Homes for sale in Woodstock New York | Page 1 of 2 | Country Homes of America
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$849,000 13.8 acres 3 Beds | 2 Baths | 1 ½ Bath | 2072 sqft
44 High Rocks Road, Woodstock, NY 12498 - Ulster County

13.8 acres Woodstock, NY

This Mid 20th Century modern ranch is a secluded haven on 13.8 Mountain top acres just a few minutes drive to the center of Woodstock Village. A magnificent 1000 sf studio space with ceiling height of about 14 feet connects discreetly to the character-laden main house. A separate entrance (and driveway) to the art studio makes this sprawling, sophisticated loft-like home a place where a live/work lifestyle is easily created. It is sheer perfection for artists, art collectors, musicians, dancers, gamers, crafters, yoga enthusiasts, filmmakers and those just needing four white walls in which to meditate. Walls of windows allow nature to infuse this calming, contemporary space which would have been the perfect hideout for the Mad Men seek
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$415,000 1.22 acres 3 Beds | 2 Baths | 1 ½ Bath | 1833 sqft
180 Yerry Hill Road, Woodstock, NY 12498 - Ulster County

1.22 acres Woodstock, NY

Quintessential Woodstock charmer from the 1930's on desirable Yerry Hill Road, pure country yet minutes from the village, replete with those big beautiful beams they used to build with. Priavte and quiet, it is convenient to the scenic hiking trails at the Snake Rocks Preserve. The two main rooms, which can be used for combinations of living and dining, are very generous in size, both leading out to porch and patio areas, and a private hot tub. Kitchen has been updated, as has the full bath downstairs -- new furnace too and a whole-house generator! -- and there are plenty of original details that give the home the kind of character Woodstock buyers look for. There is a half bath upstairs but it can be easily converted to a full; and an ad
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$1,775,000 10.43 acres 4 Beds | 3 Baths | 3390 sqft
2655 Glasco Tunrpike, Woodstock, NY 12498 - Ulster County

10.43 acres Woodstock, NY

Once upon a time, this luxurious Woodstock log cabin was not so luxurious, but just wait until you see it now. In fact, the original c.1930s cabin was pretty rustic, and the homes current owners also found the more recent addition to the cabin in need of improvements. So, they set to work transforming the cabin and addition into a fabulous modern home with room for entertaining. The 3,390-square foot space boasts a host of updated features, like the chefs kitchen with high-end appliances, marble counter tops with seating, new wood flooring, built-in range, and ample under-counter storage. Still, this sprawling home retains its homespun roots with original exposed beams and double-sided stone fireplace. Cathedral ceilings with skylights and
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$799,000 2.14 acres 3 Beds | 3 Baths | 1 ½ Bath | 2736 sqft
256 Chestnut Hill Road, Woodstock, NY 12498 - Ulster County

2.14 acres Woodstock, NY

Located on a romantic road in the heart of Woodstock, this perfect contemporary cedar sided home is set far back from the road on a beautifully manicured 2.14 acres. A sizable 3 bed 2.5 bath that boasts a culinary-lovers dream kitchen - gourmet in all its details, custom cabinets, Wolf built-in range, Subzero refrigerator, Bosch dishwasher, spectacular granite counter-tops and stainless steel everywhere, you and your guests will be in chefs heaven. Throughout you will experience a crisp open floor plan with bright hardwood flooring and beamed ceilings. Perfectly placed windows not only let in loads of natural light, they showcase the beauty of the sanctuary created outside, a lagoon saline pool and hot tub flanked by stunning stone work, ma
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$875,000 7.98 acres 4 Beds | 5 Baths | 1 ½ Bath | 3059 sqft
23 Rowe Rd, Woodstock, NY 12401 - Ulster County

7.98 acres Woodstock, NY

A LITTLE PIECE OF PARADISE. A TRULY ENCHANTED 8 ACRE ESTATE WITH MAGNIFICENT 4 BEDROOM 4 BATH HOUSE AND SEPARATE COTTAGE, VIEWS OF LARGE POND, WATERFALL, HUGE 6 LEVEL DECK, AND HEATED SALT WATER POOL If youve ever dreamed of life on a beautiful gated estate or running a bed and breakfast this is a must-see property! A spectacular oasis that sits on eight private acres, The Enchanted Manor is surrounded by forest and meadow, a gorgeous pond with a waterfall, and organic vegetable gardens. You will never want to leave the magic vibe of this property. Wake up each morning to the tranquil sounds of nature. With over 3000 square feet of living space, your family and loved ones will enjoy the meticulously landscaped property, perfect for fami
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$489,900 12.45 acres 5 Beds | 3 Baths | 1 ½ Bath | 3585 sqft
60 Witchtree Road, Woodstock, NY 12498 - Ulster County

12.45 acres Woodstock, NY

First time on the market! This sprawling split-level home on 12 acres has 5 bedrooms and 2.5 baths. This includes a legal 1BR apartment with den and separate entrance. Creative use of brick, stone, slate and tile throughout. The acreage can be subdivided one time. The detached 2-car garage has a bonus building attached to complete as you wish for additional living space, studio or workshop; electric and plumbing already there. The house features include a walk-in cedar closet, whole-house fan, brick fireplace with wood stove insert, skylights and more. This property is perfect for the extended family, Air BnB or for the buyer who wants room to roam. A must-see!
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$489,900 12.45 acres 5 Beds | 3 Baths | 1 ½ Bath | 3585 sqft
60 Witchtree Road, Woodstock, NY 12498 - Ulster County

12.45 acres Woodstock, NY

First time on the market! This sprawling split-level home on 12 acres has 5 bedrooms and 2.5 baths. This includes a legal 1BR apartment with den and separate entrance. Creative use of brick, stone, slate and tile throughout. The acreage can be subdivided one time. The detached 2-car garage has a bonus building attached to complete as you wish for additional living space, studio or workshop; electric and plumbing already there. The house features include a walk-in cedar closet, whole-house fan, brick fireplace with wood stove insert, skylights and more. This property is perfect for the extended family, Air BnB or for the buyer who wants room to roam. A must-see!
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$636,000 14.4 acres 3 Beds | 2 Baths | 1776 sqft
262 UPPER BYRDCLIFF Road, Woodstock, NY 12498 - Ulster County

14.4 acres Woodstock, NY

Rare 14.4 Acres located just before the Byrdcliff Arts Colony, this property is waiting for someone to add that personal touch to bring this mid-century modern gem to its full potential. The long driveway leads you to a privately located 3 bedroom home. The architecture reflects the Bauhaus design both inside and out. Upon entering you will appreciate the soaring ceiling using post and beam construction to create a large open space in the living room and a second story loft with full bath. Light streams into the room through clerestory windows and falls upon a massive floor to ceiling stone fireplace. True to the original design concept, there is built-in furniture throughout the home. In the sunken master bedroom there are lighted w
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$749,000 23.68 acres 4 Beds | 5 Baths | 2 ½ Baths | 2634 sqft
41 Shotwell Rd, Woodstock, NY 12498 - Ulster County

23.68 acres Woodstock, NY

On the market for the first time in more than four decades, this secluded contemporary is fully handicap accessible and is sure to please the most discerning buyers. Located on a beautiful scenic rd, it is walkable to the Woodstock village! This beautiful home is all on one level. The huge gourmet kitchen is simply amazing with cabinets galore, a dining area, a central island, a cooktop besides a gas range, skylights letting in tons of lights. Off of the kitchen is a bedroom that has been used as an office/library with built-in bookshelves. Across the hall is another room that was used as a den/library, with sliders to a beautiful 4 season enclosed screened in porch. The enormous living room has gorgeous tall windows, vaulted beamed ceiling
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$749,000 23.68 acres 3 Beds | 4 Baths | 2 ½ Baths | 2634 sqft
41 Shotwell Rd, Woodstock, NY 12498 - Ulster County

23.68 acres Woodstock, NY

On the market for the first time in more than four decades, this secluded contemporary is sure to please the most discerning buyers. Located on a beautiful scenic rd, it is walkable to the Woodstock village! This beautiful home is all on one level. The huge gourmet kitchen is simply amazing with cabinets galore, a dining area, a central island, a cooktop besides a gas range, skylights letting in tons of lights. Off of the kitchen is a bedroom that has been used as an office/library with built-in bookshelves. Across the hall is another room that was used as a den/library, with sliders to a beautiful 4 season enclosed screened in porch. The enormous living room has gorgeous tall windows, hardwood floors and a fireplace. A bright foyer graces
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$819,000 5.43 acres 4 Beds | 2 Baths | 2377 sqft
35 Abbey Rd, Woodstock, NY 12498 - Ulster County

5.43 acres Woodstock, NY

Drive over a welcoming bridged-stream and step into this immaculate authentic mid-century home where you will immediately feel the grace and sublime beauty of Woodstock's Abbey Road, an environmentally sensitive community. Arriving at the property from the gently winding dead-end street you'll be greeted by natures' beauty, all lovingly enhanced through the home's perennial gardens, a mix of flowering trees & local hardwoods which attract colorful butterfly and bird life. Even on winter's gray days, bright red cardinals flit from branch to branch just outside the windows. Every room in the home is filled with light, its' large windows have been carefully designed to take in the tranquil surrounding vistas. Sunrise and sunset are particular
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$795,000 1.56 acres 3 Beds | 3 Baths | 1 ½ Bath | 2030 sqft
1855 Glasco, Woodstock, NY 12498-9999 - Ulster County

1.56 acres Woodstock, NY

This almost new, immaculate contemporary custom designed farm-home was created to allow the Catskills' pure and lovely country light shine throughout all with numerous custom finishes. From the main living area one has access to the full house wrap-around porch- here the indoors is always outdoors! Plus, a ground level terrace faces the gardens, stream and woods as well. The owners also built a detached two-car garage with a studio, guest or work space above. The landscaping has been lovingly tended. There are wonderfully fanciful trails winding through the woods, over an arched bridge, to a little meadow- all this is surrounded by large acreage insuring peace & privacy. When it is said, "a picture says a thousand words.." it is safe to sa
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$385,500 8.31 acres
00 TINKER STREET, Woodstock, NY 12498 - Ulster County

8.31 acres Woodstock, NY

There isn't a more special parcel of land with year round running water and adjacent to the protected Woodstock Land Conservancy parcel on which to build an amazing and unique home- private yet essentially in the heart of Woodstock! Over 8 beautiful, paradisaical acres bordering Woodstock's Comeau, an 80 acre property. There is also a partial boundary on the Millstream the runs over to the other side of the river.. You'll find a large lovely sunny meadow, some woodlands and adjacent trails that lead directly into the well cared for Comeau Land preserve. Walk through the Comeau into town or, optionally easily to Sunfrost for terrific breakfasts, lunches & easy shopping! Sunfrost has actually had a relationship with the owner and has a well
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$420,000 2.27 acres 4 Beds | 3 Baths | 1 ½ Bath | 1952 sqft
78 Baker Road, Woodstock, NY 12409 - Ulster County

2.27 acres Woodstock, NY

Location is everything! This sprawling 4 bed 2.5 bath Woodstock ranch is tucked down a quiet dead-end road and just minutes to the center of town. The large two-acre parcel adjoins to NYS DEP land of over 200 acres, there is a trail entrance just up the street from the home where you can enjoy miles of hiking trails. The interior features hard wood floors throughout the main living areas, the sunken living room is accented with a large stone fireplace and a wall of sliding glass doors flooding the room with light. Step out back to an expansive deck that spans the entire back of the home, great for summer cookouts and entertaining. The master suite has its own full bath, fireplace and sliders to the deck. The lower level continues to shine w
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$649,000 5.7 acres 3 Beds | 2 Baths | 2184 sqft
180 Broadview Rd, Woodstock, NY 12498 - Ulster County

5.7 acres Woodstock, NY

One of the the most beautifully maintained homes we've come across. Still lived in by the original folks who had it built in 2005. It's a Cape Chalet in a private 5.7 acre setting minutes from Woodstock, and even closer to Bearsville. This is one of the most desirable roads in Woodstock with a history of many notable residents from music and film. With seasonal views of Mt. Mead and could be your round with some tree trimming. Enter through the front deck to the living room with a 16 foot peaked roof. Open floor plan includes the loft overlooking the living, dining and kitchen. The master has a deck and en suite bathroom with a walk-in closet. The stairs lead down to the playroom with a complete with a bar and pool table that are included,
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$799,000 0.73 acres 4 Beds | 4 Baths | 1 ½ Bath | 2500 sqft
35 Elwyn Lane, Woodstock, NY 12498 - Ulster County

0.73 acres Woodstock, NY

EAT, PLAY, SWIM*, all within a two block walk to Woodstock shops and restaurants! This rare and special, must-see contemporary home is a mere two blocks from the heart of Woodstock! Luxurious one-of-a-kind 4 bed, 3 bath two-story home off a quiet cul-de-sac with an unparalleled sense of privacy and seclusion, yet near restaurants, shops and NYC bus. This stunning home was built in 1915, and newly reimagined and restored with impeccable taste, combining unparalleled sophistication, modern amenities, and efficiency. The gourmet kitchen with full pantry calls out for entertaining, and centers around an Etienne Caumartin Cooker, technically unsurpassed and hand-crafted in the French Alps. The kitchen features a farmhouse sink, commercial grade
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$525,000 0.7 acres 5 Beds | 3 Baths | 1 ½ Bath | 2365 sqft
36 Forestwood Drive, Woodstock, NY 12498 - Ulster County

0.7 acres Woodstock, NY

Turn-key five bedroom 1969 Central Hall Colonial home with a rocking chair porch. This lovely home has nicely scaled rooms with a pleasing floor plan and recently renovated to perfection. The living room is large and bright, like most other rooms has a new wood floor, and there is a large front and back window to view the property. The tastefully updated kitchen has all the modern conveniences and features such as a marble floor and stainless steel appliances. The cozy den or in home office has a brick fireplace. The stunning first floor bathroom like the kitchen has a marble floor plus washer and dryer. French doors off the dining room opens to a wonderful three season garden room that is a wonderful extra space for entertaining. The seco
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$339,000 0.61 acres 3 Beds | 2 Baths | 1 ½ Bath | 1812 sqft
6 Violet Place, Woodstock, NY 12498 - Ulster County

0.61 acres Woodstock, NY

Woodstock three bedroom home with 1 1/2 baths in a great neighborhood is awaiting your arrival and TLC! From this home travel two blocks to Route 375 (that has recently been renamed Levon Helm Boulevard) where one can be picked up on the New York commuter bus and head east to Kingston, New Paltz, Phoenicia, and other surrounding towns or go to New York City. On your way one will pass the Woodstock Golf Club and observe views of Overlook Mountain. Stop for lunch at one of our fine restaurants, visit our unique shops and galleries. A special afternoon is to hike Overlook Mountain and on the way visit the Buddhist Monastery then continue to the top of the mountain to see the amazing views of the Catskills. Over the years the owner/builder of t
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$250,000 0.83 acres 4 Beds | 3 Baths | 2124 sqft
98 Vandale Road, Woodstock, NY 12498 - Ulster County

0.83 acres Woodstock, NY

WELCOME TO WOODSTOCK! Are you looking for a 4 bedroom home with 3 bathrooms, 2 fireplaces PLUS a private interior access studio that has plenty of room for your family and friends when they visit you in Woodstock? Lets mention the studio first with many perks. First to mention it is next to the laundry room, has a small office and interior garage on ground level (no steps to climb.)This studio is one large room that is used as a combination bedroom & living room with a kitchenette that has a sink & counter top plus a refrigerator. We can't forget there is a private bath with a shower. Your guests will be delighted to see the set up for their stay. One side of the room is facing the fireplace and the other side of the room is plenty of spac
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$899,000 17.9 acres 5 Beds | 4 Baths | 1 ½ Bath | 3500 sqft
72 SHOTWELL RD, Woodstock, NY 12498 - Ulster County

17.9 acres Woodstock, NY

For the first time on the market in over a half century, this magnificent property is filled with history: it was the residence of Edgar Villchur who was an American inventor, educator, and writer widely known for his 1954 invention of the acoustic suspension loudspeaker which revolutionized the field of high-fidelity equipment. Located within walking distance of the Woodstock village, this Woodstocky home would make a fabulous Bed and Breakfast, with its rambling 3500 square feet. The breathtaking mountain views are magnificent throughout all seasons and the beauty of the landscape makes you forget you are so close to town. It is totally secluded and the vines covered bluestone patios are reminiscent of quaint villas in Tuscany! Up the lon
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$795,000 6.13 acres 3 Beds | 2 Baths | 1856 sqft
20 Blues Quarry, Woodstock, NY 12498 - Ulster County

6.13 acres Woodstock, NY

You are now looking at Serenity in the Catskill Mountains. Just minutes to the Village of Woodstock. This very private property consists of 6.3 acres and has everything you want and/or need to escape that crazy hectic life you may now have. This 3 bedroom 2 bath contemporary is one of those unique Woodstock homes that everyone is searching for. Office/den is currently set up as an additional sleeping area. Once you enter this home, you can just feel the good vibes of all the fun that has taken place here over the years. Wonderful entertaining home with gourmet kitchen/dining that opens to a massive sunken living room with two doors out to a large deck area. Large windows allow the light to pour inside. Upstairs bathroom and bedrooms
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$1,195,000 12.66 acres 4 Beds | 4 Baths | 1 ½ Bath | 3720 sqft
35 Nordic, Woodstock, NY 12498 - Ulster County

12.66 acres Woodstock, NY

This classic & exceptionally built home was created by a renowned Woodstock artist & sculptor. The whimsical house is nestled high onto a Woodstock hillside with views that carry one out to inspiring sky-filled realms while also offering earthly ponds, gardens & green grass lawns- there is even a large quarry pond for private summer swims near by under the big mountaintop blue sky. All this is 6 minutes into the heart of Woodstock with its casually hip Hudson Valley offerings and traditional art colony culture, galleries & performance spaces. Here is a community that has all the elements of pampering & rejuvenation, a fast emerging culinary scene & deeply established yoga & alternative health care offerings. The property feels worlds way fr
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$199,000 5 acres 1 Bed | 1 Bath | 906 sqft
30 Muse Road, Woodstock, NY 12498 - Ulster County

5 acres Woodstock, NY

Historical Maverick Art Colony property, circa 1930, is located on 5 beautiful acres. Build a new house or renovate the 1-2 bedroom rustic bungalow. It needs lots of work but will be worth your investment. It's charming stream-stone arched fireplace is the center piece of the living room (currently not functioning). Screened in porch overlooks rock boulder studded hillside. Small-tiny spring fed pond. Fix up the bungalow as a guest house or studio and build a beautiful house on one of several beautiful possible house sites. Easy access to the City & Woodstock. Dine and relax in the large eat-in screened porch. Five minutes to Woodstock & a walk through the woods to the Maverick Concerts. Most windows replaced four years ago with insulate
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$649,000 5.7 acres 3 Beds | 2 Baths | 2184 sqft
180 Broadview Rd., Woodstock, NY 12498-1408 - Ulster County

5.7 acres Woodstock, NY

One of the the most beautifully maintained homes we've come across. Still lived in by the original folks who had it built in 2005. It's a Cape Chalet in a private 5.7 acre setting minutes from Woodstock, and even closer to Bearsville. This is one of the most desirable roads in Woodstock with a history of many notable residents from music and film. With seasonal views of Mt. Mead and could be your round with some tree trimming. Enter through the front deck to the living room with a 16 foot peaked roof. Open floor plan includes the loft overlooking the living, dining and kitchen. The master has a deck and en suite bathroom with a walk-in closet. The stairs lead down to the playroom with a complete with a bar and pool table that are included,
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$636,000 14.4 acres 3 Beds | 2 Baths | 1776 sqft
262 UPPER BYRDCLIFF Road, Woodstock, NY 12498 - Ulster County

14.4 acres Woodstock, NY

Rare 14.4 Acres located just before the Byrdcliff Arts Colony, this property is waiting for someone to add that personal touch to bring this mid-century modern gem to its full potential. The long driveway leads you to a privately located 3 bedroom home. The architecture reflects the Bauhaus design both inside and out. Upon entering you will appreciate the soaring ceiling using post and beam construction to create a large open space in the living room and a second story loft with full bath. Light streams into the room through clerestory windows and falls upon a massive floor to ceiling stone fireplace. True to the original design concept, there is built-in furniture throughout the home. In the sunken master bedroom there are lighted w
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$1,895,000 19.5 acres 4 Beds | 5 Baths | 4081 sqft
496 John Joy Road, Woodstock, NY 12498 - Ulster County

19.5 acres Woodstock, NY

Glorious 1900-era Woodstock Equestrian Estate. Situated just minutes away from the village of Woodstock and Saugerties, and less than two hours from the George Washington Bridge is this stunning, nearly twenty acre property on the market for the first time in over 30 years. The estate features a renovated and expanded main house, guest studio, three-stall horse barn, in-ground pool, spring-fed pond, and full-size tennis court. Upon entering the grand driveway, youll immediately appreciate the propertys meticulously landscaped gardens with box woods alongside mature growth trees that perfectly frame the large stone home. The formal entry invites you into the living room, showcasing original detail such as hand-hewn beams and wide plan
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$899,000 0.78 acres 2 Beds | 2 Baths | 1 ½ Bath | 1386 sqft
219 Tinker Street, Woodstock, NY 12498 - Ulster County

0.78 acres Woodstock, NY

What a wonderful little "Woodstock Estate" this is within walking distance of the Village! The original cottage has high ceilings, a floor to ceiling cobblestone fireplace with a wood stove insert and gleaming wood floors. Beautiful woodwork throughout, beamed ceilings and numerous skylights add color and light to this sweet home. Additions over the years were added with post and beam construction. The fully fenced level yard enjoys an in-ground pool, a green house, a finished exercise building and beautiful garden areas. The two car garage has a mother in-law unit above it. Additional sheds provide storage for lawn and garden equipment. Spectacular mountain views can be seen from the front yard. A whole house Propane generator provides pow
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$699,000 0.64 acres 4 Beds | 3 Baths | 3625 sqft
15-17 Broadview Road, Woodstock, NY 12498 - Ulster County

0.64 acres Woodstock, NY

Spacious Mid-Century modern home with separate guest house & separate studio. Main house has three bedrooms on the main level, one with it's own bath. Second floor addition is a grand master suite with equally grand marble bath and lovely mountain views. Open & bright music room, sunken living room, den, and screened in porch awaits! Fabulous chef's kitchen with granite counters and double ovens. During the crisp summer days, enjoy the heated in-ground saline pool with waterfall and a year round spa surrounded by a beautiful bluestone patio. The light, bright guest cottage overlooks the pool. The large studio has a bath, kitchenette & is perfect for music, yoga, art... only limited by your imagination. All this and within walking distance t
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$799,000 0.73 acres 4 Beds | 4 Baths | 1 ½ Bath
35 Elwyn Lane, Woodstock, NY 12498 - Ulster County

0.73 acres Woodstock, NY

This rare and special, must-see contemporary home is a mere two blocks from the heart of Woodstock! Luxurious one-of-a-kind 4 bed, 3 bath two-story home off a quiet cul-de-sac with an unparalleled sense of privacy and seclusion, yet near restaurants, shops and NYC bus. This stunning home was built in 1915, and newly reimagined and restored with impeccable taste, combining unparalleled sophistication, modern amenities, and efficiency. An additional buildable lot is available and also benefits from town utilities and services. Come see this enchanting turn-key home before it's too late!
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$795,000 1.99 acres 3 Beds | 2 Baths | 1 ½ Bath | 2691 sqft
2380 Glasco Tpke, Woodstock, NY 12498 - Ulster County

1.99 acres Woodstock, NY

This "Storybook" style fancifully designed home offers amazingly spacious gathering areas for friends, family, art & music. It is a perfect retreat for a few people and readily expands when hosting special & wonderful gatherings. The historically significant home has been thoroughly updated from top to bottom. When not enjoying the house & its' lovely garden areas one can head to the Byrdcliffe Art Colony or easily be in the heart of Woodstock. The thick stone walls allow for deep window seats in the living room inviting one to curl up and enjoy the garden & terrace views. A second "grand & distinguished" living room with its beautiful woodwork & stunning leaded windows is currently a music & media center. Both of these living areas have th