New49
$675,000
3 bd · 4 ba · 3,013 sqft
15 Country Club Drive, Middletown, NY
Karen R Taphorn · Howard Hanna Rand Realty
Est. $5,055/mo$250/sqft · 63 days on Realty
4
Beds
3
Baths
3,064
Sqft
1900
Built
Timeless Character. Endless Possibilities. Nestled on over 12 private, wooded acres along a quiet country road, this stately brick Colonial offers the rare opportunity to own a home where history, craftsmanship, and natural beauty come together. Built circa 1900 and encompassing more than 3,000 square feet, this remarkable residence is filled with the warmth and architectural character that only a historic home can provide. The classic brick facade, welcoming front porch, and mature landscape create an unforgettable first impression. Inside, oversized windows bathe each room in natural light while preserving peaceful views of the surrounding property. Original details throughout the home—including wide-plank wood floors, handsome millwork, multiple fireplaces, and gracious proportions—reflect the quality and charm of a bygone era. Offering four to five bedrooms and three full baths, the home provides an abundance of living space for everyday comfort and entertaining. The country kitchen captures the home's historic appeal, while formal living areas and generously sized rooms offer flexibility for today's lifestyle. One of the home's most captivating spaces is the stunning four-season family room, where soaring wood ceilings, walls of windows, and a dramatic wood-burning brick fireplace create an inviting retreat in every season. Whether enjoying a quiet morning coffee or gathering with family and friends, this spectacular room is certain to become the heart of the home. Outside, the property continues to impress. Over 12 wooded acres provide exceptional privacy and a peaceful setting without sacrificing convenience. A tremendous bonus is the attached heated three-bay garage with an expansive walk-up loft. Whether you're a car enthusiast, contractor, hobbyist, collector, or simply need room for recreational vehicles, equipment, or a workshop, this versatile space offers endless possibilities rarely found on residential properties. This home presents an exceptional opportunity for the next owner to enhance and personalize a property already rich in history and character. For those who appreciate timeless architecture, generous acreage, and the enduring craftsmanship of a historic home, this is truly a place unlike any other. This home is centrally located just minutes to Middletown, Matamoras, PA and the Otisville Station on the Metro-North Port Jervis Line.
Listing agent
Patricia M Sassi
Courtesy of RE/MAX Benchmark Realty Group
(845) 800-3937
OneKey MLS · Listing KEY1035070
$153,000
Estimated monthly payment
$5,055/mo
Loan amount $612,000. Estimate only — your actual rate and payment depend on credit, location, and lender.
2025 roll
OneKey MLSThis content last refreshed on 2026-10-09 21:41:48 UTC. Some properties which appear for sale on this web site may subsequently have sold or may no longer be available.
School ratings (A+ to F) from HJN community data.
Otisville Elementary School
KG-5 · Regular · Minisink Valley Central School District
559 students · 11.4:1 student–teacher
Minisink Valley Intermediate School
3-5 · Regular · Minisink Valley Central School District
509 students · 12.4:1 student–teacher
Minisink Valley Elementary School
KG-2 · Regular · Minisink Valley Central School District
454 students · 11.5:1 student–teacher
N a Hamilton Bicentennial School
PK-5 · Regular · Port Jervis City School District
308 students · 8.7:1 student–teacher
Minisink Valley High School
9-12 · Regular · Minisink Valley Central School District
1,116 students · 12.2:1 student–teacher
Minisink Valley Middle School
6-8 · Regular · Minisink Valley Central School District
806 students · 10.6:1 student–teacher
New49
$675,000
3 bd · 4 ba · 3,013 sqft
15 Country Club Drive, Middletown, NY
Karen R Taphorn · Howard Hanna Rand Realty
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4 bd · 4 ba · 2,696 sqft
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Jacob Silberstein · Parcel Realty LLC
New31$549,900
4 bd · 3 ba · 2,520 sqft
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Antoinette M Gundersen · HomeSmart Homes & Estates
New45$599,900
3 bd · 2 ba · 1,839 sqft
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Devon King · HomeSmart Homes & Estates
27$799,900
4 bd · 3 ba · 2,635 sqft
175 Mulford Road, Greenville, NY
Christopher M Ogden · Realty Promotions Inc
3$649,000
4 bd · 3 ba · 2,290 sqft
44 Beverly Road, Mount Hope, NY
Michelle J. Smalls · Michelle J Smalls





Within 2 miles of this home: 4 parks and green spaces.
Place data from OpenStreetMap.
excavated
Mill Pond
diked impoundment
Elm Lake