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Highlights

  • Covered front and rear porches
  • No smoking

Location

306 Highland Ave, Winchester, VA 22601, USA

Tour 306 Highland Ave

Contact

Olive Tree Property Group LLC

(540) 313-4166

Policies and fees

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About 306 Highland Ave

HomeHouses in Winchester 306 Highland Ave, Winchester, VA 22601, USA

3 bedrooms, 2 Full Bathrooms Colonial Style home with covered front and rear porches. Large fenced yard, with parking in the rear off the alleyway. Walking distance to downtown walking mall, shopping and restaurants! Great commuter location to Interstate 81, Route 7, & Route 50. No smoking Pets case by case.


Property highlights

We compared every listing in the surrounding area to determine which amenities are most common. If a building lacks an amenity that most others in the area have, it is a con. If a building has an amenity most others in the area do not, it is a pro. Similarly, price, schools, and size are calculated relative to the size, price, and distance to schools of the other properties nearby.

How 306 Highland Ave, Winchester, VA 22601, USA compares to other nearby properties.

Positives

Elementary school nearby
There is an elementary school 0.3 mile away
Less expensive
Some rentals at this address are cheaper than similar listings nearby
Middle school nearby
There is a middle school 1 mile away
Images available
There are at least 10 photos of this address

Address details

Zip code22601
TypeHouse for rent

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Rent trends in Winchester

3-bedroom apartments at 306 Highland Ave cost about 10% less than the average rent price for 3-bedroom apartments in Winchester.

Median rents as of Oct 18 2025.
Winchester
A table of 3-bedroom apartment rental data trends in Winchester
MonthMedian Rent
November 2023$1,900
December 2023$1,930
January 2024$2,000
February 2024$2,074
March 2024$2,133
April 2024$1,981
May 2024$2,023
June 2024$2,071
July 2024$2,000
August 2024$1,999
September 2024$1,997
October 2024$1,969
November 2024$1,998
December 2024$2,000
January 2025$2,000
February 2025$1,999
March 2025$2,039
April 2025$2,130
May 2025$2,005
June 2025$2,071
July 2025$2,103
August 2025$2,078
September 2025$2,100
October 2025$2,000

Affordability calculator

Can I afford to live at 306 Highland Ave?

Bedrooms

3 bedrooms

Rent-to-income ratio

30%

Slide to adjust the percentage of your monthly income you are willing to spend on rent.
The general rule of thumb is to spend around 30% or less of your income on rent.
Recommended income

$72,000/yr

With your selected rent-to-income ratio, you'd ideally want to make $72,000 annually to afford this 3-bedrooms monthly rent price of $1,800.
For more information on rent affordability, visit our rent calculator.

Rent history

The increase or decrease in monthly rent compared to the previous listing price.
Check out the past listing prices for monthly rent at 306 Highland Ave, Winchester, VA.
5 years ago$6251 bed1 bath

Schools near 306 Highland Ave

Virginia Avenue Charlotte Dehart Elementary School

550 virginia ave

winchester, VA, 22601

PK, K-4Public
B-
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Internet available near 306 Highland Ave

Getting around Winchester near 306 Highland Ave

Walking

6/10
Grab your reusable bags–many shops and stores are within walking distance.

Driving

8/10
This area is close to freeways and has adequate parking options.

Cycling

4/10
This is semi-bikeable, but you’ll need another way of getting around.

Transit

3/10
There are a few mass transit options within the area.

Points of interest for 306 Highland Ave, Winchester

Groceries

8/10
At least one supermarket within a 15-minute walk

Shopping

6/10
Several shops within a few minutes’ walk

Cafes

5/10
Some cafés within a few minutes’ walk

Restaurants

6/10
Some restaurants within a few minutes’ walk

Primary schools

7/10
At least one elementary school within a 15-minute walk

High schools

6/10
At least one high school within a 20-minute walk

Nightlife

4/10
Some bars within walking distance

Explore the area around 306 Highland Ave

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702 N Cameron St
Food Maxx
1107 Berryville Ave
Northside Mart Inc
823 N Loudoun St
MARTIN'S Food Market
400 Gateway Dr

Other units at this address

306 Highland Ave Winchester, VA

Occupied

B

1 Bed

1 Bath

$625

Listed by Katie Render
Days on market: 2050
**PLEASE READ: Pictures are not representative of the normal state of the house. I like to keep a clean home, but am currently undergoing renovations which makes it more difficult to keep clean. Renovations are near completion, and so spring cleaning shall begin soon!** I am looking for an additional roommate to join myself (23 y/o female) and my boyfriend (24 y/o male) in my 3 bed/2 bath house, walking distance from Old Town Winchester and a short drive away from the University. Utilities and internet are included in rent. The property can be accessed by a back alley and features parking for up to four cars in the back of the house with on-street parking in the front. There is a fenced in backyard and a large porch for relaxing during the summer months (plus, I built a pallet bar on the porch!) Renter must be pet friendly; I have two medium sized dogs! The room is ~10'by20' and has one large closet. The bathroom on the first floor can be your own private bathroom, or you can share the bathroom upstairs. No smoking in house and drug use is not permitted on the property! Lease will be month to month. The ideal roommate would be one who is of similar age as my boyfriend and I and doesn't mind the pups and is ok with the occasional social gathering of friends in the house.

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2 Bedroom apartment rentals in Winchester31 listings

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