Glastonbury Real Estate | Glastonbury Homes and Condos for Sale

3 Beds ⋅ 3 Baths ⋅ 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

$285,000

2 Beds ⋅ 2 Baths ⋅ 24195567 MLS ⋅ Milestone Commons Vi BLDG.

Welcome to 4 Mulberry Lane, Unit 4, in the desirable Milestone condominium community of Glastonbury! This well-maintained townhouse offers 2 bedrooms, 1.5 bathrooms, and approximately 1,080 square feet of comfortable living space with an inviting, functional layout. The main level features a bright, open-concept living and dining area with durable flooring, creating the perfect space for everyday living or entertaining. The kitchen offers ample cabinetry, a breakfast bar, and all major appliances, making meal preparation both convenient and enjoyable. A half bath completes the main living level. Upstairs, you'll find two generously sized bedrooms, including a spacious primary bedroom with two closets, along with a full bathroom. The partially finished lower level provides additional flexible space ideal for a family room, home office, fitness area, or recreation room, as well as a dedicated laundry area and plenty of storage. Enjoy the privacy of a fenced backyard-perfect for relaxing, gardening, or outdoor dining. Additional features include natural gas heat, central air conditioning, assigned parking, public utilities, and low-maintenance living with the association covering grounds maintenance, snow removal, trash pickup, water, and professional property management. Conveniently located just minutes from Glastonbury's vibrant town center, shopping, restaurants, parks, and major commuter routes, this home offers an excellent opportunity for first-time buyers, do

4 Mulberry Ln Unit 4, 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

$599,900

4 Beds ⋅ 3 Baths ⋅ 24190052 MLS

Welcome home to this spacious 4 bedroom colonial offering comfort and functionality. Enjoy the convenience of public utilities, natural gas heat, newer water heater, central air, ceiling fans throughout, a whole-house attic fan, and three mini-split systems that provide efficient, zoned heating and cooling. The kitchen offers stainless appliances, granite countertops, a tile backsplash, and a walk-in pantry. The formal dining room opens to the expansive living room and features hardwood flooring creating an inviting atmosphere for entertaining guests. Relax in the separate family room, complete with custom built-in cabinetry, a cozy gas fireplace, and a ceiling fan. From here, step outside to the deck with built-in bench seating-perfect for enjoying your private backyard. The first floor also offers a half bath with laundry area. Upstairs, you'll find four generously sized bedrooms with newer flooring throughout. The spacious primary suite includes dual closets and a private full bath. One of the additional bedrooms features a bonus room that offers endless possibilities as a home office, playroom or fitness room. The finished lower level provides additional living space along with a separate workshop and ample shelving for storage. Situated on a private and level .41-acre lot, this home offers plenty of backyard space with a peaceful setting. This home is ready for its next owners to move in and enjoy.

285 Long Hill Dr, Glastonbury

$269,900

2 Beds ⋅ 2 Baths ⋅ 24187441 MLS ⋅ Milestone Commons Vii BLDG.

Move-in ready and extensively updated, this beautifully refreshed condo offers a clean, modern feel throughout. Freshly painted with all-new flooring, the home features new recessed lighting in the living room, kitchen, hallways, basement, and both bedrooms, creating a bright and inviting atmosphere. The open-concept main level seamlessly connects the kitchen, dining, and living areas, making it ideal for everyday living and entertaining. The kitchen features stainless steel appliances, while a new storm door adds curb appeal and energy efficiency. Major updates include a newer furnace, central air condenser, water heater, and a roof approximately seven years old. The upper level offers a full bath, the main level includes a convenient half bath, and finished lower level provides additional living space.

36 Meadowrue Dr Unit 36, Glastonbury

$259,900

2 Beds ⋅ 2 Baths ⋅ 24187387 MLS ⋅ Meadow Hill BLDG.

Your Perfect Home Base for the Best of Both Seasons is here at Meadow Hill! Whether you're ready to simplify, embrace the snowbird lifestyle, or enjoy a fresh start after downsizing, this beautifully maintained two-bedroom condo in the desirable 55+ Meadow Hill community offers the ideal place to call home. Spend your summers surrounded by everything you love-relax by the heated in-ground pool, enjoy a friendly game of tennis or pickle ball on the courts, stroll the scenic walking trails along the Connecticut River or host your family with the comfort of an expansive community room and a second bedroom for your overnight guests. Best of all, exterior maintenance is taken care of, so your time is truly your own. Lock the door and head south for the winter with peace of mind, knowing you'll return to a welcoming community where every day feels like a getaway. Whether you're beginning a new chapter, looking to downsize without compromise, or searching for the perfect seasonal home, this is carefree living at its finest. Updates include: hot water heater (2025), furnace (2023), microwave (2026), toilets (2024), kitchen with granite counters. A private patio, surrounded by nature, provides the perfect spot for morning coffee or relaxing at the end of the day. The attractive price reflects a few minor needed cosmetic updates, giving buyers the opportunity to build equity while creating a space that reflects their own style.

74 Hollister Way S Unit 74, Glastonbury

$649,900

4 Beds ⋅ 3 Baths ⋅ 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

$649,900

4 Beds ⋅ 3 Baths ⋅ 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

$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

$650,000

4 Beds ⋅ 3 Baths ⋅ 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

$460,000

3 Beds ⋅ 2 Baths ⋅ 24157751 MLS

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.

309 Matson Hill Rd, 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

$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

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