Upper Brookville Real Estate, Homes and Condos for sale

All Upper Brookville homes currently listed for sale in Upper 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 Upper Brookville homes for sale or other Upper Brookville real estate, please contact us and one of our knowledgeable Upper Brookville REALTORS® would be pleased to assist you.


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$6,500,000
1 Bel Air Ct, Upper Brookville NY 11771
7
BEDS
8
BATHS
5.37
ACRES
2005
BUILT
"FABULOUS REDUCTION PRICED TO SELL. Unparalleled Privacy Abounds In This 10,000 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 Heated Garage. Ideally Set On Over 5 Acres Of Beautiful Landscaped Property With Specimen Plantings And Trees. Reminiscent Of Formal English Gardens With Cobbled Courtyard And Gated Entrance."
* LISTED OVER 120 DAYS  * PRICE LOWERED - $7,999,000 TO $6,500,000 
$6,500,000
1 Bel Air Ct, Upper Brookville NY 11771
7
BEDS
8
BATHS
5.37
ACRES
2005
BUILT
* LISTED OVER 120 DAYS  * PRICE LOWERED - $7,999,000 TO $6,500,000 
$5,995,000
35 Chestnut Hill Dr, Upper Brookville NY 11771
5
BEDS
9
BATHS
8,000
SQFT
$749
$/SQFT
5.00
ACRES
1997
BUILT
"Upper Brookville. Tucked Away On 5 Acres In The Village Of Upper Brookville, A Mystical And, Perhaps, Even Magical Estate Welcomes All With A Warm And Charming Presence. Designed And Custom Built By Ike Kligerman Barkley, With A Marriage Of American Shingle Style And English Arts And Crafts, This 5-Bedroom, 7.55-Bath Home Is Exquisitely Crafted With The Finest Materials And Craftsmanship. Complete With Inground Pool & Pool House, Formal Gardens, & 4 Car Garage. A Very Special Home And Must See!"
* LISTED OVER 120 DAYS  * PRICE LOWERED - $6,500,000 TO $5,995,000 
$4,888,888
6 Chestnut Hill Dr, Upper Brookville NY 11771
6
BEDS
9
BATHS
0.50
ACRES
1997
BUILT
"Upper Brookville-Luxurious Estate Home with Magnificent Entry Foyer. Master Suite on Main Floor with French Doors that Open to 5 Private Acres of Beautiful Landscapes, Inground Pool,Tennis Court, Outdoor Kitchen. 5 Large Ensuite Bedrooms, Gourmet Kitchen with Fireplace, Butler Pantry to Formal Dining Room. Library with Built in Mahogany Bookcase. Great Room, Formal Living Room, Soaring Ceilings, Floor to Ceiling Windows, Hardwood Floors throughout. Partial Finished Lower Level & Much More."
* NEW LISTING 
$3,695,000
677 Linda Ct, Upper Brookville NY 11771
6
BEDS
7
BATHS
7,500
SQFT
$493
$/SQFT
2.00
ACRES
2017
BUILT
"Upper Brookville. Ready To Make a Deal On New Construction! Stately Brick Colonial On 2 Private Acres Off A Quiet Country Lane. This Impressive Home Offers State Of The Art Technology, Generous Room Sizes And Beautiful Appointments Throughout Its Over 7,000 SF Interior. The Light-Filled Open Layout Is Ideal For Entertaining And Offers Room For All In 6 En Suite Bedrooms. Full Finished Lower Level W/Theatre, 3 Car Garage. Elevator Optional. World Class Shopping/Dining & Country Clubs Nearby."
* LISTED OVER 120 DAYS  * PRICE LOWERED - $3,790,000 TO $3,695,000 
$3,629,000
8 Covey Ct, Upper Brookville NY 11545
6
BEDS
6
BATHS
8,500
SQFT
$427
$/SQFT
2.12
ACRES
1989
BUILT
"Exclusive Gated Section of Beverly Hills In The North Shore. Located In A Private Cul-De-Sac Over 2 Acres Of Similarly Gorgeous Homes,This Residence Is Loaded With Over 8500 Sf Of Exceptional Dramatic Entrance & Beautiful Features. Generous Rooms Sizes & High Ceilings. Magnificant 1st Floor Mstr Ste W/Custom Wics, Ig Pool, 4 Fireplaces ,Generator, Movie Theatre,Huge Basement. 3 Car Garage."
* LISTED OVER 120 DAYS  * PRICE LOWERED - $3,699,000 TO $3,629,000 
$3,500,000
31 Chestnut Hill Dr, Upper Brookville NY 11771
5
BEDS
7
BATHS
7,316
SQFT
$478
$/SQFT
5.00
ACRES
1988
BUILT
"As original owners of this striking Modern home built in 1989, these sellers were ahead of their time w/ large white marble tiled flooring, floor-to-ceiling granite fpl, custom metal front door & floating circular staircase.Designed by renowned architect Gary Gallagher with an expansive open layout, soaring ceilings, balcony walk-way on 2nd floor & 1st floor Master Ste w/ large bat & loft. 5 private acres w/ pool & sep 1,000+ sq ft Guest House,LR,Kit,BR,Bth"
$3,289,000
2 Colonial Dr, Upper Brookville NY 11545
7
BEDS
7
BATHS
8,000
SQFT
$411
$/SQFT
5.00
ACRES
1993
BUILT
"Back On The Market... Motivated Seller... Will Listen To All Offers. Gorgeous, Custom Built All Brick Colonial With Full Walk Out Lower Level. Approx. 8000 Sq/Ft On Three Levels. Second Gourmet Kitchen In Lower Level W/ Entertainment Area, Gym, Fireplace, Full Bath And Guest Suite. Meticulously Landscaped W/ Gunite Heated Pool, Tennis Court And Expansive Lawn. This Home Is Too Incredible To Pass Up."
* LISTED OVER 120 DAYS  * PRICE LOWERED - $3,499,000 TO $3,289,000 
$2,995,000
3 Fairway Ct, Upper Brookville NY 11771
5
BEDS
6
BATHS
7,700
SQFT
$389
$/SQFT
1997
BUILT
"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/Fireplace. Guest Suite On Main Level With Separate Entrance Foyer, Bedroom + Full Bath. Large Master Bedroom Suite W/Fireplace & Juliet Balcony. Blue Stone Patio W/In-Ground Pool, Spa & Fire Pit. Locust Valley Sd W/International Baccalaureate Program."
* LISTED OVER 120 DAYS 
$2,750,000
22 Overbrooke Ln, Upper Brookville NY 11545
5
BEDS
5
BATHS
2.03
ACRES
2018
BUILT
"Majestically Situated This Sophisticated Home Sits On Park-Like Grounds In A Tranquil Cul De Sac. Elegant Stone & Shake Exterior Meet Luxurious Appointments And State Of The Art Amenities.An Ultra Chic Home Where Modern Inspiration & Architecture Meet Impeccable Custom Details Supporting Gracious Lit Spaces Is Perfect For All, Whether You Are Getting Cozy By The Living Room Fireplace, Enjoying A Home Cooked Meal In The Spacious Gourmet Kitchen, Or Soaking In Tranquility In The Al Fresco Scenery."
$2,695,000
110 Wolver Hollow Rd, Upper Brookville NY 11545
6
BEDS
8
BATHS
7,286
SQFT
$370
$/SQFT
2.00
ACRES
1923
BUILT
"Wishing Well 1920's Renovated Vintage Gated Compound Featuring Chef's Gourmet Kitchen With Custom Azul Bahia Granite Island, Hearth/Fpl In Great Room, Formal LR , Den W/Fpl , LL Home Theatre, Double Roman Design 20X44 IG Heated Salt Water Pool ,Carriage House W/3 Car Garage, Converted Stable W/ Home Theatre, Game & Music Room,Bath,Bar & Fpl, 2 Accessory Legal Income Producing Cottages & 2nd Gated Driveway ,Lush Botanical Acreage A Legacy From Former Owner , Renowned Topiary Horticulturist"
$2,680,000
9 Woodhill Ln, Upper Brookville NY 11545
5
BEDS
4
BATHS
5,100
SQFT
$525
$/SQFT
2.00
ACRES
1998
BUILT
"Gracious 5 Bedroom, 3.5 Bathroom Brick Colonial Set On 2 Perfect Upper Brookville Acres In The Heart Of Linden Mews. Enjoy Your Own Lovely Backyard With Ig Pool, Jacuzzi And Tennis Court."
* LISTED OVER 120 DAYS 
$2,499,000
2 Locust Ln, Upper Brookville NY 11545
5
BEDS
6
BATHS
5,800
SQFT
$431
$/SQFT
2.00
ACRES
1960
BUILT
"Move in Ready! Locust Valley schools! Step inside This Beautifully Renovated Farm Ranch Perfectly Situated On 2 Flat Acres Tucked Away In Upper Brookville. Gracious Entrance Leads You Into This Transitional And Chic Home Built With The Finest Materials. Beautiful Dark Hard Wood Floors Throughout. Family Room Offers Panoramic View of Backyard Off Of Custom Kitchen Equipped With Upscale Appliances. Soaring Ceilings Featured On Second Floor. Expansive Luxurious Master Suite With Master Bath."
* LISTED OVER 120 DAYS 
$2,495,000
33 Stirrup Dr, Upper Brookville NY 11545
5
BEDS
5
BATHS
2.21
ACRES
1995
BUILT
"Old Brookville. Grand Brick Georgian Manor On Private Cul-De-Sac Location In Old Brookville. This Stately Custom-Built Home On Over 2 Serene Acres Features 5 Bedrooms & 4.5 Baths. With Bright & Airy Rooms Throughout, Grand Entry Foyer W/2nd Floor Balconies, Dining Room, Large & Open Living Room & Den, Family Room W/Custom Bar & Built Ins, Eat in Kitchen & Exquisite Breakfast Area W/Double Sided Fireplace & Multiple French Doors to Patio, 3 Car Attached & 3 Car Det. Garages, Ig Pool & Poolhouse."
$2,495,000
6 Pondview Dr, Upper Brookville NY 11771
7
BEDS
8
BATHS
6.84
ACRES
1987
BUILT
"Magnificent Brick Manor House situated on 6.84 Acres located at the end of Cul-De-Sac. Circular Driveway Leads to Courtyard. The Entrance Foyer opens to a Grand Sweeping Staircase. Living room with w/fpl, floor to ceiling windows, FDR, Large Den w/fpl,Pwdr,Lib w/custom wood cabinetry, Eat In Kitchen, Off, Separate 2 bdrm Guest suite, 3 car garage,patio w/Built in BBQ, and pool. close to shopping, train,beach."
$2,349,000
51 Linden Ln, Upper Brookville NY 11545
5
BEDS
5
BATHS
2.20
ACRES
1951
BUILT
"So chic & sophisticated,yet warm and inviting,describes this wonderful home. Set on 2+ magical Upper Brookville acres,this home is a designers dream.Elegant living room & formal dinning room,timeless renovated kitchen & breakfast room,plus an jaw dropping great room are a few of the surprises that await. Meticulously cared for. Low Taxes!!!"
$2,299,000
255 Hillcrest Ln, Upper Brookville NY 11771
4
BEDS
4
BATHS
6,000
SQFT
$383
$/SQFT
2.00
ACRES
2019
BUILT
"Upper Brookville. Brand New Construction Colonial-Style Ranch Home on Two Magical Acres with In Ground Pool. Surrounded By A Mature Landscape With Many Specimen Plantings, This 4/5 Bedroom 3.5 Bath Home Offers Light Filled Rooms With Vaulted Ceilings, A Spacious Chef's Kitchen And A Sumptuous Master Suite. The Fully Finished Lower Level Features A Theatre, Playroom, Office, 2.5 Car Garage And Cabana-Style Entertainment Area Which Leads To The Large Patio And Sparkling In Ground Pool. Must See."
* PRICE LOWERED - $2,499,000 TO $2,299,000 
$2,280,000
6 Valerie Dr, Upper Brookville NY 11545
7
BEDS
8
BATHS
1.85
ACRES
1968
BUILT
"Magnificently Modern Colonial With A Beautiful Landscaped Dwelling, 8 Bedrooms 6 Full Bedrooms, 2 Half Baths, Wood Floors, High Ceiling, Dramatic Rooms And Custom Building, Grand Master Suite Features, Private Library And Elegant Master Bath, A separate Entry For 2 Suite Bedrooms, Finished Basement With Gym Equipment, Outdoor Swimming Pool, School #15 Jericho."
* LISTED OVER 120 DAYS 
$2,199,000
465 Remsens Ln, Upper Brookville NY 11771
5
BEDS
5
BATHS
2.00
ACRES
2013
BUILT
"Upper Brookville. Price reduced to sell now. Flat 2 acres, organic gardens, Salt Water Swimming Pool, Expansive Patio and scenic views round out a beautiful backyard. Natural Gas. Generator. Quality interior finishes around 5,200 square feet. Packard Cabinetry In The Kitchen And All Built-Ins Throughout. Two guest bedrooms on the first floor with en-suite baths, three bedrooms on second floor plus library. 2 car garage. Terrific location close to clubs, golfing and 25A. Locust Valley Schools."
* LISTED OVER 120 DAYS  * PRICE LOWERED - $2,390,000 TO $2,199,000 
$2,189,000
77 Linden Ln, Upper Brookville NY 11545
7
BEDS
6
BATHS
5.96
ACRES
1962
BUILT
"Belgium Blocked Gravel Drive Leads To This Private Professional Landscaped Hilltop Colonial Home (Including A 2 Acre Lot) A Special Property W/Fantastic Sw Views From Yard & Pool Area. There Is A Balcony In Master Br That Overlooks A Grass Meadow. This Home Offers A Large Guest Suite For Family And Friends. Convenient Location With Access To All That North Shore Has To Offer. Create Fond Memories In This Special Home Being Offered For The First Time!"
$1,999,999
24 Wolver Hollow Rd, Upper Brookville NY 11545
5
BEDS
5
BATHS
5.56
ACRES
1906
BUILT
"Amazing Opportunity on 5.56 acres! This Gated Estate includes inground, gunite heated pool, tennis court and 3 Bedroom, 2.5 Bath Cottage. Main House to be completed by purchaser. Shell of house is 5,000 + square feet, Make it your own! Possible Subdivision. Make this your own!"
$1,999,999
6 Westview Dr, Upper Brookville NY 11771
6
BEDS
6
BATHS
5.00
ACRES
1987
BUILT
"Upper Brookville's Finest! The Gated Entrance Leads To A Long Winding Private Road, Majestically Set On 5 Gorgeous Secluded Acres. Exquisitely Designed To Create A Quintessential Sprawling 8000 Sq Ft Modern Mansion. The Interior Is Breathtaking, Surrounded With Walls Of Glass, Soaring Ceilings, And Dramatic Open Space, Highlighting 6 Br's, An Outside Breakfast Area, Superb Traventine Marble Fplce, Library, Gym, Media Rm, And Nannys Quarters. Captivating Gunite Pool & Har Tru Tennis Court."
* LISTED OVER 120 DAYS 
$1,998,000
25 Chapel Gate Ln, Upper Brookville NY 11545
5
BEDS
4
BATHS
2.00
ACRES
1958
BUILT
"First Time On The Market! Builder's Own! Spectacular 5 Bdrm/3.5Bth Chc Set On Pvt & Tranquil 2 A W/Igp, Tennis Ct, Lovely Gazebo & Barn. Elegantly Appointed Rms: Flr W/Floor To Ceiling Custom Fpl, Spacious Fdr W/Antique Chrystal Chandelier, Great Rm W/Hand Picked Stone Fpl & Custom Screen, Huge Eik/Fpl & 12' Bay Window O'looking The Serene Yard. Huge Bsmt Part Finished W/Fpl & Fbth. Locust Valley Schools. Easy Commute To Highways & Miracle Mile Shopping."
* LISTED OVER 120 DAYS 
$1,800,000
1065 Friendly Road, Upper Brookville NY 11771
5
BEDS
4
BATHS
2.02
ACRES
1957
BUILT
"Lovely 5+ Bedroom Colonial On 2 Landscaped Acres With Pool. Located Near Shopping, Schools And Main Arteries."
* LISTED OVER 120 DAYS  * PRICE LOWERED - $1,875,000 TO $1,800,000 
 
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