Stamford, CT / SOLD

299 Bayberrie DriveStamford, CT 06902

The buyer could have saved $17,258 in 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 40% 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$1,725,810ClosedApril 23, 2025

Our Take

299 Bayberrie Drive is a 1936 stone-and-shingle home in the Hycliff Association of Westover, with four bedrooms, three full baths, and one half bath. Fresh paint and natural light extend through interiors arranged for daily living and entertaining. The home includes a living room with a wood-burning fireplace, a slate-floored sunroom, a first-floor bedroom with an en-suite bath, and an upstairs primary suite with a dressing area. Outside, a patio and private, level backyard provide defined dining and lounging areas; the lower level adds family and recreation rooms.

299 Bayberrie Drive — exterior photo
Open Google Maps ↗

Estimated buyer rebate

The buyer could have saved $17,258 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 40% 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 #24065240
Bedrooms
4
BathroomsBaths
3 full / 1 half
Square feet
4,097
Year built
1936
Acres
0.32
Property taxes
$19,355

July 2024-June 2025

What stands out

  • Classic New England stone-and-shingle exterior
  • Living room with wood-burning fireplace and wainscoting
  • Slate-floored sunroom with solarium-style windows
  • Patio with designated dining and lounging areas
  • First-floor bedroom with en-suite bath
  • Primary suite with dressing area
  • Bedrooms with cedar closets
  • Lower level accessed from the heated garage
Read the full listing description

Located in the highly desirable Hycliff Association of Westover, this classic New England stone and shingle home seamlessly blends timeless charm with modern updates. Freshly painted & filled with natural light, the home offers spacious, inviting interiors designed for both comfort & entertaining. The heart of the home is the expansive living room, featuring a wood-burning fireplace & elegant fruitwood wainscoting. A sunlit, slate-floored sunroom with solarium-style windows provides the perfect setting for morning coffee or evening cocktails, while the thoughtfully positioned kitchen, butler's pantry & dining room overlook the private, level backyard. Step outside to an expansive patio with designated dining & lounging areas, surrounded by lush landscaping. A first-floor bedroom with an en-suite bath offers flexibility for guests or multigenerational living, complemented by a convenient & updated powder room. Upstairs, the spacious primary suite boasts a dressing area and a beautifully renovated bath. Two additional well-appointed bedrooms with cedar closets sit at opposite ends of the home, sharing an updated full bath. A cozy wood-paneled den with a second fireplace adds warmth & character to this level. The partially finished lower level, accessible from the heated garage, expands the living space with a second family room, a versatile recreation room perfect for a home gym or game room, a laundry room & ample storage. Many recent updates include a newer roof (2019),

Schools

Elementary
Stillmeadow
Middle
Cloonan
High
Westhill

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

Price history

DateEventPrice
Closed price$1,725,810
Original list price$1,498,000

Intermediate price changes and previous listings may not be included.

Interested in a property like this?

Cress can help you understand the market and find currently available homes.

Talk with Cress →
Closest recorded sales

*Estimate: $1,725,810 closed price × assumed 2.5% buyer-agent commission × 40% rebate = $17,258. 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 Pitt Sotheby's Int'l

Bryan Morris

SmartMLS · Listing #24065240 · Closed

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

For personal, noncommercial use to identify properties you may be interested in purchasing.