321 Winter Clove Road, Round Top, NY 12473 (MLS# 20264466)
$439,000
Round Top, NY 12473
MLS# 20264466
2 beds | 2 baths | 1452 sqft
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Property Description
Tucked off of Winter Clove Road and nestled in a forest of hardwoods and evergreens, Whispering Woods sits perfectly perched above the winding trails leading to Kiskatom Brook. From the moment you arrive, the land greets you with that clean, woodsy scent you usually only enjoy on an early-autumn morning - yet here, it lingers all year long. There is a stillness to this property, the kind that opens the heart, clears the mind, and reminds you what it feels like to truly breathe. The property spans two parcels with frontage on the brook, where water slips over stones and a nearby waterfall sends its gentle hush through the trees. Follow the path toward the water and you'll find a gazebo tucked along the brook's edge, a quiet refuge where mornings feel sacred and evenings stretch softly into night. Birds call from the branches; woodland animals move through the underbrush, and the rustling leaves create a natural soundtrack that settles you into a slower, more intentional rhythm. Inside, Whispering Woods offers an inviting flow with two bedrooms, two baths, an office/sunroom, and an additional room perfect for a guest space, exercise or music room; plus a one-car garage. The red cedar siding blends seamlessly with the surrounding woods, giving the home a timeless Catskills presence. In the living room where the wood stove becomes its own kind of gathering place. Imagine curling up beside it with your favorite book, letting the warmth wrap around you as the fire crackles. Or sharing stories with guests on a cold evening, the glow of the stove casting that soft, amber light that makes every moment feel a little more meaningful. Life at Whispering Woods doesn't rush; it invites. Wander outside and the lifestyle unfolds effortlessly. A soaking hot tub that accommodates up to four overlooking the woods, nature trails winding through your own acreage, fishing in your backyard, mushroom foraging after a rain. This is the kind of place where mornings stretch longer, evenings feel softer, and the simple act of being becomes the norm. Round Top itself is a place of beauty, heritage, and deep-rooted stillness. Known as the Alps of the Catskills, a region shaped by mountain views, fresh air, and a long tradition of hospitality. The land here has always been a refuge. Early settlers built mills and homesteads along Winter Clove in the late 1700s, and by the mid-1800s the area blossomed into one of the Catskills' earliest resort destinations. That legacy lives on today. Within minutes of Whispering Woods, you'll find beloved local landmarks: Glens Falls House with its craft cocktails and live music; Living Stone, offering elevated dining and warm hospitality; Mountain Brauhaus and Riedlbauer's Resort, celebrating the region's rich tradition with food, music, and year-round festivities; and Sunny Hill Resort & Golf Course, perfect for lakeside lounging, golfing, and seasonal events. Just down the road, Cairo's Main Street offers breweries, cafés, and small-town charm, while East Durham brings vibrant festivals and cultural celebrations that make the area feel alive in every season. And when adventure calls, Windham is only 10-15 minutes away, offering skiing, dining, live music, and four-seasons worth of recreation. Whispering Woods isn't simply a residence. It's your retreat shaped by nature. A place where the land itself invites you to slow down, breathe deeper, and live more fully. It's the kind of home that stays with you long after you leave, quietly reminding you of the life that's been waiting for you.
Details
Contract Information
Listing Agreement: Exclusive Right To Sell
Owner Name: Starr and Keller
Occupant Type: Owner
Lease Considered YN: No
Current Price: $439,000
Original List Price: 439000
List Price: $439,000
Status: Active
Listing Contract Date: 2026-08-05
Property Sub Type: Single Family Residence
Location, Tax, and Legal
911 Address: 321 Winter Clove
Township: Cairo
School District: Cairo-Durham Central School District
General Tax: 3029.21
School Tax: 4545.94
Tax Annual Amount: 7575
Tax Year: 2026
Assessors Full Market Value: 494900
Tax Assessed Value: 173200
Tax Legal Description: includes taxes for both parcels
Parcel Number: 135.00-3-53.2
Tax Lot: 53.2
Tax Block: 3
Tax Exemptions YN: No
Zoning: 01
Zoning Description: 210 - 1 Family Res
Directions: From Main St Cairo - turn left onto Mountain Ave. Turn Left onto Hearts Content. Turn Right onto Winter Clove. Bear right to stay on Winter Clove. 321 Winter Clove Rd is on left side. House set back.
General Property Information
Bathrooms Half: 0
Above Grade Finished Area: 832
Below Grade Finished Area: 520
Lot Size Acres: 4.66
New Construction YN: No
Garage YN: Yes
Attached Garage YN: Yes
Garage Spaces: 1
Waterfront YN: Yes
Water Body Name: Kiskatom Brook
Sign On Property YN: No
Basement YN: Yes
Stories: 2
Wood Stove YN: Yes
List Price/SqFt: 302.34
Bedrooms Total: 2
Bathrooms Total: 2
Bathrooms Full: 2
Living Area: 1452
Year Built: 1993
Remarks and Miscellaneous
Public Remarks: Tucked off of Winter Clove Road and nestled in a forest of hardwoods and evergreens, Whispering Woods sits perfectly perched above the winding trails leading to Kiskatom Brook. From the moment you arrive, the land greets you with that clean, woodsy scent you usually only enjoy on an early-autumn morning - yet here, it lingers all year long. There is a stillness to this property, the kind that opens the heart, clears the mind, and reminds you what it feels like to truly breathe.
The property spans two parcels with frontage on the brook, where water slips over stones and a nearby waterfall sends its gentle hush through the trees. Follow the path toward the water and you'll find a gazebo tucked along the brook's edge, a quiet refuge where mornings feel sacred and evenings stretch softly into night. Birds call from the branches; woodland animals move through the underbrush, and the rustling leaves create a natural soundtrack that settles you into a slower, more intentional rhythm.
Inside, Whispering Woods offers an inviting flow with two bedrooms, two baths, an office/sunroom, and an additional room perfect for a guest space, exercise or music room; plus a one-car garage. The red cedar siding blends seamlessly with the surrounding woods, giving the home a timeless Catskills presence. In the living room where the wood stove becomes its own kind of gathering place. Imagine curling up beside it with your favorite book, letting the warmth wrap around you as the fire crackles. Or sharing stories with guests on a cold evening, the glow of the stove casting that soft, amber light that makes every moment feel a little more meaningful. Life at Whispering Woods doesn't rush; it invites.
Wander outside and the lifestyle unfolds effortlessly. A soaking hot tub that accommodates up to four overlooking the woods, nature trails winding through your own acreage, fishing in your backyard, mushroom foraging after a rain. This is the kind of place where mornings stretch longer, evenings feel softer, and the simple act of being becomes the norm.
Round Top itself is a place of beauty, heritage, and deep-rooted stillness. Known as the Alps of the Catskills, a region shaped by mountain views, fresh air, and a long tradition of hospitality. The land here has always been a refuge. Early settlers built mills and homesteads along Winter Clove in the late 1700s, and by the mid-1800s the area blossomed into one of the Catskills' earliest resort destinations. That legacy lives on today.
Within minutes of Whispering Woods, you'll find beloved local landmarks: Glens Falls House with its craft cocktails and live music; Living Stone, offering elevated dining and warm hospitality; Mountain Brauhaus and Riedlbauer's Resort, celebrating the region's rich tradition with food, music, and year-round festivities; and Sunny Hill Resort & Golf Course, perfect for lakeside lounging, golfing, and seasonal events.
Just down the road, Cairo's Main Street offers breweries, cafés, and small-town charm, while East Durham brings vibrant festivals and cultural celebrations that make the area feel alive in every season.
And when adventure calls, Windham is only 10-15 minutes away, offering skiing, dining, live music, and four-seasons worth of recreation.
Whispering Woods isn't simply a residence. It's your retreat shaped by nature. A place where the land itself invites you to slow down, breathe deeper, and live more fully. It's the kind of home that stays with you long after you leave, quietly reminding you of the life that's been waiting for you.
Status Change Information
Status Change Timestamp: 2026-08-05
Major Change Timestamp: 2026-08-06T03:35:45Z
Major Change Type: New Listing
Appliances
Dishwasher: 1
Free-Standing Gas Oven: 1
Refrigerator: 1
Washer/Dryer Stacked: 1
Architectural Style
Raised Ranch: 1
Basement
Concrete: 1
Finished: 1
Interior Entry: 1
Book Information
Liber/Book: 1048
Page: 47
Section: 135.00
Construction Materials
Cedar: 1
Concrete: 1
Frame: 1
Cooling
Ceiling Fan(s): 1
Door Features
Sliding Doors: 1
Electric
Circuit Breakers: 1
Exterior Features
Rain Gutters: 1
Flooring
Carpet: 1
Ceramic Tile: 1
Hardwood: 1
Parquet: 1
Foundation Details
Concrete Perimeter: 1
Frontage Type
See Remarks: 1
Heating
Baseboard: 1
Oil: 1
Propane: 1
Wood: 1
Interior Features
Ceiling Fan(s): 1
Granite Counters: 1
Hot Tub: 1
Laundry Features
Main Level: 1
Levels
Bi-Level: 1
Lot Features
Secluded: 1
Stream On Lot: 1
Subdivided: 1
Wooded: 1
Parking Features
Driveway: 1
Gravel: 1
Patio And Porch Features
Deck: 1
Patio: 1
Possession
Close Of Escrow: 1
Roof
Asphalt: 1
Shingle: 1
Sewer
Septic Tank: 1
Structure Type
House: 1
View
Trees/Woods: 1
Water: 1
Water Source
Well: 1
Waterfront Features
Stream: 1
Wood Stove Features
Wood Stoves Total: 1
Freestanding: 1
Wood: 1
Showing Requirements
24 Hour Notice: 1
Listing Agent Must Accompany: 1
Showing Service: 1
Showing Information
Showing Attended YN: Yes
Location Tax and Legal
Street Number: 321
Street Name: Winter Clove
Street Suffix: Road
County: Greene
State: NY
Zip Code: 12473
Town (Taxable): Cairo
Property Features
Appliances: Dishwasher; Free-Standing Gas Oven; Refrigerator; Washer/Dryer Stacked
Architectural Style: Raised Ranch
Basement: Concrete; Finished; Interior Entry
Construction Materials: Cedar; Concrete; Frame
Cooling: Ceiling Fan(s)
Door Features: Sliding Doors
Electric: Circuit Breakers
Exterior Features: Rain Gutters
Flooring: Carpet; Ceramic Tile; Hardwood; Parquet
Foundation Details: Concrete Perimeter
Frontage Type: See Remarks
Heating: Baseboard; Oil; Propane; Wood
Interior Features: Ceiling Fan(s); Granite Counters; Hot Tub
Laundry Features: Main Level
Levels: Bi-Level
Lot Features: Secluded; Stream On Lot; Subdivided; Wooded
Parking Features: Driveway; Gravel
Patio And Porch Features: Deck; Patio
Possession: Close Of Escrow
Roof: Asphalt; Shingle
Sewer: Septic Tank
Structure Type: House
View: Trees/Woods; Water
Water Source: Well
Waterfront Features: Stream
Wood Stove Features: Freestanding; Wood
Showing Requirements: 24 Hour Notice; Listing Agent Must Accompany; Showing Service
Listing Courtesy of Coldwell Banker Village Green
Listing Agent: Angela Lanuto, RSPS
