Single Family
221 Highland Avenue
Active · Marlboro · Ulster County, NY 12542
- Bedrooms
- 4 Beds
- Bathrooms
- 3 Baths
- Year built
- 1968
- Est. monthly taxes
- $1,422.04
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About this home
Sophisticated, spacious, and beautifully reimagined, this exceptional 4-bedroom, 3-bath home offers approximately 3,500 square feet of beautifully finished living space in one of Marlboro’s most appealing settings. Just one mile from Benmarl Winery, the home captures the best of Hudson Valley living—space, style, and an effortless connection to the landscape. The main level is the heart of the home, with an expansive, loft-like sense of openness that allows the kitchen, dining, and living spaces to flow naturally together. A striking kitchen features deep navy cabinetry, quartz countertops, stainless steel appliances, a generous center island, and an eye-catching textured backsplash. The adjacent dining and living areas are anchored by a beautiful wood-burning stone fireplace with a substantial wood mantel, while a dramatic custom built-in library in rich blue adds both character and architectural presence. Large windows and glass doors bring in abundant natural light and create an easy connection to the outdoor spaces. Hardwood floors, thoughtful lighting, and a cohesive palette of warm natural materials and sophisticated finishes give the entire main level a polished, intentional feel. The beautifully finished lower level expands the possibilities, offering additional living and entertaining space along with bedrooms, a full bath, and flexible areas for guests, work, recreation, or everyday living. With its own generous scale and natural light, it feels like a true extension of the home rather than an afterthought. Outside, the property becomes its own private Hudson Valley retreat, with expansive lawns, mature landscaping, stone walls, multiple terraces and seating areas, and a large deck designed for relaxing and entertaining. A two-car garage adds convenience and storage. Beautifully renovated, unusually spacious, and exceptionally well located, this is a home that delivers both the sophistication of a thoughtful modern renovation and the relaxed character of the Hudson Valley. Swingset does not convey.
Listing snapshot
- Days on site
- 35 days
- Listed on MLS
- Sep 30, 2026
- Full baths
- 3
- Half baths
- 0
- Annual property tax (MLS)
- $17,064.47
- Tax year
- 2025
- Area source (MLS)
- Other
- Listing brokerage
- Compass Greater NY, LLC
- MLS ID
- KEY1054616
- Last updated
- Oct 25, 2026
General features
- Property type
- Single Family
- Property subtype
- Single Family Residence
- Year built
- 1968
- Garage
- Yes
- Garage spaces
- 2
- Total parking
- 6
- Parking
- Driveway, Garage, Garage Door Opener
- Water source
- Well
- Sewer
- Public Sewer
- Utilities
- Cable Available, Cable Connected, Electricity Available, Electricity Connected
Interior features
- Heating
- Forced Air
- Cooling
- Central Air
- Interior
- First Floor Bedroom, First Floor Full Bath, Breakfast Bar, Built-in Features, Ceiling Fan(s), Chandelier, Chefs Kitchen, Double Vanity, Eat-in Kitchen, Formal Dining, High Ceilings, Kitchen Island, Marble Counters, Natural Woodwork, Open Floorplan, Open Kitchen, Primary Bathroom, Master Downstairs, Recessed Lighting, Washer/Dryer Hookup
- Appliances
- Dishwasher, Disposal, Dryer, Gas Oven, Gas Range, Microwave, Refrigerator, Stainless Steel Appliance(s), Washer
- Fireplace
- Yes
Exterior features
- Architectural style
- Exp Ranch, Hi Ranch, Raised Ranch, Ranch, Split Ranch
- Construction materials
- Stone, Vinyl Siding
- Private pool
- No
Schools (MLS)
- Elementary school
- Marlboro Elementary School
- Elementary school district
- Marlboro
- Middle school
- Marlboro Middle School
- Middle school district
- Marlboro
- High school
- Marlboro Central High School
- High school district
- Marlboro
School information is provided by the MLS. Confirm attendance eligibility with the school district.
Recent activity
- Listing updated from MLS
- MLS status changed
- First seen on this site
Location
Estimate monthly payment
Estimated monthly principal & interest—
Monthly property taxNot provided
Monthly association / maintenance feesNot provided
Estimated monthly total of entered costs—
Listing data is supplied by the MLS and may change without notice.
