Smithtown, NY Homes

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  /38

  $1,100,000

  • 4 Beds
  • 2.5 Baths
  • 2,926 Sq Ft

  39 Glenrich Dr, Saint James, NY 11780

  Welcome to 39 Glenrich Drive, a beautifully updated Colonial nestled in a serene and private setting in Saint James. This spacious 4-bedroom, 2.5-bath home offers the perfect blend of comfort, style, and versatility. Step into a lovely foyer that sets the tone for this warm and inviting home. The main floor features a large family room with a cozy wood-burning fireplace—ideal for relaxing

  

  Devang Patel

  Douglas Elliman Real Estate

  (844) 658-0301

  39 Glenrich Dr, Saint James, NY 11780
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  /62

  $2,665 - $3,060 per month

  Willow Lake

  1-2 Beds

  44 Route 25A, Smithtown, NY 11787

  Welcome to Willow Lake, where quality and comfort meet near a beautiful lake along the wooded setting. Enjoy such amenities as cherry wood cabinets in the kitchen area, storage space, on-site maintenance, and on-site laundry facilities. Our on-site management will meet your needs in a friendly and efficient manner. Let Willow Lake be your new home.

  44 Route 25A, Smithtown, NY 11787
• 

  $1,040,000 Sold May 02, 2025

  • 2,390 Sq Ft
  • $435/SF
  • 24 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1996

  20 Whispering Woods Dr, Smithtown, NY 11787

  Welcome to this stunning 4-bedroom, 2.5-bathroom Colonial in the heart of Smithtown! This beautifully maintained property offers the perfect blend of comfort and style, featuring a spacious chef’s eat-in kitchen with tons of cabinetry and granite countertops that is ideal for culinary enthusiasts. The formal dining room provides an elegant setting for special gatherings, while the living room

  Peter Hirschhorn Coldwell Banker American Homes

  20 Whispering Woods Dr, Smithtown, NY 11787
• 

  Est $406,000 Not Listed For Sale

  • 2 Beds
  • 1 Bath

  355 Route 111 Unit 42, Smithtown, NY 11787

  355 Route 111 Unit 42, Smithtown, NY 11787
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  /42

  $889,999 Open Sun 1PM - 3PM

  • 4 Beds
  • 3 Baths
  • 2,278 Sq Ft

  9 Cresthill Place, Smithtown, NY 11787

  Welcome to this beautifully maintained colonial single-family home, situated on a spacious corner lot. Featuring 4 bedrooms and 3 full bathrooms, this home offers a perfect blend of classic charm and modern convenience. This home features a bright eat-in kitchen, a welcoming entrance foyer, and a classic formal dining room ideal for gatherings. Outdoors, enjoy summer days by the inground pool,

  andrea Glickstein EXP Realty

  9 Cresthill Place, Smithtown, NY 11787
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  /29

  $2,800 per month

  • 1 Bed
  • 1 Bath
  • 1,000 Sq Ft
  • Apartment for Rent

  93 Edgewood Ave, Smithtown, NY 11787

  Spacious 1-Bedroom Luxury Apartment – Fully Furnished & All Utilities Included. Experience comfort and convenience in this fully furnished 1,000 sq ft lower-level apartment. Featuring an oversized bedroom with a fireplace, a full bathroom, and tastefully appointed living spaces, this home offers a true turnkey experience. Enjoy access to a large, landscaped backyard—ideal for outdoor

  Janine Jaycox RE/MAX Integrity Leaders

  93 Edgewood Ave, Smithtown, NY 11787
• 

  $728,000 Sold May 01, 2025

  • 1,700 Sq Ft
  • $428/SF
  • 20 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1962

  27 Rogers Ln, Smithtown, NY 11787

  This beautifully renovated three bedroom ranch home offer a perfect blend of modern comfort and timeless charm. The open concept, living area, both sleek, hardwood floors, fresh paint, and an abundance of natural light streaming through the big windows. The kitchen is stunning with new stainless steel appliances, custom, cabinetry, and elegant countertops that provide ample space for cooking and

  Alvaro Dumancela Douglas Elliman Real Estate

  27 Rogers Ln, Smithtown, NY 11787
• 

  Est $394,833 Not Listed For Sale

  5 Edgewater Ave, Smithtown, NY 11787

  5 Edgewater Ave, Smithtown, NY 11787
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  /36

  $878,000 Open Sat 2PM - 4PM

  • 5 Beds
  • 2.5 Baths
  • 2,362 Sq Ft

  98 Morewood Dr, Smithtown, NY 11787

  Spacious 5-Bedroom Gem With Zen Garden, Dual Garages & Room For A Pool! This Expansive 5-Bedroom, 2.5-Bath Home Is Full Of Charm. Featuring Gleaming Hardwood Floors, A Formal Living Room, Formal Dining Room, And A Cozy Den, There’s Space For Everyone To Enjoy. The Primary Suite Includes A Private Bathroom, And The Layout Is Ideal For Hosting Guests. This Home Boasts CAC, Generator Hookup, 200 AMP

  JoAnn Aronson Signature Premier Properties

  98 Morewood Dr, Smithtown, NY 11787
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  /34

  $2,700 - $3,950 per month

  The Lofts at Maple & Main

  1-2 Beds

  102 W Main St, Smithtown, NY 11787

  Annual Amenity Fee: $375.00Storage (pending availability): $100.00 per monthPet Fee: $45.00 per month per pet/$400.00 (one-time non-refundable deposit per pet)Electric, Cable/Internet are tenant responsibilityWater/Sewer & trash are included in the rent

  102 W Main St, Smithtown, NY 11787
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  $892,000 Sold May 01, 2025

  • 1,886 Sq Ft
  • $473/SF
  • 8 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1968

  19 Burham Dr, Smithtown, NY 11787

  Welcome To 19 Burham Dr. In the Highly Desirable Legend Woods Section of Smithtown! This Elegantly Renovated Ranch Sits on a Beautifully Landscaped 1/2 Acre and Features 3 Bedrooms, 2 Full Baths, and Abundant Natural Light Throughout.The Home Boasts a Spacious Eat-In Kitchen with Granite Countertops, Stainless Steel Appliances, and a Double Oven. The Kitchen Flows Seamlessly into a Formal Dining

  Diane Mascellaro Exit Realty Achieve

  19 Burham Dr, Smithtown, NY 11787
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  Est $302,000 Not Listed For Sale

  • 1 Bed
  • 1 Bath

  365 Route 111 Unit A-4, Smithtown, NY 11787

  365 Route 111 Unit A-4, Smithtown, NY 11787
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  /48

  $1,050,000

  • 4 Beds
  • 2.5 Baths
  • 2,742 Sq Ft

  14 Franciscan Ln, Smithtown, NY 11787

  Welcome to this stunning, move-in-ready Colonial home, perfectly positioned mid-block on a truly picturesque street. Built just 19 years ago, this exceptional four-bedroom, 2.5-bathroom residence offers 2,742 square feet of beautifully designed living space trimmed out from the crown moldings to the paneling, plus a fantastic bonus: a fully finished basement with a dedicated home office. Step

  Cecelia Schmidt Coldwell Banker American Homes

  14 Franciscan Ln, Smithtown, NY 11787
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  /4

  $4,000 per month

  • 3 Beds
  • 2.5 Baths
  • 2,000 Sq Ft
  • Apartment for Rent

  2 Sundale Ct, Smithtown, NY 11787

  Spacious 3-Bedroom Duplex for Rent in Smithtown, NYWelcome to this beautifully maintained attached duplex located on a quiet cul-de-sac in the heart of Smithtown. This bright and inviting home features 3 generously sized bedrooms, gleaming hardwood floors, and a comfortable layout perfect for everyday living and entertaining.Enjoy a spacious living room, separate dining room, and a modern eat-in

  Claire Leface Signature Premier Properties

  2 Sundale Ct, Smithtown, NY 11787
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  $790,000 Sold Apr 30, 2025

  • 2,700 Sq Ft
  • $293/SF
  • 28 Days On Market

  • 5 Beds
  • 4 Baths
  • Built 1902

  26 Thomas Place, Smithtown, NY 11787

  Discover this beautifully renovated colonial-style duplex, where modern finishes meet abundant natural light throughout. This elegant 5-bedroom, 3-bathroom home sits at the end of a peaceful private cul-de-sac, offering both charm and tranquility.The main floor features a spacious bedroom, a stylish eat-in kitchen with a large island, and sliding doors that lead to a gorgeous deck—perfect for

  Homa Mohmand Realty Connect USA LLC

  26 Thomas Place, Smithtown, NY 11787
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  Est $746,745 Not Listed For Sale

  • 4 Beds
  • 2 Baths

  23 Clover Dr, Smithtown, NY 11787

  23 Clover Dr, Smithtown, NY 11787
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  /39

  $899,000

  • 5 Beds
  • 3.5 Baths
  • 2,705 Sq Ft

  3 Standish Place, Smithtown, NY 11787

  Welcome to this stunning colonial home located in Smithtown New York. Situated on a cul-de-sac, this picturesque tree lined road exhibits natural beauty in this highly desired neighborhood. 3 Standish Place resides in the Smithtown School District. This property offers an exceptional lifestyle with comfort, privacy and convenience. Upon entering this remarkable residence you are greeted by a

  Justin Alkes Signature Premier Properties

  3 Standish Place, Smithtown, NY 11787
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  /35

  $3,065 - $4,825 per month

  Avalon Commons

  1-3 Beds

  313 Avalon Cir, Smithtown, NY 11787

  Avalon Commons in Smithtown, NY offers 1, 2, and 3 bedroom apartment homes that include the ultimate in comfort and convenience. These magnificent, newly renovated apartment homes, located in one of Long Island’s most prestigious communities, will entice you in every way. Apartments at Avalon Commons are equipped with a wide range of high quality amenities such as spacious walk-in closets, lofts

  313 Avalon Cir, Smithtown, NY 11787
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  $935,000 Sold Apr 30, 2025

  • 2,900 Sq Ft
  • $322/SF
  • 10 Days On Market

  • 4 Beds
  • 4 Baths
  • Built 1961

  634 Meadow Rd, Kings Park, NY 11754

  Large Farm house colonial style with wrap around porch. Beautiful 4 bedroom 4 bath, spacious open floor plan. Hardwood floors throughout, fireplace, stainless steel appliances, spacious family room with wood burning stove. Spacious living room with wood burning fireplace. Resort style backyard with large in ground pool and large paver patio for entertaining. Large lot and country outdoor

  John Gergely Signature Premier Properties

  634 Meadow Rd, Kings Park, NY 11754
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  Est $354,000 Not Listed For Sale

  • 2 Beds
  • 1 Bath

  355 Route 111 Unit 46, Smithtown, NY 11787

  355 Route 111 Unit 46, Smithtown, NY 11787
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  /36

  $899,999 Open Sun 1:30PM - 3:30PM

  • 4 Beds
  • 2.5 Baths
  • 3,000 Sq Ft

  2 Windmill Ct, Smithtown, NY 11787

  Nestled in the heart of the Village of the Branch in Smithtown, this beautifully updated Colonial sits on a serene and private .67-acre wooded lot. Boasting 4 spacious bedrooms, 2 full baths, and a powder room, this home seamlessly blends classic charm with modern updates.Step inside to discover refinished hardwood floors, a striking new staircase, and a freshly updated foyer that sets the tone

  Lorraine Dee Donovan Signature Premier Properties

  2 Windmill Ct, Smithtown, NY 11787
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  /7

  $2,900 per month

  • 2 Beds
  • 1 Bath
  • 1,100 Sq Ft
  • House for Rent

  36 Dillmont Dr, Smithtown, NY 11787

  Excellent whole house for rent on beautiful quiet street. 2 Bedroom Ranch, Living Room, Eat in Kitchen, Full Bath, Full Unfinished Basement and attic for storage. Appearance: Mint

  Jacqueline Evans Jacqueline Evans Real Estate

  36 Dillmont Dr, Smithtown, NY 11787
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  $850,000 Sold Apr 30, 2025

  • 2,800 Sq Ft
  • $304/SF
  • 23 Days On Market

  • 6 Beds
  • 3 Baths
  • Built 1957

  139 Brooksite Dr, Smithtown, NY 11787

  Sprawling Fully Renovated Colonial Horse property with Barn 3 stables and det Garage. Sits on over an acre lot backing Miller's Pond Creek. 6 Bdrm, 3 Bath house w full finished basement with separate entrance. New, Heating and Cooling. New Roof, Siding and Windows. Brand new Driveway. New chefs kitchen with oversized island. Fully Renovated Bathrooms with Master Bathroom for king. This property

  Manny Dominguez D B Austin Realty Inc

  139 Brooksite Dr, Smithtown, NY 11787
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  Est $254,000 Not Listed For Sale

  • 1 Bed
  • 1 Bath

  355 Route 111 Unit 47, Smithtown, NY 11787

  355 Route 111 Unit 47, Smithtown, NY 11787
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  /40

  $839,000

  • 4 Beds
  • 2 Baths
  • 2,000 Sq Ft

  58 Oak St, Smithtown, NY 11787

  This charming expanded ranch home offers modern living on a spacious lot, featuring four generously sized bedrooms and two full bathrooms. The updated flooring throughout adds a fresh, contemporary feel to the home, while the homie ambiance invites comfort and relaxation. The kitchen is perfect for family gatherings with an eat-in space, and the full garage provides ample storage or parking. The

  Tammy Gatto Signature Premier Properties

  58 Oak St, Smithtown, NY 11787
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  /35

  $2,095 - $2,505 per month

  Fairfield At Smithtown

  Studio-1 Bed

  35 Elliott Place, Smithtown, NY 11787

  Transit Oriented Location. Studios and 1-Bedrooms with modern kitchen and bath. Heat and hot water included in rent.Our charming, air-conditioned apartments have modern amenities. Decorator designed hall entrances. On-site laundry. One mintue to the Long Island Railroad Smithtown Station for a convenient commute. Near St. Catherines and minutes to SUNY Stonybrook. Great walkability score to

  35 Elliott Place, Smithtown, NY 11787
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  $800,000 Sold Apr 25, 2025

  • 2,135 Sq Ft
  • $375/SF
  • 7 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1983

  45A Eckernkamp Dr, Smithtown, NY 11787

  Location,Location,Location! Welcome home to 45A Eckernkamp Drive in the heart of North Smithtown!! Step inside to a welcoming entry foyer, oversized EIK w/Quartz Countertops, new appliances (3 Years) & Center Island, Laundry is on the main level, formal dining room, oversized living room, 3 spacious bedrooms, full hall bath w/ granite counter, Primary ensuite w/ newly updated full bathroom, an

  Deborah Lettieri Signature Premier Properties

  45A Eckernkamp Dr, Smithtown, NY 11787
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  Est $293,000 Not Listed For Sale

  • 1 Bed
  • 1 Bath

  355 Route 111 Unit 6, Smithtown, NY 11787

  355 Route 111 Unit 6, Smithtown, NY 11787
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  /35

  $899,000

  • 5 Beds
  • 2.5 Baths
  • 4,625 Sq Ft

  12 Friendly Rd, Smithtown, NY 11787

  Welcome to this incredible light and bright contemporary home, a true gem that is making its debut on the market for the very first time! Located in the desirable Smithtown School District (HS East), this expansive property offers ample space for a growing family, with five generously-sized bedrooms, primary bedroom ensuite with gorgeous sitting area. The layout of this home provides endless

  Monica Rea Signature Premier Properties

  12 Friendly Rd, Smithtown, NY 11787
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  /10

  $2,675 per month

  • 1 Bed
  • 1 Bath
  • 800 Sq Ft
  • Apartment for Rent

  44 Route 25 A Unit 303, Smithtown, NY 11787

  Beautiful Private Lake Community. Apartment Includes, Reserved Parking Spot, Fitness Rm/Snow Removal/Garbage/Sewer/4'X4'X8' Storage Locker, Central Air Conditioning, Separate Laundry Centers., 2 Cats and 1 Dog Per Apartment.

  Mary Beth Donnelly Douglas Elliman Real Estate

  44 Route 25 A Unit 303, Smithtown, NY 11787
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  $1,770,000 Sold Apr 25, 2025

  • 5,000 Sq Ft
  • $354/SF
  • 121 Days On Market

  • 7 Beds
  • 5.5 Baths
  • Built 1964

  71 Ledgewood Dr, Smithtown, NY 11787

  Builder's own home built in 2023, 5000+ square foot stucco and stone colonial with 7 beds / 5.5 baths (see floor plan in photos), Large covered porch, welcoming entry foyer flows effortlessly into huge formal living room, eat in kitchen, family room with sliders to backyard. This versatile layout also features mother/daughter potential on first floor with totally separate side entrance, living

  Shahzad Qureshi Pinnacle R E Consulting Inc

  71 Ledgewood Dr, Smithtown, NY 11787
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  Not Listed For Sale

  • 6 Beds
  • 4 Baths
  • 1,750 Sq Ft

  252 Maple Ave, Smithtown, NY 11787

  252 Maple Ave, Smithtown, NY 11787
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  /45

  $1,099,000 Open Sun 11:30AM - 1PM

  • 3 Beds
  • 2.5 Baths
  • 2,650 Sq Ft

  1 Valley Ave, Smithtown, NY 11787

  Completely renovated luxury home in beautiful Smithtown. The exceptionally bright and airy interior features impressive vaulted ceilings that create a sense of grandeur throughout. The thoughtfully designed floor plan offers versatile living with 3-4 bedrooms and separate areas for entertaining and private family life. The heart of this home is its expansive, fully renovated kitchen, showcasing a

  Kate Works Compass Greater NY LLC

  1 Valley Ave, Smithtown, NY 11787
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  /26

  $2,270 - $2,675 per month

  Fairfield Manor at Nesconset

  Studio-1 Bed

  116 Smithtown Blvd, Smithtown, NY 11787

  Welcome to Fairfield Manor At Nesconset. Nestled in woods, a lovely area close to the Charles P. Toner Nesconset Community Park where you can enjoy a stroll or events. Nearby restaurants and conveniences and minutes to Route 347/Nesconset Highway. Visit with our Leasing Consultant to view our -studio, -one bedroom, -two bedroom apartment residences.

  116 Smithtown Blvd, Smithtown, NY 11787
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  $800,000 Sold Apr 24, 2025

  • 2,200 Sq Ft
  • $364/SF
  • 5 Days On Market

  • 5 Beds
  • 2.5 Baths
  • Built 1968

  5 Knob Hill Dr, Smithtown, NY 11787

  Classic 5-Bedroom Colonial with Pool in Smithtown!!This charming five-bedroom, two-and-a-half-bathroom colonial sits on a spacious half-acre lot and features an in-ground swimming pool, perfect for summer entertaining. The home boasts original hardwood floors, a first-floor bedroom with a full bath, and plenty of potential for updates. The first floor also offers a large living room, formal

  Peter Velez Deal House Realty Inc.

  5 Knob Hill Dr, Smithtown, NY 11787
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  Est $720,942 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 1,800 Sq Ft

  3 Woodrow Ln, Smithtown, NY 11787

  3 Woodrow Ln, Smithtown, NY 11787
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  /13

  $899,000

  • 5 Beds
  • 3.5 Baths
  • 2,998 Sq Ft

  32 Hemlock Ln, Smithtown, NY 11787

  ****** ATTENTION PLEASE READ LATEST UPDATE FULLY AND ENTIRELY AS OF 04/06/2025 ******UNFORTUNATELY, THIS PROPERTY HAS BARELY BEEN ABLE TO BE SHOWN DUE TO UNEXPECTED CIRCUMSTANCES WHICH HAVE LITERALLY CONSUMED ALL OF THE SELLER'S AVAILABILITY IN BEING ABLE TO SCHEDULE APPOINTMENTS AND ALLOW SHOWINGS. THE ISSUE IS ONGOING AND THEREFORE WE HAVE DECIDED TO TRY TO CIRCUMVENT THIS OBSTACLE BY

  Khaleeque Rehman Charles Rutenberg Realty Inc

  32 Hemlock Ln, Smithtown, NY 11787
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  /24

  $3,100 per month

  • 1 Bed
  • 1 Bath
  • Apartment for Rent

  5 Edgewater Ave Unit 2, Smithtown, NY 11787

  Beautiful 1 bedroom apartment, modern designed bathoom, full size kitchen w/ custom cabinets and kitchen Aid Appliances. Private parking on large property conveniently located in the heart of smithtown and next to LIRR smithtown train station. Luxury rental. Tenant is responsible for all utilities, Additional information: Appearance:Diamond

  Tarek Dawood Daniel Gale Sothebys Intl Rlty

  5 Edgewater Ave Unit 2, Smithtown, NY 11787
• 

  $1,200,000 Sold Apr 24, 2025

  • 2,926 Sq Ft
  • $410/SF
  • 56 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1994

  6 Whispering Woods Dr, Smithtown, NY 11787

  Positioned in the much-admired Smithtown school district, this stunning four-bedroom, 2.5-bathroom Colonial offers an irresistible blend of traditional charm and sleek sophistication, all set on a beautifully manicured 0.36-acre lot – the perfect backdrop for your next chapter. As you approach, the grand double-door entry makes a striking first impression, hinting at the elegance that lies

  Lynn Witz Howard Hanna Coach

  6 Whispering Woods Dr, Smithtown, NY 11787
• 

  Est $770,756 Not Listed For Sale

  • 4 Beds
  • 1.5 Baths
  • 1,986 Sq Ft

  27 Carnegie Dr, Smithtown, NY 11787

  27 Carnegie Dr, Smithtown, NY 11787

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