Northwest Hills Planning Region, CT Homes for Sale

• 

  

  

  /39

  $589,900

  $25K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 2,742 Sq Ft

  9 Richconn Dr, New Milford, CT 06776

  Nestled in a well-established, highly desirable neighborhood, this spacious 4 BR, 2.5 bath split-level home offers comfort, functionality, and wonderful outdoor living. Set on a beautiful level lot with mature plantings, the backyard is a true retreat featuring a large patio with gazebo, ample space for entertaining, and plenty of room to create their dream garden. The main living level offers a

  Lori Campbell Coldwell Banker Realty

  9 Richconn Dr, New Milford, CT 06776
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  /28

  $619,000

  $20K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 2,265 Sq Ft

  11 Squantz View Dr, New Fairfield, CT 06812

  Experience modern living in this contemporary gem nestled at the end of a quiet cul de sac, boasting high ceilings and abundant natural light throughout. Situated on a generous 1.39-acre lot, the property offers seasonal views of picturesque Squantz Pond. The main level features a spacious primary bedroom with an attached bathroom, while the living room impresses with its vaulted ceilings,

  Michael Spindler Real Broker CT

  11 Squantz View Dr, New Fairfield, CT 06812
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  /6

  $299,900

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

  72 Bee Brook Rd, Washington Depot, CT 06794

  Rare opportunity to own a two-family property in the Town of Washington. Multi-family properties in this market are few and far between, making this a unique opportunity for investors, contractors, or buyers looking to renovate and add value. The property offers one, two-bedroom unit, and one, one-bedroom unit. While the property is in need of updates and improvements, it presents an excellent

  Taylor O'Keefe Drakeley Real Estate, Inc.

  72 Bee Brook Rd, Washington Depot, CT 06794
• 

  

  

  /40

  $675,000

  $214K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,951 Sq Ft

  143 Whitcomb Hill Rd, Cornwall Bridge, CT 06754

  Toad Hall Offered for the first time in over forty-five years, Toad Hall is an utterly delightful 18th Century gem set on 11.6 acres in the heart of Cornwall Bridge, one of the most coveted areas in Litchfield County. This enchanting property features two barns, including a spacious main barn that has served as the studio of a renowned local artist. With its soaring space and rustic charm, it

  Janet Myer Houlihan Lawrence

  143 Whitcomb Hill Rd, Cornwall Bridge, CT 06754
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  /2

  $1,250,000

  $150K PRICE DROP

  • Land
  • 7.1 Acres
  • $176,056 per Acre

  866 Wolcott Rd, Wolcott, CT 06716

  7.1 acres of land which includes 2 parcels, #854 and 866 available on Wolcott Road (Route 69). Road Frontage 575 ft. approximate on Route 69. Property backs up to Minor Road. Sewer approximately 400 feet away from Minor Road on Center Street.

  Gene Fercodini, ABR,e-PRO,GRI Fercodini Properties, Inc.

  866 Wolcott Rd, Wolcott, CT 06716
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  /21

  $189,900

  $29K PRICE DROP

  • 2 Beds
  • 1.5 Baths
  • 1,152 Sq Ft

  327 Hillside Ave Unit 11, Torrington, CT 06790

  Welcome to this beautifully updated condo, where thoughtful renovations and modern comfort come together seamlessly. There are oak hardwood floors that flow throughout the home, creating an inviting and cohesive feel. The open-concept layout is perfect for today's lifestyle, connecting the kitchen, dining, and living areas. This spacious design allows for easy entertaining and comfortable

  Kristin Videtto Reed Berkshire Hathaway NE Prop.

  327 Hillside Ave Unit 11, Torrington, CT 06790
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  /39

  $469,000

  • 3 Beds
  • 2.5 Baths
  • 2,345 Sq Ft

  183 Plainfield Dr, Oakville, CT 06779

  Welcome to this beautifully updated raised ranch with IN-LAW STYLE SET-UP! Step inside to a spacious living room featuring a cozy gas fireplace and gleaming oak hardwood flooring that flows throughout the main level. The open-concept layout seamlessly connects the living room to the bright, updated kitchen, complete with stainless steel appliances and plenty of cabinet space. Just off the

  David Aurigemma Regency Real Estate, LLC

  183 Plainfield Dr, Oakville, CT 06779
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  /37

  $2,650,000

  • 41 Beds
  • 28 Baths
  • 6,520 Sq Ft

  493 Meadow St, Waterbury, CT 06702

  Exceptional opportunity to acquire a 27-unit mixed-use investment consisting of 21 apartments and 6 retail spaces across two well-maintained brick buildings and one dedicated parking lot. Offered at a solid 8.0 Cap with additional upside rent potential. The unit count, unit mix, and financial information have been recently verified and updated to reflect the current operating performance. The

  Vianeliz Henriquez Sky Realty Group

  493 Meadow St, Waterbury, CT 06702
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  /33

  $875,000

  • 5 Beds
  • 3.5 Baths
  • 4,180 Sq Ft

  132 Good Hill Rd, Woodbury, CT 06798

  Original owner, large Colonial Home with 4 room private entry inlaw on the main level close to town center and schools. 4180 s/f plus the 750 s/f inlaw! Bring on the big multi-generational family! Natural sun filtered house has front and back staircases, large rooms, 9'ceilings, and mostly hardwood. Granite kitchen/ great room open to breakfast nook, family room w fireplace and french doors to

  Mary Ann Bennett Drakeley Real Estate, Inc.

  132 Good Hill Rd, Woodbury, CT 06798
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  /6

  $449,900

  New Construction

  • 3 Beds
  • 2.5 Baths
  • 2,093 Sq Ft

  1 Granby St, Waterbury, CT 06708

  Welcome to this beautifully crafted new construction home in Waterbury's highly desirable Town Plot neighborhood. Offering 2,093 square feet of thoughtfully designed living space, this stunning residence features 3 spacious bedrooms, 2.5 bathrooms, and modern finishes throughout. The open-concept layout creates a seamless flow, making it ideal for both everyday living and entertaining. Each

  Evelio Pagan Dave Jones Realty, LLC

  1 Granby St, Waterbury, CT 06708
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  /36

  $399,900

  • 3 Beds
  • 2 Baths
  • 1,735 Sq Ft

  29 Fall Mountain Lake Rd, Terryville, CT 06786

  Come and enjoy your own peaceful sanctuary on your own Double Lot. Which is Rarely available to find. Where you and your friends and family can relax and enjoy the views at your Year-Round Lakefront property. Step right out your back door to enjoy fishing, paddleboarding, kayaking, swimming or simply taking in the peaceful surroundings and the beautiful Lake views. This is a quiet place to enjoy;

  Thomas Welles Coldwell Banker Realty

  29 Fall Mountain Lake Rd, Terryville, CT 06786
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  /4

  $120,000

  $30K PRICE DROP

  • Land
  • 2.05 Acres
  • $58,537 per Acre

  5 Prospect Mountain Rd, Salisbury, CT 06068

  Salisbury Building Lot 2+/- acres just east of the Village of Salisbury with potential for Western views. The septic plans for a 3-Bedroom home have been drawn. Abuts Town of Salisbury forest land which connects to USA land. Close to the Village of Salisbury, CT, the private schools, and Twin Lakes and just minutes to Sheffield and Great Barrington, MA, in the Berkshires.

  Juliet Moore Elyse Harney Real Estate

  5 Prospect Mountain Rd, Salisbury, CT 06068
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  /25

  $549,000

  • 4 Beds
  • 1.5 Baths
  • 1,559 Sq Ft

  70 Gay St, Sharon, CT 06069

  Welcome to 70 Gay St! Just minutes from Sharon's town center, this 1947, two-story charmer exudes peaceful and sun-filled vibes! Well sited on a beautiful, large 3.8-acre lot with equal parts wildflowers and lawn, the home is nicely nestled among mature trees, with just the right balance of sun and shade. In addition, with its more flexible GR-2 zoning and just a 3/4-acre minimum lot size, you

  Steven Koleno Beycome of Connecticut

  70 Gay St, Sharon, CT 06069
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  /40

  $730,000

  • 4 Beds
  • 2.5 Baths
  • 3,168 Sq Ft

  169 Indian Trail Rd, New Milford, CT 06776

  Welcome to a truly special hidden gem on picturesque Indian Trail Rd. Set on 2.07 private acres, this spacious 4-bedroom, 2.5 bath Colonial offers a rare blend of privacy, comfort & timeless New England charm. A generous front porch welcomes you home & invites you to slow down, relax & enjoy the peaceful surroundings. Inside, an inviting open feel & beautiful hardwood floors create an elegant

  Kadri Graffeo Coldwell Banker Realty

  169 Indian Trail Rd, New Milford, CT 06776
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  /25

  $344,900

  • 3 Beds
  • 1 Bath
  • 1,816 Sq Ft

  123 Wolcott Rd, Bristol, CT 06010

  This unique A-frame home offers charm, character, and modern updates throughout. The updated kitchen features granite countertops and opens to a bright, spacious floor plan, making it perfect for everyday living and entertaining. The main level includes two comfortable bedrooms and a full bathroom, while the upper level offers a private third bedroom, ideal as a primary suite or guest retreat.

  Annie Gura Coldwell Banker Premier Real Estate

  123 Wolcott Rd, Bristol, CT 06010
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  /24

  $349,000

  • 2 Beds
  • 1 Bath
  • 1,368 Sq Ft

  62 Kent Rd S, Cornwall Bridge, CT 06754

  This Cornwall home is a great opportunity. Set on 5 wooded acres, this cape features a recently renovated kitchen and two first-floor bedrooms. The second story is unfinished but includes two full dormers, offering the potential to almost double the living space. The home is less than half a mile from the small town of Cornwall Bridge which has the Cornwall Market, a post office and package

  Courtenay Hawvermale E.J. Murphy Realty

  62 Kent Rd S, Cornwall Bridge, CT 06754
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  /2

  $1,050,000

  New Construction

  • 3 Beds
  • 2.5 Baths
  • 2,753 Sq Ft

  560 Marion Ave, Southington, CT 06479

  Custom built 2,753 square foot ranch with all the bells and whistles! This home has open living space concept with Master Suite on one side of home and other 2 bedrooms on opposite side. Den or office plus fully appliance (See spec. sheet). This home is designed and will be built by Silvin Homes, LLC. Builder takes incredible pride in his workmanship not to mention he is hands-on, very attentive

  Michael Cassello Cassello Real Estate, LLC

  560 Marion Ave, Southington, CT 06479
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  /34

  $399,900

  • 6 Beds
  • 3 Baths
  • 1,528 Sq Ft

  52 Alder St, Waterbury, CT 06708

  Located in Waterbury's desirable Town Plot neighborhood, this property offers a unique opportunity featuring a renovated single-family home with an in-law apartment plus two additional parcels included in the sale (3 parcels total). The main home has been thoughtfully updated with 3 bedrooms & 2 bath rooms, a newer kitchen and appliances, renovated bathroom, fresh paint, and updated flooring

  Amanda Sheehan Oxford Realty

  52 Alder St, Waterbury, CT 06708
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  /11

  $54,900

  • Studio
  • 1 Bath
  • 376 Sq Ft

  243 Porter St, Watertown, CT 06795

  Opportunity is knocking to get to an investment property with less work to maintain and increase your profits as you go. The stand-alone building condo/studio is part of a 5-unit association with low taxes, which make it more appealing to investors or owner occupied alike. Currently rented to a long-term tenant this unit is basically one bedroom, one bath, kitchen and living area good enough for

  Koco Pela William Raveis Real Estate

  243 Porter St, Watertown, CT 06795
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  /2

  $259,900

  • 2 Beds
  • 1.5 Baths
  • 1,090 Sq Ft

  40 Candlewood Lake Rd S Unit 1, New Milford, CT 06776

  Investors Take Note! Awesome opportunity in this 2-bedroom, 1-bath condo with a long-term, ready-made, great tenant already in place! Located in southern New Milford, a stone's throw from the Brookfield border and right on the public bus line for easy access down-county, this main-level unit (no steps!) is ready for you to own and start reaping the benefits of investor ownership. Washer and dryer

  Todd Sargent Coldwell Banker Realty

  40 Candlewood Lake Rd S Unit 1, New Milford, CT 06776
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  /40

  $600,000

  Open Sun 11AM - 1PM $5K PRICE INCREASE Pre-Foreclosure

  • 4 Beds
  • 3 Baths
  • 2,622 Sq Ft

  7 Banbury Rd, West Simsbury, CT 06092

  Welcome to 7 Banbury Road, a beautifully maintained Raised Ranch nestled in the sought-after Mountain Farms neighborhood of West Simsbury. Offering 5 bedrooms (including 1 below grade), 3 full baths, and a versatile layout filled with natural light, this home perfectly blends comfort, functionality, and everyday convenience. The main level features a bright and sunny living room that flows

  Jessica Boswell LPT Realty

  7 Banbury Rd, West Simsbury, CT 06092
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  /39

  $699,900

  Open Sun 11AM - 1PM

  • 4 Beds
  • 3 Baths
  • 2,916 Sq Ft

  22 Cole Dr, Wolcott, CT 06716

  Welcome home to this stunning Colonial in one of Wolcott's most desirable neighborhoods. Offering 4 spacious bedrooms, 3 full baths, and an exceptional open floor plan, this home is ready to welcome its next owners. Dramatic two-story foyer, formal living and dining rooms with hardwood floors, expansive kitchen with island and huge eat-in alcove that leads into the family room with fireplace.

  Lynn Lombardi, ABR, GRI Fercodini Properties, Inc.

  22 Cole Dr, Wolcott, CT 06716
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  /37

  $795,000

  • 14 Beds
  • 6 Baths
  • 4,788 Sq Ft

  96 Hill St, Waterbury, CT 06704

  Completely turnkey investment opportunity featuring two separate three-family buildings on one parcel, offering a total of six residential units with a desirable unit mix of (2) 3-bedroom, 1-bath and (4) 2-bedroom, 1-bath apartments. The front building offers 3,140 SF, while the rear building contains 1,648 SF, creating an investment with strong in-place income and minimal deferred maintenance.

  Amanda Sheehan Oxford Realty

  96 Hill St, Waterbury, CT 06704
• 

  

  /40

  $899,900

  • 4 Beds
  • 2.5 Baths
  • 4,530 Sq Ft

  91 Idlewood Rd, Wolcott, CT 06716

  Welcome to 91 Idlewood Road, where over 4,500 SF of above-grade living space offers up to 5 bedrooms and flexibility for every chapter of life. A grand two-story foyer welcomes you with hardwood floors, elegant crown molding, and beautifully appointed formal living and dining rooms. Just beyond, the gas-fireplaced family room opens to a private deck and flows seamlessly into the light-filled

  Renee Lovley Century 21 AllPoints Realty

  91 Idlewood Rd, Wolcott, CT 06716
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  /40

  $565,000

  • 5 Beds
  • 3.5 Baths
  • 2,513 Sq Ft

  99 W Chippen Hill Rd, Burlington, CT 06013

  Tucked into a quiet Burlington neighborhood, 99 W Chippen Hill Road offers the kind of space and flexibility that grows with you. From the moment you step inside, the open layout and natural light create a warm, inviting feel-perfect for both everyday living and hosting. The heart of the home is the updated kitchen with quartz countertops, flowing easily into the dining area where a fireplace

  Amy Bartolucci Coldwell Banker Realty

  99 W Chippen Hill Rd, Burlington, CT 06013
• 

  

  /14

  $294,999

  $15K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 1,804 Sq Ft

  202 Moran St, Waterbury, CT 06704

  Welcome home to this spacious and versatile 4-bedroom, 2 full-bath residence offering comfort, functionality, and plenty of room to grow! Step inside to a welcoming living room that flows seamlessly into the eat-in kitchen, complete with a center island and ample space for everyday dining and entertaining. The main level features a generous family room that leads to a screened-in porch, creating

  Maria Convertito Regency Real Estate, LLC

  202 Moran St, Waterbury, CT 06704
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  /9

  $330,000

  • 3 Beds
  • 2 Baths
  • 1,052 Sq Ft

  71 Devonwood Dr, Waterbury, CT 06708

  Welcome to 71 Devonwood Drive, a charming single-family home located in Waterbury, Connecticut. The home features 3 bedrooms and 2 full bathroom, it also features modern kitchen with ample cabinet space and granite countertops making it a great opportunity for buyers looking to establish themselves in a solid neighborhood. Situated on a spacious 0.33-acre lot, the property provides plenty of room

  Levi Judqin Brass Moon Realty

  71 Devonwood Dr, Waterbury, CT 06708
• 

  

  /19

  $355,000

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

  264 Pearl Lake Rd, Waterbury, CT 06706

  Give yourself the Gift of a new home! This stunning split-level home. This property is situated in a prime location, conveniently close to major highways, making it ideal for commuters. This home offers three Bedrooms, 1.5 bathrooms, fence backyard, gardening area, fire pit, and a finish basement great for entertaining

  Derek Greene Derek Greene

  264 Pearl Lake Rd, Waterbury, CT 06706
• 

  

  /24

  $795,000

  • 3 Beds
  • 2 Baths
  • 1,950 Sq Ft

  22 Under Mountain Rd, Salisbury, CT 06068

  The Art of Salisbury Living "There is a timeless rhythm to life in Salisbury-where historic beauty meets a relaxed, sophisticated countryside pace. This property puts you at the very center of it all." Set well back from the road on an expansive village lot, this classic 3-bedroom Cape offers a rare combination of secluded privacy and walkable town convenience. The home has been thoughtfully

  John Harney William Pitt Sotheby's Int'l

  22 Under Mountain Rd, Salisbury, CT 06068
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  /39

  $3,600,000

  • 5 Beds
  • 4.5 Baths
  • 6,190 Sq Ft

  268 South St, Roxbury, CT 06783

  Quintessential Litchfield County Estate on 41+/- acres. Restored 1850's Colonial. Set in private, park-like grounds, overlooking spring-fed pond & meadows w/ views and mature trees. 5-bedrooms, 4.5 bathrooms, eat-in kitchen w/ fp, great room w/ fp and dining room with French doors, family room w/ fp, sunroom with wet bar, library, office, media room, recreational room, porch, 3-car garage, gunite

  Peter Klemm Klemm Real Estate Inc

  268 South St, Roxbury, CT 06783
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  /3

  $240,000

  • Land
  • 2.93 Acres
  • $81,911 per Acre

  5 Tramita Ct, New Milford, CT 06776

  Beautiful Lot with Magnificent Views. Great Location Close to Shopping - Dining - Recreation New Milford Town Center - Candlewood Lake and Medical Facilities. Approvals will need to be updated with the Town.

  Joan Oricchio Berkshire Hathaway NE Prop.

  5 Tramita Ct, New Milford, CT 06776
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  /40

  $675,000

  $175K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,958 Sq Ft

  44 Bantam Lake Heights, Morris, CT 06763

  Lake life is calling! Includes separate lakefront parcel on Bantam Lake. This immaculate home is ready for your vision to complete and memories to be made on the lake. Large attached addition with primary suite and living space roughed in and ready to be finished AND roughed in bonus space ready to be finished over large 3 car detached garage! The existing home was essentially rebuilt with new

  Breanna Goebel Compass Connecticut, LLC

  44 Bantam Lake Heights, Morris, CT 06763
• 

  /2

  $180,000

  • Land
  • 2.82 Acres
  • $63,830 per Acre

  Lot 61 Angelas Way, Burlington, CT 06013

  2.82 acre wooded building lot with rambling brook on public street. Last lot on right before cul-de-sac. Three other adjacent building lots available from 1.7acres to 2.84 acres. House Plans and Builder available if needed.

  Derek Greene Derek Greene

  Lot 61 Angelas Way, Burlington, CT 06013
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  /38

  $4,495,000

  • 4 Beds
  • 7 Baths
  • 6,139 Sq Ft

  297 Painter Hill Rd, Roxbury, CT 06783

  Uber chic shingle-style in A+ location offering magnificent long distant views overlooking the famed Alexander Calder estate. Formal parking courtyard leads to the gracious double height entrance foyer. Mesmerizing views from almost every room. Grand Living Room with high coffered ceilings, gas fireplace, wood paneling & French door to balconies. Library with built-in bookcases. Powder room.

  Peter Klemm Klemm Real Estate Inc

  297 Painter Hill Rd, Roxbury, CT 06783
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  /38

  $545,000

  $50K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 2,364 Sq Ft

  178 Center St, West Hartland, CT 06091

  Introducing: Robin's Keep A nature lover's ideal country retreat. Speckled with quintessential New England stone walls and hopping robins, this property feels straight out of a storybook. Set just moments from the local swimming hole at Hartland Pond, the home includes deeded rights for kayaking, paddleboarding, and enjoying sweetly serene afternoons on the water. This home will tug at the

  John Harney William Pitt Sotheby's Int'l

  178 Center St, West Hartland, CT 06091
• 

  

  /40

  $589,000

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

  6 Saw Mill Ln Unit 6, Plainville, CT 06062

  Welcome home to this immaculate 3-bedroom, 2.5-bath Colonial, perfectly situated on a cul-de-sac in Samuel's Crossing. Filled with an abundance of natural light, this beautifully maintained home showcases quality craftsmanship and high-end finishes throughout. The heart of the home is the stunning kitchen, featuring granite countertops, stainless steel appliances, generous cabinet space, and an

  Whitney Malagrino Berkshire Hathaway NE Prop.

  6 Saw Mill Ln Unit 6, Plainville, CT 06062
• 

  

  /40

  $999,000

  $76K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 2,662 Sq Ft

  77 Paxton Ct, Goshen, CT 06756

  Experience the pinnacle of modern elegance in this sun-soaked new construction masterpiece, privately positioned at the end of a quiet cul-de-sac in the prestigious Woodridge Lake community just two hours from NYC. Unlike most homes in the community, this location offers a rare combination: serene seclusion with a babbling brook audible from the back deck, yet just minutes from every amenity

  Alex Capozzoli Keller Williams Realty

  77 Paxton Ct, Goshen, CT 06756
• 

  

  /8

  $199,000

  $51K PRICE DROP

  • Land
  • 10,454 Sq Ft
  • $829,167 per Acre

  3280 E Main St, Wolcott, CT 06705

  0.24 ACRE --- CORNER LOT --- ZONED CA (ARTERIAL COMMERCIAL DISTRICT) - ZONING PERMITS A WIDE VARIETY OF USES --- * RETAIL SALES, * MEDICAL, * DRIVE THROUGH SERVICE, * VETERINARY, * KENNEL, * OFFICE (just to name a few)

  Frank Amodio, Jr Amodio & Co.

  3280 E Main St, Wolcott, CT 06705
• 

  

  /19

  $325,000

  • 3 Beds
  • 2 Baths
  • 1,840 Sq Ft

  123 Windy Dr, Waterbury, CT 06705

  Highest and Best by Friday 8-21-26 at 10am. Built to Last! Welcome to this 3 Bedroom, 2 Bath Ranch in Waterbury's East End, offering easy single-level living with over 1800 square feet of living space on a spacious .33-acre lot. The main level includes hardwood floors throughout, a living room, a large kitchen, dining area, office space and three bedrooms served by a full bath. The basement is

  Robert Perriello Century 21 AllPoints Realty

  123 Windy Dr, Waterbury, CT 06705
• 

  

  /19

  $795,000

  $100K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,931 Sq Ft

  33 Wells Hill Rd, Lakeville, CT 06039

  Bright & Accessible One-Floor Living with Year-Round Sunporch - Just Minutes from Town! Welcome to effortless, sun-drenched living in this pristine single-story home. Designed for comfort and convenience, featuring a radiant living room bathed in natural light and cozy wood burning fireplace, perfect for relaxing or entertaining. Seamlessly connected is a formal dining room that sets the stage

  Liza Reiss Elyse Harney Real Estate

  33 Wells Hill Rd, Lakeville, CT 06039

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