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Middlesex County, CT Rentals

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  • /20

    $2,000 per month

    Apartment for Rent

    2 Beds

    70 Pond Meadow Rd, Ivoryton, CT 06442

    Freshly Painted second floor unit, 2 bedrooms/1 bathroom

    70 Pond Meadow Rd, Ivoryton, CT 06442
  • /18

    $2,000 per month

    • 1 Bed
    • 1 Bath
    • 451 Sq Ft
    • House for Rent

    7 Pratt St Unit 8, Essex, CT 06426

    This is a FULLY-FURNISHED ACADEMIC RENTAL beginning on September 15, 2025 and ending on June 15, 2026 located in the heart of Essex Village. This one bedroom unit is beautifully and completely furnished. Just turn the key and walk into your home. The marinas, shops, library, River Museum, river, restaurants, tennis courts, parks are just steps away. No pets and no smoking as well as on street

    Kathleen Harrison William Raveis Real Estate

    7 Pratt St Unit 8, Essex, CT 06426
  • /19

    $1,850 - $2,050 per month

    Bridge Road Commons

    1 Bed

    105 Bridge Rd, Haddam, CT 06438

    Experience modern living in the heart of Haddam, CT, where our open concept apartment units seamlessly blend comfort and style. Nestled in this picturesque town, our community features a clubhouse and inviting outdoor spaces, offering a perfect backdrop to enjoy Haddam's quaint charm. With scenic trails, historic landmarks, and the gentle flow of the nearby Connecticut River, Bridge Road Commons

    105 Bridge Rd, Haddam, CT 06438
  • /12

    $2,000 per month

    • 2 Beds
    • 2 Baths
    • 1,034 Sq Ft
    • House for Rent

    111 Dekoven Dr Unit 201, Middletown, CT 06457

    Welcome to River's Edge-where downtown convenience meets comfortable, low-maintenance living. This spacious 2-bedroom, 2-bath rental is located in one of Middletown's most sought-after communities, offering a lifestyle that's as vibrant as it is easy. Inside, you'll love the open-concept layout where the kitchen, dining, and living areas blend together seamlessly-perfect for both quiet nights at

    Debbie Huscher Real Broker CT, LLC

    111 Dekoven Dr Unit 201, Middletown, CT 06457
  • /2

    Call for Price

    Worthington Manor

    1 Bed

    34 Worthington Dr, Westbrook, CT 06498

    34 Worthington Dr, Westbrook, CT 06498
  • /32

    $5,500 per month

    • 3 Beds
    • 3 Baths
    • 1,805 Sq Ft
    • House for Rent

    85 Waterside Ln Unit 85, Clinton, CT 06413

    Welcome to your escape on 85 Waterside Lane! Enjoy direct waterfront access on the Hammock River or stroll across the historic Waterside Lane Bridge to the Clinton Town Beach. Available for the academic year. This fully equipped antique waterfront with private dock, offers all the modern amenities. Decorated in a charming, coastal antique vibe, with original art, this home offers two en-suite

    Claire Kilmer Coldwell Banker Realty

    85 Waterside Ln Unit 85, Clinton, CT 06413
  • /11

    $1,375 - $1,525 per month

    Highview Apartments

    1 Bed

    121-131 Butternut St, Middletown, CT 06457

    Come see why Highview Apartments is so popular. Our spacious one and two bedroom apartments feature eat-in kitchens, a large deck and on-site laundry facilities. All of our apartments are carpeted and include appliances and blinds for your convenience. Don’t forget about free heat and hot water. On-site maintenance provides prompt courteous service for your every need. Walking distance to

    121-131 Butternut St, Middletown, CT 06457
  • /20

    $1,795 per month

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

    43 Front St Unit 3, Middletown, CT 06457

    Welcome to 43 Front Street, an exceptional three-bedroom rental opportunity in Middletown. This appealing two-story apartment, one of three units in a charming 1900 brick home, occupies the second and third floors. The unit has been recently updated to include newer wood laminate flooring on the first floor, wall-to-wall carpeting on the second, fresh paint, upgraded kitchen cabinetry,

    Scott Nardozzi Cavanaugh & Company LLC

    43 Front St Unit 3, Middletown, CT 06457
  • /11

    $25 - $1,893 per month

    South Green Apartments

    1 - 2 Beds

    65 Church St, Middletown, CT 06457

    Project-based Section 8 Housing for the Elderly (62 and older) and Persons with Disabilities. Rent is based on adjusted monthly income.

    65 Church St, Middletown, CT 06457
  • /32

    $2,100 per month

    • 3 Beds
    • 1.5 Baths
    • 1,200 Sq Ft
    • House for Rent

    14 Leeway Dr, Westbrook, CT 06498

    Immaculate 3 bedroom ranch at Pilot's Point, Totally painted from ceilings to floor, hardwood in main areas, rugs in 2 main bedrooms, Water, views of Long Island Sound, Minutes to walk to private beach and to Marina, deck off dining area, fenced in back yard with outside shower!! Come see for yourself!!

    Salome Kirkutis SKS Realty

    14 Leeway Dr, Westbrook, CT 06498
  • /20

    $1,400 - $1,700 per month

    Hunter's Crossing

    1 Bed

    1 Russett Ln, Middletown, CT 06457

    Welcome to Hunter's Crossing. Live life on your terms at Hunter's Crossing. Our spacious studio, one, and two-bedroom apartments offer a haven of comfort in the heart of Middletown, CT. With easy access to both New Haven and Hartford, you're just a short drive from world-class dining, entertainment, and cultural experiences. No matter your work or leisure pursuits, Hunter's Crossing places you at

    1 Russett Ln, Middletown, CT 06457
  • /29

    $3,000 per month

    • 3 Beds
    • 1.5 Baths
    • 1,318 Sq Ft
    • House for Rent

    92 Grove Beach Rd S, Westbrook, CT 06498

    ACADEMIC RENTAL - Recently renovated this 3 bedroom, 1.5 bathroom, located in a shoreline community, with amazing ocean views. Just a short walk to a private. Home has additional space in basement with a half bath. The yard has 2 patios, an electric awning, outdoor kitchen (runs on propane), private changing/wash area & storage shed off patio.

    Jay Cusack Executive Real Estate Inc.

    92 Grove Beach Rd S, Westbrook, CT 06498
  • /20

    $940 per month

    Burgundy Apartments

    Studio

    104 Meetinghouse Ln, Middletown, CT 06457

    Our spacious and affordable studio apartments are a place you'll love to call home! Burgundy Apartments in Middletown are set amidst beautifully landscaped grounds located in the desirable Westlake area. We are a short drive to all your everyday needs and Routes 91 and 9 are easily accessible. Our studio apartments are packed with features including air conditioning, kitchen appliances, extra

    104 Meetinghouse Ln, Middletown, CT 06457
  • /27

    $4,200 per month

    • 4 Beds
    • 2.5 Baths
    • 2,909 Sq Ft
    • House for Rent

    34 Auburn Knoll, East Hampton, CT 06424

    Stunning home located in the Seven Hills, Toll Brothers development. This home features 4 spacious bedrooms, including a wonderful master bedroom suite with full bath with jacuzzi, glass stand up shower and walk-in closet. First floor features an office room, Formal dining room, formal living room and family room with recessed lighting and brick fireplace off of the eat-in kitchen with attached

    Chandrika Reddy Reddy Realty, LLC

    34 Auburn Knoll, East Hampton, CT 06424
  • /9

    $1,500 per month

    Apartment for Rent

    1 Bed

    26 Sunset Terrace Unit 26C, Essex, CT 06426

    26 Sunset Terrace Unit 26C, Essex, CT 06426
  • /15

    $2,200 per month

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

    109 Salt Island Rd, Westbrook, CT 06498

    Academic Rental | 109 Salt Island Rd, Westbrook, CT Available Sept 6 - May 15 | $1,800/month + utilities Minimum credit score: 700 | Dog or Cat considered | No Smoking Experience cozy coastal living in this adorable 2-bedroom, 1-bath retreat just a short stroll from the beach. Nestled in the heart of Westbrook, this charming and recently updated home is perfect for professionals, couples, or

    Ali White White-Ginnett Coldwell Banker Realty

    109 Salt Island Rd, Westbrook, CT 06498
  • /14

    $1,478 - $1,712 per month

    Theresa A. Rook Retirement Community

    1 - 2 Beds

    501 Rook Rd, Cromwell, CT 06416

    Rook Retirement is a blend of affordable and market rentals, offering one and two bedroom cottage-style apartment homes in Cromwell, Connecticut. We are conveniently located minutes from shopping, dining, golf, I-91/Route 9/Route 3/I-691 and Berlin Turnpike. Ideal community for seniors who wish to enjoy an independent lifestyle. Situated atop Timber Hill in Cromwell, Rook Retirement is built on

    501 Rook Rd, Cromwell, CT 06416
  • /10

    $1,350 per month

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

    666 Main St Unit B3, Middletown, CT 06457

    Charming Studio Apartment in the Heart of Historic Middletown - Utilities Included! Welcome to vibrant Main Street, Middletown! This bright and airy second-floor studio apartment offers the perfect blend of convenience, charm, and value-with electricity included in the rent. Step outside and immerse yourself in one of Connecticut's most walkable downtowns, featuring seven blocks of unique

    Laura Milano Seabury Hill REALTORS

    666 Main St Unit B3, Middletown, CT 06457
  • /35

    $1,100 - $2,200 per month

    Woodrow Wilson Apartments

    Studio - 2 Beds

    339 Hunting Hill Ave, Middletown, CT 06457

    Originally built in 1931 as Woodrow Wilson High School, the building was converted into apartments in 1985. Woodrow Wilson Apartments has 66 apartments which include studio, one and two bedroom units. Features include fully applianced kitchens, new windows with mini-blinds, an elevator, laundry facilities, intercom, and parking. A non-smoking building; no pets allowed. For additional photos of

    339 Hunting Hill Ave, Middletown, CT 06457
  • /36

    $2,600 per month

    • 3 Beds
    • 1.5 Baths
    • 864 Sq Ft
    • House for Rent

    4 Elinor Rd, Old Saybrook, CT 06475

    CHALKER BEACH ACADEMIC RENTAL AVAILABLE 10/1/24 - 5/31/25. Adorable fully furnished 3 bedroom, 1.1 bathroom Cape featuring kitchen open to dining room, living room, 1 bedroom on the main level, 2 bedrooms on the 2nd floor, 3 season screened in porch, outdoor shower, off street parking for 4 cars. Tenants will be responsible for water, electric (lights, hot water, AC & Heat) and snow removal. The

    Chloe White KW Legacy Partners

    4 Elinor Rd, Old Saybrook, CT 06475
  • /23

    $1,899 - $2,931 per month

    Blueway Commons

    1 - 2 Beds

    3 Brookes Ct, Haddam, CT 06438

    Blueway Commons, a residential community featuring one and two-bedroom apartments in Haddam, CT. Located by the iconic Swing Bridge, and just 25 minutes from Hartford, our spacious layouts and amenities welcome you home. We have a professional on-site management team, providing exceptional service at an ideal location within 15 minutes to the Connecticut shoreline and a short distance to the

    3 Brookes Ct, Haddam, CT 06438
  • /5

    $1,300 per month

    • 1 Bed
    • 1 Bath
    • 2,229 Sq Ft
    • Apartment for Rent

    107 Birdsey Ave Unit 1, Middletown, CT 06457

    This first-floor 1-bedroom, 1-bath apartment features hardwood floors in both the living room and bedroom, a spacious eat-in kitchen, and an additional room off the bedroom that's perfect for a home office, dressing area, or extra storage. The unit includes off-street parking, dedicated basement storage, and private washer/dryer hookups. Located in a quiet residential area of Middletown with

    Michelle Mandel Carl Guild & Associates

    107 Birdsey Ave Unit 1, Middletown, CT 06457
  • /3

    $1,800 per month

    • 3 Beds
    • 1.5 Baths
    • 1,441 Sq Ft
    • House for Rent

    89 Grove Beach Rd N, Westbrook, CT 06498

    Welcome to your future home in Westbrook, CT! This charming property is ideally situated, offering quick access to a variety of amenities, including a fantastic restaurant and several department stores. With LIVation just 11 minutes away, you'll enjoy a perfect balance of convenience and comfort.This property offers a spacious layout with multiple bedrooms and bathrooms, perfect for a

    89 Grove Beach Rd N, Westbrook, CT 06498
  • /18

    $2,400 per month

    • 3 Beds
    • 1.5 Baths
    • 1,440 Sq Ft
    • House for Rent

    9 Red Bird Trail, Old Saybrook, CT 06475

    ACADEMIC RENT (mid Sept to mid May) 3 BR Colonial with Sun Room is located in the beautiful Indian Town Association with views of LIS and harbor. Bright and spacious rooms. This location is perfect for walking, biking or strolling along the beach. Conveniently located to I95, Train Station, Shopping and The Kate. Sorry NO pets or smokers allowed

    Sandy Orsie Berkshire Hathaway NE Prop.

    9 Red Bird Trail, Old Saybrook, CT 06475
  • /5

    $950 per month

    • 1 Bed
    • 0.5 Baths
    • 490 Sq Ft
    • Condo for Rent

    11 N Main St Unit A, Essex, CT 06426

    Property Id: 1395635It is a furnished office rent. The property is located in the heart of the Essex Village which is in the middle of tourist area and residential areas. This attractive office has many updates including windows, a conventional air/heat mini split, etc. Large windows allow tons of natural lights and show your business to potential clients. Everything is near in walking

    11 N Main St Unit A, Essex, CT 06426
  • /22

    $3,600 per month

    • 2 Beds
    • 2 Baths
    • 1,400 Sq Ft
    • House for Rent

    69 Waterside Ln Unit Main House, Clinton, CT 06413

    ACADEMIC YEAR FURNISHED RENTAL AVAILABLE 9/1/2025-5/31/2026. The Captain's House is a historical gem. Just a 5 minute walk to the Clinton Town Beach. 2 bedrooms with vaulted ceilings and built in closets. Original wood floors, and beamed ceilings throughout. 2 newly renovated full baths, full kitchen, well appointed furnishings and quality bedding linens. Quiet street and friendly neighbors. Just

    Katie O'Grady Compass Connecticut, LLC

    69 Waterside Ln Unit Main House, Clinton, CT 06413
  • /15

    $2,400 per month

    • 2 Beds
    • 1 Bath
    • 1,320 Sq Ft
    • House for Rent

    116 Chalker Beach Rd, Old Saybrook, CT 06475

    Gorgeous Academic Rental Home at Chalker Beach, 2 bedrooms with Queen Beds, 3rd bedroom is currently used as an office andworkout space. Offering vinyl plank flooring, with an open living concept; living room with LP gas fireplace, kitchen and sun porch!Gorgeous updated kitchen, stainless steel appliances, beautiful butcher block counters all with an updated bathroom along with

    116 Chalker Beach Rd, Old Saybrook, CT 06475
  • /10

    $2,200 per month

    • 3 Beds
    • 1.5 Baths
    • 2,517 Sq Ft
    • House for Rent

    36 Indian Hill Ave, Portland, CT 06480

    Stunning views with an even better living space! Welcome to this beautiful 3-bedroom, 1.5 bathroom rental with views of the CT river. The property features an open-concept kitchen, living, and dining area-perfect for modern living and entertaining. Plus, an oversized deck complete with a huge backyard that is ideal for relaxing or hosting. The main level offers two comfortable bedrooms with

    Alexandra Riccardi William Raveis Real Estate

    36 Indian Hill Ave, Portland, CT 06480
  • /12

    $1,695 per month

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

    20 Carriage Crossing Ln Unit 20 Carriage Crossing, Middletown, CT 06457

    1 Bedroom 1 Bath. Top floor unit with. In-unit washer & dryer, central air conditioning, vaulted ceilings, with wood fireplace. Located directly across from the clubhouse. On-site indoor gym, Sauna, Racquetball court and Hot tub. Outside has a pool and tennis court. Carriage Crossing is a highly desirable location, as it offers nearby trails to walk and bike. Getting around made

    20 Carriage Crossing Ln Unit 20 Carriage Crossing, Middletown, CT 06457
  • /11

    $2,000 per month

    • 3 Beds
    • 2 Baths
    • 1,552 Sq Ft
    • Apartment for Rent

    7 Walnut St, Middletown, CT 06457

    Welcome to this stunning 3-bedroom and 2 Full bathroom apartment where luxury meets comfort! This unit boasts high-end upgrades, including a modern kitchen with granite countertops, stainless steel appliances, and a gas stove. The bathroom features tiled shower walls and black-finished fixtures. Enjoy convenience with parking for 2 cars, in-unit laundry, and an efficient heating system. The

    Jenny Bermeo Golden Ribbon Realty

    7 Walnut St, Middletown, CT 06457
  • /45

    $1,950 per month

    • 3 Beds
    • 1 Bath
    • 1,080 Sq Ft
    • Condo for Rent

    67 E Main St Unit 65-B, Middletown, CT 06457

    A great 3 bedroom / 1 bath apartment on the 2nd floor of a 4 family home. Adjacent to baseball fields, walk to riverfront. Easy access to Rt9, close to all essential amenities in walking distance such as CVS, post office and hospital, many stores, restaurants and other entertainment. Off street parking available. Coin op washer and dryer in the basement

    67 E Main St Unit 65-B, Middletown, CT 06457
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    $2,700 per month

    • 3 Beds
    • 2 Baths
    • 1,139 Sq Ft
    • House for Rent

    54 Hartford Ave, Old Saybrook, CT 06475

    Immaculate home at the beach available for rent October 1, 2025 - May 15, 2026 (negotiable). Spacious ranch with an open living, dining, and kitchen. The primary bedroom has access to the backyard and is next to the full bathroom which has a walk in shower and washer/dryer. On the other side of the home you will find 2 generous sized bedrooms and a full bathroom with bath/tub combo. Central air.

    Kate Lombardi Coccomo Real Estate LLC

    54 Hartford Ave, Old Saybrook, CT 06475
  • /43

    $2,750 per month

    • 3 Beds
    • 2 Baths
    • 1,320 Sq Ft
    • House for Rent

    16 Durant Terrace, Middletown, CT 06457

    A great single family home in a quiet set back neighborhood yet with easy nearby access to many local commercial venues as well as easy access to Rt9. Freshly renovated and ready for your family to make home. The house has a high efficiency gas boiler and great insulation to provide draft free and very affordable heating and endless hot water from the on demand system. Off street parking for

    16 Durant Terrace, Middletown, CT 06457
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    $2,250 per month

    • 2 Beds
    • 2 Baths
    • 1,494 Sq Ft
    • House for Rent

    211 S Main St Unit A, Middletown, CT 06457

    Wonderful Opportunity to Live in a Beautiful Modern Condo in the Heart of Middletown! Welcome to this stunning, fairly new two bedrooms, two baths condo, featuring 9-foot ceilings throughout and an open-concept layout. The gourmet kitchen is equipped with stainless steel appliances, granite countertops, subway tile backsplash, stainless sink with disposal, and flows seamlessly into the spacious

    Teresa Deasy Coldwell Banker Calabro

    211 S Main St Unit A, Middletown, CT 06457
  • /10

    $1,900 per month

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

    86 Spring St, Chester, CT 06412

    AVAILABLE OCTOBER 2025: Recently renovated unit of a 2 family house in Chester CT. This 850 sq ft living space is heated by propane, has a flexible floor plan, in-unit laundry, new kitchen area floor & new fridge. 2 private entrances and outdoor space with small fire pit. Perfect for a solo renter or couple. WALK TO TOWN - just 8/10 mile to lovely downtown Chester. This charming, quaint town

    86 Spring St, Chester, CT 06412
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    $2,750 per month

    • 3 Beds
    • 1 Bath
    • 2,992 Sq Ft
    • House for Rent

    489 N Roast Meat Hill Rd, Killingworth, CT 06419

    Welcome to your peaceful retreat in the heart of Killingworth! This spacious 3-bedroom, 1-bath apartment (approx. 1,000 sq. ft.) is nestled within a well-maintained 3-family home on a picturesque 4-acre property surrounded by woods, a serene pond, and a gentle stream. Step inside to find three bright and inviting bedrooms, a full kitchen, and a cozy living and dining area - perfect for relaxing

    Cindy Breckheimer Forever Homes Real Estate LLC

    489 N Roast Meat Hill Rd, Killingworth, CT 06419
  • /22

    $2,400 per month

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

    131 Carriage Crossing Ln Unit 131, Middletown, CT 06457

    131 Carriage Crossing Ln Unit 131, Middletown, CT 06457
  • /40

    $5,000 per month

    • 5 Beds
    • 3.5 Baths
    • 2,083 Sq Ft
    • House for Rent

    11 S Wangonk Trail, East Hampton, CT 06424

    Escape to the tranquility of Lake Pocotopaug in East Hampton, CT, at this Gold Coast 5-bedroom, 3.5-bathroom waterfront home, tucked away at the end of a quiet cul-de-sac. Lovingly maintained and full of character, this spacious lake house offers the perfect balance of rustic charm and modern comfort. Inside, hardwood floors run throughout the home, and the open-concept kitchen, dining, and

    AJ Davis Executive Real Estate Inc.

    11 S Wangonk Trail, East Hampton, CT 06424
  • /20

    $1,750 per month

    • 3 Beds
    • 1 Bath
    • 900 Sq Ft
    • Condo for Rent

    116 Hillside Ave Unit 1ST FLOOR, Middletown, CT 06457

    Now Available! 3-Bedroom Apartment in Great Location – MiddletownDon’t miss this opportunity! This beautiful first-floor apartment is located in a quiet and convenient area of Middletown, just minutes from downtown, close to shopping, restaurants, and with easy access to highways.??? 3 bedrooms (one perfect as a home office or children’s room)?? Washer and dryer hookups

    116 Hillside Ave Unit 1ST FLOOR, Middletown, CT 06457
  • /19

    $2,850 per month

    • 1 Bed
    • 2 Baths
    • 950 Sq Ft
    • House for Rent

    14 Pratt St, Essex, CT 06426

    Live the Good Life in Historic Essex Village! This beautifully renovated 3 level apartment in an 1880 duplex home blends timeless charm with modern design in the heart of the Connecticut River Valley. Thoughtfully reimagined with an architecturally designed open floor plan, the light-filled first floor features soaring 9+ foot ceilings and generous spaces for living, dining, and entertaining. The

    Kathy Schellens William Pitt Sotheby's Int'l

    14 Pratt St, Essex, CT 06426

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