Upper Brookville, NY Homes for Sale

• 

  $595,000 Sold Jun 30, 2025

  • 1,790 Sq Ft
  • $332/SF
  • 338 Days On Market

  • 2 Beds
  • 2.5 Baths
  • Built 1981

  12 Adams Ct, Oyster Bay, NY 11771

  Welcome to 12 Adams Court, located in the esteemed Landmark Colony, nestled within the historic charm of Oyster Bay, NY. This unique residence offers a blend of charming design and historical significance. Boasting 2 bedrooms and 2.5 bathrooms, this townhouse provides a spacious and stylish living environment. The townhome's main level seamlessly integrates the living, dining, and galley kitchen

  Tracy Clennon Compass Greater NY LLC

  12 Adams Ct, Oyster Bay, NY 11771
• 

  Explore Upper Brookville

• 

  

  

  /49

  $3,200,000

  • 7 Beds
  • 8 Baths
  • 8,286 Sq Ft

  10 Laurel Woods Dr, Oyster Bay, NY 11771

  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

  Regina Rogers Douglas Elliman Real Estate

  10 Laurel Woods Dr, Oyster Bay, NY 11771
• 

  

  

  /50

  $3,699,000

  • 6 Beds
  • 5 Baths
  • 5,500 Sq Ft

  13 Locust Ln, Glen Head, NY 11545

  La Isabella A Gracious 2 Acre Estate In Prestigious Upper Brookville Offering Timeless Colonial Architecture With Modern Luxury. Set Behind A Sweeping Drive And Surrounded By Mature Magnolia, Dogwood, And Maple Trees, This Home Is Crafted For Multigenerational Living With Privacy And Sophistication. Inside, A Dramatic Double-Height Foyer And Sweeping Staircase Welcome You To Spacious Sunlit Rooms

  Lisa Fasano Compass Greater NY LLC

  13 Locust Ln, Glen Head, NY 11545
• 

  

  

  /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
• 

  

  

  /38

  $2,350,000

  • 5 Beds
  • 4.5 Baths
  • 5,405 Sq Ft

  1 Pine Valley Rd, Oyster Bay, NY 11771

  Tucked away on a fully fenced, over two-acre, park-like, electronic-gated property, stands a sprawling Farm Rach expanded and remodeled in 2007. This 5,400-square-foot mini estate of your dreams is located in the scenic Upper Brookville village. With rolling wooded open spaces rife with wildlife and dotted with grand and historic estates, you will be close to boating, golf, equestrian facilities,

  Regina Rogers Douglas Elliman Real Estate

  1 Pine Valley Rd, Oyster Bay, NY 11771
• 

  

  /39

  $2,450,000

  • 6 Beds
  • 4.5 Baths
  • 5,871 Sq Ft

  21 Overbrook Ln, Glen Head, NY 11545

  Opportunity Knocks in Prestigious Upper Brookville!Now offered at a reduced price, this all-brick estate at 21 Overbrooke Lane presents a rare chance to own in one of Long Island’s most sought-after neighborhoods. Nestled on a serene 2-acre lot with a picturesque pond backdrop, this 8,346 sq. ft. (gross) residence offers timeless architecture and incredible potential.Featuring 6

  Aleksandr Dzhurayev Skyline Residential & Comm Inc

  21 Overbrook Ln, Glen Head, NY 11545
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  /27

  $3,699,000

  • 5 Beds
  • 4.5 Baths

  5 Peacock Ln, Glen Head, NY 11545

  Rare Opportunity on Private Gated Upper Brookville Lane. Only 11 Homes Built & Seldom Offered For Sale. Pride of Ownership throughout This Turn Key Brick Colonial on Quiet Interior 2A+ Site. Attention to Detail, Functional Floor Plan for Contemporary Living & Entertaining Indoors and Outdoors. Magnificent Landscaped Grounds Complete with Outdoor Kitchen, Oversized Patio, Gunite Pool with

  Peggy Carillo Douglas Elliman Real Estate

  5 Peacock Ln, Glen Head, NY 11545
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  /50

  $2,399,000 Pending

  • 5 Beds
  • 3.5 Baths
  • 4,067 Sq Ft

  363 Juniper Dr, Oyster Bay, NY 11771

  This stunning Colonial home is perfectly situated at the end of a quiet, private cul-de-sac, offering both privacy and charm. Recently renovated from top to bottom, it features brand-new bathrooms, a new pool generator, 13 new energy-efficient windows, a new washer and dryer, and a new boiler—every detail thoughtfully updated with exquisite taste. The home is truly move-in ready. Newly installed

  Paula Handler LAFFEY REAL ESTATE

  363 Juniper Dr, Oyster Bay, NY 11771
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  /42

  $2,690,000 Pending

  • 5 Beds
  • 5 Baths
  • 6,300 Sq Ft

  199 Terrace Ln, Oyster Bay, NY 11771

  A Legendary Estate with a Sports SanctuaryStep into a world where luxury meets athletic excellence at this exceptional Georgian Colonial estate in Upper Brookville. Set on over two acres along the most prestigious street in the area, this residence offers an unparalleled blend of history, elegance, and recreation.The centerpiece of this property is an oversized indoor sports sanctuary, designed

  Huailing Deng Daniel Gale Sothebys Intl Rlty

  199 Terrace Ln, Oyster Bay, NY 11771
• 

  $2,415,000 Sold Jul 22, 2025

  • 4,500 Sq Ft
  • $537/SF
  • 23 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1967

  5 Valerie Dr, Glen Head, NY 11545

  Welcome to 5 Valerie Dr- Tucked away on a quiet cul-de-sac this expansive 4 Bed, 3.5 Bath ranch offers an effortless lifestyle with a seamless layout ideal for both comfortable living and entertaining. Soaring ceilings with skylights and walls of windows fill the home with natural light, enhancing its open and inviting ambiance. The desirable first-floor primary suite includes a private study,

  Dalia Elison Douglas Elliman Real Estate

  5 Valerie Dr, Glen Head, NY 11545
• 

  $2,500,000 Sold Jul 15, 2025

  • 5,470 Sq Ft
  • $457/SF
  • 11 Days On Market

  • 5 Beds
  • 4.5 Baths
  • Built 1981

  12 Shelter Ln, Glen Head, NY 11545

  Located at the end of a beautiful tree-lined private cul-de-sac, this Upper Brookville contemporary David Chotan built home in Upper Brookville sits on over 2.5 acres and offers a luxurious, sunlit retreat designed for entertaining. The grand foyer opens to an expansive layout featuring a sunken living room with a built-in wet bar, fireplace, soaring ceilings, and floor-to-ceiling windows. All

  Melanie Cogan Compass Greater NY LLC

  12 Shelter Ln, Glen Head, NY 11545
• 

  $3,000,000 Sold Apr 28, 2025

  • 7,493 Sq Ft
  • $400/SF
  • 240 Days On Market

  • 7 Beds
  • 8 Baths
  • Built 1925

  963 Ripley Ln, Oyster Bay, NY 11771

  Location, Location, Location! Long winding Driveway leads to a Magnificent Colonial set on 4.5 flat acres in the desirable Village of Upper Brookville. Perfect Equestrian Property. This stately Colonial has grand entertaining rooms, 7 bedrooms, 6.55 baths. Spacious Eat in Kitchen with Granite Counter tops. Mud room with built in cabinetry. Elevator from garage up through 1st and 2nd floor

  Kathryn Zoller Daniel Gale Sothebys Intl Rlty

  963 Ripley Ln, Oyster Bay, NY 11771
• 

  $2,400,000 Sold Mar 05, 2025

  • 4,550 Sq Ft
  • $527/SF
  • 18 Days On Market

  • 4 Beds
  • 4.5 Baths
  • Built 1955

  1281 Wolver Hollow Rd, Oyster Bay, NY 11771

  Welcome to this tastefully renovated sprawling ranch poised on 3 acres of parklike property lending itself to entertaining in style or relaxing indoors or out. The natural light beams through the large windows that over look the mature plantings patios and gardens. The guest suite off of the laundry room offers additional space for family or quests as does the pool house behind the IG Pool. Enjoy

  Linda Faraldo Daniel Gale Sothebys Intl Rlty

  1281 Wolver Hollow Rd, Oyster Bay, NY 11771
• 

  $2,700,000 Sold Oct 30, 2024

  • 6,595 Sq Ft
  • $409/SF
  • 15 Days On Market

  • 6 Beds
  • 4.5 Baths
  • Built 1958

  999 Wolver Hollow Rd, Oyster Bay, NY 11771

  Discover the perfect blend of luxury and tranquility in this extraordinary hilltop estate. Nestled on over 2.5 acres of beautifully secluded landscape, this stunning 6,500+ sqft Expanded Colonial home offers an inviting retreat with elegance and charm. Enter this gorgeous home and you will discover six generously sized bedrooms offering both comfort and privacy, along with five welcoming

  Lindsey Barnett Compass Greater NY LLC

  999 Wolver Hollow Rd, Oyster Bay, NY 11771
• 

  $2,900,000 Sold Aug 14, 2024

  • 3,070 Sq Ft
  • $945/SF
  • 53 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1949

  343 Chicken Valley Rd, Glen Head, NY 11545

  Move right into this Fabulous Four Bedroom residence perfectly set on 5.5 landscaped acres. Beautifully updated, this Ranch style residence has an open and light-filled floor plan for today's luxurious lifestyle. Built on one level, the home features floor-to-ceiling windows and doors with garden views that invite natural light into the interiors. Living and dining areas surround an attractive

  Christina Porter Daniel Gale Sothebys Intl Rlty

  343 Chicken Valley Rd, Glen Head, NY 11545
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  /42

  $3,800,000

  • 6 Beds
  • 6.5 Baths
  • 6,355 Sq Ft

  412 Mill River Rd, Oyster Bay, NY 11771

  Experience modern luxury in this brand-new contemporary masterpiece. This stunning home features expansive open-concept living, soaring ceilings, statement chandelier lighting, and floor-to-ceiling windows that flood the space with natural light, Hide-A-Hose Central Vacuum, Generator. 4-zone HVAC system ensures year-round comfort, while a fully finished basement provides additional flexible

  Najla Erfan Property Professionals Realty

  412 Mill River Rd, Oyster Bay, NY 11771
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  /50

  $3,400,000

  • 6 Beds
  • 5.5 Baths
  • 7,000 Sq Ft

  339 Ridge Ln, Mill Neck, NY 11765

  Discover a home that blends luxury, nature and modern living. This high-end farm ranch in the Incorporated Village of Mill Neck offers a unique, serene style of living, while being close to everything. House has approximately 7000sqft. of living space and a fully finished lower level. There are 6 well defined bedrooms and 6.5 bathrooms. Natural light throughout with skylights and floor to ceiling

  Sheryl Fine LAFFEY REAL ESTATE

  339 Ridge Ln, Mill Neck, NY 11765
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  /49

  $2,498,000 Pending

  • 5 Beds
  • 4 Baths
  • 4,247 Sq Ft

  783 Remsens Ln, Oyster Bay, NY 11771

  Tucked away on lush, landscaped grounds filled with specimen trees and vibrant perennials, this meticulously renovated 5-bedroom, 4 bathroom expanded ranch offers exceptional indoor-outdoor living. The home features an open-concept layout with custom millwork throughout, including a sun-filled eat-in chef's kitchen outfitted with top-of-the-line appliances, oversized center island, and cozy

  Kimberly Bancroft Daniel Gale Sothebys Intl Rlty

  783 Remsens Ln, Oyster Bay, NY 11771
• 

  $2,950,000 Sold Sep 27, 2024

  • 3,942 Sq Ft
  • $748/SF
  • 42 Days On Market

  • 4 Beds
  • 4.5 Baths
  • Built 1984

  16 Overbrook Ln, Glen Head, NY 11545

  Welcome To 16 Overbrooke Lane - A Hidden Treasure Nestled In The Esteemed Old Brookville Community. Presenting The Sanctuary, A Center Hall Colonial Estate Exuding Sophistication, Comfort, And Natural Allure. Set Amidst Two Sprawling Private Acres, Bordered By A Secluded Horse Farm, This Property Offers An Unmatched Haven Of Serenity And Opulence. Approaching The Sanctuary, One Is Greeted By

  Lisa Fasano Compass Greater NY LLC

  16 Overbrook Ln, Glen Head, NY 11545
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  /30

  $1,850,000

  • 5 Beds
  • 5.5 Baths
  • 5,625 Sq Ft

  2 W View Dr, Oyster Bay, NY 11771

  Exceptional Opportunity – Contemporary Home in Sagamore Woods Private Cul-De-SacSet 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

  Lois Kirschenbaum Daniel Gale Sothebys Intl Rlty

  2 W View Dr, Oyster Bay, NY 11771
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  /37

  $7,850,000

  • 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
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  /8

  $6,300,000

  • 7 Beds
  • 7.5 Baths
  • 7,500 Sq Ft

  1629 Cedar Swamp Rd, Glen Head, NY 11545

  Beautiful Flat 2 Acre Home in Jericho SD in Upper Brookville. Cabana with Gunite Pool, Elevator, Top Appliances, High Ceilings, Great Room w/ Linear Fire Place, Chefs Kitchen+Spice Kitchen, Top Appliances. Hide-A-Hose Central Vacuum. 5 Central Air Zones. Huge Backyard, Professionally designed landscaping. 10 ft first Floor, 10 ft basement, 12” 2nd floor in bedrooms. 4 Panel Slider in Basement!!

  Najla Erfan Property Professionals Realty

  1629 Cedar Swamp Rd, Glen Head, NY 11545
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  /11

  $15,000,000

  • Land
  • 52 Acres
  • $290,698 per Acre

  2340 A Cedar Swamp Rd, Glen Head, NY 11545

  Brookville | On the market for the first time in over a century, welcome to 2340 Cedar Swamp Road - a once-in-a-lifetime opportunity to own a historical estate in the heart of Long Island's Gold Coast. This property, totaling a near 52-acres of undeveloped land, was once home to the Joan of Arc Chapel - a small chapel imported by Gertrude Hill Gavin, daughter of railway director, James Jerome

  Joe Scavo Douglas Elliman Real Estate

  2340 A Cedar Swamp Rd, Glen Head, NY 11545
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  /28

  $6,995,000

  • 6 Beds
  • 6 Baths
  • 6,711 Sq Ft

  10 Colonial Dr, Glen Head, NY 11545

  10 Colonial Drive is a stunning Georgian estate set on 5 impeccably landscaped acres in the prestigious Colonial Drive Estate of Upper Brookville. This 6,711 sq. ft. residence offers 6 bedrooms, 6 bathrooms, 4 fireplaces, a heated gunite pool, tennis court, and a 3-car garage. A Baccarat chandelier graces the double-height foyer, setting the tone for elegant living. The formal dining room flows

  Benjamin Jordan Douglas Elliman Real Estate

  10 Colonial Dr, Glen Head, NY 11545
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  /36

  $27,000,000

  • 13 Beds
  • 17 Baths
  • 12,892 Sq Ft

  0 Applewood Estate Unit ONE3578383, Upper Brookville, NY 11545

  Behold Applewood Estate, an expansive 35+ acre serene property nestled within the prestigious Village of Upper Brookville. This unmatched North Shore architectural masterpiece with 6+ dwellings, offers both grandeur and elegance. The unrivaled property was meticulously designed with professional landscaping, decorated with mature privacy hedges, formal gardens with water features and rolling

  Jason Friedman Daniel Gale Sothebys Intl Rlty

  0 Applewood Estate Unit ONE3578383, Upper Brookville, NY 11545
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  /37

  $1,798,000 Pending

  • 5 Beds
  • 3.5 Baths
  • 2,968 Sq Ft

  5 Linda Ct, Oyster Bay, NY 11771

  New to Market! Make this classic Center Hall Colonial in the Village of Upper Brookville your own! Impressively set back down a long driveway, this residence boasts a premium location on a coveted cul de sac and backs to a golf course! Built in 1962, this elegant 5-bedroom, 3.5-bath home offers 2968 square feet of living space plus a finished basement on 2 level acres with in-ground gunite pool.

  Dee Dee Brix Compass Greater NY LLC

  5 Linda Ct, Oyster Bay, NY 11771
• 

  

  /23

  $1,699,000 Pending

  • 5 Beds
  • 3.5 Baths
  • 3,400 Sq Ft

  969 Ripley Ln, Glen Head, NY 11545

  Have you been dreaming of owning your own home in the sought-after Village of Upper Brookville? 969 Ripley Lane embodies all that this charming Village offers - a large, attractive colonial set above the country roads, on 2 park-like acres with an in-ground pool, 5 bedrooms and 3.5 bathrooms. As you come up the driveway and approach the house, 969 Ripley embraces you with mature trees and

  Maria Corigliano Douglas Elliman Real Estate

  969 Ripley Ln, Glen Head, NY 11545
• 

  

  /50

  $1,998,000 Pending

  • 6 Beds
  • 4.5 Baths
  • 3,529 Sq Ft

  1039 Friendly Rd, Upper Brookville, NY 11771

  Experience exceptional luxury living at this exquisite Tuscan-inspired estate, nestled on 2 acres of lush, professionally landscaped grounds. Fully rebuilt and meticulously renovated in 2005, this private retreat blends timeless European charm with modern sophistication, offering 6 bedrooms, 4 full baths, and 1 half bath, along with an exceptional layout for both grand entertaining and relaxed

  Lisa Lauricella Signature Premier Properties

  1039 Friendly Rd, Upper Brookville, NY 11771
• 

  

  /50

  $2,199,888 Pending

  • 5 Beds
  • 4.5 Baths
  • 4,539 Sq Ft

  25 Winding Ln, Glen Head, NY 11545

  Nestled in the heart of the highly sought-after Glen Head neighborhood, this exquisite 5-bedroom, 4.5-bathroom residence offers endless possibilities to make it your own. Step inside to find a bright and spacious open floor plan with large windows that allow natural light to flood each room.The master suite is on the first floor with a spa-like bathroom, walk-in closet, and serene views. Four

  Kimberly Schirrman Property Professionals Realty

  25 Winding Ln, Glen Head, NY 11545
• 

  $1,715,000 Sold Jul 31, 2025

  • 3,892 Sq Ft
  • $441/SF
  • 39 Days On Market

  • 5 Beds
  • 4.5 Baths
  • Built 1978

  959 Ripley Ln, Oyster Bay, NY 11771

  Nestled on 2.75 private acres, this breathtaking colonial offers a perfect blend of elegance and comfort. A grand staircase greets you upon entry. Entry leading to a spacious great room and a gourmet kitchen, ideal for entertaining. Family room with fireplace. Living room with fireplace. The primary suite boasts a private sitting area and luxurious en-suite bath. Enjoy year-round warmth with two

  Linda Lugo Realty Masters North Shore

  959 Ripley Ln, Oyster Bay, NY 11771
• 

  $7,950,000 Sold Jul 25, 2025

  • 3,278 Sq Ft
  • $2425/SF
  • 190 Days On Market

  • 7 Beds
  • 7.5 Baths
  • Built 2017

  1263 Pine Valley Rd, Oyster Bay, NY 11771

  Discover Residenza Di Serenita An Exquisite Estate Where Luxury Meets Tranquility, Just 45 Minutes Outside Of Manhattan. Located On Prestigious Pine Valley Road In Upper Brookville, Offers A Harmonious Blend Of Elegance And Modern Living. As You Enter Through The Grand Two-Story Marble Foyer, The Gentle Shimmer Of A Restored French 100-Year-Old Antique Crystal Chandelier Welcomes You. The

  Lisa Fasano Compass Greater NY LLC

  1263 Pine Valley Rd, Oyster Bay, NY 11771
• 

  $6,000,000 Sold Jul 25, 2025

  • 10,000 Sq Ft
  • $600/SF
  • 321 Days On Market

  • 9 Beds
  • 13 Baths
  • Built 1990

  9 Colonial Dr, Glen Head, NY 11545

  Located in a gated community in Upper Brookville, this 10,000-square-foot majestic Gold Coast estate welcomes you with a circular driveway, soaring ceilings, and a grand double staircase. This luxurious home boasts a balcony on the second floor, a raised panel mahogany ceiling, and built-in cabinets and bookcases. It contains a Chef's custom eat-in kitchen with double all Wolf appliances. This

  Matthew Ferrara Signature Premier Properties

  9 Colonial Dr, Glen Head, NY 11545
• 

  $1,640,000 Sold Jul 24, 2025

  • Land
  • 2.22 Acres
  • $738,739 per Acre

  • 82 Days On Market

  No # Linden Ln, Upper Brookville, NY 11545

  Build your dream home on this secluded 2.22 acre level lot! This property features a very special location at the end of of a private country lane which is serene & quiet yet close to roadways, schools, shopping and clubs., Additional information: Minimum Plot Size:2 acre

  Debra Quinn Petkanas Daniel Gale Sothebys Intl Rlty

  No # Linden Ln, Upper Brookville, NY 11545
• 

  $4,100,000 Sold Jul 11, 2025

  • 7,000 Sq Ft
  • $586/SF
  • 10 Days On Market

  • 6 Beds
  • 5.5 Baths
  • Built 2005

  1 Peacock Ln, Glen Head, NY 11545

  Gated, Private Brick Manor Home situated on 2.32 acres of beautifully manicured lawns and gardens. The property is located on the prestigious and highly coveted Peacock Lane in the sought after North Shore Village of Upper Brookville. This Architectural Masterpiece is unparallel for its luxury, amenities and attention to details.The private 2.32 acre Estate is graced with the expansive circular

  Diana Hiotis BERKSHIRE HATHAWAY

  1 Peacock Ln, Glen Head, NY 11545
• 

  $3,359,999 Sold Jun 27, 2025

  • 45 Days On Market

  • 6 Beds
  • 5.5 Baths
  • Built 1964

  77 Linden Ln, Glen Head, NY 11545

  Nestled on a 2.1 -acre beautifully landscaped property, this six-bedroom, five-and-a half bath home offers an unparalleled blend of modern luxury and timeless charm. Completely renovated in 2024, it features a large living room and den, both with wood-burning fireplaces and expansive windows offering stunning views of the vast property. The eat-in kitchen is a chef's delight, equipped with

  Debra Quinn Petkanas Daniel Gale Sothebys Intl Rlty

  77 Linden Ln, Glen Head, NY 11545
• 

  $7,250,000 Sold Jun 25, 2025

  • 15,000 Sq Ft
  • $483/SF
  • 41 Days On Market

  • 6 Beds
  • 9 Baths
  • Built 1998

  38 Chestnut Hill Dr, Oyster Bay, NY 11771

  Nestled in the cul-de-sac of Chestnut Hill Estates, one of Upper Brookville’s most sought-after developments, this 15,000 sq. ft. estate redefines luxury living on over 5 acres of impeccably manicured grounds.A grand 30-foot marble-floored foyer with twin floating staircases makes an unforgettable first impression, highlighting masterful craftsmanship with intricate plaster moldings and

  Shawn Elliott Nest Seekers LLC

  38 Chestnut Hill Dr, Oyster Bay, NY 11771
• 

  $1,600,000 Sold May 08, 2025

  • 2,737 Sq Ft
  • $585/SF
  • 35 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1941

  100 Wolver Hollow Rd, Glen Head, NY 11545

  LOW TAXES!! Nestled in the prestigious village of Upper Brookville, this beautifully appointed 4-bedroom, 3.5-bathroom Colonial offers the perfect blend of timeless elegance and modern convenience. Set on 2 acres of serene, picturesque land, this home boasts a thoughtfully designed layout and an array of desirable features.The newly renovated kitchen serves as the heart of the home, featuring

  Michael Pesce BERKSHIRE HATHAWAY

  100 Wolver Hollow Rd, Glen Head, NY 11545
• 

  

  /46

  $3,764,000 Sold Mar 31, 2025

  • 9,958 Sq Ft
  • $378/SF

  • 7 Beds
  • 9 Baths
  • Built 1995

  66 Wolver Hollow Rd, Glen Head, NY 11545

  Discover an Estate of Great Hidden Value and Beauty. A trophy property. A Fantastic Deal and a Great Buy. A Luxurious Landscaped Home on a Captivating Hill. Extra added features and improvements make this home tower in comparative value over similar ones in the area.This jewel of an Estate, is located on the top of a secluded, private hill at the heart of Long Island’s, famous and

  Tim Kakouros Artemis Realty

  66 Wolver Hollow Rd, Glen Head, NY 11545
• 

  $5,650,000 Sold Mar 20, 2025

  • 7,000 Sq Ft
  • $807/SF
  • 578 Days On Market

  • 6 Beds
  • 9 Baths
  • Built 2024

  3 Donna Dr, Oyster Bay, NY 11771

  NEW CONSTRUCTION, currently under construction by one of North Shore's premium builders and to be completed 4th QTR 2024. Now scheduling site tours. Make this luxury residence your dream home, with 6 bedrooms, in-ground heated salt-water pool and outdoor cabana on 2 beautiful acres in Upper Brookville., Additional information: Appearance:New Const.,Interior Features:Marble Bath,Separate

  Tracey Murray Kupferberg Douglas Elliman Real Estate

  3 Donna Dr, Oyster Bay, NY 11771
• 

  $5,650,000 Sold Mar 13, 2025

  • 10,500 Sq Ft
  • $538/SF
  • 32 Days On Market

  • 5 Beds
  • 9 Baths
  • Built 1997

  35 Chestnut Hill Dr, Oyster Bay, NY 11771

  Welcome to this exceptional 10,500 sq. ft. estate, located in the heart of Upper Brookville, New York. Fully redesigned in 2023, this custom Gold Coast residence showcases extraordinary craftsmanship and attention to detail throughout. Inside, you’ll find thick-cut millwork, stained glass windows, round-top doors, coffered ceilings, and hand-carved staircases that highlight the home’s unique

  Shawn Elliott Nest Seekers LLC

  35 Chestnut Hill Dr, Oyster Bay, NY 11771

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