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Recently Sold Old Brookville, NY Homes

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  • Lot 1189 Hegemans Ln, Old Brookville, NY 11545

    $2,075,000 Sold Apr 09, 2025

    • Land
    • 3.00 Acres
    • $691,667 per Acre
    • 313 Days On Market

    Lot 1189 Hegemans Ln, Old Brookville, NY 11545

    Truly a field of dreams!!! One of the last remaining opportunities to build in this prestigious gated Old Brookville community. Set on over 3 flat acres of property. Vineyards, farm-stands, and beautiful country roads, is what you will find as you approach the neighborhood, yet it is so central and conveniently located. There are currently plans to build a spectacular 8000 + square foot home

    Jacqueline Nathel Daniel Gale Sothebys Intl Rlty

    Lot 1189 Hegemans Ln, Old Brookville, NY 11545
  • 1 Michaels Ln, Glen Head, NY 11545

    $2,000,000 Sold Mar 20, 2025

    • 3,265 Sq Ft
    • $613/SF
    • 13 Days On Market
    • 5 Beds
    • 4 Baths
    • Built 1962

    1 Michaels Ln, Glen Head, NY 11545

    Move right in and enjoy North Shore living in an idyllic setting. This classic, renovated 5 bedroom Colonial offers more than 3200 square feet of comfortable living space and a floor plan that makes entertaining, working from home and gathering by the fire, a pleasure. The first floor features a sunny, spacious living room, family room, modern eat-in kitchen and adjoining laundry nook, formal

    Ann Hance Compass Greater NY LLC

    1 Michaels Ln, Glen Head, NY 11545
  • 1 Hickory Dr, Glen Head, NY 11545

    $3,660,000 Sold Mar 17, 2025

    • 6,156 Sq Ft
    • $595/SF
    • 14 Days On Market
    • 5 Beds
    • 5.5 Baths
    • Built 2000

    1 Hickory Dr, Glen Head, NY 11545

    PERFECT IN EVERY WAY!!! STEP INTO THIS SPACIOUS BRICK COLONIAL AND BE READY FOR ALL OF YOUR NEEDS IN YOUR NEW HOME TO BE MET! IT HAS EVERYTHING...NEW KITCHEN, NEW BATHS, FORMAL LIVING & DINING ROOMS, HOME OFFICE/LIBRARY, HUGE FAMILY ROOM WITH FIREPLACE, GLEAMING WOOD AND PORCELAIN FLOORS! THE 3 FAMILY BEDROOMS ON THE 2ND LEVEL ARE SPACIOUS, ONE IS "JACK & JILL". THE MASTER SUITE IN OVER-SIZED

    Rita Pecora Daniel Gale Sothebys Intl Rlty

    1 Hickory Dr, Glen Head, NY 11545
  • 9 Canterbury Rd, Glen Head, NY 11545

    $2,200,000 Sold Mar 03, 2025

    • 3,850 Sq Ft
    • $571/SF
    • 50 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 1956

    9 Canterbury Rd, Glen Head, NY 11545

    This classic center hall Colonial offers a wonderful layout including guest quarters, with 4 bedrooms, 3.5 baths, huge den with vaulted ceiling and wet bar, plus 2-car garage. The spectacular 2-acre property is low-maintenance and features a sparkling 20' x 45' heated, saltwater infinity-edge gunite pool with stunning herringbone brick patio, separate saltwater hot tub and cabana with wet bar,

    Dee Dee Brix Compass Greater NY LLC

    9 Canterbury Rd, Glen Head, NY 11545
  • 1140 Cedar Swamp Rd, Glen Head, NY 11545

    $1,998,000 Sold Jan 31, 2025

    • 2,964 Sq Ft
    • $674/SF
    • 18 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1971

    1140 Cedar Swamp Rd, Glen Head, NY 11545

    FIRST TIME ON MARKET Down a long private drive leads to this timeless Traditional Brick Center Hall Colonial. This Meticulously maintained home is nestled on 2.7 acres of mature plantings and open parklike property. Enjoy the gazebo, fountained pond and tranquil surroundings. Grand 2 story entry welcomes you to the Formal Living room with fireplace, Formal Dining room with french doors which

    Lisa Lauricella Signature Premier Properties

    1140 Cedar Swamp Rd, Glen Head, NY 11545
  • Unlisted Address

    $2,875,000 Sold Jan 27, 2025

    • 4,928 Sq Ft
    • $583/SF
    • 44 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 2000

    Unlisted Address

    Welcome to this stunning Brick Center Hall Colonial situated on 2+ Acres in the Private Cul de sac of Country View Estates located in the Village of Old Brookville. Within 1-3 miles of Country Clubs, Golf Courses and Shopping as wells as Friends Academy, Portledge, The Green Vale School and North Shore Schools District. Enjoy the privacy afforded by a Natural Mixed Evergreen Perimeter Screening

    Frank Ciotta Luxian International Realty

    Unlisted Address
  • 17 Hickory Dr, Glen Head, NY 11545

    $5,400,000 Sold Jan 17, 2025

    • 14,065 Sq Ft
    • $384/SF
    • 96 Days On Market
    • 6 Beds
    • 7.5 Baths
    • Built 2015

    17 Hickory Dr, Glen Head, NY 11545

    Nestled in the prestigious, gated community of Old Brookville on Long Island, this custom-built colonial masterpiece epitomizes luxury living. Completed in June 2014, this stunning residence spans 14,065 square feet and is set on 3 acres of lushly landscaped grounds, secured by a gated entry and bordered by meticulously maintained fencing. Located within the highly regarded North Shore School

    Ronald Lanzillotta BERKSHIRE HATHAWAY

    17 Hickory Dr, Glen Head, NY 11545
  • 3 Acorn Ct, Glen Head, NY 11545

    $1,561,113 Sold Jan 13, 2025

    • 2,511 Sq Ft
    • $622/SF
    • 35 Days On Market
    • 5 Beds
    • 3.5 Baths
    • Built 1958

    3 Acorn Ct, Glen Head, NY 11545

    Welcome to this exquisite residence nestled in a serene cul-de-sac in the heart of Old Brookville, perfectly set on one lush acre of landscaped grounds. Privacy holds supreme in this bright spacious home, where oversized picture windows and French doors invite abundant natural light and picturesque outdoor views into nearly every room. The beautiful hardwood flooring throughout the home enhances

    Bart Bleiweiss Integrity Core Realty

    3 Acorn Ct, Glen Head, NY 11545
  • 20 Carlisle Dr, Glen Head, NY 11545

    $2,100,000 Sold Nov 14, 2024

    • 4,678 Sq Ft
    • $449/SF
    • 18 Days On Market
    • 5 Beds
    • 3.5 Baths
    • Built 1986

    20 Carlisle Dr, Glen Head, NY 11545

    Welcome to 20 Carlisle Drive in Old Brookville, a wonderful North Shore center hall colonial nestled on a serene, tree-lined private cul-de-sac. Offered for the first time since its construction, this residence features 5 bedrooms, 4.5 bathrooms, and is situated on two acres, complete with a gunite pool and tennis court. As you enter the home, you are greeted by a grand two-story foyer.

    Ted Kritikos Compass Greater NY LLC

    20 Carlisle Dr, Glen Head, NY 11545
  • 101 McCouns Ln, Glen Head, NY 11545

    $2,900,000 Sold Nov 11, 2024

    • 4,355 Sq Ft
    • $666/SF
    • 22 Days On Market
    • 5 Beds
    • 3.5 Baths
    • Built 2023

    101 McCouns Ln, Glen Head, NY 11545

    Incredible 2023 finished home located in the Village of Old Brookville. Completely rebuilt, with first floor additions as well as an entire second floor addition. Original structure was built in 1930. Beautiful landscaped property with specimen plantings on just under one acre lot. VERY LOW TAXES. The flow of this home is fabulous for entertaining and family living alike. Its open floor plan,

    Alissa Kirk Howard Hanna Rand Realty

    101 McCouns Ln, Glen Head, NY 11545
  • 20 Overbrook Ln, Glen Head, NY 11545

    $1,975,000 Sold Oct 29, 2024

    • 4,849 Sq Ft
    • $407/SF
    • 23 Days On Market
    • 6 Beds
    • 5.5 Baths
    • Built 1984

    20 Overbrook Ln, Glen Head, NY 11545

    Prime Mid-Block Location, Nestled on 2 Beautiful Level, Rolling Acres. Choice of North Shore Schools and Locust Valley Schools. Large entertaining rooms with high ceilings. Five Fireplaces. Come renovate and customize Kitchen and Bathrooms and make it your own. Embrace the Potential of This Remarkable Property and Let Your Imagination Soar as You Craft the Home of Your Dreams.

    Janet Berookhim LAFFEY REAL ESTATE

    20 Overbrook Ln, Glen Head, NY 11545
  • 16 Overbrook Ln, Glen Head, NY 11545

    $2,950,000 Sold Sep 27, 2024

    • 3,942 Sq Ft
    • $748/SF
    • 42 Days On Market
    • 4 Beds
    • 4.5 Baths
    • Built 1984

    16 Overbrook Ln, Glen Head, NY 11545

    Welcome To 16 Overbrooke Lane - A Hidden Treasure Nestled In The Esteemed Old Brookville Community. Presenting The Sanctuary, A Center Hall Colonial Estate Exuding Sophistication, Comfort, And Natural Allure. Set Amidst Two Sprawling Private Acres, Bordered By A Secluded Horse Farm, This Property Offers An Unmatched Haven Of Serenity And Opulence. Approaching The Sanctuary, One Is Greeted By

    Lisa Fasano Compass Greater NY LLC

    16 Overbrook Ln, Glen Head, NY 11545
  • 365 Cedar Swamp Rd, Glen Head, NY 11545

    $1,388,000 Sold Sep 26, 2024

    • 40 Days On Market
    • 4 Beds
    • 6 Baths
    • Built 1700

    365 Cedar Swamp Rd, Glen Head, NY 11545

    This beautiful Colonial is an eclectic merger of the charm of yesterday with the conveniences of today. This restored residence set on 2 flat acres offers 4 lofted detached garages, 5 fireplaces, heated salt water in-ground pool, NEW Central Air Conditioning, boiler, plumbing, cameras, driveway and garage doors. Chef's gourmet Eat-in-Kitchen complete with Butler's Pantry, double oven, pizza oven

    Barbara Sinenberg Daniel Gale Sothebys Intl Rlty

    365 Cedar Swamp Rd, Glen Head, NY 11545
  • 104 Pound Hollow Rd, Glen Head, NY 11545

    $2,700,000 Sold Sep 10, 2024

    • 5,632 Sq Ft
    • $479/SF
    • 110 Days On Market
    • 6 Beds
    • 7 Baths
    • Built 1968

    104 Pound Hollow Rd, Glen Head, NY 11545

    Welcome to 104 Pound Hollow Road, a distinguished property in Old Brookville. This brick center-hall colonial situated on a picturesque two acres features six bedrooms, five full bathrooms and two half bathrooms. The residence showcases abundant natural light throughout. Its expansive interior with generously sized rooms adorned with wood floors, blends elegance with modern comforts. Key

    Tara Matchton Daniel Gale Sothebys Intl Rlty

    104 Pound Hollow Rd, Glen Head, NY 11545
  • 32 Jaegger Dr, Glen Head, NY 11545

    $2,520,000 Sold Aug 19, 2024

    • 7,196 Sq Ft
    • $350/SF
    • 41 Days On Market
    • 7 Beds
    • 5.5 Baths
    • Built 1958

    32 Jaegger Dr, Glen Head, NY 11545

    Welcome to Your Oasis in Old Brookville. This Gracious Colonial Has Been Finished to Absolute Perfection. With Two Primary Suites In Addition To A Main Level En Suite Bedroom. You Have A Flexible Layout That Allows For Spacious And Comfortable Living. Set on the End of a Cul de Sac on an Acre You Will Enjoy the Utmost of Privacy and Seclusion. With 7196 Sq Ft of Finished Living Area and Across 3

    Christina Volz BERKSHIRE HATHAWAY

    32 Jaegger Dr, Glen Head, NY 11545
  • 873 Cedar Swamp Rd, Glen Head, NY 11545

    $7,508,800 Sold Jul 10, 2024

    • 1,150 Sq Ft
    • $6529/SF
    • 254 Days On Market
    • 6 Beds
    • 8 Baths
    • Built 1928

    873 Cedar Swamp Rd, Glen Head, NY 11545

    Sunninghill Estate -This iconic property, built in 1928, exudes the classic charm of a Brick Georgian Manor while offering an expansive canvas for modernization. Situated on over 27 sprawling acres of prime real estate, it presents a unique opportunity to own a piece of Long Island's prestigious architectural history. Just under 10,000 square feet of living space, this magnificent residence

    Nancy Cuite BERKSHIRE HATHAWAY

    873 Cedar Swamp Rd, Glen Head, NY 11545
  • 101 Brookville Ln, Glen Head, NY 11545

    $1,900,000 Sold May 21, 2024

    • 3,172 Sq Ft
    • $599/SF
    • 124 Days On Market
    • 4 Beds
    • 4.5 Baths
    • Built 1954

    101 Brookville Ln, Glen Head, NY 11545

    Beautiful Ranch Style Home Sits Privately on 2 Lush Acres with Endless Sunrise and Sunset Views! This 4 Bedroom 4 Bath Home Features and Open Floor Plan, Oak Hard Wood Floors Throughout. Eat in Kitchen Includes New Stainless Steel Appliances and Granite Counter Tops. Dining Room Boasts Decorative Wall Panels and Moldings, Livingroom with Beautiful Tray Ceiling and Wood Burning Fire Place, Great

    Racanelli Orioli Team Coldwell Banker American Homes

    101 Brookville Ln, Glen Head, NY 11545
  • 6 Carlisle Dr, Glen Head, NY 11545

    $2,300,000 Sold Mar 28, 2025

    • 3,799 Sq Ft
    • $605/SF
    • 98 Days On Market
    • 3 Beds
    • 4.5 Baths
    • Built 1985

    6 Carlisle Dr, Glen Head, NY 11545

    Old Brookville | Welcome to 6 Carlisle Drive, a single-level contemporary home nestled on two acres in the heart of Old Brookville.

    Joe Scavo Douglas Elliman Real Estate

    6 Carlisle Dr, Glen Head, NY 11545
  • 1257 Cedar Swamp Rd, Glen Head, NY 11545

    $1,050,000 Sold Mar 24, 2025

    • Land
    • 2.00 Acres
    • $525,000 per Acre
    • 2 Days On Market

    1257 Cedar Swamp Rd, Glen Head, NY 11545

    This Land Offering Provides The Opportunity To Acquire 2 Acres Of Prime Land Located In The World-Renowned Old Brookville, Gold Coast Area. Additional Highlights: Positioned For Immediate Development. Plans Included. Features Within The Immediate Proximity Include: World Class Golf Courses, Equestrian Farms and Arable Farms. Given A Limited Supply Of Remaining Land For Old Brookville

    Giuseppe Gregorio NY Space Finders Inc

    1257 Cedar Swamp Rd, Glen Head, NY 11545
  • 9 Stonegate Ln, Glen Head, NY 11545

    $3,625,000 Sold Jul 01, 2024

    • 6,475 Sq Ft
    • $560/SF
    • 16 Days On Market
    • 7 Beds
    • 8 Baths
    • Built 2008

    9 Stonegate Ln, Glen Head, NY 11545

    Welcome to Stonegate!

    Regina Rogers Douglas Elliman Real Estate

    9 Stonegate Ln, Glen Head, NY 11545
  • 23 Post St, Glen Head, NY 11545

    $900,000 Sold Apr 17, 2025

    • 1,470 Sq Ft
    • $612/SF
    • 42 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 1937

    23 Post St, Glen Head, NY 11545

    Welcome to this 2024 newly renovated 1 family home in the top-rated Glen Head school district. This 2024 remodel features 3 bedrooms and 3 full bathrooms, with a bathroom on every floor for added convenience. Enjoy a brand-new kitchen, bedrooms, living room, bathrooms, and basement, all featuring premium materials and finishes. The home is move-in ready, offering modern luxury and convenience.

    Vivian Li Prospes Real Estate Corp

    23 Post St, Glen Head, NY 11545
  • 75 The Cir Unit 75, Glen Head, NY 11545

    $775,000 Sold Mar 31, 2025

    • 46 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1980

    75 The Cir Unit 75, Glen Head, NY 11545

    Stunning 2-bedroom, 2 full-bathroom co-op featuring a spacious living room and a formal dining area, perfect for entertaining. The primary bedroom boasts a cozy fireplace, offering a serene retreat. The eat-in kitchen is ideal for casual dining, and the sliding glass door opens to a beautiful deck, creating a seamless indoor-outdoor living experience. This home combines comfort and style in a

    Jerilynn Eisinger Coldwell Banker American Homes

    75 The Cir Unit 75, Glen Head, NY 11545
  • 1 The Cir Unit 1, Glen Head, NY 11545

    $744,500 Sold Mar 24, 2025

    • 1,400 Sq Ft
    • $532/SF
    • 40 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1986

    1 The Cir Unit 1, Glen Head, NY 11545

    Glen Head. Bright and inviting, this first-floor unit in the sought-after gated community of The Knolls offers a perfect blend of comfort and convenience. The open-concept layout features a formal living room with a cozy fireplace and access to a private balcony, along with a formal dining area ideal for entertaining. The spacious eat-in kitchen boasts stainless steel appliances and a generous

    Lowell Ackerman Daniel Gale Sothebys Intl Rlty

    1 The Cir Unit 1, Glen Head, NY 11545
  • 4 Locust St, Glen Head, NY 11545

    $1,810,000 Sold Feb 28, 2025

    • 3,380 Sq Ft
    • $536/SF
    • 92 Days On Market
    • 5 Beds
    • 3 Baths
    • Built 2024

    4 Locust St, Glen Head, NY 11545

    NEW CONSTRUCTION! Fabulous 5 bedroom 3 bath colonial features every amenity imaginable! Enter two-story foyer to spacious bright rooms throughout with 9' ceilings, Anderson windows & doors, oak floors, gas fireplace, security system, built in speakers, central vacuum & 2nd floor laundry rm. Gourmet kitchen with top-of-the-line appliances & large quartz topped center island adjacent to family room

    Debra Quinn Petkanas Daniel Gale Sothebys Intl Rlty

    4 Locust St, Glen Head, NY 11545
  • 315 Frost Pond Rd, Glen Head, NY 11545

    $1,249,500 Sold Feb 11, 2025

    • 2,450 Sq Ft
    • $510/SF
    • 13 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1967

    315 Frost Pond Rd, Glen Head, NY 11545

    Welcome to 315 Frost Pond Road, a recently updated home, starting with the brand new exterior siding. The spacious foyer greets you with elegant marble tiles and a glimpse of the expansive living spaces on the first floor.The formal dining room provides a versatile space for gatherings. The bright, eat-in kitchen overlooks the landscaped side yard and flows into a large living area with a

    Maria Corigliano Douglas Elliman Real Estate

    315 Frost Pond Rd, Glen Head, NY 11545
  • 9 Locust Ln, Glen Head, NY 11545

    $3,075,000 Sold Jan 28, 2025

    • 2,243 Sq Ft
    • $1371/SF
    • 175 Days On Market
    • 5 Beds
    • 4 Baths
    • Built 1962

    9 Locust Ln, Glen Head, NY 11545

    Upper Brookville - "Casa Blanca" This stunning residence offers an unparalleled blend of sophisticated elegance, modern amenities, and exceptional craftsmanship. With 4/5 spacious bedrooms and 4 meticulously designed bathrooms, this home provides the perfect sanctuary for both relaxation and entertainment. As you approach the property, you are greeted by a beautifully landscaped front yard,

    Lowell Ackerman Daniel Gale Sothebys Intl Rlty

    9 Locust Ln, Glen Head, NY 11545
  • 30 Sheppard St, Glen Head, NY 11545

    $550,000 Sold Nov 08, 2024

    • 931 Sq Ft
    • $591/SF
    • 33 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1944

    30 Sheppard St, Glen Head, NY 11545

    GREAT OPPORTUNITY TO MOVE INTO A GREAT AREA AT A BELOW MARKET PRICE. Bring your contractors and make this home your own. This is a 3BR, 1 Bath home with a large LR, EIK and Full Basement. This home needs work throughout but the boiler, oil tank and electrical panel are new.

    Nicholas Sforza Manhasset Sands Point Realty

    30 Sheppard St, Glen Head, NY 11545
  • 9 Rini Ct, Glen Head, NY 11545

    $1,190,000 Sold Oct 22, 2024

    • 2,756 Sq Ft
    • $432/SF
    • 60 Days On Market
    • 5 Beds
    • 2.5 Baths
    • Built 1968

    9 Rini Ct, Glen Head, NY 11545

    NEW TO MARKET priced to sell! This spacious and gracious 2756 sq-ft Colonial offers 5 bedrooms, 2.5 baths and hardwood floors throughout. Situated on gorgeous paradise property on a cul de sac where the bus to Glen Head Elementary stops right at the corner! With CAC, natural gas heat and cooking, in-ground sprinkler system, 2-car garage, den with fireplace plus formal living room, this home has

    Dee Dee Brix Compass Greater NY LLC

    9 Rini Ct, Glen Head, NY 11545
  • 233 Lawrence Ln, Glen Cove, NY 11542

    $1,120,000 Sold Aug 01, 2024

    • 2,564 Sq Ft
    • $437/SF
    • 91 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2006

    233 Lawrence Ln, Glen Cove, NY 11542

    Welcome to this well-maintained 3 bedroom, 2.5 bathroom home, a true gem that blends modern comfort with timeless elegance. From the moment you step inside, you'll be captivated by the inviting ambiance and thoughtful design that awaits you. The primary bedroom is a tranquil retreat with its en suite bathroom and private balcony. The coffered ceilings add a touch of sophistication to the living

    Jesse Geser Daniel Gale Sothebys Intl Rlty

    233 Lawrence Ln, Glen Cove, NY 11542
  • 181 High Farms Rd, Glen Head, NY 11545

    $1,040,000 Sold Jun 10, 2024

    • Land
    • 1.10 Acres
    • $945,455 per Acre
    • 136 Days On Market

    181 High Farms Rd, Glen Head, NY 11545

    We are excited to present a rare opportunity to build your dream home on a sunny 1.1-acre lot located in a highly desired neighborhood and school district. This spacious canvas provides endless possibilities for creating your own slice of paradise. Imagine building a contemporary masterpiece or a charming country retreat - the choice is yours. You can truly let your imagination run wild. Don't

    David Esposito Century Homes Realty Group LLC

    181 High Farms Rd, Glen Head, NY 11545
  • 14 Maple St, Glen Head, NY 11545

    $765,000 Sold May 14, 2024

    • 1,720 Sq Ft
    • $445/SF
    • 12 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1922

    14 Maple St, Glen Head, NY 11545

    Ranch on 1/2 acre!

    Mara Navaretta Homes By Mara

    14 Maple St, Glen Head, NY 11545
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