74,708

Middlesex, CT Homes

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  • 158 Higby Rd, Middletown, CT 06457
    158 Higby Rd, Middletown, CT 06457
    158 Higby Rd, Middletown, CT 06457
    /35

    $399,900 Open Sun 12PM - 2PM

    • 3 Beds
    • 2 Baths
    • 1,352 Sq Ft

    158 Higby Rd, Middletown, CT 06457

    Welcome to this charming Ranch with 3 Bedrooms, 2 Full Baths, Finished Basement, Attached Garage and Private Backyard Retreat. It is conveniently located in the northern end of Middletown off of East St and near the picturesque Wadsworth Falls State Park. This home offers serene living with a deck off the kitchen, 3 season sunroom, and walkout basement. The main level features hardwood floors

    Elizabeth Harrison Hagel & Assoc. Real Estate

    158 Higby Rd, Middletown, CT 06457
  • 3 Quarry Ln Unit 3, Portland, CT 06480
    3 Quarry Ln Unit 3, Portland, CT 06480
    3 Quarry Ln Unit 3, Portland, CT 06480
    /6

    $1,900 per month

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

    3 Quarry Ln Unit 3, Portland, CT 06480

    Freshly painting 2 bedroom with eat-in kitchen. New wall to wall carpeting throughout. One off street parking, Great location - near base of the Arrigoni Bridge across the CT River from Middletown. The restaurants and nightlife of Middletown, Main Street in Portland, Two Portland Golf Courses, Brownstone Adventure Sports park, Wesleyan University, walking distance to a Dunkin Donuts. Common

    Elliott Morales eXp Realty

    3 Quarry Ln Unit 3, Portland, CT 06480
  • 59 Williamsburg Rd, Haddam, CT 06441

    $950,000 Sold Apr 17, 2025

    • 4,177 Sq Ft
    • $227/SF
    • 1 Day On Market
    • 4 Beds
    • 2.5 Baths
    • Built 2011

    59 Williamsburg Rd, Haddam, CT 06441

    This 2011 built home is in pristine condition. Newly Renovated with all HIGH-END FINISHINGS. Located in the highly sought after Tuttle Brook Farms Subdivision. The well-appointed floor plan awaits with grand scale rooms & an abundance of natural light. Unparalleled quality, thoughtful attention to detail & master craftsmanship throughout. 9' ceilings & an expansive open floor plan perfect for

    Robert Teodosio William Raveis Real Estate

    59 Williamsburg Rd, Haddam, CT 06441
  • 42 River Rd, Cromwell, CT 06416
    42 River Rd, Cromwell, CT 06416
    42 River Rd, Cromwell, CT 06416
    /29

    $324,900 Open Sun 11AM - 2PM

    • 2 Beds
    • 1.5 Baths
    • 1,680 Sq Ft

    42 River Rd, Cromwell, CT 06416

    Rare DIRECT WATERFRONT home on the CT River for sale! This charming, well kept Colonial was built in 1800 and will have you falling in love the second you lay your eyes on it. There is an absolute stunning view of the historic CT River. Imagine all the breathtaking, serene moments you will have watching sunrises and sunsets with your coffee or cocktail right from your spacious outdoor back-porch.

    Anthony Cusano Berkshire Hathaway NE Prop.

    42 River Rd, Cromwell, CT 06416
  • 190 Westbrook Rd Unit 2A, Essex, CT 06426
    190 Westbrook Rd Unit 2A, Essex, CT 06426
    190 Westbrook Rd Unit 2A, Essex, CT 06426
    /30

    $2,800 per month

    • 2 Beds
    • 2 Baths
    • 950 Sq Ft
    • Condo for Rent

    190 Westbrook Rd Unit 2A, Essex, CT 06426

    Amazing 2 bedroom, 2 bathroom condo in Essex. Two private bedrooms, two full baths, new to the market, fresh high-end renovation. Granite countertops, new appliances, washer/dryer, living room and dining room. Featuring a huge master bedroom with private entrance, dining/study area and en-suite bath. Lovely fenced outdoor space with tables and grill (shared). Conveniently located

    190 Westbrook Rd Unit 2A, Essex, CT 06426
  • 9 Grove Terrace, Westbrook, CT 06498

    $72,500 Sold Apr 17, 2025

    • 624 Sq Ft
    • $116/SF
    • 30 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1969

    9 Grove Terrace, Westbrook, CT 06498

    Affordable opportunity to live UNDER a mile from the beach! Located in Grove Beach private 55+ community, this home is nestled in a tranquil neighborhood in the heart of Westbrook, CT. Offering: 2 bedrooms, eat-in kitchen, in unit laundry, lots of natural light and an oversized covered porch to enjoy those beautiful summer nights. Property is great for year-round living or a private summer

    Kim Malek Malek Real Estate

    9 Grove Terrace, Westbrook, CT 06498
  • 20 Navy Ln, Essex, CT 06426
    20 Navy Ln, Essex, CT 06426
    20 Navy Ln, Essex, CT 06426
    /40

    $1,195,000 Open Sun 12PM - 3PM

    • 3 Beds
    • 2.5 Baths
    • 2,717 Sq Ft

    20 Navy Ln, Essex, CT 06426

    Perched high above the Connecticut River on a private 3-acre lot, 20 Navy Lane is an architectural marvel, designed by a team from Centerbrook Architects that included the renowned American architect Charles W. Moore. The river stars as the primary focus of the home as almost every room in the house has a window facing the panoramic views spanning from Essex to Old Lyme. Easements on nearby

    Susan Malan William Pitt Sotheby's Int'l

    20 Navy Ln, Essex, CT 06426
  • 70 Skinner St Unit 3, East Hampton, CT 06424
    70 Skinner St Unit 3, East Hampton, CT 06424
    70 Skinner St Unit 3, East Hampton, CT 06424
    /7

    $2,000 per month

    • 3 Beds
    • 2 Baths
    • 1,920 Sq Ft
    • House for Rent

    70 Skinner St Unit 3, East Hampton, CT 06424

    HEAT & HOT WATER INCLUDED!! Spacious 3rd floor unit with open floor plan features remodeled interior with lots of turn of the century charm..3 bedrooms with closets, remod kitchen, dining area, large living room with beamed ceilings..lovely 2nd level sitting area with views of the surrounding countryside..convenient to library, community center, shopping, quaint village shops..beach privileges at

    Cynthia Pond Berkshire Hathaway NE Prop.

    70 Skinner St Unit 3, East Hampton, CT 06424
  • 480 Main St, Cromwell, CT 06416

    $556,000 Sold Apr 17, 2025

    • 2,317 Sq Ft
    • $240/SF
    • 39 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1941

    480 Main St, Cromwell, CT 06416

    Completely reimagined and STYLISH this home offers modern living with over $139K in recent upgrades! With all major updates already completed, you can skip the budget-busting repairs and simply enjoy living in this move-in ready home. This home has a 1st floor bedroom option with a closet! Current owners use it as the family room; per town there are 5 bedrooms!! This thoughtfully renovated

    Linda Edelwich William Raveis Real Estate

    480 Main St, Cromwell, CT 06416
  • 60 Woodland Dr, Centerbrook, CT 06409
    60 Woodland Dr, Centerbrook, CT 06409
    60 Woodland Dr, Centerbrook, CT 06409
    /20

    $475,000 Open Sun 11AM - 1PM

    • 3 Beds
    • 1.5 Baths
    • 1,950 Sq Ft

    60 Woodland Dr, Centerbrook, CT 06409

    This sun filled Ranch Style home with nearly 2,000 finished square feet, sits on a beautifully peaceful property with just over an acre of land. The kitchen offers counter seating which opens up to the dining area with a large picture window to look over your private wooded back yard. From the kitchen door, you have access to a large deck for your outdoor entertaining, and underneath the deck is

    Shawn Atkinson William Pitt Sotheby's Int'l

    60 Woodland Dr, Centerbrook, CT 06409
  • 10 Jefferson Ave Unit 10 Jefferson Avenue, Middletown, CT 06457
    10 Jefferson Ave Unit 10 Jefferson Avenue, Middletown, CT 06457
    10 Jefferson Ave Unit 10 Jefferson Avenue, Middletown, CT 06457
    /18

    $1,300 per month

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

    10 Jefferson Ave Unit 10 Jefferson Avenue, Middletown, CT 06457

    Second floor apartment in well-maintained home. Unique apartment with hardwood floors and lots of windows. One-bedroom, large living/dining room. Modern bath. Kitchen includes refrigerator, gas stove and washer/dryer. Private outdoor entrance and deck. Ample closets/storage space. Window AC units provided. Quiet neighborhood, conveniently located near public athletic fields, community center,

    10 Jefferson Ave Unit 10 Jefferson Avenue, Middletown, CT 06457
  • 7 Grove Terrace, Westbrook, CT 06498

    $138,000 Sold Apr 17, 2025

    • 672 Sq Ft
    • $205/SF
    • 62 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1970

    7 Grove Terrace, Westbrook, CT 06498

    Welcome to 7 Grove Terrace, a charming 2-bedroom, 1-bathroom mobile home nestled in the heart of Westbrook, Connecticut. The home features an open-concept layout, seamlessly connecting the living area to an eat-in kitchen with brand new cabinets, granite, and Stainless Appliances creating an inviting space for both relaxation and entertaining. Natural light floods the freshly painted interior,

    Timothy Faucher eXp Realty

    7 Grove Terrace, Westbrook, CT 06498
  • 25 Gilbert Hill Rd, Chester, CT 06412
    25 Gilbert Hill Rd, Chester, CT 06412
    25 Gilbert Hill Rd, Chester, CT 06412
    /30

    $1,100,000

    • 4 Beds
    • 4.5 Baths
    • 3,351 Sq Ft

    25 Gilbert Hill Rd, Chester, CT 06412

    Experience the stunning views of the Connecticut River, Lyme's hills, and the expansive valley from your heated Gunite in-ground swimming pool. The beautifully manicured grounds reflect years of dedicated care. This home showcases exceptional quality, featuring customized designs and meticulous details throughout, including custom moldings and cabinetry in the kitchen, bathrooms, and closets.

    Robin Linares William Pitt Sotheby's Int'l

    25 Gilbert Hill Rd, Chester, CT 06412
  • 70 Skinner St Unit 1, East Hampton, CT 06424
    70 Skinner St Unit 1, East Hampton, CT 06424
    70 Skinner St Unit 1, East Hampton, CT 06424
    /8

    $2,150 per month

    • 2 Beds
    • 2 Baths
    • 1,880 Sq Ft
    • House for Rent

    70 Skinner St Unit 1, East Hampton, CT 06424

    Ready for move-in! HEAT & HOT WATER INCLUDED!! Remodeled 2 BR 2 full bath charmer with open floor plan still retains turn of the century charm..large open floor plan with remod kitchen w/island, spacious living room, dining room with hutch..2 BRs on the main floor..patio..spacious parking and laundry hookup on lower level..1 cat or 1 small dog allowed..oil heat included, tenant resp for all other

    Cynthia Pond Berkshire Hathaway NE Prop.

    70 Skinner St Unit 1, East Hampton, CT 06424
  • 10 Morgan Park, Clinton, CT 06413

    $435,000 Sold Apr 17, 2025

    • 1,123 Sq Ft
    • $387/SF
    • 75 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1925

    10 Morgan Park, Clinton, CT 06413

    Conveniently located just a short walk from downtown and the town beach, this two-family home is a a fantastic investment opportunty or an affortable living option. This legal 2 family property is situated on a cul-de-sac featuring a spacious yet manageable yard, enclosed front porch, back deck off of 2nd floor apartmentand pved driveway with ample parking.

    Sandra Ciarleglio William Raveis Real Estate

    10 Morgan Park, Clinton, CT 06413
  • 3 Woodland Trail, Killingworth, CT 06419
    3 Woodland Trail, Killingworth, CT 06419
    3 Woodland Trail, Killingworth, CT 06419
    /26

    $140,000

    • 2 Beds
    • 2 Baths
    • 988 Sq Ft

    3 Woodland Trail, Killingworth, CT 06419

    Welcome to your new home in this vibrant 55 and over community! This lovely mobile home features 2 spacious bedrooms and 2 full baths, providing the perfect blend of comfort and convenience. Step inside to discover a bright, open layout that showcases a large kitchen with new appliances. The cozy living area is ideal for relaxing or entertaining guests, while the generous bedrooms offer plenty

    Erin McNamara RE/MAX on the Bay

    3 Woodland Trail, Killingworth, CT 06419
  • 130 Highland Ave Unit 1, Middletown, CT 06457
    130 Highland Ave Unit 1, Middletown, CT 06457
    130 Highland Ave Unit 1, Middletown, CT 06457
    /12

    $1,400 per month

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

    130 Highland Ave Unit 1, Middletown, CT 06457

    First floor 2 bedroom apartment with gas heat. The tenant pays for heat and hot water. Off street parking and coin-op laundry are available. Pets are negotiable. Extra fee applicable for pets. Available immediately.

    130 Highland Ave Unit 1, Middletown, CT 06457
  • 7 Main St, East Hampton, CT 06424

    $350,000 Sold Apr 17, 2025

    • 1,955 Sq Ft
    • $179/SF
    • 243 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1875

    7 Main St, East Hampton, CT 06424

    Great Opportunity to Own this 2 Family Home in Beautiful East Hampton! Wood Floors, Built ins, and Full Walkout Basement for Extra Storage Space! On Over an Acre! Great Location on a Beautiful Lot!

    Cathyann Schulte Countryside Realty

    7 Main St, East Hampton, CT 06424
  • 32 Great Hill Pond Rd, Portland, CT 06480
    32 Great Hill Pond Rd, Portland, CT 06480
    32 Great Hill Pond Rd, Portland, CT 06480
    /38

    $495,000

    • 4 Beds
    • 2 Baths
    • 2,280 Sq Ft

    32 Great Hill Pond Rd, Portland, CT 06480

    Don't miss this classic farmhouse colonial with a wrap around porch, set on 2.4 private acres, screened from neighbors by trees and shrubbery. Only a short walk to Great Hill Pond, which can be seen from the house in winter. Oversized eat-in kitchen with pantry. Formal dining room. Front to back living room with built in bookshelves, a fireplace and a door to the deck. Extra 1st floor space for

    Rick Berkenstock Century 21 AllPoints Realty

    32 Great Hill Pond Rd, Portland, CT 06480
  • 20 Grove St, Essex, CT 06426
    20 Grove St, Essex, CT 06426
    20 Grove St, Essex, CT 06426
    /31

    $3,000 per month

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

    20 Grove St, Essex, CT 06426

    The sweet little yellow house on historic Grove Street. Stroll to all Essex Village offers; walking trails, restaurants, library, post office, marinas, yacht clubs, boutiques and more. This is the perfect perch to explore and enjoy the Connecticut River Valley and Shoreline. Home consists of 2 bedrooms, a full bath, laundry in the walk out basement, a great farmers porch and a spot for gardening.

    Susan Malan William Pitt Sotheby's Int'l

    20 Grove St, Essex, CT 06426
  • 6B Wightman Place, Cromwell, CT 06416

    $347,000 Sold Apr 16, 2025

    • 1,271 Sq Ft
    • $273/SF
    • 4 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1981

    6B Wightman Place, Cromwell, CT 06416

    Tucked away on a quiet street but just minutes from Main Street, this well-maintained Cape offers the perfect blend of charm, comfort, and convenience. It's the kind of home that feels like a warm hug-inviting, easy to love, and just the right size. The open living and dining room create a natural gathering space filled with light and possibility. Just off the living room is a sunroom you'll fall

    Debbie Huscher Real Broker CT, LLC

    6B Wightman Place, Cromwell, CT 06416
  • 224 Old Cart Rd, Haddam, CT 06438
    224 Old Cart Rd, Haddam, CT 06438
    224 Old Cart Rd, Haddam, CT 06438
    /35

    $475,000

    • 3 Beds
    • 2.5 Baths
    • 2,205 Sq Ft

    224 Old Cart Rd, Haddam, CT 06438

    This New England Colonial set on the hill overlooking Old Cart Road has so much to offer. Entering the walk-out lower level you will find a roomy entry foyer with large coat closet, tile floors and recessed lights, plus a large finished bonus room perfect for home theater or gym. There is a small workshop/utility area, and a large utility room w/the boiler, hot water heater and storage space.

    Brian Jermainne Team Jermainne Real Estate Services, LLC

    224 Old Cart Rd, Haddam, CT 06438
  • 16 Trolley Crossing Ln Unit 16, Middletown, CT 06457
    16 Trolley Crossing Ln Unit 16, Middletown, CT 06457
    16 Trolley Crossing Ln Unit 16, Middletown, CT 06457
    /66

    $1,700 per month

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

    16 Trolley Crossing Ln Unit 16, Middletown, CT 06457

    Amazing 1 bedroom, 1 bathroom spacious condo in Middletown in addition to an office / 2nd bedroom space.Images are from the last listing but the unit is freshly painted gray and white with a new kitchen and updated stainless steel appliances.You'll love the remodeled kitchen with granite tops, stainless steel appliances, and new cabinetry. The open-concept living/dining/kitchen creates a

    16 Trolley Crossing Ln Unit 16, Middletown, CT 06457
  • 206 Skyview Dr, Cromwell, CT 06416

    $295,000 Sold Apr 16, 2025

    • 1,284 Sq Ft
    • $230/SF
    • 6 Days On Market
    • 2 Beds
    • 2.5 Baths
    • Built 1984

    206 Skyview Dr, Cromwell, CT 06416

    HIGHEST & BEST BY MONDAY 3/17 @ 12p! Seller reserves the right to accept an offer at any time. Thank you! Looking for square footage, a great location, and charm? Look no further than 206 Skyview Drive. Located in the heart of Cromwell, this updated 2 bedroom, 2.5 bath condo with over 1,200 sq ft of living space has it all! Hardwood floors throughout (tile in kitchen, hallway and bathrooms), an

    Lori Sierpinski Essentia Realty

    206 Skyview Dr, Cromwell, CT 06416
  • 65 Stevens Ln, Middletown, CT 06457
    65 Stevens Ln, Middletown, CT 06457
    65 Stevens Ln, Middletown, CT 06457
    /31

    $289,900 Open Sun 11:30AM - 2PM

    • 4 Beds
    • 2 Baths
    • 1,601 Sq Ft

    65 Stevens Ln, Middletown, CT 06457

    Run do not walk to see this amazing story book home. Extremely versatile offering 2 bedrooms on the first floor with a full bath and 2 bedrooms upstairs with additional full bath. This picturesque Cape sits a beautiful level landscaped lot offering magnificent center patio with pergola draped with mature grape vines. Perfect for all your outdoor entertaining and Barbecue's. The interior of this

    Mark Toledo Berkshire Hathaway NE Prop.

    65 Stevens Ln, Middletown, CT 06457
  • 666 Main St Unit B2, Middletown, CT 06457
    666 Main St Unit B2, Middletown, CT 06457
    666 Main St Unit B2, Middletown, CT 06457
    /9

    $1,595 per month

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

    666 Main St Unit B2, Middletown, CT 06457

    Welcome to Main Street, Middletown. This one-bedroom apartment has new flooring, cabinets, countertops, back splash, appliances and bathroom. It's located in the beautiful, historic town center with over seven walkable blocks of different restaurants, shops and dozens of choices of dining, art, music and entertainment. The newly renovated apartment is located on the second floor with plenty of

    Laura Milano Seabury Hill REALTORS

    666 Main St Unit B2, Middletown, CT 06457
  • 46 Washington Rd, Cromwell, CT 06416

    $322,000 Sold Apr 16, 2025

    • 1,069 Sq Ft
    • $301/SF
    • 52 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1927

    46 Washington Rd, Cromwell, CT 06416

    Charming cape features 3 bedrooms, 2 full bathrooms, enclosed front porch and large rear deck. The house features hardwood floors, first floor laundry and nice private back yard.

    Joyce D'angelo Joyce Realty LLC

    46 Washington Rd, Cromwell, CT 06416
  • 107 Ayers Point Rd, Old Saybrook, CT 06475
    107 Ayers Point Rd, Old Saybrook, CT 06475
    107 Ayers Point Rd, Old Saybrook, CT 06475
    /40

    $799,000 Open Sun 12PM - 2PM

    • 3 Beds
    • 2.5 Baths
    • 2,152 Sq Ft

    107 Ayers Point Rd, Old Saybrook, CT 06475

    Enjoy the ease of one-floor living in a serene, private setting with this charming ranch style home nestled on a full acre just moments from the Connecticut River and the scenic Turtle Creek Preserve-perfect for daily walks and enjoying nature. Designed with comfort and convenience in mind, this spacious residence features generously sized rooms, both formal and informal living spaces, and ample

    Joel Lucas Coldwell Banker Realty

    107 Ayers Point Rd, Old Saybrook, CT 06475
  • 109 High St Unit A, Clinton, CT 06413
    109 High St Unit A, Clinton, CT 06413
    109 High St Unit A, Clinton, CT 06413
    /13

    $1,700 per month

    • 1-2 Beds
    • 1 Bath
    • 780 Sq Ft
    • Townhouse for Rent

    109 High St Unit A, Clinton, CT 06413

    109 High St Unit A, Clinton, CT 06413
  • 534 Penfield Hill Rd, Portland, CT 06480

    $406,000 Sold Apr 15, 2025

    • 1,544 Sq Ft
    • $263/SF
    • 2 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1947

    534 Penfield Hill Rd, Portland, CT 06480

    This 2-bedroom, 1-bath Cape-style home sits on over an acre, offering plenty of space and privacy. Inside, enjoy a bright living area, a functional kitchen, and comfortable bedrooms. The detached 2-car garage provides extra storage or workspace. Conveniently located with easy access to local amenities, this home is a great opportunity-schedule a showing today!

    Amy Rio Executive Real Estate Inc.

    534 Penfield Hill Rd, Portland, CT 06480

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