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578 Old Sherman Hill Road

Woodbury, Connecticut 06798

ACTIVE - NEW$550,000
Beds
3
Baths
2
SqFt
1,550
Acres
2.77
Year Built
1963
Matt Caiola

Matt Caiola

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2-Car Garage1 Fireplace

About This Home

Charming Brick Ranch on 2+ Acres Nestled on more than two acres in a peaceful setting, this well-built brick ranch offers the perfect blend of privacy, comfort, and convenience, with easy access to shopping, dining, and everyday amenities. The home has been freshly painted, meticulously maintained, and reflects pride of ownership throughout. Inside, you'll find a spacious and inviting floor plan featuring hardwood flooring in the living room and all three bedrooms, adding warmth and character to the main living spaces. The kitchen and pantry are finished with durable vinyl flooring, providing easy care and everyday practicality. The generously sized kitchen features ample counter space, a pantry, a cozy eating area, and a gas fireplace, making it an ideal gathering place for family and friends. The living room is enhanced by built-in bookcases, while the bedrooms offer hardwood floors and built-in desks, combining charm with functionality. The primary bedroom includes a private full bath, creating a comfortable retreat. Additional highlights include a lower-level room, a workshop with walkout access, a tandem garage with room for vehicles and storage, and a fully insulated walk-up attic offering exciting possibilities for future expansion, hobbies, or additional storage. If you're looking for a solidly constructed home with acreage, character, and room to grow, this property presents a rare opportunity to enjoy country-style tranquility without sacrificing convenien

Key Facts

City/Town
Woodbury
Neighborhood
Pomperaug
Property / Style
Single Family · Ranch
Year Built
1963
Days on Market
5 days
Beds
3
Baths
2 full
Living Area
1,550 sq ft
Lot Size
2.77 acres
Garage / Parking
2 garage · 4 total
Property Taxes
$5,765 / Annually

Market Snapshot

The Woodbury Market

Single Family · trailing 12 months

Median Days on Market

56

35 active listings

Median $ / Sq Ft

$335

35 active listings

Sale-to-List Ratio

99.5%

95 sales

How this home compares

List Price

$550,000

vs $825,000 median

33.3% below median

Price / Sq Ft

$355

vs $335 median

6.0% above median

Days on Market

5 days

vs 56 days median

51 days fresher than median

Based on 35 active and 95 closed sales (trailing 12 mo) of single family in Woodbury. Source: SmartMLS · As of September 28, 2026.

Location

578 Old Sherman Hill Road, Woodbury, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$3,599

per month

  • Principal & Interest$2,936
  • Property Taxes$480
  • Insurance$183
  • HOA$0

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

Location

City/Town
Woodbury
Neighborhood
Pomperaug
County
Litchfield

Residence

Property Type
Single Family
Style
Ranch
Year Built
1963
New Construction
No/Resale
Living Area
1,550 sq ft
Below Grade
182 sq ft

Schools

Elementary
Mitchell
Middle
Per Board of Ed
High
Per Board of Ed

Interior

Heating
Hot Water
Heat Fuel
Propane
Cooling
None
Fireplaces
1
Laundry Location
Hall closet main level off kitchen
Appliances
Gas RangeRefrigeratorDishwasher
Basement
PartialPartial With Walk-Out
In-Law Apartment
No

Exterior & Lot

Lot Size
2.77 acres
Zoning
OS80
Garage / Parking
2 garage spaces4 total parking spacesAttached GarageUnder House GaragePavedOff Street ParkingDrivewayPrivatePaved
Waterfront Details
Not Applicable
Water Source
Private Well
Sewer
Septic
Flood Zone
No
Construction
Brick
Color
Red Brick with White
Roof
Asphalt Shingle
Foundation
Block
Lot Description
Lightly WoodedSloping Lot

Listing & Financials

Property Taxes
$5,765 / Annually
Days on Market
5
MLS #
24206868
MLS Status
Active

Similar Properties

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

Listed By

Mark Nolan

(203) 994-6031

Nolan Realty LLC

(203) 797-8255

Co-Listed By

Debra Pietras Nolan

Nolan Realty LLC

This information is believed to be accurate, but without warranty.

The IDX display contains information sourced from SmartMLS, Inc. as of 9/28/2026. 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 9/28/2026 at 6:00 PM UTC.