Middlesex County CT Homes for Sale

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  /33

  $409,900

  • 3 Beds
  • 2 Baths
  • 1,537 Sq Ft

  95 Training Hill Rd, Middletown, CT 06457

  Welcome to the perfect blend of comfort, style, and modern living! This beautifully renovated ranch-style home is tucked away in one of Middletown's most sought-after neighborhoods, offering 4 spacious bedrooms, 2 full bathrooms, and a layout designed for today's lifestyle. Step inside to a bright open-concept living area that flows effortlessly-ideal for gatherings, entertaining, or simply

  

  Guillermo Araujo

  Five Stars Realty

  (860) 467-8709

  95 Training Hill Rd, Middletown, CT 06457
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  /40

  $1,000,000

  • 6 Beds
  • 3 Baths
  • 2,522 Sq Ft

  176 Shore Rd, Clinton, CT 06413

  Unprecedented Investment or Family Compound with Private Beach Rights This is a rare and unparalleled opportunity to own a piece of paradise, featuring deeded rights to a private beach on the Long Island Sound and three distinct residences, making it an ideal family compound or a high-yield investment property. The Main Residence has been an Airbnb $500 per night. Completely updated and boasting

  

  Nancy Potts

  Coldwell Banker Realty

  (860) 507-9240

  176 Shore Rd, Clinton, CT 06413
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  /40

  $685,000

  • 3 Beds
  • 3 Baths
  • 2,752 Sq Ft

  1 Ferry Rd, Chester, CT 06412

  An extraordinary offering in one of Connecticut's most beloved river towns. Stunning sunrises over unobstructed views of Chester Creek sets the tone for this rare piece of Chester history. The Bani Denison homestead dates to 1781 and once served as Chester's first post office. Thoughtfully restored, this classic embankment Colonial with Dutch kick gambrel style roof offers modern amenities while

  

  Jennifer D'Amato

  Real Broker CT, LLC

  (860) 454-6525

  1 Ferry Rd, Chester, CT 06412
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  /40

  $329,000

  • 3 Beds
  • 1.5 Baths
  • 1,584 Sq Ft

  30 Larkspur Dr, Cromwell, CT 06416

  Discover this beautifully updated 3-bedroom, 1.5-bath end-unit townhome in the highly desirable Oxford Park community, where comfort and convenience meet an array of fantastic amenities. Freshly painted and completely move-in ready, this home welcomes you with thoughtful upgrades throughout, including new tile flooring, updated lighting, and a Nest thermostat. The main level features gleaming

  

  Ilka Torres

  Torbello Real Estate Advisors

  (860) 780-5414

  30 Larkspur Dr, Cromwell, CT 06416
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  /21

  $850,000

  • 4 Beds
  • 2 Baths
  • 8,382 Sq Ft

  26 Ferry Rd, Chester, CT 06412

  Located in the Town of Chester, this mixed-use property presents a rare opportunity to acquire a distinctive asset in one of Connecticut's most desirable markets. As it stands, the property consists of approximately 5,000 square feet of commercial space, including one loading dock, three (3) garages, and an oversized on-site parking lot, supporting a wide range of operational and occupancy needs.

  

  Anthony Velez

  VC Property Group, LLC

  (860) 579-1600

  26 Ferry Rd, Chester, CT 06412
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  /29

  $1,399,900 Open Sun 12PM - 2PM

  • 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
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  /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
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  /40

  $575,000

  • 3 Beds
  • 4 Baths
  • 3,853 Sq Ft

  301 Bell St, Middletown, CT 06457

  Take a 3D Tour or Enjoy a Video Walkthrough 24/7! This striking double A-Frame, with iconic Howard Johnson's orange steel roof shingles, is a one-of-a-kind architectural showplace and retreat set on 1.51 private acres surrounded by the 32-acre Highland Pond Preserve. The pond dam has been removed, returning it to its natural state of meadow and stream. Over $300,000 in thoughtful renovations have

  

  Gregory Hanner

  Garden Realty

  (860) 689-1459

  301 Bell St, Middletown, CT 06457
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  /27

  $660,000

  • Land
  • 38.56 Acres
  • $17,116 per Acre

  0 Gildersleeve Rd, Portland, CT 06480

  Rare 38.56-Acre Parcel with Golf Course Views - Portland, CT Attention developers, investors, and visionaries-this is your opportunity to own a prime 38.56-acre parcel in scenic Portland, Connecticut. With stunning views overlooking a nearby golf course, this expansive property offers incredible subdivision potential or the perfect setting for a private estate. This raw piece of land is a blank

  

  Amy Rio

  Executive Real Estate Inc.

  (860) 981-0331

  0 Gildersleeve Rd, Portland, CT 06480
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  /38

  $650,000

  • 2 Beds
  • 3 Baths
  • 2,041 Sq Ft

  531 Mount Parnassus Rd, East Haddam, CT 06423

  Nestled in the heart of East Haddam, this beautifully maintained Cape sits on 2.98 picturesque acres and offers the perfect blend of comfort, craftsmanship, and modern convenience. With 2,041 square feet of living space, this inviting home features two spacious bedrooms and three full bathrooms, designed for both everyday living and elegant entertaining. The exquisite kitchen is the centerpiece

  

  Miles LaFemina

  Drawbridge Realty

  (860) 467-7882

  531 Mount Parnassus Rd, East Haddam, CT 06423
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  /40

  $1,195,000

  • 4 Beds
  • 3 Baths
  • 2,728 Sq Ft

  448 A - B Grove Beach Rd N, Westbrook, CT 06498

  A rare waterfront compound on just over 3 acres along the tidal Menunketesuck River in Westbrook, CT, offering navigable access through the Stewart B. McKinney National Wildlife Refuge and out to Long Island Sound. The property includes two residences, a two-story boathouse with upper deck, and extensive garage and workshop facilities, combining historic character, privacy, and coastal lifestyle.

  

  Al Chiarito

  Chiarito Real Estate LLC

  (860) 467-1636

  448 A - B Grove Beach Rd N, Westbrook, CT 06498
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  /26

  $229,999

  • 2 Beds
  • 1 Bath
  • 1,092 Sq Ft

  30 Barbara Ave, East Hampton, CT 06424

  Charming East Hampton retreat offering 2 bedrooms, 1 bathroom, and 1,092 square feet of comfortable living space. The home features granite countertops and a functional layout filled with natural light. Just a short walk to the lake, it's perfect for morning strolls, kayaking, and enjoying the outdoors. With a little renovation, this property presents an excellent opportunity to add value and

  

  Gary Crawford

  RE/MAX RISE

  (860) 431-3145

  30 Barbara Ave, East Hampton, CT 06424
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  /34

  $195,000

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

  2113 Cromwell Hills Dr, Cromwell, CT 06416

  Effortless One-Floor Living awaits you at 2113 Cromwell Hills Drive. Step inside this renovated two bedroom, one and one-half bathroom condo, conveniently located on the 1st floor for ultimate accessibility. The interior has been transformed with fresh paint, new stainless steel appliances, gorgeous new hardwood flooring, and beautifully appointed bathrooms-move in and relax! A unique highlight

  

  Betsy Anderson

  William Pitt Sotheby's Int'l

  (860) 891-2728

  2113 Cromwell Hills Dr, Cromwell, CT 06416
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  /29

  $579,000 Open Sat 10:30AM - 12:30PM

  • 5 Beds
  • 3.5 Baths
  • 2,970 Sq Ft

  14 Kenilworth Dr, Killingworth, CT 06419

  Spacious Raised Ranch on 4.4 Acres with In-Law set up. Oversized Garage Loft! Welcome to your private retreat! Nestled on 4.4 scenic acres, this impressive raised ranch offers flexible living space perfect for multigenerational living, entertaining, or working from home. Step inside to discover a main home featuring bright, open-concept living, generous bedrooms, and a large kitchen with plenty

  

  Eric Bergers

  William Raveis Real Estate

  (860) 775-6542

  14 Kenilworth Dr, Killingworth, CT 06419
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  /37

  $649,900 Open Sat 12PM - 3PM

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

  49 Uncas Rd, Clinton, CT 06413

  Located just six houses from the beach in desirable Harbor View Association comes a property offering unlike anything available. Presenting 49 + 51 Uncas Road in Clinton, a truly rare coastal opportunity. This unique set up features two separate dwellings on one oversized lot, delivering flexibility, income potential, and beachside living all in one! The main residence offers two bedrooms and one

  

  Dylan Walter

  William Raveis Real Estate

  (860) 743-1021

  49 Uncas Rd, Clinton, CT 06413
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  /2

  $789,900 New Construction

  • 3 Beds
  • 2.5 Baths
  • 2,521 Sq Ft

  62 Cornwall St, Portland, CT 06480

  Come custom build the Home of your dreams. With a wide selection of plans, and possible Options and upgrades, this is something you do not want to wait for!

  

  Amy Rio

  Executive Real Estate Inc.

  (860) 943-4408

  62 Cornwall St, Portland, CT 06480
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  /19

  $369,000 Open Sat 11AM - 1PM

  • 3 Beds
  • 1.5 Baths
  • 1,441 Sq Ft

  30 High St, Higganum, CT 06441

  Perched on a verdant knoll and tucked away just outside of town center in a supremely strollable neighborhood, this striking antique home is ready for its next chapter! A gorgeous wraparound farmer's porch beckons you in to explore the versatile floorplan. With handsome hardwood floors and windows in all the right places, the main level is ideal for both entertaining and cozy nights at home. A

  Tommy Connors Redfin Corporation

  30 High St, Higganum, CT 06441
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  /40

  $899,000

  • 6 Beds
  • 3 Baths
  • 4,184 Sq Ft

  163 Main St, Deep River, CT 06417

  The walkability and quintessential New England charm of downtown Deep River is a big draw for buyers seeking a trophy property or a dream location for their small business. Built in 1850, this mixed-use gem has much to offer including two commercial tenants (Hally Jo's Corner Restaurant and the Anchor and Compass clothing store), three residential units on the second floor, and 1,200 square feet

  Connor Wenchell VC Property Group, LLC

  163 Main St, Deep River, CT 06417
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  /2

  $995,000

  • Land
  • 1.25 Acres
  • $796,000 per Acre

  1333A Boston Post Rd, Old Saybrook, CT 06475

  1.25 Acres in B4 Zone. Public water available, septic required. Traffic count 15,900. Within 1/2 mile of national tenants.

  Ron Lyman Lyman Real Estate

  1333A Boston Post Rd, Old Saybrook, CT 06475
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  /38

  $340,000

  • 4 Beds
  • 1 Bath
  • 1,756 Sq Ft

  30 Chestnut Hill Rd, Killingworth, CT 06419

  ** A Unique Opportunity at 30 Chestnut Hill Road, Killingworth** Step into a piece of history with this charming antique home, circa 1820-now available from a seasoned preservationist and architect with decades of experience restoring historic homes and barns. This property has already undergone critical structural repairs and has a watertight roof, setting the stage for the next phase of

  Nutan Pawar DreamHomes Realty LLC

  30 Chestnut Hill Rd, Killingworth, CT 06419
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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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  /20

  $340,000

  • 3 Beds
  • 1 Bath
  • 1,392 Sq Ft

  38 Old Middletown Ave, East Hampton, CT 06424

  Ranch on level lot, one floor living w partially finished basement. 1 car attached garage. Easy access to highways and shopping. This sale is as is (Estate Sale).

  Mark Reyher Reyher Real Estate

  38 Old Middletown Ave, East Hampton, CT 06424
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  /29

  $300,000

  • 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. This classic brick Colonial, built in 1900, has been thoughtfully updated while retaining its timeless character. Inside, you'll find bright living spaces, a well-appointed kitchen with updated appliances, and flexible rooms that adapt to your lifestyle-whether for entertaining,

  Jonathan Zuromski Real Broker CT, LLC

  23 Hotchkiss St, Middletown, CT 06457
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  /11

  $525,000

  • Land
  • 26.43 Acres
  • $19,864 per Acre

  0 Arbutus St Unit 24065180, Middletown, CT 06457

  **26+ Acres of Unique Land** These 3 parcels are found in a picturesque rural setting, the expansive 26+ acres provides a unique opportunity (previous site work completed years ago). The land is easily accessible providing convenient travel to RTs 9 and 17 and to nearby downtown Middletown. Surround yourself with stunning landscapes, including rolling hills, lush forests....this property is a

  Heather Kilbourn Cavanaugh & Company LLC

  0 Arbutus St Unit 24065180, Middletown, CT 06457
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  /2

  $539,000 New Construction

  • 3 Beds
  • 2 Baths
  • 1,800 Sq Ft

  15 Lakewood Rd, East Hampton, CT 06424

  Welcome to Lake Overlook Estates - where single-level luxury meets an unbeatable price point. This brand-new ranch-style home offers 1,800 sq. ft. of thoughtfully designed space with an open floor plan, high ceilings, and bright, modern living areas that make everyday life feel effortless. Featuring 3 spacious bedrooms, 2 full bathrooms, and a 2-car garage, this layout delivers comfort,

  Nikki Defrancesco Coldwell Banker Realty

  15 Lakewood Rd, East Hampton, CT 06424
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  /39

  $2,495,000

  • 5 Beds
  • 7.5 Baths
  • 7,405 Sq Ft

  134 River Rd, Essex, CT 06426

  Commanding one of the highest and most breathtaking viewpoints in Essex, Eagles Peak offers this custom-built Georgian Colonial where elevated Connecticut River and Long Island Sound views take center stage. Privately sited on 9.26 acres, this exceptional estate offers rare seclusion, architectural distinction, and extraordinary water views visible from many principal rooms. Encompassing

  Shawn Atkinson William Pitt Sotheby's Int'l

  134 River Rd, Essex, CT 06426
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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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  /4

  $69,900

  • Land
  • 0.3 Acre
  • $233,000 per Acre

  76 White Sands Rd, East Haddam, CT 06469

  YEAR ROUND approved building lot in serene lake community. Walk to private beach and boat launch making lakeside activities easily accessible. This lot is easy to develop and offers the posdibilty of a walk out basement for more usable space. Build your dream home here NOW!

  Alexis Devlin Coldwell Banker Realty

  76 White Sands Rd, East Haddam, CT 06469
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  /3

  $632,400 New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,200 Sq Ft

  602 Freya Ln, East Hampton, CT 06424

  Lake Overlook Estates an enclave of 12 homesites with stunning seasonal views of Lake Pocotopaug. Lot 4 - last home site available for Carma, LLC. Expanded Colonial I - this stately home offers a spacious and dramatic first floor with two story entry and double sided balcony overlook. The large kitchen is open to eating area and large great room. One will enjoy a mudroom, first floor office and

  Mark Toledo Berkshire Hathaway NE Prop.

  602 Freya Ln, East Hampton, CT 06424
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  /6

  $669,700 New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,500 Sq Ft

  2 Morgan Ln, East Haddam, CT 06423

  ANOTHER SPECTACULAR NEW CONSTRUCTION HOME by Morecon Homes! This stunning high end new construction home is already under construction. Home sits on a new road in a quiet cul-de sac. Situated on a picturesque private and quiet neighborhood. This home is awaiting for you to customize and add your finishing touches. This quality built Colonial provides an open two story foyer, 4 bedrooms including

  Salvatore Morello Vision Real Estate

  2 Morgan Ln, East Haddam, CT 06423
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  /26

  $2,195,000

  • 8 Baths
  • 12,155 Sq Ft

  31 N Main St, Essex, CT 06426

  Signature building in Essex Village. Originally the EE Dickinson corporate offices; grandfathered use in a residential zone. Reimagine this amazing space, water views, Essex Village, .78 acres of land, large footprint. Rare opportunity to own a cherished piece of Essex history

  Susan Malan William Pitt Sotheby's Int'l

  31 N Main St, Essex, CT 06426
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  /24

  $699,900

  • 4 Beds
  • 2 Baths
  • 2,400 Sq Ft

  204 Old Blue Hills Rd, Durham, CT 06422

  A mountain retreat of your very own! You enter by stepping up onto your covered wrap around porch. Just waiting for someone to enjoy after a long day at work or play. This log home has extra features throughout making this home very unique. Radiant geo-thermal heating,solar panels, two story fireplace, concrete floors that have added extra attention for beautification, copper kitchen sink,french

  Carol Kleeman William Raveis Real Estate

  204 Old Blue Hills Rd, Durham, CT 06422
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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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  /28

  $1,045,000

  • 2 Beds
  • 2 Baths
  • 1,952 Sq Ft

  24 Seabreeze Rd, Old Saybrook, CT 06475

  Nestled in the prestigious Cornfield Point Beach Association neighborhood, this upgraded ranch offers one-level living at its finest with ocean views! With upgrades and improvements including new flooring, active solar, Thermopane windows, Vinyl Siding, central air, a huge bonus room you can convert to a third bedroom, this home provides comfort and style. A spacious open plan living room

  Brian Beaulieu KW Legacy Partners

  24 Seabreeze Rd, Old Saybrook, CT 06475
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  /30

  $515,000

  • 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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  /25

  $449,000

  • 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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  /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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  /16

  $114,900

  • Land
  • 2.36 Acres
  • $48,686 per Acre

  91-A Flatbrook Rd, East Hampton, CT 06424

  This beautiful lot offers a blank canvas for your dream home. Imagine a design that harmonizes with the natural surroundings, whether it's a modern masterpiece with clean lines and expansive windows showcasing stunning views, or a cozy farmhouse with a wraparound porch inviting you to relax and enjoy the outdoors. The lot's size allows for ample space for a home that meets your needs and desires.

  Kelvin Wilson Berkshire Hathaway NE Prop.

  91-A Flatbrook Rd, East Hampton, CT 06424
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  /35

  $289,900

  • 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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  /27

  $225,000

  • 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

Showing Results 1 - 40, Page 1 of 6