27 Rita Drive
New Fairfield, Connecticut 06812
Reduced from $550,000
- Beds
- 3
- Baths
- 1 | 1
- SqFt
- 1,862
- Acres
- 1.00
- Year Built
- 1965
- 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
From the moment you pull up, there's a genuine sense that you have arrived somewhere special. This isn't just a house; it's a home designed for easy living and making memories. The true heart of the home is the expansive eat-in kitchen. It's bright, airy, and serves as the perfect hub for morning coffee or casual evening meals. The space flows naturally out to the rear deck. Throughout the main living areas, large windows invite the light in, creating a glow that makes every room feel warm and inviting. In the upper half story you'll find two cozy bedrooms, a full hallway bath, along with a primary bedroom with a half bath that feels like a true retreat. Waking up here means looking out over the wooded perimeter of the property, and enjoying a sense of calm and privacy. Downstairs, the versatility continues with a partially finished flexible space. Whether you need a spot for a home office, hobby room, or a large den, this level adapts to your lifestyle, complete with a dedicated laundry area and easy indoor access to the two-car garage. Outside, the level acre lot is a rare find-a sprawling, lush canvas waiting for your imagination to unfold. While you'll feel worlds away from the hustle and bustle, you're actually just minutes from amenities of town and the Metro-North station. 27 Rita Drive offers that hard-to-find balance of a peaceful home base and a convenient lifestyle. It's ready for its next chapter-come see how it feels to be home.
Key Facts
- City/Town
- New Fairfield
- Neighborhood
- N/A
- Property / Style
- Single Family · Split Level
- Year Built
- 1965
- Days on Market
- 48 days
- Beds
- 3
- Baths
- 1 full · 1 half
- Living Area
- 1,862 sq ft
- Lot Size
- 1.00 acres
- Garage / Parking
- 2 garage
- Property Taxes
- $7,805 / Annually
Market Snapshot
The New Fairfield Market
Single Family · trailing 12 months
Active Listings
38
31 under contract
Median List Price
$589,950
38 active listings
Median Closed Price
$610,000
141 sales
Median Days on Market
49
38 active listings
Median $ / Sq Ft
$286
38 active listings
Sale-to-List Ratio
100.0%
141 sales
How this home compares
List Price
$539,000
vs $589,950 median
8.6% below median
Price / Sq Ft
$289
vs $286 median
In line with median
Days on Market
48 days
vs 49 days median
In line with median
Based on 38 active and 141 closed sales (trailing 12 mo) of single family in New Fairfield. Source: SmartMLS · As of November 4, 2026.
Location
27 Rita Drive, New Fairfield, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Oct 29, 2026per month
- Principal & Interest$2,939
- Property Taxes$650
- Insurance$180
- 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
- Split Level
- Year Built
- 1965
- New Construction
- No/Resale
- Living Area
- 1,862 sq ft
- Below Grade
- 558 sq ft
Schools
- Elementary
- Per Board of Ed
- High
- Per Board of Ed
Interior
- Heating
- Hot Water
- Heat Fuel
- Oil
- Cooling
- Whole House Fan
- Fireplaces
- 1
- Laundry
- Lower Level
- Appliances
- Electric RangeRefrigeratorWasherDryer
- Basement
- Crawl SpacePartialGarage AccessPartially Finished
Exterior & Lot
- Lot Size
- 1.00 acres
- Zoning
- 2
- Garage / Parking
- 2 garage spacesAttached Garage
- Waterfront Details
- Not Applicable
- Water Source
- Private Well
- Sewer
- Septic
- Construction
- Vinyl Siding
- Roof
- Asphalt Shingle
- Foundation
- Concrete
- Lot Description
- Level Lot
Listing & Financials
- Property Taxes
- $7,805 / Annually
- Days on Market
- 48
- MLS #
- 24207739
- MLS Status
- Active
Similar Properties
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Co-Listed By
Haley Perry
Compass Connecticut, LLC
This information is believed to be accurate, but without warranty.
The IDX display contains information sourced from SmartMLS, Inc. as of 11/4/2026. 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 11/4/2026 at 1:40 AM UTC.