Middletown, CT Homes

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  $725,000

  • 3 Beds
  • 2.5 Baths
  • 2,824 Sq Ft

  100 Round Hill Rd, Middletown, CT 06457

  Welcome to 100 Round Hill Rd, an exquisite 2,824 sq ft home set on 3.5 acres of pristine open meadows with pampered gardens and breathtaking natural beauty. This well-maintained property offers a seamless blend of sophistication, comfort, and tranquility in one of Middletown's most desirable settings. Designed with an open concept floor plan, the home features a chef's gourmet kitchen equipped

  Santo Gulino William Raveis Real Estate

  100 Round Hill Rd, Middletown, CT 06457
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  /11

  $1,550 per month

  • 1 Bath
  • 412 Sq Ft
  • Apartment for Rent

  584 Main St Unit J, Middletown, CT 06457

  Discover these NEW 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 J, Middletown, CT 06457
• 

  $375,000 Sold May 02, 2025

  • 2,596 Sq Ft
  • $144/SF
  • 10 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1949

  36 Denison Rd, Middletown, CT 06457

  Welcome to 36 Denison Rd., a beautifully maintained, 4-bedroom, 3-bathroom home. This charming 2,596 sq. ft. home features hardwood floors throughout the home, a cozy fireplace in the living room ideal for relaxing evenings, 4 spacious bedrooms, and 3 full bathrooms. Enjoy the natural light pouring into the sunroom, which offers access to a large deck overlooking a private backyard-an excellent

  Hayley Horzepa Carl Guild & Associates

  36 Denison Rd, Middletown, CT 06457
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  Est $457,973 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,783 Sq Ft

  53 Mulberry Ln, Middletown, CT 06457

  53 Mulberry Ln, Middletown, CT 06457
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  /40

  $550,000

  • 2 Beds
  • 2 Baths
  • 1,548 Sq Ft

  20 Webster Ln Unit 20, Middletown, CT 06457

  Welcome to your new home, why wait for new construction when this beautifully upgraded home is move-in ready, waiting for you! Located in a sought-after active adult community in the desirable Westfield area, this stunning home offers an ideal open floor plan w/hardwood floors throughout. The heart of the home is the spacious kitchen, featuring a 6-foot granite island, high-end stainless steel

  Brittany O'Hara William Raveis Real Estate

  20 Webster Ln Unit 20, Middletown, CT 06457
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  /11

  $1,650 per month

  • 1 Bath
  • 476 Sq Ft
  • Apartment for Rent

  584 Main St Unit H, Middletown, CT 06457

  Discover these NEW 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 H, Middletown, CT 06457
• 

  $344,000 Sold May 02, 2025

  • 1,198 Sq Ft
  • $287/SF
  • 8 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1900

  88 Schuyler Ave, Middletown, CT 06457

  UPDATED with care!!! Quaint Colonial in desirable neighborhood, Farm Hill School district. This 3 bd/ 2bath colonial has open kitchen and living area with island, Den/ main fl. bd/ guest/ office rm. lg. room to use as you choose, full bath On Main and upper level, 3 bedrooms on upper level, including primary bedroom with sitting area and oversized closet, hardwood floors throughout with bathroom

  Lisa Sherman My Realtor, LLC

  88 Schuyler Ave, Middletown, CT 06457
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  Est $430,285 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,536 Sq Ft

  45 W Wynd Terrace, Middletown, CT 06457

  45 W Wynd Terrace, Middletown, CT 06457
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  /40

  $805,000

  • 5 Beds
  • 2.5 Baths
  • 3,010 Sq Ft

  455 East St, Middletown, CT 06457

  This extraordinary center-chimney colonial blends rich history with modern elegance. Once a farm and Christmas movie set, this magnificent property now belongs to a master gardener/florist. Featuring exquisite king's lumber floors, 6 charming fireplaces, spacious bedrooms, the home offers both historic character and modern comfort. The 3-bay garage includes a specialized artist/garden workshop

  Christine Oleynick Keller Williams Realty

  455 East St, Middletown, CT 06457
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  /2

  $1,250 per month

  • 1 Bed
  • 1 Bath
  • 5,120 Sq Ft
  • Apartment for Rent

  50 Rappallo Ave, Middletown, CT 06457

  2nd-floor one-bedroom apartment with fresh paint, new kitchen, new flooring, cat allowed, heat, hot water, and internet included.

  Qin Lin Sovereign Properties

  50 Rappallo Ave, Middletown, CT 06457
• 

  $539,000 Sold May 02, 2025

  • 3,027 Sq Ft
  • $178/SF
  • 2 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1986

  10 Black Walnut Dr, Middletown, CT 06457

  Welcome to 10 Black Walnut Dr - A Spacious & Versatile Retreat for Entertaining! Discover the charm and endless possibilities of this nicely designed home! The first floor offers a seamless flow-cozy family room with a fireplace, and an eat-in kitchen off the dining area. The living room is flooded with natural light from the vaulted-ceiling and adjoining sun-soaked three seasoned porch. A full

  Jamie Bell Berkshire Hathaway NE Prop.

  10 Black Walnut Dr, Middletown, CT 06457
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  Est $192,252 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 857 Sq Ft

  8 Hillside Ct, Middletown, CT 06457

  8 Hillside Ct, Middletown, CT 06457
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  /34

  $369,900

  • 4 Beds
  • 1.5 Baths
  • 2,005 Sq Ft

  175 Lincoln St, Middletown, CT 06457

  Interior PHOTOS added! Step into timeless elegance with this spacious single-family Colonial, built in the 1800s and rich with historic charm. Located just minutes from downtown Middletown, Wesleyan University, and Middlesex Hospital, this home offers the perfect blend of convenience and character. Featuring 4 nice sized bedrooms, this home boasts high ceilings, original woodwork, and a warm

  Michelle Mazzotta eXp Realty

  175 Lincoln St, Middletown, CT 06457
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  $382,000 Sold May 01, 2025

  • 1,526 Sq Ft
  • $250/SF
  • 9 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1988

  49 Andrew St, Middletown, CT 06457

  Well-Maintained 3 Bedroom, 2 Bath Raised Ranch on Quiet Dead-End Street. Welcome to this beautifully maintained raised ranch nestled on a peaceful dead-end street. This charming 3-bedroom, 2-bath home offers the perfect blend of comfort and functionality. Step inside to discover gleaming hardwood floors throughout the main living area, an updated kitchen featuring modern finishes, and a spacious

  Kamil Andrukiewicz New Haus Group LLC

  49 Andrew St, Middletown, CT 06457
• 

  Est $299,429 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,470 Sq Ft

  76 Hunting Hill Ave, Middletown, CT 06457

  76 Hunting Hill Ave, Middletown, CT 06457
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  /34

  $509,900

  • 4 Beds
  • 2.5 Baths
  • 2,542 Sq Ft

  1037 Bartholomew Rd, Middletown, CT 06457

  Experience the ease of one-level living in this oversized ranch with a fully finished walkout basement, set on a private 0.8-acre lot surrounded by trees for a peaceful country feel-just minutes from everything Middletown has to offer. The main floor features 3 spacious bedrooms and 1.5 baths, with updated bathrooms that include new vanities, sinks, tub/shower combos, and toilets. The eat-in

  Devon Taylor Assael Dave Jones Realty, LLC

  1037 Bartholomew Rd, Middletown, CT 06457
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  $320,000 Sold Apr 30, 2025

  • 1,824 Sq Ft
  • $175/SF
  • 7 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1952

  74 Spencer Dr, Middletown, CT 06457

  ****Location, location, location!**** This lovely home with its renovated Kitchen and Bath, and possible IN-LAW apartment in the basement, is located close to WESLEYAN University, making this home ideal for possible Investors. The yard is a partially fenced-in corner lot with loads of parking spaces. It has a NEW BOILER with 2-zone heating and beautiful hardwood floors. The partial In-Law is

  Dotty Owens Sunset Creek Realty, LLC

  74 Spencer Dr, Middletown, CT 06457
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  Est $384,218 Not Listed For Sale

  • 4 Beds
  • 1.5 Baths
  • 1,718 Sq Ft

  4 Blue Spruce St, Middletown, CT 06457

  4 Blue Spruce St, Middletown, CT 06457
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  /9

  $245,000

  • 4 Beds
  • 2 Baths
  • 2,054 Sq Ft

  15 Wall St, Middletown, CT 06457

  Step into this generously sized Colonial, offering four spacious bedrooms and a flexible floor plan. The inviting living room flows seamlessly into a formal dining room-perfect for entertaining. Enjoy cooking in the large eat-in kitchen, complete with sliders that lead out to a private deck, ideal for outdoor dining and relaxation. Upstairs, you'll find four well-proportioned bedrooms, providing

  Lisa Sader-Goede Aspen Realty Group

  15 Wall St, Middletown, CT 06457
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  $372,609 Sold Apr 30, 2025

  • 1,910 Sq Ft
  • $195/SF
  • 39 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1890

  188 Newfield St, Middletown, CT 06457

  Welcome to this stunning 4-bedroom, 2-bathroom Colonial, offering over 1,900 sq. ft. of beautifully renovated living space. Nestled on a lightly wooded lot, this home seamlessly blends classic charm with modern updates. Step inside to discover a bright and airy layout, featuring a brand-new kitchen with white cabinetry, stainless steel appliances, and sleek countertops. The oven/range,

  Keith Murphy Innovative Properties

  188 Newfield St, Middletown, CT 06457
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  Est $232,766 Not Listed For Sale

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

  15 Forest Glen Cir Unit 10, Middletown, CT 06457

  15 Forest Glen Cir Unit 10, Middletown, CT 06457
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  /13

  $360,000

  • 6 Beds
  • 3 Baths
  • 2,622 Sq Ft

  23 Portland St, Middletown, CT 06457

  This is a fantastic, possible owner-occupied investment opportunity! This spacious 3 family house with back yard is available now, in heart of downtown Middletown. The 2nd and 3rd floors are already rented, providing immediate income. The 2nd-floor kitchen has been recently renovated with updated counters and cabinets. Each unit has separate electrical panels, boilers, and water heaters, all of

  Sacha Armstrong William Pitt Sotheby's Int'l

  23 Portland St, Middletown, CT 06457
• 

  $191,000 Sold Apr 30, 2025

  • 760 Sq Ft
  • $251/SF
  • 14 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 1987

  12 Carriage Crossing Ln Unit 12, Middletown, CT 06457

  Welcome home to 12 Carriage Crossing Lane - a second-level, end unit with high ceilings and an abundance of natural light that will certainly please! This condo features one, freshly-painted bedroom, one bathroom, a living room with a wood-burning fireplace, and an updated kitchen. The spiral staircase leads up to the loft - a lovely extra space with abundant possibilities. Pride in ownership

  Melanie Abbott William Pitt Sotheby's Int'l

  12 Carriage Crossing Ln Unit 12, Middletown, CT 06457
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  Est $416,046 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,664 Sq Ft

  286 Mile Ln, Middletown, CT 06457

  286 Mile Ln, Middletown, CT 06457
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  /21

  $289,999

  • 4 Beds
  • 1.5 Baths
  • 1,415 Sq Ft

  10 Silver St, Middletown, CT 06457

  Newly reduced and full of potential-10 Silver Street now comes with a $10,000 price improvement and buyers choice of $15,000 closing credit or full kitchen remodel. A sample rendering from Wren Kitchens is included to inspire your vision. Located in the heart of Middletown, this home offers charm, convenience, and flexible value-all just minutes from restaurants, shops, and Wesleyan University.

  Sacha Armstrong William Pitt Sotheby's Int'l

  10 Silver St, Middletown, CT 06457
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  $285,000 Sold Apr 29, 2025

  • 864 Sq Ft
  • $330/SF
  • 76 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1955

  45 Markham St, Middletown, CT 06457

  Dream of Homeownership? Start Here! Owning a home is more than just having a place to live-it's about investing in your future and creating a space that's truly yours. This charming ranch is the perfect opportunity to take that step, offering a solid foundation and key updates while allowing you to add your personal touch. Move in with confidence knowing that many major systems have been

  Debbie Huscher Real Broker CT, LLC

  45 Markham St, Middletown, CT 06457
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  Est $374,098 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,400 Sq Ft

  271 Ridge Rd, Middletown, CT 06457

  271 Ridge Rd, Middletown, CT 06457
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  /38

  $409,000

  • 4 Beds
  • 2 Baths
  • 2,214 Sq Ft

  156 S Main St, Middletown, CT 06457

  Pull into the long private driveway-room for 6-8 cars-and you'll feel the instant charm of this beautifully renovated brick two-family. The inviting front porches and classic brick facade are paired with new vinyl siding and dual-pane windows, blending timeless curb appeal with smart energy efficiency. Behind the home, a flat level lot offers a peaceful green space and a two-car garage just

  Alan Stewart Jr. ASJ Realty Partners

  156 S Main St, Middletown, CT 06457
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  $408,000 Sold Apr 28, 2025

  • 1,615 Sq Ft
  • $253/SF
  • 6 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1949

  415 Ridge Rd, Middletown, CT 06457

  Well-maintained Cape Cod home featuring three bedrooms and two and a half baths in Middletown! With its charming brick exterior, this home boasts immediate curb appeal. A one-car attached garage and an expansive private backyard further enhance its desirability. Stepping through the front door, you'll find the living room to your left, bathed in natural light from the large front window. A

  Levi Judqin Brass Moon Realty

  415 Ridge Rd, Middletown, CT 06457
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  Est $177,660 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 860 Sq Ft

  19 Trolley Crossing Ln, Middletown, CT 06457

  19 Trolley Crossing Ln, Middletown, CT 06457
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  /39

  $389,900

  • 3 Beds
  • 2 Baths
  • 1,695 Sq Ft

  5 Westmont Dr, Middletown, CT 06457

  Conveniently located close to Wesleyan University and just minutes from downtown Middletown, this beautifully updated home offers a perfect blend of comfort and potential. The main level features a spacious primary bedroom with a full bath, providing ease and accessibility. Upstairs, you'll find two additional bedrooms with gleaming hardwood floors. The eat-in kitchen has new SS appliances,

  Natuzza Dimasi William Raveis Real Estate

  5 Westmont Dr, Middletown, CT 06457
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  $400,000 Sold Apr 25, 2025

  • 1,878 Sq Ft
  • $213/SF
  • 5 Days On Market

  • 4 Beds
  • 1 Bath
  • Built 1954

  157 Congdon St E, Middletown, CT 06457

  Welcome Home! Beautifully remodeled 4-bedroom Cape Cod truly exemplifies curb appeal. As you step inside, you're greeted by a stunning eat-in kitchen with designer white cabinetry, granite countertops, and brand-new stainless steel appliances. The centerpiece of the kitchen is the expansive island, offering ample storage and featuring a large bar adorned by elegant pendant lighting. The kitchen

  Jackie Williams Sterling REALTORS

  157 Congdon St E, Middletown, CT 06457
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  Est $382,233 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,704 Sq Ft

  17 Yellow Hill Rd, Middletown, CT 06457

  17 Yellow Hill Rd, Middletown, CT 06457
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  /7

  $129,000

  • Land
  • 3.58 Acres
  • $36,034 per Acre

  0 Mountain Laurel Dr, Middletown, CT 06457

  Build your dream home on this 3.5 acre approved building lot bordering open space. Last lot on a private cul-de-sac! Beautiful, wooded country setting for a home, yet only 1 mile from Rt 9 and 10 minutes to Downtown Middletown! Enter the lot down a picturesque driveway though the woods to a clearing with old stone walls and natural rock outcroppings. The open space for the cul-de-sac borders this

  Siobhan McLaughlin William Raveis Real Estate

  0 Mountain Laurel Dr, Middletown, CT 06457
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  $155,000 Sold Apr 25, 2025

  • 876 Sq Ft
  • $177/SF
  • 29 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1987

  228 Burgundy Hill Ln, Middletown, CT 06457

  GREAT INVESTMENT OPPORTUNITY OR PRIMARY RESIDANCE. This newly renovated condo features 3 bedrooms, 1 bathroom, Living/dining room combo. Brand new white cabinets in the kitchen and bathroom, brand new quartz countertops, stainless-steel appliances. New LED lighting fixtures. Two large bedrooms are located on the main floor and there's additional bedroom/office on the second floor, that can be

  Andy Fil New Haus Group LLC

  228 Burgundy Hill Ln, Middletown, CT 06457
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  Est $200,170 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 862 Sq Ft

  606 Congdon St W Unit 2, Middletown, CT 06457

  606 Congdon St W Unit 2, Middletown, CT 06457
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  /6

  $148,000

  • 2 Beds
  • 1 Bath
  • 709 Sq Ft

  225 Burgundy Hill Ln, Middletown, CT 06457

  Welcome to Peppermill Village! This adorable two bedroom, one bath, condo is ideal for an investor or owner occupied! Large bedrooms with ample closet space and a spacious living room with newly installed vinyl flooring throughout. This unit has an assigned parking spot and visitor spaces for guests! This complex offers washer and dryer units in the basement for added convivence! Pet friendly!

  Maria Convertito Regency Real Estate, LLC

  225 Burgundy Hill Ln, Middletown, CT 06457
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  $235,000 Sold Apr 24, 2025

  • 950 Sq Ft
  • $247/SF
  • 3 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1988

  168 Carriage Crossing Ln Unit 168, Middletown, CT 06457

  Welcome to this freshly painted, move-in ready first-floor condo, offering the perfect blend of comfort and convenience! Featuring two spacious en-suite bedrooms with attached full bathrooms, this home is designed for privacy and ease. Enjoy brand-new flooring throughout, a centrally located in-unit laundry area, and an open layout that maximizes space and natural light. Located just steps

  Akenmisire Musa The Agency

  168 Carriage Crossing Ln Unit 168, Middletown, CT 06457
• 

  Est $273,417 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 1,729 Sq Ft

  7 W Meadow Ln Unit 6, Middletown, CT 06457

  7 W Meadow Ln Unit 6, Middletown, CT 06457
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  /5

  $159,900

  • Land
  • 4.40 Acres
  • $36,341 per Acre

  174 Old Road Dr, Middletown, CT 06457

  Gorgeous lot! Previous home on property was demolished after fire. The views are incredible of Higby Mountain!

  Nancy Newman LPT Realty

  174 Old Road Dr, Middletown, CT 06457

Showing Results 241 - 280, Page 7 of 18