Are yards well-kept in Raymond, ME?

As of early 2026, 100% of users say yards are well-kept

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

As of early 2026, 92% of users say they plan to stay for at least 5 years

Is a car needed in Raymond, ME?

As of early 2026, 92% of users say car is needed

Is Raymond, ME dog-friendly?

As of early 2026, 91% of users say it's dog friendly

Is parking easy in Raymond, ME?

As of early 2026, 89% of users say parking is easy

Does Raymond, ME show holiday spirit?

As of early 2026, 88% of users say there's holiday spirit

Is there wildlife in Raymond, ME?

As of early 2026, 85% of users say there's wildlife

Is Raymond, ME quiet?

As of early 2026, 82% of users say it's quiet

Do kids play outside in Raymond, ME?

As of early 2026, 77% of users say kids play outside

Are neighbors friendly in Raymond, ME?

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

Would people walk alone at night in Raymond, ME?

As of early 2026, 55% of users say people would walk alone at night

Are there community events in Raymond, ME?

As of early 2026, 27% of users say there are community events

Are the streets well-lit in Raymond, ME?

As of early 2026, 18% of users say streets are well-lit

OFF MARKET

299 Meadow Rd
Raymond, ME 04071

5 Beds
4 Baths
5,384 sqft (on 6.10 acres)

$847,700

Trulia Estimate

as of Jul 18, 2026

$847,700

Trulia Estimate

as of Jul 18, 2026

5 Beds

4 Baths

5,384 sqft

(on 6.10 acres)

Local Information

Map ViewExplore the area around 299 Meadow Rd.
Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
Shop & Eat

-- mins to

Commute Destination

Description

Absolutely stunning & spacious home nestled on 6.1 private acres. This home has it all! Feat incl. deck, tennis court, hot tub rm, sun porch, family rm w/ loft & fireplace, in-law apt., horse barn & so much more! Relax by inground pool & soak up the sun!

299 Meadow Rd, Raymond, ME 04071 is a 5 bedroom, 4 bathroom, 5,384 sqft single-family home built in 1970. It last sold for $370,000 on Dec 6, 2011. It is currently off market. The Trulia Estimate is $847,700, with a rent estimate of $5,330/month.

Home Highlights

Parking

Garage

Outdoor

Porch, Patio, Deck, Pool

A/C

Heating & Cooling

HOA

None

Price/Sqft

No Info

Listed

Less than a day ago

Home Details for 299 Meadow Rd

Interior Features
Interior Details BasementNumber of Rooms: 9Types of Rooms: Dining Room, Family Room, Recreation Room
Heating & Cooling Heating: OilAir ConditioningCooling System: CentralHeating Fuel: Oil
Levels, Entrance, & Accessibility Stories: 2Floors: Tile, Hardwood
Appliances & Utilities DishwasherDryerMicrowaveRefrigeratorWasher
Fireplace & Spa Fireplace

Exterior Features
Exterior Home Features Roof: AsphaltDeckExterior: WoodLawnPatioPorch
Pool Pool
Parking & Garage GarageParking Spaces: 2Parking: Garage Attached

Property Information
Year Built Year Built: 1970
Property Type / Style Property Type: Single Family HomeArchitecture: Cape Cod

Community
Units in Building: 2

Lot Information
Lot Area: 6.10 acres

Building
Fitness & Sports Tennis Court

Price History for 299 Meadow Rd

Date	Price	Event	Source
12/06/2011	$370,000	Sold	Maine Listings #1026172
Recording Date 12/06/2011 County Transfer Tax N/A Total Transfer Tax N/A
08/13/2011	$385,000	PriceChange	Agent Provided
Price Change $64,000 (-14%)
05/04/2011	$449,000	Listed For Sale	Agent Provided

Market trends in Raymond

Last updated June 2026

Avg. sale price

—

Sale-to-List Price

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Price per sq ft

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Available listings

7MoM

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Property Tax and Assessment

Year	2024
Tax	$8,457
Assessment	$491,700

Home facts updated by county records

Comparable Sales for 299 Meadow Rd

Address	Distance	Property Type	Sold Price	Sold Date	Bed	Bath	Sqft
95 Rolling Brook Road, Raymond, ME	0.42	Single-Family Home	$449,000	12/05/25	3	2	1,440
42 Bracken Woods Road, Raymond, ME	0.51	Single-Family Home	$450,000	03/17/26	3	2	1,320
111 Daggett Drive, Raymond, ME	1.38	Single-Family Home	$749,000	06/15/26	3	2.5	3,120
486 Webbs Mills Road, Raymond, ME	1.63	Single-Family Home	$685,000	02/26/26	4	3	3,022
158 Libby Road, Casco, ME	1.11	Single-Family Home	$437,000	05/15/26	3	2	1,788
10 Woodland Trail, Casco, ME	1.33	Single-Family Home	$550,000	03/20/26	4	2.5	1,920
1569 Roosevelt Trail, Raymond, ME	1.93	Single-Family Home	$540,000	04/10/26	4	4	3,534
34 Stoney Brook Road, Raymond, ME	1.71	Single-Family Home	$445,000	01/16/26	3	2.5	1,512
32 Libby Road, Casco, ME	1.67	Single-Family Home	$535,000	06/01/26	3	3	2,285
481 Webbs Mills Road, Raymond, ME	1.73	Single-Family Home	$365,000	11/10/25	4	2	1,620

Nearby homes

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

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OFF MARKET
Est. $482,000
4 bd
2.5 ba
1,763 sqft
302 Meadow Road,
Raymond, ME 04071
Allied Real Estate, Closed
OFF MARKET
0 Hemlock Lane,
Raymond, ME 04071
Keller Williams Realty, Closed
OFF MARKET
Est. $676,000
4 bd
2.5 ba
2,520 sqft
64 Rolling Brook Road,
Raymond, ME 04071
Proper Real Estate Group LLC, Closed
OFF MARKET
Est. $513,100
3 bd
2 ba
1,504 sqft
45 Rolling Brook Road,
Raymond, ME 04071
RE/MAX Coastal, Closed
OFF MARKET
Est. $446,600
3 bd
2 ba
1,375 sqft
51 Rolling Brook Road,
Raymond, ME 04071
RE/MAX Coastal, Closed
OFF MARKET
Est. $588,400
3 bd
2.5 ba
1,610 sqft
5 Bracken Woods Road,
Raymond, ME 04071
RE/MAX Coastal, Closed
SOLD
DEC 5, 2025
$449,000
3 bd
2 ba
1,440 sqft
95 Rolling Brook Road,
Raymond, ME 04071
Signature Homes Real Estate Group, LLC, Closed
OFF MARKET
3 Wings Way,
Raymond, ME 04071
Bean Group, Closed
OFF MARKET
Est. $559,500
3 bd
2.5 ba
1,708 sqft
99 Rolling Brook Road,
Raymond, ME 04071
RE/MAX Coastal, Closed
OFF MARKET
Est. $564,000
3 bd
2.5 ba
1,728 sqft
29 Bracken Woods Road,
Raymond, ME 04071
RE/MAX Coastal, Closed
OFF MARKET
Est. $465,300
3 bd
1.5 ba
1,390 sqft
Lot #41 Rolling Brook Road,
Raymond, ME 04071
Alliance Realty, Closed
OFF MARKET
Est. $570,200
3 bd
2.5 ba
1,728 sqft
28 Bracken Woods Road,
Raymond, ME 04071
Signature Homes Real Estate Group, LLC, Closed

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Additional Cost

Assigned Schools

These are the assigned schools for 299 Meadow Rd.

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 Raymond

At least 8 Trulia users voted on each feature.

100 % Say yards are well-kept
92 % Say they plan to stay for at least 5 years
92 % Say car is needed
91 % Say it's dog friendly
89 % Say parking is easy
88 % Say there's holiday spirit
85 % Say there's wildlife
82 % Say it's quiet
77 % Say kids play outside
66 % Say neighbors are friendly
55 % Say people would walk alone at night
27 % Say there are community events
18 % Say streets are well-lit

Sourced by Trulia users. Learn more about our methodology.

Jcornish08
Resident
3mo ago
"Very family friendly, has all the benefits of the lakes region but just 10 mins away from Windham where you have all of your essentials for stores and amenities. Perfect place to raise a family and enjoy lake life in a quiet and rural environment. Love every moment here raising my family. "
0
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Jcornish08
Resident
1y ago
"Very safe town and Main Street shuts down for Halloween. Everything you need and plenty of parks to play in"
0
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Jessica Brum
Resident
2y ago
"They are shutting the middle school down in 2027 and building a giant mega middle school in Windham for all Windham and Raymond students. So Raymond children will have a 1 hour or more bus ride one way each day. Unfortunately the town select board doesn’t stand up for the people of the town. "
4
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Jess S.
Resident
2y ago
"The middle school in Raymond will be shut down in 2027. The children in Raymond will have to travel to windham for middle and high school. The elementary school is great. It’s unfortunate that the children will end up at a middle school with 1200 other students with a bus ride 60+ minutes away. "
1
Flag
Jcornish08
Resident
2y ago
"I’ve been here for 5 years now and we love it here. Friendly neighborhood and the town is wonderful. Only 10 mins away from everything we need but have nice quiet space that we live in with land and privacy. We absolutely love it here. "
0
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Irislynn.roberts
Resident
7y ago
"Love the Raymond, ME area. Lakes all around. I can hear the loons in the morning having my coffee on the front porch. Very quiet area and your neighbors are close enough but not too close. Plenty of town and shopping in any direction from my house."
0
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Iris
Resident
7y ago
"Raymond is a bustling little town in the summer with all the lakes surrounding us. It is wonderful for kayaking! And the lakes a gorgeous. Overall is is a great little town."
1
Flag
Tiffany A.
Resident
7y ago
"Neighbors are very kind and neighborly. The community library is very nice. Schools are great! Trick-or-treating every year is wonderful and safe here. "
1
Flag
jhdscot6
13y ago
"A beautiful safe area with good schools and friendly neighbors. Winters can be challenging but not as severe as the rumors would tell you. The Midwest has it much worse and Mainers are prepared for it. Summers are incredible."
0
Flag
jhdscot6
13y ago
"As the second largest lake in Maine, Sebago offers many opportunities for water sports in the summer and winter activities in the winter. Fall and Spring are truly spectacular. Overall a beautiful and safe place to live. The local residents are particularly friendly."
0
Flag

LGBTQ Local Legal Protections

Apartments for Rent

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Contact for price
1-2 bd
1-2 ba
434 Roosevelt Trl #776f18ccb,
Casco, ME 04015
APPLY INSTANTLY
$2,000/mo
2 bd
1 ba
Address Not Disclosed,
Casco, ME 04015
APPLY INSTANTLY
PET FRIENDLY
$1,400/mo
1 bd
1 ba
43 Main St #201,
Raymond, ME 04071
APPLY INSTANTLY
$2,800/mo
3 bd
2 ba
53 Main St #B,
Raymond, ME 04071
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Raymond
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Homes for sale near 299 Meadow Rd

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3.6 ACRES
$374,900
3 bd
1 ba
1,008 sqft
6 Lookout Lane,
Raymond, ME 04071
Coldwell Banker Realty, Active
8.4 ACRES
$365,000
2 bd
1 ba
1,480 sqft
19 Meadow Road,
Casco, ME 04015
Legendary Real Estate, Active
OPEN SAT, 12-4PM
0.5 ACRES
$435,000
3 bd
2 ba
1,781 sqft
141 Libby Libby Road,
Casco, ME 04015
Allied Real Estate, Active
6.05 ACRES
$475,000
4 bd
2 ba
3,820 sqft
23 Raymond Hill Road,
Raymond, ME 04071
EXP Realty, Active
0.92 ACRES
$400,000
2 bd
1 ba
864 sqft
15 Cedar Street,
Casco, ME 04015
Better Homes & Gardens Real Estate/The Masiello Group, Active
OPEN SAT, 2-3:30PM
0.4 ACRES
$529,000
3 bd
1 ba
1,152 sqft
116 Watkins Shores Road,
Casco, ME 04015
Portside Real Estate Group, Active
1.89 ACRES
$719,000
4 bd
2.5 ba
2,429 sqft
101 Mitchell Road,
Casco, ME 04015
Landing Real Estate, Active
NEW CONSTRUCTION
1.86 ACRES
$1,379,000
4 bd
3.5 ba
3,242 sqft
34 Alice Road,
Casco, ME 04015
Landing Real Estate, Active
OPEN SUN, 10-1PM
$935,300
3 bd
2 ba
1,787 sqft
41 Haskell Avenue,
Raymond, ME 04071
Pine Tree Realty of Maine, Active
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Raymond
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Off Market Homes Near 299 Meadow Rd

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SOLD
JUL 1, 2026
$575,000
3 bd
2 ba
2,032 sqft
255 Raymond Hill Road,
Raymond, ME 04071
Keller Williams Realty, Closed
SOLD
JUN 29, 2026
$533,250
3 bd
1.5 ba
1,364 sqft
107 Harvest Hill Road,
Windham, ME 04062
The Maine Real Estate Experience, Closed
SOLD
JUN 26, 2026
$545,000
1 bd
1 ba
840 sqft
2 Chickadee Lane,
Raymond, ME 04071
Keller Williams Realty, Closed
SOLD
JUN 23, 2026
$525,000
3 bd
1 ba
41 Crockett Rd,
Raymond, ME 04071
SOLD
JUN 15, 2026
$749,000
3 bd
2.5 ba
3,120 sqft
111 Daggett Drive,
Raymond, ME 04071
Locations Real Estate Group LLC, Closed
SOLD
JUN 15, 2026
$560,000
3 bd
2 ba
2,203 sqft
37 Main Street,
Raymond, ME 04071
Keller Williams Realty, Closed
SOLD
JUN 5, 2026
$709,000
3 bd
2 ba
1,808 sqft
77 Meadow Rd,
Raymond, ME 04071
Maine Real Estate Experts, Closed
SOLD
JUN 5, 2026
$525,000
2 bd
1.5 ba
1,452 sqft
1307 Deer Run,
Casco, ME 04015
Sunset Lakes Real Estate, Closed
SOLD
JUN 2, 2026
$507,500
0 Gladstone Drive,
Raymond, ME 04071
Keller Williams Realty, Closed
SOLD
JUN 1, 2026
$535,000
3 bd
3 ba
2,285 sqft
32 Libby Road,
Casco, ME 04015
A Team Realty, Closed
See more homes for sale in
Raymond
Take a look

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299 Meadow Rd
Raymond, ME 04071

$847,700

$847,700

Local Information