Greenwood VA Homes for Sale

$720,000 Active

2005 Upper Stony Run Greenwood, Virginia

3 Beds 1 Baths 2,108 SqFt 9.44 Acres

$1,695,000 Active

7520 & 7522 Greenwood Station Rd Greenwood, Virginia

5 Beds 5 Baths 7,355 SqFt 5.1 Acres

Recently Sold Greenwood VA Real Estate

Discover Your Dream Home: A Complete Guide to Greenwood VA Homes for Sale

The median price of Greenwood VA real estate for 2024-2025 is $617,400, making this charming Albemarle County town an attractive option for discerning homebuyers seeking luxury, history, and natural beauty.

Greenwood Virginia represents one of the most exclusive and captivating areas in Central Virginia, renowned for its magnificent mid-19th-century plantations, world-class vineyards, and proximity to the University of Virginia. For those searching for Greenwood VA homes for sale, this hidden gem offers an unparalleled blend of historic elegance, modern amenities, and scenic mountain vistas.

Why Greenwood VA Homes for Sale Are in High Demand

Located just 20 minutes from UVA and considered part of the prestigious homes for sale near Crozet VA market, Greenwood has become increasingly sought-after by buyers who value privacy, acreage, and architectural significance. The area’s limited inventory and high demand create a competitive market where Greenwood VA homes for sale often receive multiple offers within days of listing.

Architectural Treasures and Historic Estates

Five of the most magnificent Greenwood VA homes for sale can be admired from the roadway, each representing different eras of Virginia’s architectural heritage:

Blue Ridge Farm showcases classic colonial revival architecture with sweeping mountain views and pristine farmland. This estate exemplifies the type of prestigious property buyers seek when searching for Greenwood VA homes for sale.

Mirador holds particular historical significance as the former residence of Lady Astor, the first woman in the House of Commons and an American-born British aristocrat known as Nancy Lancaster. This iconic property represents the pinnacle of Greenwood VA real estate and demonstrates why the area attracts buyers seeking homes with rich historical provenance.

Ramsay was home to Irene Gibson, the famous “Gibson Girl” who was America’s top model from the 1890s until World War I, and her husband Charles Dana Gibson, the renowned illustrator. This estate showcases the caliber of Greenwood VA homes for sale that have attracted notable residents throughout history.

Tiverton, perhaps the most architecturally unique of all Greenwood VA homes for sale, is an exact replica of the White House. Currently owned by music industry mogul Coran Capshaw, this property demonstrates the level of luxury and exclusivity that defines the Greenwood VA real estate market.

My favorite places to eat and sip wine in Greenwood is at historic Chiswell Farm & Winery

Current Market Analysis for Greenwood VA Homes for Sale

Based on recent market data, Greenwood VA homes for sale currently number just three active listings, ranging from $195,000 fixer-uppers to $2.1 million Charlottesville historic homes, highlighting the area’s diverse price points while maintaining its exclusive character. This limited inventory reflects the area’s desirability and the tendency for properties to be passed down through families or sold through private networks before reaching the public market.

Greenwood VA Real Estate Recent Market Trends:

– Limited inventory keeps Greenwood VA homes for sale in high demand
– Properties typically feature 5+ acres, with many estates exceeding 50 acres
– Median price of $617,400 reflects the area’s premium positioning
– Quick sales cycles due to low supply and high buyer interest

The scarcity of Greenwood VA homes for sale makes working with an experienced local realtor essential for serious buyers. Many of the finest properties never appear on traditional listing sites, instead selling through word-of-mouth networks and exclusive buyer relationships.

Lifestyle and Amenities Near Greenwood VA Homes for Sale

Charlottesville Wine Country Living

One of the most compelling reasons to consider Greenwood VA homes for sale is the area’s emergence as a premier wine destination. The region boasts several world-class wineries within minutes of residential properties:

King Family Vineyards offers not only exceptional wines but also hosts Sunday polo matches that have become a signature Central Virginia experience. Residents of Greenwood VA homes for sale enjoy easy access to these elegant social gatherings, wine tastings, and vineyard tours.

Septenary Winery at Seven Oaks Farm represents the newest addition to the local wine scene, featuring stunning views and artisanal wines. This vineyard, visible from Route 250, adds to the scenic beauty that makes Greenwood VA homes for sale so attractive to buyers seeking a wine country lifestyle.

Chiswell Farm & Winery combines agricultural heritage with modern winemaking, offering residents of Greenwood VA homes for sale a farm-to-table dining experience in a picturesque setting. The winery is housed in a beautifully renovated historic Jeffersonian-style estate manor house that dates back to the 1920s. Each room inside has its own unique historical theme.

Chiswell is owned and operated by the Chiles family, a well-known name in Virginia agriculture. The family also runs the popular Carter Mountain Orchard and Chiles Peach Orchard.

The property was once part of a larger estate and has connections to Lady Astor, the first woman to sit as a Member of Parliament in the UK, whose childhood home was nearby.

Chiswell is not just a winery; the property’s fields are still actively farmed, producing crops like soybeans and hay, continuing a long tradition of agriculture on the land. The winery collaborates with two of the region’s top winemakers, Michael Shaps and Matthieu Finot, to produce their range of award-winning wines.

Pollak Vineyards

Pollak Vineyards sits in a “wind gap,” a dried streambed known as Rockfish Gap. This unique geological feature provides consistent breezes that help prevent rot and disease in the vines.

The winery is known for its French-style wines made from estate-grown grapes, a passion of owners David and Margo Pollak. David had previous experience with vineyards in California’s Russian River and Carneros regions. The name “Smuggler” is significant at the vineyard, appearing in the name of their red blend and their wine club, “Smugglers’ Society.” This is a tribute to a mine in Colorado founded by one of the owner’s great-grandfathers.

Pollak has a strong track record of success in the annual Virginia Governor’s Cup, with multiple gold medals and wines included in the prestigious “Governor’s Case,” which recognizes the top 12 wines in the state.

The winery’s design is intentional, with the production area located directly beneath the tasting room, and a gravity-flow system to gently move the wine from the crush pad to the barrel aging room.

Agricultural Heritage and Fresh Produce

Buyers of Greenwood VA homes for sale enjoy access to Chiles Family Orchards, where families can pick strawberries, peaches, apples, and other seasonal fruit. This working orchard, operational since the early 1900s, provides residents with fresh, locally-grown produce and seasonal activities that enhance the rural lifestyle.

The renowned Greenwood Grocery on Route 250 East offers gourmet foods, artisanal products, and locally-sourced ingredients, making it a favorite destination for residents of Greenwood VA homes for sale who appreciate fine dining and cooking.

Outdoor Recreation and Natural Beauty

Wintergreen Ski Resort, located just minutes southwest of Greenwood VA homes for sale, provides year-round recreation including skiing, snowboarding, hiking, and mountain biking. The resort’s proximity adds significant value to Greenwood VA real estate by offering residents convenient access to both winter sports and summer mountain activities.

The Blue Ridge Mountains provide a stunning backdrop for Greenwood VA homes for sale, with many properties offering unobstructed mountain views, hiking access, and outdoor recreation opportunities. Shenandoah National Park is easily accessible for weekend getaways and day trips.

Educational Excellence for Greenwood VA Homes for Sale

Families considering Greenwood VA homes for sale benefit from access to highly-rated Western Albemarle schools. Western Albemarle High School ranks 44th in Virginia and consistently performs in the top 5% of U.S. high schools, with 72% of students proficient in math and 92% proficient in reading. The school offers extensive Advanced Placement coursework and maintains a 9/10 GreatSchools rating.

Albemarle County Public Schools that serve Greenwood VA are Brownsville Elementary, Henley Middle, and Western Albemarle High schools.

Albemarle County Public Schools ranks third out of 131 school divisions in Virginia, providing families in Greenwood VA homes for sale with confidence in their children’s educational opportunities. The district’s strong performance and resources make Greenwood VA real estate particularly attractive to families with school-age children.

Note: The old school you see in Greenwood is the Greenwood School (for white students).

Religious and Cultural Heritage

Emmanuel Episcopal Church, built in 1864 specifically to serve the owners of Mirador, stands as a magnificent example of 19th-century ecclesiastical architecture. This historic church provides residents of Greenwood VA homes for sale with a connection to the area’s spiritual and architectural heritage. The church’s founding in was a direct result of the American Civil War. As the War’s end drew near, parishioners from nearby Grace Church in Covesville, who were concerned about the social and political divide, established their own parish.

The original church building, a small wood-frame structure, was later moved and now serves as the parish hall, with the larger, stone church built in 1900 to accommodate the growing congregation.

The church is known for its beautiful stained-glass windows, many of which are dedicated to prominent local families and are a stunning example of late 19th and early 20th-century craftsmanship. The church and its adjacent cemetery contain the graves of many notable local figures and are a testament to the area’s history, showcasing the names of families who helped shape the Greenwood community.

• In the 1940s, the church established a summer mission to serve the local Black community, a testament to its commitment to outreach and community service that continues to this day.

The church’s Gothic Revival style and peaceful setting exemplify the type of cultural amenities that enhance the appeal of Greenwood VA real estate for buyers seeking both luxury and meaning in their home location.

Founded in 1747, it is one of the oldest Presbyterian congregations in Virginia, predating the Revolutionary War. The church was established by Scots-Irish pioneers who were among the first European settlers in the area.

The current church building was constructed in 1854 and is a classic example of rural Greek Revival architecture, featuring a simple, symmetrical design and a prominent steeple.

During the Civil War, the church was used as a hospital for wounded soldiers from both the Confederate and Union armies, a common fate for many large buildings in the area during the conflict.

A historical marker on the grounds recognizes its long and significant history within the community. The church and its adjacent cemetery stand as a testament to the area’s early settlement. It is rumored that the church bell, cast in Troy, New York, was transported to the church by a team of oxen in the mid-19th century.

Transportation and Connectivity

Despite its rural character, Greenwood VA homes for sale offer excellent connectivity to major destinations:

– University of Virginia: 20 minutes via Route 250 using Jaunt Connect
– Downtown Charlottesville: 25 minutes on Route 250
– Richmond: 1.5 hours via I-64
– Washington, D.C.: 2.5 hours via I-64 to I-66

The shared I-64 exit with Crozet provides convenient highway access while maintaining the peaceful, rural atmosphere that makes Greenwood VA homes for sale so desirable.

Investment Considerations for Greenwood VA Real Estate

Greenwood VA homes for sale represent solid investment opportunities due to several factors:

1. Limited Supply: The area’s geographic constraints and zoning restrictions limit new development, protecting property values
2. Proximity to UVA: Consistent demand from university faculty, staff, and alumni
3. Wine Tourism: Growing vineyard industry attracts visitors and supports local economy
4. Historic Preservation: Many properties have protected status, ensuring architectural integrity
5. High-Income Demographics: The area attracts affluent buyers who maintain and improve properties

Working with the Right Realtor for Greenwood VA Homes for Sale

Toby Beavers is an Albemarle VA realtor with 22 years of experience helping clients buy and sell homes in Albemarle, Crozet, and Greenwood. Specializing in luxury properties, farms, and equestrian estates, he brings deep local knowledge and a client-focused approach to every transaction.

Given the unique nature of the Greenwood VA real estate market, partnering with an experienced local agent is crucial. Many of the finest Greenwood VA homes for sale never reach public listing sites, instead being sold through professional networks and private relationships.

A knowledgeable Albemarle realtor familiar with Greenwood VA homes for sale can:
– Provide access to off-market properties
– Navigate the area’s unique zoning and historical restrictions
– Understand property values and market trends
– Connect buyers with local service providers and contractors
– Facilitate relationships with the tight-knit community

The Future of Greenwood VA Real Estate

Greenwood VA homes for sale are positioned for continued appreciation due to several long-term trends:

– Urban Flight: Continued migration from cities to rural areas with amenities
– Remote Work: Increased acceptance of remote work allows professionals to live in scenic areas
– Wine Tourism Growth: Expanding vineyard industry brings visitors and economic development
– UVA Expansion: University growth creates ongoing demand for nearby housing
– Historic Preservation: Protected status ensures area character remains intact

For buyers seeking Greenwood VA homes for sale, the combination of historical significance, natural beauty, modern amenities, and investment potential creates a compelling proposition. Whether you’re drawn by the area’s architectural treasures, wine country lifestyle, educational excellence, or simply the peace and privacy of rural Virginia living, Greenwood offers an exceptional quality of life that few communities can match.

Ready to explore Greenwood VA homes for sale? Contact, Toby Beavers, an Albemarle realtor since 2003 and one of the savviest Charlottesville real estate agents, who understands this unique market and can help you discover your perfect Central Virginia retreat.

For current listings and expert guidance on Greenwood VA homes for sale, contact Toby Beavers

Contact Toby Beavers at 434-327-2999 for expert guidance on Greenwood VA for sale properties.

Tiverton, is an exact replica of the White House and is currently owned by music czar, Coran Capshaw.

Be sure to visit Emmanuel Episcopal Church. It’s a historic Virginia gem and was built in the 1850s to serve the owners of Mirador.

Once a railroad destination for those fleeing the big cities to hike, fish, and pick apples and peaches; today it is one of the top vineyard destinations.

Greenwood is located due west of Crozet off Rt 250 and shares an off-on I-64 exit. The little hamlet is home to a post office and a fun antique store. Minutes from the hamlet, along Rt 250 is the extraordinary Greenwood Grocery where they offer the best of the best in gourmet foods.

There are never many homes for sale in Greenwood as it’s mainly large farms and estates. From January 2022 13 homes in Greenwood were sold.

What I like about living in Greenwood, Virginia…

The history and architecture are fabulous. Vineyards abound and Wintergreen Ski Resort is minutes Southwest.

The University of Virginia is 20 minutes away. Downtown Charlottesville is 25 minutes and it’s a straight shot on Rt 250.

The Western Albemarle Schools are minutes from Greenwood.

I love picking strawberries and peaches at Chiles Orchards and attending Sunday polo matches at King Family Vineyards. The newest vineyard in the area is Septenary which is part of the fabulous Seven Oaks Farm (also visible on Rt 250).

My favorite places to eat in Greenwood are Chiswell Farm & Winery and the scrumptious Greenwood Grocery on Rt 250 East.

My favorite historic church is the magnificent Emmanuel Episcopal Church built in 1860.

Greenwood, VA Real Estate: A Hidden Gem Near Charlottesville

By Toby Beavers, Charlottesville Realtor with 20 Years of Experience

Nestled in the foothills of the Blue Ridge Mountains, Greenwood, VA, is one of Central Virginia’s best-kept secrets. As a Charlottesville real estate agent with two decades of experience, I’ve watched this charming community evolve into a highly sought-after location for homebuyers who value tranquility, natural beauty, and proximity to top-tier amenities.

If you’re searching for Greenwood VA real estate, you’ll find a mix of historic farmhouses, modern custom builds, and sprawling estates, all within minutes of Crozet, Charlottesville, and the scenic vineyards of Nelson County. In this guide, I’ll break down everything you need to know about Greenwood VA for sale properties, how to navigate Greenwood VA Zillow listings, and why this area is a fantastic alternative to homes for sale near Crozet VA.

Why Choose Greenwood, VA?

1. Unmatched Natural Beauty
Greenwood sits at the edge of the Blue Ridge Mountains, offering breathtaking views, hiking trails, and easy access to Shenandoah National Park. The rural landscape is dotted with horse farms, vineyards, and orchards, making it ideal for those who love the outdoors.

2. Proximity to Charlottesville & Crozet
Just a 15-minute drive from Charlottesville and 5 minutes from Crozet, Greenwood provides a peaceful retreat without sacrificing convenience. You’re close to:
– UVA and top-rated schools
– Downtown Charlottesville’s dining and culture
– Crozet’s breweries, wineries, and boutique shopping

3. A Strong Sense of Community
Greenwood maintains a tight-knit, small-town feel. Residents enjoy local events, farmers’ markets, and a slower pace of life while still having access to urban amenities.

4. High-Quality Real Estate Options
Whether you’re looking for a historic farmhouse, a luxury estate, or a modern family home, Greenwood’s real estate market offers diverse choices. Many properties feature large lots, mountain views, and custom architectural details.

Exploring Greenwood VA Real Estate Listings

Types of Homes Available
– Historic Farmhouses – Many date back to the 1800s and feature original hardwood floors, fireplaces, and expansive acreage.
– Luxury Estates – Custom-built homes with high-end finishes, pools, and mountain vistas.
– Modern Builds – Energy-efficient designs with open floor plans, perfect for families.
– Equestrian Properties – Horse farms with barns, riding arenas, and pastures.

Greenwood VA Homes For Sale Price Range & Market Trends
– Entry-level homes: $400,000 – $700,000
– Mid-range properties: $700,000 – $1.2 million
– Luxury estates: $1.2 million+

Greenwood’s market remains competitive due to its low inventory and high demand, so working with an experienced **Charlottesville realtor** is key to securing the right property.

How to Find Greenwood VA for Sale Listings

1. Using Greenwood VA Zillow
Zillow is a great starting point for browsing Greenwood VA real estate. Here’s how to refine your search:
– Filter by price, acreage, and home type.
– Set alerts for new listings (they go fast!).
– Look at sold listings to gauge market value.

Pro Tip: Some of the best properties never hit Zillow, they sell via word-of-mouth or exclusive networks. That’s where savvy Charlottesville real estate agents becomes invaluable.

2. Working with a Local Realtor
As a 22-year Charlottesville realtor, I have insider knowledge of off-market deals and upcoming listings. If you’re serious about buying in Greenwood, having an agent who knows the area’s nuances can make all the difference.

3. Exploring Homes for Sale Near Crozet VA
Since Greenwood and Crozet share similar appeal, many buyers compare both markets. While Crozet real estate has many more developments (like the massive Old Trail neighborhood), Greenwood offers more privacy and larger lots. It’s worth exploring both to see which fits your lifestyle.

Top Roads in Greenwood VA

Greenwood Station
– A small, walkable area with a country store and post office.
– Charming cottages and updated farmhouses.

Final Thoughts: Are Greenwood VA Homes for Sale Right for You & Your Family?

If you’re looking for:
✅ Space and privacy (larger lots than Charlottesville or Crozet)
✅ Scenic beauty (Blue Ridge Mountain views)
✅ A quiet lifestyle with quick access to amenities

…then Greenwood VA real estate might be your perfect match.

As a seasoned Charlottesville real estate agent, I’ve helped countless buyers find their dream homes in this special corner of Virginia. Whether you’re browsing Greenwood VA Zillow listings or considering homes for sale near Crozet VA, I’d love to guide you through the process.

Ready to explore Greenwood VA homes for sale?

Toby Beavers is an Albemarle VA realtor with 22 years of experience helping clients buy and sell homes in Albemarle, Crozet, and Greenwood. Specializing in luxury properties, farms, and equestrian estates, he brings deep local knowledge and a client-focused approach to every transaction.*

Contact Toby Beavers at 434-327-2999 for expert guidance on Greenwood VA for sale properties.