Skip main navigation
Sold for $1,725,810
  • $1,725,810

    299 Bayberrie Drive, Stamford, CT 06902

    4beds
    4,097sqft
    Single Family Residence
    Built in 1936
    0.32 Acres Lot
    $1,833,600 Zestimate®
    $421/sqft
    $7,055 Estimated rent

    Home value

    $1,833,600

    $1.63M - $2.05M

    $7,055/mo

    Zestimate® history
    Loading
    Loading...

    Owner options

    List your home for rent

    $7,055/mo

    Rent Zestimate®

    Find your next renter with Zillow Rental Manager. Plus, with online applications, you can quickly screen prospective tenants – for free.

    Learn more

    $7,055/mo

    Rent Zestimate®

    Refinance and save

    $10,602/mo

    Est. payment

    Refinancing to a lower rate could help reduce your monthly payments and save thousands over the life of the loan.

    See today's rates

    $10,602/mo

    Est. payment

    Explore your selling options

    Work with a Zillow partner agent

    Leverage their expertise and Zillow's premium Showcase listings to get your home seen by more buyers.

    Get started

    List with your own agent

    Get your home in front of millions of buyers by listing it on Zillow.

    Learn how to do it

    Sell it yourself

    Take full control of how buyers see your home on Zillow by listing For Sale by Owner (FSBO).

    List your home

    What's special

    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), new windows, marble tile entryway, high-end Legrand light switches, smart thermostat, spray foam insulation, new water heater, new HVAC, & new washer & dryer. As a resident of Hycliff Assoc., enjoy exclusive access to a private pool, tennis courts, playground, & an open field-all just a short walk away. Ideally located near Stamford & Old Greenwich, with easy access to shopping, dining & Metro-North trains, this home offers the perfect combo of charm, modern conveniences & an unbeatable location

    Zillow last checked:

    Listing updated:

    Listed by:

    Bryan Morris Team,

    Bryan Morris 203-636-0260,

    William Pitt Sotheby's Int'l 203-655-8234

    Bought with:

    Virginia Klein, REB.0004220

    RE/MAX Heritage

    Source: Smart MLS,MLS#: 24065240MLS Logo

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 4
    • Bathrooms: 4
    • Full bathrooms: 3
    • 1/2 bathrooms: 1
    Primary bedroom
    • Features: Built-in Features, Dressing Room, Full Bath, Hardwood Floor
    • Level: Upper
    • Area: 180 Square Feet
    • Dimensions: 12 x 15
    Bedroom
    • Features: Full Bath, Wall/Wall Carpet
    • Level: Main
    • Area: 90 Square Feet
    • Dimensions: 9 x 10
    Bedroom
    • Features: Cedar Closet(s), Hardwood Floor
    • Level: Upper
    • Area: 192 Square Feet
    • Dimensions: 12 x 16
    Bedroom
    • Features: Cedar Closet(s), Hardwood Floor
    • Level: Upper
    • Area: 280 Square Feet
    • Dimensions: 14 x 20
    Primary bathroom
    • Features: Remodeled, Tub w/Shower
    • Level: Upper
    • Area: 70 Square Feet
    • Dimensions: 7 x 10
    Den
    • Features: Bookcases, Built-in Features, Fireplace, Hardwood Floor
    • Level: Upper
    • Area: 130 Square Feet
    • Dimensions: 10 x 13
    Dining room
    • Features: Bay/Bow Window, Hardwood Floor
    • Level: Main
    • Area: 240 Square Feet
    • Dimensions: 15 x 16
    Family room
    • Features: Wall/Wall Carpet
    • Level: Lower
    • Area: 308 Square Feet
    • Dimensions: 14 x 22
    Kitchen
    • Features: Wet Bar, Pantry, Hardwood Floor
    • Level: Main
    • Area: 156 Square Feet
    • Dimensions: 12 x 13
    Living room
    • Features: Bay/Bow Window, Bookcases, Built-in Features, Fireplace, Hardwood Floor
    • Level: Main
    • Area: 494 Square Feet
    • Dimensions: 19 x 26
    Other
    • Features: Half Bath, Hardwood Floor
    • Level: Main
    • Area: 121 Square Feet
    • Dimensions: 11 x 11
    Sun room
    • Features: Ceiling Fan(s), Slate Floor
    • Level: Main
    • Area: 364 Square Feet
    • Dimensions: 14 x 26
    Heating
    • Forced Air, Natural Gas
    Cooling
    • Ceiling Fan(s), Central Air
    Appliances
    • Included: Gas Cooktop, Oven, Microwave, Range Hood, Refrigerator, Freezer, Subzero, Ice Maker, Dishwasher, Disposal, Washer, Dryer, Gas Water Heater, Water Heater
    • Laundry: Lower Level, Mud Room
    Features
    • Sound System, Open Floorplan, Entrance Foyer, Smart Thermostat
    • Windows: Thermopane Windows
    • Basement: Full,Heated,Storage Space,Interior Entry,Partially Finished,Liveable Space
    • Attic: Storage,Floored,Pull Down Stairs
    • Number of fireplaces: 2
    Interior area
    • Total structure area: 4,097
    • Total interior livable area: 4,097 sqft
    • Finished area above ground: 3,789
    • Finished area below ground: 308

    Property

    Parking
    • Total spaces: 10
    • Parking features: Attached, Paved, Driveway, Garage Door Opener, Private, Asphalt
    • Attached garage spaces: 2
    • Has uncovered spaces: Yes
    Features
    • Patio & porch: Terrace
    • Exterior features: Rain Gutters, Garden, Lighting, Underground Sprinkler
    • Waterfront features: Beach Access
    Lot
    • Size: 0.32 Acres
    • Features: Corner Lot, Level, Landscaped
    Details
    • Parcel number: 330458
    • Zoning: R10

    Construction

    Type & style
    • Home type: SingleFamily
    • Architectural style: Colonial
    • Property subtype: Single Family Residence
    Materials
    • Wood Siding
    • Foundation: Concrete Perimeter
    • Roof: Asphalt
    Condition
    • New construction: No
    • Year built: 1936

    Utilities & green energy

    • Sewer: Public Sewer
    • Water: Public
    Green energy
    • Energy efficient items: Insulation, Thermostat, Windows

    Community & neighborhood

    Community
    • Community features: Golf, Health Club, Library, Medical Facilities, Park, Playground, Shopping/Mall, Tennis Court(s)
    Location
    • Region: Stamford
    • Subdivision: Westover

    HOA & financial

    HOA
    • Has HOA: Yes
    • HOA fee: $875 annually
    • Amenities included: Basketball Court, Playground, Pool, Tennis Court(s)
    • Services included: Pool Service

    Price history

    DateEventPrice
    4/24/2025Sold$1,725,810+15.2%$421/sqft
    Source: Smart MLS #24065240 Report a problem
    3/21/2025Pending sale$1,498,000$366/sqft
    Source: Smart MLS #24065240 Report a problem
    2/27/2025Listed for sale$1,498,000+89%$366/sqft
    Source: Smart MLS #24065240 Report a problem
    7/30/2019Sold$792,500-5.5%$193/sqft
    Source: Greenwich MLS, Inc. #106424 Report a problem
    6/26/2019Pending sale$839,000$205/sqft
    Source: Sotheby's International Realty - Greenwich Brokerage #106424 Report a problem
    6/20/2019Listed for sale$839,000$205/sqft
    Source: Sotheby's International Realty - Greenwich Brokerage #106424 Report a problem
    5/30/2019Pending sale$839,000$205/sqft
    Source: Sotheby's International Realty - Greenwich Brokerage #106424 Report a problem
    5/2/2019Listed for sale$839,000$205/sqft
    Source: Sotheby's International Realty #170187821 Report a problem
    11/29/2018Listing removed$839,000$205/sqft
    Source: Halstead Real Estate #170084484 Report a problem
    6/13/2018Price change$839,000-4.1%$205/sqft
    Source: Halstead Property #170084484 Report a problem
    5/17/2018Listed for sale$875,000$214/sqft
    Source: Halstead Property #170084484 Report a problem

    Public tax history

    YearProperty taxesTax assessment
    2025$19,856 +2.6%$836,410
    2024$19,355 -6.9%$836,410
    2023$20,793 +18.1%$836,410 +27%
    2022$17,612 +3.3%$658,650 +2.2%
    2021$17,052 +2.6%$644,690
    2020$16,614 $644,690
    2019$16,614 +3.8%$644,690
    2018$16,001 +2.4%$644,690 +7.3%
    2017$15,625 +3.3%$600,950 +0.4%
    2016$15,121 $598,360

    Find assessor info on the county website

    Neighborhood: Palmers Hill

    Nearby schools

    GreatSchools rating
    Schools provided by the listing agent
    • Elementary: Stillmeadow
    • Middle: Cloonan
    • High: Westhill

    Source: Smart MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.

    Get pre-qualified for a loan
    At Zillow Home Loans, we can pre-qualify you in as little as 5 minutes with no impact to your credit score.

    An equal housing lender. NMLS #10287.

    Sell for more on Zillow
    Get a Zillow Showcase℠ listing at no additional cost and you could sell for .
    $1,833,600
    2% more
    +$36,672
    With Zillow Showcase(estimated)
    $1,870,272