Middlesex, CT Homes

• 

  $417,850 Sold Jul 17, 2025

  • 820 Sq Ft
  • $510/SF
  • 33 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1952

  5 Lake Point, Higganum, CT 06441

  Welcome to your dream getaway at 5 Lake Point, nestled in the heart of picturesque Haddam! This beautifully renovated 2 bed 1 bath home combines modern amenities with serene natural surroundings, making it the perfect retreat for relaxation and recreation. Entering the home you're greeted by a cozy fireplace, picture windows, and a stunning modern kitchen with high end finishes, perfect for

  Daniel Burgio William Raveis Real Estate

  5 Lake Point, Higganum, CT 06441
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• 

  Est $454,780 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 1,404 Sq Ft

  15 Sergeant Morgan Rd, East Hampton, CT 06424

  15 Sergeant Morgan Rd, East Hampton, CT 06424
• 

  

  

  /39

  $775,000 Open Sun 12PM - 2PM

  • 3 Beds
  • 2.5 Baths
  • 2,133 Sq Ft

  6 Landing Hill Rd, East Haddam, CT 06423

  Beautiful river views and a careful, complete renovation give this c.1899 Colonial at 6 Landing Hill Road a new life while preserving the grace of its period. From its classic exterior and companion barn to the intact period foyer, this home radiates warmth and timeless charm. Flooded with natural light and sited on a generous 0.89-acre village lot, this residence features professional

  Laura Marozsan Berkshire Hathaway NE Prop.

  6 Landing Hill Rd, East Haddam, CT 06423
• 

  $607,000 Sold Jul 17, 2025

  • 2,361 Sq Ft
  • $257/SF
  • 16 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1967

  449 Candlewood Hill Rd, Higganum, CT 06441

  This expanded Cape Cod sits on just 1 private acre and offers 3 bedrooms, 2.5 baths, and 2,471 sq. ft. of finished space across two levels. The exterior is nearly all new, including a roof with plywood and rafter vents, Leaf Guard gutters, fresh stain, shutters, bluestone front porch, paver walkways and patio, two-tier deck, and full landscaping. The backyard is a true outdoor oasis with a

  Devon Taylor Assael Dave Jones Realty, LLC

  449 Candlewood Hill Rd, Higganum, CT 06441
• 

  Est $368,108 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,536 Sq Ft

  9 Thayer Rd, Higganum, CT 06441

  9 Thayer Rd, Higganum, CT 06441
• 

  

  /18

  $664,900 New Construction

  • 3 Beds
  • 2 Baths
  • 1,400 Sq Ft

  26 Depot Hill Rd, Haddam, CT 06441

  A custom-built 2 Bed plus Primary Suite ranch with a 1.45-acre lot bordering Higganum Brook is the perfect place for both relaxation and entertaining. The hardwood floors throughout and the open floor plan are great for modern living, a gas log fireplace adds some cozy warmth to the living room. The 3-season sun/screened in room is a lovely touch for enjoying the outdoors without dealing with the

  Stephanie DeBiasi Berkshire Hathaway NE Prop.

  26 Depot Hill Rd, Haddam, CT 06441
• 

  $580,000 Sold Jul 17, 2025

  • 2,483 Sq Ft
  • $234/SF
  • 114 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 2007

  8 Teaberry Ct, Higganum, CT 06441

  Welcome to this gorgeous Litchfield colonial home. Built in 2007, this well maintained property offers 9 spacious rooms, including 4 bedrooms and 2.5 baths with 2nd floor laundry. Sitting on over one acre in a quiet community on a cul-de-sac. Master bedroom suite features a walk-in closet and bath with soaking tub. Spacious open floor plan between kitchen and family room with easy access to huge

  Dale Bunn Riverview Realty, LLC

  8 Teaberry Ct, Higganum, CT 06441
• 

  Est $632,254 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,780 Sq Ft

  23 Saddlebrook Dr, Killingworth, CT 06419

  23 Saddlebrook Dr, Killingworth, CT 06419
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  /6

  $950,000 New Construction

  • 4 Beds
  • 3.5 Baths
  • 3,333 Sq Ft

  3 Copley Rd, Haddam, CT 06441

  Welcome to this show-stopping, 3,333 sq. ft. Colonial masterpiece! Featuring 4 spacious bedrooms and 3.5 baths, this home combines modern luxury with timeless elegance. Step inside to an open floor plan perfect for today's lifestyle. The expansive kitchen, designed to impress, includes a large center island, a convenient butler's pantry, and a seamless flow into the dining room-ideal for

  Julia Cordos eXp Realty

  3 Copley Rd, Haddam, CT 06441
• 

  $740,000 Sold Jul 16, 2025

  • 2,125 Sq Ft
  • $348/SF
  • 14 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2016

  5 Newberry St, Higganum, CT 06441

  Beautifully landscaped Cape Cod style home on cul de sac. Open floor plan with large windows that allow for abundant natural light. Expansive feel with high ceilings and vaulted living room open to catwalk above. Gas fireplace in living room. First floor family room/office. Kitchen has high quality cabinetry and island with granite countertops and stainless steel appliances. Oversized first

  Derek Greene Derek Greene

  5 Newberry St, Higganum, CT 06441
• 

  Est $542,274 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 3,302 Sq Ft

  1310 Saybrook Rd, Haddam, CT 06438

  1310 Saybrook Rd, Haddam, CT 06438
• 

  

  /38

  $1,100,000 Pending

  • 5 Beds
  • 3.5 Baths
  • 3,444 Sq Ft

  13 Cranberry Meadow Ln, Killingworth, CT 06419

  Introducing this stunning 3,444 sq ft semi-custom home, a true showstopper in the prestigious Cranberry Meadow community of Killingworth! Nestled within this serene neighborhood, the Builder has given you the option of going with two distinct styles. The first being a bold take on the current Farmhouse style that has become so desired, featuring a charcoal siding a rough sawn beams, or you can

  Rob Paskiewicz CT Home Pro, LLC

  13 Cranberry Meadow Ln, Killingworth, CT 06419
• 

  $490,000 Sold Jul 14, 2025

  • 1,973 Sq Ft
  • $248/SF
  • 79 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1964

  89 Oak Ridge Dr, Haddam, CT 06438

  Perched on a ridge like the street name suggests, this will be the hottest listing in Haddam this Spring. The unique collection of homes catches your eye immediately upon entering this neighborhood, 89 Oak Ridge is no exception to this rule! Upon arrival, you will immediately realize this is not your ancestors raised ranch of yesteryear. This RR has spunk, character and a contemporary flair.

  Jordan Ostrofsky KW Legacy Partners

  89 Oak Ridge Dr, Haddam, CT 06438
• 

  Est $405,413 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,411 Sq Ft

  224 Rock Landing Rd, East Hampton, CT 06424

  224 Rock Landing Rd, East Hampton, CT 06424
• 

  

  /40

  $849,900 Under Contract

  • 3 Beds
  • 6 Baths
  • 4,863 Sq Ft

  98 Ryefield Rd, Middletown, CT 06457

  This exceptional Contemporary residence offers luxury, privacy, and seasonal beauty in equal measure. Nestled on 1.72 acres in a quiet Middletown enclave, the home showcases a masterful blend of natural light, thoughtful design, and refined detail. The dramatic two-story foyer, 9' ceilings, and oversized windows create a sun-drenched, elegant atmosphere. The spacious kitchen flows into a casual

  Stacey McPherson KW Legacy Partners

  98 Ryefield Rd, Middletown, CT 06457
• 

  $1,050,000 Sold Jul 10, 2025

  • 5,205 Sq Ft
  • $202/SF
  • 40 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 2008

  15 Surrey Ridge Rd, Killingworth, CT 06419

  In a word, this secluded estate is STUNNING, defining elegance throughout its 5205 sq ft. Built in 2008, this custom 4-bedroom Colonial is distinguished by its generous scale, 9 ft ceilings and light-drenched spaces and offers stylish, well-appointed interiors with too many upgrades to list! Beautifully sited on 7.4 acres and bordered by state conservation forest to fully embrace its natural

  Claudia O'Connell William Raveis Real Estate

  15 Surrey Ridge Rd, Killingworth, CT 06419
• 

  Est $559,412 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,918 Sq Ft

  43 Old Kentwood Rd, East Haddam, CT 06423

  43 Old Kentwood Rd, East Haddam, CT 06423
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  /8

  $225,000

  • 2 Beds
  • 1 Bath
  • 2,154 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
• 

  $405,000 Sold Jul 10, 2025

  • 1,768 Sq Ft
  • $229/SF
  • 48 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1975

  16 November Trail, Haddam, CT 06438

  Welcome to 16 November Trail - a timeless 4-bedroom, 2.5-bath Colonial nestled on over 3 peaceful acres in one of Haddam's most desirable locations. This freshly painted home features hardwood floors throughout, a traditional layout perfect for everyday living and entertaining, and the charm of New England craftsmanship. Ideally situated within a top-rated Blue Ribbon school district, this

  Tanya Bottaro Real Broker CT, LLC

  16 November Trail, Haddam, CT 06438
• 

  Est $252,402 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 596 Sq Ft

  26 Cross Ave, Higganum, CT 06441

  26 Cross Ave, Higganum, CT 06441
• 

  

  /40

  $499,000

  • 4 Beds
  • 2 Baths
  • 2,494 Sq Ft

  21 Maple Ave, East Haddam, CT 06423

  Step into timeless charm with this enchanting antique home that feels straight out of a fairytale. Lovingly preserved and full of character, this picturesque property is tucked away on a tranquil country road, just moments from the scenic Connecticut River, Salmon River boat launch, historic East Haddam Village, and the renowned Goodspeed Opera House. The first floor offers a graceful, seamless

  Steven Raucci RE/MAX Heritage

  21 Maple Ave, East Haddam, CT 06423
• 

  $370,000 Sold Jul 09, 2025

  • 642 Sq Ft
  • $576/SF
  • 3 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 2017

  96 Goose Hill Rd, Chester, CT 06412

  A thoughtfully designed home set on four acres in the heart of Chester. With a mix of open land and lightly wooded areas, the property offers both privacy and usable space in a peaceful, natural setting. Inside, the home features a bedroom on the main level, a full bathroom, and a full eat-in kitchen equipped with a stove, refrigerator, microwave, and ample cabinet space. The open living area is

  Jason Archer PMI East Lyme

  96 Goose Hill Rd, Chester, CT 06412
• 

  Est $366,148 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 2,304 Sq Ft

  891 Killingworth Rd, Higganum, CT 06441

  891 Killingworth Rd, Higganum, CT 06441
• 

  

  /40

  $645,000

  • 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
• 

  $440,500 Sold Jul 07, 2025

  • 1,001 Sq Ft
  • $440/SF
  • 31 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1960

  27 E Shore Dr, Higganum, CT 06441

  **Due to strong interest and multiple offers received, the seller is requesting all highest and best offers be submitted by the end of the day on Wednesday, June 11th, for review Thursday morning** We wish we could tell you where this lake is... but it's Hidden! Tucked away in one of Connecticut's best kept secrets, this lovingly maintained year round ranch offers 2 bedrooms, 1 bath, and the kind

  Carl Guild Carl Guild & Associates

  27 E Shore Dr, Higganum, CT 06441
• 

  Est $397,766 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,344 Sq Ft

  8 Winthrop Rd, Chester, CT 06412

  8 Winthrop Rd, Chester, CT 06412
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  /38

  $2,200,000

  • 3 Beds
  • 3 Baths
  • 2,966 Sq Ft

  12 Jackson Rd, Killingworth, CT 06419

  Stone Heron Farm: Rare find! Private compound on over 70 beautifully serene acres in the Killingworth and Haddam hills! Easy commute to Boston, NY, shore. Come home to this lovingly re-crafted antique Cape Cod. 3 bed, 3 full baths, private primary. Wide pine floors throughout, 4 fireplaces, and a wraparound deck. Relaxed open-concept with a sophisticated farmhouse vibe. Chef's kitchen boasts

  Sheila Tinn-Murphy Berkshire Hathaway NE Prop.

  12 Jackson Rd, Killingworth, CT 06419
• 

  $537,000 Sold Jul 01, 2025

  • 2,101 Sq Ft
  • $256/SF
  • 7 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1975

  15 Deer Run, East Haddam, CT 06423

  Welcome to 15 Deer Run-where comfort and craftsmanship come together. This lovingly cared for home radiates warmth and charm, with every detail thoughtfully designed and beautifully finished. Situated on a quiet cul-de-sac, with a perennial garden and a private 1.14 acres of yard space, this home offers a truly tranquil retreat. Yet, it is only a 4-minute drive to downtown East Haddam. The

  Sarah Weatherley William Raveis Real Estate

  15 Deer Run, East Haddam, CT 06423
• 

  Est $568,221 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 3,001 Sq Ft

  27 Filley Rd, Haddam, CT 06438

  27 Filley Rd, Haddam, CT 06438
• 

  /2

  $395,000

  • Land
  • 39 Acres
  • $10,092 per Acre

  0 Little City Rd, Killingworth, CT 06419

  SERENE WOODED 39 ACRE PARCEL IN KILLINGWORTH Situated in a tranquil area of Killingworth, this expansive wooded parcel presents a unique opportunity with estimated 1-3 buildable lots. Exact number of lots depends on many factors and would need to be determined by design professionals. Ideal for private estate, single family subdivision, equestrian facilities, this land offers versatility to suit

  Joe Wren William Raveis Real Estate

  0 Little City Rd, Killingworth, CT 06419
• 

  $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
• 

  Est $569,418 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,112 Sq Ft

  39 Joseph Cir, Higganum, CT 06441

  39 Joseph Cir, Higganum, CT 06441
• 

  

  /36

  $1,140,000

  • 8 Beds
  • 6 Baths
  • 4,600 Sq Ft

  23 Main St, East Haddam, CT 06423

  Completely remodeled inside, this historic building has been adapted into gorgeous, modern residential units. With a two-bedroom unit, 4 one-bedroom standard units, and a palatial penthouse suite (including a loft space). Includes one ADA-compliant handicapped accessible unit with separate entryway w/ adjacent parking, roll-up/under countertop, and accessible bathroom. Parking lot includes EV

  Allen Jacobs Sunset Creek Realty, LLC

  23 Main St, East Haddam, CT 06423
• 

  $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
• 

  Est $842,949 Not Listed For Sale

  • 3 Beds
  • 4 Baths
  • 3,453 Sq Ft

  33 Oak Hill Terrace, Haddam, CT 06438

  33 Oak Hill Terrace, Haddam, CT 06438
• 

  

  /37

  $1,299,000

  • 5 Beds
  • 3 Baths
  • 4,494 Sq Ft

  8 Jacob Ln, Killingworth, CT 06419

  Prepare to be WOWed by this far-from-typical Colonial! This gorgeous home has been completely reimagined and remodeled with the highest-end finishes throughout, blending timeless design with modern sophistication. The heart of this 4,000+ sqft home is the chef's kitchen, featuring a Sub-Zero refrigerator, Wolf range, and a stunning Carrara marble island-perfect for culinary enthusiasts and

  Melanie Scull William Pitt Sotheby's Int'l

  8 Jacob Ln, Killingworth, CT 06419
• 

  $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
• 

  Est $643,214 Not Listed For Sale

  • 4 Beds
  • 4 Baths
  • 2,949 Sq Ft

  360 Walkley Hill Rd, Haddam, CT 06438

  360 Walkley Hill 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
• 

  $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

Showing Results 41 - 80, Page 2 of 18