3445 29th Street
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3445 29th Street

Dbottom 20%

San Diego, CA 92104

$2,000,000
NEW — 1d
STR-eligible · San Diego Tier 3 · TOT 12.75%

One license per person in San Diego: whether you can hold it depends on you, not only the home.

151 licensed short-term rentals within ½ mile (101 whole home), from the cities' license and permit lists of Nov 13, 2026.

Pass at asking: -$11,105/mo full cashflow at 20% down, 7.36% rate.

Works at $546,857 (73% under asking); even all cash loses money at asking.

Rent $5,427/mo from 15 leases of 3–5 bed houses within 2 mi ($5,111–$6,408).

Beds

4

Baths

3.5

Sqft

2,243

Year Built

1911

Days on Market

1

Property Type

Single Family

HOA/mo

N/A

MLS ID

PTP2608341

This property is in San Diego (92104). View neighborhood stats →

Virtual Tour

About This Property

ENTERTAINING OFFERS BETWEEN $2,000,000 AND $2,300,000. EXQUISITE NORTH PARK CRAFTSMAN | HISTORIC CHARM MEETS MODERN LUXURY! Originally built in 1911 and masterfully rebuilt down to the studs in 2019, this exceptional 4-bedroom, 3.5-bath, 2,243 sq. ft. residence seamlessly blends timeless architectural character with extraordinary modern upgrades. The original Craftsman porch and front door preserve the home's historic soul, while premium dual-pane windows, upgraded doors, newer foundation, plumbing, electrical, and luxury exterior paint with a transferable lifetime warranty provide lasting value. The stunning designer kitchen features a 48-inch dual-fuel range with six burners and griddle, commercial Café hood, granite countertops, oversized island, and custom finishes. Engineered hardwood flooring, designer lighting, a temperature-controlled gas fireplace, and beautifully appointed living spaces create understated elegance throughout. Upstairs, the luxurious primary retreat features a private deck, custom Elfa walk-in closet, and spa-inspired bath with soaking tub, dual vanities, and oversized shower. A versatile, enclosed loft provides additional living space, or sellers willing to add a closet to make the 4th bedroom (for the right offer), while the beautifully designed laundry/mudroom and abundant storage elevate everyday convenience. ENERGY INDEPENDENCE & SMART HOME LUXURY: Fully Paid/Owned 6.46 kW solar system with 19 panels, TWO Tesla Powerwall 3 batteries installed in 2026, Tesla Level 2 EV charger, tankless water heater, Ring security system, and gigabit fiber internet. Outside, enjoy professionally landscaped grounds with California native plants, mature fruit trees, low-maintenance turf, automated drip irrigation, landscape lighting, expansive entertaining deck, hard-piped BBQ and fire pit, and Wi-Fi-controlled automatic driveway gate. All within one of San Diego's most desirable and walkable neighborhoods! Enjoy North Park's celebrated restaurants, coffee shops, boutiques, breweries, and vibrant arts scene, with nearby Balboa Park, Morley Field, hiking trails, tennis courts, and cultural attractions. A RARE OPPORTUNITY TO OWN A HISTORIC CRAFTSMAN WITH THE LUXURY, TECHNOLOGY, AND MAJOR SYSTEM UPGRADES OF A MODERN HOME!

Mortgage Calculator

Est. Monthly Payment

$13,618

Principal & Interest$11,034
Property Tax$2,000
Insurance$583
%($400,000)
%
Loan Term

Location

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Zoned Schools

  • Elementary

    Jefferson Elementary · grades PK-5 · San Diego Unified

  • Middle

    Roosevelt International Middle · grades 6-8 · San Diego Unified

  • High

    San Diego High · grades 9-12 · San Diego Unified

The district's assigned schools for this parcel, from its attendance boundaries and rules. Boundaries change: confirm with the district before you buy.

Investment Score

1D
Est. Monthly Rent
$5,427

15 leases of 3–5 bed houses within 2 mi · $5,111–$6,408

Monthly Cashflow

Rent − PITIA

-$8,190
Full Cashflow

Incl. vacancy, PM, maint, capex

-$11,105

What would make this work?

$11,105/mo short at 20% down; +$14,423/mo rent closes it.

Break-even price

73% under asking

$546,857
Break-even rent

$14,423/mo above the estimate

$19,850/mo
Cashflow at 35% down
−$9,036/mo
Down payment to break even

Negative even all-cash

Not reachable
Rate to break even

Negative even at a 0% loan

Not reachable

Mortgage (P+I)
$11,034
Cap Rate
0.12%
Cash-on-Cash
-33.32%
DSCR

Need ≥ 1.25 for DSCR loan

0.40

NOI (Annual)
$2,406
Price-to-Rent

Lower = better for investors

30.7

* Modelled at 20% down, 7.36% rate, 30yr · vacancy 8% · PM 10% · capex 5% · maintenance 1%/yr.

Estimates only. Not financial advice. Verify all figures independently with a licensed professional before making any investment decision.

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DCashflow−$11,105/mo