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$3,750,000
3 Beds 2 Baths 1017932 MLS
For the first time in more than 75 years, a legacy of land assembled over generations is being offered to the public. Beginning with the acquisition of its first parcel in 1949, what started as a single investment has evolved into a remarkable nine-parcel assemblage encompassing approximately 4.21 acres in the heart of the Ronkonkoma/Nesconset corridor. Never before offered as one acquisition, this is a once-in-a-generation opportunity to control an entire mixed-use portfolio with exceptional flexibility and long-term potential. More than just real estate, this is the opportunity to shape the future of an entire development block. Whether your vision is a thoughtfully planned residential community, a mixed-use redevelopment, an income-producing investment portfolio, or a phased development strategy, this offering provides a foundation that would be extraordinarily difficult to recreate in today's market. The assemblage includes: • Two commercially zoned parcels with prominent frontage and visibility along Smithtown Boulevard. • A six-unit multifamily property providing immediate income while future plans are developed. • Five contiguous residential development parcels totaling approximately 2.75 acres, offering exceptional potential for future residential expansion. • A single-family residence that may serve as an owner-occupied home, rental property, or future redevelopment component. What makes this offering truly exceptional is not simply the acreage—it's the opportunity. Acquiring nearly an entire development block under one ownership eliminates the time, uncertainty, and expense of assembling multiple properties from different owners. It creates a level of flexibility and control that is increasingly difficult to find in today's market. Strategically positioned with frontage on Smithtown Boulevard and additional access from Spectacle Lake Drive and Lillian Drive, the property enjoys outstanding visibility, multiple access points, proximity to Lake Ronkonkoma, the Long Island Rail Road, shopping, dining, major transportation corridors, and regional employment centers. Very few opportunities offer this combination of location, existing income, commercial frontage, residential development potential, and long-term flexibility within a single acquisition. For more than seven decades, this property has been part of one family's story. Today, it is ready to become part of someone else's vision. All information is deemed reliable but not guaranteed. Buyers are responsible for independently verifying zoning, permitted uses, development potential, approvals, utilities, lot dimensions, environmental conditions, and all other matters material to their intended use.

357 Smithtown Boulevard, Nesconset

$3,750,000
1018235 MLS
For the first time in more than 75 years, a legacy of land assembled over generations is being offered to the public. Beginning with the acquisition of its first parcel in 1949, what started as a single investment has evolved into a remarkable nine-parcel assemblage encompassing approximately 4.21 acres in the heart of the Ronkonkoma/Nesconset corridor. Never before offered as one acquisition, this is a once-in-a-generation opportunity to control an entire mixed-use portfolio with exceptional flexibility and long-term potential. More than just real estate, this is the opportunity to shape the future of an entire development block. Whether your vision is a thoughtfully planned residential community, a mixed-use redevelopment, an income-producing investment portfolio, or a phased development strategy, this offering provides a foundation that would be extraordinarily difficult to recreate in today's market. The assemblage includes: • Two commercially zoned parcels with prominent frontage and visibility along Smithtown Boulevard. • A six-unit multifamily property providing immediate income while future plans are developed. • Five contiguous residential development parcels totaling approximately 2.75 acres, offering exceptional potential for future residential expansion. • A single-family residence that may serve as rental property, or future redevelopment component. What makes this offering truly exceptional is not simply the acreage—it's the opportunity. Acquiring nearly an entire development block under one ownership eliminates the time, uncertainty, and expense of assembling multiple properties from different owners. It creates a level of flexibility and control that is increasingly difficult to find in today's market. Strategically positioned with frontage on Smithtown Boulevard and additional access from Spectacle Lake Drive and Lillian Drive, the property enjoys outstanding visibility, multiple access points, proximity to Lake Ronkonkoma, the Long Island Rail Road, shopping, dining, major transportation corridors, and regional employment centers. Very few opportunities offer this combination of location, existing income, commercial frontage, residential development potential, and long-term flexibility within a single acquisition. For more than seven decades, this property has been part of one family's story. Today, it is ready to become part of someone else's vision. All information is deemed reliable but not guaranteed. Buyers are responsible for independently verifying zoning, permitted uses, development potential, approvals, utilities, lot dimensions, environmental conditions, and all other matters material to their intended use.

357 Smithtown Boulevard, Nesconset

$950,000
4 Beds 3 Baths 1017406 MLS
Nestled on a sprawling and picturesque property in the heart of Smithtown, this whole house renovated in year 2022, 4-bedroom, 3-bathroom residence offers the perfect blend of privacy, space, and country-style living and very close the horse trails at Blydenburgh Park and minutes to Routes 347 & 454. Set on beautifully maintained grounds, the property features its own horse stable and equestrian facilities, making it an exceptional opportunity for horse enthusiasts, hobby farmers, or those seeking a peaceful retreat with endless possibilities. The charming home offers spacious living areas filled with natural light, generously sized bedrooms, and a flexible layout designed for comfortable everyday living. Outside, enjoy expansive open spaces, mature trees, and a tranquil setting rarely found on Long Island. A long private driveway provides ample parking and enhances the estate-like feel of the property. Whether you’re looking to enjoy horseback riding on your own property, simply embrace a lifestyle surrounded by nature, this one-of-a-kind Smithtown offering is not to be missed. Property Highlights: * 4 Bedrooms | 3 Full Bathrooms (2 bedroom 1 full bath on the first floor and 2 bedroom with 1 full bath located on the 2nd floor) * Recent updates: Oil Tank Replacement (2025) , Copper Pipes Installed (2026) * Private Horse Stable & Equestrian Facilities * Expansive Grounds with Open Space * Long Private Driveway with Ample Parking * High-end appliances (Wolf 36” six-burner range with pot filler, 42” paneled Sub-Zero refrigerator/freezer, Bosch ultra-quiet dishwasher, Sharp microwave drawer) * Conveniently Located Near the horse trails at Blydenburgh Park and minutes to Routes 347 & 454, easy access to Major Roadways.

45 Croft Lane, Smithtown

$699,999
4 Beds 2 Baths 1012030 MLS
Welcome to this beautiful home located at 130 Greenbelt Parkway in the heart of Holbrook! This freshly painted property features 4 spacious bedrooms, 2 full renovated bathrooms, and a partially finished basement offering an additional 414 square feet of space. The house includes a central air conditioning system. Recent updates include a new heating system, new flooring, and an open-concept kitchen. The backyard is perfect for entertaining, featuring an enclosed porch overlooking the patio and pool area, along with a brand-new fence for added privacy and security. Conveniently located near local parks, shopping, dining, and major highways for an easy commute. Don't miss the opportunity to make this wonderful house your new home!

130 Greenbelt Parkway, Holbrook

$1,249,990
5 Beds 3 Baths 1014775 MLS
Luxury Living on a Private Cul-de-Sac Welcome to your dream home! Located in an exclusive 4-lot- subdivision on a private cul-de-sac, this stunning new construction Colonial-style residence offers an ideal blend of modern elegance, high-end finishes, and energy efficiency. With 4 -5 bedrooms and 3 full bathrooms, including an optional first-floor bedroom or office with full bath access, this home is perfect for multi-generational living or flexible work-from-home needs, Interior Features, Gourmet Eat-in Kitchen featuring designer kitchen cabinetry, Center island with seating Quartz countertops $5,000 appliance package Living Room with soaring vaulted ceilings 9-foot ceilings on the first floor; 8-foot ceilings on the second floor and basement Tray ceilings add architectural elegance 6" White Oak hardwood flooring throughout the first floor and upstairs hallway — buyer’s choice of stain Elegant raised panel molding in the dining room and an upgraded larger molding package throughout Hi-hat recessed lighting package throughout the home Basement: Full-sized egress window for safety and natural light Walls are insulated for comfort and efficiency Full 8-foot ceilings — ideal for finishing or extra storage Systems & Efficiency High-efficiency windows throughout 200 amp electrical service Electric Heat Pump with 2-zone Central A/C and Heating Built to Energy Star Standards for year-round comfort and lower utility bills Exterior Features: Beautiful cedar shake impression on the front elevation for timeless curb appeal Low-maintenance composite front porch — perfect for morning coffee or relaxing evenings Oversized garage with 8'x7' garage doors and plenty of extra space Asphalt driveway for durability and low maintenance Professionally designed landscaping package includes: Front and rear in-ground sprinklers Sod in the front yard and seeded lawn in the backyard Location Highlights: One home already sold — join a small, desirable enclave Convenient to Smith Haven Mall, Ronkonkoma train station, parks, shopping, restaurants, and major roadways This thoughtfully designed Colonial is more than just a home — it’s a lifestyle. home in process of being built, If you need to sell your current home, this is a great opportunity—our timeline can accommodate that process, giving you the time you need to sell while preparing for your new home

1 lotto Court, Lake Grove

$950,000
4 Beds 3 Baths 1009532 MLS
Welcome to 19 Knoll Lane, Smithtown — Where Comfort Meets Elegance Nestled in the heart of Smithtown, this stunning 4-bedroom, 2.5-bath colonial is the home you've been waiting for. From the moment you step inside, you'll be captivated by the thoughtfully designed layout that perfectly balances everyday living with sophisticated entertaining. The spacious formal living room and formal dining room set the stage for memorable gatherings, while the warm and inviting den offers the perfect retreat for quiet evenings at home. The eat-in kitchen is ideal for casual meals and morning coffee alike. Rest easy knowing you're covered year-round with natural gas heat, central air conditioning, and a security system, ensuring comfort and peace of mind in every season. Step outside and discover your own private paradise. Unwind beneath the charming gazebo, host unforgettable evenings around the built-in fire pit, or simply soak in the tranquility of your beautifully appointed backyard. 19 Knoll Lane isn't just a house — it's the lifestyle you deserve. Don't miss your chance to call this exceptional property home!

19 Knoll Lane, Smithtown

$1,890,000
4 Beds 3 Baths 1008414 MLS
Welcome to this one-of-a-kind custom estate-quality residence rebuilt in 2018 by a professional contractor as his personal home with attention to detail and premium materials throughout. Situated on a private 1-acre property, this exceptional 4-bedroom, 2 1/2 bath home welcomes you with a striking stone façade and dramatic arched entryway that sets the tone for the extraordinary craftsmanship found throughout. Features include oak hardwood floors, solid hardwood interior doors, custom millwork, marble and tile mosaics, a custom detached 2-car garage with handcrafted garage doors built by the homeowner and features its own electrical panel. The fully finished basement includes an outside entrance, laundry area and epoxy flooring. The large, open kitchen includes custom cabinetry, granite countertops, stainless steel appliances, and custom designed tile work. A breathtaking handcrafted marble fireplace with carved lion statuary serves as the centerpiece of the home and features a heat-circulating system with dedicated venting to the primary suite above. Built with 2x6 construction and blown-in insulation for exceptional energy efficiency, the home was also strategically positioned above grade to promote superior drainage. Smart home features include remote thermostat controls with separate zones in each bedroom and an automatic leak-detection water shutoff system. Extending the living space outdoors, a covered patio overlooks the private grounds and is already pre-wired for cable and has a water line in place, providing a seamless opportunity to create the outdoor kitchen and entertainment area of your dreams. From the handcrafted architectural details to the thoughtful engineering and modern conveniences, no expense was spared in creating this truly exceptional residence. A rare opportunity to own a luxury home unlike anything else on the market.

225 Old Willets Path, Smithtown

$759,900
4 Beds 3 Baths 1009483 MLS
Diamond! Completely Upgraded Four Bedroom, Three Full Bathroom Home, Picture Perfect Location In A Beautiful Neighborhood, Entertainer's Backyard With A Saltwater In Ground Pool, And An Unbeatable Price For All Of The Features & Upgrades That This Home Offers - It Checks Off All Of Your Must Have Boxes & Is Absolutely A Must See! Set On Beautifully Landscaped Corner Property On A Lovely Tree Lined Street With A Quiet Yet Convenient Location Close To Smithtown Blvd & Route 347 Shopping, Schools, Major Roadways & Just A Short Drive To The Ronkonkoma LIRR Station (Perfect For Commuters)...Beautiful Curb Appeal - Four Year Old Architectural Roof & Vinyl Siding, Brick Facade, Oversized Belgium Block Lined 4+ Car Driveway & A Welcoming Large Composite/Trex Front Porch With Pvc Railings, And The Interior Of The Home Offers A Modern & Open Yet Warm & Inviting Floorplan - A Formal Entrance Foyer Offers A Very Large Open Space For Greeting & Gathering With Beautiful Box Paneled/Wainscoted Walls, Custom Moldings, A Beautiful Bay Window For Natural Light, And The Entrance Foyer Opens Into The Kitchen & Into The Formal Living Room...The Stunning Two Year Old Custom Kitchen Offers Walls Of White Shaker Style Cabinetry, Striking Quartz Countertops With A Farm Sink & Large Barstool/Counter & Serving Space, Stainless Steel Appliances (Samsung Ceramic Top Stove, LG Built In Microwave Oven, LG French Door Refrigerator With Bottom Freezer, Water & Ice Maker, And LG Dishwasher), Hardwood Floors & An Opening/Pass Through To The Dining Room. The Comfortable & Inviting Formal Living Room Offers Volume/High Ceilings, Beautiful Box Paneled/Wainscoted Walls, Custom Moldings, Large Windows For Natural Light (Overlooking The Backyard), Ceiling Fan, Ample Room For A Large Living Room Set/Furniture, And An Open Flow Into The Step Down Formal Dining Room With Beautiful Cut Outs/Open Walls & An Open Doorway. The Stunning Step Down Formal Dining Room Offers Walls Of Windows & Sliding Doors Overlooking The Backyard & In Ground Pool, Beautiful Moldings & Details, Accent Shiplap Wall With A Pass Through To The Kitchen & Ample Room For A Large Table & Chairs. This Room Would Also Make A Perfect Den/Sunroom With All Of It's Beautiful Windows & Access To The Backyard & Pool. The First Floor Has Three Well Sized Bedrooms & Two Full Bathrooms - The First Bathroom Was Completely Updated Offering A Full Bathtub With All Floor To Ceiling Ceramic Tiled Walls (All Large/Oversized Beautiful Ceramic Tile), Shiplap Accent Walls, Ceramic Tiled Floor & All Upgraded Fixtures, And The Second Full Bath Is An En Suite Off Of The Third Bedroom With A Custom Corner Shower, Frameless Glass Doors, Ceramic Tiled Floor, Stone Topped Vanity & Upgraded Fixtures. A Lovely Stairway Off Of The Kitchen Leads To The Stunning Second Floor Primary Bedroom Suite Offering Beautiful Vaulted/Tray Ceilings, Recessed Lighting, Oversized Windows For Natural Light, Beautiful Details Including Two Wall Cut Outs/Niches, Ample Room For A Large Bedroom Set/Furniture, A Large Walk In Closet With Built In Cabinetry/Shelving & Storage, And A Beautiful New Primary Bathroom Offering An Oversized Custom Shower With Stunning 24" x 48" Porcelain Tiled Walls, Pedestal Sink & All Upgraded Fixtures. The Home Also Has A Full Basement With A Three Year Old Four Zone Burnham Boiler & Riello Burner & 200 Amp Electric Panel, Two Car Garage & A Spectacular Fully PVC Fenced Sun Filled Entertainer's Backyard With A Saltwater In Ground Pool, Expansive Paver Patios/Pool Surround, Fantastic Large Covered Rear Deck/Porch, Irrigation System & Beautiful Open Lawns & Grasses, Firepit Area, And Lots Of Space For Entertaining. Offering The Perfect Combination Of Style, Size, Recent Upgrades (All Done Within The Last Four Years), Condition & Location...This Home Is Not To Be Missed & Will Not Last!

33 Lillian Road, Nesconset

$1,626,000
5 Beds 3 Baths 1010107 MLS
Nestled at the end of a private long drive shared with only 2 other homes and Not directly on Landing, this magnificent custom brick home offering Luxurious living space on a private 1.2 acre setting. features include a dramatic two-story grand entry foyer with two staircases, soaring vaulted ceilings, gourmet chef's kitchen with cherry cabinetry, granite countertops and Viking appliances, especially including Sub-Zero refrigerator, hardwood floors throughout entire house. Master suite with radiant heated floors, spa-inspired primary suite, and beautiful views of preserved land, Designed for elegant entertaining and comfortable living with vaulted veiling and extra-large windows. Three high ceiling attached car garage with potential for double car lift storage. The full basement features high ceilings and a separate outside entrance, offering excellent potential for recreation, home office, gym, workshop or future finished living space. This exceptional residence combines timeless architecture, privacy. quite and premium craftsmanship.

589 Landing Avenue, Smithtown

$1,388,000
8 Beds 5 Baths 1005256 MLS
Beautifully renovated legal 2-family/multifamily property offering exceptional income-producing potential with approximately $10,000 per month in rental income. This spacious property features multiple well-maintained units with generous bedroom layouts, updated kitchens and baths, and modern finishes throughout. Perfect for investors, or mother/daughter-style living with flexible space and privacy options. Situated on an oversized property with expansive outdoor space and ample parking, this unique opportunity also offers potential for additional expansion or future improvements. Conveniently located near shopping, transportation, schools, and major roadways. A rare turnkey multifamily property combining strong cash flow, versatility, and long-term value.

47 Bushwick Avenue, Brentwood

$999,999
4 Beds 6 Baths 1003980 MLS
Experience unparalleled luxury in this one-of-a-kind custom new construction located in the highly desirable Brittany Hills section of Lake Grove. Showcasing elegant stucco construction and offering approximately 3,694 square feet of above-grade living space plus a fully finished basement, this extraordinary smart home blends sophisticated architectural design with modern convenience. Step through the grand entry into a breathtaking double-height great room with approximately 25-foot ceilings, dramatic chandelier, and streams of natural light that create an extraordinary sense of scale and openness. The open-concept floor plan is designed for both luxurious everyday living and effortless entertaining. The designer kitchen serves as the centerpiece of the home, featuring stainless steel appliances, quartz countertops, a spacious center island, abundant cabinetry, and premium finishes throughout. This exceptional residence offers 4 spacious ensuite bedrooms and 5.5 bathrooms, including a spectacular primary suite with soaring ceilings, impressive scale, generous closet space, and abundant natural light. Spa-inspired bathrooms are finished with elegant large-format tile and refined modern finishes throughout. Wide-plank designer flooring flows seamlessly across every level, adding warmth and sophistication throughout the residence. The fully finished basement further expands the living space with a full bathroom and separate outside entrance, ideal for recreation, guests, extended living arrangements, or a private retreat. Additional highlights include smart home technology integrated throughout the property, in-ground sprinklers, a brand-new state-of-the-art septic system, energy-efficient systems, and a spacious driveway with garage parking. Conveniently located just minutes from premier shopping and dining destinations including Wegman's, Trader Joe’s, Whole Foods Market, Ronkonkoma Station, and the vibrant Station Yards development, this remarkable residence offers the perfect combination of luxury, lifestyle, convenience, and architectural presence. Enjoy the rare advantage of being ideally situated at the crossroads of Smithtown, Brookhaven, and the Village of Lake Grove, giving residents access to the exceptional amenities offered by all three communities. Take advantage of Smithtown parks and private beaches, Brookhaven boat ramps, beaches, and recreational parks, along with the Village’s summer camps, beautifully maintained parks, brand-new pickleball courts, and so much more.

11 Amboy Lane, Lake Grove

$850,000
4 Beds 2 Baths 993310 MLS
Beautiful Ranch-Style Home on a Prime Corner Lot in a High-Visibility Main Street Location! This well maintained property offers the perfect blend of comfort, functionality, and convenience. Featuring a 1-year-old roof, this home has been thoughtfully updated . The spacious layout includes a fully finished basement with a separate outside entrance—ideal for extended living space, guests, or potential accessory use with proper permits. Enjoy the convenience of a 2-car garage plus an extended driveway for additional parking. The corner setting provides extra privacy, natural light, and great curb appeal. Located close to shopping, transportation, schools, and major roadways, this move-in-ready home is a fantastic opportunity.

683 Broadway, Brentwood

$699,000
5 Beds 3 Baths 984398 MLS
Welcome to 20 Veronica Court, Smithtown — a spacious ranch-style home nestled on a quiet cul-de-sac in a desirable residential setting. This 5-bedroom, 3-bathroom ranch offers comfortable single-level living with additional space to grow. The primary bedroom features a private en-suite bathroom and direct access to its own secluded deck — the perfect spot to enjoy your morning coffee or unwind in the evening. The home also boasts a second deck off the kitchen, ideal for outdoor dining and entertaining in the backyard. A full basement expands the home’s versatility, complete with an additional bedroom and bathroom, providing excellent potential for extended living space, guests, or recreational use. The property offers solid bones and a functional layout, while presenting a great opportunity for buyers to add their personal touches and updates to make it truly their own. Located on a peaceful cul-de-sac, this home combines privacy, convenience, and potential — all within close proximity to shopping, dining, parks, and major roadways.

20 Veronica Court, Smithtown

$899,000
988465 MLS
For Sale is the very successful Landscape Transformation Business, Tree Ease, the Sale includes a very recognizable Name, all the necessary large and small Equipment (List is Att.) and the Customer list. The property, a private home at 62 Morton and the small office being used at that location is not included in the sale. Tree Ease is currently Leasing Yard Space for the Equipment in Bay Shore and that may also be available for use by the buyer. Current services include Landscape Design & Installation, Expert Pruning & Horticultural Services, Irrigation Systems, Pond & Waterfall Features, Exterior landscape Lighting, Seasonal Maintenance & Clean Ups and much more. Plus Great Potential to Expand to the East End and into Winter Services. To Insure the Buyer's Success, the owner will Offer Training & Support for Onboarding for up to Four Months.

62 Morton Street, Brentwood

$1,100,000
4 Beds 3 Baths 975330 MLS
Welcome to this beautifully maintained and spacious 2,800 sq. ft. home, perfectly situated on a picturesque, tree-lined street in one of Nesconset’s most sought-after neighborhoods. Located within the highly regarded Sachem School District, this property offers the perfect blend of comfort, style, and convenience. Step inside to discover a thoughtfully designed layout featuring 9-foot ceilings on the first floor, creating an open and airy feel throughout. This home boasts 4 generously sized bedrooms and 2.5 bathrooms, providing ample space for both everyday living and entertaining. The heart of the home is the expansive great room—ideal for gatherings, celebrations, or relaxing evenings. The oversized eat-in kitchen is a chef’s dream, complete with a large island, abundant cabinetry 42" in height,, and plenty of space for dining and hosting. Enjoy outdoor living at its finest with a large covered front porch—perfect for morning coffee or unwinding in the evening—as well as an expansive yard offering plenty of room for entertaining, recreation, or future outdoor enhancements. Additional highlights include a full, large basement with an outside entrance, offering endless possibilities for storage, recreation, or future finishing. Perfectly located, this home is just a short distance to the Long Island Rail Road, local shopping malls, and the Long Island Expressway, making commuting and everyday errands a breeze. Set in a desirable location close to shopping, dining, parks, and major roadways, this home truly has it all. Don’t miss the opportunity to make this exceptional property your own! Some photos may include optional features or design concepts for illustrative purposes!!!!!!

TBB Forest Avenue, Nesconset

$1,250,000
5 Beds 4 Baths 975603 MLS
Welcome to this stately and impressive Colonial, ideally situated in one of Smithtown's most sought after and picturesque neighborhoods. This exceptional property offers a rare opportunity to create a custom luxury home in a truly premier setting. Boasting generous living space the home features a traditional and functional layout with a spacious Living Room, Dining Room, and inviting Den-perfect for everyday living and entertaining. The Kitchen with its Brazilian granite countertops offers generous space and serves as the perfect canvas to design the heart of your dream home. A beautiful feature of the home is a 280 ft expansive SunRoom extension, complete with hot tub, providing a unique space to unwind and relax all year long while overlooking the yard. Upstairs are 5 well appointed bedrooms including the Primary Bedroom with a huge ensuite full bathroom as well as an additional 1/2 bath. The backyard features a newly renovated 20x40 inground pool with new liner and all new coping (1 year old), and approx 3 year old filter, trex decking for low maintenance outdoor living, a beautiful pavillion to entertain under, and a gazebo. A 2 car garage, a young roof, an above ground 550 gallon oil tank, a 4 zone in-ground sprinklers, a tranquil rock waterfall, lightning rods and an expansive stone wall all around the front of the property. With its grand scale, coveted Smithtown location and proximity to the water, this is a rare find for someone to create a truly exceptional home in a prestigious neighborhood.

2 Three Pond Road, Smithtown

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.