Homes in ZIP Code 06457

• 

  

  

  /40

  $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
• 

  

  

  /18

  $2,000 per month

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

  199 Prospect St, Middletown, CT 06457

  2nd floor unit of 1 family home with private entrance, close to downtown. Kitchen with all new stainless-steel appliances. All finished hardwood floors. Livingroom-Kitchen spans across the home. Bathroom and nice sized bedroom on 2nd floor, and larger sized 3rd floor bedroom. Driveway parking. All utilities included except internet. No smoking, no pets. Landlord will take care of property

  

  Eric Bergers

  William Raveis Real Estate

  (860) 385-4470

  199 Prospect St, Middletown, CT 06457
• 

  $195,200 Sold Sep 16, 2025

  • 941 Sq Ft
  • $207/SF
  • 8 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1940

  78 Chestnut St, Middletown, CT 06457

  Welcome to this 2-bedroom, 1-bathroom home offering 941 square feet of living space on a 0.35-acre lot. Built in 1940, this property combines classic character with an opportunity for customization. Features include a paved driveway, a one-car detached garage, an enclosed front porch, vinyl siding, a full unfinished basement-perfect for additional storage or future finishing, and enjoy the

  Samantha Storey RE/MAX Coast and Country

  78 Chestnut St, Middletown, CT 06457
• 

  Est $322,375 Not Listed For Sale

  • 6 Beds
  • 2 Baths
  • 2,029 Sq Ft

  59 Park Place, Middletown, CT 06457

  59 Park Place, Middletown, CT 06457
• 

  

  

  /38

  $399,900 Under Contract

  • 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) 854-1987

  106 Lorraine Terrace, Middletown, CT 06457
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  /43

  $1,995 - $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
• 

  $574,000 Sold Sep 16, 2025

  • 3,147 Sq Ft
  • $182/SF
  • 47 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2014

  39 Bartlett Hollow Unit 39, Middletown, CT 06457

  Simplify your living without sacrificing space! This beautiful home boasting 3000sq/ft is tucked along the wooded area in the 55+ community of Bartlett Hollow. Built with energy efficiency and sustainability in mind - geo-thermal heating/cooling, solar panels and a propane fireplace. High ceilings and elegant architectural details throughout. The bright living room lined with windows features the

  Siobhan McLaughlin William Raveis Real Estate

  39 Bartlett Hollow Unit 39, Middletown, CT 06457
• 

  Est $120,760 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 563 Sq Ft

  280 Burgundy Hill Ln Unit 280, Middletown, CT 06457

  280 Burgundy Hill Ln Unit 280, Middletown, CT 06457
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  /30

  $549,000

  • 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
• 

  

  /12

  $1,600 per month

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

  42 West St Unit 2, Middletown, CT 06457

  *2ND FLOOR RENTAL* Completely remodeled from top to bottom! Exterior has all new vinyl siding & windows. Natural gas heat & hot water! All new kitchen with skylight, new cabinets, flooring, stainless appliances, sink & tiled backsplash. Brand new Split units installed. All new white bathroom w/grey tiled floor. Laundry hookups off the kitchen. Living room with ceiling fan & refinished hardwood

  Marco Rondinone Berkshire Hathaway NE Prop.

  42 West St Unit 2, Middletown, CT 06457
• 

  $720,000 Sold Sep 15, 2025

  • 2,580 Sq Ft
  • $279/SF
  • 6 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 2008

  90 Tall Timbers Rd, Middletown, CT 06457

  Welcome to one of the most desirable locations in Middletown's South End! This custom-built, one-owner home blends timeless craftsmanship with modern updates. Inside, you'll find gleaming hardwood floors, custom moldings, built-in cabinetry, and bookcases that showcase the attention to detail throughout. Highlights include a cozy gas fireplace, a first-floor office, and a flexible au pair suite

  Amy Rio Executive Real Estate Inc.

  90 Tall Timbers Rd, Middletown, CT 06457
• 

  Est $730,868 Not Listed For Sale

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

  542 Main St, Middletown, CT 06457

  542 Main St, Middletown, CT 06457
• 

  

  /40

  $419,900

  • 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
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  /51

  $1,497 - $3,207 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
• 

  $245,000 Sold Sep 12, 2025

  • 1,220 Sq Ft
  • $201/SF
  • 3 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1987

  10 Trolley Crossing Ln Unit 10, Middletown, CT 06457

  HIGHEST AND BEST MONDAY, 8/25 AT 9AM.Welcome Home! This spacious, well-maintained townhome has everything you've been looking for - from modern updates to an unbeatable location. The main floor features a bright, open layout with a well-appointed kitchen that flows seamlessly into the dining area and large living room, making it perfect for everyday living and entertaining. A convenient half bath

  Jill Rubino Century 21 AllPoints Realty

  10 Trolley Crossing Ln Unit 10, Middletown, CT 06457
• 

  Not Listed For Sale

  00 Livingston Rd, Middletown, CT 06457

  00 Livingston Rd, Middletown, CT 06457
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  /33

  $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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  /16

  $1,600 per month

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

  298 Carriage Crossing Ln Unit 298, Middletown, CT 06457

  Great location!! This is a one-bedroom end unit with a loft area with a walk-in closet/storage space. Galley kitchen with a includes an oven/range, built -in microwave hood, granite countertops. Some more features are a loft are with large storage closet, laundry closet includes a washer/dryer, however they courtesy appliances, the owner will not repair or replace. a wood burning fireplace.

  Heather Kilbourn Cavanaugh & Company LLC

  298 Carriage Crossing Ln Unit 298, Middletown, CT 06457
• 

  $555,000 Sold Sep 12, 2025

  • 1,973 Sq Ft
  • $281/SF
  • 5 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1968

  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
• 

  Not Listed For Sale

  0 Kelsey St, Middletown, CT 06457

  0 Kelsey St, Middletown, CT 06457
• 

  

  /39

  $575,000

  • 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
• 

  

  /16

  $1,553 - $4,503 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
• 

  $125,000 Sold Sep 12, 2025

  • 709 Sq Ft
  • $176/SF
  • 168 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1987

  225 Burgundy Hill Ln, Middletown, CT 06457

  Welcome to Peppermill Village! This adorable two bedroom, one bath, condo is ideal for an investor or owner occupied! Large bedrooms with ample closet space and a spacious living room with newly installed vinyl flooring throughout. This unit has an assigned parking spot and visitor spaces for guests! This complex offers washer and dryer units in the basement for added convivence! Pet friendly!

  Maria Convertito Regency Real Estate, LLC

  225 Burgundy Hill Ln, Middletown, CT 06457
• 

  Est $233,312 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
• 

  

  /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
• 

  

  /17

  $1,800 per month

  • 2 Beds
  • 1 Bath
  • 1,960 Sq Ft
  • House for Rent

  41 Oak St Unit 1, Middletown, CT 06457

  Ample First floor two-bedroom unit close to Wesleyan University, Downtown stores, shops and restaurants. Easy access to Interstates and just minutes to the shore.

  Tania Pinzon CLS Group

  41 Oak St Unit 1, Middletown, CT 06457
• 

  $310,000 Sold Sep 10, 2025

  • 1,440 Sq Ft
  • $215/SF
  • 5 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1975

  746 Long Hill Rd, Middletown, CT 06457

  Highly Desired Wesleyan Hills Condo! This spacious and well-maintained unit offers a fantastic layout with a bright kitchen and dining room combo featuring a breakfast bar, built-in cabinetry, and a slider leading to a generous private deck-perfect for outdoor enjoyment. The inviting living room includes a cozy fireplace, crown molding, built-ins, and brand-new flooring, with a convenient half

  Jody Bonaiuto William Raveis Real Estate

  746 Long Hill Rd, Middletown, CT 06457
• 

  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
• 

  

  /38

  $400,000

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

  22 Belvidere Terrace, Middletown, CT 06457

  This charming home offers a spacious living room with a cozy gas fireplace, perfect for relaxing evenings. The first-floor primary bedroom features a walk-in cedar closet, and you'll appreciate the convenience of a full bath on each level. Upstairs, you'll find two additional bedrooms offering flexible space for family, guests, or a home office. The kitchen, ready for your personal touch,

  

  Michelle MacNeil

  William Raveis Real Estate

  (860) 854-3099

  22 Belvidere Terrace, Middletown, CT 06457
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  /44

  $1,450 - $2,000 per month

  StoneGate Apartments

  1 - 2 Beds

  1150-1160 S Main St, Middletown, CT 06457

  Heat and hot water included!Balconies in the unit!Washer dryer in the unit!Largest apartments in all of Middletown!Plenty of parking!Laundry on every floor.Pool and gym!Storage space available free of charge!

  1150-1160 S Main St, Middletown, CT 06457
• 

  $550,000 Sold Sep 10, 2025

  • 1,548 Sq Ft
  • $355/SF
  • 80 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 2020

  20 Webster Ln Unit 20, Middletown, CT 06457

  Welcome to your new home, why wait for new construction when this beautifully upgraded home is move-in ready, waiting for you! Located in a sought-after active adult community in the desirable Westfield area, this stunning home offers an ideal open floor plan w/hardwood floors throughout. The heart of the home is the spacious kitchen, featuring a 6-foot granite island, high-end stainless steel

  Brittany O'Hara William Raveis Real Estate

  20 Webster Ln Unit 20, Middletown, CT 06457
• 

  Not Listed For Sale

  00 Kelsey St, Middletown, CT 06457

  00 Kelsey St, Middletown, CT 06457
• 

  

  /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
• 

  

  /14

  $1,525 per month

  • 2 Beds
  • 1 Bath
  • 936 Sq Ft
  • Townhouse for Rent

  16 Lake St Unit 2-W, Middletown, CT 06457

  Townhouse style 2 bedroom apartment! This apartment is on the 2nd and 3rd floor of a multi-family. The 1st floor has a living room with hardwood floors, a kitchen with wood laminate flooring, the bathroom is on the main level and an additional room that could be an office or dining room. The 2nd floor has 2 bedrooms and is hardwood flooring throughout. Located minutes from RT 9 and off South Main

  Heather Kilbourn Cavanaugh & Company LLC

  16 Lake St Unit 2-W, Middletown, CT 06457
• 

  $250,000 Sold Sep 08, 2025

  • 1,088 Sq Ft
  • $230/SF
  • 24 Days On Market

  • 2 Beds
  • 3 Baths
  • Built 1987

  1 Countryside Ln Unit 5, Middletown, CT 06457

  This bright and airy unit is move-in ready with freshly painted main-level walls and beautifully refinished hardwood floors. Step inside to a welcoming family room that flows into the updated eat-in kitchen, featuring granite countertops, a large stainless-steel sink with a gooseneck faucet, and newer appliances. There's plenty of space for a dining table, and the slider to the back deck offers a

  Heather Chirumbolo Berkshire Hathaway NE Prop.

  1 Countryside Ln Unit 5, Middletown, CT 06457
• 

  /2

  Est $395,507 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
• 

  

  /38

  $409,000 Pending

  • 4 Beds
  • 2 Baths
  • 2,214 Sq Ft

  156 S Main St, Middletown, CT 06457

  Pull into the long private driveway-room for 6-8 cars-and you'll feel the instant charm of this beautifully renovated brick two-family. The inviting front porches and classic brick facade are paired with new vinyl siding and dual-pane windows, blending timeless curb appeal with smart energy efficiency. Behind the home, a flat level lot offers a peaceful green space and a two-car garage just

  

  Alan Stewart Jr.

  ASJ Realty Partners

  (860) 397-6729

  156 S Main St, Middletown, CT 06457
• 

  

  /21

  $1,681 - $1,757 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
• 

  $410,000 Sold Sep 08, 2025

  • 1,818 Sq Ft
  • $226/SF
  • 58 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1961

  76 Milardo Ln, Middletown, CT 06457

  Welcome to 76 Milardo Lane, a beautifully maintained ranch offering comfort, flexibility, and scenic charm in one of Middletown's most sought-after neighborhoods. Nestled on a spacious 0.7-acre lot with Round Hill Brook flowing through the backyard, this home offers the peace of nature just steps from your door. Inside, you'll find a bright and airy open-concept layout featuring a welcoming front

  Brittany O'Hara William Raveis Real Estate

  76 Milardo Ln, Middletown, CT 06457
• 

  Est $235,768 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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