Upper Brookville, NY homes for sale & real estate

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OPEN SUN, 2PM TO 3:30PM

2 West View Dr, Upper Brookville, NY 11771
2 West View Dr, Upper Brookville, NY 11771
2 West View Dr, Upper Brookville, NY 11771
ABOUT THIS HOME
Upper Brookville, NY Homes for Sale
Exceptional Opportunity – Contemporary Home in Sagamore Woods Private Cul-De-Sac Set on five private acres in Sagamore Woods Private Cul De Sac this 5,900 sq. ft. contemporary home presents a rare opportunity to reimagine and renovate to your taste. A circular driveway welcomes you to this architecturally dramatic residence, where soaring ceilings and expansive spaces offer endless potential. The heart of the home is the striking living room with a two-story ceiling, statement fireplace, and a wall of windows that seamlessly brings the outdoors in. Ideal for entertaining, the layout includes a separate breakfast room, an efficient, chef’s kitchen with a center island, and an in

$1,850,000

5 beds5.5 baths5,625 sq ft

2 West View Dr, Upper Brookville, NY 11771

5 acre lot • 3 garage spots • Pool

Listing by Daniel Gale Sothebys Intl Rlty

14 Fairview Ln, Oyster Bay, NY 11771
14 Fairview Ln, Oyster Bay, NY 11771
14 Fairview Ln, Oyster Bay, NY 11771
ABOUT THIS HOME
Upper Brookville, NY Homes for Sale
Exclusive Oyster Bay Colonial - Cash or Hard money only! Stunning young colonial in prestigious Oyster Bay featuring 4 spacious bedrooms and 2.5 luxurious baths. This gem comes complete with an inground pool perfect for summer entertaining. PRICED TO SELL QUICKLY - CASH OFFERS ONLY This rare opportunity won t last Property is currently occupied, so please respect privacy - no showings or disturbances to current residents. Serious cash buyers will appreciate this competitively priced colonial in one of Long Island's most desirable communities. Contact us today for more details on this exceptional value in Oyster Bay

$799,900

4 beds3.5 baths3,120 sq ft

14 Fairview Ln, Oyster Bay, NY 11771

9,872 sq ft lot • 2 garage spots • Pool

Listing by AI Realty Brokerage LLC

8 High Meadow Ct, Old Brookville, NY 11545
8 High Meadow Ct, Old Brookville, NY 11545
8 High Meadow Ct, Old Brookville, NY 11545
ABOUT THIS HOME
Upper Brookville, NY Homes for Sale
Welcome to this Magnificent Brick Masterpiece with Guest/Pool House on Two Impeccable Resort Style Acres. This Grand Residence sets High Standards for a lifestyle of luxury offering timeless elegance and luxurious modern amenities. Sophisticated designer finishes are blended with classic appointments throughout it's refined and thoughtfully designed Interior. A stunning marble reception foyer with sweeping staircase sets the tone, opening to expansive and beautifully detailed principle rooms. The formal Living Rm w white marble mantle, high ceilings, beautiful moldings & large picture windows overlooking gardens provides for elegant entertaining while guests will be delighted to dine

$4,295,000

5 beds5 baths6,000 sq ft

8 High Meadow Ct, Old Brookville, NY 11545

2.02 acre lot • 3 garage spots • Pool

Listing by Compass Greater NY LLC

10 Laurel Woods Dr, Upper Brookville, NY 11771
10 Laurel Woods Dr, Upper Brookville, NY 11771
10 Laurel Woods Dr, Upper Brookville, NY 11771
ABOUT THIS HOME
Upper Brookville, NY Homes for Sale
Welcome to Lions Gate A Private North Shore Estate of Distinction nestled in the heart of Long Island’s Gold Coast; Lions Gate is a grand and secluded country estate offering an unparalleled lifestyle of elegance and comfort. Located within the esteemed Locust Valley School District—home to the prestigious International Baccalaureate program, this magnificent residence blends refined architectural detail with the serenity of resort-style living, all set on five spectacular acres directly abutting the protected Hope Goddard Iselin Preserve, offering acres of unspoiled natural beauty and tranquil hiking trails. Approached through an impressive automatic brick and wrought-iron ga

$3,200,000

7 beds7 baths8,286 sq ft

10 Laurel Woods Dr, Upper Brookville, NY 11771

5.45 acre lot • 4 garage spots • Pool

Listing by Douglas Elliman Real Estate

OPEN SUN, 12PM TO 1:30PM

60 Piping Rock Rd, Upper Brookville, NY 11545
60 Piping Rock Rd, Upper Brookville, NY 11545
60 Piping Rock Rd, Upper Brookville, NY 11545
ABOUT THIS HOME
Upper Brookville, NY Homes for Sale
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 elegance with modern comforts. A truly iconic Georgian estate nestled in the heart of Upper Brookville, this 17,587 square feet of total living space, this sprawling residence features 9 bedrooms, 9.555+ bathrooms, 10 wood-burning fireplaces, and exquisite architectural details, including vintage

$8,250,000

9 beds10.5 baths17,587 sq ft

60 Piping Rock Rd, Upper Brookville, NY 11545

8.96 acre lot • 7 garage spots • Pool

Listing by Compass Greater NY LLC

Property at 5 Linda Ct, Oyster Bay, NY 11771, 5 beds, 3.5 baths

$1,798,000

5 beds3.5 baths2,968 sq ft

5 Linda Ct, Oyster Bay, NY 11771

Listing by Compass Greater NY LLC

Property at 843 Orchard Ln, Muttontown, NY 11771, 5 beds, 3 baths

$1,725,000

5 beds3 baths1,749 sq ft

843 Orchard Ln, Muttontown, NY 11771

Listing by Douglas Elliman Real Estate

Property at 13 Locust Ln, Upper Brookville, NY 11545, 6 beds, 5 baths

$3,699,000

6 beds5 baths5,500 sq ft

13 Locust Ln, Upper Brookville, NY 11545

Listing by Compass Greater NY LLC

Property at 7 Locust Ln, Glen Head, NY 11545, 4 beds, 5 baths

$2,750,000

4 beds5 baths4,453 sq ft

7 Locust Ln, Glen Head, NY 11545

Listing by Signature Premier Properties

Property at 1629 Cedar Swamp Rd, Glen Head, NY 11545, 7 beds, 7.5 baths

$6,300,000

7 beds7.5 baths7,500 sq ft

1629 Cedar Swamp Rd, Glen Head, NY 11545

Listing by Property Professionals Realty

Property at 412 Mill River Rd, Oyster Bay, NY 11771, 6 beds, 6.5 baths

$3,800,000

6 beds6.5 baths6,355 sq ft

412 Mill River Rd, Oyster Bay, NY 11771

Listing by Property Professionals Realty

Property at 21 Overbrooke Ln, Upper Brookville, NY 11545, 6 beds, 4.5 baths

$2,550,000

6 beds4.5 baths5,871 sq ft

21 Overbrooke Ln, Upper Brookville, NY 11545

Listing by Skyline Residential & Comm Inc

Property at 1 Pine Valley Rd, Upper Brookville, NY 11771, 5 beds, 4.5 baths

$2,398,000

5 beds4.5 baths5,405 sq ft

1 Pine Valley Rd, Upper Brookville, NY 11771

Listing by Douglas Elliman Real Estate

Property at 1620 Old Cedar Swamp Rd, Brookville, NY 11545, 7 beds, 6 baths

$2,850,000

7 beds6 baths8,000 sq ft

1620 Old Cedar Swamp Rd, Brookville, NY 11545

Listing by Daniel Gale Sothebys Intl Rlty

Property at 27 Locust Ln, Oyster Bay, NY 11771, 3 beds, 1.5 baths

$895,000

3 beds1.5 baths1,491 sq ft

27 Locust Ln, Oyster Bay, NY 11771

Listing by Daniel Gale Sothebys Intl Rlty

Property at 285 Piping Rock Rd, Locust Valley, NY 11560, 7 beds, 5.5 baths

$4,195,000

7 beds5.5 baths— sq ft

285 Piping Rock Rd, Locust Valley, NY 11560

Listing by Daniel Gale Sothebys Intl Rlty

Property at 10 Colonial Dr, Upper Brookville, NY 11545, 6 beds, 6 baths

$6,995,000

6 beds6 baths6,711 sq ft

10 Colonial Dr, Upper Brookville, NY 11545

Listing by Douglas Elliman Real Estate

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 5 Peacock Ln, Upper Brookville, NY 11545, 5 beds, 4.5 baths

$3,699,000

5 beds4.5 baths— sq ft

5 Peacock Ln, Upper Brookville, NY 11545

Listing by Douglas Elliman Real Estate

Property at 1622 Old Cedar Swamp Rd, Glen Head, NY 11545

$6,450,000

— beds— baths— sq ft

1622 Old Cedar Swamp Rd, Glen Head, NY 11545

Listing by Daniel Gale Sothebys Intl Rlty

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OPEN SAT, 12PM TO 1:30PM

49 High St, Locust Valley, NY 11560
49 High St, Locust Valley, NY 11560
49 High St, Locust Valley, NY 11560
ABOUT THIS HOME
Upper Brookville, NY Homes for Sale
Full of warmth, character, and modern comforts, this beautifully maintained Colonial sits on a lovely property in a highly desirable mid-village location. Inside you'll find gleaming hardwood floors, high ceilings, and timeless architectural details throughout. The charming kitchen features new appliances and natural gas cooking, while recent upgrades include a brand-new roof and hot water heater. Second level you'll find all 3 bedrooms and the 2nd full bathroom. The top level offers bonus rooms—ideal for a home office, gym, or creative space. Enjoy a private, secluded backyard and the convenience of a rare 2-car garage. Just steps to shops, fine dining, top-rated schools, arboretums,

$949,000

3 beds2 baths1,448 sq ft

49 High St, Locust Valley, NY 11560

3,700 sq ft lot • 2 garage spots • Bonus rooms

Listing by Compass Greater NY LLC

OPEN SAT, 12PM TO 2PM

2 Anchorage Ln Unit 3B, Oyster Bay, NY 11771
2 Anchorage Ln Unit 3B, Oyster Bay, NY 11771
2 Anchorage Ln Unit 3B, Oyster Bay, NY 11771
ABOUT THIS HOME
Upper Brookville, NY Homes for Sale
Welcome to Unit 3B at 2 Anchorage Lane in Oyster Bay. This second-floor, 1-bedroom, 1-bath cooperative offers approximately 850 square feet of comfortable living space in the sought-after Top of the Harbour complex. Built in 1979, the unit features a bright, open layout with a spacious living and dining area, a separate eat-in kitchen, and a generously sized bedroom with ample closet space. Step out onto the balcony—perfect for gathering with friends or enjoying a quiet cup of coffee or tea. This co-op community offers on-site laundry. Monthly maintenance includes taxes, heat, gas, water, parking, snow removal, and landscaping. Ideally located near Oyster Bay’s vibrant downtown,

$359,000

1 bed1 bath850 sq ft

2 Anchorage Ln Unit 3B, Oyster Bay, NY 11771

$1,105 HOA • Balcony • Ample closet space

Listing by Realty Connect USA L I Inc

OPEN THU, 1:30PM TO 3PM

66 Valley Ave, Locust Valley, NY 11560
66 Valley Ave, Locust Valley, NY 11560
66 Valley Ave, Locust Valley, NY 11560
ABOUT THIS HOME
Upper Brookville, NY Homes for Sale
Charming, Renovated Home on One of Locust Valley’s Most Sought-After Streets This rare gem blends timeless charm with thoughtful modern updates. Nestled on one of the most desirable streets in Locust Valley, the beautifully renovated home showcases refined craftsmanship and inviting living spaces throughout. Step into a sun-filled living room with a cozy wood-burning fireplace and gleaming hardwood floors. The kitchen and baths feature marble countertops and imported fixtures, offering a classic, elegant aesthetic. With three spacious bedrooms and two full baths, the home also includes a large full basement and central air conditioning—comfort and style at every turn. A large fa

$1,350,000

3 beds2 baths1,760 sq ft

66 Valley Ave, Locust Valley, NY 11560

0.6 acre lot • Garage

Listing by Daniel Gale Sothebys Intl Rlty

OPEN SAT TO 2PM

56 Summers St, Oyster Bay, NY 11771
56 Summers St, Oyster Bay, NY 11771
56 Summers St, Oyster Bay, NY 11771
ABOUT THIS HOME
Upper Brookville, NY Homes for Sale
Welcome to this beautifully maintained quintessential Colonial nestled in the heart of Oyster Bay! The main floor offers a warm and inviting layout featuring a cozy living room, formal dining area, home office space, a full updated bathroom, and a recently renovated open-concept kitchen. The kitchen boasts energy-efficient stainless steel appliances, modern finishes, and sliding glass doors that lead to a spacious backyard and a detached 2-car garage that is perfect for entertaining or relaxing outdoors. Upstairs, you’ll find three bedrooms and a beautifully updated full bathroom with a built-in closet and makeup vanity area. A walk-up attic provides ample additional storage, and the

$799,000

3 beds2 baths1,248 sq ft

56 Summers St, Oyster Bay, NY 11771

9,650 sq ft lot • 2 garage spots

Listing by LAFFEY REAL ESTATE

OPEN SUN, 11:30AM TO 1:30PM

18 Pine Dr, Oyster Bay, NY 11771
18 Pine Dr, Oyster Bay, NY 11771
18 Pine Dr, Oyster Bay, NY 11771
ABOUT THIS HOME
Upper Brookville, NY Homes for Sale
Welcome to this charming small cape-style home, perfect for cozy living! Nestled in a tranquil neighborhood, this delightful property features a warm and inviting façade with a classic pitched roof. Inside, you'll find a comfortable open-concept layout with ample natural light, Showcasing a beautifully updated eat in kitchen with new stainless appliances and quartz countertops . Spacious living area ideal for gatherings. The home boasts three cozy bedrooms, and a lovely bonus backyard retreat, perfect for relaxation and entertaining. A 2 car detached garage with nearby parks and local amenities, this is a perfect starter home or a peaceful getaway. Don’t miss your chance to own

$769,000

3 beds1.5 baths1,218 sq ft

18 Pine Dr, Oyster Bay, NY 11771

5,000 sq ft lot • 2 garage spots • Quartz countertops

Listing by Counsel Rock Realty Inc

156 Sugar Toms Ln, East Norwich, NY 11732
156 Sugar Toms Ln, East Norwich, NY 11732
156 Sugar Toms Ln, East Norwich, NY 11732
ABOUT THIS HOME
Upper Brookville, NY Homes for Sale
Elegance and Custom Beauty! Presenting this stunning 1yr old new construction, high-efficiency Smart Home featuring a 35-year architectural roof. With Pella windows, an energy-efficient 15-ton Mitsubishi hyper heating/cooling system, and a radiant heated driveway, this home sets a new standard in modern living. Step inside to discover Brazilian white oak hardwood floors with walnut border throughout, complemented by a kitchen adorned with Fisher & Paykel appliances, including dual dishwashers, a double wall oven, and an induction stove. The marble sushi bar in the island and dual-sided travertine fireplace add to the allure. Lionel light fixtures illuminate every corner, while each ba

$4,888,888

6 beds6.5 baths9,800 sq ft

156 Sugar Toms Ln, East Norwich, NY 11732

1.01 acre lot • 2 garage spots • Pool

Listing by Kelly J Vargas

Property at 8 Rolling Dr, Brookville, NY 11545, 5 beds, 3.5 baths

$2,499,000

5 beds3.5 baths3,530 sq ft

8 Rolling Dr, Brookville, NY 11545

Listing by Signature Premier Properties

Property at 15 Le Britton St, Locust Valley, NY 11560, 4 beds, 2 baths

$1,100,000

4 beds2 baths1,934 sq ft

15 Le Britton St, Locust Valley, NY 11560

Listing by Douglas Elliman Real Estate

Property at 45 Cherry St, Locust Valley, NY 11560, 2 beds, 1 bath

$699,000

2 beds1 bath920 sq ft

45 Cherry St, Locust Valley, NY 11560

Listing by Compass Greater NY LLC

Property at 14 Chelmsford Dr, Muttontown, NY 11545, 5 beds, 3.5 baths

$2,500,000

5 beds3.5 baths5,349 sq ft

14 Chelmsford Dr, Muttontown, NY 11545

Listing by Compass Greater NY LLC

Property at 50 Ships Point Ln, Oyster Bay, NY 11771, 4 beds, 3 baths

$2,250,000

4 beds3 baths2,838 sq ft

50 Ships Point Ln, Oyster Bay, NY 11771

Listing by The Agency Brokerage

Property at 26 Rolling Dr, Brookville, NY 11545, 5 beds, 3.5 baths

$2,750,000

5 beds3.5 baths3,492 sq ft

26 Rolling Dr, Brookville, NY 11545

Listing by Compass Greater NY LLC

Property at 17 Singworth St, Oyster Bay, NY 11771, 4 beds, 2 baths

$1,088,000

4 beds2 baths1,138 sq ft

17 Singworth St, Oyster Bay, NY 11771

Listing by Toula Polios Realty Group LLC

Property at 105 Midway Ave, Locust Valley, NY 11560, 3 beds, 3 baths

$1,410,000

3 beds3 baths2,387 sq ft

105 Midway Ave, Locust Valley, NY 11560

Listing by Compass Greater NY LLC

Property at 16 Huckleberry Ln, Oyster Bay, NY 11771, 4 beds, 2.5 baths

$1,098,888

4 beds2.5 baths2,800 sq ft

16 Huckleberry Ln, Oyster Bay, NY 11771

Listing by Voro LLC

Property at 1946 Vincent Ln, Muttontown, NY 11791, 6 beds, 4 baths

$1,988,888

6 beds4 baths3,352 sq ft

1946 Vincent Ln, Muttontown, NY 11791

Listing by Cross Star Realty

Property at 63 Fruitledge Rd, Brookville, NY 11545, 6 beds, 6.5 baths

$6,499,000

6 beds6.5 baths6,885 sq ft

63 Fruitledge Rd, Brookville, NY 11545

Listing by Douglas Elliman Real Estate

Property at 27 Soundview Ave, Locust Valley, NY 11560, 4 beds, 2 baths

$1,275,000

4 beds2 baths2,500 sq ft

27 Soundview Ave, Locust Valley, NY 11560

Listing by East Egg Realty LLC

Property at 11 Black Rock Rd, Muttontown, NY 11545, 8 beds, 8.5 baths

$5,280,000

8 beds8.5 baths7,900 sq ft

11 Black Rock Rd, Muttontown, NY 11545

Listing by Charles Rutenberg Realty Inc

Property at 75 Anstice St, Oyster Bay, NY 11771, 3 beds, 2 baths

$939,000

3 beds2 baths1,714 sq ft

75 Anstice St, Oyster Bay, NY 11771

Listing by Douglas Elliman Real Estate

Based on information submitted to the MLS GRID as of Wed Jul 23 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.

Average home prices near Upper Brookville, NY

Cities

Neighborhoods
Zip Codes

North Hempstead homes for sale
$1,332,444
Oyster Bay homes for sale
$1,190,000

Upper Brookville, NY real estate trends

$5.3M

Sale price

$582

Sale $/sq ft

Under list price

4.4%

Days on market

Down payment

10.0%

Total homes sold

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