Starting at $3,725 Per Month
599 Middle Country Rd, Middle Island, NY 11953
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
The Villas at Oak Run
Starting at $2,579 Per Month
100 Stonegate Way, Middle Island, NY 11953
Call for more information!
Stonegate
Starting at $3,000 Per Month
203 Pinewoods Crescent, Middle Island, NY 11953
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
Pinewood Estates A Vibrant 55 + Community
Starting at $2,360 Per Month
101 Tudor Ln, Middle Island, NY 11953
Receive $1000 Off One-Time With Move-In By 7/31/26* And Choose A 12-Month Lease OR Inflation Buster Special Move In By 8/15/26 18-Month With No Increase* $99 Security* *Restrictions Apply. Property FeaturesLedgestone and Vinyl ExteriorProfessionally Landscaped Grounds And PlantingsEntry from Middle Country RoadPaver and Bluestone Walkways ThroughoutLeasing CenterResidence Features~selected
Fairfield Courtyard At Middle Island
Starting at $2,405 Per Month
248 Lake Pointe Cir, Middle Island, NY 11953
Rent Special On 1BR+Den $2650 * And Move-In By 8/15/26 Lease For 12- Or 18-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,
Fairfield Village At Middle Island
Starting at $3,615 Per Month
225 Wading River Hollow Rd, Ridge, NY 11961
Outstanding Townhouse community in park-like setting. Residences with garages and spacious rooms. Enjoy nature. Convenient to all on the east-end.
Fairfield Townhouses At Ridge
$2,650 Per Month
398 Lake Pointe Dr Unit 398, Middle Island, NY 11953
*Ask About Our Rent Specials*. $99 Sec.Dep Special*. Restrictions Apply* Luxury living w/Spacious Bedrooms Featuring Designer Baths.Private Entry!Tuscan Cabs/Granite Ctrtops/Gas Heat & Cooking Gas Incl!Clubhouse W/Fitness Center,Laundry Rm & Pool! Pet Friendly! Conv. To Middle Country Rd,Rte 112 & Rte 83.Nr Shopping! Prices/policies subject to change without notice. *Restrictions Apply.
Michelle Holmes Fairfield Properties
$2,380 Per Month
215 Tudor Ln Unit 215, Middle Island, NY 11953
Ask About Our Amazing Rent Specials*. Granite Kitchen Floor & Countertops, Granite & Marble Bath Stainless Steel Appliances & In Unit Washer/Dryer, Sliders To Covered Terrace, Central-Air Conditioning & More! *Restrictions Apply., Additional information: Appearance:Diamond
Michelle Holmes Fairfield Properties
$3,950 Per Month
7 Koren Ln, Middle Island, NY 11953
Ranch home offers 4 bedrooms 1 full bath. Large eat in kitchen. Living room, den. Private driveway . Large yard.
Christine Jansson Realty Maintained LLC
$2,405 Per Month
248 Lake Pointe Ct Unit 329, Middle Island, NY 11953
*Ask About Our Rent Specials*. $99 Sec.Dep Special*. Restrictions Apply* Luxury living w/Spacious Bedrooms Featuring Designer Baths.Private Entry!Tuscan Cabs/Granite Ctrtops/Gas Heat & Cooking Gas Incl!Clubhouse W/Fitness Center,Laundry Rm & Pool! Pet Friendly! Conv. To Middle Country Rd,Rte 112 & Rte 83.Nr Shopping! Prices/policies subject to change without notice. *Restrictions Apply.
Michelle Holmes Fairfield Properties
$2,635 Per Month
420 Tudor Ln, Middle Island, NY 11953
Ask About Our Amazing Rent Specials*. Granite Kitchen Floor & Countertops, Granite & Marble Bath Stainless Steel Appliances & In Unit Washer/Dryer, Sliders To Covered Terrace, Central-Air Conditioning & More! *Restrictions Apply., Additional information: Appearance:Diamond
Michelle Holmes Fairfield Properties
$2,775 Per Month
105 Artist Lake Dr, Middle Island, NY 11953
Welcome to this stunning, fully renovated and spacious 2-bedroom, 2-bathroom with Walk in closet, first-floor apartment located in the desirable Artist Lake community. This garden-style home offers comfortable, low-maintenance living with snow removal and landscaping included. Residents enjoy access to the community clubhouse, swimming pool, and sports courts, providing excellent amenities just
Jennifer Lenzo Island Advantage Realty LLC
$2,360 Per Month
414 Tudor Ln, Middle Island, NY 11953
Ask About Our Amazing Rent Specials*. Granite Kitchen Floor & Countertops, Granite & Marble Bath Stainless Steel Appliances & In Unit Washer/Dryer, Sliders To Covered Terrace, Central-Air Conditioning & More! *Restrictions Apply., Additional information: Appearance:Diamond
Michelle Holmes Fairfield Properties
$2,405 Per Month
465 Lake Pointe Dr Unit 465, Middle Island, NY 11953
*Ask About Our Rent Specials*. $99 Sec.Dep Special*. Restrictions Apply* Luxury living w/Spacious Bedrooms Featuring Designer Baths.Private Entry!Tuscan Cabs/Granite Ctrtops/Gas Heat & Cooking Gas Incl!Clubhouse W/Fitness Center,Laundry Rm & Pool! Pet Friendly! Conv. To Middle Country Rd,Rte 112 & Rte 83.Nr Shopping! Prices/policies subject to change without notice. *Restrictions Apply.
Michelle Holmes Fairfield Properties
$2,635 Per Month
305 Tudor Ln Unit 305, Middle Island, NY 11953
Ask About Our Amazing Rent Specials*. Granite Kitchen Floor & Countertops, Granite & Marble Bath Stainless Steel Appliances & In Unit Washer/Dryer, Sliders To Covered Terrace, Central-Air Conditioning & More! *Restrictions Apply., Additional information: Appearance:Diamond
Michelle Holmes Fairfield Properties
$2,780 Per Month
301 Tudor Ln Unit 301, Middle Island, NY 11953
Ask About Our Amazing Rent Specials*. Granite Kitchen Floor & Countertops, Granite & Marble Bath Stainless Steel Appliances & In Unit Washer/Dryer, Sliders To Covered Terrace, Central-Air Conditioning & More! *Restrictions Apply., Additional information: Appearance:Diamond
Michelle Holmes Fairfield Properties
$2,650 Per Month
248 Lake Pointe Dr Unit 255, Middle Island, NY 11953
*Ask About Our Rent Specials*. $99 Sec.Dep Special*. Restrictions Apply* Luxury living w/Spacious Bedrooms Featuring Designer Baths.Private Entry!Tuscan Cabs/Granite Ctrtops/Gas Heat & Cooking Gas Incl!Clubhouse W/Fitness Center,Laundry Rm & Pool! Pet Friendly! Conv. To Middle Country Rd,Rte 112 & Rte 83.Nr Shopping! Prices/policies subject to change without notice. *Restrictions Apply.
Michelle Holmes Fairfield Properties
$2,400 Per Month
9 Fairview Cir, Middle Island, NY 11953
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!
David Lin Sweet Key Realty Group Inc
$2,780 Per Month
524 Tudor Ln Unit 524, Middle Island, NY 11953
Ask About Our Amazing Rent Specials*. Granite Kitchen Floor & Countertops, Granite & Marble Bath Stainless Steel Appliances & In Unit Washer/Dryer, Sliders To Covered Terrace, Central-Air Conditioning & More! *Restrictions Apply., Additional information: Appearance:Diamond
Michelle Holmes Fairfield Properties
$2,650 Per Month
454 Lake Pointe Dr Unit 454, Middle Island, NY 11953
*Ask About Our Rent Specials*. $99 Sec.Dep Special*. Restrictions Apply* Luxury living w/Spacious Bedrooms Featuring Designer Baths.Private Entry!Tuscan Cabs/Granite Ctrtops/Gas Heat & Cooking Gas Incl!Clubhouse W/Fitness Center,Laundry Rm & Pool! Pet Friendly! Conv. To Middle Country Rd,Rte 112 & Rte 83.Nr Shopping! Prices/policies subject to change without notice. *Restrictions Apply.
Michelle Holmes Fairfield Properties
Middle Island, NY, situated centrally on Long Island, offers a blend of convenience and charm. The hamlet is known for its quiet, tree-lined streets and a variety of home styles, including colonials, Cape Cods, ranch-style, and hi-ranch homes, many of which are set back from the road with large front yards. The Longwood Central School District serves the area, with Longwood Middle School, Longwood Junior High School, and Longwood High School all receiving high ratings. Middle Island provides numerous things to do, such as hiking in the unique Prosser Pines Nature Preserve, which boasts the oldest concentration of white pines on the East Coast, and the adjacent Cathedral Pines County Park, popular for hiking, mountain biking, and camping. The Middle Island Dog Park and local golf courses like Spring Lake Golf Club and Middle Island Country Club offer additional recreational options. Dining options include local favorites like Bagels 101 and Lombardi’s for Italian cuisine. Middle Country Road (State Route 25) runs through the hamlet, providing easy access to Interstate 495 and nearby Long Island Rail Road stations in Yaphank, Medford, and Ronkonkoma, making commutes to Midtown Manhattan feasible in under 90 minutes during peak times. Middle Island also hosts an annual Fireman’s Carnival & Parade each July, featuring rides, games, and fireworks, adding to the community’s appeal.
There are currently 20 homes available for rent in Middle Island, NY. The median rent is $2,635 per month, with single-family homes renting at $2,508, townhouses at $2,435 and condos at $2,435.
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Number of Homes for Rent
20
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Median Rent
$2,635
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Median Single Family Home Rent
$2,508
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Median Townhouse Rent
$2,435
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Median Condo Rent
$2,435
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