Monroe

Highland Mills, Monroe Neighborhood

Highland Mills is a charming neighborhood nestled among rolling hills and lush woodlands, known for its classic colonial and contemporary homes set on spacious lots. With a welcoming, close-knit community spirit and easy access to scenic parks and local amenities, it offers a peaceful retreat where neighbors quickly become friends.

Woodbury offers a peaceful village atmosphere with charming historic homes. Tree-lined streets and several nearby parks provide welcoming outdoor retreats. An assortment of primary and secondary schools, both public and private, serve local residents. Small selection of restaurants and convenient pharmacy access add everyday practicality. Housing stock includes many classic midcentury and older residences alongside townhouses and single detached homes. Streets are quiet and neighborhood pace favors relaxed, low-noise living for all. Neighborhood offers easy parking options, making daily errands and weekend outings straightforward for residents. Nearby green spaces, including Town of Woodbury Park, support calm recreation and seasonal scenery.

The character of Woodbury is exemplified by its calm ambience. There are a few parks nearby for residents to relax in, including -1 and Schunnemunk Park, which makes it easy to access them from the majority of locations within this part of the Kiryas Joel-Poughkeepsie metropolitan area. This village is also very quiet, as the streets are very peaceful.

Highlights of Highland Mills

Parks, schools, dining, and what makes this neighborhood special

🌳 Woodbury Parks & Recreation

Located on Dunderberg Road, the Woodbury Parks & Recreation Department manages several local parks and recreational facilities, serving as the hub for community events, seasonal programs, and family-friendly amenities, making it a cornerstone for Highland Mills residents.

🏫 Monroe-Woodbury Central School District

Highly regarded for its academic excellence, the Monroe-Woodbury Central School District serves Highland Mills' families, with the High School and Central Valley Elementary located just minutes away, enhancing the neighborhood’s appeal to those prioritizing education.

🍽️ La Vera Cucina

Situated right on Route 32, La Vera Cucina is a beloved Italian restaurant known for its warm, family-friendly atmosphere and authentic menu, drawing locals and visitors alike for celebratory dinners and casual bites.

🛒 Woodbury Common Farmers Market

Hosted seasonally at the Woodbury Senior Center on Route 105, the Woodbury Common Farmers Market brings together local growers and artisans, giving Highland Mills residents a way to shop fresh, local produce and unique handmade goods.

🚴 Schunnemunk Rail Trail

The Schunnemunk Rail Trail runs through the heart of Highland Mills, offering picturesque walking, running, and biking opportunities along a former rail corridor, with trailheads accessible from Station Road, perfect for outdoor enthusiasts year-round.

A Monroe Neighborhood

This September in Highland Mills

Things to do, events, and what's happening this month

September 6, 2026

Village of Monroe Farmers’ Market (Sunday edition)

Village of Monroe Commuter Parking Lot, Millpond Parkway, Monroe, NY • 9:00 AM–1:00 PM

Just minutes from Highland Mills, this weekly Sunday farmers’ market offers local produce and goods—a great way for residents to support nearby vendors and enjoy fresh seasonal foods.

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September 20, 2026

OC Live! Orange County Live Music & Arts Festival

Sweet Clover Farms, Highland Mills, NY • 10:00 AM–4:00 PM

Held right in Highland Mills, this festival showcases regional musicians and artisans—perfect for families and neighbors to enjoy live performances and shop local crafts without traveling far.

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September 3, 2026

Music Bingo at Apex Brewery

Apex Brewery, Monroe, NY • 6:00 PM–8:00 PM

A fun, relaxed evening just a short drive away—enjoy music bingo with friends or family, dive into local brews, and support a nearby community gathering.

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September 19, 2026

New Windsor Community Day

New Windsor, NY • 12:00 PM–8:00 PM

A vibrant community event within easy driving distance—families from Highland Mills can enjoy food, entertainment, and local vendors in neighboring New Windsor.

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September 5, 2026

Stitch and Bitch Saturdays in Monroe

Monroe, NY • 1:00 PM–4:00 PM

A cozy, social crafting meetup right near Highland Mills—perfect for those who enjoy knitting, chatting, and community creative time.

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From the Neighborhood

Stories, updates, and things to know in Highland Mills

Know Your Neighborhood

Local characteristics and demographics for Highland Mills

Neighborhood Characteristics

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Demographics

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