66 Upper Shad Rd
Pound Ridge, NY 10576
4 Beds
5 Baths
3,834 sqft (on 3.86 acres)
4 Beds
5 Baths
3,834 sqft
(on 3.86 acres)
Local Information
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Description
Ultra sophisticated, waterfront, high quality home with wonderful views. Completely renovated and expanded with custom everything - cabinetry, millwork, kitchen, baths, waterworks fixtures, etc. Extraordinary property abuts Russell Nature Preserve for total privacy. Stone walls, spectacular gardens, cobblestoned drive, slate patio with outdoor fireplace & built-in bar and grill, ponds with docks for boating, fishing & ice skating, exceptional pool with infinity-edge spa, 3,000 s.f patio, full outdoor kitchen, shower, living & dining room. Top-of-the line Kitchen with white Calacatta marble, gorgeous baths, Marvin windows & doors, 6 zone central air & heat, full house Generac generator, copper gutters, sound system & reasonable taxes. A one-of-a-kind offering.
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources.
Home Highlights
Parking
Garage
Outdoor
Pool
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
No Info
Home Details for 66 Upper Shad Rd
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Interior Details BasementNumber of Rooms: 9 |
Heating & Cooling Heating: Forced AirAir ConditioningCooling System: CentralHeating Fuel: Forced Air |
Levels, Entrance, & Accessibility Stories: 2 |
Fireplace & Spa Fireplace |
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Year Built Year Built: 1960Year Updated: 1973 |
Property Type / Style Property Type: Single Family HomeArchitecture: Colonial |
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Exterior Home Features Exterior: Wood |
Pool Pool |
Parking & Garage GarageParking Space: 1Parking: Garage Attached |
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Units in Building: 1 |
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Lot Area: 3.86 acres |
Price History for 66 Upper Shad Rd
| Date | Price | Event | Source |
|---|---|---|---|
| 07/01/2015 | $2,550,000 | Sold | OneKey® MLS as distributed by MLS GRID #H4507404 |
| 04/22/2015 | $2,095,000 | Listed For Sale | Agent Provided |
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Property Tax and Assessment
| Year | 2025 |
|---|---|
| Tax | |
| Assessment | $2,109,873 |
Home facts updated by county records
Comparable Sales for 66 Upper Shad Rd
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.39 | Single-Family Home | $3,362,500 | 07/22/25 | 4 | 4.5 | 4,260 | |
0.48 | Single-Family Home | $1,585,000 | 07/01/25 | 4 | 3 | 3,772 | |
0.44 | Single-Family Home | $1,510,000 | 10/24/25 | 3 | 3.5 | 3,261 | |
0.64 | Single-Family Home | $1,390,000 | 09/04/25 | 4 | 3.5 | 5,020 | |
0.29 | Single-Family Home | $1,175,000 | 09/03/25 | 2 | 3 | 2,485 | |
0.67 | Single-Family Home | $1,600,000 | 07/03/25 | 5 | 4.5 | 5,592 | |
0.98 | Single-Family Home | $2,450,000 | 09/30/25 | 4 | 6 | 4,101 | |
1.12 | Single-Family Home | $2,400,000 | 07/31/25 | 5 | 5.5 | 5,494 | |
1.27 | Single-Family Home | $1,650,000 | 12/16/25 | 4 | 3.5 | 3,950 | |
1.28 | Single-Family Home | $1,650,000 | 12/16/25 | 4 | 3.5 | 4,400 |
Nearby homes
Get a sense of prices in the area by checking nearby homes.
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Assigned Schools
These are the assigned schools for 66 Upper Shad Rd.
- Fox Lane High School
- 9-12
- Public
- 1155 Students
6/10GreatSchools RatingParent Rating AverageThis school needs to get rid of its segregation of Hispanic students from other students. I would still recommend this school since the teachers are great, however, the administration needs to work on its inclusion. It is unfair that non-Hispanic students come out of Fox Lane High School way more prepared for college and life than the Hispanic students that make up 38% of the student body. Do better.Other Review2y ago - Fox Lane Middle School
- 6-8
- Public
- 767 Students
7/10GreatSchools RatingParent Rating AverageThe MS does a great job preparing students for HS, the teachers are engaged and administration works hard to make every student count. They are serious about the school moto CARES and strictly enforce it. Many clubs and sports options. Very Happy I moved into the community, great families.Parent Review5y ago - Pound Ridge Elementary School
- K-5
- Public
- 202 Students
8/10GreatSchools RatingParent Rating AverageI could not be more impressed by PRES. The Principal, teachers, administrators, PTA, and the parents I have interacted with are all warm, inviting, and community focused. The school looks at all areas of student learning and development: academic, physical, and social/emotional. I love that this beautiful little elementary school!Parent Review2y ago 
Check out schools near 66 Upper Shad Rd.
What Locals Say about Pound Ridge
At least 25 Trulia users voted on each feature.
97 % Say it's quiet
94 % Say parking is easy
91 % Say yards are well-kept
89 % Say car is needed
88 % Say it's dog friendly
88 % Say there's wildlife
77 % Say they plan to stay for at least 5 years
72 % Say people would walk alone at night
66 % Say there's holiday spirit
59 % Say neighbors are friendly
55 % Say there are community events
44 % Say kids play outside
38 % Say it's walkable to restaurants
22 % Say it's walkable to grocery stores
21 % Say there are sidewalks
Sourced by Trulia users. Learn more about our methodology.
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Homes for sale near 66 Upper Shad Rd
- 5.78 ACRESListing by: Houlihan Lawrence Inc.
- 2.25 ACRESListing by: Douglas Elliman Real Estate
- 2.16 ACRESListing by: Howard Hanna Rand Realty
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FORECLOSURE2.27 ACRESAI Realty Brokerage LLC
2 ACRESListing by: Compass Greater NY, LLC
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Off Market Homes Near 66 Upper Shad Rd
SOLDMAY 28, 2026AG Prime Realty
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SOLDMAY 15, 2026William Raveis-New York LLC
SOLDMAY 12, 2026Brown Harris Stevens
SOLDMAY 11, 2026Coldwell Banker Realty
SOLDMAY 5, 2026Compass Greater NY, LLC
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Homes for rent near 66 Upper Shad Rd
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66 Upper Shad Rd, Pound Ridge, NY 10576 is a 4 bedroom, 5 bathroom, 3,834 sqft single-family home built in 1960. This property is not currently available for sale. 66 Upper Shad Rd was last sold on Jul 1, 2015 for $2,550,000. The current Trulia Estimate for 66 Upper Shad Rd is $3,380,200.