357 Chimney Cir, Middletown, VA 22645
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Property image
OFF MARKET

357 Chimney Cir
Middletown, VA 22645

  • 6 Beds
  • 4 Baths
  • 4,004 sqft

$657,000

Trulia Estimate
as of Aug 3, 2026
Est. Refi. Payment $3,655/mo*

$657,000

Trulia Estimate
as of Aug 3, 2026
Est. Refi. Payment $3,655/mo*
6 Beds
4 Baths
4,004 sqft

Local Information

  • Map ViewExplore the area around 357 Chimney Cir.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Living Area
4,004 sqft
Price/Sqft
$164
Parking
Attached Garage

About this House

Stunning Mountain-View Home on 2+ Acres with Finished Walk-Out Basement & Included Broadband

Enjoy breathtaking mountain views from this spacious and beautifully upgraded home situated on a private 2.14-acre lot. Offering an exceptional amount of finished living space across three levels, this property is ideal for a large family, multi-generational living, or a home-office or in-home business setup. Broadband internet service is included in the monthly rent, and the home is fully prewired and broadband-ready.

The main living level welcomes you with an open two-story foyer and features hardwood flooring throughout, a formal living and dining room, a convenient half bath, and a large family room with a cozy wood-burning fireplace. The gourmet kitchen is a standout, featuring stainless steel appliances, a center island, newly installed quartz countertops, a tile backsplash, breakfast bar, and a bright morning room with an eat-in nook.

The upper level offers three generously sized bedrooms, including two carpeted bedrooms and one with hardwood flooring, along with a full hall bath. The expansive primary suite features hardwood floors, a massive walk-in closet, and a luxurious en-suite bath with tile floors and walls, a frameless glass shower, and a corner garden tub.

The fully finished walk-out basement adds exceptional flexibility, with two additional bedroom spaces, a large carpeted recreation area, a kitchenette with wet bar, and a full bath perfect for an in-law suite, guest space, or private work area.

Additional features include a relatively new roof, two HVAC heat pump systems, a RainSoft water filtration and softener system, covered front porch, paved driveway, alarm system, and an invisible fence. The expansive lot provides privacy, space to enjoy the outdoors, and unbeatable views.

Pets are considered on a case-by-case basis. When approved, a non-refundable pet deposit, monthly pet rent, and maximum pet occupancy will apply.

This exceptional home combines comfort, functionality, and scenic beauty an outstanding rental opportunity in a serene mountain setting.

The owner provides broadband internet service as part of the rent. Renter's insurance highly encouraged. The tenant is required to subscribe to independent weekly trash pick-up service.
357 Chimney Cir, Middletown, VA 22645 is a 6 bedroom, 4 bathroom, 4,004 sqft single-family home. It last sold for $425,000 on Dec 2, 2019 (11,706% above the $3,600 asking price). More recently, it was listed as a rental in February 2026 with an asking price of $3,600 per month. That rental listing was removed on March 24, 2026. It is currently off market. The Trulia Estimate is $657,000, with a rent estimate of $3,861/month.

Home Details for 357 Chimney Cir

Interior Features

Heating & Cooling
Heating: Heat PumpAir ConditioningCooling System: Central AirHeating Fuel: Heat Pump
Appliances & Utilities
DishwasherDryerMicrowaveRefrigeratorWasher
Levels, Entrance, & Accessibility
Floors: Carpet, Hardwood, Tile

Property Information

Property Type / Style
Property Type: Single Family Home

Rental Terms, Policies & Fees

Lease Term: 1 YearAvailable: now

Exterior Features

Exterior Home Features
Lawn
Parking & Garage
Parking: Attached, On Site

Price History for 357 Chimney Cir

DatePriceEventSource
03/24/2026$3,600ListingRemovedZillow Rentals
02/19/2026$3,600Listed For RentZillow Rentals
02/19/2025$3,500ListingRemovedZillow Rentals
02/08/2025$3,500Listed For RentZillow Rentals
12/12/2023ListingRemovedN/A
11/19/2023ListingRemovedZillow Rentals
11/19/2023$3,300PriceChange
Zillow Rentals
11/16/2023$3,800Listed For RentZillow Rentals
09/20/2023$824,900Listed For SaleN/A
09/01/2023$729,000ListingRemovedBright MLS #VAFV2009808
06/24/2023$729,000PriceChange
Bright MLS #VAFV2009808
06/05/2023$739,000PriceChange
Bright MLS #VAFV2009808
04/13/2023$759,900PriceChange
Bright MLS #VAFV2009808
01/04/2023$774,900PriceChange
Bright MLS #VAFV2009808
10/21/2022$799,000Listed For SaleBright MLS #VAFV2009808
12/02/2019$425,000Sold
N/A
07/11/2019$435,000PriceChange
Agent Provided
06/10/2019$455,000PriceChange
Agent Provided
05/12/2019$465,000Listed For SaleAgent Provided
01/21/2019$425,000ListingRemovedN/A
10/23/2018$425,000Listed For SaleN/A
09/09/2016$350,000Sold
N/A
07/29/2016$359,900PendingAgent Provided
03/08/2016$359,900Listed For SaleAgent Provided
12/06/2012$288,000ListingRemovedAgent Provided
11/30/2012$280,000Sold
N/A
09/29/2006$472,000Sold
N/A

Market trends in Middletown

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
Sale-to-List Price
Price per sq ft
Available listings
16
3
MoM
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Property Tax and Assessment

Year2025
Tax$2,735
Assessment$569,660
Home facts updated by county records

Comparable Sales for 357 Chimney Cir

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
0.09
Single-Family Home
$815,000
07/30/26
6
5.5
5,633
0.19
Single-Family Home
$695,000
11/04/25
4
2.5
3,486
0.79
Single-Family Home
$670,000
07/03/26
4
3.5
3,540
0.35
Single-Family Home
$400,000
09/12/25
2
2
1,728
0.97
Single-Family Home
$625,000
11/14/25
3
2
2,338
1.47
Single-Family Home
$900,000
02/13/26
5
6
5,335
1.56
Single-Family Home
$359,900
07/30/26
3
2
1,560
1.94
Single-Family Home
$490,000
04/30/26
4
2.5
2,495
1.08
Single-Family Home
$150,000
12/22/25
1
1
1,905
2.11
Single-Family Home
$650,000
10/07/25
3
2.5
1,800

Nearby homes

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Assigned Schools

These are the assigned schools for 357 Chimney Cir.
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

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.
  • Pgd26kdm7j
    "Limited yard area for some houses. However I do see lots of people walking their dogs on the sidewalk or even down at the park. "
  • Gsneff58
    "Really good neighborhood to live close to front Royal and Winchester really good schools shopping and rural area"
  • Barbi121770
    "The commute into town is easy and not busy at all. The neighborhood I live in is wonderful I couldn’t ask for better neighbors. "

LGBTQ Local Legal Protections

Apartments for Rent

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Homes for sale near 357 Chimney Cir

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Off Market Homes Near 357 Chimney Cir

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