Weston, CT / SOLD

53 Singing Oaks DriveWeston, CT 06883

The buyer could have saved $33,750 in brokerage fees*

When you buy with Cress, we give you back a portion of the brokerage commission we receive.

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*Estimate assumes a 2.5% buyer-agent commission and a 50% rebate. Actual savings depend on final purchase price and commission received. Based on the recorded closed price; this is a hypothetical estimate, not a statement of actual commission or rebate paid.

Sale Price$2,700,000ClosedApril 23, 2026

Our Take

53 Singing Oaks Drive in Weston is an extensively renovated five-bedroom Colonial on 2.3 acres, with six full baths and one half bath. The main and upper levels feature white oak flooring and custom millwork, alongside formal rooms including a coffered-ceiling living room with marble fireplace. The redesigned kitchen has custom cabinetry, marble countertops, and appliances by Miele, Sub-Zero, Viking, and Wolf. A pool, sunroom, finished lower level, and walk-up third floor add to the property’s indoor and outdoor spaces.

53 Singing Oaks Drive — exterior photo
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Estimated buyer rebate

The buyer could have saved $33,750 on brokerage fees*

When you buy with Cress, we give you back a portion of the brokerage commission we receive.

See how the commission rebate works ↗

*Estimate assumes a 2.5% buyer-agent commission and a 50% rebate. Actual savings depend on final purchase price and commission received. Based on the recorded closed price; this is a hypothetical estimate, not a statement of actual commission or rebate paid.

At a glance

Closed · MLS #24158906
Bedrooms
5
BathroomsBaths
6 full / 1 half
Square feet
7,560
Year built
1994
Acres
2.3
Property taxes
$29,723

July 2025-June 2026

What stands out

  • Custom white oak flooring on main and upper levels
  • Coffered-ceiling living room with marble fireplace
  • Kitchen with custom cabinetry and marble countertops
  • Appliances from Miele, Sub-Zero, Viking, and Wolf
  • Sunroom with new tile flooring and dedicated climate control
  • Primary suite with fireplace, sitting room, bath, and balcony
  • Four bedrooms with renovated en-suite baths
  • Heated gunite pool with extensive upgrades
Read the full listing description

Located in Weston's prestigious Singing Oaks community, this extensively renovated 5-bedroom Colonial blends timeless architecture with exceptional modern luxury. Thoughtfully reimagined with meticulous craftsmanship, the home showcases sustainably sourced white oak flooring throughout the main and upper levels, extensive custom millwork, and elegant formal spaces including a living room with coffered ceiling and marble fireplace. The stunning gourmet kitchen has been completely redesigned with custom cabinetry, marble countertops, and a suite of premium appliances from Miele, Sub-Zero, Viking, and Wolf, creating a sophisticated centerpiece for both everyday living and entertaining. The inviting family room features a wood-burning fireplace with insert and a stylish dry bar, while the sun-filled all-season sunroom offers new tile flooring and dedicated climate control. Upstairs, the luxurious primary suite serves as a private retreat with fireplace, sitting room, spa-inspired bath, and balcony overlooking the property. Four additional bedrooms are generously sized and all feature beautifully renovated en-suite baths. The finished lower level provides excellent recreation and fitness space, while the walk-up third floor offers substantial storage and future expansion potential. Outside, the private grounds showcase a heated gunite pool with extensive upgrades, new roof, driveway, walkway, and generator, all within one of Weston's most desirable neighborhoods. SEE REMARKS

Schools

Elementary
Hurlbutt
Middle
Not provided
High
Weston

Schools as reported by SmartMLS. Confirm attendance assignments with the district.

Price history

DateEventPrice
Closed price$2,700,000
Original list price$2,495,000
Closed price$1,300,000
Original list price$1,499,000

Intermediate price changes and previous listings may not be included.

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Nearby sold homes

Closest recorded sales

*Estimate: $2,700,000 closed price × assumed 2.5% buyer-agent commission × 50% rebate = $33,750. Actual savings depend on the final purchase price and commission Cress receives. The assumed commission is not a representation of this listing's offered or actual compensation. This is a hypothetical estimate, not a rebate paid on this sale.

Listed by William Raveis Real Estate · (203) 255-6841

Brian Christy

SmartMLS · Listing #24158906 · Closed

Listing data checked: Sep 26, 2026, 12:47 PM EDT.

Listing information is deemed reliable but not guaranteed. Cress commentary is separate from the MLS listing description. Contact Cress about a correction.

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