Middlesex, CT Homes

• 

  Est $134,849 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 704 Sq Ft

  1251 Washington St Unit 5, Middletown, CT 06457

  1251 Washington St Unit 5, Middletown, CT 06457
• 

  

  

  /3

  $609,900 New Construction

  • 3 Beds
  • 2.5 Baths
  • 2,214 Sq Ft

  601 Higby Rd, Middletown, CT 06457

  The Greek Revival offers a classic 1700's look with a grand open modern floor plan. 2 story entry, first floor office, mud room, open great room and upstairs laundry. Some possible options include front porch and extended dining room. The large upstairs primary bedroom offers an incredible walk in closet and an en suite with soaking tub and walk in tile shower. Some additional standard features

  Mark Toledo Berkshire Hathaway NE Prop.

  601 Higby Rd, Middletown, CT 06457
• 

  $130,000 Sold Jun 17, 2025

  • 706 Sq Ft
  • $184/SF
  • 62 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1987

  206 Burgundy Hill Ln Unit 206, Middletown, CT 06457

  BACK ON THE MARKET. BUYER'S FINANCING FELL THROUGH. Welcome to your personal sanctuary! First floor living at its best! Step into this renovated 2-bedroom ranch-style condo nestled in a beautiful complex. The kitchen features new granite countertops, a refreshed bathroom, and a spacious living room/dining area that opens onto your private deck through sliding doors. Whether you're seeking an

  Katrina Pratt Rainbow Realty

  206 Burgundy Hill Ln Unit 206, Middletown, CT 06457
• 

  Est $374,570 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,822 Sq Ft

  122 Sisk St, Middletown, CT 06457

  122 Sisk St, Middletown, CT 06457
• 

  

  

  /5

  $719,000 New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,500 Sq Ft

  462 Higby Rd, Middletown, CT 06457

  Price Reduced! 4 bedroom home in a country setting near elementary school. Close to highway. Propane fired hydro-air heating and cooling. On floor plan. Gas fireplace, oak flooring, walk-in closet, tile shower in master suite, main bath. lot size is a flat acre and half with city water. Under construction.

  David White OwnerEntry.com

  462 Higby Rd, Middletown, CT 06457
• 

  $180,000 Sold Jun 13, 2025

  • 845 Sq Ft
  • $213/SF
  • 24 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1985

  1221 Washington St Unit 8, Middletown, CT 06457

  Run - do not walk to see this spectacular 2 bedroom loft home at Woodgate. Complex has been completely remodeled on the exterior, including new roof, new windows, new decks, new siding, new doors - the community looks brand new! This 2-level home offers large open vaulted living room, oversized galley kitchen, 1st floor laundry, full bath and guest bedroom. The upstairs offers an oversized 2nd

  Mark Toledo Berkshire Hathaway NE Prop.

  1221 Washington St Unit 8, Middletown, CT 06457
• 

  Est $178,318 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 760 Sq Ft

  274 Carriage Crossing Ln, Middletown, CT 06457

  274 Carriage Crossing Ln, Middletown, CT 06457
• 

  

  /28

  $669,995 New Construction

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

  123 Webster Ln, Middletown, CT 06457

  Founders' Ridge Award-Winning 55+ Adult Community! Introducing our model home, the "STOW IV," at 123 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

  Phyllis Bysiewicz Berkshire Hathaway NE Prop.

  123 Webster Ln, Middletown, CT 06457
• 

  $430,000 Sold Jun 10, 2025

  • 3,888 Sq Ft
  • $111/SF
  • 88 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1974

  7 Edgewood Dr, Middletown, CT 06457

  A must see customized contemporary colonial with ample space and charm. The main level features an updated kitchen with granite countertops, an island, and plenty of cabinetry. The dining area flows into a great room and living room, which extends to a private deck overlooking a fenced backyard. Additional conveniences on the main level include a full bathroom, laundry room, and a second mudroom.

  Siobhan Springer William Raveis Real Estate

  7 Edgewood Dr, Middletown, CT 06457
• 

  Est $678,476 Not Listed For Sale

  • 5 Beds
  • 4 Baths
  • 3,178 Sq Ft

  40 Annello Way, Middletown, CT 06457

  40 Annello Way, Middletown, CT 06457
• 

  

  /21

  $593,900 New Construction

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

  145 Webster Ln Unit 2-41, Middletown, CT 06457

  Discover Carefree Living at Founders' Ridge - the Award-Winning 55+ Adult Community! Come experience the "KIRBY II," available for occupancy in late 2025! Located in the highly sought-after Westfield section of Middletown, this beautiful 1,555 sq. ft. home has the convenience of single-floor living with top-of-the-line features and Elegant Design: Enjoy the sophistication of white cabinetry with

  Phyllis Bysiewicz Berkshire Hathaway NE Prop.

  145 Webster Ln Unit 2-41, Middletown, CT 06457
• 

  $198,000 Sold Jun 09, 2025

  • 1,232 Sq Ft
  • $161/SF
  • 7 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1976

  51 Rising Trail Dr Unit 51, Middletown, CT 06457

  Prime location near the pool & clubhouse - just in time for Summer! Welcome to this clean and spacious 3-bedroom townhouse in sought-after Beacon Hill, ideally located just minutes from the West Lake walking trail, shopping, and cozy coffee spots. Step into a bright and inviting living room with new flooring and a slider that leads to a private deck overlooking the lawn and playground-perfect for

  Allison Hughes Berkshire Hathaway NE Prop.

  51 Rising Trail Dr Unit 51, Middletown, CT 06457
• 

  Est $293,678 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 1,368 Sq Ft

  24 Spencer Dr, Middletown, CT 06457

  24 Spencer Dr, Middletown, CT 06457
• 

  

  /3

  $449,900 New Construction

  • 3 Beds
  • 2 Baths
  • 1,600 Sq Ft

  00 Villa St, Middletown, CT 06457

  DON"T SETTLE on Your Home: Take this opportunity to get the House of your Dreams... This lot has a picturesque view with over 100 feet of secluded River views (No Flood Ins. Needed) on a cul-de-sac with 120 ft. of road frontage. This lot already has an ideal home option with 3bd, 2 bath, open concept custom Kitchen (quartz countertops, Island, Tile floor), Dining room with sliders to deck area,

  Lisa Sherman My Realtor, LLC

  00 Villa St, Middletown, CT 06457
• 

  $285,000 Sold Jun 06, 2025

  • 1,436 Sq Ft
  • $198/SF
  • 29 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1991

  565 Newfield St Unit 30, Middletown, CT 06457

  Immaculate and updated 2 bedroom condo with open floor plan. Bright kitchen with eating area, opens to dining room, living room with hardwood floors, doors to deck and half bath. Upstairs are two large bedrooms with vaulted ceilings, carpet and share the large updated full bath. Lower level is finished for office, playroom or gym, laundry and attached garage. The complex has newer roof, decks and

  Marybeth Barrett Berkshire Hathaway NE Prop.

  565 Newfield St Unit 30, Middletown, CT 06457
• 

  Est $283,597 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,212 Sq Ft

  187 Spencer Dr, Middletown, CT 06457

  187 Spencer Dr, Middletown, CT 06457
• 

  

  /27

  $329,900 Pending

  • 3 Beds
  • 1.5 Baths
  • 1,404 Sq Ft

  60 Old Mill Rd, Middletown, CT 06457

  Move-in ready Colonial located on a charming residential street and surrounded by other well-maintained homes. This home features a bright and open layout with beautiful hardwood floors and a living room with a fireplace. The large eat-in kitchen offers granite countertops and plenty of space for cooking and gathering. With 3 bedrooms, 1.5 baths, and plenty of storage throughout, there's room to

  Laura Frisch Coldwell Banker Realty

  60 Old Mill Rd, Middletown, CT 06457
• 

  $470,000 Sold Jun 05, 2025

  • 1,923 Sq Ft
  • $244/SF
  • 6 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1999

  112 Rolling Green, Middletown, CT 06457

  Welcome to this spacious 4-bedroom, 3-full-bath Cape nestled in a thoughtfully planned neighborhood ideal for evening strolls, dog walking, and nearby walking trails. Located in a vibrant community, this home offers peaceful living with unmatched convenience. Recent updates include a newer roof (2019) and new condenser. Step outside to a large back deck with a motorized awning, perfect for

  Tanya Bottaro Real Broker CT, LLC

  112 Rolling Green, Middletown, CT 06457
• 

  Est $226,022 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 950 Sq Ft

  211 Carriage Crossing Ln, Middletown, CT 06457

  211 Carriage Crossing Ln, Middletown, CT 06457
• 

  

  /26

  $369,900 Pending

  • 4 Beds
  • 1.5 Baths
  • 1,285 Sq Ft

  60 Hemlock Place, Middletown, CT 06457

  Don't miss this beautifully updated 4-bedroom, 1.5-bath Cape in a quiet Middletown neighborhood! Step inside to find refinished hardwood floors throughout, a stunning new kitchen with stainless steel appliances, updated bathrooms, and fresh paint throughout. Enjoy outdoor living on the oversized 14' x 19' deck overlooking a large, fully fenced backyard-perfect for relaxing or entertaining. Stay

  Richard Santana Santana Realty Group LLC

  60 Hemlock Place, Middletown, CT 06457
• 

  $315,000 Sold Jun 03, 2025

  • 1,372 Sq Ft
  • $230/SF
  • 8 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1949

  191 Congdon St E, Middletown, CT 06457

  Perched in a hill on a corner lot surround by woods sits a Charming Cape with Sunroom, Walkout Basement & Above-Ground Pool in Middletown, CT This 3-bedroom, 1.5-bath Cape offers a warm and functional layout with updates that add both style and value. The main level features a spacious primary bedroom, a spacious living room with a fireplace, and an open kitchen Floorplan -perfect for everyday

  Laura Beth Collinson Carl Guild & Associates

  191 Congdon St E, Middletown, CT 06457
• 

  Est $470,848 Not Listed For Sale

  • 5 Beds
  • 5 Baths
  • 2,639 Sq Ft

  665 Ridgewood Rd, Middletown, CT 06457

  665 Ridgewood Rd, Middletown, CT 06457
• 

  

  /16

  $116,000 Pending

  • 1 Bed
  • 1 Bath
  • 562 Sq Ft

  142 Burgundy Hill Ln, Middletown, CT 06457

  Welcome to Peppermill Village! Great opportunity for investors or buyers looking to purchase an affordable condominium and build equity. Charming 1-bedroom, 1-full bath ranch style unit close to shopping, restaurants and town amenities. Enjoy the ease of maintenance free living with HOA dues that include professional property management, water and sewer usage. Easy access to I-91 and Rte 9 for

  Ronda Bichunsky Coldwell Banker Realty

  142 Burgundy Hill Ln, Middletown, CT 06457
• 

  $315,000 Sold Jun 02, 2025

  • 1,170 Sq Ft
  • $269/SF
  • 1 Day On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1988

  104 Cambridge Commons Unit 104, Middletown, CT 06457

  Immaculate move-in condition townhouse at the desirable Cambridge Commons community! 2 bedrooms, 1 & 1/2 baths & a full walkout basement. Remodeled kitchen with white cabinets, crown moulding, black appliances, an Eat-in breakfast nook & large bright windows! Kitchen opens up to the dining area & large living room with a fireplace & 2 atrium doors to the deck area. Staircase leads up to 2

  Theresa Bitondo Berkshire Hathaway NE Prop.

  104 Cambridge Commons Unit 104, Middletown, CT 06457
• 

  Est $220,700 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 1,136 Sq Ft

  123 Trolley Crossing Ln, Middletown, CT 06457

  123 Trolley Crossing Ln, Middletown, CT 06457
• 

  

  /34

  $235,000 Pending

  • 2 Beds
  • 2 Baths
  • 840 Sq Ft

  289 Carriage Crossing Ln Unit 289, Middletown, CT 06457

  Bright, Stylish, and Move-In Ready at Carriage Crossing! Welcome to easy living in this sun-filled, first-floor end unit in the most private location in the complex. Inside, soaring ceilings and energy-efficient windows fill the space with natural light. The inviting living and dining area features a cozy fireplace and flows seamlessly into the kitchen, complete with a convenient in-unit washer

  Lauren Iraeta KW Legacy Partners

  289 Carriage Crossing Ln Unit 289, Middletown, CT 06457
• 

  $127,500 Sold May 30, 2025

  • 579 Sq Ft
  • $220/SF
  • 28 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 2025

  117 Burgundy Hill Ln Unit 117, Middletown, CT 06457

  Want to be the first to live in this total rebuilt condominium?? This building at Peppermill Village was where there was a fire in February of 2024 that destroyed many units. Insurance and Association rebuilt building and now ready for occupancy. Unit offers 1 bedroom that is carpeted, has laminate in Livingroom and kitchen, New everything. Owner putting stainless steel appliances in the next

  Kerry Hart William Raveis Real Estate

  117 Burgundy Hill Ln Unit 117, Middletown, CT 06457
• 

  Est $222,878 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 924 Sq Ft

  94 Cynthia Ln Unit C7, Middletown, CT 06457

  94 Cynthia Ln Unit C7, Middletown, CT 06457
• 

  

  /18

  $259,000 Pending

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

  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
• 

  $175,000 Sold May 30, 2025

  • 670 Sq Ft
  • $261/SF
  • 5 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 1988

  282 Carriage Crossing Ln Unit 282, Middletown, CT 06457

  Welcome to the highly desirable Carriage Crossing community!! This bright and sunny 3rd floor, one-bedroom unit features a cozy fireplace, vaulted ceiling, recently installed 4/2022 HVAC heating/air system & hot water heater. 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,

  PATRICIA SHERWIN Dave Jones Realty, LLC

  282 Carriage Crossing Ln Unit 282, Middletown, CT 06457
• 

  Est $260,022 Not Listed For Sale

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

  6 W Meadow Ln Unit 5, Middletown, CT 06457

  6 W Meadow Ln Unit 5, Middletown, CT 06457
• 

  

  /18

  $165,000 Pending

  • 2 Beds
  • 1.5 Baths
  • 1,136 Sq Ft

  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
• 

  $286,000 Sold May 30, 2025

  • 1,328 Sq Ft
  • $215/SF
  • 66 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1971

  21 Afton Terrace, Middletown, CT 06457

  This beautiful offering is turn-key! Completely renovated, including a new kitchen with all stainless steel appliances: refrigerator, oven/rang, built-in microwave and dishwasher. New flooring throughout, refreshed full bathroom and a laundry room that includes the washer and dryer. The spacious Primary Bedroom boasts a walk-in closet. The oversized two car garage has plenty of storage to

  Bob Allan William Raveis Real Estate

  21 Afton Terrace, Middletown, CT 06457
• 

  Est $489,638 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 1,923 Sq Ft

  12 Wildflower Ln, Middletown, CT 06457

  12 Wildflower Ln, Middletown, CT 06457
• 

  

  /21

  $435,000 Pending

  • 3 Beds
  • 2.5 Baths
  • 2,096 Sq Ft

  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
• 

  $346,000 Sold May 28, 2025

  • 1,550 Sq Ft
  • $223/SF
  • 45 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1965

  75 Westmont Dr, Middletown, CT 06457

  Beautiful and spacious colonial. Four bedrooms upstairs and a fifth bedroom on the lower level. New roof and HVAC system. Some TLC and it's the perfect home. This is a must see, schedule your showing today!

  Beverly Rodriguez Five Stars Realty

  75 Westmont Dr, Middletown, CT 06457
• 

  Est $256,034 Not Listed For Sale

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

  161 Cynthia Ln Unit C5, Middletown, CT 06457

  161 Cynthia Ln Unit C5, Middletown, CT 06457
• 

  

  /39

  $395,900 Pending

  • 3 Beds
  • 1.5 Baths
  • 1,821 Sq Ft

  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
• 

  $275,000 Sold May 27, 2025

  • 888 Sq Ft
  • $310/SF
  • 32 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1960

  261 Mile Ln, Middletown, CT 06457

  Welcome to your cozy new home at 261 Mile Lane, Middletown, CT. Ideal for those starting fresh or looking to downsize, this cute ranch offers everything you need with a touch of charm. The home features 3 comfortable bedrooms, a single bath, and a cozy living space of 888 sq ft. A full basement invites possibilities for storage or creative renovations. The 0.36-acre lot means you've got plenty of

  Devon Taylor Assael Dave Jones Realty, LLC

  261 Mile Ln, Middletown, CT 06457
• 

  Est $394,306 Not Listed For Sale

  • 4 Beds
  • 1.5 Baths
  • 1,896 Sq Ft

  189 Hickory Cir, Middletown, CT 06457

  189 Hickory Cir, Middletown, CT 06457

Showing Results 121 - 160, Page 4 of 18