Michael Woolard Real Estate Agent - RE/MAX REALTY SPECIALISTS-CHARLOTTESVILLE

742 Laurelwood Condos, Wintergreen, VA For Sale $159,000 - listed by Michael Woolard — For Sale $159,000

Michael Woolard listing agent for 82 Warrior Run, Roseland, VA - sold for $650,000 — Sold $650,000

1331 Laurel Springs Rd, Wintergreen Resort, VA Pending $59,000 - listed by Michael Woolard — Pending $59,000

Michael Woolard buyer's agent for 23 Blackrock Cir, Roseland, VA - sold for $476,000 — Sold $476,000

905 Diamond Hill Condos Hill, Wintergreen, VA Pending $218,000 - listed by Michael Woolard — Pending $218,000

Michael Woolard

Charlottesville VA

RE/MAX REALTY SPECIALISTS-CHARLOTTESVILLE

160 Closed Sales

$60.3M Total Value

$136K - $1.7M Price Range

$376.7K Average Price

Prior 5 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: 18

Transaction History

1 Year
2 Year
5 Year

Seller Deals
Total Deals	24
Total Value	$9,401,700
Average Sale Price	$391,738
Price Range	$46K - $1.2M

Buyer Deals
Total Deals	10
Total Value	$4,465,000
Average Sale Price	$446,500
Price Range	$185K - $600K

1 Year View by Quarter

Seller Deals
Total Deals	42
Total Value	$17,043,100
Average Sale Price	$405,788
Price Range	$46K - $1.2M

Buyer Deals
Total Deals	19
Total Value	$7,830,000
Average Sale Price	$412,105
Price Range	$50K - $980K

2 Year View by Quarter

Seller Deals
Total Deals	100
Total Value	$35,293,900
Average Sale Price	$352,939
Price Range	$28K - $1.2M

Buyer Deals
Total Deals	60
Total Value	$24,981,850
Average Sale Price	$416,364
Price Range	$19K - $1.7M

5 Year View

Areas Michael is Experienced In

Michael's Listings and Deals

Michael's Active Listings

$159,000
- 1 Bed
- 1 Bath
- 648 Sq Ft
742 Laurelwood Condos

Wintergreen, VA
Beautifully renovated condo that overlooks the community pool, just steps away from center village. The Laurewlwood Complex boast the convenience of location and access without the big price. Currently being used as a successful STR property, but also the perfect mountain getaway for personal enjoyment. Gross rental rev 2023-$31k, 2024-$25K, 2025-$30K. Check with agent for showing availability.

Michael Woolard RE/MAX REALTY SPECIALISTS-CHARLOTTESVILLE

$329,000
- 4 Beds
- 3.5 Baths
- 2,263 Sq Ft
24 Trillium Close

Wintergreen Resort, VA
This beautifully updated and spacious 4BR, tri–level, Townhome is just steps from the Wintergarden Spa & Fitness Center and close to golf, tennis, skiing, and the Nature Foundation. An ideal retreat for rental potential or for hosting two families with ease. Enjoy the privacy and spacious feel of a detached home—without the upkeep. As part of a well managed association, this townhome offers low

Michael Woolard RE/MAX REALTY SPECIALISTS-CHARLOTTESVILLE

$45,000
- Land
- 0.41 Acre
- $109,756 per Acre
25 Poll Axe

Wintergreen Resort, VA
Wonderful level lot with easy entry featuring mature hardwoods located on a quiet col du sac. The perfect spot to build your mountain getaway home all within walking distance to Chestnut Springs pool, several great hiking trails and the Shamokin Springs Nature Reserve. The perfect balance of nature's beauty and resort amenities never to be repeated.

Michael Woolard RE/MAX REALTY SPECIALISTS-CHARLOTTESVILLE

$59,000

Pending
- Land
- 0.46 Acre
- $128,261 per Acre
1331 Laurel Springs Rd

Wintergreen Resort, VA
Wonderful level lot that backs up to the national forest giving you extended privacy and protection for miles. This lot would be the perfect location for your mountain retreat.

Michael Woolard RE/MAX REALTY SPECIALISTS-CHARLOTTESVILLE

$218,000

Pending
- 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

$599,000

Pending
- 5 Beds
- 4 Baths
- 2,537 Sq Ft
952 Blue Ridge Dr

Wintergreen Resort, VA
This charming mountain house is back on market due to buyers remorse. It has been a successful rental and family vacation spot for the current owners, averaging $30K gross annually. This home features only two steps to enter, Brazilian soap stone counter tops in the kitchen and Travertine stone floors throughout, vaulted ceilings, wood burning FP, and natural wood accents. Spacious layout w/ 5

Michael Woolard RE/MAX REALTY SPECIALISTS-CHARLOTTESVILLE

Recently Sold

$340,000

Sold Sep 2, 2026
- 2 Beds
- 2 Baths
- 923 Sq Ft
25 Hickorynut Dr

Wintergreen Resort, VA
- 9% Below List
- 63 Days On Market
- $368/SF
- Current Est. Value $365K
Michael Woolard RE/MAX REALTY SPECIALISTS-CHARLOTTESVILLE

$650,000

Sold Aug 31, 2026
- 3 Beds
- 2.5 Baths
- 3,370 Sq Ft
82 Warrior Run

Roseland, VA
- 4% Below List
- 44 Days On Market
- $193/SF
- Current Est. Value $666K
Michael Woolard RE/MAX REALTY SPECIALISTS-CHARLOTTESVILLE

$649,000

Sold Jun 30, 2026
- 4 Beds
- 3.5 Baths
- 3,632 Sq Ft
30 Gumtree Dr

Wintergreen Resort, VA
- 0 Days On Market
- $179/SF
- Current Est. Value $656K
Michael Woolard RE/MAX REALTY SPECIALISTS-CHARLOTTESVILLE

$440,000

Sold May 28, 2026
- 2 Beds
- 2 Baths
- 1,237 Sq Ft
1616 Overlook

Wintergreen Resort, VA
- 5% Below List
- 23 Days On Market
- $356/SF
- Current Est. Value $440K
Michael Woolard RE/MAX REALTY SPECIALISTS-CHARLOTTESVILLE

$335,000

Sold Apr 24, 2026
- 4 Beds
- 3.5 Baths
- 2,263 Sq Ft
22 Trillium Close

Wintergreen Resort, VA
- 4% Below List
- 37 Days On Market
- $148/SF
- Current Est. Value $362K
Michael Woolard RE/MAX REALTY SPECIALISTS-CHARLOTTESVILLE

$369,000

Sold Mar 26, 2026
- 4 Beds
- 3.5 Baths
- 2,412 Sq Ft
29 Trillium Close

Unit A29

Wintergreen Resort, VA
- 101 Days On Market
- $153/SF
- Current Est. Value $402K
Michael Woolard RE/MAX REALTY SPECIALISTS-CHARLOTTESVILLE

$155,000

Sold Feb 9, 2026
- 1 Bed
- 1 Bath
- 660 Sq Ft
240 Timbers Condos

Wintergreen Resort, VA
- 112 Days On Market
- $235/SF
- Current Est. Value $165K
Michael Woolard RE/MAX REALTY SPECIALISTS-CHARLOTTESVILLE

$463,500

Sold Dec 29, 2025
- 2 Beds
- 2.5 Baths
- 1,443 Sq Ft
962 Diamond Hill Condos

Wintergreen Resort, VA
- 185 Days On Market
- $321/SF
- Current Est. Value $442K
Michael Woolard RE/MAX REALTY SPECIALISTS-CHARLOTTESVILLE

$365,000

Sold Dec 19, 2025
- 2 Beds
- 2 Baths
- 1,134 Sq Ft
1421 Highlands Condos

Wintergreen Resort, VA
- 26 Days On Market
- $322/SF
- Current Est. Value $394K
Michael Woolard RE/MAX REALTY SPECIALISTS-CHARLOTTESVILLE

Michael Woolard

(434) 260-5031

Nearby Homes

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

Areas Michael is Experienced In

Michael's Listings and Deals

Michael's Active Listings

Recently Sold