Skip to main content

27 Rita Drive

New Fairfield, Connecticut 06812

ACTIVE$539,000

Reduced from $550,000

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
Higgins Group Private Brokerage

Request a private showing and get Matt's read on price, condition, and next steps.

Call Matt
2-Car Garage1 FireplacePrice Reduced

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

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

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$3,769

per 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

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

Listed By

Kevin Donovan

(203) 512-5349

Compass Connecticut, LLC

(203) 489-6499

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.