Middlesex, CT Homes

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  /40

  $579,900

  • 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
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  /20

  $1,400 - $1,700 per month

  Hunter's Crossing

  1 Bed

  1 Russett Ln, Middletown, CT 06457

  Welcome to Hunter's Crossing. Live life on your terms at Hunter's Crossing. Our spacious studio, one, and two-bedroom apartments offer a haven of comfort in the heart of Middletown, CT. With easy access to both New Haven and Hartford, you're just a short drive from world-class dining, entertainment, and cultural experiences. No matter your work or leisure pursuits, Hunter's Crossing places you at

  1 Russett Ln, Middletown, CT 06457
• 

  $380,000 Sold Jul 26, 2025

  • 1,516 Sq Ft
  • $251/SF
  • 3 Days On Market

  • 4 Beds
  • 1.5 Baths
  • Built 1864

  17 Strongs Ave, Portland, CT 06480

  Check out this charming 4 bedroom colonial built in 1864! Sitting on a level .22 acre deep lot with a new chain link run great for pets, a garden or chickens. Entirely updated with an open layout kitchen/ dining room, and attached living room on the first floor. Laundry is conveniently located in the main level half bath. The eat-in kitchen is fully updated with new subway tile back splash,

  Moira Dill mygoodagent

  17 Strongs Ave, Portland, CT 06480
• 

  Est $429,509 Not Listed For Sale

  • 3 Beds
  • 3.5 Baths
  • 2,676 Sq Ft

  116 Long Hill Rd, Clinton, CT 06413

  116 Long Hill Rd, Clinton, CT 06413
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  /33

  $435,000

  • 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) 407-5446

  95 Training Hill Rd, Middletown, CT 06457
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  /36

  $2,600 per month

  • 3 Beds
  • 1.5 Baths
  • 864 Sq Ft
  • House for Rent

  4 Elinor Rd, Old Saybrook, CT 06475

  CHALKER BEACH ACADEMIC RENTAL AVAILABLE 10/1/24 - 5/31/25. Adorable fully furnished 3 bedroom, 1.1 bathroom Cape featuring kitchen open to dining room, living room, 1 bedroom on the main level, 2 bedrooms on the 2nd floor, 3 season screened in porch, outdoor shower, off street parking for 4 cars. Tenants will be responsible for water, electric (lights, hot water, AC & Heat) and snow removal. The

  Chloe White KW Legacy Partners

  4 Elinor Rd, Old Saybrook, CT 06475
• 

  $466,500 Sold Jul 26, 2025

  • 2,266 Sq Ft
  • $206/SF
  • 26 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1987

  60 Haddam Neck Rd, East Hampton, CT 06424

  Nestled in the quintessential New England hamlet of Middle Haddam, where rolling pastures meet pristine forests and historic charm lines every road, this inviting 4-bedroom Cape offers the perfect blend of privacy, comfort, and convenience. Set just moments from the trails and scenic vistas of Hurd State Park and the Connecticut River, outdoor adventure is right at your doorstep. Step inside to

  James Harrington Carl Guild & Associates

  60 Haddam Neck Rd, East Hampton, CT 06424
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  Not Listed For Sale

  00 Tater Hill Rd, East Haddam, CT 06423

  00 Tater Hill Rd, East Haddam, CT 06423
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  /3

  $495,000 Pending

  • 3 Beds
  • 2.5 Baths
  • 1,816 Sq Ft

  0002-5 Edgewater Cir, East Hampton, CT 06424

  The Berkley Cottage with its elegant front door entrance and decorative gables will have you falling in love of this tasteful craftsman style home. A 2-story foyer welcomes you into this home. A home office is just to the left of the foyer with French doors. The main L shaped area includes the great room, dining area, and kitchen offering that open spacious feel that is most desirable for

  

  Joyce Covone

  Berkshire Hathaway NE Prop.

  (860) 419-7081

  0002-5 Edgewater Cir, East Hampton, CT 06424
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  /20

  $940 per month

  Burgundy Apartments

  Studio

  104 Meetinghouse Ln, Middletown, CT 06457

  Our spacious and affordable studio apartments are a place you'll love to call home! Burgundy Apartments in Middletown are set amidst beautifully landscaped grounds located in the desirable Westlake area. We are a short drive to all your everyday needs and Routes 91 and 9 are easily accessible. Our studio apartments are packed with features including air conditioning, kitchen appliances, extra

  104 Meetinghouse Ln, Middletown, CT 06457
• 

  $891,421 Sold Jul 25, 2025

  • 2,881 Sq Ft
  • $309/SF
  • 1 Day On Market

  • 4 Beds
  • 3.5 Baths
  • Built 2025

  39 Primrose Ln, Cromwell, CT 06416

  Linden floor plan!Set on a picturesque property, this 75 single family home community boasts an open space design with common greens and permanent buffers. Located within walking distance of the TPC River Highlands Golf Club, River Highlands State Park and the Connecticut River, and just a short 5-mile drive to Middletown's vibrant restaurant scene. Commutes to Hartford and New Haven are made

  Daniela Volo Calcagni Real Estate

  39 Primrose Ln, Cromwell, CT 06416
• 

  Est $455,487 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,803 Sq Ft

  8 Little City Rd, Higganum, CT 06441

  8 Little City Rd, Higganum, CT 06441
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  /3

  $489,000 Pending

  • 3 Beds
  • 2.5 Baths
  • 1,784 Sq Ft

  0002-3 Edgewater Cir, East Hampton, CT 06424

  The Hazel Cottage with a traditional double gable dormers and a covered front entry that welcomes you into foyer that opens to the formal living room with bay window and connecting dining room. The completely open back of the home is the kitchen, breakfast area and the family room with gas fireplace that speaks comfort. The upper level has a wonderful loft area open to the living room below. The

  

  Joyce Covone

  Berkshire Hathaway NE Prop.

  (860) 854-3248

  0002-3 Edgewater Cir, East Hampton, CT 06424
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  /5

  $1,300 per month

  • 1 Bed
  • 1 Bath
  • 2,229 Sq Ft
  • Apartment for Rent

  107 Birdsey Ave Unit 1, Middletown, CT 06457

  This first-floor 1-bedroom, 1-bath apartment features hardwood floors in both the living room and bedroom, a spacious eat-in kitchen, and an additional room off the bedroom that's perfect for a home office, dressing area, or extra storage. The unit includes off-street parking, dedicated basement storage, and private washer/dryer hookups. Located in a quiet residential area of Middletown with

  Michelle Mandel Carl Guild & Associates

  107 Birdsey Ave Unit 1, Middletown, CT 06457
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  $357,500 Sold Jul 25, 2025

  • 1,142 Sq Ft
  • $313/SF
  • 6 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1962

  130 Cherry Hill Rd, Middlefield, CT 06455

  Experience Exceptional Living in Middlefield, CT! Located in a sought-after area known for outdoor recreation, this home is just minutes from Powder Ridge Mountain Park & Resort, Lyman Orchards, and a short walk to Wadsworth Falls State Park's Blue Trailhead. This beautifully maintained 3-bedroom, 1.5-bath ranch with one-car carport offers the ease of single-level living combined with style and

  Natalee King Coldwell Banker Realty

  130 Cherry Hill Rd, Middlefield, CT 06455
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  Est $2,880,050 Not Listed For Sale

  • 6 Beds
  • 5.5 Baths
  • 6,978 Sq Ft

  14 Rackett Ln, Essex, CT 06426

  14 Rackett Ln, Essex, CT 06426
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  /3

  $459,000 Pending

  • 3 Beds
  • 2.5 Baths
  • 1,671 Sq Ft

  1 Watrous St, East Hampton, CT 06424

  The Aspen Cottage with a covered entry with double columns and stone accents has lots of charm. The 2-story entry foyer leads to the spacious great room with gas fireplace open to the useful u-shaped kitchen and a bay window dining area. Sliders from the great room brings you to the exterior patio or deck. Upstairs is the primary bedroom with huge walk-in closet and a luxury bath with tiled

  

  Joyce Covone

  Berkshire Hathaway NE Prop.

  (860) 453-9426

  1 Watrous St, East Hampton, CT 06424
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  /9

  $1,500 per month

  Apartment for Rent

  1 Bed

  26 Sunset Terrace Unit 26C, Essex, CT 06426

  26 Sunset Terrace Unit 26C, Essex, CT 06426
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  $1,525,000 Sold Jul 25, 2025

  • 1,606 Sq Ft
  • $950/SF
  • 2 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1915

  226 Old Kelsey Point Rd, Westbrook, CT 06498

  Classic 1920s Waterfront Cottage on Long Island Sound Step back in time and right into the Sound with this direct waterfront beach cottage on Long Island Sound. Built in the 1920s, this three-bedroom, two-bath home is full of classic New England charm. It features a sunroom with sweeping water views, an open living and dining area with a beautiful original beach stone fireplace. The kitchen is

  Angela Ruel Berkshire Hathaway NE Prop.

  226 Old Kelsey Point Rd, Westbrook, CT 06498
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  Est $816,606 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 5,032 Sq Ft

  7 Smith Farm Rd, Cromwell, CT 06416

  7 Smith Farm Rd, Cromwell, CT 06416
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  /3

  $789,000 Pending

  • 4 Beds
  • 3 Baths
  • 2,890 Sq Ft

  29 Watrous St, East Hampton, CT 06424

  The Savannah Estate with a hip roof, cascading gables, and a covered front porch offers an amazing floor plan. Upon entering this home is the 2-story foyer, staircase, and formal dining room. The kitchen and the great room are the center point highlighted by the rear screened porch and wrap around covered open porch that gives the back this home an abundant amount of space. Main level primary

  

  Joyce Covone

  Berkshire Hathaway NE Prop.

  (860) 448-7922

  29 Watrous St, East Hampton, CT 06424
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  /18

  $2,400 per month

  • 3 Beds
  • 1.5 Baths
  • 1,440 Sq Ft
  • House for Rent

  9 Red Bird Trail, Old Saybrook, CT 06475

  ACADEMIC RENT (mid Sept to mid May) 3 BR Colonial with Sun Room is located in the beautiful Indian Town Association with views of LIS and harbor. Bright and spacious rooms. This location is perfect for walking, biking or strolling along the beach. Conveniently located to I95, Train Station, Shopping and The Kate. Sorry NO pets or smokers allowed

  Sandy Orsie Berkshire Hathaway NE Prop.

  9 Red Bird Trail, Old Saybrook, CT 06475
• 

  $350,000 Sold Jul 25, 2025

  • 1,870 Sq Ft
  • $187/SF
  • 43 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1979

  32 Glenview Dr Unit 32, Cromwell, CT 06416

  Welcome home to this bright and spacious 3-bedroom, 3 full-bath townhouse in the highly desired Fox Meadows condo community! This particular layout is rarely available, and it checks all the boxes: finished basement, central air, and a 2-car garage. The main level offers a bright, open layout. The kitchen features a cozy breakfast nook and flows seamlessly into the dining area and living room,

  Michelle Maldonado RE/MAX RISE

  32 Glenview Dr Unit 32, Cromwell, CT 06416
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  Est $454,683 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,076 Sq Ft

  111 Field Rd, Cromwell, CT 06416

  111 Field Rd, Cromwell, CT 06416
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  /3

  $679,000 Pending

  • 3 Beds
  • 2.5 Baths
  • 2,489 Sq Ft

  00023 Edgewater Cir, East Hampton, CT 06424

  The Knoxville Estate has an inviting open porch that wraps around the front of the home. The foyer entrance opens to the formal dining room for an elegant feel. Gratifying floor plan with the rear of the home open to each room for conversation and lots of natural lighting though the many windows. The lustrous primary bedroom with tray ceiling, sitting room, full bath. and a walk-in closet makes

  

  Joyce Covone

  Berkshire Hathaway NE Prop.

  (860) 850-2673

  00023 Edgewater Cir, East Hampton, CT 06424
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  /14

  $1,478 - $1,712 per month

  Theresa A. Rook Retirement Community

  1 - 2 Beds

  501 Rook Rd, Cromwell, CT 06416

  Rook Retirement is a blend of affordable and market rentals, offering one and two bedroom cottage-style apartment homes in Cromwell, Connecticut. We are conveniently located minutes from shopping, dining, golf, I-91/Route 9/Route 3/I-691 and Berlin Turnpike. Ideal community for seniors who wish to enjoy an independent lifestyle. Situated atop Timber Hill in Cromwell, Rook Retirement is built on

  501 Rook Rd, Cromwell, CT 06416
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  $310,000 Sold Jul 25, 2025

  • 1,280 Sq Ft
  • $242/SF
  • 43 Days On Market

  • 2 Beds
  • 2.5 Baths
  • Built 1988

  401 Cambridge Commons Unit 401, Middletown, CT 06457

  Rare opportunity to buy a move-in ready end-corner unit townhouse at the desirable Cambridge Commons community! On the main floor you will find a beautiful Kitchen with stainless steel appliances, hardwood floors, a half bath on the hallway, wall panels throughout, crown moulding, an Eat-in breakfast nook with open floor plan to the Dining area & large Living Room with a fireplace & 2 French

  Marlise Rossato Coldwell Banker Realty

  401 Cambridge Commons Unit 401, Middletown, CT 06457
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  Est $644,959 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,872 Sq Ft

  40 Bokum Rd, Old Saybrook, CT 06475

  40 Bokum Rd, Old Saybrook, CT 06475
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  /3

  $719,000 Pending

  • 3 Beds
  • 4 Baths
  • 2,683 Sq Ft

  00026 Edgewater Cir, East Hampton, CT 06424

  The welcoming Collins Estate has a porch entrance and an exterior with stone and vertical siding that is enhanced with craftsman details. This flexible floor plan offers a grand foyer open to the staircase to the 2nd level. The upper balcony overlooks the kitchen, dining area, and the great room with gas fireplace and 2 sets of French doors that leads to the rear covered porch. First floor

  

  Joyce Covone

  Berkshire Hathaway NE Prop.

  (860) 421-1748

  00026 Edgewater Cir, East Hampton, CT 06424
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  /22

  $3,600 per month

  • 2 Beds
  • 2 Baths
  • 1,400 Sq Ft
  • House for Rent

  69 Waterside Ln Unit Main House, Clinton, CT 06413

  ACADEMIC YEAR FURNISHED RENTAL AVAILABLE 9/1/2025-5/31/2026. The Captain's House is a historical gem. Just a 5 minute walk to the Clinton Town Beach. 2 bedrooms with vaulted ceilings and built in closets. Original wood floors, and beamed ceilings throughout. 2 newly renovated full baths, full kitchen, well appointed furnishings and quality bedding linens. Quiet street and friendly neighbors. Just

  Katie O'Grady Compass Connecticut, LLC

  69 Waterside Ln Unit Main House, Clinton, CT 06413
• 

  $565,000 Sold Jul 25, 2025

  • 4,535 Sq Ft
  • $125/SF
  • 39 Days On Market

  • 5 Beds
  • 4.5 Baths
  • Built 1924

  35 Summer St, Portland, CT 06480

  Truly a rare find! This one-of-a-kind Portland property features two distinct residences on 1.23 level, fenced-in acres in a quiet neighborhood just minutes from downtown. The main home, originally built in 1924 as the town doctor's residence, has been thoughtfully transformed by the current owners over the past 16 years. Offering 3,620 sq ft of living space, it includes 4 bedrooms, 3.1

  Olivia Crable Berkshire Hathaway NE Prop.

  35 Summer St, Portland, CT 06480
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  Est $517,010 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,160 Sq Ft

  2 Greendale Ave, Cromwell, CT 06416

  2 Greendale Ave, Cromwell, CT 06416
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  /4

  $699,000 Pending

  • 4 Beds
  • 2.5 Baths
  • 2,650 Sq Ft

  00025 Edgewater Cir, East Hampton, CT 06424

  The Darcy Estate front porch farmhouse house has a modern style the is appealing and welcoming with a most comfortable interior design. The main level offers an open floor plan and amenities that are popular like the mud room, walk-in pantry, and a home office/4th bedroom. The pleasing kitchen has a large island that views both the dining and family room with gas fireplace. The primary bedroom

  

  Joyce Covone

  Berkshire Hathaway NE Prop.

  (860) 419-0099

  00025 Edgewater Cir, East Hampton, CT 06424
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  /35

  $1,100 - $2,200 per month

  Woodrow Wilson Apartments

  Studio - 2 Beds

  339 Hunting Hill Ave, Middletown, CT 06457

  Originally built in 1931 as Woodrow Wilson High School, the building was converted into apartments in 1985. Woodrow Wilson Apartments has 66 apartments which include studio, one and two bedroom units. Features include fully applianced kitchens, new windows with mini-blinds, an elevator, laundry facilities, intercom, and parking. A non-smoking building; no pets allowed. For additional photos of

  339 Hunting Hill Ave, Middletown, CT 06457
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  $525,000 Sold Jul 25, 2025

  • 2,272 Sq Ft
  • $231/SF
  • 29 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1969

  4 Sypher Rd, Chester, CT 06412

  Discover a rare gem in the picturesque town of Chester, Connecticut, with this charming 3-bedroom, 2.5-bath colonial home. Nestled on a private 2-acre lot, this property is a dream come true for horse lovers, featuring a barn that offers ample space for your equestrian needs and a chicken coop. Enjoy direct access to nearby state forest trails for riding or exploring. As you step inside, you will

  Kelly Puorro Puorro Realty Group

  4 Sypher Rd, Chester, CT 06412
• 

  Est $405,086 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,163 Sq Ft

  76 Skinner St, East Hampton, CT 06424

  76 Skinner St, East Hampton, CT 06424
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  /40

  $750,000 New Construction

  • 3 Beds
  • 3 Baths
  • 2,400 Sq Ft

  32 Cream Pot Rd, Clinton, CT 06413

  Set into the woods of Clinton, this 2,400 sq ft modern farmhouse is designed for the discerning, uninhibited buyer. With bold lines, glass walls, and a wide-open floor plan, it blurs the line between indoor and outdoor living. Inspired by Guilford's iconic Little Red Shack, the home celebrates transparency, minimalism, and architectural bravery. The main level features floor-to-ceiling glass,

  

  Dylan Walter

  William Raveis Real Estate

  (860) 385-6599

  32 Cream Pot Rd, Clinton, CT 06413
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  /10

  $2,200 per month

  • 3 Beds
  • 1.5 Baths
  • 2,517 Sq Ft
  • House for Rent

  36 Indian Hill Ave, Portland, CT 06480

  Stunning views with an even better living space! Welcome to this beautiful 3-bedroom, 1.5 bathroom rental with views of the CT river. The property features an open-concept kitchen, living, and dining area-perfect for modern living and entertaining. Plus, an oversized deck complete with a huge backyard that is ideal for relaxing or hosting. The main level offers two comfortable bedrooms with

  Alexandra Riccardi William Raveis Real Estate

  36 Indian Hill Ave, Portland, CT 06480
• 

  $715,000 Sold Jul 25, 2025

  • 1,702 Sq Ft
  • $420/SF
  • 30 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1883

  69 Spring St, Chester, CT 06412

  *Multiple offers received - offer deadline for 6/9 by noon* Quintessential Modernized Antique in Chester ~ Step into timeless charm with this beautifully updated antique colonial nestled near the heart of Chester. This visually stunning home seamlessly blends classic character with thoughtful modern updates. Offering 3 light and bright bedrooms, beautifully refinished original 1880 pine floors,

  Rachel Welch William Raveis Real Estate

  69 Spring St, Chester, CT 06412
• 

  Est $595,095 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,372 Sq Ft

  10 Wexford Ln, Cromwell, CT 06416

  10 Wexford Ln, Cromwell, CT 06416

Showing Results 201 - 240, Page 6 of 18