Chiles Family Orchards

What Chiles Family Orchards does

Chiles Family Orchards is a privately held, fifth-generation family farm enterprise founded in 1912 and operating across Albemarle County, Virginia. The company runs four physical venues — Carter Mountain Orchard (Charlottesville, year-round), Chiles Peach Orchard (Crozet, April–December), Spring Valley Orchard (Afton, late May–June cherries), and Chiswell Farm & Winery (Greenwood, year-round, 21+) — plus a weekly Saturday presence at the Charlottesville City Market and a small online storefront (USPS shipping for shelf-stable goods only).

Its core offerings span pick-your-own and farm-market fresh fruit (apples, peaches, strawberries, blueberries, blackberries, sweet cherries, pumpkins), freshly prepared baked goods (apple cider donuts, pies), jarred preserves (apple butter, jams, jellies), a portfolio of award-winning Virginia wines (Meritage, Merlot, Petit Verdot, Cabernet Sauvignon, Cabernet Franc, Chardonnay, Sauvignon Blanc, Petit Manseng), and a calendar of agritourism events including seasonal festivals, the Virginia Sunflower Fest, and 50+ annual live music performances. There are no proprietary technology systems; the operation is a traditional agricultural, food production, and on-premise hospitality business.

Revenue is generated entirely through direct-to-consumer and on-premise channels — PYO per-pound produce sales, on-site bakery and preserve retail, winery tasting room and bottle sales, recurring wine club memberships, event/festival admissions and concessions, weddings and private bookings, and limited DTC e-commerce. Customer segments are diffuse: families and local residents, regional and Monticello-bound tourists, food and culinary enthusiasts, and adult wine consumers. Distribution is exclusively domestic (single-country, Central Virginia) with no third-party wholesale, no export arm, and no disclosed parent company or external investment.

Name

Chiles Family Orchards

Legal name

Chiles Family Orchards

Website

https://chilesfamilyorchards.com

Company type

Private

Founded year

1912

Operating status

Operating

Headcount range

11–50 employees

Short description

Chiles Family Orchards is a fifth-generation family farm operating four Virginia venues offering pick-your-own fruit, farm markets, bakeries, and a winery, serving families, tourists, and wine enthusiasts through direct-to-consumer agritourism sales.

Ownership category

akta.pro rank

Product category

Fruit Orchards and Agritourism

NAICS

Fruit and Tree Nut Farming (1113), Fruit and Vegetable Retailers (44523)

SIC

Canned, Fruits, Veg, Preserves, Jams & Jellies (2033), Retail-Food Stores (5400), Services-Amusement & Recreation Services (7900)

akta.pro primary industry

Stone Fruit Orchards (Peaches, Nectarines, Plums, Cherries, Apricots) (AFAGACAC)

akta.pro secondary industries

Wineries & Vineyards (Tasting Rooms) (THAFALAE), Berry Farming (Strawberries, Blueberries, Raspberries, Blackberries, Cranberries) (AFAGACAD), Farmstead & Local Artisan Food Markets (Retail Shops) (CRAHAGAO)

Keywords

• Fruit orchard operations
• Pick-your-own fruit
• Agritourism venues
• Farm market produce
• Virginia wine production

Headquarters

HQ city

Batesville

HQ country

United States

HQ region

North America

Offices5 records

Markets served

GTM type

B2C

Offering type

Hardware or Manufacturing

Cost components

Personnel, Operations, Supply Chain, Marketing or Sales, Infrastructure

Revenue model

1. Fresh Fruit Sales: Direct sales of homegrown fruit including apples, peaches, strawberries, blueberries, blackberries, sweet cherries, and pumpkins through pick-your-own operations and farm markets.
2. Baked Goods & Prepared Foods: Fresh daily preparation and sale of apple cider donuts, pies, and other bakery items at farm markets and Country Store locations. Also offers jarred goods like apple butter, jams, and jellies.
3. Wine Sales & Tastings: Wine production and direct sales through Chiswell Farm & Winery tasting room and Carter Mountain Wine Shop. Includes wine flights, bottle sales, and wine club memberships.
4. Agritourism & Events: Revenue from events including Virginia Sunflower Fest, live music weekends, seasonal festivals, and private event bookings like weddings.
5. USPS Home Delivery: Online store sales shipped via USPS offering apple butter, jams, jellies, and gift items. Cannot ship perishable items like apples or cider.

Go-to-market motion3 records

Distribution channels6 records

Marketing channels8 records

Core offering

Chiles Family Orchards is a family-owned, multi-venue Virginia orchard that grows and sells fresh fruit (apples, peaches, strawberries, blueberries, blackberries, sweet cherries, pumpkins) via pick-your-own farm venues and farm markets. It also produces and sells freshly prepared baked goods (apple cider donuts, pies), homemade apple butter, jams, jellies, and a portfolio of Virginia wines (Chiswell Farm & Winery) through on-site tasting rooms and an online store. Agritourism experiences—seasonal festivals, live music weekends, weddings, and the Virginia Sunflower Fest—are a core part of the visitor-driven business.

Product overview

Chiles Family Orchards is a multi-venue family farm operation offering pick-your-own fruit experiences, farm markets, bakeries, and a winery across Central Virginia. The portfolio includes Carter Mountain Orchard (year-round, Charlottesville), Chiles Peach Orchard (seasonal, Crozet), Spring Valley Orchard (cherry season, Afton), and Chiswell Farm & Winery (year-round, Greenwood). Additional offerings include Virginia Sunflower Fest, Charlottesville City Market pop-up, fresh fruits (apples, peaches, strawberries, berries, cherries, pumpkins), baked goods (cider donuts, pies), apple butter and preserves, and award-winning Virginia wines. The company operates four distinct venues plus seasonal events, representing a diversified agricultural tourism and products business spanning over 100 years of family farming.

Differentiator

Problem solved

Functional benefit

Brands

• Virginia Sunflower Fest: Seasonal festival celebrating summer with sunflower fields at Chiswell Farm in Greenwood, VA, typically running July 9–August 2, open Thursdays–Sundays 10 AM–6 PM.

Products and services

• Fresh Fruit (Apples, Peaches, Strawberries, Blackberries, Blueberries, Sweet Cherries, Pumpkins) Fresh-picked seasonal fruits grown in Albemarle County, Virginia, available for pick-your-own harvest and purchase at farm markets. Varieties include apples, peaches, strawberries, blackberries, blueberries, sweet cherries, and pumpkins.
• Cider Donuts & Pies Freshly prepared daily apple cider donuts and seasonal fruit pies (peach, cherry, apple, pumpkin) available at on-site bakeries, with freezing and reheating instructions for home consumption.
• Apple Butter, Jams & Jellies Homemade apple butter, jams, and jellies sold at on-site Country Stores and shipped via the online store.
• Wine (Chiswell Farm & Winery) Locally-crafted Virginia wines produced at Chiswell Farm & Winery, a historic Jeffersonian estate in Greenwood, VA. Multiple award winners at Virginia Governor's Cup competitions with gold and silver medals.
• Chiswell Farm & Winery Tastings and Wine Club Wine tasting experiences (flights and reserve tastings), bottle sales, and recurring wine club memberships served at the Chiswell Farm & Winery tasting room and Carter Mountain Wine Shop.
• Virginia Sunflower Fest Seasonal festival celebrating summer with sunflower fields at Chiswell Farm in Greenwood, VA, featuring sunflower field walks, picking, and scenic views, typically running Thursdays–Sundays in summer.

Quantifiable outcome

• Six Governor's Cup medals won in 2026 competition including two gold medals
• +3 more outcomes

Segments4 records

Ideal customer profiles3 records

Technology focussed No

API detail

Has API

No

API docs

API detail

Core technology

AI maturity

App detail

Partnerships

Seven partnerships are on record, tiered minor and core.

• Bold Rock CideryminorChannel Partner/ Reseller/ Distributor · 10 July 2016Bold Rock Cidery operated a tasting room outpost at Chiles Peach Orchard, offering hard cider to visitors among the peach trees. This partnership provided additional beverage options for orchard visitors while supporting a local cidery.
• Prince Michel WineryminorChannel Partner/ Reseller/ Distributor · 1 June 2016Prince Michel operated a tasting room at Chiles Peach Orchard, providing wine tasting experiences as part of the orchard visit offerings.
• Virginia Wine BoardcoreOthersVirginia Wine Board organizes the prestigious Governor's Cup wine competition. Chiswell Farm & Winery participates annually, winning multiple medals including 6 awards in 2026 and 4 in 2025.
• Virginia Wineries AssociationcoreOthersIndustry association supporting Virginia wineries. Co-hosts the Governor's Cup competition with Virginia Wine Board and Virginia Vineyards Association.
• Virginia Vineyards AssociationcoreOthersIndustry association representing Virginia vineyards, co-hosting the Governor's Cup competition.
• Monticello Wine TrailcoreOthersRegional wine trail association. Chiswell Farm & Winery participates as a member winery, with Valley Road Vineyards (2026 Governor's Cup winner) being a fellow member.
• Charlottesville City MarketminorOthersWeekly farmers market operating Saturdays, April through November. Chiles Family Orchards participates as a vendor selling produce and baked goods at the Downtown Charlottesville location.

Scale indicators6 records

Recent moves6 records

Expansion highlights5 records

Direct peers

• Great Country Farms: A Bluemont, Virginia agritourism farm offering pick-your-own fruit, farm market, CSA, and seasonal festivals. Highly comparable as a multi-venue Virginia PYO operation with events and farm market channels.
• Pippin Hill Farm & Vineyards: A North Garden, Virginia winery and farm-to-table venue serving the Charlottesville/Monticello corridor. Directly comparable as a Monticello-area winery combining vineyard, hospitality, events, and scenic agritourism.
• Veritas Vineyard & Winery: An Afton, Virginia winery on the Monticello Wine Trail producing award-winning wines. Comparable as a same-region Virginia winery with similar varietal portfolio and Governor's Cup participation.
• King Family Vineyards: A Crozet, Virginia winery specializing in estate-grown wines with on-site tasting room and event hosting. Comparable in geography, scale, and event-driven revenue model.
• Marker-Miller Orchards: A Winchester, Virginia pick-your-own orchard with farm market and bakery. Comparable as a multi-generation Virginia PYO orchard selling apples, peaches, and baked goods direct-to-consumer.
• Wegmeyer Farms: A Hamilton, Virginia pick-your-own berry farm operating multiple locations. Comparable as a Virginia specialty-crop PYO operation with agritourism events.
• Terhune Orchards: A family-owned New Jersey orchard and farm market with pick-your-own fruit, bakery, and seasonal events. Comparable as a multi-venue, multi-generation PYO orchard with farm store and events.
• Beak & Skiff Apple Orchards: A LaFayette, New York fifth-generation apple orchard with cidery, distillery, and farm market. Comparable as a multi-generation orchard with value-added production (cider) and direct-to-consumer farm store.
• Mackintosh Fruit Farm: A Berryville, Virginia pick-your-own orchard and farm market in the Shenandoah Valley. Comparable as a Virginia PYO orchard offering apples, peaches, berries with on-site retail.
• Crown Orchard: A Covesville, Virginia pick-your-own apple orchard in Albemarle County. Comparable as a regional Virginia orchard competitor operating in the same county.

Market position

Strengths5 records

Weaknesses5 records

Competitive moat4 records

Key risks7 records

Key highlights7 records

Customer concentration

• Facebookfacebook.com/ChilesPeachOrchard
• Instagraminstagram.com/cartermountain
• Xx.com/chilespeachorch
• LinkedInlinkedin.com/company/chiles-family-orchards

Revenue estimate

Valuation estimate

Number of profiles

Profiles3 records

Funding overview

Funding rounds

Investors

Funding detail is available on the Subscription and Enterprise plan.Contact sales →

M&A

Investments

M&A and investment is available on the Subscription and Enterprise plan.Contact sales →

Frequently asked questions about Chiles Family Orchards