245

Middlesex County CT Houses for Sale

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  • /40

    $995,000

    • 4 Beds
    • 5 Baths
    • 3,945 Sq Ft

    38 Buell Hill Rd, Killingworth, CT 06419

    Welcome to 38 Buell Hill Road, a grand colonial spanning 3,945 square feet. Nestled on three private acres within a prestigious subdivision, bordering Deer Lake and Foster Pond State Park, this opulent home offers the ideal fusion of luxury, safety, and a welcoming, family-oriented community. The chef's kitchen is a culinary haven, equipped with a substantial center island that incorporates

    Joe Scarpellino Coldwell Banker Realty

    38 Buell Hill Rd, Killingworth, CT 06419
  • /40

    $975,000

    • 4 Beds
    • 3 Baths
    • 3,644 Sq Ft

    407 Grove Beach Rd N, Westbrook, CT 06498

    The Scranton House. This Quintessential New England historic Greek Revival blends old world charm with modern luxury living! Built by a prominent Connecticut businessman and government leader, was constructed circa 1830 and first stood on the grounds of the Madison memorial library and was moved to its current location in 1988. Nestled on two immaculately manicured park-like acres and backing up

    Sam Manandhar RE/MAX Heritage

    407 Grove Beach Rd N, Westbrook, CT 06498
  • /40

    $675,000

    • 4 Beds
    • 2.5 Baths
    • 2,550 Sq Ft

    129 Falls Landing Rd, Deep River, CT 06417

    Waterfront Colonial on a cul-de-sac near town and schools. Open floor plan Family room with fireplace. Eat-in kitchen with slider to the deck overlooking the Pratt Read Reservoir and private backyard. 4 Bedrooms. Primary Suite with full bath and walk-in closet. Hardwood floors. Central Air. Private path to the reservoir with your own recreation area.

    Craig Milton Re/Max Valley Shore

    129 Falls Landing Rd, Deep River, CT 06417
  • /34

    $649,000

    • 3 Beds
    • 2.5 Baths
    • 2,086 Sq Ft

    3 Ella Ru Ct, East Haddam, CT 06423

    This exceptional 3 bedroom 2.5 bath ranch home embraces a broad range of aesthetic perspectives. Any decor you desire will work, from maximalism to minimalist at this sprawling ZERO ENTRY (NO STAIRS) one floor living home. A well thought floor plan with master suite on left side of the home & 2 more bedrooms to the right of the home for guests or family. The great room is definitely "top of the

    Jodi Miller Lisitano Eagle Eye Realty PLLC

    3 Ella Ru Ct, East Haddam, CT 06423
  • /34

    $699,900

    • 3 Beds
    • 2.5 Baths
    • 2,720 Sq Ft

    23 Edgerton St, East Hampton, CT 06424

    This quintessential "L" shaped Cape Cod Home sits on 2 acres tucked behind a 200ft long stonewall. It's a colonial reproduction, designed by Norris Prentice, a renowned architect once featured in Better Homes and Gardens as well as the Hartford Courant. Centrally located in town yet provides a private setting, it has an understated appearance. Every room is sun-drenched. Front to back living room

    Emily Turker Berkshire Hathaway NE Prop.

    23 Edgerton St, East Hampton, CT 06424
  • /34

    $649,900

    • 3 Beds
    • 3.5 Baths
    • 3,576 Sq Ft

    208 Highmeadow Ln, Middletown, CT 06457

    A rare find in South Farms! This spacious Colonial showcases a cathedral-ceiling entryway, 3 bedrooms, and 3.5 baths. The standout primary suite features a walk-in closet and a full-size jacuzzi. With two living areas, a dining room, laundry room, and a versatile bonus room downstairs for a bedroom, office, or playroom, this home offers both flexibility and flow. A full basement and 2-car garage

    Danielle Spada Coldwell Banker Realty

    208 Highmeadow Ln, Middletown, CT 06457
  • /40

    $664,900

    • 3 Beds
    • 3 Baths
    • 1,720 Sq Ft

    21 Cottage Place, Old Saybrook, CT 06475

    Discover the perfect blend of convenience and quality in this beautifully renovated home on a peaceful dead-end street south of Route 1. Ideally positioned within easy walking distance to Old Saybrook's charming village center, shops, restaurants, library, beach, and schools-everything you need is just steps away. This thoughtfully updated residence underwent a complete gut renovation in 2008,

    Nikki Travaglino William Pitt Sotheby's Int'l

    21 Cottage Place, Old Saybrook, CT 06475
  • /40

    $649,900 Open Sat 11AM - 1PM

    • 3 Beds
    • 2.5 Baths
    • 2,324 Sq Ft

    13 Cross Rd, Chester, CT 06412

    Set on a private 4.48-acre rear lot, this inviting Colonial offers over 2,300 sq. ft. of comfortable living space with 8 spacious rooms, including 3 bedrooms. The welcoming family room features a fireplace, built-ins, soaring cathedral ceilings, a large skylight, and sliders leading to the rear deck, filling the home with natural light. Enjoy the tranquility and privacy of the setting while still

    Curtiss Clemens Jr. Century 21 Clemens Group

    13 Cross Rd, Chester, CT 06412
  • /40

    $724,000

    • 2 Beds
    • 2.5 Baths
    • 2,027 Sq Ft

    10 Bonnie Briar Unit 10, Cromwell, CT 06416

    Imagine stepping right off your patio onto the 6th tee at the prestigious TPC River Highlands. This beautifully remodeled 2027SF townhome is a rare opportunity offering more than just a home-it's a lifestyle. Whether you're an avid golfer or simply crave serene views and upscale living, this property delivers it all. Entertain with pride in a home designed for both comfort and style. From the

    Aprille Soderman William Raveis Real Estate

    10 Bonnie Briar Unit 10, Cromwell, CT 06416
  • /36

    $669,000 Open Sun 1PM - 2:30PM

    • 3 Beds
    • 3.5 Baths
    • 2,660 Sq Ft

    18 W King St, Old Saybrook, CT 06475

    18 King Street in Old Saybrook is a rare find that checks every box-space, flexibility, location, and income potential. This updated ranch-style home offers over 3 spacious bedrooms, 3.5 modern baths, and two fully renovated kitchens, creating the perfect setup for multigenerational living, private guest quarters, or short- and long-term rental income. Inside, the open-concept design flows easily

    Jennifer Gurnell William Raveis Real Estate

    18 W King St, Old Saybrook, CT 06475
  • /40

    $699,900

    • 4 Beds
    • 2.5 Baths
    • 2,824 Sq Ft

    117 Ayers Point Rd, Old Saybrook, CT 06475

    Nestled on a serene, 1.18-acre lot in desirable Ayer's Point neighborhood with private pond-enjoy the view or go fishing in summer and ice skating in winter. This charming Colonial offers a perfect blend of traditional elegance and modern comfort. Featuring nearly 2,824 sq ft of above-grade living on two stories, enter into the foyer and then enjoy the front to back living room with fireplace,

    Chloe White KW Legacy Partners

    117 Ayers Point Rd, Old Saybrook, CT 06475
  • /36

    $749,900

    • 2 Beds
    • 2 Baths
    • 1,432 Sq Ft

    20 Hill St, Old Saybrook, CT 06475

    This FEMA compliant coastal residence in Old Saybrook offers panoramic views of South Cove at the mouth of the Connecticut River, where the river meets the sound. The property features a new deck, providing an ideal vantage point for observing the sunrise and local wildlife each morning, as well as evening views of Lynde Lighthouse and passing boats.The house has been lifted out of the flood

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

    20 Hill St, Old Saybrook, CT 06475
  • /34

    $650,000

    • 4 Beds
    • 2 Baths
    • 1,760 Sq Ft

    18 Quarry St, Old Saybrook, CT 06475

    This home located in the center of town features a perfect blend of coastal charm and modern comfort including hardwood floors, a first floor primary bedroom suite with full bath that includes floor to ceiling shelving , 3 additional generous sized bedrooms upstairs, a redesigned kitchen with granite countertops, stainless steel new appliances and new cabinetry. Renovated bathrooms. The living

    Sharon Linder Berkshire Hathaway NE Prop.

    18 Quarry St, Old Saybrook, CT 06475
  • /40

    $724,900

    • 4 Beds
    • 2.5 Baths
    • 2,574 Sq Ft

    50 Kelseytown Rd, Clinton, CT 06413

    Nestled in the heart of a picturesque shoreline town, this beautiful Colonial home offers the perfect blend of timeless charm and modern comfort. Set on 2.5 private, wooded acres, this 4-bedroom, 2 full and 2 half-bath residence is a tranquil escape just minutes from the coast. Step inside to discover a warm and inviting interior, featuring spacious living areas filled with natural light. The

    Agnes Duszynska Carbutti & Co., Realtors

    50 Kelseytown Rd, Clinton, CT 06413
  • /40

    $709,900

    • 3 Beds
    • 3 Baths
    • 2,836 Sq Ft

    12 Sydney Ln, Cromwell, CT 06416

    Stunning/Dramatic! Awe-inspiring views! No electric bills! 2 separate parcels (Main 2.79 acres, Lot 2.51 acres)! A must see 3BR, 3BA Cape w/2,836 sq ft and 5.30 acres of gated/fenced land. This masterpiece boasts a 26'x15' Family Rm w/soaring cathedral ceiling, 7 skylights, fireplace w/wood stove insert, maple hardwd flr. This room and MBR en-Suite are heated/cooled by mini splits. The 26'x20'

    Jeff Coleman Hagel & Assoc. Real Estate

    12 Sydney Ln, Cromwell, CT 06416
  • /40

    $625,000

    • 2 Beds
    • 3 Baths
    • 3,091 Sq Ft

    28 S Wig Hill Rd, Chester, CT 06412

    Step into history with this 1770 Cape, part of "Old Homes of Chester." Nestled on beautiful grounds featuring rolling hills, gardens, and stunning stone walls, the property abuts 8 acres of serene land trust, offering unparalleled privacy and a park-like setting. The main house spans 1303 square feet and includes 2 bedrooms and 2 full baths. Recent upgrades include a new furnace (2023), electric

    Andrew O'Reilly Seaport Real Estate Services

    28 S Wig Hill Rd, Chester, CT 06412
  • /40

    $614,900

    • 5 Beds
    • 2.5 Baths
    • 2,760 Sq Ft

    23 Falmouth Ct, Middletown, CT 06457

    Tucked away on a quiet cul-de-sac in one of Middletown's most desirable neighborhoods, 23 Falmouth Court offers comfort, space, and unexpected luxury. The open-concept main floor is perfect for entertaining, featuring a cozy fireplace with stunning custom built-ins that add both charm and function. The interior was freshly painted in 2023, giving the space a clean, modern feel. But the real

    Kristin Callahan eXp Realty

    23 Falmouth Ct, Middletown, CT 06457
  • /40

    $649,000

    • 2 Beds
    • 2.5 Baths
    • 2,669 Sq Ft

    286 Marlborough St, Portland, CT 06480

    A Rare Blend of Lifestyle & Opportunity! They say you shouldn't mix business with pleasure - but this unique property might just be the exception. Upstairs, you'll find a bright and inviting two-bedroom, one-bath apartment, ideal for comfortable living or strong rental potential. Downstairs, a flexible commercial space - formerly a charming salon - awaits your vision. Whether it's a boutique,

    Kris Robinson Eagle Eye Realty PLLC

    286 Marlborough St, Portland, CT 06480
  • /23

    $679,000

    • 3 Beds
    • 1 Bath
    • 1,104 Sq Ft

    12 Bellaire Dr, Old Saybrook, CT 06475

    Cornfield Point Beach Association! Steps to beach! Two doors away from Clubhouse & its amenities. Totally renovated year round ranch style home with new everything! Septic, siding, roof, Air Conditioning, flooring - all new! Large parking area to accommodate all your guests. Great Air B&B potential. The park like fenced back yard is a special oasis! currently with a refreshing above ground pool

    Joel Lucas Coldwell Banker Realty

    12 Bellaire Dr, Old Saybrook, CT 06475
  • /32

    $299,900

    • 2 Beds
    • 1.5 Baths
    • 1,074 Sq Ft

    86 Barbara Rd, Middletown, CT 06457

    Welcome to 86 Barbara. Located in a great neighborhood that is far enough from 66 that you don't hear the noise, but close enough to have all the amenities and shopping. Inside you will find hardwood floors through most of the house and a layout that allows for holiday gatherings or get togethers. Past the kitchen you will see a spacious second living room/dining area. The second living room

    Mark Mooney Mooney Real Estate, LLC

    86 Barbara Rd, Middletown, CT 06457
  • /32

    $550,000

    • 6 Beds
    • 4.5 Baths
    • 5,124 Sq Ft

    101 High St, Middletown, CT 06457

    Own a piece of Middletown history! This Italianate architecture single family home was originally built in 1880, and gutted down to the studs in 2006 after a fire. It borders beautiful Wesleyan university and is situated on a .75 acre, picturesque lot. The home features a stone and stucco exterior with a gorgeous 2-story foyer with architectural columns, granite floor and grand staircase. The

    Lisa Campo William Raveis Real Estate

    101 High St, Middletown, CT 06457
  • /18

    $449,900 Open Sun 1PM - 3PM

    • 3 Beds
    • 2 Baths
    • 1,336 Sq Ft

    159 Parker Rd, East Haddam, CT 06423

    Privacy, privacy. privacy with this newly renovated Raised Ranch on 4 plus acres. Long driveway passes over stream. 3 bedroom/2 bath. Primary bedroom has full bath and walk in shower. Open dining/living room area. Slider to deck and finished room in the huge walk out basement.

    Alexis Devlin Coldwell Banker Realty

    159 Parker Rd, East Haddam, CT 06423
  • /40

    $349,900

    • 3 Beds
    • 2 Baths
    • 1,416 Sq Ft

    85 Westmont Dr, Middletown, CT 06457

    Charming ranch-style home featuring hardwood floors throughout the main living areas, a cozy living room with fireplace, and a dedicated dining room. Offering three spacious bedrooms and two full baths, this home provides both comfort and convenience. The walk-out basement with large windows offers excellent potential to be finished for additional living space. Nestled near the end of a quiet

    Rosanne Vargo Mooney Real Estate, LLC

    85 Westmont Dr, Middletown, CT 06457
  • /40

    $500,000 Open Sun 11:30AM - 1PM

    • 3 Beds
    • 2 Baths
    • 1,124 Sq Ft

    912 Boston Post Rd, Westbrook, CT 06498

    Beautifully updated Colonial with 3 bedrooms and 2 full baths across four levels. Bright kitchen with quartz counters, stainless steel appliances, and modern cabinetry opens to sun-filled dining and living areas. Spacious bedrooms on the main floor, additional bedroom and full bath upstairs, plus a finished lower level for flexible use. Laundry with washer/dryer included. Level lot with mature

    Joseph Malerba eXp Realty

    912 Boston Post Rd, Westbrook, CT 06498
  • /40

    $1,299,999 Open Sat 1PM - 3PM

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

    42 Pine Ledge Trail, Durham, CT 06422

    Straight out of a magazine - 42 Pine Ledge Trail, an exceptional new construction Colonial blending timeless elegance & modern luxury. Nestled on just under 4 private acres, this home is set back from the road on an elevated lot, offering seclusion. As you approach via the long, paved driveway, you'll notice a stunning stucco exterior, landscaped grounds, paver walkways, a grand covered entry

    Lauren Freedman Coldwell Banker Realty

    42 Pine Ledge Trail, Durham, CT 06422
  • /36

    $415,000

    • 3 Beds
    • 2 Baths
    • 1,107 Sq Ft

    53 Field Rd, Cromwell, CT 06416

    Welcome to 53 Field Road, a beautifully maintained 3-bedroom, 2-bathroom Ranch offering comfort, convenience, and breathtaking golf course views. Nestled on a picturesque lot, this home overlooks the 4th and 6th holes of Connecticut's renowned TPC River Highlands Golf Course, providing a serene and scenic backdrop. Step inside to find a warm and inviting living room, featuring a wood-burning

    Brian Burke Coldwell Banker Realty

    53 Field Rd, Cromwell, CT 06416
  • /38

    $299,999

    • 2 Beds
    • 2 Baths
    • 1,442 Sq Ft

    523 Main St, Portland, CT 06480

    Welcome to the Ebenezer Gibbs Home --- 523 Main Street, Portland. Originally built in 1732 for Ebenezer Gibbs and his wife, Ruth Bates, this historic residence has been cherished for nearly 300 years by generations of families. The current owner has enjoyed almost two decades here, continuing the tradition of thoughtful stewardship. Inside, you'll find 2 bedrooms with the potential to convert the

    Todd Namnoun Eagle Eye Realty PLLC

    523 Main St, Portland, CT 06480
  • /40

    $295,000

    • 2 Beds
    • 1 Bath
    • 1,000 Sq Ft

    28 Evergreen Rd, Cromwell, CT 06416

    One level living, stylish, move in ready- the perfect place to call home! Could be a great starter home or great if you're just looking to simplify. You're welcomed home to a beautiful brand new, custom mid-century style door that lets in lots of light. A open living room/dining room area, complete with a wood stove for the chilly winters. The cool kitchen has great space for cooking. The newly

    Nancy Currlin William Raveis Real Estate

    28 Evergreen Rd, Cromwell, CT 06416
  • /40

    $499,900

    • 3 Beds
    • 1 Bath
    • 1,170 Sq Ft

    140 Salt Island Rd, Westbrook, CT 06498

    Welcome to your new coastal oasis, where beachside living is a dream come true all year round. Located within the friendly Middle Beach Community, this delightful 3 bedroom, 1 bath ranch offers a serene and relaxing lifestyle with the convenience of being just a short stroll from the shore. Inside, you'll find a well-cared-for home featuring an open kitchen that flows effortlessly into the dining

    Shawnna Kelly SalCal Real Estate Connections

    140 Salt Island Rd, Westbrook, CT 06498
  • /40

    $569,000

    • 4 Beds
    • 2.5 Baths
    • 2,815 Sq Ft

    172 Parker Hill Rd, Killingworth, CT 06419

    This beautifully updated 4-bedroom, 2.5-bath home sits on more than 2 private acres and has been completely renovated from top to bottom. Every detail has been thoughtfully designed to combine modern comfort with timeless style. Inside, the brand-new kitchen features sleek cabinetry, quartz countertops, stainless steel appliances, and a subway tile backsplash - the perfect space for everyday

    Ryan Luby Cass Farm Real Estate

    172 Parker Hill Rd, Killingworth, CT 06419
  • /36

    $325,000

    • 3 Beds
    • 2 Baths
    • 1,178 Sq Ft

    Unlisted Address

    This move-in ready 3-bedroom, 2-bath home is full of charm and character, offering both comfort and convenience. Step inside to find beautifully refinished hardwood floors, bright and spacious rooms filled with natural light, and charming built-ins that add timeless appeal. The main level features a laundry area for everyday ease, while the recently redone front porch and back deck provide the

    Madelyn Pope RE/MAX One

    Unlisted Address
  • /35

    $409,000

    • 3 Beds
    • 3.5 Baths
    • 2,158 Sq Ft

    12 Burr St, Portland, CT 06480

    Welcome to 12 Burr Street, a charming 2,000-square-foot ranch nestled in a beautiful Portland neighborhood. This inviting home boasts a spacious floor plan, perfect for comfortable living and entertaining. With a modern kitchen, cozy living areas, and ample natural light, the main level offers a warm and welcoming atmosphere. The finished basement provides versatile additional space, ideal for a

    Alberim Klenja RE/MAX Precision Realty

    12 Burr St, Portland, CT 06480
  • /34

    $375,000

    • 3 Beds
    • 1.5 Baths
    • 1,553 Sq Ft

    77 Oconnell Road Extension, Colchester, CT 06415

    Well-maintained 3-bedroom, 1.5-bath Colonial set on a 2-acre lot in a peaceful Colchester location. Offering approximately 1,565 square feet of living space, this home features a spacious living room with a wood-burning fireplace, and a bright eat-in kitchen with solid wood cabinetry. Upstairs includes three comfortable bedrooms and a full bath. The partially finished lower level provides

    Jess Riedel BB Realty CT

    77 Oconnell Road Extension, Colchester, CT 06415
  • /40

    $3,375,000

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

    288 Middlesex Ave, Chester, CT 06412

    East View is a long-admired Connecticut Riverfront property, a rare offering that perfectly marries historic provenance with elevated modern living. The circa 1800 home was masterfully renovated and expanded in 2010 with an architect's eye and a reverence for its storied past. Meticulous attention to detail is found in the extensive millwork, custom built-ins and hand-hewn beams lending warmth

    Nancy Mesham Coldwell Banker Realty

    288 Middlesex Ave, Chester, CT 06412
  • /39

    $1,398,989 Open Sun 11AM - 12:30PM

    • 3 Beds
    • 2.5 Baths
    • 2,236 Sq Ft

    26 Meadowood Ln, Old Saybrook, CT 06475

    No Flood Insurance Required! Imagine mornings filled with sunlight streaming across red oak floors, evenings spent entertaining from a chef's kitchen, and endless days enjoying water views ~ this is life at 26 Meadowood Lane. Built in 2025, this custom Colonial offers the rarest of combinations: architectural elegance, modern comfort, and a prime Old Saybrook location just minutes from beaches,

    Jennifer Gurnell William Raveis Real Estate

    26 Meadowood Ln, Old Saybrook, CT 06475
  • /38

    $469,900

    • 4 Beds
    • 2.5 Baths
    • 2,498 Sq Ft

    814 Glastonbury Turnpike, Portland, CT 06480

    This classic Colonial has been beautifully updated and meticulously maintained. From the welcoming foyer to the elegant finishes throughout, this home effortlessly blends timeless charm with modern comfort. The renovated kitchen boasts a marble backsplash, new tile flooring and baseboards, stainless steel appliances, and a sunny bay window in the breakfast nook. Gleaming hardwood floors and

    Alana Wall-Galvin Suburban Homes & Condos

    814 Glastonbury Turnpike, Portland, CT 06480
  • /40

    $519,000

    • 3 Beds
    • 2 Baths
    • 1,958 Sq Ft

    47 Plains Rd, Deep River, CT 06417

    Charming Cape Cod home offering desirable first-floor living, nestled on a spacious and private lot in scenic Deep River. Surrounded by a farm-like atmosphere, this property features beautifully cleared land perfect for gardening, outdoor entertaining, or simply enjoying the peace and quiet of nature. Step inside to discover a bright, open-concept layout with thoughtful updates including a

    Rachel Welch William Raveis Real Estate

    47 Plains Rd, Deep River, CT 06417
  • /7

    $299,900

    • 3 Beds
    • 1.5 Baths
    • 1,360 Sq Ft

    1A Pomeroy Place, Middletown, CT 06457

    This Colonial Home is situated on a small cul de sac near the bustling Main st of Middletown and Wesleyan University. This home also offers 3 Bedrooms, 1.5 Baths, 2 Car Garage, and a Partially Finished Basement.

    Craig Ings Hill Top Real Estate, LLC

    1A Pomeroy Place, Middletown, CT 06457
  • /31

    $425,000

    • 2 Beds
    • 1.5 Baths
    • 807 Sq Ft

    50 Bokum Rd, Chester, CT 06412

    Welcome to this delightful 2-bedroom, 1.5 bath home tucked in the heart of historic Chester, CT. Brimming with character, this cozy home blends modern updates with small-town New England charm. Step inside to find a bright and inviting living space, an updated kitchen, and thoughtful touches throughout. Perfectly sized for easy living, the property offers a low-maintenance yard ideal for

    Cynthia Sigurdson William Pitt Sotheby's Int'l

    50 Bokum Rd, Chester, CT 06412
  • /40

    $540,000

    • 3 Beds
    • 2 Baths
    • 2,188 Sq Ft

    69 Bamforth Rd, Haddam, CT 06438

    Experience refined country living at 69 Bamforth Road in Haddam. Nestled on 2.85 acres of serene landscape, this elegant residence blends timeless New England charm with modern comfort, creating an exceptional retreat. Offering over 2,100 square feet, the home showcases spacious living areas bathed in natural light. The interior layout is thoughtfully designed, balancing warmth and

    Obed Siawor CENTURY 21 AllPoints Realty

    69 Bamforth Rd, Haddam, CT 06438

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