OLD BROOKVILLE, NY HOMES FOR SALE


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Homes For Sale in Old Brookville, NY

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Old Brookville

Old Brookville is an incorporated village that stretches north through a bucolic horse farm and old estate lands with sprawling golf courses, nearby beaches, and the esteemed North Shore Schools, a Blue Ribbon school district. The village is close to the C.W. Post Campus of Long Island University, ITT Technical Institute and famed polo fields, with upscale suburban shopping and world-class restaurants to its south.

Old Brookville

Total Listings: 42
Average Price: $2,926,962
Highest Price: $8,500,000
Lowest Price: $899,000

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Old Brookville Homes For Sale

42 Properties Found. Page 1 of 1
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New Construction With Exceptional Design & Supe...

Photo of Listing #2947385

$4,998,000

58 Simonson Rd, Old Brookville

  • 6 Beds
  • 8 Baths
  • 3 Acres

School District: North Shore

New Construction With Exceptional Design & Superior Detail. This All Brick Estate In The Heart Of Old Brookville Offers A 2-story Expansive Foyer, Herringbone Hw Flooring W/inlays & Extensive Mill. Truly Exquisite. Amenities Include Cvac, Central Alarm, Ge...

This Distinctive 6 Bedroom Home Has Been Comple...

Photo of Listing #2946888

$2,595,000

9 Long Ridge Ln, Old Brookville

  • 6 Beds
  • 5 Baths
  • 2 Acres

School District: North Shore

This Distinctive 6 Bedroom Home Has Been Completely Rebuilt With Great Care To Reflect The Charm And Elegance Of A Country Manor. The Hub Of The Home Is The Chef's Kitchen And Adjacent Great Room With A High Beamed Ceiling, Stone Fireplace And Wet Bar. The...

Perfectly Set On Manicured 2+ Acre Lot Center ...

Photo of Listing #2946193

$2,459,000

1 Woodhollow Ln, Old Brookville

  • 5 Beds
  • 4 Baths
  • 2 Acres
  • 5,000 sqft

School District: North Shore

Perfectly Set On Manicured 2+ Acre Lot Center Hall Traditional Colonial W/welcoming Entry.formal Living/dining Rms W/brazilian Cherry Floors.updated Custom Kitchen W/center Island Billiard Rm, Guest Suite And Laundry. Master Bdrm Suite W/new Bath & Walk-in...

Spectacular Colonial Situated On 2.6 Park-like ...

Photo of Listing #2940669

$2,900,000

20 Wishing Well Ln, Old Brookville

  • 5 Beds
  • 5 Baths
  • 2.56 Acres

School District: North Shore

Spectacular Colonial Situated On 2.6 Park-like Secluded Acres. Elegantly Finished Majestic 10 Rm Estate W/stainless Steel Chef's Kitchen, Master Suite With Office/sitting Room & Separate Cottage (3 Bedrooms, Fireplace) Offers Resort Lifestyle W/array Of Ame...

"woodsedge" Traditional Colonial, With 5 Bedroo...

Photo of Listing #2939017

$2,750,000

137 Brookville Ln, Old Brookville

  • 5 Beds
  • 5 Baths
  • 2.31 Acres

School District: North Shore

"woodsedge" Traditional Colonial, With 5 Bedrooms, 4.5 Baths And 3 Fireplaces Offers Spacious Inviting Principal Rooms A Tastefully Renovated High End Kitchen And Bathrooms. Two Plus Botanical Acres With Perennial Gardens And Mature Trees. Inviting Pool, Ba...

Old Brookville. Sensational, New Construction, ...

Photo of Listing #2938786

$3,750,000

6 Hickory Dr, Old Brookville

  • 6 Beds
  • 6 Baths
  • 2 Acres
  • 6,200 sqft

School District: North Shore

Old Brookville. Sensational, New Construction, Brick Colonial Sitting On 2 Private Acres Of Luxuriant Lawns. This 6-bdrm, 5.5-bth Home Features Grand Ef With Floating Staircase Winding Up And Downstairs, High Ceilings, Fabulous Chefs Eat In Kitchen W/quartz...

Old Brookville. Regal All Brick Colonial Locate...

Photo of Listing #2936649

$4,850,000

4 White Gate Dr, Old Brookville

  • 6 Beds
  • 9 Baths
  • 3 Acres
  • 8,000 sqft

School District: North Shore

Old Brookville. Regal All Brick Colonial Located On A Corner Of Over 3 Acres Of Alluring Lawns. This Stately 6-bedroom, 8.5-bath Home Is Well Built With Dignified And Elegant Features & Finishes Throughout. Enter Into The Extravagant 2-story Circular Balcon...

Long Private Driveway Welcomes You To A Majesti...

REDUCED 11% Photo of Listing #2936291

$3,999,900

67 Hoaglands Ln, Old Brookville

  • 6 Beds
  • 7 Baths
  • 3.5 Acres
  • 8,150 sqft

School District: North Shore

Long Private Driveway Welcomes You To A Majestic 8000+ Sf Brick Estate On 3.5 Manicured Acres With O/s Solar Heated Pool W/waterfall+spa & Tennis Ct. 2 Story Marble & Mosaic Tiled Radiant Heated Grand Foyer W/bridal Stairs. .12' Ceilings On 1st-11' On 2nd &...

Overlooking A Golf Course This Spacious Farm Ra...

Photo of Listing #2934798

$1,498,000

12 High Farms Rd, Old Brookville

  • 5 Beds
  • 4 Baths
  • 2.59 Acres

School District: North Shore

Overlooking A Golf Course This Spacious Farm Ranch Features Great Entertaining Spaces, Formal Dining Room, Living Room/fireplace, Granite/ss Eik/fireplace, Den, Sun Room, Covered Porch, Five Bedrooms, Fountain, Gunite Pool,cabana, Lush Gardens Sitting On ...

This Majestic Brick Colonial Is Set At The End ...

REDUCED 6% Photo of Listing #2931931

$2,599,000

8 Pin Oak Ct, Old Brookville

  • 7 Beds
  • 6 Baths
  • 2.08 Acres
  • 6,500 sqft

School District: Locust Valley

This Majestic Brick Colonial Is Set At The End Of A Cul-de-sac In A Prime Location. The Elegant Presence Of This Regal Home Is For The Discerning Buyer. Oversized Principal Formal Rooms, 7 Bedrooms, 7 Fireplaces, & 5.1 Baths. This Property Is Also Set O...

Looking For A Quiet Location With 2 Flat Acres?...

Photo of Listing #2931326

$2,575,000

8 Pound Hollow Ct, Old Brookville

  • 5 Beds
  • 6 Baths
  • 2 Acres
  • 6,000 sqft

School District: North Shore

Looking For A Quiet Location With 2 Flat Acres? Look No Further, This One-of-a-kind Newly Renovated Home, Sits On One Of The Nicest Streets In Old Brookville. This Magnificent Home Has An Open-flow Layout, With A Gourmet Kitchen W'high End Appliances, Large...

"mccouns Manor" Entertainer's Delight. Pristine...

Photo of Listing #2930118

$2,998,500

92 Mccouns Ln, Old Brookville

  • 6 Beds
  • 6 Baths
  • 2.1 Acres
  • 7,000 sqft

School District: North Shore

"mccouns Manor" Entertainer's Delight. Pristine Sun-filled 7,000 Square Foot, 12 Room, 6 Bedroom, 5.5 Bath Brick Colonial Situated On 2.27 Old Brookville Usable, Flat Acres Complete With Sparkling Ingound Pool, Pool House And Built-in Barbecue. Featuring 2 ...

Fabulous Updated 5 Bedroom French Normandy Styl...

REDUCED 4% Photo of Listing #2930350

$2,395,000

157 Linden Ln, Old Brookville

  • 5 Beds
  • 6 Baths
  • 2 Acres

School District: Locust Valley

Fabulous Updated 5 Bedroom French Normandy Style House W/ Gracious Entertaining Rooms Including Formal Dining Room W/ French Doors & Elegant Living Room W/ Fp. Kitchen Features Top Of The Line Appliances. One Bedroom Pool House W/ Kitchen & Full Bath. Guni...

Magnifcent 2009 Brick Colonial Is Set On 4.56 A...

Photo of Listing #2929930

$5,899,999

35 Chicken Valley Rd, Old Brookville

  • 6 Beds
  • 8 Baths
  • 8.6 Acres

School District: North Shore

Magnifcent 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...

Classically Styled Colonial In Totally Private ...

Photo of Listing #2926455

$2,995,000 Under Contract

231 Piping Rock Rd, Old Brookville

  • 7 Beds
  • 8 Baths
  • 4.94 Acres
  • 6,800 sqft

School District: Locust Valley

Classically Styled Colonial In Totally Private And Meticulously Landscaped Estate Setting. Beautifully Decorated And Totally Updated. Mint Condition. Great Attention To Detail With Handsome Moldings And Hardwood Floors. Sparkling Pool Setting With Conversat...

Stately Custom Brick Colonial Located On 3 Lush...

Photo of Listing #2925865

$3,495,000 Under Contract

10 White Gate Dr, Old Brookville

  • 5 Beds
  • 6 Baths
  • 3 Acres
  • 6,200 sqft

School District: Locust Valley

Stately Custom Brick Colonial Located On 3 Lush Acres At The End Of An Allee' Cul-de-sac In Desirable Brookville Meadows. This 6200 Sq Ft Home W/exquisite Detail Boasts 12 Rooms, 5 Bedrooms, 5.5 Baths & 3 Oversized Garages In Locust Valley Schools.

Valentine Meadows Is An Elegant Brick Georgian ...

Photo of Listing #2924211

$8,500,000

100 Valentines Ln, Old Brookville

  • 6 Beds
  • 8 Baths
  • 17.68 Acres
  • 7,678 sqft

School District: North Shore

Valentine Meadows Is An Elegant Brick Georgian Estate Built In 1930. Set On 17.74 Acres Of Rolling Meadows And Landscaping By Innocenti And Webel. Private Tree-lined Drive Leads To This Secluded Country House Built With The Finest Of Architectural Details ...

Nestled On A Beautiful, Flat Acre At The End Of...

REDUCED 11% Photo of Listing #2924023

$999,000

5 Acorn Ct, Old Brookville

  • 4 Beds
  • 3 Baths
  • 1.01 Acres
  • 2,335 sqft

School District: North Shore

Nestled On A Beautiful, Flat Acre At The End Of A Cul De Sac, This 4 Bdrm Ranch W/ Full Finished Bsmt And A Full-height Walk-up "finish-able" Attic, Offers Opportunity Galore. Sun-drenched Rooms, Hardwood Floors, Expansive Property With Koi Pond. Convenient...

Majestic Young Colonial Situated At The End Of ...

Photo of Listing #2921753

$2,100,000 Under Contract

11 Pine Ridge Rd, Old Brookville

  • 5 Beds
  • 5 Baths
  • 1.06 Acres

School District: North Shore

Majestic Young Colonial Situated At The End Of A Scenic Cul De Sac. High End Finishes And Architectural Details Adorn Generous Principal Rooms. Guest Suite On The Main Floor. Watch The Latest Movies In Your Own State Of Art Movie Theater. Enjoy Entertainin...

Upper Brookville, Brick Colonial With 5 Bedroom...

Photo of Listing #2917008

$2,180,000

21 Overbrook Ln, Old Brookville

  • 6 Beds
  • 4 Baths
  • 2 Acres
  • 7,080 sqft

School District: North Shore

Upper Brookville, Brick Colonial With 5 Bedroom 3.5 Bathroom, 3 Car Garage, Large Finished Basement, Features Total Of 7000 S.ft Interior Living Space. Neat Country Club, Northshore School.

"box Hill" Is An Exquisite 5 Bedroom Custom Bui...

REDUCED 8% Photo of Listing #2916834

$2,298,000

87 Chicken Valley Rd, Old Brookville

  • 5 Beds
  • 5 Baths
  • 2.08 Acres
  • 5,500 sqft

School District: North Shore

"box Hill" Is An Exquisite 5 Bedroom Custom Built Brick Georgian Colonial Situated On 2.2 Beautifully Landscaped Acres. Wonderful Mill Work & Special Attention To Detail Throughout This Special House. Spacious Master Suite W/ Fp And Attached Office. Guest...

Absolutely Stunning Historic House, Built In Th...

REDUCED 5% Photo of Listing #2916729

$1,250,000

1257 Cedar Swamp Rd, Old Brookville

  • 6 Beds
  • 5 Baths
  • 2.02 Acres

School District: North Shore

Absolutely Stunning Historic House, Built In The 1700's, Expanded And Restored In 1983. If You Appreciate The Beauty, Feel, Look, Grounds And History Of An Old Home, Then You Need To Look At This Property. Set On Two Beautiful Manicured Acres, This Georgi...

Absolutely Stunning Historic House, Built In Th...

REDUCED 5% Photo of Listing #2916827

$1,250,000

1257 Cedar Swamp Rd, Old Brookville

  • 6 Beds
  • 4 Baths
  • 2.02 Acres

School District: North Shore

Absolutely Stunning Historic House, Built In The 1700's, Expanded And Restored In 1983. If You Appreciate The Beauty, Look, Feel, Grounds And History Of An Old Home, Look No Further. Set On 2 Beautiful Manicured Acres, This Georgian Colonial Has A Main Hous...

"gated Estate"-exceptional Renovated 6,000 Squa...

Photo of Listing #2916260

$2,699,000

23 Pheasant Hill Ln, Old Brookville

  • 5 Beds
  • 5 Baths
  • 2.1 Acres
  • 6,000 sqft

School District: North Shore

"gated Estate"-exceptional Renovated 6,000 Square Foot Exquisite Brick Ranch Complete With A 2 Bedroom Cottage, 4 1/2 Car Garage, Pool And Pool House. Situated On 2 Lush Acres In The Heart Of Old Brookville. Featuring 5 Fireplaces, Custom Built-ins, Guest S...

Create Your Dream Home On One Of The Last Remai...

Photo of Listing #2910913

$999,000 Under Contract

Private Rd, Old Brookville

  • 1.24 Acres

School District: North Shore

Create Your Dream Home On One Of The Last Remaining 1-acre Build-able Parcels In Old Brookville. Secluded Flat Acre, Approved For Up To 5,500 Sq Ft Custom Home With 9-ft Basement Plus Pool. Part Of Award-winning North Shore School District, Easy Access To A...

Old Brookville Is An Exclusive Enclave 30 Min F...

REDUCED 3% Photo of Listing #2904015

$1,450,000 Under Contract

44 Pound Hollow Rd, Old Brookville

  • 5 Beds
  • 5 Baths
  • 2.95 Acres

School District: North Shore

Old Brookville Is An Exclusive Enclave 30 Min From Manhattan. Surrounded By Beautifully Manicured Lawns And Tree Lined Streets. This Pristine Colonial Features Gourmet Eat In Kitchen, Original Butlers Pantry, Great Room W/ Fipl, Large Living Room W/ Firepla...

**taxes Successfully Grieved!!!!!!sprawling Ran...

REDUCED 3% Photo of Listing #2900994

$1,739,000 Under Contract

24 Pheasant Hill Ln, Old Brookville

  • 4 Beds
  • 4 Baths
  • 2.18 Acres

School District: North Shore

**taxes Successfully Grieved!!!!!!sprawling Ranch Offers Large Rooms Throughout. Guest Room Or Office With Full Bath.master Suite With Sitting Room Or 5th Bedroom. Beautiful Fdr With Built-ins.living Room With Fpl. Eik . Igp And Pool (guest) House Complete ...

Price Reduced To Sell! Spacious Classic C/h Col...

REDUCED 3% Photo of Listing #2905920

$1,899,000

37 Linden Ln, Old Brookville

  • 5 Beds
  • 5 Baths
  • 2 Acres
  • 3,636 sqft

School District: North Shore

Price Reduced To Sell! Spacious Classic C/h Colonial Set On Prof Landscaped Arboretum Like Property W/specimen Plantings & Numerous Flower Beds. Sliding Doors From Family Room & Eik Lead To Multi Level Deck W/new Granite Outdoor Kitchen Overlooking Heated G...

Clear, Rolling, Beautiful 3 Acre Parcel With Ap...

REDUCED 10% Photo of Listing #2890933

$899,000 Under Contract

1110 Cedar Swamp Rd, Old Brookville

  • 3 Acres

School District: North Shore

Clear, Rolling, Beautiful 3 Acre Parcel With Approved Plans. Private Location Off Cedar Swamp Rd, Buffered By Tall Trees And Shrubbery And Abutting $7,000,000 Home In The Evergreen Sub-division. Room For Pool And Tennis Ct. Can Build Up To 8,850 Sq Ft.

A Stately Brick Colonial, Approx 7,500 Sq.ft. 6...

REDUCED 3% Photo of Listing #2882133

$2,899,000

1087 Cedar Swamp Rd, Old Brookville

  • 6 Beds
  • 5 Baths

School District: North Shore

A Stately Brick Colonial, Approx 7,500 Sq.ft. 6 Bedrooms, 5 Baths, Beautiful Features Throughout The Home. This Estate Is Surrounded By Lush Greenery Including A Greenhouse, Gunite Pool And Spacious Patio Great For Entertaining. Taxes Reflect 10+acres, Tax...

New Construction! Exquisite & Epitome Of Luxury...

REDUCED 14% Photo of Listing #2877443

$3,950,000 Under Contract

5 Penny Pond Ct, Old Brookville

  • 5 Beds
  • 7 Baths
  • 2.43 Acres
  • 8,000 sqft

School District: North Shore

New Construction! Exquisite & Epitome Of Luxury In This 8,000 Sqft Brick Colonial Majestic Set In Cul-de-sac Location. Featuring 20 Ft Entry, 2 Room Master Suite + 4 Additional Bedrooms, 6.5 Designer Baths, Chefs Kitchen,extensive Mill Work Thru Out, 3 Car ...

The North Shore Gold Coast At Its Best! Fabulou...

Photo of Listing #2874409

$3,695,000

8 Chicken Valley Rd, Old Brookville

  • 5 Beds
  • 7 Baths
  • 7,900 sqft

School District: North Shore

The North Shore Gold Coast At Its Best! Fabulous Compound Includes 14 Room/7900 Sq Ft Manor House. 2 Car Garage W/2 Br Guest/staff Quarters, Kitchen, Living Rm &1.5 Baths. 1 Br Poolhouse W/kitchen, Laundry, Full Bath & Living Room/fpl. Heated Gunite Pool. B...

Down A Private Country Road Sits This Unique Op...

REDUCED 5% Photo of Listing #2857784

$4,350,000

1087 Cedar Swamp Rd, Old Brookville

  • 6 Beds
  • 5 Baths

School District: North Shore

Down A Private Country Road Sits This Unique Opportunity 3 Acre Zoning -one That You Can Build Your Dream Home, The Second Property Has A Stately Brick Colonial, Approx 7,500 Sq.ft. 6 Bedrooms, 5 Baths, Beautiful Features Throughout The Home. This Estate Is...

Bucolic Property With Everything You Could Imag...

Photo of Listing #2845710

$2,650,000

867 Private Road, Old Brookville

  • 5 Beds
  • 8 Baths
  • 9.48 Acres

School District: North Shore

Bucolic Property With Everything You Could Imagine. A Very Special Home With Lighted And Heated Paddle Court And Hartru Tennis Court. Taxes Are Being Grieved. Auxiliary Buildings:guest House Has Media Room,kitchen,bedroom & 1.5 Baths.cabana:changing Room,b...

Nobly Sequestered On The Original Property Of A...

Photo of Listing #2835262

$7,800,000

16 Evergreen Way, Old Brookville

  • 6 Beds
  • 6 Baths
  • 6.22 Acres
  • 10,200 sqft

School District: North Shore

Nobly Sequestered On The Original Property Of A Famed Gold Coast Estate, This Majestic And Sundrenched Residence At Greenfields, Features A Stately Brick Colonial With A Double Bridal Staircase, Incredible Mosaic And Marble Finishes, Full Finished Basement,...

Nobly Sequestered On The Original Property Of A...

Photo of Listing #2834383

$7,800,000

16 Evergreen Way, Old Brookville

  • 6 Beds
  • 6 Baths
  • 6.22 Acres
  • 10,200 sqft

School District: North Shore

Nobly Sequestered On The Original Property Of A Famed Gold Coast Estate, This Majestic And Sundrenched Residence At Greenfields, Features A Stately Brick Colonial With A Double Bridal Staircase, Incredible Mosaic And Marble Finishes, Full Finished Basement,...

Private Compound--electric Gates: Totally Renov...

REDUCED 8% Photo of Listing #2767936

$1,099,999

365 Cedar Swamp Road Rd, Old Brookville

  • 4 Beds
  • 6 Baths
  • 2.02 Acres

School District: North Shore

Private Compound--electric Gates: Totally Renovated 2014 Rushmore Colonial W/ Modern Amenities Combined W/ Original Architectural Details. Custom Kitchen/granite Counters- Pizza Oven & Dual Gas Fplc- Den. 3 Zones Central Air/heat. 6 Fireplaces 5 Bdrms. 6 B...

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