Erin Darran
Licensed Real Estate Salesperson
REALTOR®
Stamford, NY
Office: (607) 652-2220 (607) 386-3671

299 South Road, Ruby, NY 12475

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Property Description

Tucked away at the end of a long, private drive just 15 minutes from historic Kingston and 90 miles from New York City, this exceptional 24-acre compound offers a rare combination of sleek contemporary architecture, tranquil natural beauty, and unmatched utilitarian luxury. Whether youre seeking a serene country sanctuary or a world-class estate to house a prized automotive collection, this property delivers on every level.The heart of the property is a striking 3-bedroom, 2-bathroom contemporary home designed to bring the outdoors in. Clean lines, expansive windows, and open-concept living spaces frame views of your own private pond. The main level flows effortlessly between the high-end kitchen and the airy living spaces, anchored by a custom floor-to-ceiling stone fireplace. The first-floor primary suite features an ensuite bath with radiant floors and walks out to a deck overlooking the pond. The fully finished lower level adds a third bedroom along with generous flexible space for a media room, home gym, wine cellar, or wellness studio. Recent upgrades include a new roof and gutters, furnace, and hot water heater.Directly above the attached two-car garage sits a bright, fully independent apartment with its own separate entrance, ideal as a rental, a private writers retreat, or a luxury suite for weekend guests.The Automotive Pavilion: For the enthusiast, the detached 5-bay garage is a crown jewel. Far beyond standard storage, it features professional-grade infrastructure, including a hydraulic lift, soaring ceilings, and ample room for a workshop or multi-car staging, with heat and A/C for year-round comfort.The Acreage & Location: 24 acres of mature woodlands offer total seclusion. Spend your mornings with coffee by the pond, exploring your private woods, or enjoying the local culture, with a whole-house generator for peace of mind. Just minutes from Kingstons vibrant waterfront, boutique shops, and dining, you get the best of upstate privacy without ever feeling isolated.A property of this caliber, infrastructure, and proximity to NYC is a generational find.Sellers have committed to upgrading the septic system to support a 3-bedroom home and to updating the public records to reflect 3 bedrooms. Please contact the listing agent with any questions about the scope or timing of the work.

299 South Road | MLS# 20264191

This single family home located at 299 South Road, Ruby, NY 12475 is currently listed for sale with an asking price of $1,075,000. This property was built in 1991 and has 3 bedrooms and 2 full and 2 partial baths with 2868 sq. ft. South Road is located within the Kingston Consolidated school district. Search Ruby real estate on erin-darran.timberlandproperties.com today.

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Property Features

Property Type: Residential - Single Family
Basement: Yes
Cooling: Central Air
Fireplaces: 1
Fuel Type: Oil
Garage: 9
Heating: Forced Air, Oil
Home Style: Modern
Lot Size: 24.27 Acres
Roof Type: Asphalt
Taxes: $9,608
Year Built: 1991

Amenities

Cathedral Ceiling(s)
Dock
Gas Grill

Feature Descriptions

Appliances: Washer/Dryer, Refrigerator, Range Hood, Gas Range, Dishwasher
Days on Site: 113
Fireplace: Great Room
Flooring: Hardwood, Tile
Parcel #: 5400-039.001-0005-010.100-0000
Patio/Porch: Deck
Sewer: Septic Tank
SQFT Total: 2868
Water: Well

Local Schools

School District: Kingston Consolidated

Estimate Your Payment

Estimated Payment

$ 3,506.69 per month $2,392.48 Principal & Interest $800.67 Property Tax $313.54 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: Compass Greater New York, LLC

Shown By

Agent Name: Erin Darran
Agent Phone: (607) 386-3671
Agency Title: Timberland Properties

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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 11/14/2026. The listing information on this page last changed on 11/14/2026. 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 Sat 11/14/2026 12:00:00 AM EST) or Global MLS (last updated Fri 11/13/2026 11:52:45 PM EST) or New York State Alliance MLS (last updated Fri 11/13/2026 11:54:57 PM EST) or Hudson Valley Catskill Region MLS (last updated Fri 11/13/2026 11:51:10 PM EST) or OneKey MLS (last updated Fri 11/13/2026 11:53:20 PM 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.

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