66 High Street #17
Guilford, Connecticut 06437
- Beds
- 3
- Baths
- 2 | 1
- SqFt
- 3,348
- Year Built
- 2016
- Property Type
- Condo

Matt Caiola
Luxury Real Estate Advisor
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About This Home
Welcome to a truly exceptional living experience at The Residences at 66 High Street! This stunning three-bedroom, two-and-a-half-bathroom condo presents a rare opportunity for those seeking luxury and convenience in one of Guilford's most desirable locations. Spanning an impressive 3,148 square feet, this custom single-level home offers elegant design and modern amenities, ensuring comfort and style at every turn. Step inside to discover an exquisite open floor plan highlighted by two-inch marble and black walnut countertops, complemented by high-end finishes from Waterworks and custom built-ins throughout. Enjoy the culinary delight of a gourmet kitchen equipped with Subzero appliances, a 48" Wolf range, and two spacious walk-in pantries. The inviting living area features a gas fireplace for cozy evenings and a state-of-the-art Full Swing sports simulator that also serves as a perfect media room. This smart home boasts temperature-controlled fresh air and is easily managed via iPad. Step outside to your covered private terrace and be captivated by stunning marsh and Long Island Sound views, accompanied by refreshing salty breezes. The vibrant community offers a heated pool, fitness center, fire pit, dog park, and more, making it an ideal setting for relaxation and recreation. With easy access to the marina, beach, dining, shopping, and cultural experiences in downtown Guilford, this property epitomizes Connecticut shoreline living at its finest.
Key Facts
- City/Town
- Guilford
- Neighborhood
- N/A
- Property / Style
- Condo · Ranch
- Year Built
- 2016
- Days on Market
- 94 days
- Beds
- 3
- Baths
- 2 full · 1 half
- Living Area
- 3,348 sq ft
- Garage / Parking
- 2 garage
- Property Taxes
- $33,212 / Annually
- HOA Fee
- $1,877 / Monthly
Market Snapshot
The Guilford Market
Condo · trailing 12 months
Active Listings
19
10 under contract
Median List Price
$259,995
19 active listings
Median Closed Price
$475,000
55 sales
Median Days on Market
158
19 active listings
Median $ / Sq Ft
$276
19 active listings
Sale-to-List Ratio
100.0%
55 sales
How this home compares
List Price
$2.99M
vs $259,995 median
11.5× the median
Price / Sq Ft
$893
vs $276 median
3.2× the median
Days on Market
94 days
vs 158 days median
64 days fresher than median
Based on 19 active and 55 closed sales (trailing 12 mo) of condo in Guilford. Source: SmartMLS · As of August 28, 2026.
Location
66 High Street #17, Guilford, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Aug 27, 2026per month
- Principal & Interest$15,372
- Property Taxes$2,768
- Insurance$997
- HOA$1,877
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- Guilford
- Neighborhood
- N/A
- County
- New Haven
Residence
- Property Type
- Condo
- Subtype
- Condominium
- Style
- Ranch
- Year Built
- 2016
- New Construction
- No/Resale
- Living Area
- 3,348 sq ft
Schools
- Elementary
- Per Board of Ed
- Middle
- Baldwin
- High
- Guilford
Interior
- Heating
- Hot Air
- Heat Fuel
- Natural Gas
- Cooling
- Central Air
- Fireplaces
- 1
- Laundry
- Main Level
- Appliances
- Gas RangeRange HoodRefrigeratorDishwasherWasherDryerWine Chiller
- Basement
- None
- In-Law Apartment
- No
- Interior Features
- Audio SystemCable - Pre-wiredElevatorOpen Floor Plan
- Additional Rooms
- FoyerLaundry Room
Exterior & Lot
- Zoning
- I-1
- Garage / Parking
- 2 garage spacesParking Garage
- Waterfront Details
- Walk to WaterView
- Water Source
- Public Water Connected
- Sewer
- Shared Septic
- Flood Zone
- Yes
- Pool
- Ramp EntrancePool HouseSafety FenceIn Ground Pool
- Construction
- Hardie Board
- Color
- white
- Exterior Features
- Underground UtilitiesSidewalkDeckGuttersGarden AreaLightingFrench DoorsUnderground Sprinkler
- Lot Description
- Level LotOn Cul-De-SacWater View
HOA / Association
- Fee
- $1,877 / Monthly
- Amenities
- ElevatorExercise Room/Health ClubGardening AreaGuest ParkingPool
Listing & Financials
- Property Taxes
- $33,212 / Annually
- Days on Market
- 94
- MLS #
- 24167886
- MLS Status
- Under Contract - Continue to Show
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This information is believed to be accurate, but without warranty.
The IDX display contains information sourced from SmartMLS, Inc. as of 8/28/2026. This information is provided for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing or leasing. Data is deemed reliable but is not guaranteed accurate by the MLS, the listing broker, the listing agent, or Matt Caiola. Buyers and tenants should independently verify all information that matters to their decision.
Map locations may be approximate. Any offer of compensation, if applicable, is made only to participants of the MLS where the listing is filed. ©2026 Smart MLS, Inc. All rights reserved.
Data last updated on 8/28/2026 at 8:55 PM UTC.