3,962

Middlesex, CT Homes

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  • /22

    $625,000 Under Contract

    • 3 Beds
    • 2.5 Baths
    • 3,011 Sq Ft

    25 Thorne Wood Rd, Higganum, CT 06441

    Step inside to an inviting open floor plan perfect for both everyday living and entertaining. The heart of the home is the eat-in kitchen, appointed with rich wood cabinetry, granite countertops, and a central island, effortlessly flowing into the formal dining and living rooms. A 400 square foot deck extends your living space outdoors, ideal for relaxing or hosting under the open sky. The first

    Cortney Emshwiller-Swokla Coldwell Banker Realty

    25 Thorne Wood Rd, Higganum, CT 06441
  • 160 Old Ponsett Rd, Haddam, CT 06438

    $685,000 Sold Jul 01, 2025

    • 3,100 Sq Ft
    • $221/SF
    • 58 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 2007

    160 Old Ponsett Rd, Haddam, CT 06438

    Discover the epitome of grace and contemporary style at this stately home, majestically sited in a sought-after neighborhood. The freshly painted exterior, and contemporary front railing offer a glimpse of the refined updates that await within. Step inside to be greeted by gleaming hardwood floors that usher you into the heart of the home-an open-concept space where the kitchen, casual dining,

    Allyson Cotton William Pitt Sotheby's Int'l

    160 Old Ponsett Rd, Haddam, CT 06438
  • /19

    $599,000 Under Contract

    • 4 Beds
    • 2.5 Baths
    • 2,413 Sq Ft

    127 Skunk Misery Rd, Higganum, CT 06441

    Tucked back from a quiet country road in picturesque Higganum, this home isn't just a place to live-it's a place to breathe, recharge, and truly feel at home. From the moment you step onto the two-tiered deck overlooking a peaceful, tree-lined yard, you'll sense it: this is where memories are made. Mornings with coffee and birdsong, evenings under the stars, laughter echoing from summer dinners

    Debbie Huscher Real Broker CT, LLC

    127 Skunk Misery Rd, Higganum, CT 06441
  • 20 Thayer Road Extension, Higganum, CT 06441

    $493,000 Sold Jun 30, 2025

    • 1,880 Sq Ft
    • $262/SF
    • 25 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1976

    20 Thayer Road Extension, Higganum, CT 06441

    Charming, Meticulously Kept Home - Lovingly Cared for by Original Owner! Step into a home where every detail has been thoughtfully maintained, creating a warm and inviting space you'll instantly fall in love with. This exceptional property offers three generous bedrooms on one wing, ensuring privacy and comfort, while the open floor plan on the other wing seamlessly connects the remodeled eat-in

    Cortney Emshwiller-Swokla Coldwell Banker Realty

    20 Thayer Road Extension, Higganum, CT 06441
  • /28

    $549,000

    • 5 Beds
    • 2 Baths
    • 2,375 Sq Ft

    885 Saybrook Rd, Haddam, CT 06438

    The Chapman House -Brooks Hotel . Antique 18th Century Center-Chimney Colonial in the Heart of Historic Haddam Step back in time and enjoy the charm and character of this stately 5 bedroom, 2-bath center-chimney Colonial, nestled in Haddam's historic district. Built in the 1700s, this classic home features multiple fireplaces, beautiful wood floors throughout, and rich cherry cabinetry that

    Limmy Lecrenier Century 21 AllPoints Realty

    885 Saybrook Rd, Haddam, CT 06438
  • 35 Valley Ridge Dr, Higganum, CT 06441

    $455,000 Sold Jun 27, 2025

    • 2,156 Sq Ft
    • $211/SF
    • 4 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1970

    35 Valley Ridge Dr, Higganum, CT 06441

    One Level Living at its finest! You will absolutely adore this move in ready, 3 bed 2 full bath, sprawling ranch! Awesome outdoor space on over an acre of land with an extra large deck. Modern kitchen features quartz countertops with tile backsplash, double oven, and stainless steel appliances. Fresh paint and gorgeous hardwood floors throughout. The partially finished lower level adds almost 400

    Stephen Cornell Berkshire Hathaway NE Prop.

    35 Valley Ridge Dr, Higganum, CT 06441
  • /8

    $225,000

    • 2 Beds
    • 1 Bath
    • 1,077 Sq Ft

    1086 Saybrook Rd, Haddam, CT 06438

    Cozy tiny home just over 1,000 sq ft with big potential near the Connecticut River! Perfect for a weekend retreat, simplified living, or remodel project, this home offers an efficient footprint ready for your vision. Enjoy river breezes, scenic views, and nature at your doorstep with access to kayaking, fishing, and hiking nearby. A peaceful setting where you can remodel, repurpose, and

    Tanya Bottaro Real Broker CT, LLC

    1086 Saybrook Rd, Haddam, CT 06438
  • 963 Saybrook Rd, Haddam, CT 06438

    $385,000 Sold Jun 26, 2025

    • 2,131 Sq Ft
    • $181/SF
    • 3 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1905

    963 Saybrook Rd, Haddam, CT 06438

    Professional photos coming next week. This home includes my "Peace of Mind Guarantee"; if within 6 months of homeownership you decide you don't want to live here, I'll sell your home for free. This home graduated from Charm School with Magna Cum Laude. It oozes character everywhere. The hand-painted foyer wall depicts historical Haddam homes. Many windows, mostly thermal, drink in natural light.

    Al Carbone Best Real Estate Agents

    963 Saybrook Rd, Haddam, CT 06438
  • /22

    $350,000

    • 2 Beds
    • 2.5 Baths
    • 2,455 Sq Ft

    940 Saybrook Rd, Haddam, CT 06438

    Step into history with this charming 1770 antique Colonial located just minutes from the Connecticut River. Brimming with original character, this home features 2 bedrooms, 3 full baths, and lives like a 3-bedroom thanks to its flexible layout. The main level includes a cozy study with large front-facing windows that fill the space with natural light. While the home will need remodeling and

    Tanya Bottaro Real Broker CT, LLC

    940 Saybrook Rd, Haddam, CT 06438
  • 192 Hayden Hill Rd, Haddam, CT 06438

    $540,000 Sold Jun 20, 2025

    • 1,941 Sq Ft
    • $278/SF
    • 4 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1987

    192 Hayden Hill Rd, Haddam, CT 06438

    Welcome to 192 Hayden Hill Rd, a charming Colonial home sitting on an acre of professionally landscaped steps away from Bamforth Nature Preserve's with walking trail easily accessed via footbridge across the road. This home boasts 3 bedrooms, 2.5 baths, and a 2-car garage. The open floor plan features hardwood floors, a beautiful brick fireplace, and three full windows looking out over the

    Rob Squeglia Sky Realty Group

    192 Hayden Hill Rd, Haddam, CT 06438
  • /8

    $350,000

    • Land
    • 9 Acres
    • $40,369 per Acre

    25 Island Dock Rd, Haddam, CT 06438

    Private COMBINED 8.67-Ac Lots in Haddam's Most Sought-After Location. Nestled in the heart of the River Valley, these stunning lots offers the perfect canvas for your dream home. Surrounded by mature trees & natural beauty, this private parcel provides an unparalleled sense of seclusion-while still being just minutes from everything that makes Haddam special. Enjoy the serenity of living in the

    Lisa Stevens Coldwell Banker Realty

    25 Island Dock Rd, Haddam, CT 06438
  • 85 E Shore Dr, Higganum, CT 06441

    $640,000 Sold Jun 18, 2025

    • 1,603 Sq Ft
    • $399/SF
    • 41 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1955

    85 E Shore Dr, Higganum, CT 06441

    Imagine relaxing days, spectacular sunsets year-round and endless entertaining nights at this perfect property paradise on Hidden Lake. Step into a light and bright nicely renovated home, complete with vaulted ceilings and skylights, hardwood floors and stunning lake views from both bedrooms and the living room. Wood stove can heat the entire main floor for cozy nights by the fireplace. Enjoy a

    Jane Cardarelli William Raveis Real Estate

    85 E Shore Dr, Higganum, CT 06441
  • /8

    $149,900

    • Land
    • 3.12 Acres
    • $48,045 per Acre

    0 Parmelee Rd, Haddam, CT 06438

    Private 3.12-Ac Lot in Haddam's Most Sought-After Location. Nestled in the heart of the River Valley, this stunning lot offers the perfect canvas for your dream home. Package it with adjacent parcel MLS 24106620 for an excellent development opportunity. Surrounded by mature trees & natural beauty, this private parcel provides an unparalleled sense of seclusion-while still being just minutes from

    Lisa Stevens Coldwell Banker Realty

    0 Parmelee Rd, Haddam, CT 06438
  • 248 Hidden Lake Rd, Higganum, CT 06441

    $555,000 Sold Jun 17, 2025

    • 2,206 Sq Ft
    • $252/SF
    • 26 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1972

    248 Hidden Lake Rd, Higganum, CT 06441

    Welcome to this beloved Gambrel Colonial in the charming village of Higganum. This 4-bedroom 3-bath home radiates with warmth and character- a place where memories are made and will be cherished for generations. As you approach the home, notice the picturesque barn on the neighboring property, home to two lovely horses, setting a serene and inviting tone. Step into a welcoming entrance featuring

    Linda Amplo Pearce Real Estate

    248 Hidden Lake Rd, Higganum, CT 06441
  • /8

    $249,900

    • Land
    • 6 Acres
    • $45,027 per Acre

    25 Island Dock Rd, Haddam, CT 06438

    Private 5.55-Ac Lot in Haddam's Most Sought-After Location. Nestled in the heart of the River Valley, this stunning lot offers the perfect canvas for your dream home. Package it with adjacent parcel MLS 24106646 for an excellent development opportunity. Surrounded by mature trees & natural beauty, this private parcel provides an unparalleled sense of seclusion-while still being just minutes from

    Lisa Stevens Coldwell Banker Realty

    25 Island Dock Rd, Haddam, CT 06438
  • 32 Gates Way, Haddam, CT 06438

    $1,150,000 Sold Jun 16, 2025

    • 2,293 Sq Ft
    • $502/SF
    • 93 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1956

    32 Gates Way, Haddam, CT 06438

    Experience stunning views in this one of a kind home on the Connecticut River. The Main house features 3 bedrooms, an open concept floor plan, and recently remodeled kitchen and bathrooms. A blue stone patio and fire-pit connect the home with outdoor living. Post & beam guest house boasts 2 bedrooms & full bath, spacious great room with cathedral ceiling seamlessly blending kitchen, living and

    Craig Milton Re/Max Valley Shore

    32 Gates Way, Haddam, CT 06438
  • /3

    $195,000

    • Land
    • 7 Acres
    • $26,351 per Acre

    0 Plains Rd Unit 24094854, Haddam, CT 06438

    Exceptional Haddam Land Opportunity - 7.4 Acres (Two Buildable Lots) Rare opportunity to own 7.4 acres of prime land in one of Haddam's sought-after locations, known for its proximity to Route 154, the Connecticut River, and Route 9. This offering includes two buildable lots being sold together, providing an ideal setting for a private estate or potential development. Enjoy easy access to the

    Tanya Bottaro Real Broker CT, LLC

    0 Plains Rd Unit 24094854, Haddam, CT 06438
  • 131 Killingworth Rd, Higganum, CT 06441

    $555,000 Sold Jun 09, 2025

    • 1,351 Sq Ft
    • $411/SF
    • 44 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1945

    131 Killingworth Rd, Higganum, CT 06441

    Nestled close to the shoreline of the pristine Haddam Reservoir, this beautifully updated home offers the perfect balance of comfort, recreation, and convenience. Enjoy a manageable yard with direct frontage on clean, sparkling water-ideal for year-round fun. Winter brings ice skating & ice fishing, while summer offers endless enjoyment with canoeing, paddle boarding, and more. This bright and

    Brittany O'Hara William Raveis Real Estate

    131 Killingworth Rd, Higganum, CT 06441
  • /8

    $190,000

    • Land
    • 7 Acres
    • $26,912 per Acre

    Lots 1 & 2 Jackson Rd, Higganum, CT 06441

    Incredible opportunity to create one large home or build several homes on 2 lot sub-division in a quiet country setting. 2 lots being sold together. Easy access to the land from Jackson Road or Gladwin Road. Lot #1/4.96 acres and Lot #2/2.10 acres. Ready to build. Lot 1 to be sold with lot 2 only. Can combine 2 lots into one building. Lot 1 - Transformer in-place, under-ground utilities,

    Christine Bellamo William Raveis Real Estate

    Lots 1 & 2 Jackson Rd, Higganum, CT 06441
  • 34 Fieldstone Ln, Higganum, CT 06441

    $670,000 Sold Jun 06, 2025

    • 2,527 Sq Ft
    • $265/SF
    • 27 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 2005

    34 Fieldstone Ln, Higganum, CT 06441

    Announcing, this tranquil oasis in an enclave of 18 custom built stonewall lined 55+ Adult Community in Haddam CT. Let's take you on a journey of this 2,500+ sq. ft. sprawling Ranch. Follow the custom pavers leading to the front door step as you open the doors and immediately allured by the abundance of natural light and the Zen of connecting with nature and wildlife as the outside comes in

    Edward Kelley Re/Max Valley Shore

    34 Fieldstone Ln, Higganum, CT 06441
  • /40

    $490,000

    • 3 Beds
    • 2 Baths
    • 2,113 Sq Ft

    16 Walkley Hill Rd, Haddam, CT 06438

    NEW PRICE! Welcome to 16 Walkley Hill! It is conveniently located just a mile from Higganum center with seasonal views of the Connecticut River. This historic property site originally began in 1865 as a "tea room" allowing local ladies to gather and enjoy each other's company. The tradition continues with the wonderful open floor plan and lower-level great room. This property offers many

    Nick Prevost William Raveis Real Estate

    16 Walkley Hill Rd, Haddam, CT 06438
  • 109 Mott Hill Rd, Haddam, CT 06424

    $335,000 Sold Jun 06, 2025

    • Land
    • 48 Acres
    • $7,005 per Acre
    • 129 Days On Market

    109 Mott Hill Rd, Haddam, CT 06424

    Fantastic opportunity to own 47.82 acres that abuts the state forest in the beautiful town of East Hampton! This land is wonderful for a beautifully private horse property, farming a variety of crops, creating your own orchard, or simply building your dream home on an expansive lovely plot of land. Just minutes from Lake Pocotopaug, numerous hiking and biking trail, and The Village Center with

    Carl Guild Carl Guild & Associates

    109 Mott Hill Rd, Haddam, CT 06424
  • /2

    $650,000

    • Land
    • 26 Acres
    • $25,223 per Acre

    0 Walkley Hill Rd Unit 24088136, Haddam, CT 06438

    Incredible opportunity to create one large estate or build several homes with some of the best views in Connecticut. Once part of the historic James Walkley Estate this beautiful parcel of land will give you everything you could need. Easy access to the land from either Saybrook Rd or Walkley Hill. More photos coming soon

    Casey Fisher Houlihan Lawrence WD

    0 Walkley Hill Rd Unit 24088136, Haddam, CT 06438
  • 180 Plains Rd, Haddam, CT 06438

    $1,150,000 Sold Jun 03, 2025

    • 3,930 Sq Ft
    • $293/SF
    • 43 Days On Market
    • 4 Beds
    • 4.5 Baths
    • Built 2008

    180 Plains Rd, Haddam, CT 06438

    Discover refined country living at 180 Plains Road, a custom-built estate tucked away on 10 serene acres in the heart of Haddam. Built in 2008, this elegant home offers over 3,930 square feet of beautifully finished space, designed for comfort, functionality, and timeless charm. Four en-suite bedrooms with walk-in closets-two on the main level for convenient single-floor living. Inviting

    Vincent Verrillo Berkshire Hathaway NE Prop.

    180 Plains Rd, Haddam, CT 06438
  • /22

    $399,000

    • Land
    • 26 Acres
    • $15,358 per Acre

    0 Saybrook Rd, Haddam, CT 06438

    Map 48 Lots 57 + 59 Saybrook Road, Haddam, CT 06438 25 Acres with CT River and Salmon River Cove views. 2 lots being sold together (12.3 acres + 13.68 acres) Potential for further subdivision if desired. But currently 2 lots each could be built on separately. Flexibility offered because lot shape + size could modified with a boundary line revision. Reach out to agent for details. Shown by

    Craig Milton Re/Max Valley Shore

    0 Saybrook Rd, Haddam, CT 06438
  • 224 Old Cart Rd, Haddam, CT 06438

    $475,000 Sold Jun 02, 2025

    • 2,205 Sq Ft
    • $215/SF
    • 29 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1988

    224 Old Cart Rd, Haddam, CT 06438

    This New England Colonial set on the hill overlooking Old Cart Road has so much to offer. Entering the walk-out lower level you will find a roomy entry foyer with large coat closet, tile floors and recessed lights, plus a large finished bonus room perfect for home theater or gym. There is a small workshop/utility area, and a large utility room w/the boiler, hot water heater and storage space.

    Brian Jermainne Team Jermainne Real Estate Services, LLC

    224 Old Cart Rd, Haddam, CT 06438

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