Browse All Simsbury CT 5 Bedroom Properties for Sale

5 Beds ⋅ 4 Baths ⋅ 24193618 MLS

MAKE YOUR OFFER TODAY! BEST AND FINAL BY 8/2/26 BY 6PM! Perched atop the coveted Westledge ridgeline in West Simsbury, this custom-built ranch commands breathtaking panoramic "million-dollar" views across the Farmington Valley, with a peek-a-boo glimpse of the Hartford skyline. Set on more than 7.5 private acres this extraordinary property offers a front-row seat to spectacular sunrises, ever-changing weather patterns, and seasonal bird migrations from its elevated setting. A circular driveway welcomes you to over 4,600 square feet of thoughtfully designed living space on two expansive levels. The updated kitchen features granite countertops, a center island, pantry, skylight, and a distinctive octagonal dining area. The formal dining room is ideal for entertaining & flows into the inviting living room, with a fireplace, custom built-ins, & sliders to an airy sunroom overlooking the rolling landscape. The main level's generous primary suite has a sitting & dressing area, walk-in closet, & full bath. 2 additional bedrms share a full bath, while a mudrm, laundry & powder rm complete the 1st floor. The impressive walkout lower level is filled w/natural light from oversized daylight windows and expands the home's living space with 2 additional bedrms, a family room w/ fireplace & built-ins, a private study, and large recreation area. Beneath the rec room floor lies a former indoor pool, presenting intriguing possibilites for restoration. A rare opportunity awaits! SOLD AS IS

184 Westledge Rd, Simsbury

$799,900

5 Beds ⋅ 4 Baths ⋅ 24192241 MLS

Step into a time of charm and grace! This one-of-a-kind custom colonial on 1.36 park-like acres boasts Old World details including oversized 9-pane windows and a large gathering room featuring a stone fireplace - stones procured on site - artfully framed by custom millwork. A breezy all-season sunroom with windows galore overlooks the back garden. The second-floor primary suite offers an attached cozy sitting room with its own charming fireplace, plus a 5th bedroom with en suite bath ideal as a guest retreat, playroom, gym or office. The heart of the cherry country kitchen is a large island perfect for baking, entertaining or breakfasts with all, framed by custom cabinetry throughout. Extensive oversized millwork gleams in freshly painted historic colors complementing the oak hardwood floors. Brick patio with buried gas line - ready for a permanent grill or firepit. New architectural roof 2025. Exterior painted 2024. Central vac, wired for generator, central air. Full unfinished basement spans the entire footprint - a blank canvas. Be ready for the warmth of a New England autumn in this lovely home.

276 Stratton Brook Rd, Simsbury

$1,100,000

5 Beds ⋅ 5 Baths ⋅ 24188189 MLS

Welcome to this beautifully maintained 5-bedroom home set on a professionally landscaped property offering exceptional space, comfort, and versatility. The spacious primary suite features a private ensuite bath and a generous walk-in closet, creating the perfect retreat. A second bedroom also includes its own ensuite bath, making it ideal for guests, extended family, or a potential in-law setup. Designed for both everyday living and entertaining, the home features a bright 3-season sunroom and a fully finished basement that provides abundant additional living space for a recreation room, home office, gym, or media room and ample room for storage. Modern conveniences include a whole-house automatic generator for year-round peace of mind and a 60-amp EV charger for today's electric vehicle owner. This Whitman Pond Road home is ready to host everything from holiday celebrations to everyday moments, all in one of Simsbury's most desirable neighborhoods.

11 Whitman Pond Rd, Simsbury

$650,000

5 Beds ⋅ 4 Baths ⋅ 24180453 MLS

Not your typical raised ranch-this builder's own 5-bedroom, 3.5-bath home offers over 3,700 sq ft of thoughtfully expanded living space on more than half an acre. Modern bi-level entry design; stunning 16x27 family room addition (2005) anchors the home, seamlessly connected to a beautifully remodeled kitchen. Sunlight pours in as you overlook the private backyard with direct access to 14'X12" deck-perfect for indoor-outdoor living. A dedicated gas line makes grilling effortless for hosting all season long and generator hookup provides peace of mind. Enjoy the outdoors with a covered patio, fire pit, fenced organic garden area, and mature trees lining the approach-creating both charm and privacy. The flexible layout offers exceptional versatility, including a top-floor primary "penthouse" suite featuring an ensuite bath, walk-in shower, sauna, and dual closets. The main level includes three additional bedrooms, one with the potential for a second primary suite, plus multiple full baths. The lower level provides additional living space with walk-out access to the backyard, along with a fifth bedroom, laundry area, and convenient garage entry. Additional highlights include a 2-car garage with EV charger, generous storage, and space for a workshop or hobbies. A truly unique home with space, flexibility, and character-ready for your finishing touches.

36 Banks Rd, Simsbury

$1,750,000

5 Beds ⋅ 7 Baths ⋅ 24183142 MLS

Set high atop the sought-after West Simsbury ridgeline, this stunning country estate is privately nestled on four acres of sweeping, picturesque landscape. Meticulously updated & artfully curated by its owners in collaboration with renowned NYC designers, the home represents the epitome of refined living. Set back from the road and graced by manicured grounds and a classic stone wall, this welcoming retreat offers both serenity and style. A stately porte-cochere beckons for what lies beyond...an expansive backyard & sparkling in-ground pool grace the sprawling lawn. Sun-drenched interiors, thoughtfully designed living spaces, & exquisite finishes throughout create an atmosphere that is inviting and impressive. Whether hosting intimate gatherings or large-scale entertainment, the home flows effortlessly from room to room and out to expansive outdoor spaces designed to take advantage of the breathtaking surroundings. Inside, the home impresses with a grand great room anchored by a striking stone fireplace, while an upper-level wrap-around library overlooks the space, adding both drama & sophistication. The main staircase leads to a luxurious 2nd-floor primary suite complete with its own fireplace, a spa-like bath, & private balcony. Additional bedrooms are all en-suite, offering comfort & privacy, and are complemented by a generous study/game room. The lower level boasts a 300 bottle temperature-controlled wine cellar, game space & gym space. 2 laundries, generator, ext shower.

79 Highridge Rd, Simsbury

$749,000

5 Beds ⋅ 4 Baths ⋅ 24178554 MLS

LEGAL ADU (Apartment) with Private entrance and oversized garage! Great for in-law, au-pair, grown family members or rental! Stunning 5000+ sq ft colonial with CITY WATER, CITY SEWER, located near the END OF THE CUL DE SAC, offering exceptional space, flexibility, and a main level, 1000 sq foot apartment ($2500-3000/mo. rental). This well-maintained home features 5 bedrooms, 4 full baths, two full kitchens with granite countertops, and a rare layout ideal for extended family, guests, or separate living quarters. The main level includes a spacious kitchen with granite counters, soaring ceilings, loads of windows, and direct access to a large wrap around deck. Multiple gathering spaces provide excellent flow for daily living and entertaining. A fully heated and air-conditioned hot tub room adds year round enjoyment and opens to the deck overlooking the property. The upper level offers 4 bedrooms, including a generous primary suite with an additional 20x24 room and an impressive 22 foot walk in closet. Additional bedrooms are well sized with ample storage. The home is served by 400 amp electrical service, central air conditioning, and a three-car attached garage. The apartment includes a living/dining area, full eat in kitchen with granite counters, full bath, bedroom with walk in closet, linen closet, garage and flagstone patio. Quality construction throughout, this property offers exceptional versatility and privacy rarely found in Simsbury.

10 Hampshire Ln, Simsbury

$1,025,000

5 Beds ⋅ 6 Baths ⋅ 24174936 MLS

Tucked amid the surrounding forest, this Kemper Designed Nantucket Cape, one of the most admired homes in the Farmington Valley, is finally on the market. With views of Whitman Pond and Hop Brook, and a private Trex bridge accessing over 10 acres of open space, it is the envy of nature lovers and active families. Two outdoor decks, a firepit, patio, dog park, sports lawn and historic stone barn offer wonderful amenities - with maintenance-free professional landscaping. Bathed in natural light from soaring windows, distinctive millwork etched into each space, connect, and define each room. This open concept design is underscored by polished wood/tile floors. With front-to-back views, deck access, and two-story balcony views, the great room is both grand and comfortable, warmed by a distinctive fireplace. The refurbished chef's kitchen with a large granite island, and generous dining area opens to a screen porch and new Trex deck. French doors offer privacy in the study. A luxurious first floor primary suite boasts a private deck, fireplace, marble spa bath and his/her closets. Bedrooms are spacious with good closets and updated baths. The lower level is sunny with generous windows, family room with fireplace, bedroom, full bath, and patio access. Meticulously maintained and cared for. Full house generator with auto transfer switch. Top schools, close to shopping and highways, but tucked away on almost 3 acres.

15 Hop Brook Rd, Simsbury

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