75 Bear Run, Wintergreen Resort, VA 22967
Property image
Property image
OFF MARKET

$618,500

Trulia Estimate
  • 3 Beds
  • 2.5 Baths
  • 2,102 sqft (on 0.40 acres)

75 Bear Run, Wintergreen Resort, VA 22967

Est. Refi. Payment $3,640/mo*
Refinance Your Home
Currently Off Market - Sold Apr 1, 2025 for $599,500

Home Value

Trulia Estimate
$619K
Since last month
Decreased$2K (-0.3%)
Since last year
Increased$15K (+2.4%)
Since last sale
Increased$18K (+3%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +59% in the last 10 years
MonthEstimated value
2026
September 2026$617K
August 2026$617K
July 2026$619K
June 2026$622K
May 2026$618K
April 2026$616K
March 2026$611K
February 2026$607K
January 2026$609K
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
455 Deer Springs Ln, Wintergreen Resort, VA
0.17
Single-Family Home
$580,000
07/21/26
3
2.5
1,982
22 Deer Springs Ln, Wintergreen, VA
0.32
Single-Family Home
$590,000
09/09/26
3
2
1,764
130 Chestnut Pl, Wintergreen Resort, VA
0.29
Single-Family Home
$661,000
09/26/25
4
2.5
2,125
45 Timber Camp Dr, Wintergreen Resort, VA
0.41
Single-Family Home
$591,000
07/10/26
3
2.5
2,056
22 Deer Springs Ln, Wintergreen Resort, VA
0.32
Single-Family Home
$590,000
07/13/26
3
2
1,710
168 Shamokin Springs Trl, Roseland, VA
0.34
Single-Family Home
$455,000
08/07/26
3
2
1,369
170 Deer Springs Ln, Wintergreen Resort, VA
0.41
Single-Family Home
$455,000
12/12/25
3
2
1,536
67 Timber Camp Dr, Wintergreen Resort, VA
0.45
Single-Family Home
$470,000
11/17/25
3
2.5
1,819
631 Laurel Springs Dr, Wintergreen Resort, VA
0.53
Single-Family Home
$555,000
12/17/25
3
2.5
2,184
220 Laurel Springs Dr, Wintergreen Resort, VA
0.65
Single-Family Home
$620,000
01/19/26
3
2.5
2,880

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
116 Bear Run, Wintergreen Resort, VA 22967
0.07
$480,700
3
2.5
1,933
Off Market
1616 Overlook, Wintergreen Resort, VA 22967
0.12
$440,000
2
2
1,237
Recently Sold
1610 Overlook, Wintergreen Resort, VA 22967
0.11
$399,100
2
2
1,283
Off Market
1635 Overlook #1635, Roseland, VA 22967
0.12
$430,000
2
2
1,270
Recently Sold
1622 Overlook, Wintergreen Resort, VA 22967
0.12
$434,500
2
2
1,283
Off Market
1637 Overlook, Wintergreen Resort, VA 22967
0.13
$461,100
2
2
1,283
Off Market
1643 Overlook #1643, Roseland, VA 22967
0.13
$398,600
2
2
1,237
Off Market
1632 Overlook, Wintergreen Resort, VA 22967
0.13
$439,800
2
2
1,237
Off Market
1613 Overlook, Wintergreen Resort, VA 22967
0.14
$405,400
2
2
1,283
Off Market
1611 Overlook, Wintergreen Resort, VA 22967
0.14
$439,700
2
2
1,283
Off Market
1642 Overlook, Wintergreen Resort, VA 22967
0.14
$574,400
3
3
1,856
Off Market

Local Information

  • Map ViewExplore the area around 75 Bear Run.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1998
0.4 acre lot
2,102 sqft
$294/sqft
HOA $181/mo

About this House

This charming golf course home has been the vacation residence for the owners since it was built. It has never been rented out and is in immaculate condition. The property has been carefully maintained over the years, featuring major renovations such as a new HVAC system (with a propane furnace), a new roof, an asphalt driveway, and a renovated kitchen, primary bathroom, and guest bathroom, as well as a new hot water heater and more. The open and bright floor plan includes a large kitchen, a great room with cathedral ceilings and a stone wood-burning fireplace, and a main level primary suite. The expansive deck offers views of the beautiful golf fairway. The large basement is pre-plumbed and has windows, making it relatively easy to finish into 1-2 additional bedrooms, a bathroom, and a family room. Located along the 2nd hole of the Devils Knob Golf Course, this home is within walking distance of the Devils Knob Golf Center, the Devils Grill fine dining restaurant, and the tennis center, which is just across the fairway. The home is being sold furnished.
75 Bear Run, Wintergreen Resort, VA 22967 is a 3 bedroom, 3 bathroom, 2,102 sqft single-family home built in 1998. It last sold for the $599,500 asking price on Apr 1, 2025. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $618,500, with a rent estimate of $2,566/month.
Last check for updates: about 9 hours ago
Listed by DIMA HOLMES, (434) 962-2252
WINTERGREEN REALTY, LLC
Bought with: JAMIE WALLER, (407) 694-8988, LORING WOODRIFF REAL ESTATE ASSOCIATES
Originating MLS: Charlottesville Area Association of Realtors
Source: CAAR, MLS#660635

Home Details for 75 Bear Run

Active Status

MLS Status: Closed

Interior Features

Interior Details
Basement: Exterior Entry,Full,Interior Entry,Unfinished,Walk-Out AccessNumber of Rooms: 10Types of Rooms: Master Bedroom, Bedroom, Master Bathroom, Bathroom, Dining Room, Foyer, Great Room, Half Bath, Kitchen, Laundry
Beds & Baths
Number of Bedrooms: 3Main Level Bedrooms: 1Number of Bathrooms: 3Number of Bathrooms (full): 2Number of Bathrooms (half): 1Number of Bathrooms (main level): 2
Dimensions and Layout
Living Area: 2102 Square Feet
Appliances & Utilities
Utilities: Fiber Optic AvailableAppliances: Dishwasher, Electric Range, Disposal, Microwave, Refrigerator, Dryer, WasherDishwasherDisposalDryerMicrowaveRefrigeratorWasher
Heating & Cooling
Heating: Central,Propane,Multi-FuelHas CoolingAir Conditioning: Heat PumpHas HeatingHeating Fuel: Central
Fireplace & Spa
Number of Fireplaces: 1Fireplace: One, Stone, Wood BurningHas a Fireplace
Gas & Electric
Electric: Underground
Windows, Doors, Floors & Walls
Window: Casement Window(s), Insulated Windows, ScreensFlooring: Carpet, Ceramic Tile, Hardwood
Levels, Entrance, & Accessibility
Stories: 2Levels: TwoFloors: Carpet, Ceramic Tile, Hardwood
View
Has a ViewView: Golf Course
Security
Security: Smoke Detector(s), Surveillance System

Exterior Features

Exterior Home Features
Roof: ArchitecturalPatio / Porch: Deck, Front Porch, PorchExterior: Mature Trees/LandscapeFoundation: Poured, Slab
Parking & Garage
No GarageNo Attached GarageParking: Asphalt
Pool
Pool: Community, Pool, Association
Frontage
Not on Waterfront
Water & Sewer
Sewer: Public Sewer
Surface & Elevation
Topography: Mountainous
Finished Area
Finished Area (above surface): 2102 Square Feet

Days on Market

Cumulative Days on Market: 2

Property Information

Year Built
Year Built: 1998
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family Residence
Building
Construction Materials: HardiPlank Type, Stick BuiltNot a New ConstructionNot Attached Property
Property Information
Condition: Updated/RemodeledNot Included in Sale: See list of Personal Property that Conveys, attached under Documents.Parcel Number: 11Y A 47

Price & Status

Price
List Price: $599,500
Status Change & Dates
Off Market Date: Sat Feb 08 2025Possession Timing: Close Of Escrow

Location

Direction & Address
City: Wintergreen ResortCommunity: WINTERGREEN MOUNTAIN VILLAGE
School Information
Elementary School: RockfishJr High / Middle School: NelsonHigh School: Nelson

Building

Building Area
Building Area: 3578 Square Feet

Community

Community Features: Pool

HOA

HOA Fee Includes: Playground, Pool(s), Reserve Fund, Road Maintenance, Snow Removal, Security, TrashAssociation for this Listing: Charlottesville Area Association of RealtorsHas an HOAHOA Fee: $2,170/Annually

Lot Information

Lot Area: 0.40 acres

Documents

Disclaimer: The listing broker’s offer of compensation is made to participants of the MLS where the listing is filed, as well as participants of Bright MLS via the CAAR/Bright MLS data share.

Miscellaneous

BasementMls Number: 660635Living Area Range Units: Square FeetAbove Grade Unfinished Area: 2102Above Grade Unfinished Area Source: Public RecordsAbove Grade Unfinished Area Units: Square FeetBelow Grade Unfinished Area: 1476Below Grade Unfinished Area Source: Public RecordsBelow Grade Unfinished Area Units: Square FeetUniversal Property Id: US-51125-N-11Y A 47-R-N

Additional Information

HOA Amenities: Sport Court,Golf Course,Picnic Area,Playground,Pool,Tennis Court(s),Trail(s),Transportation Service,WaterDays On Market Replication: 2

Price and Tax history

DateEventPrice
Apr 1, 2025
Source: CAAR #660635
Sold
$599,500
Feb 8, 2025
Source: CAAR #660635
Pending
$599,500
Feb 6, 2025
Source: CAAR #660635
Listed For Sale
$599,500

Market trends in Wintergreen

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
75
20MoM

Around this home

What Locals Say about Wintergreen

At least 5 Trulia users voted on each feature.

  • 100 % Say it's quiet

  • 100 % Say parking is easy

  • 100 % Say there's wildlife

  • 90 % Say it's dog friendly

  • 88 % Say car is needed

  • 80 % Say people would walk alone at night

  • 75 % Say they plan to stay for at least 5 years

  • 70 % Say there's holiday spirit

  • 67 % Say yards are well-kept

  • 67 % Say there are community events

  • 50 % Say kids play outside

  • 44 % Say neighbors are friendly

  • 38 % Say it's walkable to restaurants

  • 29 % Say there are sidewalks

  • 20 % Say streets are well-lit

  • 17 % Say it's walkable to grocery stores

Sourced by Trulia users. Learn more about our methodology.
  • CG
    "Great wildlife and cool summers. Hiking on trails, bike riding and concerts are a big plus for the area"
    0
    Flag
  • Katherine R.
    "Great seasonal sport getaway! Full resort amenities and club privileges."
    0
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 75 Bear Run

  • What is 75 Bear Run estimated to be worth?
    Trulia's estimated value for 75 Bear Run in Wintergreen Resort, VA is $618,500.
  • What is the price history for 75 Bear Run?
    75 Bear Run in Wintergreen Resort, VA last sold for $599,500 in April 2025.
  • Is Wintergreen Resort a buyer's or seller's market?
    Wintergreen Resort is currently a buyer's market, based on recent for-sale activity.
  • What do residents say about Wintergreen Resort?
    Residents describe Wintergreen Resort, VA as quiet, easy to park in, and dog-friendly. Most residents say you need a car. See recently sold homes in Wintergreen Resort, VA.
  • Does 75 Bear Run have air conditioning?
    Yes, 75 Bear Run in Wintergreen Resort, VA has air conditioning.
  • Does 75 Bear Run have a pool?
    Yes, 75 Bear Run in Wintergreen Resort, VA has a pool.

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