314 Three Mile Course
Guilford, Connecticut 06437
- Beds
- 3
- Baths
- 2
- SqFt
- 2,653
- Acres
- 0.66
- Year Built
- 1955
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
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About This Home
Welcome to this unique home full of character, perfectly situated on a slight elevation in a private cul-de-sac. This exceptional property is bordered by protected conservation land, offering serene meadow and forest views alongside a very private yard filled with both mature and new plantings. A handsome granite and brick entry-walkway welcomes you inside to a 3-bedroom, 2-bathroom layout. This stunning home features a floor plan that allows for an easy flow and beautiful, natural light on both sides of the house, seamlessly combining historic charm and architectural details with newer, sunlit additions. Inside, you will find newly refinished hardwood floors, an impressive wood-burning fireplace, and an updated kitchen complete with quartz counters and brand-new appliances. Adding to the property's versatility is a 2-car garage featuring a heated work- or office- space above it, complete with its own separate meter-perfect for a quiet home office or studio. Location is everything, and this property puts the best of Guilford right at your fingertips. You are just 1.1 miles from the historic Guilford Green, 1.6 miles from the Guilford train station for an easy commute, and only 2.5 miles from the sandy shores of Jacobs Beach. Enjoy the perfect blend of private, peaceful living and unbeatable coastal convenience.
Key Facts
- City/Town
- Guilford
- Neighborhood
- N/A
- Property / Style
- Single Family · Other
- Year Built
- 1955
- Days on Market
- 42 days
- Beds
- 3
- Baths
- 2 full
- Living Area
- 2,653 sq ft
- Lot Size
- 0.66 acres
- Garage / Parking
- 2 garage
- Property Taxes
- $9,883 / Annually
Market Snapshot
The Guilford Market
Single Family · trailing 12 months
Active Listings
37
40 under contract
Median List Price
$989,000
37 active listings
Median Closed Price
$652,500
224 sales
Median Days on Market
48
37 active listings
Median $ / Sq Ft
$351
37 active listings
Sale-to-List Ratio
100.8%
224 sales
How this home compares
List Price
$700,000
vs $989,000 median
29.2% below median
Price / Sq Ft
$264
vs $351 median
24.8% below median
Days on Market
42 days
vs 48 days median
6 days fresher than median
Based on 37 active and 224 closed sales (trailing 12 mo) of single family in Guilford. Source: SmartMLS · As of July 29, 2026.
Location
314 Three Mile Course, Guilford, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Jul 23, 2026per month
- Principal & Interest$3,569
- Property Taxes$824
- Insurance$233
- 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
- Other
- Year Built
- 1955
- New Construction
- No/Resale
- Living Area
- 2,653 sq ft
Schools
- Elementary
- Per Board of Ed
- Middle
- Baldwin
- High
- Guilford
Interior
- Heating
- Hot Water
- Heat Fuel
- Oil
- Cooling
- None
- Fireplaces
- 1
- Appliances
- Cook TopOven/RangeRefrigeratorDishwasherWasherDryer
- Basement
- Crawl SpaceUnfinishedHatchway AccessInterior Access
Exterior & Lot
- Lot Size
- 0.66 acres
- Zoning
- R-3
- Garage / Parking
- 2 garage spacesDetached Garage
- Waterfront Details
- Not Applicable
- Water Source
- Private Well
- Sewer
- Septic
- Flood Zone
- No
- Construction
- Clapboard
- Color
- yellow
- Roof
- Asphalt Shingle
- Foundation
- Concrete
- Exterior Features
- Porch-EnclosedPorchDeckStone Wall
- Lot Description
- Lightly WoodedBorders Open SpaceSloping LotOn Cul-De-Sac
Listing & Financials
- Property Taxes
- $9,883 / Annually
- Days on Market
- 42
- MLS #
- 24184012
- 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 7/29/2026. 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 7/29/2026 at 10:55 AM UTC.