75

Homes for Sale in 11545

Section Image
  • /35

    $3,900,000

    $500K PRICE DROP
    • 5 Beds
    • 6.5 Baths
    • 6,681 Sq Ft

    5 Victorian Ln, Glen Head, NY 11545

    Welcome to this commanding five-bedroom contemporary residence, a spectacular home where soaring architecture, abundant natural light, and resort-style amenities combine to create an extraordinary living experience. From the moment you enter the dramatic two-story foyer, you are captivated by three magnificent floor-to-ceiling Palladian windows that frame breathtaking views of the terraced,

    Lois Kirschenbaum Daniel Gale Sothebys Intl Rlty

    5 Victorian Ln, Glen Head, NY 11545
  • /15

    $935,000

    $40K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 1,560 Sq Ft

    22 Locust Ave, Glen Head, NY 11545

    Welcome to 22 Locust Avenue, a legal two-family residence ideally located in the heart of Glen Head. This property offers two spacious apartments, each featuring two bedrooms, one full bath, hardwood floors, comfortable living areas, updated kitchens and baths, and separate entrances for added privacy and convenience. Upstairs apartment has 2 bedrooms, 1 bath and large loft. Additional highlights

    Julia Krispeal Douglas Elliman Real Estate

    22 Locust Ave, Glen Head, NY 11545
  • /30

    $5,495,000

    • 6 Beds
    • 7.5 Baths
    • 8,500 Sq Ft

    45 Wolver Hollow Rd, Glen Head, NY 11545

    An exceptional private brick estate compound set on approximately7 meticulously manicured acres in Upper Brookville. This impressive residenceoffers grand scale, timeless elegance, luxurious landscaping, and a truelifestyle experience both inside and out. Filled with natural light, the homefeatures vaulted ceilings, oversized windows, sweeping property views,6 spacious

    Julia Krispeal Douglas Elliman Real Estate

    45 Wolver Hollow Rd, Glen Head, NY 11545
  • /33

    $899,000

    $29K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 1,944 Sq Ft

    112 The Glen, Glen Head, NY 11545

    Welcome to The Knolls, a beautifully landscaped and meticulously maintained gated condominium community offering effortless, low maintenance living in a prime location. This exceptional 1944 square foot residence features 3 bedrooms and 3 full baths, thoughtfully designed with spacious living areas, abundant natural light, and a highly functional floor plan.The sun-filled gourmet eat-in

    Kimberly Bancroft Daniel Gale Sothebys Intl Rlty

    112 The Glen, Glen Head, NY 11545
  • /45

    $2,595,000

    $280K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 5,240 Sq Ft

    4 Roads End, Glen Head, NY 11545

    An exceptional piece of North Shore history, “Lily Pond Hollow” is nestled in the heart of Brookville. This gentleman’s farmhouse was seamlessly and thoughtfully expanded with a great room, grand primary suite, and 3 car garage to make it comfortable for modern living. Standing as a reminder of Long Island’s rich history, the estate spreads out over two spectacular acres with an arboretum-like

    Paul Mateyunas Douglas Elliman Real Estate

    4 Roads End, Glen Head, NY 11545
  • /26

    $5,490,000

    $2M PRICE DROP
    • 6 Beds
    • 5.5 Baths

    89 Pound Hollow Rd, Glen Head, NY 11545

    Where Drama Meets DesignWelcome to nearly 8,000 square feet of pure fabulous in one of the North Shore’s most prestigious enclaves. This newly reimagined estate has been transformed from top to bottom in the last 24 months, creating a home that is equal parts glamorous, playful, and unforgettable.From the moment you step inside, you’re swept into a world of high style and high impact. The

    Karen Sharf Daniel Gale Sothebys Intl Rlty

    89 Pound Hollow Rd, Glen Head, NY 11545
  • /36

    $5,585,000

    $3M PRICE DROP
    • 9 Beds
    • 12 Baths
    • 17,587 Sq Ft

    60 Piping Rock Rd, Glen Head, NY 11545

    Welcome to GRAY HORSE FARM - Just Updated & Renovated for 2025 luxury living! Recently transformed with a gut-renovated Top of the line chef's kitchen with new cabinets, countertops, backsplash, floor, and high-end appliances. There are six new designer bathrooms, all-new recessed lighting throughout, upgraded 800-AMP electric and utility systems. This grand estate seamlessly blends timeless

    Aileen Murstein Compass Greater NY LLC

    60 Piping Rock Rd, Glen Head, NY 11545
  • /49

    $3,700,000

    $300K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 6,122 Sq Ft

    343 Chicken Valley Rd, Glen Head, NY 11545

    Move right into this stunning four-bedroom ranch residence set on 5.5 beautifully landscaped acres. Thoughtfully updated and impeccably maintained, this light-filled home offers an open-concept floor plan designed for today’s modern lifestyle. There is an updated one bedroom guest cottage and a separate office. Built on one level, the home showcases expansive floor-to-ceiling windows and doors

    Kathryn Maxwell Pournaras Daniel Gale Sothebys Intl Rlty

    343 Chicken Valley Rd, Glen Head, NY 11545
  • /50

    $5,888,000

    New Construction
    • 6 Beds
    • 5.5 Baths
    • 7,855 Sq Ft

    2 Chelmsford Dr, Glen Head, NY 11545

    Discover unparalleled luxury in the heart of Muttontown at 2 Chelmsford Drive, a striking post-modern custom-designed new construction set on a breathtaking 2-acre country club setting. Surrounded by specimen plantings and professionally curated landscaping, this extraordinary estate offers exceptional craftsmanship, sophisticated design, and resort-style amenities throughout. A dramatic custom

    Janet Berookhim LAFFEY REAL ESTATE

    2 Chelmsford Dr, Glen Head, NY 11545
  • /34

    $2,499,999

    • 5 Beds
    • 3.5 Baths
    • 3,594 Sq Ft

    19 Pheasant Hill Ln, Glen Head, NY 11545

    This extraordinary Old Brookville estate at 19 Pheasant Hill Lane, featured in Architectural Digest, is a rare Georgian inspired residence that embodies timeless architecture, exceptional craftsmanship, and refined design. Perfectly positioned on two flat, private acres along one of Old Brookville’s most peaceful and coveted streets, this 5 bedroom, 3.5 bath home offers elevated living within the

    Emil Koniecko Signature Premier Properties

    19 Pheasant Hill Ln, Glen Head, NY 11545
  • /50

    $8,995,000

    • 5 Beds
    • 12 Baths
    • 9,500 Sq Ft

    7 Covey Ct, Glen Head, NY 11545

    A long driveway opens to a large courtyard with a classic fountain, revealing a magnificent Château-style Mansion on 2.03 acres of verdant property on a private cul-de-sac. Custom built for grand entertaining and everyday living, this incredible residence masterfully blends old-world European charm with modern luxury. A majestic 2-story entry foyer features a stunning domed-vaulted ceiling

    John Messina Daniel Gale Sothebys Intl Rlty

    7 Covey Ct, Glen Head, NY 11545
  • /47

    $5,295,000

    • 6 Beds
    • 9 Baths
    • 6,921 Sq Ft

    5 Farmwoods Ln, Glen Head, NY 11545

    Imagine an exclusive lifestyle redefined within a private HOA gated community, where absolute security meets unparalleled luxury on a flat, beautifully landscaped 2.53-acre parcel. This masterfully constructed 7,000-square-foot estate—boasting an impressive six bedrooms and seven bathrooms, each with their own private balcony—is defined by ultra-high-quality finishes throughout, including radiant

    Batul Morbi Compass Greater NY LLC

    5 Farmwoods Ln, Glen Head, NY 11545
  • /30

    $8,350,000

    New Construction $400K PRICE DROP
    • 7 Beds
    • 10 Baths
    • 11,400 Sq Ft

    30 Evans Dr, Glen Head, NY 11545

    Set on 2 private, beautifully landscaped acres at the end of a cul-de-sac in the coveted Broad Hollow section of Brookville, this brand new construction delivers approximately 11,400 square feet of total living space — including a 3,600 SF walk-out lower level and fully appointed pool cabana.Seven en-suite bedrooms and 10 baths are spread across a floor plan that balances grand scale with

    Zach Elliott Nest Seekers LLC

    30 Evans Dr, Glen Head, NY 11545
  • /2

    $669,600

    $94K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,499 Sq Ft

    31 Glenwood Rd, Glen Head, NY 11545

    AUCTION/OCCUPIED. 3- bedroom, 2 bath 1,499 square feet home sitting on 6,200 square foot lot inGlenwood Landing. Home is a short distance from Glen Head LIRR station, 3 different golf courses and SeaCliff Beach. Property is sold “as is” with NO property disclosures, NO inspection reports, NO interiorphotos, NO lease in place, NO access- The seller does not represent or guarantee

    Neven Spralja REALHome Services & Solutions

    31 Glenwood Rd, Glen Head, NY 11545
  • /50

    $5,999,000

    New Construction $800K PRICE DROP
    • 6 Beds
    • 8.5 Baths

    12 Quaker Ridge Dr, Glen Head, NY 11545

    Brookville New Construction | Welcome home to 12 Quaker Ridge Drive — a pristine brick, center-hall colonial set on 2 acres at the end of a quiet cul-de-sac. This modern estate features six bedrooms — including a first-floor suite — formal living and dining areas, an open-concept kitchen, 3-car garage, and more.Behind a set of iron doors, you're welcomed by an open foyer and curved oak

    Joe Scavo Douglas Elliman Real Estate

    12 Quaker Ridge Dr, Glen Head, NY 11545
  • /42

    $6,450,000

    $400K PRICE DROP
    • 7 Beds
    • 10 Baths
    • 7,485 Sq Ft

    6 Evergreen Way, Glen Head, NY 11545

    Set behind private gates in the prestigious Estates at Greenfield, this stately brick Georgian Colonial is perfectly positioned on three + magnificently landscaped acres, offering an exceptional blend of timeless architecture and resort-style living. A gracious approach leads to a generous courtyard, creating a striking first impression and a true sense of arrival. Inside, a dramatic two-story

    Lois Kirschenbaum Daniel Gale Sothebys Intl Rlty

    6 Evergreen Way, Glen Head, NY 11545
  • /13

    $4,795,999

    • Land
    • 15.8 Acres
    • $303,544 per Acre

    1 Penny Pond Ct, Greenvale, NY 11548

    A truly extraordinary opportunity to create one of Brookville's most distinguished private estates. Nestled on an expansive 15-acre parcel in the prestigious Village of Old Brookville, this remarkable property offers an unparalleled setting on one of the area's most coveted and desirable streets. Plans envision a magnificent 22,000-square-foot luxury residence thoughtfully designed to blend

    Robert Barnes BERKSHIRE HATHAWAY

    1 Penny Pond Ct, Greenvale, NY 11548
  • /5

    $1,700,000

    $699K PRICE DROP
    • Land
    • 2.97 Acres
    • $572,391 per Acre

    12 Hickory Dr, Brookville, NY 11545

    Last Remaining Parcel in Old Brookville Gated Community! Almost 3-acres of land located on cul-de-sac, ready for you to bring your dream home to life. Secure and serene location, with easy access to Northern Boulevard and other main roads. Add your mark on the North Shore, surrounded by beautiful brick-center hall colonial residences and well-maintained landscaping. With natural gas already

    Joe Scavo Douglas Elliman Real Estate

    12 Hickory Dr, Brookville, NY 11545
  • /23

    $888,000

    • 3 Beds
    • 1 Bath
    • 1,050 Sq Ft

    38 Hill Dr, Glen Head, NY 11545

    Charming Corner Property "The Promenade" – Glen Head Tucked into one of Glen Head's most walkable and welcoming pockets, this Charming 3-bedroom, 1-bath ranch sits proudly on a coveted corner lot along The Promenade — offering both character and convenience in equal measure. Step inside and be greeted by warm, original wood floors that flow throughout the home, adding timeless charm to every

    Michelle Rich Branch Real Estate Group

    38 Hill Dr, Glen Head, NY 11545
  • /37

    $5,250,000

    • 6 Beds
    • 10 Baths
    • 7,532 Sq Ft

    33 Chicken Valley Rd, Glen Head, NY 11545

    Beyond a long, tree-lined driveway, an exceptional brick Center Hall Colonial awaits on four private acres in prestigious Old Brookville. Defined by timeless architecture, grand proportions, and resort-caliber amenities, this extraordinary estate embodies the elegance, privacy, and refined lifestyle synonymous with Long Island’s Gold Coast. A dramatic two-story foyer with a sweeping staircase

    Lois Kirschenbaum Daniel Gale Sothebys Intl Rlty

    33 Chicken Valley Rd, Glen Head, NY 11545
  • /46

    $3,499,000

    $500K PRICE DROP
    • 6 Beds
    • 9 Baths
    • 7,887 Sq Ft

    12 Ridge Ct, Glen Head, NY 11545

    Welcome to 12 Ridge Ct, located in the heart of Old Brookville in the Brookville Meadows. This is your window of opportunity to live in the Gold Coast on 3.4 acres of flat land. From the moment you turn on to the tree-lined street (White Gate Dr.) entering Brookville Meadows, you will feel the caliber of luxury you are about to enter. This home boasts over 7,800 sq feet, the open layout will give

    Richard Brazzano BERKSHIRE HATHAWAY

    12 Ridge Ct, Glen Head, NY 11545
  • /5

    $6,399,999

    New Construction
    • 6 Beds
    • 8 Baths
    • 7,200 Sq Ft

    14 Wenwood Dr, Glen Head, NY 11545

    Brookville | Bring your dream home to life. 14 Wenwood Drive offers an opportunity like no other - a chance to add the final touches to a gorgeous 7,200 sq.ft. new home in the heart of Brookville. Featuring 6 bedrooms, 6 full baths, and one powder, with intricate attention to details throughout. Take advantage of the ability to curate finishes to your own taste. In addition to the open floor plan

    Joe Scavo Douglas Elliman Real Estate

    14 Wenwood Dr, Glen Head, NY 11545
  • /27

    $1,088,000

    $100K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 1,561 Sq Ft

    7 Locust St, Glen Head, NY 11545

    Located in the highly coveted, award-winning North Shore School District.Welcome home to this move-in-ready, newly renovated Colonial perfectly situated at the beginning of a charming, quiet cul-de-sac. This 4-bedroom, 2-full-bath home beautifully balances classic warmth with modern upgrades and an open space concept. The expanded 2,300 sq. ft. layout (1,561 sq. ft. livable) begins on the first

    Roger Liu Century Homes Realty Group LLC

    7 Locust St, Glen Head, NY 11545
  • /35

    $999,000

    $150K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,885 Sq Ft

    7 Cedar Ln, Glen Head, NY 11545

    Lovingly updated, this warm and inviting home in the Promenade section of prime Glen Head offers a versatile multi-level layout with 3 bedrooms and 2.5 bathrooms, including a spacious primary ensuite. Featuring multiple living and entertaining spaces across different levels, including a lower-level den/playroom and a generous backyard with multi-level decking. This home blends comfort and

    Vivian Parisi Daniel Gale Sothebys Intl Rlty

    7 Cedar Ln, Glen Head, NY 11545
  • /34

    $3,480,000

    • 6 Beds
    • 4.5 Baths
    • 5,156 Sq Ft

    24 Winding Ln, Glen Head, NY 11545

    Step away from the everyday and into this gracious, light-filled ranch, where every room feels like an invitation to relax. Sun-drenched and spacious, the interconnected living areas create an effortless flow — warm, welcoming, and made for both quiet mornings and lively gatherings.Built for entertaining, the home features a gourmet kitchen ready for your next dinner party, a formal

    Lina Wang Compass Greater NY LLC

    24 Winding Ln, Glen Head, NY 11545
  • /27

    $8,250,000

    $250K PRICE DROP
    • 6 Beds
    • 7.5 Baths
    • 7,047 Sq Ft

    200 Centre Island Rd, Oyster Bay, NY 11771

    Overlooking picturesque Oyster Bay Harbor, this stately waterfront Manor home is located on 1.71 acres and boasts 245 feet of water frontage. Featuring 6 large bedrooms with walk-in closets and 7.5 baths with high-end fixtures and fittings, this magnificent property has an idyllic master retreat on the main floor with incredible views across the Harbor, 2 spacious walk-in closets with center

    John Messina Daniel Gale Sothebys Intl Rlty

    200 Centre Island Rd, Oyster Bay, NY 11771
  • /28

    $3,600,000

    $250K PRICE DROP
    • 7 Beds
    • 5.5 Baths
    • 5,073 Sq Ft

    285 Piping Rock Rd, Locust Valley, NY 11560

    Rosegate is an enchanting mini estate that harkens back to golden age of the North Shore of Long Island. This architectural gem has been thoughtfully expanded over the years into a stately 7-bedroom Colonial, set on 2.85 acres of lush, storybook grounds. Every inch of Rosegate exudes character and charm from its Ludowici style roof to its diamond trellis ivy covered walls. Step through the front

    Robert Hulse Compass Greater NY LLC

    285 Piping Rock Rd, Locust Valley, NY 11560
  • /35

    $4,295,000

    • 5 Beds
    • 6 Baths
    • 6,652 Sq Ft

    3 Rock Hill, Glen Head, NY 11545

    BROOKVILLE. Perfectly nestled on two private acres at the end of a quiet cul-de-sac in the heart of Brookville, this exceptional residence offers a harmonious blend of timeless architecture, modern sophistication, and resort-inspired living. Offering five bedrooms, with primary suite on the main, four full and two half baths, this remarkable home welcomes you with a striking two-story arched

    Maria Babaev Douglas Elliman Real Estate

    3 Rock Hill, Glen Head, NY 11545
  • /2

    $929,000

    • 4 Beds
    • 2 Baths
    • 1,578 Sq Ft

    35 Washington Ave, Glen Head, NY 11545

    A Builder’s Dream in Hill Terrace!Bring your vision and your contractor—this well-located home offers an exciting opportunity for buyers looking to renovate, customize, and create their dream home. Nestled in the desirable Hill Terrace neighborhood of Glen Head, this property is surrounded by beautiful homes and offers incredible potential.Enjoy a top-rated school district and a

    Terry Sciubba Signature Premier Properties

    35 Washington Ave, Glen Head, NY 11545
  • /2

    $2,995,000

    • 4 Beds
    • 4.5 Baths
    • 4,365 Sq Ft

    734 Motts Cove Rd N, Glen Head, NY 11545

    Nearing Completion – See 738 Motts Cove N for Finished Home. Stunning new construction on a charming tree-lined cul-de-sac shared by only six homes, this exceptional 4-bedroom, 4.5-bath Hamptons-inspired residence offers the perfect blend of luxury, craftsmanship, and location. Filled with natural light, the home features exquisite millwork, designer finishes, and an open floor plan ideal for

    Madeline Moritz Douglas Elliman Real Estate

    734 Motts Cove Rd N, Glen Head, NY 11545
  • /50

    $5,688,000

    New Construction $212K PRICE DROP
    • 6 Beds
    • 7.5 Baths
    • 7,000 Sq Ft

    20 Knollwood Rd, Glen Head, NY 11545

    EXCEPTIONAL NEW CONSTRUCTION! Luxury Living at it's finest! Welcome to 20 Knollwood Road, Muttontown in the Jericho School District. Experience the pinnacle of luxury living in this newly built estate, offering approximately 7,000 square feet of refined design and superior craftsmanship by a highly regarded builder. Every inch of this home reflects meticulous attention to detail, from the bespoke

    Janet Berookhim LAFFEY REAL ESTATE

    20 Knollwood Rd, Glen Head, NY 11545
  • /48

    $4,595,000

    • 6 Beds
    • 7.5 Baths
    • 9,485 Sq Ft

    24 Emerson Rd, Glen Head, NY 11545

    Set on 2.5 private, beautifully landscaped acres in Brookville, this dramatic 9,485-square-foot contemporary offers exceptional scale, architectural interest and resort-style amenities within the Jericho School District. The 18-room residence features 6 bedrooms and 7 full and 1 half baths, including an expansive main-level primary suite with a spa-like bath and multiple walk-in closets. A grand

    Michael Pesce BERKSHIRE HATHAWAY

    24 Emerson Rd, Glen Head, NY 11545
  • /23

    $1,550,000

    • 4 Beds
    • 4.5 Baths
    • 3,000 Sq Ft

    12 The Cir Unit 12, Glen Head, NY 11545

    Welcome to The Knolls, a Prestigious Gated Community located in the North Shore Coveted Gold Coast. This Sun-Drenched, Spacious Residence Set in a Prime Location, features a Secluded Backyard. A True Sanctuary that Offers a Combination of Tranquility, Privacy, and Beauty. This Elegant Multi-Level Home has a flowing Open Floor Plan, Hardwood Floors, and an abundance of Natural Light. This home

    leonardo tavarez Charles Rutenberg Realty Inc

    12 The Cir Unit 12, Glen Head, NY 11545
  • /45

    $5,950,000

    • 6 Beds
    • 4.5 Baths
    • 6,953 Sq Ft

    898 Chicken Valley Rd, Locust Valley, NY 11560

    Set amid mature, beautifully landscaped grounds in the coveted Village of Matinecock, this distinguished brick North Shore residence, built in 2006, offers an exceptional combination of scale, craftsmanship, privacy, and resort-inspired living. Rich hardwood floors, substantial millwork, designer wallcoverings, and thoughtfully updated interiors create a home that is at once impressive and

    Jason Friedman Daniel Gale Sothebys Intl Rlty

    898 Chicken Valley Rd, Locust Valley, NY 11560
  • /34

    $829,000

    $69K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 1,372 Sq Ft

    75 Grove St, Glenwood Landing, NY 11547

    Step into timeless charm with this 1888 Colonial, where classic character meets everyday comfort. A welcoming front porch sets the tone—perfect for morning coffee or relaxing evenings. Inside, the living room offers a warm and inviting space centered around a gas fireplace, creating the ideal spot to gather on cooler nights. A large den adds flexibility. The formal dining room provides for

    John Langone Daniel Gale Sothebys Intl Rlty

    75 Grove St, Glenwood Landing, NY 11547

Showing Results 41 - 75, Page 2 of 2

How to Buy a Home How to Finance a Home How to Sell a Home