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105 Crystal Ridge Rd, Glastonbury
$7,200,000
5 Beds ⋅ 8 Baths ⋅ ACTIVE Status ⋅ 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

280-300 Matson Hill Rd, Glastonbury
$3,250,000
ACTIVE Status ⋅ 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

280-300 Matson Hill Rd, Glastonbury
$3,250,000
ACTIVE Status ⋅ 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

281 Woodland St, Glastonbury
$2,500,000
4 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24203590 MLS
To Be Built- rare opportunity to build an exceptional new home on the final available lot in one of South Glastonbury's most distinguished luxury neighborhoods! Tucked away on 8.3 private acres within an enclave of distinguished homes and directly off a private cul-de-sac, this thoughtfully designed Colonial offers a modern open floor plan, impressive ceiling heights, abundant natural light, and a highly desirable 1st-floor primary suite. The kitchen opens seamlessly to the dramatic Great Room with soaring 14' ceilings and gas fireplace. The open dining room also features 14' ceilings with direct access to the back deck, creating an ideal flow for everyday living & entertaining. The private 1st-floor primary suite is tucked away on the far side of the home. Also on the main level are a walk-in pantry, laundry room & versatile sitting room- ideal for a private office or den. Upstairs offers 3 additional generously sized bedrooms & 2 full baths. Walk-out lower level provides excellent potential for future finished space and overlooks acres and acres of privacy. Built by Frank DiBacco, a respected local builder with over 40 years of experience, known for his commitment to quality luxury construction. This Price is inclusive of the lot price of $699,900. Buyer to take title of land prior to contract with builder- see MLS_24196425

281 Woodland St, Glastonbury

306 Tryon St, Glastonbury
$2,499,900
4 Beds ⋅ 7 Baths ⋅ COMING SOON Status ⋅ 24218050 MLS
Never before available and privately nestled on over 26 acres of quintessential South Glastonbury farmland, this exceptional Glastonbury estate delivers luxury living at its finest. Offering 6,691 square feet of beautifully designed living space, the home features 4 bedrooms, 6 full bathrooms, and 1 half bath. Architectural highlights include dramatic cathedral and vaulted ceilings, 6 gas fireplaces, French doors, built-in cabinetry, hardwood floors, and extensive custom millwork throughout. The expansive primary suite serves as a private retreat complete with fireplace, dressing room, balcony access, and spa-like bath. Additional amenities include a study, family room, third floor entertainment room, and stunning in-law suite. Outdoor entertaining areas invite relaxation and renewal with extensive wood decking, an inground pool, and an impressive, covered bluestone porch, all overlooking the breathtaking fields. An opportunity to own a premier estate property with exceptional privacy and convenience that could never be reproduced!

306 Tryon St, Glastonbury

571 Woodland St, Glastonbury
$1,399,999
5 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24204242 MLS
Perched high above the South Glastonbury countryside, this extraordinary two-residence property offers a rare opportunity to combine luxury living with income potential. Sweeping orchard views, breathtaking sunsets and distant Hartford skyline views create an unforgettable setting with exceptional appeal for multigenerational living, luxury rentals or potential short-term rental use, subject to applicable approvals. Two parcels. Two residences. Multiple possibilities. The property includes 571 Woodland St, with the residences on approximately 1 acre, plus 541 Woodland St, an additional approximately 1-acre parcel. The main residence offers 4 bedrooms, 2 full baths, soaring ceilings, walls of glass, private balconies, sauna and attached 3-car garage. The private guest residence features 1 bedroom plus loft, 2 full baths, kitchen, living and dining areas, fireplace, laundry and private balcony. Ideal for an owner-occupant seeking supplemental income or an investor exploring luxury rental opportunities. A distinctive lifestyle property where privacy, flexibility and investment potential converge.

571 Woodland St, Glastonbury

571 Woodland St, Glastonbury
$1,399,999
5 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24184457 MLS
Perched high above the South Glastonbury countryside, this extraordinary retreat offers breathtaking sunsets, sweeping views across rolling orchards to the Hartford skyline, and a sense of peace that is truly unforgettable. Two parcels, two residences, one extraordinary lifestyle. This is a home that simply cannot be fully captured in words or photographs-it must be experienced in person. From the breathtaking views and unforgettable sunsets to the thoughtful spaces, unique amenities, and peaceful surroundings, every corner reveals something special. It's more than a home; it's a lifestyle waiting to be felt. Cherished by one family and offered for the very first time, the property includes 2 parcels: 571 Woodland St, featuring the residence on approximately 1 acre, and 541 Woodland St, an additional approximately 1-acre lot. Walls of glass, soaring ceilings & private balconies bring the spectacular setting indoors. The main residence offers 4 bedrooms, 2 full baths, an open floor plan, private sauna & attached 3-car garage. The attached guest residence has its own living area, kitchen, dining space, laundry, fireplace, loft, 1 bedroom, 2 full baths & private balcony-ideal for multigenerational living, guests or a private retreat, with potential for yearly or short-term rental income, subject to applicable approvals, to help offset homeownership expenses.

571 Woodland St, Glastonbury

241 Old Farms Rd, Glastonbury
$1,200,000
5 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 24216897 MLS
Experience timeless elegance and exceptional craftsmanship in this stunning, close to newly built, 5-bedroom, 4.5-bath home, blending luxurious finishes with modern functionality. A dramatic two-story foyer welcomes you to beautifully appointed interiors featuring coffered ceilings, a graceful barrel archway, oak floors, and exquisite custom millwork. Designed for everyday living and entertaining, the showstopping designer kitchen boasts premium appliances, elegant countertops, and an oversized eat-in dining area overlooking the living room, creating a seamless, open-concept gathering place. An entertainer's delight perfect for gatherings or a relaxed evening at home. A stylish mudroom with custom built-in bench seating adds convenience and organization, while a first-floor bedroom with a full bath offers flexibility for guests, multigenerational living, or even a home office. Upstairs, the luxurious primary suite provides a private retreat, complete with an impressive, oversized walk-in closet that offers the space and storage anyone would dream of. The walk-out basement presents endless possibilities for additional living space, a home gym, recreation area, or a potential media room. An in-ground sprinkler system adds convenience to outdoor maintenance. Combining classic sophistication with modern colonial design, this exceptional home offers upscale finishes, thoughtful details, and inviting spaces designed for comfortable living and effortless entertaining.

241 Old Farms Rd, Glastonbury

390 Three Mile Rd, Glastonbury
$899,000
3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24196261 MLS
This extraordinary custom residence seamlessly blends timeless elegance with relaxed sophistication. Originally a log cabin and thoughtfully reimagined into a luxurious estate, the home showcases exceptional craftsmanship, distinctive architectural details, and premium finishes throughout. A stunning wraparound porch with rich mahogany flooring and beadboard ceilings creates an inviting first impression, while the oversized carriage-style two-car garage provides generous space for vehicles and additional storage. Step inside to a dramatic two-story foyer featuring soaring ceilings, travertine flooring, and an elegant marble medallion inlay. Every room reflects meticulous attention to detail, from shadowbox accents, bullnose archways, and custom niches to hand-painted walls and a beautifully frescoed foyer ceiling. The great room is anchored by a floor-to-ceiling stone fireplace, custom handcrafted built-in entertainment center, and striking cherry inlay hardwood flooring that adds warmth and character. French doors on either side of the fireplace fill the space with natural light and provide seamless access to the outdoor entertaining areas. Andersen windows and designer lighting enhance the home's bright, welcoming atmosphere. Designed for both everyday living and entertaining, the chef's kitchen features terra-cotta tile flooring , an oversized center island, handcrafted cabinetry, extra-thick granite countertops, tumbled marble backsplash.

390 Three Mile Rd, Glastonbury

43 Naubuc Ave, Glastonbury
$795,000
ACTIVE Status ⋅ 24159451 MLS
ICONIC GRANGE HALL - RENOVATED COMMERCIAL VENUE IN PRIME GLASTONBURY LOCATION! Beautifully revitalized & highly versatile building that seamlessly blends historic charm w/modern upgrades. A well-known local landmark, the property has undergone extensive interior renovations, elevating both its aesthetic appeal & functionality. Currently operating as the Glastonbury Theater, a vibrant mixed use entertainment & event destination. Wonderfully appointed w/welcome entry, wet bar, large auditorium w/14' coffered ceilings, & elevated stage enhanced w/a newly installed professional sound system. The fully finished lower level is equipped w/a catering kitchen, including warming drawers, refrigerator, wash sinks, & prep area, 2 bathrooms, a green room/dressing room, & another spacious meeting/event room. Other notable features include new central A/C system w/supplemental mini split-unit, upgraded 200amp electrical, new comprehensive security system, new town-integrated fire system, new concrete front walkway, & 23 on-site parking spaces. Perfectly positioned in a convenient & accessible area, the property benefits from proximity to local shops, dining, & major roadways, making it an attractive destination for patrons from Glastonbury & surrounding towns. Whether continuing its legacy as an entertainment venue or reimagining the space for a new purpose, the Glastonbury Theater presents a unique opportunity to own a distinctive property w/character, visibility, & community significance.

43 Naubuc Ave, Glastonbury

650 Manchester Rd, Glastonbury
$699,900
3 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24212031 MLS
Tucked away in a picturesque setting aside Eastbury Pond, this thoughtfully renovated Cape Cod is a warm and inviting retreat. Step inside and you'll find much more than you'd expect, with a flexible layout that adapts to the way you live. With 3 bedrooms + additional office/bedroom and 3.5 bathrooms, this home has plenty of space to spread and grow. Upon entering, you are greeted by a bright living room anchored by a wood-burning fireplace and rustic stone surround. The home flows seamlessly into the remodeled kitchen with granite countertops/backsplash, stainless steel appliances and breakfast bar. The formal dining and family rooms extend your living spaces and offer flexibility. The main level is surrounded by a wraparound porch to enjoy the extensive light and peaceful wooded views. The home includes a first-floor bedroom and full bath along with two upstairs en-suite bedrooms and a home office/additional bedroom. The freshly refinished walk-out lower level adds room for work and play with an updated half bath and laundry room. Additional updates include new windows and new flooring throughout and a 2 year old HVAC system. Shopping, dining and schools are all just minutes away, but this home feels like a quiet escape. Come see this one-of-a-kind home today!

650 Manchester Rd, Glastonbury

62 Buttonball Ln, Glastonbury
$689,900
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24210297 MLS
This charming Colonial home is situated on the sought-after Buttonball Lane, conveniently near Buttonball School and Glastonbury High School, as well as the picturesque Hubbard Green. The property features an eat-in kitchen that seamlessly connects to a formal dining room, enhancing its appeal. The brick front adds to its curb appeal, while the spacious front-to-back living room is perfect for entertaining guests. A standout feature is the fabulous office, custom cabinets, and wood trim, making it truly unique. This office also has a side entrance and sliding doors leading to a stone patio, which stretches across the rear of the house and includes a raised section ideal for hosting gatherings. The large, open, and sunny yard enhances the property's outdoor space. Inside, there are three bedrooms and one and a half baths. Recent updates include a new roof and a 200 amp electric panel, ensuring modern convenience and reliability.

62 Buttonball Ln, Glastonbury

375 Olde Stage Rd, Glastonbury
$650,000
4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24200116 MLS
Welcome home to this classic 4-bedroom, 2.5-bath Colonial in one of Glastonbury's most sought-after neighborhoods! Located just minutes from Buttonball Lane Elementary School, this 1,920 sq. ft. home features a traditional layout perfect for everyday living and entertaining. The main level boasts a spacious living room, a family room with a cozy fireplace, a formal dining room, a functional kitchen, and a convenient main-level laundry area. Upstairs, you will find four bright bedrooms, including a generous primary suite with walk-in closet. The property features public water, public sewer, natural gas heating, and underground utilities. Relax on the rear deck overlooking the tranquil backyard. Complete with a 2-car attached garage and a paved driveway, this home offers incredible potential to build lifelong memories in a top-tier school district. Schedule your showing today!

375 Olde Stage Rd, Glastonbury

539 Hopewell Rd, Glastonbury
$650,000
4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24178336 MLS
Rare find!!! Authentic New England charm is preserved within this thoughtfully expanded 3,346 sq-ft (2,866 above grade) colonial-style home featuring additions and upgrades that provide modern conveniences and open spaces for today's lifestyle. Public utilities and solar too! The modern jewel, a stunning 2013 addition, adds a spectacular main-level primary suite with soaring ceilings, gleaming hardwood floors, abundant natural light, spacious walk-in closet, and a spa-inspired en-suite bath (clawfoot soaking tub and a walk-in steam shower). On the lower level of this addition you'll find two rooms, one with an impressive fireplace, separated by French doors for extra privacy. A large picture window overlooks the enchanting level back yard complete with babbling brook and hand crafted stone walls. Also on the main level is the beautifully updated kitchen, featuring granite countertops, large center island, soaring ceilings, ample dining space, and direct access to the rear patio for everyday enjoyment and easy outdoor entertaining. Adjacent is the formal dining room that showcases the second of this home's three fireplaces and serves as a beautiful reminder of the property's historic roots. Continuing on, you'll find wide plank original wooden floors, another fireplace, and the original wooden front door. A 1st floor office nook, an inviting four-season sunroom with walls of windows, plus a full bath with laundry round out this main level

539 Hopewell Rd, Glastonbury

5 Hollister Way N, Glastonbury
$649,900
4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24187386 MLS
The Hollister House awaits it next chapter! Step into modern, turnkey living in this 2300sf, fully renovated 4 bedroom/3 full bath single-family condo in the highly desirable Meadow Hill 55+ community. Every detail of this home has been updated, making it truly move-in ready...perfect for those seeking style, comfort, and low-maintenance living. The first floor features a primary bedroom and full bath, which can be used as a flexible home office or den. The primary bedroom's full bath includes a tile surround walk-in shower, his and her sinks, storage cabinets and beautiful tile flooring. The living area features an antique fireplace, reminiscent of classic homes where cooking once took place - purely decorative, adding character and historic charm. The kitchen boasts all brand-new stainless-steel appliances, including a five-burner gas stove, microwave, and granite countertops with a chic leathered finish, subway tile backsplash, custom cabinets with under-cabinet lighting, all complemented by hardwood floors. Modern contemporary lighting with step-dimming capability, can be found throughout the main and upper levels. The dining room, adjacent to the kitchen area, offers lots of natural light accentuated by high ceilings with lighted storage areas, and a dedicated laundry closet with a hookup to accommodate a stackable washer/gas dryer. The second full bath, on the main level, showcases Hollister's original exposed brick, thoughtfully preserved and reinforced to maintain

5 Hollister Way N, Glastonbury

5 Hollister Way N, Glastonbury
$649,900
4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24187380 MLS ⋅ Meadow Hill BLDG.
The Hollister House awaits it next chapter! Step into modern, turnkey living in this 2300sf, fully renovated 4 bedroom/3 full bath single-family condo in the highly desirable Meadow Hill 55+ community. Every detail of this home has been updated, making it truly move-in ready...perfect for those seeking style, comfort, and low-maintenance living. The first floor features a primary bedroom and full bath, which can be used as a flexible home office or den. The primary bedroom's full bath includes a tile surround walk-in shower, his and her sinks, storage cabinets and beautiful tile flooring. The living area features an antique fireplace, reminiscent of classic homes where cooking once took place - purely decorative, adding character and historic charm. The kitchen boasts all brand-new stainless-steel appliances, including a five-burner gas stove, microwave, and granite countertops with a chic leathered finish, subway tile backsplash, custom cabinets with under-cabinet lighting, all complemented by hardwood floors. Modern contemporary lighting with step-dimming capability, can be found throughout the main and upper levels. The dining room, adjacent to the kitchen area, offers lots of natural light accentuated by high ceilings with lighted storage areas, and a dedicated laundry closet with a hookup to accommodate a stackable washer/gas dryer. The second full bath, on the main level, showcases Hollister's original exposed brick, thoughtfully preserved and reinforced to maintain

5 Hollister Way N, Glastonbury

268 Woodland St, Glastonbury
$649,500
4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24205262 MLS
Welcome to 268 Woodland Street - Nestled in the scenic rolling hills of South Glastonbury, this expansive 4 BEDROOM CAPE sits privately on OVER AN ACRE, offering 2,400+ sq ft of living space & a 3 CAR GARAGE. Set back from the road, the home welcomes you with a charming FRONT PORCH. The light, bright and EXPANSIVE eat-in kitchen features a center island, stainless steel appliances, plenty of cabinet space & a beautiful bay window. The family room offers recessed lighting & an atrium door leading to your SECOND porch overlooking the private backyard. A good-sized living room with a fireplace insert adds to the home's inviting feel. Two bedrooms on the main floor share a full bath with a double vanity. Upstairs, you will find two more HUGE bedrooms, each with its own bathroom. The primary bedroom features an updated bathroom and a separate room perfect for a home office, reading nook or nursery. Enjoy year-round comfort with SEVEN (7) SPLIT UNITS throughout the home. Unfinished lower level offers great storage and a workshop area. Your private deck overlooks a PEACEFUL BACKYARD SETTING. Experience everything South Glastonbury is known for: farm stands, wineries, breweries, local eateries and hiking trails all nearby. Just 10 minutes to Glastonbury Center, 20 minutes to Downtown Hartford and 30 minutes to BDL Airport. A RARE OPPORTUNITY in a truly special setting...come take a look & fall in love!

268 Woodland St, Glastonbury

25 Hampshire Dr, Glastonbury
$619,900
5 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24203680 MLS
LOCATION ALERT!!! Incredible offering with 5 bedrooms, 3.1 baths and a deceptively spacious interior that delivers far more room than you might expect! Ideally located on a quiet neighborhood street with easy access to in-town shopping, restaurants, schools, commuter routes and downtown Hartford. SOLAR panels are not leased-see agent to agent remarks. Inside, the flexible floor plan includes two main-level bedrooms, perfect for guests, multigenerational living or a home office, while still offering spacious living areas throughout. Stunning family room with stone fireplace, vaulted ceilings and access to back patio. An updated kitchen features a smart refrigerator and dishwasher, touchless sensor faucet and propane cooking, complemented by WiFi-monitored oil and propane tank gauges for added convenience. Outside, a huge paver patio creates an expansive space for entertaining, dining and relaxing, overlooking a private backyard framed by mature trees. With 5 bedrooms, generous room sizes, modern updates, smart-home features and a surprisingly spacious layout, this home combines the space buyers want with a location that keeps everyday conveniences close by. Home warranty: upto Oct 2027 - transferable to new owner

25 Hampshire Dr, Glastonbury

49-51 Clinton St, Glastonbury
$599,900
6 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24217919 MLS
highest and best by tuesday at 5pm on the 10 thGreat opportunity to own a multifamily property in Glastonbury! This property features a stone-accented exterior, a spacious paved driveway, and a private rear deck surrounded by mature trees. The interior offers an open kitchen/living area, and half bath on main level creating a functional layout with plenty of natural light. 3 beds are located on the second floor with a full bath. The basement provides additional storage space and a dedicated laundry area. Conveniently located near local amenities, shopping, dining, and major commuter routes. Whether you're looking for an investment opportunity or a property with potential, this home is worth exploring. Schedule your showing today!

49-51 Clinton St, Glastonbury

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