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

NEW - 2 DAYS AGO

PENDING

NEW CONSTRUCTION

QUICK MOVE-IN

29 Daybreak Ln
Windham, ME 04062

2 Beds
2 Baths
1,280 sqft

$669,000

Est. Mortgage $3,466/mo*

Get Pre-Qualified

$669,000

Est. Mortgage $3,466/mo*

Get Pre-Qualified

2 Beds

2 Baths

1,280 sqft

Local Information

-- mins to

Commute Destination

Description

Last YORK Remaining! 2 Bed/2 Bath, 1280 sq ft, private side patio, rear yard space! Move in this Summer! Welcome to The Cove at Highland Lake! The first of its kind Gated 55+ Lakefront Community nestled on the pristine shores of Highland Lake.

Contact this Building

Property Website

Home Highlights

Parking

1 Car Garage

Outdoor

Patio

A/C

Heating & Cooling

HOA

None

Price/Sqft

$523

Listed

2 days ago

Home Details for 29 Daybreak Ln

Interior Features
Heating & Cooling Heating: Propane, Forced AirAir ConditioningCooling System: Central AirHeating Fuel: Propane
Levels, Entrance, & Accessibility Stories: 1
Appliances & Utilities DishwasherDryerMicrowaveRefrigeratorWasher
Fireplace & Spa Fireplace

Property Information
Year Built Year Built: 2025
Property Type / Style Property Type: CondoArchitecture: Craftsman

Exterior Features
Parking & Garage Parking Space: 1Parking: Attached Off Street

Price & Status
Price Price Per Sqft: $523

Media
See Virtual Tour

Last check for updates: 3 days ago

Listing courtesy of Stillhill Development

Source: Stillhill Development

All New Homes in The Cove at Highland Lake

Quick Move-in Homes (8)

All (8)

2 bd (6)

3 bd (2)

29 Daybreak Lane #6	2bd 2ba 1,284 sqft	$669,000	Check Availability
12 Daybreak Ln	2bd 2.5ba 1,958 sqft	$639,000	Check Availability
1 Daybreak Ln	2bd 2ba 1,340 sqft	$659,000	Check Availability
23 Daybreak Ln	3bd 2.5ba 1,850 sqft	$699,000	Check Availability
22 Daybreak Ln	3bd 3ba 2,400 sqft	$850,000	Check Availability
6 Daybreak Lane #18	2bd 2.5ba 1,958 sqft	$599,000	Check Availability
6 Daybreak Ln	2bd 2.5ba 1,958 sqft	$589,000	Check Availability
29 Daybreak Ln	2bd 2ba 1,280 sqft	$669,000	Check Availability

Quick Move-In Homes provided by Maine Listings,Stillhill Development

Buildable Plans (1)

All (1)

3 bd (1)

The Windham Plan

3bd

2.5ba

1,835 sqft

$699,000+

Check Availability

Buildable Plans provided by Stillhill Development

Community Description

Immediate move-ins available starting at $569,000! Schedule your site visit today! Located 10 minutes from Downtown Portland, The Cove at Highland Lake is a first of its kind 55+ gated lakefront luxury condo community in Southern Maine. A 50+ acre nature centric playground awaits you on the shores of Highland Lake, one of Maine's cleanest lakes. Nature trails, maintained dock and over 500 feet of private community beach frontage and pickle ball at The Cove resident center. With convenient proximity to Downtown Portland and Portland Jetport, Route 95, Sebago Lake, Ski Mountains, and the New Hampshire border, The Cove presents an unprecedented opportunity for buyers looking for all of the great aspects Maine has to offer without sacrificing convenience. Contact us today to schedule a Sales Appointment to learn more!

The Cove offers 60 single-level and townhouse style condos in 5 different building types and a comprehensive portfolio of layout options to suit any lifestyle need. The Cove has numerous unique upgrade opportunities to satisfy even the most custom and discerning of styles. Limited availability!

Contact this Building

Learn more about this community

Office Hours

Sales Office

19 Roosevelt Trail

Windham, ME 04062

(207) 383-1940

UPCOMING OPEN HOUSES: Thursday 5/21, 11AM-1PM Tuesday 5/26, 11AM-1PM

Market trends in Windham

Last updated April 2026

Avg. sale price

—

Sale-to-List Price

—

Price per sq ft

—

Available listings

5MoM

Price History for 29 Daybreak Ln

Date	Price	Event	Source
06/08/2026	$669,000	Pending	Stillhill Development

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Comparable Sales for 29 Daybreak Ln

Address	Distance	Property Type	Sold Price	Sold Date	Bed	Bath	Sqft
4 Daybreak Lane #19, Windham, ME	0.04	Condo	$650,000	03/20/26	2	2	1,284
17 Daybreak Lane #5, Windham, ME	0.06	Condo	$687,033	09/12/25	2	2	1,284
16 Daybreak Lane #16, Windham, ME	0.07	Condo	$771,031	10/15/25	2	2	1,339
24 Daybreak #12, Windham, ME	0.08	Condo	$749,000	06/20/25	2	2	1,339
8 Daybreak Lane #8, Windham, ME	0.02	Condo	$775,434	10/30/25	1	1.5	1,058
7 Daybreak Lane #3, Windham, ME	0.07	Condo	$555,000	04/03/26	1	1.5	1,058
9 Daybreak Lane #4, Windham, ME	0.09	Condo	$763,040	03/27/26	2	2.5	1,908
8 Daybreak Lane #17, Windham, ME	0.04	Condo	$775,434	10/30/25	1	1.5	2,058
21 Daybreak Lane #21, Windham, ME	0.08	Condo	$915,629	07/24/25	3	3.5	2,234
27 Daybreak Lane #27, Windham, ME	0.09	Condo	$950,395	07/31/25	3	3.5	2,234

Nearby homes

Get a sense of prices in the area by checking nearby homes.

Skip to last item

OFF MARKET
Est. $586,000
19 Roosevelt Trail,
Windham, ME 04062
Getty Real Estate Services, LLC, Closed
SOLD
OCT 30, 2025
$775,434
1 bd
1.5 ba
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8 Daybreak Lane #8,
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Berkshire Hathaway HomeServices Verani Realty, Closed
OFF MARKET
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19 Daybreak Ln,
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OFF MARKET
Est. $549,100
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25 Driftwood Ln,
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OFF MARKET
Est. $595,800
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1 First Light Dr,
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SOLD
MAR 20, 2026
$650,000
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Berkshire Hathaway HomeServices Verani Realty, Closed
FOR SALE
NEW CONSTRUCTION
QUICK MOVE-IN
$659,000
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1 Daybreak Ln,
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Stillhill Development
OFF MARKET
Est. $609,500
2 bd
2.5 ba
1,958 sqft
16 Daybreak Ln,
Windham, ME 04062
FOR SALE
NEW CONSTRUCTION
QUICK MOVE-IN
$850,000
3 bd
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22 Daybreak Ln,
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Stillhill Development
OFF MARKET
2 bd
2 ba
1,340 sqft
26 Daybreak Ln,
Windham, ME 04062
OFF MARKET
Est. $583,700
2 bd
2 ba
1,340 sqft
2 Daybreak Ln,
Windham, ME 04062
OFF MARKET
Est. $583,800
1 bd
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15 Daybreak Ln,
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Skip to first item

Additional Cost

Assigned Schools

These are the assigned schools for 29 Daybreak Ln.

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

Sourced by Trulia users. Learn more about our methodology.

Charliestandishjr
Resident
3mo 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
5mo 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
5y 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
Flag
Lizmc200
Resident
7y ago
"I love everything about Windham. The people are great and the town has everything you need in it. "
0
Flag
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
Flag
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"
0
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LGBTQ Local Legal Protections

Stillhill Development

29 Daybreak Ln, Windham, ME 04062 is a 2 bedroom, 2 bathroom, 1,280 sqft condo built in 2025. This property is currently available for sale and was listed by Stillhill Development on Jun 8, 2026.

29 Daybreak Ln
Windham, ME 04062

$669,000

$669,000

Local Information