66 High St, Unit 38

2,983 Sq. Ft.
$1,073 / Sq. Ft.
2,983
Sq. Ft.
$1,073
per Sq. Ft.

Description

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...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.
  1. Listed by Rose Ciardiello • William Raveis Real Estate
    P: (203)-314-6269 C: (203)-314-6269 rose.ciardiello@raveis.com

Property Details for 66 High Street, Unit 38

Basement Description
None
Direct Waterfront
Yes
Expected Active Date
03-21-2026
Garages Number
3
Neighborhood
N/A
Style
Ranch
Garage Parking Info
Detached Garage, Covered Garage, Paved, Parking Lot, Assigned Parking
Swimming Pool
Yes
LISTING UPDATED: 03/23/2026 05:38 PM

Property Details for 66 High Street, Unit 38

StatusActive
MLS #24155789
Days on Market10
Taxes$32,282 / year
HOA Fees$1,800 / month
Condo/Co-op Fees-
Compass TypeCondo
MLS TypeCondo/Co-Op / Condominium
Year Built2016
CountyNew Haven County

Location

Listing Courtesy of William Raveis Real Estate, Rose Ciardiello
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Building Information for 66 High Street, Unit 38

Building/Complex66 High StFloor-Stories-Residences51Pet PolicyAllowedPet Policy DetailsYesYear Built2016

Payment Calculator

$20,020 per month

30 year fixed, 6.11% Interest

Principal and Interest

$15,530

Property Taxes

$2,690

HOA Dues

$1,800

The Payment Calculator is for illustrative purposes only.

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Property Information for 66 High Street, Unit 38

Summary
Property and Location
  • Association Amenities: Elevator, Exercise Room/Health Club, Gardening Area, Pool
  • Complex Name: The Residences at 66 High Street
  • Directions: Guilford Green Whitfield Street High Street Enter Complex and enter Leete Building (take elevator to unit #38)
  • Elementary School: Calvin Leete
  • End Unit: Yes
  • Flood Zone: Yes
  • High School: Guilford
  • Intermediate School: Baldwin
  • Latitude: 41.277751
  • Longitude: -72.682439
  • Middle Jr High School: Adams
  • Neighborhood Amenities: Basketball Court, Health Club, Library, Medical Facilities, Playground/Tot Lot
  • Pets Allowed Info: Refer to HOA
  • Pets Allowed: Yes
  • Unit On Floor Number: 3
  • State: Connecticut
  • Subd Complex: The Residences at 66 High Street
Parking
  • Parking Total Spaces: 5
HOA and Fees
  • Association Fee Includes: Grounds Maintenance, Trash Pickup, Snow Removal, Property Management, Pool Service, Flood Insurance
  • HOA Fee Amount: 1800
  • HOA Fee Frequency: Monthly
  • Home Owner's Assocation: Yes
  • Special Association Assessment: No
  • Tax Year: July 2025-June 2026
  • Property Tax: $32,282
Interior and Exterior Features
Exterior Features
  • Exterior Features: Grill, Sidewalk, Garden Area, Lighting, Covered Deck
  • Waterfront Description: River, Association Required, Water Community, View
Interior Features
  • Appliances Included: Gas Cooktop, Wall Oven, Microwave, Refrigerator, Dishwasher, Washer, Dryer, Wine Chiller
  • Cooling System: Central Air
  • Heat Type: Hot Air
  • Attic YN: No
  • Fireplaces Total: 1
  • Home Automation: Thermostat(s)
  • Interior Features: Audio System, Auto Garage Door Opener, Cable - Available, Elevator, Open Floor Plan
  • Laundry Room Info: Main Level
  • Laundry Room Location: Laundry Room with washer/dryer & sink
  • Rooms Additional: Foyer, Laundry Room
  • Rooms Total: 8
Room 1
  • Room Entry Order: 1
  • Room Features: Built-Ins,Combination Liv/Din Rm,Gas Log Fireplace,Hardwood Floor
  • Room Length: 21.6
  • Room Level: Main
  • Room Type: Living Room
  • Room Width: 18.5
Room 2
  • Room Entry Order: 2
  • Room Features: Balcony/Deck,Built-Ins,Ceiling Fan,French Doors,Hardwood Floor
  • Room Length: 21.1
  • Room Level: Main
  • Room Type: Dining Room
  • Room Width: 12.9
Room 3
  • Room Entry Order: 3
  • Room Features: Breakfast Bar,Built-Ins,Island,Pantry,Hardwood Floor
  • Room Length: 21.11
  • Room Level: Main
  • Room Type: Kitchen
  • Room Width: 12.11
Room 4
  • Room Entry Order: 4
  • Room Features: Balcony/Deck,Built-Ins,Ceiling Fan,Gas Log Fireplace,Full Bath,Walk-In Closet
  • Room Length: 21.11
  • Room Level: Main
  • Room Type: Primary BR Suite
  • Room Width: 13.5
Room 5
  • Listing Key: 4B811BCF60509305E063E201100A4849
  • Room Entry Order: 5
  • Room Features: Built-Ins,Ceiling Fan,Full Bath,Hardwood Floor
  • Room Length: 15.7
  • Room Level: Main
  • Room Type: Bedroom
  • Room Width: 12.5
Room 6
  • Room Entry Order: 6
  • Room Features: Ceiling Fan,Hardwood Floor
  • Room Length: 13.8
  • Room Level: Main
  • Room Type: Bedroom
  • Room Width: 12.4
Property
Property and Assessments
  • Color: Blue Gray
  • Condo Model Name: Ranch
  • Construction Description: Concrete, Steel
  • Elevation Certificate: Yes
  • Exterior Siding: Hardie Board
  • Levels In Unit: 4
  • New Construction Type: No/Resale
  • Year Built: 2016
  • Year Built Source: Public Records
  • Bank Owned Property: No
  • Sq Ft Description: Floor plan shows finished SF at 2,983
  • Living Area SQFT Per Public Records: 2797
Lot Information
  • Lot Description: Level Lot, Historic District, Water View
  • Parcel Number: 2695389
  • Sq Ft Est Heated Above Grade: 2983.0
  • Sq Ft Total: 2983.0
  • Zoning: R-3
Utilities
  • Energy Features: Extra Insulation, Programmable Thermostat, Thermopane Windows
  • Heat Fuel Type: Natural Gas
  • Hot Water Description: Natural Gas, Tankless Hotwater
  • Sewage System: Shared Septic
  • Water Source: Public Water Connected
Multi Family
Income and Expenses
  • Occupied By: Owner
  • Total Number of Units: 51

Public Records for 66 High Street, Unit 38

Taxable ValueLand-Additions$1,167,530Total-
Tax Record2023$31,033 ($2,586 / month)
Home Facts
Beds3Baths3Total Finished SqFt2,797 SqFtAbove Grade Finished SqFt2,797 SqFtStories1Lot Size5,227 SqFtStyleCondominiumYear Built2016ZoningR-3CountyNEW HAVENAPNGUIL M:32060-H1800009Fireplace TypeHas Fireplace

Schools near 66 High Street, Unit 38

This home is within Guilford School District.
Rating
School
Type
Grades
Distance
Public - 5 to 6
Public - 7 to 8
Public - 9 to 12
Public - K to 4
Rating
School
Distance
A. Baldwin Middle School
Public5 to 6

E. C. Adams Middle School
Public7 to 8

Guilford High School
Public9 to 12

Calvin Leete School
PublicK to 4

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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66 High Street, Unit 38 is a condo for sale in Guilford, CT 06437. This property was listed for sale on March 16, 2026 by William Raveis Real Estate, it's currently listed at $3,200,000. This listing's school district is Guilford School District. Nearby schools include A. Baldwin Middle School, E. C. Adams Middle School and Guilford High School. 66 High Street, Unit 38 is a 3-bed, 3-bath, 2,983 sqft condo built in 2016.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties make no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of William Raveis Real Estate, Rose Ciardiello

Based on information from one of the following Multiple Listing Services: Darien MLS, Smart MLS and Greenwich Multiple Listing Service. Information being provided is for the visitor’s personal, noncommercial use and may not be used for any purpose other than to identify prospective properties visitor may be interested in purchasing. The data contained herein is copyrighted by Darien MLS, Smart MLS and Greenwich Multiple Listing Service is protected by all applicable copyright laws. Any dissemination of this information is in violation of copyright laws and is strictly prohibited. Property information referenced on this web site comes from the Internet Data Exchange (IDX) program of the MLS. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site. For the avoidance of doubt, the accuracy of all information, regardless of source, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals.