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$5,450,000
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Property Description
TOP OF THE WORLD. A beautiful 4000+ sf space interior designed by award winning David Scott Parker Architects, FAIA. David has designed high end residences and cultural institutions in Southampton, Rancho Sante Fe, Florida, Massachusetts & CA. The finishing touches have just been completed on what is arguably the most luxurious penthouse in the state of Connecticut. The apartment's views of the salt marsh & L.I. Sound from its high vantage point are mesmerizing. The attention to detail and the custom construction of this unique unit is extraordinary. The only apartment on the top floor of the Chittenden building, it's the last to be constructed at the prestigious Residences at 66 High Street. From the elevator a private foyer leads through a gallery into a great room large enough to make a grand piano feel comfortably at home. An office is separated from the great room with pocket doors. Adjacent is the dining room that easily seats ten with double doors leading to an enormous, high ceilinged screened porch with panoramic views. The family room with a gas lit fireplace has double doors leading to the porch and is adjacent to a truly incredible kitchen. In another wing is the gracious primary suite which also has a gas lit fireplace, a large double bathroom and unbelievable closet space. There are 2 guest rooms each with their own bath and an 18' x 18' room adjacent to the primary suite currently envisioned as an exercise room but could also be used for many other purposes.
Full Property Details
Full Property Details for 66 High St #56-57
General
- Sold For: $5,450,000
- HOA FEE: $2,532/month
- Taxes: (July 2024-June 2025)
- Status: Closed
- Type: Condo
- Source: SMARTMLS
- MLS ID: 24057270
- Added to Site: 432 day(s) ago
Interior
- Number of Rooms: 7
- Rooms/Areas: Foyer, Laundry Room
- Interior Features: Audio System, Cable - Available, Elevator, Open Floor Plan, Security System
- Fireplace: Yes
- Number of Fireplaces: 3
- Appliances: Electric Cooktop, Wall Oven, Microwave, Subzero, Icemaker, Dishwasher, Compactor, Washer, Dryer, Wine Chiller
Rooms
Bathrooms
- Total Bathrooms: 4
- Full Bathrooms: 3
- Half Bathrooms: 1
Bedrooms
- Total Bedrooms: 3
- Primary Suite: Bedroom Suite, Dressing Room, Gas Log Fireplace, Full, 31 x 21, Main
- Bedroom 1: Bedroom - Hardwood Floor, 13 x 21, Main
- Bedroom 2: Bedroom - Hardwood Floor, 14 x 12, Main
Other Rooms
- Living Room: Living Room - Built-Ins, Combination Liv/Din Rm, Gas Log Fireplace, Hardwood Floor, 35 x 26, Main
- Kitchen: Kitchen - Beams, Breakfast Nook, Built-Ins, French Doors, Island, Hardwood Floor, 10 x 25, Main
- Eat In Kitchen: Eat-In Kitchen - Dining Area, Eating Space, Gas Log Fireplace, Hardwood Floor, 13 x 21, Main
- Dining Room: Dining Room - Beams, Built-Ins, Combination Liv/Din Rm, Wet Bar, French Doors, Hardwood Floor, 35 x 26, Main
- Office: Office - Book Shelves, Hardwood Floor, 18 x 17, Main
- Game room: Yes
- Game Room: Rec/Play Room, 18 x 18, Main
- Rec Room: 18 x 18, Main
- Laundry: Main Level
Additional Information
- Pool: Yes
- Pool Description: In Ground Pool
Exterior
- Exterior Features: Porch-Screened, Underground Utilities, Sidewalk, Porch, Lighting
- Color: White
Parking
- Garage: Yes
- Garage Spaces: 2
- Total Spaces: 4
- Parking: Parking Garage, Paved, Parking Lot
Location
- County: New Haven
- Complex: The Residences at 66 High Street
- Driving Directions: Rte 146 to left on Whitfield, right on High Street. Proceed to Chittenden Building/4th floor.
School Information
- Elementary School: Per Board of Ed
- Middle School: Per Board of Ed
- Intermediate School: Per Board of Ed
- High School: Per Board of Ed
Community
- Association: Yes
- Home Owners Assn.: 1
- Assoc. Fees Include: Grounds Maintenance, Trash Pickup, Snow Removal, Property Management, Road Maintenance
- Pets Allowed: Yes
- Pet Restrictions: 1 dog/cat per HOA rules
Heating & Cooling
- Cooling Type: Central Air
- Heating Type: Hot Air, Natural Gas
- Heating Fuel: Natural Gas
- Water Heater: Domestic
Utilities
- Sewer: Shared Septic
- Water: Public Water Connected
Structural Information
- Architectural Style: Penthouse
- Model: Penthouse
- Construction Status: Completed/Never Occupied
- Exterior Const.: Hardie Board
- Basement Desc.: None
- Unit on End: Yes
- Square Feet: 4,236
- Above Ground: 4,236 Sq. Ft.
- Year Built: 2024
Lot Features
- Zoning: RES
- Lot Description: Historic District, Water View
Water Features
- Water Front Desc.: View
Green Features
- Energy Features: Programmable Thermostat
Financial Considerations
- Association Fee: $2,532
- Assoc Fee Freq.: Monthly
- Assessment Amount: $2,614,290
- Tax Year: July 2024-June 2025
Disclosures and Reports
- Property ID: 999999999
Listed and Sold by William Pitt Sotheby's Int'l, The Margaret Muir Team, Margaret Muir
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Schools
Schools serving 66 High St #56-57
School District:Guilford School District
| Name | Grades | Distance |
|---|---|---|
A. Baldwin Middle School 68 Bullard Drive, Guilford, CT 06437 | 5-6 | 4.5 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 #56-57
Date
Details
Price
Change
Source
8/07/2025
Sold
$5,450,000
-4.39%
MLS
4/22/2025
Price Reduced
$5,700,000
-14.93%
MLS
2/01/2025
Listed
$6,700,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
66 High Street #56-57, Guilford, CT 06437 (MLS# 24057270) is a Condo property that was sold at $5,450,000 on August 07, 2025. Want to learn more about 66 High Street #56-57? 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.

