299 South Road

Ruby, NY
$ 1,200,000 Beds 2 Baths 3 Sq 2,868
Monthly Estimate* How much can I afford?

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 intersection of sleek contemporary architecture, tranquil natural beauty, and unmatched utilitarian luxury. Whether you are 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 2-bedroom, 2-bathroom contemporary home designed to pull the outdoors in. Clean lines, expansive windows, and open-concept living spaces frame views of your own private pond. The main level offers an effortless flow between the high-end kitchen and the airy living spaces--perfect for intimate weekends or stylish entertaining. A custom stone fireplace runs floor to ceiling. The first floor primary has ensuite bath with radiant floors and walks out to a deck overlooking the pond. A full, finished basement with murphy bed expands the footprint significantly, offering flexible space ideal for a media room, home gym, wine cellar, or a quiet wellness studio. Recent upgrades include new roof and gutters, furnace and hot water heater. Directly above the attached two car garage sits a bright, fully independent apartment. Featuring its own separate entrance, this auxiliary unit is perfect as a high-earning rental, a private writer's retreat, or a dedicated luxury suite for hosting weekend guests from the city. The Automotive Pavilion & Guest Apartment For the enthusiast, the detached 5-bay garage is a crown jewel. Far beyond standard storage, this space features professional-grade infrastructure, including a hydraulic lift, soaring ceilings, and ample room for workshop customization or multi-car staging. Year round comfort with heat and a/c. The Acreage & Location Outside, 24 pristine acres of mature woodlands offer total seclusion. Spend your mornings drinking coffee by the pond, exploring your private woods, or enjoying the local culture. The whole house generator brings peace of mind. Positioned just moments from Kingston's vibrant waterfront, boutique shops, and dining, you enjoy the absolute best of upstate privacy without ever feeling isolated. A property of this caliber, infrastructure, and proximity to NYC is a generational find.

Active

  • Price
  • $ 1,200,000
  • City
  • Ruby
  • Bedrooms
  • 2
  • Full Bathrooms
  • 2
  • County
  • Ulster
  • Half Bathrooms
  • 2
  • Area
  • Ulster-Town Of
  • Lot Size
  • 24.27 Acres
  • Zip
  • 12475
  • Sqr Footage
  • 2,868
  • Year Built
  • 1991
  • Taxes
  • $ 9608
  • Style
  • Modern
  • MLS#
  • 20264191
Listed By: Robert Airhart with Compass Greater New York, LLC.
Data Source: Ulster County MLS

Features

General

Sewer Septic Tank
Heating Forced Air,Oil
Cooling Central Air
Roof Asphalt
Appliances Washer/Dryer,Refrigerator,Range Hood,Gas Range,Dishwasher
Zoning 31
Garage Spaces 9
Patio/Porch Features Deck
Architectural Style Modern
Year Built 1991
Electric 200+ Amp Service
View Pond,Trees/Woods
Township Ulster
Property Subtype Single Family Residence
County Ulster
New Construction false
Property Type Residential
Attached Garage false
Garage Y/N true
Other Structures Garage(s),Workshop
Full Baths 2
Status Active
City Ruby
High School District Kingston Consolidated
MLS Area Ulster-Town Of
Lot Size Units Acres
Lot Size Square Feet 1057201.2
Tax Annual Amount 9608
MLS Area Minor Ulster-Town Of
Standard Status Active
Tax Assessed Value 199000
Tax Lot 10.100
Legal Description 5400-039.001-0005-010.100-0000
New Construction false

Interior Features

Interior Amenities Cathedral Ceiling(s)
Basement Finished,Full
Flooring Hardwood,Tile
Total Fireplaces 1
Fireplace Features Great Room
Basement (Y/N) true
Air Conditioning Y/N true
Heating Y/N true
Fireplace Y/N true
Above Grade Finished Area 2268
Half Baths 2
Total Bedrooms 2
Below Grade Finished Area 600
Total Baths 4

Exterior Features

Exterior Amenities Dock,Gas Grill
Water Source Well
Lot Size Area 24.27
Building Area Total 2868
Lot Size Acres 24.27
Other Equipment Generator

Amenities

  • Foreclosure
  • Views
  • Short Sale
  • New Construction
  • Adult 55+
  • Lease To Own
  • No HOA Fees
  • Furnished
  • Primary On Main
  • Air Conditioning
  • Seller Finance
  • Green
  • Fixer Upper
  • Horse
  • Golf
  • Fireplace
  • Deck
  • Garage
  • Basement
  • Pool

Affordability Calculator

$3,786

Per Month

Based on the average sale price from the Delmar, NY office

  • Monthly Principal & interest $2,658
  • Monthly Property Taxes $1,062
  • Monthly Home Insurance $67
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Let's determine your purchasing power. Working with my mortgage partner, you'll have the information you need to shop for a home with confidence.

Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA, or jumbo loans.

Mortgage calculator provided courtesy of Inside Real Estate.

Schools

Elementary School Unknown Elementary School
Middle School
High School Unknown High School

Price History

7/23/2026 Listed $1,200,000

Property vs Zip Code Average in 12475

Price
AVG $1.2M
$1.2M
Taxes
AVG $9,608
$9,608
Year Built
AVG 1991
1991

Areas That We Cover

299 South Road Ruby, NY is a Single Family Home for sale at $1200000 with 2868 sqft and a lot size of 24.27 Acres Acre(s). 299 South Road Ruby has 2 bedrooms, 2 baths and was built in 1991. The property's zip code is 12475 which is in Ruby, NY

*Information deemed reliable but not guaranteed.

Financial calculator disclaimer: Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.

Mortgage calculator provided courtesy of Inside Real Estate.

All information deemed reliable, but not guaranteed, and should be independently verified. The real estate information and related content displayed on this site 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.

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Pamela Fontaine

Pamela Fontaine

518-430-5294

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