Browse All Glastonbury CT 5 Bedroom Properties for Sale

BEST AND FINAL OFFERS SUNDAY AUG 2, 10:00 PM. Nestled on a beautiful, private lot just minutes from Glastonbury Center, highways, schools and JB Williams Park, this exceptional home has been transformed by an extensive top-to-bottom renovation over the past two years. The remodeled chef's kitchen features beautifully updated cabinetry, quartz countertops, center island, new skylight, and all new appliances: a 48'' built -in Viking fridge, dishwasher, natural gas cooktop, and double ovens. Enjoy a private office with French doors, a formal dining room, a family room with cathedral ceiling and new gas fireplace, and a fabulous 3-season sunroom. Upstairs are 5 spacious bedrooms, including an impressive bonus room, accessible by 2nd staircase, with a full bath- ideal as a guest suite, home office, playroom, or media room. The luxurious primary suite features a walk-in closet and a beautifully updated ensuite bath. Three additional bedrooms and a fully remodeled hall bath complete the second floor. Throughout the home, you'll find freshly painted walls, refinished hardwood floors, updated lighting and 5 new skylights with remote shades (!). The finished lower level provides 600 square feet of additional living space, perfect for a recreation room, home gym, media room, or play area. Other amenities include 1st floor laundry room, new central air, 3-BAY GARAGE, PUBLIC WATER and NATURAL GAS heat. The exterior has been just as extensively updated, with a rebuilt stone wall,

120 Strickland St, Glastonbury

$7,200,000

5 Beds ⋅ 8 Baths ⋅ 24191237 MLS

The wait is over-the Grand Dame of South Glastonbury is now available. Perched atop one of Connecticut's most breathtaking settings, this extraordinary custom French chateau commands sweeping views stretching to Massachusetts, along with spectacular sunsets over the Hartford skyline.A true labor of love, this remarkable estate reflects more than 13 years spent sourcing the finest materials and architectural inspirations from the grand estates of France and Newport, Rhode Island. Inside, every detail has been thoughtfully curated to capture the authenticity and elegance of a classic French chateau. Eight custom fireplaces imported from Europe, exquisite chandeliers inspired by Versailles, hand-crafted Habersham cabinetry, and premium Miele appliances define the stunning chef's kitchen. Each room offers its own distinct character, showcasing exceptional craftsmanship through intricate millwork, hand carved limestone fireplaces, Brazilian walnut and marble flooring, ornate medallions, solid mahogany doors, custom wrought iron, and a magnificent circular marble staircase. Step into a world of timeless elegance, where uncompromising quality and artistry are evident at every turn. Every room enjoys breathtaking views, from the spectacular primary suite to the attached guest house. Enter the primary retreat through its dramatic rotunda, leading to extraordinary custom closets, a luxurious spa bath, and a bedroom featuring a private balcony and a stunning marble-and-brass fireplace.

105 Crystal Ridge Rd, Glastonbury

$1,500,000

5 Beds ⋅ 4 Baths ⋅ 24184457 MLS

This offering consists of 2 parcels. 541 Woodland St is a 1-acre lot & 571 Woodland St is the home on 1 acre lot. This is a rare opportunity to own a truly one-of-a-kind retreat with extraordinary views. 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, 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 St, Glastonbury

$659,900

5 Beds ⋅ 4 Baths ⋅ 24181384 MLS

Location! Contemporary! Spacious! Need we say more about this all-in-one bundle? Ideally located on a quiet neighborhood street, this timeless beauty with its contemporary updates offers 5 bedrooms, 3.5 bathrooms, offers excellent proximity to everyday necessities, commuter routes, and local amenities. You're just a short drive from area schools, shopping and restaurants, making errands and evenings out especially convenient. Easy access to nearby highways streamlines travel to Hartford downtown and surrounding towns. Two bedrooms on the main floor provide additional convenience and flexibility to use one of them as a home office. This tastefully updated single family home blends everyday comfort with a strong emphasis on modern efficiency and smart home living. Hardwood & Vinyl flooring all through the main floor completes the fine aesthetics. Throughout the home, smart switches and lighting elevate both function and ambiance. Energy efficiency of this property is elevated with solar panels with a 6.5 kWh capacity. The combination of smart home technology, energy conscious systems, and tasteful upgrades makes 25 Hampshire Drive a must see for anyone seeking a turnkey home that blends aesthetic charm with forward thinking features in an amazing location.

25 Hampshire Dr, Glastonbury

$950,000

5 Beds ⋅ 4 Baths ⋅ 24175914 MLS

Welcome to this private 21-acre parcel in Glastonbury featuring a charming early-1900s home surrounded by peaceful natural beauty. Rich with character and potential, the home offers an opportunity for thoughtful modernization and renovation to bring it to its full potential. Whether you're seeking a private estate setting with expansive acreage, an investment opportunity with two existing tenants in place, or exploring the future subdivision possibilities (subject to town approvals), this unique property offers exceptional versatility and value. Rarely does an opportunity like this become available in such a desirable location. Owner Financing Available. Please do not trespass.

2501 Old Hebron Rd, Glastonbury

$699,000

5 Beds ⋅ 3 Baths ⋅ 24175903 MLS

Tucked against a dramatic natural rock ledge on a private 1.12-acre lot in one of South Glastonbury's most established neighborhoods, this meticulously maintained 5-bedroom, 2.5-bath colonial offers 3,521 sqft of finished living space plus 1,000+ sqft of unfinished basement, ready for a gym, workshop, or future buildout. A raised entry opens to gleaming hardwoods flowing through the formal dining room, study, and a private home office framed by French doors and bay window views. The chef's kitchen anchors the home with an oversized island in striking Verde Butterfly exotic granite, rich cherry cabinetry, and a sun-filled breakfast area open to the dining room. The family room is a showstopper: soaring cathedral ceilings, hardwood floors, and a wood-burning fireplace framed by a dramatic arched feature wall, with bay windows pulling the natural rock ledge in as living artwork year-round. Upstairs, all five bedrooms feature walk-in closets and share two full bathrooms, a spa-caliber bath with double vanity, glass shower, and heated towel warmers, plus a second full bath with shower-tub combo. A Lennox mini-split delivers zoned comfort upstairs. The lower level adds 500 sqft of finished media/game flex space. Brand-new roof, refurbished oil heat, central A/C, plumbing redone, water softener and filtration, generator-ready panel, powered outbuilding, 2-car garage. Top Glastonbury schools. 5 min to Rt 2, 15 min to Hartford.

104 Old Farms Rd, Glastonbury

$1,635,000

5 Beds ⋅ 5 Baths ⋅ 24158783 MLS

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.

79 Crosby Rd, Glastonbury

$1,700,000

5 Beds ⋅ 6 Baths ⋅ 24094237 MLS

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.

105 Crosby Rd, Glastonbury

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