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44 Elmwood Drive #44

Fairfield, Connecticut 06890

PENDING$1,520,000
Beds
2
Baths
2 | 1
SqFt
2,240
Year Built
2006
Matt Caiola

Matt Caiola

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2-Car Garage1 Fireplace

About This Home

Classic well-loved Southport Green Condo with well-proportioned rooms throughout is ideal for downsizers or someone looking for low maintenance living; convenience awaits you! Enjoy all that the quaint hamlet of Southport has to offer. The condo's perfect sunny layout provides privacy, as well as, plenty of space to socialize. Good-sized Living Room boasts Gas Fireplace. Home Office is located off Living Room, as is Half Bath. Well-designed Kitchen features excellent storage, Sub Zero & Wolf appliances, plenty of counter space and has 2 entry ways. Formal Dining Room is accessed off Kitchen. A lovely set of French Doors opens to cozy Den. Primary Bedroom Suite offers 2 Walk-in Closets, and roomy Bathroom with Stall Shower, Jacuzzi Tub and a 2-sink vanity. A second private en-suite Bedroom has ample-sized Closet space and Bathroom with Tub/Shower. Accessible Elevator provides much usefulness. Historic Southport features sweet, delightful shops and convenient dining. Along your stroll to the Harbor, embrace the many interesting, legendary homes with beautifully mature landscaping. Sasco Beach provides a glorious setting as does, the Country Club of Fairfield's scenic golf course. Stately Southport Harbor is a true New England treasure! A stone's throw to I-95 and Fairfield's other beaches, enjoyable shopping and exciting dining.

Key Facts

City/Town
Fairfield
Neighborhood
Southport
Property / Style
Condo · Ranch
Year Built
2006
Days on Market
29 days
Beds
2
Baths
2 full · 1 half
Living Area
2,240 sq ft
Garage / Parking
2 garage · 2 total
Property Taxes
$15,364 / Annually
HOA Fee
$939 / Monthly

Market Snapshot

The Fairfield Market

Condo · trailing 12 months

View area

Median Days on Market

40

22 active listings

Median $ / Sq Ft

$430

22 active listings

Sale-to-List Ratio

100.0%

89 sales

How this home compares

List Price

$1.52M

vs $749,450 median

2.0× the median

Price / Sq Ft

$679

vs $430 median

57.9% above median

Days on Market

29 days

vs 40 days median

11 days fresher than median

Based on 22 active and 89 closed sales (trailing 12 mo) of condo in Fairfield. Source: SmartMLS · As of July 28, 2026.

Location

44 Elmwood Drive #44, Fairfield, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$10,476

per month

  • Principal & Interest$7,750
  • Property Taxes$1,280
  • Insurance$507
  • HOA$939

Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.

Location

City/Town
Fairfield
Neighborhood
Southport
County
Fairfield

Residence

Property Type
Condo
Subtype
Condominium
Style
Ranch
Year Built
2006
New Construction
No/Resale
Living Area
2,240 sq ft

Schools

Elementary
Mill Hill
High
Fairfield Ludlowe

Interior

Heating
Hot Air
Heat Fuel
Natural Gas
Cooling
Central Air
Fireplaces
1
Laundry
Main Level
Laundry Location
Off Kitchen
Appliances
Cook TopWall OvenMicrowaveRefrigeratorDishwasherWasherDryer
Basement
Crawl Space
In-Law Apartment
No

Exterior & Lot

Zoning
DCD
Garage / Parking
2 garage spaces2 total parking spacesDetached GaragePavedOff Street ParkingDriveway
Waterfront Details
Walk to WaterBeach Rights
Water Source
Public Water Connected
Sewer
Public Sewer Connected
Construction
Clapboard
Lot Description
Level Lot

HOA / Association

Fee
$939 / Monthly

Listing & Financials

Property Taxes
$15,364 / Annually
Days on Market
29
MLS #
24186343
MLS Status
Under Contract

Similar Properties

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

Listed By

Mary-Jo McAvey

(203) 767-6427

William Raveis Real Estate

(203) 255-6841

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 5:15 AM UTC.