66 High Street 38, Guilford, Connecticut

$2,995,000

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3

Beds

3

Baths

2,983

Square feet

About 66 High Street 38

Exquisitely reimagined with uncompromising attention to detail, this exceptional upper-level residence at The Residences at 66 High Street presents refined luxury in a premier in-town setting. Originally created by seamlessly merging two units, the owner collaborated with an interior designer, contractor, and master craftspeople to conceive a truly one-of-a-kind, fully customized home. The result is an expansive and impeccably executed "double" residence in the Leete Building offering approximately 3,000 square feet of meticulously maintained, sophisticated living space designed for both grand entertaining and effortless everyday comfort. A gracious living room anchored by a gas fireplace and a mounted 150-year old half hull ship model, flows seamlessly into a dining area with access to a private balcony; creating the perfect backdrop for intimate evenings or lively gatherings. The chef's kitchen and custom millwork throughout showcase superior craftsmanship, bespoke built-ins, and curated finishes of the highest caliber. The master bedroom suite is a private sanctuary, complete with its own fireplace, a dedicated office with built-in shelves, file drawers and cabinets for remote work, private balcony, a spa-inspired bath appointed with luxury fittings and steam shower, and two walk-in closets. Two additional bedrooms and beautifully designed full baths provide comfort and flexibility for guests.

Features of 66 High Street 38

MLS® # 24155789
Price $2,995,000
Bedrooms 3
Bathrooms 3.00
Full Baths 3
Square Footage 2,983
Type Condo/Co-Op For Sale
Sub-Type Condominium
Style Ranch
Status Active

Community Information

Address 66 High Street 38
Area N/A
City Guilford
County New Haven
State Connecticut
Zip Code 06437

Amenities

Amenities Elevator, Exercise Room/Health Club, Gardening Area, Pool
Features Extra Insulation, Programmable Thermostat, Thermopane Windows
Parking Spaces 5
Parking Detached Garage, Covered Garage, Paved, Parking Lot, Assigned Parking
# of Garages 3
Is Waterfront Yes
Waterfront River, Association Required, Water Community, View
Has Pool Yes

Interior

Interior Features Audio System, Auto Garage Door Opener, Cable - Available, Elevator, Open Floor Plan
Appliances Gas Cooktop, Wall Oven, Microwave, Refrigerator, Dishwasher, Washer, Dryer, Wine Chiller
Heating Hot Air, Natural Gas
Cooling Central Air
Fireplace Yes
# of Fireplaces 1
# of Stories 4
Has Basement No
Basement None

Exterior

Exterior Hardie Board
Exterior Features Grill, Sidewalk, Garden Area, Lighting, Covered Deck
Lot Description Level Lot, Historic District, Water View

School Information

Elementary Calvin Leete
Middle Adams
High Guilford

Additional Information

Date Listed March 16th, 2026
Days on Market 172
Zoning R-3
RE / Bank Owned No
HOA Fees 1800
HOA Fees Freq. Monthly

Listing Details

OfficeWilliam Raveis Real Estate

Listing Map

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Listing information last updated on September 10th, 2026 at 1:40am EDT.