Zumper
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Updated 23 Hours Ago

Highlights

  • Pet Friendly
  • Onsite parking
  • Private decks
  • Washer and dryer equipped in each unit
  • One- and two-bedroom units
  • Nearby walking trails
  • On-site trash and recycling

Location

17 Winchester Dr, Portland, ME 04103, USA|East Deering
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Contact

Management

Trillium Property Management Group

Leasing office

(207) 690-9838

Property Overview

Winchester Woods Apartments earns a strong overall impression with an 8.5 Zumper expert rating, supported by excellent scores for amenities, location, and value. Notable features include onsite parking, private decks, washer and dryer in each unit, one- and two-bedroom layouts, nearby walking trails, and on-site trash and recycling. It also stands out for having 21 photos, strong value per square foot, and outdoor spaces that contribute to its pet-friendly appeal.

This summary uses Zumper’s proprietary data. “Zumper Expert Ratings,” “Things you’ll love,” and “Great for” are based on our internal analyses of market trends and renter insights.

Zumper Expert Rating

7.9
Very Good
Winchester Woods Apartments is worth considering and a notable rental in the neighborhood. Residents prioritizing Amenities will find this property to be a solid option for their next home. It may not stand out for Quality, but it offers a satisfying, above-average quality of life.

Things you’ll love

  • Elementary school nearby
  • More space
  • Eco-friendly trash disposal

Great for

  • Pet owners

Floor plans

2BR/1.0BA2 bed1 bath907 sqft$2,415 /mo1 unit availableSituated in Portland, ME, this two-bedroom, one-bath apartment offers practical comfort and modern conveniences. The unit includes a stackable washer and dryer and opens onto a private deck. Building features include on-site parking and car charging ports, a security camera system, fire sprinkler protection, and an ERV clean air exchange system. Residents benefit from on-site trash and recycling, landscaping and snow removal services, and nearby walking trails for outdoor access. For inquiries regarding leasing please email us: **** For all immediate questions please call us: 207-690-9838.

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Amenities for Winchester Woods Apartments

Appliances

DishwasherIn-Unit Laundry
RefrigeratorStackable Washer and Dryer

Building

Cats OKDogs OK

Grounds

Assigned Parking

Services

LandscapingSnow Removal
Trash and RecyclingWater and Sewer
Units, floor plans, amenities, dimensions, details, availability, and prices may be approximate and subject to change. Please contact a community representative for more information.

Policies and fees

Applicants

Applicants

One-time.

Contact Property

REQUIRED FEES

Security Deposit

One-time. Refundable.

Contact Property

Parking Policy

Assigned Parking

Dog Policy

Allowed
Limit1

Cat Policy

Allowed
Limit1

Questions about this property’s policies and fees?

Building details

Property details

Units37
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About Winchester Woods Apartments

HomeApartments in PortlandEast Deering Winchester Woods Apartments

Winchester Woods is made up of four buildings with thoughtfully designed one- and two-bedroom apartments. Each home features spacious, open floor plans with modern finishes and stainless-steel appliances. Units: 1 and 2 bedroom units Work Force units available Maximum Income Limits (80% AMI) Your total gross annual household income (before taxes) cannot exceed the following limits set for the Portland metro area: 1-Person Household: Maximum of $74,800 2-Person Household: Maximum of $85,450 3-Person Household: Maximum of $96,150 4-Person Household: Maximum of $106,800 Community Features: Onsite parking Snow removal, lawn care, and trash removal included Heat/Cooling pumps ERV systems for clean air exchange Washer and dryer equipped in each unit Ai and 4k security camera system in place. Private decks Walking trails Professionally managed property by: Trillium Property Management Group For More Information: Email all leasing inquires to: **** or call us: 207-690-9838 What's in the area? Winchester Woods is located at 17 Winchester Dr in East Deering, Portland, ME. The surrounding area includes approximately 19 restaurants and cafes within 1 mile. Local parks Winchester Woods is located within 0.5 miles of Payson Park, and 0.8 miles of Loring Monument. The schools assigned to Winchester Woods include Ocean Avenue School, Presumpscot School, and East End Community School.


Zumper Expert Rating

Our expert rating is based on a weighted average score of property attributes that renters care about most: price, amenities, location, quality, and trust.
7.9
/10
Very Good
Winchester Woods Apartments is worth considering and a notable rental in the neighborhood. Residents prioritizing Amenities will find this property to be a solid option for their next home. It may not stand out for Quality, but it offers a satisfying, above-average quality of life.
How we rated Winchester Woods Apartments
Price·7A score that weighs the cost and location of the property, which we calculate by comparing rent prices of recent units to the median price of nearby rentals, adjusting for overall quality and features.
While the monthly rent is more than the median price per bedroom of nearby properties, Winchester Woods Apartments has other amenities and features that might compensate for the increased price. The higher monthly rent potentially reflects a higher quality of living that renters might find here, compared to other properties in the area.
Amenities·10A score based on the amenities offered at this property compared to other rentals in the area. We consider the quantity, quality, and popularity of features both on site and within the units.
Winchester Woods Apartments stands out as a premier property with an impressive array of amenities and an excellent standard of living. Residents here have access to many of the most popular and desired perks—pets allowed—making this one of the top choices for renters seeking unparalleled comfort and convenience.
Location·9A score based on proximity and ease of access to shops, restaurants, schools, and public transportation while considering the desirability of the area.
Winchester Woods Apartments is exceptional when it comes to location and conveniences. Communication with management or leasing staff is usually quick and easy and they often use advanced scheduling and communication tools to streamline the process. The location of this property offers easy access to popular points of interest in the area and options for getting around.
Quality·6A score based on what makes the property stand out, such as luxury features, unique offerings, age of the building, and our ability to verify the accuracy of these details.
While Winchester Woods Apartments does not have many hallmark characteristics to highlight, it has some qualities and features that will resonate with a broad range of renters.
Trustworthiness·8A score based on the accuracy, completeness, recency, and usefulness of the information provided by this property, so you can trust that what you see is what you get.
The level of transparency this property provides distinguishes it as a great rental. With a high attention to detail and desirable features, renters can be sure they will get an accurate picture of their potential new home.

Winchester Woods Apartments is great for:

Pet owners

  • Outdoor spaces are available at this property

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 Winchester Woods Apartments compares to other nearby properties.

Positives

Elementary school nearby
There is an elementary school 0.2 miles away
More space
The 2-bedroom is 907 sqft larger than other listings nearby
Eco-friendly trash disposal
This property has recycling pickup
Images Available
There are at least 10 photos of this property

Considerations

Distance from transit
More than 1.7 miles from public transportation

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Rent trends in East Deering

2-bedroom apartments at Winchester Woods Apartments cost about 0% more than the average rent price for 2-bedroom apartments in East Deering.

Median rents as of Oct 10 2026.
East Deering
Portland
A table of 2-bedroom apartment rental data trends in Portland
MonthMedian Rent
October 2024$2,000
November 2024$2,133
December 2024$2,244
January 2025$2,250
February 2025$2,164
March 2025$2,200
April 2025$2,141
May 2025$2,167
June 2025$2,004
July 2025$1,944
August 2025$2,095
September 2025$2,092
October 2025$2,083
November 2025$2,035
December 2025$2,251
January 2026$2,399
February 2026$2,260
March 2026$2,256
April 2026$2,407
May 2026$2,393
June 2026$2,342
July 2026$2,492
August 2026$2,594
September 2026$2,557
October 2026$2,480
A table of 2-bedroom apartment rental data trends in East Deering
MonthMedian Rent
January 2026$2,495
February 2026$2,495
March 2026$2,495
April 2026$2,495
September 2026$2,685
October 2026$2,408

Affordability calculator

Can I afford to live at 17 Winchester Dr?

Bedrooms

2 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

$96,600/yr

With your selected rent-to-income ratio, you'd ideally want to make $96,600 annually to afford this 2-bedrooms monthly rent price of $2,415.
For more information on rent affordability, visit our rent calculator.

Schools near Winchester Woods Apartments

Presumpscot School

69 presumpscot st

portland, ME, 4103

PK, K-5Public
B

C.K. Burns School

135 middle st

saco, ME, 4072

3-5Public
B

Young School

36 tasker st

saco, ME, 4072

K-2Public
B+

Saco Pre-K

5 willey rd

saco, ME, 4072

PKPublic

Governor John Fairfield School

75 beach st

saco, ME, 4072

K-2Public
B+
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Getting around Portland near 17 Winchester Dr

Walking

5/10
Some shops and stores are within a few minutes.

Driving

9/10
Commuting is easy with multiple accessible routes and plenty of parking.

Cycling

5/10
More spots are within biking distance and some roads are cyclist-friendly.

Transit

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

Points of interest for 17 Winchester Dr, Portland

Groceries

8/10
Wide variety of groceries within a few minutes' walk

Shopping

7/10
Wide variety of shops within a short drive, including some within walking distance

Cafes

8/10
Wide variety of cafés within a few minutes’ walk

Restaurants

8/10
Wide variety of restaurants within a short drive, including some within walking distance

Primary schools

8/10
At least one elementary school within a 10-minute walk

High schools

1/10
Closest high school further than a 30-minute walk

Nightlife

7/10
Wide variety of bars within a short drive, including some within walking distance

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