5445 Chesley Avenue, Los Angeles, California 90043, Los Angeles, 90043 - 4 bed, 4 bath
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Los Angeles, California 90043
This Stunning Architectural Retreat is listed at $1,275,000, reflecting a stable valuation aligned with its $1,261,472 Fair Market Value. Featuring a Condition Rating of 3, this residence offers a seamless blend of contemporary design and resort-style living, highlighted by a chef-inspired kitchen, private lap pool, and a versatile garage conversion perfect for a guest suite or studio. While local school ratings remain a consideration, the home’s high-end finishes and indoor-outdoor flow provide an elevated lifestyle. This property is an ideal fit for discerning homeowners or creative professionals seeking a move-in ready sanctuary.
Comparables within 1 miles sold in recently
| Address | Sold Price | Beds | Baths | Sq Ft | $/Sqft | Distance |
|---|---|---|---|---|---|---|
★ 5445 Chesley Avenue Subject | $1,275,000* List Price | 4 | 4 | 2,209 | $571 | - |
A 5732 Hillcrest Drive Sold | $1,280,000 | 4 | 3 | 2,574 | $497 | 0.2 mi |
B 5314 S Victoria Avenue Sold | $1,175,000 | 5 | 4 | 2,283 | $515 | 0.3 mi |
C 5126 Chesley Avenue Sold | $1,302,500 | 4 | 2 | 2,152 | $605 | 0.3 mi |
D 4606 10th Avenue Sold | $1,316,700 | 4 | 3 | 2,076 | $634 | 0.8 mi |
E 4918 10th Avenue Sold | $1,025,000 | 4 | 4 | 2,327 | $440 | 0.6 mi |
F 4617 10th Avenue Sold | $1,325,000 | 4 | 3 | 1,922 | $689 | 0.8 mi |
G 5449 S Victoria Active Under Contract | $1,225,000 List Price | 4 | 3 | 1,818 | $674 | 0.1 mi |
* Subject property listed price vs sold prices of comps.
Property is move-in ready.
While originally built in 1924, the property features a comprehensive architectural renovation likely completed within the last 10-15 years. The kitchen is updated with custom cabinetry, stone countertops, and stainless steel appliances, and the bathrooms feature modern spa-inspired elements. The home appears well-maintained and move-in ready, though some finishes like the bedroom carpeting show minor age.
High School: Middle College High School (9/10).
This striking residence features a seamless flow between contemporary interiors and a private courtyard with a sparkling lap pool, offering a sophisticated resort-like atmosphere.
The property includes a thoughtful garage conversion providing a fourth bedroom and bath, ideal for a home office, creative studio, or guest accommodations.
Bedroom count discrepancy between mls listing and other public or private record. mls listing bedroom count = 4, other record bedroom count = 3.
The majority of assigned and nearby public schools carry low performance ratings, which may be a significant consideration for families with school-aged children.
Despite its architectural appeal and prime location, the property lacks the elevated city or hillside views often found in the surrounding Windsor Hills area.
Privately set behind mature landscaping in Windsor Hills adjacent, 5445 Chesley Ave is a striking architectural retreat designed for those who appreciate style, serenity, and seamless indoor-outdoor living. Three (3) bedrooms and three full baths in the home, plus a garage conversion with room for 4th bedroom and 3/4 bathThoughtfully curated with bold contemporary elements and zen-inspired spaces, this one-of-a-kind residence offers the perfect balance of quiet retreat living and effortless entertaining. As you enter, you are immediately welcomed into an expansive living room highlighted by dramatic oversized picture windows, custom built-ins, rich textured flooring, and a sleek modern fireplace that anchors the space with warmth and sophistication. Sliding glass doors and open sightlines create a natural flow throughout the home, filling the interiors with light while blurring the lines between indoors and out. The open-concept dining area and chef-inspired kitchen offer a vibrant yet functional gathering space, complete with custom cabinetry, stone countertops, stainless steel appliances, designer backsplash, and a large center island ideal for hosting family and friends. Architectural ceiling details, bold color palettes, and custom finishes throughout the home create a truly artistic and elevated atmosphere. The spacious family room opens effortlessly to the private outdoor courtyard and sparkling in-ground lap pool, creating a tranquil resort-like setting perfect for relaxing, entertaining, or enjoying peaceful evenings under the stars. Multiple patio and lounge areas provide flexibility for intimate gatherings or larger celebrations, while the lush privacy hedging enhances the home's secluded feel. The primary suite serves as its own private sanctuary, featuring generous proportions, a spa-inspired bath, walk-in closet, and calming views of the pool and outdoor spaces. Additional bedrooms are thoughtfully positioned for comfort and privacy. Just steps from the pool, a separate private guest area with its own bathroom offers an ideal setup for guests, creative workspace, wellness studio, or extended stays. Set on a beautifully designed lot with gated parking, a covered carport, and exceptional architectural character throughout, this residence is a rare offering that combines modern design, privacy, and a true lifestyle experience in one of Los Angeles' most desirable neighborhoods.
No exterior & parking available.
Grades K-5 • 0.5 mi
Grades K-5 • 0.8 mi
Grades K-5 • 0.9 mi
No sensitive facilities data found.
| Feature | Subject | Average Home | Neighborhood Ranking (50 Listings) |
|---|---|---|---|
| Beds | 4.0 | 3.0 | 74% |
| Baths | 4.0 | 2.0 | 87% |
| Square foot | 2,209 | 1,593 | 77% |
| Lot Size | 7,001 | 6,123.5 | 76% |
| Price | $1.27M | $878.0K | 75% |
| Price per sq ft | $577 | $597 | 45% |
| Built year | 1924 | 1927 | 42% |
| HOA | $0 | $0 | 50% |
| Days on market | 31 | 152 | 2% |
May 15, 2026
$1,275,000
Initial Listing
Sep 9, 2011
$468,000
Public Record
Jul 15, 1998
$175,000
Public Record