Middlesex County CT Homes for Sale

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  /34

  $549,000 Coming Soon

  • 3 Beds
  • 2.5 Baths
  • 2,202 Sq Ft

  7 Hickory Hill Dr, Chester, CT 06412

  Enjoy the convenience of walking to Chester Village from this 3 bedroom Colonial, perfectly situated on a quiet dead end street. The home features a spacious eat-in kitchen with stainless steel appliances, a cozy family room with fireplace, a formal dining room, and a separate living room ideal for entertaining. Upstairs, you'll find generously sized bedrooms with ample closet space. Packed with

  Craig Milton Re/Max Valley Shore

  7 Hickory Hill Dr, Chester, CT 06412
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  /25

  $699,000 Open Sat 12PM - 2PM

  • 4 Beds
  • 2.5 Baths
  • 2,538 Sq Ft

  10 Stonewall Ln, Clinton, CT 06413

  This spacious Colonial designed for comfort, functionality, and effortless entertaining. This four-bedroom home offers 2 full baths and 1 half bath, thoughtfully laid out for today's lifestyle. The classic center hall design is flanked by a formal living room and dining room, creating the perfect setting for gatherings and special occasions. Hardwood floors flow throughout the entire first floor,

  Sandra Ciarleglio William Raveis Real Estate

  10 Stonewall Ln, Clinton, CT 06413
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  /8

  $1,450,000 Coming Soon

  • 3 Beds
  • 3 Baths
  • 2,560 Sq Ft

  24 Church St, Old Saybrook, CT 06475

  RARELY AVAILABLE NEW CONSTRUCTION IN NORTH COVE! This modern farmhouse-style Cape, built in 2023 in sought after North Cove, offers over 2,500 sq ft of bright, open living space. The high-end kitchen features a large center island, pantry, quartz countertops, and GE Cafe appliances including a duel fuel oven/stove. The layout includes 3 bedrooms and 3 full baths, with the flexibility to create a

  Lynn Toper CR Premier Properties

  24 Church St, Old Saybrook, CT 06475
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  /28

  $259,900 Coming Soon

  • 3 Beds
  • 2.5 Baths
  • 1,973 Sq Ft

  1 Great Oak Ct, Cromwell, CT 06416

  The one you have been waiting for! This turn-key end-unit townhouse offers one of the largest and most impressive open floor plans in the Cromwell Hills Community (Phase 3). 1,973 sqft of living space, 3 beds and 2.5 baths. Perched at the top of the hills with privacy and tranquil views, the setting is truly special. This home is filled with natural light, spacious rooms, and thoughtful updates

  Karen Longley KW Legacy Partners

  1 Great Oak Ct, Cromwell, CT 06416
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  /2

  $225,000

  • 2 Beds
  • 2 Baths
  • 840 Sq Ft

  44 Carriage Crossing Ln Unit 44, Middletown, CT 06457

  Enjoy easy, single-level living in this desirable first-floor 2-bedroom, 2-bath condo offering 840 square feet of comfortable and thoughtfully updated space. This well-maintained unit features in-unit laundry, central air conditioning, and a newer HVAC system (approximately 3-4 years old) for efficient, year-round comfort. Both bathrooms have been tastefully remodeled, including a converted

  Michael Kusy Evermark Property Group

  44 Carriage Crossing Ln Unit 44, Middletown, CT 06457
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  /40

  $450,000

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

  85 Bogel Rd, East Haddam, CT 06423

  Welcome to 85 Bogel Rd, East Haddam. Family owned for over 50 years. This property has been lovingly maintained and blends privacy, space, and convenience on over 2 acres. Less than ten minutes from the Connecticut River, swing bridge, Goodspeed Opera House, and surrounding amenities. The functional layout provides flexibility for entertaining guests on both the main level and the walkout

  

  Al Chiarito

  Chiarito Real Estate LLC

  (860) 854-4774

  85 Bogel Rd, East Haddam, CT 06423
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  /33

  $199,900

  • 3 Beds
  • 1 Bath
  • 748 Sq Ft

  15 Hazen St, Chester, CT 06412

  Fantastic condo alternative with year-round charm and lake lifestyle appeal! Enjoy scenic views of Cedar Lake and take advantage of the easy walk to nearby beaches from this inviting 4-season cottage. Situated on a large corner lot framed by classic New England stone walls, this property offers privacy, character, and outdoor enjoyment. Relax or entertain on the spacious wooden rear deck, rinse

  Anthony La Penna Exceptional Real Estate LLC

  15 Hazen St, Chester, CT 06412
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  /35

  $200,000

  • 2 Beds
  • 2 Baths
  • 1,041 Sq Ft

  111 Dekoven Dr Unit 506, Middletown, CT 06457

  Welcome to River's Edge-where comfort, convenience, and vibrant downtown living come together in one beautifully maintained 2-bedroom, 2-bath condo. Perfectly positioned just steps from Middletown's Main Street and the scenic Connecticut River, this bright, one-level condo offers an inviting open-concept layout designed for easy living. The remodeled kitchen features stainless steel appliances

  

  Cheryl Zalewski

  eXp Realty

  (860) 481-4968

  111 Dekoven Dr Unit 506, Middletown, CT 06457
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  /40

  $590,000

  • 2 Beds
  • 2 Baths
  • 1,731 Sq Ft

  25 Pond Rd, Old Saybrook, CT 06475

  In town location! Close to Main Street and to several shopping centers for you to enjoy all that Old Saybrook has to offer: shops, restaurants, The Kate Cultural Art Center, library, parks & rec, and more! This 2 bedroom 2 bath ranch style home has beautiful hardwood floors through out. The natural light streams in through the bay window of the classic living/dining room, where a dutch door opens

  Suzanne McConville William Raveis Real Estate

  25 Pond Rd, Old Saybrook, CT 06475
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  /36

  $469,900 Coming Soon

  • 2 Beds
  • 1.5 Baths
  • 1,841 Sq Ft

  16 Silverbrook Ln, Clinton, CT 06413

  Tucked into a peaceful Clinton 55 and older community, this free-standing condo at 16 Silverbrook Lane offers the kind of easy, comfortable living that just feels right the moment you walk in. Natural light fills the main living spaces, creating a warm and welcoming atmosphere that flows from the living room into a cozy sun-filled den and out to the screened-in porch - the perfect spot for

  Heidi DeRusso Coldwell Banker Realty

  16 Silverbrook Ln, Clinton, CT 06413
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  /32

  $265,000

  • 2 Beds
  • 1.5 Baths
  • 1,088 Sq Ft

  39 Founders Village Unit 39, Clinton, CT 06413

  Welcome to 39 Founders Village Rd - a move-in ready second-floor ranch-style condo offering 1,088 sq ft of bright, low-maintenance living just minutes from the shoreline. Second-floor living here is an advantage - more natural light, added privacy, and no one above you. Hardwood floors run through the main living areas, and the oversized 23' living room provides true flexibility for entertaining,

  

  Dylan Walter

  William Raveis Real Estate

  (860) 590-4775

  39 Founders Village Unit 39, Clinton, CT 06413
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  /40

  $949,900

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

  2 Tavistock, Cromwell, CT 06416

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

  Debbie Hagel Hagel & Assoc. Real Estate

  2 Tavistock, Cromwell, CT 06416
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  /2

  $100,000

  • Land
  • 0.92 Acre
  • $108,909 per Acre

  Lot 2 Aldens Crossing, East Hampton, CT 06424

  Lot 2 Aldens Crossing - .91 Acre Building Lot Build your next home on this .91-acre, mostly cleared and very flat lot, ideally located on Aldens Crossing. The parcel offers an easy-to-build landscape with excellent flexibility for a variety of home designs and site layouts. Conveniently situated near a local daycare, the Airline Trail, and many nearby shops and local businesses, this location

  

  James Harrington

  Carl Guild & Associates

  (860) 773-4854

  Lot 2 Aldens Crossing, East Hampton, CT 06424
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  /16

  $260,000

  • 1 Bed
  • 2 Baths
  • 1,447 Sq Ft

  32 Lincoln Rd, Cromwell, CT 06416

  Investors take notice. This Colonial was originally a three-bedroom home and has since been converted into a one-bedroom suite. The property requires significant renovation but offers solid space and unique features for the right buyer. Enter into a spacious living room featuring high ceilings, a stunning, custom-built staircase crafted from solid oak and padauk, and a built-in curio cabinet. The

  Tracey Precourt Century 21 Clemens Group

  32 Lincoln Rd, Cromwell, CT 06416
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  /32

  $389,900

  • 3 Beds
  • 2 Baths
  • 1,605 Sq Ft

  15 Blue Spruce St, Middletown, CT 06457

  Peek inside, then fall in love with this beautiful home in the d/esirable Wesleyan Hills community. Thoughtfully updated and well maintained, this home offers refinished hardwood floors completed just last week, creating a fresh and warm feel throughout. The updated kitchen opens comfortably to the main living areas, making everyday living and entertaining easy. Bathrooms were remodeled in 2020

  Carly Luciér Our Home Realty Advisors

  15 Blue Spruce St, Middletown, CT 06457
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  /33

  $565,000

  • 2 Beds
  • 1 Bath
  • 825 Sq Ft

  39 Sagamore Terrace Rd, Westbrook, CT 06498

  This coastal gem is the perfect primary residence or weekend getaway. Located within the private and highly sought-after Sagamore Terrace Beach community. This home offers 2/3 bedrooms/ one bath, and features gleaming hardwood floors throughout the first floor, and a convenient first-floor bedroom. The kitchen is equipped with stainless steel appliances, bar seating, and French doors that open to

  Cheryl Cook Re/Max Valley Shore

  39 Sagamore Terrace Rd, Westbrook, CT 06498
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  /17

  $254,900

  • 3 Beds
  • 2.5 Baths
  • 1,832 Sq Ft

  10 Dogwood Ct Unit 10, Cromwell, CT 06416

  Spacious and well-maintained 3-bedroom, 2.5-bath large Condo. Granite countertops and an open-layout living and dining room area ideal for comfort and entertainment. The generous primary suite features a private deck, providing a peaceful retreat. Community amenities include a large swimming pool just a one-minute walk away, tennis court, snow removal, and professionally maintained landscaping.

  Yahaira Vasquez RE/MAX Precision Realty

  10 Dogwood Ct Unit 10, Cromwell, CT 06416
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  /26

  $650,000

  • 2 Beds
  • 2 Baths
  • 1,872 Sq Ft

  73 Knollwood Dr, Old Saybrook, CT 06475

  Welcome to Knollwood Beach Association, this ranch-style home nestled in the heart of Old Saybrook is set on a lot that includes Beamon Creek at the back edge which leads to South Cove. It boasts a full walkout basement, with exceptional potential for expansion, or customization. Inside, the home provides comfortable single level living with an easy layout. The lower-level walkout leads directly

  Rachel Welch William Raveis Real Estate

  73 Knollwood Dr, Old Saybrook, CT 06475
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  /39

  $925,000

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

  44 Chamberlain Hill Rd, Middletown, CT 06457

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

  Gary Peacock Berkshire Hathaway NE Prop.

  44 Chamberlain Hill Rd, Middletown, CT 06457
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  /9

  $269,000

  • 4 Beds
  • 1 Bath
  • 1,075 Sq Ft

  159 Evergreen Rd, Cromwell, CT 06416

  Bring your vision and your contractor-this property is ready for a complete transformation. Situated in a desirable Cromwell neighborhood, this home requires a full rehab and is being sold as-is. Ideal for investors, flippers, or buyers looking to build equity through renovation. Whether you're looking to renovate and resell or customize a home to your exact specifications, this is a rare chance

  

  Michael Portnoy

  Giner Real Estate

  (860) 792-5378

  159 Evergreen Rd, Cromwell, CT 06416
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  /39

  $379,900

  • 3 Beds
  • 1.5 Baths
  • 2,116 Sq Ft

  6 Millington Rd, East Haddam, CT 06423

  6 Millington Road sits quietly on 5.21 acres of Connecticut countryside, surrounded by trees, open sky, and the kind of stillness that feels increasingly rare. This classic Dutch Colonial-style home carries warmth in its bones - from the rich wood beams and brick fireplace to the hardwood floors and sun-filled rooms. The layout offers 3 bedrooms and 2 full baths, along with a lower-level space

  Wesley Krombel Real Broker CT, LLC

  6 Millington Rd, East Haddam, CT 06423
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  /26

  $639,900

  • 3 Beds
  • 2 Baths
  • 2,560 Sq Ft

  8 Tom Rd, East Haddam, CT 06423

  Welcome to this stunning, rarely available contemporary new construction at the end of a quiet cul-de-sac with partial views of Moodus Reservoir. This year-round retreat blends modern luxury with natural beauty in a peaceful lakefront setting. Enter through 8', 1,000-lb wrought-iron doors into an open layout with 10' ceilings and a dramatic 24' vaulted center. The restaurant-grade kitchen

  Paula Smith Coldwell Banker Realty

  8 Tom Rd, East Haddam, CT 06423
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  /29

  $289,900

  • 2 Beds
  • 1.5 Baths
  • 1,088 Sq Ft

  81 Founders Village Unit 81, Clinton, CT 06413

  Nestled in the picturesque coastal town of Clinton, this stunning, renovated 2-bedroom, 1.5-bath ranch-style condo is located in the highly desirable Founders Village complex. Set within a serene wooded environment, the unit offers both privacy and the charm of a beautifully maintained community. Light, bright, and featuring an inviting open floor plan, the home showcases extensive updates

  Philip Degennaro Coldwell Banker Realty

  81 Founders Village Unit 81, Clinton, CT 06413
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  /40

  $874,900

  • 2 Beds
  • 2.5 Baths
  • 2,106 Sq Ft

  56 S Main St, Essex, CT 06426

  Essex Village antique gem. A lovely and updated antique with overflowing charm and full of natural light. 2/3 bedrooms, 2.5 baths, with a primary bedroom with ensuite full bath. Soapstone counters, fireplaces, idyllic screened porch, with views of the Connecticut River and merely minutes on foot to everything Essex Village offers -- restaurants, boutiques, yacht clubs, marinas and more.

  Susan Malan William Pitt Sotheby's Int'l

  56 S Main St, Essex, CT 06426
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  /21

  $164,900

  • 3 Beds
  • 1.5 Baths
  • 1,200 Sq Ft

  45 Mckenna Dr, Middletown, CT 06457

  OWNER OCCUPANTS ONLY. CAN'T BE RENTED. NO INVESTORS. CASH ONLY! THIS IS A CO-OP: BUYERS OWN A SHARE AND MUST COMPLETE AN APPLICATION. Bright and move in ready, this end unit townhouse in the Wadsworth Grove Co-op offers three bedrooms, 1.5 baths and an inviting open layout. Hardwood floors flow through the main and upper levels, and the freshly painted interior features new crown molding and a

  Christian Salaman Coldwell Banker Realty

  45 Mckenna Dr, Middletown, CT 06457
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  /19

  $425,000

  • 3 Beds
  • 3.5 Baths
  • 1,104 Sq Ft

  6 Bidwell Terrace, Middletown, CT 06457

  Beautiful new construction property in Middletown CT. 3 bedrooms, 3 bathrooms. Large back yard. 1 car automated garage and additional spaces for a car. Corner lot. House comes with 1 year warranty, transferable to new owner. Brand new stainless steel appliances. Central air. Only carpet in bedrooms, rest is beautiful hard wood floors. Close to Middlesex hospital, downtown, and Wesleyan

  Derek Greene Derek Greene

  6 Bidwell Terrace, Middletown, CT 06457
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  /2

  $325,000 Open Sun 1PM - 3PM

  • 2 Beds
  • 1 Bath
  • 720 Sq Ft

  681 Main St, Cromwell, CT 06416

  Wonderful alternative to condo or apartment living. Come see this beautifully updated 2-3 bedroom, 1bath Ranch-style home offering classic New England charm w/extensive modern upgrades throughout. This move-in ready property provides the perfect blend of character, functionality, & peace of mind. The main level features gleaming hardwood floors in the living area, a fully renovated bath & kitchen

  Shawnna Kelly SalCal Real Estate Connections

  681 Main St, Cromwell, CT 06416
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  /7

  $1,450,000

  • 8 Beds
  • 10 Baths
  • 13,837 Sq Ft

  480 Main St, Middletown, CT 06457

  Welcome to Main St in Middletown! This 10 Unit mixed use brick beauty is anchored by 2 established commercial tenants on the ground level and 8 massive (900+Sq Ft) one-bedroom residential units above- an incredible opportunity for a stabilized asset with additional room for growth in a highly competitive location and market! The long-term ground-floor commercial tenants provide reliable income

  Lindy Hoyt Century 21 AllPoints Realty

  480 Main St, Middletown, CT 06457
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  /40

  $529,900

  • 3 Beds
  • 1 Bath
  • 1,482 Sq Ft

  53 Geer St, Cromwell, CT 06416

  Welcome to 53 Geer Street in Cromwell-an exquisite brick ranch that has been completely updated with refined finishes and thoughtful design throughout. This home showcases a brand new custom shaker-style kitchen featuring elegant quartz countertops and stainless steel appliances, creating a perfect blend of style, function, and modern luxury. The beautifully designed full bath has been fully

  Michael Sirochman Coldwell Banker Realty

  53 Geer St, Cromwell, CT 06416
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  /28

  $135,900

  • 1 Bed
  • 1 Bath
  • 576 Sq Ft

  28 Woodland Trail, Killingworth, CT 06419

  Come and be wowed! This little gem has been transformed into an inviting and special retreat in this very desirable 55+ community. Interior improvements are new floors, freshly painted, stunning new kitchen with breakfast bar, ship lap panels on porch area and new carpeting. This home is bright and backs up to the woods for extra privacy. Town records say 1 bedroom but there is an additional room

  Judith DuMouchel J.M. REALTY

  28 Woodland Trail, Killingworth, CT 06419
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  /11

  $249,609

  • 3 Beds
  • 1.5 Baths
  • 1,340 Sq Ft

  146 Liberty St, Middletown, CT 06457

  146 Liberty Street, Middletown, CT offers a three bedroom, one and a half bath home renovated in 2023. The main level features a functional layout with updated finishes and timeless details, along with a mudroom and a three season porch. All bedrooms are located on the second floor, along with a full bath. Additional features include a detached two car garage. Property is being sold as a short

  Keith Murphy Innovative Properties

  146 Liberty St, Middletown, CT 06457
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  /2

  $249,000

  • 3 Beds
  • 1.5 Baths
  • 1,680 Sq Ft

  210 Dripps Rd, Middletown, CT 06457

  A rare opportunity to own a beautiful parcel featuring an historic property in a very quiet area. Amazingly, this home is in the same unspoiled setting of almost 300 years, with over 100 acres of protected land beyond its 2.36 acre parcel. Rich in character and rooted in local history, this property offers a unique canvas for restoration or redevelopment, with no neighbors crowding this

  Anna Carabetta Berkshire Hathaway NE Prop.

  210 Dripps Rd, Middletown, CT 06457
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  /7

  $149,900

  • 2 Beds
  • 1 Bath
  • 875 Sq Ft

  227 Burgundy Hill Ln Unit 227, Middletown, CT 06457

  Second Floor Townhouse style condo conveniently located in Middletown's Westfield area. Unit features 2 bedrooms, large living with vaulted ceilings, additional loft space could be used as 3rd bed or office space, in unit laundry, exterior storage closet, and balcony. Condo complex features inground pool, and is on direct access to the areas walking/biking trails, city bus line, and just minutes

  Michelle Manter Berkshire Hathaway NE Prop.

  227 Burgundy Hill Ln Unit 227, Middletown, CT 06457
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  /21

  $265,000

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

  280 E Main St Unit E2, Clinton, CT 06413

  Well maintained two bedroom/1.5 bath condominium. Hardwood floors throughout living room, dining area and bedrooms. New vinyl flooring in kitchen and full bath and newer stainless refrigerator. Bullnose granite counter tops on Kraft cabinets. Breakfast bar with pass-through to dining area. A partial basement room and additional storage room. Interior access to laundry shared by only five

  Louisa Ketron Berkshire Hathaway NE Prop.

  280 E Main St Unit E2, Clinton, CT 06413
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  /15

  $76,900

  • 1 Bed
  • 1 Bath
  • 440 Sq Ft

  8 Cook Terrace, Westbrook, CT 06498

  Welcome to your perfect coastal retreat! 8 Cook Terrace offers an exceptional opportunity to enjoy Connecticut shoreline living in a peaceful setting, perfectly located for both relaxation and convenience - combining comfort, location, and truly manageable, low-cost living within the Green Acres Park community.This bright and cozy 440 sq ft home is thoughtfully designed to make the most of its

  C. Tina Pappalardo Coldwell Banker Realty

  8 Cook Terrace, Westbrook, CT 06498
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  /36

  $679,500

  • 4 Beds
  • 3 Baths
  • 3,300 Sq Ft

  73 Airline Rd, Clinton, CT 06413

  Discover privacy and space on 3.17acres at 73 Airline Road, just minutes to Clinton or Madison. The upper level of this bright and spacious raised ranch features 3 bedrooms, an office, and 2 full baths. On the main level, there is a complete 1-bedroom apartment with its own laundry and full bath. The home boasts hardwood floors throughout and a beautiful kitchen with GE Profile appliances,

  

  Matt Diamond

  Houlihan Lawrence WD

  (860) 791-4783

  73 Airline Rd, Clinton, CT 06413
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  /27

  $275,000

  • 3 Beds
  • 1 Bath
  • 1,186 Sq Ft

  177 Pearl St, Middletown, CT 06457

  This updated classic 1900 Colonial has timeless charm with many improvements and is a great opportunity for first-time buyers. The home offers an updated bright kitchen featuring brand-new appliances, three bedrooms and one refreshed bathroom, all enhanced by fresh interior paint and refinished or newly installed flooring throughout. A detached one-car garage adds convenience and storage. With

  Heather Kilbourn Cavanaugh & Company LLC

  177 Pearl St, Middletown, CT 06457
• 

  

  /23

  $449,900 Pre-Foreclosure

  • 4 Beds
  • 3 Baths
  • 2,328 Sq Ft

  50 Beckwith Rd, Killingworth, CT 06419

  Imagine coming home to 3.3 wooded acres, where the only thing you hear first is the wind in the trees and the quiet edge of Chatfield Hollow State Park. This spacious 4-bedroom, 3-bath Colonial offers over 2,600 sq ft of living space, plus a ready to finish walk-out room perfect for a home office, play area, or whatever your next chapter calls for. The contemporary layout has hardwood floors,

  Steven Rivkin Planet Realty, LLC

  50 Beckwith Rd, Killingworth, CT 06419
• 

  

  /16

  $2,200,000

  • Land
  • 30 Acres
  • $73,333 per Acre

  134 Meadow Woods Rd, Deep River, CT 06417

  *SUBDIVISION IN PROGRESS* 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 7 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

  Nicholas Burrus Santana Realty Group LLC

  134 Meadow Woods Rd, Deep River, CT 06417
• 

  /2

  $325,000

  • 2 Beds
  • 1.5 Baths
  • 1,472 Sq Ft

  40 Beach Rd, Clinton, CT 06413

  Investor Special! Rare opportunity to own a 2-bedroom home in Clinton with beach rights. Property is in need of extensive renovation and is being sold as-is-ideal for buyers looking to fully customize or rebuild. Prime location offers strong upside potential, whether for a year-round residence, beach getaway, or investment property. Bring your vision and transform this property into something

  Tyra Moscat William Raveis Real Estate

  40 Beach Rd, Clinton, CT 06413

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