Middlesex County CT Homes for Sale with Acreage

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  /40

  $699,900

  • 2 Beds
  • 2.5 Baths
  • 3,750 Sq Ft

  74 High St, Portland, CT 06480

  Tucked away in nature yet minutes from downtown Portland, this stunning McGinley custom home offers over 4,600 sq ft of luxury living - with public utilities! Step into the grand foyer and fall in love with the open layout, soaring ceilings, sun-filled windows, and an oversized fireplace that anchors the space beautifully. The chef's kitchen boasts granite counters, an 8-foot island, double

  

  Amy Rio

  Executive Real Estate Inc.

  (860) 413-1586

  74 High St, Portland, CT 06480
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• 

  

  

  /13

  $115,000

  • Land
  • 2.07 Acres
  • $55,556 per Acre

  78 & 80 Airline Rd, Clinton, CT 06413

  Wonderful opportunity to build your dream home on 2 acres of property in this serene and tranquil setting. Enjoy the sounds of the babbling brook, and feel at peace! Frontage on both Airline Rd and Walkley Mill offer the potential for easy access into the land! A beautiful and natural site for a home to sit on, yet still close to downtown Clinton and Madison, fishing, Hammonassett State Park,

  

  Dylan Walter

  William Raveis Real Estate

  (860) 935-6383

  78 & 80 Airline Rd, Clinton, CT 06413
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  /33

  $1,295,000 Open Sun 12PM - 2PM

  • 5 Beds
  • 6 Baths
  • 3,870 Sq Ft

  1 Lake Louise Dr, Westbrook, CT 06498

  Magnificent lakeside retreat in Westbrook convenient to everything. This expanded cape has everything you could possibly want in a home including two large primary suites on the main level. Originally the builder's home, the attention to detail and high-end finishes are obvious in every room. Features include large, open rooms, an indoor pool and ample light filled rooms overlooking Lake Louise.

  

  Rick Allen

  William Raveis Real Estate

  (860) 254-1716

  1 Lake Louise Dr, Westbrook, CT 06498
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  /23

  $699,500

  • Land
  • 8 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 100-foot inland wetlands setback. I-95 is easily accessible,

  

  Matt Diamond

  Houlihan Lawrence WD

  (860) 735-1229

  60 Ingham Hill Rd, Old Saybrook, CT 06475
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  /40

  $1,200,000 Coming Soon

  • 4 Beds
  • 3.5 Baths
  • 5,205 Sq Ft

  15 Surrey Ridge Rd, Killingworth, CT 06419

  In a word, this secluded estate is STUNNING, defining elegance throughout its 5205 sq ft. Built in 2008, this custom 4-bedroom Colonial is distinguished by its generous scale, 9 ft ceilings and light-drenched spaces and offers stylish, well-appointed interiors with too many upgrades to list! Beautifully sited on 7.4 acres and bordered by state conservation forest to fully embrace its natural

  

  Claudia O'Connell

  William Raveis Real Estate

  (860) 821-7928

  15 Surrey Ridge Rd, Killingworth, CT 06419
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  /31

  $990,000

  • 4 Beds
  • 3.5 Baths
  • 3,111 Sq Ft

  252 Chestnut Hill Rd, Killingworth, CT 06419

  Peaceful Riverfront Living in Southern Killingworth Nestled along the serene Hammonasset River, this custom-built 4-bedroom, 3-bath home offers nearly 3,000 sq. ft. of thoughtfully designed living space, perfectly blending comfort and nature. Enjoy fishing, wildlife, and breathtaking views from your own backyard-a true sanctuary for outdoor enthusiasts. Inside, oversized picture windows frame

  

  Cathy Lynch

  Coldwell Banker Realty

  (860) 891-2356

  252 Chestnut Hill Rd, Killingworth, CT 06419
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  /40

  $675,000

  • 5 Beds
  • 2 Baths
  • 5,678 Sq Ft

  1066 Washington St, Middletown, CT 06457

  This remarkable home is one of Middletown's most valuable treasures. It is considered to be one of the best examples of Georgian architecture and quite the mansion in it's day. It was built in 1742 for Judge Seth Wetmore, a very successful merchant and considered one of the CT Valley elite River Gods, It has exceptional appointments, including stunning wall panelling, refinished original wide

  

  Donna-Jean Dargie

  Eagle Eye Realty PLLC

  (860) 421-4629

  1066 Washington St, Middletown, CT 06457
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  /28

  $942,175 New Construction

  • 4 Beds
  • 3.5 Baths
  • 2,899 Sq Ft

  Unlisted Address

  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) 979-5334

  Unlisted Address
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  /40

  $750,000 New Construction

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

  32 Cream Pot Rd, Clinton, CT 06413

  Set into the woods of Clinton, this 2,400 sq ft modern farmhouse is designed for the discerning, uninhibited buyer. With bold lines, glass walls, and a wide-open floor plan, it blurs the line between indoor and outdoor living. Inspired by Guilford's iconic Little Red Shack, the home celebrates transparency, minimalism, and architectural bravery. The main level features floor-to-ceiling glass,

  

  Dylan Walter

  William Raveis Real Estate

  (860) 385-6599

  32 Cream Pot Rd, Clinton, CT 06413
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  /39

  $799,900 Open Sat 12PM - 2PM

  • 4 Beds
  • 4.5 Baths
  • 3,916 Sq Ft

  36 Old Johnson Ln, Middletown, CT 06457

  Tucked at the end of a quiet cul-de-sac, this stunning property offers privacy and luxury, surrounded by woods and backing to 120 acres of conservation land for enjoying nature year-round. A six-year-old $100K Tesla solar panel system brings monthly electric bills to under $20. The system includes Tesla Powerwall batteries, eliminating the need for a generator, ensuring seamless transitions

  Heather Smith Our Home Realty Advisors

  36 Old Johnson Ln, Middletown, CT 06457
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  /38

  $795,000

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

  24 River Rd, Deep River, CT 06417

  Discover the perfect country oasis, set on an exquisite private 2.3 acre site poised comfortably above quaint River Road. Enjoy kayaking and/or bird watching moments from your doorstep at nearby Post Cove and the Florence Bidwell nature preserve. This dreamlike property is graced by a c.1917 "cottage", lovingly restored and enhanced by vaulted ceilings and a thoughtful one-floor contemporary

  Rick Weiner William Pitt Sotheby's Int'l

  24 River Rd, Deep River, CT 06417
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  /40

  $775,000 Open Sun 12PM - 2PM

  • 3 Beds
  • 2.5 Baths
  • 2,597 Sq Ft

  15 Westwood Rd, Ivoryton, CT 06442

  Nestled at the end of a quiet cul-de-sac, this beautifully maintained colonial home offers the perfect blend of space, style, and natural surroundings. With 3 to 4 bedrooms, this residence provides flexibility for growing families or those seeking dedicated work-from-home spaces. The sun-filled office or studio, freshly updated with new carpeting, is ideal for creative pursuits or focused

  Joel Lucas Coldwell Banker Realty

  15 Westwood Rd, Ivoryton, CT 06442
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  /39

  $925,000

  • 4 Beds
  • 2.5 Baths
  • 4,559 Sq Ft

  134 School House Rd, Old Saybrook, CT 06475

  A private estate minutes from the shore-welcome to 134 School House Road. Tucked away on a beautiful 3.4 acres, this 4,500 sq ft custom Colonial offers timeless elegance and unparalleled privacy in one of Old Saybrook's most coveted locations. A winding driveway leads you to a stately residence surrounded by nature. Inside, hardwood floors, three fireplaces, and formal living and dining spaces

  Tina Rupp William Pitt Sotheby's Int'l

  134 School House Rd, Old Saybrook, CT 06475
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  /39

  $805,000 Open Sat 1PM - 3PM

  • 5 Beds
  • 2.5 Baths
  • 3,010 Sq Ft

  455 East St, Middletown, CT 06457

  This extraordinary center-chimney colonial blends rich history with modern elegance. Once a farm and Christmas movie set, this magnificent property now belongs to a master gardener/florist. Featuring exquisite king's lumber floors, 6 charming fireplaces, spacious bedrooms, the home offers both historic character and modern comfort. The 3-bay garage includes a specialized artist/garden workshop

  Christine Oleynick Keller Williams Realty

  455 East St, Middletown, CT 06457
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  /40

  $1,399,000

  • 4 Beds
  • 5 Baths
  • 4,356 Sq Ft

  42 Pine Ledge Trail, Durham, CT 06422

  Welcome to 42 Pine ledge trail exceptional new construction This stunning colonial home, featuring stucco exteriors, offers four bedrooms and three full bathrooms, along with two half baths, all set on a tranquil 3.98-acre lot. Upon entering through the elegant double front doors, you will be welcomed by abundant natural light, soaring 19-foot foyer ceilings.The heart of the home features a

  Jason Saphire www.HomeZu.com

  42 Pine Ledge Trail, Durham, CT 06422
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  /37

  $895,000

  • 4 Beds
  • 3 Baths
  • 3,206 Sq Ft

  79 Cedar Lake Rd, Chester, CT 06412

  A perfect opportunity for a 'Gentleman's Farm' in this wonderful 3200 Sq/Ft Farmhouse Colonial on 11.8 Acres of Great Equestrian Lands w/ Beautiful Plantings, Custom Gardens & Direct Access to the Riding Trails of the Cockaponset State Forest & a short walk to Cedar Lake. You cannot beat this location! Check out our Virtual Reality Tour & those Pics! The Open & Contemporary Floor Plan has

  Bill Heenan William Raveis Real Estate

  79 Cedar Lake Rd, Chester, CT 06412
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  /25

  $1,150,000

  • 3 Beds
  • 3 Baths
  • 3,788 Sq Ft

  32 Gilbert Hill Rd, Chester, CT 06412

  Welcome to a one-of-a-kind estate where history meets modern comfort - located within walking distance to Chester's charming downtown area. Built in 1986, this home was crafted using materials from a 1740 barn that were relocated to the stunning 5.31-acre rocky hillside it occupies today. The original timbers frame a breathtaking residence, blending rustic character with a contemporary and

  Steve Q Exclusive Properties

  32 Gilbert Hill Rd, Chester, CT 06412
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  /39

  $845,000 Open Sun 12PM - 2PM

  • 3 Beds
  • 2.5 Baths
  • 2,456 Sq Ft

  45 Main St, Essex, CT 06426

  The Parker Bull House, circa 1754, is one of the oldest historic homes in Essex. Located in Ivoryton overlooking the Falls River, this stately home is a unique blend of original antique features with updated modern amenities. The large sunny kitchen has granite countertops and stainless-steel appliances, hardwood floors, and is adjacent to a spacious pantry/laundry room, heated sunroom, and a

  Susan Malan William Pitt Sotheby's Int'l

  45 Main St, Essex, CT 06426
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  /26

  $830,000

  • 3 Beds
  • 2 Baths
  • 2,380 Sq Ft

  8 Shelter Rock Rd, East Haddam, CT 06423

  If you're looking for a beautiful home away from the maddening crowd, this Hadlyme Saltbox just might be the place. Sitting on more than four acres of land, you're just a mile and a half from the Hadlyme Ferry Landing which will whisk you across the beautiful CT River to Chester and a myriad of restaurants and shops. The owners have used their exquisite taste to make this home unique and special.

  Janet Peckinpaugh William Pitt Sotheby's Int'l

  8 Shelter Rock Rd, East Haddam, CT 06423
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  /4

  $985,000

  • 2 Beds
  • 2.5 Baths
  • 2,240 Sq Ft

  88 Winthrop Rd, Chester, CT 06412

  The charming 3 bedroom colonial with a large attached garage and 2 outbuildings overlooks a lovely 5 acre pond. The home features a large kitchen and 2 1/2 baths with laundry on the second floor. Highlighting the living room is a 30 ft. Cathedral ceiling. Master bedroom includes an interior balcony, overlooking the living area. Generous windows and sliders afford beautiful open views of the

  Peter Walsh Re/Max Valley Shore

  88 Winthrop Rd, Chester, CT 06412
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  /40

  $1,299,000

  • 4 Beds
  • 2.5 Baths
  • 3,149 Sq Ft

  7 Old Depot Rd, Chester, CT 06412

  Bella Vista: A Timeless Italianate Treasure on 6 Acres. Step into a piece of history, a magnificent Italianate farmhouse that has graced the landscape since 1908. First time on the market, this storied estate has been lovingly preserved by the same family for generations, a testament to its enduring allure. Listed on the National Registry of Historic Places, Bella Vista is an architectural gem

  Colette Harron William Pitt Sotheby's Int'l

  7 Old Depot Rd, Chester, CT 06412
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  /5

  $729,000 New Construction

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

  462 Higby Rd, Middletown, CT 06457

  Price Reduced! 4 bedroom home in a country setting near elementary school. Close to highway. Propane fired hydro-air heating and cooling. On floor plan. Gas fireplace, oak flooring, walkin closet, tile shower in master suite, main bath. lot size is a flat acre and half with city water, $2500.00 allowance for Appliances. Under construction. estimated completion- June

  David White OwnerEntry.com

  462 Higby Rd, Middletown, CT 06457
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  /22

  $799,900 New Construction

  • 4 Beds
  • 2.5 Baths
  • 1,800 Sq Ft

  75 Willowbrook Rd, Cromwell, CT 06416

  This **Under Construction** 1,800 sq. ft. Ranch-style home offers the perfect blend of modern design and comfort, ready for delivery in Spring 2025. Situated on a serene 1.28-acre lot, this home has a thoughtfully designed layout that features an open floor plan with an inviting eat-in kitchen with center-island seating, a spacious pantry, generous storage and counter space and a cozy breakfast

  Joseph Dabkowski KW Legacy Partners

  75 Willowbrook Rd, Cromwell, CT 06416
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  /7

  $725,000 Open Sat 1PM - 3PM

  • 3 Beds
  • 4 Baths
  • 3,625 Sq Ft

  28 Hudson Ln, Essex, CT 06426

  Nestled on a quiet cul-de-sac, this charming and private Cape Cod blends classic design with modern comforts. Step inside to find gleaming floors and an inviting open-concept layout that seamlessly connects the living room, kitchen, and formal dining room-perfect for both everyday living and entertaining. The kitchen is bright and airy with an eating area and sitting space that accesses the

  Carol Frost Compass Connecticut, LLC

  28 Hudson Ln, Essex, CT 06426
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  /2

  $795,000 Open Sun 2PM - 4PM

  • 4 Beds
  • 3.5 Baths
  • 3,532 Sq Ft

  6 Ely Ln, Killingworth, CT 06419

  Opportunity to live in Town Centre, a unique sought after subdivision featuring historic reproduction colonial homes. Enjoy the charm of yesteryear with all the modern conveniences of today. A highlight of the home is the gourmet kitchen with a wood burning fireplace making it a favorite gathering place. Stainless steel appliances, a large work island, granite counters and natural cherry cabinets

  Janet Mashia William Pitt Sotheby's Int'l

  6 Ely Ln, Killingworth, CT 06419
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  /19

  $599,000

  • 3 Beds
  • 5 Baths
  • 2,573 Sq Ft

  846 Arbutus St, Middletown, CT 06457

  You are going to fall in love with this sprawling ranch with an upstairs loft! The floor plan is amazing with a very large primary bedroom with a large bathroom and two additional large bedrooms, sharing Jack and Jill baths. The backyard is pictures and features a well manicured fenced in yard with boundaries of beauty!

  Nancy Newman LPT Realty

  846 Arbutus St, Middletown, CT 06457
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  /37

  $399,000

  • 3 Beds
  • 2 Baths
  • 1,923 Sq Ft

  23 Old Mill Rd, Clinton, CT 06413

  A single family home close to town with spacious bedrooms and living space. Plenty of storage and parking. Close to all forms of transportation, schools and shopping. Come check it out today!!

  Thomas Mele Dorrance Realty

  23 Old Mill Rd, Clinton, CT 06413
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  /39

  $450,000

  • 4 Beds
  • 2 Baths
  • 1,715 Sq Ft

  172 Parker Hill Rd, Killingworth, CT 06419

  Charming 4-bedroom, 2-bath New England-style Cape offering 1,700 sq ft of finished living space and full of character. Set on a private lot, the home features a bright four-season sunroom with tranquil views of the surrounding woods. The finished walk-out basement includes a wood-burning stove and finished living space. A 5th room is ideal for a home gym, office, or in-law setup. The large

  Ryan Luby Cass Farm Real Estate

  172 Parker Hill Rd, Killingworth, CT 06419
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  /8

  $175,000

  • Land
  • 4.80 Acres
  • $36,458 per Acre

  18 Fox Run Ln, Killingworth, CT 06419

  Build your dream house on this amazing piece of land! Situated at the end of a quite Cul-De-Sac this land has tons of potential. The property has a Pond and Brook!!! The driveway area had stone roughed in when subdivision was built. Located next to Open Space and Land Trust. Potential for a horse farm as Killingworth allows 3 horses on a 2 acre parcel. Much of the property has been cleared and

  Preston Roth Coldwell Banker Realty

  18 Fox Run Ln, Killingworth, CT 06419
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  /37

  $639,000

  • 3 Beds
  • 3.5 Baths
  • 2,887 Sq Ft

  143 Petticoat Ln, East Haddam, CT 06423

  Escape to this private contemporary home, nestled on nearly 14 acres of serene, wooded landscape. Step into the heart of the home with an eat-in kitchen with spacious dining area and cozy fireplace. The sunken living room invites you to relax, featuring abundance of built-ins; woodburning stove; all surrounded by wall of windows, sunroom, and access to wrap around deck that leads to stone patio

  Dee Hasuly KW Legacy Partners

  143 Petticoat Ln, East Haddam, CT 06423
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  /25

  $369,000

  • 4 Beds
  • 1 Bath
  • 1,411 Sq Ft

  152 Cedar Ln, Middletown, CT 06457

  Nestled on a peaceful 6.38-acre lot, this classic Cape Cod-style home offers timeless charm, thoughtful updates, and a flexible floor plan. With four bedrooms-two located on the main level and two upstairs-there's ample space for residents, guests, or a home office. The full bath is conveniently located on the main floor. The living room exudes warmth and character, featuring a cozy fireplace, a

  Susan Hood William Raveis Real Estate

  152 Cedar Ln, Middletown, CT 06457
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  /32

  $485,000

  • 4 Beds
  • 2 Baths
  • 2,428 Sq Ft

  15 Brittany Dr, Durham, CT 06422

  This home offers a quiet peaceful location on cul-de-sac road, home sits back on property with large front and side yard. Kitchen with center island and stainless steel appliances, updated cabinets and lighting - open to the dining room. There is a door to the mudroom and slider to deck. Livingroom has recessed lighting and woodstove. There is a bedroom/office on the main level and full bath

  Kerry Hart William Raveis Real Estate

  15 Brittany Dr, Durham, CT 06422
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  /16

  $2,000,000

  • Land
  • 30 Acres
  • $66,667 per Acre

  134 Meadow Woods Rd, Deep River, CT 06417

  Incredible development opportunity in Deep River, CT-30 sprawling acres overlooking the scenic Connecticut River. With access from three main roads and the potential for up to 16 approved lots (per town guidance), this property offers a rare chance for an experienced developer to bring a vision to life. A house currently sits on the land and will convey in as-is condition. Whether you're looking

  Nicholas Burrus Santana Realty Group LLC

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

  $579,900

  • 3 Beds
  • 2.5 Baths
  • 2,812 Sq Ft

  32 Powder Hill Rd, Middlefield, CT 06455

  Vacation Living All Year Long - Want to feel like you're on vacation year-round? Welcome to 32 Powder Hill Road, where every season brings new adventures right outside your door. Located directly across from Powder Ridge Ski Resort, you'll enjoy skiing, fine dining, and entertainment just steps away. Tee off at any of four nearby golf courses or spend your days picking apples, peaches, and

  Margaret Curry William Raveis Real Estate

  32 Powder Hill Rd, Middlefield, CT 06455
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  /31

  $649,999 Open Sat 12PM - 2PM

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

  586 Essex Rd, Westbrook, CT 06498

  This pristine 1569 sq. ft. colonial features 3-bedrooms and two full baths, with hardwood oak floors throughout. The eat-in kitchen is equipped with granite countertops and new stainless-steel appliances. Hot water is provided by natural gas from the street, and an on-demand Ranai hot water system. Adjacent to the kitchen is a formal dining room for convenient entertaining. The living room spans

  Pardi & Zucco Team William Pitt Sotheby's Int'l

  586 Essex Rd, Westbrook, CT 06498
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  /40

  $634,990

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

  74R Green Ln, Durham, CT 06422

  Don't miss this must-see colonial on a private 7.51-acre lot in the Estates at Blue Hills! With over 3,200 sq ft plus a finished walkout lower level to a 10x12 bluestone patio, this home offers privacy, comfort, and space to grow. The two-story granite foyer leads to a tiled kitchen with granite counters, stainless steel appliances, and breakfast bar open to a cozy family room with brick

  kathleen mullins Our Home Realty Advisors

  74R Green Ln, Durham, CT 06422
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  /40

  $559,900 Open Sat 11AM - 1PM

  • 4 Beds
  • 2.5 Baths
  • 3,487 Sq Ft

  1155 Arbutus St, Middletown, CT 06457

  Looking for quiet country living with city convenience? Here is your new home. Tucked away on a verdant wooded lot of just over an acre, this inviting home offers the perfect combination of restful privacy and accessibility - tranquility at home and only minutes from major highways and downtown Middletown's vibrant dining and entertainment scene. When you arrive, you're welcomed by a charming

  Michael Reiman William Raveis Real Estate

  1155 Arbutus St, Middletown, CT 06457
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  /15

  $450,000

  • Land
  • 7 Acres
  • $60,322 per Acre

  0 Baileyville Rd, Middlefield, CT 06455

  Prime Land Opportunity - Baileyville Rd & Route 147, Middlefield, CT Nestled in the heart of scenic Middlefield, this exceptional 7.5 acre parcel (approx.) located at Baileyville Road this property offers a rare opportunity for developers or investors seeking to capitalize on the area's demand for year-round recreational living. Ideal for a custom home, vacation home, or small-scale residential

  Melanie Billie BHGRE Gaetano Marra Homes

  0 Baileyville Rd, Middlefield, CT 06455
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  /6

  $64,900

  • Land
  • 29 Acres
  • $2,269 per Acre

  45 Daly Rd, East Hampton, CT 06424

  Unique 28.6-acre conservation parcel in East Hampton, CT, available exclusively to Connecticut-based nonprofit organizations. Located at 45 Daly Road, this scenic property is permanently protected by a conservation easement and deed restrictions that limit its use to recreational and park purposes only. Permitted uses include trails, ball fields, courts, pavilions, and occasional nonprofit or

  Carl Guild Carl Guild & Associates

  45 Daly Rd, East Hampton, CT 06424
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  /20

  $449,900

  • 3 Beds
  • 2 Baths
  • 1,270 Sq Ft

  57 Parker Hill Rd, Killingworth, CT 06419

  YOUR OWN PERSONAL NATURE PRESERVE! Sit on your covered deck and enjoy your own preseve that backs up to a state forest. You don't find many log homes and this one has it all. First floor bedroom, with 2 bedrooms above, 2 full bathrooms, dining room, living room with a stone fire place. Wood flooring throughout and a new boiler, newer Generac generator that uses propane and ready to use when you

  Sally McMahon William Raveis Real Estate

  57 Parker Hill Rd, Killingworth, CT 06419

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