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Charming and newly renovated, this home, reminiscent of an Arts and Crafts Bungalow or Cottage, is a must see. With cedar shake siding and a wrap-around porch, this little gem beckons you to pull up a rocking chair, visit with neighbors & friends and watch the world go by. From top to bottom, this home has been updated and refreshed! The custom kitchen flows seamlessly into the dining area - light, bright and with plenty of space to add your own finishing touches and furnishings. From here, sliding doors open to a concrete patio - the perfect, private spot to enjoy your morning coffee or tea. French doors lead to the rest of the main living area - two distinct spaces defined yet also connected by a center fireplace with hearth and rustic mantle. The efficient warmth of the fireplace will be much appreciated on cold winter days and nights. Two split A/C units will ease the heat of summer. Abundant windows, wainscoting and rich, warm flooring throughout create an inviting space with versatile furnishing options to suit your wants and needs. Upstairs are 3 bedrooms and a bathroom with a large, tiled walk-in shower with not one but two shower heads. The basement is unfinished but has new flooring and is a terrific space. It is dry and heated and although it's not ''living'' space, it offers much usable space for storage and more. The new mini barn/shed provides additional storage for all of your gear and equipment. This charming home is just around the corner from Windham Mountain but is also walking distance to the Windham Hamlet of Hensonville. Hensonville is experiencing an explosion of growth and activity with options from Haymarket Café to Zach's Place to The Henson Hotel with fine dining at Matilda. There's even a Trading Post! Windham is synonymous with skiing and exciting things are happening at the Windham Mountain Club. A multi-million-dollar investment has been made resulting in state-of-the-art snowmaking and grooming capabilities. Windham's Racing Program and Adaptive Sports Foundation continue to rank among the best in the country. Despite big investment and many plans for future improvement and expansion at the ski resort and beyond, Windham retains the small-town charm, character and appeal that has long defined the town's ''special something''. Many come to ski but soon discover and learn to appreciate Windham as a thriving community with hiking, golfing, restaurants and many nearby attractions & events that make it a true year-round, 4 season destination. There really is something for everyone! With its great location and move-in-ready condition, this home checks all the boxes. Come see if it is the one for you.

Highlights

  • Residential
  • Single Family Residence
  • Built in 1930
  • 0.377 Acre Lot
  • 138 days on Market

  • Bedrooms
    3
  • Bathrooms
    1 full · 1 half
  • Year Built
    1930
  • Architectural Style
    Traditional
  • Construction Materials
    Frame, Shake Siding
  • Foundation
    Concrete Perimeter
  • Living Area
    1718.0
  • Appliances
    Dishwasher, Electric Range, Microwave, Refrigerator, Washer/Dryer, Stainless Steel Appliance(s)
  • Flooring
    Tile, Carpet
  • Patio And Porch
    Covered, Wrap Around
  • Cooling
    Wall Unit(s)
  • Heating
    Baseboard, Electric
  • Basement
    Full, Walk-Out Access, Concrete

  • Acres
    0.377
  • View
    Neighborhood
  • Utilities
    Cable Available, Electricity Connected, Sewer Connected, Water Connected
  • Water
    Public

  • Area
    Windham
  • County
    Greene
  • City
    Windham
  • Zip Code
    12496

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Frequently Asked Questions

How do I schedule a tour of 320 State Route 296?

We can make that happen quickly. Click Tour This Home and we'll connect you directly with our vetted local partner to schedule your visit to 320 State Route 296.

They know residentials in the area well and can give you the guidance you need to buy with confidence.

How do I get more information about 320 State Route 296?

Click Ask a Question to talk with our team. You already know it is a 3 bed, 1 bath, listed for $598,000. We can talk through recent upgrades, potential seller motivation, how this single family residence compares to others in Windham, and can even get you in to see the property quickly.

How much is the monthly mortgage payment for 320 State Route 296?

With a 20% down payment and a 30-year fixed loan at an illustrative 7.25% rate, the ez Mortgage Calculator estimates the monthly payment for 320 State Route 296 at around $3,663. This includes estimated property taxes and insurance.

Want to see how this changes with different down payments or interest rates? Jump to the calculator to run the numbers and fine-tune your plan.

How do I get pre-approved to buy 320 State Route 296?

Stand out in a competitive market by getting pre-approved today. Our quick and private pre-approval process helps you understand your true buying power—no credit pull required to explore all of your options.

Or, let us connect you with our preferred local lender in Greene County. They will give you all of your available financing options, based on your specific situation and what is available to you.

Can I negotiate the asking price for 320 State Route 296?

In most cases, yes. Whether 320 State Route 296 is priced competitively or not, your best offer depends on your personal situation, the seller's timeline, and recent activity in Windham's market. Our preferred local partner will help you craft a strategy—factoring in comparable properties that have sold, timing, and deal structure—to make a smart, strong offer. Click here to ask about negotiation opportunities.

How do I make an offer on 320 State Route 296?

We can handle that for you. Our preferred local agent specializes in residentials in Windham and can guide you through every step of the offer process.

You need an expert who is looking out for your best interests. From market valuation to contingencies and timing, they'll help you present a compelling offer that fits your goals. Click Ask a Question to get started today.

What is the price per square foot for this home?

This home is listed at $598,000 with 1,718 sqft of space—that comes out to approximately $348 per square foot.

How long has this property been on the market?

320 State Route 296 was listed on June 26, 2026, which means it's been on the market for 138 days.

Want to keep tabs on it? Click the ♥ to favorite this home and get notified of price drops or changes.

When was this house built?

This home was built in 1930, making it approximately 96 years old.

What is the lot size of this property?

320 State Route 296 sits on a 0.38-acre lot, which is 16,553 square feet.

What are the property taxes for 320 State Route 296?

The most recent public record shows annual property taxes for 320 State Route 296 were approximately $3,117. This may change with reassessment or exemptions. Our local partner can verify current tax amounts and help you estimate future costs based on your situation.

Is 320 State Route 296 still available for sale?

Yes, this home is still available! Click the ♥ to favorite it so you don't miss any changes—or ask our local expert to schedule a time to see it in person.

Source: ez Home Search, MLS Data

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Listing information provided exclusively 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. Information deemed reliable but not guaranteed by the MLS. The listing broker’s offer of compensation is made only to participants of the MLS where the listing is filed. Copyright 2026, Hudson Valley Catskills Region Multiple List Service (Ulster County Board of REALTORS). All rights reserved.

Last Updated: November 11, 2026 at 02:25PM | Source: Hudson Valley Catskills Region Multiple List Service (Ulster County Board of REALTORS) | MLS#: 20263564