173 Highwoods Drive, Guilford, Connecticut image 1
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173 Highwoods Drive

Guilford, CT 06437
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$1,825,000 $7,694/Mo
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Bed 5

Bed

Bath 9

Bath

SqFt5,414

Sqft

Acres3.93

Acres(Lot)

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 except ional 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.

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Detail Ic Property Details

Property Type : Residential

Price : $1,825,000

AD Id : 91399005

MLS Id : 24208638

Beds : 5

Lot Size : 3.93 Acres

Living Area Size : 5,414 Sq. Ft

Tax Amount : $29,240

Year Built : 1660

Garage : 8

County : New Haven

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Feature Features

  • Bedroom Information

    Total beds: 5

    Bathroom Information

    Total Baths: 9 Full Baths: 5 Half Baths: 4

    Room Information

    Rooms Total: 10 Has Basement: Yes Basement: Partial, Storage Space, Concrete

  • Interior Features

    In-Law Floorplan, Entrance Foyer Appliances: Dishwasher, Disposal, Dryer, Electric Cooktop, Freezer, Ice Maker, Microwave, Refrigerator, Oven, Washer, Humidifier, Instant Hot Water

  • Heating & Cooling

    Has Heating: Yes Heating: Geothermal, Oil, Propane, Baseboard, Forced Air, Hot Water, Zoned Has Cooling: Yes Cooling: Central Air, Zoned Water front: 1

  • Building Information

    Year Built: 1660 Building Area Total: 5414 Construction Materials: Frame, HardiPlank Type, Clapboard Patio And Porch Features: Patio, Porch Pool Features: Outdoor Pool, Salt Water, Vinyl, In Ground Private Pool: No Water front Features: Pond View: Water

  • Exterior Features

    Exterior Features: Garden, Tennis Court(s)

  • Lot Information

    Lot Size Acres: 3.93 Lot Description: Level, Cul-De-Sac, Waterfront

  • Listing Price Information

    Listing Price: $1825000

  • Tax Information

    Parcel Number: 1118293 Annual Tax: $29240

  • Parking Information

    Garage Door Opener, Attached

    Garage Information

    Has Garage: Yes Has Attached Garage: Yes Garage Space: 8

  • School Information

    Elementary School: Guilford Lakes
    Junior High School: Adams
    Senior High School: Guilford

  • Location Information

    Direction: GPS friendly. Flat Meadow Lane to Mirror Lane and right onto Highwoods Drive. Continue towards end of second cul-de-sac. Property on right side boarded by long stone wall. Private entry. WaterSource: Public Security Features: Security System
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Nearby Home Value

Address Estimate Bed Bath Sq. Ft Lot Size
539-A Boston Street, Guilford, CT, 06437 $1,599,000 4 4 3,284 0.93 Acre
57 Faulkner Drive, Guilford, CT, 06437 $2,999,000 3 3 2,891 1.83 Acres
134 Union Street, Guilford, CT, 06437 $949,000 4 3 2,194 0.68 Acre
147 Boston Street, Guilford, CT, 06437 $1,349,000 4 4 2,966 0.95 Acre
51 Pearl Street, Guilford, CT, 06437 $1,075,000 4 4 2,392 0.54 Acre
169 Willow Road, Guilford, CT, 06437 $1,150,000 4 3 3,184 0.92 Acre
33 Church Street, Guilford, CT, 06437 $1,150,000 6 3 3,833 0.39 Acre
205 State Street, Guilford, CT, 06437 $1,650,000 3 3 3,024 0.77 Acre
345 Nut Plains Road, Guilford, CT, 06437 $579,000 3 2 1,716 1.80 Acres
212 Mulberry Point Road, Guilford, CT, 06437 $1,200,000 3 4 3,645 0.92 Acre

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IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. The listing broker’s offer of compensation is made only to participants of the MLS where the listing is filed.

ByOwner last updated this listing 09/30/2026 @ 14:29

MLS: 24208638 LISTED BY: Kiara Rusconi, William Raveis Real Estate SOURCE: SmartMLS

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