Glen Head, NY Homes

Est $1,225,931

Not Listed For Sale

3 Tennis Ct, Glen Head, NY 11545
- 4 Beds
- 2.5 Baths
- 2,626 Sq Ft
- Built 2002
3 Tennis Ct, Glen Head, NY 11545

Last Sold Summary
- 91 Days On Market

/29
$2,199,999

Pending
- 6 Beds
- 3.5 Baths
- 5,103 Sq Ft
9 Chicken Valley Rd, Glen Head, NY 11545

Sprawling Brick Expanded Ranch in Prestigious Old Brookville! Welcome to this impressive custom-expanded ranch, rebuilt in 2001 and nestled on 2.2 flat acres in the heart of Old Brookville. Offering over 5,100 sq ft of living space, this 6-bedroom, 3.5-bath home combines generous scale with a versatile open floor plan—perfect for both everyday living and entertaining. Highlights include a large

Katherine Koniecko Signature Premier Properties

9 Chicken Valley Rd, Glen Head, NY 11545
$4,100,000

Sold Nov 14, 2025

3 Pin Oak Ct, Glen Head, NY 11545
- 6 Beds
- 7 Baths
- 8,098 Sq Ft
- Built 1987
Last Sold Summary
- 9% Below List Price
- $506/SF
- 123 Days On Market
Current Estimated Value $4,169,082

Last Listing Agent Lois Kirschenbaum Daniel Gale Sothebys Intl Rlty

3 Pin Oak Ct, Glen Head, NY 11545

Est $3,075,758

Not Listed For Sale

13 Beechwood Dr, Glen Head, NY 11545
- 5 Beds
- 6 Baths
- 5,532 Sq Ft
- Built 2021
13 Beechwood Dr, Glen Head, NY 11545

Last Sold Summary
- 22 Days On Market

/15
$975,000
- 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. Additional highlights include a fenced backyard, detached two-car garage, and

Julia Krispeal Douglas Elliman Real Estate

22 Locust Ave, Glen Head, NY 11545
$1,818,000

Sold Oct 23, 2025

10 Stonegate Ln, Glen Head, NY 11545
- Land
- 2.02 Acres
- $900,000 per Acre
Last Sold Summary
- 9% Below List Price
- 22 Days On Market
Current Estimated Value $1,875,753

Last Listing Agent Amy Cohen Daniel Gale Sothebys Intl Rlty

10 Stonegate Ln, Glen Head, NY 11545

Est $982,915

Not Listed For Sale

8 Terry Ct, Glen Head, NY 11545
- 3 Beds
- 2 Baths
- 1,700 Sq Ft
- Built 1965
8 Terry Ct, Glen Head, NY 11545

Last Sold Summary
- 3 Days On Market

/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 residence offers grand scale, timeless elegance, luxurious landscaping, and a true lifestyle experience both inside and out. Filled with natural light, the home features vaulted ceilings, oversized windows, sweeping property views,6 spacious bedrooms with

Julia Krispeal Douglas Elliman Real Estate

45 Wolver Hollow Rd, Glen Head, NY 11545
$1,200,000

Sold Oct 30, 2025

21 Orchard St, Glen Head, NY 11545
- 3 Beds
- 1.5 Baths
- 2,100 Sq Ft
- Built 1957
Last Sold Summary
- 10% Above List Price
- $571/SF
- 25 Days On Market
Current Estimated Value $1,198,907

Last Listing Agent Irene Nictas Daniel Gale Sothebys Intl Rlty

21 Orchard St, Glen Head, NY 11545

Est $1,221,140

Not Listed For Sale

20 Terry Ct, Glen Head, NY 11545
- 4 Beds
- 2.5 Baths
- 2,289 Sq Ft
- Built 1966
20 Terry Ct, Glen Head, NY 11545

Last Sold Summary
- 66 Days On Market

/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
$740,000

Sold Mar 12, 2026

20 Collins Rd, Glen Cove, NY 11542
- 2 Beds
- 2 Baths
- 1,220 Sq Ft
- Built 1951
Last Sold Summary
- 10% Above List Price
- $607/SF
- 21 Days On Market
Current Estimated Value $724,839

Last Listing Agent Stephanie Valerio Vintage American Realty LLC

20 Collins Rd, Glen Cove, NY 11542

Est $2,697,516

Not Listed For Sale

10 Central Dr, Glen Head, NY 11545
- 5 Beds
- 3 Baths
- 3,600 Sq Ft
- Built 1990
10 Central Dr, Glen Head, NY 11545

Last Sold Summary
- 16 Days On Market

/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
$875,000

Sold Jan 28, 2026

1 William St, Glen Head, NY 11545
- 4 Beds
- 2 Baths
- 2,036 Sq Ft
- Built 1928
Last Sold Summary
- 5% Above List Price
- $430/SF
- 38 Days On Market
Current Estimated Value $890,287

Last Listing Agent Kerry Ann Fyne Citizens International Realty

1 William St, Glen Head, NY 11545

Est $1,096,062

Not Listed For Sale

17 Glen Ln, Glen Head, NY 11545
- 4 Beds
- 2 Baths
- 1,704 Sq Ft
- Built 1943
17 Glen Ln, Glen Head, NY 11545

Last Sold Summary
- 22 Days On Market

/6
$6,500,000

New Construction
- 6 Beds
- 9 Baths
- 7,500 Sq Ft
36 Emerson Rd, Glen Head, NY 11545

36 Emerson Road Introduces A Rare Opportunity To Secure A Custom-Built Estate On Over Two Private Acres Within The Jericho School District. This Masterfully Crafted 7,500+ Square Foot Residence Will Offer Six En-Suite Bedrooms, Three Powder Rooms, With A Seamless Blend Of Scale, Craftsmanship, And Modern Functionality. A Grand Two-Story Entry Sets The Tone, Leading To Expansive Entertaining

Lisa Fasano Compass Greater NY LLC

36 Emerson Rd, Glen Head, NY 11545
$3,650,000

Sold Mar 18, 2026

109 Wheatley Rd, Glen Head, NY 11545
- 6 Beds
- 5.5 Baths
- 5,642 Sq Ft
- Built 2004
Last Sold Summary
- $647/SF
- 23 Days On Market
Current Estimated Value $3,624,198

Last Listing Agent Michael Stanco Compass Greater NY LLC

109 Wheatley Rd, Glen Head, NY 11545

Est $728,639

Not Listed For Sale

1 Maiden Ln, Glen Head, NY 11545
- 3 Beds
- 1 Bath
- 960 Sq Ft
- Built 1956
1 Maiden Ln, Glen Head, NY 11545

Last Sold Summary
- 26 Days On Market

/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
$1,360,000

Sold Jul 09, 2026

1 Sandra Ct, Glen Cove, NY 11542
- 4 Beds
- 2.5 Baths
- 2,068 Sq Ft
- Built 1960
Last Sold Summary
- 5% Above List Price
- $658/SF
- 15 Days On Market
Current Estimated Value $839,327

Last Listing Agent Dee Dee Brix Compass Greater NY LLC

1 Sandra Ct, Glen Cove, NY 11542

Est $887,192

Not Listed For Sale

31 Glen Cove Dr, Glen Head, NY 11545
- 4 Beds
- 2 Baths
- 1,330 Sq Ft
- Built 1954
31 Glen Cove Dr, Glen Head, NY 11545

Last Sold Summary
- 34 Days On Market

/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
$3,850,000

Sold Mar 27, 2026

11 Victorian Ln, Glen Head, NY 11545
- 6 Beds
- 6.5 Baths
- 4,737 Sq Ft
- Built 2008
Last Sold Summary
- 9% Below List Price
- $813/SF
- 122 Days On Market
Current Estimated Value $3,979,157

Last Listing Agent Zach Elliott Nest Seekers LLC

11 Victorian Ln, Glen Head, NY 11545

Est $1,199,225

Not Listed For Sale

11 Oak Valley Dr, Glen Head, NY 11545
- 3 Beds
- 2 Baths
- 2,625 Sq Ft
- Built 1909
11 Oak Valley Dr, Glen Head, NY 11545

Last Sold Summary
- 27 Days On Market

/49
$4,000,000
- 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
$1,550,000

Sold May 21, 2026

270 Frost Pond Rd, Glen Head, NY 11545
- 6 Beds
- 4 Baths
- 3,416 Sq Ft
- Built 1978
Last Sold Summary
- 9% Below List Price
- $454/SF
- 37 Days On Market
Current Estimated Value $1,689,748

Last Listing Agent Michael Stanco Compass Greater NY LLC

270 Frost Pond Rd, Glen Head, NY 11545

Est $794,029

Not Listed For Sale

45 Glen Cove Dr, Glen Head, NY 11545
- 2 Beds
- 2 Baths
- 1,340 Sq Ft
- Built 1941
45 Glen Cove Dr, Glen Head, NY 11545

Last Sold Summary
- 16 Days On Market

/30
$3,299,000
- 5 Beds
- 6 Baths
- 5,011 Sq Ft
11 Wenwood Dr, Glen Head, NY 11545

Welcome to 11 Wenwood Drive, an exceptional residence nestled in the prestigious, highly sought-after Village of Brookville. The home is located within the Jericho Union Free School District and offers convenient access to shopping, dining, parks, major highways and public transportation. From the moment you arrive, you'll be captivated by the home's impressive curb appeal and thoughtfully

Kate Callan Daniel Gale Sothebys Intl Rlty

11 Wenwood Dr, Glen Head, NY 11545
$1,833,000

Sold Nov 18, 2025

30 Roslyn Dr, Glen Head, NY 11545
- 5 Beds
- 3.5 Baths
- 3,280 Sq Ft
- Built 2025
Last Sold Summary
- 3% Below List Price
- $559/SF
- 55 Days On Market
Current Estimated Value $1,842,132

Last Listing Agent Derek Greene Greene Realty Group

30 Roslyn Dr, Glen Head, NY 11545

Est $839,969

Not Listed For Sale

4 Hillcrest Dr, Glen Head, NY 11545
- 3 Beds
- 1 Bath
- 1,660 Sq Ft
- Built 1920
4 Hillcrest Dr, Glen Head, NY 11545

Last Sold Summary
- 29 Days On Market

/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
$1,587,500

Sold May 11, 2026

22 Knott Dr, Glen Cove, NY 11542
- 4 Beds
- 2.5 Baths
- 3,051 Sq Ft
- Built 1996
Last Sold Summary
- 6% Above List Price
- $520/SF
- 35 Days On Market
Current Estimated Value $1,481,659

Last Listing Agent Brian Fagen Compass Greater NY LLC

22 Knott Dr, Glen Cove, NY 11542

Est $1,333,317

Not Listed For Sale

82 The Promenade, Glen Head, NY 11545
- 5 Beds
- 4 Baths
- 2,606 Sq Ft
- Built 1956
82 The Promenade, Glen Head, NY 11545

Last Sold Summary
- 18 Days On Market

/34
$2,499,999

Open Sat 2PM - 4PM
- 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
$6,000,000

Sold Jul 25, 2025

9 Colonial Dr, Glen Head, NY 11545
- 9 Beds
- 13 Baths
- 10,000 Sq Ft
- Built 1990
Last Sold Summary
- 29% Below List Price
- $600/SF
- 321 Days On Market
Current Estimated Value $6,831,950

Last Listing Agent Matthew Ferrara Signature Premier Properties

9 Colonial Dr, Glen Head, NY 11545

Est $1,151,039

Not Listed For Sale

2 Cedar Ln, Glen Head, NY 11545
- 4 Beds
- 2 Baths
- 1,300 Sq Ft
- Built 1931
2 Cedar Ln, Glen Head, NY 11545

Last Sold Summary
- 14 Days On Market

/48
$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
$4,520,000

Sold Jul 01, 2026

8 Brookville Ln S, Glen Head, NY 11545
- 6 Beds
- 11 Baths
- 6,662 Sq Ft
- Built 1969
Last Sold Summary
- 4% Below List Price
- $678/SF
- 51 Days On Market
Current Estimated Value $4,531,207

Last Listing Agent Karen Sharf Daniel Gale Sothebys Intl Rlty

8 Brookville Ln S, Glen Head, NY 11545

Est $1,653,869

Not Listed For Sale

41 William St, Glen Head, NY 11545
- 4 Beds
- 3.5 Baths
- 2,978 Sq Ft
- Built 1993
41 William St, Glen Head, NY 11545

Last Sold Summary
- 16 Days On Market

Showing Results 201 - 240, Page 6 of 18

New York Nassau County

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Glen Head, NY Homes

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