Middlebury Homes under $400,000

Welcome to Middlebury, Connecticut, a charming town nestled in New Haven County that perfectly blends suburban tranquility with vibrant community spirit. Known for its picturesque landscapes, Middlebury offers residents a serene lifestyle surrounded by lush greenery and beautiful parks, making it an ideal setting for families, retirees, and everyone in between.

As you explore Middlebury, you’ll discover a delightful array of recreational opportunities, from hiking and biking trails to scenic spots for picnics and relaxation. The town is home to several well-maintained parks, including the popular Middlebury Greenway, which invites outdoor enthusiasts to enjoy the natural beauty of the area. Additionally, Middlebury boasts a strong sense of community, with local events and farmers' markets that bring residents together throughout the year.

For those looking to buy a home in this enchanting town, you’ll be pleased to know that there are fantastic options available under $400,000. Whether you’re searching for a cozy single-family home, a charming colonial, or a modern townhouse, Middlebury offers a variety of properties that cater to diverse tastes and budgets. With its affordable housing market, you can find a wonderful place to call home without breaking the bank.

Middlebury’s convenient location also means you are just a short drive away from the bustling cities of Waterbury and New Haven, providing easy access to shopping, dining, and entertainment. Experience the best of both worlds in Middlebury, where a peaceful lifestyle meets the vibrancy of city living. Come and discover your dream home in this hidden gem of Connecticut!

Newest Middlebury Homes under $400,000

$280,000

2 Beds ⋅ 1 Baths ⋅ 24205239 MLS

REDUCED AND PRICED FOR IMMEDIATE SALE! Totally renovated and completely move-in ready! This charming Cape is located in the wonderful town of Middlebury and offers a fantastic alternative to condo living-without the monthly HOA fees. Step inside to a bright, fresh interior where all the work has already been done for you. The updated kitchen features stainless steel appliances, modern finishes, and plenty of natural light. Thoughtfully renovated throughout, this home offers the perfect blend of comfort, style, and low-maintenance living. Whether you're a first-time buyer, looking to downsize, or simply searching for a beautifully updated home in a desirable community, this Middlebury gem is ready for you to move right in and enjoy!

327 Steinmann Ave, Middlebury

$350,000

3 Beds ⋅ 2 Baths ⋅ 24203915 MLS

This charming 3-bedroom, 2-full-bath home offers 1,466 square feet of comfortable living space on nearly half an acre, tucked away in a peaceful neighborhood in one of Connecticut's most sought-after communities. Step inside to a welcoming living room featuring hardwood flooring and a generous 6'x3' walk-in closet. The main-level primary bedroom offers the same warmth of hardwood flooring, along with an impressive 6'x5' walk-in closet. A full bathroom with a convenient shower stall is also included on the main level. The eat-in kitchen features hardwood flooring and recessed lighting and flows naturally into a spacious family room designed for relaxing and entertaining. Here, an impressive stone fireplace creates a warm focal point, while brand-new carpeting and two skylights add comfort and natural light. Just beyond the family room, enjoy two covered outdoor spaces-an expansive 19'x16' covered patio on one side and a 17'x7' covered patio on the other-providing plenty of room for outdoor dining, entertaining, or simply enjoying the peaceful surroundings. The second level offers two additional bedrooms, each featuring hardwood flooring, along with another full bathroom enhanced by a skylight that brings in wonderful natural light. A full walk-out basement provides excellent additional space and flexibility, with a newer water heater already in place. This home offers charm, functionality, generous living spaces, and an opportunity to make it your own in beautiful Middlebury!

138 Steinmann Ave, Middlebury

$219,900

1 Beds ⋅ 1 Baths ⋅ 24202228 MLS ⋅ Middlebury Commons BLDG.

BEST DEAL IN MIDDLEBURY! Motivated seller! Perfect Unit For active 55+ Individual close to the walking trails and a short drive to private recreation beach for swimming, kayaking or canoeing. Nestled in secluded area cul de sac this Middlebury, 55+ community is in Excellent Condition. All appliances included. Small complex. Bright and Well kept Second floor Unit. Living room dining room combo. New deck. central air. heat pump furnace. Clubhouse on property. Conveniently located close to town center.

35 Nutmeg Rd Unit B2, Middlebury

$324,900

2 Beds ⋅ 2 Baths ⋅ 24193924 MLS

Welcome to this Middlebury home offering the perfect blend of comfort, functionality, and a desirable location. The home's refreshed interior provides move-in-ready feel designed for everyday living. The property is an excellent opportunity for buyers looking for a home that is ready to enjoy. The home sits on a level lot and is situated directly next to a small brook.

125 Shadduck Rd, Middlebury

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