Connecticut Homes for Sale with Pool

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  /28

  $34,500,000

  • 10 Beds
  • 16 Baths
  • 15,820 Sq Ft

  7 John St, Greenwich, CT 06831

  'Robin Hill Farm' and 'Smokey Hill Farm' are situated at one of the highest points in Greenwich in bucolic backcountry. This magnificent estate encompasses the main house, represented in this listing data sheet, two cottages, stables and gorgeous paddocks, Indoor and outdoor pools, tennis house, tennis court, and two ethereal fountains. Originally designed in 1937 by Augusta L.Noel (designer of

  Shelly Tretter Lynch Compass Connecticut, LLC

  7 John St, Greenwich, CT 06831
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  /38

  $525,000

  • 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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  /25

  $319,900

  • 2 Beds
  • 1.5 Baths
  • 1,372 Sq Ft

  29 Cannon Ridge Dr, Watertown, CT 06795

  Welcome to 29 Cannon Ridge at the Artillery Hill community, a beautifully renovated 2-bedroom, 1.5-bath home offering modern updates and low-maintenance living. The main level features a bright, open layout with new flooring throughout and a brand-new kitchen complete with updated cabinets, granite countertops, and new appliances perfect for everyday cooking and entertaining. Upstairs are two

  Derek Greene Derek Greene

  29 Cannon Ridge Dr, Watertown, CT 06795
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  /40

  $1,100,000

  • 4 Beds
  • 3.5 Baths
  • 2,408 Sq Ft

  34 Echo Valley Rd, Newtown, CT 06470

  A showcase of late-Mid-Century-inspired architecture, this exceptional custom-built home combines striking design with a tranquil private setting just minutes from town. Built with 2 x 6 wood framed construction, this home was thoughtfully designed for heating and cooling efficiency and convenience. Vaulted cathedral ceilings enhance the home's airy, light-filled and sophisticated aesthetic. The

  Vincent Capuano Coldwell Banker Realty

  34 Echo Valley Rd, Newtown, CT 06470
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  /36

  $1,095,000

  • 5 Beds
  • 5 Baths
  • 2,804 Sq Ft

  286 South St, Roxbury, CT 06783

  Discover this charming 4-bedroom Colonial with 1 additional bedroom is attached in-law apt on the southern side of Roxbury, offering an idyllic escape with seamless access to NYC. This privately situated home rests in a serene meadow, gracefully bordered by Pierce Brook. The main residence features a comfortable layout with a living room and fireplace that flows into the dining area and kitchen.

  Kathryn Clair William Pitt Sotheby's Int'l

  286 South St, Roxbury, CT 06783
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  /28

  $265,000

  • 2 Beds
  • 1 Bath
  • 959 Sq Ft

  40 Heather Ridge, Shelton, CT 06484

  Welcome home to Heather Ridge-this spacious and refreshing 2-bedroom, 1-bath condo in Shelton offers the perfect combination of comfort, convenience, and modern living. Located in the desirable area and minutes from Huntington center and Bridgeport Avenue, you'll love being close to shopping, restaurants, transportation, and Route 8 for an easy commute. The bright eat-in kitchen features, freshly

  Denise Napoleone William Raveis Real Estate

  40 Heather Ridge, Shelton, CT 06484
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  /40

  $3,995,000

  • 6 Beds
  • 8 Baths
  • 9,656 Sq Ft

  1343 Smith Ridge Rd, New Canaan, CT 06840

  Your Private Resort Awaits: Pool, Pool House, and Perfection. A New Canaan stunner on Smith Ridge. Discover unparalleled luxury living in this exquisite 6-bedroom, 6.5-bathroom residence. Spanning four finished floors of custom designed space, this home offers comfort, elegance, and functionality. High ceilings 9 FT + and large windows flood the interior with natural light, highlighting beautiful

  Hannelore Kaplan William Raveis Real Estate

  1343 Smith Ridge Rd, New Canaan, CT 06840
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  /21

  $299,900

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

  500 Heritage Village Unit A, Southbury, CT 06488

  This is your opportunity to own a much sought after Sherman Unit. This home boasts one floor living with no stairs, and a level walk to the garage. With stone kitchen counters and fresh paint through out, moving in is easy peasy. Enjoy accessing the large blue stone patio from the expansive living room or the primary bedroom. Or just cozy up in front of your wood burning fireplace. Known far and

  Paul Fadus Paul Fadus Realty,LLC

  500 Heritage Village Unit A, Southbury, CT 06488
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  /25

  $549,900

  • 3 Beds
  • 2.5 Baths
  • 1,638 Sq Ft

  21 Chimney Dr, Bethel, CT 06801

  Large Split-Level in Bethel's Popular Chimney Heights! 3 Bedrooms, 2-1/2 Baths (including Full Bath in Primary Bedroom), Main & Upper Level Hardwood, Central Air, 2-Car Garage and More! Living Room with Wood Burning Fireplace and Family Room with Gas Fireplace. You'll Love looking out from the Bay Window in the Kitchen into the Expansive Backyard with Deck and Pool! Home offers water and sewer

  Robert Morey RE/MAX Right Choice

  21 Chimney Dr, Bethel, CT 06801
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  /40

  $525,000 Open Sat 11AM - 1PM

  • 3 Beds
  • 2 Baths
  • 1,930 Sq Ft

  414 Canterbury Rd, Brooklyn, CT 06234

  Start the new year off right in this 3 bedroom, 2 bath sprawling ranch. There are two very large living rooms both with fireplaces. Close the pocket doors to add privacy. Step out onto the back deck and enjoy the sights & sounds of Blackwell Brook & the adjoining Creek. The brook is stocked with trout. The hill is great for sledding! Sit on the front porch and watch the pool parties next summer

  Jennifer Metivier Diversified Real Estate, LLC

  414 Canterbury Rd, Brooklyn, CT 06234
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  /17

  $16,750,000

  • 8 Beds
  • 11 Baths
  • 16,300 Sq Ft

  90 Oneida Dr, Greenwich, CT 06830

  Build your legacy in one of Greenwich, CT's most sought-after downtown gated communities. Approved plans and ready to break ground with local Award winning developer, Greenwich Custom Homes. A magnificent estate will be built with precision and finished with elegance, continuing to raise the bar for the finest living in Greenwich CT. This waterfront Georgian Colonial blends timeless elegance with

  Brian Milton Compass Connecticut, LLC

  90 Oneida Dr, Greenwich, CT 06830
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  /13

  $945,000 Open Sat 1PM - 3PM

  • 2 Beds
  • 2 Baths
  • 3,002 Sq Ft

  4 Holly Ridge Way Unit Lot 80, Danbury, CT 06810

  The Alstead blends sophistication with everyday comfort in a thoughtfully planned 55+ community. A welcoming foyer with a tray ceiling leads past a versatile flex room into the open main living area, where an elegant dining room flows into a spacious great room featuring a cozy fireplace as its focal point. Just beyond, a casual dining area opens to the rear yard and connects to the

  Lauren Logiacco Thomas Jacovino

  4 Holly Ridge Way Unit Lot 80, Danbury, CT 06810
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  /35

  $314,900 Open Sun 12PM - 2PM

  • 2 Beds
  • 2 Baths
  • 1,032 Sq Ft

  335 Heritage Village Unit B, Southbury, CT 06488

  Look no further! Move right into this fully renovated Heritage-model unit with a beautiful pond view and newly expanded blue stone patio. This spacious, 2-bedroom, 2-bath unit features new flooring throughout, a brand-new heat pump, and a stylish, open-concept kitchen with quartzite countertops, white Shaker style cabinets with soft-close drawers and doors, brand-new stainless steel appliances

  Jacqueline Ruppert Berkshire Hathaway NE Prop.

  335 Heritage Village Unit B, Southbury, CT 06488
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  /17

  $298,000

  • 2 Beds
  • 2 Baths
  • 1,032 Sq Ft

  114 Heritage Village Unit C, Southbury, CT 06488

  Step into a home that has beed meticulously renovated from top to bottom! This lower-level residence has NO STAIRS to get to from the parking! Open-concept living and dining space, where natural light fills the room and recessed lighting adds warmth throughout. The brand-new kitchen sparkles with modern cabinetry, sleek countertops, and stainless steel appliances - all ready for your first meal

  Igor Teleshevsky Telesh Realty LLC

  114 Heritage Village Unit C, Southbury, CT 06488
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  /40

  $779,000

  • 5 Beds
  • 4.5 Baths
  • 4,648 Sq Ft

  92 Shafer Rd, New Hartford, CT 06057

  Priced to move. Welcome to 92 Shafer Road, a beautifully reimagined 5-bedroom, 4-bath colonial nestled in one of New Hartford's most peaceful settings. With 4,648 sq. ft. of finished living space, this home blends comfort, flexibility, and multi-generational appeal. The designer kitchen features quartz countertops and island seating, opening to both the cathedral-ceiling family room and

  Derek Greene Derek Greene

  92 Shafer Rd, New Hartford, CT 06057
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  /17

  $80,000

  • 1 Bed
  • 1 Bath
  • 815 Sq Ft

  100 York St Unit 9B, New Haven, CT 06511

  University Towers...sought after one bedroom Co-op in the heart of New Haven. Steps from Yale University, museums, restaurants, shopping ... you are in the center of everything. Enjoy the beautiful sunsets from this large one bedroom unit. This unit features newer engineered wood floors in the LR/DR making it very bright and airy. Kitchen needs some TLC but is neat and clean. Bedroom is large and

  MaryAnn White Coldwell Banker Realty

  100 York St Unit 9B, New Haven, CT 06511
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  /30

  $469,900 Coming Soon

  • 2 Beds
  • 2.5 Baths
  • 2,100 Sq Ft

  53 Faith Ln, Danbury, CT 06810

  Welcome to this beautifully maintained four-floor townhouse located in the highly desirable Woodland Hills complex. This exceptional home offers central air, 9+ foot ceilings throughout, hardwood floors, recessed lighting, attached garage with private driveway, and large windows that fill the space with abundant natural light. The entry level features tasteful tile flooring, a versatile den, and

  Nicole Colomb Coldwell Banker Realty

  53 Faith Ln, Danbury, CT 06810
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  /32

  $1,450,000

  • 2 Beds
  • 2.5 Baths
  • 2,077 Sq Ft

  77 Havemeyer Ln Unit 420, Stamford, CT 06902

  Penthouse Duplex with Dual Private Terraces in Exclusive Palmer Hill. This exceptional 2,077 sq. ft. penthouse duplex offers a rare opportunity within Palmer Hill, the premier gated community on the Greenwich/Stamford border. Soaring ceilings, floor-to-ceiling windows, and abundant natural light create an elegant, airy retreat.The home features two spacious primary suites and two-and-a-half

  Stacy Young William Raveis Real Estate

  77 Havemeyer Ln Unit 420, Stamford, CT 06902
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  /16

  $950,000

  • 2 Beds
  • 2 Baths
  • 1,135 Sq Ft

  11 Judges Hollow Rd, Fairfield, CT 06824

  Eight minutes from downtown Westport, escape to 11 Judges Hollow-a 1930's rustic hunting cabin on 1.6 private wooded acres at the end of a long secluded driveway. A one of a kind private in holding completely surrounded by the 180 acre Brett Woods Conservation Area, this rare property offers ultimate privacy with protected open space as your permanent neighbor. Judges Hollow is nestled within

  Lisa Hartmann William Pitt Sotheby's Int'l

  11 Judges Hollow Rd, Fairfield, CT 06824
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  /40

  $3,900,000

  • 5 Beds
  • 6.5 Baths
  • 8,858 Sq Ft

  Unlisted Address

  Spectacular Smart Home custom built with Vastu Shastra and Feng shui in mind. From the moment your nearly 18-foot-wide gate opens, you pass through and begin the 500-plus foot drive home you will feel your cares wash away. Relax on your large front porch with wine railings or open your 8-foot high, 60-inch-wide Pivot door and be greeted by the state-of-the-art floating stairs and to your right is

  Ron Bates Signature Properties of NewEng

  Unlisted Address
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  /33

  $5,200,000

  • 6 Beds
  • 6 Baths
  • 4,002 Sq Ft

  32 Broadway Ave, Stonington, CT 06378

  This property offers an incredible opportunity to own a small boutique hotel with with upscale rooftop amenities and offering great views of Mystic all while enjoying the rooftop dip pool, sun deck, dining deck and lounge along with elements for a contactless (aka low labor) business model. Located in the heart of Mystic Connecticut, a popular year round and summer resort location, this six suite

  Donna Simmons Mott & Chace Sotheby's Intl Rt

  32 Broadway Ave, Stonington, CT 06378
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  /16

  $4,299,000 New Construction

  • 5 Beds
  • 6 Baths
  • 4,879 Sq Ft

  5 Franklin Ave, Westport, CT 06880

  Nestled in one of Westport's most desirable walk-to-town neighborhoods, this exceptional new construction home combines timeless charm with modern luxury. Designed by acclaimed architect Judith Larson and crafted by trusted builder Redcoat Homes, this residence offers the perfect balance of style and functionality. Located on a level third-acre on a quiet cul-de-sac, the property is beautifully

  James Lanzaro Compass Connecticut, LLC

  5 Franklin Ave, Westport, CT 06880
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  /37

  $27,500,000

  • 8 Beds
  • 8 Baths
  • 11,536 Sq Ft

  276 Otter Rock Dr, Greenwich, CT 06830

  Magnificent formal gardens by renowned landscape architect Paul Gazerwitz set the stage for this historic 1890 Queen Anne with a pool and carriage house in the coveted Belle Haven Association. Blending historic elegance with modern sophistication, the 11,536 sq ft house was exquisitely restored and renovated by Markham Roberts, one of Architectural Digest's AD100 top interior designers. Featuring

  Joseph Barbieri Sotheby's International Realty

  276 Otter Rock Dr, Greenwich, CT 06830
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  /24

  $698,000

  • 5 Beds
  • 4 Baths
  • 3,586 Sq Ft

  184 Putting Green Rd, Trumbull, CT 06611

  Spacious 5 Bedroom Home with In-Law Setup and pool in the desirable Hillandale area. Ideal for Fix & Flip or Multi-Generational Living. Discover potential and opportunity in this spacious five bedroom, four bath home perfectly located near shopping, schools, and Route 15. Set on a desirable 1.06 acre corner lot, this property offers a versatile layout with an in-law setup, wood-burning fireplace,

  Catherine Aaron Berkshire Hathaway NE Prop.

  184 Putting Green Rd, Trumbull, CT 06611
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  /4

  $5,400,000 New Construction

  • 6 Beds
  • 6.5 Baths
  • 8,532 Sq Ft

  452 Silver Spring Rd, Ridgefield, CT 06877

  Introducing an extraordinary new construction residence set in the highly desirable Silver Spring CC area. A masterful fusion of modern elegance, curated materials & timeless architecture by Premier Builder Steve Lecher Associates, well known for exceptional custom properties throughout Fairfield County. Beautifully sited on 2 level acres, this bespoke home offers refined living w/exceptional

  Karla Murtaugh Compass Connecticut, LLC

  452 Silver Spring Rd, Ridgefield, CT 06877
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  /32

  $314,900

  • 2 Beds
  • 1 Bath
  • 1,015 Sq Ft

  10 Pilgrim Harbor Unit D, Wallingford, CT 06492

  Absolutely adorable and meticulously maintained 2 bedroom Ranch with beautiful hardwood floors, cathedral ceiling in living room, kitchen w/granite, fireplace and living/dining room great for entertainment. Wallingford electric is an added bonus to this already beautiful condo. Sit on the deck and enjoy your morning coffee while admiring the water (pond) views, rainbow's and the golfers trying to

  Natuzza Dimasi William Raveis Real Estate

  10 Pilgrim Harbor Unit D, Wallingford, CT 06492
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  /24

  $325,888

  • 2 Beds
  • 1.5 Baths
  • 1,402 Sq Ft

  321 Greens Loop Unit 321, Cheshire, CT 06410

  Enjoy a peaceful country setting in this energy-efficient two-bedroom townhouse featuring a bonus finished lower level-ideal for a home office, family room, or guest space (not included in square footage). A separate laundry and utility area adds convenience. The eat-in kitchen offers newer stainless steel appliances, complemented by updated kitchen and baths throughout. An atrium door opens to a

  Mark Gracia William Raveis Real Estate

  321 Greens Loop Unit 321, Cheshire, CT 06410
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  /26

  $239,900

  • 2 Beds
  • 2 Baths
  • 1,020 Sq Ft

  53 Greenlawn Dr, Danbury, CT 06810

  Step into modern, easy living in Lakeview, Danbury's sought-after 55+ community designed for comfort, connection, and simplicity. Built in 2020 and beautifully maintained, this 2-bedroom, 2-full-bath home blends contemporary finishes with the ease of single-level living, all in a peaceful neighborhood setting. A bright open floor plan welcomes you inside, where the kitchen, dining, and living

  Ryan Kundrat Keller Williams Realty

  53 Greenlawn Dr, Danbury, CT 06810
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  /40

  $7,400,000

  • 7 Beds
  • 7 Baths
  • 6,844 Sq Ft

  102 Melius Rd, Warren, CT 06754

  Reverie Farm is an exceptionally rare late 18th century stone and shingle estate, on more than one hundred acres, located in one of the highest and most private parts of Connecticut. Situated in the heart of Litchfield County, the property rises more than 1,200 feet in elevation across four distinct tax parcels, among which are several estate quality building sites. The setting is dreamlike in

  Andrew Gates Houlihan Lawrence, Inc.

  102 Melius Rd, Warren, CT 06754
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  /30

  $995,000

  • 3 Beds
  • 3.5 Baths
  • 2,279 Sq Ft

  109 Church Hill Rd, Washington Depot, CT 06794

  A GOLDEN OPPORTUNITY! Gorgeous views from the deck can be yours with this 3 bedroom, 2.5 bath charming cape. An open floor plan with dining/living room replete with fireplace makes entertaining a breeze with French doors out to the newly rebuilt expansive deck. Two guest rooms with renovated full bath are on the main floor in addition to a cozy library/den. The eat-in kitchen with granite

  Judith Auchincloss Klemm Real Estate Inc

  109 Church Hill Rd, Washington Depot, CT 06794
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  /40

  $385,000

  • 2 Beds
  • 1 Bath
  • 1,064 Sq Ft

  552 Laurel Hill Rd, Norwich, CT 06360

  Perched atop Laurel Hill, this charming single-level bungalow has an inviting blend of character, comfort and thoughtful design. The home showcases beautifully refinished original hardwood floors and a well-appointed floor plan that maximizes both flow and functionality. The spacious kitchen stands out with abundant cabinetry, generous storage options, and a dedicated coffee bar-perfect for daily

  Agota Perry-Hill William Raveis Real Estate

  552 Laurel Hill Rd, Norwich, CT 06360
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  /12

  $117,500

  • 2 Beds
  • 1 Bath
  • 672 Sq Ft

  10 Whitewood Rd, Killingworth, CT 06419

  Situated on one of the most desirable lots in this sought-after 55+ community, this delightful two-bedroom, one-bath home blends comfort, convenience, and style. Enjoy the outdoors with a spacious deck, patio, and large storage shed-perfect for relaxing or entertaining. Inside, you'll find thoughtful updates throughout, including a new butcher block countertop, trendy backsplash, extra shelving,

  Craig Milton Re/Max Valley Shore

  10 Whitewood Rd, Killingworth, CT 06419
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  /2

  $2,600,000 New Construction

  • 5 Beds
  • 4.5 Baths
  • 4,288 Sq Ft

  2 Fairport Rd, Westport, CT 06880

  Experience a new standard of modern elegance in this brand new luxury home in the heart of Westport. Spanning over 4,200 square feet of finished living space across four beautifully appointed levels, this residence features stunning white oak floors and premium finishes throughout. The main level features a bright open floor plan that seamlessly integrates a gourmet kitchen with large center

  Kristi Law William Pitt Sotheby's Int'l

  2 Fairport Rd, Westport, CT 06880
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  /39

  $4,995,000

  • 6 Beds
  • 9 Baths
  • 7,700 Sq Ft

  114 Ferris Hill Rd, New Canaan, CT 06840

  The beloved 1925 Elmstone Estate situated on over 4 acres in the heart of Ferris Hill has been lovingly restored w/ high-end finishes that blend original charm and modern-day luxury. A gated drive leads to a spectacular iconic stone home anchored by a breathtaking historic elm tree. A welcoming Dutch door leads to the expansive foyer. A second staircase leads to the masterfully designed custom

  Marsha Charles Coldwell Banker Realty

  114 Ferris Hill Rd, New Canaan, CT 06840
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  /39

  $452,000

  • 4 Beds
  • 1.5 Baths
  • 1,823 Sq Ft

  37 Stoneywood Dr, Niantic, CT 06357

  Welcome to 37 Stoneywood Dr, nestled in the heart of a lovely, tree lined neighborhood in Niantic, CT. Step inside to find a freshly painted interior in this very spacious Raised Ranch home. Boasting over 1,800 sq ft., this 4 bedroom home has room for everyone. Open concept floor plan, beautiful hardwood floors, mini-splits for year round comfort, slider to multi-level back deck and above ground

  Tonilynn Wood RE/MAX Legends

  37 Stoneywood Dr, Niantic, CT 06357
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  /40

  $1,399,999 Open Sun 1PM - 3PM

  • 4 Beds
  • 3.5 Baths
  • 4,103 Sq Ft

  40 Great Ring Rd, Sandy Hook, CT 06482

  Two properties, one extraordinary opportunity - 40 & 42 Great Ring Road. A modern vision of New England living, this rare offering unites refined architectural character with forward-thinking innovation. The four-bedroom home at 40 Great Ring Road, with a primary suite and finished lower level, is being sold with 42 Great Ring Road (Parcel ID 211066), a 3.43-acre adjoining lot offering

  Stephanie Barnes William Raveis Real Estate

  40 Great Ring Rd, Sandy Hook, CT 06482
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  /26

  $355,000

  • 3 Beds
  • 1.5 Baths
  • 1,960 Sq Ft

  58 Carriage Dr, Naugatuck, CT 06770

  A Must see. Location, location, motivated seller, updated raised ranch with three bedrooms and an extra room in lower level which. The home is nestled in a quiet neighborhood and is priced to sell. Has updated bathroom, newer appliances, hardwood floors, one car garage, finished basement with an extra room which can be used as a den or a guest bedroom. Roof is eleven years old, interior painted

  Edwin Rivera Nationwide Homes

  58 Carriage Dr, Naugatuck, CT 06770
• 

  $629,000 New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,939 Sq Ft

  3 Edgewood Way, Woodbridge, CT 06525

  The expertly designed Pierpont immediately impresses with its elegant two-story main living level, featuring a bright foyer and hallway that leads into the spacious great room that offers convenient access to the rear yard. The well-equipped kitchen overlooks a sizable casual dining area and is complemented by a large center island with breakfast bar, plenty of counter and cabinet space, as well

  Toll Brothers, Inc. Builder

  3 Edgewood Way, Woodbridge, CT 06525
• 

  $957,000 New Construction

  • 3 Beds
  • 3.5 Baths
  • 2,594 Sq Ft

  38 Hearthstone Way, Danbury, CT 06810

  Soaring ceilings and graceful details define the Albrecht s thoughtful design. A spacious living room with a cathedral ceiling and a lovely two-story dining room flank the welcoming two-story foyer. Overlooking the expansive great room with rear yard access, the well-appointed kitchen is complemented by a large center island with breakfast bar, wraparound counter and cabinet space, a roomy

  Toll Brothers, Inc. Builder

  38 Hearthstone Way, Danbury, CT 06810
• 

  

  /39

  $4,995,000

  • 6 Beds
  • 10 Baths
  • 10,258 Sq Ft

  1421 Oenoke Ridge, New Canaan, CT 06840

  Welcome to 1421 Oenoke Ridge in the picturesque town of New Canaan, CT. A gated entrance and circular drive lead you to this gorgeous home just minutes from New Canaan's vibrant town center. Expertly crafted by Douglas Carter Architects, and stunningly transformed by its current owner/designer, the more than 10,250-square-foot residence, sited on 2.5 pristine acres, offers a luxurious retreat for

  John Dunn Compass Connecticut, LLC

  1421 Oenoke Ridge, New Canaan, CT 06840

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