Middlesex County, CT Homes

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  /12

  $124,900

  • Land
  • 4.15 Acres
  • $30,096 per Acre

  426 Cox Rd Unit 4, Portland, CT 06480

  NEW PORTLAND SUBDIVISION - KELSEYS POND ESTATES. Custom Homes by Lepore and Sons LLC. New land lots with views of Kelseys Pond across the road! Short distance to Meshomasic State Forest and the walking trails. Quarry Ridge Golf Course nearby. Minutes to all the amenities in Portland, Middletown and Glastonbury. Perfectly situated near Routes 2 & 9. Other lots available. One or more of this

  Steven Lepore West Wind Realty, LLC

  426 Cox Rd Unit 4, Portland, CT 06480
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  /6

  $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
• 

  $477,000 Sold Apr 24, 2026

  19 Evergreen Dr, Clinton, CT 06413

  • 4 Beds
  • 2.5 Baths
  • 2,148 Sq Ft
  • Built 1965

  Last Sold Summary

  • 7% Below List Price
  • $222/SF
  • 79 Days On Market

  Current Estimated Value $481,449

  Last Listing Agent Kayla Chasse Compass Connecticut, LLC

  19 Evergreen Dr, Clinton, CT 06413
• 

  Est $318,154 Not Listed For Sale

  12 Mirror Pond Rd Unit 12, Moodus, CT 06469

  • 2 Beds
  • 2 Baths
  • 1,440 Sq Ft
  • Built 2007

  12 Mirror Pond Rd Unit 12, Moodus, CT 06469

  Last Sold Summary

  • 41% Above List Price
  • $156/SF
  • 7 Days On Market

  • Last Sold Price $225,000
  • May 02, 2023

  Last Listing Agent Nancy Newman LPT Realty
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  /32

  $425,000 Pending

  • 3 Beds
  • 2.5 Baths
  • 2,152 Sq Ft

  45 Crestwood Dr, East Hampton, CT 06424

  Located at the end of a quiet residential street, this Raised Ranch offers space, flexibility, and a private setting. An attached garage allows for a fully finished lower level, providing abundant additional living space to suit a variety of needs. The main level features a bright living room with a raised-hearth fireplace and a dining area that opens to the kitchen. Updated in 2016, the kitchen

  Rick Berkenstock CENTURY 21 AllPoints Realty

  45 Crestwood Dr, East Hampton, CT 06424
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  $2,300 Per Month

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

  14 Leeway Dr, Westbrook, CT 06498

  Immaculate 4 room ranch with living/dining combo, full kitchen, hardwood floors, 2 large bedrooms, bath and a half plus shower outside in fenced in yard, short walk to beach, View of Long Island sound from deck facing the water!! THIS IS AN ACADEMIC RENTAL FROM SEPT. TO JUNE 2026 !!!

  Salome Kirkutis SKS Realty

  14 Leeway Dr, Westbrook, CT 06498
• 

  $520,000 Sold Aug 15, 2025

  7 Southwinds Rd, Moodus, CT 06469

  • 4 Beds
  • 2.5 Baths
  • 2,406 Sq Ft
  • Built 2003

  Last Sold Summary

  • 4% Above List Price
  • $216/SF
  • 4 Days On Market

  Current Estimated Value $553,017

  Last Listing Agent Zhe Feng Eagle Eye Realty PLLC

  7 Southwinds Rd, Moodus, CT 06469
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  Not Listed For Sale

  79 Ridgewood Rd, East Haddam, CT 06423

  • 2 Beds
  • 1 Bath
  • 706 Sq Ft
  • Built 1945

  79 Ridgewood Rd, East Haddam, CT 06423

  Last Sold Summary

  • $371/SF
  • 187 Days On Market

  • Last Sold Price $262,000
  • Apr 30, 2024

  Last Listing Agent Carolyn Kress Berkshire Hathaway Home Services
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  /28

  $239,900

  • 3 Beds
  • 2 Baths
  • 1,160 Sq Ft

  103 Prospect St, Middletown, CT 06457

  This classic 1900 Colonial at 103 Prospect Street offers a chance to bring new life to a well-loved home in a convenient Middletown location. With 1,160 square feet of living space, three bedrooms, and two full baths, the layout is simple and functional, ready for someone with vision to make it their own. The home does require work, making it a great project for investors, renovators, or buyers

  Carl Guild Carl Guild & Associates

  103 Prospect St, Middletown, CT 06457
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  /5

  $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
• 

  $295,000 Sold Nov 07, 2025

  16 Augusta Cir, Moodus, CT 06469

  • 2 Beds
  • 1.5 Baths
  • 1,023 Sq Ft
  • Built 2007

  Last Sold Summary

  • 2% Below List Price
  • $288/SF
  • 26 Days On Market

  Current Estimated Value $301,784

  Last Listing Agent Adam Zak Century 21 Classic Homes

  16 Augusta Cir, Moodus, CT 06469
• 

  Est $323,904 Not Listed For Sale

  44r Field Rd, Cromwell, CT 06416

  44r Field Rd, Cromwell, CT 06416

  Last Sold Summary

  • 85% Above List Price
  • 56 Days On Market

  • Last Sold Price $175,000
  • Jan 18, 2024

  Last Listing Agent Matthew Miale KW Legacy Partners
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  /26

  $330,000 Under Contract

  • 2 Beds
  • 1 Bath
  • 768 Sq Ft

  110 Stage Coach Rd, Durham, CT 06422

  Charming ranch-style home set on 2.34 private acres, offering the perfect blend of comfort, updates, and space to enjoy the outdoors. This 768 sq ft home features beautiful hardwood floors throughout and a cozy wood-burning fireplace, creating a warm and inviting living space. The updated bathroom adds a modern touch, while recent improvements-including a newer roof, Thermopane windows and newer

  John Maier Maier Real Estate

  110 Stage Coach Rd, Durham, CT 06422
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  /21

  $2,000 Per Month

  • 3 Beds
  • 1 Bath
  • 1,076 Sq Ft
  • Apartment for Rent

  39 Grand St Unit 3, Middletown, CT 06457

  Welcome to this beautifully renovated 3-bedroom, 1-bathroom 3rd floor apartment in Middletown. Conveniently located close to downtown shops and restaurants. This unit features hardwood floors, fresh paint, and is move-in ready. Laundry hook-up's are available in the basement. On-Street Parking only.

  Joel Chaparro Carbutti & Co., Realtors

  39 Grand St Unit 3, Middletown, CT 06457
• 

  $440,000 Sold Apr 15, 2026

  207 Pettipaug Rd, Westbrook, CT 06498

  • 3 Beds
  • 2 Baths
  • 1,040 Sq Ft
  • Built 1981

  Last Sold Summary

  • 6% Below List Price
  • $423/SF
  • 22 Days On Market

  Current Estimated Value $450,461

  Last Listing Agent Thomas Mele Dorrance Realty

  207 Pettipaug Rd, Westbrook, CT 06498
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  Est $663,232 Not Listed For Sale

  5 Ridge Rd, East Haddam, CT 06423

  • 4 Beds
  • 2 Baths
  • 1,149 Sq Ft
  • Built 1934

  5 Ridge Rd, East Haddam, CT 06423

  Last Sold Summary

  • 72% Above List Price
  • $335/SF
  • 3 Days On Market

  • Last Sold Price $385,000
  • Jun 09, 2023

  Last Listing Agent Carolyn Kress Berkshire Hathaway Home Services
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  /26

  $175,000 Pending

  • 1 Bed
  • 1 Bath
  • 720 Sq Ft

  6 Country Squire Dr Unit 6-G, Cromwell, CT 06416

  HIGHEST & BEST! MONDAY BY 9AM!!! 4/27/26 Welcome to Country Squire, Unit 6-G - a beautifully renovated lower-level condo offering turnkey, low-maintenance living. This bright, well-lit unit features a rear slider leading to a common yard and patio area, creating an inviting and open feel. Recent updates include new flooring, fresh paint, a brand-new kitchen, an updated bathroom, and thoughtful

  Tyler DeVecchis Century 21 AllPoints Realty

  6 Country Squire Dr Unit 6-G, Cromwell, CT 06416
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  /22

  $2,100 Per Month

  • 2 Beds
  • 2 Baths
  • 866 Sq Ft
  • House for Rent

  299 Carriage Crossing Ln Unit 299, Middletown, CT 06457

  Welcome home to this beautifully updated Ranch Style condo in the sought after Carriage Crossing complex. Located on the second floor, this comfortable 2 bedroom, 2 full bath unit has new flooring throughout, a cozy fireplace, large windows and vaulted ceilings offering natural sunlight throughout the day. This updated condo features a modern kitchen with newer appliances, quartz countertops, new

  Tina Frigeri KW Legacy Partners

  299 Carriage Crossing Ln Unit 299, Middletown, CT 06457
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  $3,275,000 Sold Feb 09, 2026

  166 Fiske Ln, Westbrook, CT 06498

  • 4 Beds
  • 5 Baths
  • 4,747 Sq Ft
  • Built 1989

  Last Sold Summary

  • 17% Below List Price
  • $690/SF
  • 262 Days On Market

  Current Estimated Value $3,283,207

  Last Listing Agent Margaret Muir William Pitt Sotheby's Int'l

  166 Fiske Ln, Westbrook, CT 06498
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  Est $238,457 Not Listed For Sale

  3 Countryside Ln Unit 2, Middletown, CT 06457

  • 2 Beds
  • 1.5 Baths
  • 1,088 Sq Ft
  • Built 1987

  3 Countryside Ln Unit 2, Middletown, CT 06457

  Last Sold Summary

  • 7% Above List Price
  • $204/SF
  • 2 Days On Market

  • Last Sold Price $222,000
  • Jul 21, 2023

  Last Listing Agent Caitlin Cavanaugh Cavanaugh & Company LLC
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  /35

  $189,000 Under Contract

  • 2 Beds
  • 1.5 Baths
  • 1,057 Sq Ft

  1219 Cromwell Hills Dr Unit 1219, Cromwell, CT 06416

  Effortless one-floor living awaits in this well-maintained 2-bedroom, 1.5-bath condo overlooking the community pool in desirable Cromwell Hills. This turn-key unit offers a bright and functional layout, perfect for comfortable everyday living. Enjoy the convenience of in-building laundry AND storage space on the same floor. The unit includes two assigned parking spaces-one covered under the

  Emily Ford William Pitt Sotheby's International Realty

  1219 Cromwell Hills Dr Unit 1219, Cromwell, CT 06416
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  /15

  $4,500 Per Month

  • 4 Beds
  • 2.5 Baths
  • 2,888 Sq Ft
  • House for Rent

  833 Millbrook Rd, Middletown, CT 06457

  Wake up to panoramic countryside views and unwind each night with sunsets over Daniels Farm. Perched on an elevated lot in the desirable South Farms area, this home offers a peaceful, quiet setting with scenic views from nearly every room-bringing every season right to your window. The outdoor space features a deck with an integrated speaker system, perfect for entertaining or relaxing, while

  Debbie Huscher Real Broker CT, LLC

  833 Millbrook Rd, Middletown, CT 06457
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  $941,500 Sold Jan 22, 2026

  10 Cricket Ct, Old Saybrook, CT 06475

  • 3 Beds
  • 1.5 Baths
  • 1,740 Sq Ft
  • Built 1972

  Last Sold Summary

  • 2% Above List Price
  • $541/SF
  • 24 Days On Market

  Current Estimated Value $924,693

  Last Listing Agent Sharon Linder Berkshire Hathaway NE Prop.

  10 Cricket Ct, Old Saybrook, CT 06475
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  Not Listed For Sale

  42 Mckenna Dr, Middletown, CT 06457

  • 3 Beds
  • 1.5 Baths
  • 1,200 Sq Ft
  • Built 1968

  42 Mckenna Dr, Middletown, CT 06457

  Last Sold Summary

  • $99/SF
  • 54 Days On Market

  • Last Sold Price $119,000
  • Apr 25, 2023

  Last Listing Agent Stephanie Starr Berkshire Hathaway Home Services
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  /40

  $349,900

  • 3 Beds
  • 1.5 Baths
  • 1,836 Sq Ft

  325 Barbara Rd, Middletown, CT 06457

  You're not seeing things-this home is priced to move! Welcome to easy, one-level living in a highly desirable, walkable neighborhood in Middletown, Connecticut. This charming ranch-style home offers 3 bedrooms, 1.2 baths, and an attached one-car garage, delivering both comfort and convenience. Set on a beautiful third-of-an-acre lot, the property features a brand-new white peastone patio &

  Erik Sousa William Raveis Real Estate

  325 Barbara Rd, Middletown, CT 06457
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  /24

  $7,500 Per Month

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

  89 Grove Beach Rd S, Westbrook, CT 06498

  Two week JULY RENTAL, AVAILABLE 6/28/2026 - 7/11/2026 or 7/12/2026- 7/25/2026 Only steps to Grove Beach in this charming Cape style 3 bedroom, 1 & half bath home with one bedroom, the full bath and study on the main floor for easy living. The eat-in kitchen is open to the living room and looks out to the beautifully landscaped large back yard. The generously sized primary bedroom and third

  Mark McElrath William Pitt Sotheby's Int'l

  89 Grove Beach Rd S, Westbrook, CT 06498
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  $555,000 Sold Jun 09, 2025

  131 Killingworth Rd, Higganum, CT 06441

  • 2 Beds
  • 2 Baths
  • 1,351 Sq Ft
  • Built 1945

  Last Sold Summary

  • 11% Above List Price
  • $411/SF
  • 44 Days On Market

  Current Estimated Value $559,212

  Last Listing Agent Brittany O'Hara William Raveis Real Estate

  131 Killingworth Rd, Higganum, CT 06441
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  Est $243,593 Not Listed For Sale

  5 Merriwold Ln, Deep River, CT 06417

  5 Merriwold Ln, Deep River, CT 06417

  Last Sold Summary

  • 4% Above List Price
  • 919 Days On Market

  • Last Sold Price $235,000
  • Apr 11, 2025

  Last Listing Agent Kevin Geysen William Pitt
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  /11

  $1,999,000

  • 7 Beds
  • 2.5 Baths
  • 3,308 Sq Ft

  148 Wallingford Rd, Durham, CT 06422

  The Greenbacker's Brookfield Farm located midway between Hartford and New Haven in Durham Connecticut has two houses, dairy barn and many other outbuildings. There is approximately 140 acres and approximately 100 acres are least to other farmers for growing crop, etc.. The investor may generate income from the farm's rentals 1. Dairy barn, 2, growing crops (92 acres of cropland leased,

  Gary Dobratz Century 21 AllPoints Realty

  148 Wallingford Rd, Durham, CT 06422
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  /13

  $2,600 Per Month

  • 3 Beds
  • 1.5 Baths
  • 1,337 Sq Ft
  • House for Rent

  64-68 Middlesex Turnpike, Chester, CT 06412

  1910 Chester Village single family home is ideally located near the town center with easy access to route 9. This comfortable and well maintained 3 bedroom home features an updated kitchen, separate dining room, and a living room with fireplace. There is a full bath that serves the bedrooms on the 2nd floor and a 1/2 bath on the first floor. The walk-up attic provides inside storage while a small

  Pat Callahan Coldwell Banker Realty

  64-68 Middlesex Turnpike, Chester, CT 06412
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  $699,000 Sold May 09, 2025

  87 Chalker Beach Rd, Old Saybrook, CT 06475

  • 2 Beds
  • 2 Baths
  • 980 Sq Ft
  • Built 1961

  Last Sold Summary

  • $713/SF
  • 15 Days On Market

  Current Estimated Value $728,749

  Last Listing Agent Jay Lafleur William Pitt Sotheby's Int'l

  87 Chalker Beach Rd, Old Saybrook, CT 06475
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  Est $618,248 Not Listed For Sale

  6 Blacksmith Hill Rd, East Hampton, CT 06456

  • 3 Beds
  • 2.5 Baths
  • 3,148 Sq Ft
  • Built 1819

  6 Blacksmith Hill Rd, East Hampton, CT 06456

  Last Sold Summary

  • 18% Above List Price
  • $167/SF
  • 169 Days On Market

  • Last Sold Price $525,000
  • Apr 24, 2023

  Last Listing Agent Billy Stiles Coldwell Banker Realty
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  /26

  $280,000

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

  25 Spring St, Portland, CT 06480

  Welcome to 25 Spring Street in charming Portland-a classic antique home brimming with character and opportunity. Ideally located with sidewalks right out front, enjoy a short walk to downtown amenities, local shops, and dining, offering the perfect blend of convenience and small-town charm. This home showcases the timeless appeal of antique construction, with unique details and a warm, inviting

  Kyle Neumann Houlihan Lawrence

  25 Spring St, Portland, CT 06480
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  /30

  $3,200 Per Month

  • 3 Beds
  • 1.5 Baths
  • 1,392 Sq Ft
  • House for Rent

  35 West St, Cromwell, CT 06416

  This home features one and a half bathrooms, new flooring, all freshly painted, a lovely yard with a one-car garage. The spacious, remodeled kitchen includes a dining area, a pantry closet with laundry hook-ups, and a dishwasher. French doors open into the living room, and the foyer leads to an enclosed porch. On the second floor, you will find three bedrooms with new flooring and doors, along

  Heather Kilbourn Cavanaugh & Company LLC

  35 West St, Cromwell, CT 06416
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  $400,000 Sold Aug 22, 2025

  1018 Long Hill Rd, Middletown, CT 06457

  • 3 Beds
  • 2.5 Baths
  • 2,084 Sq Ft
  • Built 1986

  Last Sold Summary

  • 4% Above List Price
  • $192/SF
  • 35 Days On Market

  Current Estimated Value $414,515

  Last Listing Agent Debbie Huscher Real Broker CT, LLC

  1018 Long Hill Rd, Middletown, CT 06457
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  Not Listed For Sale

  00 River Rd, Killingworth, CT 06419

  00 River Rd, Killingworth, CT 06419

  Last Sold Summary

  • 288 Days On Market

  • Last Sold Price $250,000
  • Apr 12, 2024

  Last Listing Agent Brenda Davenport Pearce Real Estate
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  /39

  $395,000 Under Contract

  • 3 Beds
  • 1.5 Baths
  • 2,283 Sq Ft

  120 Warsaw St, Deep River, CT 06417

  Charming home set on approximately 2.5 acres with a tranquil private pond-an ideal setting for those seeking peace, nature, and outdoor enjoyment. Relax and watch wildlife visit the pond morning or evening. The sunny, spacious living room features gleaming hardwood floors and a fireplace that adds warmth and ambiance during cooler months. A country style kitchen offers a generous dining area,

  Barbara Altieri Coldwell Banker Realty

  120 Warsaw St, Deep River, CT 06417
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  /18

  $2,300 Per Month

  • 3 Beds
  • 2 Baths
  • 1,600 Sq Ft
  • Townhouse for Rent

  27 Woodside Cir Unit 37, Middletown, CT 06457

  Fully renovated top to the bottom. Very quiet residential neighborhood. Lots of yard in the front and back. Tons of parking space. 3 bedrooms and 2 full bathrooms. Open concept living, dining and kitchen. Hardwood floors throughout the house. Mud room. Tons of storage in the basement. Ready to move in April. Tenant pays for all the utilities.

  Naima Mazouzi Eagle Eye Realty PLLC

  27 Woodside Cir Unit 37, Middletown, CT 06457
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  $350,000 Sold Jun 23, 2025

  50 Andrew St, Middletown, CT 06457

  • 4 Beds
  • 3 Baths
  • 2,038 Sq Ft
  • Built 1988

  Last Sold Summary

  • $172/SF
  • 15 Days On Market

  Current Estimated Value $355,408

  Last Listing Agent Colin Taylor Better Homes and Gardens Real Estate Executive Real Estate

  50 Andrew St, Middletown, CT 06457
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  Est $482,723 Not Listed For Sale

  286 River Rd, Deep River, CT 06417

  • 1 Bed
  • Built 2024

  286 River Rd, Deep River, CT 06417

  Last Sold Summary

  • 148% Above List Price
  • $91/SF
  • 159 Days On Market

  • Last Sold Price $195,000
  • Feb 26, 2024

  Last Listing Agent Kate Esposito William Pitt

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