133 Jelliff Mill Road, New Canaan, Connecticut 06840

About this home

State of the Art construction from the ground up, this exceptional home has been thoughtfully transformed with a complete first-floor gut renovation taken down to the studs, the addition of a second story, and a beautifully finished lower level-all completed in 2025-2026. Offering three finished levels of modern living, this 4-bedroom, 3-full-bath residence is set on a lovely .53-acre property just minutes from downtown New Canaan, award-winning schools, Waveny Park, and the Metro-North train. The main level showcases a stunning new kitchen featuring quartz countertops, quality finishes, and an open-concept design that flows seamlessly into the living and dining areas-ideal for both everyday living and entertaining. Also on the first floor are a full bathroom, a spacious bedroom, a separate room perfect for a home office, and additional flexible bonus space to accommodate a variety of lifestyles. Upstairs, the beautiful primary suite offers a generous walk-in closet and a luxurious ensuite bath. Two additional bedrooms share a well-appointed full bathroom, and a convenient second-floor laundry room completes this level. The finished lower level is filled with natural light and provides two additional rooms ideal for a home office, fitness area, playroom, or media space, along with ample storage. Additional highlights include beautiful hardwood oak flooring, recessed lighting, contemporary finishes throughout, and abundant storage.

Flood risk: check the FEMA flood map for this address.

Availability, Pets & Lease

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Interior

Building & Exterior

Lot & Land

What's nearby

Distances are straight-line from the property, not driving or walking routes. Places data © OpenStreetMap contributors.

Recent comparable rentals

The 5 closest recent leases to this home, nearest match first — same building where possible, then the surrounding streets, widening only when there is nothing closer. These are recorded lease prices from the MLS, not estimates. No automated valuation is shown, because what a home is worth depends on condition, layout and timing that a formula cannot see — call John at 203·883·3399 to read them properly against this home.

5 comparable rentals — median $6,300/mo, ranging $5,250/mo to $7,000/mo.

Within a 15-minute walk, leased in the last year
• 64 Jelliff Mill Road3 bd · 3 ba · 2,050 sq ft · 0.2 mi away
  $6,300/mo2026-02-06
• 145 Weed Street4 bd · 3 ba · 2,684 sq ft · 0.5 mi away
  $7,000/mo2025-08-01
Within about a mile and a half, leased in the last 2 years
• 37 Weed Street4 bd · 3 ba · 2,516 sq ft · 0.4 mi away
  $5,500/mo2024-10-07
• 52 Knapp Lane3 bd · 3 ba · 2,006 sq ft · 0.6 mi away
  $6,500/mo2025-07-01
• 18 White Birch Road3 bd · 3 ba · 2,056 sq ft · 1.2 mi away
  $5,250/mo2024-10-15

Listing & sale history

Every time this exact home has come to market in the MLS data this site tracks. Where a sale closed, the recorded sale price is shown; "asking" marks a price the home was listed at rather than what it sold for.

Public record

From the New Canaan assessor's public property record. These figures describe the property as the town has it on file and can differ from the listing — a finished basement or an addition may not be reflected in the assessor's living area.

More rentals in New Canaan

Closest in price to this one.

• 134 Harrison Avenue3 bed · 4 bath · 3,000 sq ft$11,000/mo
• 3 Holmewood Lane4 bed · 5 bath · 3,742 sq ft$10,000/mo
• 15 Old Stamford Road Unit C3 bed · 3 bath · 3,649 sq ft$9,800/mo
• 377 Main Street Unit 83 bed · 4 bath · 3,077 sq ft$9,750/mo
• 65 East Avenue3 bed · 3 bath · 2,202 sq ft$8,500/mo
• 123 East Avenue4 bed · 2 bath · 1,875 sq ft$6,750/mo

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