75,373

Middlesex County, CT Homes

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  • /35

    $975,000

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

    24 Indian Dr, Clinton, CT 06413

    Nestled along the shoreline where the Indian River meets Long Island Sound, the Country Club Estates neighborhood is one of Clinton's most sought-after waterfront communities. In the heart of Clinton, this established neighborhood offers a unique blend of coastal beauty, recreational opportunities, and small-town New England charm. Updates to this home in 2020 include a large addition (primary

    Bonnie Fillion Berkshire Hathaway NE Prop.

    24 Indian Dr, Clinton, CT 06413
  • /13

    $1,900 Per Month

    • 2 Beds
    • 1 Bath
    • 759 Sq Ft
    • House for Rent

    22 College St Unit 6, Clinton, CT 06413

    This beautiful 2 bedroom, 1 bath ranch style condo is available for rent! This condo is located on the second floor of a well-maintained community. This unit has been recently updated, with newer kitchen appliances, paint throughout and carpet! This complex is close to downtown Clinton and the shoreline! This unit has plenty of closet space and a locked storage unit in the basement. On site

    Jess Riedel BB Realty CT

    22 College St Unit 6, Clinton, CT 06413
  • 32 Powder Hill Rd, Middlefield, CT 06455

    $550,000

    Sold Aug 28, 2025

    32 Powder Hill Rd, Middlefield, CT 06455

    • 3 Beds
    • 2.5 Baths
    • 2,812 Sq Ft
    • Built 1981

    Last Sold Summary

    • 5% Below List Price
    • $196/SF
    • 91 Days On Market

    Current Estimated Value $578,796

    Last Listing Agent Margaret Curry William Raveis Real Estate

    32 Powder Hill Rd, Middlefield, CT 06455
  • /40

    $585,000

    Under Contract
    • 2 Beds
    • 2.5 Baths
    • 1,726 Sq Ft

    16 Sypher Rd, Chester, CT 06412

    Good design is all about the detail and this the European inspired stucco home offers the perfect blend of casual and refined. Curated to perfection and offering desirable one floor living, spacious well-proportioned rooms blend seamlessly with the natural surroundings. Prominently set on 2.5 acres, natural stone steps lead to a warm and welcoming entrance. A light-filled entry foyer opens to the

    Peg Mitchel Coldwell Banker Realty

    16 Sypher Rd, Chester, CT 06412
  • /7

    $1,450 Per Month

    • 3 Beds
    • 1 Bath
    • 800 Sq Ft
    • Apartment for Rent

    590 High St Unit 2N, Middletown, CT 06457

    Second-floor 3-bedroom, 1-bath apartment offering a practical layout with plenty of natural light. The primary bedroom features a walk-in closet, and washer and dryer hookups are available in the unit for added convenience. Conveniently located near shopping, restaurants, parks, major roadways, and public transportation, providing easy access to everyday amenities. Immediate availability. No

    Michelle Mandel Carl Guild & Associates

    590 High St Unit 2N, Middletown, CT 06457
  • 157R Sumner Wood Rd, Durham, CT 06422

    $685,000

    Sold Jun 30, 2025

    157R Sumner Wood Rd, Durham, CT 06422

    • 4 Beds
    • 2.5 Baths
    • 3,210 Sq Ft
    • Built 1991

    Last Sold Summary

    • 7% Below List Price
    • $213/SF
    • 102 Days On Market

    Current Estimated Value $748,096

    Last Listing Agent Todd Bakoledis Coldwell Banker Realty

    157R Sumner Wood Rd, Durham, CT 06422
  • /19

    $75,000

    $25K PRICE DROP
    • Land
    • 1 Acre
    • $75,000 per Acre

    0 Turkey Hill Rd, Chester, CT 06412

    Discover the perfect setting to build your dream home in the desirable Wig Hill area of Chester, Connecticut. Located near Cockaponset Sate Forest and the scenic Connecticut River valley. This beautiful one-acre level building lot features approximately 211 feet of road frontage and dimensions of roughly 200 x 200 feet, offering ample space and flexibility to bring your custom plans and ideas to

    Charles Kroopneck Charles Kroopneck Real Estate

    0 Turkey Hill Rd, Chester, CT 06412
  • /34

    $2,175 Per Month

    • 1 Bath
    • 550 Sq Ft
    • House for Rent

    115 Ayers Point Rd, Old Saybrook, CT 06475

    YEAR ROUND UNFURNISHED STUDIO RENTAL located in the Ayers Point community with convenient access to I-95 and Route 9. This well maintained and updated studio has the added benefit of INCLUDED UTILITIES (WiFi and/or cable TV are not included in the rent) The main living space features a partial wall that provides separation between the sleeping and living area, creating an open feel while

    Kara Bell J.M. REALTY

    115 Ayers Point Rd, Old Saybrook, CT 06475
  • 1 Spencer Plains Rd, Westbrook, CT 06498

    $500,000

    Sold Feb 13, 2026

    1 Spencer Plains Rd, Westbrook, CT 06498

    • 3 Beds
    • 2 Baths
    • 1,306 Sq Ft
    • Built 2006

    Last Sold Summary

    • $383/SF
    • 29 Days On Market

    Current Estimated Value $510,946

    Last Listing Agent Ferdinand Giacinto RE/MAX on the Bay

    1 Spencer Plains Rd, Westbrook, CT 06498
  • /34

    $1,300,000

    • 12 Beds
    • 8 Baths
    • 9,890 Sq Ft

    13 Portland St, Middletown, CT 06457

    Unique mixed-use opportunity in Middletown offering strong cash flow and flexible ownership potential. Property consists of a fully occupied 4-family, a fully occupied 2-family, and two 1,600 SF commercial garage/workshop spaces all situated on one lot with views of the Connecticut River and Arrigoni Bridge. One commercial space is leased, while the second vacant garage offers ideal owner-user

    Sacha Armstrong William Pitt Sotheby's International Realty

    13 Portland St, Middletown, CT 06457
  • /12

    $2,500 Per Month

    • 3 Beds
    • 1.5 Baths
    • 1,783 Sq Ft
    • House for Rent

    44 N Main St, Essex, CT 06426

    Charming Colonial rental located in the heart of downtown Centerbrook! This well-maintained single-family home offers 1,783 square feet of comfortable living space, featuring generously sized rooms, a functional layout, and plenty of natural light throughout. The home provides a great balance of character and everyday convenience, with ample space for both living and entertaining. Enjoy the ease

    Alexa Clark William Raveis Real Estate

    44 N Main St, Essex, CT 06426
  • 53 Field Rd, Cromwell, CT 06416

    $415,000

    Sold Oct 16, 2025

    53 Field Rd, Cromwell, CT 06416

    • 3 Beds
    • 2 Baths
    • 1,107 Sq Ft
    • Built 1955

    Last Sold Summary

    • $375/SF
    • 9 Days On Market

    Current Estimated Value $423,328

    Last Listing Agent Brian Burke Coldwell Banker Realty

    53 Field Rd, Cromwell, CT 06416
  • /21

    $750,000

    Under Contract
    • 2 Beds
    • 2 Baths
    • 1,179 Sq Ft

    1 Benson Ln, Essex, CT 06426

    Located in the Essex Village district on a corner lot at Saybrook Road and Benson Lane, this post-and-beam home was originally a cattle barn in the 1800s and was meticulously transformed into a residence by Sapia Builders in 1960. The home combines historic architectural details with modern updates, including wide plank floors, natural wood textures, and an open-concept main living area with a

    Katherine Bergeron Real Broker CT, LLC

    1 Benson Ln, Essex, CT 06426
  • /16

    $2,199 Per Month

    • 3 Beds
    • 1.5 Baths
    • 1,600 Sq Ft
    • Townhouse for Rent

    27 Woodside Cir Unit 33, Middletown, CT 06457

    Fully renovated top to the bottom. Very quiet residential neighborhood. Lots of yard in the front and back. Tons of parking space. 3 bedrooms and 2 full bathrooms. Open concept living, dining and kitchen. Hardwood floors throughout the house. Mud room. Tons of storage in the basement. Tenant pays for all the utilities.

    Naima Mazouzi Eagle Eye Realty PLLC

    27 Woodside Cir Unit 33, Middletown, CT 06457
  • 15 Brittany Dr, Durham, CT 06422

    $515,000

    Sold Jul 03, 2025

    15 Brittany Dr, Durham, CT 06422

    • 4 Beds
    • 2 Baths
    • 2,428 Sq Ft
    • Built 1994

    Last Sold Summary

    • 6% Above List Price
    • $212/SF
    • 37 Days On Market

    Current Estimated Value $541,044

    Last Listing Agent Kerry Hart William Raveis Real Estate

    15 Brittany Dr, Durham, CT 06422
  • /31

    $239,900

    Pending
    • 2 Beds
    • 1.5 Baths
    • 1,088 Sq Ft

    8 Countryside Ln Unit 5, Middletown, CT 06457

    This townhouse has many updates. For example newer laminate flooring, brand new windows, new hot water tank, new storm doors, recently painted a neutral color, 3 a/c are remaining, bathroom remodeled upstairs, new thermostates, newer washer and dryer, 10x10 Trex deck that enters into a nice courtyard. The basement is unfinished but has a plumbed area for a toilet if you wanted to finish the

    Sally McMahon William Raveis Real Estate

    8 Countryside Ln Unit 5, Middletown, CT 06457
  • /11

    $2,000 Per Month

    • 3 Beds
    • 1 Bath
    • 1,200 Sq Ft
    • Apartment for Rent

    582 Main St, Middletown, CT 06457

    Spacious and updated 3-bedroom, 1-bath apartment offering approximately 1,200 square feet of living space in a convenient Main Street location. This second-floor unit features generous room sizes, updated finishes, and easy access to local restaurants, shopping, parks, and downtown amenities. Commuters will appreciate the quick access to major highways. A great opportunity to enjoy comfortable

    Corey Briggs William Raveis Real Estate

    582 Main St, Middletown, CT 06457
  • 590 Route 148, Killingworth, CT 06419

    $625,000

    Sold Oct 07, 2025

    590 Route 148, Killingworth, CT 06419

    • 3 Beds
    • 3 Baths
    • 2,396 Sq Ft
    • Built 1980

    Last Sold Summary

    • 4% Below List Price
    • $261/SF
    • 32 Days On Market

    Current Estimated Value $650,453

    Last Listing Agent Tanya Bottaro Real Broker CT, LLC

    590 Route 148, Killingworth, CT 06419
  • /30

    $249,999

    • 2 Beds
    • 1.5 Baths
    • 2,000 Sq Ft

    201 College St Unit 5, Middletown, CT 06457

    Welcome to 201 College Street, Unit 5-an inviting 2-bedroom, 1.5-bath condo located in a highly desirable area of Middletown. This home offers a bright and functional single-level layout with comfortable living and dining spaces, along with a kitchen ready for your personal touch. Both bedrooms and main bathroom are conveniently located on the main floor, providing easy, practical living. The

    Gary Crawford RE/MAX RISE

    201 College St Unit 5, Middletown, CT 06457
  • /2

    $1,295 Per Month

    • 1 Bed
    • 1 Bath
    • 7,748 Sq Ft
    • Apartment for Rent

    230 Main St Unit 2B, Portland, CT 06480

    Second Floor Unit on Main Street - Heat Included. Hardwood Floors. Convenient location for commuters to Middletown and Rt 9. Many shops and restaurants an easy walk away. Pets are considered on a case-by-case basis. Off street parking is available. Credit check, background check, eviction check, and lease. First, and Security. Credit Minimum 700. No smoking. Proof of Renter Insurance Required.

    Sharon Fox Carl Guild & Associates

    230 Main St Unit 2B, Portland, CT 06480
  • 29 Bushy Hill Rd, Ivoryton, CT 06442

    $588,000

    Sold Jul 16, 2025

    29 Bushy Hill Rd, Ivoryton, CT 06442

    • 4 Beds
    • 3 Baths
    • 2,805 Sq Ft
    • Built 1997

    Last Sold Summary

    • 10% Below List Price
    • $210/SF
    • 62 Days On Market

    Current Estimated Value $651,480

    Last Listing Agent Erin McNamara RE/MAX on the Bay

    29 Bushy Hill Rd, Ivoryton, CT 06442
  • /4

    $425,000

    • Land
    • 6.6 Acres
    • $64,394 per Acre

    1143 & 1145 Saybrook Rd, Haddam, CT 06438

    Discover the potential of this remarkable 6.6-acre parcel tucked into the natural landscape of Haddam. Thoughtfully improved and ready for development, the property features an existing access drive leading to a spacious open building area with approvals supporting two separate home sites. Whether you are seeking the perfect location for a private estate, multi-generational living arrangement,

    Erica Stone iHeart Homes Real Estate LLC

    1143 & 1145 Saybrook Rd, Haddam, CT 06438
  • /9

    $1,650 Per Month

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

    104 Burgundy Hill Ln Unit 104, Middletown, CT 06457

    2 bedroom 1 bathroom condo with good parking and great location neer 91, route 9 and cromwell/middletown line. This. Wont. Last. Owner is licensed realtor in CT.

    Geoff Luxenberg Century 21 Classic Homes

    104 Burgundy Hill Ln Unit 104, Middletown, CT 06457
  • 175 Ferry Rd Unit 3, Old Saybrook, CT 06475

    $565,000

    Sold Jan 09, 2026

    175 Ferry Rd Unit 3, Old Saybrook, CT 06475

    • 2 Beds
    • 2 Baths
    • 1,670 Sq Ft
    • Built 2005

    Last Sold Summary

    • 6% Below List Price
    • $338/SF
    • 77 Days On Market

    Current Estimated Value $598,954

    Last Listing Agent Kathy Schellens William Pitt Sotheby's Int'l

    175 Ferry Rd Unit 3, Old Saybrook, CT 06475
  • /39

    $874,900

    • 2 Beds
    • 3 Baths
    • 2,209 Sq Ft

    86 Fenwood Dr, Old Saybrook, CT 06475

    Your Beach Retreat Awaits! Completely renovated and thoughtfully redesigned, 86 Fenwood Drive offers the perfect opportunity for a year-round residence or summer getaway. Ideally located just minutes from the kayak launch, cove, and beach, this charming home sits on a beautifully landscaped, level lot filled with mature plantings and inviting outdoor spaces. Step inside to discover a stunning

    Jeffrey Anderson William Pitt Sotheby's International Realty

    86 Fenwood Dr, Old Saybrook, CT 06475
  • /22

    $4,500 Per Month

    • 2 Beds
    • 2 Baths
    • 1,358 Sq Ft
    • House for Rent

    28 Beach Rd W, Old Saybrook, CT 06475

    Amazing views of Long Island Sound at 28 Beach Rd West, Old Saybrook! Beautiful Academic Rental "beach" home, with 3 bedrooms and 2 baths, available for your enjoyment, across the street from Chalker Beach with spectacular and unobstructed views of Long Island Sound. The open kitchen, dining and living room with a gas fireplace are the focal point of the home. The kitchen has gorgeous granite

    Terry McDonald McDonald Real Estate, LLC

    28 Beach Rd W, Old Saybrook, CT 06475
  • 8 Mohawk Ct, Cromwell, CT 06416

    $280,000

    Sold Jan 05, 2026

    8 Mohawk Ct, Cromwell, CT 06416

    • 2 Beds
    • 1.5 Baths
    • 1,758 Sq Ft
    • Built 1976

    Last Sold Summary

    • 2% Above List Price
    • $159/SF
    • 44 Days On Market

    Current Estimated Value $287,350

    Last Listing Agent Donna-Jean Dargie Eagle Eye Realty PLLC

    8 Mohawk Ct, Cromwell, CT 06416
  • /40

    $1,095,000

    Open Sun 11AM - 2PM Coming Soon
    • 5 Beds
    • 2.5 Baths
    • 3,741 Sq Ft

    8 Meeting House Rd, Haddam, CT 06438

    Welcome to 8 Meeting House Road, a secluded and serene retreat. This special property was the former Reverend John Marsh parsonage circa 1818. It has been privately owned for the last 41 years by the same family and is now ready for a new steward. This gracious historic home features a light-filled eat-in kitchen, a fabulous enclosed sunporch overlooking verdant views of the property, and

    Susan Malan William Pitt Sotheby's Int'l

    8 Meeting House Rd, Haddam, CT 06438
  • /21

    $2,450 Per Month

    • 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
  • 20 Mulberry Ln, Middletown, CT 06457

    $346,000

    Sold Jul 11, 2025

    20 Mulberry Ln, Middletown, CT 06457

    • 2 Beds
    • 1.5 Baths
    • 1,024 Sq Ft
    • Built 1994

    Last Sold Summary

    • 2% Above List Price
    • $338/SF
    • 31 Days On Market

    Current Estimated Value $369,209

    Last Listing Agent Sarah Paterno Showcase Realty, Inc.

    20 Mulberry Ln, Middletown, CT 06457

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