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$3,200,000
6 Beds 6 Baths 1048013 MLS
Private Appointments ONLY.... 2024 Renovated and Expanded Colonial with a " Mom" suite located in “The Castles” in WOODBURY! Set on a magnificent .63 acre property, this beautifully expanded Colonial offers exceptional space, privacy, and resort-style outdoor living — with room for Mom! Thoughtfully designed for both comfortable everyday living and impressive entertaining, this special home features a saltwater pool, sports court, outdoor entertainment area with a beautiful 30’ outdoor pavilion with outdoor fireplace and TV creates an inviting retreat entertaining guests or simply relaxing in the shade—adding charm and comfort to the home’s outdoor living space- also a fire pit and extensive outdoor speaker system. No Landscaper needed for backyard as the turf is no maintenance! Inside, quality details and sophisticated finishes are found throughout, including 3/4” white oak hardwood floors, a beautifully appointed kitchen with Fisher & Paykel 30” paneled refrigerator/freezer columns, 24” paneled dishwasher, and a Thermador cooktop. The inviting family room features ceiling speakers, creating the perfect setting for movie nights, gatherings, and relaxing. Total taxes ONLY $32,552 The outdoor space is truly an entertainer’s dream. Enjoy summer days around the saltwater pool, games on the sports court, and evenings gathered around the gas BBQ, fire pit, or outdoor fireplace. Additional highlights include a heated garage with electric radiant flooring, a stadium light illuminating the backyard from above the garage, and a 7-zone sprinkler system. Finished basement! A rare opportunity to enjoy the space and privacy of an expansive Syosset property with incredible indoor-outdoor amenities — and flexible living space perfect for extended family. Pool. Sports court. Entertaining spaces. Room for Mom. Finished basement. This is Syosset living at its best. Syosset Schools! Berry Hill Elementary, Southwoods Middle and Syosset High School

6 Castle Court

$3,199,000
6 Beds 6 Baths 1036182 MLS
This Stately Colonial In Muttontown,Totally Renovated,Offers A Perfect Blend Of Classic Curb Appeal And Modern, And Thoughtful Updates Throughout.From The moment You Step Into The Soaring Two-Story Entry, The Home Feels Bright,Airy,And Impeccably Maintained. The Main Level Flows Effortlessly, Highlighted By A spacious Kitchen With Gas Cooking. One Of The Standout Features Of This Home Is The Sunroom That Invites The Outdoors In Year-Round Leading Directly To A Sprawling Newly Built 2 tier 1320 Sq ft Patio For Outdoor Living With Huge Gas Fire Pit And Layered Lighting Throughout And A 15x22 sq ft Sunken And Lit Pergola, Creating A Seamless Transition For Entertaining Or Relaxing! Upstairs You Will Find Generously Sized Bedrooms That Offer Plenty Of Personal Space And Comfort For All. The Lower Level Is Fully Finished Providing A Versatile Area For A Gym/office And 1/2 Bath. With The Added Benefits Of Low Taxes, This Home represents An Incredible Opportunity To Enjoy A Great Lifestyle. A Move In Ready Gem! Syosset Schools.

20 Stirrup Lane, Muttontown

$5,000,000
5 Beds 6 Baths 1028542 MLS
A One-of-a-Kind Custom Estate A masterpiece of custom craftsmanship and timeless design, this extraordinary estate offers nearly 6,000 square feet of luxurious living space—exclusive of the basement and three-car garage. Conceived, designed, and meticulously built by its owners, every detail reflects an uncompromising commitment to quality, elegance, and enduring value. Exceptional Property Highlights Architectural Distinction – The home’s striking exterior is clad in exquisite natural Turkish stone, quarried in Turkey, precision-cut overseas, and imported by container exclusively for this residence, creating a timeless and distinguished façade rarely found in today’s luxury homes. Resort-Caliber Outdoor Living – A spectacular custom-designed swimming pool, completed in 2025, anchors an extraordinary outdoor oasis. Over $1.8 Million Invested Outdoors – The grounds have been transformed into a private resort with over $1.8 million invested in the backyard, featuring a luxury swimming pool and a professional multi-sport court designed for tennis, pickleball, and basketball. Complete Landscape & Engineering Transformation – Originally situated on a steep hillside, the entire backyard was professionally re-engineered, reconstructed, and regraded to create an expansive, level outdoor living space that seamlessly combines beauty, functionality, and exceptional usability. Comprehensive Drainage System – A professionally engineered French drain system extends throughout the property, ensuring superior drainage and long-term protection. Newly Constructed Grand Driveway – A beautifully designed driveway, completed in 2025, enhances the home’s impressive curb appeal and grand arrival. Three-Car Garage – A spacious three-car garage provides generous room for vehicles, storage, and everyday convenience. Grand Lower Level – The full basement boasts impressive 10-foot clear ceilings, offering exceptional scale and endless possibilities for additional living and entertainment space. It also includes a custom-built reinforced bomb/storm shelter, providing an added level of security and peace of mind. Sophisticated Interior Living Five generously proportioned bedrooms and five-and-a-half luxurious bathrooms, thoughtfully designed for both everyday living and elegant entertaining. Three private bedroom suites, each with its own full en-suite bathroom, offering exceptional comfort and privacy for family members or guests. Two additional en-suite bedrooms, creating a home where every bedroom enjoys the comfort and convenience of its own dedicated bath. Every inch of this remarkable residence was thoughtfully envisioned and custom crafted by its owners. From the imported natural stone exterior to the extensive structural enhancements and resort-inspired grounds, this is a home of exceptional quality, timeless elegance, and enduring craftsmanship—a truly rare offering in today’s luxury market.

8 Headley Way, Woodbury

$2,288,888
6 Beds 6 Baths 1020613 MLS
Nestled on one private acre in the heart of Woodbury, this exceptional center hall Colonial offers the perfect blend of timeless elegance, modern updates, and outstanding versatility. Set on a beautifully landscaped one-acre property, the home provides a peaceful retreat while remaining just minutes from shopping, major parkways, the LIRR, and Syosset schools. The main residence features 5 bedrooms and 4.5 bathrooms, including a first-floor bedroom or office with an adjacent full bath, ideal for guests, extended family, or working from home. The gracious entry foyer welcomes you into a thoughtfully designed floor plan highlighted by hardwood floors, detailed millwork, and generously sized living spaces. The renovated eat-in kitchen is the heart of the home, showcasing custom white cabinetry, granite countertops, premium stainless steel appliances, a kitchen island with seating, and a bright breakfast area overlooking the private backyard. The kitchen flows seamlessly into the inviting family room with a wood-burning fireplace, while the formal dining room and elegant living room provide ideal spaces for entertaining. Just beyond the kitchen, a spacious elevated deck serves as a natural extension of the home's living space, featuring a built-in jacuzzi, multiple seating and lounge areas, and generous space for outdoor dining. Overlooking the resort-style pool and separate cabana/guest house, it provides the perfect setting for relaxing or entertaining while enjoying the privacy of the beautifully landscaped grounds. Upstairs, the spacious primary suite offers a walk-in closet and a beautifully updated en-suite bath. Three additional bedrooms share a well-appointed full hall bathroom. Adding tremendous value and flexibility is a separate pool cabana/guest house featuring a custom wet bar, bedroom, full bathroom, laundry, and its own attached two-car garage. Whether used for entertaining, multigenerational living, long-term guests, a private home office, or recreation, this detached space offers endless possibilities. The secluded backyard provides exceptional privacy with mature landscaping and ample room to relax, entertain, or enjoy the outdoors. A rare opportunity to own a meticulously maintained estate offering exceptional living space, unmatched versatility, and one of Woodbury's most desirable locations.

96 Plainview Road, Woodbury

$2,099,999
6 Beds 5 Baths 1005538 MLS
Welcome to 119 Plainview Road — a place where elegance meets ease. This expansive 4,500-square-foot Colonial rests on over an acre of pondfront property in Woodbury, where every inch has been thoughtfully maintained to create a home that feels as effortless as it is impressive. Inside, six generous bedrooms and four and a half bathrooms offer space for family and guests alike, all finished with high-end appointments throughout. Every detail has been meticulously cared for, presenting in turn-key, move-in condition for the most discerning buyer. The true showpiece lies beyond the walls. Step outside to a country-club-caliber backyard where an inground pool anchors a private oasis overlooking serene pond views. Whether entertaining on a grand scale or enjoying a quiet morning by the water, the oversized lot delivers privacy and resort-style living rarely found this close to everything. Located within the prestigious Syosset School District and minutes from premier shopping, dining, and parkway access, this is a rare opportunity to own a true estate property on Long Island!

119 Plainview Road, Woodbury

$5,498,000
7 Beds 8 Baths 945621 MLS
Framing almost complete on this singular masterpiece! Ready Spring 2027 Time To Customize! An Exceptional New Construction Estate in Muttontown, located within the renowned Syosset School District. 'The Diamond' sets a striking new benchmark for refined living. This exquisite 8,000-square-foot residence offers seven bedrooms, 15 rooms and a fresh, contemporary layout designed for today’s most elevated lifestyles. Meticulously envisioned, 'The Diamond' reflects an extraordinary level of craftsmanship and an aesthetic precision that blends seamlessly with classic architectural detailing. Expansive sweeping light-filled interiors create a home that is both sophisticated and welcoming. Generous ceiling heights, dramatic walls of glass, and a seamless flow between indoor and outdoor spaces define the mansion. A grand courtyard entrance leads to custom-crafted oversized iron doors that dramatically unveil a breathtaking two-story entry foyer. The formal dining room features a connoisseur’s wine center with smoky glass accents that shimmer with understated drama, and a serving buffet crowned by a sculptural hanging etagere. The grand living room is anchored by a commanding two-sided modern fireplace that offers open views of the lush 2 acre property. The bespoke chef’s kitchen serves as a true centerpiece, equipped with premium Wolf and Sub-Zero appliances, custom cabinetry, and a spacious layout ideal for both everyday living and large gatherings. A fully equipped scullery kitchen adds an additional layer of convenience and sophistication for those who entertain on a grand scale. The main level further unfolds with guest quarters, a private study, state-of-the-art media room, and a secondary staircase. Ascending to the primary suite is to enter a private world of luxury: a serene balcony overlooking the property, a spa-inspired bath, a private sitting room, and multiple expansive walk-in closets befitting the most discerning wardrobe collections. The second level continues with a spacious lounge and four additional en-suite bedrooms, each a haven of comfort and privacy. Outdoor living is equally impressive, with fully approved plans to consider upgrades for a resort-style spa pool and an open-air pavilion complete with its own kitchen creating an alfresco realm of unparalleled leisure. The 10-foot lower level also stands ready to fulfill any vision. 'The Diamond' is not merely a home, it is a residence designed for the discerning, where high-style luxury meets the ease and functionality of everyday living.

50 Cecilia Drive, Muttontown

$1,488,000
5 Beds 3 Baths 966235 MLS
Premier Syosset builder proudly presents this stunning new construction Colonial. This beautifully designed 5-bedroom, 3-bath home offers a bright, open floor plan perfect for today’s lifestyle and will be ready in the early Summer, June/July. The gourmet eat-in kitchen flows seamlessly into the spacious family room with a fireplace, creating the ideal setting for everyday living and entertaining. Hardwood floors, central air conditioning, and exceptional craftsmanship are showcased throughout. A main-level guest suite or bedroom with a full bath provides flexibility for extended family or visitors. The luxurious primary suite features a walk-in closet and a beautifully appointed bath. Eye-catching millwork and high-end finishes elevate every space. Additional highlights include a charming front porch and a detached garage. Conveniently located near shops and the train.

51 Willis Avenue, Syosset

Listings courtesy of OneKey® MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of . All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.