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    Old Brookville,Brookville & Upper Brookville Homes and Condos for Sale

    Brookville, Upper Brookville and Old Brookville are villages in the remarkable Town of Oyster Bay in Nassau County in Long Island, New York. This collection of three villages is know as “The Brookvilles”. The collective Brookvilles form an inverted triangle with the base facing north. They’re bounded by Old Westbury and Jericho to the south, Mill Neck, Matinecock and Glen Cove to the north, Muttontown and East Norwich to the east, and the unincorporated area of Glen Head to the west. They’re roughly 20 miles east of Manhattan on the north shore of Long Island. English and Quaker farmers settled the area of The Brookvilles in the 17th and 18th centuries. Dutch settlers soon arrive. They purchased properties containing several brooks and springs. The Brookvilles attracted New York’s wealthy during the 1900’s and most of the farmland owned by Dutch and English farmers was sold to the wealthy to build lavish mansions with expansive, lush lawns. Wealthy families such as the Posts, Vanderbilts, DuPonts, Guests, and Christies owned land in the area. Many of the old estates have been subdivided and redeveloped resulting in a beautiful blend of both new and old homes. This entire region of Long Island became known as “The Gold Coast”. Twenty-two large estates in the area were incorporated into what is now known as the village of Brookville. 

    Brookville is 4 square miles with a population of 3,465. Many well kept area golf courses, which wind along tree lined country roads, are found nearby. Comparatively, Old Brookville has a population of 2,134 residents and is approximately 0.4 square miles. Upper Brookville with an approximate population of 1,737 residents, comprises about 4.3 square miles. Hope Goddard Iselan, an American sports woman and the first woman to crew an America’s cup race, was opposed to the name proposal of “Lower Brookville”. “I refuse to live in “lower” anything. If you must call it something, and I suppose you must, call it Upper Brookville,” and the name stuck. This area use to be an international polo mecca and stables and polo fields are still enjoyed by local residents. Bridle paths meander past horse farms and nature preserves. The schools in the area are among the country’s finest and are one of the many reasons why the Brookvilles continues to be a popular destination among homebuyers. 

    There is a pastoral feeling in the Brookvilles. Locals like to think of the area as a “preserve”. Homes for sale in Brookville range from spacious contemporaries on two acres plots to huge old manors on up to 100 acres. Homes currently on the Brookvilles real estate market range in price from around $1,350,000 for a 4 bedroom, 3 bathroom home to approximately $9,995,000 for an 8 bedroom, 11 bathroom home. The average listing price for a Brookvilles single family home is about $3,400,000. Styles of home available in the Brookvilles are contemporary, center hall brick colonial, Dutch colonials, and sprawling traditionals. These villages are almost exclusively residential and the homes are of exceptional quality.

    If you would like to learn more about the homes for sale in Brookville, Old Brookville and Upper Brookville, New York, please do not hesitate to contact us today.

    Latest Old Brookville,Brookville & Upper Brookville Homes and Condos for Sale

    ONE Dupont  Court, Brookville image
    ONE Dupont Court, Brookville $33,500,000

    A Timeless World-Class Masterpiece defined by grace & style, "Shangri-La" is an unparalleled Gold Coast Estate designed for luxurious living, gracious entertaining & the ...

    • 8 Beds
    • 13 Baths
    • 3469398 MLS
    A Valentine Farm  Court, Old Brookville image
    A Valentine Farm Court, Old Brookville $10,800,000

    Magnificent Wrought Iron Gates welcome you to the expansive Courtyard Entrance of this Exquisite One Of A Kind Estate.A Labor Of Love to blend the finest finishes with ma...

    • 6 Beds
    • 9 Baths
    • 3442391 MLS
    4 Valentines Farm  Court, Old Brookville image
    4 Valentines Farm Court, Old Brookville $10,800,000 ▼

    Introducing 4 Valentine's Farm Court, an untouched masterpiece nestled privately within pristine gated grounds at the end of a private drive. Exceeding 11,000 interior sq...

    • 6 Beds
    • 9 Baths
    • 3413406 MLS
    1275 Wolver Hollow  Road, Upper Brookville image
    1275 Wolver Hollow Road, Upper Brookville $9,990,000

    "Tree Tops" This impressive Estate is masterfully designated and constructed offering the pinnacle in luxury living just 27 miles east of Manhattan. The sophisticated sty...

    • 7 Beds
    • 10 Baths
    • 3461469 MLS
    4 Red Fox  Lane, Upper Brookville image
    4 Red Fox Lane, Upper Brookville $9,750,000

    Located in the prestigious Village of Upper Brookville, this impressive estate is incredibly designed and offers the utmost luxury living just 27 miles east of Manhattan....

    • 7 Beds
    • 14 Baths
    • 3424582 MLS
    167 Brookville  Road, Brookville image
    167 Brookville Road, Brookville $7,250,000

    Completed in 2007 this exquisite ONE OF A KIND ESTATE is the ULTIMATE in masterful Craftsmanship & design. Inspired by French Normandy architecture the home's impressiv...

    • 5 Beds
    • 7 Baths
    • 3414451 MLS
    60 Piping Rock  Road, Upper Brookville image
    60 Piping Rock Road, Upper Brookville $6,995,000

    Introducing GRAY HORSE FARM: This magnificent iconic estate on desirable Piping Rock Road is situated on 9 flat acres and offers 13,324 square feet of luxe living plus be...

    • 10 Beds
    • 10 Baths
    • 3477761 MLS
    2 Brook  Lane, Brookville image
    2 Brook Lane, Brookville $6,499,000

    Unparalleled quality and attention to detail is what you'll find in this custom built brick home. Mosaic House is truly a one of a kind modern masterpiece. Grand entry wi...

    • 8 Beds
    • 12 Baths
    • 3475130 MLS
    3 Donna  Drive, Upper Brookville image
    3 Donna Drive, Upper Brookville $5,875,000 ▼

    NEW CONSTRUCTION, TO BE BUILT by one of North Shore's premium builders and to be completed 2nd QTR 2024. The time to customize is now! Architectural plans available for...

    • 7 Beds
    • 9 Baths
    • 3468763 MLS
    15 Cedar Brook  Court, Old Brookville image
    15 Cedar Brook Court, Old Brookville $5,500,000

    Welcome to this exquisite 6BR, 5.55 bath estate that epitomizes luxury living at its finest. Situated on a sprawling 2.13-acre lot, this grand residence offers an impress...

    • 6 Beds
    • 7 Baths
    • 3478121 MLS
    Brookville  Road, Brookville image
    Brookville Road, Brookville $5,480,000

    Brookville - Welcome To This 14.5 Acre Private Land, The Last Parcel Of The Harrison Estates. This Stunning Lot is One Of The Last Remaining Parcels on The North Shore of...

    • 3413233 MLS
    37 Brookville  Road, Brookville image
    37 Brookville Road, Brookville $5,480,000

    Sitting on a vast 14.5 acres of land lies the opportunity to build 2+ additional homes on the lot along with this amazing 6000 Sq Ft timeless brick colonial which feature...

    • 6 Beds
    • 7 Baths
    • 3413213 MLS
    1570 Old Cedar Swamp  Road, Brookville image
    1570 Old Cedar Swamp Road, Brookville $4,650,000

    Welcome to this SPECTACULAR and sun-filled contemporary smart home, with walls of glass overlooking almost 4 acres of sweeping emerald lawns, perfect for relaxation & ent...

    • 7 Beds
    • 8 Baths
    • 3455696 MLS
    255 Piping Rock  Road, Old Brookville image
    255 Piping Rock Road, Old Brookville $4,599,000

    Extraordinary New Contemporary Home With Expansive Living Space Overlooking More Than 2 Acres Of Exquisitely Landscaped Grounds And Sweeping Lush Green Lawns. Your Sanctu...

    • 5 Beds
    • 7 Baths
    • 3478956 MLS
    1611 Old Cedar Swamp, Brookville image
    1611 Old Cedar Swamp, Brookville $4,590,000 ▼

    More Photos To Come!!*** Drop Dead Stunning Hamptons Style Ultra Luxury Home In Prestigious Jericho School District. Beautifully Set On Almost 4 Acres, This Home Has Been...

    • 7 Beds
    • 5 Baths
    • 3470592 MLS
    7 Maria  Lane, Old Brookville image
    7 Maria Lane, Old Brookville $4,488,000

    A distinguished and sophisticated residence tucked away in the coveted neighborhood of Old Brookville, New York. This majestic colonial house sits elegantly on a sweeping...

    • 5 Beds
    • 5 Baths
    • 3483444 MLS
    23 Evans  Drive, Brookville image
    23 Evans Drive, Brookville — Broadhollow $4,488,000

    Situated in the prestige village of Brookville, sits on 2 Acres beautifully landscaped looking over Salt Water In-Ground Pool. Gated entry + circular driveway with plenty...

    • 6 Beds
    • 8 Baths
    • 3471720 MLS
    • Broadhollow Bldg.
    66 Wolver Hollow  Road, Upper Brookville image
    66 Wolver Hollow Road, Upper Brookville $4,100,000

    Radiating the classic splendor of a Grecian villa, this magnificent 7 BR, 10 BA, 10,000 Sq. ft. manor is ensconced on breathtaking grounds enclosed by estate fencing with...

    • 7 Beds
    • 10 Baths
    • 3445976 MLS
    33 Farmstead  Lane, Brookville image
    33 Farmstead Lane, Brookville $3,990,000 ▼

    This Timeless & Magnificent 7 Bedrm, 6.5 Bath Colonial Is Filled W/ Beauty, Luxury & Comfort. Upon Entering The Sun-Filled Foyer, You Are Greeted By An Elegant, Circular ...

    • 7 Beds
    • 7 Baths
    • 3448195 MLS
    14 Glenby  Lane, Brookville image
    14 Glenby Lane, Brookville $3,988,000

    Grand 7091 square foot colonial set on 2 bucolic acres with inground heated salt water pool, waterfall and granite surround. This 2008 custom built brick home has a circu...

    • 6 Beds
    • 8 Baths
    • 3437857 MLS
    23 Overbrook  Lane, Upper Brookville image
    23 Overbrook Lane, Upper Brookville $3,895,000

    UPPER BROOKVILLE. On the banks of a scenic pond and off a quiet cul-de-sac awaits this completely renovated and recently redone timeless home. Sitting privately on over 2...

    • 6 Beds
    • 5 Baths
    • 3461067 MLS
    80 Mill River  Road, Upper Brookville image
    80 Mill River Road, Upper Brookville $3,888,000

    This exceptional estate is located just 30 miles east of Manhattan in the Incorporated Village of Upper Brookville. Introduced by handsome herringbone patterned brick pie...

    • 5 Beds
    • 5 Baths
    • 3470774 MLS
    32 Farmstead  Lane, Brookville image
    32 Farmstead Lane, Brookville $3,685,000 ▼

    BROOKVILLE. Unrivaled Stucco Colonial Located on Over 2 Acres in The Village of Brookville. This Majestic Home Features 5 Bedrooms, 5 Full and 1 Half Bath, Incredible Flo...

    • 5 Beds
    • 6 Baths
    • 3436029 MLS
    677 Linda  Court, Upper Brookville image
    677 Linda Court, Upper Brookville $3,499,999 ▼

    Welcome into this spectacular Upper Brookville estate. Nestled on 2 private acres on a quiet cul-de-sac fully built in 2018! The home boasts approximately 10,000sqft of i...

    • 6 Beds
    • 7 Baths
    • 3451040 MLS
    31 Chestnut Hill  Drive, Upper Brookville image
    31 Chestnut Hill Drive, Upper Brookville $3,499,000

    Private Gated Upper Brookville Estate Situated on 5+ Acres of Secluded Picturesque Landscape. Located at the End of One of the Most Prestigious Cul de Sac Locations on th...

    • 5 Beds
    • 6 Baths
    • 3465854 MLS
    203 Brookville  Road, Brookville image
    203 Brookville Road, Brookville $3,488,000

    Welcome to this stunning contemporary home, true paradise situated on private 2.13-acre country club setting. You'll be captivated by the walls of glass that allow natura...

    • 6 Beds
    • 6 Baths
    • 3479233 MLS
    1167 Pine Valley  Road, Upper Brookville image
    1167 Pine Valley Road, Upper Brookville $3,475,000

    1167 Pine Valley Road is quite the luxurious property located in Upper Brookville. The property features a mid-century modern home that was inspired by the work of famed ...

    • 6 Beds
    • 5 Baths
    • 3469502 MLS
    1215 Pine Valley  Road, Upper Brookville image
    1215 Pine Valley Road, Upper Brookville $3,295,000

    Welcome to the epitome of luxury living in Upper Brookville! This stunning colonial home on 2.02 acres of meticulously manicured land offers an exceptional combination of...

    • 5 Beds
    • 6 Baths
    • 3482721 MLS
    5A Cotillion, Brookville image
    5A Cotillion, Brookville $3,180,000

    Welcome to this beautiful new construction situated on 2 acres in the Jericho SD. Radiant heated floors, state-of-the-art appliances, custom cove lighting, large windows...

    • 5 Beds
    • 6 Baths
    • 3474038 MLS
    4 Versailles  Court, Brookville image
    4 Versailles Court, Brookville $2,900,000

    True elegance designed for gracious living. This home boast a retreat lifestyle and welcomes you to a beautiful courtyard leading to the grand atrium, formal living room,...

    • 5 Beds
    • 6 Baths
    • 3479989 MLS
    136 Wheatley  Road, Brookville image
    136 Wheatley Road, Brookville $2,899,000

    Welcome to the Brookvilles! A private driveway & charming Front Porch welcomes you to this exquisitely 2022 renovated Expanded Ranch with 5 Bedrooms & 3.5 Baths. Sited o...

    • 5 Beds
    • 4 Baths
    • 3478358 MLS
    1281 Wolver Hollow  Road, Upper Brookville image
    1281 Wolver Hollow Road, Upper Brookville $2,765,000 ▼

    Set on 3.16 Acres, This 4 Bedroom Residence has been reimagined for Today's Lifestyle. This sprawling light-filled single-level residence has an Open Floor plan for easy ...

    • 4 Beds
    • 5 Baths
    • 3469358 MLS
    25 Brookville  Road, Brookville image
    25 Brookville Road, Brookville $2,750,000

    Incorporated Village of Brookville, Long Island NY. Set off a private country lane, this fabulous, custom built home has been renovated to perfection for today's most di...

    • 4 Beds
    • 4 Baths
    • 3481528 MLS
    39 Fruitledge  Road, Brookville image
    39 Fruitledge Road, Brookville $2,749,000 ▼

    A Thoughtfully Conceived Renovation Sets This Home Apart From The Rest. The Open Floor Plan Design & Multi Levels Allow For Comfort & Privacy Throughout. Top Of The Lin...

    • 4 Beds
    • 6 Baths
    • 3458192 MLS
    67 Mill River  Road, Upper Brookville image
    67 Mill River Road, Upper Brookville $2,690,000

    Total Taxes: $33,996.89 Built in 2014! The grand foyer invites you to the magnificent bridal staircase. 6 Brs, 6 full bths, 2 half bths w/every possible amenity. Hardwood...

    • 6 Beds
    • 8 Baths
    • 3442290 MLS
    172 Hegemans  Lane, Old Brookville image
    172 Hegemans Lane, Old Brookville $2,650,000 ▲

    Build your Dream Home in the only gated community within the Village of Old Brookville. Enter this newly developed 23+ acre community through an impressive remote-control...

    • 3412359 MLS
    168 Hegemans  Lane, Old Brookville image
    168 Hegemans Lane, Old Brookville $2,525,000 ▲

    Build your Dream Home in the only gated community within the Village of Old Brookville. Enter this newly developed 23+ acre community through an impressive remote-control...

    • 3412349 MLS
    1775 Cedar Swamp  Road, Brookville image
    1775 Cedar Swamp Road, Brookville $2,500,000

    Brookville/Jericho schools! Calling all Contractors! There are 3 free standing structures on this useable 2 acre property. The Main structure is 5000 sf Post Modern house...

    • 5 Beds
    • 4 Baths
    • 3481179 MLS
    5 Quaker Ridge  Drive, Brookville image
    5 Quaker Ridge Drive, Brookville $2,500,000

    Resort-like living on 2 plus private acres graced by a gunite salt-water pool and picturesque property. The sun drenched home encompasses four bedrooms and three and a ha...

    • 4 Beds
    • 4 Baths
    • 3477764 MLS
    17 Rolling Dr, Brookville image
    17 Rolling Dr, Brookville $2,499,000

    Welcome home! This traditional brick Colonial is located right in the heart of Brookville and features 5 bedrooms, 3.5 luxurious baths, and elegant principal rooms. Compl...

    • 5 Beds
    • 4 Baths
    • 3468599 MLS
    3 Paddock  Court, Brookville image
    3 Paddock Court, Brookville $2,499,000

    Pool and Tennis Anyone? Exquisite 10 room, stone and cedar luxury contemporary home, set on 2 acres in the heart of Brookville. Sun-filled open concept floor plan masterf...

    • 5 Beds
    • 4 Baths
    • 3436108 MLS
    15 Remsens  Lane, Upper Brookville image
    15 Remsens Lane, Upper Brookville $2,490,000 ▼

    Welcoming all with a long drive and private entrance, situated on 2.9+ serene acres in Upper Brookville resides this stately ranch. This 5 bedroom, 4 bath residence is re...

    • 5 Beds
    • 4 Baths
    • 3417138 MLS
    70 Wolver Hollow  Road, Upper Brookville image
    70 Wolver Hollow Road, Upper Brookville $2,475,000 ▼

    7,800sf Contemporary! Looking for a place far from the cares of our crazy world yet close to all that matters? This secluded, 7800-square-foot masterpiece may fit the bil...

    • 8 Beds
    • 5 Baths
    • 3471317 MLS
    162 Hegemans  Lane, Old Brookville image
    162 Hegemans Lane, Old Brookville $2,350,000 ▲

    Build your Dream Home in the only gated community within the Village of Old Brookville. Enter this newly developed 23+ acre community through an impressive remote-control...

    • 3412339 MLS
    22 Pheasant Hill  Lane, Old Brookville image
    22 Pheasant Hill Lane, Old Brookville $2,300,000

    Perfectly poised on bucolic property in the sought after village of Old Brookville. An impressive circular driveway welcomes you to this very gracious 5 bedroom, 5 bath s...

    • 5 Beds
    • 6 Baths
    • 3469720 MLS
    1 Heritage Ct., Old Brookville image
    1 Heritage Ct., Old Brookville $2,290,000

    Beautiful 2 Story Contemporary Home. Over 1 Parklike Acre In Prime Location. Spacious Bright Living Rm with 2 Separated Family Rooms and 2 Wood Burning Fireplaces and Sky...

    • 5 Beds
    • 7 Baths
    • 3478640 MLS
    High Point Lot A  Court, Brookville image
    High Point Lot A Court, Brookville $2,250,000

    Majestic Setting on 3.7 Acres located in Cul de Sac, Architectural Plans, Jericho Schools.

    • 3464991 MLS
    10 Pinkwoods  Lane, Old Brookville image
    10 Pinkwoods Lane, Old Brookville $2,200,000

    Welcome to this Classic 6 bedroom 4.5 bath colonial nestled on a tranquil, park like 2 acres. Gracious foyer welcomes you into this warm home with wide planked wood floor...

    • 6 Beds
    • 5 Baths
    • 3483063 MLS
    55 Centre View  Drive, Upper Brookville image
    55 Centre View Drive, Upper Brookville $2,200,000

    Stunning Contemporary settled in Sagamore Woods. Privately secluded on 2.34 acres end of Cul De Sac with panoramic views of the Harbor, Centre Island & Stamford CT. 8,159...

    • 8 Beds
    • 8 Baths
    • 3452095 MLS
    10 Stone Gate  Lane, Old Brookville image
    10 Stone Gate Lane, Old Brookville $1,999,999 ▼

    Rare Opportunity to build your Dream Home in the highly coveted Village of Old Brookville. This spectacular 2+ flat acre property is located at the end of a beautiful & q...

    • 3445842 MLS
    2 Farmwoods  Lane, Upper Brookville image
    2 Farmwoods Lane, Upper Brookville $1,988,000

    Beautiful large Contemporary house in Upper Brookville gated community. House in excellent condition with hardwood and marble floors, large living room with vaulted ceili...

    • 5 Beds
    • 5 Baths
    • 3469189 MLS
    4 Revere  Court, Upper Brookville image
    4 Revere Court, Upper Brookville $1,925,000

    A most welcome and elegant home with an open floor plan defines this very special residence set on 2.36 mesmerizing and private acres, with a new built out blue stone pat...

    • 5 Beds
    • 5 Baths
    • 3480361 MLS
    5 Foxboro  Lane, Old Brookville image
    5 Foxboro Lane, Old Brookville $1,888,888

    Extraordinary and unique opportunity to own a magnificent all-brick colonial in the heart of Old Brookville! Superb private bucolic property on cul-de-sac Lane. Make it y...

    • 5 Beds
    • 4 Baths
    • 3480547 MLS
    22 View  Drive, Upper Brookville image
    22 View Drive, Upper Brookville $1,888,000

    22 W View Drive in Upper Brookville, NY is a magnificent 5 bedroom, 4.5 bathroom estate exuding luxury and sophistication. This stunning property is situated on a sprawli...

    • 5 Beds
    • 5 Baths
    • 3476154 MLS
    1005 Wolver Hollow  Road, Upper Brookville image
    1005 Wolver Hollow Road, Upper Brookville — Village Upper Brookville $1,750,000

    Longhouse is country estate designed by Royal Barry Wills- a well-known Massachusetts Architect who was widely considered to be the master of the Cape Cod Revival Style. ...

    • 4 Beds
    • 4 Baths
    • 3476874 MLS
    • Village Upper Brookville Bldg.
    16 Horse Hill  Road, Brookville image
    16 Horse Hill Road, Brookville $1,599,000 ▼

    This is a great opportunity to build your dream home that is located on one of the most desirable streets in the village of Brookville. With quick and easy access in and ...

    • 3440151 MLS
    14 Pound Hollow  Road, Old Brookville image
    14 Pound Hollow Road, Old Brookville $1,549,000 ▲

    14 Pound Hollow Road, provides the Opportunity for a Developer or Homeowner to acquire 2 acres of prime land located in the world-renowned Old Brookville, Gold Coast area...

    • 4 Beds
    • 4 Baths
    • 3456163 MLS
    3 Brookville  Road, Brookville image
    3 Brookville Road, Brookville $1,499,000

    Charming 10 room, 5 bedroom, 3.5 bath farm ranch with inground pool, wood-burning fireplace, first floor main principal room, full basement with outside entrance, storage...

    • 5 Beds
    • 4 Baths
    • 3466646 MLS
    1029 Friendly  Road, Upper Brookville image
    1029 Friendly Road, Upper Brookville $1,299,000 ▼

    BUILD YOUR DREAMHOME!!! INCREDIBLE, SECLUDED LOCATION! (Currently a 4 BR Colonial.) *A TEAR DOWN* AS IS. FABULOUS PRIVATE COUNTRY-LIKE RD!

    • 3474501 MLS
    8 Remsens Ln, Upper Brookville image
    8 Remsens Ln, Upper Brookville $1,100,000 ▼

    Property For Sale In The Heart Of Brookville. Offering a Great Opportunity To Build On Land And Invest In Dream Home. Beautiful and Quiet Neighborhood. Peaceful Living ...

    • 3 Beds
    • 1 Baths
    • 3463318 MLS

    Information Copyright 2016, Multiple Listing Service of Long Island, Inc. All Rights Reserved. The source of the displayed data is either the property owner or public record provided by non-governmental third parties. It is believed to be reliable but not guaranteed. This information is provided exclusively for consumers’ personal, non-commercial use. The data relating to real estate for sale on this web site comes in part from the Broker Reciprocity Program of the Multiple Listing Service of Long Island, Inc.

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    Berkshire Hathaway Laffey International

    8223 Jericho Tpke

    Woodbury, NY 11797

    Office: 516-888-9711

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    Cobblestone Realty

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    Our Partners:

  • Double Eagle Agency, Insurance Provider
  • Michael J. Fedele, ESQ.
  • The Pesce & Lanzillotta Team, at Berkshire Hathaway HomeServices
  • Lynx Mortgage Bank
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