Active

5433 New York 23

Windham, NY 12496
Mark as Favorite
Bed 5

Bed

Bath 4

Bath

SqFt4,056

Sqft

Acres0.34

Acre(Lot)

Contemporary design blends with historic character in this thoughtfully renovated single-family classic colonial home located on charming Main Street in Windham. Originally built in 1930 and fully redesigned in 2024, this turnkey home creates the perfect environment for hosting lavish get-togethers and unforgettable family memories. Gaze into the skies to celebrate summer fireworks from your enclosed balcony or sip hot cocoa as you follow skiers as they slalom down Windham Mountain trails from your generous eat-in-kitchen. The distinct layout of this home design features a 2nd level entertainer's paradise with sprawling kitchen island, custom beverage center, and unobstructed mountain views. An insulated covered deck off the great room and kitchen brings the outside into your entertainment space. After the sun goes down, the gas fireplace is a perfect place to cozy up and enjoy listening to music from one of the 4-zone multimedia systems. Downstairs, five spacious and bright bedrooms encircle the center staircase on the 1st level with 2 well-appointed full baths, a powder room, and laundry room equipped with an oversized washer and dryer. Enter through the elegant front foyer with its grand staircase or trudge around the side entrance into a massive snow room to remove and store all your winter gear. Soaring high ceilings on both sleeping and living floors. Rear barn with plumbing, electric, and metal roof is ready to become your studio, workshop, or recreation space. The covered wrap-around front porch with exterior recessed lighting completes the picture and invites you sit, relax, and unwind. A perfect blend of style, comfort, lifestyle, and modern luxury. All this is just steps away from dining, shopping, and all the wonderful reasons why people have sought out Windham for generations. A rare opportunity to own a home of this quality and location. Come create the memories your family will enjoy for a lifetime!

Read More Expand
Tour with a ByOwner Agent

Detail Ic Property Details

Property Type : Residential

Price : $1,599,000

AD Id : 89457046

MLS Id : 20264601

Beds : 5

Lot Size : 0.34 Acre

Living Area Size : 4,056 Sq. Ft

Tax Amount : $3,277

Year Built : 1930

County : Greene

  • Map Map

Map

Map What's Nearby

Map Nearby Areas

Feature Features

  • Bedroom Information

    Total beds: 5

    Bathroom Information

    Total Baths: 4 Full Baths: 2 Half Baths: 2
  • Flooring Information

    Hardwood, Tile
  • Roofing Information

    Asphalt, Shingle
  • Interior Features

    Bar, Breakfast Bar, Built-in Features, Cathedral Ceiling(s), Ceiling Fan(s), Crown Molding, Entrance Foyer, Eat-in Kitchen, Granite Counters, High Ceilings, High Speed Internet, Kitchen Island, Open Floorplan, Recessed Lighting, Smart Home, Sound System, Storage, Stone Counters, Vaulted Ceiling(s), Wet Bar, Walk-In Closet(s), Wired for Data, Wired for Sound, Master Downstairs Roof: Asphalt, Shingle Appliances: Bar Fridge, Convection Oven, Dishwasher, Exhaust Fan, ENERGY STAR Qualified Appliances, ENERGY STAR Qualified Refrigerator, ENERGY STAR Qualified Dryer, Freezer, Gas Oven, Gas Range, Ice Maker, Microwave, ENERGY STAR Qualified Water Heater, Refrigerator, Range Hood, Stainless Steel Appliance(s), Tankless Water Heater, Washer, Washer/Dryer, Wine Refrigerator Laundry Features: Laundry Room, Main Level Window Features: ENERGY STAR Qualified Windows, Insulated Windows
  • Heating & Cooling

    Has Heating: Yes Heating: Exhaust Fan, ENERGY STAR Qualified Equipment, Forced Air, Zoned Has Cooling: Yes Cooling: Ceiling Fan(s), Central Air

  • Building Information

    Year Built: 1930 Building Area Total: 4056 Construction Materials: Frame, Spray Foam Insulation, Stone, Vinyl Siding Patio And Porch Features: Enclosed, Front Porch, Patio, Rear Porch, Side Porch, Wrap Around Private Pool: No View: Mountain(s)
  • Exterior Features

    Exterior Features: Balcony, Lighting, Private Yard

  • Lot Information

    Main Square Feet: 0.34 Acres Lot Size Acres: 0.34 Lot Size Square Feet: 14810.4 Lot Description: Back Yard, Front Yard, Paved, Views

  • Listing Price Information

    Listing Price: $1599000 Cash, Conventional

  • Tax Information

    Parcel Number: 39 Tax Lot: 2 Tax Block: 78.18 Annual Tax: $3277 Tax Legal Desc: 1 Family Residential

  • Parking Information

    Asphalt, Additional Parking, Driveway, Off Street, Paved

  • Utility Information

    Cable Available, Cable Connected, Electricity Connected, Propane, Sewer Connected, Water Connected
  • Location Information

    WaterSource: Public Security Features: Carbon Monoxide Detector(s), Closed Circuit Camera(s), Prewired, Smoke Detector(s)
Sell a home like this and save $95,441 Find out How

How much is this property worth?

Curious about this home's true market value? Use our free Home Evaluation Tool to instantly get a personalized Comparative Market Analysis (CMA) report. Make smarter, data-driven decisions before you buy.

Images
Loading, please wait...

Nearby Home Value

Address Estimate Bed Bath Sq. Ft Lot Size
591 & 587 Co Rd 56, Windham, NY, 12496 $525,000 3 2 1,376 2.70 Acres
320 State Route 296, Windham, NY, 12496 $598,000 3 2 1,718 0.38 Acre
96 56, Windham, NY, 12496 $565,000 5 2 -- 0.76 Acre
9 Pine Kill Lane, Windham, NY, 12496 $650,000 3 3 2,161 2.40 Acres
96 County Road 56, Windham, NY, 12496 $539,000 5 2 1,900 0.76 Acre
684 County Route 56, Windham, NY, 12496 $210,000 2 2 1,107 3 Acres
3 Leon Macglashan Road, Windham, NY, 12496 $2,495,000 8 4 3,350 210.40 Acres
3 Leon Macglashan Road, Windham, NY, 12496 $2,495,000 8 4 3,350 210 Acres
696 Old Road, Windham, NY, 12496 $625,000 3 3 2,824 3.60 Acres
504 County Route 40, Windham, NY, 12496 $297,000 2 2 1,040 0.34 Acre

The data relating to real estate for sale on this website comes in part from the Internet Data exchange (IDX) program of the Ulster County Board of REALTORS®. IDX information is 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. Copyright ©2026 Ulster County Board of REALTORS®, Inc.

ByOwner last updated this listing 10/05/2026 @ 19:53

MLS: 20264601 LISTED BY: Douglas Blum, Windstar Realty Group, LLC SOURCE: Hudson Valley Catskills Region Multiple List Service (Ulster County Board of REALTORS)

Homes around $1,599,000

Selling? Save $95,441 when you sell a home like this

Tour with a ByOwner Agent