Sherman Hill Homes with Victorian Style

Welcome to Sherman Hill, a charming neighborhood nestled in the picturesque town of Woodbury, Connecticut. Known for its stunning landscapes and rich history, this area offers a unique blend of small-town charm and modern convenience. Sherman Hill is characterized by its tree-lined streets, well-maintained parks, and a warm sense of community that welcomes families, professionals, and retirees alike.

One of the standout features of Sherman Hill is its collection of magnificent Victorian-style homes. These architectural gems boast intricate detailing, grand porches, and vibrant colors, each telling a story of the past while providing modern amenities for today's discerning homeowners. Imagine living in a beautifully restored Victorian with soaring ceilings, ornate moldings, and spacious rooms filled with natural light. The charm of these homes is complemented by lush gardens and manicured lawns, creating a picturesque setting that feels like stepping back in time.

Residents of Sherman Hill enjoy a variety of local amenities, including boutique shops, cozy cafes, and delightful eateries, all within a short drive or a leisurely stroll. The neighborhood is also conveniently located near excellent schools and recreational opportunities, making it an ideal place for families. With its rich history, stunning architecture, and vibrant community spirit, Sherman Hill is not just a place to live; it's a place to thrive. Whether you're drawn to the allure of Victorian homes or the warmth of a close-knit community, Sherman Hill awaits you with open arms. Come discover your dream home in this enchanting neighborhood!

Newest Sherman Hill Homes with Victorian Style

$750,000

3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24194640 MLS

Exceptional value and opportunity on 3.5 gorgeous acres! Bring this home back to its original charm. Features hardwood floors throughout and a cozy front porch. The upper level includes 3 bedrooms, a full bath, and access to a walk-up attic from the primary bedroom. The main level offers a half bath and a functional, open layout. Additional property highlights include a separate 962 sq. ft., 2-bedroom guest house-offering incredible potential for an in-law suite or rental income once renovated (appears to be separately metered). The property also features two massive, 2-story barns that appear to have electricity. Tremendous upside potential for an end-user, investor, or multi-generational living. Subject to probate approval. Property sold as-is; no disclosures.

153 Old Sherman Hill Rd, Woodbury

Start Your Search

The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 SmartMLS, Inc.