$501,857Average Value$318Average Price per Sq Ft43Homes 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
John Tiburzi,
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 54 days on the market compared to the national average of 58 days. The median sale price for homes in Middle Island, NY over the last 12 months is $430,000, down 4% from the median home sale price over the previous 12 months.
Welcome to 86 Bailey, a beautifully maintained and move-in ready home nestled in the quiet, sought-after Hidden Meadows Co-Op in Middle Island. Perfectly positioned for both privacy and convenience, this inviting unit offers a designated parking spot directly in front of your door, along with ample guest parking for visitors. Step inside to discover a spacious and sun-filled one-bedroom,
This spacious 4-bedroom, 2.5-bath Colonial sits on a beautiful .43-acre lot backing a peaceful preserve, offering privacy and tranquility. Built in 1972, this home features quartz countertops, tile backsplash, stainless steel appliances, and a center island—perfect for everyday living and entertaining.Enjoy a warm and inviting den with a wood-burning fireplace and crown molding, along with
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 this beautifully maintained 4-bedroom, 3.5-bath Center Hall Colonial, perfectly situated on a quiet cul-de-sac in one of Middle Island's newer communities, built in 2000. Set on a level, fenced .52-acre lot backing to green space, the backyard is designed for entertaining with an above-ground pool featuring a newer liner and filter, spacious deck, patio, and storage shed. Inside,
Spacious 1 Bedroom upper end unit featuring a new kitchen with window, oversized living room and dining area with wood floors. Generously sized primary bedroom with a large walk-in closet. This light and bright end unit offers added privacy and natural light along with newer appliances, new carpeting and wood floors. Beautiful deck for grilling or just sitting and relaxing. Conveniently located
Welcome home to this beautiful, move-in ready, completely renovated in 2023, Springfield model located in this 24/7 gated community with fantastic amenities. Beautifully landscaped with new front pavers leading to the front door. Walk inside to an open concept area with vaulted ceilings and recessed lighting. Kitchen offers stainless steel appliances, tile backsplash, soft close cabinets, gas
Welcome home to a beautifully renovated property that blends modern style with everyday comfort. The all-new kitchen is bright and inviting, featuring quartz countertops, stainless steel appliances, crisp white cabinetry, subway tile backsplash, updated LED lighting, and a clean layout designed for daily living and entertaining. The renovated bathroom offers a fresh, modern feel with a double
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 beautiful home in a sought-after gated community. Designed for comfortable living and entertaining, this spacious residence features central air conditioning, central vacuum, a formal living room, formal dining room, and an eat-in kitchen with a breakfast bar. The main level offers a convenient laundry area and a large den with a warm fireplace. Enjoy breathtaking golf course
Welcome to Artist Lake! This beautifully renovated second-floor, 1-bedroom, 1-bath condominium offers turnkey living in one of Middle Island's most attractive communities. Completely updated in 2024, this stylish home features an open and modern design with luxury vinyl plank flooring, recessed lighting, fresh paint throughout, and a brand-new HVAC system for year-round comfort. The stunning
Welcome to 97 Artist Lake Drive, a beautifully updated first-floor condominium located in the desirable Artist Lake community. This spacious 1-bedroom, 1-bath unit features an open and inviting layout with abundant natural light, updated flooring, recessed lighting, and a renovated kitchen complete with modern cabinetry, stone countertops, and stainless steel appliances. The generously sized
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
Rent Special On 1BR+Den $2650 * And Move-In By 7/15/26 Lease For 12- Or 24-Month Lease With No Increase* $99 Security* *Restrictions Apply. 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*. Central-air,
GET BALANCE OF JUNE-2026 FREE with Move In By 6/30/26* And All GET Inflation Buster Special of 12 Or 24-Month Lease With No Increase With Move In By 7/15/26* $99 Security* *Restrictions Apply.Property FeaturesLedgestone and Vinyl ExteriorProfessionally Landscaped Grounds And PlantingsEntry from Middle Country RoadPaver and Bluestone Walkways ThroughoutLeasing CenterResidence Features~selected
Beautiful 2 Bedrooms 1.5 Bath Apartment located at very convenient condo complex , Hardwood Floor, large windows, 2nd Floor , Balcony , washer and dryer in unit!
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