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Chestnut Hill Homes for Sale

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  • /13

    $344,500

    New Construction
    • 3 Beds
    • 2.5 Baths
    • 1,344 Sq Ft

    617 Ellens Haven Aly, Richmond, VA 23222

    Back on market due to no fault of the Seller! New incentive being offered, see below! Welcome to Richmond's newest subdivision Highland Grove located in the heart of the Highland Park area. This Eagle Construction built home brought to you by Richmond Metropolitan Habitat for Humanity features all of the modern amenities & comforts with thoughtful design & lower maintenance materials. The elegant

    Agent Photo

    Will Guza

    Joyner Fine Properties

    617 Ellens Haven Aly, Richmond, VA 23222
  • /19

    $249,900

    $10K PRICE DROP
    • 2 Beds
    • 1.5 Baths
    • 864 Sq Ft

    2317 5th Ave, Richmond, VA 23222

    Gorgeous fully renovated 1920s bungalow just minutes from downtown Richmond. The inviting huge front porch welcomes you into this charming bungalow home which blends timeless character with modern updates, offering an open floor plan, 2 bedrooms, 1 and a half beautifully renovated bathrooms, and refinished hardwood floors throughout. The stylish kitchen features sleek quartz countertops, crisp

    Sandra Craver Virginia Capital Realty

    2317 5th Ave, Richmond, VA 23222
  • /21

    $345,000

    New Construction $10K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,344 Sq Ft

    665 Ellens Haven Aly, Richmond, VA 23222

    Seller to provide up to $10,000 in closing costs when Purchaser uses preferred lender and closing attorney. Gorgeous New Construction in Highland Grove AVAILABLE NOW! Built by Eagle Construction, the charming Tupelo Craftsman Model offers 3 bedrooms, 2.5 baths, and over 1,300 square feet of stylish, modern living. Open-concept design with durable laminate flooring throughout the main level.

    Jennifer Cox Jenn Cox Realty LLC

    665 Ellens Haven Aly, Richmond, VA 23222
  • /19

    $355,000

    New Construction $10K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 1,344 Sq Ft

    629 Dove St, Richmond, VA 23222

    Seller to provide up to $10,000 in closing costs when Purchaser uses preferred lender and closing attorney. Welcome to Highland Grove, a brand-new construction community! Presented by The Maggie Walker Community Land Trust and built by Eagle Construction, this stunning Elm model with Traditional elevation offers 4 bedrooms, 2.5 baths, and 1,344 square feet of modern living. Step inside to an

    Jennifer Cox Jenn Cox Realty LLC

    629 Dove St, Richmond, VA 23222
  • /35

    $325,000

    • 3 Beds
    • 2.5 Baths
    • 1,528 Sq Ft

    1632 Chestnut Park Ln, Richmond, VA 23222

    Just like new! Built in 2020, this beautifully maintained 3-bedroom, 3-bath home offers modern living, exceptional outdoor spaces, and outstanding curb appeal in a desirable Richmond location.From the moment you arrive, you'll be captivated by the charming double front porches with attractive architecture and a meticulously landscaped yard. Inside, you'll find 1,528 square feet of

    Krystle Smith CENTURY 21 New Millennium

    1632 Chestnut Park Ln, Richmond, VA 23222
  • /37

    $399,900

    • 3 Beds
    • 2.5 Baths
    • 1,799 Sq Ft

    2707 4th Ave, Richmond, VA 23222

    Welcome home to this beautifully restored Richmond City gem where historic charm meets modern living. Every detail has been thoughtfully updated, creating a home that is full of character while offering the peace of mind that comes with extensive renovations.Inside, you'll find 3 generously sized bedrooms, 2.5 renovated bathrooms, and an additional flex room that can easily serve as a home

    Kelly Ross Liz Moore & Associates

    2707 4th Ave, Richmond, VA 23222
  • /32

    $379,900

    $10K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,828 Sq Ft

    2207 3rd Ave, Richmond, VA 23222

    Welcome to 2207 3rd Avenue! This 3-bedroom, 2-bath home, located in charming Chestnut Hills, offers 1,828 square feet of updated living space.Renovated in 2022, the property features a huge, inviting front porch, a dual-zoned HVAC system, a newer roof, newer windows, a newer water heater, and a crawl space with newer insulation for added efficiency, refinished original hardwood floors, and

    Jess Houser Nest Realty Group

    2207 3rd Ave, Richmond, VA 23222
  • /28

    $349,950

    New Construction
    • 3 Beds
    • 2.5 Baths
    • 1,749 Sq Ft

    1516 Custer St, Richmond, VA 23222

    This thoughtfully designed new-construction home delivers a seamless balance of contemporary style, everyday comfort, and enduring value in one of the region’s most dynamic growth corridors. An open-concept floor plan flooded with natural light creates an effortless flow between spacious living areas, while oversized closets and carefully selected designer finishes elevate the entire home. The

    Mark Tompkins Samson Properties

    1516 Custer St, Richmond, VA 23222
  • /23

    $329,500

    $8K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,484 Sq Ft

    1514 Pulaski St, Richmond, VA 23222

    Welcome to the thriving Brookland Park area - Wonderful Updated Home - ready to move into with lovely front porch with synthetic decking with covered roof for all season usage. Lovely open walkin foyer with adjacent living room, dining room which opens to the kitchen with rear yard and porch access to the fenced back yard & off street parking.. Second floor has three bedrooms and hall bath.

    Neville Johnson Neville C Johnson & Assoc, Inc

    1514 Pulaski St, Richmond, VA 23222
  • /50

    $595,000

    New Construction $3K PRICE DROP
    • 3 Beds
    • 3.5 Baths
    • 2,550 Sq Ft

    2202 3rd Ave, Richmond, VA 23222

    Experience modern luxury in this striking new construction by Nuwave Development. This 3 bed, 3.5 bath contemporary home offers over 2,550 sq ft of meticulously crafted living space with high-end finishes throughout. Step inside to an openconcept design featuring soaring ceilings and expansive windows that flood the home with natural light. A grand archway leads you into the designer kitchen, the

    Scott Waters Real Broker LLC

    2202 3rd Ave, Richmond, VA 23222
  • /16

    $340,000

    New Construction $10K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,344 Sq Ft

    653 Ellens Haven Aly, Richmond, VA 23222

    Seller to provide up to $10,000 in closing costs when Purchaser uses preferred lender and closing attorney. New Construction in Highland Grove AVAILABLE NOW! Built by Eagle Construction and nestled in the heart of Richmond’s newest subdivision, the Elm Traditional Model offers 3 bedrooms, 2.5 baths, and a perfect blend of architectural character and modern comfort.Open-concept main level with

    Jennifer Cox Jenn Cox Realty LLC

    653 Ellens Haven Aly, Richmond, VA 23222

Why Live in Chestnut Hill

Chestnut Hill, also known as Highland Park Southern Tip, is a historic North Side neighborhood in Richmond, featuring early 20th-century American Foursquare and Queen Anne homes. Originally developed as a streetcar suburb, the area is known for its architectural charm, with many homes recently renovated to restore their original details, such as elaborate trimwork and upstairs balconies. The neighborhood has a mix of long-term residents, first-time homebuyers and younger people seeking proximity to downtown Richmond, which is just a 10-minute drive away. Brookland Park Boulevard nearby offers trendy dining options like Slay Burgers, Shrimps, Ruby Scoops, Fuzzy Cactus and The Smoky Mug. For recreation, residents can head to the Third Avenue Tot Lot playground or Hotchkiss Park, which features a community swimming pool, sports fields and pickleball courts. The neighborhood is pedestrian-friendly with sidewalks, though amenities often require a short drive or bus ride. Chestnut Hill is served by Richmond Public Schools, including Overby-Sheppard Elementary, Henderson Middle, and John Marshall High School, with the option to apply to specialty schools like Richmond Community High School.

Chestnut Hill, Richmond, VA Home Prices vs. Nearby Neighborhoods

Chestnut Hill Fulton Church Hill North Swansboro West
Median Home Price
$352,500
$299,450
$423,700
$315,000
Median Sale Price
$347,000
+12% YoY
$300,000
0% YoY
$407,500
-2% YoY
$306,500
+20% YoY
Median Single Family Price
$345,000
$296,000
$411,500
$310,000
Total Active Listings
11 listings
11 listings
8 listings
5 listings
Market Conditions
3 Months of Supply
Seller's Market
2 Months of Supply
Seller's Market
1 Month of Supply
Seller's Market
3 Months of Supply
Seller's Market

Frequently Asked Questions

Is Chestnut Hill a good place to live?
Chestnut Hill is a good place to live. Chestnut Hill is considered somewhat walkable and bikeable with some transit options. Chestnut Hill is a suburban neighborhood. Chestnut Hill has 7 parks for recreational activities.It is somewhat dense in population with 7.0 people per acre and a median age of 42. The average household income is $64,696 which is below the national average. College graduates make up 17.3% of residents. A majority of residents in Chestnut Hill are renters, with 59% of residents renting and 41% of residents owning their home. A local real estate agent serving Chestnut Hill can help you decide if this neighborhood is the right one for you. Learn more on our Chestnut Hill neighborhood guide.
Is Chestnut Hill, VA a safe neighborhood?
Chestnut Hill, VA is less safe than the average neighborhood in the United States. It received a crime score of 6 out of 10.
How much do you need to make to afford a house in Chestnut Hill?
The median home price in Chestnut Hill is $352,500. If you put a 20% down payment of $70,500 and had a 30-year fixed mortgage with an interest rate of 6.65%, your estimated principal and interest payment would be $1,810 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $78K a year to afford the median home price in Chestnut Hill. Learn how much home you can afford with our Home Affordability Calculator. The average household income in Chestnut Hill is $65K.
What are the best public schools in Chestnut Hill?
The best public schools that serve Chestnut Hill are:
What are the best private schools in Chestnut Hill?
The best private schools that serve Chestnut Hill are:
What are the most popular zip codes in Chestnut Hill, Richmond, VA?
The most popular zip codes in Chestnut Hill, Richmond, VA include 23222, 23223, 23220, 23219 and 23230.
What are the most popular neighborhoods near Chestnut Hill, Richmond, VA?
The most popular neighborhoods near Chestnut Hill, Richmond, VA are Whitcomb, Highland Park, Northern Barton Heights, Fairfield and Brookland Park.
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