Skip to content
15 Overlook Drive, Highland Mills, photo 1
View all 50 photos
15 Overlook Drive, photo 2
15 Overlook Drive, photo 3
15 Overlook Drive, photo 4
15 Overlook Drive, photo 5
15 Overlook Drive, photo 6
15 Overlook Drive, photo 7
15 Overlook Drive, photo 8
15 Overlook Drive, photo 9
15 Overlook Drive, photo 10
15 Overlook Drive, photo 11
15 Overlook Drive, photo 12
15 Overlook Drive, photo 13
15 Overlook Drive, photo 14
15 Overlook Drive, photo 15
15 Overlook Drive, photo 16
15 Overlook Drive, photo 17
15 Overlook Drive, photo 18
15 Overlook Drive, photo 19
15 Overlook Drive, photo 20
15 Overlook Drive, photo 21
15 Overlook Drive, photo 22
15 Overlook Drive, photo 23
15 Overlook Drive, photo 24
15 Overlook Drive, photo 25
15 Overlook Drive, photo 26
15 Overlook Drive, photo 27
15 Overlook Drive, photo 28
15 Overlook Drive, photo 29
15 Overlook Drive, photo 30
15 Overlook Drive, photo 31
15 Overlook Drive, photo 32
15 Overlook Drive, photo 33
15 Overlook Drive, photo 34
15 Overlook Drive, photo 35
15 Overlook Drive, photo 36
15 Overlook Drive, photo 37
15 Overlook Drive, photo 38
15 Overlook Drive, photo 39
15 Overlook Drive, photo 40
15 Overlook Drive, photo 41
15 Overlook Drive, photo 42
15 Overlook Drive, photo 43
15 Overlook Drive, photo 44
15 Overlook Drive, photo 45
15 Overlook Drive, photo 46
15 Overlook Drive, photo 47
15 Overlook Drive, photo 48
15 Overlook Drive, photo 49
15 Overlook Drive, photo 50

15 Overlook Drive

Highland Mills, NY 10930 · Orange County

Beds
3
Baths
2
Sqft
2,144
Status
Active
On site
83 days

Know your budget before you tour. Get pre-qualified

About this home

Set on a beautiful, private and quiet street in Woodbury, this unique 3-bedroom, 2-bath home offers 2,144 sq. ft. of living space with plenty of character inside and out and warm cedar cathedral ceilings extending through the main level and bedrooms. The main level features a spacious living room with a built-in bar, brick fireplace and loft above. A few steps up are all three bedrooms and a full bath, while the lower level offers the kitchen and dinette, another full bath, a large family room with fireplace, and an enclosed glass sunroom overlooking the wooded property. Multiple walkouts lead to expansive wraparound decks, with seasonal mountain views from the hilltop setting. The property also includes a detached car garage, separate car carport and front patio. Recent improvements include a new -heat and hot water- boiler, new oil tank, fresh paint throughout, some new flooring, some new lighting, a new refrigerator, and numerous interior and exterior updates. Located in the Monroe-Woodbury School District, this is a home that stands out for its privacy, setting and unique character.

Listed with Priority Management · Abraham Schwartz · Source: OneKey MLS

One Key MLS

Information provided by One Key MLS, and is deemed reliable but not guaranteed accurate. Data last updated: Nov 3, 2026, 11:09 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.

$4,306.02Total / mo

Estimated monthly payment

Principal & interest
$2,950.52(68.5%)
Taxes
$1,155.50(26.8%)
Insurance
$200.00(4.6%)

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.

Never miss a property

Be the first to know when an Orange County home hits the market.

Save this search

Market insights

The market around Highland Mills, NY

Current listings

New in the last 30 days

5

Nov 2026

Average price

Active listings

$780,079

Nov 2026

Average days on market

Active listings

104 days

Nov 2026

Computed from 46 active OneKey MLS listings in Highland Mills, NY.

Similar homes in Orange County

See all 1,009
38 Chapel Court, Pine Bush, $650,000
38 Chapel Court, Pine Bush, NY
Photo 1 of 41
Coming SoonNew

$650,000

3 Bed • 3 Bath • 2,603 Sq. Ft.

38 Chapel Court

Pine Bush, NY 12566

Listed with eXp Realty

57 5th Avenue, Newburgh, $499,000
57 5th Avenue, Newburgh, NY
Photo 1 of 7
Coming SoonNew

$499,000

3 Bed • 2 Bath • 1,984 Sq. Ft.

57 5th Avenue

Newburgh, NY 12550

Listed with Cronin & Company Real Estate

217 Stony Bar Road, Slate Hill, $550,000
217 Stony Bar Road, Slate Hill, NY
Photo 1 of 50
Coming SoonNew

$550,000

3 Bed • 3.5 Bath • 2,210 Sq. Ft.

217 Stony Bar Road

Slate Hill, NY 10973

Listed with Keller Williams Realty