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
| Office | William Raveis Real Estate |
|---|
