Old Town Homes with Two Levels Stories

Old Town Homes with Two Levels Stories

Welcome to Old Town, a vibrant and historic neighborhood nestled in the heart of San Diego, California. Known as the birthplace of California, Old Town boasts a rich cultural heritage, charming adobe buildings, and a lively atmosphere that captures the essence of the Golden State. With its bustling plazas, unique shops, and mouthwatering Mexican cuisine, Old Town is a delightful blend of history and modernity, making it a sought-after destination for both residents and visitors alike.

When it comes to real estate, Old Town offers an enticing array of homes that perfectly complement its enchanting surroundings. Among the most appealing options are the stunning two-level homes that provide both space and style. These residences often feature open floor plans, allowing for seamless transitions between living spaces, and are designed to cater to a variety of lifestyles. Imagine entertaining friends and family in your spacious living room while enjoying the warm California sun filtering through large windows.

Many two-level homes in Old Town also come equipped with private outdoor areas, ideal for soaking up the sunshine or hosting weekend barbecues. The upper levels often boast breathtaking views of the surrounding hills and the vibrant streets below, making every moment spent at home feel like a retreat.

Whether you’re a first-time homebuyer or looking to invest in a charming abode, Old Town’s two-level homes offer an exceptional opportunity to experience the unique blend of history, culture, and community that this iconic neighborhood has to offer. Come discover your dream home in Old Town, where every day feels like a celebration of life in beautiful San Diego!

Newest Old Town Homes with Two Levels Stories

$1,299,000
2 Beds ⋅ 3 Baths ⋅ 260018387SD MLS ⋅ Active Status
Perched above Historic Old Town in the exclusive Villas Chapultepec community, this beautifully remodeled 2-bedroom, 2.5-bath Spanish-style townhome offers breathtaking panoramic views from virtually every room. Thoughtfully updated with a blend of timeless charm and modern luxury, this turnkey residence delivers an exceptional living experience in one of San Diego's most desirable locations. The light-filled interior features rich hardwood flooring, designer countertops, custom cabinetry, upgraded windows and doors, recessed lighting, premium appliances, fully renovated bathrooms, and a stunning fireplace that anchors the main living space. Expansive windows throughout the home frame sweeping views of the city skyline, harbor, surrounding hillsides, and spectacular sunsets. The spacious primary suite serves as a private retreat, complete with two balconies that capture stunning vistas and cool coastal breezes. The second bedroom also enjoys impressive views, creating a unique living experience rarely found in townhome living. Located within an intimate gated enclave of only 18 residences, Villas Chapultepec offers resort-style amenities including a pool, spa, and a private Hillavator providing convenient access from your two secured parking spaces directly to your front door. Just minutes from Downtown San Diego, Mission Hills, Point Loma, San Diego International Airport, and major freeways, this exceptional home combines privacy, convenience, character, and unmatched views. Enjoy front-row seats to seasonal SeaWorld fireworks and experience the very best of San Diego

4008 Ampudia St, Old Town
$2,895,000
4 Beds ⋅ 4 Baths ⋅ 260018030SD MLS ⋅ Active Status
Welcome to 3815 Henry Street, an exceptional residence in Lower Mission Hills offering sweeping 180-degree panoramas from Downtown San Diego and San Diego Bay to the Pacific Ocean. Rare, grandfathered 12-foot ceilings throughout most of the home create an extraordinary sense of scale, while expansive windows fill the interiors with natural light and showcase the spectacular surroundings. Thoughtfully updated with a beautifully renovated kitchen and refined finishes, the home is designed for both comfortable everyday living and effortless entertaining. Expansive split-level terraces create seamless indoor-outdoor living, providing multiple spaces to enjoy San Diego's iconic sunsets, sparkling city lights, and the coastline beyond. The light-filled primary suite is a private retreat, complemented by a spa-inspired bath featuring a two-person steam shower and Jacuzzi soaking tub. Additional highlights include owned solar, a whole-home water filtration system, and premium appliances. Offering a rare combination of soaring ceilings, thoughtfully updated interiors, and truly unobstructed panoramic views, 3815 Henry Street presents an exceptional opportunity to own one of Lower Mission Hills' most distinctive homes.

3815 Henry Street, Old Town
$669,000
2 Beds ⋅ 2 Baths ⋅ 260016827SD MLS ⋅ Active Status
Rare opportunity to own a sun drenched end unit in the highly coveted Loma Riviera community! This spacious townhome is flooded with natural light across both levels and features a modern, turn key interior complete with an updated kitchen, renovated baths, and stylish flooring throughout. The expansive living room is anchored by a cozy wood burning fireplace and flows seamlessly through sliding glass doors to a large private patio, perfect for effortless indoor and outdoor entertaining. Unlike many units in the complex, this home comes fully equipped with its own air conditioning system for year round comfort. Storage is plentiful with a large attic accessible via a convenient pull down ladder. There is a private exterior laundry room off the patio with extra storage. Enjoy resort style living with beautifully landscaped grounds, a large heated pool, barbecue area, and an impressive clubhouse featuring a library and full kitchen. Between the lush green spaces and the incredible sense of community, you will feel like you are on vacation every day. This spectacular home will not last long!

4202 Loma Riviera Ln, Old Town
$1,595,000
260014837SD MLS ⋅ Active Status
Well-maintained 4-unit property in San Diego's desirable Morena neighborhood. The property is occupied by long-term tenants in month to month contracts and provides stable in-place income from day one. Value add opportunity in renovating the units. The building has a good roof, one assigned on-site parking space for each unit, and a layout that is easy to manage. Parking is a valuable amenity in this area and helps support tenant retention or could be an ADU opportunity. Located just minutes from the University of San Diego, Mission Bay, Old Town, Fashion Valley, SeaWorld, and major employment centers, the property benefits from strong and consistent rental demand. Easy access to I-5, I-8, nearby trolley stations, and San Diego International Airport makes the location convenient for a wide range of tenants. This is an opportunity to acquire a stabilized asset in a central San Diego location with immediate cash flow and long-term upside through continued improvements and rent growth.

5707 Mildred St, Old Town
$3,900,000
4 Beds ⋅ 4 Baths ⋅ 260014732SD MLS ⋅ Active Status
Perched on a quiet cul-de-sac in one of Bay Park's most desirable locations, this exceptional residence captures spectacular panoramic ocean and bay views while offering the perfect blend of comfort, style, and indoor-outdoor living. Rich oak floors, open beam ceilings, and a sunken living room with wet bar create a warm and inviting atmosphere, while expansive accordion doors seamlessly connect the interior to a covered outdoor entertaining space complete with a hot tub, heaters, and integrated sound system. The thoughtfully designed kitchen features vaulted ceilings, a generous food-prep island, and premium Viking stainless steel appliances, making it ideal for both everyday living and entertaining. Outside, the low-maintenance turf yard provides plenty of room for recreation, while the oversized lot offers ample space to add a pool and create your own private resort. The upstairs primary retreat is a true sanctuary, featuring a coffee bar, spacious walk-in closet, luxurious bath, and an expansive view deck with firepit—the perfect place to enjoy sunsets over the bay and ocean. Combining stunning views, exceptional entertaining spaces, and a highly sought-after location, this is Bay Park living at its finest.

4930 September, Old Town
$625,000
2 Beds ⋅ 2 Baths ⋅ 260014705SD MLS ⋅ Active Status
Beautifully Updated Point Loma Townhome in the Highly Sought-After Point Loma Tennis Club! Nestled in a quiet location within the community, this move-in-ready home features luxury vinyl plank flooring, quartz countertops, fresh interior paint, newer stainless steel appliances, upgraded triple-pane windows, and newer A/C and heating installed through the Quieter Home Program. Full-size stacked laundry is included. Enjoy resort-style living with exceptional amenities, including a pool, spa, BBQ area, fire pit, clubhouse, fitness center, billiards room, sport court, pickleball courts, and tennis courts. An incredible opportunity to own in one of Point Loma’s most desirable communities! VA Approved!

4062 Valeta Unit 334, Old Town
$1,999,000
4 Beds ⋅ 3 Baths ⋅ 260014186SD MLS ⋅ Active Status
Newly upgraded 2,774 SF, 4 bedroom, 2.5 bath, two level family home located on a private 10,380 SF lot! View of Tecolote Canyon and surrounding area! Open floor plan includes kitchen, dining room and family room combined! Separate formal living room! New interior and exterior paint! New vinyl plank flooring through out! Easy care yard! Stamped concrete! Covered patio! Large bedrooms! Dual pane windows and sliders! RV parking for several vehicles! 2 car attached garage with direct access into home! Easy access to Freeways 5 & 8, Beach communities, Fiesta Island, Downtown, USD, UCSD and UTC! Multiple pictures of the interior are virtually staged.

1839 Galveston St, Old Town
$1,599,000
260013430SD MLS ⋅ Active Status
Opportunity Knocks! Exceptional investment and development opportunity in a highly sought-after location just a short walk to USD. This unique property features two spacious 3-bedroom, 2-bath condos situated toward the rear of the lot, creating immediate rental income while preserving future development potential. The existing improvements offer flexibility for investors, developers, and owner-users alike. Continue generating income from the current units while exploring opportunities to maximize the property's highest and best use. The positioning of the buildings on the lot may provide additional development options, making this an ideal hold-and-develop asset. The garages present potential conversion opportunities or possible ADU configurations, subject to buyer verification and city approval. Located in one of San Diego's strongest rental markets, the property benefits from close proximity to USD, Mission Bay, beaches, shopping, dining, major employment centers, and convenient freeway access. Demand for housing in this area remains consistently strong, making this an attractive opportunity for both short- and long-term investors. Whether you're looking to generate cash flow today, add value through improvements, or pursue future development, this property offers a rare combination of location, income, and upside potential. See attached Development Opportunity Analysis for additional information regarding possible future uses and development scenarios. Buyer to verify all information.

5419 Lauretta St Apt A &B, Old Town
$2,850,000
4 Beds ⋅ 4 Baths ⋅ 260013422SD MLS ⋅ Active Status
NEW CONSTRUCTION!! Beautiful Bay Park "Beach Chic" Home featuring panoramic views & warm, contemporary styling! Welcome to this stunning 3,008 sq. ft. residence that blends luxury, comfort, and spectacular views. Perched in a premier location, the expansive rooftop deck showcases sweeping vistas stretching from USD, Point Loma, the Bay and Ocean, all the way to Mount Soledad—an entertainer’s dream setting. The primary suite is a true retreat, featuring a spacious walk-in closet, sunset-centric patio, spa-like soaking tub, and an oversized shower. Upstairs, you’ll also find three additional bedrooms, including another with its own en-suite bath, plus a generous laundry room for convenience. At the heart of the home, the chef’s kitchen shines with an 48" Z-line cooktop and double oven with elegant gold accents. Built in double wide refrigerator, a walk-in pantry, crisp white cabinetry, wine fridge, and huge island with beautiful quartz counters—designed for both style and function. Accordion doors off the living and dining areas seamlessly blend the indoor and outdoor covered patio and private backyard. Thoughtful details throughout include soft close cabinets, wine fridge, epoxy garage floors, OWNED SOLAR, 10' high ceilings, and a spacious, open floor plan. This residence offers a rare combination of indoor-outdoor living, upscale amenities, and panoramic San Diego views—making it the perfect place to call home.

1850 Illion St, Old Town
$2,095,000
260012365SD MLS ⋅ Active Status
Rarely does a property of this caliber come to market in one of San Diego's most coveted neighborhoods. This four-unit offering delivers breathtaking panoramic views of the San Diego Harbor. The diverse unit mix includes two 1-bedroom/1-bathroom apartments with spectacular harbor vistas, a 2-bedroom/1-bathroom single-family home with bay views, and a charming studio with its own private yard — appealing to a wide range of tenants and investment strategies alike. The upside potential is as impressive as the views. Three single-car garages present a compelling ADU conversion opportunity, four dedicated on-site parking spaces add premium value in an urban setting, and the property qualifies for favorable residential 2–4-unit financing. The units are ripe for modernization, offering a true value-add canvas for an investor ready to renovate, reposition rents, and build meaningful equity in an irreplaceable location. For the owner-occupant, this is a rare chance to plant roots in an iconic San Diego neighborhood while rental income offsets the mortgage. For the long-term investor, the property's RM-2-5 zoning and Complete Communities Housing Solutions designation at 6.5 FAR unlock genuine development potential: the parcel sits within a Transit Priority Area with no coastal overlay, no historic designation, and no environmental constraints — a clean entitlement profile for a future ground-up multifamily or condo project. With harbor views, multiple exit strategies, and a location that simply cannot be recreated. Rarely does a property of this caliber come to market in one of San Diego's most coveted neighborhoods. This four-unit offering delivers breathtaking panoramic views of the San Diego Harbor. The diverse unit mix includes two 1-bedroom/1-bathroom apartments with spectacular harbor vistas, a 2-bedroom/1-bathroom single-family home with bay views, and a charming studio with its own private yard — appealing to a wide range of tenants and investment strategies alike. The upside potential is as impressive as the views. Three single-car garages present a compelling ADU conversion opportunity, four dedicated on-site parking spaces add premium value in an urban setting, and the property qualifies for favorable residential 2–4-unit financing. The units are ripe for modernization, offering a true value-add canvas for an investor ready to renovate, reposition rents, and build meaningful equity in an irreplaceable location. For the owner-occupant, this is a rare chance to plant roots in an iconic San Diego neighborhood while rental income offsets the mortgage. For the long-term investor, the property's RM-2-5 zoning and Complete Communities Housing Solutions designation at 6.5 FAR unlock genuine development potential: the parcel sits within a Transit Priority Area with no coastal overlay, no historic designation, and no environmental constraints — a clean entitlement profile for a future ground-up multifamily or condo project. With harbor views, multiple exit strategies, and a location that simply cannot be recreated.

1809 15 Linwood Street, Old Town
$767,999
2 Beds ⋅ 2 Baths ⋅ 260012229SD MLS ⋅ Active Status
Live in the center of it all while enjoying the charm and character of one of San Diego’s most sought-after neighborhoods — Mission Hills. Perfectly positioned at 3774 Keating Street, this stylish and low-maintenance residence places you just minutes from Downtown, Little Italy, Seaport Village, the airport, beaches, top dining, shopping, and major freeways, offering the ultimate blend of convenience, accessibility, and lifestyle. Located in a fully warrantable community, this home offers added financing flexibility for buyers, making ownership more attainable in today’s market. Designed for effortless “lock-and-leave” living, this residence is ideal as a primary home, second home, or investment opportunity with short-term rental potential. Low-maintenance living, durable Bamboo flooring throughout, and an unbeatable central location make it especially appealing for frequent travelers, professionals, or anyone seeking a simplified San Diego lifestyle. Whether you’re looking for a turnkey urban retreat, a smart long-term investment, or a home that keeps you connected to the very best of San Diego, this property checks all the boxes. A rare opportunity to own in one of the city’s most desirable and centrally located communities.

3774 Keating St, Old Town
$2,975,000
5 Beds ⋅ 3 Baths ⋅ 260010502SD MLS ⋅ Active Status
Commanding one of San Diego’s most spectacular vantage points, this five-bedroom, three-bath residence offers an extraordinary lifestyle defined by unparalleled 180° views—from the tranquil waters of Mission Bay to the vast Pacific Ocean, Point Loma, and the legendary Mount Soledad of La Jolla. By day, savor sweeping coastal vistas; by night, enjoy the magic of SeaWorld fireworks dancing over the bay. Thoughtfully designed to capture its breathtaking surroundings, the home showcases unobstructed views from the main living areas and upstairs suites, complemented by a balcony, sunroom, and expansive deck ideal for refined entertaining. Inside, the interiors exude warmth and sophistication with rich hardwood floors, custom recessed lighting, and a gas fireplace anchoring the living space. The gourmet kitchen, tastefully updated, is equipped with a convection oven and premium appliances, while walk-in closets, skylights, and solar tubes enhance both function and natural light throughout. Recent investments ensure comfort and efficiency, including central air, a new furnace, water heater, and a solar energy system. Beyond the home, discover a serene in-ground spa with water feature, surrounded by lush privacy hedges on an expansive lot that cascades down the hillside. This turnkey residence is more than a home—it is a private sanctuary offering elegance, tranquility, and the ultimate connection to San Diego’s iconic coastal beauty. Experience the Ultimate San Diego Lifestyle with Iconic Views Perched high above Mission Bay, this stunning 5-bedroom, 3-bath home offers unobstructed 180° panoramic views of Mission Bay, the Pacific Ocean, Point Loma, Mount Soledad, and even the nightly SeaWorld fireworks. From the moment you step inside, you’ll be captivated by the expansive vistas from the living room, sunroom office, and upstairs bedrooms. The home features an updated kitchen, hardwood floors, and a layout designed for comfort and entertaining. Enjoy your morning coffee or evening sunsets from the balcony, front patio, or back deck, all surrounded by privacy hedges on a large lot that extends down the hillside. Recent upgrades within the last 3 years include: -Central Air & Furnace -Hot Water Heater -All Toilets -Washer & Dryer -Convection Oven -Solar (leased, ~$160/month) Additional highlights: In-ground jacuzzi and water feature for ultimate relaxation Gas fireplace and recessed lighting for cozy nights Walk-in closets in both upstairs bedrooms Skylights & solar tubes for abundant natural light This turnkey coastal retreat blends modern comforts with breathtaking scenery. Whether you’re entertaining on the expansive deck, soaking in the jacuzzi, or watching fireworks from your balcony, this home delivers the very best of San Diego living.

2164 Tokalon St, Old Town
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Based on information from California Regional Multiple Listing Service, Inc. as of . This information is for your personal, non-commercial use and may not be used for any purpose other than to identify prospective properties you may be interested in purchasing. Display of MLS data is usually deemed reliable but is NOT guaranteed accurate by the MLS. Buyers are responsible for verifying the accuracy of all information and should investigate the data themselves or retain appropriate professionals. Information from sources other than the Listing Agent may have been included in the MLS data. Unless otherwise specified in writing, Broker/Agent has not and will not verify any information obtained from other sources. The Broker/Agent providing the information contained herein may or may not have been the Listing and/or Selling Agent.