Middlesex County CT Houses for Sale

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  /38

  $684,900 Open Sun 12PM - 2PM

  • 3 Beds
  • 2 Baths
  • 2,125 Sq Ft

  70 Cedar Dr, Durham, CT 06422

  Experience the perfect blend of classic New England charm and modern luxury in this meticulously updated 3-bedroom, 2-bathroom Cape, situated on over 12 serene acres in Durham. This property offers a rare "best of both worlds" opportunity: maintain a massive private forest retreat for outdoor enthusiasts, or take advantage of a prepared site plan to subdivide and create an additional buildable

  Luke Florian SSG Real Estate LLC

  70 Cedar Dr, Durham, CT 06422
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• 

  

  

  /39

  $669,000

  • 2 Beds
  • 2 Baths
  • 1,076 Sq Ft

  16 N Main St, Essex, CT 06426

  This Charming Carriage house in the heart of Essex Village provides the perfect blend of historic charm and modern comfort. Enjoy a short stroll to local restaurants, the Connecticut River, Museums, marinas, boutique shopping and the Iconic Griswold Inn. Sunlight fills the space, creating a warm and inviting atmosphere. The living room boasts built-ins and a wood burning fireplace. Tiered gardens

  Alice Trautman William Raveis Real Estate

  16 N Main St, Essex, CT 06426
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  /29

  $625,000

  • 4 Beds
  • 3 Baths
  • 2,860 Sq Ft

  49 River St, Old Saybrook, CT 06475

  Spacious village area colonial with lot's of space and in what a location, a short stroll to Main Street and convenient to shops, highways and the railroad station. Featuring 9 rooms and 4 bedrooms with a second upper level kitchenette, this floorplan suits all of your housing needs at a price which won't bust the budget. Could potentially accommodate an in-law use with the second kitchen.

  Rick Allen William Raveis Real Estate

  49 River St, Old Saybrook, CT 06475
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  /38

  $695,000

  • 5 Beds
  • 2.5 Baths
  • 3,862 Sq Ft

  59 Wig Hill Rd, Chester, CT 06412

  The spacious main house and separate guest/rental house sit on 3.64 park like acres abutting Chester Land Trust property. The front to back living/dining room features two large picture windows overlooking the rear landscape and a vaulted ceiling with second floor balcony. The cook's kitchen features newer appliances, granite counters, tile floor and eating area with sliding glass doors to a deck

  Joseph Kelly William Pitt Sotheby's Int'l

  59 Wig Hill Rd, Chester, CT 06412
• 

  

  

  /19

  $750,000 New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,500 Sq Ft

  2 Town Line Dr, East Hampton, CT 06424

  Brand new construction by M&R Custom Homes offering 2,500 sq ft. of thoughtfully designed living space in one of the area's most sought-after subdivisions Whispering Woods. In the process of construction, the pictures show a similar to be completed home. This four-bedroom, 2.5-bath home features a bright, open-concept layout perfect for both everyday living and entertaining. The spacious kitchen

  Tracy Molloy Coldwell Banker Realty

  2 Town Line Dr, East Hampton, CT 06424
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  /40

  $659,000

  • 5 Beds
  • 2 Baths
  • 2,010 Sq Ft

  58 Middle Haddam Rd, East Hampton, CT 06424

  Dreaming of a stylish country retreat with history? Look no further than the charming Captain Elijah Johnson house, nestled in the bucolic village of Middle Haddam, CT and located just two hours from New York City and Boston. This property blends modern amenities, including a swimming pool, with the carefully restored original features of a house built in 1780 and listed on the National Registry

  Teri Lewis William Pitt Sotheby's Int'l

  58 Middle Haddam Rd, East Hampton, CT 06424
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  /38

  $340,000

  • 4 Beds
  • 1 Bath
  • 1,756 Sq Ft

  30 Chestnut Hill Rd, Killingworth, CT 06419

  ** A Unique Opportunity at 30 Chestnut Hill Road, Killingworth** Step into a piece of history with this charming antique home, circa 1820-now available from a seasoned preservationist and architect with decades of experience restoring historic homes and barns. This property has already undergone critical structural repairs and has a watertight roof, setting the stage for the next phase of

  Nutan Pawar DreamHomes Realty LLC

  30 Chestnut Hill Rd, Killingworth, CT 06419
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  /28

  $239,900

  • 3 Beds
  • 2 Baths
  • 1,160 Sq Ft

  103 Prospect St, Middletown, CT 06457

  This classic 1900 Colonial at 103 Prospect Street offers a chance to bring new life to a well-loved home in a convenient Middletown location. With 1,160 square feet of living space, three bedrooms, and two full baths, the layout is simple and functional, ready for someone with vision to make it their own. The home does require work, making it a great project for investors, renovators, or buyers

  Carl Guild Carl Guild & Associates

  103 Prospect St, Middletown, CT 06457
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  /11

  $1,999,000

  • 7 Beds
  • 2.5 Baths
  • 3,308 Sq Ft

  148 Wallingford Rd, Durham, CT 06422

  The Greenbacker's Brookfield Farm located midway between Hartford and New Haven in Durham Connecticut has two houses, dairy barn and many other outbuildings. There is approximately 140 acres and approximately 100 acres are least to other farmers for growing crop, etc.. The investor may generate income from the farm's rentals 1. Dairy barn, 2, growing crops (92 acres of cropland leased,

  Gary Dobratz Century 21 AllPoints Realty

  148 Wallingford Rd, Durham, CT 06422
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  /2

  $359,900 Coming Soon

  • 3 Beds
  • 1 Bath
  • 1,300 Sq Ft

  22 Ridgewood Rd, Colchester, CT 06415

  Only 3 bedroom year round home currently for sale at beautiful Lake Hayward..beautiful view and minutes from the main beach, tennis, basketball and family activities..remodeled kitchen with tile floor and center island w/granite.., gas log FP, large great room with wall of windows on the lake side, pull down attic, former elec space heater disconnected but could be restored or easy to install

  Cynthia Pond Berkshire Hathaway NE Prop.

  22 Ridgewood Rd, Colchester, CT 06415
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  /26

  $2,195,000

  • 8 Baths
  • 12,155 Sq Ft

  31 N Main St, Essex, CT 06426

  Signature building in Essex Village. Originally the EE Dickinson corporate offices; grandfathered use in a residential zone. Reimagine this amazing space, water views, Essex Village, .78 acres of land, large footprint. Rare opportunity to own a cherished piece of Essex history

  Susan Malan William Pitt Sotheby's Int'l

  31 N Main St, Essex, CT 06426
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  /12

  $285,000

  • 2 Beds
  • 1 Bath
  • 1,131 Sq Ft

  5 Joe Williams Rd, Moodus, CT 06469

  Farmhouse on a nice half acre lot with Endless potential. 6 rms 2-3 bedrooms. Hardwood floors throughout. New roof . New well installed approximately 12 yrs. ago, per owner. House Needs work, but, well worth the effort. Cash or rehab financing only. House being sold in AS IS condition.

  Sharon Sirois Showcase Realty, Inc.

  5 Joe Williams Rd, Moodus, CT 06469
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  /2

  $550,000 Coming Soon

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

  6 Candlewood Dr, East Hampton, CT 06424

  Country living with beautiful lake views and private lake rights-what more could you want? Step into a warm and inviting living room with a cozy fireplace, flowing seamlessly into a modern eat-in kitchen designed for both comfort and style. Enjoy quartz countertops, hardwood flooring, and a host of thoughtful upgrades to include a 6 burner gas stove with griddle, pot filler and more! Sliders in

  Carol Kleeman William Raveis Real Estate

  6 Candlewood Dr, East Hampton, CT 06424
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  /11

  $371,900

  • 4 Beds
  • 2 Baths
  • 2,156 Sq Ft

  56 Bidwell Terrace, Middletown, CT 06457

  Seller willing to offer closing cost credit. Beautifully updated home featuring a fully finished lower-level in-law apartment with its own entrance, kitchen, and living space - perfect for rental income or multigenerational living. Offset your mortgage or create a flexible dual-living setup in one of Middletown's most convenient locations. Recently updated kitchen and baths. Huge driveway with

  Andrew Roach KD Realty

  56 Bidwell Terrace, Middletown, CT 06457
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  /10

  $365,000

  • 2 Beds
  • 1 Bath
  • 912 Sq Ft

  8 Prospect Hill, Deep River, CT 06417

  This home possesses structural integrity and endless potential. Many updates including new boiler in 2024, roof, garage doors front and back, new appliances include sink and countertop. Originally had a 3rd bedroom and wall could be put back up if interested in adding back. Short walking distance to charming downtown Deep River and 3/4 mile to the gorgeous CT river. Only 2 hours from NYC. Whether

  Craig Milton Re/Max Valley Shore

  8 Prospect Hill, Deep River, CT 06417
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  /34

  $504,900

  • 3 Beds
  • 1 Bath
  • 1,196 Sq Ft

  14 Denmore Ln, Old Saybrook, CT 06475

  This beautifully renovated ranch style home provides a perfect blend of modern style, comfort and luxury. As you enter you will be greeted by beautiful hardwood flooring creating a seamless flow from room to room elevating each space with enduring charm, comfort, and sophistication. This home boasts three spacious bedrooms and one full bathroom featuring sleek and modern finishes. The

  Terence Dominick Exceptional Real Estate LLC

  14 Denmore Ln, Old Saybrook, CT 06475
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  /17

  $589,900 New Construction

  • 2 Beds
  • 2 Baths
  • 1,430 Sq Ft

  137 Webster Ln Unit 2-42, Middletown, CT 06457

  Discover Carefree Living at Founders' Ridge - the Award-Winning 55+ Adult Community! Come experience the "MARTIN II," Under CONSTRUCTION! Now with many new UPGRADES - available for occupancy in early 2027 Located in the highly sought-after Westfield section of Middletown, this beautiful 1,430 sq. ft. home has the convenience of single-floor living with top-of-the-line features and Elegant Design:

  Phyllis Bysiewicz Berkshire Hathaway NE Prop.

  137 Webster Ln Unit 2-42, Middletown, CT 06457
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  /39

  $489,000 Coming Soon

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

  172 Parker Hill Rd, Killingworth, CT 06419

  Set on over 2 private acres, this fully renovated 4-bedroom, 2.5-bath home offers the perfect blend of space, style, and comfort. Thoughtfully reimagined throughout, it delivers modern living with a warm, inviting feel. The kitchen is a standout, featuring sleek cabinetry, quartz countertops, stainless steel appliances, and a subway tile backsplash-ideal for both everyday use and entertaining.

  Anthony La Penna Exceptional Real Estate LLC

  172 Parker Hill Rd, Killingworth, CT 06419
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  /40

  $349,000

  • 4 Beds
  • 2 Baths
  • 1,634 Sq Ft

  914 Saybrook Rd, Middletown, CT 06457

  Welcome to 914 Saybrook Rd, a beautifully updated raised ranch where nearly every detail has been refreshed. The views go on for miles, and the layout offers flexibility that most homes simply can't match. With approximately 1,650 square feet of living space, a top-to-bottom renovation, and a legal lower-level ADU, this one is worth a serious look. The main level features three bedrooms and a

  Samuel Affhauser eXp Realty

  914 Saybrook Rd, Middletown, CT 06457
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  /33

  $550,000

  • 2 Beds
  • 2 Baths
  • 1,320 Sq Ft

  79 Wesley Ave, Westbrook, CT 06498

  Tucked away on a lush, private wooded lot, this authentic retreat offers the ultimate shoreline lifestyle just in time for summer. Perfectly blending natural privacy with coastal convenience, you're a short stroll from the sands of West Beach. The sun-drenched interior radiates warmth, highlighting a spacious, updated eat-in kitchen complete with premium appliances and granite countertops. Recent

  Annemarie Bellenoit Berkshire Hathaway NE Prop.

  79 Wesley Ave, Westbrook, CT 06498
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  /40

  $1,500,000

  • 4 Beds
  • 3 Baths
  • 2,554 Sq Ft

  41 Old West Rd, East Haddam, CT 06423

  Set on over 12 breathtaking acres, "White Oaks Estate" captures the perfect harmony of luxury, expansive living, and refined elegance. The fully redesigned and renovated (2014) 4BR/3BA Colonial with a 2-car garage showcases a stunning open floor plan featuring a chef's dream kitchen with custom white cabinetry, Venatino Marble countertops, top-of-the-line stainless steel appliances, elegant

  Bernadette Szkotnicki Ellison Homes Real Estate

  41 Old West Rd, East Haddam, CT 06423
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  /38

  $479,900

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

  9 Pear Orchard Rd, Portland, CT 06480

  Wonderful Bartlett Hill Home set in the best location near the pool and backing up to acres of woods. Step inside to the perfect floorplan with the Living room, dining room, kitchen, laundry and primary bedroom, plus a two car garage, all on the same level! As you walk around the open floorplan, the sunlight flows in and the view of the woods can be seen from everywhere... The efficient chef's

  Wendy Anderson William Pitt Sotheby's International Realty

  9 Pear Orchard Rd, Portland, CT 06480
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  /34

  $525,000 Coming Soon

  • 3 Beds
  • 2 Baths
  • 1,188 Sq Ft

  135 Middlesex Ave, Chester, CT 06412

  Coming in a few short days.... This WATERFRONT home on Chester Cove has the most spectacular views! Steps to fishing or kayaking! Enjoy watching the wildlife from the 20x10 deck just off the kitchen/dining/living rooms. Wonderful light enters through the numerous windows on the first floor with its open floor plan, full bath and sliders to the deck. On the second floor there are three bedrooms

  Lisa Genovali Re/Max Valley Shore

  135 Middlesex Ave, Chester, CT 06412
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  /40

  $188,000

  • 1 Bed
  • 1 Bath
  • 592 Sq Ft

  52 Jobs Gate 2, Portland, CT 06480

  WATERFRONT ! Enjoy This Cozy WATERFRONT Home located in Portland, CT. Grab your Coffee every morning and Walk down and Jump right in the Water! Don't miss enjoying this summer 2026 & the summers to come, Family Fun in this Home on Jobs Pond ! This Home has full views overlooking THE WATER! This Home offers a Living room with views overlooking the Water, open Kitchen & Dining area, Bedroom, newer

  Ron Jedziniak eXp Realty

  52 Jobs Gate 2, Portland, CT 06480
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  /56

  $1,895,000

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

  12 Jackson Rd, Killingworth, CT 06419

  Welcome to Stone Heron Farm, an extraordinary 74+ acre estate offered as 5 parcels, creating one of the most versatile & rare compound opportunities in CT. Tucked away on a quiet country road, 12 Jackson Road combines timeless New England charm with exceptional land value, privacy & multi-use potential. The main residence, an updated 1806 Cape, features exposed beams, wide-plank flooring, 3

  Danielle Claroni Sotheby's International Realty

  12 Jackson Rd, Killingworth, CT 06419
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  /40

  $495,000

  • 3 Beds
  • 2.5 Baths
  • 1,995 Sq Ft

  406 Tater Hill Rd, East Haddam, CT 06423

  Rooted in art, shaped by history, and surrounded by the rhythm of country living, this mid-century modern brick ranch offers a rare and soulful retreat in the village of Millington. Set on a gorgeous, level 2+ acre parcel, the property evokes the feel of a private canvas-ideal for gardens, orchards, recreation, or simply enjoying the quiet beauty of nature. The home's one-level design reflects

  Mary Jean Agostini RE/MAX Right Choice

  406 Tater Hill Rd, East Haddam, CT 06423
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  /28

  $275,000

  • 2 Beds
  • 1.5 Baths
  • 1,378 Sq Ft

  23 Hotchkiss St, Middletown, CT 06457

  Welcome to 23 Hotchkiss Street, where historic charm meets modern convenience in the heart of downtown Middletown. Built in 1900, this classic brick Colonial has been thoughtfully updated while preserving its timeless character. Inside, you will find bright, inviting living spaces, a well appointed kitchen with updated appliances, and flexible rooms that can fit a variety of needs, whether you

  Jonathan Zuromski Real Broker CT, LLC

  23 Hotchkiss St, Middletown, CT 06457
• 

  

  /27

  $339,900

  • 2 Beds
  • 1 Bath
  • 939 Sq Ft

  29 Warwick St, Middletown, CT 06457

  Adorable "hidden gem" nestled in the Historic section of Middletown! This charming 2-bedroom Cape with a versatile loft offers convenient, easy one-floor living in a character-filled historic home. Enjoy beautiful exposed beams and a cozy double-sided gas fireplace that adds warmth and charm to multiple living spaces. The home features hardwood floors throughout the main living areas and a

  Phyllis Bysiewicz Berkshire Hathaway NE Prop.

  29 Warwick St, Middletown, CT 06457
• 

  

  /40

  $1,695,000 Open Sun 11AM - 1PM

  • 3 Beds
  • 2.5 Baths
  • 2,978 Sq Ft

  43 Indianola Dr, Old Saybrook, CT 06475

  Enjoy coastal living at its finest in the coveted Cornfield Point community. This custom-built home offers nearly 3,000 square feet of thoughtfully designed space, featuring 4 bedrooms, 3 full baths, and a versatile main-level office, den, or media room to suit your lifestyle. Step outside to a spacious deck where you can take in serene marsh and water views of Cornfield Point Beach, with a

  Marc Delise Coldwell Banker Realty

  43 Indianola Dr, Old Saybrook, CT 06475
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  /31

  $999,500

  • 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
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  /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
• 

  

  /11

  $249,609

  • 3 Beds
  • 1.5 Baths
  • 1,340 Sq Ft

  146 Liberty St, Middletown, CT 06457

  146 Liberty Street, Middletown, CT offers a three bedroom, one and a half bath home renovated in 2023. The main level features a functional layout with updated finishes and timeless details, along with a mudroom and a three season porch. All bedrooms are located on the second floor, along with a full bath. Additional features include a detached two car garage. Property is being sold as a short

  Keith Murphy Innovative Properties

  146 Liberty St, Middletown, CT 06457
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  /38

  $425,000

  • 3 Beds
  • 1 Bath
  • 1,064 Sq Ft

  5 Sunrise Ave, Old Saybrook, CT 06475

  Highest & Best Offer Deadline - 6:00 PM, Thursday, April 23 Please be advised that the listing at 5 Sunrise Avenue, Old Saybrook has undergone a price adjustment. Welcome to this well-maintained rambler ranch offering comfortable one-level living in beautiful Old Saybrook. This home features 3 spacious bedrooms and 1.5 bathrooms with central air, perfect for everyday living or hosting guests.

  Terry McDonald McDonald Real Estate, LLC

  5 Sunrise Ave, Old Saybrook, CT 06475
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  /25

  $595,000 Coming Soon

  • 3 Beds
  • 1.5 Baths
  • 2,857 Sq Ft

  175 Howd Rd, Durham, CT 06422

  Imagine coming home to your own private piece of the countryside, where peaceful backyard views, country charm and the character of Miller's Tree Farm next door create the perfect setting to relax and unwind. Set on 3.82 acres, this farmhouse colonial offers the kind of lifestyle that feels worlds away while still being close to everything you need. Expanded in 1998, the addition created an

  Debbie Huscher Real Broker CT, LLC

  175 Howd Rd, Durham, CT 06422
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  /12

  $899,900 New Construction

  • 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
• 

  

  /3

  $1,100,000 New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,700 Sq Ft

  Lot 2 - 160 Saybrook Rd, Essex, CT 06426

  Traditional New England Colonial style meets high efficiency, elevated luxurious, and BRAND NEW!! This is your chance to embrace new construction situated in the highly sought after town of Essex. This Brand new house has WATER VIEWS overlooking the Essex South Cove. Imagine your New England coastal dreams, fourth of July parties on the patio and incredible sunrises/ Sunsets. Lets plan your

  Robyn Letourneau Berkshire Hathaway NE Prop.

  Lot 2 - 160 Saybrook Rd, Essex, CT 06426
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  /40

  $1,850,000

  • 3 Beds
  • 3 Baths
  • 2,673 Sq Ft

  31 Sols Point Rd, Clinton, CT 06413

  Experience luxury waterfront living at 31 Sols Point Road in Clinton, CT, a private coastal retreat set on a corner double lot with unobstructed 180-degree panoramic water views from sunrise to sunset. This fully renovated coastal luxury home offers high-end finishes, modern upgrades, and timeless New England shoreline design. The main residence features 2 bedrooms, 2 full bathrooms, and a

  Jennifer Gurnell William Raveis Real Estate

  31 Sols Point Rd, Clinton, CT 06413
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  /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
• 

  

  /40

  $1,695,000

  • 7 Beds
  • 4 Baths
  • 3,705 Sq Ft

  4 Hamburg Rd, East Haddam, CT 06423

  Nestled among the rolling hills of East Haddam and Lyme, Clover Hill Farm at 4 Hamburg Rd., seamlessly blends pre-Revolutionary War charm with 21st-century sophistication. This classic New England antique estate has been thoughtfully updated creating an exceptional retreat that honors tradition while embracing modern updates. Step inside the main residence and discover a blend of historic

  Allyson Cotton William Pitt Sotheby's Int'l

  4 Hamburg Rd, East Haddam, CT 06423
• 

  

  /38

  $934,900 Open Sat 1PM - 3PM

  • 3 Beds
  • 2.5 Baths
  • 1,632 Sq Ft

  1 Beamon Meadow Place, Old Saybrook, CT 06475

  Coastal colonial with deeded beach rights to Cornfield Point, set on 1.44 private acres overlooking a scenic tidal marsh in Old Saybrook. This 3-bedroom, 3-bath home offers water views, hardwood floors throughout, and a flexible layout ideal for year-round living or a weekend retreat. A front-to-back living room with fireplace provides a spacious gathering area, while the formal dining room

  Linda Toscano Coldwell Banker Realty

  1 Beamon Meadow Place, Old Saybrook, CT 06475

Showing Results 41 - 80, Page 2 of 5