Is parking easy in Windsor, VA?

As of early 2026, 93% of users say parking is easy

Is a car needed in Windsor, VA?

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

Are yards well-kept in Windsor, VA?

As of early 2026, 92% of users say yards are well-kept

Is Windsor, VA dog-friendly?

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

Does Windsor, VA show holiday spirit?

As of early 2026, 86% of users say there's holiday spirit

Do kids play outside in Windsor, VA?

As of early 2026, 82% of users say kids play outside

Would people walk alone at night in Windsor, VA?

As of early 2026, 79% of users say people would walk alone at night

Is there wildlife in Windsor, VA?

As of early 2026, 71% of users say there's wildlife

Are neighbors friendly in Windsor, VA?

As of early 2026, 62% of users say neighbors are friendly

Does Windsor, VA have sidewalks?

As of early 2026, 58% of users say there are sidewalks

Is Windsor, VA quiet?

As of early 2026, 55% of users say it's quiet

Are the streets well-lit in Windsor, VA?

As of early 2026, 50% of users say streets are well-lit

Are there community events in Windsor, VA?

As of early 2026, 45% of users say there are community events

Do residents of Windsor, VA plan to stay at least 5 years?

As of early 2026, 33% of users say they plan to stay for at least 5 years

Is Windsor, VA walkable to grocery stores?

As of early 2026, 23% of users say it's walkable to grocery stores

Is Windsor, VA walkable to restaurants?

As of early 2026, 17% of users say it's walkable to restaurants

OFF MARKET

16366 Pleasure Point Pl
Windsor, VA 23487

1 Bed
1 Bath
1,220 sqft (on 1.50 acres)

$318,300

Trulia Estimate

as of Jul 14, 2026

Est. Refi. Payment $1,865/mo*

Refinance Your Home

$318,300

Trulia Estimate

as of Jul 14, 2026

Est. Refi. Payment $1,865/mo*

Refinance Your Home

1 Bed

1 Bath

1,220 sqft

(on 1.50 acres)

Local Information

Map ViewExplore the area around 16366 Pleasure Point Pl.
Schools1 Preschool School1 Elementary School1 Middle School1 High School
Shop & Eat

-- mins to

Commute Destination

Description

This single-family home is located at 16366 Pleasure Point Pl, Windsor, VA. 16366 Pleasure Point Pl is in Windsor, VA and in ZIP code 23487. This property has 1 bedroom, 1 bathroom and approximately 1,220 sqft of floor space. This property has a lot size of 1.50 acres and was built in 1950.

16366 Pleasure Point Pl, Windsor, VA 23487 is a 1 bedroom, 1 bathroom, 1,220 sqft single-family home built in 1950. It is currently off market. The Trulia Estimate is $318,300, with a rent estimate of $1,271/month.

Home Highlights

Parking

Garage

Outdoor

No Info

A/C

Heating only

HOA

None

Price/Sqft

No Info

Listed

Less than a day ago

Home Details for 16366 Pleasure Point Pl

Interior Features
Heating & Cooling Heating: GasHeating Fuel: Gas
Levels, Entrance, & Accessibility Stories: 1
Interior Details Number of Rooms: 4
Fireplace & Spa Fireplace

Exterior Features
Exterior Home Features Roof: MetalExterior: Cement ConcreteFoundation Type: Concrete Block
Parking & Garage GarageParking: Garage Detached

Property Information
Year Built Year Built: 1950
Property Type / Style Property Type: Single Family Home

Community
Units in Building: 1

Lot Information
Lot Area: 1.50 acres

Market trends in Windsor

Last updated June 2026

Avg. sale price

—

Sale-to-List Price

—

Price per sq ft

—

Available listings

3MoM

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Property Tax and Assessment

Year	2025
Tax	$1,989
Assessment	$256,600

Home facts updated by county records

Comparable Sales for 16366 Pleasure Point Pl

Address	Distance	Property Type	Sold Price	Sold Date	Bed	Bath	Sqft
16196 Quaker Pointe Rd, Windsor, VA	0.89	Single-Family Home	$916,650	08/20/25	4	2.5	4,100
4387 Lake Prince Dr, Suffolk, VA	1.84	Single-Family Home	$420,000	12/22/25	3	2	2,005
4379 Tason Dr, Suffolk, VA	1.95	Single-Family Home	$465,000	10/08/25	3	2.5	2,174
4540 Starcher Ct, Suffolk, VA	2.31	Single-Family Home	$575,000	08/04/25	4	4.5	3,636
4372 Lake Prince Dr, Suffolk, VA	2.03	Single-Family Home	$780,000	09/10/25	4	4.5	3,976
5504 Godwin Blvd, Suffolk, VA	2.79	Single-Family Home	$305,000	06/10/26	3	1	1,681
4325 Ainslie Ct N, Suffolk, VA	2.68	Single-Family Home	$456,900	09/15/25	4	2.5	2,602
4304 Ainslie Ct S, Suffolk, VA	2.73	Single-Family Home	$749,900	11/14/25	4	2.5	2,761
4304 Pontiac Cir, Suffolk, VA	2.98	Single-Family Home	$387,600	03/30/26	3	2	2,142
4484 Cherokee Dr, Suffolk, VA	2.91	Single-Family Home	$635,000	06/05/26	4	2.5	2,811

Nearby homes

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

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OFF MARKET
Est. $434,900
3 bd
3 ba
2,156 sqft
20184 Lakehaven Ln,
Windsor, VA 23487
OFF MARKET
Est. $603,600
3 bd
3.5 ba
3,200 sqft
20176 Lakehaven Ln,
Windsor, VA 23487
OFF MARKET
Est. $312,300
2 bd
1 ba
912 sqft
20156 Lakehaven Ln,
Windsor, VA 23487
SOLD
MAR 19, 2026
$290,000
3 bd
2 ba
1,456 sqft
15401 Loblolly Ln,
Windsor, VA 23487
River City Elite Properties - Real Broker, CVRMLS
OFF MARKET
Est. $669,600
3 bd
2 ba
2,634 sqft
15392 Loblolly Ln,
Windsor, VA 23487
OFF MARKET
Est. $675,300
4 bd
2 ba
2,996 sqft
15433 Loblolly Ln,
Windsor, VA 23487
OFF MARKET
Est. $763,100
5 bd
3 ba
840 sqft
16350 Pleasure Point Pl,
Windsor, VA 23487
OFF MARKET
1,656 sqft
21066 Quaker Rd,
Windsor, VA 23487
OFF MARKET
Est. $304,400
Quaker Rd,
Windsor, VA 23487
OFF MARKET
Est. $302,000
3 bd
2 ba
1,568 sqft
20368 Lake Point Dr,
Windsor, VA 23487
OFF MARKET
20370 Lake Point Dr,
Windsor, VA 23487
OFF MARKET
Est. $428,300
3 bd
3 ba
2,036 sqft
20385 Lake Point Dr,
Windsor, VA 23487

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Additional Cost

Assigned Schools

These are the assigned schools for 16366 Pleasure Point Pl.

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 Windsor

At least 9 Trulia users voted on each feature.

93 % Say parking is easy
92 % Say car is needed
92 % Say yards are well-kept
91 % Say it's dog friendly
86 % Say there's holiday spirit
82 % Say kids play outside
79 % Say people would walk alone at night
71 % Say there's wildlife
62 % Say neighbors are friendly
58 % Say there are sidewalks
55 % Say it's quiet
50 % Say streets are well-lit
45 % Say there are community events
33 % Say they plan to stay for at least 5 years
23 % Say it's walkable to grocery stores
17 % Say it's walkable to restaurants

Sourced by Trulia users. Learn more about our methodology.

Ashley H.
Resident
6y ago
"I've lived here all my life and wouldn't move anywhere else. I love the close knit community as well as the Holiday festivities."
0
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Braden38351
Resident
7y ago
"I’ve lived here for four years and love it! We are about to have our second child and wouldn’t want to live anywhere else"
3
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Jennifer B.
12y ago
"I lived in this area with my children for 7 years. I like the schools and the community is very friendly. Windsor woods is a very nice area to live in. "
0
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