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60 Buck Rd, Hebron
$1,175,000
3 Beds ⋅ 4 Baths ⋅ 24178757 MLS
Nestled on 17 breathtaking acres of pristine Connecticut countryside, 60 Buck Road in Hebron is a truly extraordinary private estate where luxury living and outdoor adventure converge. Hidden at the end of a winding quarter-mile driveway, this secluded retreat offers an unparalleled sense of privacy while delivering an exceptional collection of amenities rarely found in a single property. Upon arrival, you'll discover a remarkable compound featuring a heated attached garage, an impressive insulated 8-bay detached garage, a charming guest cabin, extensive private trail systems, and a custom-built ranch residence thoughtfully designed to blend seamlessly with its natural surroundings. Inside, the home's expansive open-concept design showcases exceptional craftsmanship and timeless architectural detail. Rich hardwood flooring, milled from red, white, and black oak harvested directly from the property, creates a distinctive connection to the land itself. The dramatic great room serves as the heart of the home, anchored by a floor-to-ceiling stone fireplace that provides both warmth and visual grandeur. The gourmet kitchen was designed with both entertaining and everyday living in mind, featuring premium GE Monogram appliances, custom cabinetry, abundant workspace, and a substantial center island that comfortably accommodates family and guests alike.

60 Buck Rd, Hebron

255 Millstream Rd, Hebron
$1,000,000
3 Beds ⋅ 3 Baths ⋅ 24124368 MLS
The Seller is calling for highest and best by Saturday Sept 13 at 3:00... This is not just a one-of-a-kind spectacular home on the gorgeous piece of land, it is a lifestyle! Living here will feel like you are living in a vacation resort every day! Over 13 acres including a bass pond that can be viewed from almost every room in the house. Very spacious and open floor plan with dramatic soaring ceilings and two-story windows to capture every sunset over your own private pond. Luxurious open kitchen with Huge Island making it perfect for entertaining. Generously sized dining room with slider 2 luxurious feeling screened porch. Great room with soaring cathedral ceiling and two stories of windows to capture this wonderful view. 1st floor master suite with large private bath and a 7 by 19 walk in closet complete with laundry. 2nd floor has two spacious bedrooms and a full bath. Lower level has garage door for access and beautiful opportunity for the car enthusiast to store several cars or any other use you can think of. Words cannot describe this gorgeous setting. Professional photos should be updated by Tuesday. This is a "NET ZERO" home. Solar panels are owned. There is an easement on the property to the land behind this parcel. It is the sellers' understanding that the parcel cannot be built on and that the easement has not been used since he purchased the property.

255 Millstream Rd, Hebron

25 Smith Farm Rd, Hebron
$900,000
4 Beds ⋅ 4 Baths ⋅ 24126743 MLS
Prominently set on 2.6 acres of manicured grounds, this highly appointed Colonial exudes elegance, while offering a layout designed for everyday living. From the moment you arrive, the setting impresses-lush greenery, striking curb appeal, and an outdoor oasis designed for both relaxation and entertaining. The resort-style outdoor living is nothing short of spectacular..in-ground pool framed by two expansive patios, beautifully crafted cabana with detailed trim, and pergola-topped deck make every day feel like you are vacationing at a luxury resort. Custom designed with no details spared; the home is a showcase of unparalleled craftsmanship featuring multi-tiered crown moldings, shadow-boxing, tray ceilings, transom windows, and gleaming hardwood floors throughout. At the heart of the home, is the chef's kitchen featuring custom cabinetry, intricate millwork, professional-grade appliances, large center island, pantry. The floorplan was designed to naturally and seamlessly blend together between the kitchen, living room, dining room, family room, and extend outdoors to the resort-style pool area. The upper level offers four large bedrooms, highlighted by the luxurious primary suite. French doors lead to a spa-inspired bath with dual sinks, jetted tub, tiled shower, and spectacular walk-in closet with custom built-ins. The spacious great room with built-ins and a full bath, is the perfect game room, office, or guest suite.

25 Smith Farm Rd, Hebron

66 Country Ln, Hebron
$860,000
4 Beds ⋅ 4 Baths ⋅ 24185304 MLS
Located in Chestnut Hollow subdivision. Home is 3,056 sq.ft plus addition 780 sq.ft finished lower level that is fully heated and air-conditioned. This finished level functions as additional living space, including a kitchen and living area with full bath which leads to the pool area . This private estate is nestled on 8 acres of woods and overlooks a beautiful pond. This immaculate 4 bedroom, 3 1/2 bath architecturally designed contemporary colonial home also features a cascading waterfall pool and hot tub. You'll enjoy picturesque setting for relaxing and entertaining. Beautiful oak hardwood floors and natural flow throughout the homes open layout. Other special highlights include 2 fireplaces, recessed lighting, 2 story vaulted living room, Anderson double pane windows and High Efficiency foam sprayed insulation. Also, make memories in the generously-sized kitchen/family room. The gourmet kitchen will inspire your inner chef with granite counters, tiered island seating, plenty of cherry cabinets, walk-in pantry and stainless steel appliances. The first floor master suite with custom shower and Jacuzzi plus 2 huge walk in closets with sliding doors. Conveniently located from Hebron Center Some photos have been virtually rendered.

66 Country Ln, Hebron

52 Sentinal Woods, Hebron
$810,000
4 Beds ⋅ 4 Baths ⋅ 24136022 MLS
Welcome to 52 Sentinal Woods Drive - a beautifully crafted Builder's Home that perfectly balances quality construction, thoughtful updates, and a warm, welcoming design. Set in one of Hebron's most desirable neighborhoods, this home backs directly to the scenic Salmon River State Forest, offering peaceful privacy and access to miles of trails and walking paths right from your backyard. Inside, you'll find a beautiful open floor plan that's perfect for family time and entertaining, filled with natural light and comfortable flow. The kitchen is a chef's delight with two ovens, a convection microwave, and an induction cooktop - all complemented by quality finishes and a spacious dining area. Upstairs are two full bedroom suites, each with its own bath and the primary has a large walk-in closet. The two other bedrooms are also large and with ample closet space. Convenient upstairs laundry! The basement spans the full footprint of the home, offering many possibilities for an exercise area, workshop, recreation room, or storage. Outside, the expansive backyard is ideal for barbecues, games, and all kinds of outdoor fun. Carefully maintained, this home features 2x6 exterior walls for energy efficiency, a 4-year-old roof with new gutters and leaf shields, Andersen Renewal windows (2019), and regularly serviced mechanicals - including the furnace, A/C, and septic. With its blend of craftsmanship, comfort, and care, this home truly stands out as a rare find in the area!

52 Sentinal Woods, Hebron

31 Deer Meadow Ln, Hebron
$801,000
4 Beds ⋅ 5 Baths ⋅ 24112545 MLS
Set on one of the largest lots in Chestnut Hollow, this custom, stunning 4,700 sq. ft. home combines timeless craftsmanship with thoughtful updates & luxury finishes throughout.Step into a freshly painted interior, newly refinished hdwd flrs, soaring 9' & 12' ceilings, custom crown moldings throughout, & beautiful wainscoting in both the dining room & kitchen.A dramatic 2-story foyer with a split staircase sets the tone, flanked by a formal living room with a marble-hearth gas fireplace & a formal dining room with tray ceiling & bay window.The sunken Great Room features vaulted 12' ceilings, transom windows, a striking brick & bluestone fireplace, & sliders that lead to both the stamped concrete patio & the three-tier Trex deck-offering seamless indoor-outdoor living.The expansive gourmet kitchen is a chef's dream with granite countertops, 9' island, gas cooktop, double ovens, new refrigerator, beverage refrigerator, under+in-cabinet lighting,& ample cabinetry. Just off the kitchen, the tiled sunroom with 10' ceilings & walls of windows leads directly to the deck, ideal for entertaining or relaxing.Upstairs, the primary suite is a private retreat with tray ceiling, French doors, and a luxurious en suite bath featuring custom 6x6 Turkish marble, a large walk-in shower with seating & 7 shower head,heated floors, Jacuzzi tub,custom cabinetry, & granite countertops.

31 Deer Meadow Ln, Hebron

493 Hope Valley Rd, Hebron
$760,000
3 Beds ⋅ 3 Baths ⋅ 24182546 MLS
Nature Lovers Paradise! Beautifully maintained & updated Classic Colonial set on country quiet private 4+ acres w/644' of road frontage-abuts almost 490 acres of open space, conservation, & CT DEEP forestry lands! This light & bright 11 Room 3100+ SF home offers 4 levels of finished living areas w/an amazing array of outdoor living and entertaining features! True Country kitchen w/cherry cabinetworks, granite counters, daily dining area, island/breakfast bar, full complement of appliances, & access to an incredible 31.9'x 11.0 three season sunroom overlooking private rear yard w/20'x40' Heated Inground Pool! A formal dining room offering HW floors with second access to the sunroom! The formal living room offers masonry brick FP, HW flooring, & crown molding trim! A first floor study or home office offers a w/full wall of custom cabinetry. The first floor plan also has a 13.1' x 15.1' family room w/palladia window! The second floor offers a primary BR Suite w/gas "parlor" stove, adjoining dressing area w/organized closets, and tile surround shower stall w/glass door. 3rd floor walkup attic w/ 2 finished rooms offering you choices of use! Pool level walkout lower level features 2 finished rooms Plus storage area- An exercise room & charming rec room w/dry bar, media area, direct access to covered patio, outdoor dining area, gorgeous inground pool, & firepit! OHWBB Multi zone heat, split unit A/C, generator ready, storage shed, & more! Truly A Must See Home and Location!

493 Hope Valley Rd, Hebron

55 Brian Dr, Hebron
$750,000
4 Beds ⋅ 4 Baths ⋅ 24177722 MLS
Don't miss this great opportunity! An incredible value listed at just $675,000- 55 Brian Drive has modern updates and colonial charm. Built in 1985, and methodically maintained- this home has true saltbox colonial craftsmanship from the deep wood finish trim, to the timeless wide plank wood flooring, and clapboard siding. Located on 2.78 private acres in popular Gilead Heights, with a 3 car attached garage, 3 car detached barn, and utility shed- this home has space for any kind of enthusiast! Enter through the foyer to a guest half bathroom, and large Livingroom with tall ceilings, striking wood beams, and a propane fireplace making it perfect for get togethers. The kitchen is the heart of the home, as it's central to the dining room, and the great room. Updated in 2021, the kitchen features all stainless steel appliances, custom maple cabinets, floor to ceiling pantry, granite countertops, and a 3 seat center island with ample storage. The dining room has wall to wall custom cabinets with a granite serving counter. The great room over looks the backyard and features a propane fireplace and walkout to the deck. The main floor also features an Office/ possible 5th bedroom. The main house upper level has 3 bedrooms, and 2 full baths. The master suite offers a walk in closet, sitting area, and private master bath. The lower level is a finished walkout basement, with utilities room and storage. The attached 3 car garage is over 1,100 sq ft, heated, and has a

55 Brian Dr, Hebron

102 West St, Hebron
$719,000
3 Beds ⋅ 3 Baths ⋅ 24161732 MLS
Brand new construction colonial ready for immediate occupancy! Nestled in a serene rural setting, this stunning colonial home offers the perfect blend of modern convenience and tranquil surroundings. Walk to Blackledge Golf Course! Boasting a spacious open floor plan, this 3-4 bedroom, 2.5-bathroom home features a first-floor primary suite, making it ideal for those seeking single-level living with a touch of luxury. Upon entering, you're greeted by an expansive living area with high ceilings, 2 story windows and abundant natural light. Inviting flow that connects the kitchen, dining, and living spaces seamlessly. The kitchen is perfect for entertaining with granite counters, ample counter space, and a large island perfect for gatherings. Main floor half bath for guests and main flr laundry rm. The first-floor primary suite is a true retreat, w/hardwood floors, ceiling fan and walk in closet. The en-suite bathroom featuring a spa-like soaking tub, dual vanities, and walk-in tile shower. Upstairs, you'll find 2 spacious bedrooms w/ ample closet space. Another full bath w/dual sinks, granite vanity, bathtub and linen closet for storage. Additional 304 sq ft unfinished room could be a 4th bedroom. A convenient 1st floor laundry room with storage and half bath for guests. Economical propane heat, on demand propane HW and central air. Enjoy the outdoors from both the front porch and the back deck, The 1.16-acre level lot offers room for gardens and outdoor activities!

102 West St, Hebron

171 Porter Rd, Hebron
$710,000
4 Beds ⋅ 3 Baths ⋅ 24166850 MLS
Discover elevated country luxury in this exquisitely renovated 4-bedroom, 2.5-bath contemporary estate nestled privately among the picturesque farms and rolling landscapes of Hebron. Designed with a sophisticated modern farmhouse aesthetic, this exceptional residence showcases soaring vaulted ceilings, striking architectural detail, and expansive sun-drenched living spaces curated for refined living. The showstopping main-level primary suite offers the ultimate private retreat, complete with a spa-inspired en suite featuring a soaking tub, dedicated sauna room, and elevated designer finishes. Every detail has been thoughtfully upgraded, including refreshed roof shingles, custom-crafted wood kitchen cabinetry, bespoke bath vanities, quartz countertops throughout, replaced hardwood flooring, premium paint, and updated plumbing and electrical fixtures. Enhancing both sustainability and long-term efficiency, the home also features a seller-owned off-grid style solar energy system. Set within one of Connecticut's most coveted rural communities-celebrated for preserved farmland, New England charm, premier outdoor recreation, and effortless access to Hartford and surrounding destinations-this is a rare opportunity to own a turnkey luxury retreat where timeless elegance meets modern comfort.

171 Porter Rd, Hebron

233 Church St, Hebron
$710,000
5 Beds ⋅ 3 Baths ⋅ 24113259 MLS
Welcome home as you drive down your newly paved 350 ft. driveway to this custom-built 3269 sq ft country cottage on 5.86 acres. A wrap-around covered front porch greets you upon entry. The first floor features a large living room, dining room, and remodeled country kitchen with fireplace and Jodel wood stove. French doors open to a 60' x 20' deck. Down the hall: a half bath, separate laundry room leading to a spacious 2-car garage, and a large primary bedroom with walk-in closet and remodeled 5-piece bath including garden tub and walk-in shower. Upstairs: 4 bedrooms (2 with walk-in closets), a large flex room, and remodeled 3-piece bath. The large 1500 sq ft finished basement offers versatile space for entertainment, office, gym, or more. Stay comfortable year-round with a new propane wall-mounted furnace, on-demand water heater, and 16 SEER air conditioner. Outdoors, a new patio extends living space into a park-like private backyard with ample room for horses, goats, and chickens. Conveniently located within a mile of Hebron town center, churches, elementary school, dog park, walking trails, pickleball courts, and ice cream shop-all accessible via sidewalks.

233 Church St, Hebron

37 Hawks Lndg, Hebron
$702,000
4 Beds ⋅ 4 Baths ⋅ 24183043 MLS
HIGHEST & BEST OFFERS DUE TUESDAY, 7/14 AT 2PM. Set on a stunning, flat, private lot in a desirable cul-de-sac neighborhood, this grand 4-bedroom, 3.1-bath Colonial offers 3,000 sq. ft. plus 630 sq. ft. in the finished walk-out lower level. Stone walls frame the rear perimeter, while professional landscaping, an extended Trex deck, paver patio, and firepit create an exceptional setting for relaxing and entertaining. A front walkway with stone veneer steps welcomes you inside to formal living and dining spaces, wide-plank wood floors, and a spacious kitchen opening to the eating area and family room with fireplace. A newer mudroom with radiant heat flooring features built-in benches, storage and convenient half bath. Upstairs, the large primary suite with 2 walk-in closets and en suite bath with double vanity, jet tub, and shower. Three oversized bedrooms share a dedicated full bath, and second-level laundry adds convenience. A walk-up attic with endless finishing potential and tons of storage. The finished walk-out lower level includes a full bath, bar, custom built-ins, granite counters, and beverage fridge - ideal for entertaining, guests, recreation, or extended living.

37 Hawks Lndg, Hebron

506 Hope Valley Rd, Hebron
$682,000
3 Beds ⋅ 4 Baths ⋅ 24147620 MLS
Custom built split style contemporary ranch, privately nestled on over 5 acres and set well back from the road, offering exceptional privacy and a true sense of retreat. This move-in-ready home features an open, thoughtfully designed floor plan anchored by a dramatic great room with hardwood floors and a gas fireplace. The eat-in kitchen is beautifully appointed with granite countertops and flows effortlessly into the cathedral ceiling dining room, ideal for both elegant entertaining and everyday living. The primary bedroom suite is privately located on its own wing, offering a full bath and walk-in closet, while two additional bedrooms and a full bath are situated on the opposite side of the home, providing an ideal layout for privacy and separation of space. A spacious home office with rich cherry inlay flooring adds warmth and versatility. Lovingly maintained by the original owner, the home reflects pride in ownership throughout. Recent improvements include a new roof (2024) and a new oversized deck (2024) overlooking tranquil wooded views, abundant wildlife, and peaceful natural surroundings. A rare blend of craftsmanship, privacy, and refined comfort! This home delivers luxury living with a relaxed countryside feel. Broker/Owner Related

506 Hope Valley Rd, Hebron

559 East St, Hebron
$676,000
3 Beds ⋅ 2 Baths ⋅ 24193385 MLS
A rare opportunity to own 84 acres of privacy, natural beauty, and endless possibilities in Hebron! This unique property offers an incredible setting complete with a charming Christmas tree farm, private pond, barn, shed, and woodshed. With expansive acreage to explore, there is plenty of room for riding quads, outdoor recreation, hobbies, or simply enjoying the peace and privacy of your own surroundings. The 3-bedroom, 2-full-bath home features an updated kitchen with granite countertops and a versatile multi-purpose room just off the kitchen, that could serve as a first floor bedroom. The oversized primary bedroom offers additional flex space ideal for a sitting area, office, exercise space, or whatever best fits your needs. Enjoy the outdoors from the screened-in porch or relax and entertain on the patio while taking in the peaceful setting. An oil and wood-burning furnace provides heating options, while the multiple outbuildings offer valuable space for equipment, storage, and hobbies. More than a home, this is a truly special opportunity to own 84 acres in Hebron with exceptional privacy, versatility, and room to enjoy the outdoors.**HIGHEST AND BEST DUE BY TUESDAY, AUGUST 4TH AT 12 NOON**

559 East St, Hebron

26 Chittenden Rd, Hebron
$675,000
3 Beds ⋅ 3 Baths ⋅ 24185275 MLS
Beautifully maintained 3-bedroom, 2.5-bath Colonial situated on 3.1 private acres, featuring a 20-foot automated entrance gate for added privacy and security. Whether you're seeking a peaceful family retreat, an entertainer's dream, or simply room to enjoy country living, this one-of-a-kind property truly offers it all. The spacious eat-in kitchen features granite countertops, stainless steel appliances, and custom blinds on the slider leading to the Trex deck. The main level showcases a formal dining room, hardwood floors throughout and a stunning floor-to-ceiling stone gas fireplace that creates a warm, inviting atmosphere. Step outside to your private resort-style backyard, designed for exceptional outdoor living and entertaining. Enjoy the fully fenced, heated in-ground saltwater pool, custom-built outdoor kitchen complete with grill, sink, and granite countertop, a beautiful paver fire pit, and an irrigation system. Partially finished lower level provides additional square footage, perfect for extra living, recreation, or office space. Additional highlights include a 2-car attached garage with premium flooring, plus a separate driveway leading to a detached 1-car garage, also featuring premium flooring, could also be used as a pool house. Schedule your private showing today before it's gone!

26 Chittenden Rd, Hebron

249 Wall St, Hebron
$645,000
4 Beds ⋅ 3 Baths ⋅ 24157969 MLS
Welcome to this Beautifully updated country retreat set on 5.21 level, cleared acres in beautiful Hebron! Offering 2,884 sq. ft. of thoughtfully designed living space, this Four-bedroom, three-full-bath home combines modern comfort with peaceful surroundings. Office /bedroom with full bath on first floor! New roof, siding, walkway, family room addition, septic tank, Kitchen, 3 full bathrooms, electrical, plumbing, heating system, trex deck, trim, flooring, painting, land clearing and driveway. A spacious family room addition enhances the home's layout, providing the perfect spot for gatherings or quiet evenings in. The interior shines with new electrical, plumbing, furnace, baseboards, painting, and lighting throughout. The beautifully remodeled kitchen features granite countertops, stainless steel appliances, and crisp modern finishes-ready for daily living and entertaining. The new primary bathroom offers stylish updates and quality craftsmanship. So many possibilities with the main floor office and full bath! Additional enhancements include land clearing, new Trek deck, and Ring cameras, delivering convenience, security, and room to roam. Move-in ready and meticulously improved from top to bottom, this exceptional country home offers the space, privacy, and quality you've been looking for-just minutes from Hebron's charming town center, schools, and amenities. Best and finals due by 3-16-26 3:00 pm

249 Wall St, Hebron

31 Hawks Lndg, Hebron
$636,000
4 Beds ⋅ 3 Baths ⋅ 24191507 MLS
Tucked away on a quiet cul-de-sac in one of Hebron's most desirable neighborhoods, this beautiful 4-bedroom, 2.5-bath home is the perfect place to put down roots. Built in 2002 and thoughtfully designed with both comfort and functionality in mind, every space feels warm, welcoming, and ready to be enjoyed. The open-concept kitchen flows seamlessly into the eat-in dining area and family room, creating the heart of the home where conversations, celebrations, and everyday moments naturally come together. Whether you're preparing dinner while keeping an eye on homework or hosting friends for the holidays, the layout was designed for the way people truly live. At the end of the day, retreat to the spacious primary suite featuring a cathedral ceiling, walk-in closet, and a private bath complete with a relaxing jetted tub. Three additional bedrooms provide flexibility for family, guests, or a home office. Step outside and you'll quickly see why this backyard is made for entertaining. A large deck overlooks the yard and leads down to a beautifully designed patio with a fire pit-the perfect setting for summer cookouts, morning coffee, or evenings spent with family and friends under the stars. Additional highlights include an attached 2-car garage, a new HVAC system (2025), and a new roof (2026), providing peace of mind for years to come. From its inviting floor plan to its welcoming neighborhood setting, this is more than just a house-it's a place that instantly feels like home.

31 Hawks Lndg, Hebron

Hebron
$635,000
4 Beds ⋅ 3 Baths ⋅ 24149323 MLS
Location, condition, & layout-this home has it all! Welcome to 23 Fieldstone Drive, a beautifully maintained and updated Chojnicki-built Transitional Colonial. The kitchen has been remodeled with style and personality: featuring a center island with B-fast bar, quartz counters, tiled backsplash, newer stainless steel appliances, pantry, and hardwood floors. The eat-in area overlooks the deck and patio with firepit on an ideal level lot. The kitchen opens to a family room with fireplace and triple windows. The two-story foyer leads to the living room, or to a hall which a half bath and laundry are off of, enroute to the attached side-entry garage. The living rm and dining room flow together seamlessly for easy entertaining. Upstairs, you'll find an open landing overlooking an arched transom window and foyer. The primary bedroom has two walk-in closets and a full bath: tucked down the hall for privacy. Three additional bedrooms are located off the landing, as well as a full bathroom-offering a soaking tub &/or shower. Descending to the lower level, find your retreat room! ideally set up for a home gym or theater. The roof was replaced a year ago. Level 1 concrete rating- so no worries on that! Located on a cul-de-sac deep within the desirable Chestnut Hollow community. Hiking trails located off Wildflower (if thats 'you'). Sidewalks leading to town center/ RHAM/ HEL. Enjoy Maple Fest, the new dog park, amazing schools, Hebron Fair, & all the natural beauty of this bucolic town!

Hebron

88 Highland Dr, Hebron
$625,000
4 Beds ⋅ 3 Baths ⋅ 24134318 MLS
Beautiful, gently used (2004) home set back on an absolutely lovely cul-de-sac lot in a wonderful neighborhood. Street card shows 3 bedrooms but there are two additional rooms on the upper level for flexibility Move-in ready with all you could ask for, great floor plan (see attached), outdoor stone patio as well as CHARMING three season enclosed porch, wood deck, beautiful fenced area connected to house for your fur babies or play, garden area. Large outbuilding for great storage. A brand new roof is a plus! The gorgeous almost 2 acre lot is perfect for all your outdoor activities and entertaining and offer pathways to incredible nature trails (See Air Line Trails map attached). Country living yet easy commute to Hartford, shoreline, or casinos. Don't miss this gem of a listing!

88 Highland Dr, Hebron

6 Winthrop Dr, Hebron
$625,000
3 Beds ⋅ 3 Baths ⋅ 24125857 MLS
Welcome to 6 Winthrop Drive in Hebron! Nestled on a quiet cul-de-sac in a desirable family neighborhood, this stunning contemporary colonial combines modern design with timeless comfort. Step inside to an open floor plan filled with natural light, highlighted by soaring skylights and gleaming hardwood floors. The remodeled kitchen is a chef's delight, featuring granite countertops, a large center island, and seamless flow into the dining and living spaces. A four-season sunroom with a cozy gas fireplace opens to an expansive deck, perfect for relaxing or entertaining. This home offers flexible living with a first-floor home office featuring custom built-ins, and a walk-out unfinished basement offering future expansion possibilities. The 3-car garage includes a walk-up loft, an EV charging hookup, and connects to a whole-home generator for peace of mind. Upstairs, the spacious bedrooms and multi-zoned heating/cooling ensure year-round comfort. Step outside to enjoy a professionally landscaped yard, secluded back deck, and the privacy this property provides. Additional highlights include: Central air & central vacuum, Large deck for entertaining, MasterShield Gutter Guards, Multi-zoned heating & cooling system. Meticulously maintained and move-in ready This is truly a rare opportunity to own a thoughtfully designed home in one of Hebron's most sought-after neighborhoods.

6 Winthrop Dr, Hebron

119 Charles Ln, Hebron
$620,000
4 Beds ⋅ 3 Baths ⋅ 24168113 MLS
Tucked into one of Hebron's most sought after neighborhoods with quick access to Glastonbury, this 4 bedroom colonial has been maintained to a standard that is hard to find. Over 2,700 sq ft of living space sits on a beautiful, open lot built for outdoor living, with a 2 tier deck & an above ground pool fitted with a new liner in 2021. Move in ready does not begin to cover it. The big ticket items are done, starting with a GAF Timberline lifetime roof in 2022 & a full exterior repaint in 2023, plus a long list of updates. Inside, the floor plan simply works. The main level opens to 4 spacious rooms, anchored by an eat in kitchen with granite counters that flows into a family room with a fireplace, made for entertaining & easy nights in. A half bath & laundry area finish the level. A 4 season sunroom with a cathedral ceiling adds light & flexible space all year, & you will not find a popcorn ceiling anywhere; they have been replaced with smooth finishes throughout. Upstairs, all 4 bedrooms offer generous closet space. The primary suite is the standout, with a large walk in closet & an en suite bath with a stall shower. The 3 other bedrooms share a hall bath with a tub & shower combination. The walkout lower level adds a large rec room & a dedicated home gym area. The yard is open, usable, & ready for the season, with a generous storage shed. Homes this well cared for, in a neighborhood this desirable, do not last. Schedule your showing before this one is gone.

119 Charles Ln, Hebron

29 Chestnut Hill Rd, Hebron
$615,000
3 Beds ⋅ 5 Baths ⋅ 24170693 MLS
Beautifully maintained 3-bedroom, 4.5-bath home offering spacious living, thoughtful updates, and exceptional storage. Features include hardwood floors throughout the main living areas and bedrooms, a stunning two-story foyer, and a flexible layout ideal for everyday living and entertaining. All bedrooms include walk-in closets, with two bedrooms featuring ensuite full baths. The spacious primary suite offers a soaking tub and custom tile. A private office with built-in desk, French doors, and additional barn door provides an ideal work-from-home setup. The kitchen features granite countertops, double wall ovens, wine chiller, pantry, and a slider leading to the Brazilian teak deck installed in 2021. Just off the kitchen, the mudroom includes a convenient laundry area.The finished lower level offers excellent entertaining space with a large wet bar, full bath, storage area, and utility room-ideal for a recreation room, home theater, gym, or guest space.Outside, enjoy a backyard designed for relaxing and entertaining with a pergola featuring built-in swings and a fire pit area. A bus shelter at the driveway entrance adds additional convenience.This home is a rare combination of space, functionality, storage, and modern updates. ***HIGHEST AND BEST DUE BY MONDAY AT 7 PM***

29 Chestnut Hill Rd, Hebron

47 East St, Hebron
$615,000
4 Beds ⋅ 3 Baths ⋅ 24148277 MLS
Welcome to 47 East Street, a well constructed 4-bedroom, 2.5-bath home set back on over two private acres in the heart of Hebron. A classic Connecticut stone wall, mature trees, and an inviting front porch create a warm first impression. The expansive first floor features hardwood flooring throughout and an open, sun-filled layout ideal for everyday living and entertaining. The recently remodeled kitchen is the centerpiece of the home, offering new granite countertops, a large island, high-end stainless steel appliances, commercial-grade gas range, farm sink and stylish lighting. The kitchen flows seamlessly into the living and dining areas, anchored by a cozy fireplace insert and views of the surrounding property. A formal dining room with French doors is a valuable space for work, play, or relaxation. Upstairs, the primary suite offers privacy and comfort with two walk-in closets and a spacious en suite bath featuring dual sinks, soaking tub, and separate shower. Additional bedrooms are well sized with new carpeting and share a full bath. A large 4th bedroom can also be a comfortable area for guests. The landscaped grounds include mature plantings, apple and pear trees, garden space, and a private backyard bordered by tall pines.Located minutes from Hebron's esteemed schools, Burnt Hill Recreation, Gay City State Park, local dining, nearby trails and easy access to Glastonbury, Marlborough-this home offers the perfect blend of space, community and convenience

47 East St, Hebron

16 Burrows Hill Rd, Hebron
$610,000
4 Beds ⋅ 4 Baths ⋅ 24169380 MLS
This Home is a perfect reflection of the best long term home ownership can offer. The original 1981 home has been the subject of 3 substantial well planned & completed additions (1998-20023-2008) plus a long list of continual improvements creating a home w/the all the features today's living styles demand! Set on a private Country 2.21 Acre lot this 3/4 BR- 4 Bath Colonial consists of 2388 SF w/fully updated kitchen, bathrooms, windows, & newer mechanicals! Flowing natural sunlight throughout yields bright & airy living space! Central kitchen design w/custom cabinets, quartz counters, island/breakfast Bar, & all appliances to Convey! A spacious formal dining room accented by an angle Bay Window & HW Floors! The living room offers floor to ceiling fieldstone faced fireplace, vaulted ceiling, & HW floors! A stunning four season sunroom w/2 story cathedral ceiling, oversized casement windows w/transom accent, tile flooring, skylights, OH fan/lighting-PLUS sliders/swing door access to 330+ SF of open sun deck! 1st floor also offers a room suitable as home office or bedroom! Second floor plan arranged w/Primary BR Suite w/full bath & 2 additional bedrooms w/shared full bath! PLUS- First Floor Accessory Apartment w/full bath, refrigerator, coffee bar cabinetry, separate entry w/deck- easily suitable as large home office space! TRUE Money Saver SOLAR PANEL SYSTEM, multi-zone oil fired heat, central A/C, paved driveway, & 2 car garage! EZ Commute-Hartford, Manchester, & Willimantic

16 Burrows Hill Rd, Hebron

30 Pepperbush Dr, Hebron
$605,000
3 Beds ⋅ 4 Baths ⋅ 24138411 MLS
This very well cared for Colonial is in a fantastic subdivision in Amston near the airline trail. This home has a great open floor plan with hardwood floors throughout the main level. There is plenty of room to relax; choose between the main living room, which includes a Pellet stove, spacious Family room above the garage, or the walkout lower level complete with a bar. Open the door to your patio and find your salt water inground pool! This home is perfect for entertaining. There are three good sized bedrooms on the upper level including a primary that has a walk-in closet and tray ceilings. If organization is a must you will love the storage space throughout the home. There are too many upgrades to list including a new roof and hybrid hot water heater n 2024, and new appliances in 2022. This home is a must see!

30 Pepperbush Dr, Hebron

164 Old Colchester Rd, Hebron
$600,500
3 Beds ⋅ 3 Baths ⋅ 24168332 MLS
***Highest and Best due by Wednesday, April 29th @ 12pm.*** Welcome to 164 Old Colchester Road, a well-maintained and inviting property set on over 7 acres of beautiful land in Hebron. This 3-bedroom home offers a warm and functional layout with hardwood floors throughout most of the home and two fireplaces that add charm and comfort to the main living spaces. A nice large eat-in kitchen provides plenty of space for cooking and gathering, while French doors lead out to the back deck, creating an easy flow for indoor and outdoor living. A small upper sitting deck off the primary bedroom offers a private retreat overlooking the property. The main living areas are ideal for everyday living and entertaining, and a dedicated office provides the perfect work-from-home space. The finished lower level, complete with a wood stove, offers additional flexible living space ideal for a family room, recreation area, or guest space. Outside, enjoy the peaceful setting from the pergola or explore the expansive grounds. A standout feature of this property is the huge, versatile outbuilding, complete with a large fenced-in concrete slab off the back-perfect for equipment storage, outdoor workspace, hobby use, or entertaining. Completing the home is a 2-car garage and a setting that provides both privacy and convenience to local amenities.

164 Old Colchester Rd, Hebron

185 Deepwood Dr, Hebron
$585,000
3 Beds ⋅ 2 Baths ⋅ 24104699 MLS
Welcome to 185 Deepwood Drive-a charming, year-round waterfront home located in the highly desirable Amston Lake community. This beautifully updated Cape offers three bedrooms and two bathrooms, with an expansion that added even more living space and comfort. Panoramic views of the lake envelop this home, offering serene scenery from nearly every room. Enjoy an expansive waterfront, a new roof (2024), and all the benefits of true lakeside living. Don't miss this opportunity to make every season special at Amston Lake. Come see what 185 Deepwood Drive has to offer! Subject to probate court approval. Property sold "as-is." Any and all personal property remaining in the house at the time of closing is included in the sale.***HIGHEST & BEST BY MONDAY 10/13/25 12PM*****

185 Deepwood Dr, Hebron

212 Martin Rd, Hebron
$575,000
3 Beds ⋅ 3 Baths ⋅ 24190324 MLS
Beautifully maintained and truly move-in ready, this pristine four-bedroom Colonial offers space, flexibility and a wonderfully private setting near the Glastonbury line. Set back from the road with a generous driveway, attached two-car garage and inviting covered front porch, the home features hardwood floors throughout the living room, dining room and hallway, a comfortable family room with fireplace, and a well-appointed kitchen with stainless steel appliances. Upstairs, a spacious landing creates the perfect spot for a desk or work-from-home nook, while one bedroom offers the flexibility to serve as a large bonus room. A true walk-up attic provides exceptional accessible storage, and a whole-house fan adds another practical feature. Thoughtful improvements include remodeled primary and secondary bathrooms, roof, garage doors, radon air mitigation system, water equipment and chimney work. The lower level includes laundry and excellent space for future expansion. Outside, enjoy a private, flat backyard surrounded by mature greenery. Convenient to Hebron Avenue, Route 94, West Road and Route 2, this beautifully cared-for home combines a peaceful setting with easy access to Glastonbury, shopping, dining and commuting routes.

212 Martin Rd, Hebron

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