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Roofers in Sleepy Hollow, NY

Sleepy Hollow's riverfront location and historic character attract homeowners updating mid-century properties. Foundation work, basement waterproofing, and kitchen modernization are common priorities. Browse 9 verified roofers serving Sleepy Hollow, compare ratings, and get free quotes.

Roofing Market in Sleepy Hollow

Typical Range
$9-$16 per sq ft
Avg Project
$14,500
Contractors
9
Home Value
$625,000
Homes Built
~1952
Home Types
Colonial, Cape Cod

Westchester's older housing stock and strict building codes drive higher roofing costs. Slate and copper are common on historic homes.

All Roofers (9)

M
Mazzacone Contracting
5.0
5.0
(4)

Roofing contractor serving Ossining

general_contractorroofing_contractorhome_goods_storestore
(914) 762-3481Is this your business?
M
Miller Roofing Inc
5.0
5.0
(3)

Roofing contractor serving Ossining

roofing_contractor
(914) 941-1647Is this your business?
Z
Zt Contracting Inc
5.0
5.0
(1)

Roofing contractor serving Ossining

(914) 804-6268Is this your business?
W
Westchester Roofing Group
4.9
4.9
(115)

Roofing contractor serving Briarcliff Manor

roofing_contractor
(914) 885-7400Is this your business?
D
DLM Roofing
4.2
4.2
(15)

Roofing contractor serving Ossining

roofing_contractor
(845) 327-7859Is this your business?
C
Canopy Roofing Systems Inc.
4.1
4.1
(9)

Roofer

roofing_contractor
(914) 762-5311Is this your business?
R
Russel Watsky
3.0
3.0
(1)

Roofing contractor serving Ossining

Roofing contractor
(914) 282-5727Is this your business?
M
MM panels Wechester LLC
1.0
1.0
(1)

Roofing contractor serving Ossining

roofing_contractorgeneral_contractor
(914) 413-6498Is this your business?
T
Top Pro Roof Repair & Commercial Ossining
0.0
0.0
(0)

Roofing contractor serving Ossining

roofing_contractor
(914) 444-9374Is this your business?

Building Permits in Sleepy Hollow

Village of Sleepy Hollow Building Department
(914) 366-5106|Official Website
Permit likely required. Most roofing work in Sleepy Hollow requires a building permit. Your contractor should handle the permit application and schedule required inspections.

Historic village (formerly North Tarrytown) with landmark designations. Waterfront properties have additional regulatory requirements.

Frequently Asked Questions

1How much does a roof replacement cost in Sleepy Hollow?
Roof replacement in Sleepy Hollow typically costs $9-$16 per sq ft, with an average project around $14,500. Westchester's older housing stock and strict building codes drive higher roofing costs. Slate and copper are common on historic homes.
2What roofing issues are common in Sleepy Hollow homes?
Most homes in Sleepy Hollow were built around 1952, so many original roofs have been replaced at least once. Common home types here include Colonial, Cape Cod, Ranch on lots averaging 0.2 acres. Sleepy Hollow's riverfront location and historic character attract homeowners updating mid-century properties. Foundation work, basement waterproofing, and kitchen modernization are common priorities.
3Do roofers in Sleepy Hollow need to be licensed?
Yes, roofing contractors in Sleepy Hollow and Westchester County must hold a valid Home Improvement Contractor license. Most roofing work in Sleepy Hollow also requires a building permit from the Village of Sleepy Hollow Building Department. Always verify a roofer's license and insurance before hiring.

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