Glen Head, NY Homes

/31
$2,750,000
- 5 Beds
- 3.5 Baths
- 3,492 Sq Ft
26 Rolling Dr, Glen Head, NY 11545

Prime location in the Village of Brookville featuring a very special opportunity to enjoy 5 car garage bays which includes a separate three-car garage structure. Near the end of a quiet cul-de-sac within close proximity to major roads tucked away privately and serenely set. Expansive 2 acre property with sweeping lawns and terrific curb appeal, the perfect place to unwind and enjoy nature's

Michael Stanco Compass Greater NY LLC

26 Rolling Dr, Glen Head, NY 11545
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$1,825,000 Sold Oct 30, 2025
- 2,800 Sq Ft
- $652/SF
- 38 Days On Market
- 5 Beds
- 3 Baths
- Built 2023
18 Roosevelt Ave, Glen Head, NY 11545

NEW CONSTRUCTION! Fabulous 5 bedroom 3 bath, features every amenity imaginable! Enter to spacious bright rooms throughout with high ceilings, Anderson windows & doors, oak floors and gas fireplace. Gourmet kitchen with top-of-the-line stainless steel appliances & large quartz topped center island adjacent to family room and sliding door to yard & patio. One (1) first floor bedroom/office and a

Jordan Caruso Compass Greater NY LLC

18 Roosevelt Ave, Glen Head, NY 11545

Est $1,224,135 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 2,564 Sq Ft
233 Lawrence Ln, Glen Cove, NY 11542

233 Lawrence Ln, Glen Cove, NY 11542

/23
$2,750,000
- 4 Beds
- 6 Baths
- 4,453 Sq Ft
7 Locust Ln, Glen Head, NY 11545

Beautiful Cape Style Cedar Shake Home, First Floor, Large Entry, Large Living Room W/Fireplace, Formal Dining Room, Large Open Eat In Kitchen With Great Room With Fireplace And Beautiful Wood Beams On Ceiling, Master Bedroom With Her And Him Closet, Primary Bathroom, Office Or Sitting Room Off Primary, Additional Bedroom With Full Bathroom, Landry Room. Second Floor Has Bedroom With Full

Kim Flanagan Signature Premier Properties

7 Locust Ln, Glen Head, NY 11545
$1,200,000 Sold Oct 30, 2025
- 2,100 Sq Ft
- $571/SF
- 25 Days On Market
- 3 Beds
- 1.5 Baths
- Built 1957
21 Orchard St, Glen Head, NY 11545

Welcome to this warm and inviting home featuring beautiful hardwood floors throughout the spacious first level. Step into the large living room with a wood burning fireplace which serves as a cozy focal point. The space flows seamlessly into a formal dining room ideal for entertaining. The eat-in kitchen offers plenty of room for casual dining, with ample cabinetry and counter space. Just off the

Irene Nictas Daniel Gale Sothebys Intl Rlty

21 Orchard St, Glen Head, NY 11545

Est $752,030 Not Listed For Sale
- 3 Beds
- 1 Bath
- 1,278 Sq Ft
214 Lawrence Ln, Glen Cove, NY 11542

214 Lawrence Ln, Glen Cove, NY 11542

/2
$2,900,000 Pending
- 7 Beds
- 10 Baths
- 8,162 Sq Ft
80 Valentines Ln, Glen Head, NY 11545

Old Brookville Contemporary Home | Stunning and serene property backing lush nature preserve - 80 Valentines Lane offers pure peace and privacy on Long Island's Gold Coast.

Joe Scavo Douglas Elliman Real Estate

80 Valentines Ln, Glen Head, NY 11545
$750,000 Sold Oct 30, 2025
- 1,192 Sq Ft
- $629/SF
- 13 Days On Market
- 3 Beds
- 1.5 Baths
- Built 1925
39 Cody Ave, Glen Head, NY 11545

Welcome to 39 Cody Ave, Glenwood Landing! This charming home is perfectly situated near schools, shops & Tappan Beach. It has a rocking chair front porch that is the perfect perch to watch the world go by. Inside, the gracious living room has a wood burning fireplace as it's centerpiece and large windows to let lots of natural light in. The formal dining room has beautiful hardwood flooring and

Sheila Wenger Douglas Elliman Real Estate

39 Cody Ave, Glen Head, NY 11545

Est $729,818 Not Listed For Sale
- 3 Beds
- 1 Bath
- 1,126 Sq Ft
206 Lawrence Ln, Glen Cove, NY 11542

206 Lawrence Ln, Glen Cove, NY 11542

/50
$2,890,000 Pending
- 5 Beds
- 4 Baths
- 4,000 Sq Ft
14 Farmstead Ln, Glen Head, NY 11545

Welcome to an elegant country-ranch estate in the heart of Brookville, Glen Head. Nestled on over 2 idyllic acres of lush, manicured grounds, this distinguished home offers a rare blend of classic charm and modern sophistication.Key Highlights:• A gracious, single-level floor plan with 4 well-proportioned bedrooms and 4 full baths, ideal for living or entertaining.• The main wing

Kevin Yu Winzone Realty Inc

14 Farmstead Ln, Glen Head, NY 11545
$3,250,000 Sold Oct 24, 2025
- 4,500 Sq Ft
- $722/SF
- 20 Days On Market
- 6 Beds
- 7 Baths
- Built 1998
178 High Farms Rd, Glen Head, NY 11545

OLD BROOKVILLE. Welcome to this incredible Hampton-style Colonial, located privately on over 1.67 acres of lush lawns, flat property, mature trees and beautiful landscaping. This expansive and elegant residence offers traditional charm and modern comfort, featuring 6 spacious bedrooms, 4 full and 4 half baths, office, living room with fireplace and access to back patio, kitchen with breakfast

Maria Babaev Douglas Elliman Real Estate

178 High Farms Rd, Glen Head, NY 11545

Est $886,495 Not Listed For Sale
- 4 Beds
- 2 Baths
- 1,746 Sq Ft
14 Robert Rd, Glen Cove, NY 11542

14 Robert Rd, Glen Cove, NY 11542

/42
$2,499,000 Pending
- 6 Beds
- 4.5 Baths
76 Brookville Rd, Glen Head, NY 11545

Step into a timeless retreat where elegance meets tranquility in this one-of-a-kind gated estate in the heart of Muttontown. Spanning two professionally manicured acres, the property features four distinct structures surrounded by lush English gardens, towering trees, and romantic French-inspired meditation spaces. The main residence, reminiscent of a mini-castle, welcomes you with a grand living

Diana Hiotis BERKSHIRE HATHAWAY

76 Brookville Rd, Glen Head, NY 11545
$2,525,000 Sold Oct 24, 2025
- 5,497 Sq Ft
- $459/SF
- 21 Days On Market
- 7 Beds
- 6 Baths
- Built 1926
78 McCouns Ln, Glen Head, NY 11545

Timeless Brick Colonial in Prestigious Old BrookvilleNestled within the exclusive village of Old Brookville, this stately 1926 brick Colonial offers an exceptional combination of privacy, elegance, and timeless craftsmanship. Situated on 2.5 acres of lush, secluded grounds, this expansive 5,500 sq ft residence features 7 bedrooms, 6 full bathrooms, and a wealth of architectural charm

Michael Pesce BERKSHIRE HATHAWAY

78 McCouns Ln, Glen Head, NY 11545

Est $689,802 Not Listed For Sale
- 4 Beds
- 1.5 Baths
- 1,620 Sq Ft
1 Keith Place, Glen Cove, NY 11542

1 Keith Place, Glen Cove, NY 11542

/24
$2,850,000 Pending
- 5 Beds
- 3.5 Baths
- 4,975 Sq Ft
6 Longridge Ln, Glen Head, NY 11545

Welcome to this stately columned brick and shingle Colonial, nestled amidst lush landscaping that perfectly complements its timeless architectural elegance within the esteemed Village of Old Brookville. This home offers a harmonious blend of luxurious amenities, gracious living spaces, and thoughtful design elements, making it a true sanctuary for its next homeowner. As you approach

Jason Friedman Daniel Gale Sothebys Intl Rlty

6 Longridge Ln, Glen Head, NY 11545
$880,000 Sold Oct 21, 2025
- 1,300 Sq Ft
- $677/SF
- 30 Days On Market
- 3 Beds
- 2 Baths
- Built 1947
3 Carman Place, Glen Head, NY 11545

This Storybook Tudor on oversized property is nestled in the perfect location. All brick home with Turret and many original details yet completely renovated for the discerning buyer. Gorgeous Chef's kitchen stone counters stainless appliances plus pantry and peninsula adjacent to dining room. Formal L/R with original fireplace. Primary BR plus bedroom and office, 2 brand new baths and full

Phyllis Realmuto Daniel Gale Sothebys Intl Rlty

3 Carman Place, Glen Head, NY 11545

Est $772,119 Not Listed For Sale
- 3 Beds
- 1 Bath
- 986 Sq Ft
74 East Ave, Glen Cove, NY 11542

74 East Ave, Glen Cove, NY 11542

/34
$2,625,000 Pending
- 6 Beds
- 8 Baths
- 8,783 Sq Ft
6 Hidden Pond, Glen Head, NY 11545

Short Sale**ONE OF A KIND**Incredible 4.3-Acre Sprawling Estate - “Absolute Gem”** Discover a once-in-a-lifetime opportunity to own this breathtaking 4.3-acre estate, nestled in Muttontown with unparalleled natural beauty. This one-of-a-kind property is truly an “Absolute Gem” and presents a golden opportunity for those with a vision to breathe new life into a home that’s brimming

Paul Pace Go Asset Inc

6 Hidden Pond, Glen Head, NY 11545
$2,350,000 Sold Oct 20, 2025
- 6,952 Sq Ft
- $338/SF
- 40 Days On Market
- 6 Beds
- 8 Baths
- Built 1954
9 Cherry Ln, Glen Head, NY 11545

Elegant and spacious, this 4-bedroom traditional Colonial is set on 3.9 beautifully landscaped acres, featuring a pool, a charming two-bedroom guest cottage with central AC, and a detached garage with stables—ideal for additional storage.The main residence showcases timeless architectural details, including oak flooring and a richly paneled library with fireplace and wet bar. A generous

Alexis Mcandrew Daniel Gale Sothebys Intl Rlty

9 Cherry Ln, Glen Head, NY 11545

Est $2,679,557 Not Listed For Sale
- 5 Beds
- 4.5 Baths
- 5,826 Sq Ft
30 Stirrup Dr, Glen Head, NY 11545

30 Stirrup Dr, Glen Head, NY 11545

/18
$769,000 Open Sun 1PM - 3PM
- 2 Beds
- 1 Bath
- 1,142 Sq Ft
14 Maple St, Glenwood Landing, NY 11547

Escape to your North Shore coastal sanctuary at 14 Maple St in Glenwood Landing. This beautifully renovated 2+ bedroom home with separate, updated standalone building is perfect for today’s lifestyle needs. This rare North Shore gem blends charm, comfort, and flexibility seamlessly. This home’s first floor boasts a spacious living area ideal for gatherings, a first-floor bedroom, and a large,

Nicole Gleason Compass Greater NY LLC

14 Maple St, Glenwood Landing, NY 11547
$3,425,000 Sold Oct 16, 2025
- 173 Days On Market
- 6 Beds
- 7.5 Baths
- Built 1955
18 Emerson Rd, Glen Head, NY 11545

Welcome to this six-bedroom extraordinary sprawling Ranch. Complete custom renovation done with superior quality and workmanship with no detail overlooked. Generously scaled principal rooms offer high ceilings, extensive moldings, marble and hardwood flooring. For the chef, the kitchen is unsurpassed. Highlights include custom walnut cabinetry, center island, marble and limestone countertops,

Lois Kirschenbaum Daniel Gale Sothebys Intl Rlty

18 Emerson Rd, Glen Head, NY 11545

Est $2,850,630 Not Listed For Sale
- 4 Beds
- 4.5 Baths
- 3,942 Sq Ft
16 Overbrook Ln, Glen Head, NY 11545

16 Overbrook Ln, Glen Head, NY 11545

/23
$1,350,000
- 4 Beds
- 3 Baths
- 2,200 Sq Ft
20 Michaels Ln, Glen Head, NY 11545

Brookville ranch 4 bedrooms 3 baths on 1 acre. Living room, dining room, den with wood burning fireplace. Primary king bedroom suite with bath and large closet, 2nd king bedroom, 3 full size bedroom and hall bath with double sink. Guest twin bedroom and bath, laundry area. Full unfinished basement with 2022 oil burner and water tank. 200 AMP electric panel. 2 Car garage, in ground sprinklers,

Charles Maione Douglas Elliman Real Estate

20 Michaels Ln, Glen Head, NY 11545
$2,100,000 Sold Oct 16, 2025
- 7,442 Sq Ft
- $282/SF
- 30 Days On Market
- 6 Beds
- 5.5 Baths
- Built 1989
2323 Cedar Swamp Rd, Glen Head, NY 11545

Contemporary Retreat with Exceptional Potential in BrookvilleNestled on a secluded 2-acre property set back from the main road, this sun-filled contemporary residence offers an exceptional opportunity to create your dream home on the North Shore’s Gold Coast. Boasting 6 spacious bedrooms and 5.5 bathrooms, this expansive home features an open floor plan designed for modern living and

Andrea Sorrentino Douglas Elliman Real Estate

2323 Cedar Swamp Rd, Glen Head, NY 11545

Est $2,450,718 Not Listed For Sale
- 6 Beds
- 5.5 Baths
- 4,849 Sq Ft
20 Overbrook Ln, Glen Head, NY 11545

20 Overbrook Ln, Glen Head, NY 11545

/30
$1,650,000 Open Sun 12PM - 2PM
- 4 Beds
- 3 Baths
- 2,982 Sq Ft
2 Coolidge Ave Unit T, Glen Head, NY 11545

Beautifully maintained Center Hall Colonial in the heart of Glen Head. This home features very large rooms with high ceilings , eat-in kitchen with breakfast nook overlooking the garden. Den with fireplace, Large Living room and Dining room to make this home ideal for large families. The second floor has four large bedrooms and two baths. Wood floors throughout. Central vacuum is installed for

Penelope Lambrakis Douglas Elliman Real Estate

2 Coolidge Ave Unit T, Glen Head, NY 11545
$930,000 Sold Oct 16, 2025
- 1,966 Sq Ft
- $473/SF
- 26 Days On Market
- 4 Beds
- 2 Baths
- Built 1942
20 Glen Ln, Glen Head, NY 11545

Prime Location In The Heart Of Glen Knolls Section Of Glen Head. Quiet Tree Lined Street. This Home Features Entry Foyer Leading To A Sun Filled Formal Living Room With Wood Burning Fireplace, Formal Dining Room, Kitchen With Entrance To Enclosed Patio For 3 Season Enjoyment, 2 Large Bedrooms, Full Bathroom With Stall Shower & Large Soaking Tub. 2nd Floor Features 2 Large Bedrooms - 1 Has A Large

Joseph Oswald Fresh Start Properties LLC

20 Glen Ln, Glen Head, NY 11545

Est $3,234,801 Not Listed For Sale
- 6 Beds
- 5.5 Baths
- 5,501 Sq Ft
4 Filasky Ct, Glen Head, NY 11545

4 Filasky Ct, Glen Head, NY 11545

/28
$928,000 Open Sat 2PM - 4PM
- 4 Beds
- 1 Bath
- 1,846 Sq Ft
9 Hillside Ave, Glen Head, NY 11545

This move in condition Colonial features an expanded layout, interior 1846 square feet, with low taxes and part of the Blue-ribbon North Shore School District.First floor: living room, dining room, expansive country kitchen with breakfast bar, full bath, family room. Second floor: Primary bedroom plus 3 additional bedrooms, full bath. Full basement, partially finished and private driveway

Liu Hu B Square Realty

9 Hillside Ave, Glen Head, NY 11545
$1,075,000 Sold Oct 14, 2025
- 1,800 Sq Ft
- $597/SF
- 47 Days On Market
- 4 Beds
- 2 Baths
- Built 1952
1 Exeter Place, Glen Head, NY 11545

Welcome to your forever home—a meticulously maintained ranch-style sanctuary sited on a quiet street within the North Shore School District. Step inside and be immediately embraced by the warmth of authentic hardwood floors flowing seamlessly throughout this open-concept layout. The heart of this home beats in its stunning family room, where soaring vaulted ceilings and expansive windows create a

Kristine Livadas Compass Greater NY LLC

1 Exeter Place, Glen Head, NY 11545

Est $1,803,266 Not Listed For Sale
- 5 Beds
- 3 Baths
- 2,717 Sq Ft
169 Linden Ln, Glen Head, NY 11545

169 Linden Ln, Glen Head, NY 11545

/18
$1,999,000
- 5 Beds
- 4 Baths
- 3,009 Sq Ft
2177 Cedar Swamp Rd, Glen Head, NY 11545

Discover this private 2-acre estate nestled in the prestigious Brookville Village, located within the top-rated Jericho School District. Enjoy low property taxes and a peaceful, secluded setting just minutes away from major highways and the train station—perfect for easy commuting and convenient living. This classic-style home features an inground swimming pool, expansive grounds, and endless

Lei Liu Signature Premier Properties

2177 Cedar Swamp Rd, Glen Head, NY 11545
$4,200,000 Sold Oct 10, 2025
- 7,245 Sq Ft
- $580/SF
- 39 Days On Market
- 5 Beds
- 8 Baths
- Built 1920
15 Pound Hollow Rd, Glen Head, NY 11545

Upon entering the lush estate of Willow Bank, one feels as though they have arrived in another time — a time of grandeur and prestige. The Estate stands as an exemplar of the Gold Coast and the Golden Age of America. One can imagine the many distinguished guests who have arrived in the granite cobblestone-lined drive court since its inception. The house was built in 1920 in the Colonial

Eileen Krach Daniel Gale Sothebys Intl Rlty

15 Pound Hollow Rd, Glen Head, NY 11545

Est $2,563,388 Not Listed For Sale
- 8 Beds
- 12 Baths
- 11,647 Sq Ft
289 Piping Rock Rd, Glen Head, NY 11545

289 Piping Rock Rd, Glen Head, NY 11545

/47
$1,250,000
- 4 Beds
- 2 Baths
- 2,115 Sq Ft
14 Harbor Ln, Glen Head, NY 11545

Spacious 4-Bedroom Ranch with Pool and Entertainer’s BackyardThis inviting 4-bedroom, 2-bath ranch offers an ideal blend of comfort and style. Featuring a formal living room and dining room, an eat-in kitchen, and a cozy den, the home is designed with both everyday living and entertaining in mind. The full, part-finished basement provides extra living and storage space, perfect for a

Deana Roper Daniel Gale Sothebys Intl Rlty

14 Harbor Ln, Glen Head, NY 11545
$4,375,000 Sold Oct 09, 2025
- 8,750 Sq Ft
- $500/SF
- 91 Days On Market
- 4 Beds
- 5 Baths
- Built 1924
161 Piping Rock Rd, Locust Valley, NY 11560

LOCUST VALLEY. Set behind a long, private drive in the heart of Locust Valley, this elegant estate spans over 3 acres of lush, manicured grounds and gardens —offering serenity, sophistication, and the ultimate in estate-style living. Built in 1924 and recently modernized, the stately Colonial main residence is timeless in its design, seamlessly blending classic charm with updated finishes;

Maria Babaev Douglas Elliman Real Estate

161 Piping Rock Rd, Locust Valley, NY 11560

Est $4,338,230 Not Listed For Sale
- 5 Beds
- 6.5 Baths
- 3,687 Sq Ft
255 Piping Rock Rd, Glen Head, NY 11545

255 Piping Rock Rd, Glen Head, NY 11545

/39
$2,250,000
- 6 Beds
- 4.5 Baths
- 5,900 Sq Ft
21 Overbrook Ln, Glen Head, NY 11545

Welcome to 21 Overbrooke Lane, Upper Brookville, a magnificent custom residence nestled on a private road with breathtaking views of a serene pond. This elegant estate offers over 5900 square feet of refined living space set on 1.24 acres of picturesque grounds. As you enter, you’re greeted by a grand custom staircase, intricate millwork, and a hand-painted dome ceiling that reflect true artistry

Dalia Elison Douglas Elliman Real Estate

21 Overbrook Ln, Glen Head, NY 11545

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