Michael Woolard

Charlottesville VA

RE/MAX REALTY SPECIALISTS-CHARLOTTESVILLE

190 Closed Sales

$66.5M Total Value

$95K - $1.7M Price Range

$350.1K 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, Condo, House, Townhouse, MultiFamily

Years of Experience: 17

Transaction History

1 Year
2 Year
5 Year

Seller Deals

Total Deals

Total Value

$10,982,300

Average Sale Price

$422,396

Price Range

$110K - $1.2M

Buyer Deals

Total Deals

Total Value

$4,016,000

Average Sale Price

$401,600

Price Range

$50K - $980K

1 Year View by Quarter

Seller Deals

Total Deals

Total Value

$18,723,900

Average Sale Price

$374,478

Price Range

$34K - $1.2M

Buyer Deals

Total Deals

Total Value

$6,708,000

Average Sale Price

$394,588

Price Range

$50K - $980K

2 Year View by Quarter

Seller Deals

Total Deals

115

Total Value

$37,612,600

Average Sale Price

$327,066

Price Range

$25K - $1.2M

Buyer Deals

Total Deals

Total Value

$28,902,050

Average Sale Price

$385,361

Price Range

$19K - $1.7M

5 Year View

Neighborhoods Michael is Experienced In

Wintergreen

162 Sales
Nellysford

7 Sales
Southeast Charlottesville

2 Sales
Locust Grove

2 Sales
Afton

2 Sales
Crozet

1 Sale

Michael's Recent Active Listings

$410,000
- 4 Beds
- 3.5 Baths
- 2,412 Sq Ft
29 Trillium Close

Unit A29

Wintergreen Resort, VA
Spacious and well-located Trillium townhouse in Devils Knob Village! Space, affordability, and a prime Devils Knob Village location make this Trillium townhouse an excellent opportunity to enjoy the Wintergreen lifestyle. Featuring 4 bedrooms, 3.5 baths, and a 2-car garage, this home offers plenty of room for family and guests—all within walking distance to the Wintergarden Spa, Devils Knob Golf

Michael Woolard RE/MAX REALTY SPECIALISTS-CHARLOTTESVILLE

$229,900
- 1 Bed
- 1 Bath
- 800 Sq Ft
905 Diamond Hill Condos Hill

Wintergreen, VA
Charming slope-side condo featuring stunning slope and valley views with true ski-in/ski-out access. Ideally located in the heart of Center Village, just steps from restaurants, shops, and all the resort amenities. Thoughtful updates over the years include granite countertops, stainless steel appliances, washer and dryer, patio slider, and a beautiful stone fireplace hearth—plus a new HVAC system

Michael Woolard RE/MAX REALTY SPECIALISTS-CHARLOTTESVILLE

$164,900
- 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

$149,000
- Land
- 0.54 Acre
- $275,926 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

$69,000
- Land
- 2.2 Acres
- $31,364 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

$69,000
- Land
- 2.2 Acres
- $31,364 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

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

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

$375,000
- 2 Beds
- 2 Baths
- 1,134 Sq Ft
1421 Highlands Condos

Wintergreen Resort, VA
This top-floor, end-unit condo offers stunning year-round mountain views and convenient access to the Highlands slopes, Devils Knob Village golf and tennis facilities, and the Wintergarden Spa & Aquatics Center. The light-filled interior features vaulted ceilings and tasteful furnishings that create a warm, inviting atmosphere. Recent updates include a new HVAC system, water heater, windows, and

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 Recent Active Listings