Smithtown, NY Homes

/37
$899,999
- 4 Beds
- 3 Baths
- 2,249 Sq Ft
2 Amherst Ln, Smithtown, NY 11787

DEAL DIED!! BACK ON THE MARKET, GET IT BEFORE IT'S GONE. GET RESORT LIFESTYLE IN THE PLACE YOU CALL HOME. Welcome to this newly renovated 4-bedroom, 3-bathroom colonial in the highly sought-after Commack School District, offering low taxes ($14,957 with STAR) and numerous upgrades. Inside, sophistication meets comfort with crown and wainscot molding, a grand master suite with his-and-her closets

Mahadeo Singh Triangle Realty of NY Inc

2 Amherst Ln, Smithtown, NY 11787
/12
$3,000 per month
- 3 Beds
- 2 Baths
- 1,499 Sq Ft
- Condo for Rent
9 Hillcrest Dr Unit 1, Smithtown, NY 11787

Apartment for rent in Smithtown. Features two bedrooms on main floor, living room, eat in kitchen with stainless steel appliances including dishwasher, & one full bathroom. Downstairs you will find a third bedroom, living area, one full bathroom and washer/dryer which is shared with upstairs tenant. Includes yard and deck for outdoor activities. Located in Smithtown in a commercial/residential

9 Hillcrest Dr Unit 1, Smithtown, NY 11787
$660,000 Sold Apr 17, 2025

19 Greenwich Rd, Smithtown, NY 11787
- 4 Beds
- 2 Baths
- 1,906 Sq Ft
- Built 1963
Last Sold Summary
- 10% Above List Price
- $346/SF
- 12 Days On Market
Current Estimated Value $720,066

Last Listing Agent Elisabeth Marino HomeSmart Premier Living Rlty

19 Greenwich Rd, Smithtown, NY 11787

Est $900,202 Not Listed For Sale

19 Format Ln, Smithtown, NY 11787
- 4 Beds
- 2.5 Baths
- 2,193 Sq Ft
- Built 1972
19 Format Ln, Smithtown, NY 11787

Last Sold Summary
- 2% Above List Price
- $404/SF
- 17 Days On Market
Last Sold Price $885,000

Last Listing Agent Diane Mascellaro Exit Realty Achieve

/27
$999,999
- 4 Beds
- 2 Baths
- 2,300 Sq Ft
769 Meadow Rd, Smithtown, NY 11787

Great Opportunity with OVER 2 Acres in Prime Smithtown Location. Possible Sub Division, Horses, Dog Kennel, Family Compound, Landscapers, Tree Companies, Endless Room for Growth Here ! Current Home is Cape with 4 Bedrooms and 2 Baths, Detached 40x30 Garage in Rear, Circular Driveway, 200 Amp, Low Line Cesspool, Room for Extended Family, Smithtown Schools and MORE !

Robert Scarito Douglas Elliman Real Estate

769 Meadow Rd, Smithtown, NY 11787
/10
$2,700 per month
- 2 Beds
- 1 Bath
- 536 Sq Ft
- Condo for Rent
40 Old Northport Rd Unit first floor, Kings Park, NY 11754

This two bedroom apartment in Kings Park features one full bath, an eat in kitchen with dishwasher, hardwood flooring, ample closet space, washer & dryer, designated outdoor space, and includes all utilities but cable. Unit has wall unit mini split ac. Driveway parking with room for two cars. Smithtown school district. Apartment share option available. Pets; call listing agent. Close to nearby

40 Old Northport Rd Unit first floor, Kings Park, NY 11754
$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 $651,263

Last Listing Agent Christina Tabacco Weber Executive Group Realty

12 Ursular Ct, Smithtown, NY 11787

Est $633,032 Not Listed For Sale

10 South Ave, Smithtown, NY 11787
- 3 Beds
- 2 Baths
- Built 1945
10 South Ave, Smithtown, NY 11787

Last Sold Summary
- 5% Above List Price
- 62 Days On Market
Last Sold Price $605,500

Last Listing Agent Robert Scarito Douglas Elliman Real Estate

/33
$999,000
- 5 Beds
- 3 Baths
- 2,855 Sq Ft
54 Valleywood Rd, ComMacK, NY 11725

Spring is around the Corner ! This Nice Splanch offers 5 Bedrooms, 3 Full Baths, Garage, Heated Chlorine In Ground Pool ( Loop Loc Pool Cover and Safety Fence, Heat Pump-2016), Shuffle Board, Roof Updated, Electric 200 Amp, Central Air, Wood and Ceramic Flooring, Cesspool w/ Overflow 2014, In Ground Sprinklers 8 zone, Master Bedroom Offers Air Tub and Shower plus Desirable Hauppauge Schools.

Robert Scarito Douglas Elliman Real Estate

54 Valleywood Rd, ComMacK, NY 11725
$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 $1,389,908

Last Listing Agent Lori Zamore Signature Premier Properties

67 Lindron Ave, Smithtown, NY 11787

Est $562,497 Not Listed For Sale

33 Princeton Ave, Smithtown, NY 11787
- 2 Beds
- 2 Baths
- Built 1940
33 Princeton Ave, Smithtown, NY 11787

Last Sold Summary
- 8% Above List Price
- 25 Days On Market
Last Sold Price $520,000

Last Listing Agent Oksana Foster Signature Premier Properties

/41
$995,000
- 3 Beds
- 2 Baths
- 2,059 Sq Ft
166 Grassy Pond Dr S, Smithtown, NY 11787

Custom build in 2002 this beautiful sprawling Ranch offers significantly sized rooms. Open concept living at its best. Great Room/living room boasts dual fireplace leading into the den, which is open to the formal dining room. Large eat-in kitchen with cathedral ceiling. Sliders to the outdoor deck. Plenty of room for entertaining both inside and out. The Primary bedroom has an on-suite and

Melissa Koppelman Signature Premier Properties

166 Grassy Pond Dr S, 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 $1,240,059

Last Listing Agent Lynn Witz Howard Hanna Coach

6 Whispering Woods Dr, Smithtown, NY 11787

Est $818,181 Not Listed For Sale

50 Parnell Dr, Smithtown, NY 11787
- 4 Beds
- 2 Baths
- Built 1960
50 Parnell Dr, Smithtown, NY 11787

Last Sold Summary
- 15% Above List Price
- 37 Days On Market
Last Sold Price $710,000

Last Listing Agent Kerry Protain Realty Connect USA L I Inc

/48
$925,000 Pending
- 5 Beds
- 3.5 Baths
- 3,234 Sq Ft
310 Terry Rd, Smithtown, NY 11787

Discover a home that truly stands apart. Lovingly maintained by the original owners, this impressive 5-bedroom, 3.5-bath residence features soaring ceilings, abundant natural sunlight, and a spacious primary with an en suite. A Mother–Daughter with proper permits layout provides versatility for multigenerational living or visiting guests. Upgrades include a brand-new boiler and oil tank, a cozy

Melissa Roger Howard Hanna Coach

310 Terry Rd, 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 $965,446

Last Listing Agent John Gergely Signature Premier Properties

634 Meadow Rd, Kings Park, NY 11754

Est $786,850 Not Listed For Sale

52 Parnell Dr, Smithtown, NY 11787
- 4 Beds
- 3 Baths
52 Parnell Dr, Smithtown, NY 11787

Last Sold Summary
- 6% Above List Price
- 51 Days On Market
Last Sold Price $745,000

Last Listing Agent Thomas Diana Douglas Elliman Real Estate

/32
$949,000 Pending
- 4 Beds
- 3.5 Baths
- 2,128 Sq Ft
69 Churchill Ln, Smithtown, NY 11787

Welcome to 69 Churchill Lane, a custom-designed expanded ranch nestled in the heart of the serene Smithtown Pines and the Hauppauge School District. This exquisite brick home is a haven of tranquility, offering four spacious bedrooms and three and a half bathrooms. Step inside your entry foyer to discover an expansive open-concept kitchen, complete with sleek stainless-steel appliances, granite

Thomas Diana Douglas Elliman Real Estate

69 Churchill Ln, 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 $652,614

Last Listing Agent Louise Tudisco Signature Premier Properties

57 Juniper Ave, Smithtown, NY 11787

Est $660,322 Not Listed For Sale

61 Plymouth Blvd, Smithtown, NY 11787
- 3 Beds
- 2 Baths
- 1,021 Sq Ft
- Built 1966
61 Plymouth Blvd, Smithtown, NY 11787

Last Sold Summary
- 23% Above List Price
- $524/SF
- 39 Days On Market
Last Sold Price $535,000

Last Listing Agent Cynthia McKenna Real Broker NY LLC

/20
$1,300,000 Pending
- 4 Beds
- 2.5 Baths
- 2,841 Sq Ft
14 Sycamore Place, Smithtown, NY 11787

3 LOTS LEFT!!! THE BRIDGEHAMPTON (2841 sqft base, with an option of a bonus room to bring total sqft to 3,114 SF): 4bdrm-2.5ba Center Hall Modern Farmhouse, (our most cutting edge design). Features include 2-story foyer, a spanning almost 50' open kitchen-dining-great room combination perfect for entertaining, and front or side-entry 2-car garage. This home is easily customizable into a 5/6 bdrm

Paul Musso Realty Connect USA L I Inc

14 Sycamore Place, 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 $1,349,072

Last Listing Agent Gail Carillo Coldwell Banker American Homes

21 Franciscan Ln, Smithtown, NY 11787

Est $757,819 Not Listed For Sale

73 Parnell Dr, Smithtown, NY 11787
- 3 Beds
- 2 Baths
- 1,100 Sq Ft
- Built 1962
73 Parnell Dr, Smithtown, NY 11787

Last Sold Summary
- 19% Above List Price
- $581/SF
- 22 Days On Market
Last Sold Price $639,000

Last Listing Agent Brian Cutrone Exit Realty Achieve

/33
$999,990
- 4 Beds
- 3.5 Baths
- 2,700 Sq Ft
45 Roundabout Rd, Smithtown, NY 11787

Welcome to 45 Roundabout Road, a stunning 4-bedroom, 3.5-bathroom contemporary home situated on an expansive .84-acre lot in the sought-after community of Smithtown. This tranquil property is a "little piece of Nissequogue". Inside, vaulted ceilings with abundant natural lighting highlights an open and inviting floor plan. The spacious living room with large windows and wood burning fireplace

Elaine Patterson Signature Premier Properties

45 Roundabout Rd, 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 $908,908

Last Listing Agent Ruth Chalco Compass Greater NY LLC

8 Glacier Dr, Smithtown, NY 11787

Est $845,145 Not Listed For Sale

25 Smithtown Crescent, Smithtown, NY 11787
- 4 Beds
- 2.5 Baths
- 2,105 Sq Ft
- Built 1972
25 Smithtown Crescent, Smithtown, NY 11787

Last Sold Summary
- 11% Above List Price
- $361/SF
- 29 Days On Market
Last Sold Price $760,500

Last Listing Agent Kristen Toffales Serhant LLC

/17
$599,990 Pending
- 3 Beds
- 1 Bath
- 1,400 Sq Ft
18 Annetta Ave, Smithtown, NY 11787

Wonderful opportunity to own a lovely home located on a quiet street with Smithtown schools. This home has hardwood floors throughout. The living room is large with a brick hearth fireplace and large windows. The extended eat in kitchen has a large eating area with sliding patio doors leading to a deck. Off the kitchen there is a den. The bedrooms are all spacious. The basement is full with an

Rowena Nedvin Signature Premier Properties

18 Annetta Ave, 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
Current Estimated Value $756,419

Last Listing Agent Michael Scarito RE/MAX Integrity Leaders

22 5th Ave, Smithtown, NY 11787

Est $909,444 Not Listed For Sale

5 Smithtown Crescent, Smithtown, NY 11787
- 4 Beds
- 2.5 Baths
- 1,756 Sq Ft
- Built 1973
5 Smithtown Crescent, Smithtown, NY 11787

Last Sold Summary
- 3% Above List Price
- $501/SF
- 8 Days On Market
Last Sold Price $880,000

Last Listing Agent Lisa Kass Coldwell Banker American Homes

/45
$1,450,000 Pending
- 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
$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 $832,631

Last Listing Agent Nicholas Colonna Aliano Real Estate

180 Fifty Acre Rd S, Smithtown, NY 11787

Est $737,893 Not Listed For Sale

32 Mulberry Dr, Smithtown, NY 11787
- 4 Beds
- 1.5 Baths
- 1,134 Sq Ft
- Built 1963
32 Mulberry Dr, Smithtown, NY 11787

Last Sold Summary
- 12% Above List Price
- $582/SF
- 29 Days On Market
Last Sold Price $660,000

Last Listing Agent Joseph Donofrio Douglas Elliman Real Estate

/22
$625,000 Pending
- 4 Beds
- 2 Baths
- 1,323 Sq Ft
16 Blackman St, Smithtown, NY 11787

Welcome to 16 Blackman Street, a charming 1960 cape home that has been lovingly maintained by three generations of the same family since its construction in 1958. This 4-bedroom, 2-bathroom single-family residence sits on a generous 0.26-acre lot in Smithtown school district, offering 1,323 square feet of comfortable living space.The home has undergone significant recent renovations, with the

Kate Works Compass Greater NY LLC

16 Blackman St, Smithtown, NY 11787
$975,000 Sold Nov 13, 2025

3 Ingram Ct, Smithtown, NY 11787
- 4 Beds
- 3.5 Baths
- 2,977 Sq Ft
- Built 1970
Last Sold Summary
- $328/SF
- 181 Days On Market
Current Estimated Value $973,404

Last Listing Agent Oakar Reinstein Realty Connect USA L I Inc

3 Ingram Ct, Smithtown, NY 11787

Est $738,618 Not Listed For Sale

20 Mulberry Dr, Smithtown, NY 11787
- 4 Beds
- 2 Baths
- Built 1963
20 Mulberry Dr, Smithtown, NY 11787

Last Sold Summary
- 14% Above List Price
- 69 Days On Market
Last Sold Price $650,000

Last Listing Agent William Zezelic Signature Premier Properties

/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
$999,999 Sold Jun 30, 2025

4 Crystal Ct, Smithtown, NY 11787
- 4 Beds
- 2.5 Baths
- 2,700 Sq Ft
- Built 2000
Last Sold Summary
- 5% Above List Price
- $370/SF
- 13 Days On Market
Current Estimated Value $1,033,405

Last Listing Agent Scott Paisley Signature Premier Properties

4 Crystal Ct, Smithtown, NY 11787

Est $937,424 Not Listed For Sale

33 Grassy Pond Dr, Smithtown, NY 11787
- 5 Beds
- 3.5 Baths
- Built 1976
33 Grassy Pond Dr, Smithtown, NY 11787

Last Sold Summary
- 19% Above List Price
- 21 Days On Market
Last Sold Price $785,000

Last Listing Agent Elia Rubinstein Realty Connect USA L I Inc

/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
$772,000 Sold Oct 09, 2025

24 Ursular Ct, Smithtown, NY 11787
- 3 Beds
- 1.5 Baths
- 2,167 Sq Ft
- Built 1955
Last Sold Summary
- 2% Above List Price
- $356/SF
- 40 Days On Market
Current Estimated Value $789,449

Last Listing Agent Kerrilynn Prokop Signature Premier Properties

24 Ursular Ct, Smithtown, NY 11787

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New York Suffolk County Smithtown

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