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$1,499,000
3 Beds ⋅ 3 Baths ⋅ 1030795 MLS
This country pool house offers serious nature lovers the perfect watering hole in their own backyard. The 2001 construction is all about nature and water. The pool is the centerpiece to this home which sits comfortly back from the road allowing the mountain forest to provide even further privacy. 4 bedrooms and 3 full baths add to the luxury. This is a real country house in a beautiful setting with all the modern amenities and a gigantic pool.

541 E Mountain Road N, Cold Spring
$425,000
1 Beds ⋅ 1 Baths ⋅ 1030648 MLS
COMMERCIAL or RESIDENTIAL. Your choice -- zoned for both! 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. Or ideal for a centrally-located office: therapist, legal, architect, gallery, etc. 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.

2 Kemble Avenue, Cold Spring
$715,000
2 Beds ⋅ 2 Baths ⋅ 1027903 MLS
Welcome to Glassbury Court of Cold Spring! Stunning Highland model features one floor living in a pristinely kept 55+ adult community. Nestled in the gorgeous Hudson Valley just 50 miles from Manhattan, live in convenience at the midpoint between Cold Spring village and Fishkill village with exciting Beacon just minutes away. Have the easy access to restaurants and every amenity you can imagine, together with the gorgeous surrounding Hudson Highlands and natural landscape. This home features a stunning en suite setup with a second guest bedroom, a third room for an office or den, open kitchen and living concept with fireplace, radiant heat throughout the home as well as in the garage, and a community clubhouse featuring a heated outdoor swimming pool and tennis/pickleball courts. All new furnace installed this year. Top line builder upgrade finishes make this a unique home in this community.

1 Maggie May Way, 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, 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
$560,000
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
$295,000
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
$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
$620,000
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
$659,999
4 Beds ⋅ 3 Baths ⋅ 997105 MLS
Welcome to 21 East Mountain Road South in Cold Spring, NY — a beautifully maintained 4-bedroom, 2.5-bath ranch set on 1.1 flat private acres in the highly sought-after Haldane Central School District. This warm and inviting home offers effortless single-level living with original hardwood floors, skylights, central air, 3-zone heating, and a bright open-concept layout designed for everyday comfort. The spacious open basement provides endless possibilities for recreation, fitness, media, or additional living space, while the large attic offers abundant storage. Step outside to your private backyard oasis featuring an enclosed patio, expansive usable yard, and above-ground pool perfect for entertaining. A 2-car attached garage includes generator and trailer hookups. Conveniently located just minutes from the historic Village of Cold Spring, Metro-North, shopping, dining, hiking trails, and the scenic Hudson River, this property offers the perfect blend of privacy, charm, and commuter convenience.

21 E Mountain Road S, Cold Spring
$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
$459,000
4 Beds ⋅ 2 Baths ⋅ 988770 MLS
The Stone House. Historic character ready for reimagination. A rare opportunity to restore and personalize a distinctive stone home in the heart of the Village of Cold Spring. Known as “The Stone House,” this four-bedroom residence has been gutted and is ready for renovation—offering a true blank canvas for your vision, style, and craftsmanship. Rich with original character, the home retains many authentic period details including original wood floors, staircase, interior doors, vintage glass door handles, window frames, exposed brick, and hardwood flooring throughout much of the home. Vaulted bedroom ceilings add charm and architectural interest, creating bright and inviting upper-level spaces. The property is heated by oil, there is an above-ground tank in place. With the interior opened; the possibilities are endless. This property is a blank canvas waiting for your inspiration. You have the opportunity to design a modern layout while preserving the timeless appeal of this historic home. Outside, enjoy a large backyard with space to garden, entertain, or relax around the existing fire pit. Private, off-street parking. Located on a side street near Cold Spring’s beloved shops, restaurants, hiking trails, and convenient access to the Metro-North Railroad for service to New York City, this is an exceptional chance to create something special in one of the Hudson Valley’s most sought-after villages. Bring your imagination, your contractor, and your good taste—The Stone House is ready for its next chapter.

26 Rock Street, Cold Spring
$635,000
2 Beds ⋅ 2 Baths ⋅ 988773 MLS
Charming Historic Village Home in an unbeatable location. 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. 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.

11 Kemble Avenue, Cold Spring
$3,249,000
15 Beds ⋅ 8 Baths ⋅ 990116 MLS
A Unique Village Compound / Investment Opportunity – An amazing possibility in the Heart of Cold Spring. An exceptional and rarely available offering: four adjacent properties creating a unique compound, investment portfolio, or redevelopment opportunity. Located on tranquil village streets just steps from shops, restaurants, hiking trails, and the commuter rail, this in-town cluster offers flexibility, scale, and long-term potential in one of the Hudson Valley’s most desirable communities. Properties included: • 3-unit residential rental building • The Stone House (4-bedroom renovation opportunity) • Charming single-family home with fireplace and porch • Kemble Avenue – Historic village home Together, these properties offer a rare combination of income-producing assets, renovation potential, owner-occupant housing options, and abundant parking—all within walking distance of everything Cold Spring has to offer. 24 Rock Street – Multi-residential Income Property A three-unit residential apartment building. Each unit offering two bedrooms, a large eat-in kitchen, living room, and in-unit washer/dryer. All units are separately metered with electric heat and hot water. The property includes attic and basement storage. The units are currently furnished offering flexible rental income streams with solid upside potential. 26 Rock Street – The Stone House (Renovation Opportunity) A four-bedroom stone home; gutted and ready for full renovation. Rich in original details and character including hardwood floors, staircase, doors, window frames, and exposed brick. Vaulted ceilings and a large backyard with fire pit complete this rare blank canvas. 28 Rock Street – Cozy Village Home with Fireplace A charming residence featuring an eat-in kitchen, dining room, working fireplace, and inviting porch. Includes original hardwood floors in the master bedroom, cedar-lined closet, full bath, and convenient village living. 11 Kemble Avenue – Charming Home with Expansion Potential A warm and historic home featuring original wood floors, spacious living room, eat-in kitchen, study alcove, and secluded backyard. The property also offers full basement storage, 200-amp service, and renovation / expansion potential. Compound Highlights • Four contiguous village properties • Strong income-producing components • Multiple renovation and value-add opportunities • Ideal for multi-generational living or investment strategy • Walkable to Metro-North, shops, dining, and Hudson River waterfront • Strong long-term rental and appreciation potential in Cold Spring • Abundant off-street parking This is a truly rare chance to assemble a village-scale compound in a tightly held market. Whether envisioned as an estate, live-and-invest setup, or long-term redevelopment play, this portfolio offers unmatched flexibility in a premier Hudson Valley location.

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
$63,900
1 Beds ⋅ 1 Baths ⋅ 966557 MLS
A Rare find. Lots redone including kitchen, walk in shower, furnace., and some of the windows. Parking is in front of your door. Shed stays. Washer and dryer stay. Nice large covered patio area. Great over 55 park. Low monthly fee. Become a shareholder in this park!! Have a share and a voice. Sale includes one share in this coop senior mobile home park. Close to shopping, train, medical facilities, sports club. Low monthly fee, taxes are additional but are included in your monthly payment, $375 plus your tax, about $500 total. Tax is adjusted thru NYS programs. Additional fee is approximate Pretty parklike property with room to sit outside and do some plantings. Square ft, year built and taxes are approximate. Owner is responsible for cutting the grass around the home and shoveling their walkway if it snows.

10 Treeline Circle Unit #10, 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
$75,000
2 Beds ⋅ 1 Baths ⋅ 928789 MLS
Welcome to The Cold Spring Mobile Home Park in the charming village of Cold Spring, New York. Nestled in a peaceful setting, this home offers comfortable, easy living with a functional layout and abundant natural light. The interior features a welcoming living room with a fireplace, dining area, kitchen, 2 bedrooms & a bath. There is also a deck, shed and 2 parking spaces. Enjoy the tranquility of the surrounding area while being just minutes from local shops, dining, Metro-North, and the Hudson River. Ideal as a primary residence or weekend retreat, this property offers an affordable opportunity to enjoy all that Cold Spring has to offer. Land rent of $620/month covers water, sewer, garbage, plowing & real estate taxes. This sale is subject to court approval (not a short sale). Property to be sold in "as is" condition. Please verify all info.

3485 US 9, Cold Spring
$625,000
6 Beds ⋅ 3 Baths ⋅ 941328 MLS
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 unique property captures the essence of Hudson Valley living.

11 Cross Creek Road, Cold Spring
$925,000
907196 MLS
Cold Spring Opportunity, wonderful income producing commercial property. Fully rented with long standing tenants. Four store fronts, all with independent heating and air, an attached 20X24 oversized garage, not included in square footage, sits adjacent to a small private garden area perfect for employee picnics. Ample ten off street parking spots. A second building, 292 Main with two floors, First floor offers Seven offices with shared common areas, conference room, kitchen, two baths, one ambulatory. Second floor offers three office suites and shared bath and kitchenette. Wonderfully maintained, loads of sunlight. Additional Information: HeatingFuel:Oil Above Ground,ParkingFeatures:2 Car Detached,

290 292 Main Street, Cold Spring

Listings courtesy of OneKey® MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of . All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.