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  • $2,380,500

    16 Hilltop Dr, Port Chester, NY 10573

    5beds
    4,978sqft
    Single Family Residence
    Built in ----
    -- sqft lot
    $2,380,500 Zestimate®
    $478/sqft
    $8,567 Estimated rent

    Home value

    $2,380,500

    $2.21M - $2.57M

    $8,567/mo

    Zestimate® history
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    $16,063/mo

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    What's special

    Spa-like bathroomWraparound porchSpacious walk-in closetsLarge center islandTop-of-the-line stainless steel appliancesDouble height entry foyerBreakfast area

    Live and experience Rye from this turn key rental property ~ Nestled between Rye and Greenwich, this stunning 5+ bedroom Colonial in the coveted waterfront enclave "Greyrock on the Sound," blends quality craftsmanship with modern luxury. Tucked away at the end of a cul-de-sac, the home's wraparound porch, many windows and resort-inspired salt water pool, seamlessly integrate indoor and outdoor spaces providing a luxurious sanctuary whether you work from home or a city nearby. Step into the main level and be greeted by a double height entry foyer where adjacent formal living and dining rooms, each with coffered ceilings, make for easy living and gracious entertaining. Walk down the entry hall to an open-concept kitchen equipped with top-of-the-line stainless steel appliances (including a gas cooktop, dual wall ovens, and a wine fridge), custom cabinetry, marble counters, a large center island, a breakfast area, and a walk-in pantry. The kitchen opens to a family room with 3 exposures and a wood-burning fireplace with a sleek marble surround. An adjoining office with ensuite bathroom, and close by mudroom/laundry room and 0.5 bathroom, complete the main floor. Take the front or rear stairs to the second level which features a large primary suite with a sitting area, spa-like bathroom, and spacious walk-in closets. Three additional bedrooms are well proportioned, each with its respective ensuite bathroom. The second floor also includes a large bonus room which is perfect for movie and game nights. The finished lower level boasts a gym on one side, and an apartment-style renovation on the other, complete with a kitchen and full bathroom. A walkout staircase leads you from the lower level to the flat backyard. The perfectly sized backyard is outfitted with a tv, outdoor speakers, a patio, and a saltwater pool (with heating, LED lighting and fountain options). Your home, with a 3-car heated garage, sits on 0.5 acre of manicured lawns bound by mature evergreen trees. Stroll down to Greyrock's private beach, kayak on the Sound, enjoy sitting on the dock... experience it all. Conveniently located to downtown Rye and the Metro North train station (38 minutes to NYC). 15 min stroll to the Rye train station. Greyrock on the Sound is a hidden gem that can be found off of Grace Church Street where the City of Rye welcomes you. 16 Hilltop Drive is the one you've been waiting for! Enjoy this waterfront community. Lease Term: 12 Months Landlord pays for opening and closing of the pool. Tenant pays for weekly pool service.

    This property is off market, which means it's not currently listed for sale or rent on Zillow. This may be different from what's available on other websites or public sources.

    Zillow last checked:

    Listing updated:

    Source: Zillow Rentals

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 5
    • Bathrooms: 7
    • Full bathrooms: 6
    • 1/2 bathrooms: 1
    Heating
    • Forced Air
    Cooling
    • Central Air
    Appliances
    • Included: Dishwasher, Dryer, Microwave, Oven, Refrigerator, Washer
    • Laundry: In Unit
    Features
    • Flooring: Hardwood
    Interior area
    • Total interior livable area: 4,978 sqft

    Property

    Parking
    • Parking features: Attached
    • Has attached garage: Yes
    • Details: Contact manager
    Features
    • Exterior features: Heating system: Forced Air
    • Has private pool: Yes
    • Pool features: Pool
    Details
    • Parcel number: 55480014255130

    Construction

    Type & style
    • Home type: SingleFamily
    • Property subtype: Single Family Residence

    Community & HOA

    Community
    • Deposit fee: $15,900
    HOA
    • Amenities included: Pool
    Location
    • Region: Port Chester

    Financial & listing details

    • Price per square foot: $478/sqft
    • Tax assessed value: $1,944,100
    • Date on market: 4/28/2026
    • Date available: 08/01/2026
    • Lease term: 1 Year

    Price history

    DateEventPrice
    5/21/2026Listing removed$15,900$3/sqft
    Source: Zillow Rentals Report a problem
    4/28/2026Listed for rent$15,900+101.3%$3/sqft
    Source: Zillow Rentals Report a problem
    6/7/2025Listing removed$2,699,500$542/sqft
    Source: OneKey® MLS as distributed by MLS GRID #846260 Report a problem
    5/21/2025Price change$2,699,500-9.9%$542/sqft
    Source: OneKey® MLS as distributed by MLS GRID #846260 Report a problem
    4/23/2025Listed for sale$2,995,000+66.9%$602/sqft
    Source: OneKey® MLS as distributed by MLS GRID #846260 Report a problem
    11/17/2021Sold$1,795,000$361/sqft
    Source: OneKey® MLS as distributed by MLS GRID #H6137354 Report a problem
    9/10/2021Pending sale$1,795,000$361/sqft
    Source: OneKey® MLS as distributed by MLS GRID #H6137354 Report a problem
    8/16/2021Listed for sale$1,795,000+111.2%$361/sqft
    Source: OneKey® MLS as distributed by MLS GRID #H6137354 Report a problem
    8/23/2017Sold$850,000-34.4%$171/sqft
    Source: Public Record Report a problem
    6/26/2017Price change$1,295,000+17.8%$260/sqft
    Source: Houlihan Lawrence #4706316 Report a problem
    5/13/2017Listed for sale$1,099,000-15.1%$221/sqft
    Source: Houlihan Lawrence #4706316 Report a problem
    5/13/2017Listing removed$7,900$2/sqft
    Source: Houlihan Lawrence #4710251 Report a problem
    3/11/2017Listed for rent$7,900$2/sqft
    Source: Houlihan Lawrence #4710251 Report a problem
    3/11/2017Listing removed$1,295,000$260/sqft
    Source: Houlihan Lawrence #4706316 Report a problem
    10/3/2016Price change$1,295,000-3.7%$260/sqft
    Source: Houlihan Lawrence #4636184 Report a problem
    8/11/2016Listed for sale$1,345,000-0.3%$270/sqft
    Source: Houlihan Lawrence #4636184 Report a problem
    5/1/2016Listing removed$1,349,000$271/sqft
    Source: Julia B Fee Sothebys Int. Rlty #4548371 Report a problem
    1/28/2016Listed for sale$1,349,000$271/sqft
    Source: Julia B Fee Sothebys Int. Rlty #4548371 Report a problem

    Public tax history

    YearProperty taxesTax assessment
    2025-- $1,944,100 +4%
    2024-- $1,869,300 +6%
    2023-- $1,763,500
    2022-- $1,763,500 +51.3%
    2021-- $1,165,200
    2020-- $1,165,200 -8.3%
    2019-- $1,270,700 -23.5%
    2018-- $1,661,100 +0.8%
    2017-- $1,647,900 +6.7%
    2016-- $1,543,800 -1.6%
    2015-- $1,568,200 +15.6%
    2014-- $1,357,000 +2%
    2013-- $1,330,300 -0.6%
    2012-- $1,338,600 -3.4%
    2011-- $1,385,800 +30.5%
    2010-- $1,061,700 -8%
    2009-- $1,154,000 +92.3%
    2008-- $600,000 +100%
    2007-- $300,000
    Find assessor info on the county website

    Neighborhood: Purdys Grove

    Nearby schools

    GreatSchools rating
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    Estimated market value
    $2,380,500
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    Estimated market value
    $2,380,500