Is a car needed in Windham, ME?

As of early 2026, 96% of users say car is needed

Is parking easy in Windham, ME?

As of early 2026, 91% of users say parking is easy

Are yards well-kept in Windham, ME?

As of early 2026, 85% of users say yards are well-kept

Is there wildlife in Windham, ME?

As of early 2026, 80% of users say there's wildlife

Does Windham, ME show holiday spirit?

As of early 2026, 79% of users say there's holiday spirit

Would people walk alone at night in Windham, ME?

As of early 2026, 78% of users say people would walk alone at night

Is Windham, ME quiet?

As of early 2026, 67% of users say it's quiet

Do residents of Windham, ME plan to stay at least 5 years?

As of early 2026, 67% of users say they plan to stay for at least 5 years

Is Windham, ME dog-friendly?

As of early 2026, 67% of users say it's dog friendly

Are neighbors friendly in Windham, ME?

As of early 2026, 66% of users say neighbors are friendly

Do kids play outside in Windham, ME?

As of early 2026, 66% of users say kids play outside

Are there community events in Windham, ME?

As of early 2026, 31% of users say there are community events

Does Windham, ME have sidewalks?

As of early 2026, 28% of users say there are sidewalks

Is Windham, ME walkable to restaurants?

As of early 2026, 28% of users say it's walkable to restaurants

Are the streets well-lit in Windham, ME?

As of early 2026, 17% of users say streets are well-lit

Is Windham, ME walkable to grocery stores?

As of early 2026, 13% of users say it's walkable to grocery stores

FOR SALE

3.1 ACRES

305 Gray Road
Windham, ME 04062

5 Beds
2 Baths
2,710 sqft (on 3.10 acres)

$649,000

5 Beds

2 Baths

2,710 sqft

(on 3.10 acres)

Local Information

-- mins to

Commute Destination

Last check for updates: about 16 hours ago

Listing courtesy of The Maine Real Estate Experience

Source: Maine Listings, MLS#1658345

Also Listed on Maine Listings.

Description

Gorgeous Duplex in Windham Offering Strong Rental Income! This well maintained property features long-term tenants. Rich in character, the home showcases beautiful exposed beams and warm wood features throughout, blending charm with functionality. Recent updates include a new roof, new back deck and stairs, and an oversized shed that conveys with the property for additional storage, currently utilized by tenants. Each unit offers private entrances and separate driveways. The first unit features a convenient single level layout with 2 bedrooms and 1 bath, while the second unit offers a spacious 3 bedrooms and 1 bath with a unique split level design. Situated on 3 private acres, this property is conveniently located and provides an easy commute to Portland. Whether you're searching for your forever home with income potential or your next strong addition to your investment portfolio, this opportunity checks all the boxes.
Please allow 24-hour notice for showings.

Home Highlights

Parking

No Info

Outdoor

No Info

A/C

Heating only

HOA

None

Price/Sqft

$239

Listed

19 days ago

Home Details for 305 Gray Road

Active Status
MLS Status: Active

Interior Features
Interior Details Basement: Exterior Entry
Beds & Baths Number of Bedrooms: 5Number of Bathrooms: 2Number of Bathrooms (full): 2
Dimensions and Layout Living Area: 2710 Square Feet
Heating & Cooling Heating: Hot WaterNo CoolingAir Conditioning: NoneHas HeatingHeating Fuel: Hot Water
Gas & Electric Electric: Circuit Breakers
Windows, Doors, Floors & Walls Flooring: Wood, Softwood
Levels, Entrance, & Accessibility Floors: Wood, Softwood

Exterior Features
Exterior Home Features Roof: ShingleNo Private Pool
Parking & Garage No CarportNo GarageNo Attached Garage
Frontage Not on Waterfront
Water & Sewer Sewer: Private Sewer
Finished Area Finished Area (above surface): 2710 Square Feet

Days on Market
Days on Market: 19

Property Information
Year Built Year Built: 1805
Property Type / Style Property Type: Residential IncomeProperty Subtype: Multi FamilyStructure Type: DuplexArchitecture: New Englander

Price & Status
Price List Price: $649,000Price Per Sqft: $239

Location
Direction & Address City: Windham

Agent Information
Listing Agent Listing ID: 1658345

Building
Building Area Building Area: 2710 Square Feet

Lot Information
Lot Area: 3.1 Acres

Miscellaneous
BasementMls Number: 1658345Above Grade Unfinished Area: 2710

Price History for 305 Gray Road

Date	Price	Event	Source
04/18/2026	$649,000	Listed For Sale	Maine Listings #1658345

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Property Tax and Assessment

Year	2024
Tax	$6,455
Assessment	$562,800

Home facts updated by county records

Comparable Sales for 305 Gray Road

Address	Distance	Property Type	Sold Price	Sold Date	Bed	Bath	Sqft
290 Gray Road, Windham, ME	0.25	Multi-Family Home	$525,000	08/08/25	6	2	1,960
389 Gray Road, Windham, ME	0.94	Multi-Family Home	$525,000	04/30/26	5	3	2,916
28 Kayla Way, Gorham, ME	3.03	Multi-Family Home	$590,000	08/29/25	4	3	2,229
10 Land Of Nod Road, Windham, ME	2.85	Multi-Family Home	$551,000	03/25/26	4	2	1,248
771 Gray Road, Gorham, ME	2.64	Multi-Family Home	$800,000	05/01/26	10	6	4,673
8 Cornerbrook Circle, Windham, ME	3.41	Multi-Family Home	$496,000	06/12/25	4	2	2,165
5 Sandbar Road, Windham, ME	4.68	Multi-Family Home	$560,000	04/10/26	5	3	2,031
433 Duck Pond Road, Westbrook, ME	4.82	Multi-Family Home	$650,000	08/15/25	4	2	2,462

Assigned Schools

These are the assigned schools for 305 Gray Road.

View nearby schools on GreatSchools

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 Windham

At least 40 Trulia users voted on each feature.

96 % Say car is needed
91 % Say parking is easy
85 % Say yards are well-kept
80 % Say there's wildlife
79 % Say there's holiday spirit
78 % Say people would walk alone at night
67 % Say it's quiet
67 % Say they plan to stay for at least 5 years
67 % Say it's dog friendly
66 % Say neighbors are friendly
66 % Say kids play outside
31 % Say there are community events
28 % Say there are sidewalks
28 % Say it's walkable to restaurants
17 % Say streets are well-lit
13 % Say it's walkable to grocery stores

Learn more about our methodology.

Charliestandishjr
Resident
1mo ago
"There are lots of dogs in the neighborhood . Everyone’s welcome and pets are always welcomed here. And everyone picks up their dogs pop"
0
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Charliestandishjr
Resident
4mo ago
"It’s a good place to live . I feel safe in my neighborhood. My neighbors are all friendly .They’re is enough stores in town that I don’t have to go to Portland "
0
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Charliestandishjr
Resident
1y ago
"I love living here. It’s safe and nice to look at.Dead end street no through traffic. "
0
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Geri Post
Resident
1y ago
"My wonderful neighbors very helpful. Look out for each other and consider ourselves family quiet neighborhood and nice area surrounding trees and a pool"
0
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Jeannine M.
Resident
4y ago
"Great area for kids and easy to get to Portland for nightlife or the Mountains for skiing. There's farmer's markets and maple sugar farms, and many deer. If you have kids this is a great place to live where they can ride bikes or play in the lake. "
1
Flag
Jess I.
Resident
7y ago
"Many of the people in my neighborhood enjoy the outdoors. We live on the Presumscot River so we have all kinds of wildlife, many enjoy water sports like kayaking, paddle boarding, boating, fishing, and you see them out and about. We also have close access to the Mt. Division trail which is great for everyone, including Fido, as long as they are on a leash. There are farmers markets, lots of shopping, restaurants and sea coast fun park. Just go 5miles up the road. Or the Highschool has sports fields, an outdoor track, a rock climbing wall inside through adult Ed I think? Windham is a great place to be."
0
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Katie
Resident
7y ago
"no public transport. good areas and bad. dog friendly. side roads do not get taking care of well in winter months . nice trails for walking. not a very well known going out town most people still travel to portland for drinks with friends dancing ect. "
13
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Lizmc200
Resident
7y ago
"I love everything about Windham. The people are great and the town has everything you need in it. "
0
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Laura C.
Resident
7y ago
"One way in and one way out. Not a lot of traffic or random drive throughs. Quiet, nice neighborhood with lots of friendly faces."
2
Flag
Jennilee M.
Resident
7y ago
"Quiet and friendly, I love this neighborhood. There are Lots of kids around with pets in the area. Everyone looks out for one another "
1
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zmbailey
11y ago
"If you don't have a car, do not move here. Air is relatively clean though."
0
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Julie L. D.
12y ago
"I live two streets from Carmichael and love living so close to the lakes and less than twenty minutes to Portland! The schools are within a 5-7 minute drive and shopping is less than three miles down the road. You can avoid the traffic by taking the backroads, that lead into outer Washington Ave or travel down the road to enter the Maine Turnpike just down the street in Gray. I love listening to the loons on the lake, early Spring into the Fall, and it is always fun to watch the fireworks show on the lake July 4th, put on by neighbors all around the lake! With the snowmobile trails so close by, I can hop on my sled, ice fishing, ice skate, or boat all outside my front door! This is a great area to retire, or raise a family"
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The Maine Real Estate Experience

Listing data is derived in whole or in part from Maine Real Estate Information System, Inc. (d/b/a Maine Listings) and is for consumers' personal, noncommercial use only. Dimensions are approximate and not guaranteed. All data should be independently verified. © 2026 Maine Real Estate Information System, Inc. All Rights Reserved. Equal Housing Opportunity.
Zillow Inc. 415 Congress St #202 Portland, ME 04101 (207) 220-3782

305 Gray Road, Windham, ME 04062 is a 5 bedroom, 2 bathroom, 2,710 sqft multi-family built in 1805. This property is currently available for sale and was listed by Maine Listings on Apr 18, 2026. The MLS # for this home is MLS# 1658345.

305 Gray Road
Windham, ME 04062

$649,000

$649,000

Local Information