,000
1016837 MLS
Discover a rare opportunity to own approximately 5.5 acres of commercially zoned land in a highly visible location along Route 9 in Cold Spring, NY. Boasting prime frontage on one of the area's busiest thoroughfares, this property offers exceptional exposure for a wide range of commercial uses. Positioned among established businesses and benefiting from an estimated 15,000 to 17,600 vehicles passing daily, according to Annual Average Daily Traffic (AADT) counts, this site provides outstanding visibility for any type of potential business. Whether you're planning to develop retail, office space, hospitality, automotive services, medical facilities, or another commercial venture, this versatile parcel offers the location and traffic counts to help your business thrive. With its strategic position in the desirable Philipstown and Cold Spring market, opportunities like this are increasingly hard to find. Bring your vision to life and capitalize on one of the area's premier commercial development opportunities.

3541 Route 9, Cold Spring
$100,000
1016428 MLS
Exceptional Commercial Development Opportunity on Route 9 !!! Prime 1.31 Acre vacant commercial parcel located on highly travelled Route 9 in Cold Spring , Putnam County , This level property offers outstanding visibility and easy accessibility, making it and easy accessibility making it an ideal location for a variety of commercial or investment opportunities (subject to municipal approvals) Situated in desirable location with convenient access to major highways , Metro- North , and the Village of Cold Spring , this property combines excellent exposure with a beautiful Hudson Valley setting ..

3564 Route 9, Cold Spring
$795,000
1011002 MLS
Opportunity to built in Cold Spring! BoH approved, two building lots on nearly 19 acres, sold together. Driveway is done to one of the lots. Build your own dream home with possibility to offset the cost by building another one for sale. Wonderful, woodsy surroundings with rock formations and distant mountain views will afford quiet, serene lifestyle, whether it is an escape from the city's hustle and bustle or your year 'round country home. Bring your architect to lay out what your vision would be.

554 & 545 E Mountain Road N, Cold Spring
$925,000
3 Beds ⋅ 2 Baths ⋅ 1009674 MLS
Where History Meets the Sound of a Waterfall. Step into a landscape that feels lifted from another century. Nestled along the banks of Clove Creek, this remarkable property invites you to own a piece of local history and imagine the stories that have unfolded here for generations. At its heart stands a historic 1700s farmhouse, a timeless 3-bedroom residence set on 7.94 scenic acres along a quiet country road. Beyond the home, the land reveals its most captivating treasures: dramatic creek frontage, a picturesque gorge, cascading waterfalls, and the enduring stone remnants of an 18th-century grist mill that once harnessed the power of the rushing waters. Offered as a collective sale totaling nearly 14 acres, the property includes three separate parcels, each with frontage on Clove Creek. In addition to the farmhouse parcel, included are a 3.05-acre parcel on Horton Road and a 2.91-acre parcel located at Mill and Horton Roads. Together, these parcels create a rare opportunity to preserve, enjoy, and explore an extraordinary natural and historic setting. Whether you envision a country retreat, an artist's sanctuary, a place to reconnect with nature, or simply a chance to become the steward of a truly unique piece of history, this property offers endless inspiration. Wander beside the waterfalls, listen to the creek as it winds through the gorge, and discover the traces of a bygone era hidden among the stone mill ruins. Included in the sale are Tax Parcel #17.1-69 and Tax Parcel #17.1-62. Offered together, these three parcels provide an exceptional combination of history, natural beauty, and potential on nearly 14 acres along one of the area's most enchanting waterways. Clove Creek is a watershed district. A rare opportunity to own not just a home, but a chapter of history.

50 Mill Road, Cold Spring
$100,000
1011915 MLS
Discover a prime opportunity to build your “meant-to-be” home on this expansive parcel of unimproved land in the Town of Philipstown. Located within the R-40 zoning district, the property offers approximately 3.4 acres in a low-density residential setting—ideal for those seeking privacy, space, and tranquility. The R-40 designation allows for the construction of one single-family detached residence per lot, with a minimum required lot size of 40,000 square feet (approximately one acre), subject to Board of Health approval and all necessary building permits. The generous acreage provides ample room for outdoor living, gardens, and future enhancements. Enjoy the peaceful surroundings of Philipstown while remaining conveniently close to local amenities, outdoor recreation, and scenic natural landscapes. This is a rare opportunity to create a custom home in a highly desirable community. Why search for a home when you can build one?

50 Winston Lane, Garrison
$3,200,000
5 Beds ⋅ 5 Baths ⋅ 1009485 MLS
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 Mountain, one of the Northeast’s premier road biking destinations. A seasonal stream, private campsite, and campfire area further enhance the experience of living immersed in the landscape. Designed by noted Hudson Valley architect Frank Dushin, the residence blends the warmth and craftsmanship of the Arts and Crafts tradition with the clean lines and thoughtful spatial design of modernism. Dramatic exposed beams, natural materials, and a striking sunken living room create spaces that feel both timeless and distinctly connected to their surroundings. The home has been extensively renovated, including a complete reimagining of the primary suite and bath, beautifully updated bathrooms throughout, and a thoughtfully designed laundry room. Two fireplaces, a screened porch, and expansive views of the surrounding gardens and woodlands create inviting spaces for every season. Outside, more than two decades of garden design by a beloved local horticulturist have shaped the landscape into a living extension of the home. Mature plantings, curated garden rooms, and woodland paths unfold across the property, creating beauty and interest throughout the year. A separate wellness pavilion includes a gym, steam room, dedicated shower facilities, outdoor hot tub, and connections for a future sauna, while a detached two-bedroom guest house with its own kitchen offers comfortable accommodations for family and visitors. Rarely does a property combine architectural pedigree, buildable acreage, direct trail access, protected parkland, established gardens, and resort-style amenities so close to New York City. This is a true Hudson Highlands sanctuary—private, peaceful, and connected to the landscape in every direction.

20 S Mountain Pass Spur, Garrison
$650,000
3 Beds ⋅ 3 Baths ⋅ 1006868 MLS
Experience the charm of a historic Greek Revival farmhouse beautifully updated for modern living. This 1,776 sq ft, 3-bedroom, 3-bath home blends original 19th-century character with today’s comfort and efficiency. Wide-plank wood floors, a full-length columned front porch, and period architectural details create an inviting sense of history from the moment you arrive. Inside, the living room centers around a fireplace with a wood-burning stove, perfect for cozy Hudson Valley evenings. The home is equipped with a heat pump for efficient heating and cooling, plus solar panels and a Tesla Powerwall battery system, offering exceptional energy savings and peace of mind. A detached 2-car garage provides ample storage and workspace. The large front yard offers room to relax, garden, or entertain, all just minutes from the Village of Cold Spring, known for its charming shops, restaurants, and Metro-North station for an easy NYC commute. A rare opportunity to own a historic home with modern sustainability and unbeatable convenience.

26 Fishkill Road, Cold Spring
$599,000
3 Beds ⋅ 2 Baths ⋅ 1002388 MLS
Discover 515-517 East Mountain Road North—a turnkey ranch perched atop the mountain, where timeless charm meets contemporary living on over 2 acres. This exceptional home artfully blends old-world details with modern additions, creating a perfect harmony of character and comfort. The main house has been beautifully renovated and expanded, featuring a brand-new addition that transforms the living space. This sun-drenched expansion added a spacious sunroom/playroom and a pristine new full bathroom. Beautiful reclaimed wood flooring adds warmth and history throughout, while digital WiFi-enabled thermostats in every room allow you to manage comfort from anywhere. Inside, enjoy a stunning open-concept kitchen with granite countertops, a large island perfect for entertaining and everyday living, a convenient pot filler, high-end appliances, and a reverse osmosis filtration system under the sink for pure drinking water. The primary bedroom offers a private retreat with an en-suite bath featuring a walk-in shower. Peace of mind comes standard with a newly installed septic system for the main residence. Beyond the main house lies a separate 434 square foot cottage, sold as-is, that could potentially be rehabbed. Locate near multiple hiking trails and parks, this property offers a move-in ready mountain-top sanctuary with sophisticated modern upgrades and endless outdoor recreation at your doorstep.

517 E Mountain Road N Unit #515-517, Cold Spring
$8,950,000
6 Beds ⋅ 6 Baths ⋅ 972365 MLS
Set upon a private rise within the Hudson Highlands, Evarts Hill is a restored 1929 French Normandy style estate distinguished by its provenance, craftsmanship, and natural and formal landscapes. Encompassing 53.65 acres and bordered by conserved lands of the Hudson Highlands Land Trust, the property offers exceptional privacy and an unspoiled natural setting just 50 miles from New York City. The setting preserves the integrity of one of Garrison's last original country estates. The estate was held by a single family for generations before its recent renewal. The main residence, a stone-and-stucco chateau with a slate roof, draws inspiration from rural Normandy and the Loire Valley. Designed with restraint and classic proportions, it combines formal architecture with a sense of intimacy, and ease suited to its surroundings. A three-story rotunda anchors the interior and introduces a classic curved staircase that rises through the center of the home. The floor plan unfolds in a balanced sequence of rooms. Grand entertaining spaces are complemented by more intimate private rooms. Approximately 6,200 square feet, which includes six bedrooms/five baths, and one half bath. Original features—deep-set windows, sleeping porches, and period millwork—remain intact, supported by a full restoration completed in 2018. Modern systems include radiant heating, central climate control, fiber-optic connectivity, and discreet security integration. The estate comprises a series of interconnected structures and landscapes. A converted carriage house of approximately 4,000 square feet serves as a guest residence, offering five bedrooms/bathrooms, a garage, and an artist’s studio marked by a distinctive tower element. Outdoor areas include a gunite pool surrounded by stone terraces, established gardens, a parterred rose garden, and an open lawn. A separate Billiards Lodge with a large stone fireplace offers a private retreat. Evarts Hill represents a rare continuity of architecture, land, and history. It is an early-20th-century Hudson Highlands estate reimagined for modern living, set amid lasting beauty and privacy.

61 Evarts Hill Unit #41, Garrison
$574,999
4 Beds ⋅ 2 Baths ⋅ 991094 MLS
Tucked away in a serene setting, this inviting property offers a wonderful blend of comfort and outdoor enjoyment. The private backyard is perfect for relaxing or entertaining, complete with an in-ground pool that creates your own summer retreat. Inside, a wood-burning fireplace adds warmth and character, creating a cozy focal point for cooler seasons. A two-car garage provides convenience along with plenty of storage space. Recent updates include a new roof (2022), a new sliding door (2025), and a new electric panel (2026), offering added peace of mind. Whether hosting gatherings or enjoying a quiet evening, this home delivers a lifestyle that feels both peaceful and connected.

11 Hustis Road, Cold Spring
$1,325,000
6 Beds ⋅ 3 Baths ⋅ 988763 MLS
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, and convenient access to the Metro-North Railroad for an easy commute to New York City. Apartment Highlights First Floor: Tranquil and cozy layout featuring a spacious primary bedroom, inviting eat-in kitchen, and a front porch perfect for morning coffee or evening relaxation. Second Floor: Unique New Orleans-style outdoor veranda, a rare in Cold Spring, plus abundant natural light, spacious eat-in kitchen, and peaceful bedrooms. Third Floor: Perched high above the village, this airy apartment feels private and serene with sunny interiors and charming peek-a-boo views of the Hudson River. A distinctive multi-family property in one of the Hudson Valley’s most desirable river towns. Ideal for investors, owner-occupants, or those seeking a flexible live/work opportunity.

24 Rock Street, Cold Spring
$635,000
2 Beds ⋅ 2 Baths ⋅ 988773 MLS
Charming Historic Village Home in an unbeatable location and this home has OFF-STREET PARKING *** Accessed via Rock St. ***** Tucked into one of the most desirable settings in the Village of Cold Spring, this charming home offers comfort, privacy, and convenience just moments from the village’s shops, restaurants, trails, and commuter rail access. While maintaining much of the original character and details of this Cold Spring Foundry Worker home. Warm, cozy, and peaceful, the home blends original details with practical everyday living while also offering exciting potential opportunities for buyers seeking to expand, modernize, or further enhance the property over time. The spacious living room features abundant natural light and beautiful original wood floors. An original staircase adds timeless charm, while hardwood floors continue throughout key living spaces. The bright primary bedroom offers generous light and an oversized closet, creating a comfortable retreat. Upstairs, the bathroom includes a roomy linen cabinet for added storage. The thoughtfully designed eat-in kitchen is well laid out with ample cabinet storage and excellent functionality. A dedicated study/office alcove provides the perfect setup for working from home, reading, or creative pursuits. Outside, enjoy a secluded backyard ideal for relaxing or entertaining, along with convenient off-street parking. Additional features include forced hot water heat, oil fuel with above-ground tank, 200-amp electric service, and a full basement offering excellent storage space; and PARKING! Whether enjoyed as-is or thoughtfully renovated to suit your vision, this is a rare opportunity to own a distinctive village home with personality, flexibility, and an exceptional Cold Spring location. Note, this home is adjacent to, and could be combined with, 13 Kemble Ave (also on the market MLS: 1041977) providing the discriminating and creative buyer the opportunity to create a one-of-a-kind home & yard on this historic street.

11 Kemble Avenue, Cold Spring
$1,350,000
985085 MLS
Fully available and ready for sale. BOH approved for a 5-bedroom home. This unparalleled offering, absent from the market for over a century, presents a unique opportunity. Set on an exclusive flag lot comprising 11.7 wooded and private acres, surrounded by property under conservation easement and perched high above the Hudson River, this parcel offers breathtaking, expansive views extending north, south, and west, forming an awe-inspiring panorama. This pristine property overlooks the charming town of Cold Spring and the scenic Hudson River Valley, just 65 miles north of NYC. Elevate your residential experience with the prospect of constructing a home at an elevation exceeding 800 feet. Seize this once-in-a-lifetime opportunity to design a bespoke haven just moments from the heart of downtown Cold Spring.

474 Lane Gate Road, Cold Spring
$147,499
2 Beds ⋅ 1 Baths ⋅ 966877 MLS
A RARE FIND! 2015 mobile home in lovely coop community. Inside so light and bright with beautiful white cabinets. This is a wonderful home with lots of upgrades including upgraded appliances. Newer modern bathroom with large tile shower. Mini split system is 220V. Runs AC and heat. Also propane hot air furnace. Hot water on demand system. New wood look floors. Outside nicely landscaped with a covered deck. 2 Sheds, blacktop driveway and space for gardening. Low monthly lease includes taxes, garbage. Monthly fee $375 plus your taxes.. total about $550 a month. One homeowner must be 55 or over to live here. Sale includes one share of stock. Taxes, year built are approximate. Tax varies because of individual NYS programs etc. Buyer must be approved by association.

4 Treeline Circle Unit #4, Cold Spring
$690,000
2 Beds ⋅ 1 Baths ⋅ 967675 MLS
Welcome to a hidden gem in the Lake Valhalla private community. This 2 bedroom 1 bath log cabin style home has Soaring cathedral ceilings, skylights in livingroom and primary bedroom. Stone fireplace, gleaming hardwood floors, and wrap around porch make for the perfect cozy get away. Low HOA fees, large level, wooded lot. This is must see lake property that won't disappoint. Won't last long. Call for your private appointment.

167 Highland Road, Cold Spring
$1,300,000
4 Beds ⋅ 3 Baths ⋅ 962616 MLS
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 unique offering with exceptional potential — available as a package with all three parcels included in the sale.

111 Philipse Brook Road, Garrison

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