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570 Grassy Hill Road

Orange, Connecticut 06477

ACTIVE - NEW$750,000
Beds
4
Baths
2 | 1
SqFt
3,007
Acres
1.15
Year Built
1965
Matt Caiola

Matt Caiola

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Waterfront1-Car Garage2 FireplacesVirtual Tour

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

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

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$5,121

per 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

Similar Properties

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

Listed By

Tara Stirk

(203) 650-3180

William Raveis Real Estate

(203) 876-7507

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.