8049 Main St
Middletown, VA 22645
4 Beds
4 Baths
2,400 sqft (on 2 acres)
4 Beds
4 Baths
2,400 sqft
(on 2 acres)
Local Information
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Description
Perfect Bed and Breakfast Well kept home on 2 pristine acres on Main St in Historic Middletown (where I66 meets i81) Summer kitchen still has the fireplace, carriage/workshop, rear brick patio, garage, heat pump, steam boiler backed up w/oil, operational cistern, huge wrap arnd porch, fenced, l shaped in grnd pool. Zoned B1.
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources.
Home Highlights
Parking
Garage
Outdoor
No Info
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
Less than a day ago
Home Details for 8049 Main St
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Interior Details BasementNumber of Rooms: 8 |
Heating & Cooling Heating: Forced AirCooling System: OtherHeating Fuel: Forced Air |
Levels, Entrance, & Accessibility Stories: 2Floors: Hardwood |
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Exterior Home Features Roof: MetalExterior: WoodFoundation Type: Stone |
Parking & Garage GarageParking: Garage Detached, None |
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Year Built Year Built: 1921 |
Property Type / Style Property Type: Single Family Home |
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Units in Building: 1 |
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Lot Area: 2.00 acres |
Price History for 8049 Main St
| Date | Price | Event | Source |
|---|---|---|---|
| 07/19/2010 | $262,000 | Sold | N/A |
| 06/03/2010 | $246,900 | PriceChange | Agent Provided |
| 05/30/2010 | $0 | Listed For Sale | Agent Provided |
| 10/23/2009 | $649,000 | ListingRemoved | Agent Provided |
| 09/15/2008 | $649,000 | PriceChange | Agent Provided |
| 05/29/2008 | $698,523 | Listed For Sale | Agent Provided |
| 03/06/2006 | $599,000 | Sold | N/A |
Market trends in Middletown
Last updated May 2026
Avg. sale price
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Sale-to-List Price
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Price per sq ft
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Available listings
13
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Property Tax and Assessment
| Year | 2025 |
|---|---|
| Tax | $1,949 |
| Assessment | $405,955 |
Home facts updated by county records
Homeowner tools
Estimated monthly rent$2,669/mo
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Comparable Sales for 8049 Main St
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.06 | Single-Family Home | $479,999 | 12/17/25 | 4 | 3 | 2,114 | |
0.04 | Single-Family Home | $489,999 | 11/20/25 | 4 | 2.5 | 1,840 | |
0.05 | Single-Family Home | $491,999 | 06/25/25 | 4 | 2.5 | 1,840 | |
0.34 | Single-Family Home | $345,000 | 02/12/26 | 4 | 2 | 1,484 | |
0.07 | Single-Family Home | $479,999 | 12/16/25 | 3 | 2.5 | 1,986 | |
0.10 | Single-Family Home | $499,999 | 08/22/25 | 4 | 2.5 | 1,840 | |
0.10 | Single-Family Home | $449,999 | 10/17/25 | 3 | 2.5 | 1,840 | |
0.24 | Single-Family Home | $509,999 | 08/25/25 | 4 | 3 | 2,390 | |
0.08 | Single-Family Home | $574,999 | 06/30/25 | 3 | 3 | 2,323 | |
0.10 | Single-Family Home | $464,999 | 04/24/26 | 3 | 2.5 | 1,840 |
Nearby homes
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OFF MARKET
Assigned Schools
These are the assigned schools for 8049 Main St.
- Sherando High School
- 9-12
- Public
- 1634 Students
4/10GreatSchools RatingParent Rating AverageSherando High School and failed to adapt to the new modern era. It is an overwhelmingly small school that can keep pace with the growing population. Given the fact that is small town the teachers are family with certain students and because of that they overlook other students. Lack of encouragement and support is a huge factor in this review. Unless your grandparents went to this school, please be cautious.Parent Review1mo ago - Robert E. Aylor Middle School
- 6-8
- Public
- 861 Students
4/10GreatSchools RatingParent Rating AverageThis school is pretty good, it's a brand new school so the architecture alone is breathtaking, And I love how all the classrooms are designed for maximal sunlight. Though my child did report frequent fights, the results were usually disciplinary action for those involved. The curriculum is rigorous and parents are easily able to track their students education via applications, (assignments, homework, etc...). My child has reported time and time again that he likes his teachers, and that they aren't too stern but will correct you if necessary.Parent Review6mo ago - Middletown Elementary School
- PK-5
- Public
- 648 Students
4/10GreatSchools RatingParent Rating AverageWe love Middletown and moved to our neighborhood in part because of our children being able to go there. The principal is AMAZING and the teachers are so involved. They make it so easy to be involved and the kids have so much fun there.Parent Review2y ago 
Check out schools near 8049 Main St.
What Locals Say about Middletown
At least 18 Trulia users voted on each feature.
90 % Say yards are well-kept
89 % Say parking is easy
86 % Say there's holiday spirit
78 % Say car is needed
67 % Say it's quiet
67 % Say they plan to stay for at least 5 years
65 % Say kids play outside
61 % Say it's dog friendly
60 % Say there are sidewalks
55 % Say people would walk alone at night
50 % Say streets are well-lit
48 % Say it's walkable to restaurants
43 % Say there's wildlife
38 % Say neighbors are friendly
35 % Say there are community events
26 % Say it's walkable to grocery stores
Sourced by Trulia users. Learn more about our methodology.
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Off Market Homes Near 8049 Main St
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SOLDMAY 29, 2026Samson Properties
SOLDMAY 29, 2026Berkshire Hathaway HomeServices PenFed Realty
SOLDMAY 27, 2026Oakcrest Commercial LLC.
SOLDMAY 26, 2026
SOLDMAY 22, 2026Realty ONE Group Old Towne- See more homes for sale inMiddletown
8049 Main St, Middletown, VA 22645 is a 4 bedroom, 4 bathroom, 2,400 sqft single-family home built in 1921. This property is not currently available for sale. 8049 Main St was last sold on Jul 19, 2010 for $262,000. The current Trulia Estimate for 8049 Main St is $549,800.