Middle Island Real Estate

Welcome to Middle Island, a hidden gem nestled in the heart of Suffolk County, New York. This charming community offers a perfect blend of suburban tranquility and convenient access to urban amenities, making it an ideal place for families, retirees, and everyone in between.

Middle Island is known for its serene landscapes, featuring lush greenery, picturesque parks, and a variety of outdoor recreational opportunities. The area is home to several nature preserves and walking trails, perfect for those who enjoy hiking, biking, or simply soaking in the beauty of nature. The nearby Long Island Sound provides additional opportunities for water activities, from boating to fishing, ensuring that residents can always find a way to enjoy the great outdoors.

Education is a cornerstone of the Middle Island community, with access to quality schools that prioritize student growth and development. Families can take comfort in knowing their children are receiving a top-notch education in a supportive environment.

Convenience is key in Middle Island, with easy access to major highways and public transportation options that connect residents to nearby towns and cities. Shopping, dining, and entertainment are just a short drive away, allowing for a perfect balance between peaceful living and vibrant community life.

Whether you’re looking for a cozy family home or a spacious retreat, Middle Island offers a diverse range of real estate options to suit every lifestyle. Experience the charm, community spirit, and natural beauty of Middle Island, where your dream home awaits!

Newest Listings in Middle Island

$219,000

1 Beds ⋅ 1 Baths ⋅ 1060618 MLS

BEAUTIFULLY REMODELED, MOVE-IN READY SECOND-FLOOR CO-OP! This stunning residence has been extensively renovated, offering a fresh, modern interior with improvements throughout! The beautifully updated kitchen features new granite countertops, stainless steel appliances, and subway tile backsplash. Extensive interior renovations include new ceiling sheetrock throughout (excluding the kitchen), along with entirely new wall and ceiling sheetrock in the bedroom. Additional upgrades include new carpeting, fresh paint, trim, lighting fixtures, ceiling fans, window shades, and thermostat. The updated bathroom features a new vanity and toilet, while a new electrical panel adds another valuable improvement. The HVAC system has been serviced, and the hot water heater is approximately 6 years old. With extensive upgrades and thoughtful improvements throughout, this beautifully renovated residence offers exceptional comfort, style, and convenience. Move right in and enjoy!

63 Bailey Court Unit #63, Middle Island

$689,999

3 Beds ⋅ 3 Baths ⋅ 1063693 MLS

Tucked away at the end of a cul-de-sac in The Preserves, this center hall Colonial offers a private backyard, classic layout, and inviting outdoor living spaces. Built in 2000, the home features 3 bedrooms, 2.5 baths, and a comfortable layout with hardwood floors throughout, high-hat lighting, and a spacious primary suite. The .53-acre property backs to green space, creating a private backyard setting with plenty of room to relax and entertain. Enjoy summer days in the 20' x 40' in-ground saltwater pool, complete with a gas heater, newer liner, and pump, or unwind on the backyard patio. A covered front porch with bluestone adds welcoming curb appeal, while new Andersen sliding doors provide access to the outdoor living space. Additional highlights include natural gas heating, an HVAC system less than three years old, leased solar panels with significantly reduced electric bills, a new gas oven, a new Maytag washing machine, and a six-zone in-ground sprinkler system. The extended Belgian block driveway accommodates approximately six vehicles. A great opportunity to own a well-maintained Colonial in an established Middle Island community, with a private setting, generous yard, and valuable updates already in place.

7 Redbud, Middle Island

$419,990

3 Beds ⋅ 2 Baths ⋅ 1063518 MLS

This is a Townhouse. An opportunity has opened up in Coventry Manor. 3 bedrooms and 1.5 baths, with a very spacious primary bedroom with plenty of closet space. There are 2 other bedrooms, 1 could serve as a remote work station or even a nursery. Plenty of attic storage to utilize as well. Some windows have been replaced. Bathroom has been remodeled. Private yard with patio and wildlife, deer, turkeys and more. This is a 2-story townhouse with bedrooms and a full bath on the 2nd level. This a clean, well maintained community. Some of the amenities include clubhouse, outside pool, tennis, playground, basketball. Very active community with many social clubs to join. HOA fees of $395.00 monthly also include snow removal, exterior maintenance, leaf removal and trash removal and water. Very conveniently located to restaurants and shopping and major highways in the area.

194 Haddon Hollow Court, Middle Island

$205,000

1 Beds ⋅ 1 Baths ⋅ 1061713 MLS

Enjoy comfortable, low-maintenance living in this inviting second-floor, one-bedroom, one-bath co-op in the Hidden Meadows community. The kitchen features updated cabinetry, stone countertops, glass tile backsplash and refrigerator, while the HVAC system is 4–5 years old for added peace of mind. The spacious, king-size bedroom offers a walk-in closet and sliding glass doors leading to your private balcony — the perfect spot to relax and unwind. A full bathroom completes the unit. Enjoy the convenience of an assigned parking space located right outside your door with ample additional parking for guests. Community amenities include two on-site laundry rooms, an in-ground swimming pool, and tennis courts. This peaceful community is tucked away from major roads, yet conveniently close to restaurants, shopping, and everyday essentials. Whether you're looking for a comfortable place to call home or a convenient lifestyle close to everything, this co-op offers a wonderful combination of comfort, convenience, and community living.

106 Bailey Unit #106, Middle Island

$549,000

3 Beds ⋅ 2 Baths ⋅ 1062881 MLS

This gorgeous ranch-style home features new kitchen, roof, flooring and baths. Living Room has soaring ceilings and a fireplace and opens to a light and bright Kitchen with new cabinetry, countertops and appliances. New cabinetry extends into the Dining area with built in buffet space. Striking copper light fixtures hang above the table and kitchen peninsula. Entertain graciously with this floorplan that flows easily from room to room. Enjoy views of the outdoors from back windows or head out to the deck to be in nature. The primary bedroom suite is spacious with a high ceiling, multiple closets and a light-filled ensuite bathroom with walk in shower. Maximizing privacy, two additional Bedrooms are on the other side of the home - one currently being used as a spacious home office. Hall bathroom with tub and Laundry Room round out the home. One car garage with direct access to the laundry room makes shedding coats and boots easy. Strathmore on the Green offers community pool, tennis, clubhouse, playground, maintenance of the grounds, snow and trash removal so that you can truly enjoy your new home while the work gets done by a dedicated team!

23 Saddlebrook Court, Middle Island

$688,000

2 Beds ⋅ 2 Baths ⋅ 1062649 MLS

Fantastic Spotless Essex Ranch located on the Golf Course in Birchwood at Spring Lake Development! Lovingly maintained home by original owners. Birchwood is a private gated resort-like community near all in the heart of Suffolk County. The Essex ranch model is one floor living at its best with 2 generous sized bedrooms plus a bonus room that can be used as a den/office or guest room. This open concept floorplan with vaulted ceilings is perfect for entertaining. Home has a gas fireplace and central air. FURNITURE INCLUDED IN SALE. Birchwood has 24-hour security, 4 swimming pools both inside and outside. 2 clubhouses, Pickleball, Tennis, bocce ball, 2 gyms, walking trails and playgrounds for the kids. Don't wait otherwise you might miss this one!!!

29 Madison Circle, Middle Island

$429,900

3 Beds ⋅ 3 Baths ⋅ 1062838 MLS

Short sale subject to lenders approval, cash only. Home needs complete rehab, gut and re-do.

2 Ord Court, Middle Island

$194,900

1 Beds ⋅ 2 Baths ⋅ 1062681 MLS

Welcome to 62 Bailey court, 2# Floor unit Large Living room, Dining Area, Full Bath with Tub Full Kitchen ,1 Bedroom with walk in Closet, with Deck off Bedroom. (Owner Looking for a fast Deal!)

62 Baily Court Unit #62, Middle Island

$525,000

4 Beds ⋅ 3 Baths ⋅ 1062594 MLS

Welcome to 95 W Bartlett! Set on a large approximately 1-acre lot! OWNED SOLAR PANELS! Major updates completed in 2019 include the roof, plumbing, electric panel, kitchen with gray cabinetry, granite countertops and stainless steel appliances, and renovated bathrooms. Spacious renovated lower level featuring a separate outside entrance and potential for a 1 or 2 bedroom accessory apartment with proper permits. The property also features a huge detached mechanics garage, perfect for additional workspace, storage or hobbies. Large backyard with plenty of room to enjoy the outdoors. Conveniently located minutes from major highways, shopping, amenities, golf courses and beautiful public parks. A must-see!

95 W Bartlett Road, Middle Island

$324,990

2 Beds ⋅ 2 Baths ⋅ 1062578 MLS

This lovely Condo, is light and bright throughout. Offering easy access as a ground-level end-unit. Newly renovated in 2026, featuring beautiful views of the pond! This inviting home offers 2 bedrooms and 1.5 updated bathrooms, combining comfort, style, and convenience. The kitchen boasts a new gas range, new refrigerator, and new dishwasher. New vinyl flooring throughout the common areas and new carpeting in the bedrooms add a fresh, modern touch. Additional conveniences include an in-unit washer and dryer. Enjoy the wonderful community amenities, including a clubhouse, an in-ground swimming pool, and a gym—perfect for relaxation, recreation, and staying active. With easy access to parking, shopping, and nearby conveniences, this charming condo offers the perfect blend of modern updates, scenic pond views, and comfortable living!

173 Fairview Circle, Middle Island

$620,000

4 Beds ⋅ 3 Baths ⋅ 1056141 MLS

Welcome to 24 Half Mile Road, a Cape Cod style home owned by the same family since it was built. Set back from the road, it offers a tucked-away setting and a flexible layout with spaces to suit a variety of needs. The property is being sold as is, presenting an opportunity to personalize and add value over time.

24 Half Mile Road, Middle Island

$575,000

3 Beds ⋅ 3 Baths ⋅ 1061785 MLS

Great opportunity to own in the desirable Gated Birchwood at Spring Lake Drive Private Golf Community. Featuring the 3/4 Bedroom 2.5 Baths Fairfax 4 Model with Spacious Eat-n-Kitchen, Living Room, Dining Room, Den, Laundry Rm, 2 Car Garage. Master Bedroom with Sitting Rm or can be converted back to 4th Bedroom. Newer Roof. Experience resort-style living with exceptional amenities, including a private 9-hole golf course, two clubhouses, two fitness centers, four swimming pools, tennis courts, and a full calendar of social activities, all within a prestigious 24-hour gated community. Additional Features: Mint condition, open living room/dining room layout, tennis, and outstanding community amenities

33 Perri Circle, 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.

Middle Island Real Estate

Newest Listings in Middle Island

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