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50 Ledge Hill Road

Guilford, Connecticut 06437

ACTIVE$685,000
Beds
5
Baths
1 | 1
SqFt
2,208
Acres
6.50
Year Built
1870
Matt Caiola

Matt Caiola

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Pool1 Fireplace

About This Home

A serene sanctuary, a historic experience. Newly restored, 50 Ledge Hill Road is a rare 1870 parsonage on a tranquil six and a half acres, yet conveniently located to Yale New Haven and the shoreline towns. Inside, the versatile layout offers five bedrooms, one-and-a-half baths (tastefully renovated), an enormous, exposed beam living room, generous family room, and mudroom. At the heart of the home, the sun-drenched eat-in kitchen invites everything from quiet morning coffees to festive gatherings. Step outside to dine in a charming stone wall courtyard, overlooking your sparkling (heated!) inground pool. The pool, flower beds, and trees have been professionally landscaped for privacy and delight. No modern comfort was spared, as HVAC was completely overhauled: new boiler, heat pump for central air and heat, and sustainable solar energy. Please see the attached list for the expansive upgrades completed by the current owners. Schedule your private tour today-50 Ledge Hill is the dream retreat that many are searching for.

Key Facts

City/Town
Guilford
Neighborhood
N/A
Property / Style
Single Family · Colonial
Year Built
1870
Days on Market
34 days
Beds
5
Baths
1 full · 1 half
Living Area
2,208 sq ft
Lot Size
6.50 acres
Property Taxes
$10,132 / Annually

Market Snapshot

The Guilford Market

Single Family · trailing 12 months

Median Days on Market

47

37 active listings

Median $ / Sq Ft

$352

37 active listings

Sale-to-List Ratio

100.8%

224 sales

How this home compares

List Price

$685,000

vs $929,000 median

26.3% below median

Price / Sq Ft

$310

vs $352 median

11.9% below median

Days on Market

34 days

vs 47 days median

13 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 28, 2026.

Location

50 Ledge Hill Road, Guilford, Connecticut

Property + 8 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$4,565

per month

  • Principal & Interest$3,493
  • Property Taxes$844
  • Insurance$228
  • 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
1870
New Construction
No/Resale
Living Area
2,208 sq ft

Schools

Elementary
Per Board of Ed
High
Guilford

Interior

Heating
Hot Water
Heat Fuel
Oil
Cooling
Central Air
Fireplaces
1
Laundry
Lower Level
Laundry Location
Basement
Appliances
Oven/RangeMicrowaveRefrigerator
Basement
FullUnfinishedSump PumpHatchway AccessInterior AccessConcrete Floor

Exterior & Lot

Lot Size
6.50 acres
Zoning
R-8
Waterfront Details
Not Applicable
Water Source
Private Well
Sewer
Septic
Pool
HeatedSafety FenceVinylIn Ground Pool
Construction
Vinyl Siding
Color
White
Roof
Asphalt Shingle
Foundation
BrickStone
Exterior Features
Shed
Lot Description
Corner LotLightly WoodedProfessionally Landscaped

Listing & Financials

Property Taxes
$10,132 / Annually
Days on Market
34
MLS #
24186474
MLS Status
Active

Similar Properties

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Listed By

Mel Abbott

(203) 530-5129

William Pitt Sotheby's Int'l

(203) 245-6700

This information is believed to be accurate, but without warranty.

The IDX display contains information sourced from SmartMLS, Inc. as of 7/28/2026. 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 7/28/2026 at 4:25 AM UTC.