Middlesex, CT Homes

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  /30

  $299,925 Pending

  • 3 Beds
  • 1 Bath
  • 1,155 Sq Ft

  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

  (860) 407-6234

  25 Birchwood Dr, Middletown, CT 06457
• 

  

  

  /5

  $1,750 per month

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

  1749 Boston Post Rd Unit 4, Westbrook, CT 06498

  Beautiful and bright 2-bedroom, 1-bath second-floor unit featuring hardwood floors, a clean and well-maintained interior, and a private deck off the kitchen with lovely views. This charming space includes a brand new in-unit washer and dryer, along with a dishwasher, stove, and refrigerator. Enjoy off-street parking and close proximity to the beach for the perfect blend of comfort and

  Michelle Mandel Carl Guild & Associates

  1749 Boston Post Rd Unit 4, Westbrook, CT 06498
• 

  $546,000 Sold Apr 30, 2025

  • 2,448 Sq Ft
  • $223/SF
  • 1 Day On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1996

  Unlisted Address

  Can you imagine waking up to this view each and every day or coming home from a long day at work, and feeling the peace this beautiful natural spring fed pond provides? 28 years later, the original owners, are ready to share this gift with someone else and let this become your stay-cation. This lovely 3 bedroom colonial has upgrades galore! From the solar panels, that are owned outright, to the

  Amber Everin eRealty Advisors, Inc.

  Unlisted Address
• 

  Est $549,863 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,717 Sq Ft

  8 Crest View Dr, Rockfall, CT 06481

  8 Crest View Dr, Rockfall, CT 06481
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  /36

  $499,900 Pending

  • 4 Beds
  • 2.5 Baths
  • 2,446 Sq Ft

  29 Stephanie Ct, Durham, CT 06422

  HIGHEST & BEST DEADLINE SET FOR THURSDAY, APRIL 17 at NOON. Offered for the first time since it was custom-built in 1997, this beautiful and well-maintained 4 Bedroom, 3 Bath Colonial is a classic. Privately situated on 3 acres, this well-built home offers hardwood floors on the main level, abundant windows to filter beautiful natural light (all windows and slider replaced in 2023), and excellent

  

  Claudia O'Connell

  William Raveis Real Estate

  (860) 898-1614

  29 Stephanie Ct, Durham, CT 06422
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  /29

  $1,450 - $1,650 per month

  Apartment for Rent

  Studio

  584 Main St, Middletown, CT 06457

  Discover these exclusive luxury studio apartments, ideally located on the main street of a bustling college town. Perfectly blending comfort, convenience, and style, these modern studios that offer a sophisticated retreat just steps from all the action.Each apartment features high-end finishes, sleek hardwood floors, large windows that flood the space with natural light, and contemporary

  584 Main St, Middletown, CT 06457
• 

  $185,000 Sold Apr 30, 2025

  • 1,568 Sq Ft
  • $118/SF
  • 5 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1947

  383 Moodus Rd, East Hampton, CT 06424

  ATTENTION INVESTORS! Discover the potential of this charming home, nestled in a scenic East Hampton neighborhood, just moments from Hurd State Park. With its blank canvas awaiting transformation, this property offers the perfect opportunity to create a stunning residence. The upstairs features vaulted ceilings, enhancing the spacious feeling of the home. Though the home has not been lived in for

  Angela Aresco Carl Guild & Associates

  383 Moodus Rd, East Hampton, CT 06424
• 

  Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,762 Sq Ft

  24 Alexander Rd, East Haddam, CT 06423

  24 Alexander Rd, East Haddam, CT 06423
• 

  

  /13

  $190,000 Pending

  • 1 Bed
  • 1 Bath
  • 752 Sq Ft

  93 W Main St, Chester, CT 06412

  Charming One-Bedroom Ranch in Chester Village - A Hidden Gem! Discover the perfect investment opportunity with this delightful one-bedroom ranch located within walking distance to the picturesque downtown Chester Village. Known for its charming ambiance, this quaint town serves as a backdrop for Hallmark movies, offering a delightful mix of fantastic restaurants, unique galleries, and boutique

  

  Kelly Puorro

  Puorro Realty Group

  (860) 943-5450

  93 W Main St, Chester, CT 06412
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  /20

  $1,700 per month

  • 1 Bed
  • 1.5 Baths
  • 750 Sq Ft
  • House for Rent

  113 Saybrook Rd Unit 1-B, Middletown, CT 06457

  Don't miss this well-located 1 bedroom, 1.5 bath apartment offering a quiet retreat with easy access to shopping, restaurants, and Route 9. Features include central air, efficient gas heat, an eat-in kitchen, ample closets, newer carpet, and in-unit washer/dryer. Enjoy the convenience of off-street parking for 2 cars, just outside your door. Minutes from Middlesex Hospital, Wesleyan, the CT

  Tyanna Housley Real Broker CT, LLC

  113 Saybrook Rd Unit 1-B, Middletown, CT 06457
• 

  $735,000 Sold Apr 30, 2025

  • 1,558 Sq Ft
  • $472/SF
  • 1 Day On Market

  • 3 Beds
  • 2 Baths
  • Built 1980

  367 Main St Unit 15, Old Saybrook, CT 06475

  WOW! A free-standing condo like you've never seen before! This fully renovated 3-bedroom home is one of the largest in the complex, offering nearly 1,600 sq. ft. of stunning living space. Natural light floods this home, creating an inviting and airy atmosphere the moment you walk in. The oversized great room boasts soaring ceilings, gleaming hardwood floors, and a cozy gas fireplace. Flowing

  Susan Santoro William Pitt Sotheby's Int'l

  367 Main St Unit 15, Old Saybrook, CT 06475
• 

  Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,108 Sq Ft

  131 Longwood Dr, East Haddam, CT 06423

  131 Longwood Dr, East Haddam, CT 06423
• 

  

  /40

  $595,000 Pending

  • 4 Beds
  • 3 Baths
  • 2,417 Sq Ft

  248 Main St, Durham, CT 06422

  Restored to perfection in 1969 and updated by the current owners, this cherished post and beam center chimney Colonial is stylish and well-appointed, blending warmth and classic elegance with modern comforts. Its spacious and light-drenched interiors total 2,417 sf, and offer 4 bedrooms, 3 full bathrooms, a custom-built mudroom, and abundant storage throughout. Gathering spaces, each with working

  

  Claudia O'Connell

  William Raveis Real Estate

  (860) 467-1348

  248 Main St, Durham, CT 06422
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  /24

  $1,629 - $2,100 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
• 

  $649,000 Sold Apr 30, 2025

  • 1,553 Sq Ft
  • $418/SF
  • 4 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1993

  32 Meeks Point Rd, East Hampton, CT 06424

  Welcome to this enchanting 1,500+ square-foot home, a masterpiece of design and functionality, nestled on one of the most desirable streets in East Hampton, Connecticut. This charming residence offers an idyllic blend of comfort and style, perfectly suited for those seeking a tranquil yet vibrant lifestyle. As you step inside, you'll be immediately drawn to the stunning fireplace, a dramatic

  Roseanne Scacca Dan Combs Real Estate

  32 Meeks Point Rd, East Hampton, CT 06424
• 

  Est $677,433 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 3,086 Sq Ft

  99 Hicksville Rd, Cromwell, CT 06416

  99 Hicksville Rd, Cromwell, CT 06416
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  /40

  $599,000 Pending

  • 4 Beds
  • 2.5 Baths
  • 2,618 Sq Ft

  20 Skyline Dr, East Hampton, CT 06424

  Beautifully designed house in the most sought-after East Hampton neighborhood is waiting for your to come home! This hilltop, Skyline Estates, 4 bedroom abode - one of which is a massive second bedroom/guest room - has been immaculately maintained and gorgeously tied together with pops of color and design flair. A large flat backyard space ready for flag football, a driveway laid out for a

  

  Kevin Wilcox

  William Raveis Real Estate

  (860) 544-2464

  20 Skyline Dr, East Hampton, CT 06424
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  /18

  $2,000 per month

  • 2 Beds
  • 1.5 Baths
  • 1,206 Sq Ft
  • Townhouse for Rent

  166 Trolley Crossing Ln, Middletown, CT 06457

  Discover comfortable and convenient living in this inviting 2 bed 1.5 bath condo with spacious garage located close to just about everything! Enjoy this spacious unit with a great deck leading to a common garden/gathering area. Great for enjoying your morning coffee or just taking in the scenery. Don't miss this rental opportunity, call for your showing today.

  Kara Reynolds Showcase Realty, Inc.

  166 Trolley Crossing Ln, Middletown, CT 06457
• 

  $372,609 Sold Apr 30, 2025

  • 1,910 Sq Ft
  • $195/SF
  • 39 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1890

  188 Newfield St, Middletown, CT 06457

  Welcome to this stunning 4-bedroom, 2-bathroom Colonial, offering over 1,900 sq. ft. of beautifully renovated living space. Nestled on a lightly wooded lot, this home seamlessly blends classic charm with modern updates. Step inside to discover a bright and airy layout, featuring a brand-new kitchen with white cabinetry, stainless steel appliances, and sleek countertops. The oven/range,

  Keith Murphy Innovative Properties

  188 Newfield St, Middletown, CT 06457
• 

  Est $635,969 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,536 Sq Ft

  24 Willard St, Old Saybrook, CT 06475

  24 Willard St, Old Saybrook, CT 06475
• 

  

  /3

  $509,000 Pending

  • 3 Beds
  • 2.5 Baths
  • 1,884 Sq Ft

  0002-6 Edgewater Cir, East Hampton, CT 06424

  The Juniper Cottage beautifully crafted and stunning exterior make this such a unique home. Designed for today’s lifestyle with a first-floor master, a home office, and lots of windows that brings in natural lighting throughout this home. Greet your guest in the foyer that has a beautiful view of your formal dining room. The amazing flow has the kitchen and great room with vaulted ceiling open to

  

  Joyce Covone

  Berkshire Hathaway NE Prop.

  (860) 615-3809

  0002-6 Edgewater Cir, East Hampton, CT 06424
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  /50

  $2,100 - $2,800 per month

  424 Main Street Luxury Apartments

  1-2 Beds

  424 Main St, Middletown, CT 06457

  Welcome to Middletown's newest luxury apartments!! The NEW 424 Main Street apartments are located in the heart of town within walking distance of vibrant restaurants, cafes, shopping and Wesleyan University. 424 Main Street apartments offers luxuriously finished and unique 1 bedroom, and 2 bedroom units that provide an upscale design while capturing the buildings rich history. Each unit at 424

  424 Main St, Middletown, CT 06457
• 

  $191,000 Sold Apr 30, 2025

  • 760 Sq Ft
  • $251/SF
  • 14 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 1987

  12 Carriage Crossing Ln Unit 12, Middletown, CT 06457

  Welcome home to 12 Carriage Crossing Lane - a second-level, end unit with high ceilings and an abundance of natural light that will certainly please! This condo features one, freshly-painted bedroom, one bathroom, a living room with a wood-burning fireplace, and an updated kitchen. The spiral staircase leads up to the loft - a lovely extra space with abundant possibilities. Pride in ownership

  Melanie Abbott William Pitt Sotheby's Int'l

  12 Carriage Crossing Ln Unit 12, Middletown, CT 06457
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  Not Listed For Sale

  418R Madison Rd, Durham, CT 06422

  418R Madison Rd, Durham, CT 06422
• 

  

  /3

  $489,000 Pending

  • 3 Beds
  • 2.5 Baths
  • 1,776 Sq Ft

  4 Watrous St, East Hampton, CT 06424

  The Magnolia Cottage with its grand columns, wood accents and a deep welcoming front porch has tons of character and a wonderful curb appeal. Inside is the elegant foyer that opens to the expansive great room with gas fireplace and plenty of windows to bring the outdoors in. A perfect room for entertaining your friends and family. The kitchen offers lots of cabinetry, a center island, and a

  

  Joyce Covone

  Berkshire Hathaway NE Prop.

  (860) 855-3003

  4 Watrous St, East Hampton, CT 06424
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  /12

  $1,850 per month

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

  67 W Main St Unit 222, Clinton, CT 06413

  BEAUTIFUL one-bedroom apartment available June 7th. Freshly painted, wood floors, granite counters, stainless steel appliances, washer/dryer hookup and lots of natural light. Security cameras are mounted outside the complex with bike racks and benches for tenants use. Easy access to I-95, Hammonasset State Park and Clinton beaches. No smoking, no pets. Credit check and two months security

  Diane Dupont William Pitt Sotheby's Int'l

  67 W Main St Unit 222, Clinton, CT 06413
• 

  $465,000 Sold Apr 30, 2025

  • 1,882 Sq Ft
  • $247/SF
  • 4 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1996

  223 Middletown Ave, East Hampton, CT 06424

  Welcome to this stunning, fully renovated colonial home nestled on 1.4 acres. Set back from the road, the property offers a peaceful retreat with plenty of additional parking in the spacious driveway. Inside, you'll find an array of high-end features including central air, stainless steel appliances, and sleek quartz countertops. The updated kitchen flows into a bright dining area, while the

  Alexis Trzcinski Berkshire Hathaway NE Prop.

  223 Middletown Ave, East Hampton, CT 06424
• 

  Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,428 Sq Ft

  43 Evergreen Park, Clinton, CT 06413

  43 Evergreen Park, Clinton, CT 06413
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  /37

  $624,900 Under Contract

  • 2 Beds
  • 1 Bath
  • 840 Sq Ft

  10 West Rd, Clinton, CT 06413

  This charming 2-bedroom, 1-bath year round ranch offers 840 sq ft of coastal comfort, just steps from two private sandy beaches. Enjoy views of Long Island Sound from your living room, deck, and yard - a rare find at this price point. The open-concept layout features vaulted ceilings, sun-filled living spaces, and a cozy wood-burning fireplace. The kitchen includes stainless steel appliances,

  

  Dylan Walter

  William Raveis Real Estate

  (860) 374-6548

  10 West Rd, Clinton, CT 06413
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  /48

  $1,310 - $1,750 per month

  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
• 

  $615,000 Sold Apr 30, 2025

  • 2,258 Sq Ft
  • $272/SF
  • 50 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1961

  343 Route 148, Killingworth, CT 06419

  Experience comfort and elegance in the immaculate home,privately nestled on 2 lush acres. Boasting a recently remodeled kitchen for your culinary adventures with it's wall oven,gas cooktop, granite counters, wide board floors and breakfast area.The open concept kitchen connects to the dining area, featuring a cozy gas fireplace. The formal living room extends on the opposite end with a classic

  Bob Allison William Pitt Sotheby's Int'l

  343 Route 148, Killingworth, CT 06419
• 

  Est $589,034 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,238 Sq Ft

  9 Winterbrooke Rd, Moodus, CT 06469

  9 Winterbrooke Rd, Moodus, CT 06469
• 

  

  /38

  $489,000 Under Contract

  • 3 Beds
  • 2 Baths
  • 2,037 Sq Ft

  96 Ironworks Rd, Clinton, CT 06413

  ALL OFFERS DUE BY WEDNESDAY, 4/2 AT NOON. Welcome to this sweet shoreline home. Redesigned and custom-built, this home has it all. Enter through the charming covered front porch to the foyer and cozy living room. To the right is a spectacular great room/kitchen with a vaulted ceiling and tons of natural light from the oversized windows, glass doors, and skylights. Truly the heart of the home,

  

  Betsy Anderson

  William Pitt Sotheby's Int'l

  (860) 609-6217

  96 Ironworks Rd, Clinton, CT 06413
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  /27

  $30,000 per month

  • 4 Beds
  • 3 Baths
  • 1,618 Sq Ft
  • House for Rent

  156 Old Kelsey Point Rd, Westbrook, CT 06498

  Welcome to Westbrook. This stunning waterfront home has been thoughtfully updated and is designed to make the most of seaside living. Featuring an open floor plan, four spacious bedrooms, and a large backyard with an in-ground pool overlooking the ocean, it's the perfect setting for summer getaways or laid-back year-round living. Outside, enjoy a private in-ground pool, a cozy pool house complete

  Salvatore Carabetta William Raveis Real Estate

  156 Old Kelsey Point Rd, Westbrook, CT 06498
• 

  $975,000 Sold Apr 30, 2025

  • 2,680 Sq Ft
  • $364/SF
  • 5 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 2002

  6 Old County Rd, Chester, CT 06412

  Private, pristine, and with proximity to the Connecticut River, many wonderful restaurants, and boutiques. This meticulously maintained four bedroom 2 1/2 bath home is less than 2 miles from fabulous Chester Village. Set on over 2 acres this beautiful home has been carefully updated and enhanced. The meandering driveway takes you to a perfectly sited home with an amazing heated barn which also

  Susan Malan William Pitt Sotheby's Int'l

  6 Old County Rd, Chester, CT 06412
• 

  Est $557,262 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,462 Sq Ft

  46 Cove Rd, East Haddam, CT 06469

  46 Cove Rd, East Haddam, CT 06469
• 

  

  /38

  $469,900

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

  95 Training Hill Rd, Middletown, CT 06457

  Welcome to 95 Training Hill Road - Where Comfort Meets Convenience in Middletown! Discover this beautifully updated ranch-style gem in one of Middletown's most desirable areas. Featuring 4 spacious bedrooms and 2 full bathrooms, this home is perfect for anyone seeking style, space, and functionality. Step inside to an inviting open floor plan that flows effortlessly from room to room - ideal

  

  Guillermo Araujo

  Five Stars Realty

  (860) 891-2298

  95 Training Hill Rd, Middletown, CT 06457
• 

  

  /35

  $1,655 - $3,120 per month

  Brainerd Place

  Studio-2 Beds

  69 Marlborough St, Portland, CT 06480

  Experience the perfect blend of history and modern elegance at Brainerd Place, a luxury apartment community built in historic Portland, CT. Where the charm of the past meets the sophistication of the present, our thoughtfully designed residences offer unparalleled comfort, state-of-the-art amenities, and timeless style. Immerse yourself in a setting that honors its heritage while providing the

  69 Marlborough St, Portland, CT 06480
• 

  $385,000 Sold Apr 30, 2025

  • 2,000 Sq Ft
  • $192/SF
  • 104 Days On Market

  • 5 Beds
  • 3 Baths
  • Built 1800

  57 Main St, Deep River, CT 06417

  Great investment property, downtown Deep River. Unit 2 is rented through October, 2025 - Unit 1 and 3 are vacating as of 2/1. Rental listings are going live mid January and will be negotiated along with a sale if it works for buyer. Newer roof, oil tank(s), new steel liner in chimney, electrical upgrades, updated bathrooms, all separate utilities, plenty of parking.

  Rachel Welch William Raveis Real Estate

  57 Main St, Deep River, CT 06417
• 

  Not Listed For Sale

  • 2 Beds
  • 3 Baths
  • 2,008 Sq Ft

  3 Essex Square, Essex, CT 06426

  3 Essex Square, Essex, CT 06426

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