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132 Houses For Sale in Glen Head, NY

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$2,495,000Est. Payment
6 Beds | 5 Baths | -- Sqft
8 Carlisle Drive, Old Brookville, NY 11545
House For Sale

Brick center hall colonial sits on two flat acres with a backyard oasis. Once you enter the home, you quickly realize the luxury & attention to detail in the construction. With a 2-story foyer, extensive trim work, a sunken living room with glass privacy doors that lead to the family room with custom built-ins that surround a wood-burning fireplace, floor to ceiling windows allowing plenty of natural light to come through. The home features an oversized dining room, an updated kitchen with a large center island, custom cabinetry, and stainless steel, high end appliances. Radiant heat flows throughout the home and there are two staircases in the home for your convenience. Four generous sized bedrooms & three large bathrooms, plus a game room for the kids above the garage. Oversized master bedroom with a large walk-in closet & a master bath with double vanity, Jacuzzi tub & stand up shower. The lower level is perfect for a playroom with a private bathroom, another den & a great gym area.

$1,999,900Est. Payment
6 Beds | 7 Baths | -- Sqft
5 Bridle Path Ct, Muttontown, NY 11545
House For Sale

This Contemporary house has a 3-car garage and is nestled on 2.13 Acres. First floor features high ceiling Living room with Fireplace, Formal Dining, Master Suite with luxury Bathroom, Family Room, Powder Room. Updated Kitchen has a large Center Island with Brand new flooring & Granite counter tops. Off the kitchen is a fully Enclosed Sun room perfect for all four seasons. Main floor also has a Guest room with Full Bath & Laundry Room with multiple closets for storage. Second Floor has another Family room, Master Bedroom with 2 Walk-in Closets & Full Bath, 3 additional bedrooms and full bath. Basement hosts a dancing floor, Wet Bar, Gym, Sauna bath & 2 half baths. The entire basement is wired in with Speakers converting it to be a perfect entertainment center. Beautiful backyard has Gazebo, Tennis court & Pond.

$1,499,000Est. Payment
5 Beds | 4 Baths | 4,062 Sqft
35 Brookville Lane, Old Brookville, NY 11545
House For Sale

Privacy, space and easy one floor living offered in this sun drenched ranch on 2 flat acres. Main house plus 2 barn structures for horses, gym or storage. This country lane is centrally located in the Village of Old Brookville on Long Island's beautiful North Shore, just 25 miles to Manhattan. Numerous working farms, state parks, recreational and cultural points of interest nearby. The home features large windows, an open plan including recently refurbished den with fireplace and sitting room plus large formal dining experience possible. Home Office! A bright kitchen extends to breakfast room and side entrance mud area, bedroom and bath. 5 bedrooms and 3.5 baths. 2nd floor bonus room or yoga studio. Every view is of nature, greenery and flowering gardens. Plantings on the property include roses, peonies, hydrangeas, huge rhododendron, bushes, cherry blossoms, holly trees, wisteria and chestnut trees. Expansion possibilities. North Shore School District and Glen Head Elementary.

$2,495,000Est. Payment
5 Beds | 8 Baths | -- Sqft
10 Glenby Lane, Brookville, NY 11545
House For Sale

"Spruce Pond" , anchored by a private estate drive and picturesque pond, transports your senses to the tranquil country setting of home. Recently renovated throughout, this residence offers consummate details, symmetry and welcoming living space. The heart and soul of you days will happen in the expansive renovated eat -in kitchen and entertainment space. Features include all that a caterer's kitchen would need, the warmth of three fireplaces, rich hardwood floors, proportionately scaled rooms with every amenity one could desire. The principal bedroom wing is conveniently located on the main level and comprises a sitting area and luxurious spa bathroom. There are three additional bedrooms en-suite plus a separate guest wing and handsome home office. Two landscaped acres, an inviting pool and newly renovated cabana are an entertainer's delight. Three car-garage. Locust Valley School District.

$2,295,000Est. Payment
4 Beds | 5 Baths | 4,800 Sqft
96 Pound Hollow Road, Old Brookville, NY 11545
House For Sale

Seller Relocating after totally renovating their Dream Home with 5-Star new kitchen, baths, floors, new bar room, radiant heat throughout, new windows, new roof, new systems. These elegant rooms are expansive and impressive with cathedral and tray ceilings, oversized windows, high-end finishes and quality workmanship. This exceptional home was customized with every attention to detail and no expense spared for the owners themselves, now unexpectedly relocating out of state! Move right in and make this your Forever Home! Low taxes! $22,118

$2,399,000Est. Payment
5 Beds | 6 Baths | 5,331 Sqft
5 Winchester Drive, Muttontown, NY 11545
House For Sale

Desirable Brookfield Estates..This Sophisticated 5 Brms, 5.5 Baths Post Modern Style Home Features A Fabulous Mst Suite on Main Level, An Extraordinary Layout with Great Entertaining Flow, Large Family Room with Fireplace and Wetbar, Formal Dining Room, EIK with Top of the Line Stainless Steel Appliances, Beautiful Hardwood Floors Throughout, Exquisite Landscaping with 45' Gunite Heated Pool, 3 Car Garage, Full Basement. House is in Mint Condition, Many Extras Including Security System and Generator.

$2,899,000Est. Payment
6 Beds | 5 Baths | 5,700 Sqft
18 Hickory Drive, Old Brookville, NY 11545
House For Sale

Grand Brick Home Built in 1998 With 6 bedrooms (one on first floor), 2.5 Flat and Beautifully Landscaped Acres WIth In-Ground Swimming Pool. This Home Features 5700 Square Feet On Private Road Located In Old Brookville, Entertain and Relax In The Welcoming Family Room and Eat In Kitchen Along WIth Formal Entertaining Living and Dining Rooms. The Second Floor Offers A Generous Master Suite and A Junior Master Suite and Three Additional Bedrooms

$2,799,000Est. Payment
5 Beds | 5 Baths | 4,699 Sqft
51 Linden Lane, Upper Brookville, NY 11545
House For Sale

So chic and 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 and formal dinning room, timeless renovated kitchen and breakfast room, plus a jaw dropping great room are a few of the surprises that await. Brand new fabulous Kitchen, huge primary bedroom with sitting room and over the top brand new spa bath. North Shore Schools, low taxes, this home will not last!

$1,499,999Est. Payment
4 Beds | 4 Baths | 2,176 Sqft
1678 Cedar Swamp Rd, Brookville, NY 11545
House For Sale

A True Brookville Colonial Updated With All Of Today's Modern Amentities. Fully Gated Property. Huge Gourmet Kitchen, Gleaming Hardware Floors, Slate Roof and French Doors Leading To Blue Stone Patio Overlooking 2 Breathtaking Flat Acres, Heated lg Pool with Waterfall, Walking/Running tracks, Sports Court. Award Winning School District!

$4,200,000Est. Payment
6 Beds | 7 Baths | 8,777 Sqft
53 Wolver Hollow Road, Upper Brookville, NY 11545
House For Sale

Long Driveway leads to Joie De Vivre which is a classic Brick Manor Home built by James W. O'Connor for G. Chester Doubleday in 1936. Restored in 2003 with Old World Details Throughout, this 6 Bedroom house is situated on 8.61 Prime Hilltop Acres in the desirable Village of Upper Brookville. Centrally located near Highways, Shopping and Schools.

$3,499,000Est. Payment
6 Beds | 6 Baths | 6,600 Sqft
7 Heather Hill Road, Brookville, NY 11545
House For Sale

Brookville. Spectacular Newly Constructed Brick & Shingle Colonial Featuring the Highest Quality Construction with Fantastic Modern & Transitional Design. Beautiful Trim & Moldings Compliment Every Room of This Sun-lit Gem. Stunning 20 Foot Foyer with Carrara Marble Floor, Over-sized Proportioned Rooms. Set on the Most Serene Private 2+ Acres with 3 Car Garage, Full House Generator, Smart Home, Water Filtration System, Radiant Heat and Elevator Ready.

$799,000Est. Payment
4 Beds | 2 Baths | 1,627 Sqft
100 N Plymouth Drive, Glen Head, NY 11545
House For Sale

Stunning Newly Renovated Home In The Heart Of Glen Head Estates With Open Floor Plan And Spacious Flow. Home Is Situated Mid Block On A Beautiful & Quiet Tree-Lined Street. Picturesque Home Is Filled With Warmth & Sunlight In Each Room. Gorgeous New Quartz Kitchen w/ Stainless Steel Appliances And 7 ft Peninsula. New Luxurious Designer Bathrooms Complete w/ Stand-Up Showers, Soaker Tub, And Double Sinks. Beautiful Hardwood Floors Throughout, New Solid Hardwood Interior Doors & Hardware, Five New Ductless Air Units Both For Air & Heat, And Redesigned Wood-Burning Fireplace w/ Stunning Tilework And Rustic Wood Mantle. Full Finished Basement w/ Laundry Area & Storage. Updated Windows, Slider To Backyard, Skylights, Roof, Boiler, Hot Water Tank, & 200 Amp Electric. New Landscaping & Plantings Give This Home Perfect Curb Appeal. Private & Serene Backyard Perfect For Relaxing Or Entertaining. Absolute Perfection! Amazing Opportunity In North Shore School District. Don't Miss This One!

$2,790,000Est. Payment
7 Beds | 6 Baths | 6,897 Sqft
6 Hemlock Drive, Brookville, NY 11545
House For Sale

Prestigious Brookville Community! Double Door Entry With A Japanese Garden Featuring a Koi Pond, Natural Stone Waterfall and Fountain. Wonderful 7000sqft Contemporary Colonial Boasting 7 Beds 5.5 Baths Situated on 2.31 Lush Acres In The Heart Of Brookville. Master Suite On Main Floor, Huge Study w/Oversized Skylights And Extensive Millwork, EIK with Add'l Chefs Station w/Gas Cooktop, Formal Dining And Den. The Second Level Offers 5 Beds,2 Baths & Loft. Unparalleled 3000sq ft Lower Level Appointed With Onyx Inlaid Floors. Custom Bar, Media Room, 600 Gallon Fish Tank, Steam Room, Cedar Closet, Billiard And Ping-Pong Rooms, Gym & Storage. Whole House Generator, Inground Gunite Heated Pool,1st floor Guest Quarters w/Separate Entrance,3 Car Garage, Top-notch Jericho SD.

$2,925,000Est. Payment
7 Beds | 7 Baths | 8,000 Sqft
2 Colonial Drive, Upper Brookville, NY 11545
House For Sale

Back on the Market...Motivated Seller..Gorgeous,Custom Built All Brick Colonial With Full Walk Out Lower Level. Approx. 8000sf On Three Levels. Second Gourmet Kitchen In Lower Level W/Entertainment Area, Gym, Fireplace,Full Bath And Guest Suite. Property Has A Generator And Is Meticulously Landscaped With Gunite Heated Pool, Tennis Court and Expansive Lawn. This Is An Incredible Home And A Must See For Any Serious Buyer.

$6,495,000Est. Payment
7 Beds | 11 Baths | -- Sqft
5 Summerwind Drive, Muttontown, NY 11545
House For Sale

MUTTONTOWN_'THORNWOOD' ESTATE. Built In The 1920s, This Historical Masterpiece Has Been Restored To Its Authentic Beauty, Reflecting The Elegance And Style Of A French Renaissance Chateau. A Multi-Million Dollar Interior/Exterior Restoration. Includes The Highest Quality Craftsmanship & Extensive Artistic Gold Leaf Painting & Ceiling Frescoes - Featuring Incredible Outdoor Entertainment With Inground Pool & Spa, and Much More!! Gold Coast Luxury Living At Its Finest.

$679,000Est. Payment
3 Beds | 2 Baths | -- Sqft
5 Brookwood Street, Glen Head, NY 11545
House For Sale

Pride of Ownership Reflected in this Warm, Inviting, Comfy Solar Heated Colonial. Kitchen, Upstairs Bath, Roof, Siding & Paver Patio Done in 2013. Sooo Many Other Updates. Largest Lot on Block w/Fenced in Private Charming Yard w/2 Patios, Deck off Kitchen, Firepit & Access to Redone Garage/Workshop. Driveway access is a Right of Way over Next Door Neighbor"s Driveway. CAC on 2nd Flr & AC Wall Units on !st Floor. 23 Yr Transferable Solar Warranty (Bought & Installed in 2018) Oil Tank Outside Above Ground. Sooo Conveniently Close to Shops, RR, Beach, Sunsets, Highways Glenwood Elementary

$839,000Est. Payment
4 Beds | 3 Baths | -- Sqft
7 Central Dr, Glen Head, NY 11545
House For Sale

Location! Location! Location! Sought after North Shore Acres this lovely home is set on over 1/2 acre, offering 4 bedrooms, 2.5 bath, banquet size Formal Dining room with FPL, Elegant Great Room with Cathedral ceiling and much more! The perfect home for entertaining! Great Value!!!!

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