Is Mathews, VA walkable to restaurants?

As of early 2026, 100% of users say it's walkable to restaurants

Are there community events in Mathews, VA?

As of early 2026, 100% of users say there are community events

Is a car needed in Mathews, VA?

As of early 2026, 100% of users say car is needed

Does Mathews, VA show holiday spirit?

As of early 2026, 100% of users say there's holiday spirit

Are yards well-kept in Mathews, VA?

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

Is Mathews, VA quiet?

As of early 2026, 100% of users say it's quiet

Is parking easy in Mathews, VA?

As of early 2026, 100% of users say parking is easy

Are neighbors friendly in Mathews, VA?

As of early 2026, 75% of users say neighbors are friendly

Do kids play outside in Mathews, VA?

As of early 2026, 75% of users say kids play outside

Is Mathews, VA walkable to grocery stores?

As of early 2026, 67% of users say it's walkable to grocery stores

Is there wildlife in Mathews, VA?

As of early 2026, 50% of users say there's wildlife

Would people walk alone at night in Mathews, VA?

As of early 2026, 50% of users say people would walk alone at night

Does Mathews, VA have sidewalks?

As of early 2026, 50% of users say there are sidewalks

Are the streets well-lit in Mathews, VA?

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

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

As of early 2026, 40% of users say they plan to stay for at least 5 years

What is 159 Oakley Pointe Ln estimated to be worth?

Trulia's estimated value for 159 Oakley Pointe Ln in Mathews, VA is $1,382,100 .

What is the price history for 159 Oakley Pointe Ln?

159 Oakley Pointe Ln in Mathews, VA last sold for $1,230,000 in October 2020.

Is Mathews a buyer's or seller's market?

Mathews is currently a seller's market, based on recent for-sale activity.

What are the closest schools to 159 Oakley Pointe Ln?

The closest schools to 159 Oakley Pointe Ln in Mathews, VA are Lee-Jackson Elementary School (Pre-K, rated 8/10), Mathews High School (Middle, rated 4/10), Thomas Hunter Middle School (Elementary, rated 5/10).

Does 159 Oakley Pointe Ln have air conditioning?

Yes, 159 Oakley Pointe Ln in Mathews, VA has air conditioning.

Does 159 Oakley Pointe Ln have a pool?

Yes, 159 Oakley Pointe Ln in Mathews, VA has a pool.

OFF MARKET

$1,382,100

Trulia Estimate

5 Beds
4 Baths
3,461 sqft (on 5.05 acres)

159 Oakley Pointe Ln, Mathews, VA 23109

Est. Refi. Payment $7,679/mo*

Refinance Your Home

Currently Off Market - Sold Oct 27, 2020 for $1,230,000

Home Value

Trulia Estimate

$1.38M

Since last month

$19K (-1.4%)

Since last year

$1K (+0.1%)

Since last sale

$153K (+12.4%)

Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +177% in the last 10 years

Month	Estimated value
2026
August 2026	$1.38M
August 2026	$1.38M
July 2026	$1.4M
June 2026	$1.4M
May 2026	$1.34M
April 2026	$1.35M
March 2026	$1.34M
February 2026	$1.34M
January 2026	$1.22M
2025
December 2025	$1.3M
November 2025	$1.29M
October 2025	$1.32M
September 2025	$1.33M
August 2025	$1.38M
July 2025	$1.34M
June 2025	$1.35M
May 2025	$1.35M
April 2025	$1.31M
March 2025	$1.3M
February 2025	$1.29M
January 2025	$1.27M
2024
December 2024	$1.32M
November 2024	$1.32M
October 2024	$1.48M
September 2024	$1.44M
August 2024	$1.49M
July 2024	$1.47M
June 2024	$1.5M
May 2024	$1.47M
April 2024	$1.44M
March 2024	$1.43M
February 2024	$1.4M
January 2024	$1.41M
2023
December 2023	$1.45M
November 2023	$1.46M
October 2023	$1.47M
September 2023	$1.5M
August 2023	$1.49M
July 2023	$1.45M
June 2023	$1.41M
May 2023	$1.34M
April 2023	$1.31M
March 2023	$1.31M
February 2023	$1.29M
January 2023	$1.25M
2022
December 2022	$1.26M
November 2022	$1.28M
October 2022	$1.3M
September 2022	$1.31M
August 2022	$1.3M
July 2022	$1.28M
June 2022	$1.37M
May 2022	$1.37M
April 2022	$1.44M
March 2022	$1.43M
February 2022	$1.43M
January 2022	$1.42M
2021
December 2021	$1.41M
November 2021	$1.36M
October 2021	$1.35M
September 2021	$1.35M
August 2021	$1.29M
July 2021	$1.28M
June 2021	$1.28M
May 2021	$1.27M
April 2021	$1.26M
March 2021	$1.26M
February 2021	$1.25M
January 2021	$1.24M
2020
December 2020	$1.24M
November 2020	$1.24M
October 2020	$1.23M
September 2020	$1.31M
August 2020	$1.28M
July 2020	$1.27M
June 2020	$1.28M
May 2020	$1.29M
April 2020	$1.28M
March 2020	$1.28M
February 2020	$1.27M
January 2020	$1.28M
2019
December 2019	$1.27M
November 2019	$1.27M
October 2019	$1.32M
September 2019	$1.32M
August 2019	$1.33M
July 2019	$1.32M
June 2019	$1.34M
May 2019	$1.34M
April 2019	$558K
March 2019	$563K
February 2019	$545K
January 2019	$534K
2018
December 2018	$578K
November 2018	$573K
October 2018	$581K
September 2018	$573K
August 2018	$574K
July 2018	$593K
June 2018	$605K
May 2018	$649K
April 2018	$579K
March 2018	$624K
February 2018	$581K
January 2018	$593K
2017
December 2017	$552K
November 2017	$552K
October 2017	$551K
September 2017	$549K
August 2017	$548K
July 2017	$546K
June 2017	$542K
May 2017	$539K
April 2017	$255K
March 2017	$258K
February 2017	$276K
January 2017	$328K
2016
December 2016	$502K
November 2016	$504K
October 2016	$552K
September 2016	$500K

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.

Address	Distance	Property Type	Sold Price	Sold Date	Bed	Bath	Sqft
592 Lovers Ln, Mathews, VA	0.19	Single-Family Home	$800,000	01/13/26	4	4	3,566
567 Seaford Ln, Mathews, VA	1.06	Single-Family Home	$950,000	12/19/25	5	5.5	4,484
20 Pine Hall Rd, Mathews, VA	0.63	Single-Family Home	$200,000	07/22/26	3	2	1,760
64 Heron Harbor Way, Hudgins, VA	1.31	Single-Family Home	$610,000	10/21/25	3	2	2,340
10328 Buckley Hall Rd, Mathews, VA	0.75	Single-Family Home	$300,000	12/30/25	3	1	1,366
10291 Buckley Hall Rd, Mathews, VA	0.68	Single-Family Home	$230,000	05/14/26	2	1	1,120
59 Double Cross Ct, Mathews, VA	0.91	Single-Family Home	$285,000	08/18/26	3	2	1,056
74 Harvest Ln, Hudgins, VA	1.21	Single-Family Home	$645,000	08/28/26	3	2	1,125
82 Southwind Dr, Mathews, VA	1.03	Single-Family Home	$310,000	10/31/25	3	2	1,512
66 Heron Harbor Way, Hudgins, VA	1.25	Single-Family Home	$610,000	10/17/25	2	2.5	2,300

Nearby home prices

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

Address	Distance	Price	Bed	Bath	Sqft	Status
73 Oakley Pointe Ln, Mathews, VA 23109	0.07	$541,100	3	2	1,944	Off Market
343 Oakley Pointe Ln, Mathews, VA 23109	0.05	$554,000	3	2.5	1,723	Off Market
410 Oakley Pointe Ln, Mathews, VA 23109	0.15	$870,000	3	3.5	3,828	For Sale
764 Lovers Ln, Mathews, VA 23109	0.23	$549,900	4	3.5	1,890	For Sale
140 Morris Creek Ln, Mathews, VA 23109	0.22	$899,000	4	3.5	3,086	For Sale
436 Lovers Ln, Mathews, VA 23109	0.23	$354,000	3	2	2,320	Off Market
Morris Creek Ln #2.87, Mathews, VA 23109	0.26	-	-	-	-	Off Market
867 Holly Point Rd, Mathews, VA 23109	0.27	$818,600	3	2.5	2,766	Off Market
Old Bay Ln #4, Mathews, VA 23109	0.32	-	-	-	-	Off Market
265 Lovers Ln, Mathews, VA 23109	0.38	$328,900	4	3	2,314	Off Market
460 Holly Point Rd, Mathews, VA 23109	0.39	$213,100	2	1	1,134	Off Market
Pine Hall Rd #3, Mathews, VA 23109	0.52	-	-	-	-	Off Market

Local Information

Map ViewExplore the area around 159 Oakley Pointe Ln.
Schools1 Preschool School2 Elementary Schools2 Middle Schools1 High School
Shop & Eat

-- mins to

Commute Destination

Home Highlights

Single-Family Home

Built in 1810

5.05 acre lot

3,461 sqft

$399/sqft

About this House

This one has it all! Gorgeous house with all the amenities? Check! Stunning pool & spa? Check! Private guest house? Check! Protected water on Morris Creek with easy access to the best spots on the Chesapeake Bay? Check! Old world charm with ALL the modern updates and conveniences. Nothing overlooked in 2004 renovations - room to spread out with separate Media, Florida, and Living rooms, as well as spacious chef's delight kitchen (WOLF, SubZero). Fireplaces in virtually all downstairs rooms! Master bedroom has romantic private balcony overlooking water. Heated saltwater pool, luxurious guest cottage with full kitchen/living area. 5+ acres, 800+ feet of natural shoreline/protective marsh grass, and property siting provides privacy and serenity - meticulously landscaped lawns, gazebo and fish pond, greenhouse and raised beds for the green thumb. Everything is top notch and waiting for you. 30KW main house generator, separate well, septic, and electric for pool and guest house. Main house has durable easy care cedar siding, guest house has Hardiplank. Expansive pavers around pool, hot tub, outdoor dining area, and pergola area at guest house. Pier with floating dock and 8K boatlift.

159 Oakley Pointe Ln, Mathews, VA 23109 is a 5 bedroom, 4 bathroom, 3,461 sqft single-family home built in 1810. It last sold for $1,230,000 on Oct 27, 2020. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $1,382,100, with a rent estimate of $3,332/month.

Home Details for 159 Oakley Pointe Ln

Interior Features
Heating & Cooling Heating: Heat Pump, ElectricAir ConditioningCooling System: CentralHeating Fuel: Heat Pump
Levels, Entrance, & Accessibility Stories: 2Floors: Tile, Hardwood
Interior Details In-law unitNumber of Rooms: 8Types of Rooms: Walk In Closet, Dining RoomCeiling Fan
Appliances & Utilities DishwasherDryerMicrowaveRefrigeratorWasher
Fireplace & Spa FireplaceHot Tub or Spa
Security Security System

Exterior Features
Exterior Home Features Roof: CompositionExterior: OtherPatioPorch
Pool Pool
Parking & Garage Parking Spaces: 2Parking: Carport

Property Information
Year Built Year Built: 1810
Property Type / Style Property Type: Single Family Home

Lot Information
Lot Area: 5.05 acres

Additional Information
Greenhouse

Price and Tax history

Date	Event	Price
Oct 27, 2020 Source: Chesapeake Bay & Rivers AOR #2000830	Sold	$1,230,000
Jan 11, 2020 Source: Agent Provided	Listed For Sale	$1,350,000
Nov 26, 2019 Source: Agent Provided	ListingRemoved	$1,350,000
Nov 11, 2019 Source: Agent Provided	PriceChange	$1,350,000 Price decreased by 4%
May 27, 2019 Source: Agent Provided	Listed For Sale	$1,400,000

Year	Property tax	Tax assessment
2025	$5,812	$968,700

Additional Cost

Market trends in Mathews

Last updated July 2026

Avg. sale price

—

Sale-to-List Price

—

Price per sq ft

—

Available listings

2MoM

Around this home

Lee-Jackson Elementary School
PK-4
Public
281 Students
Mathews County Public Schools
8/10
GreatSchools Rating
Parent Rating Average
I have heard nothing but good things about Mathews county schools.
Parent Review
4y ago
3 Reviews

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 Mathews

At least 1 Trulia users voted on each feature.

100 % Say it's walkable to restaurants
100 % Say there are community events
100 % Say car is needed
100 % Say there's holiday spirit
100 % Say yards are well-kept
100 % Say it's quiet
100 % Say parking is easy
75 % Say neighbors are friendly
75 % Say kids play outside
67 % Say it's walkable to grocery stores
50 % Say there's wildlife
50 % Say people would walk alone at night
50 % Say there are sidewalks
50 % Say streets are well-lit
40 % Say they plan to stay for at least 5 years

Sourced by Trulia users. Learn more about our methodology.

Nancy J.
11y ago
"Nice area. I work close by. Little/no crime. Some people do not even lock their doors. Walk to almost everything. Great Resturants close by. Ideal set up for retirees...close to schools for young family. Great neighborhood for single person."
1
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Frequently asked questions about 159 Oakley Pointe Ln

What is 159 Oakley Pointe Ln estimated to be worth?
Trulia's estimated value for 159 Oakley Pointe Ln in Mathews, VA is $1,382,100.
What is the price history for 159 Oakley Pointe Ln?
159 Oakley Pointe Ln in Mathews, VA last sold for $1,230,000 in October 2020.
Is Mathews a buyer's or seller's market?
Mathews is currently a seller's market, based on recent for-sale activity.
What are the closest schools to 159 Oakley Pointe Ln?
The closest schools to 159 Oakley Pointe Ln in Mathews, VA are Lee-Jackson Elementary School (Pre-K, rated 8/10), Mathews High School (Middle, rated 4/10), Thomas Hunter Middle School (Elementary, rated 5/10).
Does 159 Oakley Pointe Ln have air conditioning?
Yes, 159 Oakley Pointe Ln in Mathews, VA has air conditioning.
Does 159 Oakley Pointe Ln have a pool?
Yes, 159 Oakley Pointe Ln in Mathews, VA has a pool.

Apartments for Rent

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Off Market Homes Near 159 Oakley Pointe Ln

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SOLD
AUG 14, 2026
$700,000
3 bd
3.5 ba
3,476 sqft
118 Rigby Ln,
Diggs, VA 23045
SOLD
JUL 17, 2026
$1,325,000
5 bd
3.5 ba
4,562 sqft
992 Williams Wharf Rd,
Mathews, VA 23109
KW Metro Center, CVRMLS
SOLD
JUN 2, 2026
$1,327,000
4 bd
2.5 ba
2,656 sqft
673 Hicks Wharf Rd,
Cardinal, VA 23025
IsaBell K. Horsley Real Estate, Chesapeake Bay & Rivers AOR
SOLD
APR 21, 2026
$1,900,000
5 bd
6 ba
4,300 sqft
68 Preston Point Rd,
Mathews, VA 23109
Isabell K. Horsley Real Estate, Chesapeake Bay & Rivers AOR
SOLD
APR 20, 2026
$1,564,600
2 bd
1 ba
9,301 sqft
8143 Buckley Hall Rd,
Cobbs Creek, VA 23035
SOLD
MAR 26, 2026
$699,000
3 bd
3 ba
2,179 sqft
448 Sandberg Ln,
Cardinal, VA 23025
SOLD
JAN 13, 2026
$800,000
4 bd
4 ba
3,566 sqft
592 Lovers Ln,
Mathews, VA 23109
SOLD
DEC 19, 2025
$950,000
5 bd
5.5 ba
4,484 sqft
567 Seaford Ln,
Mathews, VA 23109
OFF MARKET
Est. $843,400
3 bd
2.5 ba
2,469 sqft
190 Anchorage Way,
Mathews, VA 23109
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Mathews
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Homes for sale near 159 Oakley Pointe Ln

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4.7 ACRES
$549,900
4 bd
3.5 ba
1,890 sqft
764 Lovers Ln,
Mathews, VA 23109
0.94 ACRES
$899,000
4 bd
3.5 ba
3,086 sqft
140 Morris Creek Ln,
Mathews, VA 23109
Morgan & Edwards Real Estate, Chesapeake Bay & Rivers AOR
1.01 ACRES
$870,000
3 bd
3.5 ba
3,828 sqft
410 Oakley Pointe Ln,
Mathews, VA 23109
Isabell K. Horsley Real Estate, Chesapeake Bay & Rivers AOR
1.99 ACRES
$499,900
4 bd
3 ba
4,434 sqft
228 Church St,
Mathews, VA 23109
NEW - 1 DAY AGO
2 ACRES
$525,000
3 bd
3 ba
3,154 sqft
364 Oak Point Rd,
Hudgins, VA 23076
0.5 ACRES
$385,000
4 bd
2 ba
1,883 sqft
10661 Buckley Hall Rd,
Mathews, VA 23109
0.99 ACRES
$254,900
2 bd
2 ba
1,016 sqft
633 Fitchetts Wharf Rd,
Mathews, VA 23109
11.4 ACRES
$1,995,000
5 bd
3.5 ba
4,019 sqft
1016 New Point Comfort Hwy,
Mathews, VA 23109
Pearls of the Chesapeake LLC, Chesapeake Bay & Rivers AOR
AUCTION
1 ACRE
$135,000
3 bd
1 ba
2,192 sqft
1678 Fitchetts Wharf Rd,
Moon, VA 23119
4.96 ACRES
$697,000
4 bd
2.5 ba
2,779 sqft
1108 New Point Comfort Hwy,
Mathews, VA 23109
Isabell K. Horsley Real Estate, Chesapeake Bay & Rivers AOR
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