339 Grassy Hill Road
Orange, Connecticut 06477
- Beds
- 3
- Baths
- 2
- SqFt
- 1,370
- Acres
- 0.92
- Year Built
- 1964
- 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
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
Active Listings
18
27 under contract
Median List Price
$699,450
18 active listings
Median Closed Price
$635,500
96 sales
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
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Jul 23, 2026per 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
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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.