Homes for sale in Woodstock New York | Page 1 of 2 | Country Homes of America
CountryHomesofAmerica.com
#1 in Rural Real Estate Online

Homes for sale in Woodstock New York - Page 1 of 2

21 photos
$499,000 1.91 acres 3 Beds | 2 Baths | 1 ½ Bath | 1404 sqft
19 Meads Mountain Road, Woodstock, NY 12498 - Ulster County

1.91 acres Woodstock, NY

A short stroll from the famed Tinker Street of Woodstock, this fully renovated modern ranch features three bedrooms, one full bath plus one generous half-bath, and a bright and airy, open plan with large windows in the kitchen, dining, and living areas overlooking lawns and forest. An office/den between the master and second bedroom is currently being used as a fourth bedroom, and an attached one-car garage is currently set up as an artist's studio. One bedroom is located at the other end of the house, making it ideal for guests or a family member wishing extra privacy. On the property, there is a small pond and miniature barn/work shed connected to two fenced in areas perfect for gardening and/or raising small animals. Gleaming hardwood fl
34 photos
$369,900 1.04 acres 3 Beds | 2 Baths | 1704 sqft
166 Maverick Road, Woodstock, NY 12498-2504 - Ulster County

1.04 acres Woodstock, NY

Welcome to your country get away- rare to find a quality home with studio close to town and lets not forget the in-ground pool and patio. Home has a tranquil feel and is perfect for entertaining. The studio is an original Maverick outbuilding Main bedroom has vaulted ceilings and sliders out to pool and gardens- along with beautiful bathroom and jetted tub. Great flow thru out the home and an easy feel. Living room has lots of light with cathedral ceiling and romantic fire place. Dining room open to sliders to stone patio and screened in porch- one level living at its best.
29 photos
$525,000 2 acres 3 Beds | 2 Baths | 1782 sqft
309 John Joy Road, Woodstock, NY 12498 - Ulster County

2 acres Woodstock, NY

Just a short distance from the center of Woodstock is this well maintained Log home sitting on 2 acres. Exterior logs just re-stained and foundation painted. Two freshly painted large decks extending the whole front and back allowing for great outdoor exposure, picnics and sunbathing. There is a chain link fence surrounding the back of the house to keep children and pets from wondering. Enjoy the large eat in kitchen while guest sit around and talk. Living room with cathedral ceiling and great stone fireplace for entertaining and sliding doors stepping out to the back porch. This home offers 3 spacious bedrooms with a Master En-Suite. Basement level with additional 876 square feet giving you space for a large family room with a den/storage
29 photos
$525,000 2 acres 3 Beds | 2 Baths | 1782 sqft
309 John Joy Road, Woodstock, NY 12498 - Ulster County

2 acres Woodstock, NY

Just a short distance from the center of Woodstock is this well maintained Log home sitting on 2 acres. Exterior logs just re-stained and foundation painted. Two freshly painted large decks extending the whole front and back allowing for great outdoor exposure, picnics and sunbathing. There is a chain link fence surrounding the back of the house to keep children and pets from wondering. Enjoy the large eat in kitchen while guest sit around and talk. Living room with cathedral ceiling and great stone fireplace for entertaining and sliding doors stepping out to the back porch. This home offers 3 spacious bedrooms with a Master En-Suite. Basement level with additional 876 square feet giving you space for a large family room with a den/storage
16 photos
$299,900 1.69 acres 4 Beds | 2 Baths | 1700 sqft
3241 Route 212, Woodstock, NY 12409 - Ulster County

1.69 acres Woodstock, NY

You'll love this historic 2-story farmhouse located just a few miles from the village of Woodstock, NY. This two-story farmhouse gives you over 1,700 sq. ft. of generous space, without losing that quaint, cozy atmosphere. The first floor features a cute country kitchen, formal dining room, bathroom with a shower, living room and additional family space on the enclosed and insulated front porch. The upstairs contains four charming bedrooms with closets. The second floor includes a full bathroom and linen closet. The home is located on a 1.69 acre lot and has numerous outbuildings, including a functional chicken coup. The home can be heated with the lovely pellet stove located on the first floor. The home is situated in a friendly community
35 photos
$249,000 0.61 acres 3 Beds | 1 Bath | 1 ½ Bath | 1812 sqft
6 Violet Place, Woodstock, NY 12498 - Ulster County

0.61 acres Woodstock, NY

Woodstock three bedroom home with 1 bath in a great neighborhood is awaiting your arrival and needing some TLC! Seller is motivated for buyers to make offers! 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
27 photos
$699,000 4.22 acres 2 Beds | 2 Baths | 2322 sqft
244 California Quarry Road, Woodstock, NY 12498 - Ulster County

4.22 acres Woodstock, NY

This unparalleled location has been the muse for world renowned, Hall of Fame keyboardist and musician, David Sancious, for years. Here you will find complete privacy. Hypnotizing views of the Catskill Mountains, the Shawangunks and beyond. Three tiered gardens with benches, amphitheatre and firepit. Perennial gardens abundant with wild azaelas, lilacs and the scent of lavender and rosemary. A private gazebo to sip your coffee in the morning and watch the sun come up. An upper and lower deck to take it all in. The indoor space has an open feel, an abundance of sunlight and oh that view. From every window. Master bedroom with private bath and walk in closets, comfortable den and back patio. A great room with a wall of windows taking it all
24 photos
$279,000 1.19 acres 4 Beds | 2 Baths | 1 ½ Bath | 2850 sqft
431 ZENA RD, Woodstock, NY 12401 - Ulster County

1.19 acres Woodstock, NY

Comfortable country living on Woodstock's scenic Zena Road. This pleasant Cape Cod home has impressive charm and functionality. The first floor features an expansive eat-in kitchen, a living room with a view and a fireplace and Jotul stove, two bedrooms, a bath, and laundry; one never need leave the first floor! But if you did, you'd find yet two more bedrooms upstairs and a nice clean basement down. So many possibilities inside! Outside features a patio and fenced back yard and a large front yard with mature trees that provide texture and distance from the road. Tennis anyone? The Woodstock Tennis Club is just across the street.
24 photos
$279,000 1.19 acres 4 Beds | 2 Baths | 1 ½ Bath | 1710 sqft
431 Zena Road, Woodstock, NY 12401 - Ulster County

1.19 acres Woodstock, NY

Comfortable country living on Woodstock's scenic Zena Road. This pleasant Cape Cod home has impressive charm and functionality. The first floor features an expansive eat-in kitchen, a living room with a view and a fireplace and Jotul stove, two bedrooms, a bath, and laundry; one never need leave the first floor! But if you did, you'd find yet two more bedrooms upstairs and a nice clean basement down. So many possibilities inside! Outside features a patio and fenced back yard and a large front yard with mature trees that provide texture and distance from the road. Tennis anyone? The Woodstock Tennis Club is just across the street.
24 photos
$209,000 1.4 acres 3 Beds | 2 Baths | 1 ½ Bath | 1438 sqft
74 Witchtree Road, Woodstock, NY 12498 - Ulster County

1.4 acres Woodstock, NY

Charming ranch located just minutes from the heart of Woodstock. This three-bedroom 1.5 bath home features hardwood floors, a wood burning fireplace and upgraded appliances. The large 1.4-acre lot offers privacy and space to garden and relax.
35 photos
$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
22 photos
$549,000 1.28 acres 3 Beds | 2 Baths | 1810 sqft
115 Orchard Ln N, Woodstock, NY 12498 - Ulster County

1.28 acres Woodstock, NY

Welcome to 115 Orchard Lane! This home offers the perfect balance of serenity and convenience. Perfectly sited in the village of Woodstock on 1 acres. For being a village home the property allows a generous amount of space between neighbors on the lane and has a picturesque backyard view. When the weather allows for the landscape to grow you are surrounded by mature trees and lush ferns. Built in the early 70's this 3BR, 2 FULL bath home has a wonderful layout. Enter the living room where the floor to ceiling windows provides natural light all day long. The decorative stained glass dates back from the 1800's, beautifully crafted with hand painted details. Hardwood floors throughout, brick fireplace, cathedral ceilings, galley kitc
22 photos
$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
28 photos
$525,000 4.58 acres 4 Beds | 3 Baths | 1 ½ Bath | 2880 sqft
15 EDWARDS LANE, Woodstock, NY 12498 - Ulster County

4.58 acres Woodstock, NY

Follow the private lane, to this custom designed Woodstock Contemporary on 4.5 tranquil acres yet only minutes to the heart of Woodstock. The stylish and spacious eat in kitchen offers quartz counters and porcelain floors, opens to both the dining area and family room with wood burning fireplace, both rooms lead to the living room and have sliding doors to the back deck which runs the length of the house. First floor office, powder room and laundry area/mudroom with outside access complete the first floor. Upstairs features new hardwood floors, four good size bedrooms, including luxurious master suite, with walk in closet and master bath with double sinks and custom tile. PLUS the large bonus room with skylights, perfect for yoga or just re
33 photos
$490,000 8.3 acres 2 Beds | 2 Baths | 2774 sqft
231 Maverick Road, Woodstock, NY 12498 - Ulster County

8.3 acres Woodstock, NY

Come quickly to see this privately sited, mid- century modern home with an in-ground pool, pond, studio, and stunning grounds on over 8 private acres - just minutes to Woodstock Village! As you drive into the property, you'll appreciate the mature trees and fantastic rock outcroppings as you park next to the spring-fed pond. Open lawn for friendly weekend croquet or badminton tournaments...or a tented fundraiser /special occasion. Inside you'll love the open floor plan for entertaining with vaulted ceilings and large windows that bring in lots of light with a tree house mirage. Relax by the stone fireplace in between the kitchen and living space - just around the corner from the stunning dining room overlooking the forest beyond.
17 photos
$375,000 1 acres 5 Beds | 3 Baths | 1 ½ Bath | 2630 sqft
14 Holiday Drive, Woodstock, NY 12498 - Ulster County

1 acres Woodstock, NY

If it is space you want and you want it in Woodstock, this is the house for you. A nearly 3,000-square-foot colonial, solidly-built and durable, it features a unique double-sided freestanding fireplace separating two living areas. Plenty of room to relax, and that includes a screened-in back porch. But what is very unusual for Woodstock is having five bedrooms, one ensuite, all of them extremely generous in size -- and perfect for an AirBnB rental. Space-seekers will enjoy the big eat-in kitchen and separate dining room and a spacious two-car garage, lots of closets, and a back deck in addition to the screened-in porch. The one-acre lot offers privacy in the back, easy maintenance, and some beautiful rock outcroppings. The setting is a lov
33 photos
$525,000 4.58 acres 4 Beds | 3 Baths | 1 ½ Bath | 2880 sqft
15 Edwards Lane, Woodstock, NY 12498 - Ulster County

4.58 acres Woodstock, NY

Follow the private lane, to this custom designed Woodstock Contemporary on 4.5 tranquil acres yet only minutes to the heart of Woodstock. The stylish and spacious eat in kitchen offers quartz counters and porcelain floors, opens to both the dining area and family room with wood burning fireplace, both rooms lead to the living room and have sliding doors to the back deck which runs the length of the house. First floor office, powder room and laundry area/mudroom with outside access complete the first floor. Upstairs features new hardwood floors, four good size bedrooms, including luxurious master suite, with walk in closet and master bath with double sinks and custom tile. PLUS the large bonus room with skylights, perfect for yoga or just re
35 photos
$1,140,000 5.29 acres 3 Beds | 4 Baths | 1 ½ Bath | 3985 sqft
39 Raycliffe Drive, Woodstock, NY 12498 - Ulster County

5.29 acres Woodstock, NY

Incredible Panoramic Views from the Custom Contemporary Home. Luxury on top of a mountain located in the "Gold Coast of Woodstock". Desirable Raycliffe home, 10 years in the planning created by Andrew Wright, an award-winning architect. The unique design boasts a total of 90 windows along with multiple balconies to take in the phenomenal panoramic views. Perfectly sited and completely private home with views from nearly every room in the home. The excess of windows provides beautiful natural light throughout the home and brings the airy mountain atmosphere inside. The open and inviting kitchen is in the center of the first level, gleaming with brushed nickel finishes, honed granite counter tops, a powerful range hood, and extra deep sinks
38 photos
$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!
35 photos
$1,695,000 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
33 photos
$699,000 0.61 acres 7 Beds | 4 Baths | 1 ½ Bath | 3400 sqft
106-110 Orchard Lane North, Woodstock, NY 12498 - Ulster County

0.61 acres Woodstock, NY

Amazing opportunity to own a rare Woodstock Compound, consisting of 3 individual single family homes. Idyllic setting, artistic touches & many original details blend to create this eclectic, charming and highly functional property. Plenty of natural light comes into "The Farmhouse"....which is the main dwelling. It has 4 bedrooms, one of which is on the 1st floor, gracious living room & sunny dining room, all with wide board pine flooring. There are 1.5 bathrooms in the Farmhouse. Kitchen has granite tile counter tops, cozy breakfast area and easy access to hand made bluestone patio for outdoor cooking & dining. Marvelously adorned with many windows, this 1900's farmhouse is a short walk to Woodstock's fine restaurants, performance venues,
22 photos
$699,000 8.3 acres 4 Beds | 3 Baths | 1707 sqft
475 Ohayo Mountain Road, Woodstock, NY 12498 - Ulster County

8.3 acres Woodstock, NY

Looking for that elusive vintage farmhouse that's wonderfully secluded totally private on 8 acres with gorgeous mountain views from almost every room! This is it!! This rare lovingly maintainedhome is long on charm with original details, rocking chair porch, hardwood floors, and lots of outdoor space. Stay cozy by the original stone fireplace in the winter and leave the French doors open to the patio with arbor in the summer! Lots to enjoy here! Three bedrooms, three full baths including a main floor master with secret closets....(part of the charm). Upstairs bedrooms have builtin & the upstairs bath has a lovely clawfoot tub for soaking and enjoying the views. This house is the perfect country getaway from it all!
35 photos
$1,695,000 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
27 photos
$625,000 4 acres 4 Beds | 3 Baths | 1 ½ Bath | 2478 sqft
121 Chestnut Hill Road, Woodstock, NY 12498 - Ulster County

4 acres Woodstock, NY

It's incredible how well this 1966 home translates to the needs and desires of current full-time homeowners or weekenders! The home is set back quite far from one of one of Woodstock's most desirable roads, giving a sense of privacy, quiet, and being surrounded by nature, although it's less than a five-minute drive to the center of town. The rooms are all spacious and bright, with a flow that just makes sense. There's a large en suite master plus three bedrooms and another full bath upstairs - and an extra large living room, dining room, kitchen, guest room/office, half bath, and fantastic wood-paneled den with a brick fireplace on the main floor. The sliding doors from the dining room open out onto a generous deck that is surrounded by a l
27 photos
$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
35 photos
$849,000 1.8 acres 4 Beds | 4 Baths | 2885 sqft
2 Wendell Road, Woodstock, NY 12498 - Ulster County

1.8 acres Woodstock, NY

Location, Location ! In the same family for the last 74 years and taken care of with great pride this elegant and charming house awaits its next owner. There are two add'l units, one studio ( built in 2003) and a one bedroom apt. Each with separate entrances, utilities, heating systems etc.. Each unit has an entrance to their backyard space, surrounded by a white picket fence...The main house also has a stone patio in back..Live in the Main house, rent out the studio or keep it for guests, Airbnb or add'l income...the one bedroom has had the same tenant for the last 22 years and she would like to stay on..There are two working wood burning Fireplaces, one in the kitchen and the other in the Living Room There is a large flat field across f
35 photos
$679,000 3 acres 3 Beds | 3 Baths | 2974 sqft
11 RAYBROOK Dr, Woodstock, NY 12498 - Ulster County

3 acres Woodstock, NY

Within a 5 minute drive to the heart of Woodstock, come down a long driveway upon this fabulous brand new contemporary with all the bells and whistles the most discerning buyers would wish for. Situated on a picturesque and tranquil dead end country road with no through traffic and only a few high end homes each tucked in and barely visible from their neighbors', this beautiful home exudes unpretentious elegance. With 3 acres to roam around, you are surrounded by nature. The rambling (almost) 2000 square feet of the main living space is all on one level and features: a solid mahogany front door, a central 5 foot hallway, 9 foot ceilings throughout, bamboo floors, 2 large guest bedrooms, a guest bath with a tiled bathtub surround, tiled floo
31 photos
$219,000 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
35 photos
$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
35 photos
$799,000 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