Is parking easy in Glen Oak Hills, Madison, WI?

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

Do kids play outside in Glen Oak Hills, Madison, WI?

As of early 2026, 100% of users say kids play outside

Is Glen Oak Hills, Madison, WI dog-friendly?

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

Is Glen Oak Hills, Madison, WI quiet?

As of early 2026, 88% of users say it's quiet

Is Glen Oak Hills, Madison, WI walkable to grocery stores?

As of early 2026, 88% of users say it's walkable to grocery stores

Is a car needed in Glen Oak Hills, Madison, WI?

As of early 2026, 86% of users say car is needed

Would people walk alone at night in Glen Oak Hills, Madison, WI?

As of early 2026, 83% of users say people would walk alone at night

Are yards well-kept in Glen Oak Hills, Madison, WI?

As of early 2026, 83% of users say yards are well-kept

Do residents of Glen Oak Hills, Madison, WI plan to stay at least 5 years?

As of early 2026, 83% of users say they plan to stay for at least 5 years

Is there wildlife in Glen Oak Hills, Madison, WI?

As of early 2026, 78% of users say there's wildlife

Does Glen Oak Hills, Madison, WI have sidewalks?

As of early 2026, 75% of users say there are sidewalks

Does Glen Oak Hills, Madison, WI show holiday spirit?

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

Is Glen Oak Hills, Madison, WI walkable to restaurants?

As of early 2026, 60% of users say it's walkable to restaurants

Are there community events in Glen Oak Hills, Madison, WI?

As of early 2026, 60% of users say there are community events

Are neighbors friendly in Glen Oak Hills, Madison, WI?

As of early 2026, 57% of users say neighbors are friendly

Are the streets well-lit in Glen Oak Hills, Madison, WI?

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

What is 5337 Oak Crest Pl estimated to be worth?

Trulia's estimated value for 5337 Oak Crest Pl in Madison, WI is $489,800 .

What is the price history for 5337 Oak Crest Pl?

5337 Oak Crest Pl in Madison, WI last sold for $222,500 in November 2014.

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

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

What's the median sale price in Madison?

The median sale price in Madison is $429K. That is up $2.5K from the prior month.

Does 5337 Oak Crest Pl have laundry facilities?

Yes, 5337 Oak Crest Pl in Madison, WI has in-unit laundry.

How big is the lot at 5337 Oak Crest Pl?

The lot at 5337 Oak Crest Pl in Madison, WI is about 0.18 acres (7,840 sq ft).

OFF MARKET

$489,800

Trulia Estimate

3 Beds
2 Baths
1,754 sqft

5337 Oak Crest Pl, Madison, WI 53705

Glen Oak Hills

Est. Refi. Payment $3,352/mo*

Refinance Your Home

Currently Off Market - Sold Nov 26, 2014 for $222,500

Home Value

Trulia Estimate

$490K

Since last month

$3K (-0.6%)

Since last year

$21K (+4.5%)

Since last sale

$267K (+120.1%)

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 +102% in the last 10 years

Month	Estimated value
2026
September 2026	$490K
August 2026	$493K
July 2026	$500K
June 2026	$505K
May 2026	$509K
April 2026	$501K
March 2026	$494K
February 2026	$474K
January 2026	$462K
2025
December 2025	$464K
November 2025	$467K
October 2025	$466K
September 2025	$469K
August 2025	$474K
July 2025	$486K
June 2025	$484K
May 2025	$485K
April 2025	$485K
March 2025	$476K
February 2025	$456K
January 2025	$440K
2024
December 2024	$451K
November 2024	$449K
October 2024	$455K
September 2024	$455K
August 2024	$459K
July 2024	$459K
June 2024	$465K
May 2024	$474K
April 2024	$472K
March 2024	$467K
February 2024	$453K
January 2024	$430K
2023
December 2023	$424K
November 2023	$432K
October 2023	$436K
September 2023	$435K
August 2023	$438K
July 2023	$449K
June 2023	$449K
May 2023	$454K
April 2023	$439K
March 2023	$424K
February 2023	$399K
January 2023	$388K
2022
December 2022	$387K
November 2022	$391K
October 2022	$394K
September 2022	$397K
August 2022	$397K
July 2022	$412K
June 2022	$421K
May 2022	$418K
April 2022	$411K
March 2022	$400K
February 2022	$372K
January 2022	$363K
2021
December 2021	$354K
November 2021	$353K
October 2021	$355K
September 2021	$358K
August 2021	$360K
July 2021	$370K
June 2021	$382K
May 2021	$394K
April 2021	$379K
March 2021	$357K
February 2021	$348K
January 2021	$346K
2020
December 2020	$340K
November 2020	$338K
October 2020	$330K
September 2020	$319K
August 2020	$324K
July 2020	$323K
June 2020	$324K
May 2020	$332K
April 2020	$323K
March 2020	$321K
February 2020	$323K
January 2020	$319K
2019
December 2019	$316K
November 2019	$320K
October 2019	$319K
September 2019	$316K
August 2019	$317K
July 2019	$314K
June 2019	$303K
May 2019	$301K
April 2019	$294K
March 2019	$301K
February 2019	$300K
January 2019	$300K
2018
December 2018	$295K
November 2018	$298K
October 2018	$293K
September 2018	$297K
August 2018	$296K
July 2018	$300K
June 2018	$300K
May 2018	$298K
April 2018	$293K
March 2018	$299K
February 2018	$295K
January 2018	$286K
2017
December 2017	$271K
November 2017	$260K
October 2017	$260K
September 2017	$258K
August 2017	$259K
July 2017	$258K
June 2017	$259K
May 2017	$258K
April 2017	$258K
March 2017	$253K
February 2017	$248K
January 2017	$248K
2016
December 2016	$248K
November 2016	$245K
October 2016	$243K
September 2016	$242K

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
18 N Kenosha Dr, Madison, WI	0.09	Single-Family Home	$340,000	06/05/26	3	2.5	1,582
5524 Park Way, Madison, WI	0.34	Single-Family Home	$370,000	04/16/26	3	2	1,635
5449 Old Middleton Rd, Madison, WI	0.33	Single-Family Home	$350,000	01/23/26	3	2	1,317
413 N Rosa Rd, Madison, WI	0.34	Single-Family Home	$375,000	06/09/26	3	2	1,582
5717 Cedar Pl, Madison, WI	0.49	Single-Family Home	$225,000	06/04/26	2	2	2,042
1 Merrill Crest DRIVE, Madison, WI	0.17	Single-Family Home	$460,000	02/26/26	3	1	1,376
401 Merrill Crest Dr, Madison, WI	0.15	Single-Family Home	$450,000	02/04/26	2	2	1,298
5518 Belin St, Madison, WI	0.31	Single-Family Home	$470,000	04/13/26	2	2	1,347
17 Merrill Crest Dr, Madison, WI	0.13	Single-Family Home	$550,000	04/15/26	3	2	1,204
5517 Terre Haute Ave, Madison, WI	0.29	Single-Family Home	$430,000	06/09/26	6	2	2,229

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
109 N Kenosha Dr, Madison, WI 53705	0.03	$575,200	3	2	1,722	Off Market
101 N Kenosha Dr, Madison, WI 53705	0.04	$563,600	4	2	1,682	Off Market
5325 Oak Crest Pl, Madison, WI 53705	0.02	$496,900	3	2	1,736	Off Market
21 N Kenosha Dr, Madison, WI 53705	0.07	$554,000	3	2	1,944	For Sale
5376 Park Way, Madison, WI 53705	0.07	$490,200	2	2	1,589	Off Market
18 N Kenosha Dr, Madison, WI 53705	0.09	$340,000	3	2.5	1,582	Recently Sold
26 Wakeman St, Madison, WI 53705	0.17	$393,800	4	1	1,316	Off Market
401 Merrill Crest Dr, Madison, WI 53705	0.15	$450,000	2	2	1,298	Recently Sold
1 Merrill Crest DRIVE, Madison, WI 53705	0.17	$460,000	3	1	1,376	Recently Sold
405 Hilldale Ct, Madison, WI 53705	0.17	$387,800	2	1	996	Off Market
102 S Kenosha Dr, Madison, WI 53705	0.22	$697,900	3	2.5	2,154	Off Market
410 Hilldale Ct, Madison, WI 53705	0.20	$384,600	3	1.5	1,260	Off Market

Local Information

Map ViewExplore the area around 5337 Oak Crest Pl.
Schools1 Preschool School1 Elementary School1 Middle School1 High School
Shop & Eat

-- mins to

Commute Destination

Home Highlights

Single-Family Home

Built in 1956

1,754 sqft

$279/sqft

Garage

About this House

Rent this remodeled house on the Near West Side of Madison. Located in the Merill Crest Subdivision off of Old Middleton Road. This home opens with a sunny living room featuring hardwood floors and a picture window. This leads to a fully remodeled kitchen featuring granite counters and stainless steel appliances. Off the back is a family room with a gas stove and a walkout to the back deck. Down the hall are 3 bedrooms with a full bath with a tiled surround tub/shower to service them. A 1/2 bath is also on this level. The partially finished lower level has a large rec room and an additional unfinished area with laundry facilities and storage space. Outside, this home has a 1 car garage, beautiful landscaping and a back deck overlooking the private fenced in backyard. Crestwood Jefferson Memorial HS. AVAILABLE NOW! ADDITIONAL FEATURES
1 Car Garage, Washer and Dryer, 2 Living Spaces, Ample Storage, Back Deck, Beautiful Yard, Central Air, Dishwasher, Fenced Yard, Finished Lower Rec/Workout Room, Gas Stove, Granite Counters, Great Location, Hardwood Floors, Main Level Bedroom, Modernized Kitchen, Professionally Managed, Recently Remodeled and Stainless Steel Appliances!!

12 Months +

5337 Oak Crest Pl, Madison, WI 53705 is a 3 bedroom, 2 bathroom, 1,754 sqft single-family home in Glen Oak Hills, built in 1956. It last sold for $222,500 on Nov 26, 2014. More recently, it was listed as a rental in December 2019 with an asking price of $1,895 per month. That rental listing was removed on January 3, 2020. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $489,800, with a rent estimate of $3,017/month.

Home Details for 5337 Oak Crest Pl

Interior Features
Interior Details BasementTypes of Rooms: Family Room
Heating & Cooling Heating: Forced AirHeating Fuel: Forced Air
Levels, Entrance, & Accessibility Stories: 1Floors: Hardwood
Appliances & Utilities DryerWasher
Fireplace & Spa Fireplace

Exterior Features
Exterior Home Features Roof: OtherDeckExterior: Wood
Parking & Garage GarageParking Space: 1Parking: Garage Detached, Off Street

Property Information
Year Built Year Built: 1956Year Updated: 1974
Property Type / Style Property Type: Single Family HomeArchitecture: Ranch / Rambler

Community
Units in Building: 1

Lot Information
Lot Area: 7840 sqft

Price and Tax history

Date	Event	Price
Jan 3, 2020 Source: Agent Provided	ListingRemoved	$1,895
Dec 23, 2019 Source: Agent Provided	Listed For Rent	$1,895
Nov 26, 2014 Source: SCWMLS #1727981	Sold	$222,500
Sep 23, 2014 Source: Agent Provided	Listed For Sale	$229,900

Year	Property tax	Tax assessment
2024	$8,120	$414,800

Additional Cost

Market trends in Madison

Last updated August 2026

Avg. sale price

$429K

$2.5KMoM

Sale-to-List Price

101.6%

0.9%MoM

Price per sq ft

$259

$7MoM

Available listings

551

5MoM

Around this home

Crestwood Elementary School
PK-5
Public
293 Students
Madison Metropolitan School District
5/10
GreatSchools Rating
Parent Rating Average
smells sour like funky and so is the food. I hate school
Other Review
4y ago
8 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.

Neighborhood Overview

Glen Oak Hills

4 Homes For You
Buy: $174k - $554k

See Local Highlights

Neighborhood stats provided by third party data sources.

What Locals Say about Glen Oak Hills

At least 5 Trulia users voted on each feature.

100 % Say parking is easy
100 % Say kids play outside
100 % Say it's dog friendly
88 % Say it's quiet
88 % Say it's walkable to grocery stores
86 % Say car is needed
83 % Say people would walk alone at night
83 % Say yards are well-kept
83 % Say they plan to stay for at least 5 years
78 % Say there's wildlife
75 % Say there are sidewalks
71 % Say there's holiday spirit
60 % Say it's walkable to restaurants
60 % Say there are community events
57 % Say neighbors are friendly
50 % Say streets are well-lit

Sourced by Trulia users. Learn more about our methodology.

Trulia User
Resident
4y ago
"I work on the west side. Easy commute, lots of restaurants and shops nearby and is on public transportation lines too."
0
Flag
Drewhottmann
Resident
8y ago
"Big old trees, diverse people, great parks, lots of dogs. It’s so close to everything on the west side, and so close to downtown. Best location in the coty."
2
Flag

LGBTQ Local Legal Protections

Frequently asked questions about 5337 Oak Crest Pl

What is 5337 Oak Crest Pl estimated to be worth?
Trulia's estimated value for 5337 Oak Crest Pl in Madison, WI is $489,800.
What is the price history for 5337 Oak Crest Pl?
5337 Oak Crest Pl in Madison, WI last sold for $222,500 in November 2014.
Is Madison a buyer's or seller's market?
Madison is currently a seller's market, based on recent for-sale activity.
What's the median sale price in Madison?
The median sale price in Madison is $429K. That is up $2.5K from the prior month.
Does 5337 Oak Crest Pl have laundry facilities?
Yes, 5337 Oak Crest Pl in Madison, WI has in-unit laundry.
How big is the lot at 5337 Oak Crest Pl?
The lot at 5337 Oak Crest Pl in Madison, WI is about 0.18 acres (7,840 sq ft).