Welcome to a unique opportunity offering modern living, built-in income potential, and future upside. The main home is a fully renovated 3-bedroom, 1-bath residence thoughtfully upgraded throughout, creating a clean, turnkey space ready for immediate use. The property also includes a fully permitted 1-bedroom, 1-bath ADU, offering flexible use for rental income, multigenerational living, or additional private space. Whether youre a first-time buyer looking to offset your mortgage or an investor seeking steady cash flow, the setup offers real flexibility and versatility. Adding even more value, the property includes renderings for two future duplex units (each 4 beds, 1.5 baths) at the rearcreating a clear path for expansion and long-term upside. Four separate gas and electric meters are already installed and permitted, helping support future expansion and long-term investment potential. A solid option for buyers looking to enter the market with income in place, or for investors ready to scale with a property thats already positioned for future growth.
Listing Provided Courtesy of Delta Sivonsay at ShoppingSDHouses
Property Details
Price:
$799,000
MLS #:
PTP2603854
Status:
Active
Beds:
4
Baths:
2
Type:
Single Family
Listed Date:
May 4, 2026
Finished Sq Ft:
1,567
Total Sq Ft:
1,567
Lot Size:
8,712 sqft / 0.20 acres (approx)
Year Built:
1947
See this Listing
Schools
Interior
Appliances
Dishwasher, Microwave, Refrigerator, Electric Range, Gas & Electric Range
Bathrooms
2 Full Bathrooms
Flooring
Linoleum/Vinyl
Heating
Forced Air Unit
Levels
1 Story
Exterior
Accessibility Features
Parking
Common Walls
No Common Walls
Fencing
Chain Link, Wood
Parking Spots
4
Parking Total
4
Roof
Shingle
Stories
1
View
Neighborhood
Financial
Map
Community
- Address5744 Winchester Street San Diego CA
- CitySan Diego
- CountySan Diego
- Zip Code92139
Subdivisions in San Diego
- 18th Unit 18U
- Acacia Park ACAP
- Allied Gardens
- Alta 33401
- Alta ALTA
- Alta Vista AV
- Arborlake AL
- BAY PARK
- Bayside BS
- Bayview Heights 570
- Belvedere BEL
- Brentwood BRTW
- Cambria CAMB
- CAMPO
- Carmel CRM
- CARMEL MOUNTAIN RANCH
- CARMEL VALLEY
- CHULA VISTA
- CITY HEIGHTS
- Civita CIVI
- CLAIREMONT
- Clifton Heights CLFH
- Collage COLG
- College Estates1260
- COLLEGE GROVE
- College Park COLG
- College Park CP
- College View Estates 32235
- Columbia COLU
- Columbia Square CS
- Cortez CZ
- Creekside CR
- Crestmont CSM
- CROWN POINT
- Crown Point CP
- DEL CERRO
- Del Cerro 337
- Del Cerro DELC
- DEL MAR
- Del Mar 31415
- DOWNTOWN
- Downtown 605
- Downtown Area DOWN
- Downtown DT
- EAST DEL MAR
- EAST ESCONDIDO
- EAST SAN DIEGO
- East Village 400
- EL CAJON
- Embarcadero750
- Emerald Hills EMER
- ENCANTO
- Encanto 31424
- Encanto ENCAN
- Escala ESCL
- Fashion Heights FSHH
- Golden View GLDV
- Hampton Place HAMP
- Hidden Canyon 760
- High Country 780
- Highland Estates 379
- HILLCREST
- Hillcrest Estates HILE
- Hillcrest HC
- Hillcrest HLCR
- Hillcrest Park HLCT
- Horizon HORZ
- Horizons HORZ
- IMPERIAL BEACH
- KEARNY MESA
- KENSINGTON
- Kensington KENS
- Kensington Park 787
- Knightsbridge KBRG
- LA JOLLA
- La Jolla Townehomes LJOL
- LA MESA
- La Morada 31523
- La Paz South LP
- LEMON GROVE
- Lexington LEX
- Lexington LEXT
- LINDA VISTA
- LOGAN HEIGHTS
- Maplewood MAPW
- Marbella MB
- Mid Town 604
- MIDDLETOWN
- MIRA MESA
- Mirasol MIR
- MISSION BEACH
- Mission Greens R1 MG
- Mission Greens R2 MG
- MISSION HILLS
- Mission Hills/Fairway1862
- Mission Hills/Haciendas 32151
- Mission Hills/Westgate 32155
- MISSION VALLEY
- MISSION VILLAGE
- Mission Village MA
- Mobile Estates ME
- Montelena MTL
- Monteverde MVRD
- Mountain View 200
- NATIONAL CITY
- None2161
- NORMAL HEIGHTS
- NORTH PARK
- Not Applicable1
- Oak Park 867
- Oak Park OKPK
- OCEAN BEACH
- Ocean Hills OH
- Ocean View Homes OCVI
- Ocean View Terrace OVTR
- OLD TOWN
- PACIFIC BEACH
- Pacific Heights PACH
- Palacio Del Mar PD
- PARADISE HILLS
- Park Terrace Village PKTV
- Park Villas II PKV2
- Park Villas PKVL
- Park West 1126
- Parkview Condos 187
- Placerita CanyonMaster’s Colleg
- Plaza del Sol 479
- POINT LOMA
- RANCHO BERNARDO
- Rancho Pacifica 1 261701
- RANCHO PENASQUITOS
- RANCHO SANTA FE
- Regency Villas RGVL
- Ridge – Pacific Ridge RIDG
- SABRE SPR
- SAN CARLOS
- San Carlos SANC
- SAN DIEGO
- SAN YSIDRO
- SANTALUZ
- Savannah SAVA
- SCRIPPS RANCH
- Seaview SEA
- SERRA MESA
- Skyline Homes SKYL
- Skyline SKYL
- Smoke Tree SMTR
- Sorrento SO
- South Park 304
- SOUTH SD
- SPRING VALLEY
- Starlight Mesa Dist 14 STME
- Stonebridge 3700
- Stonecrest 892
- Summerwood Homes SMWD
- Sunburst 30922
- Sunrise SU
- Sunset Village SN
- TALMADGE
- Talmadge TALM
- The Bluffs2010
- The Greens GRNS
- The Trails 171
- TIERRASANTA
- Timberlane TBLN
- TORREY HIGHLANDS
- UNIVERSITY CITY
- UNIVERSITY HEIGHTS
- Unknown 999
- Veranda VERA
- Vista del Sol VDS
- Vista Pacifica VP
- Walden WAL
- Webster Heights WBHT
- Woodcrest WT
- SAN DIEGO
- DOWNTOWN
Market Summary
Current real estate data for Single Family in San Diego as of Jun 03, 2026
1,715
Single Family Listed
63
Avg DOM
817
Avg $ / SqFt
$1,833,655
Avg List Price
Property Summary
- 5744 Winchester Street San Diego CA is a Single Family for sale in San Diego, CA, 92139. It is listed for $799,000 and features 4 beds, 2 baths, and has approximately 1,567 square feet of living space, and was originally constructed in 1947. The current price per square foot is $510. The average price per square foot for Single Family listings in San Diego is $817. The average listing price for Single Family in San Diego is $1,833,655. To schedule a showing of MLS#ptp2603854 at 5744 Winchester Street in San Diego, CA, contact your Pacific Sotheby’s International Realty agent at 6193633000.
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5744 Winchester Street
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