Middlesex County, CT Homes

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  /29

  $649,900 Open Sat 10AM - 12PM

  • 5 Beds
  • 3.5 Baths
  • 2,970 Sq Ft

  14 Kenilworth Dr, Killingworth, CT 06419

  Spacious Raised Ranch on 4.4 Acres with In-Law set up. Oversized Garage Loft! Welcome to your private retreat! Nestled on 4.4 scenic acres, this impressive raised ranch offers flexible living space perfect for multigenerational living, entertaining, or working from home. Step inside to discover a main home featuring bright, open-concept living, generous bedrooms, and a large kitchen with plenty

  

  Eric Bergers

  William Raveis Real Estate

  (860) 775-6542

  14 Kenilworth Dr, Killingworth, CT 06419
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  /55

  $1,946 - $4,502 total monthly price

  Knoll Crest Apartments

  1 - 2 Beds

  207 George St, Middletown, CT 06457

  Taking Luxury Living to New HeightsRetreat to the Stylish Sophistication of Knoll Crest. Choose from spacious one or two bedroom floor plans featuring 9 ceilings, open concept living rooms with cozy corner fireplaces, chef-inspired kitchens with stylish islands and private balconies with attractive views.

  207 George St, Middletown, CT 06457
• 

  $815,000 Sold Oct 30, 2025

  • 2,413 Sq Ft
  • $338/SF
  • 50 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 2000

  71 Olde Orchard Rd, Clinton, CT 06413

  Discover your dream home at 71 Olde Orchard Road, a custom-built ranch designed for the convenience of luxury one level living. The home is set back on an over 3-acre private serene park like parcel. Professionally landscaped gardens and outdoor spaces create a vacation like setting. This exquisite residence boasts four bedrooms & 2.5 baths including a magnificent primary suite with vaulted

  Gigi Giordano Taylor Compass Connecticut, LLC

  71 Olde Orchard Rd, Clinton, CT 06413
• 

  Est $318,098 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,440 Sq Ft

  12 Mirror Pond Rd Unit 12, Moodus, CT 06469

  12 Mirror Pond Rd Unit 12, Moodus, CT 06469
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  /11

  $259,900

  • Land
  • 2.66 Acres
  • $97,707 per Acre

  262 Connecticut 81, Killingworth, CT 06419

  Discover the perfect setting to build your dream home on this exceptional 2.66-acre parcel, ideally situated for both privacy and convenience. Tucked away from the road, this lot offers complete seclusion while being just minutes from local amenities and attractions, this property is truly turnkey for those looking to design and construct a custom residence. Over $100,000 has already been

  

  Gene Pica

  RE/MAX Alliance

  (860) 854-3783

  262 Connecticut 81, Killingworth, CT 06419
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  /7

  $2,100 total monthly price

  • 3 Beds
  • 1 Bath
  • 2,262 Sq Ft
  • Apartment for Rent

  23 Silver St, Middletown, CT 06457

  Welcome to this stunning new construction, never before occupied 3 bedroom 1 full bath apartment! This beautifully designed first-floor unit offers the ultimate in single-level living. With a spacious floorplan and sleek, modern finishes, this home is perfect for those seeking a hassle-free lifestyle. The unit boasts three generously sized bedrooms with ample closet space, a stylish full

  Ruby Morrison Regency Real Estate, LLC

  23 Silver St, Middletown, CT 06457
• 

  $900,000 Sold Oct 30, 2025

  • 1,408 Sq Ft
  • $639/SF
  • 171 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1953

  21 Wildwood Rd, Old Saybrook, CT 06475

  Imagine waking up to breathtaking marsh views and stunning sunsets from your very own slice of paradise in the highly desirable Cornfield Point waterfront community. This nearly 1-acre lot offers endless possibilities - whether you choose to expand, rebuild, or simply enjoy the charm of the existing 1,408 square foot home. The current residence features 3 bedrooms, 1.5 baths, a spacious 2-car

  Marc Delise Coldwell Banker Realty

  21 Wildwood Rd, Old Saybrook, CT 06475
• 

  Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 706 Sq Ft

  79 Ridgewood Rd, East Haddam, CT 06423

  79 Ridgewood Rd, East Haddam, CT 06423
• 

  

  /10

  $175,000

  • Land
  • 2.2 Acres
  • $79,545 per Acre

  86 Bushy Hill Rd, Ivoryton, CT 06442

  Welcome to Ivoryton-a borough so rich in charm it practically begs to be the setting of your next chapter. Just up the road from the historic Ivoryton Playhouse, one of the country's longest-running theaters, this 2.2-acre lot places you right where culture and countryside meet. Imagine catching a Broadway-quality show just minutes from your front porch, then strolling to The Blue Hound Cookery

  

  Michael Marsden

  Compass Connecticut, LLC

  (860) 845-1408

  86 Bushy Hill Rd, Ivoryton, CT 06442
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  /5

  $1,400 - $2,700 per month plus fees

  Middletown at Main

  Studio - 3 Beds

  710-712 Main St, Middletown, CT 06457

  710-712 Main St, Middletown, CT 06457
• 

  $2,262,500 Sold Oct 30, 2025

  • 3,121 Sq Ft
  • $725/SF
  • 171 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 2007

  30 Sols Point Rd, Clinton, CT 06413

  This exceptional waterfront property offers the perfect blend of luxury and functionality, with breathtaking views and endless possibilities. Located in a prime location, this legally 4-bedroom home boasts 7 rooms that can easily be modified for sleeping, thanks to two spacious dens with custom built-ins and an additional versatile room.Step inside and enjoy the open-concept first floor, which

  Meig Walz Newcomb Coldwell Banker Realty

  30 Sols Point Rd, Clinton, CT 06413
• 

  Est $259,089 Not Listed For Sale

  44r Field Rd, Cromwell, CT 06416

  44r Field Rd, Cromwell, CT 06416
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  /27

  $660,000

  • Land
  • 38.56 Acres
  • $17,116 per Acre

  0 Gildersleeve Rd, Portland, CT 06480

  Rare 38.56-Acre Parcel with Golf Course Views - Portland, CT Attention developers, investors, and visionaries-this is your opportunity to own a prime 38.56-acre parcel in scenic Portland, Connecticut. With stunning views overlooking a nearby golf course, this expansive property offers incredible subdivision potential or the perfect setting for a private estate. This raw piece of land is a blank

  

  Amy Rio

  Executive Real Estate Inc.

  (860) 981-0331

  0 Gildersleeve Rd, Portland, CT 06480
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  /29

  $2,025 total monthly price

  • 2 Beds
  • 1.5 Baths
  • 1,172 Sq Ft
  • Townhouse for Rent

  812 Lake Vista Dr Unit 812, East Hampton, CT 06424

  Grab the only unit available for rent in Lake Vista! The most private unit in the complex, all the way at the top and all the way at the end. Nestled into the corner and backing up to the woods - it really does afford a lot of privacy in the unit and on the back deck. Beautifully maintained, updated kitchen and baths, 2 decks, freshly painted, brand new carpeting and luxury vinyl flooring, wood

  Scott Nardozzi Cavanaugh & Company LLC

  812 Lake Vista Dr Unit 812, East Hampton, CT 06424
• 

  $700,000 Sold Oct 29, 2025

  • 2,828 Sq Ft
  • $248/SF
  • 5 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 2010

  7 Bushy Hill Rd, Deep River, CT 06417

  Welcome to this nicely maintained one-owner Colonial, offering 2,828 square feet of beautifully designed living space with 4 bedrooms, 2.5 baths, and an attached 2-car garage. Built in 2011, this home offers light-filled interiors, high ceilings, and hardwood floors throughout the main level. A covered front porch invites you into a two-story foyer that leads to a spacious living room featuring a

  Rose Ciardiello William Raveis Real Estate

  7 Bushy Hill Rd, Deep River, CT 06417
• 

  Est $614,692 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,700 Sq Ft

  9 Valley Brook Rd, Moodus, CT 06469

  9 Valley Brook Rd, Moodus, CT 06469
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  /39

  $2,500,000

  • 10 Beds
  • 8.5 Baths
  • 6,588 Sq Ft

  10 & 12 Firetower Rd, Killingworth, CT 06419

  Turn into the driveway and the stunning surroundings will melt your stress away. A rare find of two properties on 20+ acres of exquisite grounds bordered by Chatfield Hollow Park and includes a private residence, caretaker's dwelling, and a cabin that feels like you're miles away in a wilderness lodge. The primary residence, a 5 bedroom, 3 bath mid-century modern with an infinity-edge pool that

  

  Betsy Anderson

  William Pitt Sotheby's Int'l

  (860) 517-8016

  10 & 12 Firetower Rd, Killingworth, CT 06419
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  /16

  $1,700 per month plus fees

  Apartment for Rent

  1 Bed

  484 Main St, Middletown, CT 06457

  Come enjoy living on one of the great Main Street communities in Connecticut! Main Street in Middletown is just minutes away from Wesleyan University and Middlesex Hospital with easy access to Route 9 - Hartford and New Haven CT. These brand new units are tastefully designed and finished with heat and central air conditioning included in your lease. In unit washer/dryers are standard for your

  484 Main St, Middletown, CT 06457
• 

  $217,000 Sold Oct 29, 2025

  • 924 Sq Ft
  • $235/SF
  • 4 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1977

  94 Cynthia Ln Unit C6, Middletown, CT 06457

  Welcome to this inviting two bedroom condo located in a quiet and peaceful neighborhood. The home features beautiful new engineered hardwood flooring that adds warmth and style throughout the living spaces. The kitchen is enhanced with a sleek new quartz countertop, creating a modern and durable space for cooking and entertaining. A recently installed heat pump water heater offers energy

  David Borges The Borges Group LLC

  94 Cynthia Ln Unit C6, Middletown, CT 06457
• 

  Est $622,635 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,149 Sq Ft

  5 Ridge Rd, East Haddam, CT 06423

  5 Ridge Rd, East Haddam, CT 06423
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  /40

  $750,000

  • 3 Beds
  • 2.5 Baths
  • 3,912 Sq Ft

  67 Hayden Hill Rd, Haddam, CT 06438

  **ELEGANT OASIS - A Rare Gem!** Experience the perfect blend of sophistication & functionality in this highly customized 3-BD, 2.5-BTH Cape, nestled on a picturesque 1.35-acre landscaped lot in a serene neighborhood. Every inch of this exceptional home has been thoughtfully & lovingly designed to invite large gatherings, fun entertaining, & making special memories. Fully renovated & expanded in

  

  Sandra Blevins

  William Raveis Real Estate

  (860) 775-6788

  67 Hayden Hill Rd, Haddam, CT 06438
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  /14

  $1,300 total monthly price

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

  58 Washington St Unit 1, Middletown, CT 06457

  Looking for a first floor 1 bedroom in the heart of Middletown with heat, hot water and electricity included? Then this is the property for you. This unit features off street parking for one car, a back yard area and there is even a washer/dryer in your unit! This unit also features natural gas heating and hot water! This is a 1 year lease with first months rent and two months security deposit.

  Scott Nardozzi Cavanaugh & Company LLC

  58 Washington St Unit 1, Middletown, CT 06457
• 

  $340,000 Sold Oct 29, 2025

  • 1,122 Sq Ft
  • $303/SF
  • 2 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1966

  22 Sylvan Terrace, Deep River, CT 06417

  Welcome to this charming two-bedroom home nestled in a delightful neighborhood! Step onto the inviting covered front porch and into a warm living room featuring hardwood floors and a cozy fireplace. The kitchen opens to a private back deck, ideal for summer evenings or entertaining. There is a dining room off the kitchen which is open to the sunroom with Anderson windows. Garden enthusiasts will

  Laura Bitondo Berkshire Hathaway NE Prop.

  22 Sylvan Terrace, Deep River, CT 06417
• 

  Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 3,196 Sq Ft

  1 Knowles Rd, East Hampton, CT 06424

  1 Knowles Rd, East Hampton, CT 06424
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  /39

  $675,000

  • 3 Beds
  • 2.5 Baths
  • 2,133 Sq Ft

  6 Landing Hill Rd, East Haddam, CT 06423

  This renovated c.1899 Colonial blends timeless character with modern updates, offering sweeping views of the Connecticut River. Set on a landscaped 0.89-acre lot in East Haddam Village, the home is within walking distance of the Goodspeed Opera House, Gelston House, and the vibrant Theater District. The classic exterior with companion barn, stonework, and patios creates an inviting setting for

  

  Laura Marozsan

  Berkshire Hathaway NE Prop.

  (860) 909-8506

  6 Landing Hill Rd, East Haddam, CT 06423
• 

  

  /50

  $1,655 - $3,120 per month plus fees

  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
• 

  $185,000 Sold Oct 29, 2025

  • 713 Sq Ft
  • $259/SF
  • 6 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 1974

  176 Woodland Dr, Cromwell, CT 06416

  176 Woodland Drive is a bright and inviting 1-bedroom, 1-bath condo in one of Cromwell's most desirable communities. This well-maintained home features a comfortable open layout with a spacious living room, dining area, and an updated kitchen. The large bedroom offers great closet space, and the full bath is fresh and modern. Step outside to your private balcony for morning coffee or evening

  Kevin Rockoff Rockoff Realty

  176 Woodland Dr, Cromwell, CT 06416
• 

  Est $238,354 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

  $525,000

  • 3 Beds
  • 2 Baths
  • 2,113 Sq Ft

  16 Walkley Hill Rd, Haddam, CT 06438

  Welcome to your perfect family retreat in Haddam/Higganum! This beautifully updated three-bedroom, two-bath home combines historic charm with modern upgrades, offering a spacious layout, renovated kitchen and bathrooms, and a large yard for outdoor living. Located just a mile from the Higganum Center, it features an open floor plan that is ideal for entertaining. The bright living room, featuring

  

  Nick Prevost

  William Raveis Real Estate

  (860) 815-8045

  16 Walkley Hill Rd, Haddam, CT 06438
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  /18

  $2,300 total monthly price

  • 3 Beds
  • 1 Bath
  • 1,300 Sq Ft
  • Townhouse for Rent

  9 Essex Rd, Westbrook, CT 06498

  Discover 9 Essex Rd (YEAR ROUND RENTAL) a renovated spacious 3-bedroom, 1-bathroom home in beautiful downtown Westbrook. This property features an updated kitchen, modern bath, and a shared yard. Enjoy immediate access to the town beach, restaurants, Shoreline East train, and I-95. Water and trash removal are included; tenants are responsible for all other utilities. Pets will be considered.

  Toni Iandoli William Pitt Sotheby's Int'l

  9 Essex Rd, Westbrook, CT 06498
• 

  $515,000 Sold Oct 29, 2025

  • 5,124 Sq Ft
  • $101/SF
  • 43 Days On Market

  • 6 Beds
  • 4.5 Baths
  • Built 1880

  101 High St, Middletown, CT 06457

  Own a piece of Middletown history! This Italianate architecture single family home was originally built in 1880, and gutted down to the studs in 2006 after a fire. It borders beautiful Wesleyan university and is situated on a .75 acre, picturesque lot. The home features a stone and stucco exterior with a gorgeous 2-story foyer with architectural columns, granite floor and grand staircase. The

  Lisa Campo William Raveis Real Estate

  101 High St, Middletown, CT 06457
• 

  Est $299,257 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,440 Sq Ft

  16 Mirror Pond Rd Unit 16, Moodus, CT 06469

  16 Mirror Pond Rd Unit 16, Moodus, CT 06469
• 

  

  /40

  $549,900 Pending

  • 3 Beds
  • 2.5 Baths
  • 2,222 Sq Ft

  25 Olde Orchard Rd, Clinton, CT 06413

  Best and Final due 10/21 by 7 pm!! Welcome to 25 Olde Orchard Road in Clinton, set in one of the town's most desirable neighborhoods, the home sits on 1.1 acres surrounded by other well-kept homes on larger lots. This 3-bedroom, 2.5-bath Colonial has been completely remodeled from top to bottom, blending clean modern updates with the warmth and comfort of home. The main level feels open and

  

  Dylan Walter

  William Raveis Real Estate

  (860) 730-9528

  25 Olde Orchard Rd, Clinton, CT 06413
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  /21

  $1,800 per month plus fees

  Fernwood Apartments

  1 Bed

  44-46 Camp St, Middletown, CT 06457

  MIDDLETOWNS HIDDEN GEM Fernwood Apartments is a Gorgeous and Luxurious 24 hour gated Residential complex. The grounds are professionally and meticulously maintained all year round by our on site superintendent and maintenance crew. The units are spacious, well lit, with newly renovated kitchens and bathrooms including granite counter tops and stainless steel appliances. LET THIS BE THE NEXT PLACE

  44-46 Camp St, Middletown, CT 06457
• 

  $139,900 Sold Oct 29, 2025

  • 750 Sq Ft
  • $187/SF
  • 49 Days On Market

  • 1 Bed
  • 1.5 Baths
  • Built 1971

  15 L Country Squire Dr Unit 15L, Cromwell, CT 06416

  Discover the perfect opportunity to bring your vision and creativity to this 1-bedroom condo nestled in a serene setting in central Connecticut. Perched on a hilltop, this townhouse offers a peaceful retreat away from the hustle and bustle while keeping you just minutes from I-91 and Route 9 for easy commuting. Whether you're an investor searching for your next project or a first-timer looking to

  Mary Jean Agostini RE/MAX Right Choice

  15 L Country Squire Dr Unit 15L, Cromwell, CT 06416
• 

  Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,080 Sq Ft

  141 Lakeside Dr, East Haddam, CT 06423

  141 Lakeside Dr, East Haddam, CT 06423
• 

  

  /33

  $242,000 Pending

  • 2 Beds
  • 2.5 Baths
  • 1,430 Sq Ft

  234 S Main St Unit 414, Middletown, CT 06457

  With ceilings that soar, wood beams and wood floors; this property will make a lover of charm feel immediately at home. This amazing brick building is aptly on the National Register of Historic Places, blending a vintage feel and modern conveniences. A quick 10 minute walk will get you to Wesleyan University or downtown to a multitude of restaurants and activities. If you're more of a homebody,

  

  Sarah Murphy

  William Raveis Real Estate

  (860) 846-3466

  234 S Main St Unit 414, Middletown, CT 06457
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  /25

  $2,700 total monthly price

  • 3 Beds
  • 2 Baths
  • 1,267 Sq Ft
  • House for Rent

  75 Meech Rd, Middletown, CT 06457

  Look no further! This spacious Cape style home is in a quiet neighborhood and ready to move in. The freshly painted rooms include 3 bedrooms with one on the main level, plenty of closet space and 2 full baths. The dining room is open to the modern kitchen for easy entertainment. Enjoy the beautiful wood burning fireplace in the living room for cozy winter evenings. There is a garage along with

  Nancy Ellis Eagle Eye Realty PLLC

  75 Meech Rd, Middletown, CT 06457
• 

  $190,000 Sold Oct 29, 2025

  • 1,232 Sq Ft
  • $154/SF
  • 62 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1976

  49 Rising Trail Dr Unit 49, Middletown, CT 06457

  Don't miss this GREAT OPPORTUNITY! Perfect for owner-occupancy or as a rental investment, this spacious home offers excellent value and convenience in Middletown. Ideally located near I-91 North and South, shopping, and community amenities including a pool, clubhouse, and walking trails.The main level features a kitchen with hardwood floors, a dining area, a spacious living room, a half bath, and

  Mark White KW Legacy Partners

  49 Rising Trail Dr Unit 49, 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

Showing Results 81 - 120, Page 3 of 18