N/A Homes with Middlebury Elementary school

N/A Homes with Middlebury Elementary school

Welcome to Middlebury, Connecticut – a charming town nestled in New Haven County, where picturesque landscapes and a tight-knit community come together to create the perfect environment for families. Middlebury is renowned for its serene neighborhoods, beautiful parks, and a strong sense of community, making it an ideal place to call home.

One of the standout features of this delightful town is its commitment to education, highlighted by the presence of Middlebury Elementary School. Families with young children will appreciate the convenience of living close to this well-regarded school, known for its dedicated staff and enriching curriculum. The school fosters a nurturing environment, encouraging students to thrive academically and socially.

The homes in Middlebury are as diverse as the community itself, offering a range of options from charming single-family residences to modern townhouses. Many properties are situated within a short distance from Middlebury Elementary, allowing parents to enjoy the ease of a quick commute while providing their children with a quality education. The tree-lined streets and inviting neighborhoods create a safe and welcoming atmosphere, perfect for family gatherings and outdoor activities.

Beyond education, Middlebury boasts an array of recreational opportunities, including parks, hiking trails, and local events that bring residents together throughout the year. Whether you’re taking a leisurely stroll through the scenic surroundings or participating in community festivities, Middlebury offers a lifestyle that balances tranquility with vibrant community spirit.

Discover your dream home in Middlebury, where exceptional education, community charm, and a beautiful setting await you!

Newest N/A Homes with Middlebury Elementary school

$499,000
4 Beds 3 Baths ACTIVE UNDER CONTRACT Status 24189438 MLS
Highest and Best by Tuesday, the 21st, 5pm. Welcome to this charming four-bedroom traditional Colonial, privately tucked away on a secluded lot while offering the convenience of city sewer. This light and bright home combines timeless character with important modern updates, including a DeGiorgi roof with a transferable warranty, a new driveway, updated electrical panel, and a newer boiler. Inside, a classic center hall foyer with a graceful staircase welcomes you. The spacious eat-in kitchen is ideal for everyday living, while the formal dining room, complete with a charming swinging door, and is perfect for entertaining. The front-to-back living room features a cozy wood-burning fireplace and new sliding glass doors that open to the backyard, creating a seamless connection to outdoor living. A tucked-away office or den with built-ins provides the perfect space for working from home, reading, or relaxing. Upstairs, the generous primary suite offers a private full-bath along with his-and-hers closets. Three additional bedrooms provide ample space for family, guests, or hobbies. Hardwood floors run throughout the home, enhancing its warmth and classic appeal. Completing the property is an attached two-car garage and a private setting that offers both tranquility and convenience. This charming Colonial is the perfect blend of traditional elegance, thoughtful updates, and comfortable living.

880 Whittemore Rd, Middlebury

$615,000
4 Beds 3 Baths ACTIVE Status 24184437 MLS
This beautifully maintained Vintage Colonial blends historic charm with thoughtful updates. Built-in equity! Recent appraisal values this home at $715,000. Set on 1.25 meticulously landscaped acres, this 4-bedroom, 3-bath home offers warmth, space, and versatility with a huge finished attic space. The stunning grounds feature mature plantings, classic New England stone walls, and inviting patio spaces that create a private outdoor retreat ideal for relaxing or entertaining. Easily accessed from the kitchen, the outdoor living areas offer seamless flow for gatherings, dining, and enjoying the peaceful setting. Inside, the updated eat-in kitchen features a fireplace with pellet stove insert, while the formal living room offers a second fireplace and the bright sunroom provides flexible living space. A separate outbuilding/studio expands the possibilities-perfect for an artist, home office, workshop, guest space, or easily converted into a detached in-law setup. Extensive updates include newer windows, updated plumbing, replaced well pump and pressure tank, newer oil tank, furnace burner replacement, exterior painting, new appliances, renovated studio/office, and a full first-floor bath. The main level has been updated with sheetrock replacing original plaster walls and ceilings, while the upper level retains its original plaster craftsmanship and antique character. A rare opportunity to own historic beauty, modern function, and value-without historic district restrictions

700 Watertown Rd, Middlebury

$749,900
4 Beds 4 Baths ACTIVE Status 24161366 MLS
Discover your tranquil retreat at 80 Pine Hollow Drive! This unique and spacious home offers the perfect blend of comfortable living, exceptional entertaining space, and flexible floor plans to meet any need. The heart of the home is the large, eat-in kitchen, perfect for casual meals and morning coffee. This seamlessly opens to a spacious dining room, creating an effortless flow for hosting dinner parties. The entertaining continues into a well-lit living room and a separate, cozy family room-offering plenty of space for everyone to relax. Upstairs, you'll find the home's private sleeping quarters, featuring three bedrooms and two full bathrooms. Need more room? Then travel downstairs to a highly versatile area that can function as additional bedrooms, a dedicated office space, or even a perfect in-law suite thanks to an additional full bathroom. The partially finished basement is an entertainer's dream, complete with a dedicated media room and storage galore. The unfinished portion offers even more practicality, serving as a workshop for tools and crafts, along with abundant extra storage. Step outside to your private yard, a true outdoor oasis! The landscaped pool area is an entertainer's delight, offering the perfect backdrop for summer barbecues and weekend relaxation. With plenty of parking, hosting friends and family is always a breeze. This distinctive property truly is a must-see!

80 Pine Hollow Dr, Middlebury

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