75,045

Middlesex County, CT Homes

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  • /37

    $925,400

    • 5 Beds
    • 4 Baths
    • 2,938 Sq Ft

    179 Bokum Rd, Old Saybrook, CT 06475

    Unique Multi-Generational Property on 2+ Private Acres. A truly rare opportunity: two connected yet fully private residences set on 2.02 serene acres bordering the breathtaking 1,000-acre "Preserve". An impressive (24' x 40') heated, two-story barn with a loft offers endless possibilities for contractors, hobbyists, collectors, or creatives seeking a private studio or workshop. Primary Residence:

    Craig Milton Re/Max Valley Shore

    179 Bokum Rd, Old Saybrook, CT 06475
  • /60

    $1,950 - $2,100 total monthly price

    • Studio - 1 Bed
    • 1 Bath
    • 510 Sq Ft
    • Condo for Rent

    179 Butternut St, Middletown, CT 06457

    Summer Savings EventWe’re excited to share an incredible opportunity to save big on your next move!The Flats@Mtown West is offering an exclusive limited-time promotion for new residents:Receive one month of free rent plus complimentary fiber internet—a total value of $2,853 back in your pocket!To take advantage of this special offer, make sure to sign your lease by July 1,

    179 Butternut St, Middletown, CT 06457
  • 42 Bluff St, Westbrook, CT 06498

    $1,800,000 Sold Oct 15, 2025

    • 4,236 Sq Ft
    • $425/SF
    • 123 Days On Market
    • 4 Beds
    • 5 Baths
    • Built 2001

    42 Bluff St, Westbrook, CT 06498

    This beautiful seaside home has it all! Situated on a partially shaded bluff overlooking Long Island Sound, it has amazing views from almost every window. The 3 generously sized bedrooms, master bedroom suite, 3 full baths, and large dry basement fulfill all of your needs. The 2 car, attached garage will store not only your cars, but an abundance of beach and water toys. The carefully designed

    Jason Saphire www.HomeZu.com

    42 Bluff St, Westbrook, CT 06498
  • /40

    $1,199,999

    • 9 Beds
    • 9 Baths
    • 4,982 Sq Ft

    209 Main St, Deep River, CT 06417

    Experience the timeless beauty of New England living! This meticulously restored 1854 Colonial blends historic charm with modern comfort in the heart of Deep River. Every detail has been thoughtfully preserved or reimagined-from the gleaming pumpkin pine wide-plank floors and custom-milled woodwork to carefully selected reproduction hardware that speaks to its heritage. Six fireplaces grace the

    Diane Devries William Pitt Sotheby's Int'l

    209 Main St, Deep River, CT 06417
  • /32

    $9,000 total monthly price

    • 4 Beds
    • 4.5 Baths
    • 3,232 Sq Ft
    • House for Rent

    43 Shore Rd, Clinton, CT 06413

    Elegant Direct Waterfront Academic Rental. Rare opportunity to enjoy coastal living in this exquisitely furnished direct waterfront residence on Long Island Sound. Complete with a private sandy beach, this home offers refined elegance paired with relaxed seaside charm. The open-concept living and dining room showcases sweeping water views and extends to a covered deck-perfect for both

    Kate Esposito William Pitt Sotheby's Int'l

    43 Shore Rd, Clinton, CT 06413
  • 78 Hartford Ave, Old Saybrook, CT 06475

    $751,500 Sold Oct 15, 2025

    • 890 Sq Ft
    • $844/SF
    • 106 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1930

    78 Hartford Ave, Old Saybrook, CT 06475

    Beach living, redefined. Welcome to 78 Hartford Avenue, a rare coastal gem perched right on the water in the heart of Old Saybrook. With uninterrupted views, salty breezes, and your toes practically in the sand, this 3-bedroom beach retreat offers the kind of lifestyle most only dream about. Whether you're soaking in the sun from your patio, launching kayaks at sunrise, or hosting unforgettable

    Robert Perriello Century 21 AllPoints Realty

    78 Hartford Ave, Old Saybrook, CT 06475
  • /25

    $239,000

    • 2 Beds
    • 1.5 Baths
    • 1,128 Sq Ft

    137 Knowles Ave Unit 137, Middletown, CT 06457

    Welcome to this bright and inviting 2 bedroom, end-unit townhouse offering comfort, convenience, and great potential! Whether it's your first home, downsizing, or looking for a home close to campus, this unit is a great find in a prime location. The freshly painted, open-concept living and dining area has an abundance of natural light, creating a warm and welcoming atmosphere. The kitchen is a

    Wynne Lord Coldwell Banker Realty

    137 Knowles Ave Unit 137, Middletown, CT 06457
  • /21

    $1,525 total monthly price

    • 2 Beds
    • 1 Bath
    • 936 Sq Ft
    • Condo for Rent

    16 Lake St Unit 16 Lake Street 2 West, Middletown, CT 06457

    Townhouse style 2 bedroom apartment! This apartment is on the 2nd and 3rd floor of a multi-family. The 1st floor has a living room with hardwood floors, a kitchen with wood laminate flooring, the bathroom is on the main level and an additional room that could be an office or dining room. The 2nd floor has 2 bedrooms and is hardwood flooring throughout. Located minutes from RT 9 and off South Main

    16 Lake St Unit 16 Lake Street 2 West, Middletown, CT 06457
  • Lot 4 Killingworth Turnpike, Clinton, CT 06413

    $375,000 Sold Oct 15, 2025

    • Land
    • 26.96 Acres
    • $13,909 per Acre
    • 401 Days On Market

    Lot 4 Killingworth Turnpike, Clinton, CT 06413

    Most desirable lot located near new High School, new Big Y and outlets. Minutes from Hammonasset Beach. Many buildable lots identified. Enough land for a private estate, equestrian, single family subdivision, multi-family, or retirement community.

    Casey Fisher Houlihan Lawrence WD

    Lot 4 Killingworth Turnpike, Clinton, CT 06413
  • /40

    $249,900

    • 2 Beds
    • 1.5 Baths
    • 1,120 Sq Ft

    7 W Meadow Ln Unit 5, Middletown, CT 06457

    Welcome to The Meadows and this rarely available two bedroom condo! This townhouse has two baths (one full, one half) and a kitchen with a bay window that fills the space with natural light. There is plenty of counterspace as well, making it the ideal layout for daily living or wonderful entertaining. The entire condo is spacious and open, yet has a cozy-feel when enjoying the fireplace on winter

    Margaret Mullaney William Raveis Real Estate

    7 W Meadow Ln Unit 5, Middletown, CT 06457
  • /15

    $2,000 total monthly price

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

    23 College St Unit 5, Clinton, CT 06413

    This beautiful 2-bedroom, 1-bath ranch-style condo is now available for lease! Located on the first floor of a well-maintained community, this unit features a renovated kitchen with newer white cabinets and dishwasher. The condo provides one level living at its finest! There is ample closet space, plus a locked storage area in the basement. The community is right off of Rt 1, close to the town

    Jess Riedel BB Realty CT

    23 College St Unit 5, Clinton, CT 06413
  • 101 Great Hill Pond Rd, Portland, CT 06480

    $320,000 Sold Oct 14, 2025

    • 1,001 Sq Ft
    • $320/SF
    • 25 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1925

    101 Great Hill Pond Rd, Portland, CT 06480

    Welcome home to 101 Great Hill Pond Rd! Enjoy water views all year long from this adorable,2/3 bedroom, 1 bath home. Set on a rare double lot, you will fall in love with this homes location and charm. The light-filled first floor features an eat-in kitchen with ss appliances, renovated full bathroom, office/bedroom, living room, and a 3 season front porch. Upstairs are 2 bedrooms with storage.

    Brian Kubeck Coldwell Banker Realty

    101 Great Hill Pond Rd, Portland, CT 06480
  • /10

    $375,000

    • Land
    • 31.29 Acres
    • $11,985 per Acre

    253 Clark Hill Rd, East Haddam, CT 06423

    Large lovely parcel in newly established neighborhood. Lots of privacy available on this parcel. Only one single family home will be allowed. Outbuildings OK. No further subdivision of this parcel will be allowed by the owner. Showings by appointment only. Shared driveway with neighbor. Underground utilities. in 2021 the New York Times named East Haddam one of its 52 places to love! The town of

    Richard Greene Coldwell Banker Realty

    253 Clark Hill Rd, East Haddam, CT 06423
  • /60

    $1,950 - $2,100 total monthly price

    • Studio - 1 Bed
    • 1 Bath
    • 510 Sq Ft
    • Condo for Rent

    179 Butternut St, Middletown, CT 06457

    Summer Savings EventWe’re excited to share an incredible opportunity to save big on your next move!The Flats@Mtown West is offering an exclusive limited-time promotion for new residents:Receive one month of free rent plus complimentary fiber internet—a total value of $2,853 back in your pocket!To take advantage of this special offer, make sure to sign your lease by July 1,

    179 Butternut St, Middletown, CT 06457
  • 36 Meadow Rd, Higganum, CT 06441

    $574,900 Sold Oct 14, 2025

    • 1,917 Sq Ft
    • $300/SF
    • 26 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 1925

    36 Meadow Rd, Higganum, CT 06441

    This waterfront home features approximately 1,917 square feet of living space situated on a lot(s) of approximately 0.3 acres. The home provides three bedrooms and three full bathrooms. The interior offers an expanded eat-in kitchen with granite countertops, a center island, and stainless steel appliances. The kitchen flows into a formal dining room, providing ample space for entertaining. The

    Andrea Hayes Coldwell Banker Realty

    36 Meadow Rd, Higganum, CT 06441
  • /14

    $449,900

    • 5 Beds
    • 2 Baths
    • 2,615 Sq Ft

    548 Main St, Portland, CT 06480

    Two-Family Home - Investment or Owner-Occupant Opportunity. Spacious two-family home located near the heart of downtown Portland, offering a flexible opportunity for both investors and owner-occupants. Each unit provides comfortable living space with separate utilities and plenty of natural light. Conveniently situated along Main Street, this property is close to local shops, restaurants,

    Karandeep Singh Ironclad Real Estate

    548 Main St, Portland, CT 06480
  • /18

    $1,800 total monthly price

    • 2 Beds
    • 1 Bath
    • 1,115 Sq Ft
    • House for Rent

    73 Stack St Unit 1st Floor, Middletown, CT 06457

    If you are looking for a great 2-bedroom apartment, look no further! Located in the heart of Middletown, close vicinity for Wesleyan University, Middlesex Health and Downtown Middletown. This unit has beautifully refinished hardwood floors, fresh paint throughout, a newly remodeled kitchen, 2 bedrooms, and bathroom. The apartment perfectly blends old-world charm with modern updates, creating a

    Heather Kilbourn Cavanaugh & Company LLC

    73 Stack St Unit 1st Floor, Middletown, CT 06457
  • 25 Church St, Portland, CT 06480

    $301,000 Sold Oct 14, 2025

    • 2,792 Sq Ft
    • $108/SF
    • 22 Days On Market
    • 5 Beds
    • 3.5 Baths
    • Built 1910

    25 Church St, Portland, CT 06480

    Looking for an Investment Property. This Two Family Home in Portland has 15 rooms and sits on .39 acres and has 2,792 Square Feet of Living Space. There is a large porch with multiple access points and a detached 2 car garage and ample parking for more vehicles. Located right off of Main Street.

    Robert Roya Jr. Aspen Realty Group

    25 Church St, Portland, CT 06480
  • /2

    $159,000

    • Land
    • 2.22 Acres
    • $71,622 per Acre

    Lot 2 Coleman Rd, Middletown, CT 06457

    Fantastic opportunity to build your dream home on this approved 2.22-acre lot. This lovely parcel offers a peaceful, country setting while still being close to everything-just minutes to Route 9, downtown Middletown, and local shops, restaurants, and schools. The engineered site plan is complete and available for a 2,000 sq ft colonial, providing a smooth path toward construction!

    Dori Degennaro William Raveis Real Estate

    Lot 2 Coleman Rd, Middletown, CT 06457
  • /32

    $1,950 total monthly price

    • 1 Bed
    • 1 Bath
    • 710 Sq Ft
    • Condo for Rent

    177 Butternut St Unit 1, Middletown, CT 06457

    Welcome to The Flats@MTown West! This brand new 1-bedroom, first floor living unit is perfect for luxurious and modern living in Middletown, CT. Step inside and be dazzled by unique and detailed finishes to an exquisite apartment. The thoughtfully designed kitchen features granite countertops, stainless appliances that add to the elegance of the layout. You'll also encounter, hardwood floors, a

    177 Butternut St Unit 1, Middletown, CT 06457
  • 123 W High St, East Hampton, CT 06424

    $252,000 Sold Oct 14, 2025

    • 1,613 Sq Ft
    • $156/SF
    • 8 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1973

    123 W High St, East Hampton, CT 06424

    Attention Investors!! -Solid 3-bedroom, 2-bath ranch in a convenient East Hampton location on a .58-acre lot. Offering over 1,300 sq ft on the main level plus a partially finished walkout basement, this home provides plenty of living space and potential. Features include a bright 3-season sunroom, two fireplaces, an eat-in kitchen, and vinyl siding for easy maintenance. The walkout lower level

    Nikki Defrancesco Coldwell Banker Realty

    123 W High St, East Hampton, CT 06424
  • /15

    $314,900

    • 3 Beds
    • 1 Bath
    • 1,974 Sq Ft

    347 Farm Hill Rd, Middletown, CT 06457

    This charming brick ranch offers so much potential! The spacious, sun-filled living room features hardwood floors and a cozy fireplace. The open kitchen and dining area provide an ideal layout for everyday living and entertaining. Just off the kitchen is a small bonus room-perfect for a future walk-in pantry or mudroom. Upstairs, you'll find three comfortable bedrooms and a full bath. The lower

    Lisa Sader-Goede Aspen Realty Group

    347 Farm Hill Rd, Middletown, CT 06457
  • /17

    $2,700 total monthly price

    • 3 Beds
    • 1 Bath
    • 1,303 Sq Ft
    • House for Rent

    114 Wildwood Rd, Colchester, CT 06415

    Welcome to this charming 3-bedroom ranch offering stunning lake views and the perfect blend of comfort and recreation! Step inside to find a bright and inviting layout, ideal for both everyday living and entertaining. The spacious living areas open to a great back deck where you can relax, grill, or take in the breathtaking scenery. This property boasts ample parking, making it easy to host

    Frances Lyman Bottom Line Realty

    114 Wildwood Rd, Colchester, CT 06415
  • 3 Cedarland Ct Unit 3, Cromwell, CT 06416

    $217,000 Sold Oct 14, 2025

    • 1,671 Sq Ft
    • $130/SF
    • 59 Days On Market
    • 2 Beds
    • 1.5 Baths
    • Built 1973

    3 Cedarland Ct Unit 3, Cromwell, CT 06416

    This is condo living at its best. Cromwell Hills is a convenient and comfortable complex offering the maintenance benefits of an HOA as well as a pool and tennis courts in the association. The townhouse style unit provides the comfort and privacy of no one else living above or below. With spacious rooms, large windows, and natural light this home is a retreat. A large living room and dining room,

    Sarah Ferrante Coldwell Banker Realty

    3 Cedarland Ct Unit 3, Cromwell, CT 06416
  • /27

    $249,900

    • 4 Beds
    • 1.5 Baths
    • 1,232 Sq Ft

    162 Rising Trail Dr, Middletown, CT 06457

    Welcome to this beautifully turn key corner unit townhouse offering modern comfort in a desirable community setting. Featuring 4 bedrooms and 1.5 bathrooms. The bright, open concept layout showcases an updated kitchen with stainless steel appliances. The living and dining area flow seamlessly to a deck- ideal for relaxing or entertaining. Enjoy peace of mind throughout the home, With newer

    Tobias Rinaldi Luxe Realty LLC

    162 Rising Trail Dr, Middletown, CT 06457
  • /2

    $1,500 total monthly price

    • 2 Beds
    • 1.5 Baths
    • 850 Sq Ft
    • Condo for Rent

    166 College St Unit 166rear, Middletown, CT 06457

    Heat and hot water included, off street parking included, near Wesleyan University downtown; Background check and good credit history required

    166 College St Unit 166rear, Middletown, CT 06457
  • 80 Pond Place, Middletown, CT 06457

    $425,000 Sold Oct 14, 2025

    • 1,672 Sq Ft
    • $254/SF
    • 4 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1995

    80 Pond Place, Middletown, CT 06457

    Welcome to 80 Pond Place, discover this move-in-ready ranch in the peaceful Riverbend community. Ideal for first-time buyers or those looking to downsize without sacrificing comfort and style. Enjoy the quiet neighborhood with walking paths for family outings. Relax on the charming front porch, then step into the bright open floor plan and vaulted ceilings. The living and dining areas flow

    Robin Thurston Coldwell Banker Realty

    80 Pond Place, Middletown, CT 06457
  • /40

    $510,000

    • 3 Beds
    • 2.5 Baths
    • 2,254 Sq Ft

    14 Daly Rd, East Hampton, CT 06424

    Private yet conveniently located, this lovely colonial style home sits on its own peaceful 7.57 acres set back from the road. Just right, starting at the inviting front porch spanning the front of house and continuing into the welcoming front entry. Each room has its own warmth. The kitchen is spacious and bright with a breakfast nook before the glass doors to the deck with views of the back yard

    Wendy McDonald Century 21 AllPoints Realty

    14 Daly Rd, East Hampton, CT 06424
  • /12

    $1,750 total monthly price

    • 2 Beds
    • 1.5 Baths
    • 1,060 Sq Ft
    • Townhouse for Rent

    83b N High St, Clinton, CT 06413

    Conveniently located in town close to schools, shopping and I-95. The townhouse is part of a duplex with plenty of off street parking. This unit features a spacious living room right off a beautifully updated kitchen with granite counters. It also has a deck off of the eat in kitchen. There is a 1/2 bathroom on the 1st floor with plenty of storage. The 2nd fl offers two large bedrooms with plenty

    Nick Langello Sellsomeproperty.com

    83b N High St, Clinton, CT 06413
  • Unlisted Address

    $269,350 Sold Oct 10, 2025

    • 672 Sq Ft
    • $401/SF
    • 4 Days On Market
    • 1 Bed
    • 1 Bath
    • Built 1965

    Unlisted Address

    Discover the potential in this cozy ranch located in a private beach association. Nestled in a serene setting with beautiful marsh views, this home offers the perfect opportunity to renovate or rebuild to create your coastal retreat. Enjoy access to the association's private beach, just a short walk away. An ideal spot for those seeking a peaceful getaway seasonal living by the shore.

    Robin Morrell - Guilford William Pitt Sotheby's Int'l

    Unlisted Address

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