Welcome to 105 Trilby Ct—your waterfront retreat in the heart of Chesapeake! Nestled in a quiet cul-de-sac, this charming ranch offers comfort, space, and waterfront living. Inside, enjoy a formal dining room, open kitchen, and sunlit living area with a brick fireplace and wood-burning stove. A bonus room off the living space makes an excellent media room, office, or 4th bedroom. Down the hall are 3 bedrooms, including a primary with en suite, plus a full hall bath. Step outside to a huge backyard oasis featuring a composite deck, firepit, raised garden beds, chicken coop, and concrete pad ready for a garage or in-law suite. Launch your boat from the private ramp or relax on your dock with boat house. Recent updates include a new roof, fresh interior paint, and added foundation supports in the crawlspace for peace of mind. Don’t miss this one-of-a-kind gem—there’s still time to enjoy the river this summer. Schedule your private tour today!
Sold
$555,000
105 Trilby Ct, Chesapeake, VA 23325
4beds
1,700sqft
Single Family Residence
Built in 1959
-- sqft lot
$555,200 Zestimate®
$326/sqft
$2,527 Estimated rent
What's special
Zillow last checked: 7 hours ago
Listing updated: July 29, 2025 at 06:00am
Listed by:
Rebecca Smith,
Waterway Realty
Bought with:
Kelly Bruno
Inlet Realty
Source: REIN Inc.,MLS#: 10591885

Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 2
- Full bathrooms: 2
Primary bedroom
- Level: First
Heating
- Electric
Cooling
- Central Air, Heat Pump
Appliances
- Included: Dishwasher, Disposal, Dryer, Microwave, Gas Range, Refrigerator, Washer, Electric Water Heater
Features
- Ceiling Fan(s)
- Flooring: Ceramic Tile, Wood
- Doors: Storm Door(s)
- Basement: Crawl Space
- Number of fireplaces: 2
- Fireplace features: Wood Burning
Interior area
- Total interior livable area: 1,700 sqft
Property
Parking
- Total spaces: 1
- Parking features: Garage Att 1 Car, Off Street, Driveway, On Street
- Attached garage spaces: 1
- Has uncovered spaces: Yes
Accessibility
- Accessibility features: Front-mounted Range Controls
Features
- Levels: One
- Stories: 1
- Patio & porch: Deck, Patio, Porch
- Exterior features: Irrigation Control
- Pool features: None
- Fencing: Chain Link,Fenced
- Has view: Yes
- View description: River, Water
- Has water view: Yes
- Water view: River,Water
- Waterfront features: Boat Lift, Bulkhead, Deep Water Access, Dock, Navigable Water, River Front, Tidal
Lot
- Features: Cul-De-Sac
Details
- Additional structures: Boat House
- Parcel number: 0132005001160
- Other equipment: Backup Generator, Generator Hookup
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Ranch
- Property subtype: Single Family Residence
Materials
- Brick, Insulation-Cellulose
- Roof: Asphalt Shingle
Condition
- New construction: No
- Year built: 1959
Utilities & green energy
- Sewer: City/County
- Water: City/County, Well
Community & neighborhood
Security
- Security features: Security System
Location
- Region: Chesapeake
- Subdivision: Tanglewood - 138
HOA & financial
HOA
- Has HOA: No
Services availability

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 free Zillow Showcase℠ listing and you could sell for .
$555,200
2% more+ $11,104
With Zillow Showcase(estimated)
$566,304