UPPER BROOKVILLE, NY
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Upper Brookville

Upper Brookville is the home of Planting Fields Arboretum and Coe Hall Mansion set in the heart of the magical ”Gold Coast,” and home to many more historical mansions with pastoral acreage sporting horse paddocks, barns, ponds, golf courses and the nearby Tilles Center for the Performing Arts. Close proximity to NYC and points west add to the allure of this village named for a brook that once ran through it.

Upper Brookville

Total Listings: 49
Average Price: $3,929,898
Highest Price: $29,985,000
Lowest Price: $775,000

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Upper Brookville Homes For Sale

49 Properties Found. Page 1 of 2
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The Gated Entry Leads To This Dramatic Gary Gal...

NEW

$3,695,000

19 Chestnut Hill Dr, Upper Brookville

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

School District: Locust Valley

The Gated Entry Leads To This Dramatic Gary Gallagher Designed Home. Set On 5 Bucolic, Private Upper Brookville Acres, This Modern Home Has Soaring Ceiling And Is Infused With Light From Its Walls Of Glass. Wonderful Open Spaces Afford A Lifestyle Of Luxury...

Graciously Set On 2+ Lush, Flat Acres,this Spec...

NEW

$1,399,000

162 Linden Ln, Upper Brookville

  • 5 Beds
  • 4 Baths
  • 2.16 Acres
  • 3,153 sqft

School District: Locust Valley

Graciously Set On 2+ Lush, Flat Acres,this Spectacular 5 Br,3.5 Bath,center-hall Colonial Exudes Elegance & Grace. It Boasts A Country-club Backyard W/tennis Court,updated Sparkling Pool,cabana,large Deck & Patio - Perfect For Formal Or Casual Gold Coast En...

Stately Center Hall Brick Colonial Is Located O...

$2,995,000

3 Fairway Ct, Upper Brookville

  • 5 Beds
  • 6 Baths
  • 7,700 sqft

School District: Locust Valley

Stately Center Hall Brick Colonial Is Located On A Private Cul-de-sac, Surrounded By 5 Lush Level Acres Of Property. A Long, Private Driveway Leads To This Spectacular 7700 Sq Ft Home. Two Story Entrance Foyer, Formal Living Room W/fireplace, Den W/fireplac...

Unparalleled Privacy Abounds In This 8,800 Sq. ...

$7,999,000

1 Bel Air Ct, Upper Brookville

  • 7 Beds
  • 8 Baths
  • 5.37 Acres

School District: Locust Valley

Unparalleled Privacy Abounds In This 8,800 Sq. Ft Classical Brick Home In The Prestigious Village Of Upper Brookville. Traditional Floor Plan Delivers 7 Bedrooms, 7.5 Baths, Double Bridal Staircase, 5 Fireplaces, Ig Gunite Pool With A Cabana. 9 Car Radiant ...

One Of A Kind Colonial On A Flat Acre Property,...

$1,345,000

422 Mill River Rd, Upper Brookville

  • 5 Beds
  • 4 Baths
  • 0.97 Acres
  • 4,400 sqft

School District: Oyster Bay-East Norwich

One Of A Kind Colonial On A Flat Acre Property, Privately Nesting On A Cul-de-sac. Stunning Two Story Entrance, Open Floor Plan, Hardwood Floor Throughout, Large Stainless Steal Kitchen, Finished Lower Level With Wine Cellar And Pool Table Room, 3 Car Gara...

Enjoy Luxury & Serenity In This Magnificent 7,5...

$4,398,000

10 Colonial Dr, Upper Brookville

  • 6 Beds
  • 5 Baths
  • 4.98 Acres

School District: Locust Valley

Enjoy Luxury & Serenity In This Magnificent 7,500 Square-foot Georgian Manor Home With 6 Bedrooms,5 Baths.secluded Down A Gated Tree-lined Drive On A Private Cul De Sac In Desirable Estate Community,yet Minutes To All, This Residence Features A Dramatic Ent...

Sun Filled 14 Room, 8 Bedroom, 5.5 Bath Contemp...

$2,499,000

5 Winding Ln, Upper Brookville

  • 6 Beds
  • 6 Baths
  • 2.02 Acres
  • 8,600 sqft

School District: Locust Valley

Sun Filled 14 Room, 8 Bedroom, 5.5 Bath Contemporary Home With New Gourmet Eat In Kitchen, Roof And Windows. Special Features Include Floor To Ceiling Windows, 3 Fireplaces, Walk Out Lower Level Rec Room, Home Office And Storage/utility Room. Country Club R...

Beautifully Renovated 5 Bedroom Colonial Ideal ...

$1,990,000

58 Wolver Hollow Rd, Upper Brookville

  • 5 Beds
  • 7 Baths
  • 2 Acres
  • 6,300 sqft

School District: Locust Valley

Beautifully Renovated 5 Bedroom Colonial Ideal For An Extended Family. House 'as Good As New' With Many Upgrades. New Gourmet Kitchen And Bathrooms. Top Of The Line Appliances; Sub Zero Fridge And Freezer, Wolf Stove, Microwave And 2 Dishwashers. Butlers Pa...

Elegant, Light Filled, Post Modern Home. Featu...

$2,222,000

5 Valerie Dr, Upper Brookville

  • 4 Beds
  • 4 Baths
  • 2 Acres
  • 4,469 sqft

School District: Locust Valley

Elegant, Light Filled, Post Modern Home. Features Include: Living Room With Soaring Ceilings, Skylights, Formal Dining Room, Den W/fpl, State Of The Art Eat-in-kitchen Looking Out To Park Like Property, Beautifully Updated Baths, Spacious 1st Floor Master ...

On A Quiet Upper Brookville Lane, Sits A Tradit...

$1,999,000

1155 Pine Valley Rd, Upper Brookville

  • 6 Beds
  • 5 Baths
  • 2.14 Acres

School District: Locust Valley

On A Quiet Upper Brookville Lane, Sits A Traditional Colonial With Extremely Spacious Room And A Great Floor Plan. Secluded Innocenti-webel Heated In-ground Pool, Charming Small Red Barn And Ample Level Ground For Informal Sports. Inviting House With Gracio...

All The Room You Need For Comfortable Living 6 ...

$1,580,000

34 West View Dr, Upper Brookville

  • 6 Beds
  • 6 Baths
  • 2.9 Acres

School District: Oyster Bay-East Norwich

All The Room You Need For Comfortable Living 6 Bedroom, 6.5 Bath Home With Wonderful Water Views Of Oyster Bay Harbour And Beyond. Located In The Prestigious Village Of Upper Brookville. Impressive Open Floor Plan, Spacious Master Suite On The First Floor W...

Magnificent Property, 2+ Flat Acres At End Of C...

$1,599,000

14 Valerie Dr, Upper Brookville

  • 6 Beds
  • 5 Baths
  • 2.29 Acres

School District: Locust Valley

Magnificent Property, 2+ Flat Acres At End Of Cul De Sac.approx 8,000 Sq Ft.expansive Rooms With Open Flow For Entertaining. Marble Baths.1st Floor Master Bdrm Suite,master Ba With Sauna,jacuzzi,steam Shower.1st&2nd Fl Outside Deck, Hardwood Floor,finished ...

Custom Built Brick Center Hall Colonial With Ex...

$3,500,000

7 Peacock Ln, Upper Brookville

  • 7 Beds
  • 8 Baths
  • 2.07 Acres
  • 6,432 sqft

School District: Locust Valley

Custom Built Brick Center Hall Colonial With Exquisite Moldings, Dual Staircase With Custom Iron Railings, Custom Fireplace Mantels, & Marble Entry Foyer. Formal Large Entertaining Rooms, Butlers Pantry, Custom Wood & Granite Chefs Center Island Kitchen. Ma...

Built In 2011 And Designed By Gary Gallagher, M...

REDUCED 4%

$4,000,000

11b Wash Hollow Rd, Upper Brookville

  • 6 Beds
  • 6 Baths
  • 5.65 Acres
  • 9,000 sqft

School District: Oyster Bay-East Norwich

Built In 2011 And Designed By Gary Gallagher, Magnificent 9000 Sq Ft Grand Masterpiece. 5.85 Acres At The End Of A Picturesque Cul De Sac. This Luxurious Estate Features 6 Br's 5.5 Baths, 11 Foot Ceilings , Two Story Entrance Hall With 2 Sweeping Bridle Sta...

Sophisticated Sun Filled 4br, 4 Full Bth, Brick...

$1,879,000

10 Centre View Dr, Upper Brookville

  • 4 Beds
  • 4 Baths
  • 2.37 Acres
  • 4,860 sqft

School District: Oyster Bay-East Norwich

Sophisticated Sun Filled 4br, 4 Full Bth, Brick Ranch W 3 Car Garage In Desirable Upper Brookville. Secluded, Tranquil 2.3 Lush Acres. No Expense Spared In This Builder Own Home. Soaring Ceilings, Exquisite Architectural Appointments, Oversized Windows, Gra...

Magnificently Modern Colonial With A Beautiful ...

$2,880,000

6 Valerie Dr, Upper Brookville

  • 7 Beds
  • 8 Baths
  • 1.85 Acres
  • 6,750 sqft

School District: Jericho

Magnificently Modern Colonial With A Beautiful Landscaped Dwelling. 7 Bedrooms, 6.2 Baths, Wood Floors, High Ceiling. Dramatic Principal Rooms And Custom Built-ins. Grand Master Suite Features. Private Library And Elegant Master Bath. A Bath Separate Entry ...

Welcome To This Elegant 5-bedroom, 3.5 Bath Bri...

$2,625,000

9 Woodhill Ln, Upper Brookville

  • 5 Beds
  • 4 Baths
  • 2 Acres
  • 5,200 sqft

School District: Locust Valley

Welcome To This Elegant 5-bedroom, 3.5 Bath Brick Colonial.this Home Offers The Feeling Of A Country Club In Your Own Backyard. Private Tennis And In-ground Pool With Jacuzzi Sits On 2 Beautiful, Manicured Private Acres. Master Suite Offers Oversized Walk-...

Brand New Construction! Stunning Brick Colonial...

$4,888,000

677 Linda Ct, Upper Brookville

  • 6 Beds
  • 7 Baths
  • 2 Acres
  • 10,000 sqft

School District: Locust Valley

Brand New Construction! Stunning Brick Colonial Sited On 2acres Bordering A Nature Preserve. Located On A Quiet Cul-de-sac, This Timeless Beauty Blends Classic Design With Modern Technology. Notable Highlights Include An Impressive 2story Entry, Gourmet Eat...

Move Right In To This Brand New Alluring Brick ...

$3,599,000

66 Linden Ln, Upper Brookville

  • 6 Beds
  • 7 Baths
  • 2.27 Acres
  • 6,200 sqft

School District: Locust Valley

Move Right In To This Brand New Alluring Brick Colonial Which Offers Many Architectural Details And Fine Craftsmanship Throughout. Features Large Rooms, High Ceilings And Sun Drenched Open Spaces With 6 Bedrooms, 6.5 Baths. A Gourmet Kitchen & Enticing Mast...

This Architectural Masterpiece Tucked Away At T...

$2,188,000

25 Overbrooke Ln, Upper Brookville

  • 5 Beds
  • 5 Baths
  • 2.19 Acres
  • 5,916 sqft

School District: North Shore

This Architectural Masterpiece Tucked Away At The End Of A Picture Perfect Cul-de-sac Sits This 6000 Sq. Ft.residence On 2.19 Flat Acres W/gorgeous Pond Views. 5 Br's, 4.5 Baths, Walls Of Windows, Wood Floors, 3 Fp's, 1st Fl Master Br Suite, Full Fin Basem...

A Majestic Wrought Iron Gated Entry Takes You T...

REDUCED 6% Photo of Listing #3003645

$1,695,000

16 Clews Dr, Upper Brookville

  • 6.67 Acres

School District: Locust Valley

A Majestic Wrought Iron Gated Entry Takes You To This Picture Perfect 6.67-acre Private Estate Setting In The Heart Of Upper Brookville. This 3600 Sq. Ft. Expanded Ranch Offers 6 Bedroom 4 Baths Locust Valley Sd. Truly A Must See. Locust Valley

A True Fantasy, Private And Welcoming, A Unique...

$3,999,999

31 Chestnut Hill Dr, Upper Brookville

  • 5 Beds
  • 7 Baths
  • 5 Acres

School District: Locust Valley

A True Fantasy, Private And Welcoming, A Unique Home Custom Built And Designed By Gary Gallagher, Soaring Ceilings,walls Of Window's Overlooking Private Lush 5+ Acre Property, In-ground Gunite Heated Pool, The Guest House Is Surrounded By Privacy As Well...

Walk Into This Magnificent Estate & Feel Right ...

$1,850,000

6 Centre View Dr, Upper Brookville

  • 5 Beds
  • 5 Baths
  • 2.13 Acres
  • 4,654 sqft

School District: Oyster Bay-East Norwich

Walk Into This Magnificent Estate & Feel Right At Home. Boasting 5 Very Large Bedrooms, 4 Full Bathrooms & 1 Half Bath, This Gorgeous Center Hall Colonial Sits On Over 2 Flat Acres On A Quiet Street. The Resort-like Backyard Features An Inground Heated Guni...

Magnificent Brick Manor House On 6.84 Acres Loc...

REDUCED 6%

$3,275,000

6 Pondview Dr, Upper Brookville

  • 7 Beds
  • 8 Baths
  • 6.84 Acres

School District: Oyster Bay-East Norwich

Magnificent Brick Manor House On 6.84 Acres Located At The End Of The Cul-de-sac. Circular Driveway Leads To Brick Courtyard.ent Foyer With Elegant Floating Staircase Leads To Spacious Entertaining Rooms. Lvr/wood Burning Fpl, Fdr, Den/ Fpl, Custom Cabinetr...

Luxurious 8,000+sf Newly Built 7 Br Custom Home...

$3,895,000 Under Contract

29 Winding Way, Upper Brookville

  • 7 Beds
  • 6 Baths
  • 2.21 Acres
  • 8,000 sqft

School District: Locust Valley

Luxurious 8,000+sf Newly Built 7 Br Custom Home Boasts Exquisite Design & Exceptional Craftsmanship. Featuring A Grand 2 Story Entry, Dual Bridal Staircase, Sumptuous Master Suite With Closet Rooms, Epicurean Kitchen, Adjacent Den And Banquet Dining Room. ...

A Majestic Wrought Iron Gated Entry Takes You T...

REDUCED 6%

$1,695,000

16 Clews Dr, Upper Brookville

  • 7 Beds
  • 4 Baths
  • 6.67 Acres

School District: Locust Valley

A Majestic Wrought Iron Gated Entry Takes You To This Picture Perfect 6.67-acre Private Estate Setting In The Heart Of Upper Brookville. This 3600 Sq. Ft. Expanded Ranch Offers 6 Bedroom 4 Baths And Boasts Open Floor Plan, 2 Family Rooms, Office, Large Eik...

Price & Tax Reduction"the Oaks At Mill River" I...

REDUCED 8%

$18,500,000

45 Mill River Rd, Upper Brookville

  • 6 Beds
  • 9 Baths
  • 97.16 Acres

School District: Oyster Bay-East Norwich

Price & Tax Reduction"the Oaks At Mill River" In The Village Of Upper Brookville. The Monday House Was Built By Bradley Delahanty. This Brick Manor House Is Part Of 13 Lot Approved Subdivision W/a 52 Acre Conservation Preserve. The Property Boarders Plantin...

House With New Roof, Windows And Exterior Needs...

REDUCED 11%

$1,650,000

63 Mill River Rd, Upper Brookville

  • 5 Beds
  • 8 Baths
  • 2.4 Acres

School District: Oyster Bay-East Norwich

House With New Roof, Windows And Exterior Needs To Be Completed. Large Pool House. Lagoon Pool. 3 Car Garage With Heated Office And Full Bath. Original Fireplaces In Main House. Beautiful Stacked Stone Walls And Gardens. Lovely Specimen Plantings Surround A...

Historic Estate Carriage House Impeccably Conve...

REDUCED 9%

$2,350,000

189 Terrace Ln, Upper Brookville

  • 5 Beds
  • 6 Baths
  • 2 Acres
  • 6,728 sqft

School District: Oyster Bay-East Norwich

Historic Estate Carriage House Impeccably Converted To Home. Complete With Meticulous Detail, Fine Moldings, High Ceilings, Arched Doorways, Grand Formal Rooms, 4 Fireplaces, Expansive Gourmet Kitchen, Sound System, Alarm, Beautiful Grounds And Pool, Too Mu...

Impeccable Home Situated On 3+ Acres With Beaut...

$2,099,000

73 Linden Ln, Upper Brookville

  • 5 Beds
  • 7 Baths
  • 3 Acres

School District: Locust Valley

Impeccable Home Situated On 3+ Acres With Beautifully Manicured Lawns And Gardens. Spacious 5 Bedroom, 5.5 Bath With Master Bedroom On Main Level, Living Room With Fireplace, Formal Dining Room, Library With Custom Cabinets, Sun Room, Gourmet Chef Kitchen ...

Young And Sophisticated Smart House Sitting Hig...

$5,398,000

8 Peacock Ln, Upper Brookville

  • 5 Beds
  • 6 Baths
  • 2.11 Acres
  • 7,500 sqft

School District: Locust Valley

Young And Sophisticated Smart House Sitting High And Pretty At The End Of A Cul-de-sac On 2+ Bucolic Acres. Tradition And Technology Co-exist In This Gem. Rich W/detail-beveled Limestone Fl, Hand-painted Murals, Plaster Walls/mouldings, Mahogany Media, Maho...

"the Flower House"-once Part Of The Elmcroft Es...

REDUCED 13%

$1,950,000

513 Remsens Ln, Upper Brookville

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

School District: Locust Valley

"the Flower House"-once Part Of The Elmcroft Estate Aka Norwich House. Designed By Award Winning Architect Greg Andrea Was Rebuilt And Expanded In 2006 For Himself And Family. This Special Arts And Crafts 5,000 Sqft, 12 Room, 5 Bedroom, 7.5 Bath Shingle Sty...

"locust Manor" Gated Estate! 7,100 Sqft Brick M...

REDUCED 5%

$4,278,000

16 Locust Ln, Upper Brookville

  • 6 Beds
  • 7 Baths
  • 2.05 Acres
  • 7,100 sqft

School District: Locust Valley

"locust Manor" Gated Estate! 7,100 Sqft Brick Manor Plus Pool House, Separate Carriage House Apartment, Outdoor Kitchen, Hot Tub, Gym, Sauna, Home Theater And Billiard Room. Generator-200 Amp, Gas, 50,000 Kw Operates House, Pool House And Carriage House. Lo...

Spectacular Custom Built All Brick Colonial Off...

REDUCED 10%

$2,695,000

261 Hillcrest Ln, Upper Brookville

  • 6 Beds
  • 6 Baths
  • 2 Acres
  • 8,000 sqft

School District: Oyster Bay-East Norwich

Spectacular Custom Built All Brick Colonial Offers 6 Bedrooms, 5.5 Baths. Soaring 2 Story Foyer, Large Light Filled Principal Rooms, Cook's Kitchen, Sumptuous Master Suite, 10' Ceilings. Perfectly Set On 2 Glorious Acres With Room For Pool And Tennis Backin...

13 Approved Building Lots In Upper Brookville....

REDUCED 8% Photo of Listing #2941914

$18,500,000

45 Mill River Road, Upper Brookville

  • 97.16 Acres

School District: Oyster Bay-East Norwich

13 Approved Building Lots In Upper Brookville. 97.16 Is Comprised Of 13 Estate Lots With A Natural 52 Acre Conservation Preserve Adjacent To The Planting Fields Arboretum And The Mill River Club. The Estate Lots Range From 2+ To 4+ Acres. One Of The 13 Lot...

Wonderful 1930's 6 Bedroom Colonial Tucked Away...

REDUCED 5%

$1,995,000

39 Mill River Rd, Upper Brookville

  • 6 Beds
  • 9 Baths
  • 2 Acres

School District: Oyster Bay-East Norwich

Wonderful 1930's 6 Bedroom Colonial Tucked Away On 2 Private Acres Surrounded By 53 Preserved Acres. Spacious Rooms Great For Entertaining, Inside And Out. A Combination Of Old-world Charm Combined With The Modern Conveniences. Finished Lower Level Playroom...

Gated Entry Leads To Grand Brick Colonial On A ...

REDUCED 6%

$3,250,000

7 Wash Hollow Rd, Upper Brookville

  • 5 Beds
  • 6 Baths
  • 5.52 Acres

School District: Oyster Bay-East Norwich

Gated Entry Leads To Grand Brick Colonial On A Private 5.5 Acres With Pool, Hot Tub, Bocce Ball Court And Outdoor Kitchen. Spacious Foyer And 10' Ceilings. Custom Built 7,200 Square Feet Plus An Incredible Finished Lower Level Game Room, Bar, Gym And Movie ...

Spectacular 40+ Acre Property In 2 & 5-acre Zon...

$29,985,000

Upper Brookville

  • 5 Beds
  • 6 Baths
  • 40.41 Acres

School District: Oyster Bay-East Norwich

Spectacular 40+ Acre Property In 2 & 5-acre Zone. Tudor-style Main House W/5-car Garage. Additional Extraordinary 3 Bedroom, 6.5 Bath, 7,700sqft. Pool House W/2fpls, 30ft. Ceiling Great Room, 4-car Garage. 75ft. Tile Pool. 2 Brick Cottages Each On 2 Acres, ...

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