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Explore Similar Homes Within 25 Miles of 01259, MA

  • /86

    $2,500,000

    • 4 Beds
    • 4.5 Baths
    • 5,760 Sq Ft

    189 Sutherland Rd, Valatie, NY 12184

    Elegantly poised on 56.47 acres in Chatham, NY, paved driveway leads to a private oasis surrounded by lush, mature flower gardens, fruit and flowering trees, open fields, and a vast organic vegetable garden.This exceptional estate embodies the very essence of luxury living, thoughtfully designed for those who cherish nature. Expansive windows throughout the home frame stunning views at every

    Vera Cohen Vera Cohen Realty, LLC

    189 Sutherland Rd, Valatie, NY 12184
  • /154

    $2,500,000

    • 4 Beds
    • 4.5 Baths
    • 5,760 Sq Ft

    189 Sutherland Rd, Chatham, NY 12132

    Elegantly poised on 56.47-acres, this exceptional estate encapsulates the very essence of luxury living. A pristine pond, versatile outbuildings, organic garden & panoramic mountain views create a magnificent backdrop of natural splendor. The interior unfolds as a symphony of lavish indulgence, boasting the finest appliances, a sauna, 2 executive offices, a wet bar, outdoor kitchen. A sprawling

    Vera Cohen Vera Cohen Realty, LLC

    189 Sutherland Rd, Chatham, NY 12132
  • /44

    $1,295,000

    • 4 Beds
    • 3 Baths
    • 3,282 Sq Ft

    9960 New York 22, Hillsdale, NY 12529

    Step into a world of timeless charm and understated luxury with this impeccably restored 18th-century farmhouse, nestled on over 6 acres of landscaped lawns, flowering gardens, and river frontage along the trout-rich Roe-Jan Kill. The residence exudes warmth and authenticity, offering luminous interiors and inviting outdoor living spaces ideal for entertaining or quiet retreat.The grand

    Pamela King-Belfor Four Seasons Sotheby's Int.

    9960 New York 22, Hillsdale, NY 12529
  • /78

    $1,500,000

    • 4 Beds
    • 4.5 Baths
    • 2,658 Sq Ft

    788 White Mills Rd, Valatie, NY 12184

    Step back in time without sacrificing modern amenities in this fully renovated 1850's farmhouse, nestled on an expansive 163+ acre estate set within serene woods. This exceptional property offers a rare combination of historic charm and contemporary convenience, featuring 4 bedrooms and 4.5 modern baths - each designed during a down to the studs renovation completed within the last 10 years. The

    Faith Adamec RE MAX CAPITAL

    788 White Mills Rd, Valatie, NY 12184
  • /25

    $1,575,000

    • 4 Beds
    • 4.5 Baths
    • 3,024 Sq Ft

    83 Schmeichel Rd, Hillsdale, NY 12529

    A Home of Distinction -- there are two distinct sections of this 4+ BR, 4.5 BA, 2 office spaces, 3,666 sf home that is sited on 18.5 private acres. Wood-burning fireplace, 2 gas wood stoves. Pond with gazebo. The main section has 3 BR's, living room, family room, eat-in kitchen, access to the deck with Catamount views and an attached 2-car garage. The addition has a welcoming entrance, 1 BR.

    Lindsay Lebrecht Copake Lake Realty Corp.

    83 Schmeichel Rd, Hillsdale, NY 12529
  • /103

    $2,295,000

    • 5 Beds
    • 4.5 Baths
    • 4,484 Sq Ft

    1114 County Route 3, Ancram, NY 12502

    Welcome to Iris Valley Estatea€''a palatial, contemporary estate set on 24 acres with sweeping views of the Berkshire Mountains, thoughtfully designed for year-round living, gathering, and creative pursuits. At its center is a spacious three-level main house featuring an open-concept kitchen, breezeway-connected bedroom wings, a heated gunite pool, and outdoor entertaining areas. A modern guest

    Anthony D'Argenzio Houlihan Lawrence

    1114 County Route 3, Ancram, NY 12502
  • /66

    $1,475,000

    • 4 Beds
    • 4 Baths
    • 2,904 Sq Ft

    1 E Court St, Hudson, NY 12534

    Welcome to Winslowe Townhouse, a stately 1842 brick beauty overlooking one of Hudson's most picturesque parks. Set on a coveted corner beside the courthouse and two landmark churches, this turn-key home offers four thoughtfully updated, light-filled stories with original details like crown molding, exposed brick, and wood floors. A chef's kitchen features AGA appliances and custom cabinetry, with

    Anthony D'Argenzio Houlihan Lawrence

    1 E Court St, Hudson, NY 12534
  • /43

    $1,345,000

    • 5 Beds
    • 7 Baths
    • 6,318 Sq Ft

    88 Hunns Lake Rd, Stanfordville, NY 12581

    This is Bullis Hall, the circa 1800’s Greek Revival landmark in the picturesque and historic hamlet of Bangall in Stanford, NY. The Hudson Valley, Dutchess County property is situated with excellent street frontage on Hunns Lake Road just off Route 82. With over 6,000 square feet, the building is ready for its next steward; a blank canvas for future use. Bangall is one of many hamlets in the

    Steve Bruman Corcoran Country Living

    88 Hunns Lake Rd, Stanfordville, NY 12581
  • /26

    $2,250,000

    • 4 Beds
    • 4.5 Baths
    • 3,817 Sq Ft

    139 Charlie Hill Rd, Millerton, NY 12546

    Dramatic Post and Beam Barn-Style Home with Observation Tower, Pond & Sweeping Catskill Views. Perched on a hilltop in a secluded Millerton setting, this one-of-a-kind home offers over 3,800 square feet of thoughtfully designed living space with panoramic Catskill Mountain views from every room. The main level features a soaring double-height living room with a double-sided fireplace shared with

    OLIVER BROWN Houlihan Lawrence Inc.

    139 Charlie Hill Rd, Millerton, NY 12546
  • /50

    $3,675,000

    • 4 Beds
    • 7 Baths
    • 6,412 Sq Ft

    165 Drake Rd, Pleasant Valley, NY 12569

    Welcome to Timberstock Farm, a stunning property in the heart of Dutchess County horse country. This Adirondack-style estate offers a harmonious blend of rustic elegance and modern luxury, set on 33.26-acre lot with a pristine 9-acre pond that flows over a waterfall at one end. . The bespoke stone and wood home boasts 6,412 square feet of living space sited at the highest elevation point on the

    E. ELIZABETH PETERS Corcoran Country Living

    165 Drake Rd, Pleasant Valley, NY 12569
  • /31

    $1,150,000

    • 4 Beds
    • 2.5 Baths
    • 2,400 Sq Ft

    352 Columbia St, Hudson, NY 12534

    Introducing The Madame - a stunning 2019 modern rebuild with a storied past rooted in Hudson's historic Red Light District. Originally constructed in 1920 for the notorious madame Mae Gordon, this iconic residence has been masterfully reimagined by Conklin Architecture and built with precision by Furnari Construction into a luxurious four-story home. Just steps from vibrant Warren Street, every

    Emily Iason Four Seasons Sotheby's Int.

    352 Columbia St, Hudson, NY 12534
  • /99

    $1,590,000

    • 7 Beds
    • 5.5 Baths
    • 7,316 Sq Ft

    126 Shaker Ridge Dr, Canaan, NY 12029

    Berkshire/New York Contemporary Estate CHECK OUT VIRTUAL TOURS # 1, & #2. 6005 sf Main Home (3100 + 1516 + storage) + 2700sf Guest Residence on 20 private acres (3 lots) in Shaker Ridge. Soaring spaces and beautiful stone fireplaces, master suite w. fireplace, plus junior suite and third BR or studio with sink. Large kitchen with informal dining area & lounge with fireplace, plus, great room with

    David Birch Barns & Farms Realty

    126 Shaker Ridge Dr, Canaan, NY 12029
  • /30

    $535,000

    • 3 Beds
    • 2 Baths
    • 1,506 Sq Ft

    104 Eberle Rd, Valatie, NY 12184

    Are you dreaming of the perfect lakeside home? Look no further! This charming lakeside home has been carefully rebuilt and maintained by its current owners. Inside you will find three levels of functional living space. The main floor has a primary bedroom, a living room with woodstove, dining area, a bright kitchen with vaulted ceilings and a convenient bathroom with laundry facilities. A nice

    Jack Van Buren Berkshire Hathaway HomeServices Blake, REALTORS

    104 Eberle Rd, Valatie, NY 12184
  • /22

    $480,000

    • 3 Beds
    • 2 Baths
    • 1,930 Sq Ft

    2 Locust St, Chatham, NY 12037

    Village Charm Meets Modern Luxury: Historic Chatham Home for SaleAn impeccably remodeled 3-bedroom, 2-bath home, originally built in 1863 is available now. Nestled on a semi-private lot in the heart of Chatham Village, this property offers an unparalleled blend of classic charm and contemporary living, all within walking distance of the area's vibrant amenities.Every system in the home

    Rachel Haley Houlihan Lawrence Inc.

    2 Locust St, Chatham, NY 12037
  • /46

    $975,000

    • 5 Beds
    • 3.5 Baths
    • 2,622 Sq Ft

    823 Warren St, Hudson, NY 12534

    Exceptional opportunity to own a fully vacant, three-unit multi-family property in the heart of Hudson's vibrant Warren Street. This charming building offers a unique blend of investment potential and personal use, with a proven track record as a successful short-term rental and owner use property. Featuring three distinct units, this property is ideal for investors, or live in owners. Prime

    Austin Urban Copake Lake Realty Corp.

    823 Warren St, Hudson, NY 12534
  • /40

    $749,000

    • 4 Beds
    • 2 Baths
    • 2,016 Sq Ft

    23 Briarpatch Ln, Clinton Corners, NY 12514

    Down a long private drive, tucked into the trees and lying perfectly on your five acre retreat is the Briarpatch home. Original builders, this cape cod is a dream. Welcoming you home is a covered front porch, perfect for sitting on your porch swing and listening to the birds while you sip your coffee in the sweet Hudson valley air. Your living room greets you when you walk in with wood stove and

    Chelsea Pollard-Seiler Mondello Upstate Properties

    23 Briarpatch Ln, Clinton Corners, NY 12514
  • /38

    $304,900

    • 2 Beds
    • 2.5 Baths
    • 1,846 Sq Ft

    3849 State Route 203, Valatie, NY 12184

    A fantastic opportunity awaits at this beautifully maintained contemporary split-level home that offers a perfect blend of comfort and convenience. The light-filled interior showcases an open floor plan that seamlessly connects the living, dining, and kitchen spaces. The cozy family room with expansive windows captures stunning sunset and distant lake views. The lower level sleeping quarters with

    Peter Forget Berkshire Hathaway HomeService

    3849 State Route 203, Valatie, NY 12184
  • /29

    $775,000

    • 4 Beds
    • 2.5 Baths
    • 2,930 Sq Ft

    210 N Mountain Rd, Copake Falls, NY 12517

    A cozy Copake Falls location. Across from this residence is a Tree Farm. To the rear are 100's of acres within the Taconic State Park where you'll find Bash Bish Falls and the Ore Pit (for swimming). This property goes ~150 feet into the forest and there is a seasonal creek. A 5 minute hike to one of the Appalachian Trails. The Harlem Valley Rail Trail for bicycling is a short distance down

    Lindsay Lebrecht Copake Lake Realty Corp.

    210 N Mountain Rd, Copake Falls, NY 12517
  • /39

    $154,900

    • 8 Beds
    • 5 Baths
    • 3,324 Sq Ft

    233 1st St, Pittsfield, MA 01201

    MAKE YOUR HIGHEST & BEST! Ready to rehab! This legal 5 family home spans over 3,000 sqft. First floor offers 2 one-bedroom units on left and right side of the building as well as a small efficiency unit with plumbing ready for kitchen and existing full bath. Second floor offers two 3-bedroom units including the 3rd bedroom on third floor plus storage space. hardwood floors ready to be restored.

    Xavier Cruz Fathom Realty

    233 1st St, Pittsfield, MA 01201
  • /54

    $14,500,000

    • 4 Beds
    • 5.5 Baths
    • 4,888 Sq Ft

    199 Eichybush Rd, Kinderhook, NY 12106

    DEEP ACRES - The embodiment of timeless elegance and refined country living in an unparalleled setting. Nestled in the rolling farmland of Columbia County, in New York's Hudson Valley, Deep Acres is a singular estate blending the grace of an English country manor with the tranquility of pastoral landscapes. Spanning 293-acres across six meticulously maintained parcels, the property

    Michael Stasi Corcoran Country Living

    199 Eichybush Rd, Kinderhook, NY 12106
  • /26

    $340,000

    • 5 Beds
    • 2.5 Baths
    • 1,469 Sq Ft

    74 Point Grove Rd, Southwick, MA 01077

    Great location and great opportunity for this two-family home in Southwick! Currently being used as a single family, this well cared for home boasts 5 bedrooms, 2 kitchens, 2 living rooms, 2.5 bathrooms, and storage space. Walking distance to the Congamond Lakes and North Pond, the Marina, and the golf course! Updates include the roof, furnace and oil tank all 5 years old (APO). Listed in public

    Regina Hudson Homes Logic Real Estate, LLC

    74 Point Grove Rd, Southwick, MA 01077
  • /31

    $1,025,000

    • 4 Beds
    • 2.5 Baths
    • 2,189 Sq Ft

    308 Shaker Ridge Dr, Canaan, NY 12029

    Discover your own private sanctuary! Nestled in the woods, enjoy breathtaking Queechy Lake views from every level. Relax or entertain on spacious decks. Perfect retreat or full-time living with lake rights. The open floorplan floods the main living area with light and views. 3 bedrooms, a full bath on the bottom floor, the main bedroom ensuite on the top floor with an office or reading room. No

    Sharon McArdle Berkshire Hathaway Home Services Blake

    308 Shaker Ridge Dr, Canaan, NY 12029
  • /39

    $695,000

    • 3 Beds
    • 3 Baths
    • 2,540 Sq Ft

    106 Davis Rd, Salt Point, NY 12578

    Stunning and complete renovation in the heart of Salt Point, minutes to Taconic. Like new construction without the wait in this Old Style Barn brought to modern day Farmhouse. A covered rocking chair blue stone front porch walks you into the home featuring rustic wood flooring throughout, first floor bedroom, office, full bath with custom tile surround shower, recessed lighting, custom kitchen

    Justin LaFalce KW MidHudson

    106 Davis Rd, Salt Point, NY 12578
  • /70

    $650,000

    • 4 Beds
    • 5 Baths
    • 3,513 Sq Ft

    3121 High St, Valatie, NY 12184

    Step into timeless elegance with this charming 1870's home nestled in the Village of Valatie, Town of Kinderhook. Ideal for a full time residence, a weekend getaway or a turnkey Airbnb. Inside you'll find a rare piece of history offing you character, charm and tranquility. 4 bedrooms, 3 living rooms, 5 full baths, pine paneled study/office, Large kitchen with breakfast nook as well as 2

    Paul Fontane Coldwell Banker Prime Properties

    3121 High St, Valatie, NY 12184
  • /30

    $925,000

    • 4 Beds
    • 4.5 Baths
    • 3,000 Sq Ft

    1388 Route 83, Pine Plains, NY 12567

    This c. 1880 three-story farmhouse seamlessly blends historic charm with modern luxury, meticulously cared for and thoughtfully curated to offer both timeless elegance and contemporary comfort.Step inside and be greeted by the inviting, light-filled living room. This spacious area exudes classic sophistication, centered around a warming wood-burning fireplace and boasting large windows that

    Jill Rose Houlihan Lawrence, Inc.

    1388 Route 83, Pine Plains, NY 12567
  • /82

    $3,995,000

    • 4 Beds
    • 5 Baths
    • 6,442 Sq Ft

    350 Tory Hill Farm Rd, Hillsdale, NY 12529

    Peace and seclusion on a private road.Pass through a stone gate and travel a long, winding driveway to reach this exceptional property, quietly nestled into the mountainside. The setting is serene, with only the sounds of birds and the breeze in the air. From its elevated position, the home offers uninterrupted, layered views of the Berkshire mountains stretching far beyond to distant

    John Barbato Compass, Hillsdale

    350 Tory Hill Farm Rd, Hillsdale, NY 12529
  • /50

    $5,500,000

    • 4 Beds
    • 5.5 Baths
    • 6,244 Sq Ft

    3585 Route 82, Millbrook, NY 12545

    Welcome to Sunset Ridge Farm. A discreet tree-lined drive with expansive views of two aerated ponds and rolling hills leads to this breathtaking modern farmhouse estate. Set on 10 exquisitely manicured acres with mountain vistas, a heated in-ground pool, spa, and gardens reminiscent of the English countryside, 3585 Route 82 is a truly rare offering — a perfect full-time residence or refined

    JORDAN VACCARO Serhant LLC

    3585 Route 82, Millbrook, NY 12545
  • /41

    $350,000

    • 6 Beds
    • 3 Baths
    • 3,366 Sq Ft

    151 Onota St, Pittsfield, MA 01201

    First Bulk showings/open house 6/13/25 11-12:30! Welcome to this fully rented professionally managed 3-family investment opportunity at 151 Onota St in Pittsfield! Each spacious unit features 2 bedrooms and 1 bathroom, offering excellent rental income potential. The second and third floors are occupied by long-term tenants, while the first floor welcomed new tenants as of June 1st. Don’t miss

    Michael Johnson Lock and Key Realty Inc.

    151 Onota St, Pittsfield, MA 01201
  • /36

    $232,900

    • 3 Beds
    • 1.5 Baths
    • 1,536 Sq Ft

    57 Main St, Philmont, NY 12565

    Charming Reverse Salt Box Colonial - A Timeless Treasure!Step into history with this unique Reverse Salt Box Colonial, gracefully built in 1883 and brimming with character. Nestled nearby to the serene Agawamuck Creek, this enchanting home offers a rare blend of classic architecture and modern comfort, perfect for those seeking a tranquil getaway or a vibrant community lifestyle.As you

    Barbara Robinson Red Apple Realty

    57 Main St, Philmont, NY 12565
  • /32

    $1,300,000

    • 3 Beds
    • 2.5 Baths
    • 2,160 Sq Ft

    362 Warren St, Hudson, NY 12534

    Discover the perfect blend of classic architecture and modern flexibility at 362 Warren Street—a beautifully restored 1900 brick townhouse in one of Hudson's most sought-after locations. With income-producing rentals already in place and strong potential for single-family conversion, this property is an ideal investment for today and a grand vision for tomorrow.Flexible Mixed-Use Layout:The first

    Carl Trantanella Anderson Agency

    362 Warren St, Hudson, NY 12534
  • /42

    $268,000

    • 6 Beds
    • 3 Baths
    • 3,456 Sq Ft

    9 Russell Rd, Huntington, MA 01050

    Back on Market! Buyer Unable to Perform. This versatile property, currently zoned for commercial use, offers excellent potential for conversion into a 3-family residence with the right vision. Key features include 3 heating systems (FWA propane) and 2 electric meters (for the 1st and 2nd floors). Each prospective unit offers two means of egress for safety and convenience. The rear area boasts a

    Aimee Kelly eXp Realty

    9 Russell Rd, Huntington, MA 01050
  • /65

    $4,580,000

    • 5 Beds
    • 3.5 Baths
    • 5,440 Sq Ft

    315 Weed Mine Rd Unit 2B, Copake, NY 12516

    Exceptional Hudson Valley Estate where peaceful modern living meets mountain majesty. This architecturally refined 5-bedroom, 5,540 sf home sits on 19 acres of total privacy, nestled within NY State conserved land of the Taconic mountains to the east, and panoramic views of the Catskills to the west. Outside, the home commands unparalleled distant views of the valley and mountains beyond,

    John Barbato Compass, Hillsdale

    315 Weed Mine Rd Unit 2B, Copake, NY 12516
  • /15

    $549,000

    • 2 Beds
    • 4 Baths
    • 1,420 Sq Ft

    5 Van Winkle Rd, Hudson, NY 12534

    To call these views ''jaw-dropping'' might still be underselling it. From its elevated perch just minutes from Warren Street, this low-maintenance townhouse offers panoramic vistas of the Hudson River and the northern Catskill range, including a direct line of sight to Black Dome Mountain the moment you step into the foyer. Crucially, the viewshed is protected by topography, HOA-owned land, and

    Wyatt Dusenbury Corcoran Country Living

    5 Van Winkle Rd, Hudson, NY 12534
  • /39

    $1,575,000

    • 3 Beds
    • 2.5 Baths
    • 5,084 Sq Ft

    508 Warren St, Hudson, NY 12534

    One of Hudson's most unique, important Warren Street multi-use buildings, strategically located in the prime 500 Warren Street block. Complete gut renovation 2022. First floor, operating retail space and an office currently rented. Second and third floors are renovated apartments. P-stone patio/parking area in back off Prison Alley. turn-key. Take title, earn money!

    Pamela King-Belfor Four Seasons Sotheby's Int.

    508 Warren St, Hudson, NY 12534
  • /18

    $339,900

    • 5 Beds
    • 3 Baths
    • 1,860 Sq Ft

    13 William St, Westfield, MA 01085

    Excellent investment opportunity for shrewd investor! Difficult to find 3-family in good condition priced below all other 3-families sales. All utilities are separate; tenants pay their own heat, hot water, gas & electric. New kitchen in one apartment and newer laminate flooring in most rooms in addition to hardwood flooring, double-pane replacement windows throughout, full basement for

    Robin Sheldon Robin R Sheldon R. E.

    13 William St, Westfield, MA 01085
  • /14

    $715,000

    • 6 Beds
    • 6 Baths
    • 3,193 Sq Ft

    235 Columbia St, Hudson, NY 12534

    **Prime Investment & Development Opportunity - Hudson, NY**Attention investors, builders, and developers! Don't miss this rare chance to own a value-packed *two-lot package* in one of Hudson's fastest-growing neighborhoods. 233 & 235 Columbia Street includes a fully rented 4-unit multifamily building **plus** an adjacent **vacant buildable lot**—one of the few remaining in Hudson (buyer

    Elizabeth Hendler Berkshire Hathaway HomeService

    235 Columbia St, Hudson, NY 12534
  • /24

    $560,000

    • 4 Beds
    • 2 Baths
    • 1,973 Sq Ft

    7 Mckinstry Place, Hudson, NY 12534

    McKINSTRY HILL If Brooklyn and Kingston had a child, it would be McKinstry Hill, and it would live in Hudson. Situated near the highest point of the City of Hudson, with a seasonal view of the Catskill Mountains, this semi-detached house is within walking distance of Warren Street, with its numerous independent shops, restaurants and galleries. Built during a period of solid craftsmanship,

    Owen Davidson Brown Harris Stevens HV LLC

    7 Mckinstry Place, Hudson, NY 12534
  • /25

    $395,000

    • 4 Beds
    • 4 Baths
    • 1,983 Sq Ft

    442 - 444 Prospect St, Hudson, NY 12534

    Bring your contractor and restore the gorgeous original details and stately proportions to their original glory. Located high on a hill overlooking Hudson and the Catskill Mountains. An oversized enclosed front porch leads to a large entry foyer with flanking double parlors. Wrapped with oversize windows (w/ original storm windows), the house enjoys beautiful light at all hours of the day and a

    Victor Mendolia The Kinderhook Group, Inc.

    442 - 444 Prospect St, Hudson, NY 12534
  • /62

    $8,850,000

    • 4 Beds
    • 4.5 Baths
    • 6,438 Sq Ft

    890 Bald Mountain Rd, Austerlitz, NY 12017

    Welcome to The Bald Mountain Estate, the premier family compound in the Upper Hudson Valley. What sets this property apart as one of the most invaluable parcels in the area, is the land- unique, secluded, and beautifully rugged. Inside a gated area of large acreage estates, this 4 building architectural masterpiece property sits on 85 private acres, with multiple trails and an additional building

    Rachel Haley Houlihan Lawrence Inc.

    890 Bald Mountain Rd, Austerlitz, NY 12017
  • /44

    $485,000

    • 2 Beds
    • 1 Bath
    • 1,124 Sq Ft

    390 County Route 22, Hudson, NY 12534

    Conveniently located just 10 minutes from the shop restaurants, and Antique Boutiques of Warren Street.''Nestled in the picturesque Hudson Ny! 390 County Route 22 in Hudson Ny, offers a tranquil retreat with stunning views and your very own In-Ground Pool. This charming property is set on a spacious, well-maintained lot , providing privacy and the perfect escape from the hustle and

    Manga Mwazi Corcoran Country Living

    390 County Route 22, Hudson, NY 12534
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