Middlesex County, CT Homes

• 

  

  

  /30

  $299,000

  • Land
  • 4.49 Acres
  • $66,592 per Acre

  4 Laurel Ln, Clinton, CT 06413

  Build Your Dream Home on 4.49 Acres of Privacy and Natural Beauty! Nestled in a serene wooded setting, this exceptional 4.49-acre property offers a rare opportunity to bring your vision to life. With key site improvements already in place-including a driveway, existing foundation for approximately a 2,000 sq. ft. home, septic system, well, and a charming bridge crossing a gentle brook-this parcel

  Jules Gaughran - Etes William Pitt Sotheby's Int'l

  4 Laurel Ln, Clinton, CT 06413
• 

  

  

  /18

  $3,000 total monthly price

  • 3 Beds
  • 2.5 Baths
  • 1,584 Sq Ft
  • House for Rent

  27 Spring St, Chester, CT 06412

  Beautiful in-town Chester home directly across from Jennings pond with waterfall views. Recently renovated kitchen, charming beds and bath, large yard for sports, two car attached garage. This owner is flexible with lease term length but would like a minimum of 6 months. A pet will be considered.

  Bonnie Fillion Berkshire Hathaway NE Prop.

  27 Spring St, Chester, CT 06412
• 

  $410,000 Sold Oct 09, 2025

  • 2,292 Sq Ft
  • $179/SF
  • 329 Days On Market

  • 7 Beds
  • 3 Baths
  • Built 1872

  20 Middlesex Avenue Extension, Portland, CT 06480

  This property was purchased as part of an investment portfolio and is too far from the seller's other properties. His loss is your gain! This year there has been all new windows installed, a new roof, and gutters are being installed currently. The entire downstairs first floor apartment has been gutted and renovated. Many updates were made to the 2 other apartments including finishing the attics

  Heather Besmond Agnelli Real Estate

  20 Middlesex Avenue Extension, Portland, CT 06480
• 

  Est $255,693 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 976 Sq Ft

  148 Evergreen Cir, Middletown, CT 06457

  148 Evergreen Cir, Middletown, CT 06457
• 

  

  

  /32

  $2,250,000

  • 5 Beds
  • 5 Baths
  • 3,532 Sq Ft

  13 Hemlock Dr, Essex, CT 06426

  A sprawling luxury home offering one level living with stunning views of South Cove and quintessential Essex village beyond. With over 3,500 sf of newly designed and renovated living space including 11 rooms with 5 bedrooms and multiple baths. A soaring two-story sunroom overlooks stunning patio and garden areas complete with an inground pool set on over 1 acre of park-like grounds. Gorgeous

  Pat Park Berkshire Hathaway NE Prop.

  13 Hemlock Dr, Essex, CT 06426
• 

  

  /37

  $4,025 total monthly price

  • 3 Beds
  • 2 Baths
  • 1,998 Sq Ft
  • House for Rent

  158 Captains Dr, Westbrook, CT 06498

  Experience coastal living at its finest in this gorgeous furnished rental located directly on the waterfront, overlooking the serene beauty of Long Island Sound. Available for monthly or academic rental, this newly renovated beachfront home invites you to relax and unwind while enjoying breathtaking sunrises and sunsets. Nestled in the highly sought-after Pilots Point Community, the heart of the

  Philip Degennaro Coldwell Banker Realty

  158 Captains Dr, Westbrook, CT 06498
• 

  $325,000 Sold Oct 08, 2025

  • 1,638 Sq Ft
  • $198/SF
  • 8 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1950

  181 Fowler Ave, Middletown, CT 06457

  Highest and best due by Wednesday 9/10 at 9am!! Welcome to this charming cape cod style home filled with warmth and character. The bright sunroom is the perfect place to start your day with a nice cup of coffee or unwind after work. The spacious eat-in kitchen offers room for a table or an island, creating a wonderful space for both cooking and hosting. The kitchen looks into the living room

  Mikell Foggitt Margaret Bennett Realty

  181 Fowler Ave, Middletown, CT 06457
• 

  Est $1,945,004 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,534 Sq Ft

  60 Captains Dr, Westbrook, CT 06498

  60 Captains Dr, Westbrook, CT 06498
• 

  /2

  $477,000

  • 3 Beds
  • 2 Baths
  • 1,934 Sq Ft

  5 Lorraine Terrace, Middletown, CT 06457

  REO Occupied - NO ACCESS OR VIEWINGS of this property - no interior photos. Please DO NOT DISTURB the occupant. Built in 2000, this two story home offers approximately 1934 finished square feet, three bedrooms and two full baths, fireplace, covered front porch, fully finished basement and attached one car garage. This home sits on an approximate 11326 sqft lot. "As is" cash only sale with no

  Sherry Price Realhome Services & Solutions

  5 Lorraine Terrace, Middletown, CT 06457
• 

  

  /40

  $5,000 total monthly price

  • 4 Beds
  • 3.5 Baths
  • 2,679 Sq Ft
  • House for Rent

  21 Groveway Unit 21, Clinton, CT 06413

  The rate posted is the monthly off season academic rental rate Please ask for all other rates. Rental Comes FULLY FURNISHED. Additional information is stated in the last paragraph.This ocean front luxurious 4 bedroom 3 bath is a dream home in a high-end community located in Clinton, Connecticut. The property has just undergone a full renovation with a first floor bedroom. Spanning over 2,000 SF,

  Jorge Zea Blue Lighthouse Realty, Inc

  21 Groveway Unit 21, Clinton, CT 06413
• 

  $280,000 Sold Oct 08, 2025

  • 1,712 Sq Ft
  • $164/SF
  • 3 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1988

  675 Newfield St Unit 19, Middletown, CT 06457

  Well maintained end unit townhouse with open floor plan and large windows for plenty of sunshine! Living room, dining room and kitchen are all open and perfect for entertaining. Remodeled kitchen with cherry cabinets, granite countertops, pantry and sleek black appliances. Sliders lead to a deck that has a private back yard view! The 2nd level has a large master bedroom with walk in closet and

  Zhe Feng Eagle Eye Realty PLLC

  675 Newfield St Unit 19, Middletown, CT 06457
• 

  Est $591,463 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,250 Sq Ft

  92 Shadow Ln, Cromwell, CT 06416

  92 Shadow Ln, Cromwell, CT 06416
• 

  

  /23

  $649,900

  • 4 Beds
  • 3 Baths
  • 2,761 Sq Ft

  11a/11b Pond Circle Rd, Westbrook, CT 06498

  Stunning Fully Remodeled Legal Two-Family Home Discover this completely remodeled legal two-family residence, thoughtfully designed for modern living, investment, or multi-generational use. Every inch of this home has been upgraded with care and quality craftsmanship. Featuring brand-new HVAC and heating systems, new plumbing, and a 200-amp electrical panel, this property offers worry-free

  Steven Joseph Coldwell Banker Realty

  11a/11b Pond Circle Rd, Westbrook, CT 06498
• 

  

  /21

  $2,450 total monthly price

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

  10 Groveway, Clinton, CT 06413

  The rate posted is the monthly off season academic rental rate Please ask for all other rates. Rental Comes FULLY FURNISHED. Additional information is stated in the last paragraph.If you are looking for a beautiful, newly renovated, home with less than a hundred foot walk to your own private beach, then look no further! This 1,000 SF single family home has recently been renovated, with all brand

  Jorge Zea Blue Lighthouse Realty, Inc

  10 Groveway, Clinton, CT 06413
• 

  $380,000 Sold Oct 08, 2025

  • 1,536 Sq Ft
  • $247/SF
  • 45 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1971

  10 Yellow Green Rd, Middletown, CT 06457

  Welcome home to this beautifully renovated 4-bedroom, 2 full bathroom contemporary gem, tucked away in a peaceful cul-de-sac within the Wesleyan Hills community! Step inside to an open floor plan filled with natural light, featuring newly installed flooring, cathedral ceiling's and rich hardwood floors that flow throughout the home. The heart of the home is the stunning new kitchen, complete with

  Michelle Orozco mygoodagent

  10 Yellow Green Rd, Middletown, CT 06457
• 

  Est $381,002 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,350 Sq Ft

  580 Hunting Hill Ave, Middletown, CT 06457

  580 Hunting Hill Ave, Middletown, CT 06457
• 

  

  /11

  $129,000

  • Land
  • 3.58 Acres
  • $36,034 per Acre

  0 Mountain Laurel Dr, Middletown, CT 06457

  Build your dream home on this 3.5 acre approved building lot bordering open space. Last lot on a private cul-de-sac! Beautiful, wooded country setting for a home, yet only 1 mile from Rt 9 and 10 minutes to Downtown Middletown! Enter the lot down a picturesque driveway though the woods to a clearing with old stone walls and natural rock outcroppings. The open space for the cul-de-sac borders this

  Siobhan McLaughlin William Raveis Real Estate

  0 Mountain Laurel Dr, Middletown, CT 06457
• 

  

  /25

  $2,450 total monthly price

  • 2 Beds
  • 1 Bath
  • 1,040 Sq Ft
  • House for Rent

  55 Dogwood Rd, Moodus, CT 06469

  Immaculate and tastefully updated lake house perfectly situated with water view over the Moodus Reservoir. This stunning Ranch style home features modern appliances and an inviting ambiance. It's perfectly situated just minutes away from the beautiful town beach and steps from the private beach. Coming fully furnished and offering open space concept with large living room, meticulous with huge

  Beata Zapadka Vision Real Estate

  55 Dogwood Rd, Moodus, CT 06469
• 

  $377,000 Sold Oct 08, 2025

  • 1,120 Sq Ft
  • $337/SF
  • 77 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1948

  52 Chalker Beach Rd, Old Saybrook, CT 06475

  This property is located in the private Chalker Beach community. This 3 Bedroom / 1.5 Bathroom house is a short walk from the white sandy Beaches and all the fun that comes with this Beach Community. Imagine all the unforgettable moments you'll create in this incredibly desirable location! Property is being sold As Is.

  Patrick Farley Statewide Premier Prop. LLC

  52 Chalker Beach Rd, Old Saybrook, CT 06475
• 

  Est $450,026 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,472 Sq Ft

  3 Cannata Dr, Cromwell, CT 06416

  3 Cannata Dr, Cromwell, CT 06416
• 

  

  /12

  $117,500

  • 2 Beds
  • 1 Bath
  • 672 Sq Ft

  10 Whitewood Rd, Killingworth, CT 06419

  Situated on one of the most desirable lots in this sought-after 55+ community, this delightful two-bedroom, one-bath home blends comfort, convenience, and style. Enjoy the outdoors with a spacious deck, patio, and large storage shed-perfect for relaxing or entertaining. Inside, you'll find thoughtful updates throughout, including a new butcher block countertop, trendy backsplash, extra shelving,

  Craig Milton Re/Max Valley Shore

  10 Whitewood Rd, Killingworth, CT 06419
• 

  

  /17

  $2,950 total monthly price

  • 3 Beds
  • 1.5 Baths
  • 1,102 Sq Ft
  • House for Rent

  77 Chalker Beach Rd, Old Saybrook, CT 06475

  Charming fully furnished Year-Round Beach Home with Marshland Views! Discover your perfect getaway at our recently renovated beach neighborhood home, available from October 1, 2025 to May 1, 2026. Enjoy stunning marshland views and a serene environment in this beautifully updated property. This home features three spacious bedrooms and two modern, fully equipped bathrooms. A large deck offers the

  Joel Lucas Coldwell Banker Realty

  77 Chalker Beach Rd, Old Saybrook, CT 06475
• 

  $325,000 Sold Oct 07, 2025

  • 1,408 Sq Ft
  • $231/SF
  • 26 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1966

  24 Stantack Rd, Middletown, CT 06457

  Just in Time for Fall - Split-Level with In-Law Apartment! This charming split-level home, complete with a lower-level in-law suite, has just hit the market! Featuring gleaming hardwood floors, a giant sunroom, and a large rear yard, this property offers both comfort and flexibility. Set on almost 2 acres of serene land, the property showcases a decorative yet functional bridge that enhances

  Kevin Green Berkshire Hathaway NE Prop.

  24 Stantack Rd, Middletown, CT 06457
• 

  Est $674,678 Not Listed For Sale

  • 5 Beds
  • 3.5 Baths
  • 3,554 Sq Ft

  25 Annello Way, Middletown, CT 06457

  25 Annello Way, Middletown, CT 06457
• 

  

  /39

  $499,000

  • 3 Beds
  • 2.5 Baths
  • 2,032 Sq Ft

  52 Sima Rd, Higganum, CT 06441

  Prepare to be amazed! This circa 1740 Cape has been beautifully renovated and thoughtfully transformed while preserving all the warmth and charm that New Englanders cherish in an antique home. The central chimney anchors the home with three working fireplaces, including one with a wood stove. The kitchen features granite countertops, stainless steel appliances (including a gas range), a breakfast

  Shelly Cumpstone Coldwell Banker Realty

  52 Sima Rd, Higganum, CT 06441
• 

  

  /30

  $3,400 total monthly price

  • 3 Beds
  • 1.5 Baths
  • 1,392 Sq Ft
  • House for Rent

  35 West St, Cromwell, CT 06416

  This home features one and a half bathrooms, new flooring, all freshly painted, a lovely yard with a one-car garage. The spacious, remodeled kitchen includes a dining area, a pantry closet with laundry hook-ups, and a dishwasher. French doors open into the living room, and the foyer leads to an enclosed porch. On the second floor, you will find three bedrooms with new flooring and doors, along

  Heather Kilbourn Cavanaugh & Company LLC

  35 West St, Cromwell, CT 06416
• 

  $207,000 Sold Oct 07, 2025

  • 760 Sq Ft
  • $272/SF
  • 34 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 1988

  175 Carriage Crossing Ln Unit 175, Middletown, CT 06457

  LIGHT AND BRIGHT! Fabulous one bedroom home with open balcony loft! Highly desirable Carriage Crossing Condo * Second floor unit in a great location! * OPEN FLOOR PLAN * Step into the vaulted living room with fireplace and built-ins; spiral staircase to open balcony loft with walkin closet! Dining area streams natural light with oversized, two-story windows. Kitchen with stainless steel

  Pat Blanko William Raveis Real Estate

  175 Carriage Crossing Ln Unit 175, Middletown, CT 06457
• 

  Est $458,381 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,676 Sq Ft

  102 Valley Dr, Middletown, CT 06457

  102 Valley Dr, Middletown, CT 06457
• 

  

  /14

  $295,000

  • 2 Beds
  • 3 Baths
  • 1,296 Sq Ft

  31 Founders Village, Clinton, CT 06413

  Shoreline living at its finest!!!Welcome to Founder's Village, a well-maintained condominium complex close to everything Clinton has to offer. This beautiful updated 2-bedroom townhouse is move in ready with in unit washer/dryer. The kitchen and the dining area has lots of cabinet space along with a slider leading to a private back patio with a beautiful view of the woodland beyond. New windows

  Lucy Biondi KDR Real Estate LLC

  31 Founders Village, Clinton, CT 06413
• 

  

  /19

  $2,600 total monthly price

  • 2 Beds
  • 3 Baths
  • 1,680 Sq Ft
  • House for Rent

  42 Briarwood Dr, Old Saybrook, CT 06475

  Lovely Ranch home that has been remodeled within the last few years. It features an eat-in kitchen with granite counters, newer appliances and plenty of cabinets. The living room has hard wood floors and a large picture window allowing tons of sunlight to stream in making this room light and bright. The large full bath on the main level is also newer and features heated tile floors, a vanity and

  Brian Jermainne Team Jermainne Real Estate Services, LLC

  42 Briarwood Dr, Old Saybrook, CT 06475
• 

  $400,000 Sold Oct 07, 2025

  • 2,016 Sq Ft
  • $198/SF
  • 17 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1900

  62 Grand St, Middletown, CT 06457

  Welcome to 62 Grand St, Middletown! An exceptional Multi-Family investment opportunity in the heart of the city! This fully leased 3-Family property offers immediate cash flow with all units under active 1-year leases. Each unit features separate water heaters and electrical, hardwood flooring, updated bathrooms, in-unit washer/dryer hookups, uniform interior paint throughout, and updated

  Sean Wilding LPT Realty - IConn Team

  62 Grand St, Middletown, CT 06457
• 

  Est $210,233 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 644 Sq Ft

  85 N Main St Unit 3C, East Hampton, CT 06424

  85 N Main St Unit 3C, East Hampton, CT 06424
• 

  

  /40

  $1,799,000

  • 7 Beds
  • 4 Baths
  • 3,705 Sq Ft

  4 Hamburg Rd, East Haddam, CT 06423

  Nestled among the rolling hills of East Haddam and Lyme, Clover Hill Farm at 4 Hamburg Rd., seamlessly blends pre-Revolutionary War charm with 21st-century sophistication. This classic New England antique estate has been thoughtfully updated creating an exceptional retreat that honors tradition while embracing modern updates. Step inside the main residence and discover a blend of historic

  Allyson Cotton William Pitt Sotheby's Int'l

  4 Hamburg Rd, East Haddam, CT 06423
• 

  

  /18

  $3,500 total monthly price

  • 2 Beds
  • 2 Baths
  • 2,500 Sq Ft
  • House for Rent

  33 Prospect St, Essex, CT 06426

  A truly unique opportunity to live in a historic building in Essex Village. The rental space is comprised of the entire first floor of the building and includes: two bedrooms with ensuite baths; efficiency kitchen; additional room for use as an office, den, library; a large living room with a beautiful wood burning fireplace, laundry room, and a roof top patio/deck which has seasonal views of

  Susan Malan William Pitt Sotheby's Int'l

  33 Prospect St, Essex, CT 06426
• 

  $625,000 Sold Oct 07, 2025

  • 2,396 Sq Ft
  • $261/SF
  • 32 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1980

  590 Route 148, Killingworth, CT 06419

  Spacious Cape with Incredible Garage & Flexible Layout This well-maintained Cape-style home offers a spacious, open floor plan with 3 bedrooms and 3 full baths-yet lives like a 5-bedroom, providing incredible versatility for your lifestyle needs. Inside, you'll find a bright and inviting layout perfect for everyday living or entertaining, with flexible spaces ideal for home offices, guest rooms,

  Tanya Bottaro Real Broker CT, LLC

  590 Route 148, Killingworth, CT 06419
• 

  Est $259,916 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,560 Sq Ft

  24 Afton Terrace, Middletown, CT 06457

  24 Afton Terrace, Middletown, CT 06457
• 

  

  /33

  $360,000

  • 3 Beds
  • 2 Baths
  • 960 Sq Ft

  59 Westfield Terrace, Middletown, CT 06457

  SPOILER ALERT!!: You're about to fall in love. Have you ever walked into a home and instantly felt at peace? A home that loves you back? HI!! My name is Westfield, and I've been waiting for someone like you. Step inside and feel the warmth and charm I have to offer from the moment you walk through my doors, you'll know this is where memories are meant to be made. Why are we meant for each other:

  Diogenes Espinal Coste eRealty Advisors, Inc.

  59 Westfield Terrace, Middletown, CT 06457
• 

  

  /6

  $1,750 total monthly price

  • 2 Beds
  • 1 Bath
  • 1,250 Sq Ft
  • House for Rent

  52 Spring St Unit 2ND FL, Middletown, CT 06457

  TWO BEDROOM LOCATED IN WALKING DISTANCE TO DOWNTOWN MIDDLETOWN AND HARBOR PARK. ALL APPLIANCES INCLUDED IN THIS 2ND FLOOR APT.

  CHARLES HARRIS CLMA Realty

  52 Spring St Unit 2ND FL, Middletown, CT 06457
• 

  $280,000 Sold Oct 07, 2025

  • 1,176 Sq Ft
  • $238/SF
  • 52 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1986

  956 S Main St Unit 956, Middletown, CT 06457

  Rarely available townhouse with low HOA fees, an attached garage, central air, 2 large bedrooms with generous size closets & 1 1/2 bathrooms. The dining & living room offer an open layout with a warm & inviting stone facade fireplace & tv mount. The updated kitchen features modern finishes, stainless steel appliances & granite counter-tops. The back patio & yard are perfect for relaxing, grilling

  Michelle Mazzotta eXp Realty

  956 S Main St Unit 956, Middletown, CT 06457
• 

  Est $340,758 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,450 Sq Ft

  38 High St, Portland, CT 06480

  38 High St, Portland, CT 06480

Showing Results 601 - 640, Page 16 of 18