66 High Street 38
Guilford, CT, 06437 $ 3,200,000
Bedrooms3 Baths3.0 Sq 2,983 Monthly Estimate*
$ 19,703
for $3,200,000 with 3 bedrooms and 3 full baths. This 2,983 square foot condo was built in 2016.
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. High ceilings and premium materials elevate every space; French oak flooring, extraordinary custom lighting, designer tile, and abundant storage. Offered fully furnished for immediate enjoyment, this residence also includes a separately outfitted private garage and two extra-wide covered parking spaces, one with EV charger. Residents enjoy an array of HOA amenities designed to enhance both leisure and lifestyle: pool overlooking the scenic salt marsh, fully equipped fitness center, fenced dog park, grilling station, fire pit, and a picturesque marsh walk; perfect for morning strolls or sunset views. Ideally located just an easy stroll to the Town Green with its charming restaurants, boutiques, coffee shops, and community events, this home places you in the heart of it all while offering a serene retreat. Nearby attractions include the Guilford Yacht Club, town beach, marina, and train station for convenient travel. Enjoy the ease of condominium living without compromise; where impeccable quality, thoughtful design, desirable location, and turnkey convenience converge in one remarkable offering.
See more
FeaturesGeneralZoning R-3
Neighborhood N/A
County New Haven
Unit Number 38
Tax Year July 2025-June 2026
Property Type Condo/Co-Op For Sale
Status Active
Directions Guilford Green Whitfield Street High Street Enter Complex and enter Leete Building (take elevator to unit #38)
High School Guilford
City Guilford
Elementary School Calvin Leete
Sq Ft Total 2983
DOM 2
Year Built 2016
Complex The Residences at 66 High Street
Style Ranch
Association Amenities Elevator Exercise Room/Health Club Gardening Area Pool
Year Built Source Public Records
Energy Features Extra Insulation Programmable Thermostat Thermopane Windows
Association Fee Includes Grounds Maintenance Trash Pickup Snow Removal Property Management Pool Service Flood Insurance
See more
InteriorCooling System Central Air
Total Number of Units 51
Total Rooms 8
Basement Description None
See more
ExteriorWater Source Public Water Connected
Lot Description Level Lot Historic District Water View
See more
* Excluded FeaturesList ByRose CiardielloListing Agent
William Raveis Real EstateBroker
rose.ciardiello@raveis.comEmail
Affordability Calculator
- Monthly Principal & Interest
- $19,703
- Monthly Property Taxes
- $2,690
- Monthly Home Insurance
- --
Default based on a 30-year fixed rate of 6.25% 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.
Learn more about how to save NearbyCondo listings in Guilford, CT
Average List Price $759,925
Percent of Sale Price 76%
About Guilford, CT 22,988 Population
7% Since 2002
$ 105,797 Median Income
50.34 Median Age
27% Households with Children
Trends Information provided by ATTOM Data Solutions.
3041739 Elementary School
3041854 Middle School
Guilford High School High School
Pricing History| Date | Price | Price Change | Description |
|---|
| 3/16/2026 | $3,200,000 | | Listed Price |