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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
$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
$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
$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
$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
$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.