Windham NY Real Estate & Homes for Sale

The median home value in Windham, NY is $287,000. This is higher than the county median home value of $188,400. The national median home value is $219,700. The average price of homes sold in Windham, NY is $287,000. Approximately 23.16% of Windham homes are owned, compared to 3.6% rented, while 73.23% are vacant. Windham real estate listings include condos, townhomes, and single family homes for sale. Commercial properties are also available. If you see a property you’re interested in, contact a Windham real estate agent to arrange a tour today!


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Type:
Single Family
Sq.Ft.:
1,370
Status:
NEW LISTING
Beds:
2
Lot size:
4.2 Acres
Year built:
1885
Baths:
2.00
MLS#:
136891

ADDITIONAL INFORMATION

Charm and Character comes with this turn of the century remodeled farmhouse with beautiful panoramic views and just minutes to Windham Village. This home has cozy living areas with nice sun room, office space off the living and dining area to arrange to suit your needs with a slightly separated open concept design. Upstairs has 2 bedrooms with a sleeping loft area and a deck off the bedroom to take in the view.Location is key with the view and a neighboring animal farm to give you the country experience.Truly a Four Seasons Community with Skiing, hiking, Golf, Lakes, Water park all within a very short distance.

Type:
Single Family
Sq.Ft.:
458
Status:
Active
Beds:
1
Lot size:
0.01 Acres
Year built:
1960
Baths:
1.00
MLS#:
136822

ADDITIONAL INFORMATION

Great lower level, turn-key efficiency unit with balcony and views! Amenities galore including a gorgeous new pool, free WiFi, fitness center, laundry room, housekeeping services, restaurant and movie theater. Free shuttle to and from Windham Mountain, WIndham Country Club and Windham bike path. This is the perfect choice for stress-free weekend getaways for singles, couples or small families! Well-maintained and completely furnished with new split A/C units installed in 2019. Fully managed and easy rentals through management company to offset costs. What are you waiting for?

Type:
Single Family
Sq.Ft.:
750
Status:
Active
Beds:
2
Lot size:
117.82 Acres
Year built:
2005
Baths:
1.00
MLS#:
20211009

ADDITIONAL INFORMATION

The sky's the limit with this spectacular piece of property showcasing awe-inspiring views of the surrounding mountains and Windham's ski slopes. On offer is a rare and highly sought-after 120-acre property set along one of the most desirable roads in Upstate New York just 2.5 hours from NYC. This is an exciting opportunity to create the ultimate family compound or even take full advantage of the thriving Windham market and break ground for multiple homesites and create a new subdivision development. Currently, there is a quaint two-bedroom log cabin nestled amongst the woods offering the perfect escape from the hustle and bustle of everyday life. A woodstove ensures added comfort after a day spent exploring the property, hunting and skiing. The parcel of land comprises open meadows, multiple pond sites and forest culminating in a picturesque slice of paradise. The charming town of Windham enjoys easy links to NYC and is a popular destination for weekend getaways.

Type:
Single Family
Sq.Ft.:
1,938
Status:
Active
Beds:
3
Lot size:
0.76 Acres
Year built:
1881
Baths:
3.00
MLS#:
136732

ADDITIONAL INFORMATION

Sunny Queen Anne Victorian on Main Street in Windham with unobstructed views of Windham Mountain Resort. This house would make a lovely home or getaway. The center staircase is flanked by a large dining room and living room to facilitate long evening get togethers. There is plenty of room to invite friends. 3 Bedrooms on the second floor and a bonus 3rd level of 858 sq ft. The backyard is shaded with mature trees and very private. Conveniently close to local restaurants for dining and ample privacy to relax the rest of the evening around your fire pit with friends. Currently in use as an Air B&B. Renovated improvements include a new roof and town water hook up, new kitchen appliances and floors in Kitchen, bath, laundry and hall

Type:
Single Family
Sq.Ft.:
6,100
Status:
Active
Beds:
5
Lot size:
0.02 Acres
Year built:
1965
Baths:
6.00
MLS#:
136724

ADDITIONAL INFORMATION

For the SMART investor.Live for free with an income if you work this right. This multi-use, income producing gem right in the middle of Windham Village. 3 retail tenants and 2+ new (under construction) apartments upstairs w/.views of the Village and Mountain. The retail shops (great tenants) bring in almost $40k per year on retail and the options are open with seasonal, annual or airbnb rentals upstairs to make this an great rental producing income. Walk to restaurants, pubs, mountain, movies, wine bar and on the NYC bus route Apts have ensuite baths and all split A/c units. an additional efficiency unit for rent or caretaker or just add to the apt.

Type:
Single Family
Sq.Ft.:
1,440
Status:
Active
Beds:
4
Lot size:
1 Acres
Year built:
1986
Baths:
3.00
MLS#:
202114382

ADDITIONAL INFORMATION

Spacious saltbox cabin available for your Catskill mountain get away. Only 2 hours outside of NYC! Enjoy the raised wood-burning fireplace, vaulted beamed ceilings and mountain scenery. Only a 5 minute drive to Windham Mountain and 20 minute drive to Hunter Mountain. Made over 30k on Air Bnb over the winter, easily could be a 60k+ year rental. Set on a quiet private road, yet a few minutes drive from the heart of Main Street, Windham. The house features a comfortable, cozy open floor plan. With a chef's kitchen, breakfast bar, dining table, living room, four bedrooms, three private bathrooms and a basement rec area. The outside features include a large south facing deck with Adirondack chairs, Weber BBQ grill and a picturesque mountain view.

Type:
Single Family
Sq.Ft.:
2,300
Status:
Active
Beds:
4
Lot size:
0.39 Acres
Year built:
1971
Baths:
3.00
MLS#:
136677

ADDITIONAL INFORMATION

This incredible Windham Mountain home is less than 300 feet from the Wonderama Express Quad. A true generational opportunity to own a prime Mountain location in the desirable, lower Club Road neighborhood. Home offers a cozy warm ambience with a rustic country tone. Amenities include a recently updated kitchen with stainless steel appliances and gas range, updated bathrooms with ceramic tile floors, open living area with vaulted ceilings, exposed structural beams, hardwood floors and a beautiful floor to ceiling stone fireplace. Four comfortable bedrooms including a private master suite. After skiing, relax in the large outdoor hot tub and enjoy the panoramic views from the deck. Other features include a brick entry way floor, high speed broadband Internet, maintenance free electric heat and hot water. Furnishings are not included but are negotiable. This is the perfect ski getaway in the mountains.

Type:
Single Family
Sq.Ft.:
2,567
Status:
Active
Beds:
4
Lot size:
0.01 Acres
Year built:
2019
Baths:
4.00
MLS#:
136653

ADDITIONAL INFORMATION

Whisper Creek end unit with magnificent views. Luxury living at its best. This condo brings the mountain and views inside with windows all around. Your living room has a gas fireplace for warmth and ambiance. Enjoy your own private terrace with entrance from your ensuite or great room. The kitchen with its stainless steel appliances accent the rich dark cabinets and the large granite center island counter which accommodate six. All this brings the rooms together within the open floor plan.The 4 bedroom, 4 bath includes 3 ensuites for personal privacy. New Furniture is included minus a few personal items. Move in ready. Whisper Creek is not just for winter even though you can ski out right from the locker room. Enjoy the main gathering place for food and drinks. The pool is heated and there is also a gym.Almost forgot the Mountain bike trails. What a way to enjoy the Catskill mountains year round.

Type:
Single Family
Sq.Ft.:
1,996
Status:
Active
Beds:
4
Lot size:
1.4 Acres
Year built:
1988
Baths:
2.00
MLS#:
20210883

ADDITIONAL INFORMATION

Story book Tudor style country cottage is not too big not too small- its just the right size! Adorable and privately situated at the end of a no outlet cul de sac offers a tranquil escape and is only 5 minutes to Windham Resort and charming Main street. Light filled living room features large windows with beautiful winter ski slope views in the back drop and a gorgeous double height blue stone fireplace that has an additional woodstove in the kitchen, together, with south facing sunshine provides that cozy ambience and superior warmth one seeks in a mountain getaway. This home is currently operating as a successful rental property it comes fully equipped and furnished seller willing to transfer advanced bookings this upcoming Spring/Summer if interested. New granite kitchen counters, SS appliances, updated bath. Easy to maintain 1.4 acre yard is landscaped to resemble an English garden with lily pad pond, rock steps and natural gardens, a unique local gem with excellent rental history.

Type:
Single Family
Sq.Ft.:
1,248
Status:
Active
Beds:
3
Lot size:
0.07 Acres
Year built:
1986
Baths:
2.00
MLS#:
136581

ADDITIONAL INFORMATION

New Price! Great set up for serious skiers, riders and outdoor enthusiasts, Brainard Ridge townhouse on Windham Mountain puts you right in the middle of all the action happening at the resort. 3 bedrooms, 2 full baths plus loft has been well taken care and comes fully furnished offering the next owner a turn key opportunity. Lovely pickled woodwork through out, solid wood doors, authentic wood burning fireplace, large windows and sky lights fill the living space with natural light. Brainard Ridge development is set amongst mature trees and perennials providing a sense of being in tucked into the woods yet just a short distance to the base lodge and one mile to Main street shops and restaurants. Windham is not just for winter sports, enjoy 2 nearby golf courses, mountain biking, hiking and seasonal outdoor venues, a true 4 season getaway. Easy to maintain and rent out when not using, unit equipped with high speed internet and wifi calling, remote work/vacation getaway wrapped into one

Type:
Single Family
Sq.Ft.:
4,300
Status:
Active
Beds:
4
Lot size:
2 Acres
Year built:
2009
Baths:
5.00
MLS#:
136555

ADDITIONAL INFORMATION

Magnificent Windham Home in a beautiful mountain setting. The moment you arrive you will be impressed and amazed at all the attention to detail throughout. From the kitchen which boasts of a large custom hickory island, handmade Mexican tile flooring and a custom oven range hood featuring stone, copper & vintage reclaimed wood from a local firehouse to the open dining and living room with vaulted ceilings, hand hewn beams, Carlisle wide plank HW floors and a stone fireplace that is the perfect place to relax. Sit outside on the deck and enjoy the outdoor fireplace while taking in the picturesque scenery. Beautiful master ensuite bedroom with radiant heat, natural stone floors, custom reclaimed wood double vanity with copper sinks and French doors to the outdoor deck. Climb the custom staircase to the loft and oversized ensuite bedrooms. Lower level has radiant heat tiled floor, huge family room along with fourth ensuite bedroom. Completely furnished - Move right into this dream home!

Type:
Single Family
Sq.Ft.:
1,815
Status:
Active
Beds:
3
Lot size:
5.2 Acres
Year built:
2005
Baths:
3.00
MLS#:
136442

ADDITIONAL INFORMATION

Private and Beautiful Ranch home nestled in on one of Windham's prettiest roads and and near the end of a cul-de-sac . Open concept floor plan with a beautiful onsuite bedroom which opens on to a deck and a spacious bath with soaker tub. Large Deck off the living/dining area for outside dining and relaxing. Full, and dry unfinished basement to double the size of your living space if needed.Open space for outdoor recreation and beautiful pond set away from the house.This home is in beautiful condition and just 3.5 miles to Windham Village. Nestled in a neighborhood of beautiful homes yet long driveways for privacy.

Type:
Single Family
Sq.Ft.:
1,528
Status:
Active
Beds:
3
Lot size:
0.05 Acres
Year built:
1986
Baths:
3.00
MLS#:
136363

ADDITIONAL INFORMATION

Windham Mountain Village is the place to be! Just a short walk to the trails makes this community family friendly and convenient. This 2 floor townhome features a bright, comfortable, and open living area with ample room for family and guests. Upstairs, a master ensuite; on the main floor is a 2nd bedroom/guest bathroom. Lockout area with 3rd bedroom/bathroom, kitchenette, bunk beds and railed loft for older kids, more guests, etc. After a day of skiing, walk home and relax in front of wood burning fire. Enjoy all 4 seasons from wraparound deck with mountain biking or tennis in the offseason. Visit the nearby clubhouse to swim in the indoor pool or soak in the hot tub. This unit is located in a quieter section of the village with less traffic, more privacy, nearby guest parking spaces for entertaining, and great views of Windham Mountain. Come take a look - whether looking for a cozy ski home or a year round escape, this may be the place for you! Furnished.

Type:
Single Family
Sq.Ft.:
1,150
Status:
Active
Beds:
3
Lot size:
0.9 Acres
Year built:
1951
Baths:
2.00
MLS#:
136326

ADDITIONAL INFORMATION

Enjoy the fabulous view of Windham Mountain from your living room and new deck!The deck is made for apres ski, golf, hiking and all Windham has to offer!The newly renovated 3bedroom, 2bath home has everything you need to enjoy Windham with your family and friends! Close to town. This home is being sold mostly furnished.

Type:
Single Family
Sq.Ft.:
2,020
Status:
Active
Beds:
3
Lot size:
0.63 Acres
Year built:
1941
Baths:
3.00
MLS#:
136287

ADDITIONAL INFORMATION

What a view! Wake up to the Windham Mt Ski Area and the beautiful Northern Catskill!Enjoy your apres ski (and apres golf or hiking) on the large deck with hot tub, grill and fire-pit!This completely renovated 3bedroom, 2.5bath home lets the outside stream in through the stunning Pella windows.This home is close to town and being sold mostly furnished.

Type:
Single Family
Sq.Ft.:
1,916
Status:
Active
Beds:
4
Lot size:
1 Acres
Year built:
1922
Baths:
2.00
MLS#:
136239

ADDITIONAL INFORMATION

Enjoy expansive mountain views from your covered front porch in this lovingly and meticulously maintained village home! The best of everything Windham has to offer is right here. Proven rental history with VRBO. First floor features a large dining room with coffered ceiling, original wide-plank pine floors and propane stove; spacious living room with new high hats, stone fireplace and additional seating alcove; efficient galley kitchen with newer appliances including a Miele dishwasher (range top to be replaced); and newly remodeled marble tile bath. Second floor boasts a convenient home office with mountain views, four spacious bedrooms, full laundry with front-loading Whirlpool washer and dryer, and full bath. Home is freshly painted and roof is 8 years young. Extensive rock walls beautifully re-pointed last year. Home also boasts a 1.5 car detached garage with staircase and loft. House is to be sold with approximately 1 acre of land to be subdivided.

Type:
Single Family
Sq.Ft.:
2,389
Status:
Active
Beds:
5
Lot size:
0.35 Acres
Year built:
1969
Baths:
3.00
MLS#:
136202

ADDITIONAL INFORMATION

Its all about location and this one is hard to beat! Super easy slope access lands you at the bottom of A lift and a short walk to Windham Resorts base lodge. The living area of this classic chalet features pine ceilings, warm pine paneling, new quality carpeting and a large wood burning fireplace. The kitchen is well laid out with ample counter space for those inclined to cook. You'll find 5 bedrooms (3 of which have been freshly painted and newly carpeted), 3 full baths, a large mudroom with radiant heat and plenty of space for sports gear. This low maintenance home comfortably sleeps 12, has parking for 3 vehicles, and is a one minute walk to the slope. If convenience and easy slope access are on your home buying list this is a home you wont want to miss!

Type:
Single Family
Sq.Ft.:
1,528
Status:
Active
Beds:
3
Lot size:
0.06 Acres
Year built:
1986
Baths:
3.00
MLS#:
136107

ADDITIONAL INFORMATION

Refined Rustic describes this Windham Mountain Village offering. Professionally designed by Jennifer McGee Designs, this fully renovated townhome is an exceptional blend of classic style, modern design elements, and the rustic comfort one expects in a ski retreat! From top to bottom, attention to detail is evident. An expanded kitchen with custom cabinetry and farmhouse sink is sure to please the chef in the family. After an active day on the slopes (just a short walk away), enjoy the pool & hot tub, and then relax with family and friends in front of your Regency Excalibur wood burning fireplace, the height of beauty and performance. Elegant lighting fixtures perfectly complement the Shaker wainscoting, doors, and hardware. All three bathrooms have heated floors and high-end finishes, and there is plenty of room for gear in two mudrooms with heated floors. Even the crawlspace received a makeover - cement floor, fully sealed and insulated. Come see this perfect Catskills getaway!

Type:
Single Family
Sq.Ft.:
10,611
Status:
Active
Beds:
9
Lot size:
5.52 Acres
Year built:
2010
Baths:
8.00
MLS#:
H6093646

ADDITIONAL INFORMATION

There's magic on the mountains at Windham Greene County New York. New York's #1 Ski destination and 4 season playground! Come enjoy the extravagant lifestyle and exquisite experience this home has to offer! 7 fireplaces with stunning mountain views. Fully equipped gourmet kitchen with Wolf and Sub-Zero appliances! Radiant heated floors and Wi-Fi throughout! 30 Finished rooms features 9 Bedrooms. 7 King size beds with private suites, 4 with fireplaces and 2 with private decks. 2 Queen size beds with bathroom suite. 6 full bathrooms and 2 powder rooms. 18 x 20 HEATED INDOOR POOL W/ FULL BATHROOM & STEAM SHOWER. OUTDOOR HOT TUB FOR SIX. 12 SEAT STATE OF THE ART MOVIE THEATER! 2 car heated garage plus carport. One mile to Windham ski slopes and directly across for Windham Country Club and Golf Course. One mile to restaurants and shops. 10 minutes to Hunter Mountain. *This home is available for rent ask for details! ****OWNER WILL TRADE FOR NYC REAL ESTATE****

Type:
Single Family
Sq.Ft.:
1,870
Status:
Active
Beds:
3
Lot size:
0.33 Acres
Year built:
1900
Baths:
3.00
MLS#:
136119

ADDITIONAL INFORMATION

Turn of the century farm house modernized with today's conveniences, oozes yesteryear charm and is sound and efficient too. The sunroom atrium is an especially nice cosmopolitan touch bringing in the outdoors into the main living area. Since the current owners purchased home, they have renovated the entire house including new windows, roof, doors, flooring, newer bathrooms, renovated bedrooms, newer furnace, newer hot water, upgraded electrical and added landscaped gardens Home being sold paritially furnished other bonus is the large garage, storage shed, whole house generator, easy to maintain and low taxes. Neighborhood setting walking distance to library, shops and restaurants in the quaint village of Windham. Good for full time or care free vacation home. Just minutes to Windham Resort, golf course, hiking and more. Highest and final bid due by 2/4/21 5:00 pm

Type:
Single Family
Sq.Ft.:
2,280
Status:
Active
Beds:
4
Lot size:
0.61 Acres
Year built:
1860
Baths:
4.00
MLS#:
136046

ADDITIONAL INFORMATION

One of the best rocking chair porches in Windham! This 1860 farmhouse was updated in the last 3 years. It is a deeded multifamily home located on South St just 1/4 mile from entrance to Ski Windham. It is also in close proximity to Windham Golf Course. Enjoy the close up views of the ski slopes and be the first to the mountain. There are 2 separate apartments with kitchens, living rooms, baths and bedrooms. Easily rentable for all seasons. Easy to maintain and close to all of Windham's amenities. The large front porch has a partially screened in area. Great investment opportunity awaits. Please do not park in driveway use parking spots. Water is off do not use bathrooms.Please remove shoes or use booties. Upon leaving shut all doors in hallway 2 downstairs and 2 upstairs.

Type:
Single Family
Sq.Ft.:
3,688
Status:
Active
Beds:
4
Lot size:
1 Acres
Year built:
2017
Baths:
4.00
MLS#:
135998

ADDITIONAL INFORMATION

Luxurious Catskill Mountain living with breathtaking views. Your picture-perfect Catskill Mountain haven awaits in this breathtaking residence crafted to showcase spectacular mountain views. This prized location promises peaceful living yet you're just moments from Windham's skiing along with a range of four-season activities. Vaulted ceilings, two-story stone fireplace and gleaming wood floors are just some of the must-have features throughout the open-concept layout. Walls of glass frame the show-stopping outlook or you can step out to the wrap-around deck and host guests in style. This four-years-new home boasts three bedrooms and 3.5 baths including the first-floor master with an ensuite and private deck. Stone tile bathroom floors and showers are on show while the list of features includes a loft, ski room & finished basement with a family room, 4th bedroom and full bath. A detached two-car garage w/unfinished bonus room completes the layout. CALLING FOR HIGHEST & BEST BY 5PM 1/27

Type:
Single Family
Sq.Ft.:
560
Status:
Active
Beds:
1
Lot size:
0.01 Acres
Year built:
1987
Baths:
1.00
MLS#:
135858

ADDITIONAL INFORMATION

Studio Condo within minutes of everything the Mountaintop has to offer. Just minutes to skiing, hiking and golf. Walk to the famous Windham Path for your dose of country air. The Quads offer their own inground swimming pool for the summer months and boasts tennis courts. Grab it while it lasts!

Type:
Single Family
Sq.Ft.:
1,978
Status:
Active
Beds:
3
Lot size:
1.5 Acres
Year built:
1986
Baths:
2.00
MLS#:
20210027

ADDITIONAL INFORMATION

A privately sited 3 bedroom and 2 bath Contemporary awaits you on a beautiful wooded 1.5 acre property. This home lends itself perfectly to outdoor living, with it's ample deck and nice level back yard with fire pit. Inside there is lots of light from the walls of windows and skylights, bringing the outdoors in. Open floor plan with a large stone fireplace in the living room, and a master suite upstairs with it's own fireplace and Jacuzzi tub set the scene for comfort. Many upgrades including newer Stainless Steel appliances and washer/dryer, custom Pavel water filtration system, recently painted inside and out. Fantastic location close to the main drag in Windham, skiing, fishing hiking, for year round outdoor fun. Nearby Hunter, Tannersville, and a quick trip down the Mountain to Saugerties and Woodstock. Perfect for full timers, weekenders or Airbnb. Easy living at it's finest.

Type:
Single Family
Sq.Ft.:
516
Status:
Active
Beds:
1
Lot size:
0.02 Acres
Year built:
2008
Baths:
1.00
MLS#:
135804

ADDITIONAL INFORMATION

Condo's with Character in the Heart of Windham Village. Walking distance to the NYC Bus Route, slopes, movies, restaurants, golf course. This charming one bedroom has the option of residential or an office with separate entrance on Main St. Beautiful hardwood floors and rear deck .Propane fireplace and split units for heat and a/c. CharmingPresently has a great annual tenant.Seller also owns a 2 bedroom condo with great views of the slopes and will make a deal if an investor purchases both.

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Thomas O'Leary, License 10311207479, Xome Inc., License 10991227159, ThomasH.Oleary@xome.com, 844-400-XOME (9663), 750 Highway 121 Bypass, Suite 100, Lewisville, Texas 75067


The data relating to real estate for sale on this web site comes in part from the Columbia Greene Northern Dutchess MLS. Real estate listings held by brokerage firms other than Xome include the name of the listing broker. Information is deemed reliable but is not guaranteed accurate by the MLS. The information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Copyright 2021 Columbia Greene Northern Dutchess MLS. All rights reserved.
Thomas O'Leary, License 10311207479, Xome Inc., License 10991227159, ThomasH.Oleary@xome.com, 844-400-XOME (9663), 750 Highway 121 Bypass, Suite 100, Lewisville, Texas 75067


The data relating to real estate on this website comes in part from the IDX of the Hudson Valley Catskill Region MLS. Real estate listings held by brokerage firms other than Xome are marked with IDX logo and the detailed information about them includes the name of the listing broker. Copyright 2021 by the Hudson Valley Catskill Region MLS and Ulster County Board of Realtors, Inc. All Rights Reserved.

Thomas O'Leary, License 10311207479, Xome Inc., License 10991227159, ThomasH.Oleary@xome.com, 844-400-XOME (9663), 750 Highway 121 Bypass, Suite 100, Lewisville, Texas 75067

© 2021 Greater Capital Association of REALTORS (CRMLSNY). All rights reserved. The data relating to real estate for sale on this website have been downloaded from CRMLS. The IDX logo indicates listings of other real estate firms that are identified in the detailed listing information. Information herein is deemed reliable but not guaranteed, representations are approximate, individual verification's recommended.

Thomas O'Leary, License 10311207479, Xome Inc., License 10991227159, ThomasH.Oleary@xome.com, 844-400-XOME (9663), 750 Highway 121 Bypass, Suite 100, Lewisville, Texas 75067


The data relating to real estate for sale on this web site comes in part from the Broker Reciprocity Program of OneKey MLS, Inc. The source of the displayed data is either the property owner or public record provided by non-governmental third parties. It is believed to be reliable but not guaranteed. This information is provided exclusively for consumers’ personal, non-commercial use. Copyright 2021, OneKey MLS, Inc. All Rights Reserved.

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