Middlesex, CT Homes

• 

  $187,000 Sold May 23, 2025

  • 866 Sq Ft
  • $216/SF
  • 26 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1987

  10 Carriage Crossing Ln, Middletown, CT 06457

  Welcome to 10 Carriage Crossing. This much loved two bedroom ranch style unit is ready for you to call it home. Light and bright with vaulted ceilings and an open floor plan it's so inviting you will want to spend time just relaxing and enjoying your home. The wood burning fireplace will make those chilly winter nights feel much more comfortable. The complex includes a pool, tennis court,

  Kim Sherman Coldwell Banker Calabro

  10 Carriage Crossing Ln, Middletown, CT 06457
• 

  Est $658,001 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,774 Sq Ft

  308 Scarborough Ln, Middletown, CT 06457

  308 Scarborough Ln, Middletown, CT 06457
• 

  

  

  /20

  $299,900 Under Contract

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

  49 Hunting Hill Ave, Middletown, CT 06457

  Charming Brick Cape in the Heart of Middletown! Centrally located and full of character, this adorable Cape offers 2 spacious bedrooms and 1.5 baths. Enjoy an open floor plan with hardwood floors throughout and a cozy fireplace in the living room. The finished lower level with a half bath adds versatile space-perfect for a family room, office, or guest area. This move-in ready home also features

  Natuzza Dimasi William Raveis Real Estate

  49 Hunting Hill Ave, Middletown, CT 06457
• 

  $315,000 Sold May 22, 2025

  • 1,155 Sq Ft
  • $273/SF
  • 8 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1961

  25 Birchwood Dr, Middletown, CT 06457

  Here's your chance to own a home that's full of charm, space, and potential-all in a location that makes daily life a breeze. This lovingly cared-for, two-story home has been in the hands of its original owners and is now ready for someone new to make it their own. Inside, you'll find 1,155 sq ft of comfortable living space with a layout that just makes sense. The first floor features a cozy

  Jason Kemp Five Stars Realty

  25 Birchwood Dr, Middletown, CT 06457
• 

  Est $254,243 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 1,120 Sq Ft

  3 W Meadow Ln Unit 2, Middletown, CT 06457

  3 W Meadow Ln Unit 2, Middletown, CT 06457
• 

  

  /17

  $142,900 Under Contract

  • 2 Beds
  • 1 Bath
  • 1,100 Sq Ft

  37 Mckenna Dr, Middletown, CT 06457

  Located in the Wadsworth Grove Co-op Community, this 2-bedroom, 1-bath condo offers a blend of comfortable living and convenient amenities. The unit features an open floor plan designed to maximize natural light, complemented by hardwood floors throughout. A private patio extends from the living room, providing a view of the surrounding woodland. The kitchen is equipped with practical storage

  Kelvin Wilson Berkshire Hathaway NE Prop.

  37 Mckenna Dr, Middletown, CT 06457
• 

  $291,000 Sold May 22, 2025

  • 1,436 Sq Ft
  • $203/SF
  • 3 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1991

  565 Newfield St Unit 7, Middletown, CT 06457

  Bright & Private End-Unit Townhouse - Move-In Ready! Welcome home to this beautifully updated end-unit townhouse, bathed in natural light and offering unparalleled privacy. This meticulously maintained residence is truly move-in ready! Step inside to a spacious, open-concept main floor featuring a dining area that flows seamlessly into the inviting living room, complete with a cozy gas fireplace.

  Scott Nardozzi Cavanaugh & Company LLC

  565 Newfield St Unit 7, Middletown, CT 06457
• 

  Est $286,951 Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 1,376 Sq Ft

  565 Newfield St Unit 35, Middletown, CT 06457

  565 Newfield St Unit 35, Middletown, CT 06457
• 

  

  /40

  $624,900 Under Contract

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

  23 Falmouth Ct, Middletown, CT 06457

  Tucked away on a quiet cul-de-sac in one of Middletown's most desirable neighborhoods, 23 Falmouth Court offers comfort, space, and unexpected luxury. The open-concept main floor is perfect for entertaining, featuring a cozy fireplace with stunning custom built-ins that add both charm and function. The interior was freshly painted in 2023, giving the space a clean, modern feel. But the real

  Kristin Callahan eXp Realty

  23 Falmouth Ct, Middletown, CT 06457
• 

  $307,000 Sold May 22, 2025

  • 1,992 Sq Ft
  • $154/SF
  • 47 Days On Market

  • 5 Beds
  • 2 Baths
  • Built 1900

  2 Pomeroy Place, Middletown, CT 06457

  If you're looking to grow your portfolio, or for your new home, 2 Pomeroy Place is a great opportunity, ready for its new owner! This spacious two family offers two bedrooms and one bathroom on the first floor; three bedrooms and one bathroom on the second and third floor combined. Plenty of storage in the basement, and a nice, private backyard. Conveniently located near Wesleyan University,

  Michael Barbaro Huntsman,Meade & Partners Comp

  2 Pomeroy Place, Middletown, CT 06457
• 

  Est $217,303 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 840 Sq Ft

  81 Carriage Crossing Ln, Middletown, CT 06457

  81 Carriage Crossing Ln, Middletown, CT 06457
• 

  

  /33

  $185,000 Under Contract

  • 2 Beds
  • 1.5 Baths
  • 860 Sq Ft

  110 Trolley Crossing Ln, Middletown, CT 06457

  BEST AND FINAL OFFERS- WE'VE RECEIVED MULTIPLE OFFERS AND THE SELLERS ARE REQUESTING BEST AND FINAL Tuesday,JULY 22TH AT 8pm. Welcome to this top-floor unit with no noise from above and peaceful pond views from your private balcony-perfect for enjoying sunsets. This bright, move-in ready home features an open layout connecting the living room, dining area, and updated galley kitchen with

  Euna Cho Century 21 Clemens Group

  110 Trolley Crossing Ln, Middletown, CT 06457
• 

  $270,000 Sold May 21, 2025

  • 1,440 Sq Ft
  • $188/SF
  • 10 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1974

  840 Long Hill Rd, Middletown, CT 06457

  Discover your new end unit townhouse in a desirable Middletown location! This well maintained 3-bedroom, 2.5-bath residence offers a perfect blend of a ranch style townhouse with new windows, bright light and comfortable, quiet living. Step inside to the first floor where the living room provides open, bright space, a convenient half bath, and large eat-in kitchen and sliders out to a private

  Jennifer Ferri Seaport Real Estate Services

  840 Long Hill Rd, Middletown, CT 06457
• 

  Est $330,316 Not Listed For Sale

  • 4 Beds
  • 2,126 Sq Ft

  98 Ridge Rd, Middletown, CT 06457

  98 Ridge Rd, Middletown, CT 06457
• 

  

  /40

  $185,000 Under Contract

  • 1 Bed
  • 1 Bath
  • 670 Sq Ft

  323 Carriage Crossing Ln, Middletown, CT 06457

  Welcome to the highly desirable Carriage Crossing community!! This bright and sunny 3rd floor, one-bedroom unit is move-in ready featuring many updates. Washer & Dryer included in the unit. Enjoy the condo's fantastic amenities, including a pool, gym, hot tub, sauna and racquetball court. Conveniently located near I-91, downtown Middletown, as well as local shops and restaurants.

  Carol Mancini William Pitt Sotheby's Int'l

  323 Carriage Crossing Ln, Middletown, CT 06457
• 

  $192,000 Sold May 21, 2025

  • 760 Sq Ft
  • $253/SF
  • 23 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 1987

  32 Carriage Crossing Ln, Middletown, CT 06457

  This charming Condo offers majority one-floor living with the kitchen, living area, and primary bedroom on the main floor, and a bonus loft space on the second floor that can act as a spare bedroom. Vaulted ceilings provide a spacious feel and lots of natural light throughout the home. The updated kitchen includes stainless steel appliances and granite countertops. The Condo complex boasts many

  Alex Tryon Executive Real Estate Inc.

  32 Carriage Crossing Ln, Middletown, CT 06457
• 

  Est $324,979 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,026 Sq Ft

  12 Bailey Rd, Middletown, CT 06457

  12 Bailey Rd, Middletown, CT 06457
• 

  

  /23

  $370,000 Under Contract

  • 2 Beds
  • 2 Baths
  • 1,668 Sq Ft

  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
• 

  $300,000 Sold May 19, 2025

  • 987 Sq Ft
  • $304/SF
  • 30 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1957

  43 High St, Middletown, CT 06457

  This is that "Perfect Little Starter Home", Maybe your next Investment Property or even a great Condo Alternative with NO HOA FEE. Easy low maintenance Living in this stylish 50s vinyl sided RANCH located walking distance to Wesleyan. Refined original features include the solid oak hardwood floors, an off set/corner fireplace often used in space saving design allowing for greater flow in the

  Mark Massaro Coldwell Banker Realty

  43 High St, Middletown, CT 06457
• 

  Est $485,081 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,278 Sq Ft

  60 Morgan St, Middletown, CT 06457

  60 Morgan St, Middletown, CT 06457
• 

  

  /32

  $510,000 Under Contract

  • 4 Beds
  • 2 Baths
  • 2,859 Sq Ft

  53 Princeton Dr, Middletown, CT 06457

  If you're looking to be the main home in the family for entertaining - you've found the home you're looking for. This well maintained oversized cape located in the highly sought after South Farms neighborhood of Middletown CT provides an open floor plan renovated kitchen that includes all quartz counter tops with Kraftmaid soft close hickory cabinetry and all new appliances. The kitchen opens

  Mallorie Dorflinger Coldwell Banker Realty

  53 Princeton Dr, Middletown, CT 06457
• 

  $375,000 Sold May 16, 2025

  • 2,636 Sq Ft
  • $142/SF
  • 9 Days On Market

  • 6 Beds
  • 2 Baths
  • Built 1900

  85 Chestnut St, Middletown, CT 06457

  Welcome to this charming and well-maintained 2-family home, nestled in a desirable neighborhood! Light and bright with ample living space and plenty of potential to make it your own! The first floor features 3 bedrooms, 1 full bath & the second floor boasts 3 bedrooms, 1 full bath, and a bonus room that could be an office, den, or exercise room. A detached 2-car garage and a lush yard for you to

  Maxwell Castrogiovanni eXp Realty

  85 Chestnut St, Middletown, CT 06457
• 

  Est $176,922 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 758 Sq Ft

  214 Carriage Crossing Ln, Middletown, CT 06457

  214 Carriage Crossing Ln, Middletown, CT 06457
• 

  

  /19

  $385,000 Under Contract

  • 3 Beds
  • 2.5 Baths
  • 2,084 Sq Ft

  1018 Long Hill Rd, Middletown, CT 06457

  Home is more than walls and windows-it's where your life unfolds. This warm and inviting Colonial, set on a spacious corner lot in Wesleyan Hills, offers the kind of space, updates, and connection that make everyday living feel special. The first floor welcomes you with a thoughtful layout that encourages togetherness. Hardwood floors flow throughout the open living and dining spaces, with a cozy

  Debbie Huscher Real Broker CT, LLC

  1018 Long Hill Rd, Middletown, CT 06457
• 

  $260,000 Sold May 16, 2025

  • 1,632 Sq Ft
  • $159/SF
  • 73 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1900

  19 Bacon Ave, Middletown, CT 06457

  Welcome to this spacious 4-bedroom, 2-bathroom Colonial home, ideally located on a quiet dead-end street in the heart of Middletown. This charming home boasts a newer roof, durable vinyl siding, and a spacious layout perfect for comfortable living. 4 generously sized bedrooms, including a spacious primary bedroom with a large walk-in closet for all your storage needs. The Eat-In Kitchen has

  Robert Philopena eXp Realty

  19 Bacon Ave, Middletown, CT 06457
• 

  Est $160,607 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 670 Sq Ft

  205 Carriage Crossing Ln, Middletown, CT 06457

  205 Carriage Crossing Ln, Middletown, CT 06457
• 

  

  /40

  $489,900 Under Contract

  • 4 Beds
  • 2.5 Baths
  • 2,542 Sq Ft

  1037 Bartholomew Rd, Middletown, CT 06457

  Welcome to your New England wooded retreat! This sprawling, move-in ready 4 Bedroom, 2.5 Bath Ranch offers 2,542 sq ft of heated living space, a 2-car att'd garage, and in-law potential with a separate entrance-all on a private 0.79-acre lot. The Redwood-sided exterior is not only striking but maintenance-free. Step inside to an expansive 24'x13' Living Room with new flooring and a cozy

  Jeff Coleman Hagel & Assoc. Real Estate

  1037 Bartholomew Rd, Middletown, CT 06457
• 

  $400,000 Sold May 15, 2025

  • 1,600 Sq Ft
  • $250/SF
  • 4 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1930

  519 Ridge Rd, Middletown, CT 06457

  WELCOME TO 519 RIDGE ROAD MIDDLETOWN, CT WITH TWO FULLY UPDATED BATHROOMS, HARDWOOD FLOORING THROUGHOUT AND 3 BEDROOMS. THE KITCHEN IS ALSO UPDATED WITH NEW CABINETRY AND ALL STAINLESS-STEEL APPLIANCES. COME SEE THE FORMAL DINING ROOM AND EXTENDED LIVING ROOM WITH FIREPLACE TO ENJOY COZY EVENINGS. PROPERTY SITS ON A CORNER LOT AND THE LOT BEHIND THE HOUSE IS INCLUDED WITH THE PURCHASE (SAME

  CHARLES HARRIS CLMA Realty

  519 Ridge Rd, Middletown, CT 06457
• 

  Est $307,825 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 1,312 Sq Ft

  120 Old Mill Rd, Middletown, CT 06457

  120 Old Mill Rd, Middletown, CT 06457
• 

  

  /16

  $385,000 Under Contract

  • 5 Beds
  • 2 Baths
  • 2,256 Sq Ft

  26 Nejako Dr, Middletown, CT 06457

  Beautifully renovated raised ranch located in a stunning neighborhood. Features a spacious finished lower level, two brand-new designer bathrooms, and a modern kitchen with high-end appliances and brand-new hardwood floors. Recent upgrades include a new furnace, oil tank, and central air systems. Enjoy the level, picturesque backyard- perfect for entertaining. The pool requires a new liner and is

  Erika Wright eRealty Advisors, Inc.

  26 Nejako Dr, Middletown, CT 06457
• 

  $373,000 Sold May 15, 2025

  • 2,243 Sq Ft
  • $166/SF
  • 6 Days On Market

  • 3 Beds
  • 3.5 Baths
  • Built 1986

  835 Long Hill Rd Unit A, Middletown, CT 06457

  This exquisite end unit townhouse in Wesleyan Hills is a rare find, boasting numerous attractive features. As you step inside, you're welcomed by a stunning foyer adorned with gleaming hardwood floors, which leads into a beautifully updated kitchen equipped with corian countertops, elegant cabinetry, recessed lights, hardwood floor, and premium appliances. The living room and dining area offer a

  Jackie Williams Sterling REALTORS

  835 Long Hill Rd Unit A, Middletown, CT 06457
• 

  Est $257,035 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,302 Sq Ft

  161 Cynthia Ln Unit C6, Middletown, CT 06457

  161 Cynthia Ln Unit C6, Middletown, CT 06457
• 

  

  /39

  $324,900 Under Contract

  • 2 Beds
  • 1 Bath
  • 1,629 Sq Ft

  149 Round Hill Rd, Middletown, CT 06457

  Welcome home to 149 Round Hill Rd.! This nicely maintained 2 bedroom 1 bath brick ranch offers easy one level living, ideal for first time homebuyers or for those looking to downsize. It's rare to find such a spacious ranch style home with over 1600 square feet of living space. Step inside and discover a light and bright living room with large windows, hardwood floors and a pellet stove. The

  Dan Bielert Coldwell Banker Realty

  149 Round Hill Rd, Middletown, CT 06457
• 

  $226,000 Sold May 14, 2025

  • 1,600 Sq Ft
  • $141/SF
  • 4 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1987

  6 Countryside Ln Unit 2, Middletown, CT 06457

  This gem of a condo offers both privacy and convenience, tucked away while still being easily accessible to shopping and Routes 9 and 17. Inside, you'll find a spacious living area and a kitchen featuring stainless steel appliances. Step out the back door onto a deck with a grill, perfect for cookouts! The second floor has two bedrooms, plenty of closet space, and a full bath. The basement

  Heather Kilbourn Cavanaugh & Company LLC

  6 Countryside Ln Unit 2, Middletown, CT 06457
• 

  Est $375,253 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,911 Sq Ft

  191 Russell St, Middletown, CT 06457

  191 Russell St, Middletown, CT 06457
• 

  

  /40

  $849,900 Under Contract

  • 3 Beds
  • 6 Baths
  • 4,863 Sq Ft

  98 Ryefield Rd, Middletown, CT 06457

  This exceptional Contemporary residence offers luxury, privacy, and seasonal beauty in equal measure. Nestled on 1.72 acres in a quiet Middletown enclave, the home showcases a masterful blend of natural light, thoughtful design, and refined detail. The dramatic two-story foyer, 9' ceilings, and oversized windows create a sun-drenched, elegant atmosphere. The spacious kitchen flows into a casual

  Stacey McPherson KW Legacy Partners

  98 Ryefield Rd, Middletown, CT 06457
• 

  $375,000 Sold May 13, 2025

  • 2,414 Sq Ft
  • $155/SF
  • 23 Days On Market

  • 5 Beds
  • 2 Baths
  • Built 1900

  28 Bacon Ave, Middletown, CT 06457

  Great investment or owner/occupant completely renovated two family in Middletown. New roof, mechanicals, hot water tanks fueled by natural gas, new kitchens and baths, appliances. Newer windows and off street parking. Located in the heart of Middletown capturing all of the cultural, educational and social diversity one can offer. A short walk to Main St which offers a mecca of cultural cuisine,

  Frank Balisciano Coldwell Banker Realty

  28 Bacon Ave, Middletown, CT 06457
• 

  Est $263,465 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,580 Sq Ft

  18 Afton Terrace, Middletown, CT 06457

  18 Afton Terrace, Middletown, CT 06457
• 

  

  /18

  $239,900 Under Contract

  • 2 Beds
  • 2 Baths
  • 950 Sq Ft

  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
• 

  $352,000 Sold May 13, 2025

  • 960 Sq Ft
  • $367/SF
  • 6 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1966

  244 Basswood Dr, Middletown, CT 06457

  Beautiful maintained ranch located in a quiet neighborhood! As you enter the home the living room has a propane fireplace, bay window, and hardwood floors that are throughout the home. The large kitchen, which has entry also from garage, has ample counterspace and granite countertops with an adjoining dining area. Sit back and enjoy your outdoor activities or just relax from your deck. Other

  Carol Kleeman William Raveis Real Estate

  244 Basswood Dr, Middletown, CT 06457

Showing Results 401 - 440, Page 11 of 18