Middle Island, NY Real Estate & Homes For Sale

62 homes

NEW - 5 HRS AGO
FOR SALE BY OWNER
$369,000
2 Beds
2 Baths
159 Fairview Cir #291-U,
Middle Island, NY 11953
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NEW - 16 HRS AGO
FOR SALE BY OWNER
$449,000
2 Beds
2 Baths
1,440 sqft
735 Spring Lake Dr,
Middle Island, NY 11953
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NEW
OPEN SAT, 12-2PM
$409,999
3 Beds
1.5 Baths
1,157 sqft
10 Amesworth Court,
Middle Island, NY 11953
Listing by: Century 21 Icon
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OPEN SAT, 12-2PM
$275,000
2 Beds
1 Bath
999 sqft
244 Lake Pointe Circle #244,
Middle Island, NY 11953
Listing by: Coldwell Banker American Homes
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0.5 ACRES
$615,000
3 Beds
2 Baths
1,700 sqft
49 Barbara Lane,
Medford, NY 11763
Listing by: Realty Connect USA L I Inc
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$199,000
1 Bed
1 Bath
775 sqft
58 Bailey Court #58,
Middle Island, NY 11953
Listing by: Howard Hanna Coach
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$499,000
3 Beds
2.5 Baths
1,870 sqft
824 Birchwood Park Drive,
Middle Island, NY 11953
Listing by: Signature Premier Properties
3D VIEW
$535,000
2 Beds
2 Baths
1,670 sqft
1 Robert Lane,
Middle Island, NY 11953
Listing by: Howard Hanna Coach
$240,000
1 Bed
1 Bath
836 sqft
282 Artist Lake Drive,
Middle Island, NY 11953
Listing by: Realty Connect USA LI Inc
OPEN SAT, 11-1PM
$299,000
2 Beds
1 Bath
930 sqft
190 Lake Pointe Circle #190,
Middle Island, NY 11953
Listing by: BERKSHIRE HATHAWAY
3D VIEW
$499,000
4 Beds
2.5 Baths
2,322 sqft
15 Sophia Drive,
Middle Island, NY 11953
Listing by: Coldwell Banker M&D Good Life
$335,000
2 Beds
2 Baths
947 sqft
178 Fairview Circle,
Middle Island, NY 11953
Listing by: Serhant East End LLC
OPEN SAT, 12:5-2PM
$645,000
3 Beds
2.5 Baths
2,396 sqft
8 Jennifer Lane,
Middle Island, NY 11953
Listing by: Coldwell Banker American Homes
$285,000
2 Beds
1.5 Baths
947 sqft
99 Fairview Circle #211U,
Middle Island, NY 11953
Listing by: Signature Premier Properties
$499,990
2 Beds
2 Baths
1,716 sqft
82 Kate Circle,
Middle Island, NY 11953
Listing by: RE/MAX Signature Real Estate
$269,000
2 Beds
1 Bath
910 sqft
528 Lake Court #528,
Middle Island, NY 11953
Listing by: Signature Premier Properties
100 ACRES
$219,990
1 Bed
1 Bath
775 sqft
66 Bailey Court #66,
Middle Island, NY 11953
Listing by: Charles Rutenberg Realty Inc
$349,000
3 Beds
2 Baths
1,133 sqft
137 Fieldstone Court,
Middle Island, NY 11953
Listing by: Northshore Properties Realty
1.17 ACRES
$630,000
3 Beds
1 Bath
1,250 sqft
16 Yaphank Middle Island Road,
Yaphank, NY 11980
Listing by: Hedgestone Homes LLC
OPEN SUN, 1:30-3PM
$539,000
2 Beds
2 Baths
1,716 sqft
84 Kate Circle,
Middle Island, NY 11953
Listing by: Howard Hanna Coach
OPEN SAT, 11:30-12:30PM
0.52 ACRES
$675,000
3 Beds
2.5 Baths
1,944 sqft
16 Winterberry Drive,
Middle Island, NY 11953
Listing by: Real Broker NY LLC
$349,999
2 Beds
2 Baths
947 sqft
80 Fairview Circle,
Middle Island, NY 11953
Listing by: Keller Williams Realty Elite
NEW CONSTRUCTION
0.8 ACRES
$995,000
4 Beds
2.5 Baths
2,500 sqft
58 Miller Place Middle Island Road,
Mount Sinai, NY 11766
Listing by: Serhant East End LLC
OPEN FRI, 5:30-7PM
3D VIEW
0.46 ACRES
$629,000
3 Beds
3 Baths
1,370 sqft
23 Flicker Drive,
Middle Island, NY 11953
Listing by: Coldwell Banker American Homes
$399,999
4 Beds
3 Baths
2,217 sqft
11 Turnberry Court,
Middle Island, NY 11953
Listing by: New Door Properties LLC
$200,000
1 Bed
1 Bath
836 sqft
279 Artist Lake Drive,
Middle Island, NY 11953
Listing by: RE/MAX Signature Real Estate
$529,000
3 Beds
2.5 Baths
2,500 sqft
843 Spring Lake Drive,
Middle Island, NY 11953
Listing by: Power Team Realty Corp
0.46 ACRES
$599,000
3 Beds
2 Baths
1,020 sqft
33 East Street,
Middle Island, NY 11953
Listing by: Exit Realty Island Elite
3D VIEW
$285,000
2 Beds
1.5 Baths
947 sqft
124 Fairview Circle,
Middle Island, NY 11953
Listing by: Signature Premier Properties
$249,000
2 Beds
1 Bath
930 sqft
200 Lake Pointe Circle #200,
Middle Island, NY 11953
Listing by: Douglas Elliman Real Estate
0.52 ACRES
$689,000
4 Beds
3.5 Baths
1,920 sqft
4 Redbud Court,
Middle Island, NY 11953
Listing by: Real Broker NY LLC
$339,000
2 Beds
1 Bath
901 sqft
515 Picasso Way #515,
Middle Island, NY 11953
Listing by: Sunrise Premier R E LLC
$639,000
3 Beds
2.5 Baths
2,600 sqft
6 Julia Circle #6,
Middle Island, NY 11953
Listing by: Howard Hanna Coach
$499,900
2 Beds
2 Baths
1,716 sqft
5 Robert Lane #5,
Middle Island, NY 11953
Listing by: Realty Connect USA LI Inc
$250,000
1 Bed
1 Bath
836 sqft
223 Artist Lake Drive,
Middle Island, NY 11953
Listing by: Keller Williams Points North
0.56 ACRES
$920,000
5 Beds
4.5 Baths
2,282 sqft
18 Mill Lane,
Medford, NY 11763
Listing by: Century 21 Milestone Team Rlty
$329,990
2 Beds
2 Baths
1,100 sqft
219 Artist Lake Drive,
Middle Island, NY 11953
Listing by: Coldwell Banker American Homes
$249,990
1 Bed
1 Bath
850 sqft
231 artist lake Drive,
Middle Island, NY 11953
Listing by: Coldwell Banker American Homes
5.05 ACRES
$1,199,999
VL Coram Swezeytown Road,
Middle Island, NY 11953
Listing by: Realty Connect USA L I Inc
$499,000
2 Beds
2 Baths
1,716 sqft
8 Hannah Lane,
Middle Island, NY 11953
Listing by: Signature Premier Properties

Middle Island, NY Real Estate Trends

Learn about the Middle Island, NY housing market through trends and averages.

Affordability
Home Value
What Locals Say

Affordability of Living in Middle Island, NY

The median home value is $507,232

Month	Median home value
July 2025	$490k
August 2025	$491k
September 2025	$492k
October 2025	$495k
November 2025	$497k
December 2025	$499k
January 2026	$500k
February 2026	$502k
March 2026	$504k
April 2026	$506k
May 2026	$507k
June 2026	$507k

View as a graph

Trends and affordability stats are provided by third party data sources.

Average Home Value in Middle Island, NY, by Home Size

Currently, there are 5 new listings in Middle Island, NY and 62 homes for sale.

Home Size	Home Value*
1 bedroom (10 homes)	$227,444
2 bedrooms (18 homes)	$354,637
3 bedrooms (18 homes)	$543,750
4 bedrooms (5 homes)	$634,580

*Home value over the past month

What Locals Say about Middle Island

Jorge Orellana
Resident
1y ago
"There are business owners that live here, and the beautiful homes are maintained well. The neighbors are always friendly and say hello to each other"
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Knoellel51391
Resident
5y ago
"I just like the feel of middle island and what it has to offer. It clean and most people are friendly. I have not lived here for very long but so far I am happy with the town. More stores could be added but for the most part I am happy with everything that is here. Could be cleaned up a little But"
9
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Callan D.
Resident
5y ago
"People drive very quickly down side streets but it’s overall a very safe area, it’s been a great starter home for us and our toddlers "
1
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Monahead81
Resident
6y ago
"We are going to have a community concert this summer. The civic association is really helpful and always doing events including the concert."
0
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Eugene F.
Resident
6y ago
"Middle Island is extremely diverse. This part of town is great, but there is riff raff that comes through here. Not the worst not the best, but somewhat affordable for LI."
7
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Nicholas M.
Resident
6y ago
"good area, peaceful. most people are laid back. I like this area much better vs. coram or seldon wich is not far."
2
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Nicholas M.
Resident
6y ago
"Great quiet area, plenty of spacious homes/yards. & plenty of places to go walking running & dog walking safely. "
3
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Eugene F.
Resident
6y ago
"There is a Town owned dog park in the village, but your dog must be registered with the town to use it, and it’s kinda tucked back in the woods. Lots (and I mean lots) of trails if you like to hike with your dogs."
3
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Desiree V.
Resident
6y ago
"Lots of space for your dog to run. Kids are safe in this neighborhood, it's just really expensive to live here."
2
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Darnesha H.
Resident
6y ago
"Around this time especially on weekends is very busy due to the Farm stands around. For the most part traffic isn’t bad at all."
0
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Juliet.e.morales
Resident
6y ago
"Bad area crack heads right down the block not safe to trust kids walking alone, people do not pick up after dogs and people litter everywhere "
5
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Trulia User
Resident
6y ago
"There are good schools, parks, shopping and family entertainment in this neighborhood. For adult fun, Patchogue is just 15 minutes away!"
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Katrina R.
Resident
7y ago
"The owners and dogs would love it out here. It’s has enough walking for the dogs and owners, very friendly area. "
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Rszpak104
Resident
7y ago
"It’s a good neighborhood for living and raising your family! Many shops and close to outlets and wineries! Awesome suburban life style !"
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Joanna G.
Resident
8y ago
"All near by beaches, Night life and really great resturants and bars on the patchagou strip, great activities to do with area. like miniture golf, go karts, paint ball, and much more things."
2
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Ttirello
11y ago
"It's a great quiet, peaceful community to live in..:)"
1
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Lddoc
11y ago
"Live here, never have problems except when it snows! The town contractors are poor at real snow removal, and don't pay attention to detail like mailboxes, curb lines etc. otherwise it's a great area to live in"
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Phyxer
12y ago
"living here has been great! but as I get older, I need to downsize and get away from the maintenance of a house, the area is wonderful, our woods is alive with natural deer, possum, raccoons, cats, and all sorts of other small creatures! Like having your own conservation area."
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Gene F.
12y ago
"I own a home in the 11953 area. This is a safe and clean neighborhood. The neighbors are friendly and pleasant. The Fire Department is above par. There are a few low income housing units however, for the most part, the people are nice and there isn't too much trouble. There are many shopping centers conveniently located both on Middle Country Road, and to the north in Miller Place. The LIE is nearby, Port Jefferson is about 15 to 20 minutes away, Riverhead is about 20 minutes away, as is Patchogue. There are many farm stands and landscaping shops. "
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Lddoc
12y ago
"The area is highly underrated! Too many low budget realtors forcing low prices to make fast sales(commissions are king!!!) The general area is good, few problems anywhere in the whole area and surrounding areas. Good people, no real crime, sometimes annoying motorcycle traffic because of the local road design, but all in all a great place to live!"
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Based on information submitted to the MLS GRID as of 2026-07-16 19:53:13 PDT All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Some IDX listings have been excluded from this website. Click here for more information

Middle Island, NY Real Estate & Homes For Sale

62 homes

Middle Island, NY Real Estate Trends

Affordability of Living in Middle Island, NY

Average Home Value in Middle Island, NY, by Home Size

What Locals Say about Middle Island

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