Middle Island, NY Homes

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  $949,500 Pending

  • 4 Beds
  • 3.5 Baths
  • 2,850 Sq Ft

  20 Bunker Ln, Middle Island, NY 11953

  A NEW HOME FOR THE HOLIDAYS! This is a 2850 sq foot DIAMOND New Construction on an ACRE ! Truly a Dream Home with Every Nuance you can Dream of! 2 Story Foyer , First level Master Suite or Room for Mom! CUSTOM Kitchen w/ 51 inch Cabinets, Quartz Counters & Backsplash, Farmhouse Sink and an 8 foot Island ! Included is all Stainless Steel Fisher Paykel Appliances ! Number 1 Oak Hardwood flooring !

  

  Rosemarie Costa

  Coldwell Banker American Homes

  (631) 446-6080

  20 Bunker Ln, Middle Island, NY 11953
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• 

  

  

  /10

  $2,435 per month

  • 2 Beds
  • 1 Bath
  • 740 Sq Ft
  • Apartment for Rent

  320 Lake Pointe Ct Unit 320, 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

  320 Lake Pointe Ct Unit 320, Middle Island, NY 11953
• 

  $500,000 Sold Apr 02, 2025

  17 Park Ln, Middle Island, NY 11953

  • 4 Beds
  • 2 Baths
  • 1,543 Sq Ft
  • Built 1993

  Last Sold Summary

  • 18% Above List Price
  • $324/SF
  • 14 Days On Market

  Current Estimated Value $522,581

  Last Listing Agent Lisa Jaeger Douglas Elliman Real Estate

  17 Park Ln, Middle Island, NY 11953
• 

  Est $356,984 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,150 Sq Ft

  26 Country View Ln, Middle Island, NY 11953

  26 Country View Ln, Middle Island, NY 11953
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  /39

  $420,000 Pending

  • 3 Beds
  • 2 Baths
  • 1,400 Sq Ft

  205 Haddon Hollow Ct, Middle Island, NY 11953

  Rare Corner Unit in Coventry Manor!Welcome to 205 Haddon Hollow Ct, a beautifully maintained and uniquely designed condo in one of Middle Island’s most desirable communities. This sun-filled corner unit offers exceptional privacy, an ideal location within the neighborhood, and a flexible layout that stands out from the rest. Originally a 3-bedroom model, this home has been thoughtfully

  

  Michael Ragosta

  Coldwell Banker M&D Good Life

  (631) 318-7864

  205 Haddon Hollow Ct, Middle Island, NY 11953
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  /10

  $2,425 per month

  • 2 Beds
  • 1 Bath
  • 695 Sq Ft
  • Apartment for Rent

  311 Lake Pointe Ct Unit 311, 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

  311 Lake Pointe Ct Unit 311, Middle Island, NY 11953
• 

  $400,000 Sold May 08, 2025

  15 Westchester Ct, Middle Island, NY 11953

  • 3 Beds
  • 2 Baths
  • 1,169 Sq Ft
  • Built 1997

  Last Sold Summary

  • 3% Above List Price
  • $342/SF
  • 43 Days On Market

  Current Estimated Value $427,846

  Last Listing Agent Daniel Birnbaum Daniel Gale Sothebys Intl Rlty

  15 Westchester Ct, Middle Island, NY 11953
• 

  Est $310,092 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 947 Sq Ft

  26 Fairview Cir, Middle Island, NY 11953

  26 Fairview Cir, Middle Island, NY 11953
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  /34

  $769,999 Pending

  • 4 Beds
  • 2.5 Baths
  • 2,260 Sq Ft

  39 Lakeview Dr, Middle Island, NY 11953

  Welcome to 39 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

  Kevin Iglesias Signature Premier Properties

  39 Lakeview Dr, Middle Island, NY 11953
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  /10

  $2,405 per month

  • 1 Bed
  • 1 Bath
  • 695 Sq Ft
  • Apartment for Rent

  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

  465 Lake Pointe Dr Unit 465, Middle Island, NY 11953
• 

  $790,000 Sold Aug 11, 2025

  2 Cathedral Ct, Middle Island, NY 11953

  • 4 Beds
  • 3.5 Baths
  • 2,700 Sq Ft
  • Built 1993

  Last Sold Summary

  • 1% Below List Price
  • $293/SF
  • 42 Days On Market

  Current Estimated Value $797,974

  Last Listing Agent Jan Josephson-Lynch Cornerstone Properties of LI

  2 Cathedral Ct, Middle Island, NY 11953
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  Est $342,186 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 947 Sq Ft

  44 Fairview Cir, Middle Island, NY 11953

  44 Fairview Cir, Middle Island, NY 11953
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  /43

  $749,999 Open Sat 1PM - 3PM

  • 4 Beds
  • 2.5 Baths
  • 2,260 Sq Ft

  37 Lakeview Dr, Middle Island, NY 11953

  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

  Kevin Iglesias Signature Premier Properties

  37 Lakeview Dr, Middle Island, NY 11953
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  /10

  $2,405 per month

  • 1 Bed
  • 1 Bath
  • 695 Sq Ft
  • Apartment for Rent

  157 Lake Pointe Ct, 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

  157 Lake Pointe Ct, Middle Island, NY 11953
• 

  $315,000 Sold Jun 20, 2025

  274 Artist Lake Dr Unit 274, Middle Island, NY 11953

  • 2 Beds
  • 2 Baths
  • 950 Sq Ft
  • Built 1974

  Last Sold Summary

  • 2% Above List Price
  • $332/SF
  • 343 Days On Market

  Current Estimated Value $315,219

  Last Listing Agent Michael Welsh Douglas Elliman Real Estate

  274 Artist Lake Dr Unit 274, Middle Island, NY 11953
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  Est $623,410 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,500 Sq Ft

  21 Ariel Dr, Middle Island, NY 11953

  21 Ariel Dr, Middle Island, NY 11953
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  /29

  $799,900 Pending

  • 4 Beds
  • 2.5 Baths
  • 2,500 Sq Ft

  111 Currans Rd, Middle Island, NY 11953

  New Construction - Stunning and spectacular modern and traditional center hall colonial. Very few new homes on the market as nice as this one. features are gourmet kitchen with center Island and cooktop, including wall oven and convection microwave. Wine and beverage cooler area, living room with centerpiece fireplace and custom molding throughout the first floor. Formal dining room, den and full

  C Reade Stewart Brookhampton Realty

  111 Currans Rd, Middle Island, NY 11953
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  /10

  $2,425 per month

  • 2 Beds
  • 1 Bath
  • 695 Sq Ft
  • Apartment for Rent

  335 Lake Pointe Ct Unit 335, 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

  335 Lake Pointe Ct Unit 335, Middle Island, NY 11953
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  $245,000 Sold Mar 26, 2025

  624 Lake Ct Unit 624, Middle Island, NY 11953

  • 2 Beds
  • 1.5 Baths
  • 950 Sq Ft
  • Built 1978

  Last Sold Summary

  • $258/SF
  • 18 Days On Market

  Last Listing Agent Patricia Shaffer Signature Premier Properties

  624 Lake Ct Unit 624, Middle Island, NY 11953
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  Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 775 Sq Ft

  86 Bailey Ct, Middle Island, NY 11953

  86 Bailey Ct, Middle Island, NY 11953
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  /35

  $241,500 Pending

  • 1 Bed
  • 1 Bath
  • 836 Sq Ft

  301 Artist Lake Dr, Middle Island, NY 11953

  This beautifully updated 1 bedroom ground level home offers an efficient kitchen, a comfortable living room, and a cozy dining area perfect for everyday use. Additional highlights include a new bathroom, central air conditioning, and stunning oak hardwood floors throughout. Ideally located near shops. transportation and everything you need. Why rent when you can own!

  Raymond Matthews H & G Realty New York

  301 Artist Lake Dr, Middle Island, NY 11953
• 

  

  /7

  $2,455 per month

  • 2 Beds
  • 1 Bath
  • 740 Sq Ft
  • Apartment for Rent

  292 Lake Pointe Dr Unit 292, 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

  292 Lake Pointe Dr Unit 292, Middle Island, NY 11953
• 

  $215,000 Sold Oct 07, 2025

  262 Artist Lake Dr, Middle Island, NY 11953

  • 1 Bed
  • 1 Bath
  • 836 Sq Ft
  • Built 1974

  Last Sold Summary

  • $257/SF
  • 11 Days On Market

  Current Estimated Value $214,590

  Last Listing Agent Kandice Morales Signature Premier Properties

  262 Artist Lake Dr, Middle Island, NY 11953
• 

  Not Listed For Sale

  • 2 Beds
  • 1 Bath

  166 Artist Lake Dr Unit A, Middle Island, NY 11953

  166 Artist Lake Dr Unit A, Middle Island, NY 11953
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  /3

  $510,000 Pending

  • 4 Beds
  • 3 Baths
  • 2,426 Sq Ft

  56 E Bartlett Rd, Middle Island, NY 11953

  Attention investors and builders! This private Colonial sits on almost 3 acres and offers incredible potential. The home needs TLC but provides solid bones, generous size of over 2400sq feet, and a peaceful setting. Ideal for those looking to customize or rebuild.

  Frank Mirando Realty Connect USA L I Inc

  56 E Bartlett Rd, Middle Island, NY 11953
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  /7

  $2,425 per month

  • 2 Beds
  • 1 Bath
  • 695 Sq Ft
  • Apartment for Rent

  347 Lake Pointe Ct Unit 347, 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

  347 Lake Pointe Ct Unit 347, Middle Island, NY 11953
• 

  $650,000 Sold Nov 17, 2025

  125 W Bartlett Rd, Middle Island, NY 11953

  • 3 Beds
  • 2.5 Baths
  • 2,376 Sq Ft
  • Built 1994

  Last Sold Summary

  • $274/SF
  • 33 Days On Market

  Last Listing Agent Karen Roth RE/MAX Integrity Leaders

  125 W Bartlett Rd, Middle Island, NY 11953
• 

  Est $531,630 Not Listed For Sale

  • 2 Beds
  • 2 Baths

  568 Birchwood Park Dr, Middle Island, NY 11953

  568 Birchwood Park Dr, Middle Island, NY 11953
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  /9

  $925,000

  • 6 Beds
  • 3 Baths
  • 3,700 Sq Ft

  0 Daniel Ln Unit KEY823323, Middle Island, NY 11953

  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!

  Katheryn Correa Realty Connect USA L I Inc

  0 Daniel Ln Unit KEY823323, Middle Island, NY 11953
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  /14

  $2,000 per month

  • 1 Bed
  • 1 Bath
  • 675 Sq Ft
  • Property for Rent

  67 Bailey Ct, Middle Island, NY 11953

  Welcome to this beautifully maintained upper-level rental in the desirable Hidden Meadows Community of Middle Island. Freshly painted and move-in ready, this inviting home offers a comfortable and functional layout with a spacious living room and dining area. The bright kitchen features white cabinetry, stainless steel appliances, and a convenient cut-out overlooking the living room—perfect for

  Cathy Holownia Meridian Commercial Mgmt Inc

  67 Bailey Ct, Middle Island, NY 11953
• 

  $305,000 Sold Jul 28, 2025

  106 Fairview Cir Unit 106, Middle Island, NY 11953

  • 2 Beds
  • 2 Baths
  • Built 1987

  Last Sold Summary

  • 5% Below List Price
  • 280 Days On Market

  Last Listing Agent Daniel Randazzo HomeSmart Premier Living Rlty

  106 Fairview Cir Unit 106, Middle Island, NY 11953
• 

  Est $496,171 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,628 Sq Ft

  3 Ashton Rd, Medford, NY 11763

  3 Ashton Rd, Medford, NY 11763
• 

  

  /23

  $449,990 Pending

  • 2 Beds
  • 2 Baths
  • 1,500 Sq Ft

  8 Ariel Dr, Middle Island, NY 11953

  Don't miss this opportunity to own the popular Devon style ranch in the Birchwood community!! Home features great sized rooms with high ceilings, eat-in-kitchen, formal dining room, living room, and den with sliders leading to nice patio and fenced yard. Two bedrooms, primary bedroom includes ensuite, laundry room, walk-up attic for great storage, and 1 car garage all in a 24hr guard-gated and

  Gina Ferraro Century 21 Anchor Real Estate

  8 Ariel Dr, Middle Island, NY 11953
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  /10

  $2,405 per month

  • 1 Bed
  • 1 Bath
  • 695 Sq Ft
  • Apartment for Rent

  135 Lake Pointe Ct Unit 135, 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

  135 Lake Pointe Ct Unit 135, Middle Island, NY 11953
• 

  $480,000 Sold Sep 03, 2025

  12 Barberry Ln, Middle Island, NY 11953

  • 4 Beds
  • 2 Baths
  • 1,300 Sq Ft
  • Built 1950

  Last Sold Summary

  • 2% Above List Price
  • $369/SF
  • 51 Days On Market

  Current Estimated Value $481,951

  Last Listing Agent German Nielsen Newman Realty Inc

  12 Barberry Ln, Middle Island, NY 11953
• 

  Est $612,573 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,422 Sq Ft

  3 Wagner Rd, Medford, NY 11763

  3 Wagner Rd, Medford, NY 11763
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  /21

  $525,000

  • 3 Beds
  • 1 Bath
  • 888 Sq Ft

  1 Pine Rd, Middle Island, NY 11953

  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.

  Eman Prestyly H & G Realty New York

  1 Pine Rd, Middle Island, NY 11953
• 

  

  /17

  $2,000 per month

  • 1 Bed
  • 1 Bath
  • 675 Sq Ft
  • Property for Rent

  79 Bailey Ct Unit 79, Middle Island, NY 11953

  Welcome to this beautifully maintained upper-level apartment in the desirable Hidden Meadows community of Middle Island. This bright end unit offers added privacy and a sun-filled kitchen featuring cherry wood cabinetry, stainless steel appliances, and a window that brings in natural light. French doors separate the living room and dining room, creating an elegant flow for both everyday living

  Cathy Holownia Meridian Commercial Mgmt Inc

  79 Bailey Ct Unit 79, Middle Island, NY 11953
• 

  $460,000 Sold Jun 03, 2025

  21 Frank Ave, Middle Island, NY 11953

  • 3 Beds
  • 1 Bath
  • 1,160 Sq Ft
  • Built 1974

  Last Sold Summary

  • $397/SF
  • 20 Days On Market

  Current Estimated Value $485,204

  Last Listing Agent Sandra Huggins H & G Realty New York

  21 Frank Ave, Middle Island, NY 11953
• 

  Est $456,800 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,042 Sq Ft

  24 Ashton Rd, Medford, NY 11763

  24 Ashton Rd, Medford, NY 11763

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