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MLS ID KEY994262Last updated Sep 26, 2026

Single Family

23 Greenwich Avenue

Active · Woodbury · Orange County, NY 10917

Bedrooms
5 Beds
Bathrooms
7 Baths
Year built
2003
Est. monthly taxes
$2,839.94
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About this home

NEW PRICE — Exceptional Hudson Valley value at $1,825,000. Over 7,500 SF of finished living space with heated pool, true 5-car garage, protected rear views and extensive outdoor living—all within reach of New York City. The Hudson Valley remains one of the New York metropolitan area's most overlooked suburban opportunities—a true hidden gem for buyers seeking more space, privacy, natural beauty, and quality of life. While many buyers begin in Westchester, Northern New Jersey, Long Island, or Connecticut, the Hudson Valley offers a compelling alternative: lower-density communities, mountains, parks, orchards, wineries, and dramatically more property for the money. Woodbury is particularly well positioned, with I-87, Harriman train station, Woodbury Common Premium Outlets, Bear Mountain and West Point all easily accessible. The property is in the Monroe-Woodbury Central School District. Monroe-Woodbury High School is rated A- by Niche and ranks relatively high among New York public high schools on SchoolDigger. The district also has a strong athletic tradition, including recent state championship success in cross country and deep Class AA football playoff runs. Against that backdrop, 23 Greenwich Ave stands out as an exceptional Hudson Valley mini estate. Set on 0.76 acre in The Greens of Woodbury, the home offers more than 7,500 square feet of finished living space, a heated pool, true five-car garage, extensive outdoor entertaining areas, and remarkable privacy. The rear borders protected Town of Woodbury land and Falkirk Golf Course, creating a permanent open backdrop with no future residential construction directly behind the home. The residence includes 5,312 square feet above grade plus approximately 2,200 square feet of fully finished lower-level living space, making it the largest home in The Greens of Woodbury. Years of substantial owner investment have transformed the original 2003 structure with hand-forged iron-and-glass entry doors, statement chandeliers, solid hardwood flooring, motorized window treatments, extensive landscaping and hardscaping, and whole-house solar installed in 2024. Inside, generous living and entertaining spaces include a dramatic two-story foyer and a soaring two-story great room/family room with expansive glass walls and a signature five-tier jade-based crystal chandelier, along with a formal dining room, chef's kitchen, and main-floor in-law suite with private balcony access. Upstairs, the expansive primary suite features a dual-aspect balcony, steam shower, whirlpool tub, two walk-in closets, and dedicated office or yoga space, along with additional en-suite bedrooms. The finished lower level adds approximately 2,200 square feet of recreation and guest space, including a bar area, billiards and ping pong areas, sauna with adjoining full bath, au pair or guest suite with en-suite bath, and multi-person whirlpool. Outside, a 792-square-foot heated pool with waterfall is surrounded by expansive stone-paver terraces and multiple entertaining areas, including a large grilling station, covered pavilion, and separate fire-pit lounge. Multi-level planted terraces, automated landscape lighting, retaining walls, and ornamental iron fencing complete the private setting. The approximately 1,482-square-foot attached garage provides true five-car capacity plus substantial workspace. There is no HOA. Woodbury Common and I-87 are about five minutes away, Harriman train station about nine minutes, Bear Mountain about 15 minutes, Legoland about 20 minutes, and West Point about 25 minutes. Manhattan is reachable by car in roughly 50 minutes under favorable traffic conditions. With five bedrooms, six full and one half baths, three fireplaces, heated pool, five-car garage, protected rear views, and genuine privacy, 23 Greenwich Ave captures exactly what makes the Hudson Valley such a compelling hidden gem: substantially more home, land, amenities, and lifestyle for the money.

Listing snapshot

Days on site
59 days
Listed on MLS
May 5, 2026
Full baths
6
Half baths
1
Annual property tax (MLS)
$34,079.29
Tax year
2025
Area source (MLS)
Public Records
Listing brokerage
KW Hudson Valley United
MLS ID
KEY994262
Last updated
Sep 26, 2026

General features

Property type
Single Family
Property subtype
Single Family Residence
Year built
2003
Garage
Yes
Garage spaces
5
Parking
Driveway, Garage, Garage Door Opener
Water source
Public
Sewer
Public Sewer
Utilities
Cable Connected, Electricity Connected, Natural Gas Connected, Trash Collection Public, Water Connected

Interior features

Basement
Finished, Full, Walk-Out Access
Heating
Forced Air, Natural Gas
Cooling
Central Air
Interior
First Floor Bedroom, First Floor Full Bath, Cathedral Ceiling(s), Central Vacuum, Chandelier, Chefs Kitchen, Eat-in Kitchen, Entrance Foyer, Formal Dining, Granite Counters, High Ceilings, His and Hers Closets, Kitchen Island, Open Floorplan, Primary Bathroom, Sauna, Soaking Tub, Walk-In Closet(s), Washer/Dryer Hookup
Appliances
Dishwasher, Dryer, Gas Oven, Gas Range, Refrigerator, Stainless Steel Appliance(s), Washer, Gas Water Heater
Fireplace
Yes
Fireplaces
3

Exterior features

Architectural style
Mini Estate
Construction materials
Frame, Stucco
Exterior
Balcony, Gas Grill, Lighting, Playground
Private pool
Yes

Schools (MLS)

Elementary school
Central Valley Elementary School
Elementary school district
Monroe-Woodbury
Middle school
Monroe-Woodbury Middle School
Middle school district
Monroe-Woodbury
High school
Monroe-Woodbury High School
High school district
Monroe-Woodbury

School information is provided by the MLS. Confirm attendance eligibility with the school district.

Recent activity

  1. Listing updated from MLS
  2. Price changed to $1,825,000
  3. First seen on this site
  4. MLS status changed

Location

Woodbury · Orange County, NY 10917Show interactive map
23 Greenwich Avenue

Woodbury · Orange County, NY 10917

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Estimate monthly payment

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Monthly property taxNot provided

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Listing data is supplied by the MLS and may change without notice.