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Middlesex County CT Homes for Sale

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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
  • /29

    $299,900

    $25K PRICE DROP
    • 3 Beds
    • 1 Bath
    • 1,217 Sq Ft

    92 Water St, Chester, CT 06412

    Welcome to 92 Water St, a charming 1927 two-story Colonial offering a rare opportunity to own waterfront property in picturesque Chester, CT! This 3-bedroom, 1-bathroom home is perfectly situated right on the water, offering tranquil riverfront views and an unbeatable location just a short, scenic stroll from downtown Chester's highly desirable boutiques, art galleries, and acclaimed dining.

    Luke Florian SSG Real Estate LLC

    92 Water St, Chester, CT 06412
  • /9

    $90,000

    • 5 Beds
    • 3 Baths
    • 1,558 Sq Ft

    18 Portland St, Middletown, CT 06457

    Opportunity awaits at this 2-family residential property in a convenient Middletown location. The existing structure has sustained fire damage and is being offered strictly as-is. Ideal for investors, contractors, or buyers seeking a renovation or redevelopment project. Situated on a level lot with access to public water and public sewer. Close to shopping, dining, parks, and commuter routes. A

    Leah Quinones Dave Jones Realty, LLC

    18 Portland St, Middletown, CT 06457
  • /40

    $1,150,000

    • 2 Beds
    • 2.5 Baths
    • 3,278 Sq Ft

    112 River Rd, Essex, CT 06426

    A remarkable blend of architecture, nature, and modern comfort, this modernist custom home offers a living experience unlike any other. Nestled within a private and serene setting, the property is surrounded by natural beauty, where meandering streams feed a tranquil pond that spills into a cascading waterfall before winding through the marshlands toward the Connecticut River. The setting is both

    Gigi Giordano Taylor Compass Connecticut, LLC

    112 River Rd, Essex, CT 06426
  • /37

    $795,000

    • 3 Baths
    • 4,260 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
  • /21

    $259,900

    • 2 Beds
    • 1.5 Baths
    • 1,232 Sq Ft

    77 Scenic View Dr Unit 4, Deep River, CT 06417

    Welcome to your new home-a spacious townhouse-style condominium nestled in a peaceful wooded setting in desirable Deep River. This 2-bedroom, 1.5-bath home offers over 1,200 square feet of comfortable living space, featuring an open and functional layout, central air, and abundant natural light throughout. Enjoy your morning coffee on the private balcony or relax on the patio overlooking the

    Cassandra Aronson Puorro Realty Group

    77 Scenic View Dr Unit 4, Deep River, CT 06417
  • /40

    $1,100,000

    Open Sun 11AM - 1PM
    • 3 Beds
    • 2 Baths
    • 1,426 Sq Ft

    37 Woodland Dr, Old Saybrook, CT 06475

    Experience coastal luxury in this stunning 3-bedroom, 2-bathroom ranch style home nestled in Knollwood Beach. Set on a rare .33 acre lot, it offers picturesque marsh and South Cove views. Step inside to discover a newly remodeled interior featuring an expansive remodeled white kitchen with quartz counters, large center island. The family room boasts a dramatic fireplace, while a sunlit dining

    Joel Lucas Coldwell Banker Realty

    37 Woodland Dr, Old Saybrook, CT 06475
  • /38

    $485,000

    • 3 Beds
    • 2 Baths
    • 1,650 Sq Ft

    216 Reservoir Rd, Killingworth, CT 06419

    Cape Cod with coastal perks, offers 3 bedrooms and 2 full baths. Open floor plan of main level includes a large eat in kitchen with slider to to small balcony/deck overlooking woodland. Alternatively, off of the kitchen is a sizable three season screened porch with vaulted ceiling that overlooks the back yard to create a perfect place for alfresco dining or a simple unwind. Relax in the cozy

    Paul Smyth William Pitt Sotheby's Int'l

    216 Reservoir Rd, Killingworth, CT 06419
  • /40

    $599,000

    • 3 Beds
    • 3 Baths
    • 1,846 Sq Ft

    32 Sunset Terrace, Essex, CT 06426

    Welcome home to this beautifully maintained Cape-style residence offering over 1,800 square feet of finished living space, including 1,370 square feet on the main and upper levels plus an additional 476 square feet in the finished lower level. The main floor features a newly remodeled kitchen complete with quartz countertops, stainless steel appliances, and ample cabinet space, seamlessly flowing

    Chris Torrez RE/MAX One

    32 Sunset Terrace, Essex, CT 06426
  • /19

    $464,999

    $25K PRICE DROP
    • 3 Beds
    • 1 Bath
    • 828 Sq Ft

    9 2nd Ave, Westbrook, CT 06498

    Enjoy exclusive Beach Rights and ultimate coastal living in the highly desirable Chapman Beach community! Just steps from the sand, this bright and airy 3-bedroom, 1-bath seasonal cottage is the ultimate shoreline escape you've been waiting for. Inside, 828 square feet of sun-drenched living space is perfectly optimized for relaxed, carefree seaside vibes. Tucked away on a private lot along a

    Diane Devries William Pitt Sotheby's Int'l

    9 2nd Ave, Westbrook, CT 06498
  • /5

    $199,000

    • Land
    • 5.06 Acres
    • $39,328 per Acre

    30-R Turkey Hill Rd, Durham, CT 06422

    Build your dream on Turkey Hill - 5.06 acres in one of Durham's most desirable neighborhoods, listed at $199,000. This is a rare blank canvas tucked into a prestigious enclave of beautiful custom homes. Gentle slopes, mature tree lines, and room to build the home you've been picturing. A stately colonial? A sprawling ranch with everything on one level? Space for an in-law suite so family can be

    Debbie Huscher Real Broker CT, LLC

    30-R Turkey Hill Rd, Durham, CT 06422
  • /33

    $354,900

    $24K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 1,496 Sq Ft

    4 Gloria Rd, Cromwell, CT 06416

    Welcome to 4 Gloria Rd - a beautifully updated 3-bedroom, 3-bathroom home in the heart of Cromwell. Step inside to find hardwood floors, generous room sizes, and a warm, inviting living room complete with a gas fireplace. The updated kitchen features oak cabinetry and stainless steel appliances, perfect for everyday living and entertaining. A first-floor bedroom adds flexibility, with two

    Thomas Mele Social & Co Realty

    4 Gloria Rd, Cromwell, CT 06416
  • /38

    $800,000

    • 2 Beds
    • 1 Bath
    • 1,478 Sq Ft

    25 River Ave, Old Saybrook, CT 06475

    Welcome to the heart of Saybrook Manor! This beautifully maintained ranch-style home offers the perfect blend of shoreline charm and everyday convenience. Situated on a desirable corner lot, this one-level home features comfortable living spaces, thoughtful updates, and a relaxed coastal lifestyle. Enjoy easy access to the private Saybrook Manor beaches, Oyster River, nearby marinas, restaurants,

    Agent Photo

    Linda O'Hara

    William Raveis Real Estate

    25 River Ave, Old Saybrook, CT 06475
  • /40

    $729,900

    Open Fri 4PM - 6PM $19K PRICE DROP
    • 4 Beds
    • 4 Baths
    • 4,500 Sq Ft

    68 High St, Portland, CT 06480

    Custom-built by renowned local builder McGinley, this exceptional home is tucked away at the end of a peaceful private road, in the desirable The Highlands subdivision, privately situated on 3.34 acres. Thoughtfully designed and built as the builder's own residence, this spacious home offers quality craftsmanship, character, and incredible versatility throughout. A grand foyer welcomes you into

    Jody Smaglis Coldwell Banker Realty

    68 High St, Portland, CT 06480
  • /10

    $449,000

    • 8 Beds
    • 5.5 Baths
    • 3,654 Sq Ft

    12 Fairview St, Portland, CT 06480

    Exceptional investment opportunity in the heart of Portland! This well located two family property is generating impressive rental income that's offering immediate cash flow from day one. Conveniently situated just off Main Street and with quick access to major highways, the location is ideal for tenants and commuters alike. Close to shopping, restaurants, and local amenities, this income

    Marco Rondinone Berkshire Hathaway NE Prop.

    12 Fairview St, Portland, CT 06480
  • /39

    $575,000

    $50K PRICE DROP
    • 4 Beds
    • 4 Baths
    • 3,600 Sq Ft

    20 Airline Rd, Clinton, CT 06413

    Looking for a little more space, privacy, and room to spread out? Welcome to 20 Airline Road. This well-maintained 4-bedroom, 4-full-bath home offers a flexible layout with plenty of space for today's lifestyle. The main level features an inviting flow between the living spaces and kitchen, making everyday living and entertaining feel easy. A first-floor office provides the perfect spot for

    Kelly Whiteman William Raveis Real Estate

    20 Airline Rd, Clinton, CT 06413
  • /28

    $220,000

    • 2 Beds
    • 2 Baths
    • 840 Sq Ft

    5 Carriage Crossing Ln, Middletown, CT 06457

    *Back on the market due to the previous buyer already owning a unit.* Welcome to 5 Carriage Crossing, a desirable first floor end-unit condo in the welcoming Carriage Crossing community of Middletown, CT. This well maintained 2 bedroom, 2 bath condominium offers the perfect blend of comfort, convenience, and low maintenance living. Filled with natural light, the spacious floor plan provides an

    kathleen mullins Real Broker CT, LLC

    5 Carriage Crossing Ln, Middletown, CT 06457
  • /8

    $319,000

    • 2 Beds
    • 1.5 Baths
    • 1,296 Sq Ft

    4 Founders Village Unit 4, Clinton, CT 06413

    Enjoy carefree living in this well-maintained and updated end-unit townhouse offering added privacy and a desirable location within the complex. Convenient assigned parking is located just steps from the unit. The main level features a spacious living room, a generously sized kitchen with a casual dining area, and a convenient first-floor powder room. Upstairs are two generously sized bedrooms,

    Al Melotto Total Realty Services LLC

    4 Founders Village Unit 4, Clinton, CT 06413
  • /25

    $199,900

    • 2 Beds
    • 1.5 Baths
    • 1,388 Sq Ft

    13 Green Acres Park Dr, Westbrook, CT 06498

    Enjoy the ocean breeze just a half mile from Long Island Sound! This rare, 1388 sq. ft. double-wide mobile home offers the perfect blend of coastal comfort and incredible value. Enter the heated sunroom with its full wall of windows creating a bright and airy space to enjoy year round. The main living area offers kitchen upgrades showcasing black diamond leathered quartzite countertops, stainless

    Lisa Szyndlar Compass Connecticut, LLC

    13 Green Acres Park Dr, Westbrook, CT 06498
  • /2

    $2,200,000

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

    134 Meadow Woods Rd, Deep River, CT 06417

    Rare opportunity to acquire approximately 30 acres in one of Deep River's most desirable locations. This exceptional property presents a unique residential development opportunity combining privacy, natural beauty, existing improvements, and future potential. The property includes an existing Saltbox style residence and offers subdivision potential for approximately 5-7 residential lots, subject

    Jennifer Gurnell William Raveis Real Estate

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

    $2,200,000

    • 4 Beds
    • 3.5 Baths
    • 3,957 Sq Ft

    47 E Kings Hwy, Chester, CT 06412

    A once-in-a-generation opportunity to become the steward of one of the Connecticut River Valley's most important historic estates. Built in 1798 by Jonathan Warner-founder of the Chester-Hadlyme Ferry, merchant, ship owner, farmer, Constable, Justice of the Peace, civic leader, and director of the Middlesex Turnpike-the Warner-Brooks House stands as a remarkable testament to early American

    Agent Photo

    Al Chiarito

    Chiarito Real Estate LLC

    47 E Kings Hwy, Chester, CT 06412
  • /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
  • /39

    $2,200,000

    • 4 Beds
    • 4 Baths
    • 3,188 Sq Ft

    108 Maple Ave, Old Saybrook, CT 06475

    Contemporary coastal elegance meets exceptional privacy along South Cove in Old Saybrook. Set on an extraordinary 1.8-acre parcel, this cedar-sided, 3,188-square-foot residence offers breathtaking water views from nearly every room and a setting that is virtually impossible to recreate. Originally built in 1965 and thoughtfully rebuilt in 1991, the home was designed to capture its spectacular

    Jessica Blancato William Pitt Sotheby's Int'l

    108 Maple Ave, Old Saybrook, CT 06475
  • /26

    $279,000

    $10K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,404 Sq Ft

    9 Clubhouse Dr, Cromwell, CT 06416

    Recently Reduced and Priced to Sell! Welcome to Fox Meadows, one of Cromwell's most desirable condominium communities. This bright and well-maintained 2-bedroom, 2-bathroom end-unit condo offers an exceptional value with a competitive new price. The open main living area features vaulted ceilings and abundant natural light, creating a spacious and inviting atmosphere. Recent updates include a

    Andrew Jackson Roundtree Realty LLC

    9 Clubhouse Dr, Cromwell, CT 06416
  • /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
  • /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
  • /38

    $349,900

    • 1 Bed
    • 1 Bath
    • 844 Sq Ft

    65 E Shore Dr, Higganum, CT 06441

    An incredible waterfront opportunity awaits at Hidden Lake in Haddam, CT! Bring your vision to this direct lakefront property, which has been fully gutted and is ready for your custom rebuild and design for investors or handy owner occupied buyers. Major heavy-lifting components are already complete, including a Roof replaced on House & Garage in 2023 with Skylight additions and a whole-house

    Michael Hvizdo Coldwell Banker Realty

    65 E Shore Dr, Higganum, CT 06441
  • /33

    $274,900

    • 1 Bed
    • 1 Bath
    • 720 Sq Ft

    20 Plymouth Ct, Clinton, CT 06413

    Charming 720 SQFT Ranch-Style Condo with Private Outdoor Space Welcome to easy, low-maintenance living in this beautifully maintained ranch-style unit located in desirable Clinton! Unit 20 offers a bright and open floor plan, perfect for both relaxing and entertaining. This inviting one-bedroom, one-bath home features a spacious living area that flows seamlessly into the kitchen and dining space,

    Bob Yostos Coldwell Banker Realty

    20 Plymouth Ct, Clinton, CT 06413
  • /38

    $1,499,000

    New Construction
    • 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
  • /29

    $299,900

    • 2 Beds
    • 1 Bath
    • 576 Sq Ft

    26 Wildwood Rd, Colchester, CT 06415

    Discover lake living at its finest in the meticulously cared-for, turn-key seasonal cottage at Lake Hayward. Updated for effortless living, this welcoming 2-bedroom home features an open floor plan accented by a sun-filled enclosed porch with seasonal views of the water. Modern comforts abound, including a ductless system for efficient heating and cooling, plus the added convenience of a laundry

    Carolyn Kress Berkshire Hathaway NE Prop.

    26 Wildwood Rd, Colchester, CT 06415
  • /40

    $1,095,000

    • 5 Beds
    • 2.5 Baths
    • 3,741 Sq Ft

    8 Meeting House Rd, Haddam, CT 06438

    Welcome to 8 Meeting House Road, a secluded and serene retreat. This special property was the former Reverend John Marsh parsonage circa 1818. It has been privately owned for the last 41 years by the same family and is now ready for a new steward. This gracious historic home features a light-filled eat-in kitchen, a fabulous enclosed sunporch overlooking verdant views of the property, and

    Susan Malan William Pitt Sotheby's Int'l

    8 Meeting House Rd, Haddam, CT 06438
  • /22

    $526,250

    $113K PRICE DROP
    • 3 Beds
    • 1 Bath
    • 1,038 Sq Ft

    9 Farview Ave, Old Saybrook, CT 06475

    Charming Coastal Ranch in an incredible Old Saybrook location! This well-maintained ranch offers the perfect blend of comfort, convenience, and shoreline lifestyle. An easy flow layout which includes 3 bedrooms, living room, dining room, kitchen, full bath and a full unfinished basement for additional storage or workshop. Step outside to a spacious backyard designed for entertaining, relaxing,

    Sharon Linder Berkshire Hathaway NE Prop.

    9 Farview Ave, Old Saybrook, CT 06475
  • /40

    $750,000

    • 3 Beds
    • 3.5 Baths
    • 3,493 Sq Ft

    32 Staba Dr, Higganum, CT 06441

    Remarkable, one-of-a-kind home in lovely subdivision on a professionally landscaped 2 acre corner lot with well- planned lighting to accentuate the master crafted gardens/plantings. Irrigation system with 14 zones controlled by an app. helps to keep all fresh/healthy. The lifetime, cobblestone driveway leads to an impressive granite entryway with solid wood doors that brings you to a grand 2

    Eileen Boulay William Pitt Sotheby's Int'l

    32 Staba Dr, Higganum, CT 06441
  • /34

    $229,900

    • 2 Beds
    • 2 Baths
    • 1,015 Sq Ft

    111 Dekoven Dr Unit 609, Middletown, CT 06457

    Come see this beautiful freshly painted two bedroom, 2 bath remodeled unit which has Corian countertops and white cabinetry for a bright and light kitchen. All kitchen appliances are stainless steel and the flooring is tile. Walk into the dining room/living room with tile flooring and overhead fan to the slider for some extra views of the CT. River! Both bedrooms have Bamboo wood flooring with

    Sally McMahon William Raveis Real Estate

    111 Dekoven Dr Unit 609, Middletown, CT 06457
  • /37

    $685,000

    • 3 Beds
    • 2 Baths
    • 2,508 Sq Ft

    11 Autumn Ln, Clinton, CT 06413

    Nestled on more than 7 acres, this expansive ranch-style property offers the perfect blend of country living, recreation, and endless possibilities. Whether you're dreaming of a hobby farm, equestrian pursuits, or simply enjoying wide-open space, this property provides the setting to make it a reality. Inside, this home features 3 spacious bedrooms, 2 full bathrooms, a dedicated office, a large

    Bonnie Fillion Berkshire Hathaway NE Prop.

    11 Autumn Ln, Clinton, CT 06413
  • /39

    $650,000

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

    38 Main St, Deep River, CT 06417

    Nestled in the charming town of Deep River, between the villages of Essex and Chester, this beautiful Colonial offers the perfect blend of classic character and modern updates. Featuring 4 bedrooms, 2 full baths and 2 half baths, this spacious home is designed for comfortable living and entertaining. Enter through the welcoming foyer, where the dining room sits to the left, while French doors

    Sue Bowes RE/MAX on the Bay

    38 Main St, Deep River, CT 06417
  • /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
  • /15

    $959,750

    New Construction
    • 4 Beds
    • 2.5 Baths
    • 2,552 Sq Ft

    6 Beechwood Dr, Ivoryton, CT 06442

    Nestled on a private 1.82-acre homesite in picturesque Ivoryton, this stunning new construction residence offers the perfect blend of luxury, comfort, and modern design. Featuring over 2,500 square feet of thoughtfully designed living space, the home boasts 4 bedrooms, 2.5 baths, an open-concept layout, designer finishes, and exceptional craftsmanship throughout. The spacious kitchen flows

    Michael Garcarz Silver and Oak Realty

    6 Beechwood Dr, Ivoryton, CT 06442
  • /26

    $610,000

    • 4 Beds
    • 3 Baths
    • 3,168 Sq Ft

    22 Hill Top Dr, Durham, CT 06422

    Welcome to a home where there's room to spread out, gather together, and create lasting memories. Tucked away on a picturesque cul-de-sac just minutes from town, this spacious 4-bedroom Cape offers the perfect blend of charm, comfort, and flexibility. Thoughtfully designed for everyday living, the first floor features an inviting family room with exposed wood beam ceilings and a brick fireplace,

    Debbie Huscher Real Broker CT, LLC

    22 Hill Top Dr, Durham, CT 06422
  • /24

    $1,300,000

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

    480 Main St, Middletown, CT 06457

    Welcome to 480 Main Street, Middletown - a rare investment opportunity in the heart of Downtown Middletown! This stunning brick mixed-use building blends timeless character with strong income-producing potential. Featuring 8 spacious residential units, each offering 900+ square feet, soaring ceilings, beautiful hardwood flooring, functional built-ins, and oversized layouts that tenants love.

    Lindy Hoyt Century 21 AllPoints Realty

    480 Main St, Middletown, CT 06457

Showing Results 121 - 160, Page 4 of 11

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