$500,493Average Value$318Average Price per Sq Ft35Homes 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 Trotta,
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 52 days on the market compared to the national average of 53 days. The median sale price for homes in Middle Island, NY over the last 12 months is $437,500, down 3% from the median home sale price over the previous 12 months.
Welcome to 37 Lakeview Drive! This brand-new 2025 Colonial has been crafted with modern luxury and timeless design. The door opens to a grand foyer with an open-concept and a ton of natural sun light. The built-in electric fireplace, recessed lighting, and seamless flow set the tone for both intimate evenings and vibrant gatherings. At the heart of the home, the chef’s kitchen shines with an
Welcome to this Meticulously Maintained 2018 Colonial Featuring Three Bedrooms and Two and a Half Bathrooms. The Home boasts a Charming Front Porch and is Located on a Tranquil Dead-End Street within the Longwood Central School District.As you enter, Natural Sunlight Creates a Warm and Welcoming Atmosphere that Extends Throughout the Home. The combination of Hardwood and Laminate Flooring,
Experience luxury and convenience in this stunningly renovated 1 bedroom, 1 bathroom garden style apartment located in the desirable Artist Lake community of Middle Island. This first floor unit features a designer kitchen; a true centerpiece with custom white shaker cabinets, elegant quart countertops and a chic tiled backsplash. Fully equipped with premium stainless steel appliances and a gas
Experience rare lakefront living on Long Island! Set along the shores of Artist Lake in Middle Island, this spacious home offers over 2,000 sq. ft. of light-filled living space and a layout designed for comfort, flexibility, and breathtaking views. The open-concept kitchen and dining area are the heart of the home, featuring white cabinetry, warm wood floors, rich countertops, and panoramic lake
Welcome to Birchwood at Spring Lake! This non-age restricted gated community boasts a host of amenities including both indoor and outdoor pools, playground, tennis, Pickleball, clubhouse, gym and 9 hole golf course - Enjoy a true country club lifestyle every day. This two bedroom, two full bath Galaxy model has an open floor plan, and is perfect to personalize your way. Snow removal, landscaping
Welcome to 37 Lakeview Drive! This brand-new 2025 Colonial has been crafted with modern luxury and timeless design. The door opens to a grand foyer with an open-concept and a ton of natural sun light. The built-in electric fireplace, recessed lighting, and seamless flow set the tone for both intimate evenings and vibrant gatherings. At the heart of the home, the chef’s kitchen shines with an
Calling all Car/Sports/Hobby or Toy Enthusiasts- This home features a Custom Built Detached 3-car garage! New Construction to be built upon 1 acre of land on a quiet dead-end street. Perfect for Generational Living with a total of 6 Generously Sized Bedrooms and 3 Full Bathrooms. There is still time to customize and choose finishes. Amazing Opportunity!
Welcome to this Meticulously Maintained 2018 Colonial Featuring Three Bedrooms and Two and a Half Bathrooms. The Home boasts a Charming Front Porch and is Located on a Tranquil Dead-End Street within the Longwood Central School District.As you enter, Natural Sunlight Creates a Warm and Welcoming Atmosphere that Extends Throughout the Home. The combination of Hardwood and Laminate Flooring,
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.
Enjoy Country Club Living! Corner Lot! Perfectly Maintained 2 Bedroom 2 Bath Devon 2 Model with Updates That Include: Tile Entry, Newer Flooring, Newer Dishwasher, Updated Baths And Hi Hat Lighting!Amenities Include: Private 9 Hole Golf Course, 2 Clubhouses, 4 Pools, Tennis, Pickleball, Racquetball, 2 Gyms, and Many Social Activities All In A 24 Hr Gated Community!
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
Investor Special with Approved Plans & Permits – Ready to Go! Opportunity awaits at 35 Adams Lane, Middle Island. This 4-bedroom, 1-bath cape is being sold with fully approved architectural plans and active permits to convert the home into a 4-bedroom, 2-bath layout, offering immediate upside for investors or end users looking to add value. All approvals have already been obtained from the Town,
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
1.46 Acres, with Suffolk County Board Health & Town of Brookhaven Planning Board approval.!!, Additional information: from corner: 461Ft. east of the intersection Wadding River Hollow Rd. and Middle Country Rd. property is located on the south Side
Welcome to 241 Fairview Circle Unit #241 in Middle Island. This spacious second-floor condo is the largest model in the Fairview at Artist Lake community, featuring 2 bedrooms, 2 full baths, a beautifully updated kitchen with quartz countertops and new appliances, plus a washer and dryer. Enjoy serene pond views right from your unit. Community amenities include a clubhouse and pool. Conveniently
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
Welcome home to this bright and inviting one-bedroom rental located in the desirable Hidden Meadows community of Middle Island. This well-maintained upper unit features beautiful vinyl flooring throughout and an abundance of natural light. The spacious living area flows seamlessly from the living room/dining into the kitchen, which offers a convenient cut-out overlooking the living room—perfect
SELECT UNITS GET Free Rent For February-2026 With Move-In By 2/15/26 And 12-, 15-, 18- Or 24-Month Lease With No Increase* Rent Special 2BR and Select 2BR+Den $2650* $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
Welcome to Hidden Meadows in Middle Island! This beautifully maintained lower-level rental offers comfort, style, and convenience. The apartment has been recently painted and features new carpeting throughout. The updated kitchen showcases stainless steel appliances, rich dark cabinetry, and elegant stone countertops. Large, spacious rooms and abundant natural light create an open, inviting feel.
Free Rent For February-2026 With Move-In By 2/15/26 And 12-, 15-, 18- Or 24-Month Lease With No Increase* PLUS APT #301 Gets $100 OFF Monthly* $99 Security* *Restrictions Apply. Property FeaturesOutstanding Exterior RenovationsProfessionally Landscaped Grounds And PlantingsEntry from Middle Country RoadPaver and Bluestone Walkways ThroughoutLeasing CenterResidence
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