Lovingly cherished by one family and offered to the market for the very first time, this rare sanctuary blends breathtaking sunsets, timeless architecture, and everyday luxury in perfect harmony. Perched high above the picturesque South Glastonbury countryside, this extraordinary residence captures sweeping west-facing views across rolling orchards to the Hartford skyline, where spectacular sunsets become part of everyday life. Designed to embrace its remarkable setting, expansive walls of glass, soaring ceilings, and private balconies fill the home with natural light while framing panoramic vistas from nearly every room. The main residence offers 4 bedrooms, 2 full baths, a graceful open floor plan, private sauna, and attached 3-car garage. The attached guest retreat provides exceptional flexibility with its own living area, kitchen, dining space, and laundry, along with a fireplace, soaring ceilings, loft, 1 bedroom, 2 full baths, and private balcony ideal for multigenerational living, extended guests, a luxury home office, or private sanctuary. Whether entertaining against a backdrop of unforgettable sunsets, enjoying peaceful mornings overlooking the orchards, or simply taking in the beauty of every season, this home was designed to inspire connection, comfort, and tranquility. 571 Woodland Street presents a rare opportunity to own a truly one-of-a-kind retreat where extraordinary views, thoughtful design, and timeless elegance create an exceptional place to call home.
Nestled in the scenic hills of South Glastonbury, this charming 3-bedroom, 2-bath single-family home offers breathtaking views. Set on just under one acre, this picturesque lot along sought-after Matson Hill Road, this home is surrounded by rolling farmland, orchards and berry farms. Inside, enjoy a warm and inviting layout featuring a cozy fireplace, comfortable living spaces, and natural light throughout. The peaceful setting provides a true retreat while still being just minutes from Glastonbury center, local shops, dining, and top-rated schools. Whether relaxing by the fire or enjoying the tranquil outdoor surroundings, this property captures the charm and character of South Glastonbury living.
To Be Built- Exceptional New Construction in Crosby II Subdivision by Renowned Builder Reggie Jacques- known for decades of experience & for developing many of Glastonbury's most desirable neighborhoods. The proposed layout offers beautiful architecture, strong curb appeal, & a flexible floor plan designed for modern living. Main level features a dramatic two-story family room w/ a fireplace, custom built-ins, and a wall of windows that fills the space with natural light. Family room flows seamlessly into the kitchen, offering the opportunity to design your dream kitchen with endless possibilities. Formal living & dining rooms add elegance to the first floor, along with a bedroom and full bath that can easily serve as a study, office, or playroom. A convenient mudroom will also be added off the garage. Upstairs, the luxurious primary suite impresses with his-and-hers walk-in closets and a spacious bath featuring a tile shower and a soaking tub. Two additional bedrooms share a Jack-and-Jill bath, while a fourth bedroom includes its own private bath and walk-in closet. All bedrooms are generously sized. A convenient laundry room off the primary suite completes the second floor. The lot is currently being cleared and sits on 1.12 acres, offering a level yard and space for a large patio. Located in an extremely desirable neighborhood with limited availability, this is a rare opportunity to build your dream home in Crosby II.
To Be Built - Exceptional Home in Prestigious Crosby II Subdivision by Renowned Builder Reggie Jacques. This stunning new construction will be crafted by one of Glastonbury's most respected builders known for his decades of experience and exceptional skill in developing many of Glastonbury's most desirable subdivisions. This future home will offer a sophisticated layout featuring an open-concept, soaring ceilings, highest grade level finishes, and 9' ceilings on every floor. Grand family room, flexible first-floor bedroom suite (ideal for guests or multigenerational living), and opportunity to design every detail in kitchen, baths... Luxurious primary suite, expansive rooms throughout and exceptional architectural details will create a truly impressive living experience. Buyers will have the opportunity to customize finishes and tailor the layout and overall design of the home to fit their lifestyle including the Kitchen- with many options available. Set in the sought-after Crosby II neighborhood sitting on over 2 acres of land, this home will stand out for its luxury, curb appeal, and craftsmanship. Don't miss your chance to build your dream home in one of Glastonbury's finest communities.

Glastonbury is located in Connecticut. Glastonbury, Connecticut has a population of 35,061. Glastonbury is more family-centric than the surrounding county with 35.51% of the households containing married families with children. The county average for households married with children is 29.12%.
The median household income in Glastonbury, Connecticut is $130,294. The median household income for the surrounding county is $80,320 compared to the national median of $69,021. The median age of people living in Glastonbury is 44.8 years.
The average high temperature in July is 84.2 degrees, with an average low temperature in January of 18.9 degrees. The average rainfall is approximately 49.5 inches per year, with 37.2 inches of snow per year.