5255 Round Meadow Road, Hidden Hills, California 91302, Hidden Hills, 91302 - 5 bed, 4 bath

5255 Round Meadow Road, Hidden Hills, California 91302 home-pic-0

5255 Round Meadow Road

Hidden Hills, California 91302

ACTIVE
CONDITION: POOR
5Beds
4Baths
6,375Sq Ft
59,272Lot Size

Property Price

LIST PRICE$5,999,999
EST. MARKET VALUE
$5,999,999

SUMMARY

Estimated Market Value

$5,999,999
Based on Realkey algorithm analyzing recent comparable sales in Hidden Hills.

Comparable Sales Map

Comparables within 1 miles sold in recently

Address Sold Price BedsBathsSq Ft$/SqftDistance
5255 Round Meadow Road
Subject
$5,999,999*
List Price
546,375$941-
A
5798 Penland Road
Active
$4,675,000
List Price
554,127$1,1331.0 mi

* Subject property listed price vs sold prices of comps.

Condition Analysis

OVERALL CONDITION SCORE

Poor
TeardownExcellent

Property is extensive renovation needed.

Built in 1961, the property is primarily marketed as a development site with HOA-approved plans for a new 12,953-square-foot estate. The existing structure features dated 1960s-style finishes, wood-beamed ceilings, and exposed brick that show significant age. With a drained swimming pool and the owner ready to pull demolition permits, the home requires substantial rehabilitation to meet modern standards, though it remains marginally functional for leasing in its current state.

PROSSTRENGTHS & OPPORTUNITIES

  • High Available Lot Utilization

    The property has a large lot size, which is more than 4 times of its living area. lot size in square feet = 59272, living area = 6375.

  • Great Schools

    High School: Oak Park High School (10/10).

  • Development Ready

    The property includes HOA-approved plans for a massive 12,953-square-foot estate with a 7-car garage, significantly reducing the lead time for new construction.

CONSRISKS & DEFICIENCIES

  • Deferred Maintenance

    The swimming pool is currently drained and empty, and the existing 1961 structure requires 'cleaning up,' indicating potential neglect or immediate repair needs.

  • Market Pricing Resistance

    The property has undergone multiple price reductions from its original $6.45M listing, suggesting the market has been hesitant at previous price points.

  • Dated Infrastructure

    While charming, the original 1961 construction and systems may not meet the expectations of modern luxury buyers without a full demolition or extensive renovation.

About 5255 Round Meadow Road

A rare find! This large, beautiful, 1.36 acre lot with a comfortable home, comes with plans that has H.O.A. approval for a new 12,953' home with a 7-car garage. The owner is ready to pull the demolition and grading permits to start the project. The lot features mature trees, good privacy, and a nice location for easy gate access in and out of Hidden Hills. The existing home can easily be cleaned up and lived in or leased (it was previously leased) if the new owner's want to keep to use personally or lease out prior to building. The existing 5 bed, 5 bath residence includes a guest house, barn, and tennis court. Paneled windows flood the home with natural light. Wood beamed ceiling with exposed brick accents add warmth & character to the chef's kitchen and dining area. The primary suite is complete with an arched wood ceiling, a brick fireplace, a retreat-like bath with a soaking tub, shower, dual sinks, and a view balcony all overlooking the expansive rear grounds. The backyard is spacious and perfect for entertaining and intimate family gatherings alike, with grassy yard, pool, spacious patio, circular driveway, and lots of off street parking. Caution: The swimming pool has been drained so it is currently empty.

Property Details

Public Facts

Property Type
Single Family Residence
Year Built
1961
Lot Size
59,272 Sq. Ft.

Interior

Total Bedrooms
5
Total Bathrooms
4 (4 Full, 0 Half)

Exterior & Parking

No exterior & parking available.

Utilities & Misc

HOA Fee
$0.25 / Month

Neighborhood Insights

Hidden Hills Unified Schools

Round Meadow Elementary School

Grades K-5 • 0.2 mi

8/10

Arthur E. Wright Middle School

Grades 6-8 • 2.6 mi

7/10

Calabasas High School

Grades 9-12 • 2.7 mi

8/10

Sensitive Facilities

No sensitive facilities data found.

Neighborhood Comparison

FeatureSubjectAverage HomeNeighborhood Ranking (50 Listings)
Beds5.04.0
66%
Baths4.04.0
50%
Square foot6,3753,056
90%
Lot Size59,27212,218.5
85%
Price$6.00M$1.98M
92%
Price per sq ft$941$704
83%
Built year19611987
4%
HOA$0.25$178
46%
Days on market215188
63%

Pricing History

Listed for Sale

Jan 21, 2026

$5,999,999

$6,195,000

-3% Price Drop

Initial Listing

Price Change

Dec 10, 2025

$6,195,000

$6,295,000

-2% Price Drop

Initial Listing

Price Change

Oct 17, 2025

$6,295,000

$6,450,000

-2% Price Drop

Initial Listing

Price Change

Aug 3, 2025

$6,450,000

Initial Listing

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