$502,633Average Value$321Average Price per Sq Ft48Homes For Sale
A commutable hamlet with great parks
Long Island is often discussed in terms of north shore versus south shore, but its more landlocked neighborhoods can also be great places to live. Located about halfway between the island’s eastern and westernmost boundaries and halfway between the Long Island Sound and the Atlantic Ocean, Middle Island is a prime example of this. “There are a lot of advantages to living in the center of the island,” says Todd Yovino, a licensed real estate broker and owner at Island Advantage Realty with over 30 years of experience. “For one thing, if you have quick access to major corridors, you can reduce your daily commute by about 15 minutes each leg. Add that up and see how much extra time you have on your schedule each month to do what you want.” Middle Island also has its own charm and provides everything locals need for day-to-day life. “It’s a quaint little place,” says Jacqulene Mitrani, an associate real estate broker at Daniel Gale Sotheby’s International Realty who has sold homes here for four years and lives in the neighboring town of Yaphank. “There’s a lot of stuff to do — there’s a lot of great places to eat, there’s a lot of great trails.”
This father and son love spending time together at Pine Lake in Middle Island.
Middle Island residents can easily commute via nearby i-495.
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Single-family houses starting at $400,000
Although many of Middle Island’s residential streets lack sidewalks, they tend to be quiet and shaded by trees, making daily walks and bike rides safe and enjoyable. In parts of the community, colonials, Cape Cods, ranch-style and hi-ranch homes are set back from the streets by large front yards, trees or both. It’s easy to find properties with half an acre or more of land. Home prices are typically between $400,000 and $650,000, though a handful of renovated properties on larger lots can climb over $800,000. Condos, co-ops and townhouses typically start at $200,000 and climb to around $600,000 for a renovated three-bedroom in a gated community.
Come to Middle Island to find affordable ranch style homes.
Two grand colonial homes sitting on spacious lots In Middle Island.
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Career and college readiness at Longwood High School
The Longwood Central School District gets a B-plus from Niche. Children can attend West Middle Island Elementary School, which has a B, before moving to Longwood Middle School, which has a B-plus, for fifth and sixth grades. Kids then move on to Longwood Junior High School, which has an A-minus, for seventh and eighth grades and finish their studies at Longwood High School, which has a B-plus. The high school offers both career and technical education courses, which provide hands-on learning experience on business and technology topics, and a career and college pathways program that partners with local colleges and universities to allow students to take dual credit courses.
Longwood Senior High School is home to the Longwood Lions in Middle Island.
Longwood Middle School is located off of Yaphank Middle Island Rd.
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Hiking under rare white pines
The Prosser Pines Nature Preserve is home to the only white pine tree forest on Long Island and the oldest concentration of white pines on the East Coast, making it truly unique. The trees, which aren’t native to New York, were brought from Quebec to Brookhaven in the 1800s. These days, locals love hiking under the preserve’s majestic pines. “I bring my kids to Prosser Pines,” Mitrani says. “It’s got these cool things inside the woods that almost look like little huts that the kids crawl into, and it’s an easy 0.7-mile loop. So it’s an awesome place to hang out and take a nice little stroll. It’s kid and pet-friendly.” Next door to the preserve and also shaded by the iconic trees, Cathedral Pines County Park is popular for hiking, mountain biking and camping.
Locals often take their dogs to Middle Island Dog Park, though they need to swipe a “Pooch Pass” from Brookhaven certifying that their dogs are vaccinated and spayed or neutered to get in, or play golf at Spring Lake Golf Club or Middle Island Country Club. Both organizations allow nonmembers to reserve times on certain courses. Just outside Middle Island, Rocky Point State Pine Barrens Preserve offers 3,800 acres where visitors can hike, bike, horseback ride and hunt.
The L.I. Mountain Biking Fest in Cathedral Pines in Middle Island has a stunt course.
A nice place to take a stroll is Prosser Pines with its tall trees and well maintained trails.
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Bagels and Italian food off Middle Country Road
Middle Island doesn’t have the density of restaurants that some neighborhoods boast, but it still has a solid collection of local dining spots. “There’s a lot of different eateries — you have your little hidden gems,” Mitrani says. Locals often start their days at Bagels 101 or drop by Mac’s Countryside Deli & Catering for a sandwich, and they’ve headed to Lombardi’s for Italian classics since 1977. Walmart and King Kullen provide groceries close to home and the dog-friendly All Island Pet Supplies is the favorite shopping spot for furry members of the family.
Middle Island
Bagels 101 in Middle Island does a good job with this Long Island staple.
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Nearby Long Island Rail Road stations
Middle Country Road, also known as State Route 25, runs right through the hamlet's heart and serves as its main thoroughfare. An onramp to Interstate 495 is about 5 miles to the south and reaching beaches on either shore takes 20 minutes. Those who commute to the city can drive to a Long Island Rail Road station in Yaphank, Medford or Ronkonkoma. Some stations run fewer trains during the day, even during rush hour, so it’s wise to study the schedules carefully. From the Ronkonkoma depot, which is 13 miles from Middle Island, the train reaches Midtown in under 90 minutes during peak travel times.
Annual carnival rides and fireworks
For over 70 years, Middle Island has held an annual Fireman’s Carnival & Parade in July. The event, which spans an entire weekend, features a parade, carnival rides and games, food and a night with fireworks.
Written By
Hannah Rainey
Photography Contributed By
Anthony Costa
Video By
Houston Knight
Interested in learning more about homes in this area?
Reach out to
Manuel Sanchez Rodriguez,
an experienced agent in this area.
GreatSchools:
The GreatSchools Rating helps parents compare schools within a state based on a variety of school quality indicators and provides a helpful picture of how effectively each school serves all of its students. Ratings are on a scale of 1 (below average) to 10 (above average) and can include test scores, college readiness, academic progress, advanced courses, equity, discipline and attendance data. We also advise parents to visit schools, consider other information on school performance and programs, and consider family needs as part of the school selection process.
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On average, homes in Middle Island, NY sell after 51 days on the market compared to the national average of 56 days. The median sale price for homes in Middle Island, NY over the last 12 months is $435,000, down 1% from the median home sale price over the previous 12 months.
Welcome to a rare lakefront opportunity set on 1.28 acres along the shores of Artist Lake in Middle Island—uniquely positioned on a peninsula with water views throughout the home. Offering nearly 4,000 square feet, this 5-bedroom, 3.5-bath colonial provides a combination of space, setting, and potential that’s hard to find on Long Island. The home is filled with natural light and scenic views,
Beautifully renovated and thoughtfully updated, this home offers a clean modern feel with comfortable everyday living space throughout. The bright new kitchen features quartz countertops, stainless steel appliances, white cabinetry, subway tile backsplash, updated LED lighting, and a functional layout ideal for both daily use and entertaining. The updated bathroom has a fresh contemporary design
Enjoy Country Club Living! Welcome to Birchwood at Spring Lake, a premier, gated golf community offering resort-style living in the heart of Middle Island. This beautifully updated and spacious 2-bedroom, 2-bathroom townhouse has a private location with a view of the wooded preserve. It features an extended loft, a main-floor primary bedroom, and a second-level office/bedroom. Step inside to find
Welcome to 16 Winterberry Drive in Middle Island, located in the desirable Preserve of Middle Island! Built in 2000, this beautifully maintained Colonial sits on a landscaped half-acre lot in a quiet neighborhood and features a spacious driveway, deck, patio, and storage shed. Step inside to an open and inviting floor plan featuring a formal dining room, a cozy living room with a fireplace, a
Welcome to a rare lakefront opportunity set on 1.28 acres along the shores of Artist Lake in Middle Island—uniquely positioned on a peninsula with water views throughout the home. Offering nearly 4,000 square feet, this 5-bedroom, 3.5-bath colonial provides a combination of space, setting, and potential that’s hard to find on Long Island. The home is filled with natural light and scenic views,
Welcome to this spacious contemporary home situated on a shy 1-acre corner lot in the desirable High School Woods section of Middle Island! Built in 2002 and offering approximately 2,896 sq ft of living space, this beautifully maintained residence features 5 bedrooms and 4 full bathrooms, including two oversized primary suites. Designed for both comfortable living and entertaining, the main level
Welcome to Lake Pointe at Artist Lake! This well-maintained 2-bedroom, 1-bath ranch style co-op offers easy one-level living, gas heat, central air, an in-unit washer and dryer, attic storage, and a private deck—perfect for relaxing or entertaining. Enjoy community amenities including a pool, clubhouse, tennis courts, playground, and access to Artist Lake for kayaking or canoeing. Assigned
Welcome to this beautifully maintained 3-bedroom, 2-bath home, built in 2017 and thoughtfully designed for today’s lifestyle. Featuring an inviting open-concept floor plan, soaring 9-foot ceilings, central air conditioning, beautifully updated floors, and updated bathrooms. This home offers the perfect blend of style and comfort.The spacious primary suite is a private retreat, complete with a
Beautifully renovated and thoughtfully updated, this home offers a clean modern feel with comfortable everyday living space throughout. The bright new kitchen features quartz countertops, stainless steel appliances, white cabinetry, subway tile backsplash, updated LED lighting, and a functional layout ideal for both daily use and entertaining. The updated bathroom has a fresh contemporary design
Move right into this beautifully maintained townhouse in the Coventry Manor community of Middle Island. Offering the perfect blend of comfort and style, this spacious home features an open and inviting floor plan with soaring cathedral ceilings that fill the living room with natural light. The dining area flows seamlessly into the kitchen, which features granite countertops, creating an ideal
This newly three-bedroom Ranch fully renovated on a corner lot property fully fenced. Driveway re-done all cement. All wood flooring throughout the house, Waser/Dryer hook up. New electrical system. Great starter home or looking to downsize. Low taxes close to all shopping and hospitals nearby. Don't let this opportunity pass you by.
Welcome to this beautifully updated end-unit condominium in Coventry manor! Offering 3 spacious bedrooms and 1.5 baths, this home combines comfort, style and convenience. The eat-in kitchen features elegant quartz countertops and brand-new appliances, perfect for everyday living and entertaining. Enjoy the warmth and ambiance of hi-hats throughout, along with a stunning custom backlit shelving
This high visibility location features a converted residence currently being used as office space for a church. Zoned A Residential, this acre plus parcel could potentially be rezoned to J commercial.
Desirable Malibu model in the highly sought-after, guard-gated Birchwood at Spring Lake community. This sun-filled 3-bedroom, 2.5-bath condo offers soaring ceilings, elegant moldings, and an open floor plan designed for easy living and entertaining. The main level features an eat-in kitchen, a spacious family room with sliders to a private patio, and an open living and dining area ideal for
Enjoy Country Club Living! Welcome to Birchwood at Spring Lake, a premier, gated golf community offering resort-style living in the heart of Middle Island. This beautifully updated and spacious 2-bedroom, 2-bathroom townhouse has a private location with a view of the wooded preserve. It features an extended loft, a main-floor primary bedroom, and a second-level office/bedroom. Step inside to find
Welcome to Artist Lake, where comfort, convenience, and community come together. This bright and inviting upper-level one-bedroom apartment offers an open-concept living and dining area filled with natural sunlight, a functional galley kitchen with gas cooking, a spacious bedroom, and a full bath. Enjoy your morning coffee or unwind in the evening on the deck overlooking maintained common grounds
Welcome to The Villas at Oak Run, the newest luxury rental community from The Crest Group.Discover the perfect balance of comfort, style, and convenience in our thoughtfully designed 2-bedroom, 2-bathroom homes. Each residence features a modern stainless steel kitchen package—including a side-by-side refrigerator with water and ice, dishwasher, range oven, and over-the-range microwave
Suffolk County's premiere, 55 and up rental community has been carefully designed to fit your active lifestyle. Nestled among beautiful trees, Pinewood Estates provides the amenities and conveniences you want. Pinewood Estates apartment homes are beautifully appointed, with spacious floor plans and special features which rival those of many private luxury residences. At Pinewood Estates, the
Receive $1000 Off One-Time With Move-In By 7/31/26* And Choose A 12-Month Lease OR Inflation Buster Special Move In By 8/15/26 18-Month With No Increase* $99 Security* *Restrictions Apply. Property FeaturesLedgestone and Vinyl ExteriorProfessionally Landscaped Grounds And PlantingsEntry from Middle Country RoadPaver and Bluestone Walkways ThroughoutLeasing CenterResidence Features~selected
Rent Special 1BR+Den $2650* AUGUST 2026 FREE ON SELECTED STYLES!* Move-In By 9/15/26 For 18-Month Lease With No Increase Special* $99 Security* *Restrictions. Modern and spacious apartments with granite kitchen countertops and bath vanity top, stainless steel appliances and Tuscany kitchen cabinetry with brushed nickel hardware. Some with vinyl plank, granite, ceramic tile flooring*.
Charming Rental in Middle Island, NY – Available Now!Discover comfortable living in this well-located Middle Island home. Enjoy easy access to local restaurants, department stores, and the nearby outdoor beauty of Cathedral Pines County Park.Property Features:· Spacious layout with central heating and air conditioning· Ceiling fans for added comfort· Convenient
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