3 Caleb Court
Guilford, Connecticut 06437
- Beds
- 5
- Baths
- 4 | 1
- SqFt
- 4,786
- Acres
- 1.84
- Year Built
- 1998
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
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About This Home
A distinguished Colonial with a sophisticated twist, this exceptional 5-bedroom, 4.5-bath residence beautifully blends timeless elegance with remarkable versatility. Privately nestled on nearly 2 professionally manicured acres at the end of a coveted cul-de-sac, the home welcomes you with a dramatic two-story foyer, gracious living room & banquet-sized dining room accented by exquisite millwork. At the heart of the home, an expansive chef's kitchen showcases custom-crafted cabinetry, an oversized island, breakfast bar & inviting dining area, all opening to a spectacular deck & beautifully appointed patio. The adjoining family room is a showstopper, with soaring cathedral ceilings & a wall of windows capturing views of the lush gardens and breathtaking grounds. A thoughtfully designed main-level guest or in-law suite offers a private bedroom, elegant full bath and generous living space. An amazing mudroom just off the 3 car garage. A second staircase leads to an impressive bonus room, full bath, laundry and spacious home office. Three generously proportioned bedrooms and 2 full baths provide exceptional comfort. In addition, the extraordinary primary suite serves as a private sanctuary, complete with an expansive dressing room, luxurious bath & romantic private patio, an idyllic setting for morning coffee. Offering an exceptional combination of refined living, flexible accommodations and serene outdoor beauty, this remarkable property is in a phenomenal neighborhood. Min to 95
Key Facts
- City/Town
- Guilford
- Neighborhood
- N/A
- Property / Style
- Single Family · Colonial
- Year Built
- 1998
- Days on Market
- 0 days
- Beds
- 5
- Baths
- 4 full · 1 half
- Living Area
- 4,786 sq ft
- Lot Size
- 1.84 acres
- Garage / Parking
- 3 garage
- Property Taxes
- $18,924 / Annually
Market Snapshot
The Guilford Market
Single Family · trailing 12 months
Active Listings
39
32 under contract
Median List Price
$849,000
39 active listings
Median Closed Price
$655,000
211 sales
Median Days on Market
54
39 active listings
Median $ / Sq Ft
$355
39 active listings
Sale-to-List Ratio
100.8%
211 sales
How this home compares
List Price
$1.40M
vs $849,000 median
64.9% above median
Price / Sq Ft
$293
vs $355 median
17.5% below median
Days on Market
0 days
vs 54 days median
54 days fresher than median
Based on 39 active and 211 closed sales (trailing 12 mo) of single family in Guilford. Source: SmartMLS · As of October 10, 2026.
Location
3 Caleb Court, Guilford, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Oct 8, 2026per month
- Principal & Interest$7,755
- Property Taxes$1,577
- Insurance$467
- HOA$0
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
- Single Family
- Style
- Colonial
- Year Built
- 1998
- New Construction
- No/Resale
- Living Area
- 4,786 sq ft
Schools
- Elementary
- Per Board of Ed
- Middle
- Baldwin
- High
- Guilford
Interior
- Heating
- Hot Air
- Heat Fuel
- Oil
- Cooling
- Central Air
- Fireplaces
- 1
- Laundry
- Upper Level
- Appliances
- Cook TopOven/RangeMicrowaveRange HoodRefrigeratorDishwasherWasherDryer
- Basement
- FullFull With Hatchway
- In-Law Apartment
- YesFirst Floor
- Interior Features
- Auto Garage Door OpenerSecurity System
- Additional Rooms
- Bonus RoomFoyerLaundry Room
Exterior & Lot
- Lot Size
- 1.84 acres
- Zoning
- OSDI
- Garage / Parking
- 3 garage spacesAttached Garage
- Waterfront Details
- Not Applicable
- Water Source
- Private Well
- Sewer
- Septic
- Flood Zone
- No
- Construction
- Clapboard
- Color
- White
- Roof
- Asphalt Shingle
- Foundation
- Concrete
- Exterior Features
- BalconyGrillDeckGuttersGarden AreaFrench DoorsPatio
- Lot Description
- Professionally Landscaped
Listing & Financials
- Property Taxes
- $18,924 / Annually
- Days on Market
- 0
- MLS #
- 24208684
- MLS Status
- Coming Soon
- Financing
- FHA,VA,CHFA
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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 10/10/2026. 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 10/10/2026 at 5:15 PM UTC.