Date
Details
Price
Change
Source
1/12/2026
Listed
$2,100,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
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1/27
$2,100,000 Just Listed
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- Open House: 2:00 PM - 4:00 PM
Monday 1/19 2:00 PM - 4:00 PM
20 Hilltop Drive,Port Chester, NY 1057320 Hilltop DrivePort ChesterNY10573
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Property Description
Located on a quiet cul-de-sac on .86 acres in the coveted Greyrock on the Sound enclave, this 3,800 sqft classic center-hall Colonial offers timeless architecture, generous scale, and an exceptional setting in a picturesque coastal community near Rye and Greenwich. The gracious 1st floor layout is ideal for both everyday living and entertaining, featuring high ceilings, custom millwork, and abundant natural light. The elegant dining room is highlighted by a coffered ceiling, while a private home office provides ideal work-from-home flexibility. The heart of the home is the chef-friendly kitchen, complete with a farmhouse sink, oversized island, and breakfast area, seamlessly flowing into the family room to create a light-filled great room w/direct access to the backyard and patio. Upstairs, 4 well-proportioned bedrooms include a serene primary suite w/professionally outfitted WIC and a well-appointed ensuite bath featuring dual vanities and a dedicated makeup station. 2 hall baths, a laundry room, and a large bonus room complete this level. The home also offers 1,650 sqft of unfinished walk-out basement space with & 10 ft ceilings creating endless possibilities for a rec room, gym & bathroom. Outdoors, enjoy a level lawn, professionally landscaped grounds that provide privacy, and a Belgian block-lined driveway that enhances the home's curb appeal. A rare combination of location, scale, and potential, this property presents an exceptional opportunity in one of the area's most sought-after waterfront-adjacent communities.
Full Property Details
Full Property Details for 20 Hilltop Dr
General
- Price: $2,100,000
- Taxes: $1
- Status: Active
- Type: Single Family
- Source: Long_Island
- MLS ID: 931571
- Updated: 1/13/2026
- Added to Site: 5 day(s) ago
Interior
- Number of Rooms: 9
- Interior Features: Crown Molding, Double Vanity, Eat-in Kitchen, Entrance Foyer, Formal Dining, High Ceilings, Kitchen Island, Open Floorplan, Primary Bathroom, Quartz/Quartzite Counters, Recessed Lighting, Walk-In Closet(s)
- Fireplace: Yes
- Number of Fireplaces: 1
- Fireplace(s): Family Room, Gas
- Appliances: Dishwasher, Dryer, Microwave, Oven, Refrigerator, Washer
- Laundry Facilities: Yes
- Flooring: Wood
Rooms
Bathrooms
- Total Bathrooms: 4
- Full Bathrooms: 3
- Half Bathrooms: 1
Bedrooms
- Total Bedrooms: 4
Other Rooms
- Laundry: In Hall
Additional Information
- Security/Safety: Smoke Detector(s)
Exterior
- Exterior Features: Rain Gutters
- Porch/Patio/Deck: Patio
Parking
- Garage: Yes
- Garage Spaces: 2
- Parking Features: Attached, Driveway
Location
- County: Westchester County
- Subdivision: Greyrock on the Sound
- Driving Directions: Grace Church Street to Greyrock Road S to Hilltop Drive to #20
School Information
- High School District: Port Chester-Rye
- Elementary School: John F. Kennedy Magnet
- Middle School: Port Chester Middle School
- High School: Port Chester Senior High School
Heating & Cooling
- Central air: Yes
- Cooling Type: Central Air
- Heating Type: See Remarks
- Heating Zones: 3
Utilities
- Sewer: Public Sewer
- Water: Public
- Utility Description: Trash Collection Public, Water Connected
Structural Information
- Architectural Style: Colonial
- Detached/Attached: Detached
- Construction: HardiPlank Type
- Basement: Yes
- Basement Desc.: Full Basement, See Remarks, Unfinished, Walk-Out Access
- Sq. Ft. Source: Plans
- Year Built: 2026
Lot Features
- Lot Size (Acres): 0.8586
- Lot Size (Sq. Ft.): 37,400
- Frontage: Municipal
- Road Maintenance: Public Maintained Road
- Fence: Yes
- Lot Features: Back Yard, Cul-De-Sac, Landscaped, Level, Sprinklers In Front, Sprinklers In Rear, Stone/Brick Wall
- Fencing (Description): Partial
Financial Considerations
- Tax Amount: $1
Disclosures and Reports
- Special Conditions: None
- Inclusions: Appliances, Light Fixtures
- Property ID: 4801-142-000-00055-001-0028-0010000
Listed by Houlihan Lawrence Inc.
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Listing agent
— 20 Hilltop Dr —
Houlihan Lawrence Inc.
914-967-7680
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Schools
Schools serving 20 Hilltop Dr
School District:Port Chester-Rye Union Free School District
| Name | Grades | Distance |
|---|---|---|
John F. Kennedy Elementary School, Port Chester, NY 40 Olivia Street, Port Chester, NY 10573 | K-5 | 0.7 mi |
Port Chester Middle School 113 Bowman Ave, Port Chester, NY 10573 | 6-8 | 1.5 mi |
Port Chester Senior High School 1 Tamarack Road, Port Chester, NY 10573 | 9-12 | 1.7 mi |
Disclaimer:
School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 20 Hilltop Dr
Estimate the Cost
Estimate the Cost for 20 Hilltop Dr
20 Hilltop Drive, Port Chester, NY 10573 (MLS# 931571) is a Single Family property with 4 bedrooms, 3 full bathrooms and 1 partial bathroom. 20 Hilltop Drive is currently listed for $2,100,000 and was received on January 12, 2026. Want to learn more about 20 Hilltop Drive? Do you have questions about finding other Single Family real estate for sale in Port Chester? You can browse all Port Chester real estate or contact a Coldwell Banker agent to request more information.