Cutting a handsome profile, this former boarding house has the best of many worlds. Not only do you have 18.8 acres and a babbling brook to enjoy but the convenience of being 3 minutes to Main St of one the cutest towns in the region. Not only do you have over 3000 sq ft in which to spread yourself out, but a heated pool and pool house in which to frolic. It was revived and updated with modern, efficient systems, including Pella windows, foam insulation, an on-demand hot water heating system, and a large porch addition. The sunken living room features a high-efficiency wood-burning fireplace and a cozy movie watching on a wall-mounted TV. The open-design kitchen is perfect for dinner parties, with four barstools where guests can sit, sip cocktails, and chat. Adjacent to the kitchen, the dining area has sliding doors that lead to the dining porch. A trellis allows wisteria to form natural shade on warm summer days, and a grill stands at the ready. The 7 bedrooms are spread across 3 floors. The primary suite on the 2nd floor has beautiful light and a deep soaking tub, ideal for unwinding after a stressful day lounging by the pool or after a winter hike. Four other BRs line the long hall. The third floor has two. The open area has previously been used as an office but would make a great work/play area. There are two separate basement areas. The unfinished area contains the mechanicals and storage, while the finished basement is a cozy den, perfect for a pool table or movie watching, complete with a fridge and dry bar. A wood stove keeps this area warm in winter. The pool area is an ideal summer retreat, with a large deck around the 1,000sq ft pool. The pool house serves as a playroom for all ages. The house benefits from the soothing sounds of a year-round stream just below, creating your own oasis of calm. The dead-end road sees next-to-zero cars passing by. Additional Information: Amenities:Soaking Tub,Stall Shower,
Single-familyProperty Type
1900Year Built
18.88 acresLot Size
$320Price/Sq.Ft.
Listing by Jennifer Grimes• Country House Realty Inc
Listing by Erik Freeland• Country House Realty Inc
Contact: 845-397-2590
Bought with Deborah Jagel• Cabins & Canoes Real Estate
Est. $2,790 per month, based on comparable rentals
Sale and tax history for 39 Deep Hollow Hill Rd
Sale History
Tax History
Date
Event
Price
OneKey® MLS as Distributed by MLS Grid #927846
Jun 12, 2026
Sold
$1,295,000
$320/sq ft
Apr 13, 2026
Pending
—
Oct 29, 2025
Listed
$1,295,000
$320/sq ft
HVCRMLS #20255374
Jun 16, 2026
Sold
$1,295,000
$320/sq ft
Apr 14, 2026
Pending
—
Apr 6, 2026
Contingent
—
Oct 29, 2025
Listed
$1,295,000
$320/sq ft
+40
Cutting a handsome profile, this former boarding house has the best of many worlds. Not only do you have 18.8 acres and a babbling brook to enjoy but the convenience of being 3 minutes to Main St of one the cutest towns in the region. Not only do you have over 3000 sq ft in which to spread yourself out, but a heated pool and pool house in which to frolic. It was revived and updated with modern, efficient systems, including Pella windows, foam insulation, an on-demand hot water heating system, and a large porch addition. The sunken living room features a high-efficiency wood-burning fireplace and a cozy movie watching on a wall-mounted TV. The open-design kitchen is perfect for dinner parties, with four barstools where guests can sit, sip cocktails, and chat. Adjacent to the kitchen, the dining area has sliding doors that lead to the dining porch. A trellis allows wisteria to form natural shade on warm summer days, and a grill stands at the ready. The 7 bedrooms are spread across 3 floors. The primary suite on the 2nd floor has beautiful light and a deep soaking tub, ideal for unwinding after a stressful day lounging by the pool or after a winter hike. Four other BRs line the long hall. The third floor has two. The open area has previously been used as an office but would make a great work/play area. There are two separate basement areas. The unfinished area contains the mechanicals and storage, while the finished basement is a cozy den, perfect for a pool table or movie watching, complete with a fridge and dry bar. A wood stove keeps this area warm in winter. The pool area is an ideal summer retreat, with a large deck around the 1,000sq ft pool. The pool house serves as a playroom for all ages. The house benefits from the soothing sounds of a year-round stream just below, creating your own oasis of calm. The dead-end road sees next-to-zero cars passing by.
OneKey® MLS as Distributed by MLS Grid #H6311353
Dec 6, 2024
Listing Removed
—
Jun 6, 2024
Listed
$1,295,000
$320/sq ft
HGMLS #4206815
Mar 6, 2013
Sold
$345,000
$85/sq ft
Sep 28, 2012
Listed
$384,500
$95/sq ft
OneKey® MLS as Distributed by MLS Grid #H4206815
Mar 6, 2013
Sold
$345,000
$85/sq ft
Sep 28, 2012
Listed
$384,500
$95/sq ft
As the MLS and public records start to fill up, we'll list the details here.
Public record
Beds
—
Baths
—
Stories
—
Lot width
—
Lot depth
—
Lot size
—
Year renovated
—
Sq. Ft.
—
Year built
—
Style
Single Family Residential
County
Sullivan County
APN
—
Parking Spaces
—
Basement
—
Accessible
—
HOA Dues
—
Garage
—
Features
—
Last updated by owner on Apr 13, 2023.
Property details
Parking
Parking Information
Carport YN: No
Parking Features: Driveway
Interior
Fireplace Information
Has Fireplace
Fireplaces Total: 1
Fireplace Features: Wood Burning Stove
Heating & Cooling
Cooling: None
Heating: Propane, Baseboard
Interior Features
Interior Features: First Floor Bedroom,First Floor Full Bath,Chefs Kitchen,Eat-in Kitchen,High Speed Internet,Open Kitchen,Original Details,Walk-In Closet(s),Ceiling Fan(s)
Window Features: Casement, Double Pane Windows
Laundry Features: Inside
Appliances: Tankless Water Heater, Dishwasher, Dryer, Oven, Washer
Flooring: Hardwood
Levels: Three Or More
Patio And Porch Features: Deck
Room Information
Basement YN: Yes
Attic: Finished
Rooms Total: 17
Basement: Finished, Unfinished, Walk-Out Access
Additional Rooms: Dining Area
Bathroom Information
Bathrooms Full: 4
Exterior
Exterior Features
Construction Materials: Frame, Wood Siding
Other Structures: Outbuilding
Security Features: Fire Sprinkler System
Waterfront YN: Yes
Pool Information
Has Private Pool
Pool Features: In Ground, Outdoor Pool
Lot Information
Additional Parcels YN: No
Lot Features: Part Wooded, Sloped
Property Information
Other Equipment: Dehumidifier
Living Area Source: Other
Living Area (Sq. Ft.): 4050.00
Property Sub Type: Single Family Residence
Financial
Tax Information
Tax Year: 2025
Tax Source: Municipality
Tax Section: 4
Tax Annual Amount: $13,447
Financial Information
Buyer Financing: Conventional
Utilities
Utility Information
Electric Company: NYSEG
Sewer: Septic Tank
Utilities: Trash Collection Private
Location
School Information
Elementary School: Sullivan West Elementary
Elementary School District: Sullivan West
Middle Or Junior School: SULLIVAN WEST HIGH SCHOOL AT LAKE HUNTINGTON
Middle Or Junior School District: Sullivan West
High School: Sullivan West High School At Lake Huntington
High School District: Sullivan West
Location Information
Hamlet: Narrowsburg
Directions: GPS will bring you to the driveway.
County Or Parish: Sullivan County
Public facts
Beds: —
Baths: —
Sq. Ft.: —
Stories: —
Lot Size: —
Style: Single Family Residential
Year Built: —
Year Renovated: —
County: Sullivan County
APN: —
Home facts updated by county records on Apr 13, 2023
Around this home
Schools
Sullivan West Elementary School
Public PreK-6 • Assigned • 13.1mi
4/10
Sullivan West High School At Lake Huntington
Public 7-12 • Assigned • 6.5mi
6/10
Provided by GreatSchools
Climate risks
1/10 Flood Factor
Minimal risk of a flood reaching the building in the next 30 years
1/10 Fire Factor
Unlikely to be in a wildfire in next 30 years
3/10 Heat Factor
7 days above 93° expected this year, 15 days in 30 years
2/10 Wind Factor
3% chance of strong winds in next 30 years
2/10 Air Factor
0 unhealthy days expected this year, 1 days in 30 years
Provided by First Street
Historical weather
Narrowsburg, NY • 12764
Average low and high temperatures (°F)
30
16
34
19
52
31
61
40
68
49
79
58
85
64
79
56
75
52
64
41
50
34
36
21
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec
Sun exposure
88/ 100
Very good sunlight
Sunscore
There appears to be minimal shading by surrounding buildings, terrain, and vegetation.
8.6 hrs
5.5 hrs
JuneDecember
Provided by Shadowmap
Estimated sale price
$1.13M – $1.37M
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