44 Elmwood Drive #44
Fairfield, Connecticut 06890
- Beds
- 2
- Baths
- 2 | 1
- SqFt
- 2,240
- Year Built
- 2006
- Neighborhood
- Southport
- Property Type
- Condo

Matt Caiola
Luxury Real Estate Advisor
Request a private showing and get Matt's read on price, condition, and next steps.
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
Market Snapshot
The Fairfield Market
Condo · trailing 12 months
Active Listings
22
20 under contract
Median List Price
$749,450
22 active listings
Median Closed Price
$600,000
89 sales
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
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Jul 23, 2026per 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
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.
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.