USANYSmallwoodChapin Estate249 Woodstone Trl
Listing image | Image 1
Link Copied

249 Woodstone Trl, Smallwood, NY

House

Pending

Listed price in listed location currency (USD).
$1,875,000

552

MLS® 964266

  • Key Facts
  • Description
  • Rooms
  • Map

Key Facts

Type Single Family Residence
Levels Residential
Size 5089 sqft
Garage Yes
Taxes $21,122
Lot Size 
Approx. Age 2008
Avg. Price Per Sqft $368
MLS® Number 964266

Property Address: 249 Woodstone Trl, Smallwood, NY, 12778

Average square foot calculated using Size range provided by listing agent.

Description

Life at Woodstone Lodge, a private residence within Chapin Estate, encompasses the very best of the Catskills. Lakefront living on Swinging Bridge Reservoir delivers a continual string of memorable experiences — peaceful mornings watching the mist rise over the water, kayaking past ducks into quiet coves along the lake's nine-mile stretch, and taking a refreshing plunge off your private dock. Motorboats are permitted, and you can pull right up to Swinging Bridge Marina for a bite to eat. The home is a destination unto itself, scoring high marks for entertaining. A dedicated hot tub room opens onto the deck, where a bar hutch sets the stage for convivial gatherings. The walkout lower level offers a TV/games room, a separate gym, and an adjacent pantry for beverages and snacks. The heart of the home is spacious and dramatic, centered on a towering two-story stone fireplace facing a wall of glass and accented with large structural timbers. The long deck overlooks an open lawn stretching toward the water, framed by trees for privacy. The integrated chef's kitchen is a pleasure to cook in, with abundant storage, generous counter space, and Viking appliances including a wall oven and 5-burner gas stove. The dedicated dining area is flanked by two sets of sliding glass doors opening to the deck — ideal for lingering over meals. Five bedrooms are thoughtfully distributed throughout the home. A ground-floor en suite gives guests privacy without the stairs. Upstairs, the primary suite features a cathedral ceiling, propane fireplace, TV, walk-in closet, and French doors to a private balcony. The primary bath offers a deep jetted Jacuzzi tub, tiled shower, and double sinks. Two pretty guest bedrooms and a full bath occupy the opposite side of this level, one with its own balcony access. The fifth bedroom is on the lower level, served by a full bath on the same hallway. The property sits within Chapin Estate, a 2, 500-acre preserve fronting three lakes — though this is unlikely to match your vision of a "gated community." Large homes are tucked away on 5+ private acres along gravel country roads that preserve an understated sense of country affluence. Residents may join the Lake Club, a relaxed gathering spot with a pool, boat access, small gym, tennis, and pickleball. And since 2022, the Chatwal Lodge — 11 high-end rooms within the Estate — has offered residents access to private dining at its Rustic Grill.
MLS® Number964266
Laundry Level
Central VacNo
FireplaceNo
Acreage
Exterior
GarageYes
Approx. Age2008
BasementFinished, Full, See Remarks, Walk-Out Access
DrivewayAttached, Garage, Garage Door Opener, Private
Garage Spaces
Heat
A/C
Heating Fuel

Extras

Rooms

Change to metres

Bathroom 5:Lower LevelNot available
Gym:Lower LevelNot available
Bedroom 4:Second FloorNot available
Family Room:Lower LevelNot available
Other:First FloorNot available
Bathroom 2:First FloorNot available
Bathroom 4:Second FloorNot available
Bedroom 3:Second FloorNot available
Other:Second FloorNot available
Kitchen:First FloorNot available
Bedroom 1:First FloorNot available
Den:First FloorNot available
Bathroom 1:First FloorNot available
Other:Second FloorNot available
Living Room:First FloorNot available
Bedroom 5:Lower LevelNot available

Price History

-End Date
-Sold Price

Pending

Apr 8, 2026List Date
$1,875,000List Price
  • Commute

Commute

Starting Address
Destination Address
249 Woodstone Trl, Smallwood, NY

Like what you see?

Complete the form and we'll be in touch. No login necessary.

Add a Comment
Loading...

Similar Listings

Comparable Properties

Explore eXpFind an AgentJoin eXpInvestor RelationsCompany CareersHome Guides
eXp LifeZoocasaSUCCESS®SUCCESS® LendingeXp RevenoseXp CommercialeXp LuxuryeXp Land and RanchAccessibility
Terms and ConditionsPrivacy Rights RequestPrivacy PolicyCookie PolicyBrand GuidelinesHelpSitemap

2219 Rimland Drive, Suite 301, Bellingham, Washington, 98226

1 833-303-0610

[email protected]

eXp REALTY

© 2024 eXp Realty. eXp World Holdings, Inc. All Rights Reserved.

DMCA Notice

This site is protected by reCAPTCHA and the Google Privacy Policy and Terms of Service apply

Fair Housing and Reasonable Accommodations

MLS Compliance Statements

Karen Richards - Designated Managing Broker, Broker Operations - TX

Texas Real Estate Commission information about brokerage services

Texas Real Estate Commission Consumer Protection Notice

eXp Realty® is committed to adhering to the guidelines of The New York State Fair Housing Regulations.The Fair Housing Notice →

*Standardized Operating Procedure for Purchasers of Real Estate Pursuant to Real Property Law 442-H.Learn More →

eXp Realty of California, Inc. | CA DRE# 01878277 | Deborah Penny - Designated Broker

eXp Realty of Southern California, Inc. | CA DRE#01325837 | Jason Crawford – Designated Broker

eXp Realty of Greater Los Angeles, Inc. | CA DRE# 01240990 | Mike Mendibles - Designated Broker

eXp Realty of Northern California, Inc. | CA DRE# 01951343 | Ryan Rosas - Designated Broker

© 2026 eXp Realty. eXp World Holdings, Inc. All Rights Reserved