Skip to main content

339 Grassy Hill Road

Orange, Connecticut 06477

PENDING$500,000
Beds
3
Baths
2
SqFt
1,370
Acres
0.92
Year Built
1964
Matt Caiola

Matt Caiola

Luxury Real Estate Advisor

MCMATT CAIOLALUXURY PROPERTIES
Higgins Group Private Brokerage

Request a private showing and get Matt's read on price, condition, and next steps.

Call Matt
Pool1 Fireplace

About This Home

Vacation at home with above ground pool, hot tub, and lots of privacy and sunshine. This 6 room ranch has 2 full baths, master bedroom, LR with Fireplace, Formal dining room, kitchen, nonheated room in basement for playroom, etc. Hardwood floors throughout, and very open floor plan. High ceilings and newer windows. Central air. Two car garage under. Well maintained grounds, with fire pit for smores and warmth on those damp nights sitting outside. Patio and lots of room for entertaining guests. Located between two golf courses: Grassy Hill Golf Course, and The Orchards, both are close to this property. Easy access to Rt 15 and I 95.

Key Facts

City/Town
Orange
Property / Style
Single Family · Ranch
Year Built
1964
Days on Market
1059 days
Beds
3
Baths
2 full
Living Area
1,370 sq ft
Lot Size
0.92 acres
Property Taxes
Not on file from MLS

Market Snapshot

The Orange Market

Single Family · trailing 12 months

Median Days on Market

37

18 active listings

Median $ / Sq Ft

$297

18 active listings

Sale-to-List Ratio

100.0%

96 sales

How this home compares

List Price

$500,000

vs $699,450 median

28.5% below median

Price / Sq Ft

$365

vs $297 median

22.9% above median

Days on Market

1059 days

vs 37 days median

1022 days longer than median

Based on 18 active and 96 closed sales (trailing 12 mo) of single family in Orange. Source: SmartMLS · As of July 28, 2026.

Location

339 Grassy Hill Road, Orange, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$2,716

per month

  • Principal & Interest$2,549
  • Property Taxes$0
  • Insurance$167
  • HOA$0

Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.

Location

City/Town
Orange
County
New Haven

Residence

Property Type
Single Family
Style
Ranch
Year Built
1964
Living Area
1,370 sq ft

Schools

Elementary
Per Board of Ed
High
Per Board of Ed

Interior

Heating
Hot Air
Cooling
Central Air
Fireplaces
1
Laundry
Lower Level
Interior Features
Security System

Exterior & Lot

Lot Size
0.92 acres
Garage / Parking
Under House Garage
Waterfront Details
Not Applicable
Pool
Above Ground Pool
Construction
Vinyl Siding
Roof
Asphalt Shingle
Foundation
Concrete
Exterior Features
DeckHot Tub
Lot Description
Open LotLevel Lot

Listing & Financials

Days on Market
1059
MLS #
170595590
MLS Status
Under Contract

Similar Properties

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

Listed By

Ann M. Brignola

(203) 3146981

Greater New Haven Realty, LLC

Buyer's Agent

Debbie Schlegel

Coldwell Banker Realty

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 6:05 AM UTC.