14 Rocky Hill Road
New Fairfield, Connecticut 06812
Reduced from $525,000
- Beds
- 3
- Baths
- 3
- SqFt
- 1,850
- Acres
- 1.20
- Year Built
- 1940
- 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
With a Victorian-inspired feel, this 3 bedroom 3 bath tree-top retreat looks straight out of a fairy tale. Natural light abounds as soon as you enter with windows galore. You will instantly want to throw your first party as you catch a glimpse of the shimmering blue pool right outside of your slider in the open concept kitchen/dining room. The living room is special with its dental and crown molding, built-ins, and pellet stove for cold winter nights. There is a sitting area, a full bath, and a den that also complete this main level. Upstairs, you will find a landing space that works perfectly for your home office. There are three amazing bedrooms to choose your primary bedroom from. All of them are ample sized and will make you feel one with nature. Two of the bedrooms have a slider out to the terrace overlooking the pool. Two full baths on this level is a huge plus. Outside gives you many opportunities for entertaining from a dip in the pool, to a fireplace area up top perfect for late night gatherings with friends. Located only a few short minutes from Squantz Pond and Candlewood Lake, this home works great year-round or would also make a wonderful seasonal or weekend home.
Key Facts
- City/Town
- New Fairfield
- Neighborhood
- N/A
- Property / Style
- Single Family · Contemporary,Cottage
- Year Built
- 1940
- Days on Market
- 125 days
- Beds
- 3
- Baths
- 3 full
- Living Area
- 1,850 sq ft
- Lot Size
- 1.20 acres
- Property Taxes
- $7,488 / Annually
Market Snapshot
The New Fairfield Market
Single Family · trailing 12 months
Active Listings
35
32 under contract
Median List Price
$649,900
35 active listings
Median Closed Price
$600,000
140 sales
Median Days on Market
43
35 active listings
Median $ / Sq Ft
$278
35 active listings
Sale-to-List Ratio
100.0%
140 sales
How this home compares
List Price
$515,000
vs $649,900 median
20.8% below median
Price / Sq Ft
$278
vs $278 median
In line with median
Days on Market
125 days
vs 43 days median
82 days longer than median
Based on 35 active and 140 closed sales (trailing 12 mo) of single family in New Fairfield. Source: SmartMLS · As of September 16, 2026.
Location
14 Rocky Hill Road, New Fairfield, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Sep 10, 2026per month
- Principal & Interest$2,675
- Property Taxes$624
- Insurance$172
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- New Fairfield
- Neighborhood
- N/A
- County
- Fairfield
Residence
- Property Type
- Single Family
- Style
- Contemporary,Cottage
- Year Built
- 1940
- New Construction
- No/Resale
- Living Area
- 1,850 sq ft
Schools
- Elementary
- Per Board of Ed
- High
- New Fairfield
Interior
- Heating
- Baseboard
- Heat Fuel
- Electric
- Cooling
- Ceiling Fans
- Fireplaces
- 1
- Appliances
- Electric RangeRefrigeratorDishwasherWasherDryer
- Basement
- Partial
Exterior & Lot
- Lot Size
- 1.20 acres
- Zoning
- 2
- Waterfront Details
- Not Applicable
- Water Source
- Private Well
- Sewer
- Septic
- Pool
- In Ground Pool
- Construction
- Vinyl Siding
- Roof
- Asphalt Shingle
- Foundation
- Concrete
- Lot Description
- TreedBorders Open SpaceSloping Lot
Listing & Financials
- Property Taxes
- $7,488 / Annually
- Days on Market
- 125
- MLS #
- 24175553
- MLS Status
- Active
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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 9/16/2026. 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 9/16/2026 at 10:20 PM UTC.