Middle Island Homes for Sale

Welcome to Middle Island, New York—a hidden gem nestled in the heart of Suffolk County. Known for its serene landscapes and a strong sense of community, Middle Island offers a perfect blend of suburban tranquility and convenient access to urban amenities. With its tree-lined streets and charming residential neighborhoods, this quaint town is ideal for families, retirees, and anyone looking for a peaceful retreat from the hustle and bustle of city life.

Middle Island boasts a rich history, with its origins dating back to the 17th century. Today, it is home to a variety of recreational opportunities, including parks, nature trails, and nearby beaches, making it a haven for outdoor enthusiasts. The town’s commitment to preserving its natural beauty is evident in the abundance of green spaces, providing residents with ample opportunities for hiking, biking, and enjoying the great outdoors.

When it comes to real estate, Middle Island has a diverse selection of homes for sale that cater to various lifestyles and budgets. From charming single-family homes with spacious yards to modern townhouses, there’s something for everyone in this welcoming community. Many properties feature updated amenities and are situated within proximity to local schools, shopping centers, and dining options, ensuring that convenience is never far away.

If you’re looking to invest in a home that offers both comfort and community, Middle Island is the perfect choice. Explore the available listings today and take the first step towards making this enchanting town your new home!

Newest Middle Island Homes for Sale

$1,235,000

3 Beds ⋅ 2 Baths ⋅ 1030942 MLS

Welcome to 42 E Bartlett Road, a rare real estate opportunity in Middle Island, NY, combining two side-by-side parcels for a total of 11.20 acres of flat, tree-lined land. This unique package includes a 1.38-acre residential lot with the main home, connected to an expansive, private 9.82-acre lot. Surrounded by mature trees, the property offers excellent privacy and a spacious, park-like setting, giving you a quiet country feel while keeping you close to everyday amenities. The home is a classic, single-story ranch with 3 bedrooms and 2 full bathrooms, including a primary bedroom with an ensuite bath, all designed entirely on one level for easy daily living. Featuring two cozy fireplaces and an open layout, the house serves as a great blank canvas for your own updates, renovations, or future additions, and already boasts major recent upgrades including a new roof, new windows, a new oil burner, and a new septic system installed within the last two years. Properties with this much acreage are hard to find, and the large, level ground offers many possibilities, whether you want to set up agricultural or equestrian spaces, build a larger private compound, or look into future land subdivision. Located in the Longwood Central School District, this property provides a great balance of peace and convenience, with easy access to local parks, shopping, dining, and major roads.

42 E Bartlett Road, Middle Island

$549,999

5 Beds ⋅ 4 Baths ⋅ 1032130 MLS

Set on a sprawling 1-acre lot in a quiet, peaceful location, this spacious 5-bedroom, 3.5-bathroom home offers the space and flexibility today's buyers are looking for. Zoned for horses, the property provides wide-open outdoor space that's increasingly hard to find so close to everyday conveniences perfect for equestrian buyers or anyone who wants room to breathe, garden, or simply enjoy the privacy of a full acre. The floor plan offers excellent flexibility for multi-generational living, with a layout well-suited to a mother-daughter setup with two electric meters. Five generously sized bedrooms provide comfortable space for a large household or guests. Quiet and private, yet still convenient to local roads, schools, and amenities this is a rare combination of acreage, flexibility, and location.

8 Swezey Lane, Middle Island

$679,000

4 Beds ⋅ 3 Baths ⋅ 1031128 MLS

Set on approximately .43 acre with a private wooded backdrop adjoining DEC land, this spacious four-bedroom Colonial offers a flexible layout, generous room sizes and numerous updates. The home features an updated eat-in kitchen with propane cooking and newer appliances, hardwood and tile flooring, and two exceptionally large bedroom options. Additional highlights include a full unfinished basement with laundry, utility sink and pellet stove, a two-car attached garage, a spacious driveway and patio, pull-down attic, 200 amp electric and wall AC units. Recent improvements include the roof, siding, windows, garage doors. Enjoy a peaceful setting with ample outdoor space and a shed for additional storage.

10 Turnpike Boulevard, Middle Island

$599,990

3 Beds ⋅ 2 Baths ⋅ 1030369 MLS

Welcome to a rare opportunity to own a sprawling ranch, that has 3 bedrooms and 2 full baths with garage and basement on an acre. It is the only one on long island of its kind, that is financeable under 600k. Located in middle island horse country location, backing a huge preserve with deer trails coming off the lot. Supreme privacy, on a culdesac street. Originally a cottage, that was expanded by the owner, who has maintained this home for the past 45 years. All additions are legal with CO's and owner has all paperwork if needed. Starting from the outside you will find a bold deep blue siding with perfection shingles in the front. The roof is an arch shingle that is fairly new along with all newer windows and doors. Large rocking chair porch allows you to enjoy the breeze you will get from living in horse country. Below the additions you will find a covered patio area that is currently used for storage but can also have many diversified uses. There are two long driveways that can be helpful for camper and boat storage. Interior has an entry parlor, with a classic feel to it. The kitchen has solid wood cabinets and then all upgraded appliances/island/and bullnosed granite throughout. the living room has a propane gas fireplace as well. The bedrooms are the new age split plan so the primary and its own bath separate from secondary bedrooms and their own bath. Flooring is either laminate or engineered wood with tile in baths. there is a large basement with both interior and exterior access and is walk in through the front. hw heater and furnace have recently been replaced along with a 200 amp service. All in all this is a very well cared for home with all reasonable rooms sizes.

5 Cedar Grove Terrace, Middle Island

$649,990

3 Beds ⋅ 3 Baths ⋅ 1030258 MLS

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 large walk-in closet and a beautifully appointed bath. The full basement provides exceptional additional living space and offers excellent extended potential with the proper permits. Step outside to your own backyard oasis! Enjoy summers by the freeform inground swimming pool, entertain guests in the pool house, or relax under the gazebo overlooking the expansive paver patio. The fully fenced, professionally landscaped yard offers privacy and plenty of room for outdoor gatherings. Situated on a quiet dead-end street, this move-in-ready home combines modern construction, exceptional outdoor living, and endless possibilities. Conveniently located near local amenities, this is a rare opportunity you won’t want to miss!

22 Deer Avenue, Middle Island

$630,000

3 Beds ⋅ 1 Baths ⋅ 1021479 MLS

Welcome to this meticulously maintained property offering exceptional indoor and outdoor living on a private, fully fenced lot with mature landscaping. The property features an in-ground sprinkler system, an 875 sf (25 x 35) block garage with 100 amp service and water, double-gate vehicle access 5 parking spot drive way, a carport, fenced dog run, outdoor shower, stainless steel railings, numerous outdoor electrical outlets, and water service in the backyard. Outdoor amenities include a greenhouse with water, heat and automatic ventilation, a large fire pit with seating, horseshoe pit, roll-out sun canopy over the garage door, and multiple outbuildings with electric, including a charming cabin offering flexible recreational or hobby space. A natural gas barbecue connection (no propane tank required) provides added convenience for outdoor entertaining, and a dedicated 30-amp RV hookup adds versatility. The hot tub is being conveyed in as-is condition. Inside, the home offers vinyl wood flooring in the living room, kitchen and mudroom, fresh paint throughout most rooms, updated quartz countertops with a stainless steel D-shaped sink, newer washer and dryer, newer stove and microwave, hardwood interior doors and moldings, in-wall air conditioning units, and a whole-house water filtration system. Additional highlights include a new oil tank, sink in the garage, 100-amp electric service and water in the garage, approximately half of the garage finished for flexible use, and updated window coverings in most rooms. Additional personal property, including professional landscaping equipment, may be available separately or as part of the transaction, subject to mutual agreement. Conveniently located near shopping and major transportation, including the Long Island Expressway.

16 Yaphank Middle Island Road, Middle Island

$539,000

2 Beds ⋅ 2 Baths ⋅ 1021466 MLS

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 an open and airy layout with luxury vinyl flooring throughout the main level and hi-hat lighting throughout the entire home. The modern kitchen features granite countertops, stainless-steel appliances, and a new sliding door with built-in blinds. The first level full bathroom was custom-designed and fully renovated along with an updated 2nd-floor bathroom. Enjoy the convenience of a 1-car garage with access to the laundry room, featuring a brand-new washer and dryer and built-in cabinets. This townhouse has two attics with plenty of storage space. Enjoy the privacy of the outdoor patio with a new gazebo and beautiful landscaping. This townhouse is set within an exceptional country club community situated on a private 9-hole golf course (fee included in the HOA), residents enjoy access to two clubhouses, four pools, tennis courts, pickleball, Bocce, racquetball, two fitness centers, beautifully maintained grounds with walking paths, a social and event calendar, and an active social lifestyle with amenities designed for every interest. This is more than just a home; it's a lifestyle. Recent updates – roof 2024, heating and cooling 2020, central humidifier 2025, both bathrooms 2025, washer/dryer 2026, kitchen and appliances 2023, new paint and lighting 2022. Enjoy maintenance-free living with every comfort and convenience at your fingertips – all within a vibrant, resort-like community.

84 Kate Circle, Middle Island

$675,000

3 Beds ⋅ 3 Baths ⋅ 993470 MLS

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 spacious den, and an eat-in kitchen that flows seamlessly into the main living area. A convenient first-floor laundry room adds to the home's everyday functionality. The home offers three generously sized bedrooms, including an oversized primary suite with a private bathroom and walk-in closets. Additional highlights include central air conditioning, a high-efficiency burner, and a location just minutes from shopping, parks, and major roadways. This move-in-ready home offers the perfect combination of comfort, space, and convenience.

16 Winterberry Drive, Middle Island

$629,000

3 Beds ⋅ 3 Baths ⋅ 1017701 MLS

Welcome to this charming ranch nestled on a shy half-acre of property, offering the perfect blend of comfort, space, and opportunity. Designed with everyday living and entertaining in mind, the open-concept kitchen flows seamlessly into a sun-drenched morning room filled with an abundance of windows, creating a bright and inviting space to enjoy your morning coffee or gathering. The spacious living room features beautiful wood floors and a cozy wood-burning stove, providing warmth and character throughout the seasons. This home offers a main level Primary Suite with walk-in shower. Additional 2 bedrooms and main full bathroom, and much more. Step outside to discover a large deck overlooking the gated pool, making the backyard an ideal setting for summer barbecues, celebrations, or simply relaxing in your own private retreat. Offers one car garage with dual driveways. Set on expansive fully fenced grounds with room to enjoy both indoor and outdoor living, this home is ready for its next chapter. Whether you're looking to move right in or add your own personal style and updates, this property offers endless possibilities to make it truly your own. Don't miss the opportunity to create lasting memories in a home with so much potential and space to grow...

23 Flicker Drive, Middle Island

$599,000

3 Beds ⋅ 2 Baths ⋅ 1016779 MLS

Welcome to this beautiful Move-in Ready, Perfectly Maintained 3 Bedroom 2 full bath home in desirable Middle Island with a new roof replacement in 2019 with a 50 year warranty and also has hardwood flooring throughout the house. Featuring a full finished Basement with a Large Family Room, full bath and a walk out entrance. Also includes a Large Detached 1.5 car Garage and a Beautifully landscaped front and backyard with a deck. Close to Public transportation and many Restaurants and Shops. Don't miss the chance to make this your new home!!!

33 East Street, Middle Island

$674,900

6 Beds ⋅ 2 Baths ⋅ 976874 MLS

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 with a double vanity, stylish tile surround, updated fixtures, and quality finishes. Hardwood floors run throughout the home, complemented by spacious bedrooms with generous closet space, new interior doors, fresh molding, updated locks, new electrical receptacles, and modern lighting. Additional improvements include 2-zone heating, updated 200-amp electrical service, an updated oil burner, a new front door, and a new rear stoop. With major updates already completed, this home offers a fresh, functional layout and an easy opportunity to move in and enjoy.

130 Park Lane, Middle Island

$574,999

3 Beds ⋅ 3 Baths ⋅ 1001593 MLS

Discover your dream home!. This beautiful ranch features 3 spacious bedrooms, 3 full bathrooms, living room, kitchen combo and a fully finished basement, perfect for additional space. Schedule an appointment and see all the incredible details for yourself!

17 Arnold Drive, Middle Island

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Listings courtesy of OneKey® MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of . 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.