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1399 Long Hill Road

Guilford, Connecticut 06437

PENDING$550,000
Beds
3
Baths
2 | 1
SqFt
2,160
Acres
0.92
Year Built
1972
Matt Caiola

Matt Caiola

Luxury Real Estate Advisor

MCMATT CAIOLALUXURY PROPERTIES
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2-Car Garage

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

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

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$3,554

per 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

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

Listed By

Marissa McCue

(203) 556-0875

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 7/28/2026. 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.