North Shore Central School District, NY homes for sale & real estate

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21 Chestnut Ave, Glen Head, NY 11545
21 Chestnut Ave, Glen Head, NY 11545
21 Chestnut Ave, Glen Head, NY 11545
ABOUT THIS HOME
North Shore Central School District, NY Homes for Sale
Beautiful spacious colonial in a prime neighborhood location of Glen Head on the North Shore of Long Island. This updated home is approximately 2,700 sqft inclusive of the first and second floor and has all the principal rooms one could asked for. The front to back tiled entrance foyer is welcoming and inviting with nicely redone staircase. A large living room full of natural light opens into a separate formal dining room, two great areas in the house to hang out, host and have dinner parties. Relax or entertain with ease. Quality hardwood floors throughout. The eat-in-kitchen is complete with breakfast room nook and walls of windows, the perfect place to congregate, centrally located in th

$1,595,000

4 beds2.5 baths2,699 sq ft

21 Chestnut Ave, Glen Head, NY 11545

7,350 sq ft lot • 2 garage spots • Very walkable

Listing by Compass Greater NY LLC

$799,000

3 beds2.5 baths2,800 sq ft

48 The Gln #48, Glen Head, NY 11545

$1,360 HOA • 2 garage spots • Car-dependent

Listing by Voro LLC

$799,000

2 beds1 bath914 sq ft

114 Dubois Ave, Sea Cliff, NY 11579

6,700 sq ft lot • Garage • Very walkable

Listing by Douglas Elliman Real Estate

3D WALKTHROUGH

$3,995,000

6 beds6.5 baths4,787 sq ft

35 Hoaglands Ln, Old Brookville, NY 11545

1.96 acre lot • 2 garage spots • Pool

Listing by Daniel Gale Sothebys Intl Rlty

$1,689,000

4 beds3.5 baths2,978 sq ft

41 William St, Glen Head, NY 11545

0.25 acre lot • 2 garage spots • Pool

Listing by Daniel Gale Sothebys Intl Rlty

Property at 29 The Gln #29, Glen Head, NY 11545, 2 beds, 2.5 baths

$799,000

2 beds2.5 baths1,569 sq ft

29 The Gln #29, Glen Head, NY 11545

Listing by BERKSHIRE HATHAWAY

Property at 25 Longridge Ln, Old Brookville, NY 11545, 4 beds, 5.5 baths

$6,000,000

4 beds5.5 baths6,500 sq ft

25 Longridge Ln, Old Brookville, NY 11545

Listing by Douglas Elliman Real Estate

Property at 6 Winding Way, Sea Cliff, NY 11579, 3 beds, 3 baths

$1,399,000

3 beds3 baths1,636 sq ft

6 Winding Way, Sea Cliff, NY 11579

Listing by Daniel Gale Sothebys Intl Rlty

Property at 50 Glen Ave, Sea Cliff, NY 11579, 3 beds, 2.5 baths

$1,575,000

3 beds2.5 baths2,225 sq ft

50 Glen Ave, Sea Cliff, NY 11579

Listing by BERKSHIRE HATHAWAY

Property at 79 15th Ave, Sea Cliff, NY 11579, 1 bed, 1 bath

$469,900

1 bed1 bath832 sq ft

79 15th Ave, Sea Cliff, NY 11579

Listing by RE/MAX Best

Property at 16 Wagon Ln, Glen Head, NY 11545, 3 beds, 1.5 baths

$949,000

3 beds1.5 baths1,300 sq ft

16 Wagon Ln, Glen Head, NY 11545

Listing by Daniel Gale Sothebys Intl Rlty

Property at 3 Barberry Ln, Sea Cliff, NY 11579, 5 beds, 4.5 baths

$1,799,000

5 beds4.5 baths3,769 sq ft

3 Barberry Ln, Sea Cliff, NY 11579

Listing by Evolution Realty of L I

Property at 332 Carpenter Ave, Sea Cliff, NY 11579, 6 beds, 5 baths

$2,500,000

6 beds5 baths4,880 sq ft

332 Carpenter Ave, Sea Cliff, NY 11579

Listing by Daniel Gale Sothebys Intl Rlty

Property at 203 8th Ave, Sea Cliff, NY 11579, 5 beds, 2 baths

$1,824,999

5 beds2 baths3,089 sq ft

203 8th Ave, Sea Cliff, NY 11579

Listing by Christie's Int. Real Estate

Property at 13 Hansen Pl, Sea Cliff, NY 11579, 5 beds, 3.5 baths

$2,095,000

5 beds3.5 baths3,965 sq ft

13 Hansen Pl, Sea Cliff, NY 11579

Listing by Branch Real Estate Group

Property at 10 Shore Rd #309, Glenwood Landing, NY 11547, 2 beds, 2.5 baths

$2,350,000

2 beds2.5 baths1,904 sq ft

10 Shore Rd #309, Glenwood Landing, NY 11547

Listing by Compass Greater NY LLC

Property at 6 Dolly Cam Ln, Old Brookville, NY 11545, 4 beds, 3.5 baths

$2,495,000

4 beds3.5 baths4,284 sq ft

6 Dolly Cam Ln, Old Brookville, NY 11545

Listing by Compass Greater NY LLC

Property at 356 Littleworth Ln, Sea Cliff, NY 11579, 5 beds, 3.5 baths

$1,479,000

5 beds3.5 baths2,848 sq ft

356 Littleworth Ln, Sea Cliff, NY 11579

Listing by Daniel Gale Sothebys Intl Rlty

Property at 6 Longridge Ln, Old Brookville, NY 11545, 5 beds, 3.5 baths

$3,100,000

5 beds3.5 baths4,975 sq ft

6 Longridge Ln, Old Brookville, NY 11545

Listing by Daniel Gale Sothebys Intl Rlty

Property at 50 Sylvia St, Glen Head, NY 11545, 2 beds, 1 bath

$798,000

2 beds1 bath796 sq ft

50 Sylvia St, Glen Head, NY 11545

Listing by Daniel Gale Sothebys Intl Rlty

Property at 140 Carpenter Ave, Sea Cliff, NY 11579, 4 beds, 2.5 baths

$1,499,000

4 beds2.5 baths2,060 sq ft

140 Carpenter Ave, Sea Cliff, NY 11579

Listing by Daniel Gale Sothebys Intl Rlty

Property at 16 The Blvd, Sea Cliff, NY 11579, 5 beds, 4 baths

$1,995,000

5 beds4 baths2,996 sq ft

16 The Blvd, Sea Cliff, NY 11579

Listing by Thomas S. Hennerty

Property at Undisclosed address, Glen Head, NY 11545, 5 beds, 3.5 baths

$2,999,999

5 beds3.5 baths5,840 sq ft

Undisclosed address, Glen Head, NY 11545

Listing by Exit Realty Everyday

Property at 1132 Cedar Swamp Rd, Old Brookville, NY 11545, 5 beds, 5.5 baths

$4,750,000

5 beds5.5 baths5,858 sq ft

1132 Cedar Swamp Rd, Old Brookville, NY 11545

Listing by Daniel Gale Sothebys Intl Rlty

Property at 215 Sea Cliff Ave, Sea Cliff, NY 11579, 4 beds, 2 baths

$935,000

4 beds2 baths2,240 sq ft

215 Sea Cliff Ave, Sea Cliff, NY 11579

Listing by Signature Premier Properties

Property at 41 Glen Ave, Sea Cliff, NY 11579, 3 beds, 3.5 baths

$1,790,000

3 beds3.5 baths3,019 sq ft

41 Glen Ave, Sea Cliff, NY 11579

Listing by Branch Real Estate Group

Property at 2 Tennis Ct, Glen Head, NY 11545, 4 beds, 2.5 baths

$1,199,999

4 beds2.5 baths2,479 sq ft

2 Tennis Ct, Glen Head, NY 11545

Listing by Network Solution Realty Inc

Property at 94 Carpenter Ave, Sea Cliff, NY 11579, 1 bath

$639,000

0 beds1 bath504 sq ft

94 Carpenter Ave, Sea Cliff, NY 11579

Listing by Daniel Gale Sothebys Intl Rlty

Property at 68 Glenlawn Ave, Sea Cliff, NY 11579, 5 beds, 4.5 baths

$1,950,000

5 beds4.5 baths3,850 sq ft

68 Glenlawn Ave, Sea Cliff, NY 11579

Listing by Compass Greater NY LLC

Property at 738 Motts Cove Rd N, Glen Head, NY 11545, 4 beds, 4.5 baths

$2,995,000

4 beds4.5 baths4,433 sq ft

738 Motts Cove Rd N, Glen Head, NY 11545

Listing by Marc B Underberg

Property at 4 Maple St, Glenwood Landing, NY 11547, 4 beds, 3.5 baths

$899,999

4 beds3.5 baths— sq ft

4 Maple St, Glenwood Landing, NY 11547

Listing by Real Broker NY LLC

Property at 82 The Gln #82, Glen Head, NY 11545, 3 beds, 2.5 baths

$899,000

3 beds2.5 baths2 sq ft

82 The Gln #82, Glen Head, NY 11545

Listing by Daniel Gale Sothebys Intl Rlty

Property at 19 Ridge Ct, Old Brookville, NY 11545, 6 beds, 8.5 baths

$5,480,000

6 beds8.5 baths8,416 sq ft

19 Ridge Ct, Old Brookville, NY 11545

Listing by Daniel Gale Sothebys Intl Rlty

Property at 120 Prospect Ave, Sea Cliff, NY 11579, 6 beds, 3.5 baths

$3,299,000

6 beds3.5 baths3,600 sq ft

120 Prospect Ave, Sea Cliff, NY 11579

Listing by Signature Premier Properties

Property at 0 Applewood Est, Upper Brookville, NY 11545, 13 beds, 14 baths

$27,000,000

13 beds14 baths12,892 sq ft

0 Applewood Est, Upper Brookville, NY 11545

Listing by Daniel Gale Sothebys Intl Rlty

Property at 10 Shore Rd Ph 409, Glenwood Landing, NY 11547, 2 beds, 2.5 baths

$1,899,000

2 beds2.5 baths1,906 sq ft

10 Shore Rd Ph 409, Glenwood Landing, NY 11547

Listing by Compass Greater NY LLC

Property at 112 Scudders Ln, Glenwood Landing, NY 11547, 4 beds, 3.5 baths

$2,850,000

4 beds3.5 baths5,400 sq ft

112 Scudders Ln, Glenwood Landing, NY 11547

Listing by Douglas Elliman Real Estate

Property at 10 Shore Rd #312, Glenwood Landing, NY 11547, 2 beds, 2.5 baths

$1,799,000

2 beds2.5 baths1,906 sq ft

10 Shore Rd #312, Glenwood Landing, NY 11547

Listing by Compass Greater NY LLC

Property at Shore Rd, Glenwood Landing, NY 11547

$1,000,000

— beds— baths— sq ft

Shore Rd, Glenwood Landing, NY 11547

Listing by Compass Greater NY LLC

Property at 170 Hegemans Ln, Old Brookville, NY 11545

$2,400,000

— beds— baths— sq ft

170 Hegemans Ln, Old Brookville, NY 11545

Listing by Daniel Gale Sothebys Intl Rlty

Property at 168 Hegemans Ln, Old Brookville, NY 11545

$2,325,000

— beds— baths— sq ft

168 Hegemans Ln, Old Brookville, NY 11545

Listing by Daniel Gale Sothebys Intl Rlty

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Based on information submitted to the MLS GRID as of Tue Apr 29 2025. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

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