Dain E. Hood
Licensed Real Estate Salesperson
REALTOR®
Walton, NY
Office: (607) 865-7000 (607) 287-8939

2999 Route 23, Hillsdale, NY 12529

32 Total Photos [Click to View All]

Property Description

Classic Country Home with Pond, Pool & BarnsLocated just minutes from Catamount Ski Area, Hudson, NY, and Great Barrington, MA.Steeped in history and charm, this distinctive residence???believed to date back to the late 1800s???offers timeless character with thoughtful updates and plenty of space to enjoy country living.This 4 BR, 2.5 BA, 2,225± sq. ft. home is sited on 12+ acres. The rocking chair porch welcomes you. Featured are original hardwood and parquet flooring with a traditional layout. The main level offers an eat-in kitchen, formal dining room, office, and great room. The great room includes a fireplace, large picture window overlooking the pond, wet bar, built-in cabinetry, and a half bath???a warm and inviting gathering space.Upstairs, the primary suite offers a private bath, accompanied by three additional bedrooms and a hallway full bath, providing comfortable accommodations for family or guests.Outdoor living is equally impressive. A 16 x 32 in-ground pool is perfect for summer enjoyment. The picturesque pond, about ⅓ acre in size, is fed by a nearby stream, adding a tranquil view from the home and yard. There are walking trails throughout the property, ideal for exploring the natural beauty of the surroundings.Outbuildings include a large red barn with hand-hewn beams, as well as a red barn/shed behind the house that is used as a woodshed. The remains of what was likely a foundation for an old corn crib and a horse barn in need of total rehabilitation remain as echoes of the propertys rich agricultural past.From antiquing, hiking, skiing, zip line, music, theater, farm-to-table restaurants, bicycling, and more???theres something for everyone! All this approximately 2 hours from NYC and 2.5 hours from Boston. A truly central meeting place for family and friends.With its scenic setting, historic details, and modern mechanicals, this property offers an ideal blend of vintage charm and rural functionality???ready for its next chapter.

2999 Route 23 | MLS# 20255472

This single family home located at 2999 Route 23, Hillsdale, NY 12529 is currently listed for sale with an asking price of $875,500. This property was built in 1915 and has 4 bedrooms and 2 full and 1 partial baths with 2225 sq. ft. Route 23 is located within the Taconic Hills Central Schools school district. Search Hillsdale real estate on dain-hood.timberlandproperties.com today.

Gallery

Property Features

Property Type: Residential - Single Family
Basement: Yes
Fireplaces: 1
Fuel Type: Oil
Garage: 2
Heating: Fireplace(s), Hot Water, Oil
Home Style: Farmhouse
Lot Size: 12.50 Acres
Roof Type: Asphalt, Shingle
Taxes: $7,072
Year Built: 1915

Amenities

Bar
Eat-in Kitchen
High Speed Internet
Other

Feature Descriptions

Appliances: Other, Wine Refrigerator, Washer, Refrigerator, Microwave, Free-Standing Range, Dryer, Dishwasher
Days on Site: 119
Exterior: Frame
Fireplace: Great Room
Flooring: Ceramic Tile, Parquet, Stone, Wood
Laundry: In Basement
Lot: Landscaped, Native Plants
Parcel #: 146.-2-13
Parking: Garage Faces Side, Off Street
Patio/Porch: Covered, Front Porch
Pool: In Ground
Sewer: Septic Tank
SQFT Total: 2225
Swimming Pool: Yes
Utilities: Cable Connected, Electricity Connected, Phone Connected, Sewer Connected
Water: Well

Local Schools

School District: Taconic Hills Central Schools

Estimate Your Payment

Estimated Payment

$ 2,793.17 per month $1,948.48 Principal & Interest $589.33 Property Tax $255.35 Homeowner's Insurance

Change Payment Information

%
years/fixed
yearly
yearly (est.)
(Payments are an estimate and may vary by lender)

Demographics

Listed By / Shown By

Listing By

Agency Name: Copake Lake Realty Corp.

Shown By

Agent Name: Dain E. Hood
Agent Phone: (607) 287-8939
Agency Title: Timberland Properties

IDX logo

All information is deemed reliable but not guaranteed. All properties are subject to prior sale, change, or withdrawal. Neither broker(s), nor agent(s) shall be responsible for any typographical errors, misinformation, or misprints, and shall be held totally harmless. Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided 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 on this site was last updated 03/03/2026. The listing information on this page last changed on 03/03/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Tue 03/03/2026 12:54:34 AM EST) or Global MLS (last updated Tue 03/03/2026 12:51:55 AM EST) or New York State Alliance MLS (last updated Tue 03/03/2026 12:50:30 AM EST) or Hudson Valley Catskill Region MLS (last updated Tue 03/03/2026 12:11:14 AM EST) or OneKey MLS (last updated Tue 03/03/2026 12:49:04 AM EST). Real estate listings held by brokerage firms other than Timberland Properties may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.

All information is deemed reliable but not guaranteed. All properties are subject to prior sale, change, or withdrawal. Neither broker(s), nor agent(s) shall be responsible for any typographical errors, misinformation, or misprints, and shall be held totally harmless.

Privacy Policy / DMCA Notice / ADA Accessibility

Login to My Homefinder

Pixel