Glen Head, NY Houses for Sale with Private Pool

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

Ellen Zipes Compass Greater NY LLC

Brookville | 63 Fruitledge Road offers an unparalleled lifestyle of luxury on Long Island's Gold Coast. This newly completed home features a sleek, modern colonial exterior, with countless, black-encased windows allowing natural light to flood the entire interior. Upon entering, the soaring foyer welcomes you with open space and two convenient coat closets and beautiful powder room with pristine

Joe Scavo Douglas Elliman Real Estate

This custom-built brick estate in the highly sought-after Jericho School District offers over 7,900 square feet of luxurious living space, plus a full walk-out lower level, all set on more than two acres of beautifully landscaped grounds. Behind a dual-gated circular driveway, the home showcases top-quality materials, smart home technology, and radiant heat throughout. Every bedroom is en-suite,

Yan Chen Charles Rutenberg Realty Inc

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

LOCUST VALLEY. Set behind a long, private drive in the heart of Locust Valley, this elegant estate spans over 3 acres of lush, manicured grounds and gardens —offering serenity, sophistication, and the ultimate in estate-style living. Built in 1924 and recently modernized, the stately Colonial main residence is timeless in its design, seamlessly blending classic charm with updated finishes;

Maria Babaev Douglas Elliman Real Estate

Magnificent Brick Colonial in Prestigious Old Brookville tucked away on a private cul-de-sac in one of Long Island’s most exclusive enclaves, this stately brick Colonial embodies timeless elegance and refined indoor-outdoor living. Designed with an eye for classic proportions and luxury detail, the 8,500-square-foot residence is crowned with a slate roof and surrounded by manicured, park-like

Lois Kirschenbaum Daniel Gale Sothebys Intl Rlty

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

For the Discerning Client who seeks only the Finest....Welcome to 8 Vista Lane in Brookville--where Timeless Design and Bespoke Materials are blended to create this Sophisticated Modern Luxury. A Grand Courtyard leads to the Entrance of this Spectacular Private Estate. The Tone is set as Guests are greeted in the Breathtaking 30'high Domed Circular Reception Gallery adorned with Magnificent

Ellen Zipes Compass Greater NY LLC

Welcome to 10 Evans Drive, an exquisite one of a kind estate nestled on a private street in the prestigious Broadhollow community of the incorporated Village of Brookville. Situated on 2 lush acres, this custom-designed 7-bedroom, 6 full and 2 half-bath residence offers the perfect blend of luxury, privacy, and location.Step inside to impressive soaring ceilings, exquisite custom millwork,

Patricia Santella Douglas Elliman Real Estate

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

Welcome to your dream home in the prestigious Brookville area, within the top-rated Jericho School District. Situated on over 2 acres of beautifully landscaped grounds, this custom-built colonial blends luxury, comfort, and timeless elegance. Key Features Include: Grand open layout with custom crown molding throughout; Upscale gourmet kitchen with high-end appliances (Clive Christian) and natural

Lei Liu Signature Premier Properties

Rosegate is a delightful one-of-a-kind residence that appears to have been magically plucked from the English countryside. Originally a Large Cottage on a former Estate, Rosegate has been thoughtfully expanded and updated throughout the years. The brick and clapboard home is now a 7 bedroom Colonial on 2.85 acres . Character and charm encompasses every inch of Rosegate. Hand painted murals cover

Christina Porter Daniel Gale Sothebys Intl Rlty

Welcome to your dream home in the prestigious Brookville neighborhood, located within the highly sought-after Jericho School District. This beautifully maintained, spacious colonial sits on a breathtaking 2-acre flat lot featuring a luxurious inground heated swimming pool, perfect for relaxing or entertaining.Inside, you'll find hardwood floors throughout, natural gas cooking and heating,

Lei Liu Signature Premier Properties

Welcome to a rare opportunity to own a fully renovated and extended estate—rebuilt from the studs up and reimagined for modern luxury in the heart of one of Long Island’s most coveted neighborhoods. Set on a beautifully manicured 2 acre lot, this 6-bedroom, 5.5-bathroom smart residence combines sophisticated design, premium finishes, and cutting-edge amenities, offering a seamless blend of

Katherine Koniecko Signature Premier Properties

Totally renovated, using the finest materials, bright and sunny Colonial in Rockville Centre! This large home boasts new siding, new roof, HVAC (heat and hot water), pavered driveway, two car garage, inground pool plus 5 good sized bedrooms, an eat in kitchen, formal dining room, office/den, 2 and 1/2 baths, a full finished basement, and so much more! The Master bedroom has an ensuite and large

Donovan Neita LAFFEY REAL ESTATE

Welcome to the distinguished residence at 14 Chelmsford Drive, nestled in the serene enclave of Muttontown, NY. This meticulously crafted single-family home, built in 1974, offers a harmonious blend of timeless elegance and modern amenities. Spanning an impressive 5,349 square feet, this home is set on an expansive 2.24-acre lot, providing the perfect canvas for privacy and tranquility.

Therese DiRenzo Compass Greater NY LLC

The Red Door Colonial in Brookville. Prime location by the end of a cul-de-sac within close proximity to major roads tucked away privately and serenely set. Expansive 2 acre property with sweeping lawns and terrific curb appeal, the perfect place to unwind and enjoy nature's beauty. Featuring rare 5 car garage, including a separate structure full 3 car garage plus attached 2 car garage to house.

Michael Stanco Compass Greater NY LLC

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

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 4,700 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

Katherine Koniecko Signature Premier Properties

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

Stunning circa 1920 Colonial completely redone with an eye for its vintage yet with a distinct emphasis on the comforts of modern living. From the kitchen's Royal Delft tiles, ancient limestone floor (heated), LaClanche range, SubZero, Viking and Miele appliances, to the handsome Waterworks tiled bathrooms and reclaimed river pine flooring and mahogany doors and window casings throughout, this

Maggie Keats Douglas Elliman Real Estate

Welcome to 30 Knoll Lane, a beautifully maintained 4-bedroom, 3.5-bathroom Colonial nestled in one of Glen Head’s most sought-after neighborhoods. Step inside to find a spacious layout filled with natural light, featuring a formal living room, a cozy family room, and an elegant dining area perfect for gatherings. The updated kitchen offers ample cabinet space and flows seamlessly to the

Ginny Jiang Skylux Realty Inc

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

Set on 2 private and beautifully landscaped acres at the end of a cul-de-sac in the coveted Broad Hollow development of Brookville, this newly built estate offers over 11,400 square feet of total living space—including a 3,600 SF walk-out lower level and a fully outfitted pool cabana—within the top-rated Jericho School District.Designed with a perfect balance of form and function, this

Zach Elliott Nest Seekers LLC

Old Brookville | Stunning and serene contemporary home backing lush nature preserve - 80 Valentines Lane offers pure peace and privacy on Long Island's Gold Coast.A welcoming and bright foyer leads into an open, two-story formal living and dining area, offering high ceilings, one of two fireplaces, and an unobstructed view of the expansive backyard. The primary suite is tucked away on

Joe Scavo Douglas Elliman Real Estate

This grand, gated estate blends timeless elegance with modern convenience, showcasing meticulous European craftsmanship throughout. Spanning over 8,000 square feet, this expanded custom ranch features soaring 10–12-foot ceilings and a sun-filled layout that ensures unmatched privacy and presence. A heated, air-conditioned 7-car garage serves as an automotive gallery, while the lower level

Aileen Murstein Compass Greater NY LLC

Situated on 2 acres, with an amazing layout including a tennis court, swimming pool, spa, and basketball court, this resort-style home has everything you could ever need. Located in the picturesque and highly sought-after town of Old Brookville, this home was built in 1978 and boasts a spacious and well-maintained living space of 5,100 square feet. Offering privacy and tranquility, this is the

Mark Karten Karten Real Estate Svcs LLC

Muttontown | Set on over two private acres on a quiet cul-de-sac, 20 Knollwood Road is an exceptional new construction estate that blends timeless architecture with elevated, modern finishes. With six en-suite bedrooms, soaring 10-foot ceilings on every level, and thoughtfully designed indoor and outdoor spaces, this home is perfectly suited for refined living and grand entertaining.The

Joe Scavo Douglas Elliman Real Estate

Old Brookville | Welcome to 25 Longridge Lane– a custom-built brick center hall colonial nestled on over 2 private acres at the end of a peaceful cul-de-sac. A grand entrance, framed by two stone pillars, leads to a long driveway with ample parking, offering two courtyards, and side access to a spacious 3-car garage. You’re immediately greeted by double iron doors that lead to a two-story

Joe Scavo Douglas Elliman Real Estate

1981 development, Town of Oyster Bay, Contemporary 1-Family prodigious home, Expanded in 2 acres lot. High ceiling with skylight, Large living room, Family room, Formal dining Room, Den, and Center kitchen. Total of 11 rooms, 5 Bedrooms, 3.5 Bathrooms, all in mint condition; plus, Full finished basement. Tennis court and In-ground swimming pool. Large patio, BBQ Deck, Porch, and 3 Car garage.

John Liu Chase Global Realty Corp

Welcome to this stately columned brick and shingle Colonial, nestled amidst lush landscaping that perfectly complements its timeless architectural elegance within the esteemed Village of Old Brookville. This home offers a harmonious blend of luxurious amenities, gracious living spaces, and thoughtful design elements, making it a true sanctuary for its next homeowner. As you approach

Jason Friedman Daniel Gale Sothebys Intl Rlty

A beautiful shingled and stone farmhouse estate with elegant, updated high-end finishes, located in the heart of the Village of Brookville, New York. This stunning 8,000 +/- sq. ft. home seamlessly blends modern updates with its original character and charm. Situated on 2 manicured acres, this 7-bedroom, 7-bathroom refurbished residence boasts expansive entertaining rooms, vaulted ceilings,

Jason Friedman Daniel Gale Sothebys Intl Rlty

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

Click the link for a full video tour: Welcome to 19 Ridge Court, a Gold Coast treasure in Brookville Meadows. Discover the pinnacle of luxury living at this bespoke estate, gracefully nestled on 3 pristine acres in an exclusive cul-de-sac. This 8,400+ sq ft residence combines timeless sophistication with modern amenities, offering the perfect blend of grandeur and comfort for those seeking an

Ira Gross Daniel Gale Sothebys Intl Rlty

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

'Haut Bois' - is an elegant brick and stucco French Chateau located in the heart of Brookville, NY. Drawing inspiration from the Louis XIV Hunting Lodge, now known as the Palace At Versailles, this stunning 18 room estate is rich in history and beauty. Originally built by Ogden Codman Jr. in 1916 and later restored in the late 1900's and also in 2023, this one-of-a-kind masterpiece stands tall at

Jason Friedman Daniel Gale Sothebys Intl Rlty

184 High Farms Road – Classic Elegance Meets Modern Comfort in the Old Brookville AreaTucked away beyond a long, elegant driveway in the prestigious Old Brookville estate area, this stunning brick Colonial sits on over an acre of beautifully landscaped, private grounds — all within the highly regarded North Shore School District.This 5-bedroom home offers the perfect blend of

Karen Sharf Daniel Gale Sothebys Intl Rlty

Short Sale**ONE OF A KIND**Incredible 4.3-Acre Sprawling Estate - “Absolute Gem”** Discover a once-in-a-lifetime opportunity to own this breathtaking 4.3-acre estate, nestled in Muttontown with unparalleled natural beauty. This one-of-a-kind property is truly an “Absolute Gem” and presents a golden opportunity for those with a vision to breathe new life into a home that’s brimming with potential.

Paul Pace Go Asset Inc