1399 Long Hill Road
Guilford, Connecticut 06437
- Beds
- 3
- Baths
- 2 | 1
- SqFt
- 2,160
- Acres
- 0.92
- Year Built
- 1972
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
Request a private showing and get Matt's read on price, condition, and next steps.
About This Home
*** OFFER DEADLINE***The seller is in receipt of multiple offers and is asking for all final and best offers by noon on 7/14- thank you. This impeccably maintained 3-bedroom, 2.5-bathroom home stands out with a huge list of improvements and a design that prioritizes flow and function. The open floor plan is highlighted by a large sun-filled living room, refinished wood floors, and an updated kitchen featuring a massive island that naturally becomes the hub of the home. Just off the dining room, step out to a brand-new deck, where you can enjoy views of the expansive, level yard. Down the hall is a full bath with double sinks and three generously sized bedrooms, the primary bedroom having its own private full bath. The ease of one-floor living at its finest! The lower level adds significant living space with a large finished family room, perfect for a home theater, gym, playroom, office, or a combination. Additionally, the lower level provides a lovely laundry/mudroom with a half bath. Practicality meets luxury with an attached 2-car garage and updated systems throughout. Conveniently located between Route 1 and 80, this location makes it a quick hop to the downtown restaurants, beaches, the library, train station, and shops. A property of this caliber with this many upgrades is a rare find-don't miss this opportunity!
Key Facts
- City/Town
- Guilford
- Neighborhood
- N/A
- Property / Style
- Single Family · Raised Ranch
- Year Built
- 1972
- Days on Market
- 18 days
- Beds
- 3
- Baths
- 2 full · 1 half
- Living Area
- 2,160 sq ft
- Lot Size
- 0.92 acres
- Garage / Parking
- 2 garage
- Property Taxes
- $6,809 / 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
$550,000
vs $929,000 median
40.8% below median
Price / Sq Ft
$255
vs $352 median
27.6% below median
Days on Market
18 days
vs 47 days median
29 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
1399 Long Hill Road, Guilford, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Jul 23, 2026per month
- Principal & Interest$2,804
- Property Taxes$567
- Insurance$183
- 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
- Raised Ranch
- Year Built
- 1972
- New Construction
- No/Resale
- Living Area
- 2,160 sq ft
- Below Grade
- 756 sq ft
Schools
- Elementary
- Per Board of Ed
- Middle
- Per Board of Ed
- High
- Per Board of Ed
Interior
- Heating
- Hot Water
- Heat Fuel
- Natural Gas
- Cooling
- Central Air
- Laundry Location
- Lower Level
- Appliances
- Gas RangeMicrowaveRefrigeratorDishwasherWasherGas Dryer
- Basement
- FullPartially FinishedFull With Walk-Out
- Additional Rooms
- FoyerLaundry Room
Exterior & Lot
- Lot Size
- 0.92 acres
- Zoning
- R-5
- Garage / Parking
- 2 garage spacesUnder House Garage
- Waterfront Details
- Not Applicable
- Water Source
- Public Water Connected
- Sewer
- Septic
- Construction
- ShingleWood
- Color
- Deep Blue
- Roof
- Asphalt Shingle
- Foundation
- Concrete
- Exterior Features
- ShedDeckGarden AreaStone WallPatio
- Lot Description
- DryLevel Lot
Listing & Financials
- Property Taxes
- $6,809 / Annually
- Days on Market
- 18
- MLS #
- 24189878
- MLS Status
- Under Contract - Continue to Show
Similar Properties
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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 5:15 AM UTC.