Upper Brookville, NY 11771 1039 Friendly Road
$1,998,000
Pending



45 more














































Home Details
Experience exceptional luxury living at this exquisite Tuscan-inspired estate, nestled on 2 acres of lush, professionally landscaped grounds. Fully rebuilt and meticulously renovated in 2005, this private retreat blends timeless European charm with modern sophistication, offering 6 bedrooms, 4 full baths, and 1 half bath, along with an exceptional layout for both grand entertaining and relaxed everyday living.
A dramatic two-story entryway with a grand sweeping staircase sets the tone, leading to a formal living room with a charming fireplace and an inviting den—also with a fireplace—perfect for intimate gatherings or quiet moments. At the heart of the home lies the chef’s custom kitchen, thoughtfully designed with a large center island, stainless steel appliances, a farmhouse sink, double ovens, and bespoke cabinetry—tailor-made for culinary excellence and effortless entertaining. Just off the kitchen, a versatile guest suite features a full bath, laundry area, and a bedroom that can also function as an office, providing comfort and convenience for visitors or family members.
The lavish primary suite is a private sanctuary, featuring an additional flexible room ideal for use as an office, nursery, bedroom, or fitness space. This suite also includes an expansive walk-in closet and a spa-caliber bath with a steam shower, Jacuzzi tub, and dual private terraces for serene outdoor moments. From the suite, enjoy panoramic views of the grounds—perfect for sunrise coffee or peaceful evenings. A second primary suite on the main level provides added flexibility and privacy for guests or multigenerational living. Each of the generously sized bedrooms offers ample space and natural light, creating stylish, peaceful retreats throughout the home.
The finished lower level walks out to the rear grounds and unveils a stunning slate terrace with a covered patio featuring dramatic brick archways—perfect for outdoor dining, entertaining, or simply enjoying views of the rolling lawn. With plenty of room for a pool, this backyard oasis invites resort-style living in your own secluded paradise.
Additional features include rich hardwood flooring throughout, a full-house propane generator. Ideally located just 50 minutes from Manhattan, this remarkable property offers luxurious country living with unmatched convenience.
Impeccably maintained and truly mint condition—this is a home that defines refined living.
Interior Features for 1039 Friendly Road
Bedrooms
Total Bedrooms6
Bathrooms
Half Baths1
Total Baths5
Kitchen
Eat-in KitchenY
Other Interior Features
LivingAreaSourcePublic Records
General FeaturesCentral Vacuum, Eat-in Kitchen, First Floor Bedroom, Granite Counters, Master Downstairs, Primary Bathroom, Sauna, Smart Thermostat, Speakers, Walk-In Closet(s)
Walk-In ClosetY
BasementFinished, Partial, Partially Finished, Storage Space, Walk-Out Access
Basement (Y/N)Yes
Basement FeaturesFinished, Partial, Partially Finished, Storage Space, Walk-Out Access
Fireplace FeaturesFamily Room, Living Room, Wood Burning
Fireplace Y/NYes
FlooringHardwood
Interior AmenitiesCentral Vacuum, Eat-in Kitchen, First Floor Bedroom, Granite Counters, Master Downstairs, Primary Bathroom, Sauna, Smart Thermostat, Speakers, Walk-In Closet(s)
Laundry FeaturesLaundry Room, Washer Hookup
Total Fireplaces2
Window FeaturesDouble Pane Windows, Insulated Windows
General for 1039 Friendly Road
Additional Parcels Y/NNo
AppliancesCooktop, Dishwasher, Dryer, Freezer, Gas Cooktop, Microwave, Oven, Refrigerator, Stainless Steel Appliance(s), Washer, Oil Water Heater
Architectural StyleColonial, Mediterranean, Mini Estate
AttributionContact516-297-1188
Balcony Y/NY
Building Area UnitsSquare Feet
Carport Y/NNo
CityOyster Bay
Construction MaterialsBrick, Stucco
CoolingCentral Air
CountyNassau County
Elementary SchoolAnn Macarthur Primary School
Elementary School DistrictLocust Valley
ExclusionsChandelier(s), Curtains/Drapes, Fireplace Equipment, Second Refrigerator
Full Baths4
Garage Spaces2
Garage Y/NYes
HOANo
HeatingBaseboard, Oil
High SchoolLocust Valley High School
High School DistrictLocust Valley
Lease Considered Y/NNo
LevelsThree Or More
Listing AppliancesCooktop, Dishwasher, Dryer, Freezer, Gas Cooktop, Microwave, Oven, Refrigerator, Stainless Steel Appliance(s), Washer, Oil Water Heater
Lot Size Square Feet87120
Middle/Junior High SchoolLocust Valley Middle School
Middle/Junior School DistrictLocust Valley
ModificationTimestamp2025-06-06T21:47:48.760Z
Patio/Porch FeaturesPatio
PostalCityUpper Brookville
Property Attached Y/NNo
Property ConditionUpdated/Remodeled
Property SubtypeSingle Family Residence
Property TypeResidential
Security FeaturesSecurity System
Senior Community Y/NNo
SewerSeptic Tank
Showing InstructionsThrough Listing Broker Lisa Lauricella
Standard StatusPending
StatusPending
Tax Annual Amount27928.71
Tax Lot228
Tax Year2024
Total Rooms9
UtilitiesCable Connected, Electricity Connected, Propane, Trash Collection Private, Trash Collection Public, Water Connected
ViewOpen, Panoramic, Trees/Woods
Year Built1958
Year Built Effective2005
Exterior for 1039 Friendly Road
Exterior AmenitiesBalcony
General Features Ext.Balcony
Horse Y/NNo
Lot Dimensions2 Acres
Lot FeaturesCul-De-Sac, Level, Near Shops, Part Wooded, Sloped, Sprinklers In Front, Sprinklers In Rear
Lot Size Acres2
Parking FeaturesAttached, Driveway, Garage Door Opener, Garage, Private
Parking FeaturesAttached, Driveway, Garage Door Opener, Garage, Private
SpaNo
Water SourcePublic
Waterfront Y/NNo
Additional Details
Price History
Schools
High School
Locust Valley High School
Middle School
Locust Valley Middle School
Elementary School
Ann Macarthur Primary School Elementary School
Berkshire Hathaway HomeServices
Management