99 houses for sale in Ashokan

Prime Income Property Vacant Woodstock 2-Family Opportunity Delivered Vacant-maximize your portfolio's ROI from day one. Savvy investors and owner-occupants, take note: this exceptionally located 2-family property offers immediate cash-flow potential with zero tenant transition hassle. Set your own market-rate rents right away in the high-demand Woodstock Hamlet rental market. The Units: The property consists of two highly rentable 500 sq. ft. studio units, each with an open layout. Inside, you'll find a low-maintenance, tenant-proof blend of warm hardwood and durable ceramic tile flooring. A major tenant draw is the private, south-facing sun porch included with each unit. Investor Advantages From a management perspective, this asset is designed for low overhead and ease of ownership: Infrastructure: Each apartment has separately metered electric. Municipal water and sewer obviate repair and upkeep concerns. Dedicated off street parking. Flexibility: Whether you are looking for a pure

Move right into this beautifully maintained country home, thoughtfully designed with a modern open concept floor plan that is ideal for both comfortable everyday living and effortless entertaining. The custom kitchen features rich cherry cabinetry, quartz countertops which seamlessly flows into the dining area, where sliding glass doors open to a spacious deck, as well as the inviting living room with a cozy fireplace with a gas insert. Just a few steps upstairs you'll find three generously sized bedrooms, full bath and sliding doors in the primary bedroom leading to a private upper deck overlooking the garden and back yard. The bright spacious recreation room, located just a few steps below the main level, offers large windows that fill the space with natural light, a warm pellet stove and plenty of room for casual gatherings, a home office or workout area. This level also includes a bath with washer and dryer for added convenience. Upgrades include central air, security system, whole

Tucked down a long driveway on 4.3 private, wooded acres, just outside Woodstock, this thoughtfully designed contemporary home offers the rare combination of true seclusion and effortless livability. Built with a post and beam, passive solar design, the home was constructed to work with its surroundings. Inside, 1,852 square feet are laid out across two comfortable levels, with 3 bedrooms and 2.5 baths. Both full baths were newly renovated this year. Heated floors run throughout both levels, keeping the home warm and quiet through every Catskills winter, while a cozy fireplace anchors the main living space. The eat-in chef's kitchen is a standout: a commercial Thermador range and hood, a wall-size Thermador refrigerator, a Thermador dishwasher and trash compactor make it as functional for everyday life as it is for entertaining. Every bathroom is outfitted with a TOTO heated bidet toilet and heated floors. The basement adds flexible living space, recreation space or storage. Fresh pain

Discover the charm of Catskills living at 4192 State Route 28 in Boiceville. This inviting 3-bedroom, 1-bath home is being offered fully furnished, providing a comfortable and move-in-ready opportunity in a beautiful natural setting. The interior features warm and welcoming living spaces highlighted by a wood-burning fireplace, creating a cozy atmosphere for relaxing and entertaining. Step outside and enjoy the patio with fire pit and welcoming porch, surrounded by the peaceful beauty of the Catskills. Conveniently located along Route 28 with easy access to Woodstock, Kingston, hiking trails, outdoor recreation, dining, shopping, and other popular Catskills destinations. Whether you're looking for a full-time residence or a peaceful upstate getaway, this furnished home offers comfort, character, and year-round enjoyment in the heart of the Catskills. The agent has an ownership interest in the property

Welcome to your own Catskills retreat! This beautifully renovated 2,700-square-foot farmhouse blends timeless charm with modern comfort, offering an inviting escape surrounded by the natural beauty of the Hudson Valley. Step inside to a bright, beautifully updated interior filled with natural light from large windows and thoughtfully designed living spaces. The newer kitchen features gorgeous quartz countertops, making it both stylish and functional-perfect for everything from morning coffee to gathering with family and friends. The warm, inviting living area is anchored by a wood-burning fireplace, creating the perfect cozy atmosphere after a day exploring the mountains. Outside, take in the beautiful mountain views and enjoy the peaceful setting of Shokan. Whether you're looking for a full-time residence, weekend getaway, or investment property, this home offers the ideal combination of comfort, character, and location. And the location is hard to beat! You're close to some of the Ca

Where eagles fly and mountains kiss the sky, this beautifully maintained homestead showcases quality craftsmanship and thoughtful upgrades throughout. The property also includes a 1,104 square foot barn that is perfect for equestrians or a studio, workshop, artisan/woodworker or equipment storage. Two overhead garage doors, extended wi-fi service, telephone/paging system and electricity can easily meet your needs. The property features a thriving, fenced vegetable garden with separate well and shed providing the perfect sanctuary for those who value autonomy and sustainability. Additionally, a separate, vibrant flower garden with potting shed, water, electricity and landline phone/inter-property paging system. Picturesque waterfall bubbles into the tranquil pond adding movement and sound. Beautifully constructed pergola w/Timber Tech decking off the rear stone patio. Meticulously maintained home showcases quality workmanship throughout. Handcrafted bookcases and woodwork, elegant ash w

Unique, Exciting, Warm and Inviting. Imagine a long winding driveway into your own private forested acreage with a Storybook Saltbox style home immersed in an abundance of magical perennial gardens and flowering trees enhanced with integrated rock walls, stepping stones and patio and Adirondack style arbors, all uniquely designed by the owner, a master landscaper & builder. All the gardens are eco-friendly, sustainable and encourage people to be kind to the environment. This eclectic charmer was totally transformed with custom woodwork, materials and craftsmanship, much of which was locally sourced. The Owner's renovations focused on green and sustainable building practices with non-VOC finishes, and the gardens are eco-friendly. As you wander through this one-of-a-kind home, you'll notice all the special materials and craftsmanship that give it so much warmth and character but you'll also notice how well the floor plan flows for entertaining or relaxing with family or friends. Upon en

Rare Woodstock multi-family opportunity. Three distinct, fully rented residences on one property, delivering an approximate 8 cap from day one. Just one block from the center of Woodstock, 18 Rock City Road combines an exceptional in-town location with an established income stream and three residences that each offer their own character and appeal. Originally dating to 1890, the property has evolved into a compelling three-unit investment comprising approximately 2,708 square feet, 5 bedrooms, and 5 full baths in total. Unit A is a renovated 1-bedroom, 1-bath residence of approximately 600 square feet with an open layout, expansive windows, modern kitchen and updated finishes. Unit B offers approximately 1,100 square feet with 2 bedrooms and 2 baths, high ceilings, generous living and dining space, an office area, updated kitchen and baths, plus a private patio. Unit C is a separate two-story, approximately 1,008-square-foot carriage house with 2 bedrooms and 2 baths, showcasing pine f

Framed by the mountain landscape of West Shokan, this solid brick ranch offers a practical layout, a beautiful setting, and an inviting opportunity to make each space your own. With three bedrooms, and two bathrooms, the home provides comfortable single-level living with plenty of room. The spacious kitchen offers a natural gathering place for daily meals. Nearby, the dining room features sliding glass doors that open to the deck, creating an easy connection between indoor and outdoor living. Enjoy coffee in the morning air, dinner against a mountain backdrop, or a quiet afternoon taking in the changing seasons. Throughout the home, the existing rooms serve as a blank canvas for your preferred colors, finishes, and furnishings. Three bedrooms allow flexibility for sleeping quarters, guests, an office, or creative space. Two bathrooms add everyday convenience. A full basement with exterior access expands the possibilities. Outdoor recreation and regional attractions are within easy reac

Set at the end of a long, private black-topped driveway, this beautifully updated Mid-Century Modern residence stands as an outstanding piece of architectural design, thoughtfully cared for while preserving its character. Clerestory windows, vintage lighting, nine-foot beamed ceilings, an original tiled fireplace, and spacious floor-to-ceiling glass define the home's unmistakable aesthetic and create an uninterrupted connection to its natural surroundings. The single-level home offers three bedrooms, three full bathrooms, and approximately 2,160 square feet of living space. The airy layout lets the main living areas merge effortlessly, creating an inviting setting for everyday living and entertaining. The updated kitchen blends refined design with everyday functionality. Features include: custom cabinetry, stainless appliances, quartz countertops, and zellige tile. The result is a kitchen that feels beautifully integrated into the existing architecture while offering the conveniences o

Set in one of West Hurley's most welcoming neighborhoods, this beautifully maintained home offers a seamless blend of comfort, flexibility, and location. Tucked into a peaceful residential setting, the property is just minutes from Woodstock, Kingston, the Ashokan Rail Trail, and the region's many trails, swimming holes, restaurants, and cultural destinations. Located in the lower-tax town of West Hurley and within the Onteora Central School District, it is an appealing choice for full-time living, a weekend home, or an investment property. The main level offers a comfortable and inviting layout with generous natural light and well-proportioned living spaces. A screened-in porch extends from the main living area, creating a wonderful three-season space for relaxing and entertaining while providing a direct connection to the primary suite. Generously sized, the primary suite includes a full en-suite bath and a peaceful sense of separation from the rest of the home. A newly finished lowe

There are places that transcend the idea of home, offering a way of life shaped by beauty, history, and nature. Library Lane Estate, a historically significant property in the heart of Woodstock, is where architectural heritage, artistic provenance, and landscape converge. Nestled along a quiet lane just moments from the village, it offers a rare balance of privacy, connection, and a profound sense of place. Designed and built in the 1920s during the Golden Era of the Woodstock Art Colony by Impressionist painter Paul Arndt, the estate remains a distinguished expression of artistic vision, masterful craftsmanship, and an homage to its heritage. Formally trained at l' École des Beaux-Arts in Paris, Arndt created the Stone House and Studio as his creative sanctuary where he lived and worked for decades. Today, the estate is embraced by gardens envisioned by renowned landscape architect Michael Trapp. Mature trees and layered plantings create a living tapestry evolving throughout the seas

Woodstock Charm, Mid-Century Style & Garden-Lover's Paradise just minutes from the heart of Woodstock, this sweet, well-maintained mid-century modern ranch offers the perfect blend of character, comfort, and convenience. Set on nearly an acre, the property provides a peaceful retreat while keeping you close to everything that makes Woodstock so special-eclectic shops, acclaimed restaurants, theaters, golf, and the vibrant village atmosphere. Inside, cathedral ceilings with exposed beams create a warm, open feel, while the updated kitchen flows seamlessly into the living space. A beautiful brick fireplace with an insert adds a cozy focal point for relaxing year-round. The full, unfinished basement provides a laundry area and includes a Britt & Graff oil tank. Outside, the nearly one-acre property is a gardener's delight, with an abundance of established plants and inviting garden spaces to enjoy. Whether you're searching for a full-time residence or a special weekend getaway, this Woods

Set against the dramatic backdrop of the Catskills and just moments from the Ashokan Reservoir, this 20.9-acre parcel offers a unique opportunity to create a private Hudson Valley retreat. The land's broad, rectangular configuration provides an exceptional canvas for a thoughtfully sited home, with open sky, wooded surroundings, and a peaceful country setting along scenic Beaverkill Road. An existing 1950s residence is present on the property and is in teardown condition, offering a potential head start on a future vision. Existing site improvements include electric service and a driveway cut; a well and septic system are believed to be in place. Enjoy close proximity to the reservoir promenade, hiking, cycling, and the natural beauty that makes this area so sought after, while remaining within easy reach of Woodstock, Kingston, and the region's celebrated farm stands, restaurants, and cultural destinations. A compelling setting for a full-time residence, weekend escape, or legacy prop

Tucked away in a beautiful open meadow, this adorable Cape Cod cottage offers the perfect blend of privacy, charm, and endless possibilities. Bathed in natural light, the home features a warm and inviting atmosphere with a cozy wood-burning fireplace in the living room-perfect for relaxing on crisp Catskills evenings. With one bedroom and a full bath on each floor, the flexible layout easily accommodates family, guests, or a home office. The detached garage provides an abundance of opportunities beyond vehicle storage, whether you envision an artist's studio, workshop, hobby space, or additional recreational area. Surrounded by a peaceful open field setting, this delightful cottage is an ideal full-time residence or weekend retreat where you can unwind and enjoy the beauty of the countryside. Conveniently located just minutes from both Woodstock and Shandaken, you'll have easy access to charming shops, restaurants, galleries, and year-round outdoor recreation. The nearby Ashokan Reserv

A slice of country heaven in Olive! Welcome to 35 Crispell Rd, a delightful 3-bedroom, 2-bath cedar-sided Cape tucked away on almost 5 acres. This home, filled with country charm, is nestled into lush landscaping, mature trees and rock outcroppings. The acreage turns into a sweet meadow at one end, and the other end holds a sparkling in-ground pool surrounded by a bluestone patio and fronted by a split-rail fence. After a dip in the pool, rinse off in the outdoor shower and enter through the back door to find a perfect dining area with built-in cupboard storage. Continue into the cheery kitchen with stainless steel appliances and lots more storage. There is even a sitting area off the kitchen that could hold a couch, a banquette, or another table and chairs. As you make your way you will come to a conveniently located full bath, and the stairs to the second floor. Two generous sized bedrooms, hall closets for extras, the primary bath, and a versatile smaller room that is now an office

In the heart of Woodstock Village, this beautifully reimagined Colonial offers the rare combination of historic character, modern comfort, and true. *walk anywhere convenience*. Set beside Tannery Brook, the home is designed to make the most of its stream side setting, with light-filled interiors, an open-concept layout, and two sets of French doors that create an effortless connection to the outdoors. A newly built 300-square-foot deck overlooks the water and provides an exceptional space for dining, entertaining, or simply relaxing to the sound of the brook. An outdoor shower adds to the relaxed country feel, while the home's village location keeps restaurants, shops, galleries, cafés, and music just minutes away. Inside, the great room is warm and inviting, with a wood stove for cozy evenings, solid wood flooring and elegant finishes throughout. The kitchen features Carrera marble counters and detailing, while the flexible stream-facing studio space is perfect for entertaining, crea

In the heart of Woodstock Village, this beautifully reimagined Colonial offers the rare combination of historic character, modern comfort, and true. *walk anywhere convenience*. Set beside Tannery Brook, the home is designed to make the most of its stream side setting, with light-filled interiors, an open-concept layout, and two sets of French doors that create an effortless connection to the outdoors. A newly built 300-square-foot deck overlooks the water and provides an exceptional space for dining, entertaining, or simply relaxing to the sound of the brook. An outdoor shower adds to the relaxed country feel, while the home’s village location keeps restaurants, shops, galleries, cafés, and music just minutes away. Inside, the great room is warm and inviting, with a wood stove for cozy evenings, solid wood flooring and elegant finishes throughout. The kitchen features Carrera marble counters and detailing, while the flexible stream-facing studio space is perfect for entertaining, crea

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 needs some work, but the setting 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

Glenford mid-century ranch. The promise of the American dream lives on in this beautifully remodeled circa 1962 ranch, thoughtfully updated and made turnkey-ready for you. Great neighborhood setting on a corner lot with expansive front, back and side lawns. All-day natural light bathes the open concept floor plan with an easy flow through the living room, kitchen, dining area and den. An electric faux fireplace is a focal point of the living room, with a built-in cutout above designed for your smart TV. Three bedrooms and one-and-a-half baths are complemented by an attached one car garage, bluestone walkway and outdoor deck. A total renovation, inside and out, combines contemporary style with practical, everyday living. High grade finishes are completed to a high standard. New flooring, new windows and new doors throughout. Kitchen features granite countertops, granite sink, subway tile backsplashes, breakfast bar, new cabinetry, new stainless steel appliances and wine refrigerator. Up

Escape to your own private corner of the Catskills. Tucked well back from the road at the end of a long gravel driveway, this 15.46-acre Olivebridge property offers privacy, space, and the freedom to create something truly your own. The Tongore Brook runs through the property, bringing the soothing sounds and natural beauty of moving water right to your doorstep. Whether you're enjoying a quiet morning outdoors, exploring the property, or simply listening to the brook, this special feature gives the land a peaceful, distinctly Catskills character. The property features a 38' x 26' partially finished residence with a slab foundation, radiant heat floors, underground electric, well, newer systems and mechanicals, including the septic system, furnace, oil tank, and hot water heater, plus a bathroom with shower. The largely open interior is ready to be reimagined, with existing plans for a possible second floor. A separate 24' x 24' barn-style garage, built in 2022 with a metal roof, adds

Tucked away on nearly seven private, park-like acres in Olivebridge, this warm and inviting Catskills retreat offers far more space than its two bedrooms might suggest, with nearly 2,000 square feet of living space plus an extraordinary amount of outdoor living area. Mature trees, established landscaping, open lawn and old stone walls create a setting so serene it feels like having your own little state park. This is a home made for gathering, entertaining and enjoying the landscape that surrounds it. At the heart of the home is a dramatic great room with soaring vaulted wood ceilings, hardwood floors, abundant natural light and multiple sitting areas. Generously scaled yet comfortable, it's equally suited to quiet weekends at home or a house full of friends. Large windows and multiple glass doors bring the outdoors in and connect the living spaces directly to the surrounding woods and expansive deck. The spacious dining room continues the home's warm Catskills character with exposed w

Family Compound and/or Investment Property. There are 3 homes at 5 & 7 Parker Lane in Woodstock. The property is located only minutes from Main St in Woodstock. The 5 Parker Ln cottage has 1423 square feet with 2 bedrooms & 1 bathroom. 7 Parker Ln has 2 homes on the lot. The 2-story home has 1231 square feet with 2 bedrooms & 1.5 bathrooms. The cabin at 7 Parker Ln has 1 bedroom & 1 bathroom. For this listing, I combined both 5 & 7 Parker Ln school tax, general tax, square footage, number of bedrooms, bathrooms and acreage. I can provide the separate details. When you are at the compound, there is a wonderful sense of privacy. There is a little pond behind the property that is shared with the neighbors. This is an incredible opportunity to own a family compound and investment property in the heart of Woodstock

Massive style with minimal expenses: This stunning 2,800-square-foot one-level home, designed by an architect for his own family, delivers cutting-edge luxury in a sought-after neighborhood just minutes from Woodstock and the Ashokan Reservoir. Set on 1.5 wooded acres, the house delivers a seamless blend of big-impact, light-filled interior spaces with a beautiful and secluded wooded setting, while also using a small fraction of the heating and cooling energy required by a standard house of similar scale. Inside, soaring 16-foot cathedral ceilings crown a massive great room and open gourmet kitchen where polished concrete floors and high-end finishes set a sleek, sophisticated tone. Expansive slider doors dissolve the line between indoor and outdoor living, opening onto a patio and fire pit built for effortless entertaining or quiet evenings under the stars. Low-E windows flood the space with natural light while maximizing efficiency, and Energy Star appliances carry the home's efficie

Welcome to this beautifully renovated 3-bedroom, 2-bathroom Cape Cod, where timeless character meets modern comfort. Nestled on a spacious lot, this move-in-ready home offers the perfect blend of style, functionality, and location. Step inside to discover thoughtfully updated living spaces featuring a beautifully remodeled kitchen, updated bathrooms, and inviting interiors designed for today's lifestyle. Every detail has been carefully considered, creating a warm and welcoming atmosphere throughout. Outside, you'll find a generous backyard ideal for entertaining, gardening, or simply relaxing, along with multiple porches that provide the perfect spots to enjoy your morning coffee or unwind at the end of the day. A detached two-car garage offers plenty of room for vehicles, storage, or a workshop. Conveniently located just minutes from local shops, restaurants, the Ashokan Reservoir, the Ashokan Rail Trail, hiking, skiing, and countless outdoor recreational opportunities, this home offe