Nestled on a quiet cul-de-sac in the Boulder Ridge Association, 11 Old Oak Road is a timeless 5-bedroom, 5.5-bathroom colonial that offers the perfect blend of classic elegance and modern comfort. Step inside and you'll be greeted by spacious, sun-filled rooms that make this home ideal for both everyday living and elegant entertaining. The formal dining room, living room, sitting room, study, and butler's pantry add to the home's refined charm-but the heart of the house is truly exceptional. The chef's kitchen-featuring top-of-the-line appliances, custom cabinetry, and a large center island-flows seamlessly into the expansive family room, where a soaring cathedral ceiling, wood-burning fireplace, and French doors open onto the terrace and the pool beyond, creating an effortless indoor-outdoor lifestyle. Upstairs, the primary suite serves as a private retreat, complete with a balcony, office, two walk-in closets, and a spa-like bathroom with dual vanities and lavatories, soaking tub, and a separate steam shower. An additional 1,000-square-foot finished basement with a full bathroom provides flexible space for a home gym, media room, or guest accommodations-and the three-car garage is a welcome bonus. Residents of Boulder Ridge enjoy access to Boulder Ridge Park, which includes a playground and tennis court. Located in a peaceful, private setting just minutes from Darien's top-rated schools, shopping, dining, and the train, this special property offers the best of both worlds.
Sold for $4,425,000 on 12/18/25
$4,425,000
11 Old Oak Road, Darien, CT 06820
5beds
8,938sqft
Single Family Residence
Built in 1968
1.06 Acres Lot
$4,427,700 Zestimate®
$495/sqft
$7,247 Estimated rent
Home value
$4,427,700
$4.03M - $4.87M
$7,247/mo
Zestimate® history
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What's special
Zillow last checked: 8 hours ago
Listing updated: December 20, 2025 at 05:08pm
Listed by:
Kristin M. Nemec (203)829-8998,
William Pitt Sotheby's Int'l 203-655-8234
Bought with:
Janine Tienken, RES.0775247
Houlihan Lawrence
Rita Marber
Houlihan Lawrence
Source: Smart MLS,MLS#: 24126582
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 5
- Bathrooms: 6
- Full bathrooms: 5
- 1/2 bathrooms: 1
Primary bedroom
- Features: Balcony/Deck, Bedroom Suite, Full Bath, Steam/Sauna, Walk-In Closet(s), Hardwood Floor
- Level: Upper
- Area: 312 Square Feet
- Dimensions: 13 x 24
Bedroom
- Features: Jack & Jill Bath, Walk-In Closet(s), Hardwood Floor
- Level: Upper
- Area: 240 Square Feet
- Dimensions: 15 x 16
Bedroom
- Features: Jack & Jill Bath, Hardwood Floor
- Level: Upper
- Area: 195 Square Feet
- Dimensions: 13 x 15
Bedroom
- Features: Bedroom Suite, Full Bath, Hardwood Floor, Tub w/Shower
- Level: Upper
- Area: 255 Square Feet
- Dimensions: 15 x 17
Bedroom
- Features: Bedroom Suite, Full Bath, Hardwood Floor, Stall Shower
- Level: Main
- Area: 224 Square Feet
- Dimensions: 14 x 16
Dining room
- Features: Bay/Bow Window, Hardwood Floor
- Level: Main
- Area: 330 Square Feet
- Dimensions: 15 x 22
Family room
- Features: Cathedral Ceiling(s), Built-in Features, Entertainment Center, Fireplace, French Doors, Hardwood Floor
- Level: Main
- Area: 520 Square Feet
- Dimensions: 20 x 26
Kitchen
- Features: Bay/Bow Window, Breakfast Bar, Dining Area, French Doors, Kitchen Island, Hardwood Floor
- Level: Main
- Area: 600 Square Feet
- Dimensions: 24 x 25
Living room
- Features: Gas Log Fireplace, Hardwood Floor
- Level: Main
- Area: 336 Square Feet
- Dimensions: 14 x 24
Office
- Features: Skylight, Hardwood Floor
- Level: Upper
- Area: 140 Square Feet
- Dimensions: 10 x 14
Other
- Features: Built-in Features, Hardwood Floor
- Level: Main
- Area: 154 Square Feet
- Dimensions: 11 x 14
Rec play room
- Features: Full Bath
- Level: Lower
- Area: 924 Square Feet
- Dimensions: 22 x 42
Study
- Features: Built-in Features, Hardwood Floor
- Level: Main
- Area: 272 Square Feet
- Dimensions: 16 x 17
Heating
- Forced Air, Zoned, Oil, Propane
Cooling
- Central Air
Appliances
- Included: Gas Cooktop, Oven, Microwave, Refrigerator, Freezer, Dishwasher, Washer, Dryer, Water Heater
- Laundry: Main Level, Upper Level, Mud Room
Features
- Central Vacuum, Entrance Foyer
- Doors: French Doors
- Basement: Full,Heated,Cooled,Interior Entry,Partially Finished
- Attic: Storage,Floored,Walk-up
- Number of fireplaces: 2
Interior area
- Total structure area: 8,938
- Total interior livable area: 8,938 sqft
- Finished area above ground: 7,938
- Finished area below ground: 1,000
Property
Parking
- Total spaces: 3
- Parking features: Attached, Detached, Garage Door Opener
- Attached garage spaces: 3
Features
- Patio & porch: Terrace
- Exterior features: Rain Gutters, Garden, Stone Wall, Underground Sprinkler
- Has private pool: Yes
- Pool features: Heated, In Ground
Lot
- Size: 1.06 Acres
- Features: Cul-De-Sac, Landscaped
Details
- Parcel number: 103670
- Zoning: R12
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Colonial
- Property subtype: Single Family Residence
Materials
- Shingle Siding
- Foundation: Concrete Perimeter
- Roof: Asphalt
Condition
- New construction: No
- Year built: 1968
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
- Utilities for property: Underground Utilities
Community & neighborhood
Security
- Security features: Security System
Community
- Community features: Park, Playground, Tennis Court(s)
Location
- Region: Darien
HOA & financial
HOA
- Has HOA: Yes
- HOA fee: $500 annually
- Amenities included: Playground, Tennis Court(s)
- Services included: Road Maintenance
Price history
| Date | Event | Price |
|---|---|---|
| 12/18/2025 | Sold | $4,425,000+13.6%$495/sqft |
Source:  Smart MLS #24126582 Report a problem | ||
| 10/14/2025 | Pending sale | $3,895,000$436/sqft |
Source: Smart MLS #24126582 Report a problem | ||
| 10/2/2025 | Listed for sale | $3,895,000+39.1%$436/sqft |
Source: Smart MLS #24126582 Report a problem | ||
| 7/20/2009 | Sold | $2,800,000+123.2%$313/sqft |
Source: Smart MLS #98412338 Report a problem | ||
| 6/15/1999 | Sold | $1,254,500+48.5%$140/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $40,306 +5.4% | $2,603,720 |
| 2024 | $38,249 +15.7% | $2,603,720 +38.6% |
| 2023 | $33,071 +2.2% | $1,877,960 |
Find assessor info on the county website
Neighborhood: 06820
Nearby schools
GreatSchools rating
- 9/10Ox Ridge Elementary SchoolGrades: PK-5Distance: 1.4 mi
- 9/10Middlesex Middle SchoolGrades: 6-8Distance: 1.4 mi
- 10/10Darien High SchoolGrades: 9-12Distance: 1.1 mi
Schools provided by the listing agent
- Elementary: Ox Ridge
- 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.
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$4,427,700
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$4,516,254