Good Hill Homes for Sale

Welcome to Good Hill, a hidden gem nestled in the charming town of Woodbury, Connecticut. Known for its picturesque landscapes and rich history, Good Hill offers a serene retreat just a stone's throw from the hustle and bustle of city life. This delightful neighborhood is characterized by its rolling hills, lush greenery, and a strong sense of community, making it an ideal place for families, retirees, and anyone seeking a peaceful environment.

Good Hill is not just about stunning views; it boasts a vibrant local culture with a variety of parks, hiking trails, and recreational activities. Residents enjoy easy access to the scenic Pomperaug River, perfect for kayaking or fishing on warm summer days. The area is also home to excellent schools, quaint shops, and delightful eateries, ensuring that everything you need is conveniently within reach.

When it comes to homes for sale in Good Hill, you’ll find an impressive range of options to suit any taste and budget. From charming colonial-style houses to modern, eco-friendly designs, each property reflects the unique character of the neighborhood. Many homes come with spacious yards, ideal for gardening or family gatherings, and offer breathtaking views of the surrounding countryside.

Whether you’re looking for your first home, a place to retire, or an investment opportunity, Good Hill has something for everyone. Discover the perfect blend of tranquility and community spirit in this enchanting Woodbury neighborhood. Explore the homes for sale today and take the first step towards your dream lifestyle in Good Hill!

Newest Good Hill Homes for Sale

$699,900

3 Beds ⋅ 3 Baths ⋅ 24204212 MLS

Imagine starting your morning with a cup of coffee on the gorgeous wraparound front porch as you take in the view of Radey Pond or spending warm summer evenings entertaining family and friends in this beautiful and private setting.Situated on 2.31 acres, this charming 3/4-bedroom, 2.5-bath Cape/Colonial offers the perfect combination of classic New England character, comfortable living space, and a flexible floor plan. At the heart of the home is the spacious eat-in kitchen, offering plenty of counter and cabinet space and flowing naturally into the inviting family room with a cozy fireplace. Whether you're entertaining a crowd or enjoying a quiet evening at home, this warm and welcoming space is made for gathering.A separate living room and office/den provide additional options for relaxing, working from home, or creating a space that fits your lifestyle.Upstairs, the spacious primary suite is a true retreat with a large closet and private full bath featuring a spa tub and separate shower. Two additional generously sized bedrooms share another well-appointed full bathroom.Need even more room? The finished third floor offers wonderful flexibility and can easily become a fourth bedroom, private home office. Hardwood floors throughout add timeless appeal, while a new roof offers peace of mind.Outside, the 2.31-acre private lot and beautiful pond views create a setting that feels removed from it all, while still being conveniently located near amenities, and major highways

201 Transylvania Rd, Woodbury

$699,000

4 Beds ⋅ 2 Baths ⋅ 24198970 MLS

A rare blend of historic New England character, sophisticated style and exceptional outdoor living, 24 Old Good Hill Road is anything but ordinary. Dating to 1829 and set on approximately 2.55 beautifully landscaped acres, this distinctive home has been thoughtfully updated while preserving the warmth and architectural details that give it its soul. Inside, the feeling is timeless and collected-reminiscent of a Ralph Lauren country house-with rich character, built-in bookcases, two impressive stone fireplaces, including one with a built-in wood stove, and inviting spaces designed to be lived in and enjoyed. Outside, decades of established landscaping create a private retreat of mature trees, perennial gardens and multiple patios for dining, entertaining and relaxing. A built-in swimming pool becomes the centerpiece of summer living, surrounded by the privacy and beauty of the grounds. A former barn site also presents an intriguing opportunity for a future garage or accessory structure, subject to municipal approvals. This is the real thing-not a reproduction, but an authentic Connecticut home that has evolved beautifully for nearly two centuries. Historic without feeling like a museum, updated without losing its soul. From quiet mornings among the gardens to summer afternoons by the pool and evenings gathered around the fire, this is a home with a remarkable sense of place-private, welcoming and designed to be enjoyed in every season.

24 Old Good Hill Rd, Oxford

$875,000

5 Beds ⋅ 4 Baths ⋅ 24200842 MLS

Original owner, large Colonial Home with 4 room, private entry inlaw suite 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 rear decking. Formal dining room and living room are a must in this classic style. The entertaining space is oversized so host all the holiday gatherings with ease. Primary suite is HUGE, walk in plus another closet and luxury bath. 3 additional bedrooms and an office. A separate 2nd floor laundry room, also very generous in size. Very level usable yard with a large area off the back deck fenced for dogs. (used to have a pool). Brand new central AC unit, refinished hardwood and fresh paint on the main level. In-law apartment is propane heat/ac

132 Good Hill Rd, Woodbury

$1,790,000

4 Beds ⋅ 5 Baths ⋅ 24136657 MLS

Located in picturesque Woodbury, voted Most Charming Town in CT by Reader's Digest in 2018, 2020 and 2024 and featured by Travel + Leisure among the 10 Best Places to Live. Experience the undeniable charm of this circa 1685 residence-one of the oldest continuously inhabited homes in the county. Thoughtfully restored and beautifully updated, this remarkable property blends centuries of character with today's modern conveniences. Inside, the open floor plan creates a warm and inviting flow, with three cozy sitting rooms surrounding the impressive central hearth. The chef's kitchen features a large center island, breakfast bar, and sweeping views of the expansive lawn-perfect for both everyday living and entertaining. Original details abound, including hand-hewn beams, wide king's board flooring, and the historic cooking fireplace that anchors the heart of the home. Recent upgrades include a new HVAC system with humidification and numerous other enhancements (see attachments for the full list). A new mahogany deck overlooks the level backyard, leading toward a picturesque bridge, sparkling pool, and inviting cabana. Two barns sit near the parking area-one offering garage space and the other ready for your imagination: ideal for a future guest house, studio, or recreation room, this barn has new propane heat, water and electric service. This extraordinary home offers the rare opportunity to own a piece of history-beautifully updated for modern living.

55 Good Hill Rd, Woodbury

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