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$619,900
3 Beds ⋅ 2 Baths ⋅ 979555 MLS
Welcome to 108 4th Avenue, a well-maintained and move-in ready home located in the heart of Brentwood. This property features a spacious layout with generously sized bedrooms, a bright and inviting living area. The home offers great natural light throughout, along with ample storage space. Conveniently located near shopping, dining, public transportation, and major roadways, this home offers both comfort and accessibility.

108 4th Street, Brentwood
$889,999
981964 MLS
Opportunity knocks in one of Long Island’s most desirable commercial storefront located in the heart of Main Street, Smithtown. This is zoned as central business and is ideal for investors or business owners seeking visibility, space, and growth potential. Previously home to the long-standing and successful A&E Unfinished Furniture retail store, this property has since been transformed into a thriving educational center and professional office space. The building has been well maintained and recently upgraded, including a fully finished basement with outside entry and bathroom, effectively doubling your usable space. Zoning ideal for office, retail, education, medical, bar/ restaurant, funeral home, professional services and more! Fully finished lower level with separate access and bath. Main level currently built out for professional/office use. High-traffic, walkable location close to shops, dining, LIRR, and major roads. If you are looking for office use, this is move-in ready! Priced to sell, this opportunity will go to the highest and best offer with favorable terms. We are looking for a fast sale and are ready to pass the torch to the next success story. Your success is our success, let's seal the deal!

47 W Main Street, Smithtown
$175,000
981559 MLS
Great Opportunity To Build On A Deep Property !!!

Crooked Hill Road, 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
$849,000
4 Beds ⋅ 3 Baths ⋅ 977202 MLS
Lovely Colonial Split, 3/4 Bedroom (4th Bedroom or Office), Spacious Throughout, Updated Eat in Kitchen with Granite/.Stainless Steel Appliances, Attractive Great Room for Gatherings, Updated Baths, Upgraded Recessed Lighting, Updated Windows and Pella Doors, Custom Moldings/Trim, Renovated Entry Level Laundry Room, Central AC- 3 Yrs, 3 Zone Heating System- 3 Yrs, Expanded Primary BR Suite with Full Bath and Walk-In Closet, Country Club Yard, Prof. Landscaped, 20x40 In Ground Pool (5 Yr Liner, Loop-Loc Cover and New Filter), Widened Drive, Partial Garage Space for Storage, Property Tax with Basic Star $14,619.47. NOTE: Natural Gas Line in Street.

43 Hallock Avenue, Smithtown
$650,000
975518 MLS
This is a Commercial Property and Business for sale on a busy Main street area of Smithtown by a traffic light. This successful and profitable 20 year old business generates over a million dollars in annual sales and net profits of approximately $300,000 per year. This is an opportunity to obtain an extensive name and client base for an energetic investor who can appreciate and develop the upside potential of owning a multi-faceted business of firearms, fish and tackle. Some requirements that are needed to buy this property and Federal Firearms License, the ability to hold a firearm license, and consumer affairs second hand merchandise license. Inventory includes (walk-in & Internet sales) firearms (new & pre-owned), Ammo, Accessories, fishing tackle and bait. To be clear, The Real Estate is $650,000. The Business Name and Good Will, License and Customer List is $100,000 The Inventory is $50,000.00. The buyer can ony buy the Real Estate for $650,000 and the owner will deal with the business and Inventory on his own.

119 E main Street, Smithtown
$590,000
4 Beds ⋅ 2 Baths ⋅ 974320 MLS
Ranch style home on half an acre in Brentwood. No interior access.

43 Grant Avenue, Brentwood
$649,990
3 Beds ⋅ 1 Baths ⋅ 974365 MLS
Just unpack! Redone 3 Bedroom Ranch on dead-end street. New Windows, New Exterior doors, New Interior doors, New SS Appliances, New White Shaker Cabinets, New Quartz Countertops, Vaulted Ceilings in Living Room and Primary Bedroom, New Carpet in Bedrooms, Completely New Bathroom, Freshly Painted, New Trim, New Heat Pump and CAC, New Vinyl Siding and Soffits, New leaders and Gutters, electrical outlets and recessed lighting, Full Basement w/outside entrance and New Blacktop driveway, New Sod Lawn Front, New Sprinkler System Font only! New Cesspool System, Taxes $9043.39

159 Alexander Avenue, Holbrook
$374,999
1 Beds ⋅ 1 Baths ⋅ 970004 MLS
PRICE REDUCTION, BACK ON MARKET! Welcome to 10 Smithtown Boulevard, Unit 6A, a beautifully redesigned main-level residence offering elevated co-op living in the highly sought-after Smithtown School District. Completely transformed with modern finishes and thoughtful design, this home combines the comfort of a high-end residence with the value of co-op ownership. Sunlit interiors, seamless flow, and quality craftsmanship create a space that feels both sophisticated and inviting. A Rare and Highly Valuable Feature of this home is the fully enclosed and secure 300-square-foot private storage space located directly beneath the unit, offering exceptional convenience and flexibility rarely found in co-op living. The designer kitchen features custom cabinetry, sleek finishes, generous storage, and a spacious dining area perfect for everyday living or entertaining. The spa-inspired bathroom showcases clean lines and elegant modern details. The king-sized primary suite is exceptionally spacious for a one-bedroom and offers abundant closet space. A versatile flex area provides the ideal setting for a home office or quiet retreat. Light oak hardwood floors run throughout the home, complemented by crown molding, modern lighting, and a soft neutral palette that enhances the bright, airy feel. Additional features include: • Assigned parking for two vehicles Immaculate and move-in ready, this home presents a rare opportunity in one of Smithtown’s most desirable communities. One of a kind. A true step above.

10 Smithtown Boulevard Unit #6A, Smithtown
$1,195,000
4 Beds ⋅ 3 Baths ⋅ 969002 MLS
Ultra-Rare Brand-New Construction in Lake Grove Village with Sachem Schools! 4 Bedroom, 2.5 Bath Colonial on Shy Half Acre with Stately Circular Driveway and Full Basement with Outside Entrance. Stunning Modern Farmhouse Design Featuring White Siding with Sleek Black Exterior Accents and Tons of Luxury Appointments Included: Spacious Center Island Kitchen with 2-inch Mitered Edge Countertop, Modern Tile Backsplash, Pella and Andersen Windows, Oak Flooring Throughout, Imported Italian Tile Baths, 9 Ft. Volume Ceilings, Sod and Sprinklers, Energy Star Efficiency, Whole House Fresh Air Ventilation System and More! Construction Is Already Underway, Will Not Last! Pics Are of Builders Model.

7 Henkel Road, Lake Grove
$657,000
3 Beds ⋅ 2 Baths ⋅ 964031 MLS
This lovely updated Ranch with an inviting open floor plan features living room with fireplace, dining room with another cozy fireplace, eat-in-kitchen with granite and stainless, 3 bedrooms, 2 full baths, finished basement, central air conditioning, leased solar panels, and more. The resort-like yard boasts a beautiful in-ground pool with newer liner, deck, dog run, and game room. Updates also include roof and oil tank.

1458 Hummel Avenue, Holbrook
$625,000
6 Beds ⋅ 3 Baths ⋅ 961423 MLS
Hi Ranch Style home. This home features six bedrooms, 2.5 baths, formal dining room, eat-in kitchen & two-car garage. Centrally located to all. Don't miss this opportunity! The information provided is estimated to the best of our abilities at this time.

218 Newberry Street, Brentwood
$2,695,000
944855 MLS
Well-positioned commercial building featuring recent upgrades in a high-traffic area surrounded by emerging business developments. The property offers excellent accessibility with close proximity to major highways and public transportation. Notable improvements include a newly paved parking lot and a recently installed generator. Available for sale or lease, this is an ideal opportunity for investors, owner-users, or tenants seeking visibility and convenience

1687 Church Street, Holbrook
$644,000
5 Beds ⋅ 2 Baths ⋅ 954400 MLS
House in very good condition, with 2 cesspools, very good location

5 Campion Street, Brentwood
$2,599,000
6 Beds ⋅ 8 Baths ⋅ 952372 MLS
Paradise on the Nissequogue River with 65 feet of waterfront, ideal for canoeing, kayaking, and serene relaxation. This impressive 5,500+ sq ft contemporary with traditional accents offers 15 rooms and two fully separate living quarters, each with its own basement—perfect for extended or multi-generational living. Both residences feature updated granite eat-in kitchens with wood cabinetry and stainless-steel appliances, formal dining rooms, living and sitting rooms, and spacious primary suites with baths. Additional living space includes two additional bedrooms and a full bath, plus a lower-level spacious guest suite, entertainment rooms, abundant storage, and outside separate entrance (OSE) with its own designated parking. Set on 1.09 beautifully landscaped acres with specimen trees, brick patios, decks and exterior lighting, a spectacular salt water heated gunite in-ground pool (approx. 43’ x 25’) with waterfall, spa, lighting, and natural rock diving board—perfectly positioned to capture sweeping river views. Enjoy evenings by the wood-burning fire pit, surrounded by nautical wildlife and breathtaking sunsets. Located in the highly sought-after Smithtown community, close to fine dining, boutique shopping, theatre, mall, Caleb Smith Preserve, Sunken Meadow Park, beaches, golf, and Smithtown schools. Smithtown offers a blend of tranquil suburban life, historic charm and easy access to parkways and the LIRR/NYC. Additional Features: 2-car garage, North Wing: electric heat exchanger, CAC, heat/AC, South Wing: 3 mini-splits, 5-ton compressor, oil burner, forced hot air/CAC, 60-panel solar system (shared by both wings), In-ground sprinklers, Central vacuum, Two propane tanks, Two fireplaces (one gas, one wood-burning), Two separate hot water heaters, Additional electric panels, Laundry room with slop sink and storage, Brick patio with built-in BBQ

2 Riverview Terrace, Smithtown
$515,000
2 Beds ⋅ 1 Baths ⋅ 949653 MLS
No Trespassing Tenant occupied

29A Hewes Street, Brentwood
$125,000
945191 MLS
Vacant Land available near all!!

VL Highland Street, Smithtown
$650,000
939528 MLS
FRANCHISE BUSINESS FOR SALE TOUS les JOURS – Smithtown, Long Island 1 Miller Place, Suite D | Smithtown, NY 11787 Approx. 2,300 sqft. TURN-KEY BAKERY CAFÉ OPPORTUNITY Acquire a fully built, fully operating TOUS les JOURS franchise in a prime Smithtown location. Ideal for entrepreneurs seeking a well-established brand with immediate revenue potential. LOCATION HIGHLIGHTS • High-visibility shopping plaza in the heart of Smithtown • Strong daily foot traffic from nearby homes, offices, schools & retailers • Easy access with ample customer parking • Affluent community with strong demand for premium bakery cafés. BUSINESS FEATURES • Modern interior and equipment meeting all franchise standards • Established customer base and excellent local reputation • Spacious 2,300 sqft layout with dining area, baking area & storage • Full franchise support & branding infrastructure. WHY THIS OPPORTUNITY STANDS OUT • No build-out delays—start operating immediately • Proven operations in a high-income Long Island market • Strong growth potential for an engaged owner. Contact for more information or to schedule a private tour.

1 Miller Place Unit #D, Smithtown
$799,000
4 Beds ⋅ 3 Baths ⋅ 938389 MLS
Welcome to 11 Val Ct in Holbrook! Beautiful and spacious 4-bedroom, 2.5-bath home featuring a bright eat-in kitchen, formal dining room, and inviting living spaces with hardwood flooring and a cozy fireplace. Enjoy the convenience of an in-unit washer and dryer, attached 2-car garage, and full basement offering great storage and potential. The home includes oil heating, cesspool system, and a private backyard with a stunning in-ground pool, perfect for entertaining. Ideally located near schools, parks, shopping, and major roadways. Don’t miss this amazing opportunity!

11 Val Court, Holbrook
$899,000
4 Beds ⋅ 3 Baths ⋅ 936537 MLS
Welcome to 1 Eliot Drive. Located In the highly desirable Brittany Hills development of Lake Grove. This is a fantastic opportunity to purchase a very large colonial In Mint move in condition. Every inch of this stunning beautiful oversized colonial has been totally renovated inside and out to total perfection, Just bring your suitcase and move right in. New everything, kitchen, bathrooms, floors, appliances, heating system, central air, roof, windows ,electrical, plumbing and much more...! It contains four bed rooms with lots of storage space. Three full bathrooms and one half bath. Eat in kitchen with center island. Formal dinning room. Open floor plan to the family room and formal living room. Complete new exterior, siding, driveway and extra large two car garage. This picturesque home is surrounded by a beautiful park-like property perfect for large family gathering and entertaining. Conveniently situated in a serene neighborhood nearby desirable schools and shopping.

1 Eliot Drive, Lake Grove
$750,000
932733 MLS
Prime, Corner, Retail Location in the heart of Smithtown for a dynamic Retail Sales Shop is waiting for it's next Business ! This location has supported the current retail business successfully for the past 30+ years ! There are Hardwood Plank Floors throughout this location, Bilco Doors opening to the side for deliveries to the full lower level, 1 Bath and an Office. The current business has been in operation for over 30 years ! There are many interior upgrades starting with Central Air Conditioning. This location is directly across one of the most vibrant shopping centers on Long Island. This property has upgraded 220 Electric Service, Oil Heat, French Drains throughout and "Barn Style, Wood Plank Floors throughout. The front of the location has FIVE huge plate glass doors for an amazing opportunity for change of seasons window dressing comparable to a Madison Ave retail window opportunity in New York City ! The Main Retail Level has 1126 sq ft and 1126 sq ft on the lower, "Production" level for a combined commercial space of 2252 sq ft.

117 E Main Street, Smithtown
$260,000
919477 MLS
Step into a thriving business with a stellar reputation in the Holbrook community! This Handy Pantry has been a staple of the area for over 20 years, and now the owner wants to retire. The store has been providing loyal customers with a diverse selection of groceries, convenience items, lotto, and local specialties. With two decades of successful operation, this establishment is known for its quality products, friendly service, and commitment to the community, making it an ideal investment for aspiring entrepreneurs or seasoned business owners. Located in a prime area with ample parking, this Handy Pantry is well-positioned for customer accessibility and convenience. The spacious layout not only facilitates a smooth flow of traffic but also provides significant room for growth and expansion, whether through product diversification or increased operational hours. Potential buyers should note that the listed price does not include inventory, which is anticipated to range between $80,000 and $100,000. Don't miss out on this exceptional chance to own a beloved local business with a solid foundation, a loyal customer base, and exciting potential for growth in the heart of Holbrook!

1202 Grundy Avenue, Holbrook
$340,000
866421 MLS
Don’t miss this incredible opportunity to own a residential buildable lot located on the corner of Plum Street and Islip Avenue in the heart of Brentwood, NY. Perfectly situated on a spacious 100 ft x 140 ft parcel, this property offers endless possibilities to design and build the home of your dreams. Plans have already been submitted to the Town, with final approval expected very soon, allowing you to start your project without delay. This desirable corner lot provides excellent visibility, easy access, and a generous layout ideal for a large custom home with plenty of yard space for outdoor living. Conveniently located near schools, parks, shopping, and transportation — this property combines suburban comfort with everyday convenience. Make your dream home a reality on this exceptional lot before it’s gone!

91 W Plum Street, Brentwood
$399,500
2 Beds ⋅ 1 Baths ⋅ 841369 MLS
2 Brs.Ranch Perfect for Beginners and/or Downsizers or Looking for a Home with long-term potential.-Exceptional Opportunity.-Total 2023 Renovation.-Features: 2 Brs.w/Laminated Floors,LR w/Hi Hats,Renov.Full Bath with Fan/Light, Renov.Kit. w/Stainless Steel Appliances and Quartz Countertop, Utility Rm.,Huge Parking and very Good Backyard perfect for Parties and BBQ's.- Car Garage Detached. needs Renovation.-Backyard Siding Wall needs minor repairs.- Low,Low Taxes.-Convenient to All.-

4A Ralph Avenue, Brentwood
$1,550,000
4 Beds ⋅ 4 Baths ⋅ LP1439479 MLS
Last Home To Be Built In This Cul-de-sac. Rendering/Photo Shown Conveys Craftsmanship of Homes Previously Built. Taxes Are Not Known At This Time. Features Include Hardwood Floors, Granite Kitchen Countertops, Choice Of Cabinets With Dove-Tail Draws & Soft Touch Close, 2 Zone Central Air Conditioning, Colonial Base Moldings & So Much More. Some Optional Features Include Venting Out For Stove, A Fireplace, Tray Ceiling Primary Suite, Shadow-box Molding-- Builder Will Build To Suit- Close Distance To Long Island Railroad, Highways, Shopping And More. No Models Available To Show~ Purchaser To Pay Customary Builders Fees. Prices Are Subject To Change-, Additional information: Appearance:To BeBuilt

6 Keystone Court, Smithtown
$1,499,000
4 Beds ⋅ 4 Baths ⋅ LP1439480 MLS
Serene Location! To Be Built. Please Note That Rendering/Photo Shown Conveys Craftsmanship of Homes Previously Built. Taxes Are Not Known At This Time. Features Include Hardwood Floors, Granite Kitchen Countertops, Choice Of Cabinets With Dove-Tail Draws & Soft Touch Close, 2 Zone Central Air Conditioning, Colonial Base Moldings & So Much More. Some Optional Features Include Venting Out For Stove, A Fireplace, Tray Ceiling Primary Suite, Shadow-box Molding-- Builder Will Build To Suit- Close Distance To Long Island Railroad, Highways, Shopping And More. No Models Available To View~ Purchaser To Pay Customary Builders Fees. Prices Are Subject To Change-, Additional information: Appearance:Tbb,Separate Hotwater Heater:Y

2 Vistas Circle, Smithtown
$549,999
L3476049 MLS
A new place for a restaurant with all brands of new equipment.is not active and is in the process of operating.

472 Suffolk Avenue Unit #A, Brentwood
$998,900
5 Beds ⋅ 4 Baths ⋅ L3527771 MLS
"THIS PROPERTY IS TO BE PLACED IN AN UPCOMING AUCTION. ALL BIDS SHOULD BE SUBMITTED AT www.xome.com (VOID WHERE PROHIBITED). ALL AUTCION PROPERTIES ARE SUBJECT TO A 2% BUYERS PREMIUM PURSUANT TO THE EVENT AGREEMENT AND AUCTION TERMS & CONDITIONS (MINIMUMS WILL APPLY). PLEASE CONTACT LISTING AGENT FOR DETAILSON THIS PROPERTY.

8 Park View Lane, Lake Grove

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.