This one-of-a-kind, well-cared-for home—originally built in 1900—offers timeless charm, vintage details, and thoughtful modern updates in the heart of Western Branch. Nestled on 3.5 private, tranquil acres in the well-established Jolliff Woods neighborhood, this classic 4-bedroom, 3.5-bath home is both spacious and inviting. Enjoy a built-in saltwater pool, patio, deck, and open porch—perfect for relaxing or entertaining. Property features two wells, septic system, Generac generator, and a large 2-car garage with full bath and extra storage. Fruit trees—apple, pear, pecan, and blueberry—add to the property’s natural beauty. With a peaceful, charming setting close to top-rated schools, shopping, dining, medical, and major interstates, this rare Western Branch gem perfectly blends history, comfort, and convenience.
Sold
$565,000
1527 Jolliff Rd, Chesapeake, VA 23321
4beds
3,678sqft
Single Family Residence
Built in 1900
3.5 Acres Lot
$571,000 Zestimate®
$154/sqft
$3,660 Estimated rent
Home value
$571,000
$537,000 - $605,000
$3,660/mo
Zestimate® history
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List your homeWhat's special
Zillow last checked: 7 hours ago
Listing updated: December 16, 2025 at 10:48pm
Listed by:
Laurel DaPrano,
World Class Realty & Prop Mgmt 757-228-7773
Bought with:
Durene High
Long & Foster Real Estate Inc.
Source: REIN Inc.,MLS#: 10608307
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 4
- Full bathrooms: 3
- 1/2 bathrooms: 1
Heating
- Geothermal, Heat Pump, Programmable Thermostat, Zoned
Cooling
- Central Air, Geothermal
Appliances
- Included: Dishwasher, Dryer, Gas Range, Refrigerator, Washer, Water Softener, Tankless Water Heater, Gas Water Heater
- Laundry: Dryer Hookup, Washer Hookup
Features
- Bar, Dual Entry Bath (Br & Br), Primary Sink-Double, Ceiling Fan(s), Entrance Foyer, Pantry
- Flooring: Carpet, Laminate/LVP, Other, Wood
- Basement: Crawl Space
- Attic: Pull Down Stairs,Walk-In
- Number of fireplaces: 1
- Fireplace features: Propane
Interior area
- Total interior livable area: 3,678 sqft
Property
Parking
- Total spaces: 2
- Parking features: Garage Att 2 Car, Oversized, Multi Car, Driveway
- Attached garage spaces: 2
- Has uncovered spaces: Yes
Accessibility
- Accessibility features: Grip-Accessible Features, Lift, Main Floor Laundry
Features
- Levels: Two
- Stories: 2
- Patio & porch: Deck, Patio, Porch
- Exterior features: Irrigation Control
- Pool features: In Ground
- Fencing: Partial,Wire,Fenced
- Has view: Yes
- View description: Trees/Woods
- Waterfront features: Not Waterfront
Lot
- Size: 3.50 Acres
- Features: Wooded
Details
- Parcel number: 0150000000440
- Zoning: R15S
- Other equipment: Attic Fan, Backup Generator, Generator Hookup
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Traditional
- Property subtype: Single Family Residence
Materials
- Brick
- Roof: Asphalt Shingle
Condition
- New construction: No
- Year built: 1900
Utilities & green energy
- Sewer: Septic Tank
- Water: Well
- Utilities for property: Cable Hookup
Community & neighborhood
Security
- Security features: Security System
Location
- Region: Chesapeake
- Subdivision: Jolliff Woods
HOA & financial
HOA
- Has HOA: No
Price history
Price history is unavailable.
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $4,508 +5.4% | $446,300 +5.4% |
| 2024 | $4,275 +3.6% | $423,300 +3.6% |
| 2023 | $4,126 +4.4% | $408,500 +8.6% |
Find assessor info on the county website
Neighborhood: Western Branch South
Nearby schools
GreatSchools rating
- 6/10Edwin W. Chittum Elementary SchoolGrades: PK-5Distance: 1.7 mi
- 7/10Jolliff Middle SchoolGrades: 6-8Distance: 1.2 mi
- 6/10Western Branch High SchoolGrades: 9-12Distance: 3.7 mi
Schools provided by the listing agent
- Elementary: Edwin W. Chittum Elementary
- Middle: Jolliff Middle
- High: Western Branch
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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$571,000
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$582,420
- Virginia
- Chesapeake City
- Chesapeake
- 23321
- Western Branch South
- 1527 Jolliff Rd