173 Highwoods Drive Guilford, CT $ 1,825,000
173 Highwoods Drive
$ 1,825,000
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173 Highwoods Drive

Guilford, CT, 06437
$ 1,825,000
Bedrooms5 Baths5.4 Sq 5,414

Monthly Estimate*

$ 11,523

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Single Family Home for sale in Guilford, CT

for $1,825,000 with 5 bedrooms and 5 full baths, 4 half baths. This 5,414 square foot home was built in 1660 on a lot size of 3.93.

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.

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Single Family Active

Price

$ 1,825,000

Bedrooms

5

Full Bath

5

Half Bath

4

Property Type

Single Family

Taxes

$ 29,240

Style

Lot Size

3.93

Year Built

1660

Town/City

Guilford

MLS | Web ID

24208638

Features
General
Zoning R-5
Neighborhood N/A
County New Haven
Tax Year July 2026-June 2027
Property Type Single Family For Sale
Status Active
Acres 3.93
Directions 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.
High School Guilford
City Guilford
Elementary School Guilford Lakes
Sq Ft Total 5414
DOM 9
Year Built 1660
Style Colonial Antique
Year Built Source Public Records
Handicap Features Accessible Bath
Pool Description Pool House Vinyl Salt Water In Ground Pool
Energy Features Generator Geothermal Heat Humidistat Storm Doors Thermopane Windows
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Interior
Cooling System Central Air Zoned
Total Rooms 10
Basement Description Partial Storage Interior Access Liveable Space Partial With Hatchway Concrete Floor
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Exterior
Water Source Public Water Connected
Lot Description Fence - Partial Fence - Stone Fence - Electric Pet Fence - Privacy Lightly Wooded Level Lot On Cul-De-Sac Professionally Landscaped Water View
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* Excluded Features
List By
Kiara Rusconi

Listing Agent

William Raveis Real Estate

Broker

kiararusconi@aol.com

Email

Affordability Calculator

$13,960
Per Month
83%
17%
0%
Monthly Principal & Interest
$11,523
Monthly Property Taxes
$2,437
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
3042023 Elementary School
3041854 Middle School
Guilford High School High School
Pricing History
DatePricePrice ChangeDescription
9/21/2026$1,825,000 Listed Price

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173 Highwoods Drive, Guilford, CT, 06437 is a Single Family Home for sale at $1,825,000 with 5,414 sqft and a lot size of 3.93. 173 Highwoods Drive has 5 bedrooms, 5.4 baths, and was built in 1660. The property's zip code is 06437 which is in Guilford, CT