5-Bedroom Houses for Sale in Glen Head, NY

Brookville New Construction | Welcome home to 12 Quaker Ridge Drive — a pristine brick, center-hall colonial set on 2 acres at the end of a quiet cul-de-sac. This modern estate features six bedrooms — including a first-floor suite — formal living and dining areas, an open-concept kitchen, 3-car garage, and more.Behind a set of iron doors, you're welcomed by an open foyer and curved oak

Joe Scavo Douglas Elliman Real Estate

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

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

Brookville New Construction | 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

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

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

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

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

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

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

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

*** BY APPT ONLY *** NO WALK IN *** Welcome to 11 Victorian Lane, Brookville! The top JERICHO school district!Nestled in one of Long Island’s most prestigious neighborhoods, this custom-built English-style estate blends timeless elegance with modern luxury. Built in 2008 and set on 2 acres of private land. This GEM offers 6 bedrooms, 6.5 bathrooms, 3-4 car garage, an

Chuan Wang Chen E Realty International Corp

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

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

Elegance personified in this rare gem that captivates the senses and stirs the soul. Captivating every grandeur where you would never want to leave your home on two lush acres. A show stopper!!. Boasts 30 Ft. high ceilings with classic comtemporary elements brought together with masterful finishes that capture elegance and tranquility. Gated entrance and exit with directory for family

Ken Deutsch Deutsch Realty Inc

Brookville | An immaculate modern colonial has made its debut in Brookville. Sitting on 2.57 acres and totaling over 8,600 sq.ft. of living space, welcome to 8 Dogwood Hill - a newly completed luxury residence located on a lengthy, picturesque street just off of Cedar Swamp Road. Beyond the stone pillar entrance at the end of the driveway are two courtyards with belgium block accents that lead to

Joe Scavo Douglas Elliman Real Estate

Welcome to 30 Roslyn Drive in Glen Head. Nestled in a quiet neighborhood on a quarter-acre, with award winning North Shore schools! This fully reconstructed and expanded ranch boasts living space bathed in natural light, with high ceilings throughout.Your new home is finished with the highest quality materials. The exterior is cladded in Hardie siding, stone, and Azek trim and details

Derek Greene Greene Realty Group

NEW CONSTRUCTION! Fabulous 5 bedroom 3 bath, features every amenity imaginable! Enter to spacious bright rooms throughout with high ceilings, Anderson windows & doors, oak floors and gas fireplace. Gourmet kitchen with top-of-the-line stainless steel appliances & large quartz topped center island adjacent to family room and sliding door to yard & patio. One (1) first floor bedroom/office and a

Jordan Caruso Compass Greater NY LLC

Elegant and spacious, this 4-bedroom traditional Colonial is set on 3.9 beautifully landscaped acres, featuring a pool, a charming two-bedroom guest cottage with central AC, and a detached garage with stables—ideal for additional storage.The main residence showcases timeless architectural details, including oak flooring and a richly paneled library with fireplace and wet bar. A generous

Alexis Mcandrew Daniel Gale Sothebys Intl Rlty

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

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

This new open floor plan, a year old home, sits on a deep professional designed lot with patio. Fabulous 5-bedroom 3.5-bath Colonial features every amenity for today's lifestyle. Enter two-story entry to spacious bright rooms throughout with 9' ceilings, and oak floors. Gourmet kitchen with top-of-the-line appliances and large quartz center island, adjacent to family room with gas fireplace

Anna Carlucci Daniel Gale Sothebys Intl Rlty

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

Once a stately Carriage House, this beautifully reimagined main residence seamlessly blends historic character with modern comfort. Featuring an open floorplan with 3 spacious bedrooms and 2.5 designer baths, the home is bathed in natural light from a dramatic wall of windows that opens to a serene, graveled French garden—perfect for entertaining or quiet moments alike.Adjacent to the

Parasto Tehrani Blackstone Realty

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

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

Old Brookville Contemporary Home | Stunning and serene property 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

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

Muttontown Brand New Brick Center Hall Colonial | 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

Joe Scavo Douglas Elliman Real Estate

Old Brookville New Construction | 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

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

Step into a timeless retreat where elegance meets tranquility in this one-of-a-kind gated estate in the heart of Muttontown. Spanning two professionally manicured acres, the property features four distinct structures surrounded by lush English gardens, towering trees, and romantic French-inspired meditation spaces. The main residence, reminiscent of a mini-castle, welcomes you with a grand living

Diana Hiotis BERKSHIRE HATHAWAY

21 Overbrooke Ln offers savvy investors the perfect canvas for a high-value renovation project in one of the North Shore’s most desirable communities. This property sits on a generous lot and is primed for transformation into a luxury residence that aligns with the area’s strong demand for updated homes.Why This Property is a Flip Opportunity:Strong ARV (After Repair Value): Upper

Aleksandr Dzhurayev Skyline Residential & Comm Inc

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

'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

This well-built legal TWO family DUPLEX type offers incredible space and versatility, spanning four full floors: a first floor, second floor, full unfinished basement, and full attic. The home features 5 bedrooms, 2 full bathrooms, and two full kitchens, making it ideal for multi-generational living or rental income. The basement is unfinished, with plumbing in place and its own private side

Melissa Dreyfuss Realty Connect USA L I Inc