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$1,494,900
4 Beds ⋅ 4 Baths ⋅ 24191169 MLS
For the first time ever, the Macclain Estate is being offered for sale. Welcome to your own private waterside retreat. Nestled on an expansive parcel, this remarkable property is tucked away from the road behind a thoughtfully designed berm that provides exceptional privacy while minimizing road noise. Perched above a picturesque, stocked lake, the home enjoys breathtaking views and offers endless opportunities for kayaking, paddleboarding, fishing, and peaceful waterfront living. The oversized patio, complete with an outdoor kitchen and trellis, overlooks the sprawling backyard, where mature, carefully planned landscaping creates a true outdoor oasis. The grounds have even been prepared for the addition of a pool, should the next owner desire. Lovingly designed and custom built for generations of family enjoyment, the home welcomes you through a handcrafted front door into a grand foyer featuring a sweeping circular staircase. To the left, you'll find a cozy home office and spacious formal dining room, while a first-floor bedroom and full bath to the right offer the convenience of one-level living.At the rear of the home, the chef's kitchen is perfectly positioned to capture serene lake views and features custom wood cabinetry, granite countertops, and premium appliances, including a DCS range and Sub-Zero refrigerator. The adjoining great room features a massive stone fireplace and is lined with Marvin custom windows, filling the space with natural light and showcasing the

2784 Hebron Ave, 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
$2,623,000
24187326 MLS
188 acres with prime and statewide significant agricultural soils. Connecticut River bottomland that periodically floods and has access to irrigation for the fields from the river. Included in the sale is a 2/3 interest in an abutting 44 acre lot, which is mostly wooded except for about 10 acres of agricultural land. (1/3 owner has Right of First Refusal for 44 acre lot) This is an area of historical farming significance for this area of Glastonbury. Farmed since the early 1800's for tobacco and row crops the soils are world renown for their productivity. No access to the site without broker approval

Meadow Rd, Glastonbury
$1,599,900
4 Beds ⋅ 6 Baths ⋅ 24175441 MLS
Exceptional brick colonial w/estate-like privacy, grand architectural scale, & refined craftsmanship just moments from Glastonbury Center. Privately set at end of tree-lined drive on 6.29 acres bordering town-owned preserve. Sited along cul-de-sac of distinguished homes, the property encompasses over 7,200sf of elegant living space. Impressive front approach w/motor courtyard, extended paved parking, & oversized attached 3-car garage. Immediately captivating w/elevated millwork, soaring 2-story foyer, and dramatic front-to-back center hall finished w/radiant heated tile floors. Beautifully proportioned formal living spaces include front living room w/hardwood floor & paneled walls, & a gracious dining room w/adjoining butler's pantry. The expansive chef's kitchen features large center island w/breakfast bar, gas cooktop, wall ovens, abundant cabinetry, pantry, & exceptional eat-in dining area w/French doors opening to rear patio. The 2-story great room is breathtaking in scale & detail w/built-in bookcases & cabinets, striking gas fireplace w/exquisite mantel detail, & inlay hardwood floor. The main level is complete w/spacious mudroom w/direct access to garage, powder room, 2nd back staircase, & dedicated laundry room w/sink & access to pool patio for effortless indoor/outdoor living. The upper level continues w/soaring ceilings & 4 generously sized bedroom suites, each complete w/walk-in closets, & ensuite full bathrooms. ***CONTINUED***

76 Sturgeon River Rd, Glastonbury
$1,075,000
4 Beds ⋅ 5 Baths ⋅ 24187038 MLS
***Best and Final 7/11/26 by 5pm*** Incredible presence defines this grand Colton Rd residence, tucked within one of Glastonbury's most sought-after neighborhoods! Impressive landscaping & beautiful curb appeal create a memorable first impression. Meticulously maintained, this home showcases timeless craftsmanship & an exceptional floor plan. Grand foyer is flanked by a formal living room & an elegant dining room w/ a wet bar & designer finishes. Two-story family room features soaring windows, striking fireplace, french doors, & dramatic floor-to-ceiling drapery, flowing seamlessly into the spacious eat-in chef's kitchen w/ Sub-Zero fridge, double ovens, walk-in pantry, & plenty of cabinetry. Private office tucked away at the rear of the home & custom mudroom off garage add everyday convenience. Dual staircases (kitchen area & main foyer) lead to the second level featuring three additional bedrooms, two full baths, & an extraordinary primary suite. The luxurious primary wing offers a fireplace, spa-like bath w/ soaking tub, private hallway with dual custom walk-in closets, wet bar, dedicated sitting room or cozy den, and nearby laundry room. Finished walk-out lower level offers a flexible living space ideal for recreation, guests, or a home gym + full bath. Step outside to your beautifully landscaped backyard and expansive deck, creating the perfect setting for summer entertaining. This is an exceptional property & rare opportunity to own in Glastonbury's premier location

130 Colton 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
$1,199,900
4 Beds ⋅ 4 Baths ⋅ 24169069 MLS
Tucked away at the end of a quiet cul-de-sac in desirable South Glastonbury, this exceptional custom home offers the perfect blend of quality craftsmanship, timeless design, & understated elegance. Backing to privately owned land & surrounded by a tranquil setting, the property welcomes you with striking stonework, a charming covered front porch, and beautiful curb appeal. Gracious foyer opens to a 1st-floor office with French doors & a formal dining room, while hardwood flooring flows throughout both levels. The heart of the home: a stunning stone fireplace anchors the vaulted family room & creates a warm gathering space that seamlessly connects to the remodeled kitchen & sunlit dining area overlooking the backyard. Kitchen is beautifully appointed w/abundant cabinetry, expansive granite countertops, a large center island, & exceptional functionality. Spacious mudroom provides convenient access to the 3-car garage. This home also features a media room with custom built-ins that opens to a bright sunroom overlooking the backyard. Outside, a paver patio & stone firepit create the perfect setting for relaxing evenings & outdoor gatherings. 2nd floor offers a spacious primary suite w/ large walk-in closet, and a luxurious bath. 2 bedrooms share a Jack-and-Jill bath, while a 4th bedroom enjoys its own private ensuite bath. Expansive unfinished lower level is ready for future finishing. Quick drive to So. Gbury center

45 Hampton Ct, Glastonbury
$1,149,900
4 Beds ⋅ 5 Baths ⋅ 24175586 MLS
Admired and beautifully positioned in the Great Pond area, this exceptional custom built home delivers the curb appeal, location, scale, and features buyers hope to find. Welcoming front porch and stunning double entry doors set the tone, opening to a grand foyer with a sweeping curved staircase. Formal living room is elegant yet inviting, with hardwood floors, a beautiful fireplace focal point, and French doors leading to the family room. Opposite the foyer, the highly appointed dining room showcases exquisite wall treatments and moldings, with a butler's pantry offering added storage and seamless flow into the kitchen. Kitchen features granite countertops, stainless steel appliances, a spacious eat-in area overlooking the private backyard, and opens directly to the large family room w/ hardwood floors, fireplace, and built-in bar area. Stunning office/sunroom, tile floor, w/ vaulted ceiling, exposed "wood look" detail overlooking the backyard. Upstairs, the luxurious primary suite features a beautiful full bath with tub, stall shower, double sinks, and two walk-in closets. A second expansive bedroom suite offers its own sitting room, ensuite bath, generous closets, and access to potential attic expansion. 2 additional bedrooms, a full bath, and laundry complete the second floor.

161 Great Pond Rd, Glastonbury
$1,758,000
24166733 MLS
Updated Commercial Building | 7,048 SF | Brick Exterior | Ample Parking Exceptional opportunity to lease or own a 7,048 square foot commercial building featuring a classic brick exterior, plenty of on-site parking, and a professionally updated interior. Heated with efficient natural gas, this building offers comfort, durability, and operating efficiency. The well-designed layout is ideal for office, medical, or professional use and includes 11 private offices, space for 30+ workstations, and three conference/training rooms, making it perfectly suited for a growing company, corporate headquarters, or team-based operation. Additional features include three bathrooms, a full kitchen with eat-in area, and flexible common spaces that support productivity and collaboration. The building is move-in ready, allowing a business to operate immediately without costly build-outs. Property Highlights: 7,048 SF commercial building Brick exterior 11 private offices Room for 30+ workstations 3 conference/training rooms 3 bathrooms Full kitchen with eat-in area Natural gas heat Ample on-site parking Updated, professional interior Flexible layout for a variety of commercial uses A rare opportunity to secure a turnkey commercial space that checks every box-from layout to location to long-term functionality. Schedule your private showing today and envision your team thriving here.

232 Williams St E, Glastonbury
$3,250,000
24164446 MLS
280-300 Matson Road presents a rare opportunity to acquire scenic agricultural- Rural Residential land in one of the most desirable areas of South Glastonbury. Currently operating as a spray-free berry farm and orchard, the property features gently rolling land, open fields, and sweeping views overlooking Hartford and the Connecticut River Valley. Adding to the long-term value and privacy of the setting, a neighboring farm is protected by a land trust, ensuring the surrounding landscape will remain preserved and free from future development. The property's natural beauty and expansive acreage create exceptional potential for a variety of future uses. The land is well suited for continued agricultural operations, a private family compound, or potential residential development. Its picturesque setting also lends itself to agritourism concepts such as a vineyard, brewery, farm store, farm bakery, or seasonal farmers market. With stunning views, protected neighboring farmland, and flexible possibilities, 280-300 Matson Road offers a unique opportunity to create a destination property while preserving the charm of Connecticut's agricultural landscape. Do not walk the property without permission.

280-300 Matson Hill Rd, Glastonbury
$3,250,000
24161859 MLS
280-300 Matson Road presents a rare opportunity to acquire scenic agricultural- Rural Residential land in one of the most desirable areas of South Glastonbury. Currently operating as a spray-free berry farm and orchard, the property features gently rolling land, open fields, and sweeping views overlooking Hartford and the Connecticut River Valley. Adding to the long-term value and privacy of the setting, a neighboring farm is protected by a land trust, ensuring the surrounding landscape will remain preserved and free from future development. The property's natural beauty and expansive acreage create exceptional potential for a variety of future uses. The land is well suited for continued agricultural operations, a private family compound, or potential residential development. Its picturesque setting also lends itself to agritourism concepts such as a vineyard, brewery, farm store, farm bakery, or seasonal farmers market. With stunning views, protected neighboring farmland, and flexible possibilities, 280-300 Matson Road offers a unique opportunity to create a destination property while preserving the charm of Connecticut's agricultural landscape. Do not walk the property without permission

280-300 Matson Hill Rd, Glastonbury
$2,499,000
4 Beds ⋅ 8 Baths ⋅ 24162452 MLS
Custom Catarino-built French Country residence, located on a cul-de-sac in an enclave of fine homes, seamlessly blends rustic charm with modern elegance. Situated high on a knoll to capture unparalleled views of Hartford skyline and the ridges beyond, this 5022 sq ft home, built in 2016, offers a multitude of warm, welcoming spaces, each designed to perfection. The Kitchen and Great Room create an immediate impact - literally take your breath away - with extraordinary architectural design that offer both scale and comfort. A stove hood crafted from natural stone anchors the space, complemented by beams of reclaimed wood overhead, a massive center island with seating for six, and a windowed sitting alcove that calls you to relax with a morning coffee. In the two-story Great Room, oversized custom Andersen windows flood the space with natural light, while a stone gas fireplace adds warmth and a striking focal point. Vibrant sunsets transform the dining room many evenings, casting the space in warm light and color. Working from home is a pleasure in the dedicated office with bump-out bay windows, coffered ceiling, and gas fireplace. A fabulous first floor flex space with attached accessible bath is perfect for guests, playroom or library. On the second level is a magnificent primary bedroom with stunning barrel ceiling, sitting room, French doors opening to sweeping vistas, and a sumptuous ensuite bath with soaking tub, heated floors, and deluxe shower. Three additional

515 Cedar Ridge Dr, 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
$1,050,000
1 Baths ⋅ 24145176 MLS
Two tenant Retail property. Both tenants are mon-mon; Bakery & a takeout restaurant. New Roof and HVAC. Just off Route 2. Total 3,000sf on 0.19 acre corner lot. Zone TC - Town Center. Offers 15 off-street parking spaces. 60' Road frontage on Hebron Ave. Public Water/Sewer. Heats with gas and forced air; Central A/C. For Sale $1,050,000. BY SPECIAL PERMIT: Businesses, Multi-Family, Tym, Mixed-use, Museum, Office, Personal Service, Place of Worship, Retail, Restaurant, Theatre, Recreation...

217 Hebron Ave, Glastonbury
$1,250,000
170465715 MLS
6.93 Acres of land located in the heart of the Industrial zone. Close to town and highway access. Possible environmental concerns to be negotiated.

25 & 45 Mill St, 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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