Located in the heart of Greenfield Hill, "Upper Meadow Farm" is a rare blend of timeless character and modern comfort. Originally dating back to 1835, this storied property at 2821 Congress Street has been thoughtfully expanded and updated over the years, most recently in 2019 by the current owners. The result is a warm, welcoming home where historic details meet a fresh, refined palette. A spacious first-floor primary suite offers privacy and stunning southern views across the property, complete with a fireplace, office, and walk-in closet. The main living areas are gracious yet inviting, ideal for everyday living or hosting guests. Upstairs are four additional bedrooms and three full baths, one currently used as a home office. Step outside and discover the true magic of the property: a beautifully reimagined former blacksmith's barn with a loft, full bath, and bar area-perfect as a guest house, studio, or entertainment space. The pool, added in 2015, is complemented by a stylish pool house featuring a kitchenette, full bath, and generous terracing for summer evenings under the stars. Set on picturesque grounds, this is an exceptional opportunity for those seeking a full-time residence or a weekend retreat in one of Fairfield's most beloved neighborhoods. A truly special home.
Sold for $2,700,000 on 10/30/25
$2,700,000
2821 Congress Street, Fairfield, CT 06824
5beds
3,703sqft
Single Family Residence
Built in 1835
2.19 Acres Lot
$2,710,600 Zestimate®
$729/sqft
$7,629 Estimated rent
Owner options
What's special
Zillow last checked: 8 hours ago
Listing updated: October 31, 2025 at 05:16am
Listed by:
Andrew S. Whiteley 203-258-1595,
Brown Harris Stevens 203-254-1500,
Wendy Ryan 203-964-7450,
Brown Harris Stevens
Bought with:
Ashlei V. De Souza, REB.0793217
Serhant Connecticut, LLC
Source: Smart MLS,MLS#: 24111053
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 5
- Bathrooms: 5
- Full bathrooms: 4
- 1/2 bathrooms: 1
Primary bedroom
- Features: Vaulted Ceiling(s), Fireplace, Full Bath, Hardwood Floor
- Level: Main
- Area: 300.82 Square Feet
- Dimensions: 16.9 x 17.8
Bedroom
- Features: Full Bath, Hardwood Floor
- Level: Upper
- Area: 181.17 Square Feet
- Dimensions: 9.9 x 18.3
Bedroom
- Features: Full Bath, Hardwood Floor
- Level: Upper
- Area: 199.68 Square Feet
- Dimensions: 15.6 x 12.8
Bedroom
- Features: Full Bath, Hardwood Floor
- Level: Upper
- Area: 187.44 Square Feet
- Dimensions: 13.2 x 14.2
Bedroom
- Features: Hardwood Floor
- Level: Upper
- Area: 97.02 Square Feet
- Dimensions: 9.9 x 9.8
Dining room
- Features: French Doors, Hardwood Floor
- Level: Main
- Area: 208.56 Square Feet
- Dimensions: 13.2 x 15.8
Family room
- Features: Fireplace, French Doors, Hardwood Floor
- Level: Main
- Area: 248.81 Square Feet
- Dimensions: 13.9 x 17.9
Kitchen
- Features: Remodeled, Eating Space, Kitchen Island, Hardwood Floor
- Level: Main
- Area: 289.38 Square Feet
- Dimensions: 15.9 x 18.2
Living room
- Features: High Ceilings, Vaulted Ceiling(s), Beamed Ceilings, French Doors, Stone Floor
- Level: Main
- Area: 275.04 Square Feet
- Dimensions: 14.4 x 19.1
Office
- Features: Hardwood Floor
- Level: Main
- Area: 88.4 Square Feet
- Dimensions: 6.8 x 13
Sun room
- Features: Half Bath, Hardwood Floor
- Level: Main
- Area: 203.01 Square Feet
- Dimensions: 10.1 x 20.1
Heating
- Hydro Air, Zoned, Natural Gas
Cooling
- Central Air
Appliances
- Included: Gas Cooktop, Oven/Range, Refrigerator, Freezer, Washer, Dryer, Water Heater
- Laundry: Upper Level
Features
- Sound System
- Doors: French Doors
- Basement: Partial
- Attic: Partially Finished,Walk-up
- Number of fireplaces: 2
Interior area
- Total structure area: 3,703
- Total interior livable area: 3,703 sqft
- Finished area above ground: 3,703
Property
Parking
- Total spaces: 2
- Parking features: Detached, Garage Door Opener
- Garage spaces: 2
Features
- Patio & porch: Deck, Patio
- Has private pool: Yes
- Pool features: In Ground
- Waterfront features: Beach Access
Lot
- Size: 2.19 Acres
- Features: Wetlands, Landscaped
Details
- Additional structures: Barn(s)
- Parcel number: 129556
- Zoning: AAA
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Colonial
- Property subtype: Single Family Residence
Materials
- Shingle Siding
- Foundation: Concrete Perimeter, Masonry
- Roof: Wood
Condition
- New construction: No
- Year built: 1835
Utilities & green energy
- Sewer: Septic Tank
- Water: Public
Community & neighborhood
Security
- Security features: Security System
Location
- Region: Fairfield
- Subdivision: Greenfield Hill
Sell for more on Zillow
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$2,710,600
2% more+$54,212
With Zillow Showcase(estimated)$2,764,812