Above $1 Million Glastonbury CT Real Estate, Homes, Condos for Sale

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

$1,399,900

5 Beds ⋅ 5 Baths ⋅ 24214969 MLS

Captivating & extensively remodeled, this nearly 5,600sf custom home is set within the distinctive South Pond neighborhood in South Glastonbury amongst estate homes & commands attention. A circular drive, double-door entry flanked by 10'+ windows & 3-car garage, over $650k in improvements have created a refined, flex floor plan w/hardwood flooring throughout most of both living levels, 4 fireplaces, 2 staircases & exceptional spaces for everyday living, entertaining & multigenerational needs. Dramatic 2-story foyer sets the tone. Large living room with gas FP, private office w/glass pocket doors & built-ins, detailed dining room & renovated kitchen w/ Sub-Zero & Wolf appliances, double ovens, 83"x51" quartz island, oversized sink, coffee & beverage bar, & a soaring 2-story casual dining area. Luxurious 1st-floor bedroom suite with fireplace & full bath can function as a family room, guest retreat or 1st-floor primary. Upstairs, the primary suite features a fireplace sitting area, custom-fitted walk-in closet & spa bath w/oversized shower, air-jetted therapeutic spa & fireplace, complemented by a spacious 2nd primary BR w/en-suite, 2 additional bedrooms & w/an additional BR/gym/bonus-room. Sweeping backyard feels like a private resort with an expansive paver patio, covered pavilion, outdoor kitchenette, natural gas fire pit & mature tree buffer for privacy. Public sewer, potential pool space subject to approvals, unfinished basement for future expansion & storage.

4 Drumlin Rd, Glastonbury

$2,500,000

4 Beds ⋅ 4 Baths ⋅ 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

$1,399,999

5 Beds ⋅ 4 Baths ⋅ 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

$1,200,000

5 Beds ⋅ 4 Baths ⋅ 24206467 MLS

This extraordinary custom-built residence in the sought-after Balmoral neighborhood is that rare find you have been waiting for! Designed & updated with exceptional attention to detail. The home showcases exquisite millwork, impressive architectural elements, 3 fireplaces, wide plank flooring and sun-filled living spaces. The fully remodeled gourmet kitchen features custom white cabinetry, a Viking six-burner range, Sub-Zero refrigerator, beverage refrigerator, warming drawer, expansive island & coffered ceiling. Adjacent to the kitchen is a generous casual dining area complimented by a formal dining room for larger gatherings. The kitchen opens naturally into the family room with built ins and fireplace, screen porch, & study. The study features built-ins & pocket doors & transitions perfectly into an elegant living room with gas fireplace. The luxurious primary suite offers a Rumford fireplace, walk-in closet, and spacious bath, while four additional bedrooms provide comfortable accommodations, including a private third-floor bedroom. A recreation room with wet bar offers flexible space for a gym, office, media room, or playroom. Outside, an award-winning heated 16' x 40' fiberglass pool with waterfall spa creates a true backyard retreat. It is surrounded by beautiful landscaping and generous patio space for entertaining. A true wow factor! EV charger, generator ready, and irrigation system. Extensive updates throughout! **BEST & FINAL Tuesday 9/21 6pm**

54 Partridge Lndg, Glastonbury

$1,100,000

4 Beds ⋅ 3 Baths ⋅ 24207458 MLS

Unbelievable opportunity--first time offered in many decades! With 10 rolling acres, views of Hartford, 2 houses and 2 large commercial barns, this property (the original Berruti family farm) is waiting for your dreams! Imagine what you could do... Build your dream home? Develop a family compound? Own your own vineyard or orchard? Build an investment portfolio? Let your imagination run wild (subject to the town building and zoning regulations.

136 Chestnut Hill Rd, Glastonbury

$1,100,000

5 Beds ⋅ 3 Baths ⋅ 24205617 MLS

Unbelievable opportunity--first time offered in many decades! With 10 rolling acres, views of Hartford, 2 houses and 2 large commercial barns, this property (the original Berruti family farm) is waiting for your dreams! Imagine what you could do... Build your dream home? Develop a family compound? Own your own vineyard or orchard? Build an investment portfolio? Let your imagination run wild (subject to the town building and zoning regulations.

136 Chestnut Hill Rd, Glastonbury

$1,200,000

4 Beds ⋅ 3 Baths ⋅ 24193125 MLS

Discover a rare South Glastonbury opportunity where classic New England character, thoughtful updates, and exceptional versatility come together. This beautifully updated Colonial is more than an equestrian property. Inside, 5 fireplaces add warmth and character, while the remodeled kitchen and tunnel skylight bring natural light into the heart of the home. A finished basement provides additional living space and storage, while the 3-car garage with loft offers added flexibility. Enjoy a welcoming enclosed/screened porch, patio, gazebo, and shed. Major improvements include 50-year composite siding, 50-year asphalt shingles, repointed chimneys with new caps, a new well pump and water tank, and a whole-house generator. For the equestrian enthusiast, the property offers an 8-stall stable with hayloft, private well, heated tack room, riding arena, level turnout paddocks, and pasture opportunities. The new 30' x 56' heated RV/vehicle garage, with an approximately 14' overhead door, 10' overhang, and 50-amp RV service, is ideal for car collectors, boat and RV enthusiasts, contractors, hobbyists, or anyone seeking substantial storage and workspace. Enjoy the privacy and character of South Glastonbury while remaining conveniently located near golf, shopping, parks, medical facilities, tennis, public pool, recreational amenities, public transportation, restaurants, and more. This truly unique property offers character, condition, lifestyle, and extraordinary flexibility.

84 Foote Rd, Glastonbury

$1,200,000

24197792 MLS

194 & 206 House street features a 3,800 sq ft cinderblock building on a 3.5 acre site that is in close proximity to RT2 exits and is served by city water/sewer. For 50 years the location has operated as a daycare facility. Current zoning allows for for a Daycare, Church, and School. Location is also ideal for an 830g housing, several multi family homes and other uses. Parcel abuts an apartment building, several multi family homes, and an affordable housing development. Located close to the center of town.

206 House St, Glastonbury

$1,450,000

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

$1,399,999

5 Beds ⋅ 4 Baths ⋅ 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

$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

$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

$1,750,000

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. Premier Lot-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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