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26 Sunset Hill Rd, Simsbury
$539,900
4 Beds ⋅ 3 Baths ⋅ 24208054 MLS
*** Highest and Best due 11/2 by 7p.m.***Some neighborhoods you buy a house in. Sunset Hill you buy into - one of Simsbury's most coveted enclaves, a pocket of classic Colonials where homes are held for decades and rarely come available. Minutes from Route 44, Whole Foods, and everyday conveniences, yet wrapped in privacy and mature trees, this is an address that rarely opens up - and 26 Sunset Hill is the rare one that's ready right now. Fresh, bright, and better-than-new inside, this 4-bedroom Colonial has been taken down to the studs and thoughtfully rebuilt. Step into a fully renovated interior: refinished hardwood floors, new flooring, fresh paint, smooth ceilings, recessed lighting, and updated baths throughout, all with central air and the ease of public sewer. The sun-filled, open layout flows from the updated kitchen - granite counters, updated cabinetry and appliances - into the dining room and family room, while a gracious front-to-back living room, two fireplaces. A fabulous sun porch overlooks the private backyard - level, green, and big enough for a pool, patio, or whatever you envision. Upstairs, a spacious primary suite with full bath is joined by three additional bedrooms, plus a walk-up attic for effortless storage. Behind the beauty is real peace of mind: new insulation, a radon mitigation system, professional mold remediation in the attic and basement, newly vented baths, updated electrical, and termite and pest protection plan.

26 Sunset Hill Rd, Simsbury

5 Riverwalk Dr Unit 5, Simsbury
$379,000
2 Beds ⋅ 4 Baths ⋅ 24208094 MLS ⋅ Riverwalk BLDG.
Spacious and bright 2-bedroom, 3.5-bath townhome at popular Riverwalk in Simsbury. This lovely community is conveniently located in Weatogue close to town center. On the main level you will enjoy an open living and dining room area with plenty of space for friends and family, abundant natural light, a fireplace and slider access to the private deck. The kitchen is updated with granite counters, newer appliances, a gas range and offers eating space and large windows and slider. Upstairs you will find two bedrooms with vaulted ceilings and private baths. You will also enjoy the convenience of a second floor laundry room. Don't miss even more living space in the finished, heated walk-out lower level with full-bath. This space is perfect for a family room, office, guest space or 3rd bedroom. Special features include an attached garage, efficient natural gas heating and central air. Furnace and Hot Water heater new in 2022. This home is also conveniently located across the street from Weatogue Park and offers easy access to the Farmington Valley Greenway paved trail. Come fall in love with this beautiful home and location today.

5 Riverwalk Dr Unit 5, Simsbury

170 W Mountain Rd, Simsbury
$344,900
2 Beds ⋅ 2 Baths ⋅ 24204262 MLS
Imagine coming home to colorful foliage, peaceful neighborhood strolls, and the simple pleasures of fall in New England. This West Simsbury charmer makes it easy to embrace the season, with a fantastic location close to some of the area's favorite autumn destinations. Enjoy hayrides at Flamig Farm, pick pumpkins and apples at The Pickin' Patch, or sip your way through wine tastings at Rosedale Farm & Vineyard-all less than 5 miles away! For outdoor adventures, head to Talcott Mountain State Park and take in the spectacular seasonal views from Heublein Tower. Prefer a more laid-back afternoon? Talcott Mountain Collective is ready with a craft brew and great scenery, or you can simply soak up the serenity of inviting a few friends to enjoy a backyard bonfire right at home! Step inside and discover a bright, welcoming home with a turn-key feel and plenty of flexibility. The updated kitchen flows into the dining area, while the spacious living room-with its wood-burning fireplace and built-in shelving-sets the scene for cozy nights in. The standout rear addition gives you room to spread out, whether you envision a family lounge, dedicated home office, or comfortable guest room space. Add in 2 updated full baths, a new 2025 roof, convenient main-level laundry, and a private backyard patio, and you have a home that makes everyday living feel easy. Charming, versatile, and perfectly positioned to enjoy everything West Simsbury has to offer, this is one worth seeing!

170 W Mountain Rd, Simsbury

22 Chestnut Hill Rd, Simsbury
$525,000
3 Beds ⋅ 3 Baths ⋅ 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 ⋅ 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 ⋅ 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

Lot 16 Cambridge, Simsbury
$524,900
3 Beds ⋅ 3 Baths ⋅ 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 ⋅ 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

22-24 Woodland St, Simsbury
$585,000
5 Beds ⋅ 3 Baths ⋅ 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

8 Knoll Ln Unit 8, Simsbury
$200,000
1 Beds ⋅ 1 Baths ⋅ 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
$419,000
4 Beds ⋅ 3 Baths ⋅ 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 ⋅ 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

1 West St Unit 215, Simsbury
$385,000
2 Beds ⋅ 2 Baths ⋅ 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 ⋅ 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 ⋅ 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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