55 Pine Cliff Rd
Chappaqua, NY 10514
4 Beds
2 Baths
1,417 sqft (on 0.28 acres)
4 Beds
2 Baths
1,417 sqft
(on 0.28 acres)
Local Information
- Map ViewExplore the area around 55 Pine Cliff Rd.
- Schools1 Elementary School1 Middle School1 High School
- Shop & Eat
-- mins to
Description
Simply Charming Cape with stone porch front entrance and dormered slate roof. Sought-after cul-se-sac neighborhood near Audubon sanctuary. Sun-filled rooms and new rear deck complete this beautiful setting.
55 Pine Cliff Rd, Chappaqua, NY 10514 is a 4 bedroom, 2 bathroom, 1,417 sqft single-family home built in 1937. It last sold for $545,000 on Nov 18, 2009. It is currently off market. The Trulia Estimate is $959,000, with a rent estimate of $6,347/month.
Home Highlights
Parking
Garage
Outdoor
Porch, Deck
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
Less than a day ago
Home Details for 55 Pine Cliff Rd
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Interior Details BasementAtticTypes of Rooms: Dining Room, Family Room, Laundry Room, Office, Pantry, Recreation Room |
Heating & Cooling Heating: Baseboard, Radiant, OilCooling System: OtherHeating Fuel: Baseboard |
Levels, Entrance, & Accessibility Stories: 3Floors: Hardwood |
Appliances & Utilities Cable ReadyDishwasherDryerMicrowaveRefrigeratorWasher |
Fireplace & Spa Fireplace |
Windows, Doors, Floors & Walls Double Paned Windows |
Security Security System |
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Exterior Home Features Roof: SlateDeckExterior: CompositionGardenLawnPorch |
Parking & Garage GarageParking Space: 1Parking: Garage Detached |
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Year Built Year Built: 1937Year Updated: 2009 |
Property Type / Style Property Type: Single Family HomeArchitecture: Cape Cod |
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Units in Building: 1 |
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Lot Area: 0.28 acres |
Price History for 55 Pine Cliff Rd
| Date | Price | Event | Source |
|---|---|---|---|
| 11/18/2009 | $545,000 | Sold | N/A |
| 08/13/2009 | $575,000 | ListingRemoved | Agent Provided |
| 06/13/2009 | $575,000 | PriceChange | Agent Provided |
| 04/16/2009 | $599,000 | PriceChange | Agent Provided |
| 03/28/2009 | $615,000 | Listed For Sale | Agent Provided |
| 10/27/2004 | $675,000 | Sold | N/A |
Market trends in Chappaqua
Last updated June 2026
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
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Available listings
32
5MoM
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Property Tax and Assessment
| Year | 2025 |
|---|---|
| Tax | |
| Assessment | $124,500 |
Home facts updated by county records
Comparable Sales for 55 Pine Cliff Rd
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.31 | Single-Family Home | $752,000 | 08/19/25 | 3 | 2.5 | 2,084 | |
0.40 | Single-Family Home | $1,250,000 | 08/22/25 | 4 | 2 | 2,198 | |
0.50 | Single-Family Home | $1,280,000 | 09/03/25 | 4 | 2.5 | 2,212 | |
0.21 | Single-Family Home | $1,290,000 | 01/21/26 | 3 | 2 | 1,957 | |
0.36 | Single-Family Home | $1,075,000 | 10/10/25 | 4 | 2.5 | 2,447 | |
0.40 | Single-Family Home | $1,300,033 | 03/27/26 | 4 | 2.5 | 2,445 | |
1.01 | Single-Family Home | $799,000 | 11/19/25 | 4 | 2 | 1,420 | |
0.50 | Single-Family Home | $1,560,000 | 08/07/25 | 3 | 2.5 | 2,246 | |
0.37 | Single-Family Home | $650,000 | 06/12/26 | 3 | 1.5 | 1,292 | |
0.76 | Single-Family Home | $495,000 | 04/09/26 | 2 | 2 | 1,300 |
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 55 Pine Cliff Rd.
- Horace Greeley High School
- 9-12
- Public
- 1122 Students
10/10GreatSchools RatingParent Rating AverageExcellent! There were lots of wholesome activities, and there was Canteen on Friday nights where we could dance and be with friends. I was well prepared for college when I graduated.Other Review6y ago - Robert E Bell School
- 5-8
- Public
- 587 Students
8/10GreatSchools RatingParent Rating AverageThe good:Smart, straight A students do well and get some opportunity for advanced classes in 8th grade.Most teachers are amazing and kind.The counselors are supportive. The bad:Most other students struggle.Stressful environment.Unreasonable homework load, that consists mostly of busy work.Overworked children and teachers.Neurodivergent kids are not supported even with accommodations (see above - overworked teachers. There’s only so much they can do.). Brilliant ND kids are constantly being pushed out to private schools, if the parents are able to afford.District schools tend to dismiss mid-day for disagreeable various reasons, like rain. With too short of a notice to parents. (Happened twice this school year alone.)Also worth mentioning that cost of housing and taxes for the district are very high.Parent Review2y ago 
Check out schools near 55 Pine Cliff Rd.
What Locals Say about Chappaqua
At least 64 Trulia users voted on each feature.
91 % Say it's quiet
90 % Say car is needed
86 % Say parking is easy
85 % Say it's dog friendly
78 % Say yards are well-kept
75 % Say people would walk alone at night
73 % Say there's wildlife
72 % Say there's holiday spirit
62 % Say neighbors are friendly
61 % Say they plan to stay for at least 5 years
54 % Say kids play outside
50 % Say it's walkable to restaurants
37 % Say there are community events
35 % Say there are sidewalks
32 % Say streets are well-lit
26 % Say it's walkable to grocery stores
Sourced by Trulia users. Learn more about our methodology.
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Homes for sale near 55 Pine Cliff Rd
NEWCOMING SOON 7/170.48 ACRESListing by: William Raveis-New York, LLC
0.26 ACRESListing by: Thomas S. Hennerty
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Off Market Homes Near 55 Pine Cliff Rd
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SOLDJUL 9, 2026Briante Realty Group, LLC
SOLDJUL 9, 2026Houlihan Lawrence Inc.
SOLDJUL 9, 2026Compass Greater NY, LLC
SOLDJUL 8, 2026Astor Lane Realty
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