Middlesex County CT Homes for Sale

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  /13

  $2,800,000

  • 15 Beds
  • 7.5 Baths
  • 10,623 Sq Ft

  153 Wallingford Rd, Durham, CT 06422

  This unique farm complex is comprised of an equestrian area for 40 horses +, 5 residential houses and more. It has been in operation for over 100 years and is ready for new multi-generation owners to take the reins or for a progressive investor. There is nearly 280 acres of outstanding land, a pond, pastureland, rolling hills, stalls for 40+ horses and much more. There is, also, an outstanding

  Gary Dobratz Century 21 AllPoints Realty

  153 Wallingford Rd, Durham, CT 06422
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  /38

  $3,150,000

  • 4 Beds
  • 6 Baths
  • 4,926 Sq Ft

  288 Middlesex Ave, Chester, CT 06412

  Set along a coveted stretch of the Connecticut River, this stunning, turnkey waterfront compound offers a rare convergence of privacy, protected views, and deep water access-just over one mile from the heart of Chester Village. Encompassing 2.65 acres with 285 feet of direct river frontage, the property unfolds as a true waterfront retreat. Manicured grounds lead seamlessly from the residence and

  Nancy Mesham Coldwell Banker Realty

  288 Middlesex Ave, Chester, CT 06412
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  /36

  $475,000

  Open Sun 11AM - 1PM

  • 3 Beds
  • 2.5 Baths
  • 2,733 Sq Ft

  15 Spice Hill Dr, East Hampton, CT 06424

  Welcome to 15 Spice Hill Drive, a bright and beautifully updated Colonial/Contemporary home set in a desirable East Hampton neighborhood. This spacious 3 bedroom, 2.5 bath home offers 2,734 total square feet of living space with an inviting layout, great natural light, and thoughtful updates throughout. The main level features hardwood floors, a remodeled kitchen with granite counters, stainless

  Scott Sasinouski KW Legacy Partners

  15 Spice Hill Dr, East Hampton, CT 06424
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  /21

  $699,900

  $25K PRICE DROP

  • 6 Beds
  • 3 Baths
  • 3,152 Sq Ft

  226 W High St, East Hampton, CT 06424

  Discover a rare and exceptional opportunity with this unique property featuring two homes on one lot-a spacious 1,726 sq ft single-family residence paired with a separate three-unit multi-family on a beautiful 2.32 Acre lot with stone walls! 4 car detached garage! Perfect for owner-occupants, investors, multigenerational living, or anyone seeking added income potential, this versatile setup

  Cathyann Schulte Countryside Realty

  226 W High St, East Hampton, CT 06424
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  /40

  $1,199,999

  • 9 Beds
  • 9 Baths
  • 4,982 Sq Ft

  209 Main St, Deep River, CT 06417

  Quintessential New England living in the heart of Deep River. This exceptional Antique home was masterfully expanded in 1987, seamlessly doubling its size while capturing the essence of a classic Colonial-offering the space, flow, and functionality for today's living. The home's design celebrates period-inspired architecture including custom-milled woodwork, wide-plank pumpkin pine floors, and

  Diane Devries William Pitt Sotheby's Int'l

  209 Main St, Deep River, CT 06417
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  /40

  $1,179,900

  $20K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 4,109 Sq Ft

  96 Ayers Point Rd, Old Saybrook, CT 06475

  $100k in recent improvements! Discover the serenity of Ayers Point in this spacious 3400 sq ft home with captivating views of the Connecticut River and surrounding marshland. Privately set with a beautiful inground pool and lush gardens, this retreat is perfect for those seeking a coastal lifestyle near boating and village charm. The home features both main and upper level primary suites,

  Joel Lucas Coldwell Banker Realty

  96 Ayers Point Rd, Old Saybrook, CT 06475
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  /2

  $750,000

  • Land
  • 7.5 Acres
  • $100,000 per Acre

  0 Middle St, Middletown, CT 06457

  7.5 Acres Commercial Industrial Land. Zoning: IOP (Industrial Office Park including office, warehouse, industrial & recreation. This parcel is going to be split off of a larger piece consisting of 28.96 acres. 8 acres of abutting residential land off Bell Street available for assemblage * Total Potential Assemblage: 41 acres * Immediate Access: Minutes to I-91 (Exit 20) Highly flexible IOP zoning

  Nancy Newman LPT Realty

  0 Middle St, Middletown, CT 06457
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  /36

  $550,000

  • 3 Beds
  • 2.5 Baths
  • 2,973 Sq Ft

  159 Cream Pot Rd, Durham, CT 06422

  Tucked along the quiet curve of Cream Pot Road, this one of a kind post and beam retreat unfolds across more than 3,000 square feet of living space, yet every inch feels intentionally warm and deeply personal. Sunlight pours through floor to ceiling windows that frame three private acres, turning the open living and dining spaces-complete with custom builtins-into a sanctuary that shifts with the

  Cortney Emshwiller-Swokla Coldwell Banker Realty

  159 Cream Pot Rd, Durham, CT 06422
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  /39

  $749,900

  $95K PRICE DROP

  • 4 Beds
  • 1.5 Baths
  • 2,070 Sq Ft

  110 Freeman Rd, Middletown, CT 06457

  VERY unique property. Use to be a goat farm. Contains 6 outbuildings consisting of a 3 bay open shed - perfect for storing just about anything, a 3 story red bank barn this barn is huge 3 levels inside - would be perfect for car storage, boats, trailers, jet skiis anything you need covered - you rent it out for storage, a 1 car detached heated garage with an office and a furnace with a separate

  Pam Rizy Berkshire Hathaway NE Prop.

  110 Freeman Rd, Middletown, CT 06457
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  /40

  $1,295,000

  • 3 Beds
  • 2 Baths
  • 2,904 Sq Ft

  26 Willard Ave, Old Saybrook, CT 06475

  Welcome to shoreline living at its finest in one of Old Saybrook's desirable beach communities, just minutes from the water, marinas, beaches, restaurants, and all that the Connecticut shoreline has to offer. This beautifully remodeled split-level ranch combines modern updates, flexible living space, and an exceptional outdoor setting. Step inside to an inviting open-concept floor plan filled

  Gigi Giordano Taylor Compass Connecticut, LLC

  26 Willard Ave, Old Saybrook, CT 06475
• 

  

  /40

  $1,275,000

  • 3 Beds
  • 3.5 Baths
  • 1,603 Sq Ft

  48 Groveway, Clinton, CT 06413

  Welcome to 48 Groveway, a year-round coastal sanctuary directly across from Long Island Sound, the Grove Beach area of Clinton where every season brings something worth staying for. Just a short stroll brings you to the beach, and from inside, tranquil views of Long Island Sound and ever-changing marsh landscapes make it easy to simply exhale. This is a home that invites you to slow down, whether

  Jackie Lyman Lyman Real Estate

  48 Groveway, Clinton, CT 06413
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  /17

  $184,609

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

  2324 Cromwell Hills Dr Unit 2324, Cromwell, CT 06416

  Welcome to 2324 Cromwell Hills Drive in desirable Cromwell, Connecticut! This beautifully updated 2-bedroom condominium offers 1,057 square feet of comfortable and convenient living space. Featuring 1 full bath and 1 half bath, this move-in ready home combines modern updates with low-maintenance living. The updated kitchen is equipped with stainless steel appliances and flows seamlessly into the

  Keith Murphy Innovative Properties

  2324 Cromwell Hills Dr Unit 2324, Cromwell, CT 06416
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  /4

  $747,900

  New Construction

  • 3 Beds
  • 2 Baths
  • 2,046 Sq Ft

  507 Freya Ln, East Hampton, CT 06424

  The awaited Phase II is now available for Lake Overlook Estates. 2 beautiful homesites with views of Lake Pocotopaug. Lot 16 is 1.22 acres and Lot 20 is 2.21 acres. The Charlestown. Attention Ranch lovers - look no further! There are not enough descriptive words to describe this amazing home. From the quaint covered front porch to the peaks and gables that offers a true architectural splendor

  Mark Toledo Berkshire Hathaway NE Prop.

  507 Freya Ln, East Hampton, CT 06424
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  /39

  $1,350,000

  $151K PRICE INCREASE

  • 4 Beds
  • 3.5 Baths
  • 2,040 Sq Ft

  6 Fencove Ct, Old Saybrook, CT 06475

  Coastal living at its best in the desirable Fenwood District and Fenwood Beach Association! As a member, enjoy access to Fenwood Beach with panoramic views, sandy beach, and a picnic area.This move-in ready, updated home offers over 2,000 sq ft of thoughtfully designed living space, featuring 4 bedrooms, 3.5 baths, 2-car garage, central a/c, all nestled on a peaceful cul-de-sac with water views

  Laura Frisch Coldwell Banker Realty

  6 Fencove Ct, Old Saybrook, CT 06475
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  /28

  $595,000

  Coming Soon

  • 5 Beds
  • 4 Baths
  • 3,044 Sq Ft

  43-45 High St, Clinton, CT 06413

  Multi Family on High Street. Four units all occupied by tenants. Off Street Parking, paved parking area. Nice flat yard. One of the units has been completely renovated.

  Sandra Ciarleglio William Raveis Real Estate

  43-45 High St, Clinton, CT 06413
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  /2

  $279,900

  • Land
  • 20,037 Sq Ft
  • $608,478 per Acre

  8 Cortland Way, Cromwell, CT 06416

  Last lot available in new subdivision of beautiful custom built homes! 8 lot subdivision located off of Woodside Road in Cromwell. Lot is .46 acres in size; is easy to work with and sewer and water are on site! Lot has all the topsoil you will need and then some. Bring your builder, bring your dream home plans and make it a dream come true! Don't wait, there's nothing else out there like this - a

  Jennifer Hussey Century 21 Clemens Group

  8 Cortland Way, Cromwell, CT 06416
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  /40

  $745,000

  • 3 Beds
  • 2.5 Baths
  • 1,604 Sq Ft

  29 Old Post Rd, Old Saybrook, CT 06475

  Welcome to Crow's Nest, where classic New England country living meets direct waterfront luxury on the scenic Oyster River. Steeped in history, this enchanting historic farmhouse Circa 1850, is perfectly positioned along the west banks of the Oyster River, offering breathtaking water views from almost every single room. The character-rich interior features 3 bedrooms & 2.5 baths, offering cozy,

  Michael Barnes Silver and Oak Realty

  29 Old Post Rd, Old Saybrook, CT 06475
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  /40

  $749,900

  • 4 Beds
  • 2 Baths
  • 2,505 Sq Ft

  88 Powder Hill Rd, Middlefield, CT 06455

  Nestled in the heart of scenic Middlefield, this distinctive and beautifully maintained 4 bedroom 2.5 bathroom property offers a rare blend of classic New England character and modern flexibility. Inside on the first floor, an open-concept kitchen and dining area invite gathering and entertaining, seamlessly flowing into a sunroom-style flex space with room to grow-ideal for a home office,

  Gary Marino William Raveis Real Estate

  88 Powder Hill Rd, Middlefield, CT 06455
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  /27

  $1,275,000

  $75K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 2,475 Sq Ft

  6 Leeway Dr, Westbrook, CT 06498

  1st floor has open floor plan with huge deck off the living room capturing summer's prevailing south westerly breezes. Cozy electric fireplace in living room separates it from chic kitchen with island and separate it from the dining area and includes a small den/sun room which opens to full length deck with a retractable awning. Beautiful sunsets are viewed over boats in the Marina. Also on the

  Salome Kirkutis SKS Realty

  6 Leeway Dr, Westbrook, CT 06498
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  /40

  $2,350,000

  • 3 Beds
  • 2.5 Baths
  • 3,700 Sq Ft

  18 Birch Mill Rd, Killingworth, CT 06419

  The Well Maiden Estate is an architecturally significant waterfront estate where cascading waterfalls, winding streams, and Kroopa Pond converge across 3.5 private acres to create one of Connecticut's most extraordinary residential settings. Positioned between New York City and Boston and minutes from the Connecticut shoreline, this private luxury retreat offers a rare opportunity to own a legacy

  Jennifer Gurnell William Raveis Real Estate

  18 Birch Mill Rd, Killingworth, CT 06419
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  /40

  $549,000

  $20K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,357 Sq Ft

  19 Moodus Leesville Rd, Moodus, CT 06469

  Tucked into a gently rolling landscape surrounded by natural beauty, this one-of-a-kind Wonderlust property offers an extraordinary blend of charm, privacy & income potential. Designed to inspire peaceful, alfresco living & reconnect you w/ your inner child, the setting feels both whimsical & refined. The main residence features a thoughtfully designed layout w/ 2 bedroom's, a cozy living rm & an

  Jodi Miller Lisitano Eagle Eye Realty PLLC

  19 Moodus Leesville Rd, Moodus, CT 06469
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  /39

  $2,600,000

  $200K PRICE DROP

  • 5 Beds
  • 5.5 Baths
  • 5,234 Sq Ft

  88 Main St, Ivoryton, CT 06442

  Two hours from New York City. Two hours from Boston. A world away from both. Privacy is the ultimate luxury. This masterfully re-imagined 5,234 sq. ft. compound located in historic Ivoryton, a village within the town of Essex, sits behind newly established hedges on nearly two flat, manicured acres - completely turn-key, completely private. The grounds are designed for outdoor living. A 20 X 40

  Kirsten Adams William Pitt Sotheby's Int'l

  88 Main St, Ivoryton, CT 06442
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  /33

  $349,000

  • 3 Beds
  • 1 Bath
  • 1,172 Sq Ft

  513 Essex Rd, Westbrook, CT 06498

  This 3-bedroom, 1-bath, 1-car garage ranch offers a full walk-out basement, 1,172 square feet of living space on a generous 0.52-acre lot. This property is ideal for first-time homebuyers, downsizers, or investors seeking a solid shoreline community home. sold as is. Subject to probate and lien holder approvalj

  Claude Cousins Berkshire Hathaway NE Prop.

  513 Essex Rd, Westbrook, CT 06498
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  /31

  $369,000

  $20K PRICE DROP

  • Land
  • 31.6 Acres
  • $11,677 per Acre

  47 Stagecoach Run Dr, Haddam, CT 06424

  Welcome to one of Connecticut's hidden gems. This beautiful south-facing homesite consists of 32 acres of mixed hardwoods, hemlocks, mountain laurel, streams, and established trails. Bordering approximately 7,000 acres of state forest, the property offers exceptional access to outdoor recreation including hiking, horseback riding, mountain biking, fishing, and more. One boundary is formed by

  Carter Briggs Coldwell Banker Realty

  47 Stagecoach Run Dr, Haddam, CT 06424
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  /15

  $129,900

  $30K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 672 Sq Ft

  44 Linden Ave N, Westbrook, CT 06498

  Welcome to easy coastal living in the highly desirable 55+ beach community in Westbrook, CT. This charming 2-bedroom, 1 full bathroom mobile home offers the perfect opportunity to enjoy a relaxed shoreline lifestyle just steps from the water. Inside, you'll find a bright and inviting living space with a functional layout that makes the most of every square foot. The home features new appliances,

  Tyler Amann Social & Co Realty

  44 Linden Ave N, Westbrook, CT 06498
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  /17

  $325,000

  $20K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 1,075 Sq Ft

  175 Newfield St, Middletown, CT 06457

  It has style, it has grace, it has a new roof (3 years old) - you will absolutely love this place!! THIS is the cape you've been waiting for! Ideal floorplan - the primary bedroom on the first floor faces the backyard; the relaxing living room has a wood burning fireplace; the renovated full bathroom has a bathtub; the beautifully modernized kitchen is fully applianced and the separate dining

  Vaiva Baltonis Coldwell Banker Realty

  175 Newfield St, Middletown, CT 06457
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  /6

  $118,000

  $20K PRICE DROP

  • Land
  • 19,602 Sq Ft
  • $262,222 per Acre

  28 & 33 River Rd, Cromwell, CT 06416

  Riverfront property! Building lot with 80 feet of private direct waterfront access just steps away. Perfect setting to build your new home and enjoy recreational water activities.Buyers to conduct own due diligence.Make appointment to view.

  Julie Keithan Group Four Realty

  28 & 33 River Rd, Cromwell, CT 06416
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  /20

  $739,000

  $10K PRICE INCREASE

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

  151 E Main St Unit 22, Clinton, CT 06413

  Welcome to Sterling Sand Village - Coastal Living in Clinton Township. Discover the charm of Sterling Sand Village, a community under development, perfectly situated along the shoreline of Clinton Beach and Marina. Nestled in tranquil Clinton Township, this new development combines modern comfort with coastal beauty, offering an exceptional lifestyle just minutes from Clinton Premium Outlets,

  Gavin Sudhakar RE/MAX Right Choice

  151 E Main St Unit 22, Clinton, CT 06413
• 

  

  /39

  $449,900

  Open Sun 12PM - 3PM

  • 3 Beds
  • 4 Baths
  • 2,826 Sq Ft

  370 Hubbard Rd, Higganum, CT 06441

  Unparalleled Privacy & Structural Integrity: 6+ Acre Masonry Ranch! Sweeping pastoral privacy meets rock-solid craftsmanship in this classic masonry ranch. Positioned on over 6 acres of serene, picturesque land, this property offers a peaceful country escape while maintaining exceptionally convenient commuting access to Route 9. Boasting 2,200 square feet of main-level living space plus a 560

  Nikki Travaglino William Pitt Sotheby's Int'l

  370 Hubbard Rd, Higganum, CT 06441
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  /19

  $350,000

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

  19 Kent Ct, Middletown, CT 06457

  Beautiful Colonial tucked away on a quiet cul-de-sac offering comfort, space, and modern updates. The inviting living room features a large picture window and cozy wood-burning fireplace, creating the perfect gathering space. Updated kitchen includes granite countertops, with plenty of cabinet space, and easy access to the deck - ideal for cookouts and outdoor entertainment. The main level also

  Brenda Carocari Realty ONE Group Connect

  19 Kent Ct, Middletown, CT 06457
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  /36

  $1,499,000

  New Construction Open Sun 12PM - 2PM

  • 3 Beds
  • 3.5 Baths
  • 2,472 Sq Ft

  2 Old South Cove Rd, Old Saybrook, CT 06475

  Welcome to one of Old Saybrook's most compelling luxury opportunities. Move in now and enjoy the summer at Saybrook Point. Immediate occupancy and flexible closing arrangements available for qualified buyers. Perfectly positioned in the heart of renowned Saybrook Point, this newly constructed coastal residence offers something increasingly difficult to find along the Connecticut shoreline: modern

  Michael Riccio Calcagni Real Estate

  2 Old South Cove Rd, Old Saybrook, CT 06475
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  /10

  $450,000

  Open Sun 12PM - 2:30PM

  • 3 Beds
  • 1 Bath
  • 960 Sq Ft

  44 Coulter St, Old Saybrook, CT 06475

  Located in one of Connecticut's most desirable shoreline communities, this 3-bedroom ranch offers an incredible opportunity to create the home of your dreams. Just steps from downtown Old Saybrook and just up the street from one of the best scenic views in town. You'll enjoy easy access to shops, restaurants, marinas, beaches, and all the coastal charm this beloved town has to offer. The seller

  Lisa Aranci Berkshire Hathaway NE Prop.

  44 Coulter St, Old Saybrook, CT 06475
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  /38

  $180,000

  • 2 Beds
  • 1 Bath
  • 1,385 Sq Ft

  5 Hilltop Rd, East Hampton, CT 06424

  Welcome to one of the premier homes in this sought-after 55+ community, where comfort, quality, year-round lake views and access come together. Offering 1,385 square feet-nearly double the size of many homes in the community-this beautiful fully remodeled residence features 2 bedrooms and 1 full bath, with every detail thoughtfully updated inside and out. The oversized living room w/ vaulted

  Kellee Smith Berkshire Hathaway NE Prop.

  5 Hilltop Rd, East Hampton, CT 06424
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  /2

  $325,000

  $100K PRICE DROP

  • Land
  • 6.73 Acres
  • $48,291 per Acre

  0 Dinatale Dr, Durham, CT 06422

  Build your dream home in a quiet residential neighborhood on DiNatale Drive in Durham. This approved building lot offers a peaceful setting with a blend of privacy and convenience. Surrounded by attractive homes and natural scenery, the property provides an ideal opportunity for custom construction. Located just minutes from Durham town center, schools, and local amenities, with easy access to

  Jennifer Ferri Berkshire Hathaway NE Prop.

  0 Dinatale Dr, Durham, CT 06422
• 

  /2

  $150,000

  • Land
  • 1.92 Acres
  • $78,125 per Acre

  647 Atkins St, Middletown, CT 06457

  If you are considering constructing a new residence, this 1.92-acre parcel located in a quiet Middletown neighborhood offers an excellent opportunity. The lot is suitable for building and is equipped with access to electricity as well as city water and sewer along the street. Property boundaries are clearly marked for identification with adjacent parcels. Prospective buyers are encouraged to

  Vincent Simms Century 21 AllPoints Realty

  647 Atkins St, Middletown, CT 06457
• 

  

  /25

  $235,000

  • 2 Beds
  • 2 Baths
  • 1,095 Sq Ft

  92 Main St Unit 405, Deep River, CT 06417

  Welcome to Unit 405 at the historic Piano Works building in Deep River. This well-maintained 2-bedroom, 2-bath condominium offers spacious living, high ceilings, and timeless character in one of the area's most unique residential communities. Residents enjoy access to a fitness center and community room, along with convenient proximity to downtown shops, restaurants, marinas, and the Connecticut

  Janise Gabco Our Home Realty Advisors

  92 Main St Unit 405, Deep River, CT 06417
• 

  

  /31

  $845,000

  $30K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,554 Sq Ft

  18 Maple Ave, Essex, CT 06426

  Private, move in ready Essex Village ranch on a large level landscaped lot, set back from the road. Lots oof privacy. Walk to restaurants, shops, library, parks and CT River. Remodeled 36x10 sunroom / dining area with a wall of sliders. Finished lower lever Family room, guest room and full bathroom. 690 square feet not included in the square feet. Oversized shed for a handyman or artist studio.

  Mark Reyher Reyher Real Estate

  18 Maple Ave, Essex, CT 06426
• 

  

  /36

  $924,000

  • 4 Beds
  • 2.5 Baths
  • 2,774 Sq Ft

  15 Pent Rd, Deep River, CT 06417

  Welcome to 15 Pent Rd in Deep River, a truly captivating property that feels like a private retreat from the moment you arrive. Set in a peaceful, natural setting surrounded by trees and scenic outdoor views, this home offers a rare blend of charm, character, and everyday comfort. This home features 4 bedrooms and a finished attic for added living space. Inside, the home is warm, bright, and full

  Nadia Martinez Ki Property Group

  15 Pent Rd, Deep River, CT 06417
• 

  

  /40

  $599,000

  $90K PRICE DROP

  • 5 Beds
  • 2 Baths
  • 2,010 Sq Ft

  58 Middle Haddam Rd, East Hampton, CT 06424

  Dreaming of a stylish country retreat with history? Look no further than the charming Captain Elijah Johnson house, nestled in the bucolic village of Middle Haddam, CT and located just two hours from New York City and Boston. This property blends modern amenities, including a swimming pool, with the carefully restored original features of a house built in 1780 and listed on the National Registry

  Teri Lewis William Pitt Sotheby's Int'l

  58 Middle Haddam Rd, East Hampton, CT 06424
• 

  

  /40

  $559,000

  • 2 Beds
  • 1.5 Baths
  • 1,376 Sq Ft

  92 Bokum Rd, Old Saybrook, CT 06475

  A rare and captivating offering, this enchanting storybook residence has been beautifully reimagined to deliver a seamless blend of historic charm and refined design. Whether you choose to continue its success as a turnkey Airbnb investment or keep it for your own year round or weekend retreat, the possibilities are as inviting as the home itself. Thoughtfully updated with a brand new roof and

  Linda Toscano Coldwell Banker Realty

  92 Bokum Rd, Old Saybrook, CT 06475

Showing Results 201 - 240, Page 6 of 10