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Chestnut Hill Homes for Sale

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    $370,000 New Construction

    • 3 Beds
    • 2.5 Baths
    • 2,172 Sq Ft

    2300 Learning Way Aly, Richmond, VA 23222

    Seller to provide up to $10,000 in closing costs when Purchaser uses preferred lender and/or settlement company. Stunning new construction by Eagle Construction in Highland Grove—Highland Park’s newest neighborhood! This charming Beech model with an Arts & Crafts elevation offers 3 bedrooms, 2.5 baths, and over 2,100 sq ft of thoughtfully designed, modern living space. The open-concept main level

    Catina Jones ICON Realty Group

    2300 Learning Way Aly, Richmond, VA 23222
  • /2

    $355,000 New Construction

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

    665 Ellens Haven Aly, Richmond, VA 23222

    Gorgeous New Construction in Highland Grove! 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. Modern kitchen featuring granite countertops and stainless-steel appliances Spacious primary suite with walk-in closet and

    Jennifer Cox Jenn Cox Realty LLC

    665 Ellens Haven Aly, Richmond, VA 23222
  • /31

    $424,900

    • 4 Beds
    • 2.5 Baths
    • 2,100 Sq Ft

    2712 4th Ave, Richmond, VA 23222

    Welcome home to 2712 4th Avenue! A beautifully updated Richmond home that blends timeless character with modern comfort.From the moment you arrive, you’ll appreciate the inviting curb appeal and classic architecture. Inside, the home has been professionally upgraded from top to bottom with today’s buyers in mind, offering an ideal balance of charm and functionality. The light-filled living

    Zachary Fauver Samson Properties

    2712 4th Ave, Richmond, VA 23222
  • /2

    $365,000 New Construction

    • 4 Beds
    • 2.5 Baths
    • 1,344 Sq Ft

    629 Dove St, Richmond, VA 23222

    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 open-concept floor plan where the living room seamlessly connects to the dining area and kitchen. The kitchen is

    Jennifer Cox Jenn Cox Realty LLC

    629 Dove St, Richmond, VA 23222
  • /42

    $419,950 New Construction

    • 3 Beds
    • 2.5 Baths
    • 1,900 Sq Ft

    2015 3rd Ave, Richmond, VA 23222

    Welcome to sleepy Chestnut Hills minutes from downtown Richmond and around the corner from 64 and 95 this is a perfect location!! This home features 3 bedrooms, 2.5 baths, 1,900 SF of living space with 504 SF of unfinished space in the basement with a roughed in full bath, as well as 9' ceilings on both 1st and 2nd floors, hardwoods throughout, picket fenced front yard, and a privacy fenced rear

    Matt Jarreau Hometown Realty

    2015 3rd Ave, Richmond, VA 23222
  • /2

    $370,000 New Construction

    • 3 Beds
    • 2.5 Baths
    • 2,172 Sq Ft

    661 Juniper St, Richmond, VA 23222

    Seller to provide up to $10,000 in closing costs when Purchaser uses preferred lender and/or settlement company. Stunning new construction by Eagle Construction in Highland Grove—Highland Park’s newest neighborhood! This charming Beech model with an Arts & Crafts elevation offers 3 bedrooms, 2.5 baths, and over 2,100 sq ft of thoughtfully designed, modern living space. The open-concept main level

    Catina Jones ICON Realty Group

    661 Juniper St, Richmond, VA 23222
  • /22

    $389,900 Open Sat 2PM - 4PM

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

    1514 Custer St, Richmond, VA 23222

    Step into a refined, design-forward NEW CONSTRUCTION HOME where rich tones and elevated finishes create an atmosphere of warmth, sophistication, and effortless style all with **NO HOA**.From the exterior’s clean lines to the bold interior palette, this home makes an immediate statement. Inside, the open-concept main level is anchored by a stunning kitchen featuring deeper cabinetry tones,

    Jasmine Douglas Next Level Real Estate Group LLC

    1514 Custer St, Richmond, VA 23222
  • /22

    $179,950

    • 1 Bed
    • 1 Bath
    • 576 Sq Ft

    2307 1st Ave, Richmond, VA 23222

    Welcome to your cozy, move-in-ready home at 2307 1st Ave, Richmond, VA 23222! This adorable cottage-style residence has been meticulously updated, starting with stunning new LVP flooring that flows seamlessly throughout. Step into the bright and airy main living space, featuring updated windows. The highly functional kitchen, though a tight squeeze, shines with granite countertops and efficient

    Chris Elliott Keller Williams Realty

    2307 1st Ave, Richmond, VA 23222
  • /50

    $345,000 New Construction

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

    640 Dove St, Richmond, VA 23222

    This gorgeous home is almost ready! Seller to provide up to $10,000 in closing costs when Purchaser uses preferred lender and/or settlement company. Stunning new construction by Eagle Construction in Highland Grove – Highland Park’s newest neighborhood! The charming Tupelo model features 3 bedrooms, 2.5 baths, and over 1,300 sq ft of stylish, modern living. The open-concept main level is perfect

    Catina Jones ICON Realty Group

    640 Dove St, Richmond, VA 23222
  • /52

    $609,900 New Construction

    • 3 Beds
    • 3.5 Baths
    • 2,550 Sq Ft

    2202 3rd Ave, Richmond, VA 23222

    Seller is offering a 2-1 interest rate buydown, providing substantial monthly payment savings in today’s rate environment. Experience affordable luxury in this striking ultra-modern new construction by Nuwave Development, designed for both style and function. This turnkey home features three spacious bedroom suites, each with its own private bath, plus a convenient main-level half bath — ideal

    Will Zimmer Compass

    2202 3rd Ave, Richmond, VA 23222
  • /19

    $429,900 New Construction

    • 3 Beds
    • 2.5 Baths
    • 1,778 Sq Ft

    1621 Pulaski St, Richmond, VA 23222

    Designed with community in mind, Chestnut Flats is a cluster of twelve new townhomes surrounding a central courtyard, perfect for socializing with neighbors and friends. This contemporary take on a classic Scandinavian chalet is artfully blended with the saltbox style found in the surrounding neighborhood. Low maintenance exteriors, clad in metal, brick, and “cedar” cement fiber siding, yield

    Andrea Levine Samson Properties

    1621 Pulaski St, Richmond, VA 23222
  • /13

    $345,000 New Construction

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

    617 Ellens Haven Aly, Richmond, VA 23222

    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 Elm floorplan with Arts & Crafts Elevation on Lot 42 is a 3-bedroom, 2.5 bath home

    Will Guza Joyner Fine Properties

    617 Ellens Haven Aly, Richmond, VA 23222
  • /2

    $350,000 New Construction

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

    653 Ellens Haven Aly, Richmond, VA 23222

    March/April 2026 Delivery – New Construction in Highland Grove! 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 durable laminate flooring, ideal for dining and entertaining. Stylish kitchen featuring

    Jennifer Cox Jenn Cox Realty LLC

    653 Ellens Haven Aly, Richmond, VA 23222
  • /29

    $345,000 New Construction

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

    601 Ellens Haven Aly, Richmond, VA 23222

    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 timeless Tupelo floorplan with Arts & Crafts Elevation on Lot 38 is a 3-bedroom, 2.5 bath

    Will Guza Joyner Fine Properties

    601 Ellens Haven Aly, Richmond, VA 23222
  • /29

    $389,900 Open Sat 2PM - 4PM

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

    1516 Custer St, Richmond, VA 23222

    Step into effortless sophistication with this stunning new construction home offering the perfect blend of modern design, comfort, and freedom all with NO HOA!!! From the moment you arrive, the clean architectural lines and fresh curb appeal set the tone for what’s inside. This home was thoughtfully designed with today’s lifestyle in mind, featuring bright open living spaces, sleek finishes, and

    Jasmine Douglas Next Level Real Estate Group LLC

    1516 Custer St, 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.

Frequently Asked Questions

Is Chestnut Hill a good place to live?
Chestnut Hill is a good place to live. Chestnut Hill is considered car-dependent and somewhat 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 6.0 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 58.6% of residents renting and 41.4% 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 $350,000. If you put a 20% down payment of $70,000 and had a 30-year fixed mortgage with an interest rate of 5.98%, your estimated principal and interest payment would be $1,680 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $72K 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 23059.
What are the most popular neighborhoods near Chestnut Hill, Richmond, VA?
The most popular neighborhoods near Chestnut Hill, Richmond, VA are Southern Barton Heights, Whitcomb, Highland Park, Northern Barton Heights and Eastview.

Home Trends in Chestnut Hill, VA

Housing Trends

Median Sale Price
$322,500
Median Single Family Sale Price
$345,000
Median Townhouse Sale Price
$417,987
Average Price Per Sq Ft
$211
Number of Homes for Sale
15
Last 12 months Home Sales
40
Months of Supply
4.50
Median List Price
$350,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
13%
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