Smithtown, NY Homes

• 

  

  

  /9

  $949,000 Open Sat 1PM - 3PM

  • 4 Beds
  • 2.5 Baths
  • 2,400 Sq Ft

  7 Flamingo Dr, Smithtown, NY 11787

  Colonial in desirable Forest Woods Development has has hardwood floors throughout. Primary bedroom with walk-in closet & Primary bathroom. The three additional bedrooms with ample closets & hardwood floors. Banquet size Dining Room & Formal Living Room with picture window and warm & cozy fireplace. Kitchen with granite, double ovens and stove top. Sliders lead into Sunroom. Pull down attic

  Denise Rogers Douglas Elliman Real Estate

  7 Flamingo Dr, Smithtown, NY 11787
• 

  

  

  /12

  $4,150 per month

  • 2 Beds
  • 2 Baths
  • 1,208 Sq Ft
  • Condo for Rent

  313 Avalon Cir Unit FL1-ID1657A, Smithtown, NY 11787

  Staged photos of matching layout and similar décorImagery shows same floorplan and building, and similar décor as we finish photographing this new unit.Be the first to rent!Feel at home wherever you choose to live with Blueground. You’ll love this cozy Smithtown furnished two bedroom apartment with its modern decor, fully equipped kitchen, and comfortable living room.

  313 Avalon Cir Unit FL1-ID1657A, Smithtown, NY 11787
• 

  $625,000 Sold Oct 10, 2025

  12 Ursular Ct, Smithtown, NY 11787

  • 3 Beds
  • 2.5 Baths
  • 1,407 Sq Ft
  • Built 1962

  Last Sold Summary

  • 11% Below List Price
  • $444/SF
  • 26 Days On Market

  Current Estimated Value $652,956

  Last Listing Agent Christina Tabacco Weber Executive Group Realty

  12 Ursular Ct, Smithtown, NY 11787
• 

  Est $568,312 Not Listed For Sale

  • 2 Beds
  • 2 Baths

  33 Princeton Ave, Smithtown, NY 11787

  33 Princeton Ave, Smithtown, NY 11787
• 

  

  

  /45

  $1,450,000

  • 4 Beds
  • 3.5 Baths
  • 2,400 Sq Ft

  109 Oakside Dr, Smithtown, NY 11787

  Welcome to 109 Oakside Dr., your dream equestrian retreat, set on 2 scenic acres in the heart of Smithtown. This updated 4-bed, 3.5-bath ranch blends easy single-level living with true equestrian amenities. An eat-in kitchen with granite counters and stainless appliances opens to a spacious family room anchored by a stone fireplace. Throughout the home you’ll find hardwood floors, custom

  George McKnight George Mcknight REALTORS Inc

  109 Oakside Dr, Smithtown, NY 11787
• 

  

  /14

  $2,600 per month

  • 2 Beds
  • 1 Bath
  • 700 Sq Ft
  • Apartment for Rent

  109 E Main St Unit 2, Smithtown, NY 11787

  Nice 2 Bedroom 1 Bath Apartment in the heart of Smithtown..Rent includes all utilities except cable.., Additional information: Appearance:Excellent

  Karen Orrach Signature Premier Properties

  109 E Main St Unit 2, Smithtown, NY 11787
• 

  $1,380,000 Sold Aug 05, 2025

  67 Lindron Ave, Smithtown, NY 11787

  • 4 Beds
  • 4 Baths
  • 3,028 Sq Ft
  • Built 1983

  Last Sold Summary

  • 15% Above List Price
  • $456/SF
  • 9 Days On Market

  Current Estimated Value $1,293,455

  Last Listing Agent Lori Zamore Signature Premier Properties

  67 Lindron Ave, Smithtown, NY 11787
• 

  Est $849,816 Not Listed For Sale

  • 4 Beds
  • 2 Baths

  57 Parnell Dr, Smithtown, NY 11787

  57 Parnell Dr, Smithtown, NY 11787
• 

  

  /40

  $899,000

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

  368 Landing Ave, Smithtown, NY 11787

  Nestled in the heart of Smithtown, this spacious, newly renovated high ranch offers 4 bedrooms and 3 bathrooms. This beautiful house includes a formal dinning room, sun drenched living room, all new open kitchen with stainless steel appliances, main bedroom with in-suite bathroom, new hardwood floors, central heating and cooling systems, new doors and windows, new roof, and new vinyl siding. Many

  Ahmed Bilal ILAND Realty

  368 Landing Ave, Smithtown, NY 11787
• 

  

  /7

  $4,850 per month

  • 3 Beds
  • 2 Baths
  • 1,327 Sq Ft
  • Condo for Rent

  313 Avalon Cir Unit FL2-ID3365A, Smithtown, NY 11787

  Photos Coming SoonThese sample photos are meant to give you a sense of Blueground’s design style. Layout and furniture are subject to change. This apartment will be ready by the date indicated.Be the first to rent!Show up and start living from day one in Smithtown with this beautiful three bedroom Blueground apartment. You’ll love coming home to this thoughtfully

  313 Avalon Cir Unit FL2-ID3365A, Smithtown, NY 11787
• 

  $520,000 Sold Nov 18, 2025

  44 Elizabeth Ave, Smithtown, NY 11787

  • 4 Beds
  • 2 Baths
  • Built 1940

  Last Sold Summary

  • 49 Days On Market

  Last Listing Agent Michaela Viard Signature Premier Properties

  44 Elizabeth Ave, Smithtown, NY 11787
• 

  Est $868,392 Not Listed For Sale

  • 4 Beds
  • 2 Baths

  50 Parnell Dr, Smithtown, NY 11787

  50 Parnell Dr, Smithtown, NY 11787
• 

  

  /23

  $1,250,000 Pending

  • 3 Beds
  • 2.5 Baths
  • 2,024 Sq Ft

  7 Sycamore Place, Smithtown, NY 11787

  THE HAMPTON (2,024 SF): 3bdrm-2.5ba Ranch. Features include an open floor plan with vaulted ceilings throughout for perfect first floor living. The full basement with outside entrance offers an addt'l ~2,000 SF of space. Sycamore Estates is an 18-home new development consisting of 3 privately sidewalked cul-de-sacs conveniently located 5 minutes to the LIE and 9 minutes to the LIRR. Move walls,

  Paul Musso Realty Connect USA L I Inc

  7 Sycamore Place, Smithtown, NY 11787
• 

  /2

  $2,240 per month

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

  37 Elliott Place Unit 37-3A, Smithtown, NY 11787

  *Ask About our Amazing Rent specials* Charming, Air-Conditioned, Studio, Junior 1 Bedroom & 1 Bedroom Apartments. Some With New Kitchen Cabinetry With New Appliances And Dishwasher And New Baths. Heat & Hot Water Included. Wall-To-Wall Carpeting. Decorator Hallways.Laundry Facility. Walk To Lirr & Walk To Shopping. Pet Friendly! Prices/polices subject to change without notice., Additional

  Michelle Holmes Fairfield Properties

  37 Elliott Place Unit 37-3A, Smithtown, NY 11787
• 

  $1,200,000 Sold Apr 24, 2025

  6 Whispering Woods Dr, Smithtown, NY 11787

  • 4 Beds
  • 2.5 Baths
  • 2,926 Sq Ft
  • Built 1994

  Last Sold Summary

  • 4% Below List Price
  • $410/SF
  • 56 Days On Market

  Current Estimated Value $1,227,620

  Last Listing Agent Lynn Witz Howard Hanna Coach

  6 Whispering Woods Dr, Smithtown, NY 11787
• 

  Est $842,995 Not Listed For Sale

  • 4 Beds
  • 3 Baths

  52 Parnell Dr, Smithtown, NY 11787

  52 Parnell Dr, Smithtown, NY 11787
• 

  

  /49

  $1,095,000 Pending

  • 4 Beds
  • 4 Baths
  • 2,757 Sq Ft

  1 Crystal Ct, Smithtown, NY 11787

  An incredible opportunity to own a magnificent newer-built Colonial tucked away on a quiet cul-de-sac in the highly desirable Smithtown School District, offering the perfect blend of luxury, scale, and lifestyle, highlighted by two brand new Central AC units, a brand new gas boiler and connected to public sewer for total peace of mind; this home commands attention from the moment you arrive with

  Bryan Karp Coldwell Banker American Homes

  1 Crystal Ct, Smithtown, NY 11787
• 

  

  /11

  $3,630 per month

  • 1 Bed
  • 1 Bath
  • 862 Sq Ft
  • Condo for Rent

  313 Avalon Cir Unit FL1-ID2700A, Smithtown, NY 11787

  Staged photos of matching layout and similar décorImagery shows same floorplan and building, and similar décor as we finish photographing this new unit.Be the first to rent!Discover the best of Smithtown, with this one bedroom apartment in Smithtown. It’ll be easy to simply show up and start living in this furnished apartment with its fully equipped kitchen, living room,

  313 Avalon Cir Unit FL1-ID2700A, Smithtown, NY 11787
• 

  $935,000 Sold Apr 30, 2025

  634 Meadow Rd, Kings Park, NY 11754

  • 4 Beds
  • 4 Baths
  • 2,900 Sq Ft
  • Built 1961

  Last Sold Summary

  • 4% Above List Price
  • $322/SF
  • 10 Days On Market

  Current Estimated Value $948,957

  Last Listing Agent John Gergely Signature Premier Properties

  634 Meadow Rd, Kings Park, NY 11754
• 

  Est $683,214 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,021 Sq Ft

  61 Plymouth Blvd, Smithtown, NY 11787

  61 Plymouth Blvd, Smithtown, NY 11787
• 

  

  /48

  $2,599,000

  • 6 Beds
  • 8 Baths
  • 3,946 Sq Ft

  2 Riverview Terrace, Smithtown, NY 11787

  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

  Jamie Marcantonio Signature Premier Properties

  2 Riverview Terrace, Smithtown, NY 11787
• 

  

  /7

  $4,630 per month

  • 3 Beds
  • 2 Baths
  • 1,327 Sq Ft
  • Condo for Rent

  313 Avalon Cir Unit FL2-ID3413A, Smithtown, NY 11787

  Photos Coming SoonThese sample photos are meant to give you a sense of Blueground’s design style. Layout and furniture are subject to change. This apartment will be ready by the date indicated.Be the first to rent!Show up and start living from day one in Smithtown with this stylish three bedroom Blueground apartment. You’ll love coming home to this thoughtfully furnished,

  313 Avalon Cir Unit FL2-ID3413A, Smithtown, NY 11787
• 

  $999,990 Sold Mar 04, 2025

  32 High Gate Dr, Smithtown, NY 11787

  • 5 Beds
  • 2.5 Baths
  • Built 1967

  Last Sold Summary

  • 34 Days On Market

  Current Estimated Value $1,038,871

  Last Listing Agent Rowena Nedvin Signature Premier Properties

  32 High Gate Dr, Smithtown, NY 11787
• 

  Est $802,772 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,100 Sq Ft

  73 Parnell Dr, Smithtown, NY 11787

  73 Parnell Dr, Smithtown, NY 11787
• 

  

  /31

  $779,999 Pending

  • 3 Beds
  • 2.5 Baths
  • 2,462 Sq Ft

  58 Rhoda Ave, Smithtown, NY 11787

  Expanded Colonial with Huge Family Room with Propane Gas Fireplace/Laundry room Conveniently Located on 1st Floor/Hardwood Floors/Entertaining Wood Rear Deck/ 3 Generous Bedrooms and 2.5 Baths plus 2 Car Garage/200 Amp Electric with Transfer Switch/Large Primary Bedroom with Bathroom/Closets and Fireplace/ Great Smithtown Schools and MORE !

  Robert Scarito Douglas Elliman Real Estate

  58 Rhoda Ave, Smithtown, NY 11787
• 

  

  /13

  $4,090 per month

  • 2 Beds
  • 1 Bath
  • 1,130 Sq Ft
  • Condo for Rent

  313 Avalon Cir Unit FL1-ID3550A, Smithtown, NY 11787

  Staged photos of matching layout and similar décorImagery shows same floorplan and building, and similar décor as we finish photographing this new unit.Be the first to rent!Show up and start living from day one in Smithtown with this sophisticated two bedroom Blueground apartment. You’ll love coming home to this thoughtfully furnished, beautifully designed, and fully

  313 Avalon Cir Unit FL1-ID3550A, Smithtown, NY 11787
• 

  $610,000 Sold Aug 15, 2025

  57 Juniper Ave, Smithtown, NY 11787

  • 3 Beds
  • 1 Bath
  • 1,800 Sq Ft
  • Built 1955

  Last Sold Summary

  • 5% Above List Price
  • $339/SF
  • 19 Days On Market

  Current Estimated Value $633,023

  Last Listing Agent Louise Tudisco Signature Premier Properties

  57 Juniper Ave, Smithtown, NY 11787
• 

  Est $879,693 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,105 Sq Ft

  25 Smithtown Crescent, Smithtown, NY 11787

  25 Smithtown Crescent, Smithtown, NY 11787
• 

  

  /27

  $749,000 Pending

  • 3 Beds
  • 2 Baths
  • 1,093 Sq Ft

  16 E Hill Dr, Smithtown, NY 11787

  Welcome to 16 East Hill Drive, a beautifully maintained turn-key ranch, set on a prime corner lot in one of Smithtown’s most sought-after neighborhoods. This light-filled home offers effortless single-level living and an expansive fenced in backyard with an in-ground pool, designed for year-round enjoyment. Step inside to a warm and inviting open concept living room anchored by a decorative

  Elizabeth Kee Core Long Island LLC

  16 E Hill Dr, Smithtown, NY 11787
• 

  $1,271,000 Sold May 20, 2025

  21 Franciscan Ln, Smithtown, NY 11787

  • 4 Beds
  • 2.5 Baths
  • 3,129 Sq Ft
  • Built 2006

  Last Sold Summary

  • 8% Above List Price
  • $406/SF
  • 13 Days On Market

  Current Estimated Value $1,340,772

  Last Listing Agent Gail Carillo Coldwell Banker American Homes

  21 Franciscan Ln, Smithtown, NY 11787
• 

  Est $908,223 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 1,756 Sq Ft

  5 Smithtown Crescent, Smithtown, NY 11787

  5 Smithtown Crescent, Smithtown, NY 11787
• 

  

  /25

  $599,000 Pending

  • 2 Beds
  • 2.5 Baths
  • 1,358 Sq Ft

  32 Scarborough Dr, Smithtown, NY 11787

  Welcome to Windcrest at Smithtown, a desirable pet friendly gated community offering maintenance free resort-style living! This beautifully maintained Brittany model townhome features 2 spacious bedrooms and 2.5 baths. The extensive primary suite boasts two walk-in closets and a private bath. Additional highlights include a private outdoor patio, one-car garage with epoxy flooring, driveway

  Cynthia Zwirba Douglas Elliman Real Estate

  32 Scarborough Dr, Smithtown, NY 11787
• 

  $899,000 Sold Jun 10, 2025

  8 Glacier Dr, Smithtown, NY 11787

  • 3 Beds
  • 3.5 Baths
  • Built 1965

  Last Sold Summary

  • 3% Below List Price
  • 114 Days On Market

  Current Estimated Value $902,790

  Last Listing Agent Ruth Chalco Compass Greater NY LLC

  8 Glacier Dr, Smithtown, NY 11787
• 

  Est $764,034 Not Listed For Sale

  • 4 Beds
  • 1.5 Baths
  • 1,134 Sq Ft

  32 Mulberry Dr, Smithtown, NY 11787

  32 Mulberry Dr, Smithtown, NY 11787
• 

  

  /29

  $1,250,000 Pending

  • 5 Beds
  • 3.5 Baths
  • 3,134 Sq Ft

  2 Sycamore Place, Smithtown, NY 11787

  THE DORCHESTER (3134 SF): 5bdrm-3.5ba Classic Center Hall Colonial. Features include spanning Master Suite, 2-story foyer and great rooms, office/guest quarters/ensuite on the 1st floor, front or side entry 2-car garages. The full basement with outside entrance offers an addt'l ~1,700 SF of space. Sycamore Estates is an 18-home new development consisting of 3 privately sidewalked cul-de-sacs

  Paul Musso Realty Connect USA L I Inc

  2 Sycamore Place, Smithtown, NY 11787
• 

  $795,000 Sold Jan 23, 2026

  22 5th Ave, Smithtown, NY 11787

  • 4 Beds
  • 2 Baths
  • 1,575 Sq Ft
  • Built 1961

  Last Sold Summary

  • 6% Above List Price
  • $505/SF
  • 32 Days On Market

  Last Listing Agent Michael Scarito RE/MAX Integrity Leaders

  22 5th Ave, Smithtown, NY 11787
• 

  Est $736,722 Not Listed For Sale

  • 4 Beds
  • 2 Baths

  20 Mulberry Dr, Smithtown, NY 11787

  20 Mulberry Dr, Smithtown, NY 11787
• 

  

  /24

  $650,000 Pending

  • 2 Beds
  • 2.5 Baths
  • 1,688 Sq Ft

  173 North Ln, Smithtown, NY 11787

  Welcome to Hidden Ponds! This beautiful gated community has amazing amenities, low HOA fees, and is conveniently located right off of 347. This Cornell Model is ready to move into with freshly painted walls. The entry foyer is full of light, the eat in kitchen boasts white cabinets, granite countertops and GE Profile appliances along with a large pantry. The open concept living room and dining

  Debra Tringali Signature Premier Properties

  173 North Ln, Smithtown, NY 11787
• 

  $920,000 Sold Mar 18, 2025

  180 Fifty Acre Rd S, Smithtown, NY 11787

  • 6 Beds
  • 3.5 Baths
  • 3,150 Sq Ft
  • Built 1968

  Last Sold Summary

  • 2% Below List Price
  • $292/SF
  • 124 Days On Market

  Current Estimated Value $817,166

  Last Listing Agent Nicholas Colonna Aliano Real Estate

  180 Fifty Acre Rd S, Smithtown, NY 11787
• 

  Est $993,205 Not Listed For Sale

  • 5 Beds
  • 3.5 Baths

  33 Grassy Pond Dr, Smithtown, NY 11787

  33 Grassy Pond Dr, Smithtown, NY 11787

Showing Results 81 - 120, Page 3 of 18