Date
Details
Price
Change
Source
3/21/2026
Listed
$3,200,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
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1/40
$3,200,000
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Property 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 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.
Full Property Details
Full Property Details for 66 High St #38
General
- Price: $3,200,000
- HOA FEE: $1,800/month
- Taxes: (July 2025-June 2026)
- Status: Active
- Type: Condo
- Source: SMARTMLS
- MLS ID: 24155789
- Updated: 3/23/2026
- Added to Site: 19 day(s) ago
Interior
- Number of Rooms: 8
- Rooms/Areas: Foyer, Laundry Room
- Interior Features: Audio System, Auto Garage Door Opener, Cable - Available, Elevator, Open Floor Plan
- Fireplace: Yes
- Number of Fireplaces: 1
- Appliances: Gas Cooktop, Wall Oven, Microwave, Refrigerator, Dishwasher, Washer, Dryer, Wine Chiller
Rooms
Bathrooms
- Total Bathrooms: 3
- Full Bathrooms: 3
Bedrooms
- Total Bedrooms: 3
- Primary Suite: Balcony/Deck, Built-Ins, Ceiling Fan, Gas Log Firepla, 21.11 x 13.5, Main
- Bedroom 1: Bedroom - Ceiling Fan, Hardwood Floor, 13.8 x 12.4, Main
- Bedroom 2: Bedroom - Built-Ins, Ceiling Fan, Full Bath, Hardwood Floor, 15.7 x 12.5, Main
Other Rooms
- Living Room: Living Room - Built-Ins, Combination Liv/Din Rm, Gas Log Fireplace, Hardwood Floor, 21.6 x 18.5, Main
- Kitchen: Kitchen - Breakfast Bar, Built-Ins, Island, Pantry, Hardwood Floor, 21.11 x 12.11, Main
- Dining Room: Dining Room - Balcony/Deck, Built-Ins, Ceiling Fan, French Doors, Hardwood Floor, 21.1 x 12.9, Main
- Laundry: Main Level
Additional Information
- Shared Amenities: Elevator, Exercise Room/Health Club, Gardening Area, Pool
- Pool: Yes
Exterior
- Exterior Features: Grill, Sidewalk, Garden Area, Lighting, Covered Deck
- Color: Blue Gray
Parking
- Garage: Yes
- Garage Spaces: 3
- Total Spaces: 5
- Parking: Detached Garage, Covered Garage, Paved, Parking Lot, Assigned Parking
Location
- County: New Haven
- Complex: The Residences at 66 High Street
- Driving Directions: Guilford Green Whitfield Street High Street Enter Complex and enter Leete Building (take elevator to unit #38)
School Information
- Elementary School: Calvin Leete
- Middle School: Adams
- Intermediate School: Baldwin
- High School: Guilford
Community
- Association: Yes
- Home Owners Assn.: 1
- Assoc. Fees Include: Grounds Maintenance, Trash Pickup, Snow Removal, Property Management, Pool Service, Flood Insurance
- Pets Allowed: Yes
- Pet Restrictions: Refer to HOA
Heating & Cooling
- Cooling Type: Central Air
- Heating Type: Hot Air, Natural Gas
- Heating Fuel: Natural Gas
- Water Heater: Natural Gas, Tankless Hotwater
Utilities
- Sewer: Shared Septic
- Water: Public Water Connected
Structural Information
- Architectural Style: Ranch
- Model: Ranch
- Construction Status: No/Resale
- Exterior Const.: Hardie Board
- Basement Desc.: None
- Unit on End: Yes
- Square Feet: 2,983
- Above Ground: 2,983 Sq. Ft.
- Year Built: 2016
Lot Features
- Zoning: R-3
- Lot Description: Level Lot, Historic District, Water View
Water Features
- Water Front: Yes
- Water View: Yes
- Water Front Desc.: River, Association Required, Water Community, View
Green Features
- Energy Features: Extra Insulation, Programmable Thermostat, Thermopane Windows
Financial Considerations
- Association Fee: $1,800
- Assoc Fee Freq.: Monthly
- Assessment Amount: $1,167,530
- Tax Year: July 2025-June 2026
Disclosures and Reports
- Flood Zone: Yes
- Property ID: 2695389
Listed by William Raveis Real Estate, Rose Ciardiello
We Value Your Privacy
We Value Your Privacy
We Value Your Privacy
Listing agent
— 66 High St #38 —
Rose Ciardiello
William Raveis Real Estate
Agent Contact: (203) 314-6269 Office Contact: (203) 453-0391
NMLS#: 1598647Get Pre-Approved Today
Schools
Schools serving 66 High St #38
School District:Guilford School District
| Name | Grades | Distance |
|---|---|---|
Calvin Leete School 280 South Union Street, Guilford, CT 06437 | K-4 | 0.8 mi |
E. C. Adams Middle School 233 Church Street, Guilford, CT 06437 | 7-8 | 1 mi |
Guilford High School 605 New England Road, Guilford, CT 06437 | 9-12 | 2.9 mi |
Disclaimer:
School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 66 High St #38
Tax History
Tax History for 66 High St #38
Year
Property Taxes
Change
Tax Assessment
Change
2024
$32,282
4%
$1,167,530
—
2023
$31,033
3%
$1,167,530
—
2023
$30,216
-4%
$1,167,530
24%
2022
$31,324
1%
$942,080
-1%
2021
$30,902
39%
$947,330
37%
2020
$22,304
260%
$690,300
257%
2019
$6,201
—
$193,590
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for 66 High St #38
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- Single Family
- Active
- Updated 1 day ago
- 4Beds
- 2Total Baths
- 1,346Sq. Ft.
Listed by Cathy Lynch & Team (203) 627-2331
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- Single Family
- Closed
- Updated 1 day ago
- 4Beds
- 5Total Baths
- 6,620Sq. Ft.
66 High Street #38, Guilford, CT 06437 (MLS# 24155789) is a Condo property with 3 bedrooms and 3 full bathrooms. 66 High Street #38 is currently listed for $3,200,000 and was received on March 16, 2026. Want to learn more about 66 High Street #38? Do you have questions about finding other Condo real estate for sale in Guilford? You can browse all Guilford real estate or contact a Coldwell Banker agent to request more information.