This charming 5-bedroom Cape Cod home, originally built in 1941 and extensively renovated, expanded and rebuilt in 2015, is the perfect blend of classic elegance and modern comfort. Nestled in a highly sought-after neighborhood, the property offers spacious living with timeless details throughout. From the moment you step inside, you're greeted by beautiful hardwood floors, crown molding, and fireplaces that enhance the inviting atmosphere of the living spaces. The large, sun-filled kitchen features custom cabinetry, Sub Zero and DCS appliances, and a marble center island and counter tops - ideal for gatherings and entertaining. The open concept allows for easy flow into the formal dining room and living room overlooking the lush outdoor spaces. Upstairs, the five generously sized bedrooms offer peaceful retreats, including a primary suite with an en-suite bath and plenty of closet space. Outside, the backyard is a true oasis, complete with an in-ground heated pool and stone fire pit, perfect for year-round relaxation or play. Lush landscaping and a private, fenced yard provide a serene setting to unwind and enjoy the outdoors in complete privacy. Ideally located near schools, shopping, dining, and recreational amenities, this home combines charm, convenience, and comfort, offering the best of both worlds. Don't miss the chance to own this beautifully appointed Cape Cod gem!
Sold for $4,350,000 on 12/15/25
$4,350,000
261 Hollow Tree Ridge Road, Darien, CT 06820
5beds
6,135sqft
Single Family Residence
Built in 1941
0.94 Acres Lot
$4,330,700 Zestimate®
$709/sqft
$22,015 Estimated rent
Home value
$4,330,700
$4.11M - $4.55M
$22,015/mo
Zestimate® history
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Owner options
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What's special
Zillow last checked: 8 hours ago
Listing updated: December 16, 2025 at 06:36am
Listed by:
Catherine Russell (203)981-3992,
Brown Harris Stevens 203-655-1418
Bought with:
Kathryn Bates, RES.0785742
Compass Connecticut, LLC
Source: Smart MLS,MLS#: 24126735
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 5
- Bathrooms: 6
- Full bathrooms: 5
- 1/2 bathrooms: 1
Primary bedroom
- Features: Bookcases, Balcony/Deck, Full Bath, Hardwood Floor
- Level: Upper
- Area: 208 Square Feet
- Dimensions: 13 x 16
Bedroom
- Features: Full Bath, Hardwood Floor
- Level: Upper
- Area: 165 Square Feet
- Dimensions: 15 x 11
Bedroom
- Features: Bookcases, Built-in Features, Jack & Jill Bath, Hardwood Floor
- Level: Upper
- Area: 180 Square Feet
- Dimensions: 15 x 12
Bedroom
- Features: Bookcases, Built-in Features, Jack & Jill Bath, Hardwood Floor
- Level: Upper
- Area: 165 Square Feet
- Dimensions: 15 x 11
Bedroom
- Features: Bookcases, Built-in Features, Hardwood Floor
- Level: Upper
- Area: 208 Square Feet
- Dimensions: 13 x 16
Dining room
- Features: Built-in Features, Hardwood Floor
- Level: Main
- Area: 252 Square Feet
- Dimensions: 14 x 18
Family room
- Features: Built-in Features, Fireplace, Sliders, Slate Floor
- Level: Main
- Area: 288 Square Feet
- Dimensions: 18 x 16
Kitchen
- Features: Fireplace, Hardwood Floor
- Level: Main
- Area: 510 Square Feet
- Dimensions: 30 x 17
Living room
- Features: Fireplace, Hardwood Floor
- Level: Main
- Area: 299 Square Feet
- Dimensions: 13 x 23
Office
- Features: Bookcases, Hardwood Floor
- Level: Main
- Area: 220 Square Feet
- Dimensions: 20 x 11
Sun room
- Features: Hardwood Floor
- Level: Main
- Area: 247 Square Feet
- Dimensions: 19 x 13
Heating
- Hydro Air, Zoned, Propane
Cooling
- Central Air
Appliances
- Included: Gas Range, Microwave, Range Hood, Refrigerator, Subzero, Ice Maker, Dishwasher, Disposal, Washer, Dryer, Wine Cooler, Water Heater
- Laundry: Main Level, Upper Level
Features
- Sound System, Wired for Data, Smart Thermostat, Wired for Sound
- Doors: French Doors
- Basement: Partial,Heated,Sump Pump,Finished
- Attic: Pull Down Stairs
- Number of fireplaces: 3
Interior area
- Total structure area: 6,135
- Total interior livable area: 6,135 sqft
- Finished area above ground: 5,560
- Finished area below ground: 575
Property
Parking
- Total spaces: 2
- Parking features: Attached, Garage Door Opener
- Attached garage spaces: 2
Features
- Patio & porch: Screened, Terrace, Porch
- Exterior features: Lighting, Balcony, Garden, Stone Wall, Underground Sprinkler
- Has private pool: Yes
- Pool features: Heated, Concrete, In Ground
- Fencing: Wood,Stone,Full
- Waterfront features: Beach Access
Lot
- Size: 0.94 Acres
- Features: Corner Lot, Level
Details
- Parcel number: 105538
- Zoning: R-1
- Other equipment: Generator
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Cape Cod
- Property subtype: Single Family Residence
Materials
- Shingle Siding
- Foundation: Concrete Perimeter
- Roof: Wood
Condition
- New construction: No
- Year built: 1941
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
- Utilities for property: Underground Utilities
Green energy
- Energy efficient items: Thermostat
Community & neighborhood
Security
- Security features: Security System
Location
- Region: Darien
Price history
| Date | Event | Price |
|---|---|---|
| 12/15/2025 | Sold | $4,350,000-2.8%$709/sqft |
Source:  Smart MLS #24126735 | ||
| 10/17/2025 | Pending sale | $4,475,000$729/sqft |
Source: Smart MLS #24126735 | ||
| 9/17/2025 | Listed for sale | $4,475,000+68.9%$729/sqft |
Source: Smart MLS #24126735 | ||
| 3/10/2005 | Sold | $2,650,000+121.8%$432/sqft |
Source: Smart MLS #98218161 | ||
| 2/4/1998 | Sold | $1,195,000$195/sqft |
Source: Public Record | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $32,008 +5.4% | $2,067,730 |
| 2024 | $30,375 +2.6% | $2,067,730 +22.9% |
| 2023 | $29,619 +2.2% | $1,681,960 |
Find assessor info on the county website
Neighborhood: 06820
Nearby schools
GreatSchools rating
- 8/10Holmes Elementary SchoolGrades: PK-5Distance: 0.8 mi
- 9/10Middlesex Middle SchoolGrades: 6-8Distance: 0.3 mi
- 10/10Darien High SchoolGrades: 9-12Distance: 0.6 mi
Schools provided by the listing agent
- Elementary: Holmes
- Middle: Middlesex
- High: Darien
Source: Smart MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
Sell for more on Zillow
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$4,330,700
2% more+ $86,614
With Zillow Showcase(estimated)
$4,417,314