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27 Rita Drive

New Fairfield, Connecticut 06812

COMING SOON - NEW$539,000
Beds
3
Baths
1 | 1
SqFt
1,862
Acres
1.00
Year Built
1965
Matt Caiola

Matt Caiola

Luxury Real Estate Advisor

MCMATT CAIOLALUXURY PROPERTIES
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2-Car Garage1 Fireplace

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
0 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

Median Days on Market

44

35 active listings

Median $ / Sq Ft

$278

35 active listings

Sale-to-List Ratio

100.0%

140 sales

How this home compares

List Price

$539,000

vs $649,900 median

17.1% below median

Price / Sq Ft

$289

vs $278 median

In line with median

Days on Market

0 days

vs 44 days median

44 days fresher than median

Based on 35 active and 140 closed sales (trailing 12 mo) of single family in New Fairfield. Source: SmartMLS · As of September 17, 2026.

Location

27 Rita Drive, New Fairfield, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$3,630

per month

  • Principal & Interest$2,800
  • 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 RangeRefrigeratorDishwasherWasherDryer
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
0
MLS #
24207739
MLS Status
Coming Soon

Similar Properties

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

Listed By

Kevin Donovan

(203) 512-5349

Compass Connecticut, LLC

(203) 489-6499

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

The IDX display contains information sourced from SmartMLS, Inc. as of 9/17/2026. 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 9/17/2026 at 9:10 AM UTC.