Middlesex, CT Homes

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  /40

  $579,900

  • 2 Beds
  • 2 Baths
  • 1,545 Sq Ft

  115 Webster Ln Unit 115, Middletown, CT 06457

  Welcome to 115 Webster Lane, a beautifully maintained 2-bedroom, 2-bath condo in a serene 55+ community-offering panoramic views and a move-in-ready experience that's truly "better than new." More upgrades than the standard package. As you step inside, gleaming hardwood floors under soaring 9-foot ceilings greet you, flowing seamlessly into an open-plan living space where natural light dances off

  

  Jodi Serapilia

  William Raveis Real Estate

  (959) 301-2379

  115 Webster Ln Unit 115, Middletown, CT 06457
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  Explore Westfield

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  /43

  $2,205 - $3,845 per month

  Springside Middletown

  1 - 3 Beds

  1100 Springside Ln, Middletown, CT 06457

  Striking Design, a Rich Campus, and Exciting Middletown - discover Springside Middletown, a brand-new apartment community that features a one-of-a-kind central amenity village, as well as a choice of multi-story rental townhomes and traditional single-level apartment homes.

  1100 Springside Ln, Middletown, CT 06457
• 

  $349,900 Sold Aug 29, 2025

  • 1,242 Sq Ft
  • $282/SF
  • 3 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1939

  153 Barbara Rd, Middletown, CT 06457

  CHARMING AND BEAUTIFULLY UPDATED CAPE! This well-maintained home blends timeless character with modern updates-perfect for today's lifestyle. Inside, you'll find spacious, light-filled rooms, thoughtful design, & stylish finishes that make everyday living & entertaining a breeze. The heart of the home is the remodeled kitchen (2022), featuring quartz countertops, a tile backsplash, stainless

  Karen Mendes Berkshire Hathaway NE Prop.

  153 Barbara Rd, Middletown, CT 06457
• 

  Est $240,131 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,065 Sq Ft

  2 Forest Glen Cir Unit 7, Middletown, CT 06457

  2 Forest Glen Cir Unit 7, Middletown, CT 06457
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  /38

  $399,900

  • 4 Beds
  • 2 Baths
  • 1,980 Sq Ft

  106 Lorraine Terrace, Middletown, CT 06457

  COMPLETELY RENOVATED WOODLAND OASIS IN SOUGHT-AFTER WESTFIELD! This stunning split-level home sits on a private 0.47-acre lot blending modern luxury with natural charm. Freshly painted inside and out with new architectural roof and high-efficiency central AC. The showstopping kitchen features white-shaker cabinetry, granite countertops, stainless appliances, and herringbone blue tile backsplash.

  

  Romanee Ives

  Cornerstone Homes Plus, Inc.

  (860) 901-1342

  106 Lorraine Terrace, Middletown, CT 06457
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  /6

  $1,200 per month

  • 1 Bath
  • 550 Sq Ft
  • Apartment for Rent

  61 Russett Ln Unit Studio- Bld 4 - 57, Middletown, CT 06457

  Welcome to this charming studio apartment, where modern living meets comfort! This thoughtfully designed space features an open floor plan, seamlessly integrating the kitchen and living area. The kitchen boasts a stylish breakfast bar/dining area, perfect for casual dining or entertaining, complemented by ample cabinetry for all your storage needs. The full bathroom is elegantly appointed,

  Samuel Pollak North Point Management

  61 Russett Ln Unit Studio- Bld 4 - 57, Middletown, CT 06457
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  $200,000 Sold Aug 28, 2025

  • 930 Sq Ft
  • $215/SF
  • 29 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1977

  92 Cynthia Ln Unit E1, Middletown, CT 06457

  Rarely available end unit in desirable Quail Run Village-an FHA-approved community known for its central Middletown location, well-managed association, and fantastic pool. This light-filled townhome offers a sense of privacy with its deck overlooking the trees and a generous side yard. The under-unit garage has a newer door and opener, and there's a laundry area on the lower level for added

  Matt Diamond Houlihan Lawrence WD

  92 Cynthia Ln Unit E1, Middletown, CT 06457
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  Est $214,119 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 930 Sq Ft

  14 Forest Glen Cir Unit 19, Middletown, CT 06457

  14 Forest Glen Cir Unit 19, Middletown, CT 06457
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  /40

  $649,900 Pending

  • 3 Beds
  • 2.5 Baths
  • 2,515 Sq Ft

  46 Sonoma Ln, Middletown, CT 06457

  Welcome to carefree living in this spacious 3 bedroom, 2.5-bath home in a desirable 55+ community! Boasting over 2,500 sq ft of well-designed living space, this home offers comfort, convenience, and style. Built in 2006, it features a bright and open floor plan with a cozy fireplace in the living room, perfect for relaxing evenings. The primary suite is generously sized and includes a full bath,

  

  Amy Rio

  Executive Real Estate Inc.

  (860) 864-5733

  46 Sonoma Ln, Middletown, CT 06457
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  /51

  $1,579 - $2,794 per month

  Middletown Brooke Apartments

  1 - 2 Beds

  100 Town Brooke, Middletown, CT 06457

  At Middletown Brook Apartment Homes, you'll be greeted by modern interiors and breathtaking views of the surrounding neighborhood. With high-end finishes and sophisticated design, your apartment is the perfect place to relax and unwind after a long day. Curl up on your cozy couch with a glass of wine or enjoy a romantic dinner for two in your spacious dining area. With a beautiful swimming pool

  100 Town Brooke, Middletown, CT 06457
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  $400,000 Sold Aug 28, 2025

  • 1,668 Sq Ft
  • $240/SF
  • 41 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1950

  123 George St, Middletown, CT 06457

  Live simply, live beautifully-welcome to 123 George Street, a thoughtfully designed Ranch that combines everyday function with feel-good style, all on one easy level. Step into the heart of the home-an impressive great room with soaring cathedral ceilings, natural wood accents, and an open feel that invites connection and conversation. Whether it's cozy movie nights or casual dinner parties, this

  Debbie Huscher Real Broker CT, LLC

  123 George St, Middletown, CT 06457
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  Est $233,070 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 997 Sq Ft

  3 Forest Glen Cir Unit 6, Middletown, CT 06457

  3 Forest Glen Cir Unit 6, Middletown, CT 06457
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  /12

  $149,000

  • 1 Bed
  • 1 Bath
  • 644 Sq Ft

  113 Trolley Crossing Ln Unit 113, Middletown, CT 06457

  Step out onto your private back porch and enjoy tranquil water views-the perfect setting for morning coffee or evening unwinding. This second-floor end unit features one bedroom, a full bathroom, a galley kitchen with ample cabinet space, a comfortable living room, and a dining area. Affordable HOA dues add even more appeal, covering heat, hot water, trash removal, landscaping, snow care, and

  

  Ron Stewart

  Houlihan Lawrence WD

  (860) 318-9378

  113 Trolley Crossing Ln Unit 113, Middletown, CT 06457
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  /20

  $1,900 per month

  • 2 Beds
  • 2 Baths
  • 997 Sq Ft
  • House for Rent

  1 Forest Glen Cir Unit 20, Middletown, CT 06457

  Spacious 3rd floor Ranch style unit in sought after Forest Glen complex! The living-room has a vaulted ceiling and is anchored by a wood burning fireplace and sliders that lead to your private deck. The kitchen has ample cabinets and granite counters with a counter height bistro table. Large primary bedroom with full bath and walk in closet. There is a second full bathroom for guests and privacy

  Kim Fetera Coldwell Banker Realty

  1 Forest Glen Cir Unit 20, Middletown, CT 06457
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  $435,000 Sold Aug 28, 2025

  • 2,096 Sq Ft
  • $208/SF
  • 2 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2002

  14 Greenview Terrace, Middletown, CT 06457

  Get ready to fall in love with this stunning colonial. Tucked away on a rear lot, with more than quarter-acre, this 2002 gem offers the perfect blend of modern updates and classic charm. Step inside and prepare to be wowed by the grand sitting room featuring soaring vaulted ceilings that create an incredibly bright and airy, open-concept vibe. This spacious feel flows seamlessly into the dining

  Joe Fazzino eXp Realty

  14 Greenview Terrace, Middletown, CT 06457
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  Est $208,698 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 930 Sq Ft

  1 Forest Glen Cir Unit 17, Middletown, CT 06457

  1 Forest Glen Cir Unit 17, Middletown, CT 06457
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  /40

  $550,000

  • 5 Beds
  • 2 Baths
  • 5,678 Sq Ft

  1066 Washington St, Middletown, CT 06457

  This remarkable home is one of Middletown's most valuable treasures. It is considered to be one of the best examples of Georgian architecture and quite the mansion in it's day. It was built in 1742 for Judge Seth Wetmore, a very successful merchant and considered one of the CT Valley elite River Gods, It has exceptional appointments, including stunning wall panelling, refinished original wide

  

  Donna-Jean Dargie

  Eagle Eye Realty PLLC

  (860) 421-4629

  1066 Washington St, Middletown, CT 06457
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  /16

  $1,624 - $4,574 per month

  Middletown Ridge Apartments

  1 - 3 Beds

  100 Town Ridge, Middletown, CT 06457

  Middletown Ridge Apartments is a pet-friendly community located in the Town Ridge neighborhood near Cromwell, CT, within close proximity to Hartford. Our community offers the perfect blend of comfort and convenience, with spacious floor plans, modern amenities, and a prime location just minutes from everything you need.Each of our one, two, and three-bedroom apartments are designed with your

  100 Town Ridge, Middletown, CT 06457
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  $264,000 Sold Aug 28, 2025

  • 1,120 Sq Ft
  • $236/SF
  • 13 Days On Market

  • 4 Beds
  • 1.5 Baths
  • Built 1976

  23 Rising Trail Dr Unit C, Middletown, CT 06457

  Welcome to this spacious and sun filled 4 bedroom end unit townhouse condo, offering three full levels of versatile living space! This desirable end unit provides extra privacy and a thoughtful layout. Beautiful hardwood floors flow seamlessly across all levels, adding warmth and charm to every room. The kitchen is equipped with granite countertops, stainless steel appliances, and ample

  Carrie Vass Brainerd Carbutti & Co., Realtors

  23 Rising Trail Dr Unit C, Middletown, CT 06457
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  Est $232,243 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,065 Sq Ft

  14 Forest Glen Cir Unit 16, Middletown, CT 06457

  14 Forest Glen Cir Unit 16, Middletown, CT 06457
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  /40

  $689,900

  • 6 Beds
  • 5 Baths
  • 4,096 Sq Ft

  34 Apple Ln, Middletown, CT 06457

  WOW! Do not miss out on this stately home with modern flare. This is a beautiful home. You will be greeted by a dramatic 2-story entry with spectacular, dramatic staircase. Large formal dining room, front office, center classic living room with gas fireplace and an amazing great room with vaulted ceilings with new skylights that boast an oversized family room, dining room and open kitchen concept

  Mark Toledo Berkshire Hathaway NE Prop.

  34 Apple Ln, Middletown, CT 06457
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  /12

  $1,595 per month

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

  174 Burgundy Hill Ln Unit 174, Middletown, CT 06457

  Welcome to your new home in the heart of Peppermill Village! This fully updated 1-bedroom, 1-bath Condo features a spacious layout, stainless steel appliances, and plenty of closet space. Enjoy the open living area that leads to your balcony-complete with an extra storage closet. A spiral staircase takes you to a sunny loft space that's perfect for a home office, relaxing, or even an additional

  Lindy Hoyt Century 21 AllPoints Realty

  174 Burgundy Hill Ln Unit 174, Middletown, CT 06457
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  $200,000 Sold Aug 27, 2025

  • 1,136 Sq Ft
  • $176/SF
  • 5 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1987

  122 Trolley Crossing Ln Unit 122, Middletown, CT 06457

  Welcome to this charming 2-bedroom, 1.5 bath townhouse with central air and efficient gas utilities. This home boasts a spacious layout with plenty of natural light. Whether you're a first-time purchaser or looking to simplify, this property offers the perfect blend or style and functionality. Easy access to local amenities, shopping and restaurants. HIGHEST AND BEST WILL BE DUE BY: 07/15 AT NOON.

  Liliane Miller Amity Realty Group, LLC

  122 Trolley Crossing Ln Unit 122, Middletown, CT 06457
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  Est $215,607 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 930 Sq Ft

  1 Forest Glen Cir Unit 13, Middletown, CT 06457

  1 Forest Glen Cir Unit 13, Middletown, CT 06457
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  /33

  $498,900 Pending

  • 2 Beds
  • 2.5 Baths
  • 1,840 Sq Ft

  5 Sonoma Ln, Middletown, CT 06457

  Exquisite home at Sonoma Woods - Central CT's premier 55+ active adult community. This gorgeous abode boasts stunning brick exterior & architectural detailing not able to be reproduced in today's market for this value. Located in one of the most beautiful locations in the community. Backyard is nice & wide with views of trees for privacy. The interior will not disappoint. From hardwood floors, to

  Mark Toledo Berkshire Hathaway NE Prop.

  5 Sonoma Ln, Middletown, CT 06457
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  /21

  $1,681 - $1,824 per month

  Sagamore Hills

  1 - 2 Beds

  1151-1189 Washington St, Middletown, CT 06457

  Virtual touring and by appointment, self-guided touring is available. Contact us today! Look no further for great apartment living because you've found it at Sagamore Hills! Our beautiful community is centrally located in the heart of picturesque Middletown, Connecticut. Surrounded by scenic parks, shopping, dining, and with easy access to I-91 and I-691, your commute is sure to be a breeze.

  1151-1189 Washington St, Middletown, CT 06457
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  $127,500 Sold Aug 25, 2025

  • 729 Sq Ft
  • $175/SF
  • 23 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 1987

  119 Burgundy Hill Ln, Middletown, CT 06457

  Completely refinished from top to bottom. All new. One bedroom condo with extra loft space. Enjoy evenings on the balcony. On site laundry, pool. Centrally located, close to shopping and highways. Complex is NOT FHA or VA approved.

  Izabela Wodarski New Haus Group LLC

  119 Burgundy Hill Ln, Middletown, CT 06457
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  Est $418,313 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,276 Sq Ft

  84 Mccormick Ln, Middletown, CT 06457

  84 Mccormick Ln, Middletown, CT 06457
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  /29

  $429,900 Pending

  • 3 Beds
  • 2.5 Baths
  • 2,076 Sq Ft

  20 Benjamin Ln, Middletown, CT 06457

  Fantastic Riverbend Cape! This amazing floor plan offers it all. Open living room large windows and beautiful fireplace, large center dining room, good size kitchen open to large dining room/dining area. First floor primary bedroom with full bath and walkin closet. Additional den/office and powder room. The upper level of this abode offers 2 large bedrooms and an additional full bath. This

  Mark Toledo Berkshire Hathaway NE Prop.

  20 Benjamin Ln, Middletown, CT 06457
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  /21

  $1,500 per month

  Fernwood Apartments

  1 Bed

  44-46 Camp St, Middletown, CT 06457

  MIDDLETOWNS HIDDEN GEM Fernwood Apartments is a Gorgeous and Luxurious 24 hour gated Residential complex. The grounds are professionally and meticulously maintained all year round by our on site superintendent and maintenance crew. The units are spacious, well lit, with newly renovated kitchens and bathrooms including granite counter tops and stainless steel appliances. LET THIS BE THE NEXT PLACE

  44-46 Camp St, Middletown, CT 06457
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  $239,900 Sold Aug 25, 2025

  • 950 Sq Ft
  • $253/SF
  • 69 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1987

  108 Carriage Crossing Ln Unit 108, Middletown, CT 06457

  Welcome to one-level living in this bright and sunny ranch-style first-floor condo featuring 2 spacious bedrooms and 2 full baths. With 950 square feet of thoughtfully designed space, this home offers a seamless blend of comfort and style. The updated kitchen boasts modern finishes and is open into a dining area and living room with vaulted ceilings, creating an open and airy feel. A wood-burning

  Lisa Golebiewski William Raveis Real Estate

  108 Carriage Crossing Ln Unit 108, Middletown, CT 06457
• 

  Est $295,179 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,267 Sq Ft

  45 Fisher Rd, Middletown, CT 06457

  45 Fisher Rd, Middletown, CT 06457
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  /32

  $529,900 Pending

  • 4 Beds
  • 3.5 Baths
  • 1,973 Sq Ft

  76 Meadowood Dr, Middletown, CT 06457

  Beautifully updated property with an impressive list of improvements: newer roof, central air, upgraded exterior siding with stone accents, solar panels, & stunningly remodeled kitchen and bathrooms. A standout feature is the 816 SF finished lower level (not included in total SF) fully equipped apartment with its own kitchen, full bath, washer & dryer, separate entrance. The main level has a

  Mark Toledo Berkshire Hathaway NE Prop.

  76 Meadowood Dr, Middletown, CT 06457
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  /30

  $1,380 - $1,820 per month

  Ridgefield Apartments

  Studio - 2 Beds

  131 Ridgefield Dr, Middletown, CT 06457

  At Ridgefield Apartments we offer studios, lofts, and one and two bedroom apartments. We invite you to take advantage of our quality apartment homes. We offer value, comfort, and convenience to our residents, We are located in the esteemed Westlake neighborhood nestled among the trees. Our features include a pleasant, professional, and accommodating maintenance and management team. Ongoing

  131 Ridgefield Dr, Middletown, CT 06457
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  $401,500 Sold Aug 22, 2025

  • 1,821 Sq Ft
  • $220/SF
  • 2 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1960

  456 Country Club Rd, Middletown, CT 06457

  Updated, spacious Ranch with potential to be fantastic. This spacious and thoughtfully updated ranch offers the perfect blend of comfort, functionality, and opportunity. From the curb, envision the transformation-just a weekend of gardening and new porch furniture will bring the flowerbeds and charming front porch to life. Step inside to a generous living room anchored by a cozy pellet stove,

  Kathleen Freeman Berkshire Hathaway NE Prop.

  456 Country Club Rd, Middletown, CT 06457
• 

  Est $251,631 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,336 Sq Ft

  9 Stirling Ct, Middletown, CT 06457

  9 Stirling Ct, Middletown, CT 06457
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  /36

  $489,900 Pending

  • 3 Beds
  • 2 Baths
  • 2,260 Sq Ft

  2 Putter Place, Middletown, CT 06457

  Part of beautiful Riverbend - one of 2 homes not part of association so no fees or rules. Beyond stunning! Completely remodeled home. No stone left unturned. The finishes in this abode will blow your socks off, from the high quality countertops, Wolf gas range, beadboard vaulted ceilings, custom walk in showers, amazing flooring, builts in in laundry area with counter, new hot water, heating and

  Mark Toledo Berkshire Hathaway NE Prop.

  2 Putter Place, Middletown, CT 06457
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  /40

  $2,085 - $2,445 per month

  Windshire Terrace

  2 Beds

  72 Forest Glen Cir, Middletown, CT 06457

  Welcome to Windshire Terrace Apartments in Middletown, CT! Our spacious two bedroom apartments, plus three bedroom townhome feature a cozy fireplace, perfect for relaxing on chilly evenings. Enjoy the convenience of having a washer and dryer right in your own unit, making laundry day a breeze. The walk-in closets provide ample storage space for all your belongings. With a prime location in

  72 Forest Glen Cir, Middletown, CT 06457
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  $180,000 Sold Aug 22, 2025

  • 760 Sq Ft
  • $237/SF
  • 32 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 1987

  52 Carriage Crossing Ln, Middletown, CT 06457

  Welcome to 52 Carriage Crossing Lane, Middletown - Stylish Loft Living with Resort-Style Amenities! Step into this bright and inviting 1-bedroom, 1-bath loft-style condo, ideally situated in one of Middletown's most desirable communities-Carriage Crossing. Featuring soaring vaulted ceilings, oversized windows, this open-concept unit offers abundant natural light and a modern, airy atmosphere.

  Keyla Rodriguez William Raveis Real Estate

  52 Carriage Crossing Ln, Middletown, CT 06457
• 

  Est $375,090 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,323 Sq Ft

  229 Nejako Dr, Middletown, CT 06457

  229 Nejako Dr, Middletown, CT 06457

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