258 Douglas Dr
Middletown, VA 22645
4 Beds
3 Baths
3,214 sqft (on 7.17 acres)
4 Beds
3 Baths
3,214 sqft
(on 7.17 acres)
Local Information
- Map ViewExplore the area around 258 Douglas Dr.
- Schools1 Preschool School1 Elementary School1 Middle School1 High School
- Shop & Eat
-- mins to
Description
*JUST REDUCED* Tremendous Great Room Design * Visually Striking Innovative Utilization of Space * Seamless Merge of Indoors & Out * Alfresco Living Areas * Oversized Deck*Broad Sweeps of Hardwoods * Interior will take your breath away * Master Bedroom on first floor, shopping within 4 miles and golf within minutes makes this a perfect family home or retirement seekers dream
258 Douglas Dr, Middletown, VA 22645 is a 4 bedroom, 3 bathroom, 3,214 sqft single-family home built in 2005. It last sold for $630,000 on Sep 17, 2021. It is currently off market. The Trulia Estimate is $827,900, with a rent estimate of $3,387/month.
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 258 Douglas Dr
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Heating & Cooling Heating: Heat PumpAir ConditioningCooling System: OtherHeating Fuel: Heat Pump |
Levels, Entrance, & Accessibility Stories: 1.399999976158142Floors: Softwood, Carpet |
Interior Details Number of Rooms: 6 |
Fireplace & Spa Fireplace |
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Exterior Home Features Roof: CompositionExterior: Other, BrickFoundation Type: Stone |
Parking & Garage GarageParking: Garage Attached, None |
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Year Built Year Built: 2005 |
Property Type / Style Property Type: Single Family Home |
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Lot Area: 7.17 acres |
Price History for 258 Douglas Dr
| Date | Price | Event | Source |
|---|---|---|---|
| 09/17/2021 | $630,000 | Sold | Bright MLS #VAWR2000164 |
| 08/17/2021 | $649,900 | Contingent | Bright MLS #VAWR2000164 |
| 08/11/2021 | $649,900 | PriceChange | Bright MLS #VAWR2000164 |
| 07/01/2021 | $680,000 | Listed For Sale | Bright MLS #VAWR2000164 |
| 06/17/2021 | $699,900 | ListingRemoved | Bright MLS #VAWR143840 |
| 06/01/2021 | $699,900 | Listed For Sale | Bright MLS #VAWR143840 |
| 11/05/2010 | $430,000 | Sold | N/A |
| 09/05/2010 | $449,000 | PriceChange | Agent Provided |
| 07/16/2010 | $499,900 | PriceChange | Agent Provided |
| 06/05/2010 | $549,000 | PriceChange | Agent Provided |
| 04/22/2010 | $574,900 | PriceChange | Agent Provided |
| 03/14/2010 | $599,000 | Listed For Sale | Agent Provided |
| 04/06/2005 | $524,000 | Sold | N/A |
Market trends in Middletown
Last updated May 2026
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
13
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Property Tax and Assessment
| Year | 2025 |
|---|---|
| Tax | $4,213 |
| Assessment | $879,600 |
Home facts updated by county records
Comparable Sales for 258 Douglas Dr
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.26 | Single-Family Home | $620,000 | 07/21/25 | 4 | 2.5 | 2,416 | |
0.35 | Single-Family Home | $515,000 | 09/26/25 | 3 | 2.5 | 2,410 | |
0.82 | Single-Family Home | $620,000 | 05/05/26 | 5 | 3 | 3,076 | |
1.01 | Single-Family Home | $750,000 | 02/23/26 | 4 | 4 | 4,144 | |
0.97 | Single-Family Home | $645,000 | 08/29/25 | 3 | 2 | 2,401 | |
1.52 | Single-Family Home | $549,000 | 05/29/26 | 4 | 3.5 | 2,768 | |
1.64 | Single-Family Home | $584,933 | 03/05/26 | 4 | 3 | 2,312 | |
1.27 | Single-Family Home | $1,050,000 | 05/21/26 | 3 | 3,036 | ||
1.46 | Single-Family Home | $750,000 | 11/05/25 | 3 | 2 | 5,468 | |
1.57 | Single-Family Home | $565,000 | 09/24/25 | 5 | 3 | 2,790 |
Nearby homes
Get a sense of prices in the area by checking nearby homes.
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Assigned Schools
These are the assigned schools for 258 Douglas Dr.
- A.S. Rhodes Elementary School
- PK-5
- Public
- 265 Students
8/10GreatSchools RatingParent Rating AverageWell some teachers don’t answer the phone so I did go home the wrong thing one year and they can be rude and the like say do meting on dojo and song give a paper like for picture day so yeah and it’s very smallParent Review3y ago - Skyline High School
- 9-12
- Public
- 850 Students
5/10GreatSchools RatingParent Rating AverageI like how AP classes are year long still......Student Review8y ago - Skyline Middle School
- 6-8
- Public
- 537 Students
3/10GreatSchools RatingParent Rating AverageIn my years of this school it isn't a safe place sometimes with the threats we get every year but sometimes it's safe when we have teachers who take it serious, I had a friend who wanted to use the bathroom and she asked the sub and he told her if she asked again he would tie her to a chair and she didn't ask but the next day when our teacher came back she told her what the sub said and she told her she probably deserved it and my friend didn't come to school for a week after it.We get punishment for stuff that is stupid to give someone a punishment for but it's whatever.Student Review1mo ago 
Check out schools near 258 Douglas Dr.
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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Apartments for Rent
Homes for sale near 258 Douglas Dr
0.85 ACRESMorris & Co. Realty, LLC
0.48 ACRESWeichert Realtors - Blue Ribbon- NEWCOMING SOON 7/50.46 ACRESColdwell Banker Realty
21.78 ACRESPearson Smith Realty, LLC
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Off Market Homes Near 258 Douglas Dr
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SOLDJUN 17, 2026Keller Williams Realty/Lee Beaver & Assoc.- SOLDJUN 10, 2026
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