Browse All Glen Head NY Properties for Sale

This captivating vintage Colonial features an inviting rocking-chair porch and an expanded layout that exceeds all expectations. Boasting a living room, dining room, expansive country kitchen with breakfast bar, generous den, 4 bedrooms including a Primary suite, 2 full baths, a gym area, basement, 1-car garage, CAC, and impressive SOLAR PANELS resulting in an average of just $15/month in electric bills. With low taxes under $12,000 (with basic STAR) and part of the Blue-ribbon North Shore School District, this home offers easy access to fine dining and shopping. Won't last!

Glen Head

$939,000

4 Beds ⋅ 2 Baths ⋅ 3516395 MLS ⋅ The Promenade BLDG.

Welcome to this Beautiful, Glen Head Tudor which offers a unique combination of charm coupled with so many modern updates. This pristine home offers 4 Bedrooms, two of which are on the main floor, and 2 Full Baths. Eat-in-Kitchen with Marble countertops and Stainless-Steel appliances. Formal Dining Room with built in bench and Very Large Living Room with Gas Fireplace. Bright, Home Office, Hardwood floors throughout and Radiant Heat in the Kitchen. Nest Thermostats, and 4 new Ductless A/C Units. Finished Basement with Laundry, walk-out access to a 1 Car Garage and utility room in the garage. Meticulously landscaped, spacious backyard, fully fenced in, with two newly paved patio areas perfect for entertaining. 4 Zone Sprinkler System, Updated Windows, New Hot Water Heater & Young Roof. Very Low Taxes! Conveniently situated close to Schools, Great Restaurants, LIRR for easy commuting, the Town of Glen Head, the Library, Shops, and so much more. A Must See!

2 Cedar Lane, Glen Head

$3,479,000

6 Beds ⋅ 5 Baths ⋅ 3512413 MLS

ENJOY QUIET LUXURY AT ITS BEST. Bordering Old Brookville (w/o extra village taxes). 5,699SF of HIGH END PERFECTION complementing a fully utilized flat lot that allows more USABLE space than most 2+ acre properties. Completely updated open concept home with spacious rooms and a 22x55sf in-ground saltwater pool. Featuring cathedral ceilings, 6 bedrooms, 5 bathrooms, 1st floor primary suite, 2nd floor 955sf primary suite, gourmet chef's kitchen, fully equipped 13 seat movie theater, gym, game room and storage, within a finished basement, 2 fireplaces, radiant flooring, smart home features, whole house generator and a multitude of amenities. The house has a circular driveway (town no longer approves permits for circular driveways) THIS PROPERTY SURPASSES ALL EXPECTATIONS.

162 High Farms Road, Glen Head

$879,000

3 Beds ⋅ 2 Baths ⋅ 3511253 MLS

Welcome to this serene, and spacious 3 bedroom 2 bathroom home located within The Promenade of Glen Head. It is surrounded by tranquil landscaping , Featuring a deck, koi pond and multi-level gardens throughout. You will feel eager to spend your time here. Step inside to your charming kitchen on the main floor with granite counter tops and updated appliances. The more than spacious living and dining room area have endless windows creating a light and open atmosphere. The living area is also featured with a wood burning fireplace! The family room leads the the back deck that overlooks the beautiful yard. Head upstairs to 3 bedrooms each with large closet space.Upstairs also includes a full bathroom. Head to the lower level to find a wood burning fireplace, bar area, and walk out entrance. There is also a 1.5 car attached garage! This is a home you don't want to miss! House sold as is.

6 Cedar Lane, Glen Head

$899,000

2 Beds ⋅ 2 Baths ⋅ 3509499 MLS

Builders Delight! Discover the perfect canvas for your dream home with this exceptional opportunity! Nestled on a spacious .39-acre parcel, this property combines three lots to create an expansive canvas for your custom-built masterpiece, perched high above the rolling greens of the prestigious Glen Head Country Club Golf Course. With this generous land size, you'll have ample space for a spacious residence, lush landscaping, and all the amenities your heart desires. Situated in a sought-after community, this property not only provides an idyllic setting and North Shore School District. Whether you're a seasoned builder or looking to craft your forever home, this is a rare opportunity that won't last long. Lots 302, 303 & 304

95 Glen Cove Drive, Glen Head

$2,799,000

7 Beds ⋅ 5 Baths ⋅ 3508068 MLS

Welcome to this majestic home set on 2.2 acres of flat land. This inviting property is the epitome of comfort and is perfect for those who love to entertain. Step inside the foyer and be greeted by the elegant living room featuring a wood burning fireplace and abundant natural light. The oversized dining room provides a sophisticated space to host dinner parties and special occasions. The library/den, with its fine millwork, wood-burning fireplace and built-in banquette, offers a relaxing and cozy space to unwind after a long day. Offering 7 bedrooms and 4.5 baths this home provides plenty of space for accommodating guests. The large eat-in kitchen with ample counter space is perfect for those who love to cook, making it a chef's dream! One of the features of this home is the new bluestone patio. With convenient walkout access, you can easily enjoy meals surrounded by lush greenery. In addition to the patio there's also a side covered porch, providing a shaded retreat. The partially finished basement adds even more living space, which can be used as a playroom, media room, or a home office depending on your needs. Overall this property offers a perfect blend of comfort, space and outdoor living, making it a great choice for anyone looking for a versatile living space. North Shore Schools, A Must See!

163 High Farms Road, Glen Head

$1,748,000

5 Beds ⋅ 4 Baths ⋅ 3507968 MLS

This elegant and spacious 5-bedroom Center Hall Colonial is situated on a gorgeous professionally landscaped acre with brick patio, just marble-dusted heated gunite inground salt water pool & spa plus outdoor shower and 'cabana bath' inside back door. This sun-drenched home has been lovingly maintained with beautiful granite kitchen with Viking gas stove & Sub Zero fridge, 8-year roof, exterior painted 7 years ago, With a perfect layout and expansive rear yard, this residence provides a comfortable setting for family fun and exceptional entertaining. Partially finished basement, 2-car garage, natural gas heat, CAC, buried electrical lines, whole-house generator, outlet in garage for electric car charger, part of award-winning North Shore School District, low taxes less than $20,000! (Link to Special Features: https://www.dropbox.com/scl/fi/wdncq29tnotfpwkd3at68/17-Wedgewood-special-features-word.docx?rlkey=fr6q8yqklyqkqqzws9djx15u1&dl=0

17 Wedgewood Court, Glen Head

$680,000

5 Beds ⋅ 3 Baths ⋅ 3507913 MLS

This Special Income Producing One - Family House Is Being Sold " AS IS " !!! Completely Renovated Inside In 2018! New Windows, New Appliances, New Eat-In Kitchen, New Floors, New Bedrooms, New Bathrooms , New Laundry Room ! New Roof Finished In 2023! Mutiple Parking Spaces! 3 Independent Heating Zones! Close To LIRR. Shops & Parks Near By ! All Cash Buyers Welcome !!! Bank Pre-Approval Letter & Bank Funds Approval letter/Statements Are The MUST !!! 48 hrs Notice Required Please ! All The Information Must Be Verified By The Purchaser Including But Not Limited to Real Estate Tax , Zoning, C.O. And Size Etc.. Won't last Long !

669 Cedar Swamp Road, Glen Head

$599,000

4 Beds ⋅ 2 Baths ⋅ 3507767 MLS

Presenting a wonderful opportunity in the coveted North Shore Dist, this 4-bedroom, 2-bathroom home is situated in an award-winning school district with low property taxes, totaling just $13,355. The property has been vacated and is ready for viewings. and all-cash offers will be given priority. Notable features include a basement with a separate entrance. Convenience is key, as you can walk to a supermarket in just 5 minutes and reach an elementary school within the same short walking distance. Long Island's train station is also a mere 10-min by walk, making commuting a breeze. Additionally, a 35-minute drive will take you to bustling Flushing. This property offers great potential for those looking to invest in a top-rated school district. With proximity to amenities and transportation, it's a promising choice for your future home. Don't miss the opportunity to make it your own!

23 Post Street, Glen Head

$760,000

3 Beds ⋅ 2 Baths ⋅ 3507139 MLS

Move right in to this beautifully renovated, charming cape in the heart of Glen Head. Complete with a NEW roof as well as recently installed Board & Batten siding, this lovely home offers a private side entrance that leads to a stone patio with ample room for entertaining. Inside boasts new hardwood floors throughout the spacious main level and a newly renovated kitchen with energy-star appliances and a stunning copper sink among the thoughtful touches. Relax by the fireplace or in the sun-drenched den with sliders to outside. The second level features three bedrooms as well as a full bath, and the full basement, with laundry, provides even more space to call your own. This home is a commuter's dream and won't last!

21 Prospect Street, Glen Head

$5,988,000

3505850 MLS

Introducing a truly incomparable, 8+ acre development opportunity in the affluent Gold Coast community of Brookville, New York. We are thrilled to present this remarkable property with preliminary approval to subdivide into four exclusive luxury estates, nestled in its own private cul-de-sac. 1622 Old Cedar Swamp Road is one of the last prime development opportunities on the Gold Coast. It offers, tremendous profit potential to any developer, investor or end-user. Situated within the Jericho school district and a short drive to Portledge and Friends Academy. Moreover, this property is uniquely equipped with equestrian amenities, adding to its allure and potential for creating an exceptional lifestyle experience. Enjoy world-class shopping destinations a mere mile away, ensuring convenience and luxury at your fingertips.

1622 Old Cedar Swamp Road, Glen Head

$885,000

3 Beds ⋅ 3 Baths ⋅ 3504636 MLS

Totally Renovated and Expanded Cape on a tree-lined street. All new Eat-In-Kitchen and full baths. Hardwood floors throughout. Gas fireplace, gas heat, CAC. Close to school, shops and LIRR. North Shore Schools

1 Orion Place Unit #A, Glen Head

$599,000

2 Beds ⋅ 1 Baths ⋅ 3501347 MLS

Set in a prime location in North Shore School District this 2 bed, 1 bath ranch style home is walking distance to Glenwood Landing Elementary. Just Minutes to Tappan Beach, Marina, Swan Club, Shops & Restaurants, Golf, Parks and more. Quick train ride from Glen Head Station to NYC. Low taxes. Will not last!

107 Kissam Lane, Glen Head

$1,799,000

4 Beds ⋅ 3 Baths ⋅ 3500302 MLS

Glen Head. This charming 4 bedroom, 2.1 bath, brick-Ranch style home is positioned perfectly at the end of a quiet cul-de-sac on one acre of professionally landscaped property, sitting on the border of Glen Head and Old Brookville. Once you pull up, you immediately notice a nice long driveway that can accommodate multiple vehicles, a Bluestone walkway, covered front porch and a custom handcrafted front door. Once inside, you are greeted with a large front foyer that offers natural light coming in from a skylight and vaulted ceilings. Immediately to your right is your comfortable formal living room with plenty of windows and hardwood flooring throughout. On the other side of your front foyer is your formal dining room with another skylight and decorative moldings. As you continue through you are greeted with a generous sized family room that features a wood-burning fireplace and glass sliding doors that lead you out back. Off the family room is a large eat-in kitchen with custom cabinetry, stainless steel appliances and a separate wet bar. Additionally, the home offers two laundry rooms, mud room, 2-car garage/workshop, and a fully finished basement with an outside entrance and potentially a fourth bedroom. The primary bedroom features a beautifully updated en-suite bathroom and large walk-in closets and then there are two other bedrooms and an additional bathroom on the first floor. The backyard offers an in-ground heated pool with paver patio, oversized vinyl deck and automated awning, plenty of parking. Fenced-in property. Surround sound throughout inside/outside of home. This home features no stairs and is perfect for entertaining and is positioned in the heart of the North Shore's Gold Coast.

7 Hamilton Court, Glen Head

$1,650,000

5 Beds ⋅ 4 Baths ⋅ 3499086 MLS

Live in this undisputable tranquility great new house on large property, gorgeous design and landscape, and patio with BBQ gas line. House has high end appliances/material with quality construction. Foyer ceiling is roaring with 65" tall designer crystal chandelier. Basement, First and Second floors have 9' elevation. Open floor plan provides for large parties. Walk to House of Worship SECOND FLOOR: Spacious Master suite, 3 other Bedrooms, 2ND Bath and Laundry Room FIRST FLOOR: EIK, Formal Dining Room, Living Room, Family Room, Guest Suite, Powder Room, Butler Bar, Large Garage for any size SUV. BASEMENT: Slop Sink and Open Space SCHOOLS: Award winning North Shore School District

19 Glenwood, Glen Head

$929,000

5 Beds ⋅ 3 Baths ⋅ 3496275 MLS

Welcome to this spacious five bedroom, 2.5 bath home with great bones and ample living space. Nestled in the desirable North Shore School District, this residence presents an excellent opportunity for those seeking to bring their creative vision to life. With a beautifully landscaped front and back yard, a night swimming pool for evening relaxation, and unique Splanch-style design, adds character and a touch of elegance. Don't miss the opportunity to make this North Shore gem your own! Glen Head Elementary School.

311 Frost Pond Road, Glen Head

$1,399,000

4 Beds ⋅ 3 Baths ⋅ 3495801 MLS

Stunning Designer Home! Entry Foyer, Eik with Viking Appliances, Natural Quartz Countertop, Stainless Steel Back Splash. Living Room/Dining Room w/Fieldstone Fireplace. Primary Bedroom w/Full Bath & Walk in Closet, 2 Additional Bedrooms & Full Bath. Lower Level w/Living Area/Recreational Space, Full Bath, Office, Laundry/Utilities/Storage, & 2 Car Garage w/Epoxy Floor. Beautiful Deck w/Bar & Fireplace Great for Entertaining. Custom Shed w/Heat/AC. Oversized Driveway. A Must See!

47 Orchard Street, Glen Head

$879,000

5 Beds ⋅ 3 Baths ⋅ 3493403 MLS

Fabulous Opportunity to Make this Home Your Own! Entry Foyer, Living Room, Formal Dining Room, Eat in Kitchen w/Pantry & Door to Patio, .5 Bath, Family Room w/Fireplace & Sliders to Patio. 2nd Floor; Open Landing w/Closets, Primary Bedroom w/Full Bath & Walk in Closets, 4 Additional Bedrooms & Hall Full Bath. Private Yard w/Raised Patio. 2 Car Attached Garage.

7 Dogwood Lane, Glen Head

$945,000

3 Beds ⋅ 3 Baths ⋅ 3454071 MLS

Welcome to your dream home! This beautifully maintained ranch boasts 3 spacious bedrooms, 2 full bathrooms, and a convenient half bath. The open floor plan allows for effortless entertaining and everyday living. With an excellent flow from the spacious and sun filled living room, to the large and beautifully updated eat in kitchen, to a wonderful family room with wood burning fireplace and glass sliders opening to the outdoor deck area. Additionally, the fully finished basement provides additional living space and options for a playroom, home office, gym or more! Enjoy the outdoors on the cozy deck complete with a hot tub, perfect for relaxing after a long day. The attached 2 car garage provides ample storage and parking. Don't miss out on the opportunity to make this house your forever home.

319 Frost Pond Road, Glen Head

$922,000

3485896 MLS

We are excited to present a rare opportunity to build your dream home on a sunny 1.1-acre lot located in a highly desired neighborhood and school district. This spacious canvas provides endless possibilities for creating your own slice of paradise. Imagine building a contemporary masterpiece or a charming country retreat - the choice is yours. You can truly let your imagination run wild. Don't miss out on this incredible opportunity to bring your vision to life and start making your dream home a reality.

181 High Farms Road, Glen Head

$999,000

5 Beds ⋅ 3 Baths ⋅ 3485552 MLS

Experience the charm and elegance of this Hi- Ranch property, Located In The North Shore School District and within close proximity to the beach and LIRR Glen head station. Featuring 5 Beds 3 baths, and an open concept design, the living and dining areas seamlessly flow together, while a striking stone fireplace and woodburning stove add warmth and character. The recently updated eat-in kitchen features a banquette area, granite countertops, and stainless steel appliances. Throughout the house, the all-wood floors and crown moldings exude sophistication. The master bedroom offers a private oasis with its own ensuite bathroom featuring a luxurious steam shower. Additional bedrooms are spacious and filled with natural light. A standout feature of this property is the expansive low-level multi-room guest apartment, perfect for accommodating guests. Step outside into a serene oasis, complete with a 40x20 lap pool for exercise or relaxation and a generous entertainment patio for hosting gatherings. 1 car attached garage you'll appreciate the spacious driveway for ample parking. With its modern upgrades, convenient location, and desirable features, this move-in-ready gem is a must-see for those seeking quality and comfort.

48 Smith Street, Glen Head

$1,550,000

5 Beds ⋅ 3 Baths ⋅ 3486547 MLS

Live in this undisputable tranquility great new house on large property gorgeous design and landscape, and patio with BBQ gas line. House has high end appliances/material with quality construction. Foyer ceiling is roaring with 65" tall designer crystal chandelier. Basement, First and Second floors have 9' elevation. Open floor plan provides for large parties. Walk to House of Worship SECOND FLOOR: Spacious Master suite, 3 other Bedrooms, 2ND Bath and Laundry Room FIRST FLOOR: EIK, Formal Dining Room, Living Room, Family Room, Guest Suite,Large Garage for any size SUV. BASEMENT: Slop Sink and Open Space SCHOOLS: Award winning North Shore School District

2 Willard, Glen Head

$949,999

3 Beds ⋅ 2 Baths ⋅ 3484603 MLS ⋅ Hill Terrace BLDG.

Amazing opportunity to own in Hill Terrace! Home is placed on over 1/4 acre of land with plenty of room for a pool or just enjoy the beautiful property. This beautifully remodeled home features a living room with cathedral ceilings, a custom open layout kitchen with an island, and a sizable dining room! Also on the first floor are 3 bedrooms, 2 bathrooms and downstairs you will find a generous finished basement. A large two car detached garage offers plenty of storage space, space for your cars, or workshop. This home is perfect for a buyer looking to plant their roots in North Shore's A+ rated school district with endless future opportunities!

7 Lincoln Avenue, Glen Head

$3,250,000

5 Beds ⋅ 5 Baths ⋅ 3445890 MLS

Enjoy the privacy of a secluded North Shore community! Breathtaking entrance with a beautiful spiral staircase and floor to ceiling windows overlooking a pond! Spacious Master suite with an oversized bath. Must see property!!!!

21 Overbrook Lane, Glen Head

$3,698,000

8 Beds ⋅ 10 Baths ⋅ 3388285 MLS

Home to the award-winning North Shore School District, Glen Head is a vibrant community on the famed Gold Coast of Long Island. Offering a broad mix of housing styles from Colonials to Victorians to mid-century modern homes. Just 30 miles from Manhattan, Glen Head is an especially desirable location for commuters offering access to both main roads and the LIRR. Town of Oyster Bay Beaches, parks and other amenities abound within Glen Head which is a community with something for everyone.

6 Bowden Lane, Glen Head

$799,000

3453638 MLS

The Subject Property is a +/- 13,501 SF development site located in a General Business Zone in the town of Oyster bay. Ownership has proposed plans to build a 2-story commercial building with cellar (3,922 sf per floor) and on-site parking for 14 vehicles. The Property is well positioned directly off of Glen Cove Avenue, benefits from high visibility, and provides excellent parking on one of the most prestigious locations of Long Island. Conveniently located walking distance to the Glen head L.I.R.R. Train Station, the Property makes for a tremendous medical, retail, or office owner/user opportunity.

2 Walnut Street, Glen Head

$1,675,000

5 Beds ⋅ 5 Baths ⋅ 3458805 MLS

Welcome into this beautiful 4000 sqft Colonial situated on 2 acres convenient to shopping, highways, etc. This home features 5 bedrooms, 5 bathrooms, with a in-ground heated pool. The home has soaring high ceiling and a tons of natural light that comes through the home through out the day. The home has an amazing lay out with spacious rooms great for entertaining!

33 High Farms Road, Glen Head

$769,000

2 Beds ⋅ 3 Baths ⋅ 3477284 MLS ⋅ Fairway View BLDG.

Diamond Condition 2/3 Bedroom Townhouse with 2.5 Baths.Open Gallery 2 Story Foyer W/Lr Fireplace Access To Patio,Fdr,Eik,Powder Room,laundry,Hardwood Floors Custom Moldings,Cathedral Ceilings,Den/Office W Balcony,Primary Suite W Dressing Room,Bath,Bedroom Bath,2 Car Garage With Cac,So Many Updates,Set on Private Property With Scenic Views.

17 N Cedar Lane Unit #17, Glen Head

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