Old Brookville, NY Homes

/38
$3,288,888 Pending
- 6 Beds
- 6.5 Baths
- 4,787 Sq Ft
35 Hoaglands Ln, Glen Head, NY 11545

At the end of a long private driveway the exceedingly charming Georgian Colonial aptly styled “Twin Pines” awaits. Quiet luxury and classic architecture strikes a harmonious balance with resort-style amenities set amongst 2 lush acres, providing an exceptional lifestyle for the discerning buyer. Step inside the entrance to find a foyer with original palazzo tile and library with a wood-burning

Jaime Hamm Daniel Gale Sothebys Intl Rlty

35 Hoaglands Ln, Glen Head, NY 11545
Explore Old Brookville
/26
$8,500 per month
- 5 Beds
- 3 Baths
- 2,679 Sq Ft
- House for Rent
110 Hegemans Ln, Glen Head, NY 11545

Amazing views from this 4/5 Bedroom home with 3 Full Baths. Sunny Living Room with fireplace, comfy Family Room plus Kitchen and Dining Room. First floor offers 2 large Bedrooms with updated Bath, as well as, 3rd Office/BR with full Bath. Upstairs offers 2 Bedrooms with Bath. Lower Level Laundry and Rec Room. Fenced In ground pool heated by solar power. Lots of closets and storage. Grounds

Madeleine Ganis Daniel Gale Sothebys Intl Rlty

110 Hegemans Ln, Glen Head, NY 11545
$4,200,000 Sold Oct 10, 2025

15 Pound Hollow Rd, Glen Head, NY 11545
- 5 Beds
- 8 Baths
- 7,245 Sq Ft
- Built 1920
Last Sold Summary
- 3% Below List Price
- $580/SF
- 39 Days On Market
Current Estimated Value $4,409,058

Last Listing Agent Eileen Krach Daniel Gale Sothebys Intl Rlty

15 Pound Hollow Rd, Glen Head, NY 11545

Est $5,731,150 Not Listed For Sale

17 Hickory Dr, Glen Head, NY 11545
- 6 Beds
- 7.5 Baths
- 14,065 Sq Ft
- Built 2015
17 Hickory Dr, Glen Head, NY 11545

Last Sold Summary
- 6% Above List Price
- $384/SF
- 96 Days On Market
Last Sold Price $5,400,000

Last Listing Agent Ronald Lanzillotta BERKSHIRE HATHAWAY

/47
$5,399,999 Pending
- 6 Beds
- 7.5 Baths
- 7,200 Sq Ft
35 Chicken Valley Rd, Glen Head, NY 11545

Welcome to 35 Chicken Valley Road, an extraordinary, gated estate set far off the road and approached by an approximately 825-foot private driveway entrance, culminating in a prestigious circular drive that announces arrival with quiet grandeur. Nestled within the coveted enclave of Old Brookville, this Brick Center Hall Colonial—masterfully built by the renowned Worrell Group—rests on 4.5 acres

Amar Jeet Chhibbar LAFFEY REAL ESTATE

35 Chicken Valley Rd, Glen Head, NY 11545
/47
$40,000 per month
- 9 Beds
- 7.5 Baths
- 8,200 Sq Ft
- House for Rent
8 Stonegate Ln, Glen Head, NY 11545

Set on 3.32 meticulously landscaped acres, this sophisticated and elegant Gold Coast jewel is a true luxury retreat. The home was designed by esteemed early 20th-century architect Mott B. Schmidt, who was highly regarded for his grand homes, and sought after by many high profile clients. A grand entrance welcomes guests, framed by stately arched trees that line the long, circular driveway. As

Lisa Ann Heaney Daniel Gale Sothebys Intl Rlty

8 Stonegate Ln, Glen Head, NY 11545
$2,375,000 Sold Feb 27, 2026

172 Hegemans Ln, Old Brookville, NY 11545
- Land
- 4.09 Acres
- $580,685 per Acre
Last Sold Summary
- 5% Below List Price
- 239 Days On Market
Last Listing Agent Neena Chowdhary Daniel Gale Sothebys Intl Rlty

172 Hegemans Ln, Old Brookville, NY 11545

Est $930,822 Not Listed For Sale

669 Cedar Swamp Rd, Glen Head, NY 11545
- 5 Beds
- 3 Baths
- 2,845 Sq Ft
- Built 1908
669 Cedar Swamp Rd, Glen Head, NY 11545

Last Sold Summary
- 47% Above List Price
- $222/SF
- 111 Days On Market
Last Sold Price $632,500

Last Listing Agent Cheryl Juan All County Realty & Mgmt Corp

/26
$6,499,000
- 6 Beds
- 5.5 Baths
89 Pound Hollow Rd, Glen Head, NY 11545

Where Drama Meets Design Welcome 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
$3,350,000 Sold May 27, 2025

5 Valentine Farm Ct, Glen Head, NY 11545
- 6 Beds
- 9 Baths
- 8,400 Sq Ft
- Built 2001
Last Sold Summary
- 44% Below List Price
- $399/SF
- 394 Days On Market
Current Estimated Value $3,890,897

Last Listing Agent Michael Stanco Compass Greater NY LLC

5 Valentine Farm Ct, Glen Head, NY 11545

Est $2,588,213 Not Listed For Sale

30 Stirrup Dr, Glen Head, NY 11545
- 5 Beds
- 4.5 Baths
- 5,826 Sq Ft
- Built 1995
30 Stirrup Dr, Glen Head, NY 11545

Last Sold Summary
- 8% Above List Price
- $412/SF
- 38 Days On Market
Last Sold Price $2,400,000

Last Listing Agent Michael Stanco Compass Greater NY LLC

/46
$3,788,000
- 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
$3,590,500 Sold May 22, 2025

12 Woodfield Ln, Glen Head, NY 11545
- 8 Beds
- 7.5 Baths
- 11,046 Sq Ft
- Built 1989
Last Sold Summary
- 27% Below List Price
- $325/SF
- 335 Days On Market
Current Estimated Value $4,539,468

Last Listing Agent Connie Pinilla Compass Greater NY LLC

12 Woodfield Ln, Glen Head, NY 11545

Est $2,836,784 Not Listed For Sale

16 Overbrook Ln, Glen Head, NY 11545
- 4 Beds
- 4.5 Baths
- 3,942 Sq Ft
- Built 1984
16 Overbrook Ln, Glen Head, NY 11545

Last Sold Summary
- 4% Below List Price
- $748/SF
- 42 Days On Market
Last Sold Price $2,950,000

Last Listing Agent Lisa Fasano Compass Greater NY LLC

/19
$2,799,000 Pending
- 5 Beds
- 3.5 Baths
- 4,498 Sq Ft
7 Pin Oak Ct, Glen Head, NY 11545

Tucked at the end of a quiet cul-de-sac, this timeless contemporary sits on two perfectly level acres offering exceptional privacy and a deep, usable yard. The property features an in-ground heated pool with a waterfall and beautiful outdoor space ideal for gatherings or relaxation. Inside, the home provides plenty of opportunity with its dramatic ceilings and walls of glass that create a bright,

Robert Schmertz Compass Greater NY LLC

7 Pin Oak Ct, Glen Head, NY 11545
$2,550,000 Sold Jun 05, 2025

4 Carlisle Dr, Glen Head, NY 11545
- 5 Beds
- 5.5 Baths
- 3,733 Sq Ft
- Built 1985
Last Sold Summary
- 9% Below List Price
- $683/SF
- 150 Days On Market
Current Estimated Value $2,764,928

Last Listing Agent Batul Morbi Compass Greater NY LLC

4 Carlisle Dr, Glen Head, NY 11545

Est $2,748,785 Not Listed For Sale

20 Overbrook Ln, Glen Head, NY 11545
- 6 Beds
- 5.5 Baths
- 4,849 Sq Ft
- Built 1984
20 Overbrook Ln, Glen Head, NY 11545

Last Sold Summary
- 39% Above List Price
- $407/SF
- 23 Days On Market
Last Sold Price $1,975,000

Last Listing Agent Janet Berookhim LAFFEY REAL ESTATE

/34
$9,000,000
- 7 Beds
- 11 Baths
- 16,000 Sq Ft
4 Valentine Farm Ct, Glen Head, NY 11545

OLD BROOKVILLE Far from ordinary, this extraordinary custom built brick Mansion is designed for luxurious entertaining, Set on a private cul-de-sac, wrought iron gates open to the courtyard of this pristine 3acre estate surrounded by lush landscaping and colorful gardens. You'll greet your guests in the breathtaking Foyer where soaring domed ceiling sits 30' above a double bridal staircase.

Ellen Zipes Compass Greater NY LLC

4 Valentine Farm Ct, Glen Head, NY 11545
$2,600,000 Sold Jul 31, 2025

8 Chicken Valley Rd, Glen Head, NY 11545
- 5 Beds
- 9 Baths
- 7,938 Sq Ft
- Built 1900
Last Sold Summary
- 7% Below List Price
- $328/SF
- 14 Days On Market
Last Listing Agent Dana Forbes Compass Greater NY LLC

8 Chicken Valley Rd, Glen Head, NY 11545

Est $5,732,447 Not Listed For Sale

289 Piping Rock Rd, Glen Head, NY 11545
- 8 Beds
- 12 Baths
- 11,647 Sq Ft
- Built 1928
289 Piping Rock Rd, Glen Head, NY 11545

Last Sold Summary
- 35% Below List Price
- $756/SF
- 451 Days On Market
Last Sold Price $8,800,000

Last Listing Agent Paul Mateyunas Douglas Elliman Real Estate

/15
$2,750,000
- 5 Beds
- 3.5 Baths
- 4,938 Sq Ft
Unlisted Address

Stunning Old Brookville Estate on 2 Acres with Pool & Outdoor Oasis Welcome to this exquisite 5-bedroom, 4-bathroom home nestled on 2 acres of beautifully landscaped property in the prestigious area of Old Brookville. This elegant residence offers the perfect blend of luxury, comfort, and privacy. Step inside to discover spacious living areas filled with natural light, including a grand living

Colleen Chase Signature Premier Properties

Unlisted Address
$2,075,000 Sold Apr 09, 2025

Lot 1189 Hegemans Ln, Old Brookville, NY 11545
- Land
- 3 Acres
- $691,667 per Acre
Last Sold Summary
- 15% Below List Price
- 313 Days On Market
Last Listing Agent Jacqueline Nathel Daniel Gale Sothebys Intl Rlty

Lot 1189 Hegemans Ln, Old Brookville, NY 11545

Est $3,923,782 Not Listed For Sale

255 Piping Rock Rd, Glen Head, NY 11545
- 5 Beds
- 6.5 Baths
- 3,687 Sq Ft
- Built 2023
255 Piping Rock Rd, Glen Head, NY 11545

Last Sold Summary
- 3% Below List Price
- $1,098/SF
- 150 Days On Market
Last Sold Price $4,050,000

Last Listing Agent Xuerong Hou LAFFEY REAL ESTATE

/23
$1,350,000 Pending
- 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
$2,525,000 Sold Oct 24, 2025

78 McCouns Ln, Glen Head, NY 11545
- 7 Beds
- 6 Baths
- 5,497 Sq Ft
- Built 1926
Last Sold Summary
- 6% Below List Price
- $459/SF
- 21 Days On Market
Current Estimated Value $3,093,919

Last Listing Agent Michael Pesce BERKSHIRE HATHAWAY

78 McCouns Ln, Glen Head, NY 11545

Est $2,849,500 Not Listed For Sale

162 Hegemans Ln, Glen Head, NY 11545
- Built 1926
162 Hegemans Ln, Glen Head, NY 11545

Last Sold Summary
- 46% Above List Price
- $574/SF
- 121 Days On Market
Last Sold Price $1,950,000

Last Listing Agent Neena Chowdhary Daniel Gale Sotheby's

/34
$1,325,000
- 4 Beds
- 2.5 Baths
- 2,500 Sq Ft
1 Pine Hill Terrace, Glen Head, NY 11545

Spacious Colonial on 1 Acre in the North Shore School District. Welcome to this beautifully maintained 4-bedroom, 2.5-bath Colonial, ideally set on one acre of level property tucked away and set back from the road for added privacy, this home offers the perfect blend of space, comfort, and value all with low taxes.A gracious entry hall leads to the sun-filled Living Room and Formal Dining

Janet Berookhim LAFFEY REAL ESTATE

1 Pine Hill Terrace, Glen Head, NY 11545
$2,350,000 Sold Sep 02, 2025

6 Dolly Cam Ln, Glen Head, NY 11545
- 4 Beds
- 3.5 Baths
- 4,284 Sq Ft
- Built 1976
Last Sold Summary
- 6% Below List Price
- $549/SF
- 29 Days On Market
Current Estimated Value $2,437,650

Last Listing Agent Michael Stanco Compass Greater NY LLC

6 Dolly Cam Ln, Glen Head, NY 11545

Est $2,542,975 Not Listed For Sale

9 Canterbury Rd, Glen Head, NY 11545
- 4 Beds
- 3.5 Baths
- 3,850 Sq Ft
- Built 1956
9 Canterbury Rd, Glen Head, NY 11545

Last Sold Summary
- 16% Above List Price
- $571/SF
- 50 Days On Market
Last Sold Price $2,200,000

Last Listing Agent Dee Dee Brix Compass Greater NY LLC

/19
$1,699,000 Pending
- 6 Beds
- 4 Baths
- 3,416 Sq Ft
270 Frost Pond Rd, Glen Head, NY 11545

A versatile and desirable property located in the Village of Old Brookville, NY. This colonial style house is positioned on 2.138 level acres, all flat and usable, providing space for recreation, expansion or future customization. A separate structure oversized concrete garage with high ceilings can be accessed by a long driveway in from the road. Bring your vision to renovate this 6 bedroom

Michael Stanco Compass Greater NY LLC

270 Frost Pond Rd, Glen Head, NY 11545
$2,500,000 Sold Feb 26, 2026

80 Valentines Ln, Glen Head, NY 11545
- 7 Beds
- 10 Baths
- 8,162 Sq Ft
- Built 1987
Last Sold Summary
- 29% Below List Price
- $306/SF
- 201 Days On Market
Current Estimated Value $3,445,746

Last Listing Agent Joe Scavo Douglas Elliman Real Estate

80 Valentines Ln, Glen Head, NY 11545

Est $3,659,838 Not Listed For Sale

4 Canterbury Rd, Glen Head, NY 11545
- 5 Beds
- 6.5 Baths
- 3,900 Sq Ft
- Built 1956
4 Canterbury Rd, Glen Head, NY 11545

Last Sold Summary
- 3% Above List Price
- $910/SF
- 19 Days On Market
Last Sold Price $3,548,000

Last Listing Agent Julia Krispeal Serhant LLC

/2
$4,100,000
- Land
- 7.09 Acres
- $578,279 per Acre
559 Cedar Swamp Rd, Glen Head, NY 11545

Lovely 7.09 Acres of Residential Land a Great Builders Opportunity! This is not all flat land, it has beautiful hills. Located in Village of Old Brookville, The Address can be Brookville or Glen Head according to Village of Old Brookville same postal zip code. There is 2 acres zoning for this property, so 3 Beautiful Homes can be built on this property. All approvals would go to Village of Old

Donna Greiner- Fisher Signature Premier Properties

559 Cedar Swamp Rd, Glen Head, NY 11545
$5,600,000 Sold Mar 27, 2026

25 Longridge Ln, Glen Head, NY 11545
- 5 Beds
- 5.5 Baths
- 6,500 Sq Ft
- Built 2024
Last Sold Summary
- 7% Below List Price
- $862/SF
- 232 Days On Market
Current Estimated Value $4,425,163

Last Listing Agent Joe Scavo Douglas Elliman Real Estate

25 Longridge Ln, Glen Head, NY 11545

Est $2,263,010 Not Listed For Sale

22 Pheasant Hill Ln, Glen Head, NY 11545
- 5 Beds
- 5.5 Baths
- 5,000 Sq Ft
- Built 1966
22 Pheasant Hill Ln, Glen Head, NY 11545

Last Sold Summary
- 13% Above List Price
- $400/SF
- 201 Days On Market
Last Sold Price $2,000,000

Last Listing Agent Judy Milman Daniel Gale Sotheby's

/7
$2,485,000
- Land
- 3 Acres
- $828,333 per Acre
166 Hegemans Ln, Old Brookville, NY 11545

New gated community in the Village of Old Brookville. Ready to be built on 3.00 acres all flat on a newly developed cul-de-sac. Wide and deepdimensions, this is the ideal land parcel to construct a dream home on. Scenic vistas with a variety of opportunities to design and build newconstruction. Can build 7,000 sqft to 8,000+ sqft or smaller. Excellent location off a private road access

Michael Stanco Compass Greater NY LLC

166 Hegemans Ln, Old Brookville, NY 11545
$2,030,000 Sold Jan 12, 2026

14 Pheasant Hill Ln, Glen Head, NY 11545
- 7 Beds
- 6 Baths
- 5,494 Sq Ft
- Built 1964
Last Sold Summary
- 14% Below List Price
- $369/SF
- 58 Days On Market
Current Estimated Value $2,235,150

Last Listing Agent Damian Ross Daniel Gale Sothebys Intl Rlty

14 Pheasant Hill Ln, Glen Head, NY 11545

Not Listed For Sale

873 Cedar Swamp Rd, Glen Head, NY 11545
- 6 Beds
- 8 Baths
- 1,150 Sq Ft
- Built 1928
873 Cedar Swamp Rd, Glen Head, NY 11545

Last Sold Summary
- 25% Below List Price
- $6,529/SF
- 254 Days On Market
Last Sold Price $7,508,800

Last Listing Agent Nancy Cuite BERKSHIRE HATHAWAY

/29
$2,199,999
- 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
$1,900,000 Sold Jan 15, 2026

10 Eastview Ln, Glen Head, NY 11545
- 4 Beds
- 5 Baths
- 3,628 Sq Ft
- Built 1861
Last Sold Summary
- 16% Below List Price
- $524/SF
- 69 Days On Market
Current Estimated Value $2,053,998

Last Listing Agent Catherine Davis Serhant East End LLC

10 Eastview Ln, Glen Head, NY 11545

Showing Results 1 - 40, Page 1 of 18

New York Nassau County Old Brookville

Home Trends in Old Brookville, NY

On average, homes in Old Brookville, NY sell after 51 days on the market compared to the national average of 55 days. The median sale price for homes in Old Brookville, NY over the last 12 months is $5,020,000.

Housing Trends

Median Sale Price

$5,020,000

Median Single Family Sale Price

$5,020,000

Average Price Per Sq Ft

$835

Number of Homes for Sale

Last 12 months Home Sales

Months of Supply

0.00

Median List Price

$5,350,000

Median Change From 1st List Price

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Old Brookville, NY Homes

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Home Trends in Old Brookville, NY

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