14500 Happy Hill Road

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1.59 Acres With over 100 Azaleas and Hydrangea
Incredible country porch
No Words!
Bright and Welcoming
Just off Foyer
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formal Dining room with built in cabinet
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Just off Dining Room
Incredible family space
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first floor bathroom
Perfect for coffee and watching the pool
Country Gourmet
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Primary with fireplace
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Detached 30 x 24
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$635,000
5 beds3,598 sqft$176/sqft
14500 Happy Hill Rd, Chester, VA 23831
Est: $3,667/moGet pre-approved

Description

Price decreased! Rare Chester opportunity offering space, privacy, and versatility on 1.59 acres with NO HOA! This exceptional 5-bedroom, 2.5-bath home features an in-ground pool, renovated kitchen, screened porch, attached 2-car garage, detached 2-car garage, and unique flexible living options. Inside, you'll find formal living and dining rooms, along with a spacious family room featuring exposed beams and a cozy fireplace — perfect for gatherings, holidays, and everyday living. The beautifully...Price decreased! Rare Chester opportunity offering space, privacy, and versatility on 1.59 acres with NO HOA! This exceptional 5-bedroom, 2.5-bath home features an in-ground pool, renovated kitchen, screened porch, attached 2-car garage, detached 2-car garage, and unique flexible living options. Inside, you'll find formal living and dining rooms, along with a spacious family room featuring exposed beams and a cozy fireplace — perfect for gatherings, holidays, and everyday living. The beautifully renovated kitchen combines style and functionality for both casual meals and entertaining. All five bedrooms are located upstairs, including a private primary suite with its own fireplace — creating a peaceful retreat at the end of the day. The attached garage provides a private entrance to an upstairs bedroom, offering excellent potential for a home office, guest suite, college student, or multigenerational living. Outside, enjoy your own private backyard retreat with a screened porch overlooking beautifully landscaped grounds and an in-ground pool ready for summer enjoyment. The detached two-car garage provides additional space for vehicles, hobbies, storage, or a workshop. Homes offering this combination of acreage, amenities, garages, and flexibility are increasingly rare in Chester. Schedule your private showing today and experience everything this special property has to offer. View the video tour!, View the video tour!
LISTING UPDATED: 08/04/2026 07:46 AM

  1. Listed by Michael Conway • Brokerage DRE #226026755 • Real Broker LLC
    P: (804)-943-9341 mcsells@gmail.com

Property Details for 14500 Happy Hill Road

Status
Active
MLS #
2614692
Days on Market
68
Taxes
$5,276 / year
HOA Fees
-
Condo/Co-op Fees
-
Property Type
Single Family
MLS Type
Residential / Single Family Residence
Year Built
1979
Lot Size
1.59 AC / 69,260 SF
County
Chesterfield County
Architectural Style
Dutch Colonial
Community Features
Sidewalks
Subdivision Name
None
Waterfront
No

Location

Listing Courtesy of Real Broker LLC, Michael Conway
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Building Information for 14500 Happy Hill Road

Stories2Year Built1979Building Size-Lot Size1.59 AC / 69,260 SF

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$3,667 per month

30 year fixed, 6.55% Interest

Principal and Interest

$3,228

Property Taxes

$440

HOA Dues

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Property Information for 14500 Happy Hill Road

Summary
Location and General Information
  • City: Chester
  • City Region: none
  • County Or Parish: Chesterfield
  • Directions: From Chester, follow harrogate road to happy hill. Turn onto Happy hill towards Rt. 1 go approximately 2 miles home on right. at the corner of welspring and happy hill
  • Latitude: 37.321731
  • Longitude: -77.422135
  • Postal City: Chester
  • Postal Code: 23831
  • State Or Province: VA
  • Topography: Level
  • Unparsed Address: 14500 Happy Hill
Taxes and HOA Information
  • Parcel Number: 796642344700000
  • Tax Annual Amount: $5,276.00
  • Tax Assessed Value: $592,800.00
  • Tax Legal Description: GARDEN CITY HGTS L PT52C 1.590
  • Tax Lot: 1.59
  • Tax Year: 2026
School Information
  • Elementary School: Marguerite Christian
  • High School: Thomas Dale
  • Middle Or Junior School: Carver
Parking
  • Attached Garage: Yes
  • Garage Spaces: 4
  • Garage: Yes
  • Parking Features: Attached, Direct Access, Driveway, Detached, Garage, Oversized, Paved, Workshop In Garage
Property
Lot Information
  • Above Grade Finished Area: 3598.0
  • Building Area Source: Assessor
  • Living Area: 3,598.00
  • Living Area Source: Assessor
  • Lot Features: Landscaped, Level
  • Lot Size Acres: 1.59
  • Lot Size Area: 1.59
  • Lot Size Units: Acres
  • Stories: 2
  • Stories Total: 2
  • Property Sub Type Additional: Single Family Residence
Property and Assessments
  • New Construction: No
  • Property Attached: No
  • Property Condition: Resale
  • Type of Property: Single Family
  • Property Sub Type: Single Family Residence
  • Property Type: Residential
  • Year Built: 1979
  • Year Built Details: Actual
  • CLIP: 1,014,954,815
  • Development Name: none
Utilities
  • Sewer: Septic Tank
  • Water Source: Well
Interior and Exterior Features
Exterior Features
  • Exterior Features: Lighting, Out Buildings, Porch, Paved Driveway
  • Fencing: None
  • Pool Features: In Ground, Outdoor Pool, Pool
  • Roof: Shingle
  • Security Features: Controlled Access, Smoke Detectors
Interior Features
  • Appliances: Cooktop, Down Draft, Dryer, Dishwasher, Electric Water Heater, Disposal, Microwave, Range, Stove, Washer
  • Basement: Crawl Space
  • Basement: No
  • Bathrooms Full: 2
  • Bathrooms Half: 1
  • Bathrooms Total Integer: 3
  • Bedrooms Total: 5
  • BathsTotal: 2.1
  • Room and Floor: Recreation-Second, Office-First, Bedroom 2-Second, Bedroom 3-Second, Bedroom 4-Second, Bedroom 5-Second, Laundry-First, Family Room-First, Kitchen-First, Primary Bedroom-First, Living Room-First, Foyer-First, Dining Room-First, Half Bath-First, Full Bath-Second
  • Room List: Full Bath, Recreation, Office, Bedroom 2, Bedroom 3, Bedroom 4, Bedroom 5, Laundry, Family Room, Kitchen, Primary Bedroom, Living Room, Foyer, Dining Room, Half Bath
  • Cooling: Geothermal, Zoned
  • Cooling: Yes
  • Door Features: Storm Doors
  • Fireplace Features: Masonry, Stone, Wood Burning
  • Fireplaces Total: 2
  • Fireplace: Yes
  • Flooring: Laminate, Partially Carpeted, Slate, Wood
  • Heating: Electric, Geothermal, Zoned
  • Heating: Yes
  • Interior Features: Beamed Ceilings, Bookcases, Built In Features, Bay Window, Ceiling Fans, Separate Formal Dining Room, Double Vanity, Eat In Kitchen, Fireplace, Granite Counters, High Ceilings, Bath In Primary Bedroom, Pantry, Walk In Closets
  • Laundry Features: Dryer Hookup
  • Levels: Two
  • Other Equipment: Generator, Intercom
  • Patio And Porch Features: Rear Porch, Front Porch, Screened, Porch
  • Rooms Total: 12
  • Window Features: Storm Windows, Thermal Windows
Room Information
Room 1
  • Room Type 1: Full Bath
Room 2
  • Room Type 2: Recreation
  • Room Description 2: Just off BR 4, Has seperate entrance from Garage
  • Room Level 2: Second
  • Room Dimensions 2: 12.0 x 17.0
  • Room Length 2: 12.0
  • Room Width 2: 17.0
Room 3
  • Room Type 3: Office
  • Room Description 3: dedicated office
  • Room Level 3: First
  • Room Dimensions 3: 7.0 x 10.0
  • Room Length 3: 7.0
  • Room Width 3: 10.0
Room 4
  • Room Type 4: Bedroom2
  • Room Description 4: Crown molding, Hardwood, Walk in
  • Room Level 4: Second
  • Room Dimensions 4: 15.0 x 14.0
  • Room Length 4: 15.0
  • Room Width 4: 14.0
Room 5
  • Room Type 5: Bedroom3
  • Room Description 5: Crown mldg., H/w,
  • Room Level 5: Second
  • Room Dimensions 5: 15.0 x 12.0
  • Room Length 5: 15.0
  • Room Width 5: 12.0
Room 6
  • Room Type 6: Bedroom4
  • Room Description 6: Crown Molding, Walk in H/w floors
  • Room Level 6: Second
  • Room Dimensions 6: 14.0 x 11.0
  • Room Length 6: 14.0
  • Room Width 6: 11.0
Room 7
  • Room Type 7: Bedroom5
  • Room Description 7: Carpet, Fan
  • Room Level 7: Second
  • Room Dimensions 7: 20.0 x 16.0
  • Room Length 7: 20.0
  • Room Width 7: 16.0
Room 8
  • Room Type 8: Laundry
  • Room Description 8: Abundant Cabinetry, W,D Hookups
  • Room Level 8: First
  • Room Dimensions 8: 13.0 x 7.0
  • Room Length 8: 13.0
  • Room Width 8: 7.0
Room 9
  • Room Type 9: Family Room
  • Room Description 9: Fireplace, built in BS. Brick Hearth, Exposed Beam
  • Room Level 9: First
  • Room Dimensions 9: 20.0 x 14.0
  • Room Length 9: 20.0
  • Room Width 9: 14.0
Room 10
  • Room Type 10: Kitchen
  • Room Description 10: Country Gourmet. Granite, Jenn Air, hanging rack.
  • Room Level 10: First
  • Room Dimensions 10: 21.0 x 16.0
  • Room Length 10: 21.0
  • Room Width 10: 16.0
Room 11
  • Room Type 11: Primary Bedroom
  • Room Description 11: Fireplace, Hardwood floors ,
  • Room Level 11: First
  • Room Dimensions 11: 20.0 x 14.0
  • Room Length 11: 20.0
  • Room Width 11: 14.0
Room 12
  • Room Type 12: Living Room
  • Room Description 12: Pine Foors,Chair rail, Wainscoting
  • Room Level 12: First
  • Room Dimensions 12: 17.0 x 14.0
  • Room Length 12: 17.0
  • Room Width 12: 14.0
Room 13
  • Room Type 13: Foyer
  • Room Description 13: Bright, Chair Rail and Wainscoting,
  • Room Level 13: First
  • Room Dimensions 13: 13.0 x 16.0
  • Room Length 13: 13.0
  • Room Width 13: 16.0
Room 14
  • Room Type 14: Dining Room
  • Room Description 14: Generous, H/W, Chandelier, Chair rail, Wainscoting
  • Room Level 14: First
  • Room Dimensions 14: 14.0 x 13.0
  • Room Length 14: 14.0
  • Room Width 14: 13.0
Room 15
  • Room Type 15: Half Bath
  • Room Level 15: First
Room 16
  • Room Type 16: Full Bath
  • Room Description 16: Tub & Shower
  • Room Level 16: Second
Rental
Rental Information
  • Price Per Area Unit: Dollars Per Square Foot

Property History for 14500 Happy Hill Road

DateEvent & SourcePriceAppreciation
Aug 4, 2026

Price Change

CVRMLS #2614692

$635,000—
Jun 1, 2026

Listed (Active)

CVRMLS #2614692

$645,000—
DateEvent & SourcePrice
08/04/2026

Price Change

CVRMLS #2614692

$635,000
06/01/2026

Listed (Active)

CVRMLS #2614692

$645,000

For completeness, we often displays two records for one sale: the MLS record and the public record.

Public Records for 14500 Happy Hill Road

Taxable ValueLand$67,100Additions$525,700Total$592,800
Tax Record2026$5,301 ($442 / month)
Home Facts
Beds4Baths3Total Finished SqFt3,458 SqFtAbove Grade Finished SqFt3,458 SqFtStories2Lot Size69,260 SqFtStyleSingle Family ResidenceYear Built1979Year Renovated1979ZoningA - AGRICUCountyCHESTERFIELDAPN796-64-23-44-700-000

Schools near 14500 Happy Hill Road

This home is within Chesterfield County Public Schools.
Rating
School
Type
Grades
Distance
Harrowgate Elementary School
Public - PK to 5
Carver Middle School
Public - 6 to 8
Thomas Dale High School
Public - 9 to 12
Carver College and Career Academy
Public - 9 to 12
Rating
School
Distance
Harrowgate Elementary School
PublicPK to 5

Carver Middle School
Public6 to 8

Thomas Dale High School
Public9 to 12

Carver College and Career Academy
Public9 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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More information about 14500 Happy Hill Road, Chester, VA 23831

14500 Happy Hill Road is a single family home for sale in Chester, VA 23831. This property was listed for sale on June 1, 2026 by Real Broker LLC, it's currently listed at $635,000. This listing's school district is Chesterfield County Public Schools. Nearby schools include Harrowgate Elementary School, Carver Middle School and Thomas Dale High School. 14500 Happy Hill Road is a 5-bed, 3-bath, 3,598 sqft single family home built in 1979.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the seller's discretion. No financial or legal advice provided. Equal Housing Opportunity.

Listing Courtesy of Real Broker LLC, Michael Conway

Based on information from one of the following Multiple Listing Services: CVRMLS, Roanoke Valley Association of REALTORS (Roanoke, VA), LAR, Lynchburg Association of REALTORS® and Charlottesville Area Association of REALTORS. Information being provided is for the visitor’s personal, noncommercial use and may not be used for any purpose other than to identify prospective properties visitor may be interested in purchasing. The data contained herein is copyrighted by CVRMLS, Roanoke Valley Association of REALTORS (Roanoke, VA), LAR, Lynchburg Association of REALTORS® and Charlottesville Area Association of REALTORS is protected by all applicable copyright laws. Any dissemination of this information is in violation of copyright laws and is strictly prohibited. Property information referenced on this web site comes from the Internet Data Exchange (IDX) program of the MLS. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site. For the avoidance of doubt, the accuracy of all information, regardless of source, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals.