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. The Residences at 66 High Street is the recipient of numerous awards for the quality and detail used: Type 11 construction with non-combustible material using reinforced concrete and steel, insulation approaching R-30, cement board siding, high quality roofing and PVC trim for a long low maintenance life. Building amenities include a swimming pool and a gym. Guilford was settled in 1639 and admitted in the New Haven Colony in 1643. It boasts one of the largest and prettiest greens in the state. It is home to one of the best regarded arts and crafts festival in New England and close to the arts and culture offerings of Yale University and New Haven. It also enjoys excellent restaurants and shops a short walk from 66 High St. Guilford is equidistant between New York City and Boston (about 2 hour drive to each) and very near Tweed New Haven Airport. The Shoreline East railroad serves the entire shoreline from New Haven to New London providing connections with Acela and Metro North.
Sold for $5,450,000
$5,450,000
66 High Street #56-57, Guilford, CT 06437
3beds
4,236sqft
Condominium
Built in 2024
-- sqft lot
$5,635,100 Zestimate®
$1,287/sqft
$5,173 Estimated rent
Home value
$5,635,100
$5.02M - $6.37M
$5,173/mo
Zestimate® history
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Zillow last checked:
Listing updated:
Listed by:
The Margaret Muir Team,
Margaret Muir 203-415-9187,
William Pitt Sotheby's Int'l 203-245-6700
Bought with:
Margaret Muir, RES.0485255
William Pitt Sotheby's Int'l
Source: Smart MLS,MLS#: 24057270
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 3
- Bathrooms: 4
- Full bathrooms: 3
- 1/2 bathrooms: 1
Rooms
- Room types: Laundry
Primary bedroom
- Features: Bedroom Suite, Dressing Room, Gas Log Fireplace, Full Bath, Walk-In Closet(s), Hardwood Floor
- Level: Main
- Area: 651 Square Feet
- Dimensions: 21 x 31
Bedroom
- Features: Hardwood Floor
- Level: Main
- Area: 168 Square Feet
- Dimensions: 12 x 14
Bedroom
- Features: Hardwood Floor
- Level: Main
- Area: 273 Square Feet
- Dimensions: 21 x 13
Dining room
- Features: Beamed Ceilings, Built-in Features, Combination Liv/Din Rm, Wet Bar, French Doors, Hardwood Floor
- Level: Main
- Area: 910 Square Feet
- Dimensions: 26 x 35
Kitchen
- Features: Beamed Ceilings, Breakfast Nook, Built-in Features, French Doors, Kitchen Island, Hardwood Floor
- Level: Main
- Area: 250 Square Feet
- Dimensions: 25 x 10
Kitchen
- Features: Dining Area, Eating Space, Gas Log Fireplace, Hardwood Floor
- Level: Main
- Area: 273 Square Feet
- Dimensions: 21 x 13
Living room
- Features: Built-in Features, Combination Liv/Din Rm, Gas Log Fireplace, Hardwood Floor
- Level: Main
- Area: 910 Square Feet
- Dimensions: 26 x 35
Office
- Features: Bookcases, Hardwood Floor
- Level: Main
- Area: 306 Square Feet
- Dimensions: 17 x 18
Rec play room
- Level: Main
- Area: 324 Square Feet
- Dimensions: 18 x 18
Heating
- Forced Air, Natural Gas
Cooling
- Central Air
Appliances
- Included: Electric Cooktop, Oven, Microwave, Subzero, Ice Maker, Dishwasher, Trash Compactor, Washer, Dryer, Wine Cooler, Water Heater
- Laundry: Main Level
Features
- Sound System, Elevator, Open Floorplan, Entrance Foyer, Smart Thermostat
- Basement: None
- Attic: None
- Number of fireplaces: 3
- Common walls with other units/homes: End Unit
Interior area
- Total structure area: 4,236
- Total interior livable area: 4,236 sqft
- Finished area above ground: 4,236
Property
Parking
- Total spaces: 4
- Parking features: Garage, Paved, Parking Lot
- Garage spaces: 2
Features
- Stories: 1
- Patio & porch: Screened, Porch
- Exterior features: Sidewalk, Lighting
- Has private pool: Yes
- Pool features: In Ground
- Has view: Yes
- View description: Water
- Has water view: Yes
- Water view: Water
Lot
- Features: Historic District
Details
- Parcel number: 2695407
- Zoning: RES
Construction
Type & style
- Home type: Condo
- Property subtype: Condominium
- Attached to another structure: Yes
Materials
- HardiPlank Type
Condition
- Completed/Never Occupied
- Year built: 2024
Details
- Builder model: Penthouse
Utilities & green energy
- Sewer: Shared Septic
- Water: Public
- Utilities for property: Underground Utilities, Cable Available
Green energy
- Energy efficient items: Thermostat
Community & HOA
Community
- Features: Library, Medical Facilities, Shopping/Mall
- Security: Security System
HOA
- Has HOA: Yes
- Amenities included: Management
- Services included: Maintenance Grounds, Trash, Snow Removal, Road Maintenance
- HOA fee: $2,532 monthly
Location
- Region: Guilford
Financial & listing details
- Price per square foot: $1,287/sqft
- Tax assessed value: $2,614,290
- Annual tax amount: $69,994
- Date on market: 1/28/2025
Price history
| Date | Event | Price |
|---|---|---|
| 8/7/2025 | Sold | $5,450,000-4.4%$1,287/sqft |
Source:  Smart MLS #24057270 Report a problem | ||
| 7/18/2025 | Pending sale | $5,700,000$1,346/sqft |
Source: Smart MLS #24057270 Report a problem | ||
| 4/22/2025 | Price change | $5,700,000-14.9%$1,346/sqft |
Source: Smart MLS #24057270 Report a problem | ||
| 2/1/2025 | Listed for sale | $6,700,000+48.9%$1,582/sqft |
Source: Smart MLS #24057270 Report a problem | ||
| 9/5/2024 | Sold | $4,500,000-10%$1,062/sqft |
Source: Smart MLS #170414731 Report a problem | ||
| 6/14/2023 | Pending sale | $5,000,000$1,180/sqft |
Source: Smart MLS #170414731 Report a problem | ||
| 6/14/2023 | Contingent | $5,000,000$1,180/sqft |
Source: Smart MLS #170414731 Report a problem | ||
| 8/25/2022 | Listed for sale | $5,000,000$1,180/sqft |
Source:  William Raveis Real Estate, Mortgage & Insurance #170414731 Report a problem | ||
| 11/9/2021 | Contingent | $5,000,000$1,180/sqft |
Source: Smart MLS #170414731 Report a problem | ||
| 7/1/2021 | Listed for sale | $5,000,000$1,180/sqft |
Source: Smart MLS #170414731 Report a problem | ||
Public tax history
Tax history is unavailable.
Neighborhood: Guilford Center
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Nearby schools
GreatSchools rating
- 9/10Calvin Leete SchoolGrades: K-4Distance: 0.8 mi
- 8/10E. C. Adams Middle SchoolGrades: 7-8Distance: 1 mi
- 9/10Guilford High SchoolGrades: 9-12Distance: 2.9 mi
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- Connecticut
- New Haven County
- Guilford
- 06437
- Guilford Center
- 66 High Street Unit 56-57
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