Homes for Sale near Joel Barlow High School

• 

  

  

  /20

  $799,000

  • 3 Beds
  • 1 Bath
  • 1,616 Sq Ft

  6 Great Pond Ln, Redding, CT 06896

  Discover a private Mid-Century Modern sanctuary tucked at the end of a cul-de-sac, approached by a quiet wooded lane and set on 2.68 private, rolling acres. Designed to embrace its natural setting, the upper-level living spaces were completely renovated in 2022, with soaring wood ceilings, oak hardwood floors, walls of glass, custom mahogany windows, a massive fireplace, and 2 sets of Andersen

  

  Carolyn Joyce

  William Raveis Real Estate

  6 Great Pond Ln, Redding, CT 06896
• 

  Explore Joel Barlow High School

• 

  

  

  /40

  $910,000

  • 4 Beds
  • 3.5 Baths
  • 3,454 Sq Ft

  28 Winding Brook Ln, Redding, CT 06896

  Nestled on a quiet residential loop in one of Redding's desirable neighborhoods, this beautifully maintained 4-bedroom, 3 full and 1 half bath center hall Colonial offers timeless design, generous living space, and a secluded setting surrounded by mature landscaping. The gracious floor plan begins with a large living room that flows seamlessly into the formal dining room, where dramatic

  

  Heather Lindgren

  Coldwell Banker Realty

  28 Winding Brook Ln, Redding, CT 06896
• 

  

  

  /40

  $1,174,000

  $26K PRICE DROP

  • 4 Beds
  • 3.5 Baths
  • 4,102 Sq Ft

  170 Judd Rd, Easton, CT 06612

  Exceptional craftsmanship, timeless design, and a breathtaking natural setting define this extraordinary retreat. Nestled on a spectacular private property reminiscent of your own bird sanctuary, this home offers peace, privacy, and exceptional indoor-outdoor living. Wander through fragrant gardens, harvest fresh vegetables from your own garden, relax by the saltwater in-ground pool, unwind on

  

  Beth Saunders

  Berkshire Hathaway NE Prop.

  170 Judd Rd, Easton, CT 06612
• 

  

  

  /40

  $7,400,000

  $1M PRICE DROP

  • 7 Beds
  • 6.5 Baths
  • 9,420 Sq Ft

  63 Turney Rd, Redding, CT 06896

  Another Day in Paradise! Timeless grandeur, architectural mastery, and opportunity define this exceptional plantation-style colonial set on 39.23 acres bordered by 100+ acres of protected forestland-a rare opportunity for stately country living in a singular setting.For the sportsman, pristine woodlands and abundant wildlife offer boundless opportunities for hunting, hiking, and connecting with

  

  Roni Agress

  William Pitt Sotheby's Int'l

  63 Turney Rd, Redding, CT 06896
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  /26

  $750,000

  Open Sun 12PM - 2PM

  • 5 Beds
  • 3 Baths
  • 1,859 Sq Ft

  85 Mountain Rd, Redding, CT 06896

  Welcome Home to this inviting five-bedroom, three-full-bath Colonial set on 2.15 peaceful, lush acres in sought-after Southwest Redding. Hardwood floors throughout the main level and abundant natural light complement a flexible floor plan. The spacious living and dining area is a standout, with a vaulted ceiling, skylights, and brick wood-burning fireplace creating an open and airy gathering

  Chip & Heather Neumann Houlihan Lawrence

  85 Mountain Rd, Redding, CT 06896
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  /40

  $2,178,000

  • 5 Beds
  • 4.5 Baths
  • 5,154 Sq Ft

  16 Robin Hood Ln, Easton, CT 06612

  This stately Colonial, tucked away at the end of a quiet cul de sac in Easton, blends timeless architecture with resort style living. A grand brick facade welcomes you inside to an impressive two story foyer with gleaming marble floors and dramatic Palladian windows, creating a magazine worthy first impression. Crown molding, soaring ceilings, and hardwood floors add warmth and elegance

  Bogdan Stefanide KW Legacy Partners

  16 Robin Hood Ln, Easton, CT 06612
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  /30

  $799,000

  $96K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 3,050 Sq Ft

  50 Deerfield Dr, Easton, CT 06612

  Beautifully sited on 3 private acres in Easton's Aspetuck Valley, this Center Hall Colonial lovingly maintained by its original owner, the home is now ready to welcome its next owner. Located on a friendly cul-de-sac. The main level features traditional formal spaces; living room, dining room, office/library and a spacious family room with a fireplace, perfect for gatherings. A large eat in

  Jackie Seawright William Pitt Sotheby's Int'l

  50 Deerfield Dr, Easton, CT 06612
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  /23

  $749,900

  • 3 Beds
  • 2 Baths
  • 2,140 Sq Ft

  22 Great Pasture Rd, Redding, CT 06896

  Lovely 3-bedroom, 2-bath home nestled on 2.44 private acres in desirable Redding. Offering a wonderful blend of character, space, and potential, this property is ready for your finishing touches and personal vision. The inviting living space features a fireplace, while the circular driveway provides convenient access and plenty of parking. Adding to the appeal is a separate cottage located on the

  DANIEL MULVIHILL Mulvihill Realty LLC

  22 Great Pasture Rd, Redding, CT 06896
• 

  

  /40

  $1,495,000

  • 6 Beds
  • 5 Baths
  • 4,033 Sq Ft

  12 Werf Dr, Redding, CT 06896

  Extraordinary, beautifully updated six-bedroom Colonial, where timeless architecture meets modern luxury. Set on an impressive 2.42-acre estate, this property offers a rare blend of privacy, scale, and refined presence creating a true retreat just moments from everyday conveniences. A sweeping wraparound driveway delivers a grand and memorable arrival, complementing the home's stately facade

  Jonathan Gineo Silver and Oak Realty

  12 Werf Dr, Redding, CT 06896
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  /38

  $1,145,000

  • 7 Beds
  • 4.5 Baths
  • 3,782 Sq Ft

  45 E Common Rd, Easton, CT 06612

  First time on the market, this custom-built Easton Colonial has been lovingly maintained by its original owner and offers approximately 3 private acres, generous living space and a highly adaptable floor plan designed to suit a variety of lifestyles. With numerous rooms, that can easily serve as a home office, playroom, gym, guest quarters, or additional living space, this home offers an

  Dorothee Ancel Brown Harris Stevens

  45 E Common Rd, Easton, CT 06612
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  /5

  $305,000

  • Land
  • 3.69 Acres
  • $82,656 per Acre

  162 Lonetown Rd, Redding, CT 06896

  A wonderful opportunity in the Putnam Park neighborhood of bucolic Redding Connecticut. Bring your dream home to life on 3.69 acres of raw undeveloped land. Potentially build to suit or buy direct. Previously an approved building lot for a 4 Bedroom home with a pool. Approximately one acre partially cleared and has a deeded right of way for access to a beautiful wooded rear lot. This is your

  Adam Roy BHGRE Gaetano Marra Homes

  162 Lonetown Rd, Redding, CT 06896
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  /15

  $699,000

  $196K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 2,732 Sq Ft

  134 Delaware Rd, Easton, CT 06612

  Lovely private Easton wooded setting overlooking Morehouse Brook. Large level parking that allows truck turn around. Lower driveway access to Brook and lower level entrance.Close to Parkway, Rt. 15 former exit 46 1 mile away.

  Ray Baldyga Dogwood Realty

  134 Delaware Rd, Easton, CT 06612
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  /28

  $719,000

  • 5 Beds
  • 5 Baths
  • 8,669 Sq Ft

  101 Northwood Dr, Easton, CT 06612

  Rare short sale opportunity. LEGAL NOTICE: NO TRESPASSING DO NOT DISTURB OCCUPANT. All buyers must strictly accept property disclosures. Break in damage, window and skylights, kitchen and baths, no appliances, no mechanicals, lights, unknown water and septic. Paint and floors are mostly good. Must accept as is, no exceptions. Lowest price in fairfield county, excellent opportunitycycling. Walk to

  Steven Koleno Beycome of Connecticut

  101 Northwood Dr, Easton, CT 06612
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  /20

  $760,000

  • 4 Beds
  • 2.5 Baths
  • 2,842 Sq Ft

  31 Granite Ridge Rd, Redding, CT 06896

  Designed for effortless living, this four-bedroom Colonial is ideally situated on a sought-after cul-de-sac with easy access to nature trails. Thoughtfully updated with over $100,000 in recent improvements, including a newer roof, new heating system, propane tank, IBC furnace, hot water tank, whole-house generator, fresh interior and exterior paint, and a newly renovated screened porch. This

  Joanne Santulli Brown Harris Stevens

  31 Granite Ridge Rd, Redding, CT 06896
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  /40

  $4,499,000

  $500K PRICE DROP

  • 5 Beds
  • 9 Baths
  • 7,070 Sq Ft

  294 Maple Rd, Easton, CT 06612

  A rare offering, this Gambrel shingle-style estate is a sanctuary on over 6 acres on a cul-de-sac, offering a secluded retreat. Crafted with no expense spared, the residence features steel construction, geothermal energy, cedar roofing and siding, and copper gutters. Inside, an elevator connects all levels, while quarter sawn wide plank hardwood floors, custom window treatments and coffered

  Linda Toscano Coldwell Banker Realty

  294 Maple Rd, Easton, CT 06612
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  /2

  $975,000

  • Land
  • 7.57 Acres
  • $128,798 per Acre

  26&30 Goodsell Hill Rd, Redding, CT 06896

  Listing is for 2 previously approved building lots, 4.09 acres and 3.479 acres. Lots have been rough graded, 2 septic's installed, build your dream house, build 2 homes, horse property? property tax is combined amounts of both lots. More photos to come

  Chris Robinson Independent Realty Group

  26&30 Goodsell Hill Rd, Redding, CT 06896
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  /36

  $1,170,000

  $30K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 3,124 Sq Ft

  207 Redding Rd, Redding, CT 06896

  Classic New England charm meets modern luxury in this beautifully updated 1921 Colonial. Perfectly situated just minutes from the quaint Georgetown boutique shops , restaurants, and Route 7. Set on nearly half an acre lot, this home offers effortless living and entertaining inside and out. The heart of the home features a renovated eat-in kitchen with timeless marble countertops, a 4 seated

  Kate White Houlihan Lawrence

  207 Redding Rd, Redding, CT 06896
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  /40

  $649,000

  • 4 Beds
  • 2.5 Baths
  • 2,302 Sq Ft

  9 Deacon Abbott Ln S, Redding, CT 06896

  There are multiple offers-all bids are to be submitted by Tuesday 9/15 at noon with their highest & best terms. Welcome to this lovely, well-maintained home cherished by its long-term owner. Situated on a highly sought-after, level cul-de-sac lot, this property offers 4 bedrooms, 2.5 baths, and a perfect blend of comfort and potential. Inside, you are greeted by spacious, light-filled rooms. The

  Teri Rotella William Pitt Sotheby's Int'l

  9 Deacon Abbott Ln S, Redding, CT 06896
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  /40

  $1,575,000

  • 5 Beds
  • 3.5 Baths
  • 5,079 Sq Ft

  23 Norton Rd, Easton, CT 06612

  NEWLY PRICED! Discover a beautifully reimagined Lower Easton retreat where sophisticated living, exceptional privacy, and convenience come together on three picturesque acres. Just minutes from Fairfield and Westport, this renovated 5-6 bedroom home offers the space and serenity of Easton with easy access to restaurants, shopping, beaches, trains, and NYC. Set on a quiet lane with seasonal

  Julie Vanderblue Higgins Group Real Estate

  23 Norton Rd, Easton, CT 06612
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  /2

  $499,000

  • Land
  • 8.89 Acres
  • $56,130 per Acre

  65 Umpawaug Rd, Redding, CT 06896

  Glorious interior lot in pine setting on scenic Umpawaug Rd. Owner architect/builder can design and build to suit. See listing #170511696 Owner/agent

  Jodi Langford Coldwell Banker Realty

  65 Umpawaug Rd, Redding, CT 06896
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  /39

  $899,000

  $51K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 2,789 Sq Ft

  70 Blanchard Rd, Easton, CT 06612

  Welcome to this inviting ranch-style home in desirable Lower Easton, where an open floor plan, abundant natural light, and effortless indoor-outdoor living come together. The spacious main level features a bright, airy layout designed for both everyday living and entertaining, with three bedrooms including a comfortable primary suite. The finished lower level offers additional living space with a

  Kelly Higgins Coldwell Banker Realty

  70 Blanchard Rd, Easton, CT 06612
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  /25

  $399,900

  $20K PRICE DROP

  • 1 Bed
  • 1.5 Baths
  • 1,224 Sq Ft

  56 Portland Ave Unit 3, Redding, CT 06896

  NEW PRICE - $399,900! Spacious, Sun-Filled Condo with Exceptional Loft Flexibility! Looking for more space without the price tag of a traditional two-bedroom? This charming Georgetown condo offers a bright, open layout plus a generously sized loft with endless possibilities. Vaulted ceilings and abundant natural light create an airy, inviting main living space, while the expansive loft provides

  Michelle Woodward Coldwell Banker Realty

  56 Portland Ave Unit 3, Redding, CT 06896
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  /30

  $1,395,000

  • 4 Beds
  • 5 Baths
  • 5,282 Sq Ft

  4 Long Ridge Rd, Redding, CT 06896

  This unique property offers the perfect blend of living, working and investing in a picturesque and convenient setting. For 15 years, the current owner has enjoyed a seamless "work from home" lifestyle, with a spacious upstairs apartment above the main building and store. The property also includes a separate retail cottage, ideal for generating rental income or expanding your business

  Christine Poppy Compass Connecticut, LLC

  4 Long Ridge Rd, Redding, CT 06896
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  /39

  $1,395,000

  $100K PRICE DROP

  • 5 Beds
  • 6 Baths
  • 6,775 Sq Ft

  74 Black Rock Turnpike, Redding, CT 06896

  Old Redding charm meets elevated modern living at this exceptional gated Contemporary Colonial offering over 4,700 SF plus approximately 1,800 SF of finished walk-out lower level. Set behind stately iron gates and stone pillars, a private drive leads to a dramatic marble foyer and grand staircase. The custom Clark Construction kitchen, enhanced in 2023, features dual full-size Thermador ovens,

  Brianna Carvalho Compass Connecticut, LLC

  74 Black Rock Turnpike, Redding, CT 06896
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  /37

  $900,000

  • 4 Beds
  • 2.5 Baths
  • 3,170 Sq Ft

  15 Fire Hill Ln, Redding, CT 06896

  Welcome to this beautifully maintained 4-bedroom, 2.5-bath home nestled on a peaceful cul-de-sac in desirable West Redding. Set on 2.05 gorgeous acres surrounded by mature trees, this property offers a wonderful combination of privacy, space, and natural beauty. Offering timeless Colonial charm with stylish updates and comfortable modern living, this exceptional property is truly move-in ready.

  Laura Brodie Coldwell Banker Realty

  15 Fire Hill Ln, Redding, CT 06896
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  /10

  $1,539,000

  • 2 Beds
  • 4 Baths
  • 2,660 Sq Ft

  250 Maple Rd, Easton, CT 06612

  Special Property - LIKE YELLOWSTONE? This "mini-Yellowstone" borders almost 150 acres of groomed horseback/hiking trails -located in Easton - the "Black Pearl" of Fairfield County. Gated access to 3 open acres with thousand feet plus of stone walls and 4 grassed fenced pastures. Featuring a custom ranch/cape with 2 primary suites on the main floor. Setup to easily expand to 4 bedrooms and 5

  Steven Koleno Beycome of Connecticut

  250 Maple Rd, Easton, CT 06612
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  /36

  $1,250,000

  $25K PRICE DROP

  • 4 Beds
  • 3.5 Baths
  • 4,548 Sq Ft

  28 Drewbarrie Ln, Easton, CT 06612

  More than just a home, 28 Drewbarrie Lane was thoughtfully designed to be the place its owners would never want to leave. Privately set among mature trees in one of Easton's most peaceful settings, it offers a lifestyle centered around comfort, connection, and enjoying every season to its fullest. Mornings begin with sunlight filling the living spaces, afternoons are spent by the solar-heated

  Michael Caporizzo William Pitt Sotheby's Int'l

  28 Drewbarrie Ln, Easton, CT 06612
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  /7

  $900,000

  • Land
  • 15.27 Acres
  • $58,939 per Acre

  67 Umpawaug Rd, Redding, CT 06896

  Exceptional land on scenic Umpawaug Rd. House site overlooks spectacular quartz quarry to the rear with panoramic views to the front. Perfect for breathtaking hideaway in the country. Owner/architect can design and build to suit. Additional land available. Owner/agent

  Jodi Langford Coldwell Banker Realty

  67 Umpawaug Rd, Redding, CT 06896
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  /38

  $1,195,000

  $50K PRICE DROP

  • 4 Beds
  • 5.5 Baths
  • 5,935 Sq Ft

  11 Long Meadow Ln, Redding, CT 06896

  Private Cul-de-Sac Colonial on 2.95 Acres in Redding! Desirable custom-built Center Hall Colonial privately set at the end of a cul-de-sac abutting protected Green Acres land for exceptional privacy and natural beauty. Professionally landscaped with classic stone walls and mature trees, picturesque views of neighboring horse property and ample space for a pool and tennis court. A dramatic

  Ira Stone Coldwell Banker Realty

  11 Long Meadow Ln, Redding, CT 06896
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  /26

  $1,599,000

  • 4 Beds
  • 4.5 Baths
  • 6,259 Sq Ft

  2 Longwood Dr, Redding, CT 06896

  NEW PRICE - $1,599,000! Exceptional value for a meticulously maintained 6,259 SF custom Colonial on 2.72 private acres in desirable Redding, CT. Privately set on a quiet cul-de-sac in sought-after Gallows Hill, 2 Longwood Drive offers the space, privacy, quality and flexibility sought by discerning buyers from Fairfield County, Westchester and NYC. Just 8 minutes to the Redding Metro-North

  Jeffrey Kaplan William Raveis Real Estate

  2 Longwood Dr, Redding, CT 06896
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  /40

  $1,325,000

  $175K PRICE DROP

  • 5 Beds
  • 4 Baths
  • 4,728 Sq Ft

  28 Goodridge Rd, Redding, CT 06896

  You will take a deep breath as soon as you drive through the beautiful and tranquil landscape of this part of Redding. As you approach the driveway you are greeted by a large antique barn for storing Animals/Cars/Toys. driving down the driveway you see the large colonial farmhouse with expansive front porch 5 bedroom and 4 full baths. The flexible open floor allows for easy daily life as well as

  Margaret Upton-Mirowski Coldwell Banker Realty

  28 Goodridge Rd, Redding, CT 06896
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  /40

  $1,250,000

  $45K PRICE DROP

  • 4 Beds
  • 3.5 Baths
  • 5,048 Sq Ft

  35 Hunting Ridge Rd, Easton, CT 06612

  Welcome to this Elegant Custom Colonial gracefully set on a picturesque cul-de-sac in one of Easton's most beautiful neighborhoods, surrounded by distinguished homes and professionally landscaped grounds. Nestled on 3 private acres, this exceptional residence offers over 4,300 square feet of tranquil living designed for both luxury and entertaining. An impressive two-story foyer welcomes you into

  Vera Maximin Higgins Group Real Estate

  35 Hunting Ridge Rd, Easton, CT 06612
• 

  

  /40

  $1,299,999

  • 5 Beds
  • 5 Baths
  • 4,069 Sq Ft

  30 Carriage Dr, Easton, CT 06612

  A destination unto itself, this exceptional custom-built Scholz Design Colonial offers a rare blend of luxury, privacy, and natural beauty. Tucked away at the end of a picturesque cul-de-sac and bordering 153 acres of protected open space and hiking trails, this nearly four-acre estate provides an unparalleled retreat just minutes from town amenities. A dramatic two-story foyer opens to a

  Nicole Costantino Keller Williams Realty

  30 Carriage Dr, Easton, CT 06612
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  /40

  $7,725,000

  • 7 Beds
  • 13 Baths
  • 13,094 Sq Ft

  206 Umpawaug Rd, Redding, CT 06896

  Exquisite Nantucket-style country estate magnificently sited on seven sprawling acres in Redding, CT's coveted Umpawaug neighborhood. Comprised of three extraordinary residences, this masterfully crafted 2008 HOBI award-winning compound offers 13,904 sf of carefully constructed living space with meticulous architectural details, effortlessly balancing timeless elegance with modern function. The

  Lauren Parr Houlihan Lawrence

  206 Umpawaug Rd, Redding, CT 06896
• 

  

  /39

  $1,295,000

  $190K PRICE DROP

  • 5 Beds
  • 5 Baths
  • 6,170 Sq Ft

  281 Newtown Turnpike, Redding, CT 06896

  Exceptional opportunity for today's buyer! Tucked away in a private, yet neighborhood-like setting, the craftsmanship and beauty of this custom colonial reveals itself the moment you walk through the door. Seamless flow, a sprawling primary suite with fireplace, private office with built-ins and French doors that lead to a porch, as well as a finished basement are just a few of the features that

  Alexis Bennett Coldwell Banker Realty

  281 Newtown Turnpike, Redding, CT 06896
• 

  

  /37

  $1,300,000

  $199K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 3,768 Sq Ft

  1080 Black Rock Turnpike, Easton, CT 06612

  A private Easton retreat of exceptional beauty, 1080 Black Rock Turnpike offers a rare opportunity to experience luxury, privacy, and an extraordinary connection to the outdoors. Set on nearly six acres of exquisitely landscaped grounds, the property feels like a world unto itself-an idyllic setting for quiet mornings, elegant entertaining, and a lifestyle defined by space, serenity, and natural

  Charles Driza Houlihan Lawrence

  1080 Black Rock Turnpike, Easton, CT 06612
• 

  

  /35

  $1,195,000

  • 3 Beds
  • 2.5 Baths
  • 3,316 Sq Ft

  896 Westport Rd, Easton, CT 06612

  Charming retreat in lower Easton nestled on 3+ acres just over the Westport border! This warm & inviting home exudes character and charm with the comforts of modern day amenities such as central AC and generator. Enter through the welcoming screened in porch where you can relax in the morning with your coffee in hand and at night with your favorite drink. Enjoy the sunny great room/art studio and

  Jordan Dolger Higgins Group Real Estate

  896 Westport Rd, Easton, CT 06612
• 

  

  /38

  $1,100,000

  • 4 Beds
  • 3.5 Baths
  • 3,525 Sq Ft

  123 Cross Hwy, Redding, CT 06896

  Beautiful and serene, this special property has been lovingly maintained by the same family for the past 37 years. Set on 6.18 picturesque acres in a desirable neighborhood surrounded by other expansive properties, the 4 bedroom, 3.5 bath home offers privacy, space, and a wonderful sense of tranquility. Well maintained throughout, the home features thoughtful updates, including a roof that is

  Nicole Van Alsytne William Pitt Sotheby's Int'l

  123 Cross Hwy, Redding, CT 06896
• 

  

  /39

  $849,000

  Open Thu 11AM - 1PM

  • 3 Beds
  • 2 Baths
  • 2,980 Sq Ft

  11 Crestwood Dr, Easton, CT 06612

  Welcome Home - this beautifully updated raised ranch in desirable Lower Easton, offering a bright, open floor plan, flexible living space and wonderful indoor-outdoor living. Filled with natural light, this move-in-ready home features refinished hardwood floors, fresh interior and exterior paint, updated bathrooms, newer septic and newer furnace. The inviting living room features built-in

  Stacy Varvaro Coldwell Banker Realty

  11 Crestwood Dr, Easton, CT 06612
• 

  

  /31

  $849,000

  • 3 Beds
  • 1.5 Baths
  • 1,612 Sq Ft

  23 Church St, Wilton, CT 06897

  Back on the market through no fault of the home! Due to the previous buyers' inability to close, this exceptional property is available once again. Nestled in Wilton's Historic District, this beautifully updated 3-bedroom, 1.5-bath antique Colonial has been featured in The New York Times, Realtor.com, & Homes.com for its distinctive character & timeless appeal. Just a short stroll to Georgetown's

  Michele Ferguson Nichols Douglas Elliman of Connecticut

  23 Church St, Wilton, CT 06897

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