Windham, NY Homes for Sale under $500,000

Breathe New Life Into This Mid-Century Split Ranch Full of PotentialOpportunity is knocking with this spacious 5-bedroom, 3-bath home — ready for someone to bring their vision and creativity. Many of the big-ticket updates are already complete, including a new roof, wood flooring, whole-house generator, freshly paved circular driveway, new front walkway and more.Designed for

Lisa Jaeger Coldwell Banker Village GreenW

Charming & Freshly Renovated Cottage in the Heart of Windham — Just 1 mile from skiing at Windham MountainEscape to the mountains and fall in love with this newly renovated Catskill Mountain cottage, ideally situated just minutes from world-class skiing and golfing at Windham Resort. Nestled in a prestigious yet charming community only about two hours from NYC, this property blends cozy

Regina Tortorella Coldwell Banker Village GreenW

Dreaming of a quick escape from NYC's chaos? Just 2.5 hours from the city, nestled in the heart of the Catskill Mountains, lies this breathtaking 4-bedroom, 3.5-bath townhouse with access to a community pool and shuttle service to and from the Windham Mountain Resort. This spacious three-story townhouse seamlessly blends comfort and adventure. With an open concept floor plan, vaulted ceilings,

Regina Tortorella Coldwell Banker Village GreenW

Sold as is.3 minutes to the ski slopes and across the street from the golf course and clubhouse! Mid-century modern ski house, needs considerable maintenance & modernization, but oh so worth it to do. Property is a useable acre that directly abuts golf course (across the street) and clubhouse. Excellent Airbnb opportunity. Year round and vacation home living. Location, location

Eric Schatz Schatz Realty Group

Discover the perfect blend of charm, space, and convenience in this beautiful 4-bedroom, 2-bathroom countryside home, ideally located less than 3 hours from NYC. Set on scenic land in historic Windham NY. This vibrant small town is surrounded by renowned ski resorts; this is the ideal getaway or year-round residence.An exceptionally inviting home that is perfect for guests or extended family,

Brian Cohen RHR Realty Group

Great opportunity to own a vacation home in Windham! Lots of room for loved ones & guests.Featuring 5 bedrooms, 2 1/2 baths, open floor plan, and wood burning fireplace. Property has a pond.Conveniently located to Elm Ridge Club which has tennis courts, swimming pool & recreation room.Windham Mountain Club is minutes away.

Sheila Word Coldwell Banker Village GreenW

This large 3 bed, 3.5 bath home sits on 5 peaceful acres and has plenty of space inside and out. Built in 1993, it offers 2,610 sq ft of living space. The home has new tile floors, central A/C, and a 10-year-old roof. We are located just a short drive from popular ski slopes, restaurants and other entertainment. Interior in good livable condition. We are in the process of obtaining interior

Qizhan Yao Realmart Realty, LLC

Charming 4-Bedroom Townhome Just Minutes from Windham Slopes!Discover this beautifully designed townhome in a vibrant four-season community, just five minutes from Windham's premier ski slopes, golf courses, scenic walking paths, top-rated restaurants, and stunning hiking trails. This thoughtfully crafted three-level home offers:4 Spacious Bedrooms - Plenty of space for family and guestsCozy up

John Pumilia Shaw Country Realty, Inc.

This home is situated on 6 lovely acres both open and wooded with a small stream. Located equal distance from both Windham and Hunter Mts. Close to the movies, miniature golf, breweries, hiking, biking and 5 minutes from the town lake where you will find kayaks, paddle boats, ball field, basketball as well as a pavilion with restrooms.Step into a large living room with wood cathedral ceiling and

Mary Donovan Gallagher & Company

Introducing a treasure in the heart of Windham, where charm and convenience beautifully coalesce. This three-bedroom oasis offers a newly renovated, low maintenance home that encapsulates comfort and serenity.Set amidst the breathtaking mountain views, this property boasts an enchanting creekside grotto. The firepit area is an idyllic spot for tranquil evenings under the stars, a feature

Jason Dugo Dugo Realty

Ine of just a few larger units in ?Crystal Pond. First floor has mud-room, half bath with laundry, Kitchen as well ad a dining room, large living room with sliding doors to large deck, lovely stone wood burning fireplace. Lots of light in this unit. Second floor has two main bedrooms each with a full bath.as well as a separate area for home office or TV. Third level has two well sized

Mary Donovan Gallagher & Company

This 4 bedroom, 3.5 bath unit is ''like New''. Halfbath/laudry, kitchen with granite counters, upgraded cabinets, SS appliances, tile flooring. This is open concept. Nice counter in the kitchen with stool, open to the dining and living room area. Living room has a gas fireplace and sliding doors to a patio with a lovely view. Second floor has two main bedrooms with their full baths, third

Mary Donovan Gallagher & Company

Charming 4-Bedroom Ranch on 1.6 Acres in Windham, NYDiscover your dream retreat in the heart of the Catskills! Nestled in the picturesque village of Windham, just minutes from vibrant downtown and the renowned Windham Mountain Resort with its array of restaurants and shops, this spacious 4-bedroom, 2-bathroom ranch offers the perfect blend of comfort and charm.Situated on a

Fred Mazza Bunce Realty

Just a stones throw from the slopes at Windham Mountain, you will find this gem. A 5 bedroom, 3 bathroom village home that has been fully renovated while maintaining much of the original character. The exterior boasts a rocking chair porch, abundant space for entertaining or enjoying, extensive garden area, hot tub, orchard(apples and pears), hiking, bird watching, and so much more! The turn-key

Jessica Surbeck WINDSTAR REALTY GROUP LLC

Charming 3-Bedroom Retreat in Serene Wooded SettingNestled on a private road in a tranquil wooded haven, this newly renovated 3-bedroom, 2-bath retreat seamlessly blends modern comforts with cozy charm. Perfect as a primary residence, vacation home, or income-generating AirB&B, this property offers exceptional versatility and appeal.Key Features:Upper Level: Spacious

Fred Mazza Bunce Realty