Michael Woolard

Charlottesville VA

RE/MAX REALTY SPECIALISTS-CHARLOTTESVILLE

226 Closed Sales

$70.9M Total Value

$69.9K - $1.7M Price Range

$313.8K 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

$9,302,700

Average Sale Price

$344,544

Price Range

$60K - $685K

Buyer Deals

Total Deals

Total Value

$4,749,000

Average Sale Price

$395,750

Price Range

$50K - $980K

1 Year View by Quarter

Seller Deals

Total Deals

Total Value

$15,168,400

Average Sale Price

$344,736

Price Range

$34K - $1.1M

Buyer Deals

Total Deals

Total Value

$10,626,850

Average Sale Price

$483,039

Price Range

$26K - $1.7M

2 Year View by Quarter

Seller Deals

Total Deals

124

Total Value

$36,154,782

Average Sale Price

$291,571

Price Range

$25K - $1.1M

Buyer Deals

Total Deals

102

Total Value

$34,754,850

Average Sale Price

$340,734

Price Range

$19K - $1.7M

5 Year View

Neighborhoods Michael Has the Most Experience In

Michael's Recent Active Listings

$279,000
- 2 Beds
- 2 Baths
- 972 Sq Ft
803 Laurelwood Condos

Wintergreen Resort, VA
Prime location near center village amenities, ski slopes, and seasonal resort events. This rare upper-level end unit offers added privacy, and a bonus room used as a third bedroom. Enjoy seasonal mountain views and easy access to the complex's private pool, hiking trails, and Black Rock Overlook. In 2022, the unit was upgraded with new LVP flooring, a stacked stone fireplace hearth, a fully

Michael Woolard RE/MAX REALTY SPECIALISTS-CHARLOTTESVILLE

$399,900
- 2 Beds
- 2 Baths
- 1,237 Sq Ft
1643 Overlook

Wintergreen Resort, VA
There's no disputing that the Overlook condos have the best location on the mountain for views and access, and this one is the perfect example of why. Stunning mountain & valley view's year-round, only 6 steps into the unit, and tastefully updated. Recent updates include; new carpeting, new HVAC/Heat Pump, and a renovated master bath. This unit's layout is efficient and comfortable which make

Michael Woolard RE/MAX REALTY SPECIALISTS-CHARLOTTESVILLE

$479,000
- 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

$125,000
- Land
- 0.44 Acre
- $284,091 per Acre
0 Rosebay Ln

Unit 52 663571

Wintergreen Resort, VA
One of the few remaining view lots left and its now available. Located at the end of a quiet cul de sac this lot offers the perfect spot for your mountain retreat. Close to the property owners pool, Shamokin Springs Nature Preserve, and hiking trails.

Michael Woolard RE/MAX REALTY SPECIALISTS-CHARLOTTESVILLE

$268,500
- 2 Beds
- 1.5 Baths
- 784 Sq Ft
107 Eagles Ct Condos

Wintergreen Resort, VA
"The Highlander" on Eagles Swoop is for sale! This highly successful short-term rental ground floor ski-up & ski-out condo is priced to move and has all the big-ticket improvements (Brand new TRANE HVAC, April 2025; Highest quality luxury vinyl tile (LVT) throughout, 2023; and newer washer/dryer, high-quality extra-large sliding rear door, and a large slope-view window changeout (all in 2021).

Michael Woolard RE/MAX REALTY SPECIALISTS-CHARLOTTESVILLE

$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

$287,500
- 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

Agent License #0225226278

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 Has the Most Experience In

Michael's Listings and Deals

Michael's Recent Active Listings