91 houses for sale in Lake Hill, Woodstock town Ulster County New York

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

Perfectly situated in the heart of Woodstock Village, this charming move-in-ready single-level country cottage is complemented by a separate permitted studio cottage (STR)-an ideal artist's studio, guest cottage, home office, creative retreat, or potential income-producing opportunity. Together, they offer exceptional flexibility just moments from Woodstock's renowned restaurants, galleries, boutiques, markets, music venues, and year-round attractions. The main residence features two spacious bedrooms, each with walk-in closets, random-width pegged hardwood floors, recessed lighting, ceiling fans, updated windows with removable grilles, and a custom built-in entertainment center. The inviting living room is centered around a wood-burning fireplace, creating a warm and welcoming gathering space. The eat-in kitchen offers shaker-style knotty pine cabinetry, a farmhouse sink, all-new appliances, and a convenient laundry area. A standout feature is the stunning three-season screened porch

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

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

Perfectly situated in the heart of Woodstock Village, this charming move-in-ready single-level country cottage is complemented by a separate permitted studio cottage (STR)-an ideal artist's studio, guest cottage, home office, creative retreat, or potential income-producing opportunity. Together, they offer exceptional flexibility just moments from Woodstock's renowned restaurants, galleries, boutiques, markets, music venues, and year-round attractions. The main residence features two spacious bedrooms, each with walk-in closets, random-width pegged hardwood floors, recessed lighting, ceiling fans, updated windows with removable grilles, and a custom built-in entertainment center. The inviting living room is centered around a wood-burning fireplace, creating a warm and welcoming gathering space. The eat-in kitchen offers shaker-style knotty pine cabinetry, a farmhouse sink, all-new appliances, and a convenient laundry area. A standout feature is the stunning three-season screened porch

Stonecreek is a one-of-a-kind newly constructed turnkey furnished designer residence conceived and designed with Dichotomy Interiors, brought to life through a collaboration rooted in design, craftsmanship, and a deep connection to the surrounding landscape, set on 8.3 private acres within 101 acres of protected conservation land just five minutes from Tinker Street in Woodstock. This fully realized four-bedroom, three-and-a-half-bath contemporary retreat offers approximately 2,800 square feet of thoughtfully curated interior living space, complemented by over 2,000 square feet of outdoor entertaining terraces surrounding the heated gunite pool and landscaped grounds. Included in the offering are all brand new designer furnishings, decor, rugs, lighting, cookware, serveware, bedding, towels, window treatments, and outdoor furnishings - creating an exceptionally rare move-in-ready luxury experience in the Hudson Valley. Expansive Weathershield windows, a dramatic 4.5-foot glass pivot en

Stonecreek is a one-of-a-kind newly constructed turnkey furnished designer residence conceived and designed with Dichotomy Interiors, brought to life through a collaboration rooted in design, craftsmanship, and a deep connection to the surrounding landscape, set on 8.3 private acres within 101 acres of protected conservation land just five minutes from Tinker Street in Woodstock. This fully realized four-bedroom, three-and-a-half-bath contemporary retreat offers approximately 2,800 square feet of thoughtfully curated interior living space, complemented by over 2,000 square feet of outdoor entertaining terraces surrounding the heated gunite pool and landscaped grounds. Included in the offering are all brand new designer furnishings, decor, rugs, lighting, cookware, serveware, bedding, towels, window treatments, and outdoor furnishings - creating an exceptionally rare move-in-ready luxury experience in the Hudson Valley. Expansive Weathershield windows, a dramatic 4.5-foot glass pivot en

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

Million-Dollar Views as Far as the Eye Can See Perched privately on 5.1 acres with breathtaking 100-mile panoramic views, this extraordinary log home is a true architectural masterpiece. Constructed from massive logs 18 to 20 inch in diameter that required cranes for assembly and individually placed upon an expertly engineered foundation, this remarkable residence represents a level of craftsmanship that would be difficult to replicate today. Blending timeless rustic charm with contemporary comfort, the home welcomes you into a spectacular great room featuring soaring cathedral ceilings, a dramatic floor-to-ceiling stone fireplace, and an expansive wall of glass that frames the stunning landscape beyond. Two sets of French doors open onto a spacious deck, creating seamless indoor-outdoor living. Rich hardwood floors add warmth and elegance throughout the main living spaces. The chef's kitchen and adjoining dining area are designed for both everyday living and entertaining. Don't miss t

Seventeen private acres, minutes from the heart of Woodstock. This 3-bedroom, 2.5-bath modern home pairs character with thoughtful separation of space: a fireplace-anchored great room, open kitchen, and dining area flow together on the main level alongside a versatile first-floor bedroom, ideal for guests, family, or a home office, served by a nearby full bath. Upstairs, the true primary suite delivers a walk-in closet and a private en-suite bath, along with a second upper-level bedroom and a balcony overlooking the living space below. Beyond the main house, a detached 776-square-foot guest studio, with its own kitchen, living area, bedroom, and full bath, adds rare flexibility for visiting family, rental income, or a private creative space. A two-car garage, whole-property generator, and owned solar round out the practical upgrades, while stone walls, gardens, and acres of woodland make this one of Woodstock's most private compounds. Set at the end of a quiet lane off Route 212, yet c

Seventeen private acres, minutes from the heart of Woodstock. This 3-bedroom, 2.5-bath modern home pairs character with thoughtful separation of space: a fireplace-anchored great room, open kitchen, and dining area flow together on the main level alongside a versatile first-floor bedroom, ideal for guests, family, or a home office, served by a nearby full bath. Upstairs, the true primary suite delivers a walk-in closet and a private en-suite bath, along with a second upper-level bedroom and a balcony overlooking the living space below. Beyond the main house, a detached 776-square-foot guest studio, with its own kitchen, living area, bedroom, and full bath, adds rare flexibility for visiting family, rental income, or a private creative space. A two-car garage, whole-property generator, and owned solar round out the practical upgrades, while stone walls, gardens, and acres of woodland make this one of Woodstock's most private compounds. Set at the end of a quiet lane off Route 212, yet c

Million-Dollar Views as Far as the Eye Can See Perched privately on 5.1 acres with breathtaking 100-mile panoramic views, this extraordinary log home is a true architectural masterpiece. Constructed from massive logs 18 to 20 inch in diameter that required cranes for assembly and individually placed upon an expertly engineered foundation, this remarkable residence represents a level of craftsmanship that would be difficult to replicate today. Blending timeless rustic charm with contemporary comfort, the home welcomes you into a spectacular great room featuring soaring cathedral ceilings, a dramatic floor-to-ceiling stone fireplace, and an expansive wall of glass that frames the stunning landscape beyond. Two sets of French doors open onto a spacious deck, creating seamless indoor-outdoor living. Rich hardwood floors add warmth and elegance throughout the main living spaces. The chef's kitchen and adjoining dining area are designed for both everyday living and entertaining. Don't miss t

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

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

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

There are certain Catskills roads that seem to become more beautiful with every turn. Silver Hollow is one of them. With Warner Creek running alongside it and mountains rising all around, it is one of the most sought-after country roads in the Chichester/Phoenicia area. Near the end of it sits a highly individual two-bedroom cabin with warmth, character and a spirit all its own. Built in 1950, the house offers 783 square feet of highly livable space. Its open floor plan is centered on a remarkably generous main living area. Far larger than one might expect in a cabin of this size. With plenty of room for cooking, dining, hanging out and long conversations by the stove. Rich knotty pine paneling wraps the room, while windows on multiple sides bring in an abundance of natural light. The centerpiece is an exquisite fieldstone fireplace, its gorgeous masonry a tangible link to the cabin's past. Set on the hearth is a wonderfully quirky barrel-shaped wood stove. Part workhorse, part convers

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

A storybook woodstock retreat in the woods some homes provide shelter; others provide sanctuary. 357 Chestnut Hill Road is a sanctuary in the woods-a soulful Woodstock retreat where sunlight spills through skylights, pine glows underfoot, and the forest seems to lean in and whisper, stay awhile. Set on 1.6 wooded acres with approximately 257 feet of road frontage, this enchanting red-clad hideaway has been treasured by one close family since 1970. Follow the gravel drive beneath a leafy canopy and the home gradually reveals itself among the trees, its warm wood exterior appearing almost organically from the landscape. Secluded without feeling isolated, it captures the creative, carefree spirit that has long made Woodstock irresistible. Inside, 1,338 square feet includes a primary bedroom, a bath, a kitchen, a wonderfully versatile loft, and the home's showpiece: a spacious, cozy living room where an exposed beamed-wood ceiling creates an architectural rhythm overhead, while skylights p

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

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

Few properties embody the history, architecture, and landscape of Woodstock as completely as the Lewis House. On the side of Overlook Mountain, at the very top of Lewis Hollow Road, and surrounded by thousands of acres of protected forest on Overlook Mountain, this remarkable property has evolved over more than 220 years while retaining the quiet character that makes it truly timeless. The original quarry house, dating to 1805, forms the heart of the current home, with what are now the living room and library serving as its earliest rooms and bedrooms above. Successive stewards thoughtfully expanded the residence rather than reinventing it, allowing each generation to contribute its own chapter. A striking addition completed in the 1960s introduced tall, gently curving windows overlooking the mountain stream, filling the home with natural light and creating a constant connection to the sound and movement of water. In the 1980s, the current owners added a spacious kitchen with soaring c

With nearly 14 acres, a heated saltwater pool, a separate two-bedroom ADU, and a warm character-filled main house, this Woodstock stream side country compound has been reimagined and meticulously updated within the last 5 years from soup to nuts. It is move-in ready as a weekend home, Air B&B or full-time residence. The main residence has the relaxed unpretentious character that makes a house feel immediately like home. Sun filled rooms, exposed beams, wood floors The beautifully appointed kitchen with Sub-Zero fridge, Bertazzoni range, extra thick quartz countertops and plenty of cabinetry is truly a cook's haven. Don't miss the sweet 3 season sunroom. A great spot for reading or meditating, and the mudroom off the kitchen to store boots and other outdoor paraphernalia. All 3 baths have been updated as well as all major systems in the home. A 1st floor bedroom plus 2 bedrooms and a den upstairs offer plenty of sleeping space for everyone and the super large primary suite w/balcony ove

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

Architect-Designed Modern Retreat with Unparalleled Views Over Woodstock! Perched high above the Town of Woodstock, this rare and exceptional home offers a front-row seat to breathtaking panoramic views that stretch from the mountains to the Ashokan Reservoir. Designed by noted architect Les Walker, this contemporary residence evokes the magic of living in a luxurious treehouse—where every room is immersed in natural light and dramatic scenery. Wake to stunning sunrises and unwind to radiant sunsets from the comfort of your open floor plan living space, where a soaring floor-to-ceiling bluestone fireplace anchors the heart of the home. Expansive windows line the entire south-facing rear of the house, bringing the outdoors in and framing unforgettable vistas year-round. Enjoy seamless indoor-outdoor living with two spacious decks—one screened for breezy summer nights, and one open for sun-soaked afternoons. The chef's kitchen flows effortlessly into the main living area, ideal for enter

Located only minutes from Hunter Ski Resort and looking for a beautifully designed home with privacy & incredible mountain views, 69 Heavenly Valley Road is for you. Newly renovated kitchen with marble countertops & backsplash, oversized farm sink, Bertozni Range, Farber Hood, Liebherr Refrigerator with double draw freezer and radiant heated floors. There is a lot of sunlight with multiple skylights and 22 foot ceilings including a 22 ft stone fireplace façade with a custom made wood shelf. Pine wood beams are stretched throughout the main floor. It is a wonderful place to entertain or just cozy up to the fireplace with a book and a hot cup of cocoa. The Primary bedroom is on the 2nd floor that has a deck with the most incredible mountain views and the bathroom with skylight and a unique custom-made copper bath tub and copper trims throughout. A well finished 1200 square foot basement can be turned into the coolest game room in the Catskills. There is a tremendous amount of outdoor rec

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

Welcome to The Waterfall House, a rare opportunity tucked away in the heart of Woodstock Proper. Set on nearly 12 private acres, this classic brick Colonial offers an exceptional combination of privacy, natural beauty, and endless potential, all just minutes from the shops, restaurants, galleries, and vibrant arts scene that have made Woodstock an iconic destination. Offering approximately 3,000 square feet, the home features six legal bedrooms and 3.5 baths, with expansive living spaces ready for your personal vision. Whether imagined as a full-time residence or a weekend escape, this is a property with room to gather, unwind, and make your own. The true centerpiece is the spectacular rear sunroom, where walls of windows frame the surrounding forest and invite the outdoors in. Open the windows and let the soothing sounds of your private waterfall and babbling brook become the soundtrack to everyday life, creating a setting that feels peaceful, restorative, and far removed from the eve

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

Originally built by the developer of Simmons Drive as his personal home, this spacious Woodstock property offers a rare combination of Village convenience, mountain views, and a peaceful park-like setting. Situated on a quiet no-outlet street, it's just a five-minute stroll to Good Night restaurant, Tinker Street shopping, cafés, galleries, and everything the Village of Woodstock has to offer, all while enjoying a backyard shaded by mature trees and bordering Andy Lee Field, with no residential neighbors directly behind you. The home offers three bedrooms, though it lives comfortably as four, with plenty of additional flexible space. An enclosed porch and wood-burning stove add warmth and character, while skylights bring natural light into the sunroom. Opening directly onto the deck, the sunroom offers an exciting opportunity to create a generous primary suite. Downstairs, an additional flex room can serve as an office, exercise room, creative space, or extra storage. A two-car garage

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