OFF MARKET

Off market nov 2023 for $1.3M

$1,610,524

•

3,890

sq ft

21 Check Point Dr, Raymond, ME 04071

About this home

280 feet of waterfront on Big Sebago Lake. 2.7 acres of land with a beautiful Main house AND Guest House. Extremely private setting with wonderful water views from your deck. Enjoy the campfire right in front of the water. Property sits in a cove offering great swimming, skiing, etc. Water too cold then enjoy your heated in-ground pool!!! Both homes are gorgeous and very well maintained. Both offer great water views. 2 Car garage and lots of additional parking. All new paving being done on the 5th of September 2023. The main home has 4 bedrooms and two and a half baths and a 6 month old furnace. Guest house has one bedroom, a full bath, and a large living room topped off with a 2 month old roof!! Enjoy whole days out on Big Sebago Lake. Raymond is positioned nicely between the towns of Windham and Naples where there are activities galore such as shopping and restaurants. A 30 minute ride to our largest city Portland with numerous ski mountain resorts within an hour away.

Single-familyProperty Type

1979Year Built

2.7 acresLot Size

$414Est. Price/Sq.Ft.

2 garage spacesParking

Listed by Stephen Morgan • Maine Real Estate Pros

Bought with Robert Edgerley • EXP Realty

Redfin checked: 2 minutes ago

•Source:MREIS #1566972

Redfin Estimate

$1,610,524

$246K since sold in November 2023$17K since October

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 84.2% higher than the average sale price ($874K) of 6 comparable homes.

SOLD SEP 8, 2026
$1,310,000
A
4 beds3 baths3,617 sq ft
23 Casselton Rd, Raymond, ME 04071
SOLD APR 10, 2026
$540,000
B
4 beds4 baths3,534 sq ft
1569 Roosevelt Trl, Raymond, ME 04071
SOLD APR 30, 2026
$900,000
C
4 beds2.5 baths3,473 sq ft
7 Casselton Rd, Raymond, ME 04071
SOLD NOV 3, 2026
$1,350,000
D
4 beds3.5 baths3,024 sq ft
36 Whittemore Cove Rd, Raymond, ME 04071
SOLD MAY 18, 2026
$475,000
E
3 beds3 baths2,144 sq ft
99 Deep Cove Rd, Raymond, ME 04071
SOLD MAR 16, 2026
$670,000
F
6 beds3 baths3,056 sq ft
2 Flynn Rd, Raymond, ME 04071

Claim this home to receive a free report every month with insights on the changing estimate.

Earn from this home

Sell

$483,995

Est. take-home

List your home with Redfin and save $16,105

Market trends in 04071, ME

Last updated October 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-list price

99.1%

+0.8% MoM

Median sale price

$579K

$170 MoM

Avg. days on market

38d

6 days MoM

Recently sold homes

3 MoM

New listings for sale

$875,000
3 beds1 bath960 sq ft
6 Willis Rd, Raymond, ME 04086
$2,800,000
3 beds2.5 baths2,994 sq ft
13 Sandlake Dr, Raymond, ME 04071
See all

Provided by Redfin

Sale history for 21 Check Point Dr

Year

Property tax

Land + Additions

Assessment*

2024

$10,783 (+8.2%)

$369,300 + $257,600

$626,900

2023

$9,968 (+6.0%)

$369,300 + $257,600

$626,900

2022

$9,404 (+6.4%)

$369,300 + $257,600

$626,900

2021

$8,839 (+4.8%)

$369,300 + $257,600

$626,900

2019

$8,432 (+6.7%)

$369,300 + $257,600

$626,900

2018

$7,899 (+2.4%)

$369,300 + $257,600

$626,900

2017

$7,711 (+1.7%)

$369,300 + $257,600

$626,900

2016

$7,585 (+1.3%)

$369,300 + $257,600

$626,900

2015

$7,491 (+1.3%)

$369,300 + $257,600

$626,900

2014

$7,397

$369,300 + $257,600

$626,900

Tax history for 21 Check Point Dr

Year

Property tax

Land + Additions

Assessment*

2024

$10,783 (+8.2%)

$369,300 + $257,600

$626,900

2023

$9,968 (+6.0%)

$369,300 + $257,600

$626,900

2022

$9,404 (+6.4%)

$369,300 + $257,600

$626,900

2021

$8,839 (+4.8%)

$369,300 + $257,600

$626,900

2019

$8,432 (+6.7%)

$369,300 + $257,600

$626,900

2018

$7,899 (+2.4%)

$369,300 + $257,600

$626,900

2017

$7,711 (+1.7%)

$369,300 + $257,600

$626,900

2016

$7,585 (+1.3%)

$369,300 + $257,600

$626,900

2015

$7,491 (+1.3%)

$369,300 + $257,600

$626,900

2014

$7,397

$369,300 + $257,600

$626,900

*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.

Public record

Public record
Permits

Beds

—

Baths

—

Stories

—

Lot width

—

Lot depth

—

Lot size

2.7 Acres

Year renovated

—

Sq. Ft.

—

Year built

—

Style

Other

County

Cumberland County

APN

71943

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 27, 2026.

Property details

Parking

Parking Information
Has Garage
# of Garage Spaces: 2
Parking Features: 5 - 10 Spaces, Gravel, Paved, On Site, Detached
Vehicle Storage: 2 Car, Detached

Interior

Virtual Tour

Bathroom Information
# of Baths (1/2): 1
# of Baths (Full): 3

Room 1 Information
Type: Bedroom 2
Level: First

Room 2 Information
Type: Dining Room
Level: First

Room 3 Information
Type: Family Room
Level: Basement

Room 4 Information
Type: Bedroom 1
Level: First

Room 5 Information
Type: Bedroom 4
Level: Basement

Room 6 Information
Type: Living Room
Level: First
Features: Wood-Burning Fireplace

Room 7 Information
Type: Kitchen
Level: First

Room 8 Information
Type: Bedroom 5
Level: First

Room 9 Information
Type: Living Room
Level: First

Room 10 Information
Type: Kitchen
Level: First

Room 11 Information
Type: Bedroom 3
Level: First

Basement Information
Basement Entry: Interior, Finished, Full

Interior Features
# of Rooms: 11
Interior Features: 1st Floor Bedroom, 1st Floor Primary Bedroom w/Bath, Shower
Washer, Refrigerator, Microwave, Electric Range, Dryer
Flooring: Tile, Carpet
Other Equipment: Water Radon Mitigation System, Internet Access Available, Generator

Laundry Information
Laundry Features: Washer Hookup

Fireplace Information
# of Fireplaces: 1
Has Fireplace

Exterior

Building Information
Construction Materials: Vinyl Siding, Wood Frame
Foundation Details: Concrete Perimeter, Slab
Roof: Shingle
Total Building Area (Sq. Ft.): 3,890
Building Area Source: Public Records

Exterior Features
Patio & Porch Features: Deck

Pool/Spa Information
Pool Features: In Ground

Property Information
Property Sub Type: Single Family Residence
Year Built: 1979
Above-Grade Finished Area (Sq. Ft.): 2,340
Below-Grade Finished Area (Sq. Ft.): 1,550

Lot Information
Lot Size (Sq. Ft.): $117,612
Lot Size (Acres): 2.7
Lot Size Source: Public Records
Lot Features: Open, Level, Wooded, Near Shopping, Near Town
Road Frontage Type: Private Road
Road Surface Type: Paved
Zoning: LRR2

Waterfront Information
Waterfront: Yes
Water Body Name: Sebago Lake
Water Body Type: Lake
Water View: Yes

Financial

Tax Information
Annual Tax Amount: $9,404
Tax Year: 2022

Utilities

Utility Information
Has Heating
Heating: Hot Water, Baseboard
Has Cooling
Cooling: Wall/Window Unit(s)
Electric: On Site, Generator Hookup, Circuit Breakers
Sewer: Septic Tank
Water Source: Well
Water Heater: Off Heating System

Location

HOA Information
Has Association
Association Fee: $250
Association Fee Frequency: Annually

Location Information
Unparsed Address: 21 Check Point Drive, Raymond, ME 04071
Directions: Address is GPS Friendly Route 302 in Raymond to Deep Cove Road, go 1.2 miles. Then right on Turtle Cove Road for . 1 of a mile. Then right onto Arbor Woods Road for . 3 miles. Then right onto Check Point Drive to the end. Sign at beginning of the driveway

Public facts

Beds: —
Baths: —
Sq. Ft.: —
Stories: —
Lot Size: 2.7 acres
Style: Other
Year Built: —
Year Renovated: —
County: Cumberland County
APN: 71943

Home facts updated by county records on Jul 27, 2026

Around this home

Schools

K - 12
Preschool & daycare

Raymond Elementary School

Public PreK-4 • Assigned • 3.7mi

8/10

Jordan-Small Middle School

Public 5-8 • Assigned • 4.0mi

7/10

Windham High School

Public 9-12 • Assigned • 8.8mi

6/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Climate risks

1/10 Flood Factor

Minimal risk of a flood reaching the building in the next 30 years

1/10 Fire Factor

Unlikely to be in a wildfire in next 30 years

3/10 Heat Factor

7 days above 93° expected this year, 16 days in 30 years

4/10 Wind Factor

14% chance of strong winds in next 30 years

2/10 Air Factor

1 unhealthy days expected this year, 1 days in 30 years

Provided by First Street

Historical weather

Raymond, ME • 04071

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

Try the sun simulator tool to see how light moves across the property at different times of day and year.

Provided by Shadowmap

Estimated sale price

$1.53M – $1.85M

Reach more buyers when you sell with Redfin. Save up to $16,105 in fees. 3 minutes to get started.

Get a free, detailed breakdown of how we calculated your estimate.

Nearby similar homes

$875,000

3 beds1 bath960 sq ft

6 Willis Rd, Raymond, ME 04086

Direct waterfront • Private dock • Boat mooring

$244,900

1 bed1 bath651 sq ft

26 Dragon Back Rd, Naples, ME 04055

Riverfront retreat • New metal roof • New septic

$399,000

2 beds2 baths1,176 sq ft

1477 Roosevelt Trl, Raymond, ME 04071

New kitchen • Renovated bathrooms • New deck

$355,000

3 beds1 bath960 sq ft

183 Libby Rd, Casco, ME 04015

Four-season room • Automatic generator • Private backyard

$319,000

3 beds1 bath1,160 sq ft

511 Quaker Ridge Rd, Casco, ME 04015

One level living • Level corner lot • Farmers porch

$449,900

3 beds1 bath1,778 sq ft

81 Highland Rd, Standish, ME 04084

No-through road • Wooded land • Well-landscaped yard

New listings for sale in 04086

$875,000

3 beds1 bath960 sq ft

6 Willis Rd, Raymond, ME 04086

Direct waterfront • Private dock • Boat mooring

$2,800,000

3 beds2.5 baths2,994 sq ft

13 Sandlake Dr, Raymond, ME 04071

Private sandy beach • Permanent dock • 0.45 acre lot

Home values near 21 Check Point Dr

Data from public records.

Address	Redfin Estimate
46 Kelly Lane, Raymond, ME 3 Beds \| 2.5 Baths \| 1444 Sq. Ft.	$1,112,188
35 Arbor Woods Road, Raymond, ME 3 Beds \| 2 Baths \| 1872 Sq. Ft.	$546,227
39 Jewett Road, Raymond, ME 1 Beds \| 1 Baths \| 480 Sq. Ft.	$288,856
31 Arbor Woods Road, Raymond, ME 3 Beds \| 2.5 Baths \| 2600 Sq. Ft.	$670,989
39 Turtle Cove Road, Raymond, ME 2 Beds \| 1.5 Baths \| 1232 Sq. Ft.	$743,859
76 Eastern Painted Turtle Road, Raymond, ME 4 Beds \| 3 Baths \| 2272 Sq. Ft.	$727,001
35 Turtle Cove Road, Raymond, ME 3 Beds \| 2 Baths \| 2039 Sq. Ft.	$491,241

Address	Redfin Estimate
33 Jewett Road, Raymond, ME 4 Beds \| 2 Baths \| 2536 Sq. Ft.	$783,891
35 Turtle Cove Road, Raymond, ME 3 Beds \| 2 Baths \| 2039 Sq. Ft.	$489,888
37 Jewett Road, Raymond, ME 2 Beds \| 1 Baths \| 876 Sq. Ft.	$376,713
14 Fishermans Lane, Raymond, ME 3 Beds \| 2 Baths \| 1916 Sq. Ft.	$1,051,464
30 Turtle Cove Road, Raymond, ME 3 Beds \| 2.5 Baths \| 2200 Sq. Ft.	$581,015
7 Fishermans Lane, Raymond, ME 3 Beds \| 1 Baths \| 1240 Sq. Ft.	$452,381
14 Fishermans Lane, Raymond, ME 4 Beds \| 2 Baths \| 1740 Sq. Ft.	$709,207

Address	Redfin Estimate
12 Fishermans Lane, Raymond, ME 3 Beds \| 3.5 Baths \| 2712 Sq. Ft.	$1,223,117
76 Eastern Painted Turtle Road, Raymond, ME 4 Beds \| 3 Baths \| 2272 Sq. Ft.	$743,027
35 Jewett Road, Raymond, ME 2 Beds \| 1.5 Baths \| 1092 Sq. Ft.	$486,982
43 Turtle Cove Road, Raymond, ME 4 Beds \| 2 Baths \| 1844 Sq. Ft.	$1,037,119
7 Fishermans Lane, Raymond, ME 3 Beds \| 1 Baths \| 1240 Sq. Ft.	$452,934
37 Jewett Road, Raymond, ME 2 Beds \| 1 Baths \| 876 Sq. Ft.	$377,637
12 Fishermans Lane, Raymond, ME 3 Beds \| 3.5 Baths \| 2712 Sq. Ft.	$1,096,074

Property information provided by MREIS when last listed in 2023. This data may not match . Learn more.

Download the Redfin App on the Apple App Store

Download the Redfin App from the Google Play Store

Join us

Become an Agent

Get referrals

Careers

Find homes faster

About us

Find us

Subsidiaries

Affiliated Business

Countries

United States

Canada

Updated September 2025: By searching, you agree to the Terms of Use, and Privacy Policy.

Do not sell or share my personal information.

REDFIN and all REDFIN variants, WALK SCORE, and the R logos, are trademarks of Redfin Corporation, registered or pending in the USPTO.

Redfin Brokerage Licenses

California DRE #01521930

Redfin is licensed to do business in New York as Redfin Real Estate. NY Standard Operating Procedures

New Mexico Real Estate Licenses

TREC: Info About Brokerage Services, Consumer Protection Notice

All mortgage lending products and information are provided by Rocket Mortgage, LLC | NMLS #3030; www.NMLSConsumerAccess.org. Licensed in 50 states. This site is not authorized by the New York State Department of Financial Services for mortgage solicitation or loan applications activities related to properties located in the State of New York.

Redfin Corporation is an affiliated business of Rocket Limited Partnership. Each company, and their subsidiaries, are separate legal entities operated and managed through its own management and governance structures.

If you are using a screen reader, or having trouble reading this website, please call Redfin Customer Support for help at 1-844-759-7732.

REDFIN IS COMMITTED TO AND ABIDES BY THE FAIR HOUSING ACT AND EQUAL OPPORTUNITY ACT. READ REDFIN'S FAIR HOUSING POLICY AND THE NEW YORK STATE FAIR HOUSING NOTICE.

GreatSchools Ratings provided by GreatSchools.org.

Houses for rent in Cumberland County	Agents near me	Cape Elizabeth, ME homes for sale	Cumberland County Housing Market
Houses for sale near me	Portland, ME homes for sale	Bangor, ME homes for sale
Land for sale near me	Scarborough, ME homes for sale	Brunswick, ME homes for sale
Open Houses near me	South Portland, ME homes for sale	Cumberland County Property Records
Condos for sale near me	Falmouth, ME homes for sale	ME New Listings

Brunswick homes for sale
Scarborough homes for sale
Portland homes for sale

Carroll County homes for sale
York County homes for sale
Rockingham County homes for sale

About this home

Redfin Estimate

Earn from this home

Market trends in 04071, ME

Sale history for 21 Check Point Dr

Tax history for 21 Check Point Dr

Public record

Property details

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 04086

Home values near 21 Check Point Dr

More real estate resources