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Middlesex County CT Homes for Sale

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  • /12

    $99,900

    • Land
    • 1.23 Acres
    • $81,220 per Acre

    402 Cox Rd Unit 8, Portland, CT 06480

    NEW PORTLAND SUBDIVISION - KELSEYS POND ESTATES. Custom Homes by Lepore and Sons LLC. New land lots with views of Kelseys Pond across the road! Short distance to Meshomasic State Forest and the walking trails. Quarry Ridge Golf Course nearby. Minutes to all the amenities in Portland, Middletown and Glastonbury. Perfectly situated near Routes 2 & 9. Other lots available. One or more of this

    Steven Lepore West Wind Realty, LLC

    402 Cox Rd Unit 8, Portland, CT 06480
  • /35

    $409,900

    • 3 Beds
    • 2.5 Baths
    • 2,012 Sq Ft

    5 Bell Ct, Portland, CT 06480

    Beautiful 3-bedroom, 2.1-bath Cape tucked away on a quiet cul-de-sac just off Main Street, within minutes of town and walking distance to the elementary school. Step inside to a welcoming family room featuring a dramatic cathedral ceiling and gorgeous wide-board wood floors. The newly renovated kitchen (2024) showcases quartz countertops, a butcher-block center island, subway-tile backsplash, and

    Doreen Amata Coldwell Banker Realty

    5 Bell Ct, Portland, CT 06480
  • /38

    $320,000

    Coming Soon
    • 3 Beds
    • 1.5 Baths
    • 1,104 Sq Ft

    25 Berry Rd, East Haddam, CT 06423

    Beach rights to a beautiful private beach with available boat launch on a first come - first serve basis. Serene setting with an unbelievable amount of outdoor space, lake-rights and set at the end of the lane! This beloved East Haddam home reflects careful ownership and enjoyment, offering sunny grounds, peaceful surroundings, and easy access to lake lifestyle amenities. The home is move

    Lorrie Maiorano Calcagni Real Estate

    25 Berry Rd, East Haddam, CT 06423
  • /2

    $369,900

    • Land
    • 45.7 Acres
    • $8,094 per Acre

    0 Florida Rd, East Haddam, CT 06423

    Beautiful 45.70 Acre lot that must be sold as a package deal with a .78 Acres known as Florida Road North (MLS#24057527).

    Anthony Fabrizio Coldwell Banker Realty

    0 Florida Rd, East Haddam, CT 06423
  • /33

    $350,000

    • 4 Beds
    • 2 Baths
    • 1,698 Sq Ft

    163 Dublin Hill Rd, Higganum, CT 06441

    Unlock the potential in this hidden gem located on a quiet street just minutes from highway access and major job centers. This multi-unit property offers both lifestyle and income potential. Situated just a short distance from River Valley Transit stops (public transportation), the location supports easy commuting while maintaining peaceful rural setting. Enjoy access to town resident only river

    Angela Ferguson Coldwell Banker Realty

    163 Dublin Hill Rd, Higganum, CT 06441
  • /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
  • /31

    $850,000

    $150K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,476 Sq Ft

    559 Route 81, Killingworth, CT 06419

    Contractors and hobbyists take note of this incredible opportunity in Killingworth! This adorable, gabled Cape is set back on a spectacular 2.3 acre lot and features two large accessory barns offering unparalleled storage, workshop, or home business possibilities. The wood-sided main home boasts 3 bedrooms, 2.5 baths, and an attached 2-car garage. Inside, this freshly painted, delightful 1937

    Tina Rupp William Pitt Sotheby's Int'l

    559 Route 81, Killingworth, CT 06419
  • /4

    $225,000

    • Land
    • 3.37 Acres
    • $66,766 per Acre

    1145 Saybrook Rd, Haddam, CT 06438

    Discover the potential of this remarkable 3.37-acre rear parcel tucked into the natural landscape of Haddam. Thoughtfully improved and ready for development, the property features an existing access drive leading to a spacious open building area with approvals supporting a private home site. Whether you are seeking the perfect location for a custom estate, equestrian setup, weekend retreat, or

    Erica Stone iHeart Homes Real Estate LLC

    1145 Saybrook Rd, Haddam, CT 06438
  • /40

    $1,250,000

    New Construction
    • 5 Beds
    • 3.5 Baths
    • 3,689 Sq Ft

    25 Silver Springs Dr, Haddam, CT 06441

    Modern farmhouse design meets refined craftsmanship in this to-be-built home set within the highly desirable Chatham Lake neighborhood, an established community of upscale homes on spacious lots, offering a peaceful setting surrounded by natural beauty. Positioned atop a gentle rise, the property captures beautiful ridgeline views and stunning sunset exposures from the front of the home, creating

    Rob Paskiewicz CT Home Pro, LLC

    25 Silver Springs Dr, Haddam, CT 06441
  • /36

    $500,000

    $50K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,956 Sq Ft

    230 Killingworth Rd, Higganum, CT 06441

    Beautifully remodeled 1780 Antique Colonial, thoughtfully modernized while preserving its historic integrity. This was never intended to be a sale-the current owner invested heavily in quality and craftsmanship before an unforeseen job relocation necessitated the move. Original wide plank flooring and five fireplaces remain throughout, showcasing the home's timeless character. The stunning

    Brittany O'Hara William Raveis Real Estate

    230 Killingworth Rd, Higganum, CT 06441
  • /29

    $425,000

    • 3 Beds
    • 2 Baths
    • 1,382 Sq Ft

    17 Hunters Path, Clinton, CT 06413

    Welcome home to this charming and well-maintained Cape offering over 1,350 square feet of comfortable living space on a generous lot in a convenient shoreline location. Featuring 4 bedrooms and 2 full baths, this home provides flexibility for families, guests, or a home office setup. The spacious kitchen offers ample cabinetry and workspace and opens to a warm and inviting living room highlighted

    Gigi Giordano Taylor Compass Connecticut, LLC

    17 Hunters Path, Clinton, CT 06413
  • /8

    $299,000

    • 3 Beds
    • 1.5 Baths
    • 2,040 Sq Ft

    714 Long Hill Rd, Middletown, CT 06457

    Nestled in the highly sought-after Wesleyan Hills community, this well-maintained and affordable 3-bedroom condo offers the perfect blend of comfort, convenience, and privacy. Featuring an open floor plan, the home boasts an updated kitchen that flows seamlessly into the living and dining areas, creating an inviting space for everyday living and entertaining. A sliding glass door leads to your

    Santo Gulino William Raveis Real Estate

    714 Long Hill Rd, Middletown, CT 06457
  • /40

    $820,000

    • 2 Beds
    • 3 Baths
    • 1,795 Sq Ft

    199 E Shore Dr, Colchester, CT 06415

    Experience elevated, year-round waterfront living at 199 East Shore Drive. Positioned directly on the widest expanse of Lake Hayward, this exceptional property delivers a seamless blend of classic lake house charm and modern capability. The main level offers an inviting, open-concept living and dining space anchored by a gas fireplace, custom built-in bookshelves, and hardwood flooring. The

    Jonathan Archer William Raveis Real Estate

    199 E Shore Dr, Colchester, CT 06415
  • /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
  • /23

    $455,000

    $20K PRICE DROP
    • 3 Beds
    • 1.5 Baths
    • 1,375 Sq Ft

    85 River Rd Unit B7, Essex, CT 06426

    Welcome to Heritage Cove and a rare opportunity. Unit B-7 in the desirable B building is on the market. Three story, three-bedroom townhouse has been owned by the same family since the earliest days of Heritage. Bring your decor ideas to this exceptionally located property. It is very unusual to find a legitimate three-bedroom condominium. This unit offers sweeping views of North Cove and the

    Patrick Kilty William Raveis Real Estate

    85 River Rd Unit B7, Essex, CT 06426
  • /38

    $449,900

    Open Sun 12PM - 2PM
    • 4 Beds
    • 2 Baths
    • 1,573 Sq Ft

    11 Bailey Rd, East Haddam, CT 06423

    Nestled near the end of Bailey Rd, in East Haddam - with beautiful views of Bashan Lake - this YEAR-ROUND, 4 Bedroom, 2 Bath w/ 2 Car Garage House sits on almost an acre of land. The original home (kitchen area) was built in 1950 (size of original home is footprint for attic and basement). In 1994 an addition was added and included a 2-car garage, Primary En-Suite with walk-in closet/Bath, Good

    JoAnne O'Brien Berkshire Hathaway NE Prop.

    11 Bailey Rd, East Haddam, CT 06423
  • /31

    $1,590,000

    • 3 Beds
    • 2.5 Baths
    • 1,916 Sq Ft

    21 Fenbrook Rd, Old Saybrook, CT 06475

    Welcome to an exceptional year-round home located in one of Connecticut's most renowned beach communities, the Knollwood Beach Association. Just steps from a private beach, this property offers the perfect blend of coastal living and everyday comfort. This spacious home features a finished above-grade lower level. Please note: the official square footage does not include the fully furnished first

    Ralph Harvey ListWithFreedom.com

    21 Fenbrook Rd, Old Saybrook, CT 06475
  • /40

    $625,000

    • 4 Beds
    • 4 Baths
    • 2,640 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
  • /27

    $440,000

    • 3 Beds
    • 2.5 Baths
    • 1,736 Sq Ft

    10 Oak Hill Dr, Clinton, CT 06413

    Nestled atop of a quiet cul-de-sac in one of Clinton's established neighborhoods, 10 Oak Hill Drive offers the perfect blend of comfort, space, and convenience. Set on a generous 0.69 acre lot, this classic Colonial welcomes you with a thoughtful floor plan designed for everyday living and effortless entertaining. Inside, timeless slate floors welcome you home from the front door. Wood floors

    Sacha Armstrong William Pitt Sotheby's International Realty

    10 Oak Hill Dr, Clinton, CT 06413
  • /37

    $2,200,000

    • 4 Beds
    • 2.5 Baths
    • 2,197 Sq Ft

    49 Hammock Rd, Clinton, CT 06413

    Incredible location direct waterfront with private beach. The entire home has been renovated just move in and enjoy the beach life. This 4 Bedroom 2 1/2 bath home has everything inside and out. The patio overlooking the water is stunning. Additionally, the home has a full basement which is very rare.

    Doug Rose Scalzo Real Estate

    49 Hammock Rd, Clinton, CT 06413
  • /12

    $899,900

    New Construction $10K PRICE INCREASE
    • 3 Beds
    • 3.5 Baths
    • 2,164 Sq Ft

    48A Ironworks Rd, Clinton, CT 06413

    Welcome to "The River Wood" a 3-bedroom custom home, nestled on a sprawling 4.81-acre parcel boasting an impressive 624 feet of riverfront along the scenic Menunketesuck River. This architectural gem is a seamless blend of luxurious living spaces, natural beauty, and tranquil surroundings. Upon entering, you'll be greeted by an inviting double door that leads into the heart of the home. The first

    Gigi Giordano Taylor Compass Connecticut, LLC

    48A Ironworks Rd, Clinton, CT 06413
  • /40

    $689,900

    $60K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 1,153 Sq Ft

    21 E Shore Dr, East Haddam, CT 06423

    DIRECT WATERFRONT - New Price/Motivated Seller - Experience true lakefront living at this exceptional waterfront retreat on beautiful Lake Hayward, featuring approximately 193 feet of direct shoreline and breathtaking sunset views. Thoughtfully remodeled in the mid-1980s and meticulously maintained, this charming cottage blends warmth, character, and modern comfort. The inviting living room

    Carolyn Kress Berkshire Hathaway NE Prop.

    21 E Shore Dr, East Haddam, CT 06423
  • /24

    $198,000

    Open Sun 10AM - 12PM
    • 2 Beds
    • 1 Bath
    • 845 Sq Ft

    1221 Washington St Unit 8, Middletown, CT 06457

    This 2-bedroom loft-style townhouse at Woodgate offers a smart, functional layout in a community that recently completed a full exterior renovation - new roofs, siding, windows, decks, and doors throughout. The main level features a vaulted living room, galley kitchen, full bath, guest bedroom, and first-floor laundry. Upstairs, the primary suite includes large windows and an open balcony

    Cory Winkelmann William Pitt Sotheby's Int'l

    1221 Washington St Unit 8, Middletown, CT 06457
  • /6

    $764,900

    New Construction
    • 3 Beds
    • 2.5 Baths
    • 2,706 Sq Ft

    506 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 Richmond w/dramatic facades including 3 gables, large windows. Flexible floor plans starting w/3 bdrms, 2-story family room w/large balcony overlook, huge great room kitch/dining area combo, large 1st floor walk in laundry room,

    Mark Toledo Berkshire Hathaway NE Prop.

    506 Freya Ln, East Hampton, CT 06424
  • /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
  • /4

    $339,900

    • 4 Beds
    • 2 Baths
    • 1,704 Sq Ft

    42 Saybrook Rd, Middletown, CT 06457

    This is home is located convenient to Shopping center and route 9. First floor main bedroom with full bath Addition three bedrooms on the upper level and a full bath. Builtin hutch in the dinning area. Living room with fireplace. (never used) Hardwood floors under carpeting. Ramp A detached two car garage. Property to be sold in as is condition, Contingent upon probate approval

    Ramona B Gonzalez Berkshire Hathaway NE Prop.

    42 Saybrook Rd, Middletown, CT 06457
  • /35

    $499,000

    $76K PRICE DROP
    • 2 Beds
    • 2.5 Baths
    • 4,205 Sq Ft

    286 Marlborough St, Portland, CT 06480

    This unique property presents an exceptional opportunity for both investors and owner-occupants seeking flexibility and income potential. The upper level offers a well-appointed two-bedroom, one-bath apartment filled with natural light-perfect for immediate occupancy or reliable rental income. On the first floor, a spacious layout that previously operated as a salon provides a blank canvas for

    Kris Robinson Eagle Eye Realty PLLC

    286 Marlborough St, Portland, CT 06480
  • /34

    $825,000

    Open Sun 1:30PM - 3PM
    • 2 Beds
    • 3 Baths
    • 2,876 Sq Ft

    53 Meeks Point Rd, East Hampton, CT 06424

    A house built for a King...well, a Former Governor anyway. Sweeping lake vistas drench every room in natural light from every gorgeous sun up to sun down. A first floor bedroom is coupled with a massive second floor flexible living space just waiting for your vision of lake house living. With 50 feet of frontage on Lake Pocotopaug, every lake enthusiast - swimmers, boaters, and wake-boarders -

    Margaret Wilcox William Raveis Real Estate

    53 Meeks Point Rd, East Hampton, CT 06424
  • /40

    $829,000

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

    33 Deep River Rd, Centerbrook, CT 06409

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

    Susan Malan William Pitt Sotheby's Int'l

    33 Deep River Rd, Centerbrook, CT 06409
  • /34

    $619,900

    • 3 Beds
    • 2.5 Baths
    • 2,128 Sq Ft

    201 Edgewater Cir Unit B, East Hampton, CT 06424

    Built in 2022, this beautifully designed townhome offers the advantages of newer construction without sacrificing architectural character. Distinctive exterior details including decorative brackets, columns, contrasting shutters, and attractive gabled rooflines create curb appeal that stands apart from typical condominium communities. Inside, a dramatic two-story foyer welcomes you home, while

    Carl Guild Carl Guild & Associates

    201 Edgewater Cir Unit B, East Hampton, CT 06424
  • /7

    $115,000

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

    428-LOT Plains Rd, Haddam, CT 06438

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

    Siobhan McLaughlin William Raveis Real Estate

    428-LOT Plains Rd, Haddam, CT 06438
  • /11

    $259,900

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

    262 Connecticut 81, Killingworth, CT 06419

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

    Gene Pica RE/MAX Alliance

    262 Connecticut 81, Killingworth, CT 06419
  • /40

    $849,900

    $25K PRICE DROP
    • 5 Beds
    • 3.5 Baths
    • 3,452 Sq Ft

    29 Copper Beech Dr, Middletown, CT 06457

    Tucked away on a quiet, highly desirable cul-de-sac of only 7 homes in the sought-after South Farms district, this beautifully crafted 5-bedroom, 3.5-bathroom colonial features a stunning brick-front facade and exceptional curb appeal. Boasting a coveted 3-car attached garage, the home greets you with an abundance of natural light and gleaming hardwood floors flowing seamlessly throughout the

    Stefania Bramato Berkshire Hathaway NE Prop.

    29 Copper Beech Dr, Middletown, CT 06457
  • /10

    $299,000

    • 2 Beds
    • 1 Bath
    • 732 Sq Ft

    11 Jobs Gate 1, Portland, CT 06480

    Investor's great opportunity!!!Must see this peaceful waterfront escape over looking Camp Ingersoll. This charming year-round home offers 2 bedrooms, 1 full bath, a cozy living room, and a kitchen overlooking the sparkling lake, creating the perfect setting to relax and unwind. Enjoy swimming, kayaking, and fishing right from your backyard while taking in the tranquil water views and natural

    Roseanne Scacca Dan Combs Real Estate

    11 Jobs Gate 1, Portland, CT 06480
  • /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
  • /37

    $1,595,000

    Open Sun 11AM - 1PM $105K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,809 Sq Ft

    104 Knollwood Dr, Old Saybrook, CT 06475

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

    Karen Lee Coldwell Banker Realty

    104 Knollwood Dr, Old Saybrook, CT 06475
  • /20

    $197,900

    $19K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 888 Sq Ft

    19 Old Forge Rd, Westbrook, CT 06498

    One of the Best/Private Locations in this well-kept New England Village Community. Very nice 2-bedroom house, 1 Bath, Sunroom, Eat-in Kitchen/Dining area, Living room, Roof 12 years old, Heat pump 2012, Water heater 2011 and Vinyl siding 2012. Kitchen, baths, floors in excellent shape. Central A/C 11 yrs old & a spacious private yard / with storage shed. Note: property bordered by private road on

    Bob Cancelmo Berkshire Hathaway NE Prop.

    19 Old Forge Rd, Westbrook, CT 06498
  • /40

    $779,000

    $45K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,433 Sq Ft

    257 W Elm St, Deep River, CT 06417

    Tucked away on 4.4 acres of rolling countryside with direct frontage on a tranquil reservoir, this custom-built farmhouse Cape is a rare find. Thoughtfully constructed in 2002 and lovingly maintained by its original owner, the home offers three bedrooms, two and a half baths, and a first-floor primary suite with a generous walk-in closet and en suite bath. Hardwood floors, a wood-burning

    John Izzo William Raveis Real Estate

    257 W Elm St, Deep River, CT 06417
  • /4

    $667,900

    New Construction
    • 5 Beds
    • 2.5 Baths
    • 2,648 Sq Ft

    7A Freya Ln, East Hampton, CT 06424

    Lake Overlook Estates - an enclave of 12 homesites with stunning seasonal views of Lake Pocotopaug. Lot 4 - last home site available for Carma, LLC. Expanded Colonial III - this stately home offers a spacious and dramatic first floor with two story entry and double sided balcony overlook. The large kitchen is open to eating area and large great room. One will enjoy a mudroom, first floor office

    Mark Toledo Berkshire Hathaway NE Prop.

    7A Freya Ln, East Hampton, CT 06424
  • /13

    $600,000

    • 2 Beds
    • 1 Bath
    • 768 Sq Ft

    28 Church St, Old Saybrook, CT 06475

    This well-maintained 2-bedroom, 1-bathroom ranch is the ultimate turnkey opportunity in one of Connecticut's most beloved shoreline communities. Offered fully furnished - just move right in! Enjoy easy single-level living with a comfortable layout, all within minutes of Old Saybrook's downtown, local beaches, the Connecticut River, marinas, and charming shops and restaurants. Don't miss your

    Timothy Johnson Starr Team at LPT Realty

    28 Church St, Old Saybrook, CT 06475

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