Middlesex County CT Homes for Sale

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  /38

  $429,900

  $20K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 1,114 Sq Ft

  58 Union St, Deep River, CT 06417

  Welcome to 58 Union Street in the heart of charming Deep River! Just moments from the vibrant downtown, this beautifully updated home offers the perfect blend of character, comfort, and modern efficiency. Inside, you'll find hardwood floors, timeless architectural charm, and a thoughtfully renovated interior featuring a remodeled kitchen with all-new stainless-steel appliances, an updated

  Gigi Giordano Taylor Compass Connecticut, LLC

  58 Union St, Deep River, CT 06417
• 

  

  /2

  $299,000

  $46K PRICE DROP

  • Land
  • 10,890 Sq Ft
  • $1,196,000 per Acre

  0 E Main St, Clinton, CT 06413

  Great location with frontage on busy East Main St... preliminary plans for possible 4,000 sf commercial building with possible residential units on 2nd floor...In Historic Village..(not Historic District).next to 32 unit condo subdivision development being built, in front of 13 condo units and adjacent to Credit Union.. This lot is in front of Lantern Court Condos..there are 13 total units..12

  Gary Damato Press/Cuozzo Realtors

  0 E Main St, Clinton, CT 06413
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  /40

  $829,000

  • 4 Beds
  • 6 Baths
  • 7,309 Sq Ft

  33 Deep River Rd, Centerbrook, CT 06409

  Incredible investment opportunity. Mixed use/flex space including two existing apartments. Historic building that has had multiple uses including an antique book store and once a brush factory. Many updates in recent years with a variety of potential uses. Level .74 acre lot, gravel parking lot, great visibility and signage. There are two apartments and multiple office/flex spaces. The property

  Susan Malan William Pitt Sotheby's Int'l

  33 Deep River Rd, Centerbrook, CT 06409
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  /7

  $115,000

  • Land
  • 2.29 Acres
  • $50,218 per Acre

  428-LOT Plains Rd, Haddam, CT 06438

  2+ acre residential building lot on a beautiful winding country road. Just down the road from the CT river and Haddam Meadows State Park and Boat launch, and easy access to Rt 9. Set amongst fine homes, yet wooded and private. Needs perc/pit tests and final approvals. Build your dream home!

  Siobhan McLaughlin William Raveis Real Estate

  428-LOT Plains Rd, Haddam, CT 06438
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  /12

  $375,000

  • 3 Beds
  • 1.5 Baths
  • 1,170 Sq Ft

  20 Hicksville Rd, Cromwell, CT 06416

  Move right into this beautifully renovated home nestled on just under an acre of land in one of Cromwell's most desirable neighborhoods. Offering the perfect blend of modern updates and timeless charm, this turnkey property is ready for you to unpack and begin enjoying its peaceful setting. Inside, you'll find a brand-new kitchen featuring contemporary finishes, beautifully updated bathrooms, and

  Santo Gulino William Raveis Real Estate

  20 Hicksville Rd, Cromwell, CT 06416
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  /11

  $259,900

  • Land
  • 2.66 Acres
  • $97,707 per Acre

  262 Connecticut 81, Killingworth, CT 06419

  Discover the perfect setting to build your dream home on this exceptional 2.66-acre parcel, ideally situated for both privacy and convenience. Tucked away from the road, this lot offers complete seclusion while being just minutes from local amenities and attractions, this property is truly turnkey for those looking to design and construct a custom residence. Over $100,000 has already been

  Gene Pica RE/MAX Alliance

  262 Connecticut 81, Killingworth, CT 06419
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  /38

  $389,000

  • 3 Beds
  • 2 Baths
  • 1,440 Sq Ft

  7 Sequonia Trail, East Hampton, CT 06424

  Welcome to 7 Sequonia Trail - a charming, meticulously maintained, tastefully updated 1,440-square-foot home offering 3-4 bedrooms, 2 full bathrooms, flexible living space, and an exceptional, tranquil backyard in the sought-after area of Pocotopaug Lake. The first floor has been beautifully redesigned, featuring a coveted open-concept layout with a new eat-in kitchen boasting quartz counters,

  Ali White Coldwell Banker Realty

  7 Sequonia Trail, East Hampton, CT 06424
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  /10

  $299,000

  • 2 Beds
  • 1 Bath
  • 732 Sq Ft

  11 Jobs Gate 1, Portland, CT 06480

  Must see this beautiful peaceful waterfront home. This charming year-round home offers 2 bedrooms, 1 full bath, a cozy living room, and a kitchen overlooking the sparkling lake, creating the perfect setting to relax and unwind. Enjoy swimming, kayaking, and fishing right from your backyard while taking in the tranquil water views and natural surroundings. This home offer a New Roof, new water

  Roseanne Scacca Dan Combs Real Estate

  11 Jobs Gate 1, Portland, CT 06480
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  /40

  $5,775,000

  • 4 Beds
  • 3.5 Baths
  • 9,852 Sq Ft

  89 River Rd, East Haddam, CT 06423

  Where Architectural Inspiration Meets the Majesty of the Connecticut River. Perched majestically on 15.22 acres along the eastern bank of the Connecticut River, 89 River Road offers a rare convergence of architectural pedigree, natural beauty, privacy, and fully realized lifestyle design. Designed, owned, and meticulously crafted by one of America's leading architects, this 12,836-square-foot,

  Colette Harron William Pitt Sotheby's Int'l

  89 River Rd, East Haddam, CT 06423
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  /35

  $1,250,000

  New Construction

  • 4 Beds
  • 3.5 Baths
  • 3,528 Sq Ft

  9 Silver Springs Dr, Higganum, CT 06441

  Modern farmhouse character, flexible living space, and beautiful ridgeline views come together in The Ridgeview, a thoughtfully designed, to-be-built home in the highly desirable Chatham Lake neighborhood. Set among established upscale homes on spacious lots, this elevated property offers a peaceful natural setting with scenic views and a wonderful sense of privacy and openness. The exterior

  Rob Paskiewicz CT Home Pro, LLC

  9 Silver Springs Dr, Higganum, CT 06441
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  /39

  $1,495,000

  $205K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,809 Sq Ft

  104 Knollwood Dr, Old Saybrook, CT 06475

  True tranquility awaits at this waterfront oasis! Unparalleled water views from every vantage point! Privately set on a generous 0.37-acre lot, this 3-bedroom home provides direct water access- perfect for kayaking out to Long Island Sound right from your backyard. Inside, the home blends charm and character with thoughtful updates. Its architectural lines evoke a Normandy chalet vibe, while the

  Karen Lee Coldwell Banker Realty

  104 Knollwood Dr, Old Saybrook, CT 06475
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  /33

  $749,900

  • 3 Beds
  • 1 Bath
  • 960 Sq Ft

  17 Barnes Rd, Old Saybrook, CT 06475

  Great Hammock LIS beachfront seasonal cottage! Simply charming and in excellent condition, your beach vacation home awaits! Private sandy beach plus association beach if you so choose, use your own walkway/dock or access the association's ramp and dock facilities. Vaulted ceilings throughout with hardwood or laminate floors, fireplace, and charming nautical accents. Can be sold furnished. The

  Lynn Lehrman Re/Max Valley Shore

  17 Barnes Rd, Old Saybrook, CT 06475
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  /15

  $995,000

  • Land
  • 1.02 Acres
  • $975,490 per Acre

  41B River Rd, Essex, CT 06426

  Extremely rare! Peaceful, tranquil waterfront lot available. This special location is on Falls River Cove with a shared dock and consists of 1+ acres ready for new construction. View restrictions in place. Please see declaration of restrictions, covenants and easements in the attached. The lot is not visible from the road; shown by appointment only.

  Susan Malan William Pitt Sotheby's Int'l

  41B River Rd, Essex, CT 06426
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  /38

  $720,000

  • 3 Beds
  • 2.5 Baths
  • 2,486 Sq Ft

  35 Chapman Mill Pond Rd, Westbrook, CT 06498

  Welcome to 35 Chapman Mill Pond Road - where peaceful waterfront living meets the best of the Connecticut shoreline lifestyle. Nestled on a private setting along the beautiful, gently flowing Menunketesuck River. This lovingly maintained three-bedroom, 21/2-bath home offers a rare opportunity to enjoy tranquility, nature and privacy in a picturesque water front setting. The light-filled main

  Jackie Lyman Lyman Real Estate

  35 Chapman Mill Pond Rd, Westbrook, CT 06498
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  /40

  $1,099,000

  $100K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 1,960 Sq Ft

  17 College St, Old Saybrook, CT 06475

  Discover the perfect blend of comfort, style, and convenience in this beautifully remodeled home. Tucked in a prime location just minutes from fine dining, shopping, the golf course, and the train station, this property offers unparalleled access to everything you need. Walking along the shore to Saybrook Point Inn and Saybrook Lighthouse. Step into the heart of the home: a chef's kitchen with

  Deborah Pach Compass Connecticut, LLC

  17 College St, Old Saybrook, CT 06475
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  /39

  $1,550,000

  $50K PRICE DROP

  • 4 Beds
  • 5 Baths
  • 4,070 Sq Ft

  77 Main St, East Haddam, CT 06423

  Perched over the CT River on one of the largest lots on Main, the David Watrous House offers water views from each room. This 1850 architectural treasure offers over 4,000 square feet of living space, plus an additional 1,500+ square foot walkout lower level. A detached oversized 3-bay post-and-beam carriage house offers exceptional workshop/studio space, stained glass windows and crowned by a

  Sacha Armstrong William Pitt Sotheby's International Realty

  77 Main St, East Haddam, CT 06423
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  /19

  $699,000

  • 4 Beds
  • 2.5 Baths
  • 2,430 Sq Ft

  76-r Ivy Way, Durham, CT 06422

  Tucked away at the very end of a private road in picturesque Durham, this exceptional Colonial offers the rare combination of privacy, space, and a setting that feels like your own personal retreat. Surrounded by mature trees, the backyard is designed for gathering and relaxing with a stunning newer in-ground pool, expansive patio, and inviting covered front porch where you can enjoy the peaceful

  Debbie Huscher Real Broker CT, LLC

  76-r Ivy Way, Durham, CT 06422
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  /2

  $175,000

  $25K PRICE DROP

  • Land
  • 10.4 Acres
  • $16,827 per Acre

  0 Kelseytown Bridge Rd, Clinton, CT 06413

  Build your dream home on this exceptional, expansive lot located in the highly desirable Kelseytown neighborhood of Clinton. Spanning a generous 10.4 picturesque acres, this beautiful parcel offers the ultimate canvas for a private estate, a sprawling ranch, or a custom multi-generational retreat. Enjoy a serene, nature-filled escape surrounded by peaceful woodlands while remaining just minutes

  Maria Phillips William Raveis Real Estate

  0 Kelseytown Bridge Rd, Clinton, CT 06413
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  /12

  $124,900

  • Land
  • 2.8 Acres
  • $44,607 per Acre

  432 Cox Rd Unit 3, 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

  432 Cox Rd Unit 3, Portland, CT 06480
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  /28

  $1,625,000

  $70K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 2,178 Sq Ft

  11 Cambridge Ct E, Old Saybrook, CT 06475

  SHORELINE RETREAT - OLD SAYBROOK. Tucked away at the end of a quiet cul-de-sac with sweeping salt marsh and water views, this gracefully updated coastal haven offers exceptional privacy, natural beauty, and resort-style outdoor living in the heart of Old Saybrook. Set on a 1.6-acre lot and filled with natural light, the home features panoramic windows, open living and dining spaces, refinished

  Linda Coyle William Raveis Real Estate

  11 Cambridge Ct E, Old Saybrook, CT 06475
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  /2

  $300,000

  • Land
  • 29.67 Acres
  • $10,111 per Acre

  0 Norwich Salem Rd, East Haddam, CT 06423

  This is a rare opportunity in the midst of Connecticut's current housing shortage. The property is adjacent to the Fox Hopyard Golf Club. With convenient access to Route 2 and Route 9, reaching major highways is easy.

  James Childs William Pitt Sotheby's Int'l

  0 Norwich Salem Rd, East Haddam, CT 06423
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  /37

  $895,000

  $100K PRICE INCREASE

  • 3 Baths
  • 4,544 Sq Ft

  3 Essex Square, Essex, CT 06426

  A rare and unparalleled opportunity to acquire an iconic c.1900 property set atop a gentle rise at the head of Main Street in historic Essex Village. This substantial, professionally maintained building is comprised of two legal condominium units, and offers unmatched flexibility with its APPROVED MIXED RETAIL/OFFICE/RESIDENTIAL USE status. Potential to create your own custom Essex village

  Rick Weiner William Pitt Sotheby's Int'l

  3 Essex Square, Essex, CT 06426
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  /40

  $530,000

  Open Sun 11AM - 1PM

  • 2 Beds
  • 2 Baths
  • 2,176 Sq Ft

  64 Jobs Gate 2, Portland, CT 06480

  Welcome to 64 Jobs Gate 2, a custom-built Contemporary Colonial offering waterfront living at its finest on crystal-clear Jobs Pond. Enjoy water views from every room, a private beach, and your own floating dock-perfect for swimming, kayaking, fishing, or simply relaxing by the water. The home features three fireplaces, recessed lighting throughout, solid oak finishes, custom kitchen cabinetry,

  Linda Byrne Century 21 AllPoints Realty

  64 Jobs Gate 2, Portland, CT 06480
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  /40

  $7,889,000

  • 3 Beds
  • 5 Baths
  • 4,664 Sq Ft

  175 River Rd, Essex, CT 06426

  Set along one of Essex's most coveted stretches of River Road, this exceptional waterfront estate offers a rare blend of understated elegance, privacy, and Connecticut River waterfront. Privately sited on nearly three acres, the property enjoys a serene, tucked-away feel while remaining just minutes from the heart of Essex Village. Custom-built and thoughtfully designed by its original owner, the

  Susan Malan William Pitt Sotheby's Int'l

  175 River Rd, Essex, CT 06426
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  /33

  $499,900

  • 3 Beds
  • 1.5 Baths
  • 1,860 Sq Ft

  18 Partridge Ln, Essex, CT 06426

  Set on a peaceful cul-de-sac, this inviting 3-bedroom home offers 1,860 square feet of living space, hardwood floors, and a flexible, open layout. The main level features a spacious kitchen that flows seamlessly into the dining area and living room, creating a bright and connected space for everyday living and entertaining. The living room features a gas fireplace with built-ins, adding warmth

  Mikell Foggitt Margaret Bennett Realty

  18 Partridge Ln, Essex, CT 06426
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  /33

  $750,000

  $100K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,760 Sq Ft

  25 Uncas Trail, Old Saybrook, CT 06475

  Welcome to the desirable Indiantown Beach community, where endless possibilities await. This well-loved home offers a spacious floor plan featuring a bright sunroom, generous family room with a floor-to-ceiling gas fireplace and built-ins, and a large primary suite with its full bath and own private deck. Ready for cosmetic updates, this home presents an excellent opportunity to create your dream

  Sharon Linder Berkshire Hathaway NE Prop.

  25 Uncas Trail, Old Saybrook, CT 06475
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  /34

  $489,900

  • 3 Beds
  • 2 Baths
  • 1,500 Sq Ft

  106 Glenwood Rd, Clinton, CT 06413

  Turn-key perfection! Completely renovated from top to bottom. This stunning ranch-style home offers the perfect blend of modern updates and coastal charm. Showcasing quality craftsmanship throughout, this spacious 3 bedroom 2 full-bath home features a bright open floor plan designed for today's lifestyle. The designer kitchen is highlighted by a stunning waterfall-edge quartz island creating a

  Jamie Maccarone Coldwell Banker Realty

  106 Glenwood Rd, Clinton, CT 06413
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  /36

  $319,900

  • 3 Beds
  • 1 Bath
  • 1,092 Sq Ft

  30 Barbara Ave, East Hampton, CT 06424

  Nestled in the highly desirable Lake Pocotopaug neighborhood, this charming Cape-style home offers the perfect blend of modern updates and lakeside living-all just a short stroll from the water. Thoughtfully and completely refurbished, this move-in-ready home features two well-sized bedrooms on the second floor and a ground level bedroom as well, and a bright, inviting interior designed for

  Ryan Newport Social & Co Realty

  30 Barbara Ave, East Hampton, CT 06424
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  /2

  $100,000

  • Land
  • 8.18 Acres
  • $12,225 per Acre

  0 Bell St Unit 24149149, Middletown, CT 06457

  This scenic and beautiful lot has a stream running through it. The location is spectacular on this very quiet street located minutes to interstate 91 makes travel super easy. No test have been done.

  Nancy Newman LPT Realty

  0 Bell St Unit 24149149, Middletown, CT 06457
• 

  

  /40

  $369,900

  • 4 Beds
  • 1 Bath
  • 1,958 Sq Ft

  171 Smith St, Middletown, CT 06457

  Welcome Home!! Hurry, There's still time to swim in your pool and enjoy the labor day celebrations in your new home! This adorable Cape boasts 4 bedrooms, an Open Layout, Fully Finished Basement, and an Enchanting private, flat fenced yard with a pool, Magnificent Weeping Willow tree, Firepit, and Gazebo. The Main level welcomes a friendly open layout connecting the open kitchen to the living

  Andrea Hanrahan SalCal Real Estate Connections

  171 Smith St, Middletown, CT 06457
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  /40

  $6,600,000

  • 6 Beds
  • 4 Baths
  • 5,739 Sq Ft

  11 River Edge Rd, Old Saybrook, CT 06475

  Riverside Elegance Meets Neoclassical Grandeur: Experience the pinnacle of waterfront living in this breathtaking Grecian Colonial estate, perfectly situated on 3.43 pristine acres overlooking the majestic Connecticut River. Spanning an impressive 7,239 square feet, including 1,500 finished square feet on the lower level including an ensuite bedroom and recreational room with French doors opening

  Colette Harron William Pitt Sotheby's Int'l

  11 River Edge Rd, Old Saybrook, CT 06475
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  /39

  $850,000

  Open Sat 12PM - 2PM

  • 4 Beds
  • 2.5 Baths
  • 2,756 Sq Ft

  78 Meadow Woods Rd, Deep River, CT 06417

  An oasis of privacy, peace and elegance awaits you here at one of Deep River's most desirable locations. Spring and summer song birds serenade you from the refurbished deck nestled among mature trees covering 3.21 acres of gently sloping land. As you enter through colorful gardens professionally landscaped for minimal maintenance, you'll be greeted by rich Brazilian Cherry hardwood floors that

  Gerard Sullivan Coldwell Banker Realty

  78 Meadow Woods Rd, Deep River, CT 06417
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  /40

  $675,000

  • 3 Beds
  • 2.5 Baths
  • 1,711 Sq Ft

  170 Dennison Rd, Westbrook, CT 06498

  Escape to your own private 3-acre compound offering endless possibilities! This charming 3-bedroom, 2-bath Cape Cod is nestled in a serene setting surrounded by nature. The bright, open floor plan features an updated kitchen with granite countertops, stainless steel appliances, and flows into a cozy dining area and den with heated hardwood floors. The main level also offers a spacious bedroom,

  Erin Connelly Coldwell Banker Realty

  170 Dennison Rd, Westbrook, CT 06498
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  /22

  $150,000

  • 2 Beds
  • 1 Bath
  • 924 Sq Ft

  1 Russell St Unit 22, Middletown, CT 06457

  Super investment or owner occupancy in this spacious 2 bedroom, 1 full bath condo that exudes charm and character in the old mill building. Located on the 3rd floor, this unit offers privacy and tranquility. The floor plan allows for a private dining experience, a well equipped kitchen, and parquet wood flooring throughout the living areas with fresh carpet to the bedroom level. The bedrooms are

  Kadji Anderson Berkshire Hathaway NE Prop.

  1 Russell St Unit 22, Middletown, CT 06457
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  /28

  $496,900

  • 3 Beds
  • 2 Baths
  • 2,103 Sq Ft

  11 Castle View Dr, Chester, CT 06412

  Offered for sale for the very first time, this lovingly cared-for home is a rare opportunity in the welcoming Castle View Drive neighborhood, just moments from Chester Center. While the manicured lawn, mature gardens, and meticulous exterior maintenance create an excellent first impression, this home is much larger than it appears from the front elevation. Step inside and discover a spacious

  Cortney Emshwiller-Swokla Coldwell Banker Realty

  11 Castle View Dr, Chester, CT 06412
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  /10

  $375,000

  • Land
  • 31.29 Acres
  • $11,985 per Acre

  253 Clark Hill Rd, East Haddam, CT 06423

  Large lovely parcel in newly established neighborhood. Lots of privacy available on this parcel. Only one single family home will be allowed. Outbuildings OK. No further subdivision of this parcel will be allowed by the owner. Showings by appointment only. Shared driveway with neighbor. Underground utilities. in 2021 the New York Times named East Haddam one of its 52 places to love! The town of

  Richard Greene Coldwell Banker Realty

  253 Clark Hill Rd, East Haddam, CT 06423
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  /38

  $899,000

  $31K PRICE DROP

  • 5 Beds
  • 3.5 Baths
  • 3,816 Sq Ft

  29 Buell Hill Rd, Killingworth, CT 06419

  Looking for a home with heart and soul? One that has been lovingly maintained and thoughtfully updated? This gracious 3,800 sqft Colonial sits proudly on a beautiful lot in one of Killingworth's most desirable neighborhoods. At the heart of the home is a beautifully appointed cook's kitchen that opens seamlessly to a sun-drenched family room, where expansive windows frame views of the private

  Phoebe Schreiner William Pitt Sotheby's Int'l

  29 Buell Hill Rd, Killingworth, CT 06419
• 

  

  /13

  $499,900

  • 4 Beds
  • 3.5 Baths
  • 4,390 Sq Ft

  57 Summer St, Portland, CT 06480

  Set on a generous 1.2-acre lot in Portland, this expansive ranch offers an incredible amount of space and potential for someone ready to bring their vision to life. With over 4,300 square feet of living space, the home features 10 rooms including 4 bedrooms and 3 full baths plus a half bath, providing plenty of room for extended living, hobbies, or multi-generational needs. The layout offers the

  Carl Guild Carl Guild & Associates

  57 Summer St, Portland, CT 06480
• 

  

  /34

  $1,295,000

  • 4 Beds
  • 3.5 Baths
  • 2,656 Sq Ft

  1409 Millbrook Rd, Middletown, CT 06457

  Nestled on an extraordinary 39-acre estate with breathtaking panoramic views, this stunning custom log home offers the perfect blend of rustic elegance, modern comfort, and exceptional investment potential. Originally built in 2005 with an addition completed in 2014, the home features 4 bedrooms and 3 full bathrooms. The interior showcases soaring cathedral ceilings, beautiful tile flooring,

  Barbara Puorro Puorro Realty Group

  1409 Millbrook Rd, Middletown, CT 06457
• 

  

  /7

  $189,900

  • Land
  • 12.27 Acres
  • $15,477 per Acre

  184 Cox Rd, Portland, CT 06480

  Absolutely top-tier parcel of Land offering over 12 acres of exceptional privacy, natural beauty, and serene surroundings. Accessed at the top of your very own private road (Molly Lane), this remarkable lot sits high with lots of potential with many level areas to build- ideal for creating a truly special custom estate. This is not an ordinary piece of land; it represents a rare opportunity to

  Anna Zastem Macchio William Raveis Real Estate

  184 Cox Rd, Portland, CT 06480

Showing Results 121 - 160, Page 4 of 10