570 Grassy Hill Road
Orange, Connecticut 06477
- Beds
- 4
- Baths
- 2 | 1
- SqFt
- 3,007
- Acres
- 1.15
- Year Built
- 1965
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
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About This Home
Time to relax and enjoy lakefront living. Welcome to 570 Grassy Hill Road, a sprawling 2,200 sq. ft. ranch beautifully situated on 1.15 acres along Lake Wepawaug. Step right outside your back door and grab a paddleboard, kayak, or fishing pole! This well-maintained home offers 9 rooms, 4 bedrooms, and 2.5 baths with a spacious and versatile layout. The main level features an eat-in kitchen, formal dining room overlooking the lake, and a large living room with a vaulted ceiling, wood-burning fireplace, abundant natural light, and beautiful water views. The primary bedroom suite includes an updated private full bath and walk-in closet. Three additional spacious bedrooms and another updated full bath with laundry are located on the opposite side of the home. The upgraded heated finished walk-out lower level provides even more living space with a large family room with a second wood-burning fireplace, new luxury vinyl floors, and sliders out to the backyard. Additional room is perfect for guest space or a home office, and half bath (plumbed for shower), offering great potential for guests or potential in-law setup. Additional highlights include new HVAC system, new roof, new insulation, and electrical. City water is available in the street. Association fee is $550 annually.The former two-car garage has been finished and is currently utilized as a pet area with a wash station and workshop space, offering flexible options for the next owner (or convert back to a two-car garage
Key Facts
- City/Town
- Orange
- Neighborhood
- N/A
- Property / Style
- Single Family · Ranch
- Year Built
- 1965
- Days on Market
- 0 days
- Beds
- 4
- Baths
- 2 full · 1 half
- Living Area
- 3,007 sq ft
- Lot Size
- 1.15 acres
- Garage / Parking
- 1 garage · 8 total
- Property Taxes
- $12,129 / Annually
Market Snapshot
The Orange Market
Single Family · trailing 12 months
Active Listings
22
31 under contract
Median List Price
$699,900
22 active listings
Median Closed Price
$636,000
93 sales
Median Days on Market
22
22 active listings
Median $ / Sq Ft
$294
22 active listings
Sale-to-List Ratio
100.0%
93 sales
How this home compares
List Price
$750,000
vs $699,900 median
7.2% above median
Price / Sq Ft
$249
vs $294 median
15.3% below median
Days on Market
0 days
vs 22 days median
22 days fresher than median
Based on 22 active and 93 closed sales (trailing 12 mo) of single family in Orange. Source: SmartMLS · As of August 14, 2026.
Location
570 Grassy Hill Road, Orange, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Aug 13, 2026per month
- Principal & Interest$3,860
- Property Taxes$1,011
- Insurance$250
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- Orange
- Neighborhood
- N/A
- County
- New Haven
Residence
- Property Type
- Single Family
- Style
- Ranch
- Year Built
- 1965
- New Construction
- No/Resale
- Living Area
- 3,007 sq ft
- Below Grade
- 800 sq ft
Schools
- Elementary
- Turkey Hill
- High
- Amity Regional
Interior
- Heating
- Hot Air
- Heat Fuel
- Oil
- Cooling
- Central Air
- Fireplaces
- 2
- Laundry
- Main Level
- Laundry Location
- Main level bathroom
- Appliances
- Electric CooktopWall OvenMicrowaveRefrigeratorDishwasherWasherDryer
- Basement
- FullWalk-outLiveable Space
- In-Law Apartment
- PossibleLower Level
- Additional Rooms
- Workshop
Exterior & Lot
- Lot Size
- 1.15 acres
- Zoning
- RES
- Garage / Parking
- 1 garage space8 total parking spacesAttached GaragePavedDrivewayCircularPaved
- Waterfront
- Direct waterfront
- Waterfront Details
- LakeView
- Water Source
- Public Water In StreetPrivate Well
- Sewer
- Septic
- Flood Zone
- No
- Construction
- Wood
- Color
- Gray
- Roof
- Asphalt Shingle
- Foundation
- Block
- Exterior Features
- Deck
- Lot Description
- Water ViewOpen Lot
Listing & Financials
- Property Taxes
- $12,129 / Annually
- Days on Market
- 0
- MLS #
- 24198983
- MLS Status
- Active
- Financing
- FHA,VA,CHFA
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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 8/14/2026. 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 8/14/2026 at 12:01 AM UTC.