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Homes for Sale near Middlebury Elementary School

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  • /9

    $649,000 Coming Soon

    • 5 Beds
    • 2.5 Baths
    • 2,528 Sq Ft

    700 Watertown Rd, Middlebury, CT 06762

    Step into timeless character with this beautifully maintained 1700's Vintage Colonial, where historic charm meets thoughtful modern updates. Set on 1.25 acres with significant landscaping and professional tree work, this 5-bedroom, 3-bath home offers space, warmth, and versatility both inside and out. Designed for comfortable living and effortless entertaining, the home features a spacious layout

    Agent Photo

    Erin Giguiere

    Regall Realty, LLC

    (475) 244-1504

    700 Watertown Rd, Middlebury, CT 06762
  • /38

    $694,900 Open Sun 12PM - 2PM

    • 3 Beds
    • 2.5 Baths
    • 2,870 Sq Ft

    15 Central Rd, Middlebury, CT 06762

    Gracious, comfortable, and exceptionally well cared for, this home offers a thoughtful layout ideal for both everyday living and entertaining. The large, updated kitchen opens to a bright great room overlooking the private, parklike backyard-an inviting setting with an expansive patio and outdoor kitchen perfect for gatherings. Hardwood floors run throughout, complementing the formal front to

    Agent Photo

    Mary Ann Hebert

    BHGRE Gaetano Marra Homes

    (475) 445-1796

    15 Central Rd, Middlebury, CT 06762
  • /35

    $699,900 Open Sun 11AM - 1PM

    • 4 Beds
    • 4 Baths
    • 3,162 Sq Ft

    90 Fenn Rd, Middlebury, CT 06762

    The home you have been waiting for is waiting for you at 90 Fenn Road, Middlebury. Need room for inlaws? teens? an office? You can have it right here, tucked on 1.67 acres in a desirable Middlebury location. As you enter the spacious tiled foyer and look around, a formal sunken living room greets you on one side and a formal dining room on the other. You will notice the oak flooring in both

    Donna Bannon BHGRE Gaetano Marra Homes

    90 Fenn Rd, Middlebury, CT 06762
  • /40

    $950,000

    • 5 Beds
    • 2.5 Baths
    • 3,301 Sq Ft

    851 South St, Middlebury, CT 06762

    Welcome to this beautifully updated home which offers modern comfort, high-end finishes & peace of mind with several upgrades already completed! Located in Middlebury's South Street neighborhood this Colonial is 3300 sq ft on a 1.85 acre lot. Step in to a bright & inviting foyer feat. a high ceiling, a custom wood & glass front door & a stunning custom handrail leading the expansive 4 bedrooms.

    Jackie Desmarais Showcase Realty, Inc.

    851 South St, Middlebury, CT 06762
  • /29

    $690,000

    • 3 Beds
    • 2.5 Baths
    • 2,734 Sq Ft

    70 Pine Hollow Dr, Middlebury, CT 06762

    A private hilltop retreat at the end of a quiet cul-de-sac, this stunning 8-room contemporary is set well back from the road on a picturesque knoll, offering exceptional privacy and a peaceful natural setting. Custom built and proudly maintained by its original owner, the home features soaring ceilings, expansive rooms, and walls of windows that flood the interior with natural light. The open,

    Lynn LaForme Regency Real Estate, LLC

    70 Pine Hollow Dr, Middlebury, CT 06762
  • /37

    $759,000

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

    117 Crest Rd, Middlebury, CT 06762

    Elegant cape with refined main-level living in Middlebury. Timeless charm and thoughtful design come together in this classic home that lives beautifully like a ranch with expanded main level. The main level offers a spacious primary bedroom with a full bath and walk-in shower, complemented by a second bedroom or private office. Designed for both gracious entertaining and everyday comfort, the

    Lori Geraci BHGRE Gaetano Marra Homes

    117 Crest Rd, Middlebury, CT 06762
  • /19

    $224,900

    • 2 Beds
    • 1 Bath
    • 1,085 Sq Ft

    152 Glenwood Ave, Middlebury, CT 06762

    2 Bedroom, 1bath, ranch styled home on 0.2 acre lot. Eat in kitchen with breakfast bar leading into living room and dining area. This is a wonderful opportunity to indulge in Middlebury's rural New England charm and suburban high-end amenities. Access to I 84, RT 8, and public transportation makes commuting to lower Fairfield County, NYC or Boston appealing. But if staying local is more your

    Don Orsini West View Properties, LLC

    152 Glenwood Ave, Middlebury, CT 06762
  • /24

    $229,900

    • Land
    • 4.67 Acres
    • $49,229 per Acre

    75 Gleneagle Rd, Middlebury, CT 06762

    LOCATION, LOCATION, LOCATION!!! ONLY LOT FOR SALE IN THIS PRIVATE, 11 LOT SUBDIVISION OF QUALITY-BUILT HIGH END HOMES. SUBDIVISION HAS THE UNIQUE BONUSES OF PUBLIC WATER & SEWER (ALREADY EXTENDED TO LOT) AND CLOSE PROXIMITY TO LOCAL RETAIL AND HIGHWAYS. 4.67 ACRE SITE TUCKED AWAY AT THE END OF A TURN-AROUND TO THE LEFT OF THE ELABORATE GAZEEBO AND LAND TRUST PROPERTY.

    Scott Tedesco Tedesco Real Estate

    75 Gleneagle Rd, Middlebury, CT 06762
  • /14

    $529,900

    • 3 Beds
    • 1.5 Baths
    • 1,811 Sq Ft

    61 Sandy Hill Rd, Middlebury, CT 06762

    Charming Cape in Middlebury with over 5 acres of land! This enchanting Cape features original character with hardwood floors flowing throughout its 3 comfortable bedrooms and 1.5 baths. For the outdoor enthusiast, the grounds are a rare find: a horse stable complete with a tack room awaits your equine companions, while a inground pool offers a private oasis for summer entertaining. With the added

    Arben Belica William Raveis Real Estate

    61 Sandy Hill Rd, Middlebury, CT 06762
  • /36

    $429,900

    • 3 Beds
    • 1.5 Baths
    • 1,572 Sq Ft

    301 Steinmann Ave, Middlebury, CT 06762

    Pleased to present this charming, turn-key colonial home which offers a warm and inviting atmosphere. This three-bedroom residence features a spacious kitchen that connects seamlessly to the dining room, which is alongside a large family room highlighted by a high efficiency fieldstone fireplace. Additional features include: A four-season sunroom leading to an outdoor grilling and relaxation

    Dawn Ciappetta Coldwell Banker Realty

    301 Steinmann Ave, Middlebury, CT 06762
  • /12

    $599,900

    • 5 Beds
    • 4 Baths
    • 2,345 Sq Ft

    10 Old Waterbury Rd, Middlebury, CT 06762

    4 UNITS IN MIDDLEBURY-NOT ONLY "NEXT TO IMPOSSIBLE" TO FIND, BUT UNBELIEVABLY PRICED AT $599900! THIS "ONCE IN A LIFETIME" OPPORTUNITY CAN BE YOURS! LIVE IN ONE, AND COLLECT RENT FROM THE OTHER THREE UNITS, OR, ADD THIS ONE TO YOUR INVESTMENT PORTFOLIO AND "WATCH IT GROW"! One parcel (.41 ACRE), ON "PARKLIKE" GROUNDS WITH THE ATMOSPHERE OF NATURE ON A SHORT, NO-THRU STREET, consists of a

    Judith Caputo Advantage Realty Group, Inc.

    10 Old Waterbury Rd, Middlebury, CT 06762
  • /40

    $2,850,000

    • 8 Beds
    • 8 Baths
    • 9,619 Sq Ft

    775 South St Unit 777, Middlebury, CT 06762

    Broadview Estate - A masterpiece in colonial revival design -Perched gracefully on the gentle hilltops of Middlebury! The Cameron Clark design is well preserved and displays a high quality of workmanship and materials, as well as the gracious proportions and classically inspired details inherent of the colonial revival. This residence is one of the finest examples of this style. Together the

    Kary Apanovitch Coldwell Banker Realty

    775 South St Unit 777, Middlebury, CT 06762
  • /24

    $529,000

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

    283 Whittemore Rd, Middlebury, CT 06762

    Thoughtful updates, versatile living space, and an unbeatable location come together at this gorgeous, meticulously maintained Middlebury home which offers the perfect blend of comfort and functionality and a layout designed for both everyday living and gracious entertaining. Freshly painted throughout, the home feels bright, clean, and move-in ready from the moment you step inside. The heart of

    Jennifer Sisco RE/MAX Heritage

    283 Whittemore Rd, Middlebury, CT 06762
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