173 Highwoods Drive, Guilford, CT 06437 (MLS # 24208638)


Price $1,825,000
Status Active
Beds 5
Baths 7 Baths
Home size 5,414 sqft
Lot Size 3.93 ac
Days on Market 10
A LEGENDARY GUILFORD ESTATE-where extraordinary history, artistry, architecture, & modern luxury converge. One of New England's most exceptional restorations, the Pitkin House is a remarkable 18th-century treasure set privately on nearly 4 acres of mature trees, stone walls, manicured lawns, enchanting gardens, & extraordinary recreational amenities. Originally constructed in East Hartford, the principal 1764 residence incorporates a circa-1660 ell & was meticulously dismantled & reassembled at this coveted Guilford setting in 1955. Recognized on the National Register of Historic Places, this remarkable property has been lovingly transformed for today's lifestyle while preserving its irreplaceable character & craftsmanship. Inside, more than 5,500sf unfolds across three levels w/ an exceptional collection of architectural details, including original wide-plank floors, massive hand-hewn beams, exquisite paneling, period millwork, & 8 fireplaces. The sophisticated kitchen blends custom cabinetry, granite countertops, center island, double ovens, skylights, breakfast area, built-in hutches, & butler's pantry. Formal dining & living rooms provide elegant settings for entertaining, while the extraordinary family room features 18-inch-wide original hemlock floorboards, monumental beams, French doors to the grounds, & a spectacular copper-hooded fireplace. Perhaps the home's most magical spaces are the garden room & 440sf octagonal solarium. ***CONTINUED*** Vaulted ceilings, brick floors, a massive fireplace, wet bar, hand-painted murals, & walls of glass create an enchanting connection to the gardens. The solarium rises dramatically beneath a 25-foot peak & octagonal cupola, w/floor-to-ceiling windows, skylights, trompe & a whimsical painted wall & ceiling backdrop. The upper levels offer beautifully appointed private quarters, including 3 spacious bedrooms, luxurious ensuite baths, dressing room, & convenient 2nd floor laundry. A spectacular library/study features 12-foot vaulted ship board ceilings, custom built-ins, bookshelves, & hand-painted Guilford scenes. The 3rd floor provides additional bedroom spaces, full bath, cedar closet, & substantial attic storage w/potential for future expansion. A pristine lower level w/high ceilings, fireplace, cabinetry, & counters offers exceptional flexibility for storage, workshop, or fitness use. A charming main-level guest suite w/ fireplace & ensuite bath completes the residence. The grounds rival the house. Bluestone terraces & patios lead through a rose-covered arbor to a sparkling saltwater pool & pool house w/kitchenette, half bath, & storage. A picturesque pond provides a serene focal point, while mature specimen trees & lush gardens create remarkable privacy and beauty throughout the seasons. A private tennis court adds resort-style recreation w/potential for pickleball or other uses. An impressive collection of outbuildings elevates the property's versatility. The massive heated garage barn features oversized bay doors, extraordinary ceiling height, tool room, half bath, & a full apartment above w/living room, bedroom, kitchen, private laundry, full bath, & balcony. Perfect for guests, extended family, rental income, an office, & so much more. A separate heated & air-conditioned 2-car garage includes built-in cabinetry, half bath, & finished upper-level bonus room, while the original garage provides storage for garden & outdoor equipment. Modern infrastructure has been thoughtfully integrated throughout, including geothermal heating & cooling, central A/C, whole-house generator, humidification, Pella windows, city water, underground utilities, irrigation, security system, fiber-optic connectivity, poured concrete foundation, & new septic infrastructure. Private driveway off quiet cul-de-sac street. Just 5 minutes from beloved Guilford Green & I-95 convenience.
Property Type(s): Single Family
Last Updated 9/21/2026 Year Built 1660
Garage Spaces 8.0 County New Haven

SCHOOLS

Elementary School Guilford Lakes
Jr. High School Adams
High School Guilford

Additional Details

AIR Central Air, Zoned
AIR CONDITIONING Yes
APPLIANCES Dishwasher, Disposal, Dryer, Electric Cooktop, Freezer, Humidifier, Ice Maker, Instant Hot Water, Microwave, Oven, Refrigerator, Washer
BARN/EQUESTRIAN Yes
BASEMENT Concrete, Partial, Storage Space, Yes
CONSTRUCTION Clapboard, Frame, HardiPlank Type
EXTERIOR Garden, Tennis Court(s)
FIREPLACE Yes
GARAGE Attached Garage, Yes
HEAT Baseboard, Forced Air, Geothermal, Hot Water, Oil, Propane, Zoned
INTERIOR Entrance Foyer, In-Law Floorplan
LOT 3.93 acre(s)
LOT DESCRIPTION Cul-De-Sac, Level, Waterfront
PARKING Garage Door Opener, Attached
POOL DESCRIPTION Outdoor Pool, Salt Water, Vinyl, In Ground
SEWER Septic Tank
STYLE Antique, Colonial
TAXES 29240
VIEW Yes
VIEW DESCRIPTION Water
WATER Public
WATERFRONT Yes
WATERFRONT DESCRIPTION Pond
ZONING R-5

Location

 

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