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
$576,700 Zestimate®
$326/sqft
$2,608 Estimated rent
Home value
$576,700
$542,000 - $617,000
$2,608/mo
Zestimate® history
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List your homeWhat's special
Brick fireplaceWood-burning stovePrivate rampBonus roomChicken coopComposite deckHuge backyard oasis
Zillow last checked:
Listing updated:
Listed by:
Rebecca Smith,
Waterway Realty 757-650-2130
Bought with:
Kelly Bruno
Inlet Realty
Source: REIN Inc.,MLS#: 10591885
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 2
- Full bathrooms: 2
Rooms
- Room types: 1st Floor BR, 1st Floor Primary BR, Attic, PBR with Bath
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 & HOA
Community
- Security: Security System
- Subdivision: Tanglewood - 138
HOA
- Has HOA: No
Location
- Region: Chesapeake
Financial & listing details
- Price per square foot: $326/sqft
- Tax assessed value: $452,600
- Annual tax amount: $4,316
- Date on market: 7/8/2025
Price history
Price history is unavailable.
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $4,571 +5.9% | $452,600 +5.9% |
| 2024 | $4,316 +1.9% | $427,300 +1.9% |
| 2023 | $4,234 +2% | $419,200 +6% |
| 2022 | $4,151 +18.1% | $395,300 +18.1% |
| 2021 | $3,515 | $334,800 +6.2% |
| 2020 | -- | $315,300 +5% |
| 2019 | $3,152 -1% | $300,200 -2.7% |
| 2018 | $3,184 -0.5% | $308,600 +1.3% |
| 2017 | $3,199 +3.9% | $304,700 +3.9% |
| 2016 | $3,079 -3.3% | $293,200 -3.3% |
| 2015 | $3,184 | $303,200 |
| 2014 | $3,184 | $303,200 |
| 2013 | $3,184 +2.2% | $303,200 +2.2% |
| 2012 | $3,116 | $296,800 |
| 2011 | $3,116 -2.2% | $296,800 -2.2% |
| 2010 | $3,188 -5.1% | $303,600 -5.1% |
| 2009 | $3,360 | $320,000 |
| 2008 | $3,360 -0.5% | $320,000 +0.4% |
| 2007 | $3,378 +11.8% | $318,700 +17% |
| 2006 | $3,023 +19.6% | $272,300 +37.9% |
| 2004 | $2,527 +11.1% | $197,400 +11.1% |
| 2003 | $2,275 +8.6% | $177,700 +8.6% |
| 2002 | $2,094 +3.1% | $163,600 +3.1% |
| 2001 | $2,031 | $158,700 |
Find assessor info on the county website
Neighborhood: Indian River
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Nearby schools
GreatSchools rating
- 4/10Sparrow Road Intermediate SchoolGrades: 4-5Distance: 1.6 mi
- 3/10Indian River Middle SchoolGrades: 6-8Distance: 2.4 mi
- 4/10Indian River High SchoolGrades: 9-12Distance: 2.7 mi
Schools provided by the listing agent
- Elementary: Georgetown Primary
- High: Indian River
Source: REIN Inc.. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
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- Virginia
- Chesapeake City
- Chesapeake
- 23325
- Indian River
- 105 Trilby Ct
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