Middlesex County, CT Homes

• 

  

  

  /26

  $399,900 Pending

  • 3 Beds
  • 2 Baths
  • 1,920 Sq Ft

  12 Fairview Heights, Cromwell, CT 06416

  Welcome to this inviting three-bedroom, two-bath Cape nestled in the heart of Cromwell, offering charm, comfort, and everyday convenience. Perfectly situated close to parks, schools, shops, and town amenities-this location makes daily life a breeze. Step inside to a warm and welcoming living room featuring a classic wood-burning fireplace, ideal for relaxing nights in. The layout flows

  

  Amy Rio

  Executive Real Estate Inc.

  (860) 746-2813

  12 Fairview Heights, Cromwell, CT 06416
• 

  

  

  /10

  $1,500 total monthly price

  • 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 offers a pool, 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
• 

  $500,000 Sold Apr 25, 2025

  109 Witch Hazel Dr, Deep River, CT 06417

  • 3 Beds
  • 4 Baths
  • 1,951 Sq Ft
  • Built 1994

  Last Sold Summary

  • 2% Below List Price
  • $256/SF
  • 44 Days On Market

  Current Estimated Value $514,944

  Last Listing Agent Rachel Welch William Raveis Real Estate

  109 Witch Hazel Dr, Deep River, CT 06417
• 

  Est $571,459 Not Listed For Sale

  • 3 Beds
  • 4 Baths
  • 2,908 Sq Ft

  14 Jobs Pond Rd, Portland, CT 06480

  14 Jobs Pond Rd, Portland, CT 06480
• 

  

  

  /29

  $1,399,900

  • 4 Beds
  • 2 Baths
  • 1,910 Sq Ft

  105 Fenwood Dr, Old Saybrook, CT 06475

  Welcome to 105 Fenwood Drive, nestled in the peaceful and picturesque community of Fenwood Beach Association. Experience waterfront living surrounded by natural beauty-where ospreys, great blue herons, and wintering bald eagles soar above thriving estuarine wetlands. Enjoy a short walk to the beach or an evening stroll to the causeway to watch the sunset. This golf cart friendly neighborhood

  

  Jodi Serapilia

  William Raveis Real Estate

  (959) 500-5352

  105 Fenwood Dr, Old Saybrook, CT 06475
• 

  

  /55

  $1,955 - $5,537 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
• 

  $810,000 Sold Oct 27, 2025

  34 West Ave, Essex, CT 06426

  • 3 Beds
  • 3 Baths
  • 2,555 Sq Ft
  • Built 1880

  Last Sold Summary

  • 19% Below List Price
  • $317/SF
  • 132 Days On Market

  Current Estimated Value $877,577

  Last Listing Agent Meghan Flood William Raveis Real Estate

  34 West Ave, Essex, CT 06426
• 

  Est $330,648 Not Listed For Sale

  • 5 Beds
  • 2 Baths
  • 2,457 Sq Ft

  83 Airline Ave, Portland, CT 06480

  83 Airline Ave, Portland, CT 06480
• 

  

  /23

  $699,500 Pending

  • Land
  • 8.11 Acres
  • $86,252 per Acre

  60 Ingham Hill Rd, Old Saybrook, CT 06475

  Picturesque waterfront 8.1-acre lot on the tranquil Oyster River in historic Old Saybrook. 1,400 feet of river frontage leading to Long Island Sound. Currently set as farmland, this could be a home run for builders sensitive to the needs of the land. With its beauty, you have 50-plus feet of road frontage and large footprint within the 50-foot tidal wetlands setback. I-95 is easily accessible,

  

  Matt Diamond

  Houlihan Lawrence WD

  (860) 735-1229

  60 Ingham Hill Rd, Old Saybrook, CT 06475
• 

  

  /27

  $2,495 total monthly price

  • 2 Beds
  • 1 Bath
  • 1,235 Sq Ft
  • Townhouse for Rent

  10 Glenview Dr Unit 10, Cromwell, CT 06416

  Welcome to this beautifully updated two-level condo in one of Cromwell's most desirable complexes! The main level features an open-concept kitchen and dining area that flows seamlessly into the living space,highlighted by high ceilings,a cozy fireplace,and a private balcony-perfect for relaxing or entertaining. The main floor showcases brand-new flooring,giving the space a clean,modern feel. The

  Rose Elias Coldwell Banker Realty

  10 Glenview Dr Unit 10, Cromwell, CT 06416
• 

  $407,000 Sold Nov 24, 2025

  69 High St, Deep River, CT 06417

  • 2 Beds
  • 1.5 Baths
  • 1,440 Sq Ft
  • Built 1927

  Last Sold Summary

  • 4% Above List Price
  • $283/SF
  • 34 Days On Market

  Last Listing Agent Jill D'Angelo-Powers Coldwell Banker Realty

  69 High St, Deep River, CT 06417
• 

  Est $482,058 Not Listed For Sale

  • 1 Bed
  • 1.5 Baths
  • 1,114 Sq Ft

  18 1st Ave, Old Saybrook, CT 06475

  18 1st Ave, Old Saybrook, CT 06475
• 

  

  /38

  $399,000 Pending

  • 4 Beds
  • 3 Baths
  • 2,674 Sq Ft

  68 Colchester Ave, East Hampton, CT 06424

  Set on a level 1.88 acre lot this four-bedroom, three-bath Cape with an attached two-car garage offers the perfect balance of comfort, space, and lifestyle. From here, it's an easy stroll to recreation fields, the Playscape, Memorial School, the Airline Trail, and the scenic cranberry bog, making everyday living as enjoyable as it is convenient. Lovingly and meticulously maintained by the

  

  James Harrington

  Carl Guild & Associates

  (860) 846-7882

  68 Colchester Ave, East Hampton, CT 06424
• 

  

  /29

  $900 - $1,200 per month plus fees

  Woodbury Apartments

  1 - 3 Beds

  288 Woodbury Cir, Middletown, CT 06457

  Woodbury Apartments offers spacious one bedroom flats and two and three bedroom townhomes situated in a country setting. It is located in a pedestrian friendly neighborhood with convenient access to shopping and highways, as well as a community college campus. The property is landscaped and maintained by Carabetta's 24 hour Maintenance Team who implement a landscaping plan that has seasonal color

  288 Woodbury Cir, Middletown, CT 06457
• 

  $765,000 Sold Aug 27, 2025

  24 River Rd, Deep River, CT 06417

  • 3 Beds
  • 2 Baths
  • 1,625 Sq Ft
  • Built 1917

  Last Sold Summary

  • 4% Below List Price
  • $471/SF
  • 89 Days On Market

  Current Estimated Value $750,941

  Last Listing Agent Rick Weiner William Pitt Sotheby's Int'l

  24 River Rd, Deep River, CT 06417
• 

  Est $249,267 Not Listed For Sale

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

  15 Forest Glen Cir Unit 8, Middletown, CT 06457

  15 Forest Glen Cir Unit 8, Middletown, CT 06457
• 

  

  /40

  $1,250,000 Pending

  • 4 Beds
  • 3.5 Baths
  • 4,175 Sq Ft

  195 Injun Hollow Rd, East Hampton, CT 06424

  Investment Opportunity, Riverfront Oasis or Both! Earn income while building your dream home OR move in and make this your dream home! This property has so much to offer! It's not just a home, it's a lifestyle. Approx 500 feet of CT River frontage! 1192 Sq Ft additional lower level with full walk out. Zoning approval to subdivide a 3 acre buildable lot with several options for the split or keep

  

  Jodi Serapilia

  William Raveis Real Estate

  (860) 980-5017

  195 Injun Hollow Rd, East Hampton, CT 06424
• 

  

  /6

  $1,400 total monthly price

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

  52 Essex St, Deep River, CT 06417

  Modern apartment updated, clean and tidy. Walk to town.

  Mark Reyher Reyher Real Estate

  52 Essex St, Deep River, CT 06417
• 

  $452,000 Sold Oct 02, 2025

  24 Jobs Pond Rd, Portland, CT 06480

  • 3 Beds
  • 2 Baths
  • 1,907 Sq Ft
  • Built 2003

  Last Sold Summary

  • 26% Above List Price
  • $237/SF
  • 5 Days On Market

  Current Estimated Value $438,903

  Last Listing Agent Steve Jones Jr KW Legacy Partners

  24 Jobs Pond Rd, Portland, CT 06480
• 

  Est $286,638 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,525 Sq Ft

  30 Lake St, Middletown, CT 06457

  30 Lake St, Middletown, CT 06457
• 

  

  /36

  $849,000 Pending

  • 5 Beds
  • 3 Baths
  • 2,898 Sq Ft

  26 College St, Old Saybrook, CT 06475

  Discover a truly enchanting antique home nestled in the heart of Old Saybrook's quaint, historic charm. This beautiful 4/5 bedroom residence overflows with character and period details, offering a rare opportunity to own a piece of local history. Adding to its significant appeal is a separate guest suite, providing an excellent private space for guests or extended family. Experience small-town

  

  Tammy Tinnerello

  William Pitt Sotheby's Int'l

  (860) 532-7885

  26 College St, Old Saybrook, CT 06475
• 

  

  /42

  $2,250 - $3,250 per month plus fees

  The Grand

  1 - 2 Beds

  9-15 John St, Clinton, CT 06413

  Welcome to The GrandLocated in CT’s premiere Shoreline ,this urban development brings together contemporary living with a flexible lifestyle. These residences offer elegant finishes, modern features and quality new construction.The Grand is the first of our luxury collection of residences directly adjacent to Clinton’s StationA collection of 45 residences offering 1 and 2

  9-15 John St, Clinton, CT 06413
• 

  $450,000 Sold Jul 23, 2025

  170 Fowler Ave, Middletown, CT 06457

  • 5 Beds
  • 4 Baths
  • 2,900 Sq Ft
  • Built 1920

  Last Sold Summary

  • $155/SF
  • 29 Days On Market

  Current Estimated Value $449,333

  Last Listing Agent Enoch Bruce Puorro Realty Group

  170 Fowler Ave, Middletown, CT 06457
• 

  Est $738,432 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,932 Sq Ft

  19 Patrick Dr, Killingworth, CT 06419

  19 Patrick Dr, Killingworth, CT 06419
• 

  

  /3

  $509,000 Pending

  • 3 Beds
  • 2.5 Baths
  • 1,884 Sq Ft

  0002-6 Edgewater Cir, East Hampton, CT 06424

  The Juniper Cottage beautifully crafted and stunning exterior make this such a unique home. Designed for today’s lifestyle with a first-floor master, a home office, and lots of windows that brings in natural lighting throughout this home. Greet your guest in the foyer that has a beautiful view of your formal dining room. The amazing flow has the kitchen and great room with vaulted ceiling open to

  

  Joyce Covone

  Berkshire Hathaway NE Prop.

  (860) 615-3809

  0002-6 Edgewater Cir, East Hampton, CT 06424
• 

  

  /31

  $3,000 total monthly price

  • 2 Beds
  • 2 Baths
  • 1,436 Sq Ft
  • House for Rent

  43 Pennywise Ln, Old Saybrook, CT 06475

  Step into this delightful and charming fisherman's cottage in the heart of downtown Old Saybrook. Built in 1800, 43 Pennywise Lane blends warm and cozy character with surprising spaciousness. The owner has preserved this home's historical integrity while adding in modern comforts. The first floor features an oversized primary suite with full bath, office space and reading nook. The eat-in kitchen

  Phoebe Finch William Pitt Sotheby's Int'l

  43 Pennywise Ln, Old Saybrook, CT 06475
• 

  $615,000 Sold Jun 17, 2025

  586 Essex Rd, Westbrook, CT 06498

  • 3 Beds
  • 2 Baths
  • 1,569 Sq Ft
  • Built 1972

  Last Sold Summary

  • 5% Below List Price
  • $392/SF
  • 15 Days On Market

  Current Estimated Value $618,878

  Last Listing Agent Pardi & Zucco Team William Pitt Sotheby's Int'l

  586 Essex Rd, Westbrook, CT 06498
• 

  Est $487,632 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,242 Sq Ft

  443 Route 148, Killingworth, CT 06419

  443 Route 148, Killingworth, CT 06419
• 

  

  /32

  $229,000 Pending

  • 3 Beds
  • 2.5 Baths
  • 1,068 Sq Ft

  81 Middletown Ave, East Hampton, CT 06424

  A rare opportunity to own a move-in-ready 3-bedroom, 2.5-bath elevated Ranch on a stream side lot, all just a short stroll to the shops, dining, and everyday conveniences of Main Street. This well-laid-out home offers comfortable, practical living with flexible spaces that work for today's lifestyle. The main level features bright living areas, generous bedroom sizes, and an easy flow for

  

  James Harrington

  Carl Guild & Associates

  (860) 435-7480

  81 Middletown Ave, East Hampton, CT 06424
• 

  

  /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
• 

  $120,000 Sold Oct 10, 2025

  74 Grove St, Middletown, CT 06457

  • 3 Beds
  • 2 Baths
  • 1,385 Sq Ft
  • Built 1900

  Last Sold Summary

  • 28% Above List Price
  • $87/SF
  • 6 Days On Market

  Current Estimated Value $168,000

  Last Listing Agent Tracy Molloy Coldwell Banker Realty

  74 Grove St, Middletown, CT 06457
• 

  Est $380,056 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,352 Sq Ft

  262 Candlewood Hill Rd, Higganum, CT 06441

  262 Candlewood Hill Rd, Higganum, CT 06441
• 

  

  /39

  $329,000 Pending

  • 3 Beds
  • 1 Bath
  • 1,416 Sq Ft

  5 Buttonhook Dr, Portland, CT 06480

  One floor living at its best especially in this price range and condition. This 3 Bedroom 1,440 sq ft ranch set in a desirable, scenic neighborhood offering flexible living. The spacious living room features a fireplace and bay window, creating a bright and welcoming space. A large eat-in kitchen offers ample room for everyday dining and entertaining. Three comfortable bedrooms feature hardwood

  

  James Harrington

  Carl Guild & Associates

  (860) 497-9760

  5 Buttonhook Dr, Portland, CT 06480
• 

  

  /14

  $2,950 total monthly price

  • 2 Beds
  • 1.5 Baths
  • 1,008 Sq Ft
  • Townhouse for Rent

  25 Riverside Dr Unit E4, Clinton, CT 06413

  Welcome to effortless seaside living in this beautifully maintained 2 bedroom, 1.5-bath townhouse located in the desirable Harbor community. Step inside to a sun-filled living room and an eat-in kitchen that opens to a private outdoor deck, perfect for morning coffee, salty breezes, or relaxing evenings at home. The unfinished basement offers generous space for storage or a laid-back hangout

  Roseanne Scacca Dan Combs Real Estate

  25 Riverside Dr Unit E4, Clinton, CT 06413
• 

  $700,000 Sold Apr 23, 2025

  19 Book Hill Rd, Essex, CT 06426

  • 4 Beds
  • 1.5 Baths
  • 1,790 Sq Ft
  • Built 1977

  Last Sold Summary

  • 1% Above List Price
  • $391/SF
  • 4 Days On Market

  Current Estimated Value $738,027

  Last Listing Agent James Childs William Pitt Sotheby's Int'l

  19 Book Hill Rd, Essex, CT 06426
• 

  Est $882,654 Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 2,985 Sq Ft

  4 Crosstrees Hill Rd, Essex, CT 06426

  4 Crosstrees Hill Rd, Essex, CT 06426
• 

  

  /40

  $1,850,000

  • 4 Beds
  • 2.5 Baths
  • 2,676 Sq Ft

  9 Essex Hills Dr, Essex, CT 06426

  Exquisitely updated & remodeled Essex home on the cusp of South Cove with easterly views. This fabulous home has been completely transformed into something very special! From the eat-in kitchen with breakfast bar & smart design to the living room & family room both with wood burning fireplaces & sleeping quarter, no detail has been overlooked. The outdoor space has been completely revived with

  

  Kevin Geysen

  William Pitt Sotheby's Int'l

  (860) 419-4926

  9 Essex Hills Dr, Essex, CT 06426
• 

  

  /24

  $1,600 - $1,800 per month plus fees

  Fernwood Apartments

  1 - 2 Beds

  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
• 

  $440,000 Sold Nov 18, 2025

  634 High St, Middletown, CT 06457

  • 5 Beds
  • 3 Baths
  • 2,947 Sq Ft
  • Built 1909

  Last Sold Summary

  • 7% Above List Price
  • $149/SF
  • 1 Day On Market

  Last Listing Agent Anthony Opalenik Eagle Eye Realty PLLC

  634 High St, Middletown, CT 06457
• 

  Est $569,682 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,627 Sq Ft

  15 Orchard Heights Rd, Essex, CT 06426

  15 Orchard Heights Rd, Essex, CT 06426

Showing Results 81 - 120, Page 3 of 18