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Oyster Bay Homes for Sale

    Replete with a long and interesting past, the Town of Oyster Bay is known for many significant historical and geographical elements. One of which is that while made up of 18 villages and 18 hamlets, it is the only township in Nassau County that stretches from the shores of The Long Island South (North) to the inlet of South Oyster Bay and the beaches of the Atlantic Ocean (South). Post World Wars I and II, the Town’s economy began changing to one of industry and business. Sprawling farmlands gave way to business complexes, factories and new housing. Today, Oyster Bay enjoys a well-balanced blend of commercial, residential and recreational development.

     

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    • Welcome to 16 Cherrywood, a light-filled oasis nestled in one of Locust Valley’s most sought-after small neighborhoods. This exquisite 4, 500 square-foot residence boasts an elegant open floor plan that seamlessly blends spacious living with intimate gathering spaces, perfect for entertaining guests or enjoying quiet moments. Featuring four generously-sized bedrooms and 5-1/2 luxurious bathrooms, this home showcases numerous architectural details, including tray ceilings, wood-burning fireplaces, a paneled library, wet bar, and a harmonious mix of brick, hardwood, and tile floors throughout. Step outside to discover your private paradise which overlooks a breathtaking 7+ acre protected sanctuary. The beautifully landscaped grounds are adorned with huge mature trees, manicured gardens, and a secluded rose and peony garden area, providing a serene backdrop for outdoor living. Multiple sliding glass doors invite the outdoors in, leading you to lovely awninged bluestone terraces with a heated swimming pool, perfect for alfresco dining and relaxation. A full house generator, security system, CAC, sprinkler system, radiant and gas heat, complete this residence. HOA $7, 500 annually. Don’t miss the chance to own this remarkable home that combines elegance, comfort, and unparalleled natural beauty. Schedule your private showing today and experience the lifestyle that awaits at 16 Cherrywood! 27
      16 Cherrywood Rd Oyster Bay, NY 11560
      $4,250,000
      4 Bedrooms 5 Full Baths 1 Half Bath Sq. Ft. 4984.00:#
      Single Family For Sale ML# 3584301
      Welcome to 16 Cherrywood, a light-filled oasis nestled in one of Locust Valley’s most sought-after small neighborhoods. This exquisite 4, 500 square-foot residence boasts an elegant open floor plan that seamlessly blends spacious living with intimate gathering spaces, perfect for entertaining guests or enjoying quiet moments. Featuring four generously-sized bedrooms and 5-1/2 luxurious bathrooms, this home showcases numerous architectural details, including tray ceilings, wood-burning fireplaces, a paneled library, wet bar, and a harmonious mix of brick, hardwood, and tile floors throughout. Step outside to discover your private paradise which overlooks a breathtaking 7+ acre protected sanctuary. The beautifully landscaped grounds are adorned with huge mature trees, manicured gardens, and a secluded rose and peony garden area, providing a serene backdrop for outdoor living. Multiple sliding glass doors invite the outdoors in, leading you to lovely awninged bluestone terraces with a heated swimming pool, perfect for alfresco dining and relaxation. A full house generator, security system, CAC, sprinkler system, radiant and gas heat, complete this residence. HOA $7, 500 annually. Don’t miss the chance to own this remarkable home that combines elegance, comfort, and unparalleled natural beauty. Schedule your private showing today and experience the lifestyle that awaits at 16 Cherrywood!
      Presented By: Daniel Gale Sothebys Intl Rlty  516-759-4800
      Call Today: 516-978-9393, 516-626--1500, or  Email: Donnamarie Chaimanis
    • To Be Built... Nestled at the end of a tranquil and highly sought-after cul-de-sac, this luxurious new construction home boasts an impressive 6, 800 square feet of sophisticated living space, with an additional finished basement bringing the total to an astounding 10, 500 square feet. Set on a sprawling 2.7 acres, this property provides unparalleled privacy and a lifestyle of prestige. Designed with elegance and comfort at its core, the home features an open floor plan that effortlessly integrates living, dining, and outdoor areas-perfect for both grand entertaining and intimate gatherings. Each thoughtfully planned space maximizes natural light and frames stunning views of the surrounding landscape, creating an inviting atmosphere that complements a variety of lifestyles. This exceptional opportunity allows future homeowners to personalize their haven, tailoring finishes and details to their unique tastes and preferences. From selecting exquisite kitchen cabinetry and countertops to choosing flooring and fixtures, you have the creative freedom to ensure every element of your new home embodies your vision of luxury. Additionally, extra space is being thoughtfully integrated into the design for additional closets, which can be modified to accommodate an elevator at the buyer’s discretion, enhancing both convenience and accessibility. Embrace the chance to craft your dream home in this idyllic setting! 3
      15 Waylor Lane Oyster Bay, NY 11791
      $4,250,000
      6 Bedrooms 5 Full Baths 1 Half Bath
      Single Family For Sale ML# 3583650
      To Be Built... Nestled at the end of a tranquil and highly sought-after cul-de-sac, this luxurious new construction home boasts an impressive 6, 800 square feet of sophisticated living space, with an additional finished basement bringing the total to an astounding 10, 500 square feet. Set on a sprawling 2.7 acres, this property provides unparalleled privacy and a lifestyle of prestige. Designed with elegance and comfort at its core, the home features an open floor plan that effortlessly integrates living, dining, and outdoor areas-perfect for both grand entertaining and intimate gatherings. Each thoughtfully planned space maximizes natural light and frames stunning views of the surrounding landscape, creating an inviting atmosphere that complements a variety of lifestyles. This exceptional opportunity allows future homeowners to personalize their haven, tailoring finishes and details to their unique tastes and preferences. From selecting exquisite kitchen cabinetry and countertops to choosing flooring and fixtures, you have the creative freedom to ensure every element of your new home embodies your vision of luxury. Additionally, extra space is being thoughtfully integrated into the design for additional closets, which can be modified to accommodate an elevator at the buyer’s discretion, enhancing both convenience and accessibility. Embrace the chance to craft your dream home in this idyllic setting!
      Presented By: Daniel Gale Sothebys Intl Rlty  516-677-0030
      Call Today: 516-978-9393, 516-626--1500, or  Email: Donnamarie Chaimanis
    • ALMOST COMPLETE - Enter This Majestic Home Through Oversized Double Doors Into A Bright Vaulted Foyer Welcomed By A Dramatic Bridal Staircase And 10 Foot First Floor Ceilings! This Home Also Features A Gourmet Eat In Kitchen, Formal Living Room & Formal Dining Room W/Coffered Ceiling, Oversized Family Room W/Fireplace & Sliders To A Rear Yard That Is An Entertainer’s Dream! Soak In The Beautiful Acre Of Privacy, Nature & Mature Landscape. Radiant Heated Flooring In Master Bath, 3 Car Garage, 10’ Basement Ceiling, Finished W/ Outside Entrance! Guest Suite On The1st Floor Can Be Anything You Wish...Home Office, Additional Fam Room, Library, Guest Quarters ...There Is No Need To Leave This Home For Entertainment! Plenty Of Room For A Pool & Firepit! Now Is The Time To Customize As You Wish...Photos for Workmanship Only 15
      145 Cedar Swamp Rd Oyster Bay, NY 11753
      $4,125,000
      5 Bedrooms 4 Full Baths 1 Half Bath
      Single Family For Sale ML# 3529981
      ALMOST COMPLETE - Enter This Majestic Home Through Oversized Double Doors Into A Bright Vaulted Foyer Welcomed By A Dramatic Bridal Staircase And 10 Foot First Floor Ceilings! This Home Also Features A Gourmet Eat In Kitchen, Formal Living Room & Formal Dining Room W/Coffered Ceiling, Oversized Family Room W/Fireplace & Sliders To A Rear Yard That Is An Entertainer’s Dream! Soak In The Beautiful Acre Of Privacy, Nature & Mature Landscape. Radiant Heated Flooring In Master Bath, 3 Car Garage, 10’ Basement Ceiling, Finished W/ Outside Entrance! Guest Suite On The1st Floor Can Be Anything You Wish...Home Office, Additional Fam Room, Library, Guest Quarters ...There Is No Need To Leave This Home For Entertainment! Plenty Of Room For A Pool & Firepit! Now Is The Time To Customize As You Wish...Photos for Workmanship Only
      Presented By: Signature Premier Properties  516-921-1400
      Call Today: 516-978-9393, 516-626--1500, or  Email: Donnamarie Chaimanis
    • Rare opportunity to acquire an exquisitely renovated historic Manor on 5 splendidly private acres in the heart of Matinecock. The serene Delahanty property also offers an exquisitely renovated 1 bedroom guest cottage with new kitchen, plus newly-built Building with 3-bay attached garage, fitness room, and sauna/spa. The restoration of Four Seasons emphasizes harmonious and flexible living while preserving its authenticity and showcasing the natural setting. State-of-the-art folding glass walls flood entertaining rooms with sunlight and panoramic views. Original details and architectural elements blend seamlessly with modern updates. All bathrooms are renovated to a high finish. A spacious New Kitchen offers a Breakfast Area, FP and 2 walk-in pantries. The Dreamy Primary Suite offers views of the lush grounds. Updated 5-zone heating and cooling systems, two natural gas generators, temperature-controlled wine cellar, original hardwood floors and 7 fireplaces. Four Seasons is nature at its best, poised in its own valley with spring-fed ponds surrounded by mature landscaping and woodlands with trails through groves of Beech, Tulip and Oak. An electronic Gate and intercom guard the entrance. The arboretum-like grounds offer a heated Gunite salt water pool with an electric cover, patios, rock gardens and a small caretaker’s cottage. Two additional 5 acre parcels are available. Blending indoors with outdoors, old with new, Four Seasons is a an exceptional investment opportunity and an unparalleled residence to live, play, work and enjoy. 30 miles from Manhattan. 37
      580 Duck Pond Rd Oyster Bay, NY 11560
      $4,200,000
      $4,000,000
      7 Bedrooms 7 Full Baths 3 Half Baths Sq. Ft. 8992.00:#
      Single Family For Sale PRICE REDUCED ML# 3536974
      Rare opportunity to acquire an exquisitely renovated historic Manor on 5 splendidly private acres in the heart of Matinecock. The serene Delahanty property also offers an exquisitely renovated 1 bedroom guest cottage with new kitchen, plus newly-built Building with 3-bay attached garage, fitness room, and sauna/spa. The restoration of Four Seasons emphasizes harmonious and flexible living while preserving its authenticity and showcasing the natural setting. State-of-the-art folding glass walls flood entertaining rooms with sunlight and panoramic views. Original details and architectural elements blend seamlessly with modern updates. All bathrooms are renovated to a high finish. A spacious New Kitchen offers a Breakfast Area, FP and 2 walk-in pantries. The Dreamy Primary Suite offers views of the lush grounds. Updated 5-zone heating and cooling systems, two natural gas generators, temperature-controlled wine cellar, original hardwood floors and 7 fireplaces. Four Seasons is nature at its best, poised in its own valley with spring-fed ponds surrounded by mature landscaping and woodlands with trails through groves of Beech, Tulip and Oak. An electronic Gate and intercom guard the entrance. The arboretum-like grounds offer a heated Gunite salt water pool with an electric cover, patios, rock gardens and a small caretaker’s cottage. Two additional 5 acre parcels are available. Blending indoors with outdoors, old with new, Four Seasons is a an exceptional investment opportunity and an unparalleled residence to live, play, work and enjoy. 30 miles from Manhattan.
      Presented By: Daniel Gale Sothebys Intl Rlty  516-759-4800
      Call Today: 516-978-9393, 516-626--1500, or  Email: Donnamarie Chaimanis
    • Stunning Modern Farm Ranch with Rare Hilltop Views in Prestigious Mill Neck. Nestled in the highly sought-after enclave of Mill Neck, this exceptional Modern Farm ranch boasts 6 spacious bedrooms with 2 Primary suites, and 5.5 luxurious bathrooms. The heart of this home is a beautifully designed, open-concept living space, featuring sleek modern finishes and abundant natural light. Perfect for entertaining, the property includes radiant floors throughout the home, butler bar, movie room, a state-of-the-art outdoor oasis, complete with a resort-style pool, spa tub, and a fully equipped outdoor kitchen, offering seamless indoor-outdoor living. The walk-out basement provides additional versatile living space and convenient access to the outdoor amenities, while the long driveway ensures ample parking and an impressive approach to the home. This exceptional residence is the epitome of modern elegance, combining comfort, style, and convenience in a prime location. 35
      339 Meadow Lane Oyster Bay, NY 11765
      $3,999,999
      6 Bedrooms 5 Full Baths 1 Half Bath Sq. Ft. 7000.00:#
      Single Family For Sale ML# 3586305
      Stunning Modern Farm Ranch with Rare Hilltop Views in Prestigious Mill Neck. Nestled in the highly sought-after enclave of Mill Neck, this exceptional Modern Farm ranch boasts 6 spacious bedrooms with 2 Primary suites, and 5.5 luxurious bathrooms. The heart of this home is a beautifully designed, open-concept living space, featuring sleek modern finishes and abundant natural light. Perfect for entertaining, the property includes radiant floors throughout the home, butler bar, movie room, a state-of-the-art outdoor oasis, complete with a resort-style pool, spa tub, and a fully equipped outdoor kitchen, offering seamless indoor-outdoor living. The walk-out basement provides additional versatile living space and convenient access to the outdoor amenities, while the long driveway ensures ample parking and an impressive approach to the home. This exceptional residence is the epitome of modern elegance, combining comfort, style, and convenience in a prime location.
      Presented By: LAFFEY REAL ESTATE  516-627-4343
      Call Today: 516-978-9393, 516-626--1500, or  Email: Donnamarie Chaimanis
    • Welcome to this like new construction home in the coveted Jericho School District. This home evokes traditional Hamptons style architecture, boasting 6 bedrooms each with walk-in closets and en-suite bathrooms plus 1 additional full bathroom and 2 half bathrooms, and 5 livable rooms with impeccable craftsmanship. A Top-of-The-Line Chef Inspired kitchen with large center isle and spacious breakfast nook enhances the layout. With massive windows throughout, you can’t miss the sprawling and vast lawn areas that make up the 1.57-acre property. A full unfinished basement plus a 3-car garage adds to the already impressive 6500+ square foot home. This is a once in a lifetime opportunity to own an extraordinary and luxurious home perfect for entertaining and modern living. 31
      112 Old Cedar Swamp Rd Oyster Bay, NY 11753
      $3,999,000
      6 Bedrooms 7 Full Baths 2 Half Baths Sq. Ft. 6621.00:#
      Single Family For Sale FORECLOSURE ML# 3588297
      Welcome to this like new construction home in the coveted Jericho School District. This home evokes traditional Hamptons style architecture, boasting 6 bedrooms each with walk-in closets and en-suite bathrooms plus 1 additional full bathroom and 2 half bathrooms, and 5 livable rooms with impeccable craftsmanship. A Top-of-The-Line Chef Inspired kitchen with large center isle and spacious breakfast nook enhances the layout. With massive windows throughout, you can’t miss the sprawling and vast lawn areas that make up the 1.57-acre property. A full unfinished basement plus a 3-car garage adds to the already impressive 6500+ square foot home. This is a once in a lifetime opportunity to own an extraordinary and luxurious home perfect for entertaining and modern living.
      Presented By: Douglas Elliman Real Estate  631-499-9191
      Call Today: 516-978-9393, 516-626--1500, or  Email: Donnamarie Chaimanis
    • BEING BUILT - Feast your eyes on this beauty. One of a kind Hampton Style Colonial. This spectacular home features 5 bedrooms, 4.5 baths, 3 car garage on 1 acre of tranquility. This Home Also Features A Gourmet Eat In Kitchen, Formal Living Room & Formal Dining Room, Oversized Family Room W/Fireplace & Sliders To A Rear Yard That Is An Entertainer’s Dream! Soak In The Beautiful Acre Of Privacy, Nature. Radiant Heated Flooring In Master Bath, 3 Car Garage, 10’ Basement Ceiling, Unfinished W/ Outside Entrance! Guest Suite On The1st Floor Can Be Anything You Wish...Home Office, Additional Fam Room, Library, Guest Quarters ...There Is No Need To Leave This Home For Entertainment! Plenty Of Room For A Pool & Firepit! Photos for Workmanship Only- NOT Exact 32
      31 Fairbanks Boulevard Oyster Bay, NY 11797
      $3,999,000
      5 Bedrooms 6 Full Baths
      Single Family For Sale ML# 3534043
      BEING BUILT - Feast your eyes on this beauty. One of a kind Hampton Style Colonial. This spectacular home features 5 bedrooms, 4.5 baths, 3 car garage on 1 acre of tranquility. This Home Also Features A Gourmet Eat In Kitchen, Formal Living Room & Formal Dining Room, Oversized Family Room W/Fireplace & Sliders To A Rear Yard That Is An Entertainer’s Dream! Soak In The Beautiful Acre Of Privacy, Nature. Radiant Heated Flooring In Master Bath, 3 Car Garage, 10’ Basement Ceiling, Unfinished W/ Outside Entrance! Guest Suite On The1st Floor Can Be Anything You Wish...Home Office, Additional Fam Room, Library, Guest Quarters ...There Is No Need To Leave This Home For Entertainment! Plenty Of Room For A Pool & Firepit! Photos for Workmanship Only- NOT Exact
      Presented By: Signature Premier Properties  516-921-1400
      Call Today: 516-978-9393, 516-626--1500, or  Email: Donnamarie Chaimanis
    • Brookhaven selected as a Masterpiece Collection Property is situated on 2.0 prime acres located on a quiet lane in the coveted Locust Valley area. This stately colonial feature 7, 200 sq.ft. of sophisticated decor, impeccable craftsmanship, state-of-the-art infrastructure and security systems, convenient to schools, nature preserves, shops, dining, and waterfront creating an enviable country lifestyle. The luxurious main floor flows from the gracious double height entry hall with handsome millwork to the elegant living room with fireplace and formal dining room to the richly paneled library with fireplace then onto the spacious family room with fireplace. The sun-filled gourmet kitchen is equipped with top-of-the-line appliances and informal dining overlooking the sweeping lawn, glorious gardens, and shimmering new heated 20x50 gunite pool designed by Gibbons. The graceful spiral center stairway leads to the luxurious primary suite and boasting three spacious bedrooms/baths with a second staircase. The lower level where every detail has been considered for your enjoyment: Guest bedroom and bath; Theatre Room; Recreation Room; Storage. A magical setting to enjoy a true haven and to create memories! Enjoy the spectacular attached video. 34
      12 Locust Lane Oyster Bay, NY 11545
      $3,998,500
      5 Bedrooms 4 Full Baths 1 Half Bath Sq. Ft. 7200.00:#
      Single Family For Sale ML# 3534999
      Brookhaven selected as a Masterpiece Collection Property is situated on 2.0 prime acres located on a quiet lane in the coveted Locust Valley area. This stately colonial feature 7, 200 sq.ft. of sophisticated decor, impeccable craftsmanship, state-of-the-art infrastructure and security systems, convenient to schools, nature preserves, shops, dining, and waterfront creating an enviable country lifestyle. The luxurious main floor flows from the gracious double height entry hall with handsome millwork to the elegant living room with fireplace and formal dining room to the richly paneled library with fireplace then onto the spacious family room with fireplace. The sun-filled gourmet kitchen is equipped with top-of-the-line appliances and informal dining overlooking the sweeping lawn, glorious gardens, and shimmering new heated 20x50 gunite pool designed by Gibbons. The graceful spiral center stairway leads to the luxurious primary suite and boasting three spacious bedrooms/baths with a second staircase. The lower level where every detail has been considered for your enjoyment: Guest bedroom and bath; Theatre Room; Recreation Room; Storage. A magical setting to enjoy a true haven and to create memories! Enjoy the spectacular attached video.
      Presented By: Daniel Gale Sothebys Intl Rlty  516-759-4800
      Call Today: 516-978-9393, 516-626--1500, or  Email: Donnamarie Chaimanis
    • Step into your dream home, an exquisite property! Featuring a grand gated entryway that leads to a stunning foyer. This exceptional residence showcases rich wood floors throughout, providing warmth and elegance, while the inviting living room boasts a cozy fireplace, perfect for relaxation and entertaining. The intricate frieze molding adds a touch of sophistication, and the formal dining room, adorned with French doors and raised panel moldings, sets the stage for memorable gatherings. The charming three-season sunroom offers panoramic harbor views, flooding the space with natural light and the beauty of your surroundings. A rear foyer/room also treats you to stunning water vistas, creating a serene atmosphere. The service kitchen is a culinary delight, featuring tiled floors, stylish subway tiles, and picturesque Parisian-inspired wallpaper. A porcelain farm sink and updated appliances, including a Bertazzoni chef’s stove, make this kitchen a chef’s paradise. Step outside to the covered porch, where an outdoor kitchen awaits, perfect for dining and entertaining under the stars. The second floor is home to four spacious bedrooms, including a luxurious primary suite. Two beautifully appointed full bathrooms boast walk-in glass enclosures, subway tiles, and elegant European-style vanities. Each bedroom offers panoramic views of the harbor, providing a tranquil retreat. The third floor features a charming two-bedroom guest suite that includes a cozy living and dining area with gleaming wood floors. This space is also blessed with panoramic water views. The eat-in kitchen is stylishly designed with a European stove, subway tiles, marble countertops, and sweeping vistas, creating the perfect culinary haven. An upstairs covered porch invites you to unwind while enjoying the serene atmosphere. Completing this remarkable property, the basement is full and unfinished, providing ample storage and potential for customization, with an outside entrance (OSE) for convenience. Close to beach, fine dining and all the amenities the historic village has to offer. Don’t miss your chance to own this spectacular waterfront home, where luxury meets breathtaking beauty. 37
      120 Prospect Avenue Oyster Bay, NY 11579
      $3,995,000
      6 Bedrooms 3 Full Baths 1 Half Bath
      Single Family For Sale ML# 3582889
      Step into your dream home, an exquisite property! Featuring a grand gated entryway that leads to a stunning foyer. This exceptional residence showcases rich wood floors throughout, providing warmth and elegance, while the inviting living room boasts a cozy fireplace, perfect for relaxation and entertaining. The intricate frieze molding adds a touch of sophistication, and the formal dining room, adorned with French doors and raised panel moldings, sets the stage for memorable gatherings. The charming three-season sunroom offers panoramic harbor views, flooding the space with natural light and the beauty of your surroundings. A rear foyer/room also treats you to stunning water vistas, creating a serene atmosphere. The service kitchen is a culinary delight, featuring tiled floors, stylish subway tiles, and picturesque Parisian-inspired wallpaper. A porcelain farm sink and updated appliances, including a Bertazzoni chef’s stove, make this kitchen a chef’s paradise. Step outside to the covered porch, where an outdoor kitchen awaits, perfect for dining and entertaining under the stars. The second floor is home to four spacious bedrooms, including a luxurious primary suite. Two beautifully appointed full bathrooms boast walk-in glass enclosures, subway tiles, and elegant European-style vanities. Each bedroom offers panoramic views of the harbor, providing a tranquil retreat. The third floor features a charming two-bedroom guest suite that includes a cozy living and dining area with gleaming wood floors. This space is also blessed with panoramic water views. The eat-in kitchen is stylishly designed with a European stove, subway tiles, marble countertops, and sweeping vistas, creating the perfect culinary haven. An upstairs covered porch invites you to unwind while enjoying the serene atmosphere. Completing this remarkable property, the basement is full and unfinished, providing ample storage and potential for customization, with an outside entrance (OSE) for convenience. Close to beach, fine dining and all the amenities the historic village has to offer. Don’t miss your chance to own this spectacular waterfront home, where luxury meets breathtaking beauty.
      Presented By: Signature Premier Properties  516-785-0100
      Call Today: 516-978-9393, 516-626--1500, or  Email: Donnamarie Chaimanis
    • Resort-style home for sale, best location, Old Brookville. Amazing layout with tennis court, pool, spa, basketball court, located on 2 acres of land. North Shore School District, low taxes. 18
      8 Plaka Court Oyster Bay, NY 11545
      $3,995,000
      6 Bedrooms 4 Full Baths 2 Half Baths Sq. Ft. 5100.00:#
      Single Family For Sale ML# 3567729
      Resort-style home for sale, best location, Old Brookville. Amazing layout with tennis court, pool, spa, basketball court, located on 2 acres of land. North Shore School District, low taxes.
      Presented By: Karten Real Estate Svcs LLC  929-605-5545
      Call Today: 516-978-9393, 516-626--1500, or  Email: Donnamarie Chaimanis
    • Otto Kahn asked John Russell Pope to design this Estate as a wedding present for Kahn’s son. Built in 1936, this 9 bedroom Mini Estate with Old World Charm is secluded on approximately5 acres in the Jericho SD. Property features Pool, Tennis Court, Jump Course, Award Winning Landscaping & Formal Gardens. House on 10.46 Acres also available MLS#3437884. 20
      491 Muttontown Rd Oyster Bay, NY 11791
      $3,995,000
      9 Bedrooms 8 Full Baths 2 Half Baths
      Single Family For Sale ML# 3508908
      Otto Kahn asked John Russell Pope to design this Estate as a wedding present for Kahn’s son. Built in 1936, this 9 bedroom Mini Estate with Old World Charm is secluded on approximately5 acres in the Jericho SD. Property features Pool, Tennis Court, Jump Course, Award Winning Landscaping & Formal Gardens. House on 10.46 Acres also available MLS#3437884.
      Presented By: Daniel Gale Sothebys Intl Rlty  516-759-4800
      Call Today: 516-978-9393, 516-626--1500, or  Email: Donnamarie Chaimanis
    • Gated Brookville brick masterpiece in Jericho school district with every possible modern amenity. Approx. 7000 square feet of living space set on 2 professionally landscaped acres. Completely renovated in 2020 with high end finishes, modern European kitchen, 6 bedrooms, 6 full custom baths, double sided stone slab wrapped fireplace separating family room and two story great room, full home gym, movie theater, office and video game room. Endless primary suite with separate sitting area, dressing area, marble bathroom and two huge walk-in closets. Country club backyard with heated pool (with automatic cover), spillover spa, pool house with full bath and changing room, outdoor kitchen, covered dining area, bar and so much more. Control 4 home automation, Lutron remote controlled shades, cameras, speakers and smart features throughout. Top of the line mechanical systems including new Bosch air conditioning units, radiant heating, Weil Mclain Gold Series boiler and buried propane tank for fireplaces, pool heater and outdoor kitchen. DETAILED VIDEO TOUR AVAILABLE UPON REQUEST. 37
      2317 Cedar Swamp Rd Oyster Bay, NY 11545
      $3,990,000
      6 Bedrooms 6 Full Baths
      Single Family For Sale ML# 3560032
      Gated Brookville brick masterpiece in Jericho school district with every possible modern amenity. Approx. 7000 square feet of living space set on 2 professionally landscaped acres. Completely renovated in 2020 with high end finishes, modern European kitchen, 6 bedrooms, 6 full custom baths, double sided stone slab wrapped fireplace separating family room and two story great room, full home gym, movie theater, office and video game room. Endless primary suite with separate sitting area, dressing area, marble bathroom and two huge walk-in closets. Country club backyard with heated pool (with automatic cover), spillover spa, pool house with full bath and changing room, outdoor kitchen, covered dining area, bar and so much more. Control 4 home automation, Lutron remote controlled shades, cameras, speakers and smart features throughout. Top of the line mechanical systems including new Bosch air conditioning units, radiant heating, Weil Mclain Gold Series boiler and buried propane tank for fireplaces, pool heater and outdoor kitchen. DETAILED VIDEO TOUR AVAILABLE UPON REQUEST.
      Presented By: Pinnacle R E Consulting Inc  516-467-6445
      Call Today: 516-978-9393, 516-626--1500, or  Email: Donnamarie Chaimanis
    • Priced to Sell! Welcome to your private oasis on two acres of lush greenery! This magnificent colonial residence is a true testament to timeless elegance and luxury. Built in 1989, this home boasts an awe-inspiring two-floor portico that sets the stage for the grandeur within. Upon entering the first-floor grand foyer, prepare to be enchanted by the masterful decorative paintings adorning the walls, meticulously crafted by renowned artist Sean Crosby. This 8-bedroom, 7-full bath, and one-half bath masterpiece offers unparalleled sophistication at every turn. The heart of the home lies in the gourmet kitchen, featuring an expansive island, granite countertops, and top-of-the-line appliances. Adjacent is the cozy breakfast area, complete with sliding doors that open onto the sprawling deck and expansive backyard, ideal for al fresco dining and entertaining. Entertain in style in the formal dining room, capable of accommodating over 20 guests, or unwind in the grand living room, each exuding warmth and charm. The east wing beckons a spacious great room and powder room, while the west wing leads to steps descending to a captivating in-door pool, hot tub, sauna, and full bath offering year-round enjoyment. On the second floor, the primary ensuite awaits along with six additional family rooms, each boasting its own luxurious bathroom ensuring comfort and privacy for all. For ultimate entertainment, venture to the fully-finished basement, where a theater room, dance floor, bar, pool table, and playroom await, providing endless opportunities for recreation and relaxation. Experience unparalleled luxury and endless possibilities in this stately colonial retreat, where every detail has been thoughtfully curated. 37
      12 Woodfield Lane Oyster Bay, NY 11545
      $3,988,000
      8 Bedrooms 7 Full Baths 1 Half Bath
      Single Family For Sale ML# 3547455
      Priced to Sell! Welcome to your private oasis on two acres of lush greenery! This magnificent colonial residence is a true testament to timeless elegance and luxury. Built in 1989, this home boasts an awe-inspiring two-floor portico that sets the stage for the grandeur within. Upon entering the first-floor grand foyer, prepare to be enchanted by the masterful decorative paintings adorning the walls, meticulously crafted by renowned artist Sean Crosby. This 8-bedroom, 7-full bath, and one-half bath masterpiece offers unparalleled sophistication at every turn. The heart of the home lies in the gourmet kitchen, featuring an expansive island, granite countertops, and top-of-the-line appliances. Adjacent is the cozy breakfast area, complete with sliding doors that open onto the sprawling deck and expansive backyard, ideal for al fresco dining and entertaining. Entertain in style in the formal dining room, capable of accommodating over 20 guests, or unwind in the grand living room, each exuding warmth and charm. The east wing beckons a spacious great room and powder room, while the west wing leads to steps descending to a captivating in-door pool, hot tub, sauna, and full bath offering year-round enjoyment. On the second floor, the primary ensuite awaits along with six additional family rooms, each boasting its own luxurious bathroom ensuring comfort and privacy for all. For ultimate entertainment, venture to the fully-finished basement, where a theater room, dance floor, bar, pool table, and playroom await, providing endless opportunities for recreation and relaxation. Experience unparalleled luxury and endless possibilities in this stately colonial retreat, where every detail has been thoughtfully curated.
      Presented By: Compass Greater NY LLC  516-517-4751
      Call Today: 516-978-9393, 516-626--1500, or  Email: Donnamarie Chaimanis
    • Welcome to this six-bedroom extraordinary sprawling Ranch. Complete custom renovation done with superior quality and workmanship with no detail overlooked. Generously scaled principal rooms offer high ceilings, extensive moldings, marble and hardwood flooring. For the chef, the kitchen is unsurpassed. Highlights include custom walnut cabinetry, center island, marble and limestone countertops, state of the art appliances and breakfast nook. The den is sun filled, spacious and has multiple sets of windows that overlook the expansive surrounding ipe deck and verdant property. Enjoy the warmth of a fireplace in the great room while playing a game of pool. Enjoy the holidays in the elegant dining room that is detailed with wainscoting and richly appointed moldings. Luxurious primary suite with a sitting room, fitted closet room and marble bathroom. There is a separate wing that offers two bedrooms, both en-suite for long term guests. Lower-Level recreation area with built-in bar. Sublime professionally landscaped 2.7 acres with a sparkling in-ground pool/hot-tub, wraparound deck and patio. Ideal location. Jericho SD. 32
      18 Emerson Rd Oyster Bay, NY 11545
      $3,800,000
      6 Bedrooms 7 Full Baths 1 Half Bath
      Single Family For Sale NEW ML# 3591114
      Welcome to this six-bedroom extraordinary sprawling Ranch. Complete custom renovation done with superior quality and workmanship with no detail overlooked. Generously scaled principal rooms offer high ceilings, extensive moldings, marble and hardwood flooring. For the chef, the kitchen is unsurpassed. Highlights include custom walnut cabinetry, center island, marble and limestone countertops, state of the art appliances and breakfast nook. The den is sun filled, spacious and has multiple sets of windows that overlook the expansive surrounding ipe deck and verdant property. Enjoy the warmth of a fireplace in the great room while playing a game of pool. Enjoy the holidays in the elegant dining room that is detailed with wainscoting and richly appointed moldings. Luxurious primary suite with a sitting room, fitted closet room and marble bathroom. There is a separate wing that offers two bedrooms, both en-suite for long term guests. Lower-Level recreation area with built-in bar. Sublime professionally landscaped 2.7 acres with a sparkling in-ground pool/hot-tub, wraparound deck and patio. Ideal location. Jericho SD.
      Presented By: Daniel Gale Sothebys Intl Rlty  
      Call Today: 516-978-9393, 516-626--1500, or  Email: Donnamarie Chaimanis
    • 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 Waterfall, Gazebo, Koa Pond, Bocce Court & Generator. A Must See 27
      5 Peacock Lane Oyster Bay, NY 11545
      $3,699,000
      5 Bedrooms 4 Full Baths 1 Half Bath
      Single Family For Sale ML# 3574927
      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 Waterfall, Gazebo, Koa Pond, Bocce Court & Generator. A Must See
      Presented By: Douglas Elliman Real Estate  516-759-0400
      Call Today: 516-978-9393, 516-626--1500, or  Email: Donnamarie Chaimanis
    • Situated in the prestigious Upper Brookville, this exquisite property offers a serene pond view with a charming fountain that enchants during the summer time. This stunning brick colonial home boasts six spacious bedrooms and four-and-a-half bathrooms. Completely renovated in 2019, this elegant residence combines classic charm with modern designs located in the highly sought-after North Shore School District, renowned as the top district in the area. This property offers an idyllic lifestyle in one of the most luxury and tranquility coveted neighborhoods. 36
      23 Overbrook Lane Oyster Bay, NY 11545
      $3,695,000
      6 Bedrooms 4 Full Baths 1 Half Bath Sq. Ft. 5911.00:#
      Single Family For Sale ML# 3577621
      Situated in the prestigious Upper Brookville, this exquisite property offers a serene pond view with a charming fountain that enchants during the summer time. This stunning brick colonial home boasts six spacious bedrooms and four-and-a-half bathrooms. Completely renovated in 2019, this elegant residence combines classic charm with modern designs located in the highly sought-after North Shore School District, renowned as the top district in the area. This property offers an idyllic lifestyle in one of the most luxury and tranquility coveted neighborhoods.
      Presented By: Keller Williams Rty Gold Coast  516-482-0200
      Call Today: 516-978-9393, 516-626--1500, or  Email: Donnamarie Chaimanis
    • New Construction Approx 5400 Sq Ft Coming Up In Prestigious Stone Hill Gated Community on Perfect Flat 27500 sq ft Lot With Full Amenities.This Custom Home Can Be Built By One Of the Local Luxury Developer’s Library Of Plans Or Custom Built To Specifications And Personal Touches.Open Concept, Gourmet Kitchen, Custom Walls, Select White Oak Floors Throughout, 10’Ceilings, Trays And Cathedral Ceilings, 2 Gas Fireplaces, 2 Laundry Rms, 2nd Working Prep Kitchen, 3 Car Garage. 5
      2 Buckingham Court Oyster Bay, NY 11791
      $3,595,000
      5 Bedrooms 5 Full Baths 1 Half Bath
      Single Family For Sale ML# 3575791
      New Construction Approx 5400 Sq Ft Coming Up In Prestigious Stone Hill Gated Community on Perfect Flat 27500 sq ft Lot With Full Amenities.This Custom Home Can Be Built By One Of the Local Luxury Developer’s Library Of Plans Or Custom Built To Specifications And Personal Touches.Open Concept, Gourmet Kitchen, Custom Walls, Select White Oak Floors Throughout, 10’Ceilings, Trays And Cathedral Ceilings, 2 Gas Fireplaces, 2 Laundry Rms, 2nd Working Prep Kitchen, 3 Car Garage.
      Presented By: Compass Greater NY LLC  516-703-3360
      Call Today: 516-978-9393, 516-626--1500, or  Email: Donnamarie Chaimanis
    • Perched on the banks of Dosoris Pond, this enchanting residence takes full advantage of the breathtaking water views that surround the property. It is evident from the quality and details found throughout, this is a home dedicated to an appreciation of the finer things and a place to relish and share with others. Whether entertaining poolside, enjoying the cool breezes on one of the terraces, or gathered around a warm fire in cooler months, this home will not disappoint. Originally a Caretaker’s Cottage for the Pratt estate built in 1903, the home has been expanded and updated while respecting its past. The area, near the Long Island Sound and renowned for its Gold Coast history, was the inspiration for F. Scott Fitzgerald’s East Egg in the Great Gatsby. Modern amenities, including a whole house control 4 audio & lighting system, radiant heat and updated HVAC system, meld seamlessly with the classic interiors and architectural elements. The Family Room, the newest addition with panoramic views, allows easy access to the patio through French Doors. Adjacent, the expansive Kitchen with gas fireplace and top-of-the-line appliances including a large Sub-Zero wine refrigerator, 3 sinks, granite counters and a large marble center island provide a wonderful space for entertaining while capturing views of the water. The Butler’s Pantry offers more conveniences including a second dishwasher, granite counter and additional refrigerator & additional Sub-Zero wine refrigerator. The Primary Suite is tranquil and refined with its own terrace for enjoying the sea air basking in the beauty of the vistas. With 2 spacious, outfitted walk-in closets, a marble bath with jetted tub and shower, and access to the heated pool with spa, this suite is unparalleled luxury. There are 3 more bedrooms and 2 full Baths on the 2nd floor. The very private 4 acre property is lush with verdant lawns, mature gardens and stone walls. Additionally there is an outdoor Kitchen for al fresco dining, 3 fireplaces, formal Dining Room with built-ins, Office, a 2-car garage and never ending water views. 37
      6 Dana’s Highway Oyster Bay, NY 11542
      $3,548,000
      4 Bedrooms 4 Full Baths 1 Half Bath Sq. Ft. 4568.00:#
      Single Family For Sale ML# 3562736
      Perched on the banks of Dosoris Pond, this enchanting residence takes full advantage of the breathtaking water views that surround the property. It is evident from the quality and details found throughout, this is a home dedicated to an appreciation of the finer things and a place to relish and share with others. Whether entertaining poolside, enjoying the cool breezes on one of the terraces, or gathered around a warm fire in cooler months, this home will not disappoint. Originally a Caretaker’s Cottage for the Pratt estate built in 1903, the home has been expanded and updated while respecting its past. The area, near the Long Island Sound and renowned for its Gold Coast history, was the inspiration for F. Scott Fitzgerald’s East Egg in the Great Gatsby. Modern amenities, including a whole house control 4 audio & lighting system, radiant heat and updated HVAC system, meld seamlessly with the classic interiors and architectural elements. The Family Room, the newest addition with panoramic views, allows easy access to the patio through French Doors. Adjacent, the expansive Kitchen with gas fireplace and top-of-the-line appliances including a large Sub-Zero wine refrigerator, 3 sinks, granite counters and a large marble center island provide a wonderful space for entertaining while capturing views of the water. The Butler’s Pantry offers more conveniences including a second dishwasher, granite counter and additional refrigerator & additional Sub-Zero wine refrigerator. The Primary Suite is tranquil and refined with its own terrace for enjoying the sea air basking in the beauty of the vistas. With 2 spacious, outfitted walk-in closets, a marble bath with jetted tub and shower, and access to the heated pool with spa, this suite is unparalleled luxury. There are 3 more bedrooms and 2 full Baths on the 2nd floor. The very private 4 acre property is lush with verdant lawns, mature gardens and stone walls. Additionally there is an outdoor Kitchen for al fresco dining, 3 fireplaces, formal Dining Room with built-ins, Office, a 2-car garage and never ending water views.
      Presented By: Daniel Gale Sothebys Intl Rlty  516-759-4800
      Call Today: 516-978-9393, 516-626--1500, or  Email: Donnamarie Chaimanis
    • Welcome to 40 Pembroke Drive, an extraordinary waterfront estate set along the breathtaking shores of Long Island Sound in the exclusive and sought-after enclave of Glen Cove Specifically in The Legend Yacht & Beach Club. This magnificent home combines refined luxury with an unparalleled lifestyle of tranquility, offering panoramic water views, lushly landscaped grounds, and a harmonious blend of classic elegance with modern comforts. Upon entering, you’re greeted by a grand foyer with soaring ceilings and sweeping staircase, setting the stage for the opulence within. Expansive, sun-drenched living spaces are adorned with high-end finishes, custom millwork, and floor-to-ceiling windows that capture stunning water views from nearly every room. First floor primary ensuite bedroom with a luxury touch of arched molding work. Each detail in this residence has been meticulously crafted, from the flooring to the intricate crown molding, creating an ambiance of timeless sophistication. All interior design work done by a luxury interior decorator. The gourmet chef’s kitchen is a masterpiece in itself, featuring top-of-the-line appliances, bespoke cabinetry, and an oversized island that beckons gatherings and culinary creations. Adjoining is a casual dining area overlooking the water, a perfect backdrop for morning coffees or elegant evening dinners with sunset views. The second level of this residence offers 3 luxurious ensuite bedrooms. A thoughtfully designed Jack-and-Jill bathroom connects two bedroom suites, providing comfort and convenience with style. Adding to the allure of the second floor, a striking balcony overlooks the main level, capturing uninterrupted views of Long Island Sound-a vantage point that brings an added dimension of luxury to the living space. Step outside to your private sanctuary, where lush gardens, manicured lawns, and multiple patios await. A panoramic water view brings resort-style living to your backyard, while a private pathway leads to the sandy shores of Long Island Sound, offering the ultimate waterfront escape. For boating enthusiasts, the property also includes private boat parking access, offering a rare and coveted convenience for waterfront living. Additional features include a state-of-the-art home theater, a spacious gym, and a refined home office, seamlessly blending luxury and functionality. Located just moments from fine dining, boutique shopping, and cultural attractions, yet nestled in a private gated waterfront haven, this estate delivers a lifestyle of grandeur in one of the North Shore’s most esteemed communities. 40 Pembroke Drive is more than just a home; it is an extraordinary experience, offering unrivaled privacy, elegance, and the pinnacle of coastal living. This residence is waiting to welcome you to Long Island’s Gold Coast. 37
      40 Pembroke Drive Oyster Bay, NY 11542
      $3,499,000
      4 Bedrooms 3 Full Baths 2 Half Baths Sq. Ft. 8173.00:#
      Single Family For Sale NEW ML# 3590915
      Welcome to 40 Pembroke Drive, an extraordinary waterfront estate set along the breathtaking shores of Long Island Sound in the exclusive and sought-after enclave of Glen Cove Specifically in The Legend Yacht & Beach Club. This magnificent home combines refined luxury with an unparalleled lifestyle of tranquility, offering panoramic water views, lushly landscaped grounds, and a harmonious blend of classic elegance with modern comforts. Upon entering, you’re greeted by a grand foyer with soaring ceilings and sweeping staircase, setting the stage for the opulence within. Expansive, sun-drenched living spaces are adorned with high-end finishes, custom millwork, and floor-to-ceiling windows that capture stunning water views from nearly every room. First floor primary ensuite bedroom with a luxury touch of arched molding work. Each detail in this residence has been meticulously crafted, from the flooring to the intricate crown molding, creating an ambiance of timeless sophistication. All interior design work done by a luxury interior decorator. The gourmet chef’s kitchen is a masterpiece in itself, featuring top-of-the-line appliances, bespoke cabinetry, and an oversized island that beckons gatherings and culinary creations. Adjoining is a casual dining area overlooking the water, a perfect backdrop for morning coffees or elegant evening dinners with sunset views. The second level of this residence offers 3 luxurious ensuite bedrooms. A thoughtfully designed Jack-and-Jill bathroom connects two bedroom suites, providing comfort and convenience with style. Adding to the allure of the second floor, a striking balcony overlooks the main level, capturing uninterrupted views of Long Island Sound-a vantage point that brings an added dimension of luxury to the living space. Step outside to your private sanctuary, where lush gardens, manicured lawns, and multiple patios await. A panoramic water view brings resort-style living to your backyard, while a private pathway leads to the sandy shores of Long Island Sound, offering the ultimate waterfront escape. For boating enthusiasts, the property also includes private boat parking access, offering a rare and coveted convenience for waterfront living. Additional features include a state-of-the-art home theater, a spacious gym, and a refined home office, seamlessly blending luxury and functionality. Located just moments from fine dining, boutique shopping, and cultural attractions, yet nestled in a private gated waterfront haven, this estate delivers a lifestyle of grandeur in one of the North Shore’s most esteemed communities. 40 Pembroke Drive is more than just a home; it is an extraordinary experience, offering unrivaled privacy, elegance, and the pinnacle of coastal living. This residence is waiting to welcome you to Long Island’s Gold Coast.
      Presented By: Daniel Gale Sothebys Intl Rlty  
      Call Today: 516-978-9393, 516-626--1500, or  Email: Donnamarie Chaimanis
    • 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 top-of-the-line, energy-efficient appliances, quartz countertops, a generous center island, and sleek cabinetry. The first level also includes a formal dining room, a half bath and guest quarters comprising a bedroom, office, full bath, laundry room, and mudroom. The second level boasts a primary bedroom with a vaulted ceiling and expansive custom built-in closets, an ensuite bathroom equipped with a soaking tub, seamless barrier free shower, a Toto toilet and dual vanities making it a true retreat. On this level, you’ll also find three additional bedrooms, two full baths and a large guest suite complete with its own full bath. Conveniently, there are additional hookups for a second set of washer-dryers, perfect for a busy household. At the end of the hallway, a second staircase takes you back to the first level. Completing this picture, the home also features a completely renovated gunite pool with patio. The three-car garage comes equipped with an electric vehicle charger, catering to modern needs. The home has a generator, is in the sought after Locust Valley School District and conveniently close to restaurants, shopping, schools and more. It combines the best of tranquil living with easy access to amenities. 37
      77 Linden Lane Oyster Bay, NY 11545
      $3,499,000
      6 Bedrooms 5 Full Baths 1 Half Bath
      Single Family For Sale ML# 3586769
      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 top-of-the-line, energy-efficient appliances, quartz countertops, a generous center island, and sleek cabinetry. The first level also includes a formal dining room, a half bath and guest quarters comprising a bedroom, office, full bath, laundry room, and mudroom. The second level boasts a primary bedroom with a vaulted ceiling and expansive custom built-in closets, an ensuite bathroom equipped with a soaking tub, seamless barrier free shower, a Toto toilet and dual vanities making it a true retreat. On this level, you’ll also find three additional bedrooms, two full baths and a large guest suite complete with its own full bath. Conveniently, there are additional hookups for a second set of washer-dryers, perfect for a busy household. At the end of the hallway, a second staircase takes you back to the first level. Completing this picture, the home also features a completely renovated gunite pool with patio. The three-car garage comes equipped with an electric vehicle charger, catering to modern needs. The home has a generator, is in the sought after Locust Valley School District and conveniently close to restaurants, shopping, schools and more. It combines the best of tranquil living with easy access to amenities.
      Presented By: Daniel Gale Sothebys Intl Rlty  516-759-6822
      Call Today: 516-978-9393, 516-626--1500, or  Email: Donnamarie Chaimanis
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    Donnamarie
    Chaimanis     CLHMS, CRS, GRI, SFR, SRES (516) 978-9393

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