CT Shoreline Real Estate

Home-Search

Save
Ask
Tour
Hide
Share
$1,825,000
New Listing

173 Highwoods Drive
Guilford, CT 06437

For Sale|Single Family Residence|Active
5
Beds
9
Total Baths
5
Full Baths
4
Partial Baths
5,414
SqFt
$337
/SqFt
1660
Built
County:
New Haven
Listing courtesy of Kiara Rusconi of William Raveis Real Estate Office Phone: (860) 633-0111 Broker Contact: (860) 573-3382
Call Now: 203-641-3233
Is this the listing for you? We can help make it yours.
203-641-3233
173 Highwoods Drive173 Highwoods Drive173 Highwoods Drive173 Highwoods Drive
Save
Ask
Tour
Hide
Share

Mortgage Calculator

Monthly Payment (Est.)

Enter an interest rate to see your estimated monthly payment.
Calculator powered by Showcase IDX, a Constellation1 Company. Copyright ©2026 Information is deemed reliable but not guaranteed.

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.

Save
Ask
Tour
Hide
Share
Listing Snapshot
Price 
$1,825,000
Days On Site 
0 Days
Bedrooms 
5
Inside Area (SqFt) 
5,414 sqft
Total Baths 
9
Full Baths 
5
Partial Baths 
4
Lot Size 
3.93 Acres
Year Built 
1660
MLS® Number 
24208638
Status 
Active
Property Tax 
$29,240
HOA/Condo/Coop Fees 
N/A
Sq Ft Source 
N/A
Friends & Family
Recent Activity
8 hours agoListing updated with changes from the MLS®
8 hours agoListing first seen on site
General Features
Acres 
3.93
Attached Garage 
Yes
Foundation 
Concrete Perimeter
Garage 
Yes
Garage Spaces 
8
Parking 
Garage Door OpenerAttached
Property Sub Type 
Single Family Residence
Security 
Security System
Sewer 
Septic Tank
SqFt Total 
5414
Style 
ColonialAntique
Water Source 
Public
Zoning 
R-5
Interior Features
Appliances 
DishwasherDisposalDryerElectric CooktopFreezerIce MakerMicrowaveRefrigeratorOvenWasherHumidifierInstant Hot Water
Basement 
PartialStorage SpaceConcrete
Cooling 
Central AirZoned
Fireplace 
Yes
Fireplaces 
8
Heating 
GeothermalOilPropaneBaseboardForced AirHot WaterZoned
Interior 
In-Law FloorplanEntrance Foyer
Full Bath 
Dimensions - 8 x 11Level - Upper
Save
Ask
Tour
Hide
Share
Exterior Features
Construction Details 
FrameHardiPlank TypeClapboard
Exterior 
GardenTennis Court(s)
Lot Features 
LevelCul-De-SacWaterfront
Other Structures 
Barn(s)Guest HouseShed(s)WorkshopPool House
Patio And Porch 
PatioPorch
Pool Features 
Outdoor PoolSalt WaterVinylIn Ground
View 
Water
Waterfront 
Yes
Waterfront Features 
Pond
Waterview 
Water
Windows/Doors 
Storm Door(s)
Community Features
Accessibility Features 
Accessible Full Bath
Community Features 
Golf
Schools
School District
Unknown
Elementary School
Guilford Lakes
Middle School
Adams
High School
Guilford
Listing courtesy of Kiara Rusconi of William Raveis Real Estate Office Phone: (860) 633-0111 Broker Contact: (860) 573-3382



The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 SmartMLS, Inc.
Last checked: 2026-09-21 10:50 PM UTC.

Neighborhood & Commute
Source: Walkscore
Disclosure: Community information and market data powered by Constellation Data Labs. Information is deemed reliable but not guaranteed.
Save
Ask
Tour
Hide
Share
Scroll to Top