Exceptional Renovated Antique Home in the Heart of Downtown New Canaan. This exquisite antique home, nestled in the vibrant heart of downtown New Canaan, masterfully blends historic charm with contemporary luxury. Completely rebuilt "to the studs" in 2011, it boasts wide-board hardwood floors, new casement windows, updated wiring and plumbing, and a high-efficiency gas boiler. In 2014, the property was further elevated with the addition of a heated in-ground pool, a stylish cabana room, and a one-car garage with ceiling height designed to accommodate a car lift. The gourmet kitchen is a chef's dream, featuring quartz countertops, a Sub-Zero refrigerator, Wolf range with built-in grill, Miele dishwasher, GE trash compactor, disposal, and a center island with a wine fridge. Entertain in style in the elegant living and dining rooms, each illuminated by antique Art Deco chandeliers and connected by a dramatic see-through gas fireplace. A Sonos 1 sound system provides integrated audio throughout the home. The dining room also features a sophisticated wet bar with a marble countertop, Sub-Zero bar fridge with ice maker, and glass shelving for barware. The luxurious main-level primary suite offers a spa-like retreat with a marble vanity, oversized walk-in shower, and an expansive walk-in closet. Both the dining room and primary suite open onto a beautifully landscaped patio with mature trees and perennial flower beds-an ideal spot for private, al fresco dining. The heated pool off the ultimate relaxation and recreation, with waterfall features, and a Swim Jet system. The adjacent cabana room includes a wet bar and full bathroom with shower for added convenience. Upstairs, a light-filled library and sitting area lead to three generously sized bedrooms-one perfect for a home office. The second-floor bathroom features a soaking tub, enclosed shower, and marble vanity. This rare offering combines historic elegance with every modern amenity-a true gem in downtown New Canaan.
Sold for $2,485,000 on 07/30/25
$2,485,000
144 South Avenue, New Canaan, CT 06840
4beds
3,856sqft
Single Family Residence
Built in 1900
0.3 Acres Lot
$2,485,900 Zestimate®
$644/sqft
$11,000 Estimated rent
What's special
Zillow last checked: 7 hours ago
Listing updated: July 31, 2025 at 08:28am
Listed by:
Melissa Rwambuya,
William Raveis Real Estate
Bought with:
Carolyn Brook, RES.0754661
William Pitt Sotheby's Int'l
Source: Smart MLS,MLS#: 24095696

Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 5
- Full bathrooms: 3
- 1/2 bathrooms: 2
Primary bedroom
- Level: Main
Bedroom
- Level: Upper
Bedroom
- Level: Upper
Bedroom
- Level: Upper
Dining room
- Level: Main
Kitchen
- Level: Main
Living room
- Level: Main
Heating
- Forced Air, Natural Gas, Propane
Cooling
- Central Air
Appliances
- Included: Gas Range, Oven/Range, Microwave, Refrigerator, Subzero, Ice Maker, Dishwasher, Washer, Dryer, Wine Cooler, Gas Water Heater, Tankless Water Heater
Features
- Sound System
- Basement: Partial,Partially Finished
- Attic: Storage,Walk-up
- Number of fireplaces: 1
Interior area
- Total structure area: 3,856
- Total interior livable area: 3,856 sqft
- Finished area above ground: 3,526
- Finished area below ground: 330
Property
Parking
- Total spaces: 1
- Parking features: Attached
- Attached garage spaces: 1
Features
- Patio & porch: Patio
- Exterior features: Sidewalk, Rain Gutters, Lighting, Stone Wall
- Has private pool: Yes
- Pool features: Heated, Pool/Spa Combo, In Ground
- Spa features: Heated
Lot
- Size: 0.30 Acres
- Features: Corner Lot, Dry, Level, Landscaped
Details
- Additional structures: Cabana
- Parcel number: 186112
- Zoning: BRES
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Colonial
- Property subtype: Single Family Residence
Materials
- Clapboard
- Foundation: Masonry, Stone
- Roof: Asphalt
Condition
- New construction: No
- Year built: 1900
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
- Utilities for property: Cable Available
Green energy
- Energy generation: Solar
Community & neighborhood
Security
- Security features: Security System
Community
- Community features: Health Club, Library, Paddle Tennis, Park, Playground, Pool, Shopping/Mall, Tennis Court(s)
Location
- Region: New Canaan
Services availability
Sell for more on Zillow
Get a free Zillow Showcase℠ listing and you could sell for .
$2,485,900
2% more+ $49,718
With Zillow Showcase(estimated)
$2,535,618