Smithtown NY 4 Bedroom Real Estate, Homes, Condos for Sale

Welcome to this beautifully appointed 4-bedroom, 2.5-bath Colonial, ideally situated in the highly desirable Royal Woods/Hillside neighborhood and within the acclaimed Smithtown School District. Freshly painted throughout, this inviting home offers a bright, move-in-ready feel from the moment you arrive. Sun-filled interiors showcase beautiful hardwood floors, cathedral ceiling, a charming bay window, and skylights that create an airy and welcoming atmosphere throughout the home. The spacious living area is anchored by a stunning floor-to-ceiling, full-wall granite wood-burning fireplace, creating an impressive focal point that brings warmth, character, and timeless elegance to the space. The well-appointed kitchen features stainless steel appliances just three years old, combining modern convenience with functionality. The spacious primary suite offers a private retreat, complete with a walk-in cedar closet and a full bath. Enjoy year-round comfort with a high-efficiency heat pump installed just one year ago, providing reliable heating and cooling. An oil-fired hot water heating system remains available as an additional heating option. Step outside and discover your own backyard sanctuary. The inviting inground pool features a one-year-old liner, steps, and pump, while the expansive stone-paver patio provides the perfect backdrop for outdoor entertainment, summer gatherings, or simply relaxing in your own peaceful outdoor escape. Ideally located near Smithtown beaches and Smithtown Landing Golf & Country Club, this exceptional home offers a wonderful combination of comfort, style, convenience, and lifestyle. With its spacious interiors, beautiful outdoor setting, and prime location, this is an opportunity not to be missed. Come make this special home your own!

22 Sheryl Crescent Crescent, Smithtown

$759,000

4 Beds ⋅ 2 Baths ⋅ 1046723 MLS

Welcome to this charming home located in Smithtown, within the award-winning Commack School District! This property offers a comfortable and functional layout featuring a formal living room with crown moldings and ceiling fan, formal dining room with built-in cabinetry and wine storage, perfect for entertaining and sliding glass door to exterior. The kitchen is equipped with stainless steel appliances, wood-finish cabinetry, tiled flooring and provides a great space for everyday living. The home offers 4 bedrooms and 2 full bathrooms, providing plenty of space for guests. A full basement, partially finished, adds valuable additional living and storage space and includes a washer and dryer. Additional features include oil heating, two thermostats for temperature control, a one-car garage, expansive rear Trex deck overlooking the backyard—ideal for outdoor relaxation and entertaining. Expansive back yard with mature trees providing natural privacy. The property is being sold AS IS. Don’t miss the opportunity to make this Smithtown home your own!

90 Cornell Drive, Smithtown

$749,999

4 Beds ⋅ 2 Baths ⋅ 1044596 MLS

Super Clean Home that Features 4 Bedrooms, 1.5 Baths, Hardwood Floors, Anderson Windows thru-out, 2025 New Burner, Whole House water filtration system, Roof 2011, Granite EIK around 2018, Fireplace in Family Room, Pull Down-stairs for attic storage, 200 AMPS Electric, Expanded Driveway plus 2-Car Garage, Natural Gas in street already if you want to convert, Fenced Yard with Deck, Patio, Gardens, Shed for storage, and Low Maintenance yard to maintain. Taxes $12k per year, Need Smithtown Schools, then view this home located close to town.

6 North Avenue, Smithtown

$799,000

4 Beds ⋅ 3 Baths ⋅ 1041929 MLS

Welcome to 16 Dogwood Drive, a spacious four-bedroom, 2.5-bath Colonial nestled in the incorporated Village of the Branch. Set on a beautiful .60-acre lot, this home offers a classic Colonial layout, generous living spaces, and wonderful potential to make it truly your own. The main level features a welcoming living room with a wood-burning fireplace, formal dining room, eat-in kitchen, den, and convenient half bath. The spacious layout provides comfortable areas for both everyday living and entertaining. Upstairs, you’ll find four generously sized bedrooms with ample closet space, including a primary bedroom with an en-suite full bath, along with an additional full hall bath. The primary bathroom has also been tastefully updated. Thoughtful improvements throughout the home include beautiful wood floors, vinyl siding, a newer cesspool, in-ground sprinkler system, and updated walls with new insulation in most living areas. The inner bedroom walls have also been soundproofed, providing added privacy and peace throughout the home. A full unfinished basement and one-car garage offer plenty of storage and the potential for future living or recreational space. Step outside to your own private backyard oasis, surrounded by mature Leyland cypress that create a peaceful and secluded setting. An in-ground pool and expansive paver-stone patio provide the perfect backdrop for summer relaxation, outdoor entertaining, and making lasting memories. Conveniently located between Smithtown and St. James, this home is close to shopping, restaurants, parks, recreation, and everyday amenities. With its classic Colonial charm, spacious rooms, established landscaping, and numerous updates, 16 Dogwood Drive is the perfect canvas to create the home you’ve always imagined personalized to reflect your own style, vision, and way of living!

16 Dogwood Drive, Smithtown

$799,000

4 Beds ⋅ 3 Baths ⋅ 1047638 MLS

Meticulously maintained 4 bedroom/3 bath expanded ranch (2300 square feet living space) in the heart of Smithtown. Same loving owner for the last 40 years. Large living room, formal dining room and eat-in kitchen with Andersen sliders to backyard. Primary suite extension with high ceilings, full bath and massive walk-in closet. Junior suite with full bath and walk-in closet. Long list of renovations and recent upgrades including 2025 new roof with 50 year warranty, 2025 gutters, upgraded 150 amp electric with generator plug-in, 2015 Peerless Cast-iron boiler with storage tank maintained regularly. Pella windows throughout. 2026 pumped and serviced both cesspools. Recently replaced oil tank with properly filed abandonment. Central air conditioning. Huge professionally landscaped property with in-ground sprinklers, outdoor lighting/speakers, TREX composite deck, patio and fire pit. Attached garage with additional attic storage. Truly turn key spotless move in condition home. TAXES HAVE BEEN GRIEVED FOR THE UPCOMING YEAR.

67 Broadway, Smithtown

$649,000

4 Beds ⋅ 3 Baths ⋅ 1047272 MLS

Opportunity Awaits in Smithtown! Situated on an expansive 0.75-acre property, this 4-bedroom, 3-bathroom home offers approximately 2,632 square feet of living space, generous room sizes, and a fireplace. The property requires extensive renovation and clean-out, presenting an ideal opportunity for an investor, contractor, or buyer ready to restore and transform the home. With its substantial footprint, impressive lot size, and desirable Smithtown location, this property offers tremendous potential for the right buyer. Bring your contractor and your vision! Property is being sold strictly AS-IS and will not be delivered broom-clean. The buyer will be responsible for removing all personal property, contents, and debris remaining at the property after closing. Buyers should perform their own due diligence regarding the property’s condition, permitted uses, and financing eligibility.

31 Ridge Road, Smithtown

$850,000

4 Beds ⋅ 3 Baths ⋅ 1044068 MLS

Beautiful Updated Colonial in a Quiet, Friendly Neighborhood This spacious Colonial home features a fully updated kitchen with a center island, seamlessly opening into a generous formal dining room and an airy living room. A warm and inviting family room with a brick fireplace adds charm and comfort, along with a convenient half bath on the main level. A slider door leads out to a large deck overlooking a fully fenced backyard, complete with an inground pool and slide — perfect for summer fun and entertaining. Upstairs, you’ll find the home’s private living spaces, while the property sits on a quiet, friendly, and picturesque street, close to all shopping, major highways, and transit options for easy commuting.

14 Format Lane, Smithtown

$759,000

4 Beds ⋅ 4 Baths ⋅ 1042725 MLS

Welcome to 23 Dale Lane! This well-maintained 4BR, 3.5BA multi-level home on .25 acre offers exceptional versatility for comfortable single-family or multigenerational living. The inviting entrance foyer leads upstairs to the living room, dining room and eat-in kitchen overlooking the lower-level den, featuring a wood-burning fireplace and sliding glass doors to a Trex deck and inviting in-ground pool. A powder room, laundry and utility rooms complete this level. Upstairs features a spacious primary ensuite with walk-in closet, two additional bedrooms and full bath. An open staircase off the entrance foyer leads to the lower level that offers a fourth ensuite bedroom, providing privacy and flexibility for guests or multigenerational living a versatile office, storage and recreation area with cabinetry, sink and private outside entrance. PVC fencing adds privacy. First and Second Level 1957 Sq. Feet and Lower Level with outside entrance 774 Sq. Feet Come see for yourself and fall in love!

23 Dale Lane, Smithtown

$799,000

4 Beds ⋅ 3 Baths ⋅ 1036711 MLS

Welcome to 10 Foothill Lane in Smithtown, located in the desirable Crown Estates community and served by the highly regarded Commack School District. This popular-style Colonial sits on a beautiful .33-acre corner lot. An inviting foyer opens to a spacious living room with a front bay window that fills the space with natural light. The formal dining room flows into the well-appointed wood kitchen, featuring quartz countertops, stainless steel appliances and a breakfast island—an ideal setting for entertaining year-round. The main level also offers beautiful oak hardwood floors, an updated half bath, a spacious laundry room and a mudroom with convenient access to the two-car garage. Upstairs, the primary en suite includes a walk-in closet and private full bath. Three additional generously sized bedrooms and a second full bath complete the level. Hardwood floors run throughout, including beneath carpeting in several rooms. A full attic with pull-down stairs provides abundant additional storage. The partial basement offers even more storage, along with closets, a utility room and wood-look tile flooring, providing endless possibilities. Sliding doors lead to a beautiful park-like backyard with ample space for entertaining gatherings of any size and room to add an in-ground pool. Other highlights include a young roof (2022), 4-zone inground sprinklers and conversion to gas heat and cooking (1999).Discover all that 10 Foothill Lane has to offer and imagine the personal touches that will make this wonderful home your own!

10 Foothill Lane, Smithtown

$749,900

4 Beds ⋅ 3 Baths ⋅ 1042067 MLS

Located in the sought-after area of Smithtown with only one prior owner- this spacious 4-bedroom, 2.5-bath Colonial offers plenty of room to live, work, and entertain. Featuring beautiful hardwood flooring throughout, this home boasts a 2-car attached garage with two new electric doors. En-suite master offers a walk-in closet and tremendous space. The den is warm and inviting with a wood-burning fireplace, while newer windows throughout provide added comfort and efficiency. The first-floor laundry room includes a new washer and dryer for added convenience. Two high-efficiency ductless AC systems on the first floor provide cooling in the warmer months and supplemental heat when needed. The basement offers a large, versatile space with excellent storage potential. Near all shops and mins away from the LIRR-A wonderful opportunity to make this spacious Smithtown Colonial your next home!

22 Sheppard Lane Unit #B, Smithtown

$1,399,000

4 Beds ⋅ 4 Baths ⋅ 1041795 MLS

Architecturally distinctive private equestrian estate featuring handcrafted vaulted wood ceilings throughout and refined natural stone detailing. Guest suite with private bath, Situated within an idyllic, private wooded landscape, surrounded by timeless natural beauty. Beautifully positioned windows frame breathtaking scenic views, with a private barn enjoying panoramic views. Three generous driveways and an impressive circular driveway enhance the estate-like setting. A truly exceptional property offering privacy, natural beauty, and timeless architectural character.

Smithtown

$749,000

4 Beds ⋅ 2 Baths ⋅ 1041363 MLS

Set on a quiet Smithtown street with a generous half-acre of property, this spacious 4 bedroom, 2-full bath High Ranch offers plenty of room inside and out, along with low taxes and Smithtown schools. The home features an updated kitchen and bathrooms, hardwood floors throughout the second floor, central air conditioning, and stainless steel appliances, including a Fisher & Paykel refrigerator. All appliances are less than three years old. The home has also been converted to natural gas and features a tankless on demand hot water heater/boiler also 3 years old. The flexible lower level offers additional living space, including a den with its own entrance to the backyard ideal for additional living space or a home office providing plenty of options to suit your needs. Outside, the fully fenced, expansive backyard offers tremendous potential, with plenty of room for a pool, patio, outdoor kitchen and entertaining area while mature plantings include a peach tree, fig tree and grapevines adding to the charm of this property. Garage with abundant storage and ample driveway parking add even more convenience. With its half-acre property, flexible living space, important updates, low taxes and desirable Smithtown location, this home offers a fantastic opportunity!

16 Edgar Drive, Smithtown

$669,000

4 Beds ⋅ 2 Baths ⋅ 1039961 MLS

Welcome to 22 Lindron Avenue, a versatile Wide-Line High-Ranch home nestled on a peaceful, tree-lined street in the heart of Smithtown. This property offers exceptional living space and multi-generational flexibility, featuring a sunlit main living area with a wood-burning fireplace, elegant crown molding, and neutral finishes. The main kitchen comes equipped with warm oak cabinetry, granite countertops, tile backsplash, and stainless steel appliances, seamlessly connecting to a dedicated dining room highlighted by detailed wainscoting. The floor plan includes a full bath on both levels, as well as a functional lower-level kitchenette setup and flexible office nook ideal for extended guest quarters. Outside, enjoy an oversized back-yard, an attached two-car garage, and a multi-level rear wooden deck overlooking the private yard. Complete with updated electrical service panel and dedicated gas utilities, this home offers outstanding potential just minutes from Smithtown schools, local shopping, dining, parks, and LIRR commuter access.

22 Lindron Avenue, Smithtown

$1,950,000

4 Beds ⋅ 4 Baths ⋅ 1039294 MLS

Welcome to 38 Riverview Terrace, an exceptional custom-built Colonial offering five bedrooms, three full bathrooms and one half bath, with an extensive array of high end finishes, entertainment spaces and resort-style outdoor amenities. A grand foyer welcomes you with wainscoting, chandelier and stunning maple hardwood flooring that continues throughout the first floor. The main level features an elegant formal dining room and a spacious den anchored by a wood-burning fireplace. The expansive eat-in chef’s kitchen is designed for both cooking and entertaining, featuring a large 7'10" center island, quartz countertops throughout, skylights, a breakfast area and modern farmhouse sink. High-end Sub-Zero and Wolf appliances include an eight-burner Wolf range with double ovens, a massive custom hood with pot filler, an additional wall oven, warming drawer, built-in microwave, ice maker and wine cooler. Radiant heated flooring completes the kitchen. A powder room with radiant heated flooring is conveniently located on the main level for guests, along with a dedicated first-floor laundry room. Upstairs, the spacious primary suite features an impressive custom walk-in closet and spa-inspired bath with a soaking tub, radiant heated flooring and heated towel rack. Four additional bedrooms and beautifully appointed bathrooms provide plenty of space throughout the home. Skylights throughout bring an abundance of natural light into the residence. The finished lower level is designed for recreation and entertainment, offering an expansive recreation area with a wet bar and dedicated media room/home theater with its own home entertainment system. The home is wired for seven televisions, while a Sonos sound system with outdoor speakers extends the entertainment outdoors. The backyard offers private country club style amenities, beginning with a spectacular heated in-ground pool with cascading waterfall surrounded by expansive armortec paving stones. Professionally landscaped grounds and dramatic landscape lighting create a beautiful setting for outdoor entertaining. A fully equipped outdoor kitchen with built-in grill, pergola and pavilion provide additional gathering spaces, while a pickleball court and basketball court offer recreation right at home. An attached two car garage completes this extensively appointed Smithtown residence, offering exceptional indoor and outdoor living with amenities designed for entertaining, recreation and everyday enjoyment.

38 Riverview Terrace, Smithtown

$779,999

4 Beds ⋅ 2 Baths ⋅ 1036685 MLS

Welcome to this newly renovated 4 bedroom, 2 bathroom Expanded Cape home located in a desirable area of Smithtown, NY. The main level boasts a beautiful inviting living room with a bay window, designer molding, recessed lighting, new flooring, and sliders to backyard, an open concept kitchen with stainless steel appliances, dining area with sliders for quick access to backyard, 2 first floor bedrooms, an updated full bathroom and a laundry area. The second floor offers a very spacious, sun drenched primary bedroom with ensuite bathroom, high ceilings with skylights, plenty of closets, and an additional bedroom. The backyard has transformed into an entertainer’s paradise, featuring an in-ground pool with waterfall, an upgraded pool filtration system, in-ground sprinkles, a charming wooden deck, a large garage for storage, two sheds and a spacious workshop space in the back that creates a stunning outdoor space perfect for enjoying the warm summer days. Additional improvements include, a remodeled kitchen, two updated bathrooms, new flooring, recessed lighting and new doors, updated out siding, freshly painted interior walls, tree removals, yard leveling, new landscaping, and new pool filtration system. This property is in a PRIME location of Smithtown. Close to Smithtown LIRR train station, Main Street dining & shopping, Smithtown schools, Blydenburge County park, Caleb Smith State Park, Smithtown library, and many other amenities.

36 Fifty Acre Road S, Smithtown

$769,803

4 Beds ⋅ 3 Baths ⋅ 1037822 MLS

Sprawling Ranch Situated On A Beautiful Half-Acre Property In The Heart Of Smithtown. This Well-Maintained Home Features 4 Bedrooms, 3 Full Baths, Hardwood Floors, Spacious Living Areas, And A Finished Lower Level With Outside Separate Entrance Offering Flexible Space For Recreation, Hobbies, Guests, Or Extended Living Needs. The Eat-In Kitchen Showcases Cherry Wood Cabinetry, Granite Countertops, And Ample Space For Everyday Dining And Entertaining. Enjoy A Formal Dining Room, Wood-Burning Fireplace, 16 x32 In-Ground Saltwater Pool With Outdoor Shower, Paver Patio, Deck, And Mature Landscaping. Additional Features Include In-Ground Sprinklers, Smithtown Water, Attached Garage, And Updated Systems. The Flexible Floor Plan Includes A Possible Fourth Bedroom Or Home Office To Suit Your Needs. Conveniently Located Near Shopping, Restaurants, Parks, And Transportation. Tax grievance letter is to inform you that we are in the process of professionally grieving the taxes at the above address. Based on our analysis indicates annual property tax reduction of approximately $3,200 a year. (Please see attached letter) If the case is won, a reduction would take place for the 2027/2028 tax year.. Move Right In And Enjoy Everything This Exceptional Property Has To Offer.

9 Dillmont Drive, Smithtown

$875,000

4 Beds ⋅ 4 Baths ⋅ 1035540 MLS

Colonial located in the desirable Smithtown Hillside (formerly known as Royal Woods). Welcome to this well-maintained 4-bedroom, 3.5-bathroom This spacious home offers a wonderful combination of comfort, functionality, and entertaining space. The inviting step-up living room features vaulted ceilings, a sunburst window, and an abundance of natural light. The formal dining room is ideal for entertaining, while the eat-in kitchen offers granite countertops, a bay window, and a convenient outside entrance. A first-floor mudroom/laundry room provides added everyday convenience, along with a powder room. The comfortable den features a wood-burning fireplace and sliders leading to the peaceful, fully fenced backyard with patio—perfect for relaxing, dining, or entertaining. The finished basement provides an impressive amount of entertaining space, including a bar area, recreation room, counter set up with refrigerator, full bathroom, workshop, storage area, and outside entrance. The layout offers possible mother-daughter potential with proper permits. Additional features include 200-amp electric, six-panel solid interior doors, an above-ground galvanized oil tank, water filtration system in the kitchen, and a cesspool located in the front yard with drywell. The second-floor full bathroom features marble tile, radiant heat, a heat lamp, and vaulted ceiling with sunburst window (radiant heat not making representation and needs battery) jacuzzi tub w/colorful lighting. The home also offers a full attic with flooring, pull-down stairs, and electric, a Pearson heating system installed in 2018, and 6-zone in-ground sprinklers. Smoke detectors installed with Lithium Batteries. House is wired with Fiber Optics. A wonderful opportunity to enjoy spacious living, versatile finished space, and a desirable location in Smithtown.

26 Sheryl Crescent, Smithtown

$719,990

4 Beds ⋅ 3 Baths ⋅ 1036165 MLS

Expanded ranch featuring 4 bedrooms, 3 full baths, and a finished basement. Open floor plan with hardwood floors and central air. Den with sliding doors opens to an oversized yard with a private patio and in-ground pool, perfect for entertaining. Tucked away on a private cul-de-sac.

58 Crescent Place, Smithtown

$999,000

4 Beds ⋅ 4 Baths ⋅ 1036045 MLS

Welcome to this beautifully renovated 4-bedroom, 4-bathroom home in the heart of Smithtown! This move-in-ready property features a thoughtfully designed open floor plan, a stunning modern kitchen, spacious living areas, and fully updated bathrooms throughout. Guest Suite with private bathroom allows for flexible living options. The finished basement offers exceptional additional living space, perfect for a kid's recreation room or a home office. Situated in a desirable neighborhood close to parks, shopping, dining, and top-rated Smithtown schools, this home combines quality craftsmanship, modern finishes, and everyday comfort. A rare opportunity you won't want to miss!

30 New Mill Road, Smithtown

$635,000

4 Beds ⋅ 2 Baths ⋅ 1034371 MLS

Welcome to this well-maintained 4 bedroom, 1-1/2 bath brick ranch in East Hills Estate offering approximately 1600 square feet of comfortable single-level living space. Features include central air conditioning, basement which can provide additional living and/or recreational space. Hot water heater is one year young with central air conditioning under 8 years. Ideally located in the Smithtown area. Enjoy the benefits of close proximity to shopping, restaurants, and parks. A wonderful opportunity to make this home your own!

29 Penn Drive, Smithtown

$1,199,999

4 Beds ⋅ 3 Baths ⋅ 1031008 MLS

Once-in-a-lifetime opportunity to own this spectacular custom-built Colonial, completed in 2022 and perfectly positioned on an incredibly private three-quarter-acre property within the highly desirable Smithtown School District. Tucked away at the end of a long private driveway, this exceptional estate offers the perfect combination of luxury, privacy, and resort-style living. A sprawling blacktop driveway with elegant Belgian block edging provides parking for multiple vehicles, boats, RVs, and recreational toys, while custom stone retaining walls, professionally manicured landscaping, a one-car detached garage with electric, cedar impression siding, and a cultured stone facade create breathtaking curb appeal. The backyard is truly a private resort, featuring a stunning custom in-ground swimming pool with a dramatic waterfall, natural stone diving rock, expansive Cambridge-style paver patios, multiple entertaining areas, and beautifully landscaped grounds designed for unforgettable gatherings. A welcoming covered front porch leads to a grand entry highlighted by gleaming hardwood floors, custom crown molding, decorative wall moldings, modern lighting, solid one-piece interior doors, and exceptional craftsmanship throughout. The elegant formal living room is flooded with natural light and showcases a spectacular cultured stone gas fireplace accented by custom sconces and recessed lighting. The heart of the home is the magnificent eat-in chef’s kitchen, thoughtfully designed for both everyday living and entertaining guests, featuring quartz countertops, an oversized breakfast bar illuminated by designer globe pendant lighting, custom cabinetry with under-cabinet lighting, a decorative tile backsplash, premium stainless steel Bertazzoni refrigerator, Bertazzoni gas range, built-in microwave, dishwasher, recessed lighting, surround sound, and sliding glass doors leading directly to the backyard oasis. Whether preparing a quiet dinner or hosting large gatherings, this kitchen is sure to impress. Custom blinds throughout the home add style and privacy. The flexible first-floor layout includes a spacious fourth bedroom or home office with direct access to a beautifully appointed Jack-and-Jill full bathroom featuring a white vanity and glass-enclosed shower, making it ideal for guests or remote work.. Soaring 9-foot ceilings throughout the first and second floors create an open, airy feel. Upstairs, the luxurious primary suite serves as a true retreat with recessed lighting, ceiling fan, custom crown molding, abundant natural light, a spa-inspired bathroom featuring a double vanity, oversized glass-enclosed shower with designer tile, recessed lighting, and an incredible custom walk-in closet complete with built-in cabinetry, drawers, shelving, bench seating, and abundant hanging space. Two additional generously sized bedrooms offer spacious closets and share a beautifully finished hallway bathroom with a glass tub and shower enclosure. A convenient second-floor laundry room includes front-loading Electrolux washer and dryer. The impressive wood staircase with custom metal balusters adds another level of sophistication. The ground-level bonus space offers endless possibilities with high ceilings, a private entrance, abundant natural light, and flexible living space ideal for a den, media room, home gym, office, guest quarters, or extended family. Additional amenities include a walk-up attic for storage, in-ground sprinklers, an alarm system, exterior security cameras, two-zone central air conditioning, surround sound, and countless custom upgrades throughout. Every inch of this extraordinary home has been thoughtfully designed with quality finishes, timeless style, and exceptional attention to detail, creating a rare opportunity to own one of the finest newer construction homes in the highly sought-after Smithtown School District.

79 Oakside Road, Smithtown

$905,000

4 Beds ⋅ 3 Baths ⋅ 1032833 MLS

Pristine and sophisticated, this beautifully customized 4-bedroom, 2.5-bath ranch offers a spectacular open-concept design perfect for today's lifestyle. Originally built in the 1960s, the home has been thoughtfully updated over the years to reflect timeless elegance and exceptional craftsmanship. The stunning center island kitchen features a dramatic 7-foot black granite island, Sub-Zero refrigerator, Bosch dishwasher, GE appliances, under-counter microwave, and cooktop. Hardwood floors and custom built-ins enhance the home's warmth and character, while the spacious living and entertaining areas flow seamlessly to the rear deck for effortless indoor-outdoor living. A truly special home that is impeccably maintained and a must see.

22 S Lot Road, Smithtown

$699,990

4 Beds ⋅ 2 Baths ⋅ 1031895 MLS

Prime Location with Limitless Potential! ?Welcome to this spacious 4-bedroom home situated in a highly desirable neighborhood within the Smithtown Central School District. Offering a perfect canvas for your vision, this property boasts incredible potential for updates and customization. ?Key Highlights: ?Spacious Layout: 4 generously sized bedrooms ready for your personal touch. ?Prime Location: Minutes from local shopping, dining, parks, and schools. ?Outdoor Space: An expansive, completely flat backyard—ideal for entertaining, play, or adding a pool. ?Bring your vision and make this home your own!

4 Smithtown Crescent, Smithtown

$1,299,000

4 Beds ⋅ 3 Baths ⋅ 1030904 MLS

This Pristine Dream Home, Nestled on a Meandering Wooded Street in the Pines, is Ensconced in a Peaceful, Perennial Paradise! The Lushly Landscaped & Lovingly Tended Property, as Meticulous Outside as the Home is Inside, Compels you to Linger on the Covered Porch or Back Patios, just to drink in the View! Inside, a Grand Foyer Shines with its Soaring Ceiling, Stunning Imported Crystal Chandelier & Exquisite Custom Millwork, here & throughout the Home. Attention to Fine Detail is Evident in each room, from the Elegant Formal Dining Room with Custom Window Seat to the Chef's Kitchen with new Stainless Appliances and Family Room w/ Garden Views for Summer & Fireplace for cozy Winters. The Radiant Heated Floors on this Floor Welcome the Colder Seasons! Ascend the Open Staircase to the Bedroom floor with it's Generous Landing & Lovely, Spacious Rooms. Look forward to beginning & ending each day, when your Primary Bedroom is your personal Suite Escape. The New Custom Designed EnSuite is Resplendent in Marble with Tasteful Accents that Highlight the Soaking Tub & Glass Enclosed Shower in the Most Beautiful Way! This Home's Beauty is not only Seen, it's Felt...from the minute it beckons you in, you know you'll want to stay. If you need more reasons to stay, here they are: The "Forever Slate" Metal Roof w/ Transferable Lifetime Warranty (home & shed), All New Andersen Windows (20 Yr Transferable Warranty), Whole House Generator, Whole House Water Filter System, 2 Zone Lennox Elite Central Air, Bosch High Efficiency Boiler & Tankless Water Heater, Electric Car Charger, Owned Solar Panels, Central Vacuum. Move-In Ready! The Season is Ideal to Enjoy All this Home has to Offer, Indoors & Out. Relax in the Garden & Entertain on the Patios, before the Autumn Colors & Snowfall Holidays begin. Isn't it Time to Stop Dreaming and Start Living the Dream? Your Best Long Island Life Awaits!

35 Pine Ridge Drive, Smithtown

$860,000

4 Beds ⋅ 3 Baths ⋅ 1030391 MLS

Sprawling Smithtown Ranch on .52 Acre with Gunite Pool & 3-Car Garage! Space, flexibility and a backyard built for summer living come together in this distinctive 4-bedroom, 2.5-bath home set on a beautiful .52-acre property in the desirable Smithtown School District. Offering the ease and open feel of ranch-style living with a thoughtfully designed split-level bedroom wing, this home provides an exceptional layout for both everyday living and entertaining. A welcoming foyer opens to generously sized living spaces, including a formal living room, formal dining room, expansive den and a separate home office—ideal for working from home or creating a quiet flex space. The eat-in kitchen features granite countertops, stainless steel appliances and direct access to the deck, backyard and pool, making indoor-outdoor entertaining easy. Just a few steps above the main living area are four bedrooms and two full baths, creating separation and privacy without sacrificing the convenience of a ranch-style layout. The spacious primary suite features walk-in closets and a private bath with a sunken tub. The partially finished basement provides additional flexible space along with plenty of storage. Outside is where this property truly shines. Enjoy more than half an acre with a gunite inground pool and waterfall feature, a spacious deck for outdoor dining and entertaining, and an inground sprinkler system. A circular driveway and rare 3-car attached garage provide abundant parking and storage. Gas heat, central air conditioning and public sewer add to the home's everyday comfort and convenience. If you've been searching for generous living space, a private backyard retreat and an exceptionally versatile layout in the Smithtown School District, 29 Ivy Hill Drive deserves a closer look.

29 Ivy Hill Drive, Smithtown

$825,000

4 Beds ⋅ 2 Baths ⋅ 1030021 MLS

Welcome Home to Unmatched Space & Craftsmanship in Smithtown! Nestled in the top-rated Commack School District, this meticulously maintained Hi-Ranch has been dramatically transformed by a huge 2-story extension, offering incredible size, flow, and modern luxury. Step inside to find rich hardwood floors and an open, light-filled layout. The expansive upper level culminates in a jaw-dropping Great Room designed for effortless entertaining, leading seamlessly out through double doors to a grand covered deck. Modern essential utilities include Central Air Conditioning and Natural Gas heating and cooking. Lower level offers immense flex space with bedroom, full bath, and family room. Step into a backyard paradise featuring a custom paver patio and built-in fire pit—ideal for cool nights under the stars. Conveniently located near top schools, parks, and major parkways. Turnkey living at its absolute finest!"

20 Hunter Place, Smithtown

$990,000

4 Beds ⋅ 3 Baths ⋅ 1029417 MLS

Set on a beautifully landscaped 0.80-acre corner property, this custom Farm Ranch offers space, comfort, and exceptional versatility. A welcoming entry foyer opens to a recently renovated eat-in kitchen featuring a striking double-sided fireplace. The bright and airy den is surrounded by walls of windows, while the formal dining room provides easy access to the deck through sliding glass doors. The main level also includes a spacious living room with a custom window seat and a convenient powder room. The first-floor primary suite is designed as a private retreat, complete with a sitting area or home office, a walk-in closet, and an oversized bath featuring a soaking tub and separate walk-in shower. Three additional bedrooms and a full hall bath provide plenty of room for family or guests. The full, partially finished basement offers an outside entrance, laundry area, utilities, and abundant storage or expansion potential. Additional highlights include radiant heat, hardwood flooring, central air conditioning, in-ground sprinklers, Andersen windows, a 150-amp electrical service, generator hookup, updated paver walkways, a roof replaced in 2021, burner installed in 2020, and a hot water heater replaced in 2021. Ideally located near town beaches, Landing Avenue Golf Course, the LIRR, shopping, and dining. This spacious home offers endless possibilities and is much larger than it appears.

19 Eckernkamp Drive, Smithtown

$799,900

4 Beds ⋅ 2 Baths ⋅ 1028706 MLS

Welcome to 41 Oak Street. This inviting High Ranch offers exceptional curb appeal with stately pillars, shingle style vinyl siding, Fieldstone accents, paver walkways, a charming Arbor enhancing the entrance to the backyard and an oversized Belgian Block lined driveway. The home is surrounded by mature landscaping offering natural privacy and a serene setting. Step inside to discover gleaming hardwood floors, sunlit living spaces enhanced by bay and bow windows, custom hand carved wood detailing and stain glass accents that create a warm inviting ambiance. The beautifully appointed kitchen, expansive den with a large skylight and a tastefully renovated full bathroom further enhance the home’s appeal. The versatile lower level offers excellent potential for extended living with proper permits. The sliding glass doors leads to your own private retreat. Multi-level Trex and wood decking with handcrafted built in benches, tiered wood walkways, a custom awning, tranquil fish pond, and a sparkling 20x40 in ground pool surrounded by stone pavers featuring a new liner complete this thoughtfully designed outdoor space. Additional highlights include a new 275 gallon Roth Oil tank, 200-Amp electrical service, a new first floor central air conditioning system, and a roof and siding that are approximately 20 yrs. old. Conveniently located near Smithtown Beaches, Smithtown Landing Golf and Country Club. All of-this is set on .50 acres in a truly desirable location. Don’t miss this wonderful opportunity to make this home your own and create lasting memories for years to come.

41 Oak Street, Smithtown

$979,000

4 Beds ⋅ 3 Baths ⋅ 1029017 MLS

Under Construction – Your Opportunity to Own a Beautifully Renovated Home in Smithtown! Welcome to this stunning 4-bedroom, 2.5-bath splanch, currently under a full renovation with today's modern buyer in mind. Upon completion, this home will feature a spacious and modern layout with high-quality finishes throughout. With the main floor having a Beautiful modern kitchen and a formal dining room. Also a comfy den and half bath, The Second floor will have a very large living room/family room. Beautifully finished wood floors throughout with all new lighting and central air. New windows and crown moldings throughout. * Cover photo is an AI rendering of finalized renovation* On the 3rd floor The primary suite will include a full bath and walk in closet. The 3rd floor will also have a full bath plus 3 very large bedrooms The house also has a large fenced in yard perfect for entertaining! Finally beautiful landscaping finishes throughout will provide privacy and great curb appeal

30 Glacier Drive, Smithtown

$949,999

4 Beds ⋅ 3 Baths ⋅ 1028029 MLS

Welcome home to this stunning, meticulously maintained Colonial in the renowned Commack school district. Thoughtfully expanded with additional living space, this home offers room to grow, entertain, and unwind in style. Step outside into your own entertainer's paradise — a country club-worthy backyard featuring a sparkling saltwater in-ground pool (complete with a brand-new pump). Inside, quality craftsmanship shines throughout: gleaming hardwood floors, a cozy fireplace, energy-efficient Andersen windows, recessed lighting, and a sun-drenched skylight create a warm, elevated living experience. The spacious basement offers even more flexible space for a home gym, media room, or playroom. Outside, practicality meets curb appeal with a double-wide driveway, electric garage door opener, and three sheds for all your storage needs.

29 Sandy Hollow Drive, Smithtown

$985,000

4 Beds ⋅ 3 Baths ⋅ 1026048 MLS

Come Live A Lifestyle in this very Desirable 24/7 Gated Golf Community with Amenities. This 4 Bdrm, 3 Bth Colonial style Home offers endless possibilities to make this the home of your Dreams! The Grand entrance foyer boasts a soaring 20 ft Ceiling/ chandelier on a power switch, as well as beautiful architectural moldings. The main level includes a Formal Living Room, Formal Dining Rm, Great Rm/Wood Burning Fplc, EIK/Beautiful Wood Cabinets, Full Bthrm, Office or 4th Bdrm & Mud Room. Double Sliding Doors from the Kitchen & Great Rm lead out to a pavered patio which overlooks tranquil views of the 2nd Fairway. The 2nd level features a Primary Bdrm /3 large Closets & Master Bthrm/Jacuzzi Tub, Double Sinks, Toilet & Linen Closet. There are 2 additional Over Sized Bdrms/ a Full Bathroom. The Laundry Rm is conveniently located on the 2nd Floor/Washer, Dryer & Slop Sink. This Beautiful Home Offers CAC, CVAC, Alarm System, Gas Heat & Gas Cooking, & Sprinkler system. The Lower Level offers a Full Unfinished Bsmt/9'Ceilings for Extensive Storage or to finish to your own Specifications. Residence of Stonebridge can enjoy a Heated Salt Water Pool, Tennis & Pickleball, Card & Exercise Room. HOA dues of $565.00 include Landscape maintenance, Snow Removal, Trash pickup & Water. Conveniently located next to Blydenburg Park/easy access to No.State Pkwy & LIE, McArthur Airport, Great Restaurants & Town Beaches.

103 Redan Drive, Smithtown

$869,000

4 Beds ⋅ 3 Baths ⋅ 1026666 MLS

Welcome to this exceptional 4-bedroom, 2.5-bath Splanch located in the prestigious East Hill Estates section of Smithtown. Offering approximately 2,380 square feet of beautifully designed living space, this residence seamlessly blends timeless elegance with everyday comfort. A gracious floor plan features sun-filled living areas, a warm and inviting fireplace, spacious formal and casual gathering spaces, and a well-appointed kitchen designed for both entertaining and daily living. The generous primary suite provides a peaceful retreat, while three additional bedrooms offer flexibility for family, guests, or a home office. Enjoy year-round comfort with an updated HVAC system, providing efficient heating and cooling throughout the home. Step outside to your private backyard oasis featuring a heated in-ground salt water swimming pool, expansive patio with gas BBQ connection , and beautifully landscaped grounds—perfect for outdoor entertaining or relaxing all summer long. Additional highlights include an attached two-car garage, a full basement offering abundant storage and future finishing potential, and pride of ownership throughout. Ideally situated in the award-winning Smithtown Central School District, the home is conveniently located near parks, golf courses, shopping, dining, beaches, major parkways, and the Long Island Rail Road. This is a rare opportunity to own a beautifully maintained home in one of Smithtown’s most sought-after neighborhoods, where classic Colonial charm meets modern comfort.

6 Navy Drive, Smithtown

$825,000

4 Beds ⋅ 2 Baths ⋅ 1026298 MLS

Welcome to this meticulously maintained 4 bedroom, 2 full bath expanded Cape situated on a beautifully landscaped, flat half-acre property. This warm and inviting home features a spacious living room with a fireplace, formal dining room, and hardwood floors throughout. Pride of ownership is evident in the many updates, including a new roof, newly renovated bathrooms, new air conditioner, Andersen windows, and updated 200-amp electric service. Custom kitchen cabinets with Corian counter tops, and butcher block center island. The detached garage offers ample storage and workspace, while the expansive property provides plenty of room for outdoor enjoyment. Combining timeless charm with modern conveniences, this exceptional home is conveniently located near parks, shopping, restaurants, and major roadways. All information deemed accurate but should be independently verified.

119 Brook Lane, Smithtown

$599,999

4 Beds ⋅ 1 Baths ⋅ 1024885 MLS

Welcome to 33 Laurel Drive, a charming cape nestled in the quiet, tree-lined neighborhood of Smithtown Pines. This home presents an exceptional opportunity for those seeking to make their mark on a timeless property with endless potential. Before stepping through the front door, you'll be greeted by a spacious 1/2 acre level lot that offers a peaceful retreat from the hustle and bustle. The expansive driveway can accommodate 8 or more cars, providing ample space for gatherings or simply for those who need the extra parking. Inside, the home offers four bedrooms, one bathroom and an office. The original hardwood flooring adds a touch of elegance and warmth, while the wood-burning fireplace creates a cozy atmosphere for those cooler nights. The property also includes two detached garages, perfect for storage or for those with a passion for projects. The full, unfinished basement features an outside entrance, offering potential for additional space or storage. The highly desirable Pines Section is a sought after gem in Smithtown, a vibrant community that boasts a variety of restaurants, shops, parks, and beaches. Outdoor enthusiasts will appreciate the proximity to golf courses, beaches, and hiking trails. Nearby Laurel Park, a local favorite boasts recently updated recreational activities including; playground, tennis, basketball, handball courts and benches to sit and relax. Major Parkways are easily accessible, making commutes a breeze. Now, imagine the possibilities. This home provides an incredible opportunity for first-time buyers or those looking to expand and customize their dream home. With low taxes and natural gas available in the street, the practicalities of this home are as appealing as its charm. Within this community, you're not just buying a home, but a lifestyle. Enjoy the tranquility of your quiet block, the convenience of nearby amenities, and the potential to create a home that truly reflects your vision. Welcome to 33 Laurel Drive, where charm, opportunity, and community come together.

33 Laurel Drive, Smithtown

$999,000

4 Beds ⋅ 3 Baths ⋅ 1020597 MLS

When opportunity knocks the door must be opened. Welcome to 57 Brooksite Drive. A stunning single unit home in the heart of Smithtown NY sitting on nearly a half an acre of property. Renovated just over 1 year ago this home is being offered to the market at an amazing opportunity to be purchased as turn key as they come. Enjoy the state of the art renovations throughout the property including a finished basement, a first floor master bedroom, and an open concept dining room & kitchen. Spark up the fire and sit with the entire group as you enjoy the fully functional living room fireplace. Walk out your sliding door and gaze at your massive nearly half acre of land where you can host and entertain your friends. Got a project? Your attached garage gives you plenty of space to park your car and sustain your handyman fix. This property needs absolutely nothing except your willingness to enjoy it's perfection. This is a truly ICONIC home!

57 Brooksite Drive, Smithtown

$799,999

4 Beds ⋅ 3 Baths ⋅ 1024943 MLS

Welcome to 44 Winslow Lane, Smithtown! Located in a highly desirable neighborhood within the Smithtown School District, this beautifully maintained 4/5 -bedroom,2.5 bath Ranch offers the perfect blend of comfort, style and functionality..Updated EIK w/Granite Countertops,stainless steel appliances,Formal Living Room,Dining Room,Family Room w/Wood burning Fireplace,hardwood floors,2 bedrooms w/ new carpet,200 amp electric,2024 gas burner, CAC,IGS,2 Car Garage, leaf guard gutters, freshly power washed and soft roof washed, Set on beautiful 0.35 acre lot Don't miss this exceptional opportunity to own this beautiful home

44 Winslow Lane, Smithtown

$999,999

4 Beds ⋅ 3 Baths ⋅ 1023260 MLS

Welcome to 20 Oak Tree Drive in the highly desirable Village of the Branch. Proudly offered by the original owners, this lovingly maintained 4-bedroom, 3-bath ranch has been cherished for many years and showcases true pride of ownership throughout. Set on a beautifully landscaped, park-like property, this spacious home offers comfortable one-level living with a functional floor plan designed for both everyday living and entertaining. Generously sized rooms, abundant natural light, a partial basement for additional storage or recreational space, and a two-car garage provide the perfect combination of comfort and convenience. With multiple living areas and a flexible layout, this home offers excellent potential for extended family living or a private space for Mom. Two separate entrances lead to the beautiful backyard, creating added convenience and versatility. Step outside and enjoy the stunning grounds, perfect for entertaining, gardening, or simply relaxing in your own private retreat. The mature landscaping and peaceful setting make this property truly special. Conveniently located near shopping, dining, parks, transportation, and all that Smithtown has to offer, this is a rare opportunity to own a well-cared-for home in one of the area’s most sought-after communities. Come see why this exceptional property has been loved and meticulously maintained by the same family for decades.

20 Oak Tree Drive, Smithtown

$875,000

4 Beds ⋅ 3 Baths ⋅ 1015239 MLS

Well maintained Dutch Colonial on a corner lot in the beautiful Oakwood Forest neighborhood. This home is made for entertaining. Many upgrades throughout on the main floor and an office/flex space in the primary suite. Great closets! Your backyard oasis is ideal for barbeques or quiet dinners under the pergola or in the screened in porch, sitting around the firepit or swimming in the inground saltwater pool. Added highlights include solar panels for energy savings, 5-zone heating, tankless on demand water heater, updated bathrooms and kitchen. This house truly is a home!

16 Brook Lane, Smithtown

$1,374,000

4 Beds ⋅ 3 Baths ⋅ 1014247 MLS

Welcome to one of the most impressive properties to hit the market in The Pines. Set on a private half-acre of beautifully manicured grounds, this extraordinary contemporary ranch offers a perfect blend of luxury, comfort, and resort-style living—all in a beautifully landscaped, private setting. A long paved driveway leads to a spacious two-car garage and a grand entry foyer with soaring vaulted ceilings that create an unforgettable first impression. Inside, rich hardwood floors, custom moldings, skylights, and high-hat lighting create a warm, elegant ambiance, while central air conditioning throughout ensures year-round comfort. The sun-filled living room, highlighted by a stunning stone fireplace and skylights, features vaulted ceilings that enhance the open, airy feel. The formal dining room sets the stage for unforgettable gatherings. At the heart of the home is a breathtaking chef’s kitchen—boasting a massive granite island, farmhouse sink, custom cabinetry, premium Thermador appliances, and a bright dining area with a tray ceiling and a bow window overlooking the backyard oasis. Sliding glass doors open to a covered Trex porch, a patio, and a pool area—perfect for entertaining or unwinding. The luxurious primary suite is a true retreat—featuring a spa-inspired bath with vaulted ceilings, a jetted shower, and a spacious walk-in closet. The home also includes 2.5 baths, a wet bar with a wine cooler, a mudroom with abundant storage, California closets, and a finished lower level with heating, air conditioning, egress windows, and a large walk-in closet. And then, there’s the backyard. This is your private resort—complete with a spectacular 40-by-20 heated pool, rock waterfall, integrated spa, and complete privacy thanks to specimen plantings, landscape lighting, and PVC fencing. With a covered Trex porch, oversized storage shed, and a commercial-grade Generac whole-house generator, this home is a haven of comfort and convenience. Move-in ready and impeccably maintained—this is a rare opportunity to own a slice of paradise. Don’t miss out—this dream home won’t last long! Note 1 Bedroom Converted to a TV Room

6 Averly Place, Smithtown

$969,000

4 Beds ⋅ 3 Baths ⋅ 1018979 MLS

Welcome to 39 Merrivale Drive, a beautifully updated 4-bedroom, 2.5-bath expanded ranch located in one of Smithtown's most desirable neighborhoods. From the moment you step through the inviting entrance foyer, sunlight pours in through the skylight and soaring picture windows. This home blends comfort and style at every turn. The Eat in kitchen shines with granite countertops, updated appliances and a skylight. The formal living room dazzles with two floor-to-ceiling picture windows that frame the professionally landscaped grounds. A sunken den invites cozy evenings beside the wood-burning fireplace. Spacious primary suite, with brand-new full bath. Three additional bedrooms and 1.5 freshly updated bathrooms offer room for everyone. Stunning sun-soaked three-season room lends to more entertaining space. Step outside to your private resort-style yard where a saltwater in-ground pool with a new liner awaits. Perfect for summer days and unforgettable gatherings. Full finished basement offers endless possibilities—media room, game space, or extra entertaining area. The possibilities are endless. The full attic and 2-car garage provide ample storage. Multi car driveway. Updated high-efficiency Navien heating system ensures year-round peace of mind. New CAC System, 11 Zone IGS Genrator 200 Amp Elec. Ideally located near Blydenburgh County Park, Stonebridge Golf Course, shopping, and major highways, this exceptional home delivers the perfect balance of tranquility and convenience. Don't miss your chance to make it yours! Taxes w/o star exemption

39 Merrivale Drive, Smithtown

$1,675,000

4 Beds ⋅ 6 Baths ⋅ 1017188 MLS

Welcome to 3 Salt Hay Way, an exceptional custom-built residence where timeless architecture, refined craftsmanship, and resort-inspired living come together in one of Smithtown's most picturesque settings. This extraordinary estate offers a rare blend of privacy, elegance, and everyday luxury. Designed for both grand entertaining and comfortable living, this magnificent residence showcases elegant formal and informal dining areas, a welcoming sitting room, a den anchored by a wood-burning fireplace and custom bar, a private home office, and two beautifully finished lower levels featuring a custom home theater and expansive recreation space. At the heart of the home is a stunning chef's kitchen complemented by a separate prep kitchen, creating the perfect setting for effortless entertaining while keeping the main living spaces pristine. Completing the home are four spacious bedrooms, four full bathrooms, and two half bathrooms, anchored by a luxurious primary suite featuring a spa-inspired bath with a soaking tub, separate water closet, makeup vanity, and an impressive custom walk-in closet. Additional features include exquisite architectural millwork, high-end custom finishes, select smart home technology, a central vacuum system, custom closet systems throughout, a whole-house generator, abundant storage, and an attached two-car garage. The resort-style backyard is equally impressive. Professionally landscaped grounds showcase dramatic landscape lighting, a tranquil Zen garden, an outdoor fireplace, a fully equipped outdoor kitchen with a built-in grill, elegant water features, and a spectacular heated in-ground pool while creating an exceptional setting for entertaining or quiet relaxation. Offering an exceptional combination of luxury, craftsmanship, and thoughtful design, 3 Salt Hay Way is a residence that must be experienced to be fully appreciated.

3 Salt Hay Way, Smithtown

$999,999

4 Beds ⋅ 3 Baths ⋅ 1017743 MLS

Nestled on a quiet cul-de-sac, this timeless Colonial offers the perfect blend of comfort, elegance, and privacy. Featuring 4 bedrooms and 2.5 baths, the home showcases warm wood flooring, abundant natural light, and a neutral palette throughout. he spacious kitchen is designed for both everyday living and entertaining, offering granite countertops, stainless steel appliances, ample prep space, and a tiered breakfast bar that keeps family and guests connected. Formal dining and living rooms each feature their own fireplace, creating inviting spaces for gatherings and quiet evenings alike. Outside, the private backyard is a true retreat. Backing directly onto parkland, the property enjoys exceptional privacy and features an inground pool surrounded by wrought iron fencing, beautiful paver patios, and multiple seating areas for relaxing or entertaining. Completing the package are a large garage, generous driveway parking, and storybook style curb appeal that makes a wonderful, lasting first impression.

14 Sandpiper Court, Smithtown

$950,000

4 Beds ⋅ 3 Baths ⋅ 1017293 MLS

Welcome to this stunning high-end Splanch, where timeless elegance meets modern comfort. This beautifully appointed 4-bedroom, 2.5-bath residence showcases exceptional craftsmanship and designer finishes throughout. The spacious primary suite serves as a private retreat, featuring a luxurious en-suite bath with heated floor and walk in closet. Thoughtfully updated, the home offers a 5-year-old roof and a brand-new gas heating system, providing both peace of mind and energy efficiency. Every room reflects sophisticated style, with designer touches and attention to detail creating a warm yet refined atmosphere. The home's flowing layout is perfect for both everyday living and entertaining. Step outside to your own private country club oasis. The spectacular backyard features a sparkling saltwater pool surrounded by elegant travertine pavers, a safety fence, and lush professional landscaping that creates a serene, resort-like setting. Enjoy outdoor dining and relaxation on the spacious patio complete with a retractable awning, offering the perfect blend of sun and shade. This exceptional property combines luxury, comfort, and resort-style living in one remarkable package—a true must-see for the most discerning buyer.

22 Villa Lane, Smithtown

$825,000

4 Beds ⋅ 3 Baths ⋅ 1013533 MLS

Nestled on a quiet cul-de-sac, this beautifully constructed ranch welcomes you with a circular driveway, charming front porch, and inviting entrance foyer. Recently refreshed, the home features newly refinished hardwood floors throughout and fresh interior paint, creating a bright, airy atmosphere with exceptional functionality. The main level offers three spacious bedrooms, two full bathrooms, and abundant storage. The updated maple kitchen is designed for both everyday living and entertaining, featuring granite countertops, a center island, Wolf cooktop, double ovens, and a walk-in pantry. A convenient laundry room and direct access to the three-car garage add to the home's practicality. The open-concept layout seamlessly connects the kitchen to the living and dining areas, all overlooking the picturesque backyard. An open staircase leads to the lower ground level, where you'll find a comfortable den with a wood-burning fireplace, a private home office, bedroom, bathroom and extensive additional storage space. Step outside to your own private backyard oasis. Designed for entertaining, the property boasts an inground gunite pool with spa and Loop-Loc safety cover, a pergola set on low-maintenance Trex decking, and a gazebo providing covered outdoor living and gathering space. This exceptional Smithtown home combines quality construction, thoughtful updates, and mature landscaping that offers exceptional privacy in a highly desirable cul-de-sac location. Come see for yourself and fall in love!

15 Veronica Court, Smithtown

$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

$789,000

4 Beds ⋅ 2 Baths ⋅ 1016434 MLS

Welcome to 50 Amsterdam Road, an inviting 4-bedroom home ideally situated in one of Smithtown's most desirable neighborhoods. Set on a generous lot, this residence offers comfortable living spaces, room to grow, and endless potential to make it your own. The private backyard provides a peaceful setting for relaxing, entertaining, and enjoying the outdoors, enhanced by architectural landscape lighting that creates a warm and inviting ambiance after sunset. A spacious finished lower level expands the home's versatility, offering multiple finished rooms that can easily adapt to your needs—whether you're seeking additional living space, room for extended family, guest space, a home office, or a recreation area. Located within the highly regarded Smithtown Central School District, homeowners benefit from access to a community known for its strong educational programs, beautiful parks, and exceptional quality of life. Beyond the property, enjoy all that Smithtown has to offer—from its charming downtown filled with local shops and restaurants to nearby recreational amenities, beaches, and convenient transportation options. Combining suburban tranquility with everyday convenience, 50 Amsterdam Road presents a wonderful opportunity to enjoy the warmth, character, and community spirit that make Smithtown one of Long Island's most sought-after places to call home.

50 Amsterdam Road, Smithtown

$879,000

4 Beds ⋅ 3 Baths ⋅ 1015936 MLS

Four Bedroom Two and Half Bath Brookfield Colonial with Two Car Attached Garage, Covered Front Porch, 16x32' Inground Pool & Paver Patio, with Fenced Rear Yard. Natural Gas Heat, 150 Amp Electric, Hardwood Floors, Tile & Wall-to-Wall Carpet. Step Down Rear Den with Woodburning Fireplace W/ Stove Insert. Updated Eat-in-Kitchen with Granite Tops & Stainless-Steel Appliances, Gas Cooktop. Formal Dining Room with Two Built-Ins & Hardwood Floors. Large Formal Living Room, Second Floor has Primary Bedroom with Two Closets, Makeup Area & Attached Updated En-Suite Bath. Updated Full Hall Bath & Three Bedrooms with Hardwood Floors. Belgian Block Lined Blacktop Driveway & Paver Front Walkway. Thru Wall AC Units. Inground Sprinklers, Shed & Gazebo are a Gift.

23 Hurtin Boulevard, Smithtown

$1,099,999

4 Beds ⋅ 3 Baths ⋅ 1014077 MLS

Welcome to this beautifully updated 4 bedroom, 2.5 bath Colonial, nestled at the end of quiet dead-end street in the desirable Town of Smithtown. From the moment you arrive, the newly paved circular driveway, manicured grounds, and exceptional curb appeal set the stage for what awaits inside. Step through the front door into a stunning open foyer where natural light and elegant design create an immediate sense of warmth and sophistication. Rich hardwood floors flow throughout the home, leading you into a custom designed kitchen featuring quartz countertops, glass tile flooring, abundant cabinetry, and thoughtful finishes that make both everyday living and entertaining a pleasure. A newly renovated powder room off the kitchen has direct access to the yard, perfect for guests enjoying the outdoor amenities. Convenience meets luxury with a spacious mudroom, pantry, and laundry room off the two car garage. A living room, family room with wood burning fireplace and formal dining room complete the layout of the first floor. Upstairs, skylights bathe the landing in natural light, creating a bright and welcoming second floor space. . Four generously sized bedrooms offer comfort and privacy, including a serene primary suite complete with an updated en-suite bath with heated floors, skylight, electric fireplace and two spacious closets. The fully finished basement provides exceptional additional living space and includes a cedar closet for storage and wet bar. Recent updates include a brand new tankless hot water heater, offering efficiency and peace of mind. Outside, prepare to be captivated by an exquisitely landscaped backyard designed for both relaxation and entertaining. Multi level grounds with charming gazebos, a built in heated pool, pool house, two storage sheds and a nine zone sprinkler system combine to create a resort like setting you will never want to leave. Whether hosting summer gatherings or enjoying a quiet evening under the stars, this outdoor oasis is truly unforgettable. A rare opportunity to own a meticulously and thoughtfully updated home in Smithtown.

17 Lower Road, Smithtown

$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

$749,000

4 Beds ⋅ 2 Baths ⋅ 998336 MLS

Smithtown opportunity awaits! This Hi-Ranch horse property home is situated on a beautiful 1-acre lot, set back off the road for added privacy and a peaceful setting. This versatile property features a possible mother/daughter setup with proper permits, providing flexibility for a variety of living arrangements. Additional features include central air conditioning, a wood-burning stove, full attic storage, 200-amp electric service, generator hookup with sub-panel, and an oil burner that has been routinely maintained. Enjoy outdoor living on the Trex deck with awning overlooking the expansive property, complete with a 4-zone in-ground sprinkler system. A spacious two-car garage provides ample room for vehicles, storage, or hobby space, this home presents and excellent opportunity for buyers looking to add their own personal touches and create their dream home in a private , desirable setting . Offering generous living space, a functional layout, and solid bones, this home presents an excellent opportunity for buyers looking to add their own personal touches and create their dream home in a private, desirable setting.

191 Old Willets Path, Smithtown

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