Putnam County 6+ Bedroom Properties for Sale

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Newest Putnam County 6+ Bedrooms Properties for Sale

$899,000

7 Beds ⋅ 4 Baths ⋅ 1026881 MLS

WELCOME to 58 Belden Road and a very quiet retreat featuring 2 updated homes (4BR and 3BR) on one large parcel. Private country getaway with endless possibilities - and close to shopping, restaurants and more. Discover a rare opportunity to own a unique and versatile property offering privacy, space and lifestyle all in one. A long driveway introduces this wonderful hideaway. Set well a good distance from the road, this peaceful and secluded property features two distinct homes, making it ideal for extended family living, rental income, guest accommodations or even a private home office setup. Surrounded by natural beauty, the property includes a charming garden area, a shed for storage or workshop use and space for animals (chicken coup) making it perfect for those seeking a more rural and self-sufficient lifestyle. With horse property potential, there is ample room to create your own small farm. The grounds feature lots of shade for summer comfort. There's a naturally fed in-ground spring pool with lots of potential if rehabilitated and could be perfect for outdoor entertaining and summer enjoyment. Quite possibly one of the most beautiful parcels and outdoor settings at any price. Whether you're looking for multi-generational living, investment potential or simply a private escape with room to grow, this special property offers a rare combination of flexibility, privacy and country charm. Both homes offer you a warm and comfortable feeling. A truly unique offering with endless possibilities—come explore the potential for yourself. Bonus? There's a built-in generator, an upgraded 200-amp electric panel, a brand new heating system and town water and sewer. Second home rental will cover your taxes!!

58 Belden Road, Carmel

$4,295,000

9 Beds ⋅ 7 Baths ⋅ 981686 MLS

OldWalls is one of the area’s finest historic properties, originally envisioned by the legendary American sculptor Chester Beach and his artist wife Eleanor. Completed in 1918, the estate was constructed of massive hand-laid native stone with walls over two feet thick, crowned by a slate roof — a testament to old-world craftsmanship rarely seen today. The compound includes nine bedrooms across multiple stone buildings, designed in the Arts & Crafts style and enriched with Beach’s original artistry: hand-hewn chestnut beams, whimsical friezes, artisan plaster walls, stained glass, antique doors, and built-in sculptures created by Chester Beach himself. Highlights include a soaring Great Room with fireplace, a spacious Living Room with 112 hand-painted ceiling tiles, and a chef’s kitchen. Stone terraces open to breathtaking western vistas and sunsets. The grounds are a living landscape of English gardens, wisteria-draped arbors, fruit trees, roses, specimen plantings, and a majestic European beech. A potential pool site and grass tennis court (restorable or repurposable) expand the lifestyle options. Additional structures include the original Stone Artist Studio (c.1914), now a guest cottage; “The Camp,” a 1940s renovated cottage with Great Room, kitchen, two bedrooms, and loft; and a five-stall equestrian barn with heated tack room, laundry, hayloft, and groom’s quarters, complemented by fenced pastures, paddocks, and a riding arena. Set on ten+ acres across two parcels, OldWalls is a rare historic estate — a blend of history, artistry, and enduring elegance.

283-289 Starr Ridge Road Unit #283-289 and 299, Brewster

$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

$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

$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

$1,100,000

10 Beds ⋅ 6 Baths ⋅ 958315 MLS

Set on five private, wooded acres in one of Putnam County’s most desirable locations, this exceptional 21-room estate offers rare privacy, scale, and architectural significance. Originally built in 1928 and featured in House Beautiful, the home was designed by Ilonka Karasz, renowned artist and co-founder of MoMA. After serving as a wellness retreat, the property has been thoughtfully restored to a stunning single-family residence. A grand foyer opens to a dramatic vaulted living area anchored by a striking fireplace and sliding doors to a garden terrace. The dining area flows seamlessly into a sunlit wet bar and a newly renovated, lofted chef’s kitchen with high-end stainless steel appliances, oversized windows, and a statement granite island. A winding hallway leads to ten renovated bedrooms, five with en-suite baths. A lofted library with a fireplace connects the bedroom wings, while an additional living room or study opens through Andersen doors to a private rear terrace. A winding staircase leads to a beautifully renovated studio with panoramic views and its own terrace. Additional spaces include a billiards and poker room, fitness center, wine cellar, and attached two-car garage. Outdoor amenities feature a 35-foot swimming pool, a tranquil pond, and a covered carport creating a true estate setting with exceptional versatility. With its scale, layout, and prior use, the property offers outstanding flexibility for a variety of lifestyle or income-producing opportunities, including a boutique bed-and-breakfast, luxury short-term rental, wellness or retreat center, private event venue, or multigenerational compound, subject to approvals.

584 Milltown Road, Brewster

$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

$1,399,000

6 Beds ⋅ 7 Baths ⋅ 916431 MLS

Set on 36 acres along one of the area's most beautiful roads, 898 Gipsy Trail Road feels like a private country retreat overlooking Bird Pond. This estate was built as a place for gathering, with six bedrooms, six bathrooms, and a layout designed to welcome family and friends with ease. The foyer sits at the heart of the home, connecting the spaces that define the main level. To one side, the primary suite offers its own fireplace and a quiet retreat. Nearby, an additional bedroom provides flexibility for guests. The main living room opens to the back deck and frames sweeping lawn and lake views, while the dining room and chef’s kitchen create a natural hub for entertaining. A second living room and a sunroom with a dramatic stone fireplace add yet more options for relaxation in every season. Upstairs, four bedrooms are balanced by a bright family room at the center, ideal for gathering or play. The walk-out lower level extends the living space with a bonus room, two oversized playrooms, a sauna, and a full bath. Outdoors, the property stretches in every direction. Rolling lawns slope down toward the pond, while an expansive pool with pool house anchors the summer setting. More than a house, this is a true compound, an escape that can host generations, while being just minutes to the Trail Club & highways to be in the city in 1 hour. Taxes being grieved.

898 Gipsy Trail Road, Carmel

$4,995,000

8 Beds ⋅ 7 Baths ⋅ 871871 MLS

Gothic Revival Country House. Welcome to the Hurst-Pierrepont Estate. This Gothic beauty, situated in the picturesque Hudson Valley is truly a one of a kind offering. The house completed in 1867, designed by Alexander Jackson Davis for Edwards Pierrepont as a country home, sits on almost 20 verdant acres with pool, patio, pond, perennial gardens and specimen trees. Preserving the home's rich history inside, the period features continue throughout. Beginning with the dramatic entrance showcasing the grand, keyhole staircase, the generous public spaces with many fine trim details, paned windows , archways and niches abound. A layout that offers great flow for entertaining as well as many nooks in which to retreat to relax. A slice of country life without being too remote. This hidden sanctuary in the center of Garrison awaits its next owner to enjoy all the history and beauty it has to offer. Privacy without sacrificing convenience. A perfect retreat.

1070 Route 9D, Garrison

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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.