Single family or multi-family with an approved, attached apartment - directly across from the famous Wayside Theater! This is a rare opportunity to own prime real estate in Middletown on a beautiful, large lot. Nestled in the heart of Middletown and just minutes from I-81, this exceptional 1920s home blends timeless character with modern updates. From the inviting front porch to the welcoming foyer with its stunning staircase, you'll immediately appreciate the home's classic charm. Beautiful wood floors, exposed brick, and multiple decorative fireplaces add warmth and character throughout. The updated kitchen features modern cabinetry, a center island, and ample space for gathering. Two main-level bedrooms each offer private en-suite baths, providing flexible living arrangements. Upstairs, the spacious primary suite includes a walk-in closet and attached bath, along with two additional bedrooms that share a hall bath. A unique highlight of this property is the attached second living unit located at the rear of the home. Complete with two bedrooms, two-and-a-half baths, a full kitchen, and living room, this space offers endless possibilities. It can serve as an in-law suite, guest quarters, or be seamlessly incorporated into the main residence to significantly expand the home's living space. The property also includes a detached two-car garage with additional storage, a storage shed, abundant parking, and plenty of outdoor space to enjoy. This one-of-a-kind property offers historic charm, flexible living options, and an unbeatable location.
For sale
$649,000
7760 Main St, Middletown, VA 22645
7beds
4,200sqft
Single Family Residence
Built in 1921
0.62 Acres Lot
$621,000 Zestimate®
$155/sqft
$-- HOA
What's special
Multiple decorative fireplacesLarge lotStorage shedAbundant parkingInviting front porchCenter islandExposed brick
- 5 days |
- 160 |
- 7 |
Zillow last checked:
Listing updated:
Listed by:
Lori Fountain Bales 540-974-1542,
Keller Williams Realty 7036690099,
Listing Team: The Bales Team
Source: Bright MLS,MLS#: VAFV2043696
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 7
- Bathrooms: 7
- Full bathrooms: 5
- 1/2 bathrooms: 2
- Main level bathrooms: 4
- Main level bedrooms: 2
Rooms
- Room types: Living Room, Dining Room, Primary Bedroom, Bedroom 2, Bedroom 3, Bedroom 4, Bedroom 5, Kitchen, Den, Foyer, In-Law/auPair/Suite, Laundry, Bedroom 6, Bathroom 2, Bathroom 3, Primary Bathroom, Full Bath, Half Bath
Primary bedroom
- Level: Main
Bedroom 2
- Level: Main
Bedroom 3
- Level: Upper
Bedroom 4
- Level: Upper
Bedroom 5
- Level: Upper
Bedroom 6
- Level: Upper
Primary bathroom
- Level: Main
Bathroom 2
- Level: Main
Bathroom 3
- Level: Upper
Den
- Level: Main
Dining room
- Level: Main
Foyer
- Level: Main
Other
- Level: Upper
Other
- Level: Upper
Half bath
- Level: Main
Half bath
- Level: Main
Other
- Level: Upper
Kitchen
- Level: Main
Laundry
- Level: Main
Living room
- Level: Main
Heating
- Forced Air, Hot Water, Natural Gas
Cooling
- Ceiling Fan(s), Window Unit(s), Electric
Appliances
- Included: Microwave, Dryer, Dishwasher, Washer, Disposal, Refrigerator, Ice Maker, Oven/Range - Electric, Gas Water Heater
- Laundry: Laundry Room
Features
- 2nd Kitchen, Dining Area, Entry Level Bedroom, Floor Plan - Traditional, Kitchen - Country, Kitchen - Table Space, Primary Bath(s), Ceiling Fan(s), Dry Wall
- Flooring: Ceramic Tile, Hardwood, Wood
- Basement: Dirt Floor,Interior Entry,Unfinished
- Has fireplace: No
Interior area
- Total structure area: 4,200
- Total interior livable area: 4,200 sqft
- Finished area above ground: 4,200
- Finished area below ground: 0
Property
Parking
- Total spaces: 6
- Parking features: Garage Faces Side, Detached, Driveway
- Garage spaces: 2
- Uncovered spaces: 4
Accessibility
- Accessibility features: 2+ Access Exits, Entry Slope <1', Accessible Approach with Ramp
Features
- Levels: Two
- Stories: 2
- Patio & porch: Deck, Porch
- Exterior features: Storage
- Pool features: None
- Has view: Yes
- View description: Mountain(s)
Lot
- Size: 0.62 Acres
- Features: Level, Near National Park
Details
- Additional structures: Above Grade, Below Grade, Outbuilding
- Parcel number: 91B1B10
- Zoning: B-1
- Special conditions: Standard
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Colonial,Traditional
- Property subtype: Single Family Residence
Materials
- Vinyl Siding
- Foundation: Stone
- Roof: Metal
Condition
- New construction: No
- Year built: 1921
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
Community & HOA
Community
- Subdivision: Middletown
HOA
- Has HOA: No
Location
- Region: Middletown
Financial & listing details
- Price per square foot: $155/sqft
- Tax assessed value: $537,600
- Annual tax amount: $3,118
- Date on market: 8/14/2026
- Listing agreement: Exclusive Right To Sell
- Ownership: Fee Simple
- Road surface type: Paved
Estimated market value
Zestimate®
$621,000
Estimated sales range
$590,000 - $652,000
Rent Zestimate®
$3,882/mo
Price history
| Date | Event | Price |
|---|---|---|
| 8/14/2026 | Listed for sale | $649,000+33.6%$155/sqft |
Source: | ||
| 6/12/2023 | Sold | $485,906-2.6%$116/sqft |
Source: Public Record Report a problem | ||
| 1/18/2022 | Sold | $499,000$119/sqft |
Source: | ||
| 12/16/2021 | Contingent | $499,000$119/sqft |
Source: | ||
| 11/12/2021 | Listed for sale | $499,000$119/sqft |
Source: | ||
| 11/12/2021 | Listing removed | $499,000$119/sqft |
Source: | ||
| 7/22/2021 | Listed for sale | $499,000+82.2%$119/sqft |
Source: | ||
| 7/16/2020 | Listing removed | $2,000 |
Source: Morris & Co. Realty, LLC #VAFV158076 Report a problem | ||
| 6/17/2020 | Price change | $2,000+5.3% |
Source: Morris & Co. Realty, LLC #VAFV158076 Report a problem | ||
| 2/19/2020 | Listed for rent | $1,900+81% |
Source: Morris & Co. Realty, LLC #VAFV155808 Report a problem | ||
| 1/21/2019 | Listing removed | $1,050 |
Source: Morris & Co. Realty, LLC #VAFV127690 Report a problem | ||
| 1/5/2019 | Listed for rent | $1,050 |
Source: Morris & Co. Realty, LLC #VAFV127690 Report a problem | ||
| 12/11/2013 | Sold | $273,800+188.2%$65/sqft |
Source: Public Record Report a problem | ||
| 10/1/1999 | Sold | $95,000$23/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $2,580 +15.4% | $537,600 +22.6% |
| 2024 | $2,237 | $438,600 |
| 2023 | $2,237 +98% | $438,600 +18.4% |
| 2022 | $1,130 | $370,400 |
| 2021 | $1,130 -46.2% | $370,400 +7.6% |
| 2020 | $2,100 -50% | $344,200 |
| 2019 | $4,199 | $344,200 +8.4% |
| 2018 | -- | $317,600 |
| 2017 | $1,906 +10.2% | $317,600 +10.2% |
| 2016 | $1,729 +7.1% | $288,200 |
| 2015 | $1,614 +99.8% | $288,200 +5.3% |
| 2014 | $808 | $273,800 |
| 2013 | -- | $273,800 -0.9% |
| 2012 | -- | $276,200 |
| 2011 | -- | $276,200 -17% |
| 2010 | -- | $332,700 |
| 2009 | -- | $332,700 +20.3% |
| 2008 | -- | $276,600 |
| 2007 | -- | $276,600 +18.7% |
| 2006 | -- | $233,000 |
| 2005 | -- | $233,000 +106.7% |
| 2003 | -- | $112,700 |
| 2002 | -- | $112,700 +8.3% |
| 2001 | -- | $104,100 |
Find assessor info on the county website
Monthly payment
Est. payment
Payment breakdown
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Neighborhood: 22645
Nearby schools
GreatSchools rating
- 4/10Middletown Elementary SchoolGrades: PK-5Distance: 1.1 mi
- 4/10Robert E. Aylor Middle SchoolGrades: 6-8Distance: 6.8 mi
- 4/10Sherando High SchoolGrades: 9-12Distance: 5.4 mi
Schools provided by the listing agent
- Elementary: Middletown
- Middle: Robert E. Aylor
- High: Sherando
- District: Frederick County Public Schools
Source: Bright MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
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