NEW PRICE — MOTIVATED SELLER!
BEYOND THE TREES, A PLACE TO GATHER, GIVE THANKS & MAKE MEMORIES!
Just in time for the season of family, gratitude, and togetherness, discover a home where there's room for everyone!
Nestled behind mature trees on 1.59 private acres, 14500 Happy Hill Road offers something truly special — space to bring family together, entertain friends, and create memories that last a lifetime.
With approximately 3,600± square feet, 5 spacious bedrooms, 2.5 baths, a beautifully renovated kitchen and updated bathrooms, this Chester home is made for living, gathering, and celebrating life's special moments.
Imagine preparing Thanksgiving dinner in the inviting kitchen, sharing stories around the fireplace, hosting holiday celebrations in the generous living spaces, and enjoying peaceful mornings on the screened porch.
Beyond the home, discover an in-ground pool, two garages, beautiful outdoor space, and NO HOA — offering the freedom and privacy you've been looking for.
Some homes are meant to be seen. Others are meant to be experienced.
This Thanksgiving season, imagine the possibilities of making 14500 Happy Hill Road the backdrop for your family's next chapter.
MOTIVATED SELLER — NEW PRICE!
DON'T JUST DRIVE BY — COME SEE WHAT'S BEYOND THE TREES. YOUR NEXT CHAPTER COULD BEGIN HERE!
For sale
$627,500
14500 Happy Hill Rd, Chester, VA 23831
5beds
3,598sqft
Single Family Residence
Built in 1979
1.59 Acres Lot
$611,400 Zestimate®
$174/sqft
$-- HOA
What's special
In-ground poolGenerous living spacesUpdated bathroomsBeautifully renovated kitchenMature treesTwo garagesInviting kitchen
- 40 days
- 672
- 49
Zillow last checked:
Listing updated:
Listed by:
Michael Conway membership@therealbrokerage.com,
Real Broker LLC 855-450-0442
Source: CVRMLS,MLS#: 2627064
Originating MLS: Central Virginia Regional MLS
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 5
- Bathrooms: 3
- Full bathrooms: 2
- 1/2 bathrooms: 1
Primary bedroom
- Description: Fireplace, Hardwood floors ,
- Level: First
- Dimensions: 20.0 x 14.0
Bedroom 2
- Description: Crown molding, Hardwood, Walk in
- Level: Second
- Dimensions: 15.0 x 14.0
Bedroom 3
- Description: Crown mldg., H/w,
- Level: Second
- Dimensions: 15.0 x 12.0
Bedroom 4
- Description: Crown Molding, Walk in H/w floors
- Level: Second
- Dimensions: 14.0 x 11.0
Bedroom 5
- Description: Carpet, Fan
- Level: Second
- Dimensions: 20.0 x 16.0
Dining room
- Description: Generous, H/W, Chandelier, Chair rail, Wainscoting
- Level: First
- Dimensions: 14.0 x 13.0
Family room
- Description: Fireplace, built in BS. Brick Hearth, Exposed Beam
- Level: First
- Dimensions: 20.0 x 14.0
Foyer
- Description: Bright, Chair Rail and Wainscoting,
- Level: First
- Dimensions: 13.0 x 16.0
Other
- Description: Tub & Shower
- Level: Second
Half bath
- Level: First
Kitchen
- Description: Country Gourmet. Granite, Jenn Air, hanging rack.
- Level: First
- Dimensions: 21.0 x 16.0
Laundry
- Description: Abundant Cabinetry, W,D Hookups
- Level: First
- Dimensions: 13.0 x 7.0
Living room
- Description: Pine Foors,Chair rail, Wainscoting
- Level: First
- Dimensions: 17.0 x 14.0
Office
- Description: dedicated office
- Level: First
- Dimensions: 7.0 x 10.0
Recreation
- Description: Just off BR 4, Has seperate entrance from Garage
- Level: Second
- Dimensions: 12.0 x 17.0
Heating
- Electric, Geothermal, Zoned
Cooling
- Geothermal, Zoned
Appliances
- Included: Cooktop, Down Draft, Dryer, Dishwasher, Electric Water Heater, Disposal, Microwave, Range, Stove, Washer
- Laundry: Dryer Hookup
Features
- Beamed Ceilings, Bookcases, Built-in Features, Bay Window, Ceiling Fan(s), Separate/Formal Dining Room, Double Vanity, Eat-in Kitchen, Fireplace, Granite Counters, High Ceilings, Bath in Primary Bedroom, Pantry, Walk-In Closet(s)
- Flooring: Laminate, Partially Carpeted, Slate, Wood
- Doors: Storm Door(s)
- Windows: Storm Window(s), Thermal Windows
- Basement: Crawl Space
- Attic: Pull Down Stairs
- Number of fireplaces: 2
- Fireplace features: Masonry, Stone, Wood Burning
Interior area
- Total interior livable area: 3,598 sqft
- Finished area above ground: 3,598
- Finished area below ground: 0
Video & virtual tour
Property
Parking
- Total spaces: 4
- Parking features: Attached, Direct Access, Driveway, Detached, Garage, Oversized, Paved, Workshop in Garage
- Attached garage spaces: 4
- Has uncovered spaces: Yes
Features
- Levels: Two
- Stories: 2
- Patio & porch: Rear Porch, Front Porch, Screened, Porch
- Exterior features: Lighting, Out Building(s), Porch, Paved Driveway
- Pool features: In Ground, Outdoor Pool, Pool
- Fencing: None
Lot
- Size: 1.59 Acres
- Features: Landscaped, Level
- Topography: Level
Details
- Additional structures: Garage(s), Garage Apartment, Guest House, Outbuilding
- Parcel number: 796642344700000
- Other equipment: Generator, Intercom
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Dutch Colonial
- Property subtype: Single Family Residence
Materials
- Brick, Cedar, Drywall, Frame
- Roof: Shingle
Condition
- Resale
- New construction: No
- Year built: 1979
Utilities & green energy
- Sewer: Septic Tank
- Water: Well
Community & HOA
Community
- Features: Sidewalks
- Security: Controlled Access, Smoke Detector(s)
- Subdivision: None
Location
- Region: Chester
Financial & listing details
- Price per square foot: $174/sqft
- Tax assessed value: $592,800
- Annual tax amount: $5,276
- Date on market: 10/2/2026
- Ownership: Individuals
- Ownership type: Sole Proprietor
Estimated market value
$611,400
$581,000 - $642,000
$3,632/mo
Price history
| Date | Event | Price |
|---|---|---|
| 10/3/2026 | Listed for sale | $627,500-1.2%$174/sqft |
Source: | ||
| 8/26/2026 | Listing removed | $635,000$176/sqft |
Source: | ||
| 8/4/2026 | Price change | $635,000-1.6%$176/sqft |
Source: | ||
| 6/1/2026 | Listed for sale | $645,000+15.2%$179/sqft |
Source: | ||
| 4/29/2003 | Sold | $560,000$156/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $4,953 +4.3% | $556,500 +5.4% |
| 2024 | $4,750 +11.1% | $527,800 +12.3% |
| 2023 | $4,277 +8.5% | $470,000 +9.7% |
| 2022 | $3,942 +3% | $428,500 +6.4% |
| 2021 | $3,828 +11.8% | $402,900 +11.8% |
| 2020 | $3,425 +11.9% | $360,500 +11.9% |
| 2019 | $3,062 +2.1% | $322,300 +3.8% |
| 2018 | $3,000 +3.2% | $310,500 +3.4% |
| 2017 | $2,908 | $300,300 |
| 2016 | $2,908 | $300,300 |
| 2015 | $2,908 +1.3% | $300,300 +1.3% |
| 2014 | $2,871 | $296,500 +0.4% |
| 2013 | -- | $295,300 -5.1% |
| 2012 | -- | $311,200 -5.4% |
| 2011 | -- | $328,900 -5.2% |
| 2010 | -- | $346,800 -4.2% |
| 2009 | -- | $362,100 |
| 2008 | -- | $362,100 +6.3% |
| 2007 | -- | $340,500 +18.1% |
| 2005 | -- | $288,400 +6.4% |
| 2004 | -- | $271,100 |
| 2003 | -- | $271,100 +8% |
| 2002 | -- | $251,100 +3.8% |
| 2001 | -- | $241,900 |
Find assessor info on the county website
Monthly payment
Est. payment
Payment breakdown
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Neighborhood: 23831
Nearby schools
Schools provided by the listing agent
- Elementary: Marguerite Christian
- Middle: Carver
- High: Thomas Dale
Source: CVRMLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.




