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22 Chestnut Hill Rd, Simsbury
$525,000
3 Beds ⋅ 3 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24206680 MLS
Fabulous Mountain Farms neighborhood ~ Charming Cape Cod style home ready for you to move right in! Set on a beautiful park-like lot, this 3 bedroom home offers an open floor plan, hardwood floors upstairs and down, neutral colors. You are welcomed in to the front of the house with a large living room with fireplace and a formal dining room. The back of the house is all open with an updated white kitchen with pretty wood counters, stainless steel appliances including a natural gas range, a breakfast bar and open to the eating area and family room with a brick walled fireplace and door to the back deck and yard; also included is a 1st floor laundry room & 1/2 bath. All 3 very generously sized bedrooms and two more full baths are located on the 2nd floor, with a walk-in closet in the primary bedroom. A partially finished lower level adds 506 sqft of living space. In addition, the awninged deck, expansive, beautiful yard and fabulous neighborhood with walking trails make this home a true gem! The sale is subject to Probate approval. Highest and best due by Wednesday 9/23 at 4:00 p.m.

22 Chestnut Hill Rd, Simsbury

15 Sanctuary Dr, Simsbury
$575,000
4 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24206079 MLS
Your woodland hideaway awaits! Tucked along a peaceful cul-de-sac in a desirable Simsbury location, part of the sought-after Squadron Line Elementary district, 15 Sanctuary Drive offers a wonderful blend of privacy, natural beauty and convenience. Set on a level, wooded 1.1-acre lot, this inviting Colonial features 4 bedrooms, 3.1 baths and a thoughtfully designed layout for both everyday living and entertaining. The main level welcomes you with spacious living and dining rooms, an eat-in kitchen and convenient 1st-floor laundry. The kitchen flows naturally into the expansive family room with refinished floors. With 3 fireplaces throughout, there is no shortage of inviting places to relax. The private primary suite offers a sitting room/office, ensuite bath with jetted tub and double vanity, and custom walk-in closet. A partially finished walk-out lower level provides space for recreation, hobbies, a home office or guests. Outside, the deck overlooks the peaceful wooded setting, creating a wonderful spot for morning coffee or evening gatherings. Central air adds year-round comfort. Recent improvements include a new oil tank and refinished primary bedroom & family room floors (2026). Close to McLean Game Refuge trails, parks, recreation, dining and Simsbury's charming town center, with Bradley International Airport approximately 15 minutes away. Private, peaceful and wonderfully connected, 15 Sanctuary Drive is a special place to call home!

15 Sanctuary Dr, Simsbury

10 Shady Ln, Simsbury
$579,000
4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24203785 MLS
Fox Den neighborhood * Hop Brook setting * Private 0.92-acre lot * 3-car garage * Refinished hardwoods * 3 wood-burning fireplaces *Generator * Public water * Set in the sought-after Fox Den neighborhood, this striking 4-bedroom Colonial offers a rare combination of character, craftsmanship, & a beautiful natural setting. Lovingly maintained by the same owners since 1986, 10 Shady Ln is tucked on a private lot where a shallow stretch of Hop Brook winds through the backyard. Two Adirondack chairs sit beside the brook, creating a peaceful spot to listen to the water, watch for fish, & enjoy this natural feature. Inside, newly refinished hardwood floors complement gorgeous custom woodwork throughout, while the spacious living room and large family room each feature a wood-burning fireplace. The family room, located just off the kitchen, showcases beautiful beams & built-ins, overlooks both the front & backyard, and opens to a large rear deck. The neutral, partially updated kitchen connects naturally to the dining room and family room, while a first-floor half bath completes the main level. Upstairs, the primary bedroom offers his-and-her closets and a private full bath, joined by three additional bedrooms and another full bath. All three chimneys were recently professionally cleaned & substantially updated. This distinctive property pairs classic Colonial architecture & exceptional woodwork with a private brookside setting in one of West Simsbury's established neighborhoods.

10 Shady Ln, Simsbury

39 Old Mill Court, Unit 39, Simsbury
$315,000
2 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24204828 MLS ⋅ Old Mill Town Homes BLDG.
Welcome to 39 Old Mill Court, where low-maintenance living meets comfort and convenience in a desirable Simsbury location. This spacious 2-bedroom, 2.5 bath townhouse features an attached garage, and a bright open floor plan designed for easy entertaining. Oversized windows fill the home with natural light; The gorgeous fireplace creates a warm and inviting focal point. The kitchen offers plenty of storage, an abundance of counter space and includes an adorable reading nook that is the perfect spot to enjoy your morning coffee or curl up with a good book. Upstairs you'll find two generously sized bedrooms and two full baths. An additional flex room can be used for a home office, craft space, playroom, etc. Step outside to your private patio for additional space to relax and enjoy the outdoors. A wonderful opportunity to enjoy everything this sought after community has to offer.

39 Old Mill Court, Unit 39, Simsbury

Lot 16 Cambridge, Simsbury
$524,900
3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24204651 MLS
To Be Built - Welcome to Copper Hill Estates, one of Simsbury's most sought-after new construction communities. Built by Silvin Homes, this custom-built Cape is set in one of Connecticut's most desirable towns, known for its award-winning schools and New England charm. Offering 1,450 square feet of thoughtfully designed living space with an open-concept layout, the kitchen features granite countertops and soft-close oak cabinetry, flowing seamlessly into the heart of the home. Luxury vinyl plank flooring extends throughout the main living areas, creating a warm, inviting feel. The main level features a spacious primary suite with an optional tiled walk-in shower upgrade, convenient first-floor laundry, and a half bath. Upstairs, you'll find two generously sized bedrooms and a full bath. Additional features include Hardie Board siding, Harvey True Series windows, natural gas, city water, city sewer, underground utilities, and energy-efficient systems. Outdoor features include a front walkway and one-car attached garage. As a custom-built home, buyers may personalize their selections with builder allowances for cabinetry, granite, tile, flooring, lighting, and appliances, along with the option to upgrade to a peninsula island. The HOA provides a low-maintenance lifestyle, including lawn care, seasonal mulching, snow removal, and walkway salting. Experience exceptional craftsmanship and thoughtfully designed living in one of Simsbury's premier planned communities.

Lot 16 Cambridge, Simsbury

Lot 2 Cambridge, Simsbury
$549,900
3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24204629 MLS
**To Be Built** - Welcome to Copper Hill Estates, one of Simsbury's most sought-after new construction communities. Built by Silvin Homes, the **Westbury** is a custom-built Colonial set in one of Connecticut's most desirable towns, celebrated for its award-winning schools and timeless New England charm. Offering 1,480 square feet of beautifully designed living space, this home features a stunning open-concept layout ideal for everyday living and entertaining. The kitchen showcases granite countertops, a peninsula island, and soft-close oak cabinetry, flowing effortlessly into the main gathering space. Luxury vinyl plank flooring extends throughout the main level. The first floor also includes a covered front porch, convenient laundry, and a half bath. Upstairs, you'll find two well-appointed bedrooms with a full bath, along with a spacious primary suite featuring a walk-in closet and private full bath. Additional highlights include an attached one-car garage, Hardie Board siding, Harvey True Series windows, natural gas, city water, city sewer, underground utilities, and energy-efficient systems. Buyers may personalize their home with generous builder allowances for cabinetry, granite, tile, flooring, lighting, and appliances. The HOA includes lawn care, seasonal mulching, snow removal, and walkway salting, allowing you to enjoy a low-maintenance lifestyle in one of Simsbury's premier planned communities.

Lot 2 Cambridge, Simsbury

129 Library Ln Unit 129, Simsbury
$238,999
2 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24203569 MLS ⋅ Heritage Glen BLDG.
Move-in ready end-unit townhouse nestled in a peaceful, wooded setting at the top of Heritage Glen! Enjoy a cozy fireplace, dining area with window seat, and sliders leading to a private composite deck. The upper level features two spacious bedrooms, including a primary bedroom with two closets and a private balcony offering beautiful views of Talcott Mountain. A beautifully remodeled full bath and convenient laundry area complete the upper level. The detached garage offers additional storage. Recent updates include roof, HVAC/air conditioner, washer and dryer. Enjoy community amenities including a pool and clubhouse, all just minutes from shopping, dining, the library, and downtown Simsbury. Condo fees include exterior maintenance, snow and trash removal, pool, clubhouse, and basic cable.

129 Library Ln Unit 129, Simsbury

22-24 Woodland St, Simsbury
$585,000
5 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24198047 MLS
A rare opportunity to own a distinctive two-family home combining Simsbury history, comfortable living, income potential, and an exceptional natural setting along Stratton Brook. Tucked away at the end of a quiet residential street yet remarkably convenient to the heart of Simsbury, 22-24 Woodland Street offers the privacy of a neighborhood setting with easy access to the shops, restaurants, library, recreation, trails, and the amenities of Simsbury Center. An original Ensign-Bickford home, the property is part of an important chapter in Simsbury's history. Ensign-Bickford constructed housing in this area for its employees as the company and surrounding community grew, and Woodland Street remains a tangible connection to the town's industrial heritage. Today, the property offers something equally compelling: two comfortable and distinct residences under one roof. Unit 22 features 3 bedrooms and 2 full baths, while Unit 24 offers 2 bedrooms and 1 full bath, providing a total of 5 bedrooms and 3 full baths. The units offer comfortable living spaces and kitchens with appliances, allowing each residence to function as a complete and independent home. Basement space provides additional utility and storage, including laundry facilities for each unit, while tankless hot-water systems enhance the property's functionality, and gas heat and hot water keep the utilities affordable. The versatility is outstanding.

22-24 Woodland St, Simsbury

49 Farmstead Ln, Simsbury
$499,900
4 Beds ⋅ 3 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24200162 MLS
Welcome to 49 Farmstead Lane, a 4-bedroom, 2.5-bath home set on .92 acres in an established West Simsbury neighborhood, where quiet residential streets lead to peaceful cul-de-sacs. Inside, recently refinished hardwood floors add warmth and character, while the thoughtfully designed floor plan offers an easy, comfortable flow throughout the home. Living spaces are well connected for everyday life and entertaining, with plenty of room to gather while still offering separate spaces when a little privacy is desired. A light-filled sunroom brings the outdoors in, providing a wonderful place to enjoy morning coffee, unwind at the end of the day, or take in the changing seasons. Outside, the nearly one-acre property provides plenty of room to relax, play, garden, or simply enjoy the peaceful surroundings. Located in desirable West Simsbury with highly regarded schools and convenient access to recreation, shopping, dining, and all that the Farmington Valley has to offer.

49 Farmstead Ln, Simsbury

4 Carriage Dr Unit 4, Simsbury
$279,900
2 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24200132 MLS ⋅ Heritage Glen BLDG.
Welcome home to 4 Carriage Drive, ranch living in one of the most desirable community of Simsbury! One of the largest living spaces that The Heritage Glen has to offer. This beautifully updated end unit condo has been thoughtfully renovated from top to bottom, allowing you to simply unpack and enjoy. Featuring a stunning renovated kitchen, new flooring throughout, updated electrical, and new plumbing, every detail has been designed with modern living in mind. Whether you're enjoying your morning coffee in the bright and inviting living space or entertaining friends and family in the updated kitchen, you'll appreciate the comfort and quality found throughout. Located in the heart of Simsbury, you'll love being just minutes from local shops, restaurants, parks, hiking and biking trails, golf courses, and all the conveniences the Farmington Valley has to offer. A truly move-in-ready home in an exceptional location! Minutes away from Talcott mountain state park. Enjoy the beautiful views Connecticut has to offer at your convenience.

4 Carriage Dr Unit 4, Simsbury

8 Knoll Ln Unit 8, Simsbury
$200,000
1 Beds ⋅ 1 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24197825 MLS ⋅ The Knoll At Sand Hill BLDG.
Welcome to the Knoll at Sand Hill! 8 Knoll Lane is a charming and well-maintained ranch condo nestled in the desirable Weatogue village of Simsbury. Ideally situated toward the beginning of this small community, this home offers a peaceful setting with a flat yard backing to woods, a private patio, and a spacious attached one-car garage. The updated eat-in kitchen features granite countertops, stainless steel appliances, and a versatile island-perfect for meal prep or casual dining. The open and inviting main living area offers flexibility for both living and dining, with sliders leading to the private patio and wooded backyard. The bedroom features a double closet and a tranquil view of the backyard. The full bath includes a convenient walk-in shower, new flooring, and a stacked washer/dryer. The deep attached garage offers plenty of space and direct access into the kitchen. Enjoy the ease of one-level living, a walking trail throughout the community, and seasonal views of Heublein Tower. A wonderful opportunity for a first-time buyer, down-sizer, or investor seeking a well-located, low-maintenance home in a tucked away quiet desirable Simsbury neighborhood.

8 Knoll Ln Unit 8, Simsbury

2 Green Valley Dr, Simsbury
$469,000
4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24188446 MLS
Incredible opportunity at 2 Green Valley Drive in Simsbury! Set on a spectacular, large and level corner lot within a quiet cul-de-sac neighborhood, this classic Dutch Colonial offers the setting, space, and potential to create something truly special. Perfectly positioned on the property, the home enjoys impressive curb appeal from the approach, while the expansive yard provides tremendous room for outdoor living, recreation, entertaining, or play. The home features four bedrooms and 2.5 baths, including a primary suite, along with a previously finished basement offering additional potential living space. Currently a naked pallet and in need of TLC, the property presents an ideal opportunity for a contractor, investor, or buyer looking to restore and customize a home to their own vision. With its timeless Dutch Colonial architecture, desirable neighborhood setting, exceptional lot, and generous footprint, the fundamentals are already here. Bring your ideas and transform this property into the beautiful Simsbury home it has the potential to become. A true fixer-upper opportunity where location, land, and upside come together.

2 Green Valley Dr, Simsbury

Lot 20 Cambridge, Simsbury
$614,999
3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24195533 MLS
To Be Built- Welcome to Copper Hill Estates, one of Simsbury's most sought-after new construction communities. Built by Silvin Homes, the Hartland is a custom-built Cape in one of Connecticut's most desirable towns, known for its award-winning schools and timeless New England charm. Offering 1,781 square feet of thoughtfully designed living space with a spacious open-concept layout, the Hartland blends comfort and elegance for today's lifestyle. The kitchen features granite countertops, an optional island upgrade, and soft-close oak cabinetry, flowing seamlessly into the dining area and expansive great room, creating the perfect setting for entertaining or everyday living. The spacious first-floor primary suite features a walk-in closet and private full bath, offering the convenience of single-level living. Upstairs, you'll find two generously sized bedrooms, a full bath, and a versatile loft, providing comfortable space for family, guests, or a home office. Additional features include convenient first-floor laundry, Hardie Board siding, Harvey True Series windows, natural gas, city water, city sewer, underground utilities, and energy-efficient systems. Buyers may personalize their home with builder allowances for cabinetry, granite, tile, flooring, lighting, and appliances. The HOA includes lawn care, seasonal mulching, snow removal, and walkway salting. Experience exceptional craftsmanship and thoughtfully designed living in one of Simsbury's premier planned community.

Lot 20 Cambridge, Simsbury

537 Bushy Hill Rd, Simsbury
$579,900
3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24197868 MLS
Exceptional, fully renovated 3-bedroom, 3-bathroom home offering approximately 2,200 sq. ft. of total living space on a private, woodsy lot in the heart of the Farmington Valley. Rebuilt from the inside out, key upgrades include a new roof, windows, vinyl siding with striking stone accent facade, closed-cell spray foam insulation, new sheetrock, and fully updated mechanicals (electrical, plumbing, HVAC, and furnace). The main level features crisp hardwood floors, an open-concept floor plan designed for effortless entertaining, and a cozy working fireplace in the living room. The gourmet kitchen boasts custom granite countertops, a tiled backsplash, and a large central island. Escape upstairs to a private 800 sq. ft. primary suite highlighting a expansive walk-in closet and a spa-like ensuite bath featuring a freestanding soaking tub, dual-head custom shower, and a 72" double vanity. The fully finished 550 sq. ft. basement studio suite offers complete versatility with 100% waterproof luxury vinyl flooring. Outside, relax on the charming front porch or entertain on the paver patio directly off the kitchen/dining space. Newly paved driveway coming soon! Tesla charger installed in the home for convenient at-home EV charging. Agent/Owner

537 Bushy Hill Rd, Simsbury

1 West St Unit 215, Simsbury
$385,000
2 Beds ⋅ 2 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24197881 MLS ⋅ Hopmeadow Place BLDG.
Great opportunity at Hopmeadow Place 55+ active adult community in downtown Simsbury! Original owner chose one of the best locations in the building in the rear of building overlooking the courtyard/patio and woods vs facing the street. 2nd floor Bickford model unit is located immediately after exiting elevator that will take you right down to main floor or to garage area where assigned parking spot is just a few steps away. One garage assigned spot plus an assigned spot right in the front of the complex almost directly in front of main entrance. Spacious unit has open floor plan w/9-foot ceilings, large living/dining room w/gas fireplace and deck, nicely sized kitchen w/eating nook is completely open to living/dining room. Each bedroom has a walk-in closet. Primary has ensuite and pretty bay window area perfect for a comfy chair and a book! Private dedicated laundry room. Natural gas heat and central air. Storage locker in garage parking area. Socialize with neighbors while watching sports on TV, gathering for morning coffee, playing cards or bingo, or enjoying any activity you like in the community rooms. The lounge features a gas fireplace and a full kitchen with plenty of seating for events. Library, fitness center, and a large furnished patio with a grill that makes entertaining easy. Downtown Simsbury is steps away with restaurants, coffee shops, grocery shopping, pharmacy, public library, rails to trails, everything you need! Interior pics coming soon. Don't miss!

1 West St Unit 215, Simsbury

Lot 18 Cambridge, Simsbury
$599,999
3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24195532 MLS
To Be Built - Welcome to Copper Hill Estates, one of Simsbury's most sought-after new construction communities. Built by Silvin Homes, the Brookfield is a custom-built Colonial in one of Connecticut's most desirable towns, known for its award-winning schools and timeless New England charm. Offering 1,759 square feet with a spacious open-concept layout, the Brookfield blends classic Colonial architecture with modern living. A stately facade, covered front porch, and oversized two-car garage create a striking first impression. Inside, the kitchen features granite countertops, a peninsula island, and soft-close oak cabinetry, flowing seamlessly into the dining area and expansive family room. A private first-floor office, convenient half bath, and dedicated laundry room add everyday functionality. Upstairs, you'll find three generously sized bedrooms, including a spacious primary suite with a walk-in closet and private full bath. Additional features include Hardie Board siding, Harvey True Series windows, luxury vinyl plank flooring throughout the main level, natural gas, city water, city sewer, underground utilities, and energy-efficient systems. Buyers may personalize their home with builder allowances for cabinetry, granite, tile, flooring, lighting, and appliances. The HOA includes lawn care, seasonal mulching, snow removal, and walkway salting.

Lot 18 Cambridge, Simsbury

14 Billingsgate Dr Unit 14, Simsbury
$750,000
2 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24184380 MLS ⋅ Billingsgate BLDG.
Welcome to Billingsgate, Simsbury's distinguished 55+ community where tranquility and turnkey luxury converge. This elegant townhome enchants with a sunny front porch overlooking the fountain and gazebo. Inside, the residence has been elevated with extensive premium upgrades. The front formal living room is now a captivating, sophisticated library. A cozy sanctuary designed to unwind and lose yourself in another world. The main level is tailored for effortless living, featuring a dramatic family room with soaring windows and Kitchen equipped with a gas cooktop, panel-ready appliances, and butler's pantry with a Subzero wine fridge. A sliding glass door opens to a private patio where afternoon sun beautifully illuminates the thoughtfully curated plantings. Meticulous enhancements shine throughout, including designer lighting fixtures, fresh interior paint, a new staircase runner, plush new carpeting, a chic powder room with designer wallpaper and new mirror, and a brand-new AC compressor for absolute peace of mind. Main-level laundry adds ultimate convenience, and the upper level unfolds a private guest wing, full bath, and office with custom built-ins. The remodeled primary suite is a luxurious retreat with plush carpet, curated lighting, custom walk-in closet, and bath with a dual marble vanity, shower, and soaking tub. Complete with a lower level for immense storage, and situated moments from golf, fine dining, and trails, this home offers a lifestyle of unparalleled ease.

14 Billingsgate Dr Unit 14, Simsbury

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