Michael Woolard

Charlottesville VA

RE/MAX REALTY SPECIALISTS-CHARLOTTESVILLE

209 Closed Sales

$68.2M Total Value

$77.9K - $1.7M Price Range

$326.2K Average Price

Prior five years

About Michael

A native Virginian, Mike has been a Wintergreen property owner for 15 years and served on his condominium association for 7. Before Real Estate, Mike worked in the Virginia wine industry for 15 years. He coaches the alpine race team, is an avid cyclist, hiker, and all-around adventurer.

Home Types: Lot/Land, House, Condo, Townhouse, MultiFamily

Years of Experience: 17

Transaction History

1 Year
2 Year
5 Year

Seller Deals

Total Deals

Total Value

$7,683,300

Average Sale Price

$384,165

Price Range

$110K - $799K

Buyer Deals

Total Deals

Total Value

$3,201,000

Average Sale Price

$400,125

Price Range

$50K - $980K

1 Year View by Quarter

Seller Deals

Total Deals

Total Value

$15,424,900

Average Sale Price

$350,566

Price Range

$34K - $1.1M

Buyer Deals

Total Deals

Total Value

$5,893,000

Average Sale Price

$392,867

Price Range

$50K - $980K

2 Year View by Quarter

Seller Deals

Total Deals

120

Total Value

$36,394,600

Average Sale Price

$303,288

Price Range

$25K - $1.1M

Buyer Deals

Total Deals

Total Value

$31,783,350

Average Sale Price

$357,116

Price Range

$19K - $1.7M

5 Year View

Neighborhoods Michael is Experienced In

Michael's Open Houses

$169,000 Open Sat 1PM - 3PM
- 1 Bed
- 1 Bath
- 660 Sq Ft
240 Timbers Condos

Wintergreen Resort, VA
Rare opportunity to own a ground floor, end unit, true 1 bedroom, with a fully updated kitchen only steps from the slopes and center village. Condo has been well maintained by current owners for last 25 years and is ready for the next chapter. HVAC & water heater, deck slider new in 2023, and the condo association updated the siding and roofs in 2024. This unit has the fewest steps of any to the

Michael Woolard RE/MAX REALTY SPECIALISTS-CHARLOTTESVILLE

$239,900 Open Sat 10AM - 1PM
- 2 Beds
- 2 Baths
- 1,002 Sq Ft
2134 Fairway Woods

Unit 2134

Roseland, VA
This is a wonderfully updated ground floor condo located on the 18th hole of Devils Knob golf course. The Fairway Woods Complex has undergone many exterior improvements in the past several years and has one of the most efficient and well run associations on the mountain. Tastefully updated in recent years, this unit has been used for family enjoyment and a successful platinum rental on the

Michael Woolard RE/MAX REALTY SPECIALISTS-CHARLOTTESVILLE

$479,000 Open Sat 10AM - 12PM
- 2 Beds
- 2.5 Baths
- 1,443 Sq Ft
962 Diamond Hill Condos

Wintergreen Resort, VA
Rare two bedroom 2.5 bath, condo featuring ski-in ski-out slope access that sleeps 8. One of only 2 units in Diamond Hill with this unique spacious 1400 sq ft 2 level layout. Current owners have had both master bathrooms upgraded with custom tile work in showers, added closet space, replaced both water heaters, and had custom built in bunk beds in each master suite. This condo is perfect for two

Michael Woolard RE/MAX REALTY SPECIALISTS-CHARLOTTESVILLE

Michael's Recent Active Listings

$159,000
- Land
- 0.54 Acre
- $294,444 per Acre
0 High Crest Ln

Unit 661360

Nellysford, VA
This lot is lake front on Tuckahoe golf course #20, and features views of Crawfords Knob mountain. Slight sloping topography towards the water with a mix of hardwoods makes this lot a great build location. Alse one of the last combination water and mountain view lots in Stoney Creek.

Michael Woolard RE/MAX REALTY SPECIALISTS-CHARLOTTESVILLE

$79,000
- Land
- 2.2 Acres
- $35,909 per Acre
0 Stone Chimneys Rd

Unit 1 661050

Nellysford, VA
Wonderful, large, 2.2 acre, elevated lot. Features nice sunrises and great seasonal views of local mountain ridges and running creek. Location is close to Wintergreen's Stoney Creek amenities, Iron & Ale Restaurant, golf, tennis, lake Monocan, fishing ponds, hiking & biking trails, Nelson County Farmers Market, and all that Nellysford VA has to offer.

Michael Woolard RE/MAX REALTY SPECIALISTS-CHARLOTTESVILLE

$79,000
- Land
- 2.2 Acres
- $35,909 per Acre
0 Stone Chimneys Rd

Unit 661050

Nellysford, VA
Wonderful, large, 2.2 acre, elevated lot. Features nice sunrises and great seasonal views of local mountain ridges and running creek. Location is close to Wintergreen's Stoney Creek amenities, Iron & Ale Restaurant, golf, tennis, lake Monocan, fishing ponds, hiking & biking trails, Nelson County Farmers Market, and all that Nellysford VA has to offer.

Michael Woolard RE/MAX REALTY SPECIALISTS-CHARLOTTESVILLE

$49,900
- Land
- 0.14 Acre
- $356,429 per Acre
421 Blackrock Dr

Unit 17

Wintergreen Resort, VA
Excellent location for a vacation home or permanent mountain retreat. Easy access to build, wonderful seasonal views, easy walk to Tyro ski slope, and just steps to hiking trails. One of the last undeveloped lots in the Blackrock Village area, features great access to center village amenities.

Michael Woolard RE/MAX REALTY SPECIALISTS-CHARLOTTESVILLE

$49,900
- Land
- 0.14 Acre
- $356,429 per Acre
421 Blackrock Dr

Wintergreen Resort, VA
Excellent location for a vacation home or permanent mountain retreat. Easy access to build, wonderful seasonal views, easy walk to Tyro ski slope, and just steps to hiking trails. One of the last undeveloped lots in the Blackrock Village area, features great access to center village amenities.

Michael Woolard RE/MAX REALTY SPECIALISTS-CHARLOTTESVILLE

$699,000
- 3 Beds
- 3 Baths
- 1,421 Sq Ft
134 Squirrel Tree Ln

Roseland, VA
Location offers excellent access, ski in ski out, close to hiking trails, wonderful year-round views, with a house in immaculate condition. This mountain house under went a major renovation project in 2022 and features a level driveway, and only a 4 step entry. This was one of the most thoughtful and complete home renovations on the mountain. Nothing was left untouched, from the new ceilings down

Michael Woolard RE/MAX REALTY SPECIALISTS-CHARLOTTESVILLE

$999,500
- 3 Beds
- 3 Baths
- 2,439 Sq Ft
140 Oak Ln

Roseland, VA
Beautiful post-and-beam mountain home featuring stunning year-round mountain and valley views. The vaulted ceilings and soaring window wall fill the living spaces with natural light, while a handsome natural stone fireplace anchors the great room. Warm wood tones flow throughout the home, creating a welcoming mountain retreat. Thoughtfully designed one level living with energy-efficient features,

Michael Woolard RE/MAX REALTY SPECIALISTS-CHARLOTTESVILLE

$549,000
- 3 Beds
- 2 Baths
- 1,464 Sq Ft
127 Blackrock Cir

Roseland, VA
This mid-century modern mountain cottage is one of the first Deck House homes ever built at Wintergreen Resort, offering a unique blend of architectural character and mountain charm. Known for their quality construction, Deck House homes feature rich natural wood finishes, abundant windows for passive solar warmth, and an airy, light-filled layout. Enjoy one-level living with heart pine ceilings,

Michael Woolard RE/MAX REALTY SPECIALISTS-CHARLOTTESVILLE

$269,500
- 3 Beds
- 3 Baths
- 1,400 Sq Ft
2061 Stone Ridge Condos

Unit 2061

Wintergreen Resort, VA
Spacious 3 bedroom condo located in the heart of Devils Knob Village overlooking the 18th green of DK golf course. Ground floor unit features convenient access to large patio and backyard which is perfect for pet owners. All one level living offers convenient and comfortable living in this updated unit. Updates include; new flooring, new LED lighting, new kitchen counters & appliances, all new

Michael Woolard RE/MAX REALTY SPECIALISTS-CHARLOTTESVILLE

Michael Woolard

(434) 260-5031

Michael Woolard

About Michael

Transaction History

Seller Deals

Buyer Deals

Production Over Time

1 Year View by Quarter

Seller Deals

Buyer Deals

Production Over Time

2 Year View by Quarter

Seller Deals

Buyer Deals

Production Over Time

5 Year View

Neighborhoods Michael is Experienced In

Michael's Listings and Deals

Michael's Open Houses

Michael's Recent Active Listings