15 Hilldale Drive
Southbury, Connecticut 06488
- Beds
- 3
- Baths
- 2
- SqFt
- 1,482
- Acres
- 5.47
- Year Built
- 1986
- 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
Tucked away on over 5 private acres, this charming A-frame retreat offers the perfect blend of seclusion, character, and lifestyle. Surrounded by nature, the setting feels like your own personal escape while still being within close proximity to everything you need. Inside, the open floor plan creates an inviting and effortless flow, anchored by a warm and welcoming family room with a charming fireplace - perfect for cozy evenings or relaxed gatherings. The home features 3 bedrooms and 2 full baths, offering flexibility for everyday living guests, or a weekend getaway. Step outside to a sprawling composite deck designed for entertaining, dining under the stars, or simply enjoying the peaceful surroundings. Whether you're hosting or unwinding, this outdoor space is a true extension of the home. For those who love life on the water you'll appreciate the close proximity to a nearby marina at Lake Zoar - making it easy to incorporate boating and water days into your routine. A rare opportunity to own a private, storybook setting with space to breathe, entertain, and enjoy the lifestyle you've been looking for.
Key Facts
- City/Town
- Southbury
- Neighborhood
- N/A
- Property / Style
- Single Family · A-Frame
- Year Built
- 1986
- Days on Market
- 97 days
- Beds
- 3
- Baths
- 2 full
- Living Area
- 1,482 sq ft
- Lot Size
- 5.47 acres
- Garage / Parking
- 2 garage
- Property Taxes
- $6,819 / Annually
Market Snapshot
The Southbury Market
Single Family · trailing 12 months
Active Listings
33
35 under contract
Median List Price
$645,000
33 active listings
Median Closed Price
$632,500
164 sales
Median Days on Market
27
33 active listings
Median $ / Sq Ft
$287
33 active listings
Sale-to-List Ratio
100.0%
164 sales
How this home compares
List Price
$475,000
vs $645,000 median
26.4% below median
Price / Sq Ft
$321
vs $287 median
11.8% above median
Days on Market
97 days
vs 27 days median
70 days longer than median
Based on 33 active and 164 closed sales (trailing 12 mo) of single family in Southbury. Source: SmartMLS · As of July 28, 2026.
Location
15 Hilldale Drive, Southbury, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Jul 23, 2026per month
- Principal & Interest$2,422
- Property Taxes$568
- Insurance$158
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- Southbury
- Neighborhood
- N/A
- County
- New Haven
Residence
- Property Type
- Single Family
- Style
- A-Frame
- Year Built
- 1986
- New Construction
- No/Resale
- Living Area
- 1,482 sq ft
Schools
- Elementary
- Per Board of Ed
- Middle
- Per Board of Ed
- High
- Per Board of Ed
Interior
- Heating
- Hot Water
- Heat Fuel
- Oil
- Cooling
- DuctlessSplit SystemWall Unit
- Fireplaces
- 1
- Appliances
- Oven/RangeMicrowaveRefrigeratorDishwasherWasherDryer
- Basement
- FullUnfinishedStorageGarage AccessInterior AccessConcrete Floor
Exterior & Lot
- Lot Size
- 5.47 acres
- Zoning
- R-60
- Garage / Parking
- 2 garage spacesUnder House Garage
- Waterfront Details
- Walk to Water
- Water Source
- Private Water System
- Sewer
- Septic
- Construction
- Vertical Siding
- Color
- brown
- Roof
- Asphalt Shingle
- Foundation
- Concrete
- Exterior Features
- ShedDeck
- Lot Description
- TreedSloping Lot
Listing & Financials
- Property Taxes
- $6,819 / Annually
- Days on Market
- 97
- MLS #
- 24169043
- MLS Status
- Under Contract
Similar Properties
Homes with a close match in area, property type, and price.
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 7:05 AM UTC.