70

Middletown, CT Homes for Rent under $2,900

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  • 518 High St Unit 1st Fl N, Middletown, CT 06457
    518 High St Unit 1st Fl N, Middletown, CT 06457
    518 High St Unit 1st Fl N, Middletown, CT 06457
    /17

    $1,495 per month

    • 1 Bed
    • 1 Bath
    • 1,330 Sq Ft
    • Apartment for Rent

    518 High St Unit 1st Fl N, Middletown, CT 06457

    Completely updated and spacious 1-bedroom apartment offering modern finishes and a prime Middletown location. This bright and inviting home features beautifully refinished hardwood flooring and so many closets! Enjoy the convenience of being just minutes from RT 9, Wesleyan University, Middlesex Health, Downtown Middletown, and an array of popular restaurants, shops, and entertainment. The scenic

    Heather Kilbourn Cavanaugh & Company LLC

    518 High St Unit 1st Fl N, Middletown, CT 06457
  • 339 Hunting Hill Ave, Middletown, CT 06457
    339 Hunting Hill Ave, Middletown, CT 06457
    339 Hunting Hill Ave, Middletown, CT 06457
    /35

    $1,100 - $2,200 plus fees

    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
  • 63 Maynard St, Middletown, CT 06457
    63 Maynard St, Middletown, CT 06457
    63 Maynard St, Middletown, CT 06457
    /23

    $1,600 per month

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

    63 Maynard St, Middletown, CT 06457

    LOCATION LOCATION LOCATION Don't miss this charming opportunity in a 4 unit apartment building located on a lovely rolling hill convenient to route 9, shopping and recreational areas. A few minutes away from Middlesex hospital, Xavier High school, Weslyan College, downtown historic Middletown with incredible dining, nightlife and community events. Off the beaten path, but close to all the best

    Troy Thibedeau Berkshire Hathaway NE Prop.

    63 Maynard St, Middletown, CT 06457
  • 121 Rose Cir, Middletown, CT 06457
    121 Rose Cir, Middletown, CT 06457
    121 Rose Cir, Middletown, CT 06457
    /7

    $1,700 - $2,000 plus fees

    Rose Gardens Apartments

    2 - 3 Beds

    121 Rose Cir, Middletown, CT 06457

    Rose Gardens offers spacious one bedroom flats, two and three bedroom townhomes conveniently located in a pedestrian friendly neighborhood near shopping, restaurants, schools and highways. The professionally landscaped grounds offer seasonal color year-round, maintained by Carabetta's 24 hour Maintenance Team. Appliances are included in all the units which have hardwood floors throughout.

    121 Rose Cir, Middletown, CT 06457
  • 278 Chamberlain Rd Unit Lower Studio, Middletown, CT 06457
    278 Chamberlain Rd Unit Lower Studio, Middletown, CT 06457
    278 Chamberlain Rd Unit Lower Studio, Middletown, CT 06457
    /9

    $1,232 per month

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

    278 Chamberlain Rd Unit Lower Studio, Middletown, CT 06457

    Welcome to the lower-level studio at 278 Chamberlain Road. This unit features a large open-concept layout with space for a bedroom, living, and dining area all in one. Enjoy a spacious walk-in closet, a well-equipped kitchen with full-size fridge, stove, sink, and ample cabinet space, plus a full bathroom with a tub/shower combo and a charming pink vanity. A cozy and versatile studio with great

    Michael Bernard Ironclad Real Estate

    278 Chamberlain Rd Unit Lower Studio, Middletown, CT 06457
  • 1 Russett Ln, Middletown, CT 06457
    1 Russett Ln, Middletown, CT 06457
    1 Russett Ln, Middletown, CT 06457
    /20

    $1,400 - $1,600 plus fees

    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
  • 36 Walnut St Unit 2, Middletown, CT 06457
    36 Walnut St Unit 2, Middletown, CT 06457
    36 Walnut St Unit 2, Middletown, CT 06457
    /15

    $1,400 per month

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

    36 Walnut St Unit 2, Middletown, CT 06457

    Bright and cheerful 2-bedroom, 1-bath apartment featuring a spacious kitchen with plenty of cabinets, hardwood floors, and great natural light throughout. Both bedrooms offer large walk-in closets, and the living room provides plenty of space for relaxing or dining. Includes off-street parking and access through a back entrance.

    Michael Bernard Ironclad Real Estate

    36 Walnut St Unit 2, Middletown, CT 06457
  • 38 Ward St, Middletown, CT 06457
    38 Ward St, Middletown, CT 06457
    38 Ward St, Middletown, CT 06457
    /4

    $1,500 - $1,950 plus fees

    On Ward Apartments

    1 - 2 Beds

    38 Ward St, Middletown, CT 06457

    Nestled in the heart of one of Connecticut’s most vibrant and historic cities, 38 Ward Street offers a blend of comfort, character, and convenience. Whether you're a first-time homebuyer, a growing family, or simply looking for a peaceful retreat, this home has it allKey Features:Spacious Layout: Enjoy generous living space with bright and airy rooms throughout.Charming

    38 Ward St, Middletown, CT 06457
  • 584 Main St Unit D, Middletown, CT 06457
    584 Main St Unit D, Middletown, CT 06457
    584 Main St Unit D, Middletown, CT 06457
    /11

    $1,550 per month

    • 1 Bath
    • 415 Sq Ft
    • Apartment for Rent

    584 Main St Unit D, Middletown, CT 06457

    Discover these luxury studio apartments, ideally located on the main street of a bustling college town. Perfectly blending comfort, convenience, and style, these modern studios that include a sophisticated retreat just steps from all the action. Each apartment features high-end finishes, sleek hardwood floors, large windows that flood the space with natural light, and contemporary kitchens

    Marianna Terenzio William Raveis Real Estate

    584 Main St Unit D, Middletown, CT 06457
  • 562 Main St, Middletown, CT 06457
    562 Main St, Middletown, CT 06457
    562 Main St, Middletown, CT 06457
    /9

    $1,300 - $1,450 plus fees

    Apartment for Rent

    1 Bed

    562 Main St, Middletown, CT 06457

    Located on vibrant Main St, downtown Middletown just a walk away from shops, restaurants, and entertainment. Walking distance to a grocery market and convenience store. On the bus route. Lease terms: One year. Water is included. The renter pays directly for electricity and heat. No smoking building and no pets allowed.

    562 Main St, Middletown, CT 06457
  • 59 Park Place, Middletown, CT 06457
    59 Park Place, Middletown, CT 06457
    59 Park Place, Middletown, CT 06457
    /11

    $2,000 per month

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

    59 Park Place, Middletown, CT 06457

    Bright spotless second floor unit in a large 2 family in downtown Middletown.Walk to university or downtown. Hardwood floors throughout .Spacious rooms. Off-street parking. Big yard!!.

    Vincent Engingro William Raveis Real Estate

    59 Park Place, Middletown, CT 06457
  • 104 Meetinghouse Ln, Middletown, CT 06457
    104 Meetinghouse Ln, Middletown, CT 06457
    104 Meetinghouse Ln, Middletown, CT 06457
    /20

    $975 plus fees

    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
  • 75 Birdsey Ave, Middletown, CT 06457
    75 Birdsey Ave, Middletown, CT 06457
    75 Birdsey Ave, Middletown, CT 06457
    /15

    $2,800 per month

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

    75 Birdsey Ave, Middletown, CT 06457

    SHORT TERM RENTAL -- FULLY FURNISHED Agents, are you seeking short term stay for your clients? All, are you buying or selling a home? Relocating for work and need a comfortable place to stay short term? Look no further! Enjoy a centrally located stay where you and your family will be close to everything Middletown has to offer. Middletown is well known for its wide variety of restaurants,

    Natalie Grant Nat's Honey Bee Real Estate

    75 Birdsey Ave, Middletown, CT 06457
  • 65 Church St, Middletown, CT 06457
    65 Church St, Middletown, CT 06457
    65 Church St, Middletown, CT 06457
    /11

    $25 - $1,893 plus fees

    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
  • 20 Burgundy Hill Ln Unit 20, Middletown, CT 06457
    20 Burgundy Hill Ln Unit 20, Middletown, CT 06457
    20 Burgundy Hill Ln Unit 20, Middletown, CT 06457
    /10

    $1,400 per month

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

    20 Burgundy Hill Ln Unit 20, Middletown, CT 06457

    Updated apartment in a nice area. Complex offer laundry facility, patio area, and is close to shopping and highways.

    Barbara Peloquin G & W Real Estate

    20 Burgundy Hill Ln Unit 20, Middletown, CT 06457
  • 121-131 Butternut St, Middletown, CT 06457
    121-131 Butternut St, Middletown, CT 06457
    121-131 Butternut St, Middletown, CT 06457
    /11

    $1,425 total monthly price

    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
  • 424 Main St Unit J, Middletown, CT 06457
    424 Main St Unit J, Middletown, CT 06457
    424 Main St Unit J, Middletown, CT 06457
    /14

    $2,100 per month

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

    424 Main St Unit J, Middletown, CT 06457

    Welcome to Middletown's newest luxury apartments!! The NEW 424 Main Street apartments are located in the heart of town within walking distance of vibrant restaurants, cafes, shopping and Wesleyan University. 424 Main Street apartments offers luxuriously finished and unique 1 bedroom, and 2 bedroom units that provide an upscale design while capturing the buildings rich history. Each unit at 424

    Marianna Terenzio William Raveis Real Estate

    424 Main St Unit J, Middletown, CT 06457
  • 175 Ridge Rd, Middletown, CT 06457
    175 Ridge Rd, Middletown, CT 06457
    175 Ridge Rd, Middletown, CT 06457
    /20

    $1,700 plus fees

    • 1 Bed
    • 1 Bath
    • 1,100 Sq Ft
    • Condo for Rent

    175 Ridge Rd, Middletown, CT 06457

    Property Id: 410151175 Ridge Road is a two unit home with the first floor unit available on June 1st, 2026. The unit is 1100sqft with 1 bedroom. The unit has over 1000 sqft available for storage in the basement (unfinished). There is off-street parking and we are located on a corner so plenty of parking down the side street when you have guests. There is an available outdoor patio with

    175 Ridge Rd, Middletown, CT 06457
  • 360 Main St Unit 3-B, Middletown, CT 06457
    360 Main St Unit 3-B, Middletown, CT 06457
    360 Main St Unit 3-B, Middletown, CT 06457
    /24

    $2,100 per month

    • 3 Beds
    • 1 Bath
    • 14,820 Sq Ft
    • House for Rent

    360 Main St Unit 3-B, Middletown, CT 06457

    Central downtown district. Welcome to the Historic Pythian Building with an interesting ownership history as hotel and former meeting place of the Pythian Knights. Large 3-bedroom unit on top floor, offers an open floor plan with kitchen, living room and full bath. Great tenant value with all utilities included. There isn't any onsite parking for tenants. There are municipal parking lots nearby

    Patricia Flynn Sterling REALTORS

    360 Main St Unit 3-B, Middletown, CT 06457
  • 17 Roberta Dr, Middletown, CT 06457
    17 Roberta Dr, Middletown, CT 06457
    /2

    $2,850 total monthly price

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

    17 Roberta Dr, Middletown, CT 06457

    This property at 17 Roberta Dr features 4 bedrooms and 1.5 bathrooms within a total of 1,200 square feet. The living room offers ample space for relaxation and entertainment. The bathroom includes a tub/shower combination, providing functional amenities for daily use. Each bedroom is designed to accommodate various furniture arrangements. The property is cable ready and includes heating for

    17 Roberta Dr, Middletown, CT 06457
  • 141 Bridge St Unit D, Middletown, CT 06457
    141 Bridge St Unit D, Middletown, CT 06457
    141 Bridge St Unit D, Middletown, CT 06457
    /7

    $1,850 per month

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

    141 Bridge St Unit D, Middletown, CT 06457

    Welcome to 141 Bridge Street, a beautifully reimagined four-unit residence where modern design, everyday comfort, and effortless convenience come together seamlessly. The property includes two spacious one-bedroom units, one two-bedroom unit, and one three-bedroom unit, each thoughtfully designed with high-end finishes and private entrances for added privacy. Inside every unit, you'll find sleek

    Marianna Terenzio William Raveis Real Estate

    141 Bridge St Unit D, Middletown, CT 06457
  • 2 Forest Glen Cir Unit 18, Middletown, CT 06457
    2 Forest Glen Cir Unit 18, Middletown, CT 06457
    2 Forest Glen Cir Unit 18, Middletown, CT 06457
    /8

    $1,900 total monthly price

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

    2 Forest Glen Cir Unit 18, Middletown, CT 06457

    CONDO FOR RENT IN FOREST GLEN MIDDLETOWN CT $1900. Available 11-1-20252 bedroom, 2 full baths with laundry inside the unit, new appliances, wood fireplace, master bedroom with walk in closet. Condo located on 3rd floor, with private porch overlooking woods. Gas heat. Easy access to Rt 9 and I91, shopping, restaurants, grocery stores in Cromwell. 10 mins drive to Main Street

    2 Forest Glen Cir Unit 18, Middletown, CT 06457
  • 32 Wall St Unit 2, Middletown, CT 06457
    32 Wall St Unit 2, Middletown, CT 06457
    32 Wall St Unit 2, Middletown, CT 06457
    /31

    $2,500 per month

    • 3 Beds
    • 1 Bath
    • 2,081 Sq Ft
    • House for Rent

    32 Wall St Unit 2, Middletown, CT 06457

    HEAT INCLUDED IN RENT! Spacious and fully renovated, this 3-bedroom, 1-bathroom apartment offers comfortable living with thoughtful upgrades throughout. The kitchen and bathroom have been completely remodeled with brand-new appliances and fixtures, and the entire unit has been freshly painted. You'll find hardwood floors throughout, new LED lighting, and updated door hardware throughout the

    Kris Robinson Eagle Eye Realty PLLC

    32 Wall St Unit 2, Middletown, CT 06457
  • 63 Maynard St Unit 4, Middletown, CT 06457
    63 Maynard St Unit 4, Middletown, CT 06457
    63 Maynard St Unit 4, Middletown, CT 06457
    /37

    $1,700 total monthly price

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

    63 Maynard St Unit 4, Middletown, CT 06457

    LOCATION! LOCATION! LOCATION!! Don't miss this charming opportunity in a 4 unit apartment building located on a lovely rolling hill convenient to route 9, shopping and recreational areas. A few minutes away from Middlesex hospital, Xavier High school, Weslyan College, downtown historic Middletown with incredible dining, nightlife and community events. Off the beaten path, but close to all the

    63 Maynard St Unit 4, Middletown, CT 06457
  • 251 Court St, Middletown, CT 06459
    251 Court St, Middletown, CT 06459
    251 Court St, Middletown, CT 06459
    /9

    $1,319 per month

    • 1 Bed
    • 1 Bath
    • Apartment for Rent

    251 Court St, Middletown, CT 06459

    Rick Rivera Rental Housing Deals

    251 Court St, Middletown, CT 06459
  • 7 Countryside Ln Unit 1, Middletown, CT 06457
    7 Countryside Ln Unit 1, Middletown, CT 06457
    7 Countryside Ln Unit 1, Middletown, CT 06457
    /5

    $2,200 total monthly price

    • 2 Beds
    • 1.5 Baths
    • 1,500 Sq Ft
    • Townhouse for Rent

    7 Countryside Ln Unit 1, Middletown, CT 06457

    Spacious Townhouse (end unit) in the southern part of Middletown, Connecticut. Located in a quiet suburban neighborhood and 10 minutes from the downtown shops and restaurants (2 minutes off of Route 9 as well). Two sunny bedrooms and a full bathroom upstairs and a half bath on first floor. Finished deck on the first floor. Laundry appliances and ample storage located in basement. Perfect for

    7 Countryside Ln Unit 1, Middletown, CT 06457
  • 41 Mountain Laurel Ct, Cromwell, CT 06416
    41 Mountain Laurel Ct, Cromwell, CT 06416
    41 Mountain Laurel Ct, Cromwell, CT 06416
    /16

    $2,200 per month

    • 2 Beds
    • 1.5 Baths
    • 1,365 Sq Ft
    • Townhouse for Rent

    41 Mountain Laurel Ct, Cromwell, CT 06416

    Enjoy this beautifully decorated, FULLY-FURNISHED, SHORT-TERM rental. Property is available until 5/31/2026, ideal for professors, traveling healthcare workers or people looking to sell their home. Step into the first floor which offers gorgeous floors, pristine details into a HUGE living room/dining room area. The comfy couch and huge TV are so welcoming. There is a private patio off the living

    Colleen Mattatall Century 21 Clemens Group

    41 Mountain Laurel Ct, Cromwell, CT 06416
  • 113 Birdsey Ave Unit Floor 1, Middletown, CT 06457
    113 Birdsey Ave Unit Floor 1, Middletown, CT 06457
    113 Birdsey Ave Unit Floor 1, Middletown, CT 06457
    /9

    $2,100 total monthly price

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

    113 Birdsey Ave Unit Floor 1, Middletown, CT 06457

    Beautifully Updated 1–2 Bedroom First-Floor Apartment – Middletown, CTThis recently renovated first-floor apartment offers 830 sq. ft. of flexible living space in a quiet, walkable neighborhood. Officially a 1-bedroom, the layout allows the living room to convert into an additional bedroom, while the dining room can easily serve as the main living area or a bright home office—ideal for

    113 Birdsey Ave Unit Floor 1, Middletown, CT 06457
  • 523 525 Hunting Hill Ave Unit 1st floor, Middletown, CT 06457
    523 525 Hunting Hill Ave Unit 1st floor, Middletown, CT 06457
    523 525 Hunting Hill Ave Unit 1st floor, Middletown, CT 06457
    /10

    $1,800 total monthly price

    • 3 Beds
    • 1 Bath
    • 1,620 Sq Ft
    • Townhouse for Rent

    523 525 Hunting Hill Ave Unit 1st floor, Middletown, CT 06457

    523 525 Hunting Hill Ave Unit 1st floor, Middletown, CT 06457
  • 518 High St Unit 1st FL Rear, Middletown, CT 06457
    518 High St Unit 1st FL Rear, Middletown, CT 06457
    518 High St Unit 1st FL Rear, Middletown, CT 06457
    /15

    $1,495 total monthly price

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

    518 High St Unit 1st FL Rear, Middletown, CT 06457

    Completely updated and spacious 1-bedroom apartment offering modern finishes and a prime Middletown location. This bright and inviting home features beautifully refinished hardwood flooring and so many closets! Enjoy the convenience of being just minutes from RT 9, Wesleyan University, Middlesex Health, Downtown Middletown, and an array of popular restaurants, shops, and entertainment. The scenic

    518 High St Unit 1st FL Rear, Middletown, CT 06457

Showing Results 41 - 70, Page 2 of 2

Connecticut Middlesex County Middletown

Homes for Rent in Middletown, CT under $2,900

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