Favorites
877-652-5991
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Monthly Rent
$2,295 - $2,572
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Bedrooms
2 bd
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Bathrooms
1 ba
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Square Feet
907 sq ft
Winchester Woods
Favorites
Welcome to Winchester Woods Located within the desirable neighborhoods of East Deering, this beautiful area sits just outside of Downtown Portland. Winchester Woods is located less than a mile from Portland's multi-published and world renowned food scene, as well as grocery, retail, and Back Bay, which boasts a 3 1/2 mile walking loop around the bay. Family-friendly Payson Park, Portland trails, and access to I-295 are almost right around the corner. USM and UNE Portland campuses are also close by for anyone attending or seeking to attend classes. Winchester Woods is comprised of 4 buildings with one and two-bedroom units that feature spacious and open floor plans with modern fixtures, stainless steel appliances. Some added features include onsite parking, snow removal, lawn care, trash removal and maintenance with a 24/7 emergency response team. professionally managed, this properly has everything an apartment could have. Residents are respon sible for electricity (including heating /cooling and hot water), internet/cable. Some highlights of the location Each unit is equipped with heat pumps for unequalled year-round comfort. Efficient stainless-steel appliances Luxury vinyl plank flooring Carpets in the bedrooms What is included in the monthly rent? Parking Cold Water Lawn Care Snow Removal What utilities am I respon sible for as a Resident? Hot Water (electric) Cable/internet/phone Electric. Heat & Air Conditioning Supplied by energy efficient heat pumps monthly utility reimbursement charge of $18
Pricing & Floor Plans
Two Bedroom
$2,295 – $2,572
2 Beds
1 Bath
907 Sq Ft
Two Bedroom
$2,295 – $2,572
2 Beds
1 Bath
907 Sq Ft
* Price shown is base rent. Excludes user-selected optional fees and variable or usage-based fees and required charges due at or prior to move-in or at move-out.View Fees and Policies for details.
Price, availability, fees, and any applicable rent special are subject to change without notice.
* Square footage definitions vary. Displayed square footage is approximate.
Fees and Policies
The fees listed below are community-provided and may exclude utilities or add-ons. All payments are made directly to the property and are non-refundable unless otherwise specified.
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One-Time Basics
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Due at Application
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Application Fee Per ApplicantCharged per applicant.$0
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Due at Move-In
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Administrative FeeCharged per unit.$300
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Due at Application
Property Fee Disclaimer: Based on community-supplied data and independent market research. Subject to change without notice. May exclude fees for mandatory or optional services and usage-based utilities.
Details
Lease Options
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12 mo
Property Information
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Built in 2023
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48 units/3 stories
Matterport 3D Tours
About Winchester Woods
Welcome to Winchester Woods Located within the desirable neighborhoods of East Deering, this beautiful area sits just outside of Downtown Portland. Winchester Woods is located less than a mile from Portland's multi-published and world renowned food scene, as well as grocery, retail, and Back Bay, which boasts a 3 1/2 mile walking loop around the bay. Family-friendly Payson Park, Portland trails, and access to I-295 are almost right around the corner. USM and UNE Portland campuses are also close by for anyone attending or seeking to attend classes. Winchester Woods is comprised of 4 buildings with one and two-bedroom units that feature spacious and open floor plans with modern fixtures, stainless steel appliances. Some added features include onsite parking, snow removal, lawn care, trash removal and maintenance with a 24/7 emergency response team. professionally managed, this properly has everything an apartment could have. Residents are respon sible for electricity (including heating /cooling and hot water), internet/cable. Some highlights of the location Each unit is equipped with heat pumps for unequalled year-round comfort. Efficient stainless-steel appliances Luxury vinyl plank flooring Carpets in the bedrooms What is included in the monthly rent? Parking Cold Water Lawn Care Snow Removal What utilities am I respon sible for as a Resident? Hot Water (electric) Cable/internet/phone Electric. Heat & Air Conditioning Supplied by energy efficient heat pumps monthly utility reimbursement charge of $18
Winchester Woods is an apartment community located in Cumberland County and the 04103 ZIP Code. This area is served by the Portland Public Schools attendance zone.
Contact
Language:
English
Open By Appointment Today
Community Amenities
- Walking/Biking Trails
Apartment Features
Air Conditioning
Refrigerator
Tub/Shower
Stainless Steel Appliances
- Air Conditioning
- Heating
- Tub/Shower
- Stainless Steel Appliances
- Kitchen
- Oven
- Range
- Refrigerator
- Instant Hot Water
- Carpet
- Lawn
41 Winchester Dr,
Portland,
ME
04103
Portland is Maine's most populous city, and it carries that distinction with quiet confidence rather than sprawl—its walkable peninsula packs neighborhoods, a working waterfront, and postcard views of Casco Bay into just 22 square miles. The economy draws on healthcare, the service sector, and a port that ranks among the busiest by tonnage in New England. The University of Southern Maine anchors an educational presence in the city, and the Portland Museum of Art, designed by I.M. Pei and founded in 1882, gives the Congress Street Arts District a genuine cultural anchor. Portland's official seal features a phoenix rising from flames, a nod to the city's repeated rebuilding after devastating fires—resilience that still feels present in its architecture and character.
Neighborhoods here read like distinct chapters.
Learn more about living in Portland
Average Prices by Area
Compare neighborhood and city base rent averages by bedroom.
| East Deering | Portland, ME | |
|---|---|---|
| Studio | $995 | $1,588 |
| 1 Bedroom | $1,879 | $1,858 |
| 2 Bedrooms | $1,955 | $2,114 |
| 3 Bedrooms | - | $2,197 |
Amenities
- Walking/Biking Trails
- Air Conditioning
- Heating
- Tub/Shower
- Stainless Steel Appliances
- Kitchen
- Oven
- Range
- Refrigerator
- Instant Hot Water
- Carpet
- Lawn
Office Hours
877-652-5991
| Monday | By Appointment |
|---|---|
| Tuesday | By Appointment |
| Wednesday | By Appointment |
| Thursday | By Appointment |
| Friday | By Appointment |
| Saturday | By Appointment |
| Sunday | By Appointment |
Education
| Colleges & Universities | Distance | ||
|---|---|---|---|
| Colleges & Universities | Distance | ||
| Drive: | 4 min | 2.2 mi | |
| Drive: | 12 min | 6.2 mi | |
| Drive: | 22 min | 12.6 mi | |
| Drive: | 37 min | 19.6 mi |
Winchester Woods is within 4 minutes or 2.2 miles from Univ. Southern Maine,Portland. It is also near Southern Maine Comm. Coll. and Univ. Southern Maine, Gorham.
Schools
Public Elementary School
Grades PK-5
230 Students
Attendance Zone
Public Middle School
Grades 6-8
435 Students
Nearby
Public High School
Grades 9-12
355 Students
Nearby
Private Middle & High School
Grades 6-12
34 Students
Nearby
School data provided by
The GreatSchools Rating helps parents compare schools within a state based on a variety of school quality indicators and provides a helpful picture of how effectively each school serves all of its students. Ratings are on a scale of 1 (below average) to 10 (above average) and can include test scores, college readiness, academic progress, advanced courses, equity, discipline and attendance data. We also advise parents to visit schools, consider other information on school performance and programs, and consider family needs as part of the school selection process.
View GreatSchools Rating Methodology
Data provided by GreatSchools.org © 2026. All rights reserved.
The GreatSchools Rating helps parents compare schools within a state based on a variety of school quality indicators and provides a helpful picture of how effectively each school serves all of its students. Ratings are on a scale of 1 (below average) to 10 (above average) and can include test scores, college readiness, academic progress, advanced courses, equity, discipline and attendance data. We also advise parents to visit schools, consider other information on school performance and programs, and consider family needs as part of the school selection process.
View GreatSchools Rating Methodology
Data provided by GreatSchools.org © 2026. All rights reserved.
Getting Around
What do Walkability, Transit, Drivability, and Bikeability mean?
Walkability measures the walking distance to day-to-day needs.
Transit measures access to public transportation.
Drivability measures congestion, parking availability, and access to major roads.
Bikeability measures the suitability for cycling.
How It Works
Moderately Walkable
Walkability
60
/ 100
Limited Public Transit
Transit
30
/ 100
Exceptionally Drivable
Drivability
90
/ 100
Fairly Bikeable
Bikeability
50
/ 100
Scores provided by
What do Walkability, Transit, Drivability, and Bikeability mean?
Walkability measures the walking distance to day-to-day needs.
Transit measures access to public transportation.
Drivability measures congestion, parking availability, and access to major roads.
Bikeability measures the suitability for cycling.
How It Works
Active
Soundscore™
74
/ 100
Traffic
ActiveAirport
CalmBusinesses
CalmScores provided by
HowLoud What is a Sound Score Rating? A Sound Score Rating aggregates noise caused by vehicle traffic, airplane traffic and local sources. How It WorksWinchester Woods Photos
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Winchester Woods
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1BD, 1BA Unit
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Primary Photo
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1BD, 1BA - Living Room/Dining Room
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1BD, 1BA - Living Room
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1BD, 1BA - Kitchen
Does Winchester Woods have in-unit laundry?
Winchester Woods does not offer in-unit laundry or shared facilities. Please contact the property to learn about nearby laundry options.
What utilities are included in rent at Winchester Woods?
Utilities are not included in rent. Residents should plan to set up and pay for all services separately.
Is parking available at Winchester Woods?
Contact this property for parking details.
Which floor plans are available, and what are the price ranges?
Winchester Woods has two-bedrooms apartments renting for $2,295/mo.
Is Winchester Woods pet-friendly?
Winchester Woods does not allow pets, though service animals are always welcome in accordance with applicable laws.
How much income do I need to rent at Winchester Woods?
A good rule of thumb is to spend no more than 30% of your gross income on rent. Based on the lowest available rent of $2,295 for a two-bedrooms, you would need to earn about $91,800 per year to qualify. Want to double-check your budget? Calculate how much rent you can afford with our Rent Affordability Calculator.
Does Winchester Woods have move-in specials?
Winchester Woods is not currently offering any rent specials. Check back soon, as promotions change frequently.
Does Winchester Woods offer Matterport 3D tours?
Yes! Winchester Woods offers 2 Matterport 3D Tours. Explore different floor plans and see unit level details, all without leaving home.
What Are Walk Score®, Transit Score®, and Bike Score® Ratings?
Walk Score® measures the walkability of any address. Transit Score® measures access to public transit. Bike Score® measures the bikeability of any address.
What is a Sound Score Rating?
A Sound Score Rating aggregates noise caused by vehicle traffic, airplane traffic and local sources.
41 Winchester Dr
Portland, ME 04103
Property Manager Responded