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66 High Street #38

Guilford, CT 06437
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Bed 3

Bed

Bath 3

Bath

SqFt2,797

Sqft

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.

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Detail Ic Property Details

Property Type : Residential

Price : $2,995,000

AD Id : 76178252

MLS Id : 24155789

Beds : 3

Living Area Size : 2,797

Year Built : 2016

Garage : 3

County : New Haven

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Feature Features

  • Bedroom Information

    Total beds: 3

    Bathroom Information

    Total Baths: 3 Full Baths: 3

    Room Information

    Rooms Total: 8 Basement: None
  • Interior Features

    Sound System, Elevator, Entrance Foyer, Open Floorplan Appliances: Dishwasher, Dryer, Gas Cooktop, Microwave, Refrigerator, Oven, Washer, Gas Water Heater, Wine Cooler Laundry Features: Main Level, Laundry Room
  • Heating & Cooling

    Has Heating: Yes Heating: Natural Gas, Forced Air Has Cooling: Yes Cooling: Central Air Water front: 1

  • Building Information

    Year Built: 2016 Building Area Total: 2983 Construction Materials: Concrete, Steel Siding, HardiPlank Type Patio And Porch Features: Deck Pool Features: Outdoor Pool Private Pool: No Water front Features: River Front View: Water Association Fee Frequency: Monthly
  • Exterior Features

    Exterior Features: Garden, Barbecue

  • Lot Information

    Lot Description: Level, Waterfront

  • Listing Price Information

    Listing Price: $2995000 Original Price: $3200000

  • Tax Information

    Parcel Number: 2695389 Annual Tax: $32282

  • Parking Information

    Parking Total: 5 Garage Door Opener, Paved, Parking Lot

    Garage Information

    Has Garage: Yes Garage Space: 3 Pets Allowed: Yes
    Homeowners Association Information
    Has Association: Yes Included Fees: Insurance, Snow Removal, Trash HOA: $1,800.00 Association Amenities: Pool, Elevator(s)

  • School Information

    Elementary School: Calvin Leete
    Junior High School: Adams
    Senior High School: Guilford
  • Location Information

    Direction: Guilford Green Whitfield Street High Street Enter Complex and enter Leete Building (take elevator to unit #38) WaterSource: Public
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Nearby Home Value

Address Estimate Bed Bath Sq. Ft Lot Size
446 Whitfield Street #C, Guilford, CT, 06437 $779,000 1 2 1,672 1,672 SqFt
405 Whitfield Street #2, Guilford, CT, 06437 $3,995,000 6 6 6,216 6,216 SqFt
379 Whitfield Street #C.., Guilford, CT, 06437 $35,000 -- -- 1,296 1,296 SqFt
379 Whitfield Street #B.., Guilford, CT, 06437 $23,500 -- -- 680 680 SqFt
379 Whitfield Street #A.., Guilford, CT, 06437 $25,500 -- -- 612 612 SqFt
379 Whitfield Street #B.., Guilford, CT, 06437 $22,000 -- -- 680 680 SqFt
379 Whitfield Street #C.., Guilford, CT, 06437 $20,000 -- -- 720 720 SqFt
379 Whitfield Street #A.., Guilford, CT, 06437 $22,500 -- -- 490 490 SqFt
379 Whitfield Street #B.., Guilford, CT, 06437 $21,000 -- -- 680 680 SqFt
33 Village Circle #33, Guilford, CT, 06437 $879,900 2 3 2,197 2,197 SqFt

IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. The listing broker’s offer of compensation is made only to participants of the MLS where the listing is filed.

ByOwner last updated this listing 06/14/2026 @ 11:20

MLS: 24155789 LISTED BY: Rose Ciardiello, William Raveis Real Estate SOURCE: SmartMLS

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