106 Sherwood Drive
Discover this truly one-of-a-kind home in Cary offering exceptional space, flexibility, and resort-style outdoor living-all situated on a rare double lot. Perfect for multi-generational living, this unique property features a private attached in-law suite complete with its own full kitchen, bedroom, full bathroom, separate entrance with handicap-accessible ramp, and its own detached 2-car garage. The main living area offers 2 spacious bedrooms, including a primary suite with a walk-in closet featuring custom built-ins. The main bathroom is designed for comfort with double sinks, a separate shower, and a relaxing Jacuzzi tub. The kitchen is ideal for entertaining with a large center island and abundant cabinetry. Fresh paint throughout and newer flooring in many rooms provide a modern, move-in-ready feel. The fully finished basement adds incredible additional living space with a possible 4th bedroom, cozy fireplace, and wet bar-perfect for entertaining, a recreation room, or guest space. Fireplaces on both the main level and basement create warmth and charm throughout the home. Step outside to your own private backyard oasis featuring a fully fenced yard, in-ground pool, screened room, gas fire-pit, and two beautiful paver patios ideal for relaxing or hosting gatherings. The expansive double lot provides additional outdoor space, privacy, and endless possibilities for recreation or gardening. In addition to the detached 2-car garage for the in-law suite, the property also includes a second 2-car garage for the main home, offering exceptional storage and parking options. Additional updates include a brand-new roof installed in 2026. This rare property combines comfort, versatility, and exceptional amenities-all in one unforgettable home.
- Maple Tree Inn 0.2 mi
- Lucky Corner 0.3 mi
- Tipsy Goat 0.3 mi
- Dairy Queen 0.3 mi
- 750 Cucina Rustica 0.4 mi
- Tracks Bar & Grill 0.4 mi
- Marathon 0.2 mi
- Jewel-Osco 1.1 mi
- Mobil Mart 1.3 mi
- Thorntons 1.4 mi
- Sherwood Park 0.2 mi
- Candlewood Park 0.4 mi
- Jamesway Park 0.5 mi
- Hillside Prairie Park 0.5 mi
- Hillhurst Park 0.6 mi
- Cary-Grove Park 0.8 mi
- La Cucina Caffe 0.4 mi
- Starbucks 1.0 mi
Every event we have for this address, straight from the MLS.
Real answers about this home — pricing, schools, what to ask, anything.
Stand in the kitchen.
See the light at 4pm.
Photos can only do so much. Pick a time — we'll meet you at the door.
MLS data provided through MLS GRID · MRED MLS · MLS# MRD12645817