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23 Greenwich Avenue

$1,980,000

Est. $12,793/mo

Woodbury, NY 10917 · Orange County

Beds
5
Baths
6.5
Sqft
7,512
Status
Active
On site
136 days

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About this home

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 without giving up practical access to New York City. 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. For buyers willing to look beyond the most familiar suburban markets, the difference in lifestyle and value can be substantial. Woodbury is particularly well positioned, with I-87, Harriman train station, Woodbury Common Premium Outlets, Bear Mountain, West Point, and the broader Hudson Valley 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, glass-wrapped great room, formal dining room, family 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, more than 7,500 square feet of finished space, 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—within reach of New York City.

Listed with KW Hudson Valley United · Hai Li · Source: OneKey MLS

One Key MLS

Information provided by One Key MLS, and is deemed reliable but not guaranteed accurate. Data last updated: Sep 18, 2026, 8:07 AM ET. ©2026 One Key MLS.

Estimate Your Monthly Payment

Estimate your mortgage payment, including the principal and interest, taxes, insurance, HOA, and Private Mortgage Insurance.

$12,792.88Total / mo

Estimated Monthly Payment

Principal & interest
$9,752.96 (76.2%)
Taxes
$2,839.92 (22.2%)
Insurance
$200.00 (1.6%)

Representative rates

Representative rates only, indicative for comparison. Edit the interest rate for your own quote; your lender’s numbers vary with credit, points, and insurance.

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Market Insights

The market around Orange County

Current Listings

New in the last 30 days

460

Sep 2026

Average Price

Active listings

$681,829

Sep 2026

Average Days on Market

Active listings

146 days

Sep 2026

Fewer than 5 active listings in Woodbury, NY right now, so these figures cover Orange County (2,454 active) instead.

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