Old Brookville Real Estate, Homes and Condos for sale

All Old Brookville homes currently listed for sale in Old Brookville as of 08/22/2019 are shown below.  You can change the search criteria at any time by pressing the 'Change Search' button below.

If you have any questions or you would like more information about any Old Brookville homes for sale or other Old Brookville real estate, please contact us and one of our knowledgeable Old Brookville REALTORS® would be pleased to assist you.


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$23,000,000
1111 Cedar Swamp Rd, Old Brookville NY 11545
15
BEDS
12
BATHS
51.19
ACRES
1927
BUILT
"Completed In 1927, Rynwood Is A Consummate 51-Acre Gold Coast Estate With A Breathtaking Mansion That Is A Masterful Presentation of Tudor Cotswold Architecture. Exquisite Leaded Glass Windows, Stone Archways, Gleaming English Oak Paneling, Wide Plank Peg Board Floors And Wood Beamed Ceilings Add Warmth And Character To The Interiors. A 6,000 Bottle Wine Cellar. 17 Fireplaces, Formal Gardens, Vermont Slate Roof, Attached 6-car Gar. Gate House,(3) 2-BR cottages,greenhouse,5 bay maintenance gar."
$12,500,000
289 Piping Rock Rd, Old Brookville NY 11545
8
BEDS
12
BATHS
12.59
ACRES
1928
BUILT
"Woodside is a gracious Gold Coast Estate replete with timeless elements and original details that evoke a refined but comfortable elegance. Completed in 1928, this French Normandy styled home was designed by Benjamin Wistar Morris for the publisher Freemont Carson Peck, Sr. Renovated to perfection, the 8 bedroom main residence is complemented by a 3 bedroom cottage with an office and 3 vehicle heated garage.Heated salt water pool, pool house and tennis court Included."
* LISTED OVER 120 DAYS 
$8,000,000
9 White Gate Dr, Old Brookville NY 11545
6
BEDS
6
BATHS
3.00
ACRES
2018
BUILT
"Stunning, Fully Furnished, Mojo Stumer Designed Custom Built Hampton Style Col Situated On 3 Lush Acres W/In Ground Pool+ Full Outdoor Entertainment Area. Exquisite Lr, State-Of-The-Art Kit, Bkfst Rm, Formal Dr, Laquer Panelled Den, Private Master Suite W/His+Hers Baths Complete The 1st Flr. The 2nd Flr Boasts 3 Bedrooms, 3 Baths, Den/Bedrm + A Fully Equip. Gym. The Lower Level Has A Movie Theatre, Game Rm, Guest Quarters+Bath And A Massage Rm With Lots Of Storage. Full House Generator."
* LISTED OVER 120 DAYS 
$6,800,000
8 Evergreen Way, Old Brookville NY 11545
6
BEDS
8
BATHS
9,412
SQFT
$722
$/SQFT
3.72
ACRES
2013
BUILT
"Magnificent 2013 Brick Gold Coast Mansions In The Prestigious Old Brookville. Incredible Quality, Appointed 9412SF Mansion Set On 3.72 Acre W/2 Curved Dynasty Staircase, Custom Crown Molding Throughout, Soaring Ceiling with 7 Spacious Bedrooms and 6.55 Baths! Living Room, Family Room With Fireplaces, Library, Game Rooms. Master Suite with Fireplaces and Office Space, Brazil Cherry Wood Floor. 24 Hours Surveillance System, Park-like Backyard With Pool W/Jacuzzi, 3 Car Garage."
$5,395,000
35 Chicken Valley Rd, Old Brookville NY 11545
6
BEDS
8
BATHS
6,438
SQFT
$838
$/SQFT
8.60
ACRES
2009
BUILT
"Magnificent 2009 Brick Colonial Is Set On 4.56 Acres, Offering The Quintessence Of Gracious Gold Coast Living. Its Exclusive Design Is Perfect For Formal Or Casual Entertaining. This Home Boasts Of 2 Master Suites With Fireplaces. The Finished Basement Has A Family Room/Custom Bar, 3100 Bottle Wine Cellar And Home Theater. Oversize Outdoor Gunite Pool & Tennis Court."
* LISTED OVER 120 DAYS 
$5,350,000
16 Hickory Dr, Old Brookville NY 11545
8
BEDS
9
BATHS
10,000
SQFT
$535
$/SQFT
2.53
ACRES
1998
BUILT
"Old Brookville. Custom Designed 10,000 Sf Brick Colonial on 2.53 Flat Acrs, Gated Property on Quiet Cul-De-Sac. Home Boasts Luxurious Entryway w/ Soaring Ceiling. 8 Spacious Bedrooms, 8.5 Full Baths, Gourmet Eat-In-Kitchen w/ Breakfast Nook, Custom Crown Molding Throughout.Premium 2,500 Bottle Wine Cellar & State-of-the-Art 16 Seat Theater/Media Room. Backyard Paradise w/ Granite In-Ground Pool & Tennis court. Perfect Home for Large Family & Hosting Fabulous Parties. Photos Speak for Itself!"
$5,350,000
16 Hickory Dr, Old Brookville NY 11545
8
BEDS
9
BATHS
10,000
SQFT
$535
$/SQFT
2.53
ACRES
1998
BUILT
"Old Brookville. Custom Designed 10,000 Sf Brick Colonial on 2.53 Flat Acrs, Gated Property on Quiet Cul-De-Sac. Home Boasts Luxurious Entryway w/ Soaring Ceiling. 8 Spacious Bedrooms, 8.5 Full Baths, Gourmet Eat-In-Kitchen w/ Breakfast Nook, Custom Crown Molding Throughout.Premium 2,500 Bottle Wine Cellar & State-of-the-Art 16 Seat Theater/Media Room. Backyard Paradise w/ Granite In-Ground Pool & Tennis court. Perfect Home for Large Family & Hosting Fabulous Parties. Photos Speak for Itself!"
$4,250,000
21 Hoaglands Ln, Old Brookville NY 11545
7
BEDS
6
BATHS
3.27
ACRES
1940
BUILT
"1940 Brick Colonial with renovated kitchen, bathrooms, floors, high-end appliances, new Marvin windows and doors. Professionally landscaped with up-lighting on specimen trees. Renovated 2-bed, 1-bath cottage on property with kitchen and living room. Pool house with kitchen, bathroom, and changing room. Taxes have been reduced under new Nassau proposal for 2020."
$4,200,000
9 Penny Pond Ct, Old Brookville NY 11545
7
BEDS
6
BATHS
8,103
SQFT
$518
$/SQFT
2.05
ACRES
2004
BUILT
"Young Colonial situated on lush 2+ acre property with beautiful views of Rose Garden and In-Ground Gunite pool. Dramatic 2 story grand foyer, banquet size dining room and formal living room, study/den and oversized state of the art Eat In Kitchen. Full house generator. Taxes reflect grievance. North Shore School District."
$3,800,000
2 Maria Ln, Old Brookville NY 11545
6
BEDS
6
BATHS
7,500
SQFT
$507
$/SQFT
2.00
ACRES
2006
BUILT
"Stunning Custom 8,000 Sq Ft Center Hall Colonial, State Of The Art Amenities, Custom Built in 2005, Designed by Architect Gary Gallagher,The Home Boasts 16 Generously Proportioned Rooms With Exceptional Custom Mill Work, High Tray Ceilings, Radiant Heated Floors And Baths, Hugh Chef's Gourmet Eat In Kitchen All Viking Appliances, Great Home For Entertaining, Expansive Brick Patio With BBQ, Great For Al Fresco Dining Off The Kitchen, 2 Private Acres Exquisitely Landscaped. Hamptons Alternative."
* LISTED OVER 120 DAYS 
$3,795,000
3 Penny Pond Ct, Old Brookville NY 11545
6
BEDS
7
BATHS
7,446
SQFT
$510
$/SQFT
2.14
ACRES
2019
BUILT
"Unparalleled new construction with the epitome of design & elegance in the 7400 sq ft colonial majestically set in a cul de sac location. Boasting a 19 ft. Entry, chef's gourmet kitchen with commercial appliances, grand formal living room and dining room, library, fabulous family room, guest suite/bath on main. 2nd floor boasts wonderful master suite/spa bath, 4 additional bedrooms and 4 designer baths. Extensive mill work throughout, basement with outside entrance, 3 car garage, serene 2 acres."
* PRICE LOWERED - $3,895,000 TO $3,795,000 
$3,777,000
20 Cedar Brook Ct, Old Brookville NY 11545
6
BEDS
6
BATHS
7,126
SQFT
$530
$/SQFT
2.10
ACRES
2009
BUILT
"Beautifully Landscaped Grounds At The End Of A Cul-De-Sac, Charming Town Of Old Brookville. Stately 7100 Sq. Ft Brick Colonial. Exquisite Details And Craftsmanship Throughout. Two Story Marble Foyer With Sweeping Bridal Staircase, Radiant Heat. Thoughtfully Designed For Gracious Entertaining Eik, Magnificent 1000+ Sq.Ft Master Suite With Sitting Area & Fireplace. Perfectly Manicred Gardens, Fountains And Heated Gunite Pool With Expansive Patio. Close To All. North Shore Sd."
* LISTED OVER 120 DAYS  * PRICE LOWERED - $3,888,000 TO $3,777,000 
$3,777,000
20 Cedar Brook Ct, Old Brookville NY 11545
6
BEDS
6
BATHS
7,126
SQFT
$530
$/SQFT
2.10
ACRES
2009
BUILT
"Beautifully Landscaped Grounds At The End Of A Cul-De-Sac, Charming Town Of Old Brookville. Stately 7100 Sq. Ft Brick Colonial. Exquisite Details And Craftsmanship Throughout. Two Story Marble Foyer With Sweeping Bridal Staircase, Radiant Heat. Thoughtfully Designed For Gracious Entertaining Eik, Magnificent 1000+ Sq.Ft Master Suite With Sitting Area & Fireplace. Perfectly Manicred Gardens, Fountains And Heated Gunite Pool With Expansive Patio. Close To All. North Shore Sd."
* LISTED OVER 120 DAYS  * PRICE LOWERED - $3,888,000 TO $3,777,000 
$2,650,000
869 Private Rd, Old Brookville NY 11545
6
BEDS
8
BATHS
4.16
ACRES
1936
BUILT
"Graceful symmetry defines this 1930s brick French Provincial home on 4.16 rolling acres. The elegance of yesteryear is tastefully combined with modern ammenities to make this 6Br, 6.55 bath home a true masterpiece.Perfect Room dimensions and ceiling heights throughout. Fantastic Location, set far off the road for ultimate privacy and tranquility. A Perfect Commute."
$2,499,000
18 Woods Ct, Old Brookville NY 11545
5
BEDS
5
BATHS
1.00
ACRES
2002
BUILT
"Incredible Mint+++ Brick Colonial Resort Style Living, Inground Pool w/ Waterfall, Multi Level Decking, Bacci Ball Court,400k+ Exterior Landscaping, Estate, Fencing, Cameras, Sprinklers Too Much To List. See Highlight Sheet"
* PRICE LOWERED - $2,595,000 TO $2,499,000 
$2,480,000
174 Hegemans Ln, Old Brookville NY 11545
10
BEDS
12
BATHS
17,500
SQFT
$142
$/SQFT
7.11
ACRES
1928
BUILT
"Tax Grievance Has Been Filed And Should Be Reduced Substantially. Huge Main House Expands Over 12,000 Sf With Two Guest Houses That Are Each Over 2,000 Sf And Self Sufficient. House Can Turn Into A Magnificent Mansion With Tlc Or It Can Be Subdivided Into Two Lots And Further Developed. Property Is Zoned For Both North Shore And Locust Valley Schools. Great Property With Endless Possibilities."
$2,398,000
8 Chicken Valley Rd, Old Brookville NY 11545
5
BEDS
7
BATHS
7,900
SQFT
$304
$/SQFT
3.52
ACRES
1900
BUILT
"This Incredibly maintained one of a kind Estate Manor home with a double gated driveway entrance sits on 3.52 lush landscaped acres. Boasting 7900 sq. ft. of luxury living space this spectacular family compound offers a Heated Gunite Pool w/Pool house cottage, Tennis/Sports Ct, Barn, Det Garage and Staff quarters. Must see to appreciate. Close to shopping + Golf clubs. North Shore School. Priced to sell..."
* PRICE LOWERED - $2,598,000 TO $2,398,000 
$2,395,000
93 Pound Hollow Rd, Old Brookville NY 11545
5
BEDS
7
BATHS
5,032
SQFT
$476
$/SQFT
3.02
ACRES
1942
BUILT
"Featured in a major motion picture! On a private Cul-De-Sac, Long tree-lined driveway leads to this updated Estate home set on 3 Bucolic acres. Tranquil oasis retains original character enhanced with today's amenities. Generous proportions, natural light and lush outdoor vistas. Large Master Suite includes 345 s/f closet space. Gourmet Kitchen/Breakfast room leads to Family Room, Media/Guest room and pub w/full bar. Heated Gunite pool & spa in country club setting. Separate all-season pool house"
* PRICE LOWERED - $2,600,000 TO $2,395,000 
$2,225,000
10 High Meadow Ct, Old Brookville NY 11545
5
BEDS
5
BATHS
2.11
ACRES
1987
BUILT
"Old Brookville. Nestled In A Private Community Amongst Storied Gold Coast Estates, This Stately Brick Residence Was Fully Renovated To Meet Today's Standard Of Luxury Living. The Elegant And Bright Interior Of This Home Boosts A Classic Layout With A Blend Of Traditional And Modern Features. High Ceilings And Attention To Detail In Every Aspect. Beautifully Positioned 2+ Acre Flat Property Surrounded By Mature Plantings. Your Storybook Estate Awaits."
* LISTED OVER 120 DAYS  * PRICE LOWERED - $2,488,000 TO $2,225,000 
$2,199,000
2 Hoaglands Ln, Old Brookville NY 11545
5
BEDS
6
BATHS
1.75
ACRES
1938
BUILT
"Eagles Nest-Stately beautiful brick French Normandy. Character and charm are evident in this 5,000 sq.ft. estate complete with pond, pool house, 4 fireplaces, wine cellar and inground pool. Pristine and immaculately maintained home in the heart of Old Brookville awaits the discerning buyer who appreciates quality construction with charm and character situated on 1.75 majestic acres with super low taxes."
* PRICE LOWERED - $2,299,000 TO $2,199,000 
$2,099,000
7 Pin Oak Ct, Old Brookville NY 11545
5
BEDS
5
BATHS
4,498
SQFT
$467
$/SQFT
2.10
ACRES
1987
BUILT
"Classic contemporary on a beautiful 2 acre flat lot that offers a deep yard, in-ground heated pool w/a waterfall located at the end of a cul-de-sac street. This home offers a sunken living room with tall ceilings, a wet bar open to the dining room, walls of glass sliding doors that allows plenty of natural light to enter. This is the perfect home to entertain in. First floor master suite plus a home office, mother-in-law suite, home gym, a formal living room and family room, all good size rooms."
$1,990,000
11 Maria Ln, Old Brookville NY 11545
4
BEDS
5
BATHS
3,700
SQFT
$538
$/SQFT
2.21
ACRES
1966
BUILT
"Elegant Colonial Located In The Prestigious Hamlet Of Old Brookville. This 4-Bdrm + Guest Rm And 3.55 Bath Home Is Beautifully Set On Over 2 Flat Acres Of Park Like Grounds. Enter Through A Lovely Foyer, & Continue Into A Pure Delight Featuring Incredible Floor Plan, Updated Granite Kitchen, And Baths, Wood Floors Throughout, Welcoming Front & Rear Porch, 2 Car Attached Garage, Igs, 21,000Kw Generator, Permit & Plans For Pool, All Electrical & Plumbing Complete For Pool & Filter. A True Gem!"
* LISTED OVER 120 DAYS 
$1,899,000
30 Hoaglands Ln, Old Brookville NY 11545
7
BEDS
5
BATHS
1.12
ACRES
1918
BUILT
"Renovated Dutch colonial w beautiful historic features, including tiger oak molding, living room w fireplace, dining room, updated chef's kitchen w Viking appliances and open to the den, fireplace and breakfast area. A laundry room and powder room complete the first floor. The second floor offers a master suite w an oversized master bath, four bedrooms and two full baths. A third level has two bedrooms and full bath. Property has two-car garage and in-ground gunite pool."
$1,899,000
61 Brookville Ln, Old Brookville NY 11545
4
BEDS
5
BATHS
3.15
ACRES
1970
BUILT
"ULTIMATE LOCATION, PANORAMIC VIEWS - Adjacent to two private Golf Courses - 3.15 flat picturesque acres in Old Brookville, This Ranch Villa offers a unique layout to entertain in a private setting complete with pool and expansive patio, plus a 4-car garage. Grand interiors-Open floor plan-soaring ceilings-walls of glass with views-new Chef's kitchen-Gas stove. Master suite and a huge walk-in closet on the first floor, large bedroom suite on 2nd floor. Enjoy Over 5,000 square feet of living space"
* LISTED OVER 120 DAYS 
 
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