99 houses for sale in Ashokan

Welcome to easy, one-level living in Woodstock! This inviting ranch offers the perfect blend of comfort, convenience, and charm-ideal for first-time buyers, weekenders, downsizers, or investors seeking a move-in ready home close to all the action. Step inside to a bright, open-concept layout, where the kitchen, dining, and living areas flow seamlessly together-perfect for everyday living and entertaining. The large front mid-century windows flood the space with natural light, creating a warm and welcoming atmosphere. You'll love the oversized bathroom, thoughtfully designed with double sinks, two generous windows, and tile flooring to make busy mornings a breeze. Year-round comfort is yours with three brand new split units, offering energy-efficient heating and cooling. The freshly painted interior provides a crisp, modern feel, while new stainless appliances and a stacked washer/dryer add everyday convenience. Outside, enjoy a spacious, fenced-in backyard-ideal for pets, gardening, or

This is a Real Estate-Owned (REO)/post-foreclosure home owned or managed by a bank. All offers are considered; however, the highest and best will most likely be accepted

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

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

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

Set on more than nine private acres just minutes from the heart of Woodstock, this elegant sprawling ranch is a rare offering where the views take center stage. Thoughtfully designed in the spirit of 1960s contemporary architecture, the home was created to celebrate its extraordinary natural setting, with sweeping vistas enjoyed from nearly every room. A substantial spring-fed pond, serene pine forest, and dramatic 180-degree Catskill Mountains views create a setting that is both tranquil and unforgettable. The open floor plan enhances the home's effortless flow and inviting, inclusive style of living. A dramatic screened porch with cathedral ceilings, along with an expansive wood deck, offers exceptional spaces for outdoor dining, entertaining, or simply taking in the surrounding beauty. Inside, a bluestone fireplace anchors the living room, while a curved glass wall, dining area, eat-in kitchen with skylight, and breakfast bar all contribute to the home's warmth, comfort, and easy li

Set on more than nine private acres just minutes from the heart of Woodstock, this elegant sprawling ranch is a rare offering where the views take center stage. Thoughtfully designed in the spirit of 1960s contemporary architecture, the home was created to celebrate its extraordinary natural setting, with sweeping vistas enjoyed from nearly every room. A substantial spring-fed pond, serene pine forest, and dramatic 180-degree Catskill Mountains views create a setting that is both tranquil and unforgettable. The open floor plan enhances the home's effortless flow and inviting, inclusive style of living. A dramatic screened porch with cathedral ceilings, along with an expansive wood deck, offers exceptional spaces for outdoor dining, entertaining, or simply taking in the surrounding beauty. Inside, a bluestone fireplace anchors the living room, while a curved glass wall, dining area, eat-in kitchen with skylight, and breakfast bar all contribute to the home's warmth, comfort, and easy li

Hidden along one of Woodstock's most coveted country roads, in the area locals call Rainbow Hill, is a remarkably intact Mid-Century Modern home, one that rarely comes to market. Set on 3.67 private acres, less than two miles from the heart of Woodstock, the property has been the cherished home of a renowned artist and his wife for the past 28 years and is now offered to its next discerning steward. Thoughtfully sited within the landscape, the home embodies everything that defines exceptional Mid-Century Modern design. Walls of glass and expansive sliding doors dissolve the boundary between indoors and out, flooding the interiors with natural light and maintaining a constant connection to the surrounding woods and gardens. Much of the home's original character remains beautifully intact. Marble floors, teak-paneled walls, custom built-ins, and a monumental bluestone fireplace create interiors that feel both sophisticated and deeply authentic. The original kitchen is a true design state

Dear buyer, I want you to know the story of this house. My family bought it three years ago and we did a total renovation to all the bathrooms and kitchen with new appliances and tile and all new fixtures. We also changed the back of the house and opened it up with a huge dormer facing the mountain since before the main view was to the expansive side meadow. We thought this was going to be our forever home so we put all the best we could into it and added mini splits throughout the house for Heating And Cooling, an on-demand hot water heater, a backup generator that comes on automatically as well as a standalone propane fireplace in case we want to look at a fire while watching TV. We also put in lots of landscaping and out door statues made by local carver extraordinaire Hoppy Quick. What we loved about the house (using past tense since we need to detach:) was that the original owner took so much time and care to build it (from 2015 to 2021) and put in many raw live edge wood features

Hidden along one of Woodstock's most coveted country roads, in the area locals call Rainbow Hill, is a remarkably intact Mid-Century Modern home, one that rarely comes to market. Set on 3.67 private acres, less than two miles from the heart of Woodstock, the property has been the cherished home of a renowned artist and his wife for the past 28 years and is now offered to its next discerning steward. Thoughtfully sited within the landscape, the home embodies everything that defines exceptional Mid-Century Modern design. Walls of glass and expansive sliding doors dissolve the boundary between indoors and out, flooding the interiors with natural light and maintaining a constant connection to the surrounding woods and gardens. Much of the home's original character remains beautifully intact. Marble floors, teak-paneled walls, custom built-ins, and a monumental bluestone fireplace create interiors that feel both sophisticated and deeply authentic. The original kitchen is a true design state

Dear buyer, I want you to know the story of this house. My family bought it three years ago and we did a total renovation to all the bathrooms and kitchen with new appliances and tile and all new fixtures. We also changed the back of the house and opened it up with a huge dormer facing the mountain since before the main view was to the expansive side meadow. We thought this was going to be our forever home so we put all the best we could into it and added mini splits throughout the house for Heating And Cooling, an on-demand hot water heater, a backup generator that comes on automatically as well as a standalone propane fireplace in case we want to look at a fire while watching TV. We also put in lots of landscaping and out door statues made by local carver extraordinaire Hoppy Quick. What we loved about the house (using past tense since we need to detach:) was that the original owner took so much time and care to build it (from 2015 to 2021) and put in many raw live edge wood features

A compact, character-filled Hudson Valley retreat just minutes from Woodstock, this newly renovated Cape offers an unconventional two-level layout designed around charm, privacy, and relaxed country living. The 934 sq ft home features wood floors throughout, a cozy wood burning stove, with built-in dining area seating, and a stylish streamlined kitchen with subway tile, copper sink, stainless appliances, and a flexible breakfast bar/workspace. The main level includes a beautifully updated full bath with glass-enclosed shower and a bedroom just off the living area. Upstairs, a spacious wood-paneled primary suite with cathedral ceilings offers a tranquil retreat, complete with a freestanding soaking tub and second bath. A full unfinished basement provides ample storage, washer and dryer, gas furnace installed in 2022, central air conditioning, and a hot water heater installed 3/23. A classic picket fence opens to a sunny tree-lined backyard with fresh landscaping, rear deck with pergola

A compact, character-filled Hudson Valley retreat just minutes from Woodstock, this newly renovated Cape offers an unconventional two-level layout designed around charm, privacy, and relaxed country living. The 934 sq ft home features wood floors throughout, a cozy wood burning stove, with built-in dining area seating, and a stylish streamlined kitchen with subway tile, copper sink, stainless appliances, and a flexible breakfast bar/workspace. The main level includes a beautifully updated full bath with glass-enclosed shower and a bedroom just off the living area. Upstairs, a spacious wood-paneled primary suite with cathedral ceilings offers a tranquil retreat, complete with a freestanding soaking tub and second bath. A full unfinished basement provides ample storage, washer and dryer, gas furnace installed in 2022, central air conditioning, and a hot water heater installed 3/23. A classic picket fence opens to a sunny tree-lined backyard with fresh landscaping, rear deck with pergola

This is a rare find - a recently built home with privacy less than 15 minutes from both Woodstock and Kingston. Built in 2022, this modern home balances thoughtful design with a connection to nature. Every aspect of the home has been done with intention, including its private location nestled in the woods, energy efficient features and open, light-filled spaces. A recently expanded backyard offers space for relaxing and dining outdoors - and potentially a pool. As you approach the house down the tree-lined driveway, you arrive at the perfect modern sanctuary with spacious, open concept living. The kitchen is outfitted with custom cabinets, solid surface countertops, and premium appliances including a Wolf range and Sub Zero refrigerator. The dining area sits next to floor-to-ceiling windows. Custom built-in bookshelves line the walls of the living area with multiple seating areas and a wood burning fireplace. On this floor, you will also find a full bath, an oversized two-car garage wi

This is a rare find - a recently built home with privacy less than 15 minutes from both Woodstock and Kingston. Built in 2022, this modern home balances thoughtful design with a connection to nature. Every aspect of the home has been done with intention, including its private location nestled in the woods, energy efficient features and open, light-filled spaces. A recently expanded backyard offers space for relaxing and dining outdoors - and potentially a pool. As you approach the house down the tree-lined driveway, you arrive at the perfect modern sanctuary with spacious, open concept living. The kitchen is outfitted with custom cabinets, solid surface countertops, and premium appliances including a Wolf range and Sub Zero refrigerator. The dining area sits next to floor-to-ceiling windows. Custom built-in bookshelves line the walls of the living area with multiple seating areas and a wood burning fireplace. On this floor, you will also find a full bath, an oversized two-car garage wi

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

Rare investment opportunity in Woodstock: a collection of five unique cottages on six wooded acres located just minutes from the Village's vibrant shops, dining, and nightlife. Each home boasts a distinct personality and peaceful forest views, and all five have been successfully rented with a combination of short- and long-term tenants. Possibilities include renting all five cottages or living in one while renting the other four. Another option is to create a warm and inviting 5-cottage compound for group living. Imagine enjoying the Woodstock lifestyle with loved ones just a door-knock away. For a writer, artist, or home-business owner, perhaps one or more of the cottages could be used as a studio or office separate from home. Cottage 1 is a delightful two bedroom/one bath with a fireplace and Craftsman kitchen. Cottage 2, with one bed and one bath, was reimagined and fully renovated in 2024. Cottage 3 is peak contemporary treehouse: a stunning two bedroom/two bath, featuring dramatic

Rare investment opportunity in Woodstock: a collection of five unique cottages on six wooded acres located just minutes from the Village's vibrant shops, dining, and nightlife. Each home boasts a distinct personality and peaceful forest views, and all five have been successfully rented with a combination of short- and long-term tenants. Possibilities include renting all five cottages or living in one while renting the other four. Another option is to create a warm and inviting 5-cottage compound for group living. Imagine enjoying the Woodstock lifestyle with loved ones just a door-knock away. For a writer, artist, or home-business owner, perhaps one or more of the cottages could be used as a studio or office separate from home. Cottage 1 is a delightful two bedroom/one bath with a fireplace and Craftsman kitchen. Cottage 2, with one bed and one bath, was reimagined and fully renovated in 2024. Cottage 3 is peak contemporary treehouse: a stunning two bedroom/two bath, featuring dramatic