Bearsville NY Real Estate & Homes for Sale

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Beds:
5
Baths:
3.00
Sq.Ft.:
3,016
Status:
NEW LISTING
MLS#:
20266563
Type:
Single Family
Lot size:
2 Acres
Year built:
1955
A broker reciprocity listing Courtesy: Win Morrison Realty 845-339-1144
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ADDITIONAL INFORMATION

Location, Location, Location.... The famous Real Estate mantra is truly applicable to this property. Located near the end of this iconic Woodstock lane, just minutes to the center of Woodstock Village, yet privately sited on 2 bucolic acres,, this is very much a ''Diamond in The Rough''. With judicious planning and updating, one can create a very special country retreat or family compound to take advantage of all the amenities the area has to offer.

Beds:
4
Baths:
4.00
Sq.Ft.:
3,229
Status:
Active
MLS#:
1060589
Type:
Single Family
Lot size:
6.97 Acres
Year built:
1977
A broker reciprocity listing Courtesy: Halter Associates Realty Inc 845-679-2010
View additional info

ADDITIONAL INFORMATION

Perched high on Mount Guardian, discreetly tucked away off one of Woodstock's most coveted roads, this distinctive Catskills lodge-style retreat commands an extraordinary mountaintop setting with sweeping panoramic views of Indian Head, Twin, Plateau, and Olderbark Mountains. From this remarkable vantage point, layers of mountain peaks stretch across the horizon, creating an ever-changing landscape of light, color, and seasons. With not another home in sight, the sense of seclusion is absolute, yet the galleries, restaurants, shops, and cultural life of Woodstock are just minutes away. The residence was thoughtfully positioned and designed to celebrate its exceptional surroundings. A dramatic wall of glass, featuring two sets of newly installed Pella triple sliding doors, frames the mountain panorama and opens onto an expansive, elevated timber-braced deck that seems to float above the mountainside. Here, the distinction between indoors and out virtually disappears, offering an extraordinary setting for entertaining, quiet contemplation, or simply taking in the breathtaking scenery. Inside, the home's centerpiece is a monumental cut-bluestone fireplace, handcrafted by local master stonemasons and emblematic of the enduring character of classic Catskills architecture. An ingenious electric dumbwaiter transports firewood from the lower level, adding a thoughtful touch of convenience to this impressive architectural feature. Solidly constructed and lightly used throughout its history, the residence retains the authentic character of a traditional mountain lodge. While entirely suitable for immediate enjoyment, it also presents an exceptional opportunity for architectural reinvention. Its dramatic glazing, substantial stonework, and commanding relationship to the landscape provide the ideal foundation for a sophisticated Scandinavian-modern transformation, where clean lines, natural materials, and understated luxury could complement the grandeur of the setting. Beyond the residence, a naturally level area offers an enticing possibility for an in-ground pool positioned to capture the magnificent mountain views, further enhancing the potential to create a truly exceptional private retreat. Ultimately, the defining luxury here is the setting itself. The rare combination of elevation, extraordinary mountain vistas, complete visual privacy, and proximity to the heart of Woodstock creates a compelling opportunity to establish a remarkable Catskills estate. While interiors can be reimagined and architecture refined, a mountaintop position of this caliber is something that simply cannot be recreated. Directions: Take Meads Mountain road from Rock City. Go over the top past the monastery and start down other side on MacDaniel. White Mailbox on your left after Meads Meadow parking lot. take left onto driveway and go through the gates all the way up long driveway.

Beds:
3
Baths:
3.00
Sq.Ft.:
2,400
Status:
Active
MLS#:
20266297
Type:
Single Family
Lot size:
1.5 Acres
Year built:
1965
A broker reciprocity listing Courtesy: Halter Associates Realty 845-679-2010
View additional info

ADDITIONAL INFORMATION

Thoughtfully reimagined 3 Bedroom + 3 Bath home blends contemporary elegance with the warmth of its original architectural character. Set on 1.5 private acres with stream minutes to the center of Woodstock, it offers light filled interiors and peaceful outdoor living. .connected to the landscape. Cathedral ceilings, exposed beams and original hardwood floors bring warm and texture throughout.The original brick fireplace is the centerpiece of the living room perfect for lounging on winter days. Bathed in light with oversized picture windows, it is the quintessential Woodstock escape. New mullioned windows in dining area with sliding glass door opens to the over 1200 sq ft wrap around deck overlooking your own stream and pastoral grounds home to rabbit, deer, hedgehogs and owls. The primary bedroom is situated off the living room with cathedral ceilings, exposed beams and sitting area with private access to back yard and deck. The primary bath features mosaic marble walls, a glass enclosed shower, a floating double vanity, and brass fixtures. A spiral staircase leads to the perfect reading nook, a full, custom tiled bathroom with tub and a versatile office or studio. Exposed wood ceilings, original gable windows and exposed brick wall lend this upper level retreat a distinctive mid century modern feel.. The chefs kitchen features new stainless steel appliances and quartz countertops with a waterfall edge. Expansive windows overlook the gardens and stream, while the open layout connects seamlessly to the sunlit den. Picture windows, original exposed brick wall and deck access make this an inviting setting for everyday living and entertaining. Two additional bedrooms and a bathroom with custom tile, a floating vanity, brass fixtures and deep soaking tub complete the main level. Every element of this home has been thoughtfully updated elevating it to one of Woodstock's loveliest properties. The optimal location on a semi-private road with 1.5 flat, usable acres which is a rarity. Ample room for pool, garage or studio with permitting to be added to create your own upstate sanctuary. This home offers all the contemporary comforts with 5 cable flat screen tv's , high speed internet, AC with air exchanger, air purifier, new hot water heater, new windows, new mini splits, new roof, new gardens, new irrigation system and new driveway. Furnishings have been curated with luxury and comfort in mind and may be tailored to your needs. Walk to the legendary Bearsville Theater, the Tinker Tavern and grab breakfast/ lunch and sundries at the Cub Market. Bearsville is the perfect hamlet minutes to the center of Woodstock with its great restaurants like Silvia and Goodnight, The Colony music venue, featured local artists at WAAM or just grab a coffee at Ohayo Coffee and stroll through town taking in the array of shops. This homes optimal location is a perfect base for hiking up Overlook, renting a bike from Overlook Mountain Bikes and hitting the Rail Trail, tubing down the Esopus Creek in Phoenicia, skiing at Belleayre Mountain, heading to HITS in Saugerties for a horse show, or going to Kingston's Hutton Brickyards, historic Stockade District and the Rondout with cafes, galleries, music and more. Home to two generations of artists, this beautifully renewed sanctuary offers ample light, airy spaces and thoughtful detail. It is a welcoming place to gather, find inspiration and enjoy the beauty of the Catskills .

Beds:
4
Baths:
3.00
Sq.Ft.:
2,125
Status:
Active
MLS#:
20266210
Type:
Single Family
Lot size:
6.65 Acres
Year built:
1973
A broker reciprocity listing Courtesy: Coldwell Banker Village Green 845-679-2255
View additional info

ADDITIONAL INFORMATION

Cooper Lake Road has always held a particular magic. Winding through a landscape of mature trees and quiet country homes, it provides glimpses of one of the Hudson Valley's most beautiful reservoirs, where clear water and surrounding woodland create a distinctive sense of place. Set at the end of a quiet dead-end road, just 5 minutes from Woodstock's town center, this thoughtfully transformed four-bedroom, three-bathroom home sits on 6.65 acres, with a private wooded backdrop and a strong connection to the natural landscape. The current owner has maximized the home's sunny position with an extensive renovation that brings warmth and spaciousness to every level. Generous new windows, skylights, and an Italian plaster fireplace-centered living space draw the outdoors in, while custom oak beams add architectural character overhead. At the heart of the home, the kitchen pairs handcrafted maple cabinetry with distinctive Virginia Churchill Santa Rita soapstone countertops, forming a space that is as beautiful as it is functional. Open to the main living area, it works as well for everyday cooking as for gathering with friends. From here, doors lead to a newly constructed screened porch and sunny rear deck overlooking the inviting pool and private woodland beyond. The main level is designed for comfortable, easy living. The spacious primary suite features a walk-in closet and a beautifully appointed en-suite bath with views of the woods, a generous soaking tub, separate shower, and radiant-heated floors. An additional bedroom and full bath with radiant heat are also on the main level; this bedroom currently serves as a dedicated home office. A stunning interplay of rich cherry and oak defines the home's dramatic staircase, where fine craftsmanship meets contemporary design. Sleek glass panels add lightness and openness while preserving uninterrupted views of the living spaces below. Upstairs, two additional bedrooms offer distinct perspectives on the setting. One overlooks the pool and the gentle slope of the Cooper Hollow hillside, while the other provides a comfortable, tucked-away retreat. The extensive renovation also includes a newly constructed oversized garage with extra-tall doors and direct entry into the home. Plumbing has been installed, offering added flexibility for future use. Above the garage, a finished additional living space offers an appealing opportunity for a private studio, writing room, yoga space, or creative retreat, separate from the main living areas yet conveniently close. Outside, the 6.65-acre property offers a wonderful balance of open grounds and mature woodland. The pool, screened porch, and rear deck extend the living space outdoors, providing inviting places to swim, entertain, enjoy a quiet morning, or settle in at the end of the day as the surrounding landscape changes with the seasons. With room to explore and a sense of privacy that is increasingly difficult to find, the setting feels like a true country retreat. With extensive improvements, thoughtful architectural details, and versatile living spaces, this home feels polished yet deeply connected to its setting. On one of the area's most distinctive country roads, Light, Water & Woods offers a quieter way of living, where the landscape becomes part of the everyday experience. A 3D Walkthrough Tour is available in the digital Lookbook or by request.

Beds:
2
Baths:
2.00
Sq.Ft.:
1,586
Status:
Active
MLS#:
1062080
Type:
Single Family
Lot size:
5.01 Acres
Year built:
1860
A broker reciprocity listing Courtesy: Compass Greater NY, LLC 845-334-0227
View additional info

ADDITIONAL INFORMATION

Welcome to The Wander House, a beautifully maintained contemporary farmhouse tucked along one of Woodstock's most coveted roads in the hamlet of Bearsville. Set on 5.01 wooded acres, this is a property that invites you to slow down, step outside, and discover something extraordinary. The magic begins just beyond the house, where winding stone pathways lead through a remarkable woodland landscape of moss-covered boulders, dramatic rock outcroppings, hidden clearings, and thoughtfully constructed stone labyrinths. Follow the trails up the ridge and you'll discover a tiny writing cabin once used by American historian Alf Evers, celebrated for his extensive histories of Woodstock and the Catskills. It's a special piece of local history, tucked into a landscape that feels wonderfully untouched. The sound of the rushing Sawkill Creek, just across the road, provides a peaceful backdrop. Closer to home, beautifully established gardens, apple and pear trees, and mature landscaping create a natural sense of privacy, while expansive, tiered bluestone patios offer generous space for outdoor dining, entertaining, or simply enjoying the surrounding landscape. A screened gazebo provides another lovely place to linger, and hand-laid stone walls lend the grounds a timeless quality. Originally dating to 1860 and extensively rebuilt, the two-bedroom, two-bathroom farmhouse blends historic character with thoughtful modern comforts. Wide-plank yellow pine floors, solid wood doors, and an original stone fireplace bring warmth and texture to the living spaces. The inviting eat-in kitchen features custom spalted maple cabinetry, stainless steel appliances, and direct access to the outdoor patios. A bright main-level bedroom sits near a spacious full bath with a jetted soaking tub, radiant-heated marble floor, and laundry. A generous entry room offers flexibility for a home office or additional workspace. Upstairs, a hickory staircase leads to a spacious sitting area and primary bedroom with access to a private balcony and exterior stairs connecting to the grounds. The renovated second bathroom features a glass-enclosed shower and radiant-heated floor. Thoughtful improvements provide modern convenience, including a roof replaced in 2024 and a new on-demand water heater, water pressure tank, and well pump installed in 2025. Additional updates include HVAC systems with dehumidification, a fireplace insert, chimney improvements, UV water treatment system, and a whole-house generator. Recent servicing and maintenance further reflect the care this home has received. Located on a quiet, no-through road approximately ten minutes from the heart of Woodstock, The Wander House offers a rare combination of privacy, character, history, and convenience. These five acres aren't meant to be mowed. They're meant to be wandered.

Beds:
5
Baths:
4.00
Sq.Ft.:
3,475
Status:
Active
MLS#:
1016096
Type:
Single Family
Lot size:
1.12 Acres
Year built:
1920
A broker reciprocity listing Courtesy: Coldwell Banker Village Green 845-679-2255
View additional info

ADDITIONAL INFORMATION

A rare opportunity just minutes from the heart of historic Woodstock, this exceptional country compound pairs the timeless character of a beautifully updated farmhouse with the privacy and tranquility of an estate-like setting. A long private drive unfolds through peaceful, park-like grounds where meadow, mature woods, gardens, and abundant nature create a remarkable sense of seclusion so close to town. At the center of it all, the classic farmhouse has been thoughtfully transformed for modern living while preserving the warmth and authenticity that make a Woodstock home so distinctive. An expansive wraparound porch and deck invite long afternoons outdoors, elegant entertaining, and evenings beneath the stars from the hot tub. Inside, natural light pours through generous windows and skylights, illuminating an open and welcoming interior where a spacious living room flows effortlessly into the dining area and striking gourmet kitchen, anchored by a dramatic stone island. A soaring vaulted family room overlooks the meadow and woods and features a woodstove and direct access to the deck, creating an extraordinary gathering space—or the possibility of a main-level primary suite. A separate den offers an ideal home office or studio, while a gym/yoga room, laundry room and full bath add versatility to the first floor. Upstairs, three bedrooms and another full bath retain the farmhouse's old-world charm, including a serene and generously proportioned primary bedroom and a second bedroom with its own inviting nook. Adding another dimension to this extraordinary property is a beautifully maintained storybook cottage, privately positioned toward the front of the grounds with its own parking, patio, and yard. Currently licensed for Airbnb use, the cottage offers an appealing opportunity for short-term rental income while remaining equally suited as an elegant guesthouse, private retreat, or longer-term residence. Its charming two-story interior features a comfortable living room, eat-in kitchen, full bath, and two upstairs bedrooms, creating a completely independent destination within the property. With hiking, nature preserves, and the Catskills landscape nearby—and the galleries, restaurants, shops, music, and cultural life of Woodstock only a few miles away—this is a particularly rare convergence of location, privacy, architectural character, and flexibility. Whether envisioned as a refined full-time residence, an exceptional weekend escape, or a private country compound with a valuable guest and rental component, this turnkey property captures the essence of elevated Woodstock living: a classic farmhouse reimagined for today, surrounded by natural beauty, with space to retreat, gather, entertain, and simply enjoy an extraordinary place to call home. A 3D Walkthrough Tour is available in the digital Lookbook or by request.

Beds:
5
Baths:
4.00
Sq.Ft.:
3,475
Status:
Active
MLS#:
20265618
Type:
Single Family
Lot size:
1.12 Acres
Year built:
1920
A broker reciprocity listing Courtesy: Coldwell Banker Village Green 845-679-2255
View additional info

ADDITIONAL INFORMATION

A rare opportunity just minutes from the heart of historic Woodstock, this exceptional country compound pairs the timeless character of a beautifully updated farmhouse with the privacy and tranquility of an estate-like setting. A long private drive unfolds through peaceful, park-like grounds where meadow, mature woods, gardens, and abundant nature create a remarkable sense of seclusion so close to town. At the center of it all, the classic farmhouse has been thoughtfully transformed for modern living while preserving the warmth and authenticity that make a Woodstock home so distinctive. An expansive wraparound porch and deck invite long afternoons outdoors, elegant entertaining, and evenings beneath the stars from the hot tub. Inside, natural light pours through generous windows and skylights, illuminating an open and welcoming interior where a spacious living room flows effortlessly into the dining area and striking gourmet kitchen, anchored by a dramatic stone island. A soaring vaulted living room overlooks the meadow and woods and features a woodstove and direct access to the deck, creating an extraordinary gathering space - or the possibility of a main-level primary suite. A separate den offers an ideal home office or studio, while a gym/yoga room, laundry room and full bath add versatility to the first floor. Upstairs, three bedrooms and another full bath retain the farmhouse's old-world charm, including a serene and generously proportioned primary bedroom and a second bedroom with its own inviting nook. Adding another dimension to this extraordinary property is a beautifully maintained storybook cottage, privately positioned toward the front of the grounds with its own parking, patio, and yard. Currently licensed for Airbnb use, the cottage offers an appealing opportunity for short-term rental income while remaining equally suited as an elegant guesthouse, private retreat, or longer-term residence. Its charming two-story interior features a comfortable living room, eat-in kitchen, full bath, and two upstairs bedrooms, creating a completely independent destination within the property. With hiking, nature preserves, and the Catskills landscape nearby - and the galleries, restaurants, shops, music, and cultural life of Woodstock only a few miles away - this is a particularly rare convergence of location, privacy, architectural character, and flexibility. Whether envisioned as a refined full-time residence, an exceptional weekend escape, or a private country compound with a valuable guest and rental component, this turnkey property captures the essence of elevated Woodstock living: a classic farmhouse reimagined for today, surrounded by natural beauty, with space to retreat, gather, entertain, and simply enjoy an extraordinary place to call home. A 3D Walkthrough Tour is available in the digital Lookbook or by request.

Beds:
2
Baths:
2.00
Sq.Ft.:
1,480
Status:
Active
MLS#:
20265614
Type:
Single Family
Lot size:
2.93 Acres
Year built:
1954
A broker reciprocity listing Courtesy: Halter Associates Realty 845-679-2010
View additional info

ADDITIONAL INFORMATION

One of Woodstock's Original Handmade homes tucked away on almost 3 private acres at the end of a dead end lane. This 3 Bd/ 1.5 Ba home minutes to the center of Woodstock is the quintessential country retreat. Blending in with the natural Hudson Valley landscape this cedar and bluestone sided home leans into Woodstocks rich history of artists and builders utilizing their surroundings for sourcing materials and inspiration. This home is comprised of three floors with original hardwood floors and tile throughout.. Walking into the kitchen/ dining ares with exposed beams and original open fire cooking fireplace (now decommissioned). The country kitchen has original solid wood cabinets, all new stainless steel appliances ( refridgerator and stove on their way) and a wall full of windows with one large picture window bringing the Catskill forest in to your little sanctuary. Walk out the kitchen door to the back bluestone patio for dining al fresco. A full bathroom with original, retro feel tile and cast iron tub on main floor. Upstairs is a gracious living room with cathedral ceilings, exposed hand hewn beams and brick fireplace perfect to lounge by on winter days and offering an organic secondary heat source throughout this sweet, cozy home. Bedroom is opened up to main living area. Walls of windows bathe this room with natural light and offer views only of trees and sky all around you. The bottom floor offers a bedroom and sitting area and half bath. Outside are bluestone stairs to meander the grounds and take in the beautiful woods that surround this private haven. Situated in the coveted Bearsville hamlet, this lovely home is minutes to the legendary Bearsville Theater, Woodstock Byrdcliffe Guild + Arts Colony and the center of Woodstock with it's cafes, top notch eateries and world renowned music venues. For outdoor enthusiasts Overlook Mountain, extensive trails throughout the Catskill Mountains and the Rail Trail are all a stone's throw away. This home makes the perfect retreat but also lends itself to expansion. As it is 1.5 acre zoning and it sits on almost 3 acres it has the capability to have a main home and accessory dwelling on this parcel so there is room for expanding for a compound feel ( buyer to confirm with Woodstock Building Dept). Enjoy this classic home as is and expand over time . It is rare to find parcels with this kind of potential so privately sited yet minutes to Woodstock. .3 Bedroom on county info . Currently one bedroom and one open bedroom.

Beds:
1
Baths:
1.00
Sq.Ft.:
660
Status:
Active
MLS#:
20264855
Type:
Single Family
Lot size:
3.12 Acres
Year built:
1930
A broker reciprocity listing Courtesy: Halter Associates Realty 845-679-2010
View additional info

ADDITIONAL INFORMATION

Escape to the woods in an Iconic Woodstock location! Tucked away on a quiet dead-end road, this eclectic one-bedroom cabin sits on just over 3 wooded acres filled with a beautiful mix of mature, towering trees. At the rear boundary is a mountainside stream. Full of character and rustic charm, the contemporary cabin features a large deck nestled among the trees--perfect for morning coffee, afternoon lounging, or summer evenings outdoors. A woodstove adds cozy winter comfort, while a separate shed provides useful storage. The cabin has a freshly painted exterior and a new roof is coming soon. The setting really is special and the location offers exciting potential for expansion. A great opportunity to create your own private Woodstock retreat in a highly desirable location at a very reasonable price.

Beds:
n/a
Baths:
Sq.Ft.:
1,000
Status:
Active
MLS#:
1041431
Type:
Single Family
Lot size:
1.08 Acres
Year built:
1955
A broker reciprocity listing Courtesy: Century 21 Alliance Rlty Group 845-297-4700
View additional info

ADDITIONAL INFORMATION

There are homes that ask you to compromise, and then there are homes that ask you to dream. Set against a backdrop of sweeping mountain views, this is a rare opportunity to create something that’s unmistakably yours. The hardest work has already been done. What’s left is the part that reflects your style, your vision, and the way you want to live. Picture slow mornings with coffee overlooking the mountains, evenings spent watching the seasons change, and a home finished exactly the way you’ve always imagined—not someone else’s choices, but your own. Whether your vision includes warm natural finishes, clean modern lines, or a timeless mountain retreat, this property is ready for the next chapter. In a market where finding the right location is nearly impossible, opportunities like this don’t come along often. For generations, Bearsville and neighboring Woodstock have drawn musicians, painters, writers, makers, and free spirits seeking inspiration, community, and a different pace of life. Here, you’re close enough to enjoy the galleries, live music, cafés, and creative energy that define the area, yet far enough away to hear little more than the wind through the trees and the sounds of nature. Bring your imagination, your contractor, and your plans. The canvas is waiting.

Beds:
2
Baths:
2.00
Sq.Ft.:
1,904
Status:
Active
MLS#:
1028356
Type:
Single Family
Lot size:
12 Acres
Year built:
1981
A broker reciprocity listing Courtesy: BHHS Hudson Valley Properties 845-679-0006
View additional info

ADDITIONAL INFORMATION

Wend up your forested driveway to this idyllic piece of paradise -- 12 secluded acres, just minutes from Woodstock Village. The current owner/architect/builder designed this uniquely curated home and its surroundings to create the penultimate natural setting. As the house is revealed through the trees, a mirror image is reflected in the 13' deep, swimmable, mini-lake. BREATHE! That's the perfect response to this awe-inspiring locale. 6 springs feed this silky clear, ''Catskill clean'' water feature; kept pristine by 2 aeration systems providing clear, oxygenated water for this bass-stocked body. There's a dock and fountain, and the water's edge is peppered with locally sourced boulders providing numerous places for diving, sun bathing, and meditating on the picturesque landscape. All this is just a few hand-picked, stone steps from a splendid 2 BR, 2 bath, Frank Lloyd Wright inspired, prairie-style home capped by an English style Tudor chimney featuring superlative brick accents. The curved, blue stone entry walkway gives pause for contemplation as you pass carefully placed perennials, a field of ferns, and majestic birch, maple, and pine trees. Poetry at every turn! Subtle architected details include a concrete plinth-to-window sill foundation and extended overhangs, creating calm and stability to an open, light-filled life. The house is surrounded by extraordinary blue stone walkways and three patios (one covered) all revealing views of mountains, water, and sky. Upon entering you'll experience this home's elegant simplicity. The tiled foyer features a hand-crafted wooden light fixture and a Wright-inspired stair post--details that elevate the home's design from the moment you step inside. The living room is surrounded by views; north to Indian Point and west for exquisite mountain sunsets. The natural world beckons you out every picture window and door. On a winter's day appreciate the outside while reading beside a centrally located and uniquely designed brick fireplace. The kitchen has rose granite counters and birds-eye maple and cherry cabinetry--and a large pantry. Entertaining is easy with a dining room that provides space for every gracious event; be it for 4, 8, 16, or 20 guests! The lake and views continually serve as a backdrop as you sit with refreshments and chat with guests; or step out onto the open blue stone pergola and connect with sun, moon, and nature at any hour, in any season. A 6-zone irrigation system (on timers) effortlessly maintains the deer resistant shrubs, grasses, fields of ferns, including the raised bed and fully-fenced vegetable garden. Upstairs is the primary bedroom, a refuge for sweet dreams under the canopy of an angular roof line. A large cushioned window seat becomes a haven for intimate moments gazing into the distant mountain views just past the mini-lake. A second sky-lit bedroom shares a stylish bathroom that has a custom wood vanity, cast iron claw foot tub, and a reclaimed Carrara marble counter top. Plenty of closets and built-ins make nesting here easy. Add to all this a studio building that provides ample space for an office, artists haven/workspace, gym, or play area. Unique details, like a massive fan shaped skylight, carry over to this structure as well, giving it a lofty and alluring ambiance. There's storage galore, and space to spread out to follow your passions. The current owner uses two loft storage spaces for her artwork. This rare Woodstock parcel has plenty of room for an addition, pool, or guest house (with town approval), and is a natural palette for you to create your own compound if desired. You might never want to leave. However, you're close to skiing, hiking, shopping, great restaurants, and one of the grooviest towns in America! Wander and hike your own Catskill Park. A pleasure to see and show. Appointment required.

Beds:
3
Baths:
3.00
Sq.Ft.:
2,731
Status:
Active
MLS#:
1028250
Type:
Single Family
Lot size:
2.15 Acres
Year built:
1971
A broker reciprocity listing Courtesy: William Pitt Sothebys Int Rlty 845-677-9822
View additional info

ADDITIONAL INFORMATION

Hidden among the trees and just seven minutes from the center of Woodstock, this 1970s contemporary feels like a private creative compound, untouched in all the right ways. Set on 2 wooded acres with the Sawkill Creek at the rear of the property, the home unfolds through a series of unexpected spaces and strong architectural moments. A dramatic sunken living room anchors the house, centered around an oversized stone fireplace and framed by walls of glass that draw the surrounding landscape indoors. The original design language remains beautifully intact throughout, offering the rare opportunity to own a true period home rather than a generic renovation. The layout is expansive and flexible with over 2,700 square feet, 3 bedrooms, 2.5 baths, and multiple gathering spaces that open naturally toward the outdoors. Off the kitchen, a tucked-away courtyard deck creates an especially inviting area for dining, entertaining, or slow summer evenings beneath the trees. A luminous 500 sq ft porch overlooks the gunite pool, while a separate studio building introduces endless possibilities: artist studio, guest overflow, workspace, movement room, or retreat space. At the edge of the property sits a whimsical treehouse tucked into the woods, adding yet another layer to the property's distinctly Woodstock character. Longtime home to Woodstock artist Lenny Kislin, the property carries a deeply creative spirit shaped over decades. An acclaimed assemblage artist, Kislin created witty and deeply poignant sculptures by bringing together carefully sourced antique components and found objects, transforming fragments of the past into works rich with meaning and imagination. His work remains integrated throughout the home and studio. Private, architectural, and rich with atmosphere, 41 Wittenberg is a rare offering. This property has genuine soul, minutes from the center of Woodstock yet entirely its own world.

Beds:
10
Baths:
7.00
Sq.Ft.:
7,991
Status:
Active
MLS#:
418492
Type:
Single Family
Subdivision:
Bearsville
Lot size:
25 Acres
Year built:
1753
A broker reciprocity listing Courtesy: HEATHER CRONER RE-SOTHEBY'S ML
View additional info

ADDITIONAL INFORMATION

Four House Compound on 25 Acres. Welcome to this extraordinary property nestled in the heart of Woodstock, NY, which holds a rich history as it is believed to be the first farm in the Valley. Originally established as the Shultis sheep farm in 1753 this expansive 25-acre estate offers a unique blend of heritage and countryside lifestyle. With its charming farmhouse, magnificent converted barn, historic schoolhouse with two full residences, and a cozy mid-century house, this property presents a rare opportunity to own a piece of Woodstock's past.The farmhouse, steeped in history, exudes rustic charm and offers a warm and inviting atmosphere. With its classic design and timeless appeal, this residence features beautiful wood floors, beamed high ceilings and a cozy fireplace. The spacious layout provides ample room for comfortable living, while the surrounding natural beauty creates a sense of tranquility. Adjacent to the farmhouse, the converted barn stands as a testament to architectural excellence. This expansive space offers endless possibilities, whether you envision it as a studio, workshop, or a grand entertainment area. The barn's soaring ceilings, exposed wooden beams, incredible wide plank original floors and abundant natural light create an awe-inspiring ambiance that is sure to impress.Adding to the property's allure, the historic schoolhouse has been thoughtfully transformed into two separate residences. This unique feature presents an excellent opportunity for rental income or accommodating guests. Each offers its own distinct charm and character, providing a comfortable and private living space. The mid-century house, with its two bedrooms, offers a modern retreat amidst the natural beauty of Woodstock. This cozy dwelling provides a perfect blend of comfort and simplicity, allowing residents to unwind and enjoy the peaceful surroundings.Nature enthusiasts will appreciate the property's diverse landscape, including several open fields and a meandering stream. These features provide ample space for gardening, farming, or raising animals, allowing you to embrace a sustainable and self-sufficient lifestyle.Conveniently located just seven minutes away from the vibrant village of Woodstock, residents will enjoy easy access to a plethora of shops, restaurants, and cultural attractions. Whether you're seeking a leisurely stroll through the charming streets or indulging in the local culinary scene, the village offers a vibrant and eclectic experience.

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Andrea D. Conner, License 10311208085, Xome Inc., License 10991227159, [email protected], 844-400-XOME (9663), 750 Highway 121 Bypass, Suite 100, Lewisville, Texas 75067


The data relating to real estate on this website comes in part from the IDX of the Hudson Valley Catskill Region MLS. Real estate listings held by brokerage firms other than Xome are marked with IDX logo and the detailed information about them includes the name of the listing broker. Per New York legal requirement, click here for the Standard Operating Procedures. Copyright 2026 by the Hudson Valley Catskill Region MLS and Ulster County Board of Realtors, Inc. All Rights Reserved.

Andrea D. Conner, License 10311208085, Xome Inc., License 10991227159, [email protected], 844-400-XOME (9663), 750 Highway 121 Bypass, Suite 100, Lewisville, Texas 75067

Listings courtesy of One Key MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of 11/13/2024. 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. Properties displayed may be listed or sold by various participants in the MLS. Per New York legal requirement, click here for the Standard Operating Procedures. Copyright 2026, OneKey MLS, Inc. All Rights Reserved.
Andrea D. Conner, License 10311208085, Xome Inc., License 10991227159, [email protected], 844-400-XOME (9663), 750 Highway 121 Bypass, Suite 100, Lewisville, Texas 75067

The data relating to real estate for sale or lease on this web site comes in part from the MHMLS. Real estate listings held by brokerage firms other than this broker', Realtors are marked with the MHMLS logo or an abbreviated logo and detailed information about them includes the name of the listing broker. The information appearing herein has not been verified by the Mid-Hudson Multiple Listing Service, Inc. or by any individual(s) who may be affiliated with said entity, all of whom hereby collectively and severally disclaim any and all responsibility for the accuracy of the information appearing at this web site, at any time or from time to time. All such information should be independently verified by the recipient of such data. This data is not warranted for any purpose. Any use of search facilities other than by a consumer seeking to purchase or lease real estate is prohibited. Per New York legal requirement, click here for the Standard Operating Procedures. Copyright 2026 Mid-Hudson Multiple Listing Service, Inc. All Rights Reserved.



Bearsville Real Estate

Bearsville is located in New York. Bearsville, New York has a population of 672. Bearsville is less family-centric than the surrounding county with 16.72% of the households containing married families with children. The county average for households married with children is 25.39%.

The median household income in Bearsville, New York is $101,724. The median household income for the surrounding county is $71,040 compared to the national median of $69,021. The median age of people living in Bearsville is 61.4 years.

Bearsville Weather

The average high temperature in July is 82.5 degrees, with an average low temperature in January of 14.8 degrees. The average rainfall is approximately 49.6 inches per year, with 56.9 inches of snow per year.

Bearsville Map

Bearsville Real Estate Market Conditions

  • Median sales price

    $1,030,000
    24.5%
    change since last quarter
  • # Active listings

    18
    30-day change

Bearsville Schools and Demographics

Education near Bearsville, NY

City County
High School Graduates 97.48 91.42
College Degree - 2 year 10.08 10.4
College Degree - 4 year 62.78 34.48
Graduate Degree 27.97 11.78
Expenditures per Student 30,766 30,766
Students per Teacher 11.2 11.2

Elementary Schools near Bearsville, NY

Grades Students P/T Ratio ZIP
Cahill School KG - 06 358 15.1 12477
Ernest C MYER School KG - 04 204 13.7 12443
Morse School KG - 06 338 15.8 12477
Mount Marion Elementary School KG - 06 310 13.5 12477
Woodstock Elementary School KG - 03 244 11.9 12498

Middle Schools near Bearsville, NY

Grades Students P/T Ratio ZIP
Onteora Middle School 07 - 08 203 11.2 12412
Reginald Bennett Elementary School 04 - 06 325 11.1 12412
Saugerties Junior High School 07 - 08 421 16.4 12477

High Schools near Bearsville, NY

Grades Students P/T Ratio ZIP
Onteora High School 09 - 12 438 12.4 12412
Saugerties Senior High School 09 - 12 925 19.2 12477

Demographics near Bearsville, NY

City County
Neighborhood Type Small town
Population 672 181,862
Population Density 47 162
Median Age 61.4 44.2
People per Household 2.2 2.4
Median Household Income 101,724 71,040
Average Income per Capita 61,784 38,966

Real estate near Bearsville