Welcome to 185 Oxford Road, Chester!
•••••This charming 3-bedroom Ranch home is now available for $389,000. Offering 1,062 sqft of comfortable one-level living on a generous 0.95-acre lot in the Monroe-Woodbury School District, this 1952-built home has been freshly painted and is move-in ready.
•••••The interior features an open floorplan with beautiful knotted hardwood flooring, cathedral ceiling, natural woodwork, recessed lighting, and a welcoming breakfast bar in the open kitchen. The kitchen is equipped with a cooktop, oven, refrigerator, washer, and dryer (with both electric and gas dryer hookups right in the kitchen). You'll also appreciate the bow window, casement and double-pane windows that fill the home with loads of natural light.
•••••The unfinished basement provides plenty of storage, conveniently accessed using Bilco doors. Outside, the level, landscaped lot offers front and backyard space and is partly wooded for privacy.
•••••Highlights include:
• Brand New Boiler
• Brand New Gravel Driveway
• Entire House Painted and Refreshed
• Central Air plus Ductless Cooling in the Living Room
• Propane hot water baseboard heating system
• 2 Drilled Wells
• Septic system (pumped every 4 years)
• 100-amp electric service
•••••Located in the highly rated Monroe-Woodbury School District, this home has annual taxes of $6,831 (after STAR discount for primary home-owners).
•••••This affordable, single-level Ranch home combines classic appeal with modern improvements and a spacious lot — ideal for comfortable living with room to enjoy the outdoors.
•••••Discover the Perfect Blend of Peaceful Country Living and Modern Convenience
•••••Escape to this serene rural retreat that offers the best of both worlds: a tranquil, private country setting paired with unmatched accessibility. Nestled in a quiet, picturesque location, this home provides a true sense of peace and privacy while placing everyday essentials and major transportation routes just minutes away.
•••••A Paradise for Outdoor Enthusiasts This property is an outdoor lover’s dream. Step outside and immerse yourself in abundant recreational opportunities, with excellent hiking, cycling, and rollerblading right at your doorstep. World-class natural destinations surround you, including Goosepond Mountain State Park, Harriman State Park, and Bear Mountain State Park — all offering miles of scenic trails, stunning lakes, and breathtaking vistas.
•••••Just minutes away, the renowned Heritage Trail awaits — a beautifully paved 19.5-mile multi-use path along the historic Erie Railroad corridor, stretching from Middletown to Harriman. Whether you enjoy walking, running, cycling, or rollerblading, this scenic trail delivers peaceful countryside views and year-round enjoyment.
•••••Effortless Commuting & Everyday Convenience Commuters will love the easy access to major routes:
• Less than 3 miles to Route 17 (The Quickway)
• Just 4 miles to the Monroe Park & Ride at Twin Lakes
• Approximately 8 miles to the New York State Thruway (I-87)
• About 10 miles to the Harriman Metro-North train station
•••••Whether heading into the Hudson Valley or New York City, commuting is seamless and efficient. Shopping, dining, top-rated schools, healthcare, and all modern amenities are conveniently close, allowing you to enjoy a relaxed rural lifestyle without ever feeling isolated.
•••••This rare combination of peaceful country charm, endless outdoor adventures, and superior location makes this home an exceptional opportunity for those seeking tranquility without compromise. Welcome home to your perfect sanctuary.
•••••Reach out for a private showing today and discover all that 185 Oxford Road, Chester has to offer !!
25 days
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955
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43
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Likely to sell faster than
Zillow last checked:
Listing updated:
Listed by:
Keller Williams Hudson Valley845-639-0300,
William Philip845-821-6100
Source: OneKey® MLS as distributed by MLS GRID,MLS#: 1019170
Laundry: Electric Dryer Hookup, Gas Dryer Hookup, In Kitchen, Inside
Features
First Floor Bedroom, First Floor Full Bath, Breakfast Bar, Cathedral Ceiling(s), Ceiling Fan(s), Natural Woodwork, Open Floorplan, Open Kitchen, Pantry, Recessed Lighting, Storage
Flooring: Hardwood
Windows: Bay Window(s), Casement, Double Pane Windows
Basement: Bilco Door(s),Storage Space,Unfinished
Attic: Crawl
Has fireplace: No
Interior area
Total structure area: 1,062
Total interior livable area: 1,062 sqft
Property
Parking
Parking features: Driveway, Off Street, Parking Lot
Has uncovered spaces: Yes
Features
Levels: One
Patio & porch: Deck
Exterior features: Mailbox, Rain Gutters
Fencing: None
Lot
Size: 0.95 Acres
Dimensions: 180 x 269
Features: Back Yard, Front Yard, Landscaped, Level
Residential vegetation: Partially Wooded
Details
Additional structures: Shed(s)
Parcel number: 3320890440000001075.0000000
Special conditions: None
Other equipment: Fuel Tank(s)
Construction
Type & style
Home type: SingleFamily
Architectural style: Ranch
Property subtype: Single Family Residence, Residential
Materials
Frame
Condition
Actual
Year built: 1952
Major remodel year: 2026
Utilities & green energy
Sewer: Septic Tank
Water: Well
Utilities for property: Cable Connected, Electricity Available, Propane, Sewer Connected, Trash Collection Public, Water Connected
Community & HOA
Community
Security: Security System
HOA
Has HOA: No
Location
Region: Chester
Financial & listing details
Price per square foot: $366/sqft
Tax assessed value: $26,800
Annual tax amount: $7,534
Date on market: 7/24/2026
Cumulative days on market: 14 days
Listing agreement: Exclusive Right To Sell
Electric utility on property: Yes
Estimated market value
Zestimate®
Not available
Estimated sales range
Not available
Rent Zestimate®
Not available
Price history
Date
Event
Price
7/24/2026
Listed for sale
$389,000+88.7%$366/sqft
Source: OneKey® MLS as distributed by MLS GRID #1019170Report a problem
All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
See how much you could borrow to make a competitive offer.
Source: OneKey® MLS as distributed by MLS GRID. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.