About 18 Playhouse Lane
Perfectly situated in the heart of Woodstock Village, this charming move-in-ready single-level country cottage is complemented by a separate permitted studio cottage (STR)--an ideal artist's studio, guest cottage, home office, creative retreat, or potential income-producing opportunity. Together, they offer exceptional flexibility just moments from Woodstock's renowned restaurants, galleries, boutiques, markets, music venues, and year-round attractions. The main residence features two spacious bedrooms, each with walk-in closets, random-width pegged hardwood floors, recessed lighting, ceiling fans, updated windows with removable grilles, and a custom built-in entertainment center. The inviting living room is centered around a wood-burning fireplace, creating a warm and welcoming gathering space. The eat-in kitchen offers shaker-style knotty pine cabinetry, a farmhouse sink, all-new appliances, and a convenient laundry area. A standout feature is the stunning three-season screened porch with vaulted A-frame ceilings, floor-to-ceiling screens, and a built-in entertainment center--perfect for relaxing, entertaining, or simply enjoying views of the beautifully landscaped grounds. Step outside to discover mature gardens, a tranquil frog pond, charming fencing, winding gravel pathways, and a private patio ideal for outdoor dining and gatherings. The attractive novelty siding enhances the property's timeless Woodstock character. Additional amenities include a whole-house generator servicing both the main residence and studio cottage, a fully waterproofed crawl space with excellent storage, a spacious attic, a two-car carport, and a private driveway accommodating up to five vehicles. Whether you're searching for a full-time residence, a weekend escape, or a downsizing opportunity, this special Woodstock property offers the rare combination of a charming village home and a versatile detached artist's studio cottage, blending character, functionality, and income potential in one of the Hudson Valley's most sought-after locations.
Features of 18 Playhouse Lane
| MLS® # | 20263083 |
|---|---|
| Price | $695,000 |
| Bedrooms | 3 |
| Bathrooms | 2.00 |
| Full Baths | 2 |
| Square Footage | 1,067 |
| Acres | 0.61 |
| Year Built | 1952 |
| Type | Residential |
| Sub-Type | Single Family Residence |
| Style | Cottage |
| Status | Active Under Contract |
Community Information
| Address | 18 Playhouse Lane |
|---|---|
| Area | Woodstock |
| City | Woodstock |
| County | Ulster |
| State | NY |
| Zip Code | 12498 |
Amenities
| Parking | Detached Carport, Gravel |
|---|---|
| # of Garages | 2 |
| Is Waterfront | No |
Interior
| Interior Features | Bookcases, Ceiling Fan(s), Eat-in Kitchen, Recessed Lighting, Walk-In Closet(s), 3 Seasons Room |
|---|---|
| Appliances | Dishwasher, Electric Range, Electric Water Heater, Microwave, Refrigerator, Washer/Dryer Stacked |
| Heating | Hot Water, Oil |
| Cooling | Ceiling Fan(s), Window Unit(s) |
| Has Basement | No |
| Fireplace | Yes |
| # of Fireplaces | 1 |
| Fireplaces | Living Room, Wood Burning |
| Stories | One |
Exterior
| Exterior | Wood Siding |
|---|---|
| Exterior Features | Private Yard |
| Lot Description | Back Yard, Landscaped, Level, Near Public Transit |
| Roof | Asphalt |
| Construction | Wood Siding |
| Foundation | Block |
School Information
| District | Onteora Central School District |
|---|---|
| Elementary | Woodstock K-3 |
Additional Information
| Date Listed | June 8th, 2026 |
|---|---|
| Days on Market | 105 |
| Zoning | R1.5 |
| Short Sale | No |
| RE / Bank Owned | No |
Listing Details
| Agent | Brenda Graf |
|---|---|
| Agent | Jeanne Rakowski |
| Office | Corcoran Country Living |

