50 Ledge Hill Road
Guilford, Connecticut 06437
- Beds
- 5
- Baths
- 1 | 1
- SqFt
- 2,208
- Acres
- 6.50
- Year Built
- 1870
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
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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
Active Listings
37
39 under contract
Median List Price
$929,000
37 active listings
Median Closed Price
$657,500
224 sales
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
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Jul 23, 2026per 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
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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 7/28/2026. 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.