Middletown, CT Homes

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  $15,000

  • Land
  • 5,662 Sq Ft
  • $115,385 per Acre

  0 Dunn St Unit 24162046, Middletown, CT 06457

  Residential lot located off Butternut Street in Middletown on Dunn Street, offering an opportunity for buyers, builders, or investors looking to secure land in an established area. Conveniently situated near local amenities, shopping, dining, parks, and commuter routes. Buyers are encouraged to perform their own research regarding zoning, utilities, wetlands, frontage, and buildability.

  John Brewer Exceptional Real Estate LLC

  0 Dunn St Unit 24162046, Middletown, CT 06457
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  $2,000 Per Month

  • 3 Beds
  • 1 Bath
  • 912 Sq Ft
  • House for Rent

  215 Fowler Ave, Middletown, CT 06457

  South Farms 3-bedroom, one bath Ranch offers open and easy one-level living. Great location and neighborhood offer access to shopping, dining, parks and beyond. Need a larger kitchen with appliances and tons of storage? Got that! Kitchen and bathroom appear to be recently remodeled. Owner/landlord has improved heat retention and efficiency by adding blown-in insulation to entire attic floor. This

  Patricia Flynn Sterling REALTORS

  215 Fowler Ave, Middletown, CT 06457
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  $646,457 Sold Jul 31, 2025

  132 Webster Ln Unit 2-16, Middletown, CT 06457

  • 2 Beds
  • 2 Baths
  • 1,640 Sq Ft
  • Built 2024

  Last Sold Summary

  • 2% Above List Price
  • $394/SF
  • 1 Day On Market

  Last Listing Agent Ashley Ruotolo Berkshire Hathaway NE Prop.

  132 Webster Ln Unit 2-16, Middletown, CT 06457
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  Est $218,976 Not Listed For Sale

  92 Cynthia Ln Unit C6, Middletown, CT 06457

  • 2 Beds
  • 1 Bath
  • 924 Sq Ft
  • Built 1977

  92 Cynthia Ln Unit C6, Middletown, CT 06457

  Last Sold Summary

  • $238/SF
  • 66 Days On Market

  • Last Sold Price $220,000
  • Apr 08, 2025

  Last Listing Agent Carolyn Racki William Raveis Real Estate
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  $1,200,000

  • Land
  • 29.37 Acres
  • $40,858 per Acre

  0 Country Club Rd and Massa Tom Rd Rd E, Middletown, CT 06457

  29.37 Acres/ 14 lots of unique Wooded land rolling hills, lush forests. ATTENTION BUYERS /BUILDERS ENDLESS OPPORTUNITY TO EXPLORING DEVELOPMENT POTENTIAL this raw piece of land is a blank canvas ready for your vision. Easy access to nearby school's shops and highways.

  Irene Smaga Global Real Estate Services, LLC

  0 Country Club Rd and Massa Tom Rd Rd E, Middletown, CT 06457
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  $1,150

  Total Monthly Price

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

  42 Silver St Unit 1, Middletown, CT 06457

  This 1-bedroom, 1-bathroom apartment on the first floor at 42 Silver St offers 500 square feet of living space. The living room provides a functional area for relaxation, while the bedroom accommodates a comfortable sleeping arrangement. The bathroom features essential fixtures and is designed for convenience. The property includes amenities such as heat and hot water and is smoke-free, ensuring

  42 Silver St Unit 1, Middletown, CT 06457
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  $280,000 Sold Oct 08, 2025

  675 Newfield St Unit 19, Middletown, CT 06457

  • 2 Beds
  • 1.5 Baths
  • 1,712 Sq Ft
  • Built 1988

  Last Sold Summary

  • 2% Above List Price
  • $164/SF
  • 3 Days On Market

  Current Estimated Value $282,750

  Last Listing Agent Zhe Feng Eagle Eye Realty PLLC

  675 Newfield St Unit 19, Middletown, CT 06457
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  Est $442,517 Not Listed For Sale

  84 Mccormick Ln, Middletown, CT 06457

  • 3 Beds
  • 2 Baths
  • 2,276 Sq Ft
  • Built 1989

  84 Mccormick Ln, Middletown, CT 06457

  Last Sold Summary

  • 15% Above List Price
  • $170/SF
  • 21 Days On Market

  • Last Sold Price $386,000
  • Feb 16, 2024

  Last Listing Agent Teri Lewis William Pitt
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  $650,000 Pending

  • 3 Beds
  • 2.5 Baths
  • 2,390 Sq Ft

  886 East St, Middletown, CT 06457

  NEW CONSTRUCTION! PRICED TO SELL! 2400 SQ FEET! SITUATED ON OVER 3/4 ACRE IN THE DESIRABLE WESTFIELD AREA. THIS HOME FEATURES THREE BEDROOMS, 2.5 BATHS AND A BONUS ROOM. STEP INTO THE MODERN KITCHEN WITH STUNNING WHITE CABINETS,QUATZ COUNTERS, AN ISLAND WITH SEATING, A BUTLER PANTRY AND $8000 WORTH OF HIGH END APPLIANCES. GLEAMING OAK HARDWOOD FLOORS THROUGHOUT. A FRONT TO BACK LIVING ROOM WITH

  Geraldine Mattera Luxe Realty LLC

  886 East St, Middletown, CT 06457
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  $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
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  $375,000 Sold May 13, 2025

  28 Bacon Ave, Middletown, CT 06457

  • 5 Beds
  • 2 Baths
  • 2,414 Sq Ft
  • Built 1900

  Last Sold Summary

  • 11% Above List Price
  • $155/SF
  • 23 Days On Market

  Current Estimated Value $384,370

  Last Listing Agent Frank Balisciano Coldwell Banker Realty

  28 Bacon Ave, Middletown, CT 06457
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  Est $190,743 Not Listed For Sale

  111 Dekoven Dr Unit 206, Middletown, CT 06457

  • 2 Beds
  • 2 Baths
  • 1,041 Sq Ft
  • Built 1989

  111 Dekoven Dr Unit 206, Middletown, CT 06457

  Last Sold Summary

  • 9% Above List Price
  • $168/SF
  • 38 Days On Market

  • Last Sold Price $175,000
  • Jul 30, 2024

  Last Listing Agent Natalie Grant Nat's Honey Bee Real Estate
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  $395,000 Pending

  • 9 Beds
  • 3 Baths
  • 3,906 Sq Ft

  259 Pearl St, Middletown, CT 06457

  Great investment opportunity with added flexibility for an owner occupant. This clean and well maintained three unit multi family offers three similar updated layouts, each with 3 bedrooms, a spacious eat in kitchen with pantry, and a large living room that gives every unit a comfortable, functional feel. Two units are currently rented, while the second floor is vacant, creating an ideal setup

  Mike R. Coldwell Banker Realty

  259 Pearl St, Middletown, CT 06457
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  $2,295

  Total Monthly Price

  • 4 Beds
  • 1 Bath
  • 1,255 Sq Ft
  • Condo for Rent

  48 Jackson St, Middletown, CT 06457

  This beautifully remodeled four-bedroom apartment at 48 Jackson Street, Unit 3, in Middletown, Connecticut, offers a spacious and flexible layout across the second and third floors. With two bedrooms on each level, the design provides a comfortable separation of space that works well for a variety of living arrangements. The unit features two private entrances, adding both convenience and a sense

  48 Jackson St, Middletown, CT 06457
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  $195,000 Sold Mar 10, 2026

  301 Carriage Crossing Ln Unit 301, Middletown, CT 06457

  • 1 Bed
  • 1 Bath
  • 760 Sq Ft
  • Built 1988

  Last Sold Summary

  • 9% Above List Price
  • $257/SF
  • 35 Days On Market

  Current Estimated Value $177,970

  Last Listing Agent Steve Jones Jr KW Legacy Partners

  301 Carriage Crossing Ln Unit 301, Middletown, CT 06457
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  Est $260,393 Not Listed For Sale

  9 Stirling Ct, Middletown, CT 06457

  • 3 Beds
  • 1 Bath
  • 1,336 Sq Ft
  • Built 1971

  9 Stirling Ct, Middletown, CT 06457

  Last Sold Summary

  • 13% Above List Price
  • $172/SF
  • 7 Days On Market

  • Last Sold Price $230,000
  • Dec 22, 2023

  Last Listing Agent Melissa Rothman eXp Realty
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  $349,000 Pending

  • 4 Beds
  • 2 Baths
  • 1,634 Sq Ft

  914 Saybrook Rd, Middletown, CT 06457

  Welcome to 914 Saybrook Rd, a beautifully updated raised ranch where nearly every detail has been refreshed. The views go on for miles, and the layout offers flexibility that most homes simply can't match. With approximately 1,650 square feet of living space, a top-to-bottom renovation, and a legal lower-level ADU, this one is worth a serious look. The main level features three bedrooms and a

  Samuel Affhauser eXp Realty

  914 Saybrook Rd, Middletown, CT 06457
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  $1,900 Per Month

  • 2 Beds
  • 2 Baths
  • 1,065 Sq Ft
  • House for Rent

  3 Forest Glen Cir Unit 16, Middletown, CT 06457

  Come and see well maintained, 2nd floor central A/C condo with open floor. Living room with fireplace and sliding door to the private covered balcony and storage closet. The specious master bedroom with double door offer full bathroom and walk in closet. Kitchen has plenty of cabinets. Dining area adjacent to the living room. Main bathroom includes a linen closet. Washing and dryer inside the

  Zarina Mahmud Connecticut Choice Realty

  3 Forest Glen Cir Unit 16, Middletown, CT 06457
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  $460,000 Sold Dec 02, 2025

  142 Greenview Terrace, Middletown, CT 06457

  • 3 Beds
  • 2 Baths
  • 1,652 Sq Ft
  • Built 2000

  Last Sold Summary

  • 7% Above List Price
  • $278/SF
  • 7 Days On Market

  Current Estimated Value $439,028

  Last Listing Agent Jay Zaleski Commercial Real Estate Group

  142 Greenview Terrace, Middletown, CT 06457
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  Est $191,648 Not Listed For Sale

  1261 Washington St Unit 2, Middletown, CT 06457

  • 2 Beds
  • 1 Bath
  • 1,109 Sq Ft
  • Built 1985

  1261 Washington St Unit 2, Middletown, CT 06457

  Last Sold Summary

  • 13% Above List Price
  • $153/SF
  • 1 Day On Market

  • Last Sold Price $170,000
  • Mar 10, 2025

  Last Listing Agent Xylia DiBianco Carbutti & Co., Realtors
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  $599,900 Under Contract

  • 3 Beds
  • 2.5 Baths
  • 2,151 Sq Ft

  3 Sisk St, Middletown, CT 06457

  3 beautiful home sites in a fantastic location of the Westfield section of Middletown. This beautiful Cape offers it all. You will enjoy the classic historic Cape look on the exterior, framed by a brick center chimney. The inside is wow! You walk into an oversized entry boasting an open staircase offering vaulted ceilings in entry and 2 story front/flex room. You will make your way to the back of

  Mark Toledo Berkshire Hathaway NE Prop.

  3 Sisk St, Middletown, CT 06457
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  $1,182

  Total Monthly Price

  • 1 Bed
  • 1 Bath
  • Condo for Rent

  278 Chamberlain Rd Unit Lower Studio Apartment, Middletown, CT 06457

  278 Chamberlain Rd Unit Lower Studio Apartment, Middletown, CT 06457
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  $520,000 Sold Jan 30, 2026

  120 Scenic View Dr, Middletown, CT 06457

  • 4 Beds
  • 3.5 Baths
  • 3,833 Sq Ft
  • Built 2004

  Last Sold Summary

  • 13% Below List Price
  • $136/SF
  • 146 Days On Market

  Current Estimated Value $542,122

  Last Listing Agent Meghan Hess Real Broker CT, LLC

  120 Scenic View Dr, Middletown, CT 06457
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  Est $274,535 Not Listed For Sale

  220 Russell St, Middletown, CT 06457

  • 2 Beds
  • 1 Bath
  • 768 Sq Ft
  • Built 1961

  220 Russell St, Middletown, CT 06457

  Last Sold Summary

  Last Listing Agent Michelle MacNeil William Raveis Real Estate
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  $275,000 Pending

  • 2 Beds
  • 1.5 Baths
  • 1,378 Sq Ft

  23 Hotchkiss St, Middletown, CT 06457

  Welcome to 23 Hotchkiss Street, where historic charm meets modern convenience in the heart of downtown Middletown. Built in 1900, this classic brick Colonial has been thoughtfully updated while preserving its timeless character. Inside, you will find bright, inviting living spaces, a well appointed kitchen with updated appliances, and flexible rooms that can fit a variety of needs, whether you

  Jonathan Zuromski Real Broker CT, LLC

  23 Hotchkiss St, Middletown, CT 06457
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  $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
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  $425,000 Sold Sep 18, 2025

  615 Miner St, Middletown, CT 06457

  • 3 Beds
  • 2 Baths
  • 2,122 Sq Ft
  • Built 1975

  Last Sold Summary

  • 7% Above List Price
  • $200/SF
  • 2 Days On Market

  Current Estimated Value $450,404

  Last Listing Agent Devon Taylor Assael Dave Jones Realty, LLC

  615 Miner St, Middletown, CT 06457
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  Est $244,460 Not Listed For Sale

  190 Spencer Dr, Middletown, CT 06457

  • 2 Beds
  • 1 Bath
  • 912 Sq Ft
  • Built 1952

  190 Spencer Dr, Middletown, CT 06457

  Last Sold Summary

  • 2% Above List Price
  • $263/SF
  • 7 Days On Market

  • Last Sold Price $240,000
  • Mar 17, 2025

  Last Listing Agent Thomas Mele Dorrance Realty
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  $339,900

  • 2 Beds
  • 1 Bath
  • 939 Sq Ft

  29 Warwick St, Middletown, CT 06457

  Adorable "hidden gem" nestled in the Historic section of Middletown! This charming 2-bedroom Cape with a versatile loft offers convenient, easy one-floor living in a character-filled historic home. Enjoy beautiful exposed beams and a cozy double-sided gas fireplace that adds warmth and charm to multiple living spaces. The home features hardwood floors throughout the main living areas and a

  Phyllis Bysiewicz Berkshire Hathaway NE Prop.

  29 Warwick St, Middletown, CT 06457
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  $1,750

  Total Monthly Price

  • 2 Beds
  • 1 Bath
  • 950 Sq Ft
  • ferry street

  60 Ferry St Unit 1A, Middletown, CT 06457

  Brand New 2 Bed, 1 Bath Apartment in a Cozy Neighborhood. This apartment features modern finishes a contemporary kitchen with new appliances, and ample natural light. Situated in a desirable, cozy neighborhood, you'll enjoy a friendly atmosphere with easy access to local shops and convenient public transportation. Contact the poster for details and viewing appointments.

  60 Ferry St Unit 1A, Middletown, CT 06457
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  $195,000 Sold Jun 24, 2025

  138 Rising Trail Dr, Middletown, CT 06457

  • 3 Beds
  • 1.5 Baths
  • 1,680 Sq Ft
  • Built 1976

  Last Sold Summary

  • 5% Above List Price
  • $116/SF
  • 40 Days On Market

  Current Estimated Value $205,437

  Last Listing Agent Heather Fitzgerald Coldwell Banker Realty

  138 Rising Trail Dr, Middletown, CT 06457
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  Est $395,880 Not Listed For Sale

  229 Nejako Dr, Middletown, CT 06457

  • 3 Beds
  • 1.5 Baths
  • 1,323 Sq Ft
  • Built 1964

  229 Nejako Dr, Middletown, CT 06457

  Last Sold Summary

  • 13% Above List Price
  • $265/SF
  • 1 Day On Market

  • Last Sold Price $350,000
  • Jul 14, 2023

  Last Listing Agent Taheera Pinto William Raveis Real Estate
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  $1,100,000

  • 8 Beds
  • 4 Baths
  • 5,176 Sq Ft

  0 Portland St, Middletown, CT 06457

  Exceptional Multi-Family Investment Opportunity in CT! Located in desirable Middletown, this unique property package offers two two-family homes-for a total of four income-producing units-along with a versatile 2,898 sq ft workshop and two additional vacant land parcels. Each residential building offers approximately 1,380 sq ft with new roofs, new windows, upgraded electrical, and modernized

  Jamie Smigel Carl Guild & Associates

  0 Portland St, Middletown, CT 06457
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  $2,000 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
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  $195,609 Sold Dec 05, 2025

  12 Inverness Ln, Middletown, CT 06457

  • 3 Beds
  • 1 Bath
  • 1,328 Sq Ft
  • Built 1971

  Last Sold Summary

  • 18% Below List Price
  • $147/SF
  • 45 Days On Market

  Current Estimated Value $209,292

  Last Listing Agent Keith Murphy Innovative Properties

  12 Inverness Ln, Middletown, CT 06457
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  Est $303,600 Not Listed For Sale

  10 Walnut St, Middletown, CT 06457

  • 4 Beds
  • 2 Baths
  • 2,657 Sq Ft
  • Built 1916

  10 Walnut St, Middletown, CT 06457

  Last Sold Summary

  • 15% Above List Price
  • $100/SF
  • 159 Days On Market

  • Last Sold Price $265,000
  • Aug 30, 2024

  Last Listing Agent David Tigner Radiant New Horizon Homes, LLC
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  $310,000 Pending

  • 4 Beds
  • 1.5 Baths
  • 1,488 Sq Ft

  166 Ridge Rd, Middletown, CT 06457

  *H&B deadline Wednesday 4/8 at 5PM* Welcome to this well maintained centrally located home! Hardwood floors throughout, featuring a main level bedroom and half bath with washer/dryer hook ups. Easy living with a formal dining room, living room & eat-in kitchen. Back porch that leads out to a large & level half acre lot! A full size detached garage with storage and workbench! Upstairs features 3

  Laura Russo Regency Real Estate, LLC

  166 Ridge Rd, Middletown, CT 06457
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  $1,900

  Total Monthly Price

  • 2 Beds
  • 1 Bath
  • Condo for Rent

  420 Washington St Unit 1, Middletown, CT 06457

  420 Washington St Unit 1, Middletown, CT 06457
• 

  $675,000 Sold Jun 30, 2025

  226 Old Mill Rd, Middletown, CT 06457

  • 6 Beds
  • 3.5 Baths
  • 3,576 Sq Ft
  • Built 1927

  Last Sold Summary

  • $189/SF
  • 24 Days On Market

  Current Estimated Value $679,396

  Last Listing Agent Jackie Williams Sterling REALTORS

  226 Old Mill Rd, Middletown, CT 06457
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  Est $407,434 Not Listed For Sale

  15 Blue Grass Dr, Middletown, CT 06457

  • 4 Beds
  • 1.5 Baths
  • 1,872 Sq Ft
  • Built 1972

  15 Blue Grass Dr, Middletown, CT 06457

  Last Sold Summary

  • 10% Above List Price
  • $198/SF
  • 48 Days On Market

  • Last Sold Price $370,000
  • Apr 10, 2025

  Last Listing Agent Steve Jones Jr KW Legacy Partners

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