$496,385Average Value$319Average Price per Sq Ft41Homes 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
Keith Jefferson,
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 57 days on the market compared to the national average of 57 days. The median sale price for homes in Middle Island, NY over the last 12 months is $435,000, down 4% from the median home sale price over the previous 12 months.
Welcome to 15 Sophia Drive, Middle Island, NY 11953, a beautiful detached Fairfax model in the highly desirable Birchwood at Spring Lake gated golf community. This spacious 4-bedroom, 2.5-bath home offers the ideal blend of comfort, style, and resort-style living in one of Middle Island's best-known private residential communities. A new 30-year roof was installed in 2025 and includes a
step into an extremely large, centerhall, colonial with massive rooms and an addition with co's. many many updates including: custom eik with ge monogram appliances/stainless steel and granite counters with white cabs. rear of the home has large expanded den and dining room with brickwall fireplace. there is a mix of wood floors and ceramic tile along with central air and a new high efficiency
This Spacious MALIBU MODEL Townhouse located in the Well maintained gated community at Spring Lake condominium! This lovely young home offers approximately 1,870 sq ft of comfortable, two-level living with an functional floor plan. it comes with three bedrooms 2.5 bathrooms over look the Golf course, providing a scenic and serene backdrop year-round ! The interior features a bright eat-in
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,
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 20 Middle Island Rd, a fully renovated, move-in-ready home for sale in Middle Island, NY. Nestled in the heart of Long Island, this stunning property backs directly onto a protected Suffolk County nature preserve, offering unparalleled privacy and tranquil woodland views with no rear neighbors. This beautifully updated 3-bedroom, 2.5-bathroom home seamlessly blends modern upgrades with
Turn the key and start living — this updated ranch delivers space, style, and a backyard built for making memories. Featuring 3 bedrooms and 3 full baths, this move-in ready home offers the layout with modern upgrades already done. The renovated eat-in kitchen showcases quartz countertops, stainless steel appliances, and gas cooking — perfect for busy mornings and weekend gatherings alike.
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
This beautifully updated home features a thoughtfully designed main level with a luxurious eat-in kitchen, complete with white shaker cabinets, quartz countertops, stainless steel appliances, vaulted ceiling, and designer light fixtures. Enjoy elegant meals in the formal dining room and unwind in the expansive family room with a wood-burning fireplace. A bright and functional laundry room
Welcome to 15 Sophia Drive, Middle Island, NY 11953, a beautiful detached Fairfax model in the highly desirable Birchwood at Spring Lake gated golf community. This spacious 4-bedroom, 2.5-bath home offers the ideal blend of comfort, style, and resort-style living in one of Middle Island's best-known private residential communities. A new 30-year roof was installed in 2025 and includes a
Nestled on a quiet, tree-lined street, this turnkey home offers an ideal blend of modern upgrades and comfort. Featuring 4 bedrooms, 2 full bathrooms and just under 1,500 sq ft of well-maintained space, plus a finished basement with entrances from the interior or through the Bilco doors on the exterior. Situated on a generous .34-acre lot, the property boasts a spacious fully fenced-in yard and
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.
This beautifully updated 1 bedroom ground level condo offers efficient kitchen, a comfortable living room, and a cozy dining area perfect for everyday use. The community features a community pool, a dog park, a basketball court, a tennis court and a playground. Enjoy everything a club house has to offer featuring a gym, a pool table and ping pong. there is plenty of parking space available
Welcome to this beautifully maintained ranch nestled in a quiet and friendly neighborhood — offering the kind of peaceful backyard setting that's hard to find. The open layout features soaring cathedral ceilings, a wood-burning fireplace, and a bright eat-in kitchen refreshed with updated stainless steel appliances. Updated bathroom and home has been freshly painted throughout! The striking stone
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
Lovely 2 Bedroom, 2 Full Bath Unit located in a Country Club Gated Community with Patio Area. First Floor. This community includes Indoor and Outdoor Pools, Playground, Clubhouse, Gym, Tennis courts and Pickleball, Racquetball Courts, 9 Hole Golf Course.
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
1 Bedroom , 1 Bath Garden apartment located on the first floor in the Artist Lake Community. Well landscaped and maintained complex with easy Living lifestyle. Amenities include Outdoor swimming pool, Clubhouse, Tennis courts, dog park and walking path. Good Credit, Proof of income and positive rental history. Non-Smoking only
MAY-2026 FREE When You Lease 130, 462, 463* Rent Special On 1BR+Den $2650 * And Lease For 12-, 15- Or 24-Month Lease With No Increase* 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,
LEASE UNIT 309 GET MAY-2026 FREE And 12-, 15- Or 24-Month Lease With No Increase* $99 Security* *Restrictions. Property FeaturesLedgestone and Vinyl ExteriorProfessionally Landscaped Grounds And PlantingsEntry from Middle Country RoadPaver and Bluestone Walkways ThroughoutLeasing CenterResidence Features~selected apartmentsResidences: One Bedroom, One Bedroom With Den, Two Bedroom apartment
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