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314 Three Mile Course

Guilford, Connecticut 06437

PENDING$700,000
Beds
3
Baths
2
SqFt
2,653
Acres
0.66
Year Built
1955
Matt Caiola

Matt Caiola

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MCMATT CAIOLALUXURY PROPERTIES
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2-Car Garage1 Fireplace

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

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

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$4,626

per 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

Similar Properties

Homes with a close match in area, property type, and price.

Listed By

Barbara Goetsch

(203) 927-7146

William Pitt Sotheby's Int'l

(203) 453-2533

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.