Middle Island, NY Real Estate & Homes For Sale

67 homes

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COMING SOON 11/14
$569,000
4 Beds
2 Baths
1,418 sqft
25 Adams Lane,
Middle Island, NY 11953
Listing by: Legacy Capital Realty LLC
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3D VIEW
$299,890
2 Beds
2 Baths
947 sqft
147 Fairview Circle,
Middle Island, NY 11953
Listing by: Signature Premier Properties
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1.03 ACRES
$499,999
3 Beds
1.5 Baths
1,056 sqft
31 Gray Avenue,
Medford, NY 11763
Listing by: BH&G R E Realty Connect
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1.11 ACRES
$675,000
4 Beds
3 Baths
2,080 sqft
26 Cedar Lane,
Middle Island, NY 11953
Listing by: BH&G R E Realty Connect
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$210,000
1 Bed
1 Bath
700 sqft
140 Bailey Court #140,
Middle Island, NY 11953
Listing by: Coldwell Banker American Homes
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1.28 ACRES
$849,950
5 Beds
3.5 Baths
3,955 sqft
1 Lake Drive,
Middle Island, NY 11953
Listing by: Signature Premier Properties
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OPEN SUN, 10-2PM
0.46 ACRES
$620,000
5 Beds
3 Baths
2,309 sqft
3 Fairway Drive,
Middle Island, NY 11953
Listing by: Coldwell Banker M&D Good Life
$274,000
2 Beds
1 Bath
996 sqft
283 Lake Pointe Drive #283,
Middle Island, NY 11953
Listing by: BH&G R E Realty Connect
0.49 ACRES
$629,900
3 Beds
1.5 Baths
1,865 sqft
10 Artist Lake Boulevard,
Middle Island, NY 11953
Listing by: H & G Realty New York
$266,990
2 Beds
1 Bath
1,000 sqft
186 Lake Point Circle cir #186,
Middle Island, NY 11953
Listing by: Kelly Real Estate Inc
$749,000
3 Beds
3.5 Baths
2,396 sqft
66 Kate Circle,
Middle Island, NY 11953
Listing by: HomeCoin.com
3D VIEW
$219,000
1 Bed
1 Bath
750 sqft
63 Bailey Court #63,
Middle Island, NY 11953
Listing by: Douglas Elliman Real Estate
0.53 ACRES
$679,000
3 Beds
2.5 Baths
1,728 sqft
7 Redbud,
Middle Island, NY 11953
Listing by: Real Broker NY LLC
$419,990
3 Beds
1.5 Baths
1,156 sqft
194 Haddon Hollow Court,
Middle Island, NY 11953
Listing by: Douglas Elliman Real Estate
$205,000
1 Bed
1 Bath
700 sqft
106 Bailey Court #106,
Middle Island, NY 11953
Listing by: Meridian Commercial Mgmt Inc
$549,000
3 Beds
2 Baths
1,581 sqft
23 Saddlebrook Court,
Middle Island, NY 11953
Listing by: Howard Hanna Coach
$688,000
2 Beds
2 Baths
1,421 sqft
29 Madison Circle,
Middle Island, NY 11953
Listing by: BH&G R E Realty Connect
$194,900
1 Bed
1.5 Baths
775 sqft
62 Baily Court #62,
Middle Island, NY 11953
Listing by: First Liberty Real Estate
3D VIEW
0.92 ACRES
$499,000
4 Beds
3 Baths
1,248 sqft
95 W Bartlett Road,
Middle Island, NY 11953
Listing by: OverSouth LLC
$314,990
2 Beds
1.5 Baths
947 sqft
173 Fairview Circle,
Middle Island, NY 11953
Listing by: BH&G R E Realty Connect
1.52 ACRES
$620,000
4 Beds
2.5 Baths
3,926 sqft
24 Half Mile Road,
Middle Island, NY 11953
Listing by: RELI
$569,999
3 Beds
2.5 Baths
2,322 sqft
33 Perri Circle,
Middle Island, NY 11953
Listing by: RE/MAX Signature Real Estate
3D VIEW
$424,997
2 Beds
1.5 Baths
1,133 sqft
133 Fieldstone Court,
Middle Island, NY 11953
Listing by: BERKSHIRE HATHAWAY
$314,999
2 Beds
2 Baths
920 sqft
80 Fairview Circle,
Middle Island, NY 11953
Listing by: Keller Williams Realty Elite
$235,000
1 Bed
1 Bath
830 sqft
43 Artist Lake Drive,
Middle Island, NY 11953
Listing by: Here 2 Serve Realty Inc
0.92 ACRES
$725,000
3 Beds
2 Baths
1,230 sqft
5 Heather Court,
Middle Island, NY 11953
Listing by: Signature Premier Properties
3D VIEW
$495,000
2 Beds
2 Baths
1,444 sqft
14 Sophia Drive,
Middle Island, NY 11953
Listing by: Signature Premier Properties
$314,990
2 Beds
1.5 Baths
947 sqft
161 Fairview Circle,
Middle Island, NY 11953
Listing by: Century 21 KR Realty
$545,000
2 Beds
2 Baths
1,504 sqft
63 Madison Circle,
Middle Island, NY 11953
Listing by: Signature Premier Properties
$274,000
2 Beds
1 Bath
900 sqft
94 Gauguin Court #94,
Middle Island, NY 11953
Listing by: Douglas Elliman Real Estate
FORECLOSURE
BANK OWNED
2.94 ACRES
$595,000
3 Beds
2 Baths
2,426 sqft
56 E Bartlett Road,
Middle Island, NY 11953
Listing by: Island Advantage Realty LLC
$455,000
2 Beds
2 Baths
1,440 sqft
735 Spring Lake Drive,
Middle Island, NY 11953
Listing by: Aliano Real Estate
$429,000
2 Beds
2 Baths
1,440 sqft
11 Eric Drive,
Middle Island, NY 11953
Listing by: Keller Williams Legendary
FORECLOSURE
BANK OWNED
$419,900
2 Beds
2 Baths
1,436 sqft
65 Eric Drive,
Middle Island, NY 11953
Listing by: Century 21 Icon
$339,900
2 Beds
1.5 Baths
947 sqft
196 Fairview Circle,
Middle Island, NY 11953
Listing by: Howard Hanna Coach
$519,000
2 Beds
2 Baths
1,873 sqft
1 Jennifer Lane,
Middle Island, NY 11953
Listing by: BH&G R E Realty Connect
$699,999
3 Beds
3.5 Baths
2,396 sqft
20 Kate Circle,
Middle Island, NY 11953
Listing by: Aliano Real Estate
$535,000
2 Beds
2 Baths
1,504 sqft
41 Madison Circle,
Middle Island, NY 11953
Listing by: Compass Greater NY LLC
$399,900
2 Beds
2 Baths
1,436 sqft
764 Birchwood Park Drive,
Middle Island, NY 11953
Listing by: Howard Hanna Coach
$500,000
2 Beds
1.5 Baths
792 sqft
33 Pine Cone Street,
Middle Island, NY 11953
Listing by: BH&G R E Realty Connect

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 $508,495

Month	Median home value
October 2025	$490k
November 2025	$492k
December 2025	$494k
January 2026	$495k
February 2026	$497k
March 2026	$499k
April 2026	$501k
May 2026	$502k
June 2026	$502k
July 2026	$504k
August 2026	$506k
September 2026	$508k

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 3 new listings in Middle Island, NY and 67 homes for sale.

Home Size	Home Value*
1 bedroom (8 homes)	$228,967
2 bedrooms (27 homes)	$355,694
3 bedrooms (21 homes)	$547,296
4 bedrooms (5 homes)	$636,097

*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
6y 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
6y 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."
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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."
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Juliet.e.morales
Resident
7y 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
7y 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
8y 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
12y 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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Browse Middle Island, NY homes by type

Based on information submitted to the MLS GRID as of 2026-11-08 18:53:38 PST 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

67 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

Browse Middle Island, NY homes by type

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