Middletown, CT Homes

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  $395,900 Pending

  • 2 Beds
  • 2 Baths
  • 1,620 Sq Ft

  55 Lorelei Cir, Middletown, CT 06457

  Fantastic brick ranch offering 1,620 square feet of comfortable living space with endless possibilities. This well-maintained home features a bright, open foyer leading to a spacious fireplaced living room with beautiful hardwood floors and an updated kitchen with modern finishes. The flexible floor plan allows for three bedrooms or two bedrooms with a versatile flex space. A stunning remodeled

  Michelle Pirruccio Carl Guild & Associates

  55 Lorelei Cir, Middletown, CT 06457
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  /37

  $1,554 - $4,036 total monthly price

  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
• 

  $510,000 Sold Mar 14, 2025

  180 Cranberry Ln, Middletown, CT 06457

  • 4 Beds
  • 3.5 Baths
  • 2,619 Sq Ft
  • Built 2001

  Last Sold Summary

  • 2% Above List Price
  • $195/SF
  • 92 Days On Market

  Current Estimated Value $548,903

  Last Listing Agent Brittany O'Hara William Raveis Real Estate

  180 Cranberry Ln, 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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  /11

  $525,000

  • Land
  • 26.43 Acres
  • $19,864 per Acre

  0 Arbutus St Unit 24065180, Middletown, CT 06457

  **26+ Acres of Unique Land** These 3 parcels are found in a picturesque rural setting, the expansive 26+ acres provides a unique opportunity (previous site work completed years ago). The land is easily accessible providing convenient travel to RTs 9 and 17 and to nearby downtown Middletown. Surround yourself with stunning landscapes, including rolling hills, lush forests....this property is a

  Heather Kilbourn Cavanaugh & Company LLC

  0 Arbutus St Unit 24065180, Middletown, CT 06457
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  /7

  $1,412 total monthly price

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

  278 Chamberlain Rd Unit In Law Studio, Middletown, CT 06457

  Welcome to the in-law apartment at 278 Chamberlain Road, Middletown, CT-a bright and spacious one-bedroom, one-bath unit with an easy, open layout. Enter through the side sliding door into a large bedroom with two closets. The open living and kitchen area includes a stove and refrigerator, plus a walk-in pantry with exceptional storage. The bathroom features a linen closet, modern sink, and

  Michael Bernard Ironclad Real Estate

  278 Chamberlain Rd Unit In Law Studio, Middletown, CT 06457
• 

  $570,000 Sold Jun 23, 2025

  36 Mcgrath Dr, Middletown, CT 06457

  • 4 Beds
  • 3.5 Baths
  • 3,756 Sq Ft
  • Built 1988

  Last Sold Summary

  • 2% Below List Price
  • $152/SF
  • 46 Days On Market

  Current Estimated Value $580,549

  Last Listing Agent Tom Derick Executive Real Estate Inc.

  36 Mcgrath Dr, 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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  /20

  $375,000 Pending

  • 5 Beds
  • 3 Baths
  • 2,870 Sq Ft

  40 Rome Ave, Middletown, CT 06457

  Great opportunity in Middletown! 40 Rome Avenue is a well-kept three-family home just minutes from downtown and Wesleyan University. Each unit offers practical layouts with good light and spacious living areas. The property includes a freshly renovated, empty 1-bedroom unit and 2 occupied units - making it perfect for investors or owner-occupants looking for strong rental potential in a

  Jithu Sajeevan Serhant Connecticut, LLC

  40 Rome Ave, Middletown, CT 06457
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  /21

  $1,536 - $1,858 total monthly price

  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
• 

  $450,000 Sold Nov 21, 2025

  90 Briarwood Ln, Middletown, CT 06457

  • 3 Beds
  • 2.5 Baths
  • 1,512 Sq Ft
  • Built 1996

  Last Sold Summary

  • $298/SF
  • 31 Days On Market

  Last Listing Agent Lori Geraci BHGRE Gaetano Marra Homes

  90 Briarwood Ln, Middletown, CT 06457
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  Est $237,252 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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  $319,000 Pending

  • 3 Beds
  • 1 Bath
  • 1,064 Sq Ft

  84 Camp St, Middletown, CT 06457

  At no fault of the Seller, this move-in-ready home is back on the market! Welcome home to this inviting 3-bedroom, 1 bath ranch that combines comfort, convenience, and a beautiful lot to make it your own. This single-level home offers an easy-flow layout featuring a bright living area, a kitchen with newer appliances, and bedrooms with ample closet space. The attached garage adds convenience to

  Emily Curtis William Raveis Real Estate

  84 Camp St, Middletown, CT 06457
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  /15

  $1,075 total monthly price

  • 1 Bed
  • 1 Bath
  • 907 Sq Ft
  • House for Rent

  183 E Main St, Middletown, CT 06457

  First-floor, single-level 1-bedroom apartment featuring a full bath, living room and full kitchen. Large bedroom with French doors and abundant windows providing excellent natural light throughout. New carpet and freshly painted throughout. Off-street parking included. Conveniently located near shopping, restaurants, and other town amenities.

  David Boudinot Berkshire Hathaway NE Prop.

  183 E Main St, Middletown, CT 06457
• 

  $365,000 Sold Jul 08, 2025

  74 Victoria Heights, Middletown, CT 06457

  • 3 Beds
  • 1 Bath
  • 1,248 Sq Ft
  • Built 1957

  Last Sold Summary

  • 11% Above List Price
  • $292/SF
  • 1 Day On Market

  Current Estimated Value $358,550

  Last Listing Agent Sanam Solati New England Prestige Realty

  74 Victoria Heights, 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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  /21

  $708,768 Pending

  • 2 Beds
  • 2 Baths
  • 1,555 Sq Ft

  128 Webster Ln, Middletown, CT 06457

  Founders' Ridge Award-Winning 55+ Adult Community! Introducing our model home, the "KIRBY II at 128 Webster Lane has 1,555 square feet of one-level living in the highly sought-after Westfield section of Middletown. This home features many high-end upgrades, including 9-foot ceilings, white wood cabinets with quartz countertops, hardwood floors in the living areas and bedrooms, and tile In the

  Sally Annino Berkshire Hathaway NE Prop.

  128 Webster Ln, Middletown, CT 06457
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  /55

  $1,796 - $4,900 total monthly price

  Knoll Crest Apartments

  1 - 2 Beds

  207 George St, Middletown, CT 06457

  Taking Luxury Living to New HeightsRetreat to the Stylish Sophistication of Knoll Crest. Choose from spacious one or two bedroom floor plans featuring 9 ceilings, open concept living rooms with cozy corner fireplaces, chef-inspired kitchens with stylish islands and private balconies with attractive views.

  207 George St, Middletown, CT 06457
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  $295,000 Sold Jul 15, 2025

  153 Ballfall Rd, Middletown, CT 06457

  • 2 Beds
  • 1 Bath
  • 896 Sq Ft
  • Built 1944

  Last Sold Summary

  • 2% Below List Price
  • $329/SF
  • 17 Days On Market

  Current Estimated Value $291,584

  Last Listing Agent Joshua Brown KW Legacy Partners

  153 Ballfall Rd, 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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  /30

  $310,000 Pending

  • 3 Beds
  • 1.5 Baths
  • 1,384 Sq Ft

  37 Front St, Middletown, CT 06457

  Perfect family home with fenced in backyard! Home has unique features such as arch doorway that bring so much character and charm to this property. Living room features a gas burning stove the enjoy on a perfect cold day watching a movie. All hardwood floors throughout. Three bedrooms one and half baths. The home includes partial finish lower level that you can utilize as the family room or

  Brenda Hanley Berkshire Hathaway NE Prop.

  37 Front St, Middletown, CT 06457
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  /16

  $1,800 total monthly price

  • 2 Beds
  • 1 Bath
  • 1,100 Sq Ft
  • House for Rent

  652 High St Unit 2, Middletown, CT 06457

  SUPERB 2ND FL, (2) BDR RENTAL OFFERING WITHIN MIDDLETOWN'S DOWNTOWN DISTRICT. UNIT IS POISED FOR MULTIPLE YEARS OF TENANT ENJOYMENT WITH ITS FRESH PAINT, REFINISHED HDWD FLOORING THROUGHOUT, NEW OR NEWER KITCHEN APPLIANCES, ENERGY-EFFICIENT WINDOWS, GAS-FIRED HEAT AND HOT WATER -AND- A WONDERFUL BATHROOM OFFERING A DEEP SOAKING TUB -PLUS- SEPARATE TILED SHOWER. IMMEDIATE AVAILABILITY, MINIMUM

  Joseph Fasone Sunset Creek Realty, LLC

  652 High St Unit 2, Middletown, CT 06457
• 

  $370,000 Sold Apr 10, 2025

  15 Blue Grass Dr, Middletown, CT 06457

  • 4 Beds
  • 1.5 Baths
  • 1,872 Sq Ft
  • Built 1972

  Last Sold Summary

  • $198/SF
  • 48 Days On Market

  Current Estimated Value $388,618

  Last Listing Agent Steve Jones Jr KW Legacy Partners

  15 Blue Grass Dr, Middletown, CT 06457
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  /2

  Est $403,040 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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  /28

  $209,900 Pending

  • 2 Beds
  • 1.5 Baths
  • 880 Sq Ft

  30 Orange Rd Unit 30, Middletown, CT 06457

  Welcome Home to this Rarely available 2 bedroom, 1 1/2 bath condo located at Governors Grove in the Wesleyan Hills Neighborhood. One floor living featuring an Oversized Living Room with Fireplace, Dining Area and slider leading to the courtyard. Enjoy the fully applianced Kitchen with plenty of counter space and a passthrough to the Dining Area. The Main Bedroom has a vaulted ceiling with

  Martin Piggot Boyden Real Estate Company,LLC

  30 Orange Rd Unit 30, Middletown, CT 06457
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  /16

  $1,700 per month plus fees

  Apartment for Rent

  1 Bed

  484 Main St, Middletown, CT 06457

  Come enjoy living on one of the great Main Street communities in Connecticut! Main Street in Middletown is just minutes away from Wesleyan University and Middlesex Hospital with easy access to Route 9 - Hartford and New Haven CT. These brand new units are tastefully designed and finished with heat and central air conditioning included in your lease. In unit washer/dryers are standard for your

  484 Main St, Middletown, CT 06457
• 

  $327,000 Sold Jun 10, 2025

  22 In Town Terrace Unit 22, Middletown, CT 06457

  • 3 Beds
  • 2.5 Baths
  • 2,048 Sq Ft
  • Built 1969

  Last Sold Summary

  • 4% Above List Price
  • $160/SF
  • 8 Days On Market

  Current Estimated Value $328,337

  Last Listing Agent Agota Perry-Hill William Raveis Real Estate

  22 In Town Terrace Unit 22, Middletown, CT 06457
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  Est $248,287 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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  /19

  $437,000 Under Contract

  • 3 Beds
  • 2.5 Baths
  • 1,890 Sq Ft

  77 Lindsey Rd, Middletown, CT 06457

  Located at end of cul de sac. Spacious 3 BR, 2 1/2 BA Colonial on .42 Acre setting. Attached 2 car garage, eat-in kitchen, Living room with fireplace, Dining Room and family room which opens to large rear deck and private rear yard. Oil heat. Conveniently located close to schools, Rt 9, Medical Facilities and shopping.

  Sandy Orsie Berkshire Hathaway NE Prop.

  77 Lindsey Rd, Middletown, CT 06457
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  /11

  $1,900 total monthly price

  • 4 Beds
  • 1 Bath
  • 3,042 Sq Ft
  • Apartment for Rent

  153 Liberty St, Middletown, CT 06457

  Spacious and well-kept 4-bedroom, 1-bathroom apartment available on the first floor of a clean, quiet, and well-maintained building. This generous unit offers comfortable living with plenty of room to spread out. Located on a peaceful street, the building provides a calm environment while still being close to local conveniences. Perfect for tenants seeking space, comfort, and a quiet residential

  Sherina Baker SB Realty Group, LLC

  153 Liberty St, Middletown, CT 06457
• 

  $585,000 Sold Nov 18, 2025

  23 Falmouth Ct, Middletown, CT 06457

  • 5 Beds
  • 2.5 Baths
  • 2,760 Sq Ft
  • Built 2004

  Last Sold Summary

  • 6% Below List Price
  • $212/SF
  • 74 Days On Market

  Last Listing Agent Kristin Callahan eXp Realty

  23 Falmouth Ct, Middletown, CT 06457
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  Est $234,494 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

  $529,900 Pending

  • 3 Beds
  • 2.5 Baths
  • 2,204 Sq Ft

  27 Valley Dr, Middletown, CT 06457

  Contemporary Colonial with Craftsman Charm. This beautifully maintained 3-bedroom, 2.5-bath contemporary colonial blends modern comfort with craftsman-inspired details throughout. Offering 1,904 sq. ft. of living space plus an additional 300+ sq. ft. in the finished lower level as recreation room. The first floor features an oversized living room highlighted by a cozy fireplace, sun-filled

  Emily Curtis William Raveis Real Estate

  27 Valley Dr, Middletown, CT 06457
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  /5

  $1,400 - $2,700 per month plus fees

  Middletown at Main

  Studio - 3 Beds

  710-712 Main St, Middletown, CT 06457

  710-712 Main St, Middletown, CT 06457
• 

  $408,000 Sold Oct 15, 2025

  22 Belvidere Terrace, Middletown, CT 06457

  • 3 Beds
  • 2.5 Baths
  • 1,960 Sq Ft
  • Built 1937

  Last Sold Summary

  • 2% Above List Price
  • $208/SF
  • 43 Days On Market

  Last Listing Agent Michelle MacNeil William Raveis Real Estate

  22 Belvidere Terrace, Middletown, CT 06457
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  Est $247,414 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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  /24

  $550,000 Pending

  • 4 Beds
  • 3.5 Baths
  • 3,833 Sq Ft

  120 Scenic View Dr, Middletown, CT 06457

  Stately, custom-built Colonial nestled on a level lot with sweeping countryside views! This home offers a flexible floor plan and quality features throughout. The upper level includes a spacious bonus room that serves as the 4th bedroom, and a serene primary suite with a large en suite bath and walk-in closet. The main level boasts an open layout with hardwood floors, a formal dining room, a

  Meghan Hess Real Broker CT, LLC

  120 Scenic View Dr, Middletown, CT 06457
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  /8

  $1,900 total monthly price

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

  50 Washington St Unit 2, Middletown, CT 06457

  Beautifully remodeled 2-bedroom apartment on the second floor, featuring brand-new flooring, a spacious eat-in kitchen with new cabinets and stainless steel appliances, plus a large updated bathroom. Located downtown, just steps from the bus stop and local businesses. Includes one parking space. No pets, no smoking, and no vaping allowed. Tenant is responsible for all utilities, including heat

  Tania Melo Coldwell Banker Realty

  50 Washington St Unit 2, Middletown, CT 06457
• 

  $395,000 Sold Jul 21, 2025

  116 Front St, Middletown, CT 06457

  • 6 Beds
  • 2 Baths
  • 2,579 Sq Ft
  • Built 1900

  Last Sold Summary

  • 1% Below List Price
  • $153/SF
  • 30 Days On Market

  Current Estimated Value $376,615

  Last Listing Agent Michelle Mazzotta eXp Realty

  116 Front St, Middletown, CT 06457
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  Est $212,530 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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