Old Brookville NY Real Estate, Homes, Condos for Sale

Extraordinary and unique opportunity to own a magnificent all-brick colonial in the heart of Old Brookville! Superb private bucolic property on cul-de-sac lane. Make it your own, or make it into your dream house.

5 Foxboro Lane, Old Brookville

$7,500,000

6 Beds ⋅ 8 Baths ⋅ 3503042 MLS

Nestled amidst the luxurious enclaves of the Gold Coast on Long Island, Sunninghill Estate stands as a timeless testament to elegance and grandeur. This iconic property, built in 1928, exudes the classic charm of a Brick Georgian Manor while offering an expansive canvas for modernization. Situated on over 27 sprawling acres of prime real estate, it presents a unique opportunity to own a piece of Long Island's prestigious architectural history. With approximately 10,000 square feet of living space, this magnificent residence boasts six generously sized bedrooms & 8 bathrooms, ensuring comfort and privacy throughout. There are 6 inviting fireplaces, strategically positioned throughout the house to create a cozy atmosphere and serve as focal points in various rooms. The estate also features an 8-car garage with spacious living quarters above, and with some updates it will make a perfect place for guests or live-in staff. A charming guest cottage provides additional accommodation options. For those who love the outdoors, the estate offers a plethora of recreational amenities including 1/4 mile trail, pool and pool house, and while the pool may be in need of some repair, the potential for creating a private oasis is undeniable. The tennis court will be ready for action with a little TLC making it perfect for enthusiasts. The main house of Sunninghill Estate exhibits excellent structural integrity, and recent upgrades, such as all new custom Marvin windows, a new slate roof with copper leaders and gutters, updated AC, and boilers, ensure that the home is equipped for modern living. The interior is bathed in natural light thanks to floor-to-ceiling windows and doors, highlighting the intricate wood and marble inlay floors as well as the ornate wood moldings that adorn the living spaces. The home offers a first-floor master suite, offering convenience and privacy for those who prefer single-level living. Abundant living spaces, both formal and informal, provide flexibility for entertaining and relaxation. 25 miles to NYC, world-class shopping, fine dining and renowned schools, this estate combines timeless allure with the potential for modern luxury living. Embrace the chance to restore this exquisite Brick Georgian Manor to its original grandeur, preserving its rich history while infusing it with contemporary style and comfort. Sunninghill Estate is more than a home; it's a piece of Long Island's illustrious past and an invitation to shape its bright future

873 Cedar Swamp Road, Old Brookville

$1,998,800

4 Beds ⋅ 5 Baths ⋅ 3502781 MLS

Beautiful Ranch Style Home Sits Privately on 2 Lush Acres with Endless Sunrise and Sunset Views! This 4 Bedroom 4 Bath Home Features and Open Floor Plan, Oak Hard Wood Floors Throughout. Eat in Kitchen Includes New Stainless Steel Appliances and Granite Counter Tops. Dining Room Boasts Decorative Wall Panels and Moldings, Livingroom with Wood Burning Fire Place, Great Room Lends to Meticulously Manicured Landscaped Yard with Bluestone Walkway Leading to Heated Gunite Pool with Tranquil Waterfall! The Pool House if Fully Equipped with Water, Heat and Electricity! Other Features Include: Generator, 240 V Electric Car Charger.

101 Brookville Lane, Old Brookville

$2,888,000

5 Beds ⋅ 5 Baths ⋅ 3499116 MLS

Extraordinary. Luxury beyond ready comparison. Your ticket to a lifetime of privileged access. Wake up every morning feeling like you have reached the pinnacle. Exurban privacy in a suburban setting. A customized estate on two plus acres of lush property with every amenity. Interior, grand rooms with an open layout permits you to facilitate a palatial feeling. North Shore School District. Location, location, location, and all that property for living and entertaining. Exterior heated pool, putting green, sports court complex, plus barbecue and outdoor bar. Close to fine dining and shopping. Generator Ready.

14 Dolly Cam Lane, Old Brookville

$4,998,000

6 Beds ⋅ 6 Baths ⋅ 3498510 MLS

OLD BROOKVILLE. Elegance and pure sophistication emanate from this Stately Brick Georgian Colonial, hidden beautifully behind a tree lined drive of cherry blossoms and flowers. This property is the epitome of luxury living, conveniently located within a private cul-de-sac and sitting privately on over 2 acres of serene spaces. lush grounds, and incomparable landscaping. Exuding the utmost attention to detail throughout, with the finest materials, seamless quality, and custom creations, this home features 6 bedrooms, 5.5 baths, incredible flow from room to room, grand entry foyer with bridal staircase, formal living spaces with fireplaces, cozy office and library, custom Chefs Kitchen (with double custom Wolf oven and pot filler, 2 dishwashers, warming drawer), and 1st floor guest suite. Lower level is a dream come true, as well as the never-ending entertainers yard with patios, pergolas, pavilions and awnings galore, inground pool and spa, and outdoor kitchen. Welcome home!

15 Cedar Brook Court, Old Brookville

$3,300,000

5 Beds ⋅ 5 Baths ⋅ 3491202 MLS

This magnificent 4900 square foot residence is a builder's own "dream home" constructed meticulously for his family and boasts an amazing location down a private road on 2.5 acres with pool and pond. The first floor Primary en-suite has vaulted ceilings, a gas fireplace and two full walk-in-closets. First floor also offers an office/study, laundry room, mud room and stunning great room with 18-ft ceiling. On the second floor, there are 3 additional bedrooms and 2 full baths as well as a second den plus a bonus room with access from rear stairs (potential to create additional bedroom suite from either of these rooms). The kitchen is a show-stopper with radiant heat, a large island plus separate breakfast bar, Taj Mahal counters, custom cabinetry and top appliances (Frigidaire professional fridge, twin Fisher Paykel dishwashers, single Frigidaire dishwasher, Thermador twin ovens, Samsung gas cook top, GE beverage/wine fridge, Kitchenaid microwave). Professionally hardscaped and landscaped property with exceptional entertainment setting with newly-dusted in-ground pool, pool house with living room, kitchen and changing room/full bath. A charming split rail fence enhances the view of the private pond, shared by this owner and neighbors and is a stunning feature of this setting. Part of award-winning North Shore Schools, close to fine dining and shopping including the Americana Shopping Center. Gas in street, low taxes ($30,000). Note: 93 Private Rd will GPS as 93 McCouns the actual address, but the house is at the end of a Private Rd on the right, hence the MLS address.

93 Private Road, Old Brookville

$2,650,000

3488561 MLS

One of a Kind Offering! Build your Dream Home in the only gated community within the Village of Old Brookville. Enter this newly developed 23+ acre community through an impressive remote-controlled gate. Proceed on a secluded and lushly landscaped two-lane drive to the quiet sanctuary of a cul-de-sac with six buildable lots ranging from 3 to 4 acres each. Conveniently located only 25 miles from Manhattan and close to fine dining and shopping. Adding to the beauty and ambiance of the area, across the gated entrance to the Chatwal Estates, there is a 60-acre parcel that is to be forever preserved in its natural state. Great price The only gated community in Old Brookville. Six fully developed lots with all utilities underground. Ready to build.

172 Hegemans Lane, Old Brookville

$2,525,000

3488560 MLS

One of a Kind Offering! Build your Dream Home in the only gated community within the Village of Old Brookville. Enter this newly developed 23+ acre community through an impressive remote-controlled gate. Proceed on a secluded and lushly landscaped two-lane drive to the quiet sanctuary of a cul-de-sac with six buildable lots ranging from 3 to 4 acres each. Conveniently located only 25 miles from Manhattan and close to fine dining and shopping. Adding to the beauty and ambiance of the area, across the gated entrance to the Chatwal Estates, there is a 60-acre parcel that is to be forever preserved in its natural state. Great price The only gated community in Old Brookville. Six fully developed lots with all utilities underground. Ready to build.

168 Hegemans Lane, Old Brookville

$2,350,000

3488559 MLS

One of a Kind Offering! Build your Dream Home in the only gated community within the Village of Old Brookville. Enter this newly developed 23+ acre community through an impressive remote-controlled gate. Proceed on a secluded and lushly landscaped two-lane drive to the quiet sanctuary of a cul-de-sac with six buildable lots ranging from 3 to 4 acres each. Conveniently located only 25 miles from Manhattan and close to fine dining and shopping. Adding to the beauty and ambiance of the area, across the gated entrance to the Chatwal Estates, there is a 60-acre parcel that is to be forever preserved in its natural state. Great price The only gated community in Old Brookville. Six fully developed lots with all utilities underground. Ready to build.

162 Hegemans Lane, Old Brookville

$2,288,000

6 Beds ⋅ 7 Baths ⋅ 3488531 MLS

Priced for quick sale!!! A Rare Opportunity to Own a Brookvile with a Legal Accessory Apartment! Majestically Located On The North Shore Of Long Island In A Prestigious Gold Coast Village, This Exquisitely Renovated Elegant and Spacious New England Colonial Home Is Set On 1.663 Acres of Park-Like Grounds. Custom Built (Mother/Daughter) in 1998 and Fully Updated in 2023 with High End Finishing's Throughout. This Stunning Home Offers an Unparalleled Level of Privacy & Serenity. True Elegance Designed for Gracious Heritage and Maximize Comfort for Multi-Generations Living. This Exceptional Home Provide Classic Design, Paired with Sleek Contemporary Amenities, all Exceptionally Crafted & Thoughtfully Designed Open Floor Plan. It Boasts a Retreat Lifestyle and Welcomes You to a Beautiful Courtyard Leading to the Grand Entry Foyer, Formal Living Room with a Wood Burn Fireplace, Great Room for Library or Extra Bedroom, Gourmet chef's kitchen with Viking Appliances & Quartz Countertop, Banquet- Sized Dining Room & Spacious Dining Nook Which Both have 8 Foot French Doors Overlooking Picturesque Property. The Left Wing Includes Living room, En-suite, Powder Room and Addition Laundry Room. The Right Wing Offers A Sumptuous Primary Suite with Spa Bath and Shower, 2 Walk-in Closets and Private Sitting Area. There are 3 Additional Bedrooms and Additional 2 Full Bath Complete the Main 2nd Floor.The Fully Finished Basement With 8' High Ceiling & Wide Walk Out Entrance Provide Extra Space. Brand New Roof & Cedar Siding As of 6/26/23, Navian Tankless Smart Gas Furnace, Three Car Attached Garage, Walking Distance to Golf & Country Clubs, Close to Shopping, Major Highways, Entertainment, Golf Courses, Horse Farms and 2 Train Stations , North Shore Schools. True Taxes without Star! Too Much to Mention!!

178 High Farms Road, Old Brookville

$9,500,000

7 Beds ⋅ 11 Baths ⋅ 3488336 MLS

Old Brookville. This gated 3+ acre estate is not your everyday listing. Built for the luxurious entertainer in you, let the plush landscaping and gardens capture you and your guests. Nestled on a private cul-de-sac and located in the heart of Old Brookville is your next dream home - 4 Valentine Farm Court. This custom built brick home features generous sized rooms, a private library, 7 grand bedrooms, 6 full baths, 5 half baths, cathedral ceilings, mahogany doors and trim, marble floors, 5 fireplaces, private balconies, a full size elevator and a 5 car garage. To satisfy the entertainer in you, there is a walkout lower level banquet hall that can accommodate hundreds of guests and is equipped with a commercial grade prep kitchen, walk-in pantry and his and her separate bathrooms. This lower level walks out to the Pool, Pool House and Tennis / Sports Court for your outdoor enjoyment. If you're looking for something exquisite and accommodating, 4 Valentine Farm Court will capture your heart and impress your guests.

4 Valentine Farm Court, Old Brookville

$1,350,000

2 Beds ⋅ 2 Baths ⋅ 3486716 MLS

Welcome to Old Brookville! Gold Coast Circa 1790 Colonial and Guest Cottage. Enjoy your own compond perfectly situated on 2 plus bucolic acres. Both main house and guest cottage have been tastefully updated and beautifully maintained. Main House Features Include: A living room with wood burning fireplace, adjoining den, formal dining room, eat-in-kitchen and powder room. The second floor offers two bedrooms, adjoining dressing room, office and full bathroom. The cottage features a great room with fireplace, kitchen, powder room and second floor bedroom and full bathroom. Exterior Features Include: Artist Studio, Bluestone Patio and 10' Hot Tub. The combination of architectural details, location and lifestyle make this the ideal choice for today's discerning buyer.

10 Hegemans Lane, Old Brookville

$1,699,000

5 Beds ⋅ 6 Baths ⋅ 3487440 MLS

Old Brookville Farm Ranch on 2 Acres With 4,500 Sqft of Living Space, Offers 5 Large Bedrooms, 5 1/2 Baths, EIK With Granite Countertops, SS Appliances, Hardwood Floors, Lots Of Closet/Storage Space, Full Finished Basement, With Full Bath, Jacuzzi. Attached 2 Car Garage, In Ground Sprinklers, North Shore Schools

2 Copperfield Lane, Old Brookville

$4,488,000

5 Beds ⋅ 5 Baths ⋅ 3483444 MLS

A distinguished and sophisticated residence tucked away in the coveted neighborhood of Old Brookville, New York. This majestic colonial house sits elegantly on a sweeping 2-acre plot, offering a seamless blend of privacy and prestige. As you enter the home, the grandeur of the foyer immediately strikes you. It's the perfect preamble to the home's exquisite features. To the right, the spacious dining room awaits, a place where every meal becomes an event. Adjacent is the cozy living room, your ideal sanctuary for rest and relaxation. Upon entering the foyer, you'll be greeted by an expansive great room, showcasing one of the property's two inviting fireplaces. The heart of the home lies in the state-of-the-art chef's kitchen. Designed for the most discerning of culinary enthusiasts, it boasts high-end appliances/ Wolf and Subzero, ample preparation space, and an eat-in kitchen area. Surrounded by floor-to-ceiling windows, you'll dine while bathing in natural light and gazing upon the expansive backyard. The outdoor space truly is a sight to behold. An inviting pool beckons, bordered by a practical and stylish outdoor kitchen. Beyond that, a vast, well-manicured grassy area extends, perfect for various outdoor activities. Venture down the charming stoops to truly appreciate the size and serenity of this private paradise. For automobile enthusiasts, the property features two garages: a commodious four-car garage and a secondary two-car garage, providing ample storage and showcasing opportunities. Back inside, practicality meets sophistication. A convenient pantry keeps your chef's kitchen clutter-free, while a dedicated laundry room makes everyday tasks a breeze. The property boasts a primary suite complete with an ensuite spa-inspired bathroom, warmed by the home's second fireplace. This relaxing haven flows seamlessly into a patio that opens up to the vast expanse of the backyard. Accompanying this are four additional spacious bedrooms and four decadent bathrooms, each exuding luxury and comfort, as well as a charming powder room for your guests. Venture upstairs to discover a loft on the second floor, a flexible space that can cater to a range of needs. The second level also features a versatile office space, perfect for working from home or managing personal affairs. To ensure your utmost comfort, the home includes radiant floor heating throughout, with individual controls in each room for personalized climate adjustment. The elegance of this property extends beyond the confines of the home, you'll find yourself immersed in a neighborhood characterized by its beauty, tranquility, and sense of community. MORE PHOTO'S TO COME

7 Maria Lane, Old Brookville

$2,100,000

5 Beds ⋅ 6 Baths ⋅ 3469720 MLS

Perfectly poised on bucolic property in the sought after village of Old Brookville. An impressive circular driveway welcomes you to this very gracious 5 bedroom, 5 and 1/2 bath sprawling ranch offering gleaming hardwood floors, detail molding, and large windows with picturesque views from every room. People are drawn to this unique area for its timeless appeal and natural beauty retained through vast land preserves, botanical gardens and arboretums. This home lends itself to entertaining in style or fun filled parties for all indoors or out. The generous size rooms are conveniently accessible to each other with doors leading to the outdoor gathering space. The heated pool and cabana with 2 changing rooms and 1/2 bath is set on private parklike property with serene views. Convenient to beaches, golf, museums, equestrian facilities and fine shopping and dining. The timeless appeal of Long Island's North Shore is legendary. Today, this is still one of the most attractive regions in New York defined by beautiful beaches and serene tree-lined roads that wind past gracious homes and historic properties. Located close to the Long Island Railroad, fine dining, shopping, cultural arts centers, beaches, marinas and two international airports. All these features make this one level home with 5,000 (approx.) square feet of living space, set on flat property the perfect home.

22 Pheasant Hill Lane, Old Brookville

$12,500,000

8 Beds ⋅ 12 Baths ⋅ 3361802 MLS

Woodside is a truly magnificent restored gem in the heart of the North Shore. This French Norman house is set on over 12.5 acres and has been upgraded with every update and amenity to afford the best of past and present. Located just minutes from the village of Locust Valley and less than 30 miles to Manhattan. A rare opportunity to own an important part of local history by Benjamin Wistar Morris of LaFarge & Morris. .

289 Piping Rock Road, Old Brookville

$1,599,000

5 Beds ⋅ 5 Baths ⋅ 3450363 MLS

Prime Cul-De-Sac Location in the Heart of Old Brookville. Two Sprawling Flat Acres. North Shore School District. Close to Shops and Transportation. 3000 Sq. Ft. House Built in 1924 Plus Other Structures. Being Sold "AS IS", No Representation.

3 Woodhollow Lane, Old Brookville

$2,699,000

6 Beds ⋅ 5 Baths ⋅ 3435357 MLS

On a private road, in the heart of Old Brookville is this Impressive Georgian Colonial. Completely redesigned, this home boasts 5,116 square feet of living space. The stunning foyer with bridle staircase introduces the beautiful living room and dining room. The gourmet kitchen with custom cabinetry, high end appliances and large eat in area is adjacent to the family room which offers an impressive wood burning stone fireplace, both provide access to the rear yard. Six bedrooms and 4.5 designer baths are all customized to perfection. The primary suite is a private retreat with fireplace and spacious sun deck. The blissfully quiet, resort style yard has been newly reconstructed and landscaped. Enjoy the charming, covered porch, fully equipped outdoor kitchen, fire pit and gorgeous saltwater pool all, trimmed with stone planters, flower beds and travertine patios and walkways. Fully fenced yard. North Shore Schools. Seller will give a $10,000 credit to the purchaser at closing for Real Estate Taxes! Tax Grievance has been submitted. New Pool Heater & Pool Lights.

11 Woodfield Lane, Old Brookville

$4,599,000

5 Beds ⋅ 7 Baths ⋅ 3478956 MLS

Extraordinary New Contemporary Home With Expansive Living Space Overlooking More Than 2 Acres Of Exquisitely Landscaped Grounds And Sweeping Lush Green Lawns. Your Sanctuary For Living, Playing, Relaxing, And Entertaining. A Charmed Retreat Far From The Stress Of Today's World Featuring Impeccable Style And Modern Grace, This Home Is Well-Suited For Today's Luxurious Lifestyle. As You Step Inside You Are Welcomed By Spacious Natural Light Filled Open Floor Plan Where Sophisticated Architecture Puts An Emphasis On Family Enjoyment Blending Uncompromised Quality, Design, And Luxury. This Home Is Rich With Amenities Matchless Finishes, Oversized Rooms, And A Floating Hollywood Staircase. Appreciate The Main Floor Which Features An Incredible Ambiance While Offering Areas To Relax, Dine And Entertain. Lose Yourself In The Warmth Of One Of The Three Fireplaces And Smell The Aroma's Coming From The Spacious, High-End Eat-In Gourmet Kitchen Which Is As Sleek As It Is Functional. Relax And Wind Down Your Day In The Finished Lower Level, Or Step Outside To Your Private Oasis. Luxury And Serenity, Swim In The Pool, Have A Cocktail On The Pavilion, Serve Hors-D'-Oeuvres From The Outdoor Door Kitchen, Put Your Feet Up At The Fire Pit. Supported By A Full House Generator, You And Your Family Will Always Feel Comfy. The Estate Is Encircled By Grand Estates And Beautiful Properties. Only Minutes From Award Winning Golf, Delightful Village Shops, Restaurants, Beaches, Boating And Train Station Providing A Comfortable Commute To Manhattan. Park Your Car In The Courtyard Or 3-Car Heated Garage. Locust Valley School District And Close To Private Schools Too. Yes, This Home Is The One You Wished You Lived In. And Now It Can Be Yours. Completion Date Summer 2023.

255 Piping Rock Road, Old Brookville

$2,290,000

5 Beds ⋅ 7 Baths ⋅ 3478640 MLS

Beautiful 2 Story Contemporary Home. Over 1 Parklike Acre In Prime Location. Spacious Bright Living Rm with 2 Separated Family Rooms and 2 Wood Burning Fireplaces and Skylight. New Roof, New Boiler Installed. Large Eat-In Kitchen, Formal Dining Room. Full Finished Basement With Recreation Rm, Dry Sauna, and Gym. Large Deck With Composite Decking. Attached is 2 Car Garage. North Shore School District. Conveniently Located To Transportation & Shopping. The House Is Located In a Cul-de-sac Through a Private Rd.

1 Heritage Ct., Old Brookville

$1,650,000

4 Beds ⋅ 4 Baths ⋅ 3456163 MLS

14 Pound Hollow Road, provides the Opportunity for a Developer or Homeowner to acquire 2 acres of prime land located in the world-renowned Old Brookville, Gold Coast area. The Original 4200 SF Home Features 3 Fire Places, 4 Bedrooms and 3.5 Baths. A Guest House sits on the property over looking the pool. Close Proximity to World Class Golf Courses, Equestrian & Arable Farms.

14 Pound Hollow Road, Old Brookville

$1,999,999

3445842 MLS

Rare Opportunity to build your Dream Home in the highly coveted Village of Old Brookville. This spectacular 2+ flat acre property is located at the end of a beautiful & quiet cul-de-sac cleared and ready to build. Easy access to 25A and the highways plus close to fine dining & shopping. Create your perfect home, part of the award winning North Shore SD. One of a kind offering!

10 Stone Gate Lane, Old Brookville

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