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Explore Similar Homes Within 2 Miles of Port Chester, NY

  • /26

    $5,400,000

    • 9 Beds
    • 7 Baths
    • 7,462 Sq Ft

    6 Loden Ln, Purchase, NY 10577

    Nestled on 10 ACRES of private property, this Georgian-inspired Colonial estate combines timeless elegance with modern luxury, offering a private sanctuary just 30 miles from New York City.The estate features 8 bedrooms and 7 bathrooms, including a convenient first-floor ensuite bedroom and bath. A dedicated housekeeper or guest quarters provide flexibility and comfort for visitors. The grand,

    Rita Van Buren Howard Hanna Rand Realty

    6 Loden Ln, Purchase, NY 10577
  • /31

    $13,400,000

    • 6 Beds
    • 9 Baths
    • 11,157 Sq Ft

    31 Meadow Ln, Greenwich, CT 06831

    Exceptional Tanner White ultra-luxurious six-bedroom modern residence in the estate area of Greenwich. The open floor plan with 12+ foot ceilings is filled with natural light and allows for versatile use of the dramatic formal and casual rooms, all leading to a captivating outdoor living space complete with a fireplace overlooking the serene pool with spa and verdant lawn. The interior design and

    Leslie McElwreath Sotheby's International Realty

    31 Meadow Ln, Greenwich, CT 06831
  • /52

    $13,995,000

    • 5 Beds
    • 9 Baths
    • 10,431 Sq Ft

    190 North St, Greenwich, CT 06830

    Nor Tor stands as one of Greenwich's finest English Manors, an extraordinary estate spanning nearly 3.5 acres of breathtaking beauty. Meticulously preserved, the manor underwent an extensive three year restoration and expansion, completed in 2010, blending historical integrity with seamless enhancements. This masterful renovation was led by architect Ira Grandberg, resulting in a breathtaking

    Leslie McElwreath Sotheby's International Realty

    190 North St, Greenwich, CT 06830
  • /50

    $6,800,000 Open Sun 1PM - 4PM

    • 5 Beds
    • 10 Baths
    • 7,632 Sq Ft

    21 Calhoun Dr, Greenwich, CT 06831

    Welcome to ''Park Hill'', a stunning English Tudor Revival Manor known as ''The House of Seven Gables''. Updated in 2025, this historic gem nestled in the heart of Greenwich on a 1.81-acre oversized lot, offers privacy & a unique blend of timeless elegance with modern conveniences. Located in the desirable Calhoun Drive Association, this property boasts both beauty & charm. The manor's

    Danielle Claroni Sotheby's International Realty

    21 Calhoun Dr, Greenwich, CT 06831
  • /18

    $11,000,000

    • 8 Beds
    • 7 Baths
    • 8,751 Sq Ft

    111 Byram Shore Rd, Greenwich, CT 06830

    Experience panoramic views from this 1.5-acre waterfront estate. The views stretch across the Long Island Sound from Greenwich to Oyster Bay, allowing you to enjoy both sunrises and sunsets over the water- all in complete privacy from neighboring properties. This one-of-a-kind distinctive contemporary offers a truly unique blend of cutting-edge modern design and historic charm, complete with

    Julie Church Houlihan Lawrence

    111 Byram Shore Rd, Greenwich, CT 06830
  • /9

    $11,900,000

    • 6 Beds
    • 9 Baths
    • 9,836 Sq Ft

    32 Pheasant Ln, Greenwich, CT 06830

    Welcome to 32 Pheasant Lane, a stunning completely rebuilt and expanded modern Colonial on one of Greenwich's most coveted streets. This exceptional 6 bedroom, 7.2 bath home offers over 9800 square feet of luxurious finished living space on 4 levels. An expansive front porch invites you inside where you will discover an open, airy floor plan with 10ft ceilings and custom details. White oak floors

    Maria Crowley Houlihan Lawrence

    32 Pheasant Ln, Greenwich, CT 06830
  • /31

    $8,950,000

    • 6 Beds
    • 5.5 Baths
    • 5,040 Sq Ft

    33 Meadow Wood Dr, Greenwich, CT 06830

    In the gated Quarry Farm neighborhood of the enchanting Belle Haven Association with 24hr security, this property offers a unique opportunity to renovate or build new, 16,000+ sq ft waterfront home. Overlooking Byram Harbor and Long Island Sound, the current 6-bedroom house sits on 2.78 acres with a pool, adjacent to a 1.09-acre protected lot. Once a quarry and later acquired as part of the

    Joseph Barbieri Sotheby's International Realty

    33 Meadow Wood Dr, Greenwich, CT 06830
  • /49

    $6,395,000

    • 7 Beds
    • 8 Baths
    • 8,068 Sq Ft

    2 Winding Ln, Greenwich, CT 06831

    LOCATION, LOCATION LOCATION Set back on 2 private acres very close to town & landscaped to perfection, this exquisite property with over sized salt water pool, tennis court, children's playground, exquisite gardens & entertaining terraces offer today's buyers the perfect lifestyle. 8000+sq.ft. brick residence w/ new slate composite roof features 6 bdrms/6 bths, private office., lg light filled

    Helene Barre Sotheby's International Realty

    2 Winding Ln, Greenwich, CT 06831
  • /49

    $4,895,000

    • 7 Beds
    • 10 Baths
    • 13,923 Sq Ft

    7 Rockledge Rd, Rye, NY 10580

    Unrivaled grandeur with an idyllic Tuscan-countryside vibe! Introducing one of Westchester County’s most magnificent Estates, beautifully situated high on an exquisite tree-lined rise just minutes from Rye. This private sanctuary is nestled on 5.2 acres of manicured grounds with distant water views of Long Island Sound. There’s nothing quite like it: an infinity pool, pool house, guest house,

    Wendy Alper Julia B Fee Sothebys Int. Rlty

    7 Rockledge Rd, Rye, NY 10580
  • /39

    $5,595,000

    • 8 Beds
    • 11 Baths
    • 12,095 Sq Ft

    21 Dorann Rd, Purchase, NY 10577

    Privately nestled behind gates on 2.89 lush acres, this classically updated 8-bedroom, 9.2-bath New England Colonial offers unmatched elegance, space, and serenity. With a picturesque natural pond in front and sweeping golf course views in back, this estate is a rare and refined offering. From the moment you arrive, the charm is undeniable — from the stately approach to the beautifully maintained

    Christine Hazelton Houlihan Lawrence Inc.

    21 Dorann Rd, Purchase, NY 10577
  • /36

    $2,995,000

    • 6 Beds
    • 8.5 Baths
    • 10,378 Sq Ft

    9 Lincoln Woods, Purchase, NY 10577

    Tucked away at the end of a quiet, picturesque cul-de-sac in the coveted Purchase community, this exceptional home sits on nearly two beautifully landscaped acres that make a lasting impression. Designed by renowned architect Chris Demetriades, it blends thoughtful design with masterfulcraftsmanship and elegant details throughout. Step into the grand foyer and you're immediately greeted by

    Kori Sassower Compass Greater NY, LLC

    9 Lincoln Woods, Purchase, NY 10577
  • /23

    $22,000,000

    • 8 Beds
    • 12 Baths
    • 14,071 Sq Ft

    8 Fox Run Ln, Greenwich, CT 06831

    Ultra-stylish 2024 custom-built Contemporary from visionary developer SBP Homes graces nearly 5.5 private, gated acres very close to town with pool, spa, two-bedroom pool house, porches, outdoor kitchen, fireplace and tennis court designed for optimum indoor/outdoor entertaining and relaxed living. Luxurious details elevate the 11,000+ sq. Interior with Bulthaup kitchen, living room bar; walls

    James Hoffman Houlihan Lawrence

    8 Fox Run Ln, Greenwich, CT 06831
  • /50

    $3,750,000

    • 5 Beds
    • 5.5 Baths
    • 5,665 Sq Ft

    3747 Purchase St, Purchase, NY 10577

    Best opportunity in a long time for the lucky Buyer to purchase not only a mansion, but one with the lowest property taxes in posh and exclusive estates in Lower Westchester. Purchase is located just North of Harrison and enjoys the very good school district of Harrison. This modern and fully updated mansion is less than twenty years old. The almost new swimming pool is only a few years old. This

    Comfort Usukumah Comfort Homes & Prop. Mgmt LLC

    3747 Purchase St, Purchase, NY 10577
  • /50

    $2,095,000

    • 8 Beds
    • 6 Baths
    • 9,711 Sq Ft

    75 Kenilworth Rd, Rye, NY 10580

    Experience exceptional living on Kenilworth Road with this prime corner double lot, spanning 2.31 acres. This estate features 8 bedrooms and 9,711 SF of refined space. A double circular driveway provides ample parking and leads to a stunning residence surrounded by mature trees, an oversized pool, pool house, and expansive lawns. The main house boasts a grand two-story foyer, two formal living

    Daniel Aller Christie's Int. Real Estate

    75 Kenilworth Rd, Rye, NY 10580
  • /26

    $2,790,000

    • 9 Beds
    • 5.5 Baths
    • 7,437 Sq Ft

    26 Shady Ln, Greenwich, CT 06831

    Discover the enduring beauty of this stately 1900 Georgian Colonial. Set on a corner lot on one acre offers over 7,500 square feet of living space, 9 bedrooms, 5 full bathrooms, and 8 working fireplaces, a true testament to timeless elegance and old-world craftsmanship. Step inside and you're greeted by exquisite period details, ornate millwork, soaring 12ft ceilings, original leaded glass

    Kaori Higgins Higgins Group Greenwich

    26 Shady Ln, Greenwich, CT 06831
  • /31

    $3,200,000

    • 6 Beds
    • 6.5 Baths
    • 6,263 Sq Ft

    7 Coventry Ct, Purchase, NY 10577

    Magnificent 2-acre estate on one of Purchase’s most coveted streets! Privately nestled near the end of a quiet cul-de-sac, this stunning architectural Colonial is meticulously maintained and ready for its next chapter. Step through glass double doors into an oversized entry hall with a curved staircase and a wall of windows. Sunlight floods every graciously sized room. The sunken living room with

    Christine Hazelton Houlihan Lawrence Inc.

    7 Coventry Ct, Purchase, NY 10577
  • /19

    $4,400,000

    • 5 Beds
    • 5.5 Baths
    • 6,473 Sq Ft

    17 Pilgrim Rd, Rye, NY 10580

    Set on approximately 2.5 acres of serene land, this 5-bedroom, 5.5-bathroom, approximately 6,500 square feet residence is a rare find, cherished by only two owners in 56 years. Blending luxury with the timeless charm of a California-style mid-century design, the steel-beam construction, restored by acclaimed architect Deborah Berke and builder David Prutting, features radiant flooring, a spa-like

    Stacey Rechler Douglas Elliman Real Estate

    17 Pilgrim Rd, Rye, NY 10580
  • /33

    $3,049,000

    • 7 Beds
    • 7 Baths
    • 6,875 Sq Ft

    8 Coventry Ct, Purchase, NY 10577

    Fabulous sophisticated, modern country retreat located on a quiet cul-de-sac in the heart of Purchase and sitting on 2+ acres of verdant, beautifully landscaped property with inviting brick patios, replete with a pool. 8 Coventry Court beckons its guests into a generous courtyard anchored in the center by a specimen Japanese Maple. The combination of low, exterior roof lines and soaring

    Deborah Glasser Houlihan Lawrence Inc.

    8 Coventry Ct, Purchase, NY 10577
  • /38

    $3,895,000

    • 6 Beds
    • 4.5 Baths
    • 6,663 Sq Ft

    54 Lincoln Ave, Rye Brook, NY 10573

    Set on 3.19 acres of tranquil woodland in a coveted Rye Brook enclave, this exceptional contemporary residence offers privacy and seamless indoor-outdoor living. Thoughtfully renovated to blend modern luxury with its Frank Lloyd Wright-inspired design, the 6,663 sq ft home with 6 bedrooms and 4 baths showcases dramatic open spaces, clean architectural lines, and natural materials throughout. An

    Wendy Alper Julia B Fee Sothebys Int. Rlty

    54 Lincoln Ave, Rye Brook, NY 10573
  • /33

    $2,750,000

    • 5 Beds
    • 9 Baths
    • 6,629 Sq Ft

    14 Lakeside Dr, Rye, NY 10580

    Located in Rye’s sought-after Flagler Estates neighborhood, 14 Lakeside Drive boasts an exceptional layout, first floor primary suite and resort-like pool, set on one full acre. Spanning almost 6,700 sq. ft., this stately colonial offers 5 bedrooms, 7 full bathrooms (2 half baths) and an open floor-plan that is perfectly suited for today’s buyer.The first floor features a double height foyer,

    Michael McCooey Compass Greater NY, LLC

    14 Lakeside Dr, Rye, NY 10580
  • /10

    $7,995,000

    • 8 Beds
    • 11.5 Baths
    • 10,646 Sq Ft

    68 Dearfield Dr, Greenwich, CT 06831

    Perched high on a hill in downtown Greenwich, 66 Dearfield is unparalleled in its grandeur with 10,646 square feet of luxury living spanning 4 floors. Close to Greenwich Library, Greenwich Avenue, the train and all downtown amenities. This exquisite colonial boasts stone chimneys with extra height ceilings on each floor. Upon entry, the 2 story foyer nestled between the living room and dining

    Nina Frandson BHHS New England Properties

    68 Dearfield Dr, Greenwich, CT 06831
  • /43

    $24,950,000

    • 10 Beds
    • 19 Baths
    • 17,878 Sq Ft

    97 Pecksland Rd, Greenwich, CT 06831

    Truly unique 19 Acre estate in the heart of mid country! Prepared to be captivated by this custom built masterpiece of design and craftsmanship. Completed in 2009, and offered to the market for the first time since completion, 97 Pecksland has an unrivaled combination of lot size, quality and privacy. Enter through the grand gated entrance and dramatic driveway to the elevated main house on the

    Robert Johnson Brown Harris Stevens CT, LLC

    97 Pecksland Rd, Greenwich, CT 06831
  • /42

    $8,950,000

    • 10 Beds
    • 9 Baths
    • 9,483 Sq Ft

    14 Meadow Dr, Greenwich, CT 06831

    DISCOVER BREEZEMORE Experience the rare opportunity to own a piece of history with the stunning Breezemore estate located in Greenwich, Connecticut. Built in 1909, this magnificent property offers 10,000 square feet of architectural splendor, old-world charm, and modern conveniences. Set high on 3.2 private, park-like acres within close distance of downtown Greenwich, this property stands

    Ryan Hoffman Houlihan Lawrence

    14 Meadow Dr, Greenwich, CT 06831
  • /32

    $9,999,000

    • 5 Beds
    • 7.5 Baths
    • 8,198 Sq Ft

    12 Island Dr, Rye, NY 10580

    It does not get better than this! Start your mornings and end your days with dramatic sunrises and colorful sunsets at one of Rye's most coveted waterfront sanctuaries. Custom built in 2004 by the current owner, this handsome 8000 sq. ft. stone and slate home was thoughtfully designed and situated to take advantage of the 240 feet of direct LI Sound frontage to the east as well as Tide Mill

    Lisa Murphy Houlihan Lawrence Inc.

    12 Island Dr, Rye, NY 10580

Home Trends in Port Chester, NY

Housing Trends

Median Sale Price
$296,250
Median Single Family Sale Price
$149,000
Median 2 Bedroom Sale Price
$280,000
Median 1 Bedroom Sale Price
$190,000
Average Price Per Sq Ft
$310
Number of Homes for Sale
7
Last 12 months Home Sales
52
Months of Supply
1.60
Median List Price
$280,000
Median Change From 1st List Price
2%
Median Home Sale Price YoY Change
144%
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