Homes for Sale near Pomperaug Regional High School

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  /40

  $689,900

  • 3 Beds
  • 4 Baths
  • 3,432 Sq Ft

  33 Ridgewood Dr Unit 33, Middlebury, CT 06762

  Walls of windows! Spectacular, light filled end unit at an award-winning townhome community in Middlebury. Turnkey! Primary bedroom on main level with newly renovated en suite bath. Gorgeous updated kitchen with modern appliances. 2 guest bedrooms on 2nd floor with large shared Jack & Jill bath. Spacious loft for bonus space or home office. Finished lower level flex space for playroom, home

  

  Rebecca Doh

  W. Raveis Lifestyles Realty

  (203) 871-0910

  33 Ridgewood Dr Unit 33, Middlebury, CT 06762
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  Explore Pomperaug Regional High School

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  /37

  $550,000

  • 4 Beds
  • 2.5 Baths
  • 2,190 Sq Ft

  6 Revere Cir, Southbury, CT 06488

  This charming, free-standing home offers a desirable and comfortable lifestyle. The property features a sunny and bright interior with an open floor plan, complemented by picturesque mountain views. Residents can enjoy relaxing on the front porch with a cup of coffee and a good book. Inside, the home boasts a formal living room and dining room, enhanced by elegant bay windows and 9-foot ceilings.

  

  Marian Van Egas

  Berkshire Hathaway NE Prop.

  (475) 269-6985

  6 Revere Cir, Southbury, CT 06488
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  /36

  $550,000

  • 4 Beds
  • 2.5 Baths
  • 2,206 Sq Ft

  6 Revere Cir Unit 6, Southbury, CT 06488

  This charming, free-standing home offers a desirable and comfortable lifestyle. The property features a sunny and bright interior with an open floor plan, complemented by picturesque mountain views. Residents can enjoy relaxing on the front porch with a cup of coffee and a good book. Inside, the home boasts a formal living room and dining room, enhanced by elegant bay windows and 9-foot ceilings.

  

  Marian Van Egas

  Berkshire Hathaway NE Prop.

  (475) 253-5166

  6 Revere Cir Unit 6, Southbury, CT 06488
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  /40

  $549,000

  • 3 Beds
  • 2 Baths
  • 1,716 Sq Ft

  644 Heritage Village Unit A, Southbury, CT 06488

  Welcome home to a professionally remodeled 3-bed/ 2 bath condo that perfectly blends modern elegance w/ everyday comfort. Featuring engineered hardwood floors throughout, recessed lighting & new fixtures, every inch of this unit has been thoughtfully upgraded. Redesigned spacious kitchen complete w/ quartz countertops, sleek white tiles, generous island, white farmhouse sink, pantry with pull out

  

  Michelle Alvord

  Berkshire Hathaway NE Prop.

  (475) 290-6516

  644 Heritage Village Unit A, Southbury, CT 06488
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  /5

  $139,900

  • Land
  • 1.01 Acres
  • $138,515 per Acre

  280 Jeremy Swamp Rd, Southbury, CT 06488

  Great opportunity to build your dream home! This property features a peaceful brook running through it, adding natural charm and privacy to the setting. Plans for a bridge have already been created, making it easier to move forward with access and construction. The location couldn't be more convenient-just minutes from schools, highways, shopping, dining, and local parks. Nestled within the

  

  Tim Drakeley

  Drakeley Real Estate, Inc.

  (475) 252-5291

  280 Jeremy Swamp Rd, Southbury, CT 06488
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  /40

  $545,000

  • 3 Beds
  • 2 Baths
  • 1,847 Sq Ft

  12 Heritage Crest Unit A, Southbury, CT 06488

  Welcome to 12 Heritage Crest, a beautifully updated home offering true one level living in a private, serene setting. The Crest is not age-restricted and offers wonderful amenities including a pool and tennis courts, all tucked within a quiet, well-maintained community! This beautiful end unit features an attached two-car garage, a charming front garden, and a wooded backdrop that can be enjoyed

  

  Danielle Valenti

  Around Town Real Estate LLC

  (475) 348-7222

  12 Heritage Crest Unit A, Southbury, CT 06488
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  /3

  $520,100

  • Land
  • 14.86 Acres
  • $35,000 per Acre

  0 Peter Rd, Southbury, CT 06488

  Subdividable Residential building lot now available in Southbury. Lot can be purchased along with the 3.86 Acre lot at 793 Bullet Hill

  

  Mike Albert

  RE/MAX RISE

  (203) 599-3990

  0 Peter Rd, Southbury, CT 06488
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  /3

  $212,300

  • Land
  • 3.86 Acres
  • $55,000 per Acre

  793 Bullet Hill Rd, Southbury, CT 06488

  Residential building lot now available in Southbury. Lot is possibly subdividable and can be purchased along with the 14.86 Acre lot directly behind 793 Bullet Hill

  

  Mike Albert

  RE/MAX RISE

  (203) 717-5947

  793 Bullet Hill Rd, Southbury, CT 06488
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  /9

  $369,900

  • 2 Beds
  • 2 Baths
  • 1,398 Sq Ft

  643 Heritage Village Unit A, Southbury, CT 06488

  Bright and inviting 2-bedroom, 2-bath single-level end unit in Southbury's desirable 55+ Heritage Village. Enjoy a spacious living/dining room with a cozy fireplace and sliders to a private patio surrounded by peaceful greenery. The primary suite offers generous closet space and a private bath; the second bedroom works perfectly for guests or an office. Level access, nearby garage, and extra

  

  Tim Drakeley

  Drakeley Real Estate, Inc.

  (203) 510-9184

  643 Heritage Village Unit A, Southbury, CT 06488
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  /26

  $305,000

  • 2 Beds
  • 2 Baths
  • 1,063 Sq Ft

  786 Heritage Village Unit D, Southbury, CT 06488

  A charming Winthrop end unit features 2 beds & 2 full baths. Brand new Mohawk vinyl plank flooring throughout. Located in the 55+ active Heritage Village community. This Winthrop can be your next home if you're ready to downsize or a looking for a second home. All baseboards and doors have been updated. The kitchen features white cabinets, attractive granite counter tops and s/s appliances. The

  

  Michelle Alvord

  Berkshire Hathaway NE Prop.

  (475) 348-7814

  786 Heritage Village Unit D, Southbury, CT 06488
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  /34

  $335,000

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

  98 Heritage Village Unit A, Southbury, CT 06488

  END UNIT Sherman 2 bed/ 2 bath at a spacious 1432 sq ft. NEW LVP flooring in the kitchen, living room, dining room and primary bedroom. NEW tile floor in primary bath & guest bath. NEW kitchen cabinets, NEW counter tops, NEW custom built in cabinet/coffee bar. Open concept Living room dining room combo. Slider off the dining area to a private slate patio and ready for you to enjoy this summer.

  

  Michelle Alvord

  Berkshire Hathaway NE Prop.

  (203) 793-6071

  98 Heritage Village Unit A, Southbury, CT 06488
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  /29

  $384,000

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

  122 Heritage Village Unit B, Southbury, CT 06488

  Step into a tranquil, sunny, light filled Sherman style unit. An updated 2 bed/2 bath featuring hardwood floors throughout and a thoughtfully designed open-concept living and dining area. The kitchen is complete w/ s/s appliances, custom vent hood, convenient pot filler, white cabinets, ample Quartz counter space. The dining room features a classic accent wall, sliding glass door that leads to a

  

  Michelle Alvord

  Berkshire Hathaway NE Prop.

  (203) 989-3729

  122 Heritage Village Unit B, Southbury, CT 06488
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  /33

  $272,500

  • 2 Beds
  • 1 Bath
  • 1,331 Sq Ft

  683 Berkshire Rd, Southbury, CT 06488

  ****Escape to Your Own Private Retreat!**** Tucked away in the heart of Southbury, this charming 2-bedroom, 1-bath ranch is the perfect blend of cozy comfort and natural beauty. Whether you're looking for a full-time residence or a weekend getaway, this home welcomes you with warm wood interiors, vaulted ceilings, and an inviting open floor plan. Step into a sunlit living area with rustic charm,

  

  Anthony D'Amore

  Keller Williams Prestige Prop.

  (475) 222-1473

  683 Berkshire Rd, Southbury, CT 06488
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  /35

  $695,000 Open Sun 11:30AM - 1:30PM

  • 4 Beds
  • 3.5 Baths
  • 3,668 Sq Ft

  47 Mistletoe Dr, Southbury, CT 06488

  Welcome to 47 Mistletoe Drive, a massive colonial with an exciting floor plan, tucked away on just over 2 acres of land! Walk up to your home encased in cedar shake siding and stone veneer. Enter through the double doors to your foyer showcasing a family room with wood burning fireplace. To the left, we have a gourmet kitchen complete with a subzero, brand new Thermador appliances and both a

  

  Macey Mazzella

  RE/MAX RISE

  (203) 350-7733

  47 Mistletoe Dr, Southbury, CT 06488
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  /38

  $385,000 Open Sun 12PM - 2PM

  • 2 Beds
  • 2 Baths
  • 1,398 Sq Ft

  327 Heritage Village Unit B, Southbury, CT 06488

  Located on a cul de sac in the Grove Pond section of Krueger Drive, this chic Country House is a short, level walk from the nearby garage with ample guest parking nearby. What a great floorplan for entertaining. You'll never feel isolated from your guests because the spacious combination living/dining room with wood burning fireplace, is separated from the renovated eat in kitchen by a peninsula.

  

  Ruth Zeiss

  William Raveis Real Estate

  (203) 635-8737

  327 Heritage Village Unit B, Southbury, CT 06488
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  /40

  $525,000

  • 3 Beds
  • 3 Baths
  • 3,173 Sq Ft

  56 Blueberry Ln, Southbury, CT 06488

  Discover Blueberry Lane, an idyllic cul-de-sac neighborhood in the heart of Southbury. This classic colonial charmer with eye catching landscaping, exudes exterior appeal along with a classic yet functional interior. The main level features a large sunlit family room with French doors and hardwood floors. Gaze out onto the sprawling level backyard from your kitchen sink window in the modernized

  Melissa Peet Redfin Corporation

  56 Blueberry Ln, Southbury, CT 06488
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  /9

  $1,399,900 New Construction

  • 3 Beds
  • 2.5 Baths
  • 2,810 Sq Ft

  Ashford Plan at Willow Creek Estates, Southbury, CT 06488

  

  EG Home

  Builder

  167 Willow Creek Estates Dr Unit 36683518, Southbury, CT 06488
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  /34

  $363,000

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

  401 Heritage Village Unit B, Southbury, CT 06488

  Step into this beautifully renovated 2-bedroom Sherman end-unit in the sought-after Heritage Village. Flooded with natural light, this home stands out as one of the brightest and most inviting residences in the community. The kitchen is a true showpiece, designed with quartz countertops, brand-new stainless steel appliances (including an induction range and bottom-freezer refrigerator), and a

  Steven Scarnati Real Broker CT, LLC

  401 Heritage Village Unit B, Southbury, CT 06488
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  /37

  $670,000

  • 4 Beds
  • 3 Baths
  • 2,764 Sq Ft

  110 Silver Beech Rd, Southbury, CT 06488

  LOCATION, LOCATION, LOCATION! Nestled on a spacious 1.39-acre lot in a quiet cul-de-sac, this lovingly maintained home is just minutes from local and state parks, scenic trails, and outdoor recreation. Owned by the same family for 35 years-only the second owners-this property exudes pride of ownership throughout. The first floor features a bright, spacious living room with fireplace, a formal

  Nancy Langrock William Raveis Real Estate

  110 Silver Beech Rd, Southbury, CT 06488
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  /3

  $649,900

  • 4 Beds
  • 2.5 Baths
  • 2,578 Sq Ft

  101 Settlers Hill Rd, Southbury, CT 06488

  Welcome to this beautifully transformed four-bedroom, two and a half bathroom home where modern comfort meets thoughtful design. This 2,128 square foot residence with an additional 450 sq ft newly, partially finished basement has undergone a complete interior renovation, creating a fresh and inviting living experience that's ready for your next chapter. The heart of the home features a stunning

  Corissa Sainato LPT Realty - IConn Team

  101 Settlers Hill Rd, Southbury, CT 06488
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  /40

  $1,050,000

  • 6 Beds
  • 4.5 Baths
  • 4,499 Sq Ft

  46 Nod Hill Rd, Southbury, CT 06488

  Welcome to 46 Nod Hill Road - an exceptional property that blends timeless farmhouse charm with modern updates designed to impress. Set on a private 2+ acre lot within a desirable cul-de-sac neighborhood, this impeccably cared-for home offers generous space for entertaining while comfortably accommodating family and guests. The main residence features 4 bedrooms, 2.5 baths, 3 fireplaces, a

  Andy Sachs Around Town Real Estate LLC

  46 Nod Hill Rd, Southbury, CT 06488
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  /40

  $799,000

  • 4 Beds
  • 4 Baths
  • 3,360 Sq Ft

  200 N Farm Rd, Middlebury, CT 06762

  Nestled in the serene & sought-after North Farm Road neighborhood of Middlebury, this property offers approximatley 3,360 sq ft of living space on a generous 2.54 acre lot! This custom designed home will have you living in your own VT style home with a blend of privacy & convenient access to town! As you enter the home you will notice the great room with the floor to ceiling custom stone hearth

  Jackie Desmarais Showcase Realty, Inc.

  200 N Farm Rd, Middlebury, CT 06762
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  /40

  $749,000

  • 4 Beds
  • 2.5 Baths
  • 2,590 Sq Ft

  212 Beecher Dr, Southbury, CT 06488

  Discover the perfect blend of tranquility and elegance in this charming 4 bedroom Colonial, nestled in a picturesque landscape. Freshly painted and beautifully maintained, this impressive home welcomes you with a stunning wraparound mahogany porch, ideal for those relaxing evenings. Inside, you'll find an open floor plan featuring a grand floor to ceiling stone fireplace, complemented by hardwood

  Daniel Martin Higgins Group Real Estate

  212 Beecher Dr, Southbury, CT 06488
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  /40

  $350,000

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

  626 Heritage Village, Southbury, CT 06488

  Welcome to this desirable 2-bedroom, 2-bath Sherman unit, ideally located in one of the best spots in Heritage Village. This home offers the perfect blend of comfort, convenience, and thoughtful updates. Step inside to a bright and inviting living room, highlighted by large windows that fill the space with natural light. The open dining area creates an easy flow for entertaining or everyday

  Kary Apanovitch Coldwell Banker Realty

  626 Heritage Village, Southbury, CT 06488
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  /21

  $399,900

  • 2 Beds
  • 2 Baths
  • 1,398 Sq Ft

  902 Heritage Village Unit A, Southbury, CT 06488

  Fabulous complete renovation at this "Country House" in 55+ Heritage Village! Easy approach from nearby garage and lots of lawn and wooded privacy off the bluestone patio. The kitchen includes gorgeous wood cabinets, granite counters and stainless steel appliances. The living room is focused on fireplace with LP gas log. The dining area is in front of a slider offering views of the patio and

  Justin Bette Joseph Bette REALTORS Inc

  902 Heritage Village Unit A, Southbury, CT 06488
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  /40

  $669,900

  • 3 Beds
  • 4 Baths
  • 3,488 Sq Ft

  117 Periwinkle Dr Unit 117, Middlebury, CT 06762

  No detail has been overlooked in the stunning remodel of this elegant home in Benson Woods, Middlebury's premier active adult community. Perched on a premium lot with serene views of the Eight Mile River, this residence offers 3-4 bedrooms, 2 full baths, and 2 half baths across a thoughtfully designed layout. Step inside to discover custom interior trim, rich wood flooring, and a chef's kitchen

  Mary Ann Hebert BHGRE Gaetano Marra Homes

  117 Periwinkle Dr Unit 117, Middlebury, CT 06762
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  /35

  $359,900

  • 3 Beds
  • 2 Baths
  • 1,716 Sq Ft

  515 Heritage Village Unit A, Southbury, CT 06488

  Welcome to 515A Heritage Village, a desirable Berkshire model offering 3 bedrooms, 2 baths, and 1,716 sq. ft. of comfortable living. Tucked into the serene Winship area, this home enjoys a wonderfully private patio just off the spacious living room-perfect for outdoor relaxation. The unit is easily accessible with no stairs and a short walk to the garage. Inside, the residence has been

  Andrew Walker Around Town Real Estate LLC

  515 Heritage Village Unit A, Southbury, CT 06488
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  /36

  $625,000

  • 3 Beds
  • 3.5 Baths
  • 2,240 Sq Ft

  6 Brookside Dr, Middlebury, CT 06762

  Welcome to 6 Brookside Drive in Middlebury, CT-a beautifully crafted home offering 3,745 sq. ft. of elegant living space. With four bedrooms and four bathrooms, this residence blends comfort, functionality, and style. Step inside to a bright open-concept first floor, where the living room features 9+ foot ceilings that create an airy, expansive feel. The primary suite offers a spa-like retreat

  Christopher Peralta William Raveis Real Estate

  6 Brookside Dr, Middlebury, CT 06762
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  /40

  $829,000

  • 4 Beds
  • 3.5 Baths
  • 3,711 Sq Ft

  1 Hampshire Ct, Middlebury, CT 06762

  Welcome to Avalon Farms in Middlebury, one of the area's most desirable single-family home communities. This exceptional residence offers 4 bedrooms, 3.5 baths, and 3,711 sq. ft. of living space, perfectly combining comfort, style, and functionality. Set on one of the few lots overlooking the serene community pond, this home invites you in with a dramatic two-story foyer. The spacious first-floor

  Patricia Forbes Berkshire Hathaway NE Prop.

  1 Hampshire Ct, Middlebury, CT 06762
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  /39

  $619,000

  • 3 Beds
  • 3 Baths
  • 2,609 Sq Ft

  60 Pascoe Dr, Southbury, CT 06488

  Spacious & Updated Southbury Home - A True Showstopper! Offering living space like no other at this price point, - This expansive home has been thoughtfully improved and refreshed within the last 10 years, blending modern style, functionality, and comfort. Offering 2,609 sq. ft. of versatile living space, it features an open-concept main level with a new kitchen showcasing granite counters,

  Matthew Nuzie RE/MAX Right Choice

  60 Pascoe Dr, Southbury, CT 06488
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  /37

  $330,000

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

  1015 Heritage Village Unit A, Southbury, CT 06488

  1015A Heritage Village is a sought-after Sherman model located in the desirable Hill Top area on Inwood Circle. This 2-bedroom, 2-bath ranch offers a spacious layout and a large, recently redone patio with added garden space for plantings. Over the last two years, the sellers have made numerous updates, including new duct work with a heat pump, interior painting, new front and storm doors, attic

  Andrew Walker Around Town Real Estate LLC

  1015 Heritage Village Unit A, Southbury, CT 06488
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  /36

  $635,000 Open Sun 11AM - 1PM

  • 3 Beds
  • 1.5 Baths
  • 2,531 Sq Ft

  126 Colonial Ave, Middlebury, CT 06762

  Built in 1911, this four square colonial has so many fabulous vintage qualities including a beautiful, generously sized front entry, arched doorways, custom moldings and so much more. The main level offers a spacious eat in kitchen, formal living and dining rooms as well as a 21 x 13 heated sunroom overlooking rolling hills and distant views. On the second level, 2 bedrooms and a beautifully

  Donna Bannon BHGRE Gaetano Marra Homes

  126 Colonial Ave, Middlebury, CT 06762
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  /39

  $335,000

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

  277 Heritage Village Unit A, Southbury, CT 06488

  Discover the charm of Heritage Village in Southbury, a fabulous 55+ community where every day feels like a retreat. Residents enjoy a vibrant lifestyle with golf, sparkling pools, fitness center, sidewalks for leisurely strolls, and an endless calendar of clubs, activities, and social gatherings. This beautifully updated 2-bedroom, 2-bath home welcomes you with a warm open-concept design. The

  Heather Crabtree Coldwell Banker Realty

  277 Heritage Village Unit A, Southbury, CT 06488
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  /12

  $339,500 Open Sun 12PM - 2PM

  • 3 Beds
  • 2 Baths
  • 1,716 Sq Ft

  312 Heritage Village Unit A, Southbury, CT 06488

  This charming three bedroom Berkshire will be "music to your ears". Located in the Clover Area of Heritage village. This well maintained condominium is ready for your touch. The eat-in kitchen with its brand new porcelain floors and counter top, is flooded with sunlight for your morning coffee or tea. This Berkshire kitchen offers you generous cabinet and shelf space for your glassware and

  Steven Brescia William Raveis Real Estate

  312 Heritage Village Unit A, Southbury, CT 06488
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  /20

  $339,900

  • 3 Beds
  • 2 Baths
  • 1,716 Sq Ft

  665 Heritage Village Unit A, Southbury, CT 06488

  Beautiful 3 bedroom "Berkshire" model in 55+ Heritage Village! Short walk from closest end garage. Lovely extended and south facing patio. Lovely white eat-in kitchen. Wide-board laminate floors in the living/dining rooms. The living room includes a built-in cabinet, wood burning fireplace and sliders to the patio. The primary bedroom suite offers a full bath and 3 closets! The 2nd bedroom is

  Justin Bette Joseph Bette REALTORS Inc

  665 Heritage Village Unit A, Southbury, CT 06488
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  /19

  $349,900

  • 2 Beds
  • 2 Baths
  • 1,398 Sq Ft

  257 Heritage Village Unit B, Southbury, CT 06488

  Lots of upgrades and a great backyard at this Country House model in 55+ Heritage Village! The remodeled eat-in kitchen includes white cabinets, granite counters and stainless steel appliances. The living room offers a gas fireplace and a window seat while the adjacent dining area looks out a large picture window. The backyard is fully fenced around the patio creating a private oasis, perfect for

  Justin Bette Joseph Bette REALTORS Inc

  257 Heritage Village Unit B, Southbury, CT 06488
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  /28

  $619,900

  • 3 Beds
  • 2.5 Baths
  • 2,317 Sq Ft

  20 Lantern Park Ln S, Southbury, CT 06488

  Incredibly well maintained 3 bed 2.5 bath Gambrel colonial in an excellent location just a mile from exit 15 of I-84! The 1.2 acre lot is level and lightly wooded on a lovely cul-de-sac that's close to the town's Community House park. Most of the hardwood floors on the main and second level were just refinished. The kitchen was expanded and includes cherry cabs, and an eat-in area with lots of

  Justin Bette Joseph Bette REALTORS Inc

  20 Lantern Park Ln S, Southbury, CT 06488
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  /40

  $645,000

  • 4 Beds
  • 4 Baths
  • 3,270 Sq Ft

  163 Hickory Ln, Southbury, CT 06488

  Discover a distinctive property in Southbury, Connecticut, offering a blend of main house living and the added benefit of an Accessory Dwelling Unit (ADU). Nestled on a sprawling lot exceeding two acres within a tranquil cul-de-sac, this residence presents a rare opportunity for versatile living arrangements. The main house features three bedrooms and two full bathrooms, providing comfortable

  Bonnie Wilson Berkshire Hathaway NE Prop.

  163 Hickory Ln, Southbury, CT 06488
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  /22

  $700,000

  • 4 Beds
  • 2.5 Baths
  • 2,880 Sq Ft

  64 Short Rock Rd, Southbury, CT 06488

  Nestled within a serene, private cul-de-sac in the heart of Southbury, this meticulously maintained 4-bedroom, 2.5-bath colonial epitomizes a harmonious blend of timeless country elegance and modern sophistication. From the moment you enter, you'll be captivated by the refined charm and thoughtful design that define every inch of this remarkable home. Rich hardwood floors flow seamlessly

  Patricia Guarantano William Pitt Sotheby's Int'l

  64 Short Rock Rd, Southbury, CT 06488
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  /38

  $717,000

  • 3 Beds
  • 2.5 Baths
  • 3,212 Sq Ft

  111 Dwyer Rd, Middlebury, CT 06762

  Elegant Saltbox Colonial in Sought-After Middlebury, Nestled on 2.44 secluded acres, this tasteful saltbox colonial boasts park-like grounds with a private, tree-lined driveway leading to professionally landscaped gardens. Enjoy blooming trees and bushes from spring to fall, creating a picturesque setting. Outdoor living is enhanced with a slate patio, built-in barbecue, and bocce court, perfect

  Mary Ann Hebert BHGRE Gaetano Marra Homes

  111 Dwyer Rd, Middlebury, CT 06762

Showing Results 1 - 40, Page 1 of 4