Middlesex County, CT Homes

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  /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

  60 Ingham Hill Rd, Old Saybrook, CT 06475
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  /2

  $1,738 total monthly price

  • 1 Bath
  • 511 Sq Ft
  • House for Rent

  85 Marlborough St Unit 416, Portland, CT 06480

  This Studio is on the 4th floor overlooking the outdoor patio in center of building. Kitchen, full bath and open living area and deck. 511 sq ft. Studios range from $1738. 511 sq ft. $1990 586 sq. ft. and the $2038. units face view. Studios, one bedroom and two-bedroom units at Brainerd Place in Portland are available now. Lovely high ceilings, spacious living space, patio's, elevators, reserved

  Joann DeRaffaele Bright Ravens Realty

  85 Marlborough St Unit 416, Portland, CT 06480
• 

  $423,500 Sold Mar 13, 2026

  10 Fairlawn Ave, East Hampton, CT 06424

  • 4 Beds
  • 2 Baths
  • 1,800 Sq Ft
  • Built 1965

  Last Sold Summary

  • 9% Above List Price
  • $235/SF
  • 8 Days On Market

  Current Estimated Value $367,289

  Last Listing Agent Jared Kosky eXp Realty

  10 Fairlawn Ave, East Hampton, CT 06424
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  Not Listed For Sale

  00 Middle Haddam Rd, East Hampton, CT 06424

  00 Middle Haddam Rd, East Hampton, CT 06424

  Last Sold Summary

  • $0/SF
  • 25 Days On Market

  Last Sold Price $112,000

  Last Listing Agent Dean Markham Berkshire Hathaway Home Services
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  /17

  $524,900

  • 4 Beds
  • 4 Baths
  • 2,000 Sq Ft

  141 E High St, East Hampton, CT 06424

  Discover an exceptional investment opportunity or ideal owner-occupied home just moments from beautiful Lake Pocotopaug in East Hampton. This well-maintained two-unit duplex offers a total of 4 bedrooms, 4 full bathrooms, and 2,000 sq ft of comfortable living space. Each unit provides a bright and inviting layout with its own private entrance, spacious living room, 2 beds and 2 full baths,

  Cathyann Schulte Countryside Realty

  141 E High St, East Hampton, CT 06424
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  /20

  $4,578 total monthly price

  • 2 Beds
  • 1.5 Baths
  • 1,194 Sq Ft
  • Condo for Rent

  6 Nancy Ln Unit SI ID1261565P, Middlefield, CT 06455

  The advertised rate of $5,071/month is the lowest available price, based on a 30 day(s) stay with a move-in date of March 22, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be

  6 Nancy Ln Unit SI ID1261565P, Middlefield, CT 06455
• 

  $623,800 Sold May 30, 2025

  28 Old Chestnut Hill Rd, East Hampton, CT 06424

  • 2 Beds
  • 1.5 Baths
  • 1,524 Sq Ft
  • Built 1780

  Last Sold Summary

  • 14% Above List Price
  • $409/SF
  • 6 Days On Market

  Current Estimated Value $608,713

  Last Listing Agent Sarah Weatherley William Raveis Real Estate

  28 Old Chestnut Hill Rd, East Hampton, CT 06424
• 

  Est $654,932 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

  • 25% Above List Price
  • $167/SF
  • 169 Days On Market

  Last Sold Price $525,000

  Last Listing Agent Billy Stiles Coldwell Banker Realty
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  /39

  $925,000 Open Sat 12PM - 3PM

  • 6 Beds
  • 3.5 Baths
  • 5,599 Sq Ft

  44 Chamberlain Hill Rd, Middletown, CT 06457

  Experience over 5,500 square feet of beautifully updated living space in this fully remodeled 6+ bedroom, 3.5-bath residence, perfectly situated on a quiet and expansive 8+ acre lot. Every detail has been thoughtfully upgraded, creating a truly move-in-ready home offering exceptional flexibility and design versatility. The expansive kitchen is the heart of the home, featuring elegant quartz

  Gary Peacock Berkshire Hathaway NE Prop.

  44 Chamberlain Hill Rd, Middletown, CT 06457
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  /3

  $2,760 total monthly price

  • 2 Beds
  • 2 Baths
  • 1,216 Sq Ft
  • Apartment for Rent

  75 Marlborough St Unit 131, Portland, CT 06480

  Large 2 bedroom unit. Open floor plan-kitchen and Livingroom leading to balcony. 2 full baths, laundry in unit. Studios, one bedroom and two bedroom units at Brainerd Place in Portland are available now. Lovely high ceilings, spacious living space, patio's, elevators, reserved underground parking and outdoor unreserved parking spaces. Amenities will include in-ground swimming pool, Gym,

  Joann DeRaffaele Bright Ravens Realty

  75 Marlborough St Unit 131, Portland, CT 06480
• 

  $1,540,000 Sold May 09, 2025

  165 Captains Dr, Westbrook, CT 06498

  • 2 Beds
  • 3 Baths
  • 2,104 Sq Ft
  • Built 1996

  Last Sold Summary

  • $732/SF
  • 1 Day On Market

  Current Estimated Value $1,604,160

  Last Listing Agent Robin Morrell - Guilford William Pitt Sotheby's Int'l

  165 Captains Dr, Westbrook, CT 06498
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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

  Last Listing Agent Brenda Davenport Pearce Real Estate
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  /30

  $480,000 Under Contract

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

  19 Evergreen Dr, Clinton, CT 06413

  Rare opportunity to own a multi-family home in a quiet Clinton neighborhood. The newly renovated main level boasts a bright, inviting space - featuring a living room with a stylish shiplap fireplace and a chef's kitchen that is truly the heart of this home. The kitchen has been thoughtfully designed with a large island great for entertaining, induction cooking, a dry bar with a beverage cooler,

  Kayla Chasse Compass Connecticut, LLC

  19 Evergreen Dr, Clinton, CT 06413
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  /20

  $1,700 per month plus fees

  • 1 Bed
  • 1 Bath
  • 1,100 Sq Ft
  • Condo for Rent

  175 Ridge Rd, Middletown, CT 06457

  Property Id: 410151175 Ridge Road is a two unit home with the first floor unit available on June 1st, 2026. The unit is 1100sqft with 1 bedroom. The unit has over 1000 sqft available for storage in the basement (unfinished). There is off-street parking and we are located on a corner so plenty of parking down the side street when you have guests. There is an available outdoor patio with

  175 Ridge Rd, Middletown, CT 06457
• 

  $590,000 Sold Dec 15, 2025

  95 Main St, Essex, CT 06426

  • 3 Beds
  • 4 Baths
  • 2,394 Sq Ft
  • Built 1994

  Last Sold Summary

  • $246/SF
  • 38 Days On Market

  Last Listing Agent Gigi Giordano Taylor Compass Connecticut, LLC

  95 Main St, Essex, CT 06426
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  Est $485,714 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

  • 149% Above List Price
  • $91/SF
  • 159 Days On Market

  Last Sold Price $195,000

  Last Listing Agent Kate Esposito William Pitt
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  /25

  $449,000 Pending

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

  207 Pettipaug Rd, Westbrook, CT 06498

  Set on a spacious 1.01-acre lot, this inviting 3-bedroom, 2-bath home offers comfort and functionality. The 1,040 sq ft layout features a cozy fireplace, a finished basement for added living or storage space, and an attached garage. Enjoy the convenience of washer and dryer hookups located in the second bath. Spacious rear deck offering strong outdoor living potential. Structurally sound and in

  Thomas Mele Dorrance Realty

  207 Pettipaug Rd, Westbrook, CT 06498
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  /3

  $3,120 total monthly price

  • 2 Beds
  • 2 Baths
  • 1,373 Sq Ft
  • Apartment for Rent

  Unlisted Address

  Beautiful large 2 bedroom end unit with open floor plan. 2 full baths, 1,373 sq ft. High ceilings! Plenty of space- with room to roam and decorate the way you want. Sliders to balcony. Lots of light. Kitchen with quartz countertops open to Living room and dining area. A must see! Studios, one bedroom and two bedroom units at Brainerd Place in Portland are available now. Lovely high ceilings,

  Joann DeRaffaele Bright Ravens Realty

  Unlisted Address
• 

  $315,000 Sold Nov 25, 2025

  85 Meech Rd, Middletown, CT 06457

  • 3 Beds
  • 1 Bath
  • 1,267 Sq Ft
  • Built 1953

  Last Sold Summary

  • 5% Above List Price
  • $249/SF
  • 4 Days On Market

  Current Estimated Value $312,461

  Last Listing Agent Theresa Bitondo Berkshire Hathaway NE Prop.

  85 Meech Rd, Middletown, CT 06457
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  Est $1,729,098 Not Listed For Sale

  32 River Road Dr, Essex, CT 06426

  • 4 Beds
  • 5 Baths
  • 4,961 Sq Ft
  • Built 2015

  32 River Road Dr, Essex, CT 06426

  Last Sold Summary

  • 24% Above List Price
  • $282/SF
  • 33 Days On Market

  Last Sold Price $1,400,000

  Last Listing Agent Shawn Atkinson William Pitt
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  /2

  $200,000

  • Land
  • 2.25 Acres
  • $88,889 per Acre

  43 Bokum Rd, Chester, CT 06412

  Beautiful potential building lot. Access via Private road, 2.25 acres. Undeveloped.

  Nicholas Tomanelli Coldwell Banker Realty

  43 Bokum Rd, Chester, CT 06412
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  /33

  $1,400 total monthly price

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

  176 Pearl St Unit 1F, Middletown, CT 06457

  Please Read Below Before Clicking the Like Button. If you are a minimalist person with a small scale high style curating a cozy haven, spatial optimization and maximizing the minimal, then this unit is for you. This beautiful 1 bedroom and 1 bath is located in the heart of all of your destinations. It is located within walking distance to Wesleyan University, downtown where

  176 Pearl St Unit 1F, Middletown, CT 06457
• 

  $1,050,000 Sold Jun 16, 2025

  16 Turkey Hill Rd, Durham, CT 06422

  • 5 Beds
  • 5 Baths
  • 4,598 Sq Ft
  • Built 2005

  Last Sold Summary

  • 8% Above List Price
  • $228/SF
  • 37 Days On Market

  Current Estimated Value $1,070,380

  Last Listing Agent Liz Zakrzewski Coldwell Banker Realty

  16 Turkey Hill Rd, Durham, CT 06422
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  Not Listed For Sale

  15 Benjamin Ln, East Haddam, CT 06423

  15 Benjamin Ln, East Haddam, CT 06423

  Last Sold Summary

  • 753% Above List Price
  • 250 Days On Market

  Last Sold Price $23,750

  Last Listing Agent Patrick Farley Statewide Premier Prop. LLC
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  /40

  $899,900

  • 3 Beds
  • 3 Baths
  • 3,450 Sq Ft

  2 Tavistock, Cromwell, CT 06416

  Welcome to timeless luxury at TPC River Highlands in Cromwell. This rarely available ranch-style home offers 3/ 4 bedrooms, three full baths, and a beautifully finished lower level, all completely remodeled with exceptional attention to detail. This exquisite home near the 14th fairway blends comfort, style, and an exceptional location in one of Connecticut's most sought after golf communities,

  Debbie Hagel Hagel & Assoc. Real Estate

  2 Tavistock, Cromwell, CT 06416
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  /4

  $2,015 total monthly price

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

  75 Marlborough St Unit 125, Portland, CT 06480

  1st floor 1 bedroom/1 bath unit available. Open floor plan -Kitchen and Livingroom leads to deck. Quartz countertops, Island. Laundry in-unit. Studio, 1 bedroom and 2-bedroom units available now. Lovely high ceilings, spacious living space, patio's, elevators, reserved underground parking and outdoor unreserved parking spaces. Amenities will include in-ground swimming pool, Gym, Recreational

  Joann DeRaffaele Bright Ravens Realty

  75 Marlborough St Unit 125, Portland, CT 06480
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  $225,000 Sold Dec 15, 2025

  30 Orange Rd Unit 30, Middletown, CT 06457

  • 2 Beds
  • 1.5 Baths
  • 880 Sq Ft
  • Built 1972

  Last Sold Summary

  • 7% Above List Price
  • $256/SF
  • 9 Days On Market

  Current Estimated Value $219,178

  Last Listing Agent Martin Piggot Boyden Real Estate Company,LLC

  30 Orange Rd Unit 30, Middletown, CT 06457
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  Not Listed For Sale

  11 Benjamin Ln, East Haddam, CT 06423

  11 Benjamin Ln, East Haddam, CT 06423

  Last Sold Summary

  • 751% Above List Price
  • $0/SF
  • 250 Days On Market

  Last Sold Price $23,750

  Last Listing Agent Patrick Farley Statewide Premier Prop. LLC
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  /36

  $675,000 Under Contract

  • 4 Beds
  • 3 Baths
  • 5,287 Sq Ft

  317 Tater Hill Rd, East Haddam, CT 06423

  Astonishing, completely private and picturesque estate surrounded by mature forestry, majestic white pines, enchanting old stonewalls adorned with bountiful chartreuse and emerald ferns. The serene 5.45 level acres inspire a true connection to an outdoor oasis. This sprawling 5 bedrm residence radiates a pleasing sun-filled glow with extensive oversized windows framing captivating views from

  Jodi Miller Lisitano Eagle Eye Realty PLLC

  317 Tater Hill Rd, East Haddam, CT 06423
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  /37

  $1,700 total monthly price

  • 2 Beds
  • 1 Bath
  • 900 Sq Ft
  • Condo for Rent

  63 Maynard St Unit 4, Middletown, CT 06457

  LOCATION! LOCATION! LOCATION!! Don't miss this charming opportunity in a 4 unit apartment building located on a lovely rolling hill convenient to route 9, shopping and recreational areas. A few minutes away from Middlesex hospital, Xavier High school, Weslyan College, downtown historic Middletown with incredible dining, nightlife and community events. Off the beaten path, but close to all the

  63 Maynard St Unit 4, Middletown, CT 06457
• 

  $395,000 Sold Nov 12, 2025

  94 Little Meadow Rd, Haddam, CT 06438

  • 1 Bed
  • 1 Bath
  • 528 Sq Ft
  • Built 1942

  Last Sold Summary

  • 7% Below List Price
  • $748/SF
  • 325 Days On Market

  Current Estimated Value $387,797

  Last Listing Agent Jodi Miller Lisitano Eagle Eye Realty PLLC

  94 Little Meadow Rd, Haddam, CT 06438
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  Not Listed For Sale

  00 Kelsey St, Middletown, CT 06457

  00 Kelsey St, Middletown, CT 06457

  Last Sold Summary

  • 290 Days On Market

  Last Sold Price $95,000

  Last Listing Agent Patricia Holmes Berkshire Hathaway Home Services
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  /35

  $289,900 Pending

  • 2 Beds
  • 2 Baths
  • 1,236 Sq Ft

  5 Pinehurst Ln Unit 5, Moodus, CT 06469

  ONE LEVEL LIVING AT BANNER COUNTRY CLUB ESTATES! This charming, FREE STANDING, 2 bedroom, 2 full bathroom home with 1ST LOOR LAUNDRY and hardwood floors is sure to please! Banner Estates has a pool & tennis for a resort lifestyle, in addition to grounds maintenance, snow removal, trash service and professional property management. The kitchen has granite counters, stainless steel appliances and a

  Tracy Wagner Rockoff Realty

  5 Pinehurst Ln Unit 5, Moodus, CT 06469
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  /6

  $1,750 total monthly price

  • 2 Beds
  • 1 Bath
  • 702 Sq Ft
  • Apartment for Rent

  57 Burgundy Hill Ln, Middletown, CT 06457

  Well-maintained condo for rent featuring a bright layout, comfortable living space, and a convenient location near shopping, dining, and highways! No smoking/Vaping. No pets.

  Mandy Royce Dave Jones Realty, LLC

  57 Burgundy Hill Ln, Middletown, CT 06457
• 

  $450,000 Sold Sep 15, 2025

  85 River Rd Unit K3, Essex, CT 06426

  • 3 Beds
  • 1.5 Baths
  • 1,375 Sq Ft
  • Built 1967

  Last Sold Summary

  • 8% Below List Price
  • $327/SF
  • 39 Days On Market

  Last Listing Agent Allison Bonito William Pitt Sotheby's Int'l

  85 River Rd Unit K3, Essex, CT 06426
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  Est $320,897 Not Listed For Sale

  11 Mirror Pond Rd Unit 11, Moodus, CT 06469

  • 2 Beds
  • 2 Baths
  • 1,454 Sq Ft
  • Built 2007

  11 Mirror Pond Rd Unit 11, Moodus, CT 06469

  Last Sold Summary

  • 28% Above List Price
  • $172/SF
  • 10 Days On Market

  Last Sold Price $249,900

  Last Listing Agent Nancy Newman LPT Realty
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  /27

  $225,000 Under Contract

  • 2 Beds
  • 1 Bath
  • 580 Sq Ft

  12 Hale Rd, East Hampton, CT 06424

  Situated a short distance from Lake Pocotopaug, this delightful ranch-style home features two bedrooms, one bathroom, and 580 square feet of living area. Its prime location is merely a brief stroll from the North End of the lake. You can easily walk to Sears Park, which offers public beach access and boat facilities. Upon entering, you will be greeted by hardwood floors and wood-paneled walls

  Zachary DeCaro Property Works New England

  12 Hale Rd, East Hampton, CT 06424
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  /5

  $2,200 total monthly price

  • 2 Beds
  • 1.5 Baths
  • 1,500 Sq Ft
  • Townhouse for Rent

  7 Countryside Ln Unit 1, Middletown, CT 06457

  Spacious Townhouse (end unit) in the southern part of Middletown, Connecticut. Located in a quiet suburban neighborhood and 10 minutes from the downtown shops and restaurants (2 minutes off of Route 9 as well). Two sunny bedrooms and a full bathroom upstairs and a half bath on first floor. Finished deck on the first floor. Laundry appliances and ample storage located in basement. Perfect for

  7 Countryside Ln Unit 1, Middletown, CT 06457
• 

  $500,000 Sold Oct 03, 2025

  2 Olde Flatbrook Rd, East Hampton, CT 06424

  • 3 Beds
  • 2 Baths
  • 2,044 Sq Ft
  • Built 1986

  Last Sold Summary

  • 5% Above List Price
  • $245/SF
  • 29 Days On Market

  Current Estimated Value $495,925

  Last Listing Agent Carl Guild Carl Guild & Associates

  2 Olde Flatbrook Rd, East Hampton, CT 06424
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  Est $672,171 Not Listed For Sale

  113 Meshomasic Trail, Portland, CT 06480

  • 4 Beds
  • 2.5 Baths
  • 2,595 Sq Ft
  • Built 2017

  113 Meshomasic Trail, Portland, CT 06480

  Last Sold Summary

  • 6% Above List Price
  • $245/SF
  • 50 Days On Market

  Last Sold Price $635,000

  Last Listing Agent Carl Guild Carl Guild & Associates

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