Middletown, CT Homes

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  /40

  $689,900 Pending

  • 6 Beds
  • 5 Baths
  • 4,096 Sq Ft

  34 Apple Ln, Middletown, CT 06457

  WOW! Do not miss out on this stately home with modern flare. This is a beautiful home. You will be greeted by a dramatic 2-story entry with spectacular, dramatic staircase. Large formal dining room, front office, center classic living room with gas fireplace and an amazing great room with vaulted ceilings with new skylights that boast an oversized family room, dining room and open kitchen concept

  Mark Toledo Berkshire Hathaway NE Prop.

  34 Apple Ln, Middletown, CT 06457
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  /21

  $1,527 - $1,874 total monthly price

  Sagamore Hills

  1 - 2 Beds

  1151-1189 Washington St, Middletown, CT 06457

  Virtual touring and by appointment, self-guided touring is available. Contact us today! Look no further for great apartment living because you've found it at Sagamore Hills! Our beautiful community is centrally located in the heart of picturesque Middletown, Connecticut. Surrounded by scenic parks, shopping, dining, and with easy access to I-91 and I-691, your commute is sure to be a breeze.

  1151-1189 Washington St, Middletown, CT 06457
• 

  $160,000 Sold Oct 28, 2025

  • Land
  • 0.35 Acre
  • $457,143 per Acre

  • 60 Days On Market

  180 Washington St, Middletown, CT 06457

  Prime Mixed-Use Opportunity Lot for Sale: Near Wesleyan University. Discover a rare opportunity to own a .35-acre lot strategically located just minutes from Wesleyan University. This prime piece of real estate is situated in a mixed-use zone, offering endless possibilities for residential or commercial development. With excellent visibility and easy access from major thoroughfares, this lot is

  Jackie Williams Sterling REALTORS

  180 Washington St, Middletown, CT 06457
• 

  Est $206,855 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 930 Sq Ft

  1 Forest Glen Cir Unit 17, Middletown, CT 06457

  1 Forest Glen Cir Unit 17, Middletown, CT 06457
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  /24

  $296,000

  • 2 Beds
  • 1 Bath
  • 960 Sq Ft

  19 Fairlawn Ave, Middletown, CT 06457

  Charming 2-Bedroom Home with Sunroom, Solar Savings & Modern Comforts! Discover this beautifully updated 2-bedroom, 1-bath home that perfectly blends character, comfort, and efficiency. Step into the inviting living room featuring refinished hardwood floors and a cozy wood stove, creating a warm and welcoming atmosphere. The hardwood continues down the hall through both bedrooms, adding timeless

  Cheryl Bertini Redfin Corporation

  19 Fairlawn Ave, Middletown, CT 06457
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  /30

  $2,700 total monthly price

  • 2 Beds
  • 1.5 Baths
  • 1,339 Sq Ft
  • Townhouse for Rent

  751 Long Hill Rd Unit C, Middletown, CT 06457

  Have you dreamed of living in a Show Case Condo? This exceptional rental might be perfect for you! This beautifully finished and decorated home welcomes you with a skylight-lit breakfast nook. The well-appointed kitchen features a pass-through and a breakfast bar in the dining area. A tastefully decorated half bath is conveniently located off the hallway. The open floor plan extends to the

  Heather Kilbourn Cavanaugh & Company LLC

  751 Long Hill Rd Unit C, Middletown, CT 06457
• 

  $366,000 Sold Oct 27, 2025

  • 1,677 Sq Ft
  • $218/SF
  • 56 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1950

  193 Hendley St, Middletown, CT 06457

  Welcome to 193 Hendley Street! This sweet Cape offers 3 bedrooms, 1.5 baths, and 1,677 sqft of comfortable living space. Hardwood & parquet floors run throughout, and the spacious kitchen connects to a dining room filled with natural light. A massive 2-car attached garage adds great storage or workshop options and above it is a finished room that could be the perfect primary suite. The clean,

  Sara Tufano Real Broker CT, LLC

  193 Hendley St, Middletown, CT 06457
• 

  Est $238,441 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,065 Sq Ft

  14 Forest Glen Cir Unit 16, Middletown, CT 06457

  14 Forest Glen Cir Unit 16, Middletown, CT 06457
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  /37

  $599,900

  • 4 Beds
  • 2.5 Baths
  • 3,792 Sq Ft

  36 Brookview Ln, Middletown, CT 06457

  Introducing this lovely four-bedroom, two-and-a-half-bath Colonial offering over 2500 sq ft, with an additional 1,222 sq feet in the finished lower level. The large kitchen, featuring stainless steel appliances, offers an open-concept design with the living room, making entertaining effortless and enjoyable. The living room showcases a beautiful fireplace, while the full, walk-out basement is

  Jeanne Rustek William Raveis Real Estate

  36 Brookview Ln, Middletown, CT 06457
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  /55

  $1,946 - $4,502 total monthly price

  Knoll Crest Apartments

  1 - 2 Beds

  207 George St, Middletown, CT 06457

  Taking Luxury Living to New HeightsRetreat to the Stylish Sophistication of Knoll Crest. Choose from spacious one or two bedroom floor plans featuring 9 ceilings, open concept living rooms with cozy corner fireplaces, chef-inspired kitchens with stylish islands and private balconies with attractive views.

  207 George St, Middletown, CT 06457
• 

  $420,000 Sold Oct 24, 2025

  • 1,590 Sq Ft
  • $264/SF
  • 14 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1988

  311 Long Ln, Middletown, CT 06457

  Beautiful 3-bedroom, 2.5-bath Colonial with a fantastic layout inside and out. The updated kitchen features granite counters, stainless steel appliances, and ample cabinetry. The main level is highlighted by hardwood floors throughout and a bright and airy living room with a wood fireplace. The second level offers a spacious primary suite with a full bath and walk-in closet, along with two

  Sara Etienne eXp Realty

  311 Long Ln, Middletown, CT 06457
• 

  Est $218,932 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 930 Sq Ft

  1 Forest Glen Cir Unit 13, Middletown, CT 06457

  1 Forest Glen Cir Unit 13, Middletown, CT 06457
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  /38

  $249,900 Pending

  • 3 Beds
  • 1 Bath
  • 1,328 Sq Ft

  7 Inverness Square, Middletown, CT 06457

  Welcome to 7 Inverness Square, Middletown, CT. This beautiful rare-4-bedroom, 2-bath home offers the perfect blend of comfort, convenience, and charm. Nestled in one of Middletown's most peaceful and popular neighborhoods, this property sits on a quiet street surrounded by friendly neighbors-ideal for anyone seeking a safe and welcoming community. Step inside to find a spacious, light-filled

  Frankie Maldonado Premier Properties of CT

  7 Inverness Square, Middletown, CT 06457
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  /29

  $2,025 total monthly price

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

  179 Butternut St, Middletown, CT 06457

  This newly constructed apartment community combines modern convenience with the charm of a residential neighborhood. With only a select number of apartments, residents enjoy a more private, peaceful environment-free from the congestion and anonymity often found in large complexes. Amenities include a fully equipped gym and inviting outdoor spaces designed for relaxation, socializing, or working

  Scott Nardozzi Cavanaugh & Company LLC

  179 Butternut St, Middletown, CT 06457
• 

  $185,000 Sold Oct 24, 2025

  • 1,206 Sq Ft
  • $153/SF
  • 4 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1987

  94 Trolley Crossing Ln, Middletown, CT 06457

  Welcome to this well-located 2-bedroom, 1.5-bath condo in the heart of Middletown, CT. Featuring a generous 2-car garage, this home offers plenty of space for parking and storage. Inside, you'll find a functional layout with a cozy living area and an open kitchen-ideal for everyday living and entertaining. While the unit could benefit from some cosmetic updates, it presents a great opportunity to

  Kamil Andrukiewicz New Haus Group LLC

  94 Trolley Crossing Ln, Middletown, CT 06457
• 

  Est $370,210 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,486 Sq Ft

  56 Autumn Ln, Middletown, CT 06457

  56 Autumn Ln, Middletown, CT 06457
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  /35

  $429,900 Pending

  • 3 Beds
  • 2.5 Baths
  • 2,031 Sq Ft

  101 Morning Glory Dr, Middletown, CT 06457

  A Riverbend beauty! This home boasts large rooms, front vaulted living room, center dining room, large eat-in kitchen with granite counters and oversized family room with fireplace. This floor plan also offers 1st floor laundry. The upstairs of this abode includes a large loft area with cabinetry, 2 generously-sized bedrooms and an oversized primary with en suite. Some additional features include

  Mark Toledo Berkshire Hathaway NE Prop.

  101 Morning Glory Dr, Middletown, CT 06457
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  /5

  $1,400 - $2,700 per month plus fees

  Middletown at Main

  Studio - 3 Beds

  710-712 Main St, Middletown, CT 06457

  710-712 Main St, Middletown, CT 06457
• 

  $360,000 Sold Oct 23, 2025

  • 1,746 Sq Ft
  • $206/SF
  • 1 Day On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1937

  720 Bow Ln, Middletown, CT 06457

  This beautiful home is ready to be your nature retreat. Situated on 1.7 acres of former farmland with its own brook, 1,480 square feet of above grade living space, two bedrooms, and one and a half bathrooms, you have plenty of space to enjoy as-is or expand. **The updated interior features hardwood flooring, tile, and carpeting in all the right places. The primary bedroom on the main floor

  Christina Bates Coldwell Banker Realty

  720 Bow Ln, Middletown, CT 06457
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  Est $392,000 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,640 Sq Ft

  21 Park Place, Middletown, CT 06457

  21 Park Place, Middletown, CT 06457
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  /39

  $469,900 Pending

  • 3 Beds
  • 2 Baths
  • 1,807 Sq Ft

  199 Aston Ln, Middletown, CT 06457

  Just steps from Wadsworth State Park and the iconic Wadsworth Mansion, this three-bedroom, two-bath retreat blends comfort, flexibility, and location. Vaulted ceilings in the living room create an airy, welcoming space, while generous windows frame views of the private rear lot, highlighting the home's 1.4 acres of seclusion. The kitchen-featuring custom cabinetry and granite countertops-pairs

  Wesley Krombel Real Broker CT, LLC

  199 Aston Ln, Middletown, CT 06457
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  /8

  $1,375 total monthly price

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

  666 Main St Unit C1, Middletown, CT 06457

  Newly Renovated 1-Bedroom Apartment - Downtown Middletown - $1,375/month Welcome to Main Street, Middletown! This beautifully renovated one-bedroom apartment is located in the heart of the historic downtown district, surrounded by seven walkable blocks of restaurants, shops, art, music, and entertainment. Situated on the third floor, this bright and inviting apartment features new flooring, fresh

  Laura Milano Seabury Hill REALTORS

  666 Main St Unit C1, Middletown, CT 06457
• 

  $252,399 Sold Oct 23, 2025

  • 1,376 Sq Ft
  • $183/SF
  • 88 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1879

  47 Ridge Rd, Middletown, CT 06457

  Opportunity awaits on one of Middletown's most quintessential streets! 47 Ridge Road offers solid potential with good bones and key updates already in place - including a newer roof, windows, and boiler. This 3-bedroom, 1.1-bath colonial is ready for your vision and creativity. Featuring a traditional layout with great natural light, this home provides the perfect canvas to renovate and build

  Carl Guild Carl Guild & Associates

  47 Ridge Rd, Middletown, CT 06457
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  Est $281,272 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,562 Sq Ft

  49 Silver St, Middletown, CT 06457

  49 Silver St, Middletown, CT 06457
• 

  

  /40

  $485,000

  • 3 Beds
  • 2.5 Baths
  • 1,784 Sq Ft

  311 E Ridge Rd, Middletown, CT 06457

  Looking for a peaceful retreat with a touch of Swiss chalet charm? This is your dream come true! Move right into this beautifully maintained 3-bedroom, 2.5-bath home set on a quiet and private 2.3-acre parcel surrounded by nature. From the moment you enter, you'll be captivated by the spacious living room featuring multiple sliders that open to a stunning wraparound deck, flooding the space with

  Toni Strain Carol Cole Real Estate, LLC

  311 E Ridge Rd, Middletown, CT 06457
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  /16

  $1,700 per month plus fees

  Apartment for Rent

  1 Bed

  484 Main St, Middletown, CT 06457

  Come enjoy living on one of the great Main Street communities in Connecticut! Main Street in Middletown is just minutes away from Wesleyan University and Middlesex Hospital with easy access to Route 9 - Hartford and New Haven CT. These brand new units are tastefully designed and finished with heat and central air conditioning included in your lease. In unit washer/dryers are standard for your

  484 Main St, Middletown, CT 06457
• 

  $784,850 Sold Oct 23, 2025

  • 3,612 Sq Ft
  • $217/SF
  • 350 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 2024

  250 Atkins St, Middletown, CT 06457

  Welcome to your dream home! This stunning brand-new construction is situated on a beautiful street in Middletown, CT, offering 3509 sq ft of luxurious living space. With 4 spacious bedrooms, 2.5 elegant bathrooms, an office on your main level, large mudroom and an even bigger grand foyer, this home is designed for modern comfort and style. Step inside and be greeted by gorgeous hardwood floors

  Milena Mineri RE/MAX One

  250 Atkins St, Middletown, CT 06457
• 

  Est $427,579 Not Listed For Sale

  • 6 Beds
  • 3.5 Baths
  • 2,384 Sq Ft

  25 Butternut St, Middletown, CT 06457

  25 Butternut St, Middletown, CT 06457
• 

  

  /11

  $239,000

  • 2 Beds
  • 1.5 Baths
  • 1,206 Sq Ft

  170 Trolley Crossing Ln Unit 170, Middletown, CT 06457

  Beautiful two-story condo in sought after Trolley Crossing Lane in Middletown. Here find gorgeous hard wood floors in the main living area with an open concept living/dining room area. Sliders open to an outdoor green space, bbq grill and wooded grounds. A tidy kitchen with stainless steel appliances and a half bath complete this main floor area. Upstairs, there are two generous bedrooms and a

  Jennifer Tucker William Raveis Real Estate

  170 Trolley Crossing Ln Unit 170, Middletown, CT 06457
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  /18

  $1,475 total monthly price

  • 1 Bed
  • 1 Bath
  • 1,000 Sq Ft
  • House for Rent

  480 Main St Unit 2A, Middletown, CT 06457

  ALL NEW Looking for a large one bedroom apartment in the heart of Middletown? If so, this updated and immaculate 4 room unit is it! Upon entering the unit you will find a neutral and appealing design throughout including freshly painted walls, newly finished hardwood flooring, new kitchen cabinetry, updated appliances and a remodeled bathroom with new vanity and shower/tub combo. This apartment

  Scott Nardozzi Cavanaugh & Company LLC

  480 Main St Unit 2A, Middletown, CT 06457
• 

  $150,000 Sold Oct 21, 2025

  • 735 Sq Ft
  • $204/SF
  • 89 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1895

  3 Prospect Place, Middletown, CT 06457

  Affordable Opportunity in a Prime Location! Perfect for first-time homebuyers, students, or investors, this charming residence offers exceptional value and comfort. The home features two bedrooms and two full bathrooms, including a generously sized primary suite on the upper level with a classic clawfoot bathtub-ideal for relaxing after a long day. Enjoy the partially fenced private yard, perfect

  Heather Fenn Sunset Creek Realty, LLC

  3 Prospect Place, Middletown, CT 06457
• 

  Est $254,012 Not Listed For Sale

  • 5 Beds
  • 2 Baths
  • 2,172 Sq Ft

  9 Clinton Ave, Middletown, CT 06457

  9 Clinton Ave, Middletown, CT 06457
• 

  

  /29

  $229,000

  • 3 Beds
  • 1 Bath
  • 1,209 Sq Ft

  59 Inverness Ln, Middletown, CT 06457

  This 1,328-square-foot contemporary two-story home offers a wonderful opportunity to make it your own. Featuring durable vinyl siding and a functional layout, it includes three comfortable bedrooms and one full bath. Well-maintained but awaits your modern vision and smart design will provide the perfect canvas for updates and personal touches. Whether you're looking to create your dream residence

  J Troy Morris Coldwell Banker Calabro

  59 Inverness Ln, Middletown, CT 06457
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  /21

  $1,800 per month plus fees

  Fernwood Apartments

  1 Bed

  44-46 Camp St, Middletown, CT 06457

  MIDDLETOWNS HIDDEN GEM Fernwood Apartments is a Gorgeous and Luxurious 24 hour gated Residential complex. The grounds are professionally and meticulously maintained all year round by our on site superintendent and maintenance crew. The units are spacious, well lit, with newly renovated kitchens and bathrooms including granite counter tops and stainless steel appliances. LET THIS BE THE NEXT PLACE

  44-46 Camp St, Middletown, CT 06457
• 

  $325,000 Sold Oct 20, 2025

  • 1,178 Sq Ft
  • $276/SF
  • 36 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1923

  Unlisted Address

  This move-in ready 3-bedroom, 2-bath home is full of charm and character, offering both comfort and convenience. Step inside to find beautifully refinished hardwood floors, bright and spacious rooms filled with natural light, and charming built-ins that add timeless appeal. The main level features a laundry area for everyday ease, while the recently redone front porch and back deck provide the

  Madelyn Pope RE/MAX One

  Unlisted Address
• 

  Est $286,924 Not Listed For Sale

  • 4 Beds
  • 1 Bath
  • 1,240 Sq Ft

  11 Omo St, Middletown, CT 06457

  11 Omo St, Middletown, CT 06457
• 

  

  /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
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  /20

  $2,400 total monthly price

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

  215 Crystal Lake Rd, Middletown, CT 06457

  Welcome to this charming bungalow-style Cape, perfectly situated in a peaceful, rural part of Middletown while still just minutes from one of Connecticut's top main streets. This inviting home offers 2 bedrooms and 1 bath, with an open-concept kitchen and dining area that flows seamlessly to the rest of the living space. Sliding doors from the kitchen open to a private deck and backyard, ideal

  kathleen mullins Real Broker CT, LLC

  215 Crystal Lake Rd, Middletown, CT 06457
• 

  $325,000 Sold Oct 20, 2025

  • 1,040 Sq Ft
  • $312/SF
  • 8 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1949

  1904 S Main St, Middletown, CT 06457

  *Seller is requesting that offers be submitted by Monday, September 15, 2025 at 6:00pm. Thank you for showing!* Built in 1949, this charming Cape Cod home is ready for your personal touch! This 2 bedroom, 1.5 bath home features a 2 car detached garage and sits on 1.12 acres near Dooly Pond. The main level offers an eat-in kitchen, full bath, cozy living room with fireplace along with the primary

  Elizabeth Kessler Berkshire Hathaway NE Prop.

  1904 S Main St, Middletown, CT 06457
• 

  Est $187,481 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 796 Sq Ft

  33 Hillside Ave, Middletown, CT 06457

  33 Hillside Ave, Middletown, CT 06457

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