Middletown, CT Homes

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  $419,900 Under Contract

  • 4 Beds
  • 2 Baths
  • 2,674 Sq Ft

  779 Millbrook Rd, Middletown, CT 06457

  Step back in time with this remarkably well-preserved 1789 four-bedroom, two-bath historic treasure, set on **park-like grounds** in a peaceful country setting. Rich in character, the home boasts wide plank floors**, intricate original raised paneling, six fireplaces and exquisite woodworking throughout. Many original features remain, including a rare **stone sink in the old buttery, blending

  

  Gene Pica

  RE/MAX Alliance

  (860) 791-3415

  779 Millbrook Rd, Middletown, CT 06457
• Explore Middletown

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  $2,205 - $3,845 total monthly price

  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
• 

  $515,000 Sold Oct 29, 2025

  • 5,124 Sq Ft
  • $101/SF
  • 43 Days On Market

  • 6 Beds
  • 4.5 Baths
  • Built 1880

  101 High St, Middletown, CT 06457

  Own a piece of Middletown history! This Italianate architecture single family home was originally built in 1880, and gutted down to the studs in 2006 after a fire. It borders beautiful Wesleyan university and is situated on a .75 acre, picturesque lot. The home features a stone and stucco exterior with a gorgeous 2-story foyer with architectural columns, granite floor and grand staircase. The

  Lisa Campo William Raveis Real Estate

  101 High St, Middletown, CT 06457
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  Est $748,734 Not Listed For Sale

  • 4 Beds
  • 4 Baths
  • 4,275 Sq Ft

  542 Main St, Middletown, CT 06457

  542 Main St, Middletown, CT 06457
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  $579,900 Under Contract

  • 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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  $2,100 total monthly price

  • 3 Beds
  • 1 Bath
  • 2,262 Sq Ft
  • Apartment for Rent

  23 Silver St, Middletown, CT 06457

  Welcome to this stunning new construction, never before occupied 3 bedroom 1 full bath apartment! This beautifully designed first-floor unit offers the ultimate in single-level living. With a spacious floorplan and sleek, modern finishes, this home is perfect for those seeking a hassle-free lifestyle. The unit boasts three generously sized bedrooms with ample closet space, a stylish full

  Ruby Morrison Regency Real Estate, LLC

  23 Silver St, Middletown, CT 06457
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  $190,000 Sold Oct 29, 2025

  • 1,232 Sq Ft
  • $154/SF
  • 62 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1976

  49 Rising Trail Dr Unit 49, Middletown, CT 06457

  Don't miss this GREAT OPPORTUNITY! Perfect for owner-occupancy or as a rental investment, this spacious home offers excellent value and convenience in Middletown. Ideally located near I-91 North and South, shopping, and community amenities including a pool, clubhouse, and walking trails.The main level features a kitchen with hardwood floors, a dining area, a spacious living room, a half bath, and

  Mark White KW Legacy Partners

  49 Rising Trail Dr Unit 49, Middletown, CT 06457
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  Not Listed For Sale

  00 Livingston Rd, Middletown, CT 06457

  00 Livingston Rd, Middletown, CT 06457
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  $549,000 Pending

  • 4 Beds
  • 2.5 Baths
  • 2,813 Sq Ft

  16 Snow Ridge S, Middletown, CT 06457

  Welcome to Westfield Hills; a well sought-after neighborhood in desirable Middletown, formerly surrounded by historical farmland! This now extensive Colonial home welcomes you in this cul-de-sac neighborhood, adjacent to other similar neighborhoods seeking that serene feel complimented with that iconic neighborhood feel. As you approach, experience the modern colonial style accompanied with high

  

  Justin Marino

  Marino Realty LLC

  (860) 650-1923

  16 Snow Ridge S, Middletown, CT 06457
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  $1,380 - $1,820 per month plus fees

  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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  $165,000 Sold Oct 28, 2025

  • 880 Sq Ft
  • $188/SF
  • 14 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1985

  1261 Washington St Unit 13, Middletown, CT 06457

  Clean remodeled 2 bedroom condo for sale! Clean, conveniently located two bedroom condo with many upgrades! Woodgate is tucked in off Washington Street. The complex has been completely remodeled on the exterior, including a new roof, siding, and downspouts. This lower level unit offers a bright and open kitchen, all new stainless appliances: refrigerator, stove and dishwasher. Water heater and

  Jason Saphire www.HomeZu.com

  1261 Washington St Unit 13, Middletown, CT 06457
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  Not Listed For Sale

  0 Kelsey St, Middletown, CT 06457

  0 Kelsey St, Middletown, CT 06457
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  $429,900

  • 3 Beds
  • 2 Baths
  • 1,537 Sq Ft

  95 Training Hill Rd, Middletown, CT 06457

  Discover comfort, space, and modern updates in this beautifully renovated ranch-style home, ideally located in one of Middletown's most sought-after neighborhoods. Featuring 4 spacious bedrooms and 2 full bathrooms, this home offers the perfect balance of style and functionality for today's lifestyle. Step into a bright, open-concept layout that flows seamlessly-perfect for both everyday living

  

  Guillermo Araujo

  Five Stars Realty

  (860) 901-0519

  95 Training Hill Rd, Middletown, CT 06457
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  /14

  $1,300 total monthly price

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

  58 Washington St Unit 1, Middletown, CT 06457

  Looking for a first floor 1 bedroom in the heart of Middletown with heat, hot water and electricity included? Then this is the property for you. This unit features off street parking for one car, a back yard area and there is even a washer/dryer in your unit! This unit also features natural gas heating and hot water! This is a 1 year lease with first months rent and two months security deposit.

  Scott Nardozzi Cavanaugh & Company LLC

  58 Washington St Unit 1, Middletown, CT 06457
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  $160,000 Sold Oct 28, 2025

  • Land
  • 0.35 Acre
  • $457,143 per Acre

  • 60 Days On Market

  180 Washington St, Middletown, CT 06457

  Prime Mixed-Use Opportunity Lot for Sale: Near Wesleyan University. Discover a rare opportunity to own a .35-acre lot strategically located just minutes from Wesleyan University. This prime piece of real estate is situated in a mixed-use zone, offering endless possibilities for residential or commercial development. With excellent visibility and easy access from major thoroughfares, this lot is

  Jackie Williams Sterling REALTORS

  180 Washington St, Middletown, CT 06457
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  Est $238,354 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 1,088 Sq Ft

  3 Countryside Ln Unit 2, Middletown, CT 06457

  3 Countryside Ln Unit 2, Middletown, CT 06457
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  $549,900 Pending

  • 3 Beds
  • 3 Baths
  • 2,310 Sq Ft

  80 Elizabeth Ln, Middletown, CT 06457

  Built in 2000 and beautifully reimagined, this home has been extensively remodeled to blend modern style with everyday comfort. Step inside and be wowed by the all-new kitchen, featuring propane cooking, sleek finishes, and plenty of space to unleash your inner chef. The updated baths continue the fresh, contemporary feel. Smart home technology runs throughout, with Google smart dimmers and new

  

  Amy Rio

  Executive Real Estate Inc.

  (860) 544-5895

  80 Elizabeth Ln, Middletown, CT 06457
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  $1,450 - $2,000 per month plus fees

  StoneGate Apartments

  1 - 2 Beds

  1150-1160 S Main St, Middletown, CT 06457

  Stonegate Apartments – Middletown, CTWelcome to Stonegate Apartments, where comfort and convenience meet. Our spacious apartments are designed for easy living, with heat and hot water included in your rent so you can enjoy peace of mind all year round.Relax and unwind with our community amenities, including a sparkling outdoor pool, a fully equipped fitness center, and a lively

  1150-1160 S Main St, Middletown, CT 06457
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  $366,000 Sold Oct 27, 2025

  • 1,677 Sq Ft
  • $218/SF
  • 56 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1950

  193 Hendley St, Middletown, CT 06457

  Welcome to 193 Hendley Street! This sweet Cape offers 3 bedrooms, 1.5 baths, and 1,677 sqft of comfortable living space. Hardwood & parquet floors run throughout, and the spacious kitchen connects to a dining room filled with natural light. A massive 2-car attached garage adds great storage or workshop options and above it is a finished room that could be the perfect primary suite. The clean,

  Sara Tufano Real Broker CT, LLC

  193 Hendley St, Middletown, CT 06457
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  Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,200 Sq Ft

  42 Mckenna Dr, Middletown, CT 06457

  42 Mckenna Dr, Middletown, CT 06457
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  $359,925 Coming Soon

  • 4 Beds
  • 2 Baths
  • 1,924 Sq Ft

  410 High St, Middletown, CT 06457

  Welcome to this beautifully maintained two-family home nestled in a vibrant and desirable section of Middletown. Each spacious unit features two bedrooms with gleaming hardwood floors that flow throughout, creating an inviting and timeless appeal. Both apartments have the convenience of in-unit laundry, making day-to-day living effortless. The property also includes a detached three-car garage,

  

  Jason Kemp

  Five Stars Realty

  (860) 943-5386

  410 High St, Middletown, CT 06457
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  /25

  $2,700 total monthly price

  • 3 Beds
  • 2 Baths
  • 1,267 Sq Ft
  • House for Rent

  75 Meech Rd, Middletown, CT 06457

  Look no further! This spacious Cape style home is in a quiet neighborhood and ready to move in. The freshly painted rooms include 3 bedrooms with one on the main level, plenty of closet space and 2 full baths. The dining room is open to the modern kitchen for easy entertainment. Enjoy the beautiful wood burning fireplace in the living room for cozy winter evenings. There is a garage along with

  Nancy Ellis Eagle Eye Realty PLLC

  75 Meech Rd, Middletown, CT 06457
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  $420,000 Sold Oct 24, 2025

  • 1,590 Sq Ft
  • $264/SF
  • 14 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1988

  311 Long Ln, Middletown, CT 06457

  Beautiful 3-bedroom, 2.5-bath Colonial with a fantastic layout inside and out. The updated kitchen features granite counters, stainless steel appliances, and ample cabinetry. The main level is highlighted by hardwood floors throughout and a bright and airy living room with a wood fireplace. The second level offers a spacious primary suite with a full bath and walk-in closet, along with two

  Sara Etienne eXp Realty

  311 Long Ln, Middletown, CT 06457
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  Not Listed For Sale

  00 Kelsey St, Middletown, CT 06457

  00 Kelsey St, Middletown, CT 06457
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  $350,000 Coming Soon

  • 3 Beds
  • 2 Baths
  • 1,053 Sq Ft

  233 Oak Ridge Dr, Middletown, CT 06457

  COMING SOON - Showings begin on Fri. 10/31. Enjoy a complete Video Walkthrough OR take a Self-Guided 3D Tour 24/7! This move-in-ready 3 Bedroom, 2 Bath Ranch sits on a quiet cul-de-sac in a desirable neighborhood setting. The home features a 0.46-acre lot with a fully fenced backyard, a 24' x 24' oversized detached 2-car garage, maintenance-free vinyl siding, and a 30' x 15' patio with a fire

  

  Gregory Hanner

  Garden Realty

  (860) 792-5746

  233 Oak Ridge Dr, Middletown, CT 06457
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  $1,580 - $3,099 total monthly price

  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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  $185,000 Sold Oct 24, 2025

  • 1,206 Sq Ft
  • $153/SF
  • 4 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1987

  94 Trolley Crossing Ln, Middletown, CT 06457

  Welcome to this well-located 2-bedroom, 1.5-bath condo in the heart of Middletown, CT. Featuring a generous 2-car garage, this home offers plenty of space for parking and storage. Inside, you'll find a functional layout with a cozy living area and an open kitchen-ideal for everyday living and entertaining. While the unit could benefit from some cosmetic updates, it presents a great opportunity to

  Kamil Andrukiewicz New Haus Group LLC

  94 Trolley Crossing Ln, Middletown, CT 06457
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  /2

  Est $404,570 Not Listed For Sale

  • Studio
  • 2 Baths
  • 2,164 Sq Ft

  272 S Main St, Middletown, CT 06457

  272 S Main St, Middletown, CT 06457
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  /40

  $550,000 Under Contract

  • 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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  /31

  $2,850 total monthly price

  • 3 Beds
  • 1 Bath
  • 2,081 Sq Ft
  • House for Rent

  32 Wall St Unit 2, Middletown, CT 06457

  Spacious and fully renovated, this 3-bedroom, 1-bathroom apartment offers comfortable living with thoughtful upgrades throughout. The kitchen and bathroom have been completely remodeled with brand-new appliances and fixtures, and the entire unit has been freshly painted. You'll find hardwood floors throughout, new LED lighting, and updated door hardware throughout the space. Enjoy the convenience

  Kris Robinson Eagle Eye Realty PLLC

  32 Wall St Unit 2, Middletown, CT 06457
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  $360,000 Sold Oct 23, 2025

  • 1,746 Sq Ft
  • $206/SF
  • 1 Day On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1937

  720 Bow Ln, Middletown, CT 06457

  This beautiful home is ready to be your nature retreat. Situated on 1.7 acres of former farmland with its own brook, 1,480 square feet of above grade living space, two bedrooms, and one and a half bathrooms, you have plenty of space to enjoy as-is or expand. **The updated interior features hardwood flooring, tile, and carpeting in all the right places. The primary bedroom on the main floor

  Christina Bates Coldwell Banker Realty

  720 Bow Ln, Middletown, CT 06457
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  Est $235,842 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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  /40

  $600,000

  • 3 Beds
  • 4 Baths
  • 3,853 Sq Ft

  301 Bell St, Middletown, CT 06457

  Take a 3D Tour or Enjoy a Video Walkthrough 24/7! This striking double A-Frame, with iconic Howard Johnson's orange steel roof shingles, is a one-of-a-kind architectural showplace and retreat set on 1.51 private acres surrounded by the 32-acre Highland Pond Preserve. The pond dam has been removed, returning it to its natural state of meadow and stream. Over $300,000 in thoughtful renovations have

  

  Gregory Hanner

  Garden Realty

  (860) 698-4509

  301 Bell St, Middletown, CT 06457
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  $1,554 - $3,632 per month plus fees

  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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  $252,399 Sold Oct 23, 2025

  • 1,376 Sq Ft
  • $183/SF
  • 88 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1879

  47 Ridge Rd, Middletown, CT 06457

  Opportunity awaits on one of Middletown's most quintessential streets! 47 Ridge Road offers solid potential with good bones and key updates already in place - including a newer roof, windows, and boiler. This 3-bedroom, 1.1-bath colonial is ready for your vision and creativity. Featuring a traditional layout with great natural light, this home provides the perfect canvas to renovate and build

  Carl Guild Carl Guild & Associates

  47 Ridge Rd, Middletown, CT 06457
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  Est $216,225 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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  /33

  $242,000 Pending

  • 2 Beds
  • 2.5 Baths
  • 1,430 Sq Ft

  234 S Main St Unit 414, Middletown, CT 06457

  With ceilings that soar, wood beams and wood floors; this property will make a lover of charm feel immediately at home. This amazing brick building is aptly on the National Register of Historic Places, blending a vintage feel and modern conveniences. A quick 10 minute walk will get you to Wesleyan University or downtown to a multitude of restaurants and activities. If you're more of a homebody,

  

  Sarah Murphy

  William Raveis Real Estate

  (860) 846-3466

  234 S Main St Unit 414, Middletown, CT 06457
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  /30

  $2,700 total monthly price

  • 2 Beds
  • 1.5 Baths
  • 1,339 Sq Ft
  • Townhouse for Rent

  751 Long Hill Rd Unit C, Middletown, CT 06457

  Have you dreamed of living in a Show Case Condo? This exceptional rental might be perfect for you! This beautifully finished and decorated home welcomes you with a skylight-lit breakfast nook. The well-appointed kitchen features a pass-through and a breakfast bar in the dining area. A tastefully decorated half bath is conveniently located off the hallway. The open floor plan extends to the

  Heather Kilbourn Cavanaugh & Company LLC

  751 Long Hill Rd Unit C, Middletown, CT 06457
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  $784,850 Sold Oct 23, 2025

  • 3,612 Sq Ft
  • $217/SF
  • 350 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 2024

  250 Atkins St, Middletown, CT 06457

  Welcome to your dream home! This stunning brand-new construction is situated on a beautiful street in Middletown, CT, offering 3509 sq ft of luxurious living space. With 4 spacious bedrooms, 2.5 elegant bathrooms, an office on your main level, large mudroom and an even bigger grand foyer, this home is designed for modern comfort and style. Step inside and be greeted by gorgeous hardwood floors

  Milena Mineri RE/MAX One

  250 Atkins St, Middletown, CT 06457
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  Est $235,517 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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